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LitCovid-PMC-OGER-BB

Id Subject Object Predicate Lexical cue
T1 59-69 CHEBI:35222;CHEBI:35222 denotes inhibitors
T2 73-81 SP_10 denotes SARS-CoV
T3 82-87 PR:000000125 denotes nsp14
T4 92-95 GO:0008541 denotes cap
T5 156-163 NCBITaxon:10239 denotes viruses
T6 191-196 SP_6;NCBITaxon:9606 denotes human
T7 224-232 SP_7 denotes COVID-19
T8 273-284 NCBITaxon:11118 denotes coronavirus
T9 285-295 SP_7 denotes SARS-CoV-2
T10 370-374 UBERON:0001456 denotes face
T11 403-410 NCBITaxon:10239 denotes viruses
T12 495-505 CHEBI:35222;CHEBI:35222 denotes inhibitors
T13 630-637 NCBITaxon:10239 denotes viruses
T14 793-803 CHEBI:35222;CHEBI:35222 denotes inhibitors
T15 869-872 GO:0008541 denotes cap
T16 895-900 NCBITaxon:10239 denotes viral
T17 988-998 CHEBI:22260;CHEBI:22260 denotes adenosines
T18 1083-1092 CHEBI:36357;CHEBI:36357 denotes compounds
T19 1143-1155 NCBITaxon:31032 denotes flaviviruses
T20 1159-1167 SP_10 denotes SARS-CoV
T21 1249-1257 SP_10 denotes SARS-CoV
T22 1333-1338 PR:000000125 denotes nsp14
T23 1339-1348 CHEBI:35222;CHEBI:35222 denotes inhibitor
T24 1437-1446 CHEBI:35222;CHEBI:35222 denotes inhibitor
T25 1496-1505 CHEBI:35222;CHEBI:35222 denotes inhibitor
T26 1570-1573 GO:0008541 denotes cap
T27 1578-1591 SO:0000409 denotes binding sites
T28 1609-1617 SP_10 denotes SARS-CoV
T29 1714-1724 CHEBI:35222;CHEBI:35222 denotes inhibitors
T30 1729-1739 SP_7 denotes SARS-CoV-2
T31 1871-1884 CHEBI:23447;CHEBI:23447 denotes dinucleosides
T32 1894-1904 CHEBI:22260;CHEBI:22260 denotes adenosines
T33 1967-1976 CHEBI:36357;CHEBI:36357 denotes compounds
T34 2004-2009 NCBITaxon:10239 denotes viral
T35 2073-2082 CHEBI:35222;CHEBI:35222 denotes inhibitor
T36 2086-2094 SP_10 denotes SARS-CoV
T37 2095-2100 PR:000000125 denotes nsp14
T46 2224-2231 NCBITaxon:10239 denotes viruses
T47 2318-2329 NCBITaxon:10376 denotes Ebola virus
T48 2407-2420 NCBITaxon:11118 denotes Coronaviruses
T49 2430-2438 SP_10 denotes SARS-CoV
T50 2480-2488 SP_9 denotes MERS-CoV
T51 2547-2557 SP_7 denotes SARS-CoV-2
T52 2602-2609 NCBITaxon:10239 denotes viruses
T53 2623-2631 SP_7 denotes COVID-19
T54 2676-2687 NCBITaxon:11118 denotes coronavirus
T55 2689-2699 SP_7 denotes SARS-CoV-2
T56 2815-2821 NCBITaxon:9606 denotes people
T57 2847-2858 UBERON:0001004 denotes respiratory
T58 3022-3028 NCBITaxon:9606 denotes people
T59 3110-3116 NCBITaxon:9606 denotes people
T60 3149-3155 GO:0016265 denotes deaths
T61 3175-3183 SP_7 denotes COVID-19
T62 3365-3371 CHEBI:52217;CHEBI:52217 denotes agents
T63 3475-3486 NCBITaxon:11118 denotes coronavirus
T64 3560-3567 NCBITaxon:10239 denotes viruses
T65 3637-3643 SO:0001026 denotes genome
T66 3649-3652 GO:0008541 denotes cap
T67 3677-3687 NCBITaxon:2759 denotes eukaryotic
T68 3688-3697 CHEBI:33280;CHEBI:33280 denotes messenger
T69 3813-3823 GO:0006413 denotes initiation
T70 3824-3826 GO:0006270 denotes of
T71 3875-3878 GO:0008541 denotes cap
T72 3929-3944 GO:0045087 denotes cellular innate
T73 3945-3953 GO:0045087;UBERON:0002405 denotes immunity
T74 3970-3977 NCBITaxon:10239 denotes viruses
T75 3986-3998 NCBITaxon:31032 denotes flaviviruses
T76 4003-4016 NCBITaxon:11118 denotes coronaviruses
T77 4064-4074 NCBITaxon:2759;CL:0000255 denotes eukaryotic
T78 4075-4080 CL:0000255 denotes cells
T79 4088-4095 NCBITaxon:10239 denotes viruses
T80 4214-4217 GO:0008541 denotes cap
T81 4261-4264 GO:0008541 denotes cap
T82 4604-4609 PR:000002289 denotes cap-1
T83 4670-4675 NCBITaxon:10239 denotes viral
T84 4680-4683 GO:0008541 denotes cap
T85 4707-4712 NCBITaxon:10239 denotes viral
T86 4772-4777 NCBITaxon:10239 denotes viral
T87 4799-4804 NCBITaxon:10239 denotes virus
T88 4839-4845 UBERON:0002405;GO:0006955 denotes immune
T89 4846-4854 GO:0006955 denotes response
T90 4898-4903 NCBITaxon:10239 denotes viral
T91 5002-5007 NCBITaxon:10239 denotes viral
T92 5014-5024 CHEBI:35222;CHEBI:35222 denotes inhibitors
T93 5183-5184 CHEBI:53233;CHEBI:53233 denotes 5
T94 5184-5185 CHEBI:24195;CHEBI:24195 denotes ′
T95 5185-5186 CHEBI:53233;CHEBI:53233 denotes -
T96 5186-5205 CHEBI:16625;CHEBI:16625 denotes methylthioadenosine
T97 5215-5225 CHEBI:24195;CHEBI:24195 denotes S-adenosyl
T98 5226-5238 CHEBI:17230;CHEBI:17230 denotes homocysteine
T99 5261-5266 NCBITaxon:10239 denotes viral
T100 5448-5453 SP_6;NCBITaxon:9606 denotes human
T101 5467-5472 NCBITaxon:10239 denotes viral
T102 5560-5570 CHEBI:35222;CHEBI:35222 denotes inhibitors
T103 5575-5580 NCBITaxon:10239 denotes viral
T104 5777-5780 GO:0008541 denotes cap
T105 5834-5839 PR:000002289 denotes Cap-1
T106 5866-5875 CHEBI:36357;CHEBI:36357 denotes compounds
T107 5891-5895 GO:0006272 denotes ′-O-
T108 5944-5953 CHEBI:22260;CHEBI:22260 denotes adenosine
T109 5973-5982 CHEBI:22260;CHEBI:22260 denotes adenosine
T117 6040-6050 CHEBI:35222;CHEBI:35222 denotes inhibitors
T118 6080-6091 CHEBI:17544;CHEBI:17544 denotes bisubstrate
T119 6092-6102 CHEBI:35222;CHEBI:35222 denotes inhibitors
T120 6146-6156 CHEBI:22260;CHEBI:22260 denotes adenosines
T121 6249-6252 GO:0008541 denotes cap
T122 6273-6282 CHEBI:22260;CHEBI:22260 denotes adenosine
T123 6313-6325 SO:0000409 denotes binding site
T124 6338-6347 CHEBI:22260;CHEBI:22260 denotes adenosine
T125 6369-6381 SO:0000409 denotes binding site
T126 6463-6470 CHEBI:28748;CHEBI:28748 denotes adenine
T127 6471-6484 CHEBI:23447;CHEBI:23447 denotes dinucleosides
T128 6549-6558 CHEBI:36357;CHEBI:36357 denotes compounds
T129 6643-6651 SP_10 denotes SARS-CoV
T130 6670-6676 NCBITaxon:10376 denotes Dengue
T131 6681-6684 NCBITaxon:6040 denotes Pox
T132 6685-6692 NCBITaxon:10239 denotes viruses
T133 6701-6709 NCBITaxon:7742 denotes vaccinia
T134 6710-6715 NCBITaxon:10239 denotes virus
T135 6767-6775 SP_10 denotes SARS-CoV
T136 6780-6788 NCBITaxon:10442 denotes vaccinia
T137 6789-6794 NCBITaxon:10239 denotes virus
T138 6838-6851 CHEBI:23447;CHEBI:23447 denotes dinucleosides
T139 6948-6952 CHEBI:33250;CHEBI:33250 denotes atom
T140 6971-6975 CHEBI:33250;CHEBI:33250 denotes atom
T141 7148-7157 CHEBI:36357;CHEBI:36357 denotes compounds
T142 7398-7413 GO:0006306 denotes DNA methylation
T143 7426-7441 GO:0001510 denotes RNA methylation
T144 7460-7469 CHEBI:22260;CHEBI:22260 denotes adenosine
T145 7508-7513 NCBITaxon:10239 denotes viral
T146 7570-7577 CHEBI:28748;CHEBI:28748 denotes adenine
T147 7578-7591 CHEBI:23447;CHEBI:23447 denotes dinucleosides
T148 7681-7692 CHEBI:17544;CHEBI:17544 denotes bisubstrate
T149 7762-7771 CHEBI:36357;CHEBI:36357 denotes compounds
T151 7945-7950 CHEBI:37807;CHEBI:37807 denotes ethyl
T152 7951-7960 CHEBI:22260;CHEBI:22260 denotes adenosine
T153 7966-7974 CHEBI:23995;CHEBI:23995 denotes 5′-amino
T154 7975-7984 CHEBI:22260;CHEBI:22260 denotes adenosine
T155 8036-8043 CHEBI:28748;CHEBI:28748 denotes adenine
T156 8044-8057 CHEBI:23447;CHEBI:23447 denotes dinucleosides
T157 8118-8123 NCBITaxon:10239 denotes viral
T158 8259-8271 NCBITaxon:31032 denotes flaviviruses
T159 8275-8283 SP_10 denotes SARS-CoV
T160 8313-8338 CHEBI:86228;CHEBI:86228 denotes N-nitrobenzenesulfonamide
T161 8350-8363 CHEBI:23447;CHEBI:23447 denotes dinucleosides
T162 8399-8407 SP_10 denotes SARS-CoV
T163 8417-8422 PR:000000125 denotes nsp14
T164 8454-8459 SP_6;NCBITaxon:9606 denotes human
T165 8572-8582 CHEBI:35222;CHEBI:35222 denotes inhibitors
T166 8595-8600 PR:000000125 denotes nsp14
T167 8678-8690 SO:0000409 denotes binding site
T168 8704-8713 CHEBI:35222;CHEBI:35222 denotes inhibitor
T169 8724-8729 PR:000000125 denotes nsp14
T170 8746-8759 SO:0000409 denotes binding sites
T171 8772-8777 PR:000000125 denotes nsp14
T172 8818-8826 SP_10 denotes SARS-CoV
T173 8831-8841 SP_7 denotes SARS-CoV-2
T174 8856-8864 SO:0000857 denotes homology
T175 8977-8985 SP_10 denotes SARS-CoV
T176 9036-9046 SP_7 denotes SARS-CoV-2
T177 9150-9161 CHEBI:17544;CHEBI:17544 denotes bisubstrate
T178 9162-9171 CHEBI:36357;CHEBI:36357 denotes compounds
T179 9218-9221 GO:0008541 denotes cap
T180 9227-9242 GO:0006272 denotes ′-O-methylation
T181 9305-9314 CHEBI:22260;CHEBI:22260 denotes adenosine
T182 9333-9341 CHEBI:23357;CHEBI:23357 denotes cofactor
T183 9353-9362 CHEBI:22260;CHEBI:22260 denotes adenosine
T184 9397-9408 CHEBI:37807;CHEBI:37807 denotes ethyl group
T185 9515-9525 CHEBI:22260;CHEBI:22260 denotes adenosines
T186 9627-9642 CHEBI:32863;CHEBI:32863 denotes secondary amine
T187 9667-9673 CHEBI:24433;CHEBI:24433 denotes groups
T188 9827-9840 GO:0006119 denotes O-methylation
T189 9965-9969 CHEBI:33250;CHEBI:33250 denotes atom
T190 10001-10011 CHEBI:50325;CHEBI:50325 denotes side chain
T191 10018-10020 CHEBI:17865;CHEBI:17865 denotes α-
T192 10020-10025 CHEBI:46882;CHEBI:46882 denotes amino
T193 10025-10026 CHEBI:17865;CHEBI:17865 denotes -
T194 10026-10031 CHEBI:35701;CHEBI:35701 denotes ester
T195 10040-10042 CHEBI:17865;CHEBI:17865 denotes α-
T196 10042-10047 CHEBI:46882;CHEBI:46882 denotes amino
T197 10047-10048 CHEBI:17865;CHEBI:17865 denotes -
T198 10048-10053 CHEBI:29337;CHEBI:29337 denotes amide
T199 10188-10203 CHEBI:32863;CHEBI:32863 denotes secondary amine
T200 10207-10220 CHEBI:23447;CHEBI:23447 denotes dinucleosides
T201 10278-10301 CHEBI:53325;CHEBI:53325 denotes nitrobenzenesulfonamide
T202 10351-10363 CHEBI:86063;CHEBI:86063 denotes dinucleoside
T203 10424-10425 CHEBI:7586;CHEBI:7586 denotes N
T204 10425-10426 CHEBI:75508;CHEBI:75508 denotes -
T205 10426-10441 CHEBI:57472;CHEBI:57472 denotes arylsulfonamide
T206 10470-10486 CHEBI:67079;CHEBI:67079 denotes antitumor agents
T207 10508-10518 CHEBI:35222;CHEBI:35222 denotes inhibitors
T208 10572-10583 CHEBI:29785;CHEBI:29785 denotes nitro group
T209 10652-10658 CHEBI:30396;CHEBI:30396 denotes phenyl
T210 10681-10690 CHEBI:36357;CHEBI:36357 denotes compounds
T211 10721-10732 CHEBI:29785;CHEBI:29785 denotes nitro group
T212 10789-10796 CHEBI:33543;CHEBI:33543 denotes sulfone
T213 10802-10817 CHEBI:50728;CHEBI:50728 denotes methylene group
T214 10853-10860 CHEBI:33543;CHEBI:33543 denotes sulfone
T215 10915-10928 CHEBI:23447;CHEBI:23447 denotes dinucleosides
T216 10944-10945 CHEBI:7586;CHEBI:7586 denotes N
T217 10945-10946 CHEBI:75508;CHEBI:75508 denotes -
T218 10946-10961 CHEBI:57472;CHEBI:57472 denotes arylsulfonamide
T219 10991-11004 CHEBI:23447;CHEBI:23447 denotes dinucleosides
T220 11014-11019 CHEBI:32031;CHEBI:32031 denotes K2CO3
T221 11058-11063 CHEBI:32031;CHEBI:32031 denotes K2CO3
T222 11095-11098 CHEBI:15377;CHEBI:15377 denotes H2O
T223 11153-11157 CHEBI:16236;CHEBI:16236 denotes AcOH
T224 11225-11228 CHEBI:15377;CHEBI:15377 denotes H2O
T225 11255-11262 CHEBI:15377;CHEBI:15377 denotes aqueous
T226 11263-11271 CHEBI:75958;CHEBI:75958 denotes solution
T227 11272-11276 CHEBI:48607;CHEBI:48607 denotes LiOH
T228 11305-11308 CHEBI:15377;CHEBI:15377 denotes H2O
T229 11343-11346 CHEBI:15377;CHEBI:15377 denotes H2O
T230 11373-11376 CHEBI:62946;CHEBI:62946 denotes NH3
T231 11377-11381 CHEBI:32145;CHEBI:32145 denotes MeOH
T232 11405-11418 CHEBI:62946;CHEBI:62946 denotes 1-bromobutane
T233 11466-11468 CHEBI:17824;CHEBI:17824 denotes 1-
T234 11468-11473 CHEBI:47265;CHEBI:47265 denotes bromo
T235 11473-11489 CHEBI:17824;CHEBI:17824 denotes -3-phenylpropane
T236 11621-11624 CHEBI:15377;CHEBI:15377 denotes H2O
T237 11709-11716 CHEBI:15377;CHEBI:15377 denotes aqueous
T238 11717-11725 CHEBI:75958;CHEBI:75958 denotes solution
T239 11726-11730 CHEBI:32145;CHEBI:32145 denotes LiOH
T240 11778-11791 CHEBI:23447;CHEBI:23447 denotes dinucleosides
T241 11855-11860 CHEBI:32031;CHEBI:32031 denotes K2CO3
T242 11896-11899 CHEBI:15377;CHEBI:15377 denotes H2O
T243 11951-11964 CHEBI:23447;CHEBI:23447 denotes dinucleosides
T244 11976-11999 CHEBI:75508;CHEBI:75508 denotes 4-chlorobenzenesulfonyl
T245 12000-12008 CHEBI:17996;CHEBI:17996 denotes chloride
T246 12048-12050 CHEBI:86228;CHEBI:86228 denotes 4-
T247 12050-12056 CHEBI:47853;CHEBI:47853 denotes chloro
T248 12056-12076 CHEBI:86228;CHEBI:86228 denotes -3-nitrobenzaldehyde
T249 12078-12082 CHEBI:16236;CHEBI:16236 denotes AcOH
T250 12147-12167 CHEBI:28105;CHEBI:28105 denotes 4-chlorobenzaldehyde
T251 12169-12173 CHEBI:28619;CHEBI:28619 denotes AcOH
T252 12238-12241 CHEBI:15377;CHEBI:15377 denotes H2O
T287 12516-12517 CHEBI:75508;CHEBI:75508 denotes 5
T288 12517-12518 CHEBI:82321;CHEBI:82321 denotes ′
T289 12518-12519 CHEBI:50217;CHEBI:50217 denotes -
T290 12519-12524 CHEBI:46882;CHEBI:46882 denotes amino
T291 12524-12525 CHEBI:75508;CHEBI:75508 denotes -
T292 12525-12526 CHEBI:53233;CHEBI:53233 denotes 2
T293 12526-12527 CHEBI:52029;CHEBI:52029 denotes ′
T294 12527-12528 CHEBI:75508;CHEBI:75508 denotes ,
T295 12528-12530 CHEBI:52029;CHEBI:52029 denotes 3′
T296 12530-12545 CHEBI:53250;CHEBI:53250 denotes -isopropylidene
T297 12546-12555 CHEBI:22260;CHEBI:22260 denotes adenosine
T298 12625-12640 CHEBI:32863;CHEBI:32863 denotes secondary amine
T299 12741-12746 CHEBI:32877;CHEBI:32877 denotes amine
T300 12818-12832 CHEBI:32877;CHEBI:32877 denotes primary amines
T301 12859-12883 CHEBI:53325;CHEBI:53325 denotes nitrobenzenesulfonamides
T302 12888-12894 CHEBI:32988;CHEBI:32988 denotes amides
T303 12932-12937 CHEBI:24433;CHEBI:24433 denotes group
T304 13103-13128 CHEBI:86228;CHEBI:86228 denotes 2-nitrobenzenesulfonamide
T305 13198-13213 GO:0006306 denotes DNA methylation
T306 13259-13268 CHEBI:22260;CHEBI:22260 denotes adenosine
T307 13460-13482 CHEBI:86228;CHEBI:86228 denotes 4-nitrobenzenesulfonyl
T308 13483-13491 CHEBI:17996;CHEBI:17996 denotes chloride
T309 13530-13552 CHEBI:86228;CHEBI:86228 denotes 2-nitrobenzenesulfonyl
T310 13553-13561 CHEBI:17996;CHEBI:17996 denotes chloride
T311 13589-13590 CHEBI:53233;CHEBI:53233 denotes 5
T312 13590-13591 CHEBI:82321;CHEBI:82321 denotes ′
T313 13591-13592 CHEBI:50217;CHEBI:50217 denotes -
T314 13592-13597 CHEBI:46882;CHEBI:46882 denotes amino
T315 13597-13598 CHEBI:75508;CHEBI:75508 denotes -
T316 13598-13599 CHEBI:53233;CHEBI:53233 denotes 2
T317 13599-13600 CHEBI:52029;CHEBI:52029 denotes ′
T318 13600-13601 CHEBI:53250;CHEBI:53250 denotes ,
T319 13601-13602 CHEBI:52029;CHEBI:52029 denotes 3
T320 13602-13618 CHEBI:53250;CHEBI:53250 denotes ′-isopropylidene
T321 13619-13628 CHEBI:22260;CHEBI:22260 denotes adenosine
T322 13671-13672 MOP:0002369 denotes -
T323 13725-13730 CHEBI:32031;CHEBI:32031 denotes K2CO3
T324 13786-13798 CHEBI:23447;CHEBI:23447 denotes dinucleoside
T325 13934-13941 CHEBI:60004;CHEBI:60004 denotes mixture
T326 14041-14049 CHEBI:29917;CHEBI:29917 denotes thiolate
T327 14081-14086 CHEBI:32863;CHEBI:32863 denotes amine
T328 14122-14139 CHEBI:51087;CHEBI:51087 denotes protecting groups
T329 14165-14171 CHEBI:37527;CHEBI:37527 denotes acidic
T330 14187-14199 CHEBI:23447;CHEBI:23447 denotes dinucleoside
T331 14230-14236 CHEBI:37527;CHEBI:37527 denotes acidic
T332 14305-14330 CHEBI:86228;CHEBI:86228 denotes 4-nitrobenzenesulfonamide
T333 14426-14434 CHEBI:36357;CHEBI:36357 denotes compound
T334 14469-14477 CHEBI:17478;CHEBI:17478 denotes aldehyde
T335 14530-14534 CHEBI:41865;CHEBI:41865 denotes acid
T336 14583-14592 CHEBI:32952;CHEBI:32952 denotes amination
T337 14626-14632 CHEBI:35607;CHEBI:35607 denotes sodium
T338 14633-14654 CHEBI:28621;CHEBI:28621 denotes triacetoxyborohydride
T339 14659-14670 CHEBI:15366;CHEBI:15366 denotes acetic acid
T340 14769-14778 CHEBI:29191;CHEBI:29191 denotes hydroxyls
T341 14783-14788 CHEBI:32952;CHEBI:32952 denotes amine
T342 14809-14812 CHEBI:17855;CHEBI:17855 denotes TFA
T343 14836-14848 CHEBI:25248;CHEBI:25248 denotes methyl ester
T344 14895-14899 CHEBI:48607;CHEBI:48607 denotes LiOH
T345 14914-14926 CHEBI:25248;CHEBI:25248 denotes methyl ester
T346 14930-14945 CHEBI:33575;CHEBI:33575 denotes carboxylic acid
T347 15090-15105 CHEBI:33575;CHEBI:33575 denotes carboxylic acid
T348 15181-15191 CHEBI:17790;CHEBI:17790 denotes methanolic
T349 15192-15199 CHEBI:16134;CHEBI:16134 denotes ammonia
T350 15200-15208 CHEBI:75958;CHEBI:75958 denotes solution
T351 15269-15279 MOP:0002369 denotes alkylation
T352 15291-15293 CHEBI:86228;CHEBI:86228 denotes 1-
T353 15293-15304 CHEBI:75508;CHEBI:75508 denotes bromobutane
T354 15306-15308 CHEBI:86228;CHEBI:86228 denotes 1-
T355 15308-15313 CHEBI:47265;CHEBI:47265 denotes bromo
T356 15313-15314 CHEBI:86228;CHEBI:86228 denotes -
T357 15314-15329 CHEBI:17824;CHEBI:17824 denotes 3-phenylpropane
T358 15412-15433 CHEBI:50488;CHEBI:50488 denotes diisopropylethylamine
T359 15846-15851 CHEBI:17478;CHEBI:17478 denotes alkyl
T360 15943-15947 CHEBI:48607;CHEBI:48607 denotes LiOH
T361 15980-15992 CHEBI:25248;CHEBI:25248 denotes methyl ester
T362 16009-16024 CHEBI:33575;CHEBI:33575 denotes carboxylic acid
T363 16031-16036 CHEBI:17478;CHEBI:17478 denotes alkyl
T364 16037-16042 CHEBI:50325;CHEBI:50325 denotes chain
T365 16128-16140 CHEBI:23447;CHEBI:23447 denotes dinucleoside
T366 16170-16179 CHEBI:36357;CHEBI:36357 denotes compounds
T367 16202-16207 CHEBI:29337;CHEBI:29337 denotes amide
T368 16275-16276 CHEBI:75508;CHEBI:75508 denotes 5
T369 16276-16277 CHEBI:82321;CHEBI:82321 denotes ′
T370 16278-16283 CHEBI:46882;CHEBI:46882 denotes amino
T371 16283-16285 CHEBI:75508;CHEBI:75508 denotes -2
T372 16285-16286 CHEBI:52029;CHEBI:52029 denotes ′
T373 16286-16288 CHEBI:75508;CHEBI:75508 denotes ,3
T374 16288-16289 CHEBI:52029;CHEBI:52029 denotes ′
T375 16289-16304 CHEBI:53250;CHEBI:53250 denotes -isopropylidene
T376 16305-16314 CHEBI:22260;CHEBI:22260 denotes adenosine
T377 16394-16414 CHEBI:53325;CHEBI:53325 denotes nitrobenzenesulfonyl
T378 16415-16423 CHEBI:17996;CHEBI:17996 denotes chloride
T379 16424-16432 CHEBI:33893;CHEBI:33893 denotes reagents
T380 16468-16478 CHEBI:22260;CHEBI:22260 denotes adenosines
T381 16582-16587 CHEBI:32031;CHEBI:32031 denotes K2CO3
T382 16618-16631 CHEBI:23447;CHEBI:23447 denotes dinucleosides
T383 16727-16734 CHEBI:30832;CHEBI:30832 denotes adenine
T384 16735-16748 CHEBI:23447;CHEBI:23447 denotes dinucleosides
T385 16966-16967 CHEBI:75508;CHEBI:75508 denotes 4
T386 16967-16989 CHEBI:86228;CHEBI:86228 denotes -chlorobenzenesulfonyl
T387 16990-16998 CHEBI:17996;CHEBI:17996 denotes chloride
T388 17104-17106 CHEBI:86228;CHEBI:86228 denotes 4-
T389 17106-17112 CHEBI:47853;CHEBI:47853 denotes chloro
T390 17112-17132 CHEBI:86228;CHEBI:86228 denotes -3-nitrobenzaldehyde
T391 17136-17156 CHEBI:28105;CHEBI:28105 denotes 4-chlorobenzaldehyde
T392 17161-17167 CHEBI:86228;CHEBI:86228 denotes sodium
T393 17168-17189 CHEBI:28621;CHEBI:28621 denotes triacetoxyborohydride
T394 17229-17235 CHEBI:24433;CHEBI:24433 denotes groups
T395 17239-17245 CHEBI:37527;CHEBI:37527 denotes acidic
T396 17269-17282 CHEBI:23447;CHEBI:23447 denotes dinucleosides
T397 17552-17555 GO:0008541 denotes cap
T398 17598-17606 CHEBI:36357;CHEBI:36357 denotes compound
T399 17715-17717 CHEBI:29238;CHEBI:29238 denotes 3H
T400 17827-17829 NCBITaxon:10760 denotes T7
T401 17912-17914 GO:0006272 denotes O-
T402 17956-17961 NCBITaxon:10239 denotes viral
T403 17983-17991 SP_10 denotes SARS-CoV
T404 17999-18004 PR:000000125 denotes nsp16
T405 18005-18012 GO:0032991 denotes complex
T406 18040-18048 NCBITaxon:7742 denotes Vaccinia
T407 18056-18063 NCBITaxon:10239 denotes viruses
T408 18087-18096 CHEBI:36357;CHEBI:36357 denotes compounds
T409 18117-18122 SP_6;NCBITaxon:9606 denotes human
T410 18157-18162 NCBITaxon:10239 denotes viral
T411 18181-18189 SP_10 denotes SARS-CoV
T412 18216-18223 GO:0032991 denotes complex
T413 18326-18335 CHEBI:36357;CHEBI:36357 denotes compounds
T414 18418-18421 NCBITaxon:11886 denotes CoV
T415 18437-18444 NCBITaxon:10239 denotes virusD1
T416 19176-19183 CHEBI:60004;CHEBI:60004 denotes mixture
T417 19191-19195 CHEBI:9754;CHEBI:9754 denotes Tris
T418 19196-19199 CHEBI:17883;CHEBI:17883 denotes HCl
T419 19215-19218 CHEBI:18320;CHEBI:18320 denotes DTT
T420 19225-19230 CHEBI:6636;CHEBI:6636 denotes MgCl2
T421 19252-19254 CHEBI:29238;CHEBI:29238 denotes 3H
T422 19332-19340 SP_10 denotes SARS-CoV
T423 19341-19346 PR:000000125 denotes nsp14
T424 19356-19364 NCBITaxon:7742 denotes vaccinia
T425 19365-19370 NCBITaxon:10239 denotes virus
T426 19403-19408 SP_6;NCBITaxon:9606 denotes human
T427 19423-19428 PR:O43148 denotes hRNMT
T428 19483-19487 CHEBI:51231;CHEBI:51231 denotes DMSO
T443 19561-19570 CHEBI:36357;CHEBI:36357 denotes compounds
T444 19617-19629 NCBITaxon:31032 denotes flaviviruses
T445 19633-19644 NCBITaxon:11118 denotes coronavirus
T446 19645-19653 SP_10 denotes SARS-CoV
T447 19680-19689 CHEBI:36357;CHEBI:36357 denotes compounds
T448 19823-19828 NCBITaxon:10239 denotes viral
T449 19865-19873 NCBITaxon:7742 denotes Vaccinia
T450 19889-19897 SP_10 denotes SARS-CoV
T451 19914-19922 CHEBI:36357;CHEBI:36357 denotes compound
T452 19963-19968 PR:O43148 denotes hRNMT
T453 19994-19999 NCBITaxon:10239 denotes viral
T454 20048-20053 SP_6;NCBITaxon:9606 denotes human
T455 20058-20063 NCBITaxon:10239 denotes viral
T456 20088-20093 CHEBI:24433;CHEBI:24433 denotes group
T457 20244-20248 CHEBI:37527;CHEBI:37527 denotes acid
T458 20249-20254 CHEBI:24433;CHEBI:24433 denotes group
T459 20263-20265 CHEBI:17865;CHEBI:17865 denotes α-
T460 20265-20270 CHEBI:46882;CHEBI:46882 denotes amino
T461 20270-20271 CHEBI:17865;CHEBI:17865 denotes -
T462 20271-20276 CHEBI:35701;CHEBI:35701 denotes ester
T463 20438-20443 NCBITaxon:10239 denotes viral
T464 20452-20460 NCBITaxon:7742 denotes Vaccinia
T465 20468-20475 GO:0032991 denotes complex
T466 20515-20523 SP_10 denotes SARS-CoV
T467 20524-20529 PR:000000125 denotes nsp14
T468 20533-20538 PR:O43148 denotes hRNMT
T469 20593-20598 CHEBI:28714;CHEBI:28714 denotes butyl
T470 20602-20614 CHEBI:8094;CHEBI:8094 denotes phenylpropyl
T471 20624-20637 CHEBI:23447;CHEBI:23447 denotes dinucleosides
T472 20757-20765 CHEBI:36357;CHEBI:36357 denotes compound
T473 20813-20821 SP_10 denotes SARS-CoV
T474 20900-20909 CHEBI:35222;CHEBI:35222 denotes inhibitor
T475 20969-20973 CHEBI:37527;CHEBI:37527 denotes acid
T476 21071-21079 SP_10 denotes SARS-CoV
T477 21161-21165 CHEBI:75508;CHEBI:75508 denotes 4-Ns
T478 21166-21171 CHEBI:29337;CHEBI:29337 denotes amide
T479 21172-21177 CHEBI:24433;CHEBI:24433 denotes group
T480 21262-21272 CHEBI:67079;CHEBI:67079 denotes anticancer
T481 21273-21278 CHEBI:23888;CHEBI:23888 denotes drugs
T482 21325-21337 CHEBI:23447;CHEBI:23447 denotes dinucleoside
T483 21350-21356 CHEBI:37527;CHEBI:37527 denotes acidic
T484 21398-21406 CHEBI:36357;CHEBI:36357 denotes compound
T485 21450-21458 SP_10 denotes SARS-CoV
T486 21491-21496 CHEBI:24433;CHEBI:24433 denotes group
T487 21563-21572 GO:0065007 denotes modulated
T488 21607-21618 CHEBI:29785;CHEBI:29785 denotes nitro group
T489 21731-21737 CHEBI:30396;CHEBI:30396 denotes phenyl
T490 21781-21792 CHEBI:29785;CHEBI:29785 denotes nitro group
T491 21796-21805 CHEBI:36357;CHEBI:36357 denotes compounds
T492 21977-21985 SP_10 denotes SARS-CoV
T493 22009-22020 CHEBI:29785;CHEBI:29785 denotes nitro group
T494 22028-22034 CHEBI:30396;CHEBI:30396 denotes phenyl
T495 22110-22118 CHEBI:33910;CHEBI:33910 denotes chlorine
T496 22119-22123 CHEBI:33250;CHEBI:33250 denotes atom
T497 22326-22333 CHEBI:33543;CHEBI:33543 denotes sulfone
T498 22344-22346 CHEBI:36927;CHEBI:36927 denotes 14
T499 22365-22380 CHEBI:50728;CHEBI:50728 denotes methylene group
T500 22384-22393 CHEBI:36357;CHEBI:36357 denotes compounds
T501 22437-22456 CHEBI:57472;CHEBI:57472 denotes arylsulfonylbenzene
T502 22570-22579 CHEBI:36357;CHEBI:36357 denotes compounds
T503 22588-22596 SP_10 denotes SARS-CoV
T504 22597-22602 PR:000000125 denotes nsp14
T505 22607-22612 PR:O43148 denotes hRNMT
T506 22656-22663 CHEBI:28748;CHEBI:28748 denotes adenine
T507 22664-22677 CHEBI:23447;CHEBI:23447 denotes dinucleosides
T508 22686-22694 SP_10 denotes SARS-CoV
T509 22732-22741 CHEBI:36357;CHEBI:36357 denotes compounds
T510 22834-22843 CHEBI:36357;CHEBI:36357 denotes compounds
T511 22909-22917 SP_10 denotes SARS-CoV
T512 22990-23003 CHEBI:23447;CHEBI:23447 denotes dinucleosides
T513 23057-23066 CHEBI:36357;CHEBI:36357 denotes compounds
T514 23182-23190 SP_10 denotes SARS-CoV
T515 23264-23274 CHEBI:35222;CHEBI:35222 denotes inhibitors
T516 23282-23291 CHEBI:36357;CHEBI:36357 denotes compounds
T517 23345-23353 SP_10 denotes SARS-CoV
T518 23539-23547 SP_10 denotes SARS-CoV
T519 23548-23553 PR:000000125 denotes nsp14
T520 23591-23600 CHEBI:35222;CHEBI:35222 denotes inhibitor
T521 23644-23652 CHEBI:36357;CHEBI:36357 denotes compound
T522 23694-23702 SP_10 denotes SARS-CoV
T523 23806-23811 PR:O43148 denotes hRNMT
T524 23842-23850 CHEBI:33910;CHEBI:33910 denotes chlorine
T525 23851-23855 CHEBI:33250;CHEBI:33250 denotes atom
T526 23881-23892 CHEBI:29785;CHEBI:29785 denotes nitro group
T527 24039-24044 CHEBI:53325;CHEBI:53325 denotes nitro
T528 24082-24087 CHEBI:24433;CHEBI:24433 denotes group
T529 24195-24206 CHEBI:29785;CHEBI:29785 denotes nitro group
T530 24214-24220 CHEBI:30396;CHEBI:30396 denotes phenyl
T531 24310-24318 CHEBI:33910;CHEBI:33910 denotes chlorine
T532 24319-24323 CHEBI:33250;CHEBI:33250 denotes atom
T533 24365-24376 CHEBI:29785;CHEBI:29785 denotes nitro group
T534 24408-24416 SP_10 denotes SARS-CoV
T535 24417-24422 PR:000000125 denotes nsp14
T536 24496-24505 CHEBI:36357;CHEBI:36357 denotes compounds
T537 24509-24517 SP_10 denotes SARS-CoV
T538 24528-24533 SP_6;NCBITaxon:9606 denotes human
T539 24570-24575 PR:000000125 denotes nsp14
T543 25205-25213 SP_10 denotes SARS-CoV
T544 25214-25219 PR:000000125 denotes nsp14
T545 25220-25228 SP_10 denotes SARS-CoV
T546 25229-25234 PR:000000125 denotes nsp14
T547 25235-25244 CHEBI:35222;CHEBI:35222 denotes inhibitor
T548 25456-25464 SP_10 denotes SARS-CoV
T549 25523-25531 CHEBI:23357;CHEBI:23357 denotes cofactor
T550 25593-25602 CHEBI:36357;CHEBI:36357 denotes compounds
T551 25647-25655 SP_10 denotes SARS-CoV
T552 25685-25692 GO:0032508 denotes melting
T553 25820-25825 CHEBI:24433;CHEBI:24433 denotes group
T554 25889-25899 CHEBI:35222;CHEBI:35222 denotes inhibitors
T555 25916-25929 CHEBI:23447;CHEBI:23447 denotes dinucleosides
T556 25945-25953 SP_10 denotes SARS-CoV
T557 25954-25959 PR:000000125 denotes nsp14
T558 26084-26093 CHEBI:36357;CHEBI:36357 denotes compounds
T559 26121-26129 SP_10 denotes SARS-CoV
T560 26130-26135 PR:000000125 denotes nsp14
T561 26173-26182 CHEBI:35222;CHEBI:35222 denotes inhibitor
T562 26230-26238 SP_10 denotes SARS-CoV
T563 26281-26290 CHEBI:36357;CHEBI:36357 denotes compounds
T564 26374-26383 CHEBI:35222;CHEBI:35222 denotes inhibitor
T565 26463-26472 CHEBI:35222;CHEBI:35222 denotes inhibitor
T566 26512-26520 SP_10 denotes SARS-CoV
T567 26707-26715 CHEBI:36357;CHEBI:36357 denotes compound
T568 26781-26790 CHEBI:35222;CHEBI:35222 denotes inhibitor
T569 26804-26812 CHEBI:36357;CHEBI:36357 denotes compound
T570 26839-26848 CHEBI:36357;CHEBI:36357 denotes compounds
T571 26895-26903 SP_10 denotes SARS-CoV
T572 26904-26909 PR:000000125 denotes nsp14
T573 26952-26959 CHEBI:33543;CHEBI:33543 denotes sulfone
T574 26960-26965 CHEBI:24433;CHEBI:24433 denotes group
T575 26971-26973 CHEBI:17996;CHEBI:17996 denotes Cl
T576 26978-26981 CHEBI:17997;CHEBI:17997 denotes NO2
T577 27032-27041 CHEBI:62946;CHEBI:62946 denotes N-(4-Cl-3
T578 27041-27042 CHEBI:86228;CHEBI:86228 denotes -
T579 27042-27046 CHEBI:62946;CHEBI:62946 denotes NO2-
T580 27046-27063 CHEBI:8102;CHEBI:8102 denotes phenylsulfonamide
T581 27105-27113 SP_10 denotes SARS-CoV
T582 27114-27119 PR:000000125 denotes nsp14
T583 27187-27195 SP_10 denotes SARS-CoV
T584 27303-27306 CHEBI:17997;CHEBI:17997 denotes NO2
T585 27327-27333 CHEBI:30396;CHEBI:30396 denotes phenyl
T586 27377-27385 SP_10 denotes SARS-CoV
T587 27386-27391 PR:000000125 denotes nsp14
T588 27498-27506 SP_10 denotes SARS-CoV
T589 27507-27512 PR:000000125 denotes nsp14
T590 27565-27577 CHEBI:23447;CHEBI:23447 denotes dinucleoside
T591 27578-27588 CHEBI:35222;CHEBI:35222 denotes inhibitors
T592 27622-27630 SP_10 denotes SARS-CoV
T593 27631-27636 PR:000000125 denotes nsp14
T594 27745-27752 CHEBI:60004;CHEBI:60004 denotes mixture
T595 27760-27765 CHEBI:46756;CHEBI:46756 denotes HEPES
T596 27783-27787 CHEBI:26710;CHEBI:26710 denotes NaCl
T597 27798-27804 CHEBI:51461;CHEBI:51461 denotes orange
T598 27805-27808 CHEBI:37958;CHEBI:37958 denotes dye
T599 27834-27842 SP_10 denotes SARS-CoV
T600 27843-27848 PR:000000125 denotes nsp14
T601 27866-27874 CHEBI:36357;CHEBI:36357 denotes compound
T602 27904-27908 CHEBI:51231;CHEBI:51231 denotes DMSO
T618 28067-28075 SP_10 denotes SARS-CoV
T619 28076-28081 PR:000000125 denotes nsp14
T620 28085-28092 GO:1990524 denotes complex
T621 28157-28162 PR:000000125 denotes nsp14
T622 28181-28194 CHEBI:23447;CHEBI:23447 denotes dinucleosides
T623 28251-28260 CHEBI:35222;CHEBI:35222 denotes inhibitor
T624 28314-28322 SP_10 denotes SARS-CoV
T625 28323-28328 PR:000000125 denotes nsp14
T626 28329-28334 PR:000000125 denotes nsp10
T627 28335-28342 GO:0032991 denotes complex
T628 28385-28393 SP_10 denotes SARS-CoV
T629 28394-28399 PR:000000125 denotes nsp14
T630 28477-28483 SO:0000417 denotes domain
T631 28580-28586 SO:0000417 denotes domain
T632 28618-28624 SO:0000417 denotes domain
T633 28840-28848 SP_10 denotes SARS-CoV
T634 28943-28952 CHEBI:37886;CHEBI:37886 denotes adenosine
T635 28968-28977 CHEBI:28748;CHEBI:28748 denotes adenosine
T636 29074-29097 CHEBI:53325;CHEBI:53325 denotes nitrobenzenesulfonamide
T637 29122-29130 SP_10 denotes SARS-CoV
T638 29148-29160 SO:0000409 denotes binding site
T639 29277-29288 CHEBI:50325;CHEBI:50325 denotes side chains
T640 29348-29351 GO:0008541 denotes cap
T641 29371-29374 GO:0008541 denotes cap
T642 29375-29387 SO:0000409 denotes binding site
T643 29574-29597 CHEBI:53325;CHEBI:53325 denotes nitrobenzenesulfonamide
T644 29717-29734 CHEBI:8102;CHEBI:8102 denotes phenylsulfonamide
T645 29771-29783 SO:0000409 denotes binding site
T646 29856-29862 CHEBI:30396;CHEBI:30396 denotes phenyl
T647 29874-29883 CHEBI:36357;CHEBI:36357 denotes compounds
T648 29893-29902 CHEBI:36357;CHEBI:36357 denotes compounds
T649 30095-30118 CHEBI:53325;CHEBI:53325 denotes nitrobenzenesulfonamide
T650 30135-30143 CHEBI:33910;CHEBI:33910 denotes chlorine
T651 30144-30148 CHEBI:33250;CHEBI:33250 denotes atom
T652 30157-30164 CHEBI:24473;CHEBI:24473 denotes halogen
T653 30165-30169 CHEBI:29826;CHEBI:29826 denotes bond
T654 30275-30286 CHEBI:29785;CHEBI:29785 denotes nitro group
T655 30338-30353 CHEBI:32958;CHEBI:32958 denotes phosphate group
T656 30386-30389 GO:0008541 denotes cap
T657 30436-30443 CHEBI:33543;CHEBI:33543 denotes sulfone
T658 30444-30449 CHEBI:24433;CHEBI:24433 denotes group
T659 30651-30660 CHEBI:36357;CHEBI:36357 denotes compounds
T660 30687-30702 CHEBI:50728;CHEBI:50728 denotes methylene group
T661 30718-30725 CHEBI:33543;CHEBI:33543 denotes sulfone
T662 30782-30791 CHEBI:22260;CHEBI:22260 denotes adenosine
T663 30932-30941 CHEBI:22260;CHEBI:22260 denotes adenosine
T664 31095-31107 SO:0000409 denotes binding site
T665 31259-31267 SP_10 denotes SARS-CoV
T666 31268-31273 PR:000000125 denotes nsp14
T667 31299-31308 CHEBI:36357;CHEBI:36357 denotes compounds
T668 31363-31371 SP_10 denotes SARS-CoV
T669 31457-31465 CHEBI:16240;CHEBI:16240 denotes Hydrogen
T670 31470-31477 CHEBI:30563;CHEBI:30563 denotes halogen
T671 31774-31782 SP_10 denotes SARS-CoV
T672 31847-31870 CHEBI:53325;CHEBI:53325 denotes nitrobenzenesulfonamide
T673 31918-31927 CHEBI:22260;CHEBI:22260 denotes adenosine
T674 31935-31948 CHEBI:23447;CHEBI:23447 denotes dinucleosides
T675 31964-31972 CHEBI:16240;CHEBI:16240 denotes Hydrogen
T684 32423-32424 GO:0006272 denotes O
T685 32424-32436 GO:0036123 denotes -methylation
T686 32437-32439 GO:0097152 denotes of
T687 32444-32447 GO:0008541 denotes cap
T688 32458-32468 CHEBI:22260;CHEBI:22260 denotes adenosines
T689 32636-32645 CHEBI:22260;CHEBI:22260 denotes adenosine
T690 32664-32672 CHEBI:23357;CHEBI:23357 denotes cofactor
T691 32785-32797 NCBITaxon:31032 denotes flaviviruses
T692 32799-32810 NCBITaxon:11118 denotes coronavirus
T693 32814-32817 NCBITaxon:9258 denotes pox
T694 32817-32818 NCBITaxon:4896 denotes -
T695 32818-32823 NCBITaxon:10239 denotes virus
T696 32869-32877 SP_10 denotes SARS-CoV
T697 32878-32883 PR:000000125 denotes nsp14
T698 33001-33010 CHEBI:36357;CHEBI:36357 denotes compounds
T699 33030-33035 SP_6;NCBITaxon:9606 denotes human
T700 33145-33156 NCBITaxon:11118 denotes coronavirus
T701 33201-33209 SO:0000853 denotes homology
T702 33218-33223 NCBITaxon:10239 denotes viral
T703 33284-33294 CHEBI:35222;CHEBI:35222 denotes inhibitors
T704 33381-33383 CHEBI:86228;CHEBI:86228 denotes 4-
T705 33383-33389 CHEBI:47853;CHEBI:47853 denotes chloro
T706 33389-33415 CHEBI:86228;CHEBI:86228 denotes -3-nitrobenzenesulfonamide
T707 33452-33462 CHEBI:28748;CHEBI:28748 denotes adenosines
T708 33492-33500 SP_10 denotes SARS-CoV
T709 33829-33837 SP_10 denotes SARS-CoV
T710 33838-33843 PR:000000125 denotes nsp14
T711 33901-33911 SP_7 denotes SARS-CoV-2
T712 33912-33917 PR:000000125 denotes nsp14
T713 33973-33979 SO:0001026 denotes genome
T714 33992-34002 SP_7 denotes SARS-CoV-2
T715 34053-34061 SP_10 denotes SARS-CoV
T716 34083-34091 CHEBI:36357;CHEBI:36357 denotes compound
T717 34189-34199 SP_7 denotes SARS-CoV-2
T718 34200-34205 PR:000000125 denotes nsp14
T719 34206-34216 CHEBI:35222;CHEBI:35222 denotes inhibitors
T720 34294-34302 CHEBI:46787;CHEBI:46787 denotes solvents
T721 34307-34315 CHEBI:33893;CHEBI:33893 denotes reagents
T722 34425-34432 CHEBI:29320;CHEBI:29320 denotes calcium
T723 34433-34440 CHEBI:29239;CHEBI:29239 denotes hydride
T724 34503-34509 CHEBI:30563;CHEBI:30563 denotes silica
T725 35171-35178 CHEBI:46787;CHEBI:46787 denotes solvent
T726 35240-35245 CHEBI:1418;CHEBI:1418 denotes CH3CN
T727 35349-35358 CHEBI:36357;CHEBI:36357 denotes compounds
T728 35476-35485 CHEBI:36357;CHEBI:36357 denotes compounds
T729 35509-35517 CHEBI:75958;CHEBI:75958 denotes solution
T730 35521-35524 CHEBI:51231;CHEBI:51231 denotes 5′-
T731 35524-35529 CHEBI:46882;CHEBI:46882 denotes amino
T732 35529-35530 CHEBI:75508;CHEBI:75508 denotes -
T733 35530-35534 CHEBI:51231;CHEBI:51231 denotes 2′,3
T734 35534-35550 CHEBI:53250;CHEBI:53250 denotes ′-isopropylidene
T735 35551-35560 CHEBI:22260;CHEBI:22260 denotes adenosine
T736 35639-35658 CHEBI:53325;CHEBI:53325 denotes nitrobenzenesufonyl
T737 35659-35667 CHEBI:17996;CHEBI:17996 denotes chloride
T738 35700-35707 CHEBI:60004;CHEBI:60004 denotes mixture
T739 35803-35810 CHEBI:15377;CHEBI:15377 denotes aqueous
T740 35911-35917 CHEBI:34683;CHEBI:34683 denotes Na2SO4
T741 36014-36022 CHEBI:36357;CHEBI:36357 denotes compound
T742 36093-36125 CHEBI:53233;CHEBI:53233 denotes dimethyl-tetrahydro-2H-furo[3,4-
T743 36129-36130 CHEBI:53233;CHEBI:53233 denotes 1
T744 36130-36132 CHEBI:52029;CHEBI:52029 denotes ,3
T745 36132-36145 CHEBI:53233;CHEBI:53233 denotes ]dioxol-4-yl]
T746 36145-36151 CHEBI:16625;CHEBI:16625 denotes methyl
T747 36153-36155 CHEBI:53233;CHEBI:53233 denotes 4-
T748 36155-36167 CHEBI:27798;CHEBI:27798 denotes nitrobenzene
T749 36167-36170 CHEBI:86228;CHEBI:86228 denotes -1-
T750 36170-36181 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T751 36211-36212 CHEBI:75508;CHEBI:75508 denotes 5
T752 36212-36213 CHEBI:82321;CHEBI:82321 denotes ′
T753 36213-36214 CHEBI:50217;CHEBI:50217 denotes -
T754 36214-36219 CHEBI:46882;CHEBI:46882 denotes amino
T755 36219-36221 CHEBI:50217;CHEBI:50217 denotes -2
T756 36221-36240 CHEBI:53250;CHEBI:53250 denotes ′,3′-isopropylidene
T757 36241-36250 CHEBI:22260;CHEBI:22260 denotes adenosine
T758 36284-36305 CHEBI:86228;CHEBI:86228 denotes 4-nitrobenzenesufonyl
T759 36306-36314 CHEBI:17996;CHEBI:17996 denotes chloride
T760 36378-36382 CHEBI:32145;CHEBI:32145 denotes MeOH
T761 36706-36709 CHEBI:36927;CHEBI:36927 denotes 13C
T762 36967-36976 CHEBI:36357;CHEBI:36357 denotes compounds
T763 36992-37000 CHEBI:75958;CHEBI:75958 denotes solution
T764 37102-37107 CHEBI:32031;CHEBI:32031 denotes K2CO3
T765 37203-37208 CHEBI:15377;CHEBI:15377 denotes water
T766 37214-37221 CHEBI:15377;CHEBI:15377 denotes aqueous
T767 37322-37328 CHEBI:34683;CHEBI:34683 denotes Na2SO4
T768 37417-37423 CHEBI:30563;CHEBI:30563 denotes silica
T769 37450-37454 CHEBI:32145;CHEBI:32145 denotes MeOH
T770 37483-37491 CHEBI:36357;CHEBI:36357 denotes compound
T771 37560-37579 CHEBI:53233;CHEBI:53233 denotes dimethyl-tetrahydro
T772 37580-37582 CHEBI:53233;CHEBI:53233 denotes 2H
T773 37587-37590 CHEBI:53233;CHEBI:53233 denotes [3,
T774 37591-37592 CHEBI:53233;CHEBI:53233 denotes -
T775 37596-37597 CHEBI:53233;CHEBI:53233 denotes 1
T776 37597-37599 CHEBI:52029;CHEBI:52029 denotes ,3
T777 37599-37612 CHEBI:53233;CHEBI:53233 denotes ]dioxol-4-yl]
T778 37669-37670 CHEBI:53233;CHEBI:53233 denotes -
T779 37670-37688 CHEBI:28714;CHEBI:28714 denotes butyldimethylsilyl
T780 37689-37692 CHEBI:29354;CHEBI:29354 denotes oxy
T781 37693-37697 CHEBI:53233;CHEBI:53233 denotes -5-{
T782 37698-37704 CHEBI:53233;CHEBI:53233 denotes (tert-
T783 37704-37722 CHEBI:8502;CHEBI:8502 denotes butyldimethylsilyl
T784 37722-37723 CHEBI:53233;CHEBI:53233 denotes )
T785 37723-37726 CHEBI:29354;CHEBI:29354 denotes oxy
T786 37727-37733 CHEBI:16625;CHEBI:16625 denotes methyl
T787 37734-37746 CHEBI:53233;CHEBI:53233 denotes oxolan-3-yl]
T788 37746-37749 CHEBI:15533;CHEBI:15533 denotes oxy
T789 37756-37759 CHEBI:86228;CHEBI:86228 denotes -4-
T790 37759-37771 CHEBI:27798;CHEBI:27798 denotes nitrobenzene
T791 37771-37774 CHEBI:86228;CHEBI:86228 denotes -1-
T792 37774-37785 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T793 37918-37922 CHEBI:32145;CHEBI:32145 denotes MeOH
T794 37946-37951 CHEBI:30808;CHEBI:30808 denotes CDCl3
T795 38450-38453 CHEBI:36927;CHEBI:36927 denotes 13C
T796 38841-38843 CHEBI:30756;CHEBI:30756 denotes 9H
T797 38844-38854 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T798 38855-38879 CHEBI:53233;CHEBI:53233 denotes -2,2-dimethyl-tetrahydro
T799 38880-38882 CHEBI:53233;CHEBI:53233 denotes 2H
T800 38898-38900 CHEBI:53233;CHEBI:53233 denotes 3]
T801 38900-38906 CHEBI:82321;CHEBI:82321 denotes dioxol
T802 38906-38912 CHEBI:53233;CHEBI:53233 denotes -4-yl]
T803 38912-38918 CHEBI:29309;CHEBI:29309 denotes methyl
T804 38918-38919 CHEBI:53233;CHEBI:53233 denotes }
T805 38919-38924 CHEBI:46882;CHEBI:46882 denotes amino
T806 38925-38931 CHEBI:42241;CHEBI:42241 denotes ethoxy
T807 38933-38961 CHEBI:53233;CHEBI:53233 denotes 4-[(tert-butyldimethylsilyl)
T808 38961-38964 CHEBI:29354;CHEBI:29354 denotes oxy
T809 38966-38967 CHEBI:53233;CHEBI:53233 denotes 5
T810 38975-38976 CHEBI:53233;CHEBI:53233 denotes -
T811 38976-38994 CHEBI:28714;CHEBI:28714 denotes butyldimethylsilyl
T812 38995-38998 CHEBI:29354;CHEBI:29354 denotes oxy
T813 38999-39005 CHEBI:29309;CHEBI:29309 denotes methyl
T814 39006-39012 CHEBI:26911;CHEBI:26911 denotes oxolan
T815 39012-39013 CHEBI:15533;CHEBI:15533 denotes -
T816 39013-39018 CHEBI:53233;CHEBI:53233 denotes 2-yl]
T817 39019-39021 CHEBI:53233;CHEBI:53233 denotes 9H
T818 39021-39027 CHEBI:35589;CHEBI:35589 denotes -purin
T819 39028-39029 CHEBI:53233;CHEBI:53233 denotes 6
T820 39030-39035 CHEBI:32952;CHEBI:32952 denotes amine
T821 39046-39054 CHEBI:75958;CHEBI:75958 denotes solution
T822 39125-39130 CHEBI:32031;CHEBI:32031 denotes K2CO3
T823 39163-39173 CHEBI:48498;CHEBI:48498 denotes thiophenol
T824 39272-39279 CHEBI:60004;CHEBI:60004 denotes mixture
T825 39329-39336 CHEBI:15377;CHEBI:15377 denotes aqueous
T826 39337-39341 CHEBI:32145;CHEBI:32145 denotes NaOH
T827 39342-39350 CHEBI:75958;CHEBI:75958 denotes solution
T828 39364-39371 CHEBI:15377;CHEBI:15377 denotes aqueous
T829 39482-39488 CHEBI:34683;CHEBI:34683 denotes Na2SO4
T830 39577-39583 CHEBI:30563;CHEBI:30563 denotes silica
T831 39611-39615 CHEBI:32145;CHEBI:32145 denotes MeOH
T832 39695-39699 CHEBI:32145;CHEBI:32145 denotes MeOH
T833 39723-39728 CHEBI:30808;CHEBI:30808 denotes CDCl3
T834 40162-40165 CHEBI:36927;CHEBI:36927 denotes 13C
T835 40516-40525 CHEBI:36357;CHEBI:36357 denotes compounds
T836 40617-40622 CHEBI:15377;CHEBI:15377 denotes water
T837 40707-40711 CHEBI:32145;CHEBI:32145 denotes MeOH
T838 40714-40722 CHEBI:46787;CHEBI:46787 denotes solvents
T839 40790-40793 CHEBI:62946;CHEBI:62946 denotes NH3
T840 40797-40801 CHEBI:32145;CHEBI:32145 denotes MeOH
T841 40879-40885 CHEBI:30563;CHEBI:30563 denotes silica
T842 40940-40952 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T843 41016-41024 CHEBI:36357;CHEBI:36357 denotes compound
T844 41072-41077 CHEBI:15377;CHEBI:15377 denotes water
T845 41078-41085 CHEBI:46923;CHEBI:46923 denotes dioxane
T846 41102-41110 CHEBI:36357;CHEBI:36357 denotes compound
T847 41187-41188 CHEBI:30756;CHEBI:30756 denotes -
T848 41193-41196 CHEBI:30756;CHEBI:30756 denotes -9H
T849 41197-41207 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T850 41209-41211 CHEBI:34018;CHEBI:34018 denotes 4-
T851 41211-41218 CHEBI:43176;CHEBI:43176 denotes hydroxy
T852 41222-41235 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T853 41236-41242 CHEBI:26911;CHEBI:26911 denotes oxolan
T854 41242-41247 CHEBI:15533;CHEBI:15533 denotes -3-yl
T855 41247-41248 CHEBI:53233;CHEBI:53233 denotes ]
T856 41248-41251 CHEBI:29354;CHEBI:29354 denotes oxy
T857 41252-41257 CHEBI:37807;CHEBI:37807 denotes ethyl
T858 41258-41263 CHEBI:46882;CHEBI:46882 denotes amino
T859 41264-41270 CHEBI:29309;CHEBI:29309 denotes methyl
T860 41271-41278 CHEBI:26911;CHEBI:26911 denotes oxolane
T861 41278-41279 CHEBI:15533;CHEBI:15533 denotes -
T862 41279-41283 CHEBI:82321;CHEBI:82321 denotes 3,4-
T863 41283-41287 CHEBI:23824;CHEBI:23824 denotes diol
T864 41379-41391 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T865 41923-41926 CHEBI:36927;CHEBI:36927 denotes 13C
T866 42228-42229 CHEBI:53233;CHEBI:53233 denotes -
T867 42229-42233 CHEBI:52029;CHEBI:52029 denotes 2,2-
T868 42233-42242 CHEBI:53233;CHEBI:53233 denotes dimethyl-
T869 42242-42252 CHEBI:52029;CHEBI:52029 denotes tetrahydro
T870 42252-42255 CHEBI:53233;CHEBI:53233 denotes -2H
T871 42269-42272 CHEBI:52029;CHEBI:52029 denotes 1,3
T872 42272-42273 CHEBI:53233;CHEBI:53233 denotes ]
T873 42273-42279 CHEBI:52029;CHEBI:52029 denotes dioxol
T874 42279-42284 CHEBI:53233;CHEBI:53233 denotes -4-yl
T875 42331-42340 CHEBI:53233;CHEBI:53233 denotes 4-[(tert-
T876 42340-42358 CHEBI:28714;CHEBI:28714 denotes butyldimethylsilyl
T877 42358-42359 CHEBI:53233;CHEBI:53233 denotes )
T878 42359-42362 CHEBI:29354;CHEBI:29354 denotes oxy
T879 42362-42374 CHEBI:53233;CHEBI:53233 denotes ]-5-{[(tert-
T880 42374-42392 CHEBI:28714;CHEBI:28714 denotes butyldimethylsilyl
T881 42392-42393 CHEBI:53233;CHEBI:53233 denotes )
T882 42393-42396 CHEBI:29354;CHEBI:29354 denotes oxy
T883 42396-42397 CHEBI:53233;CHEBI:53233 denotes ]
T884 42397-42403 CHEBI:29309;CHEBI:29309 denotes methyl
T885 42403-42404 CHEBI:53233;CHEBI:53233 denotes }
T886 42404-42410 CHEBI:26911;CHEBI:26911 denotes oxolan
T887 42410-42415 CHEBI:53233;CHEBI:53233 denotes -3-yl
T888 42416-42419 CHEBI:29354;CHEBI:29354 denotes oxy
T889 42420-42425 CHEBI:37807;CHEBI:37807 denotes ethyl
T890 42426-42431 CHEBI:46882;CHEBI:46882 denotes amino
T891 42446-42452 CHEBI:75508;CHEBI:75508 denotes butoxy
T892 42453-42461 CHEBI:23019;CHEBI:23019 denotes carbonyl
T893 42462-42467 CHEBI:46882;CHEBI:46882 denotes amino
T894 42468-42477 CHEBI:17968;CHEBI:17968 denotes butanoate
T895 42488-42496 CHEBI:75958;CHEBI:75958 denotes solution
T896 42566-42574 CHEBI:17478;CHEBI:17478 denotes aldehyde
T897 42635-42646 CHEBI:15366;CHEBI:15366 denotes acetic acid
T898 42735-42741 CHEBI:35607;CHEBI:35607 denotes sodium
T899 42742-42763 CHEBI:28621;CHEBI:28621 denotes triacetoxyborohydride
T900 42841-42848 CHEBI:60004;CHEBI:60004 denotes mixture
T901 42904-42911 CHEBI:15377;CHEBI:15377 denotes aqueous
T902 42912-42918 CHEBI:32139;CHEBI:32139 denotes NaHCO3
T903 42932-42939 CHEBI:15377;CHEBI:15377 denotes aqueous
T904 43050-43056 CHEBI:34683;CHEBI:34683 denotes Na2SO4
T905 43145-43151 CHEBI:30563;CHEBI:30563 denotes silica
T906 43178-43182 CHEBI:32145;CHEBI:32145 denotes MeOH
T907 43243-43247 CHEBI:32145;CHEBI:32145 denotes MeOH
T908 43276-43281 CHEBI:30808;CHEBI:30808 denotes CDCl3
T909 43807-43810 CHEBI:36927;CHEBI:36927 denotes 13C
T910 44227-44246 CHEBI:53233;CHEBI:53233 denotes 3,4-dihydroxyoxolan
T911 44249-44251 CHEBI:53233;CHEBI:53233 denotes yl
T912 44283-44285 CHEBI:30756;CHEBI:30756 denotes 9H
T913 44286-44296 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T914 44298-44300 CHEBI:17500;CHEBI:17500 denotes 4-
T915 44300-44307 CHEBI:43176;CHEBI:43176 denotes hydroxy
T916 44308-44309 CHEBI:34018;CHEBI:34018 denotes 5
T917 44309-44311 CHEBI:17500;CHEBI:17500 denotes -(
T918 44311-44324 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T919 44325-44331 CHEBI:26911;CHEBI:26911 denotes oxolan
T920 44331-44332 CHEBI:15533;CHEBI:15533 denotes -
T921 44332-44333 CHEBI:53233;CHEBI:53233 denotes 3
T922 44333-44336 CHEBI:15533;CHEBI:15533 denotes -yl
T923 44337-44340 CHEBI:29354;CHEBI:29354 denotes oxy
T924 44341-44346 CHEBI:37807;CHEBI:37807 denotes ethyl
T925 44354-44374 CHEBI:86228;CHEBI:86228 denotes 2-azaniumylbutanoate
T926 44388-44390 CHEBI:53424;CHEBI:53424 denotes 22
T927 44472-44477 CHEBI:15377;CHEBI:15377 denotes water
T928 44512-44520 CHEBI:46787;CHEBI:46787 denotes solvents
T929 44577-44582 CHEBI:15377;CHEBI:15377 denotes water
T930 44600-44607 CHEBI:15377;CHEBI:15377 denotes aqueous
T931 44608-44612 CHEBI:48607;CHEBI:48607 denotes LiOH
T932 44613-44621 CHEBI:75958;CHEBI:75958 denotes solution
T933 44719-44726 CHEBI:15377;CHEBI:15377 denotes aqueous
T934 44727-44730 CHEBI:17883;CHEBI:17883 denotes HCl
T935 44731-44739 CHEBI:75958;CHEBI:75958 denotes solution
T936 44745-44752 CHEBI:46787;CHEBI:46787 denotes solvent
T937 44858-44864 CHEBI:30563;CHEBI:30563 denotes silica
T938 44925-44937 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T939 45001-45009 CHEBI:36357;CHEBI:36357 denotes compound
T940 45057-45062 CHEBI:15377;CHEBI:15377 denotes water
T941 45594-45597 CHEBI:36927;CHEBI:36927 denotes 13C
T942 45918-45923 CHEBI:30756;CHEBI:30756 denotes -9-yl
T943 45924-45950 CHEBI:53233;CHEBI:53233 denotes -3,4-dihydroxyoxolan-2-yl]
T944 45950-45956 CHEBI:29309;CHEBI:29309 denotes methyl
T945 45973-45994 CHEBI:30756;CHEBI:30756 denotes 6-amino-9H-purin-9-yl
T946 45996-45998 CHEBI:34018;CHEBI:34018 denotes 4-
T947 45998-46005 CHEBI:43176;CHEBI:43176 denotes hydroxy
T948 46005-46006 CHEBI:17500;CHEBI:17500 denotes -
T949 46006-46008 CHEBI:34018;CHEBI:34018 denotes 5-
T950 46008-46009 CHEBI:17500;CHEBI:17500 denotes (
T951 46009-46022 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T952 46023-46029 CHEBI:26911;CHEBI:26911 denotes oxolan
T953 46030-46031 CHEBI:17500;CHEBI:17500 denotes 3
T954 46035-46038 CHEBI:29354;CHEBI:29354 denotes oxy
T955 46039-46044 CHEBI:37807;CHEBI:37807 denotes ethyl
T956 46045-46050 CHEBI:46882;CHEBI:46882 denotes amino
T957 46051-46060 CHEBI:17968;CHEBI:17968 denotes butanoate
T958 46152-46164 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T959 46848-46851 CHEBI:36927;CHEBI:36927 denotes 13C
T960 47167-47171 CHEBI:30756;CHEBI:30756 denotes 9-yl
T961 47173-47197 CHEBI:53233;CHEBI:53233 denotes 3,4-dihydroxyoxolan-2-yl
T962 47198-47204 CHEBI:29309;CHEBI:29309 denotes methyl
T963 47221-47242 CHEBI:30756;CHEBI:30756 denotes 6-amino-9H-purin-9-yl
T964 47244-47246 CHEBI:34018;CHEBI:34018 denotes 4-
T965 47246-47253 CHEBI:43176;CHEBI:43176 denotes hydroxy
T966 47253-47254 CHEBI:82321;CHEBI:82321 denotes -
T967 47254-47255 CHEBI:34018;CHEBI:34018 denotes 5
T968 47255-47256 CHEBI:82321;CHEBI:82321 denotes -
T969 47256-47257 CHEBI:17500;CHEBI:17500 denotes (
T970 47257-47270 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T971 47271-47277 CHEBI:26911;CHEBI:26911 denotes oxolan
T972 47277-47278 CHEBI:15533;CHEBI:15533 denotes -
T973 47278-47282 CHEBI:82321;CHEBI:82321 denotes 3-yl
T974 47283-47286 CHEBI:29354;CHEBI:29354 denotes oxy
T975 47287-47292 CHEBI:37807;CHEBI:37807 denotes ethyl
T976 47299-47309 CHEBI:22965;CHEBI:22965 denotes butanamide
T977 47323-47325 CHEBI:53424;CHEBI:53424 denotes 22
T978 47409-47414 CHEBI:15377;CHEBI:15377 denotes water
T979 47469-47477 CHEBI:46787;CHEBI:46787 denotes solvents
T980 47528-47531 CHEBI:62946;CHEBI:62946 denotes NH3
T981 47535-47539 CHEBI:32145;CHEBI:32145 denotes MeOH
T982 47583-47591 CHEBI:46787;CHEBI:46787 denotes solvents
T983 47685-47691 CHEBI:30563;CHEBI:30563 denotes silica
T984 47752-47764 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T985 47828-47836 CHEBI:36357;CHEBI:36357 denotes compound
T986 47884-47889 CHEBI:15377;CHEBI:15377 denotes water
T987 48449-48452 CHEBI:36927;CHEBI:36927 denotes 13C
T988 48759-48768 CHEBI:36357;CHEBI:36357 denotes compounds
T989 48788-48796 CHEBI:75958;CHEBI:75958 denotes solution
T990 48863-48870 CHEBI:15858;CHEBI:15858 denotes bromide
T991 48871-48878 CHEBI:33893;CHEBI:33893 denotes reagent
T992 48973-48980 CHEBI:60004;CHEBI:60004 denotes mixture
T993 49019-49026 CHEBI:15377;CHEBI:15377 denotes aqueous
T994 49127-49133 CHEBI:34683;CHEBI:34683 denotes Na2SO4
T995 49222-49228 CHEBI:30563;CHEBI:30563 denotes silica
T996 49255-49259 CHEBI:32145;CHEBI:32145 denotes MeOH
T997 49288-49296 CHEBI:36357;CHEBI:36357 denotes compound
T998 49366-49368 CHEBI:30756;CHEBI:30756 denotes 9H
T999 49369-49379 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T1000 49380-49404 CHEBI:53233;CHEBI:53233 denotes -2,2-dimethyl-tetrahydro
T1001 49405-49407 CHEBI:53233;CHEBI:53233 denotes 2H
T1002 49423-49431 CHEBI:53233;CHEBI:53233 denotes 3]dioxol
T1003 49432-49433 CHEBI:53233;CHEBI:53233 denotes 4
T1004 49433-49436 CHEBI:28714;CHEBI:28714 denotes -yl
T1005 49437-49443 CHEBI:29309;CHEBI:29309 denotes methyl
T1006 49445-49450 CHEBI:34594;CHEBI:34594 denotes butyl
T1007 49451-49456 CHEBI:46882;CHEBI:46882 denotes amino
T1008 49457-49463 CHEBI:42241;CHEBI:42241 denotes ethoxy
T1009 49465-49466 CHEBI:53233;CHEBI:53233 denotes 4
T1010 49474-49492 CHEBI:28714;CHEBI:28714 denotes butyldimethylsilyl
T1011 49493-49496 CHEBI:29354;CHEBI:29354 denotes oxy
T1012 49527-49530 CHEBI:29354;CHEBI:29354 denotes oxy
T1013 49531-49537 CHEBI:29309;CHEBI:29309 denotes methyl
T1014 49538-49544 CHEBI:26911;CHEBI:26911 denotes oxolan
T1015 49544-49545 CHEBI:15533;CHEBI:15533 denotes -
T1016 49545-49550 CHEBI:53233;CHEBI:53233 denotes 2-yl]
T1017 49551-49553 CHEBI:53233;CHEBI:53233 denotes 9H
T1018 49554-49559 CHEBI:35589;CHEBI:35589 denotes purin
T1019 49562-49567 CHEBI:32952;CHEBI:32952 denotes amine
T1020 49630-49643 CHEBI:20067;CHEBI:20067 denotes 1-bromobutane
T1021 49701-49705 CHEBI:32145;CHEBI:32145 denotes MeOH
T1022 49734-49739 CHEBI:30808;CHEBI:30808 denotes CDCl3
T1023 50334-50337 CHEBI:36927;CHEBI:36927 denotes 13C
T1024 50718-50720 CHEBI:30756;CHEBI:30756 denotes 9H
T1025 50721-50731 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T1026 50732-50756 CHEBI:53233;CHEBI:53233 denotes -2,2-dimethyl-tetrahydro
T1027 50757-50759 CHEBI:53233;CHEBI:53233 denotes 2H
T1028 50775-50789 CHEBI:53233;CHEBI:53233 denotes 3]dioxol-4-yl]
T1029 50789-50795 CHEBI:29309;CHEBI:29309 denotes methyl
T1030 50797-50798 CHEBI:53233;CHEBI:53233 denotes 3
T1031 50798-50812 CHEBI:8502;CHEBI:8502 denotes -phenylpropyl)
T1032 50812-50817 CHEBI:46882;CHEBI:46882 denotes amino
T1033 50818-50824 CHEBI:42241;CHEBI:42241 denotes ethoxy
T1034 50825-50828 CHEBI:53233;CHEBI:53233 denotes -4-
T1035 50854-50857 CHEBI:29354;CHEBI:29354 denotes oxy
T1036 50859-50864 CHEBI:53233;CHEBI:53233 denotes 5-{[(
T1037 50868-50869 CHEBI:53233;CHEBI:53233 denotes -
T1038 50869-50887 CHEBI:28714;CHEBI:28714 denotes butyldimethylsilyl
T1039 50887-50888 CHEBI:53233;CHEBI:53233 denotes )
T1040 50888-50891 CHEBI:29354;CHEBI:29354 denotes oxy
T1041 50892-50898 CHEBI:29309;CHEBI:29309 denotes methyl
T1042 50899-50905 CHEBI:26911;CHEBI:26911 denotes oxolan
T1043 50905-50908 CHEBI:53233;CHEBI:53233 denotes -2-
T1044 50908-50910 CHEBI:82321;CHEBI:82321 denotes yl
T1045 50910-50912 CHEBI:53233;CHEBI:53233 denotes ]-
T1046 50912-50914 CHEBI:29238;CHEBI:29238 denotes 9H
T1047 50914-50920 CHEBI:35589;CHEBI:35589 denotes -purin
T1048 50923-50928 CHEBI:32952;CHEBI:32952 denotes amine
T1049 50994-50995 CHEBI:17824;CHEBI:17824 denotes 1
T1050 50995-50996 CHEBI:8502;CHEBI:8502 denotes -
T1051 50996-51001 CHEBI:47265;CHEBI:47265 denotes bromo
T1052 51001-51017 CHEBI:17824;CHEBI:17824 denotes -3-phenylpropane
T1053 51075-51079 CHEBI:32145;CHEBI:32145 denotes MeOH
T1054 51107-51112 CHEBI:30808;CHEBI:30808 denotes CDCl3
T1055 51694-51697 CHEBI:36927;CHEBI:36927 denotes 13C
T1056 51712-51717 CHEBI:30808;CHEBI:30808 denotes CDCl3
T1057 52110-52142 CHEBI:53233;CHEBI:53233 denotes 2-dimethyl-tetrahydro-2H-furo[3,
T1058 52143-52144 CHEBI:53233;CHEBI:53233 denotes -
T1059 52148-52149 CHEBI:53233;CHEBI:53233 denotes 1
T1060 52149-52151 CHEBI:52029;CHEBI:52029 denotes ,3
T1061 52151-52152 CHEBI:53233;CHEBI:53233 denotes ]
T1062 52152-52158 CHEBI:52029;CHEBI:52029 denotes dioxol
T1063 52158-52164 CHEBI:53233;CHEBI:53233 denotes -4-yl]
T1064 52164-52170 CHEBI:29309;CHEBI:29309 denotes methyl
T1065 52214-52219 CHEBI:53233;CHEBI:53233 denotes tert-
T1066 52219-52237 CHEBI:28714;CHEBI:28714 denotes butyldimethylsilyl
T1067 52237-52238 CHEBI:53233;CHEBI:53233 denotes )
T1068 52238-52241 CHEBI:29354;CHEBI:29354 denotes oxy
T1069 52241-52246 CHEBI:53233;CHEBI:53233 denotes ]-5-{
T1070 52247-52253 CHEBI:53233;CHEBI:53233 denotes (tert-
T1071 52253-52271 CHEBI:8502;CHEBI:8502 denotes butyldimethylsilyl
T1072 52271-52272 CHEBI:53233;CHEBI:53233 denotes )
T1073 52272-52275 CHEBI:29354;CHEBI:29354 denotes oxy
T1074 52276-52282 CHEBI:29309;CHEBI:29309 denotes methyl
T1075 52283-52289 CHEBI:26911;CHEBI:26911 denotes oxolan
T1076 52289-52295 CHEBI:53233;CHEBI:53233 denotes -3-yl]
T1077 52295-52298 CHEBI:29354;CHEBI:29354 denotes oxy
T1078 52299-52304 CHEBI:37807;CHEBI:37807 denotes ethyl
T1079 52311-52320 CHEBI:17968;CHEBI:17968 denotes butanoate
T1080 52467-52471 CHEBI:32145;CHEBI:32145 denotes MeOH
T1081 52500-52505 CHEBI:30808;CHEBI:30808 denotes CDCl3
T1082 53098-53101 CHEBI:36927;CHEBI:36927 denotes 13C
T1083 53506-53507 CHEBI:30756;CHEBI:30756 denotes -
T1084 53512-53515 CHEBI:30756;CHEBI:30756 denotes -9H
T1085 53516-53526 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T1086 53528-53530 CHEBI:34018;CHEBI:34018 denotes 4-
T1087 53530-53537 CHEBI:43176;CHEBI:43176 denotes hydroxy
T1088 53541-53554 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T1089 53555-53561 CHEBI:26911;CHEBI:26911 denotes oxolan
T1090 53561-53562 CHEBI:15533;CHEBI:15533 denotes -
T1091 53562-53563 CHEBI:53233;CHEBI:53233 denotes 3
T1092 53563-53564 CHEBI:15533;CHEBI:15533 denotes -
T1093 53564-53567 CHEBI:53233;CHEBI:53233 denotes yl]
T1094 53567-53570 CHEBI:29354;CHEBI:29354 denotes oxy
T1095 53571-53576 CHEBI:37807;CHEBI:37807 denotes ethyl
T1096 53578-53583 CHEBI:34594;CHEBI:34594 denotes butyl
T1097 53584-53589 CHEBI:46882;CHEBI:46882 denotes amino
T1098 53590-53596 CHEBI:29309;CHEBI:29309 denotes methyl
T1099 53597-53604 CHEBI:26911;CHEBI:26911 denotes oxolane
T1100 53605-53609 CHEBI:53233;CHEBI:53233 denotes 3,4-
T1101 53609-53613 CHEBI:23824;CHEBI:23824 denotes diol
T1102 53703-53715 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T1103 53879-53883 CHEBI:51231;CHEBI:51231 denotes DMSO
T1104 54408-54411 CHEBI:36927;CHEBI:36927 denotes 13C
T1105 54741-54742 CHEBI:30756;CHEBI:30756 denotes -
T1106 54747-54750 CHEBI:30756;CHEBI:30756 denotes -9H
T1107 54751-54761 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T1108 54763-54765 CHEBI:34018;CHEBI:34018 denotes 4-
T1109 54765-54772 CHEBI:43176;CHEBI:43176 denotes hydroxy
T1110 54776-54789 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T1111 54790-54796 CHEBI:26911;CHEBI:26911 denotes oxolan
T1112 54796-54797 CHEBI:15533;CHEBI:15533 denotes -
T1113 54797-54802 CHEBI:53233;CHEBI:53233 denotes 3-yl]
T1114 54802-54805 CHEBI:29354;CHEBI:29354 denotes oxy
T1115 54806-54811 CHEBI:37807;CHEBI:37807 denotes ethyl
T1116 54813-54815 CHEBI:17824;CHEBI:17824 denotes 3-
T1117 54815-54827 CHEBI:8102;CHEBI:8102 denotes phenylpropyl
T1118 54828-54833 CHEBI:46882;CHEBI:46882 denotes amino
T1119 54834-54840 CHEBI:29309;CHEBI:29309 denotes methyl
T1120 54841-54848 CHEBI:26911;CHEBI:26911 denotes oxolane
T1121 54849-54853 CHEBI:53233;CHEBI:53233 denotes 3,4-
T1122 54853-54857 CHEBI:23824;CHEBI:23824 denotes diol
T1123 54948-54960 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T1124 55653-55656 CHEBI:36927;CHEBI:36927 denotes 13C
T1125 55979-55996 CHEBI:53233;CHEBI:53233 denotes 4-dihydroxyoxolan
T1126 55997-55998 CHEBI:53233;CHEBI:53233 denotes 2
T1127 55999-56001 CHEBI:53233;CHEBI:53233 denotes yl
T1128 56002-56008 CHEBI:29309;CHEBI:29309 denotes methyl
T1129 56033-56035 CHEBI:29238;CHEBI:29238 denotes 9H
T1130 56036-56046 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T1131 56048-56050 CHEBI:17500;CHEBI:17500 denotes 4-
T1132 56050-56057 CHEBI:43176;CHEBI:43176 denotes hydroxy
T1133 56057-56058 CHEBI:15533;CHEBI:15533 denotes -
T1134 56058-56059 CHEBI:34018;CHEBI:34018 denotes 5
T1135 56059-56060 CHEBI:17500;CHEBI:17500 denotes -
T1136 56060-56061 CHEBI:62946;CHEBI:62946 denotes (
T1137 56061-56074 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T1138 56075-56081 CHEBI:26911;CHEBI:26911 denotes oxolan
T1139 56081-56087 CHEBI:15533;CHEBI:15533 denotes -3-yl]
T1140 56087-56090 CHEBI:29354;CHEBI:29354 denotes oxy
T1141 56091-56096 CHEBI:37807;CHEBI:37807 denotes ethyl
T1142 56097-56102 CHEBI:46882;CHEBI:46882 denotes amino
T1143 56103-56112 CHEBI:17968;CHEBI:17968 denotes butanoate
T1144 56204-56216 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T1145 56910-56913 CHEBI:36927;CHEBI:36927 denotes 13C
T1146 57238-57253 CHEBI:50488;CHEBI:50488 denotes dihydroxyoxolan
T1147 57256-57258 CHEBI:53233;CHEBI:53233 denotes yl
T1148 57259-57265 CHEBI:16625;CHEBI:16625 denotes methyl
T1149 57298-57302 CHEBI:30756;CHEBI:30756 denotes 9-yl
T1150 57303-57305 CHEBI:17500;CHEBI:17500 denotes -4
T1151 57305-57306 CHEBI:34018;CHEBI:34018 denotes -
T1152 57306-57313 CHEBI:43176;CHEBI:43176 denotes hydroxy
T1153 57313-57317 CHEBI:17500;CHEBI:17500 denotes -5-(
T1154 57317-57330 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T1155 57331-57337 CHEBI:26911;CHEBI:26911 denotes oxolan
T1156 57337-57343 CHEBI:15533;CHEBI:15533 denotes -3-yl]
T1157 57343-57346 CHEBI:29354;CHEBI:29354 denotes oxy
T1158 57347-57352 CHEBI:37807;CHEBI:37807 denotes ethyl
T1159 57353-57358 CHEBI:46882;CHEBI:46882 denotes amino
T1160 57359-57372 CHEBI:30772;CHEBI:30772 denotes butanoic acid
T1161 57453-57458 CHEBI:15377;CHEBI:15377 denotes water
T1162 57496-57504 CHEBI:46787;CHEBI:46787 denotes solvents
T1163 57561-57566 CHEBI:15377;CHEBI:15377 denotes water
T1164 57584-57588 CHEBI:48607;CHEBI:48607 denotes LiOH
T1165 57589-57596 CHEBI:15377;CHEBI:15377 denotes aqueous
T1166 57597-57605 CHEBI:75958;CHEBI:75958 denotes solution
T1167 57707-57710 CHEBI:17883;CHEBI:17883 denotes HCl
T1168 57711-57718 CHEBI:15377;CHEBI:15377 denotes aqueous
T1169 57719-57727 CHEBI:75958;CHEBI:75958 denotes solution
T1170 57729-57737 CHEBI:46787;CHEBI:46787 denotes Solvents
T1171 57844-57850 CHEBI:30563;CHEBI:30563 denotes silica
T1172 57911-57923 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T1173 57987-57995 CHEBI:36357;CHEBI:36357 denotes compound
T1174 58043-58048 CHEBI:15377;CHEBI:15377 denotes water
T1175 58053-58064 CHEBI:47032;CHEBI:47032 denotes 1,4-dioxane
T1176 58572-58575 CHEBI:36927;CHEBI:36927 denotes 13C
T1177 58887-58902 CHEBI:50488;CHEBI:50488 denotes dihydroxyoxolan
T1178 58903-58904 CHEBI:53233;CHEBI:53233 denotes 2
T1179 58905-58908 CHEBI:53233;CHEBI:53233 denotes yl]
T1180 58908-58914 CHEBI:29309;CHEBI:29309 denotes methyl
T1181 58945-58955 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T1182 58957-58959 CHEBI:34018;CHEBI:34018 denotes 4-
T1183 58959-58966 CHEBI:43176;CHEBI:43176 denotes hydroxy
T1184 58967-58968 CHEBI:34018;CHEBI:34018 denotes 5
T1185 58970-58983 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T1186 58984-58990 CHEBI:26911;CHEBI:26911 denotes oxolan
T1187 58990-58991 CHEBI:15533;CHEBI:15533 denotes -
T1188 58991-58992 CHEBI:53233;CHEBI:53233 denotes 3
T1189 58992-58995 CHEBI:15533;CHEBI:15533 denotes -yl
T1190 58995-58996 CHEBI:53233;CHEBI:53233 denotes ]
T1191 58996-58999 CHEBI:15533;CHEBI:15533 denotes oxy
T1192 59009-59021 CHEBI:27798;CHEBI:27798 denotes nitrobenzene
T1193 59021-59024 CHEBI:86228;CHEBI:86228 denotes -1-
T1194 59024-59035 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T1195 59123-59135 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T1196 59732-59735 CHEBI:36927;CHEBI:36927 denotes 13C
T1197 60058-60090 CHEBI:53233;CHEBI:53233 denotes dimethyl-tetrahydro-2H-furo[3,4-
T1198 60094-60095 CHEBI:53233;CHEBI:53233 denotes 1
T1199 60095-60097 CHEBI:52029;CHEBI:52029 denotes ,3
T1200 60097-60110 CHEBI:53233;CHEBI:53233 denotes ]dioxol-4-yl]
T1201 60110-60116 CHEBI:16625;CHEBI:16625 denotes methyl
T1202 60118-60120 CHEBI:53233;CHEBI:53233 denotes 4-
T1203 60120-60127 CHEBI:44520;CHEBI:44520 denotes methoxy
T1204 60127-60130 CHEBI:86228;CHEBI:86228 denotes -2-
T1205 60130-60142 CHEBI:27798;CHEBI:27798 denotes nitrobenzene
T1206 60142-60145 CHEBI:86228;CHEBI:86228 denotes -1-
T1207 60145-60156 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T1208 60186-60188 CHEBI:75508;CHEBI:75508 denotes 5′
T1209 60188-60189 CHEBI:50217;CHEBI:50217 denotes -
T1210 60189-60194 CHEBI:46882;CHEBI:46882 denotes amino
T1211 60194-60196 CHEBI:50217;CHEBI:50217 denotes -2
T1212 60196-60215 CHEBI:53250;CHEBI:53250 denotes ′,3′-isopropylidene
T1213 60216-60225 CHEBI:22260;CHEBI:22260 denotes adenosine
T1214 60259-60261 CHEBI:86228;CHEBI:86228 denotes 4-
T1215 60261-60268 CHEBI:44520;CHEBI:44520 denotes methoxy
T1216 60268-60290 CHEBI:86228;CHEBI:86228 denotes -2-nitrobenzenesufonyl
T1217 60291-60299 CHEBI:17996;CHEBI:17996 denotes chloride
T1218 60363-60367 CHEBI:32145;CHEBI:32145 denotes MeOH
T1219 60770-60773 CHEBI:36927;CHEBI:36927 denotes 13C
T1220 61056-61088 CHEBI:53233;CHEBI:53233 denotes dimethyl-tetrahydro-2H-furo[3,4-
T1221 61092-61093 CHEBI:53233;CHEBI:53233 denotes 1
T1222 61093-61095 CHEBI:52029;CHEBI:52029 denotes ,3
T1223 61095-61108 CHEBI:53233;CHEBI:53233 denotes ]dioxol-4-yl]
T1224 61118-61125 CHEBI:44520;CHEBI:44520 denotes methoxy
T1225 61125-61128 CHEBI:86228;CHEBI:86228 denotes -4-
T1226 61128-61140 CHEBI:27798;CHEBI:27798 denotes nitrobenzene
T1227 61140-61143 CHEBI:86228;CHEBI:86228 denotes -1-
T1228 61143-61154 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T1229 61184-61186 CHEBI:75508;CHEBI:75508 denotes 5′
T1230 61186-61187 CHEBI:50217;CHEBI:50217 denotes -
T1231 61187-61192 CHEBI:46882;CHEBI:46882 denotes amino
T1232 61192-61194 CHEBI:50217;CHEBI:50217 denotes -2
T1233 61194-61213 CHEBI:53250;CHEBI:53250 denotes ′,3′-isopropylidene
T1234 61214-61223 CHEBI:22260;CHEBI:22260 denotes adenosine
T1235 61257-61259 CHEBI:86228;CHEBI:86228 denotes 2-
T1236 61259-61266 CHEBI:44520;CHEBI:44520 denotes methoxy
T1237 61266-61288 CHEBI:86228;CHEBI:86228 denotes -4-nitrobenzenesufonyl
T1238 61289-61297 CHEBI:17996;CHEBI:17996 denotes chloride
T1239 61361-61365 CHEBI:32145;CHEBI:32145 denotes MeOH
T1240 61735-61738 CHEBI:36927;CHEBI:36927 denotes 13C
T1241 62021-62053 CHEBI:53233;CHEBI:53233 denotes dimethyl-tetrahydro-2H-furo[3,4-
T1242 62057-62058 CHEBI:53233;CHEBI:53233 denotes 1
T1243 62058-62060 CHEBI:52029;CHEBI:52029 denotes ,3
T1244 62060-62073 CHEBI:53233;CHEBI:53233 denotes ]dioxol-4-yl]
T1245 62083-62088 CHEBI:29785;CHEBI:29785 denotes nitro
T1246 62088-62091 CHEBI:86228;CHEBI:86228 denotes -4-
T1247 62091-62115 CHEBI:36810;CHEBI:36810 denotes (trifluoromethyl)benzene
T1248 62115-62116 CHEBI:34674;CHEBI:34674 denotes -
T1249 62116-62118 CHEBI:86228;CHEBI:86228 denotes 1-
T1250 62118-62129 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T1251 62140-62148 CHEBI:75958;CHEBI:75958 denotes solution
T1252 62152-62153 CHEBI:34018;CHEBI:34018 denotes 5
T1253 62153-62154 CHEBI:53250;CHEBI:53250 denotes ′
T1254 62154-62155 CHEBI:75508;CHEBI:75508 denotes -
T1255 62155-62160 CHEBI:46882;CHEBI:46882 denotes amino
T1256 62160-62161 CHEBI:75508;CHEBI:75508 denotes -
T1257 62161-62181 CHEBI:53250;CHEBI:53250 denotes 2′,3′-isopropylidene
T1258 62182-62191 CHEBI:22260;CHEBI:22260 denotes adenosine
T1259 62292-62294 CHEBI:86228;CHEBI:86228 denotes 2-
T1260 62294-62299 CHEBI:29785;CHEBI:29785 denotes nitro
T1261 62299-62331 CHEBI:86228;CHEBI:86228 denotes -4-trifluoromethylbenzenesufonyl
T1262 62332-62340 CHEBI:17996;CHEBI:17996 denotes chloride
T1263 62405-62412 CHEBI:60004;CHEBI:60004 denotes mixture
T1264 62459-62464 CHEBI:2511;CHEBI:2511 denotes argon
T1265 62479-62486 CHEBI:60004;CHEBI:60004 denotes mixture
T1266 62522-62527 CHEBI:15377;CHEBI:15377 denotes water
T1267 62541-62548 CHEBI:15377;CHEBI:15377 denotes aqueous
T1268 62669-62675 CHEBI:34683;CHEBI:34683 denotes Na2SO4
T1269 62764-62770 CHEBI:30563;CHEBI:30563 denotes silica
T1270 62797-62801 CHEBI:32145;CHEBI:32145 denotes MeOH
T1271 62870-62874 CHEBI:32145;CHEBI:32145 denotes MeOH
T1272 63262-63265 CHEBI:36927;CHEBI:36927 denotes 13C
T1273 63607-63639 CHEBI:53233;CHEBI:53233 denotes dimethyl-tetrahydro-2H-furo[3,4-
T1274 63643-63644 CHEBI:53233;CHEBI:53233 denotes 1
T1275 63644-63646 CHEBI:52029;CHEBI:52029 denotes ,3
T1276 63646-63659 CHEBI:53233;CHEBI:53233 denotes ]dioxol-4-yl]
T1277 63659-63665 CHEBI:16625;CHEBI:16625 denotes methyl
T1278 63667-63669 CHEBI:53233;CHEBI:53233 denotes 4-
T1279 63669-63675 CHEBI:47853;CHEBI:47853 denotes chloro
T1280 63675-63678 CHEBI:86228;CHEBI:86228 denotes -3-
T1281 63678-63690 CHEBI:27798;CHEBI:27798 denotes nitrobenzene
T1282 63690-63693 CHEBI:86228;CHEBI:86228 denotes -1-
T1283 63693-63704 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T1284 63734-63736 CHEBI:75508;CHEBI:75508 denotes 5′
T1285 63736-63737 CHEBI:50217;CHEBI:50217 denotes -
T1286 63737-63742 CHEBI:46882;CHEBI:46882 denotes amino
T1287 63742-63744 CHEBI:50217;CHEBI:50217 denotes -2
T1288 63744-63763 CHEBI:53250;CHEBI:53250 denotes ′,3′-isopropylidene
T1289 63764-63773 CHEBI:22260;CHEBI:22260 denotes adenosine
T1290 63807-63809 CHEBI:86228;CHEBI:86228 denotes 4-
T1291 63809-63815 CHEBI:47853;CHEBI:47853 denotes chloro
T1292 63815-63837 CHEBI:86228;CHEBI:86228 denotes -3-nitrobenzenesufonyl
T1293 63838-63846 CHEBI:17996;CHEBI:17996 denotes chloride
T1294 63910-63914 CHEBI:32145;CHEBI:32145 denotes MeOH
T1295 64293-64296 CHEBI:36927;CHEBI:36927 denotes 13C
T1296 64582-64601 CHEBI:53233;CHEBI:53233 denotes dimethyl-tetrahydro
T1297 64602-64604 CHEBI:53233;CHEBI:53233 denotes 2H
T1298 64609-64612 CHEBI:53233;CHEBI:53233 denotes [3,
T1299 64613-64614 CHEBI:53233;CHEBI:53233 denotes -
T1300 64618-64619 CHEBI:53233;CHEBI:53233 denotes 1
T1301 64619-64621 CHEBI:52029;CHEBI:52029 denotes ,3
T1302 64621-64634 CHEBI:53233;CHEBI:53233 denotes ]dioxol-4-yl]
T1303 64691-64692 CHEBI:53233;CHEBI:53233 denotes -
T1304 64692-64710 CHEBI:28714;CHEBI:28714 denotes butyldimethylsilyl
T1305 64711-64714 CHEBI:29354;CHEBI:29354 denotes oxy
T1306 64715-64719 CHEBI:53233;CHEBI:53233 denotes -5-{
T1307 64720-64726 CHEBI:53233;CHEBI:53233 denotes (tert-
T1308 64726-64744 CHEBI:8502;CHEBI:8502 denotes butyldimethylsilyl
T1309 64744-64745 CHEBI:53233;CHEBI:53233 denotes )
T1310 64745-64748 CHEBI:29354;CHEBI:29354 denotes oxy
T1311 64749-64755 CHEBI:16625;CHEBI:16625 denotes methyl
T1312 64756-64768 CHEBI:53233;CHEBI:53233 denotes oxolan-3-yl]
T1313 64768-64771 CHEBI:15533;CHEBI:15533 denotes oxy
T1314 64778-64781 CHEBI:86228;CHEBI:86228 denotes -4-
T1315 64781-64788 CHEBI:44520;CHEBI:44520 denotes methoxy
T1316 64788-64791 CHEBI:86228;CHEBI:86228 denotes -2-
T1317 64791-64803 CHEBI:27798;CHEBI:27798 denotes nitrobenzene
T1318 64803-64806 CHEBI:86228;CHEBI:86228 denotes -1-
T1319 64806-64817 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T1320 64948-64952 CHEBI:32145;CHEBI:32145 denotes MeOH
T1321 64976-64981 CHEBI:30808;CHEBI:30808 denotes CDCl3
T1322 65541-65544 CHEBI:36927;CHEBI:36927 denotes 13C
T1323 65950-65969 CHEBI:53233;CHEBI:53233 denotes dimethyl-tetrahydro
T1324 65970-65972 CHEBI:53233;CHEBI:53233 denotes 2H
T1325 65977-65980 CHEBI:53233;CHEBI:53233 denotes [3,
T1326 65981-65982 CHEBI:53233;CHEBI:53233 denotes -
T1327 65986-65987 CHEBI:53233;CHEBI:53233 denotes 1
T1328 65987-65989 CHEBI:52029;CHEBI:52029 denotes ,3
T1329 65989-66002 CHEBI:53233;CHEBI:53233 denotes ]dioxol-4-yl]
T1330 66059-66060 CHEBI:53233;CHEBI:53233 denotes -
T1331 66060-66078 CHEBI:28714;CHEBI:28714 denotes butyldimethylsilyl
T1332 66079-66082 CHEBI:29354;CHEBI:29354 denotes oxy
T1333 66083-66087 CHEBI:53233;CHEBI:53233 denotes -5-{
T1334 66088-66094 CHEBI:53233;CHEBI:53233 denotes (tert-
T1335 66094-66112 CHEBI:8502;CHEBI:8502 denotes butyldimethylsilyl
T1336 66112-66113 CHEBI:53233;CHEBI:53233 denotes )
T1337 66113-66116 CHEBI:29354;CHEBI:29354 denotes oxy
T1338 66117-66123 CHEBI:16625;CHEBI:16625 denotes methyl
T1339 66124-66136 CHEBI:53233;CHEBI:53233 denotes oxolan-3-yl]
T1340 66136-66139 CHEBI:15533;CHEBI:15533 denotes oxy
T1341 66146-66149 CHEBI:86228;CHEBI:86228 denotes -2-
T1342 66149-66156 CHEBI:44520;CHEBI:44520 denotes methoxy
T1343 66156-66159 CHEBI:86228;CHEBI:86228 denotes -4-
T1344 66159-66171 CHEBI:27798;CHEBI:27798 denotes nitrobenzene
T1345 66171-66174 CHEBI:86228;CHEBI:86228 denotes -1-
T1346 66174-66185 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T1347 66316-66320 CHEBI:32145;CHEBI:32145 denotes MeOH
T1348 66344-66349 CHEBI:30808;CHEBI:30808 denotes CDCl3
T1349 66825-66828 CHEBI:36927;CHEBI:36927 denotes 13C
T1350 67233-67252 CHEBI:53233;CHEBI:53233 denotes dimethyl-tetrahydro
T1351 67253-67255 CHEBI:53233;CHEBI:53233 denotes 2H
T1352 67260-67263 CHEBI:53233;CHEBI:53233 denotes [3,
T1353 67264-67265 CHEBI:53233;CHEBI:53233 denotes -
T1354 67269-67270 CHEBI:53233;CHEBI:53233 denotes 1
T1355 67270-67272 CHEBI:52029;CHEBI:52029 denotes ,3
T1356 67272-67285 CHEBI:53233;CHEBI:53233 denotes ]dioxol-4-yl]
T1357 67342-67343 CHEBI:53233;CHEBI:53233 denotes -
T1358 67343-67361 CHEBI:28714;CHEBI:28714 denotes butyldimethylsilyl
T1359 67362-67365 CHEBI:29354;CHEBI:29354 denotes oxy
T1360 67366-67370 CHEBI:53233;CHEBI:53233 denotes -5-{
T1361 67371-67377 CHEBI:53233;CHEBI:53233 denotes (tert-
T1362 67377-67395 CHEBI:8502;CHEBI:8502 denotes butyldimethylsilyl
T1363 67395-67396 CHEBI:53233;CHEBI:53233 denotes )
T1364 67396-67399 CHEBI:29354;CHEBI:29354 denotes oxy
T1365 67400-67406 CHEBI:16625;CHEBI:16625 denotes methyl
T1366 67407-67419 CHEBI:53233;CHEBI:53233 denotes oxolan-3-yl]
T1367 67419-67422 CHEBI:15533;CHEBI:15533 denotes oxy
T1368 67430-67432 CHEBI:86228;CHEBI:86228 denotes 2-
T1369 67432-67437 CHEBI:29785;CHEBI:29785 denotes nitro
T1370 67437-67440 CHEBI:86228;CHEBI:86228 denotes -4-
T1371 67440-67464 CHEBI:36810;CHEBI:36810 denotes (trifluoromethyl)benzene
T1372 67464-67465 CHEBI:34674;CHEBI:34674 denotes -
T1373 67465-67467 CHEBI:86228;CHEBI:86228 denotes 1-
T1374 67467-67478 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T1375 67607-67611 CHEBI:32145;CHEBI:32145 denotes MeOH
T1376 67635-67640 CHEBI:30808;CHEBI:30808 denotes CDCl3
T1377 68229-68232 CHEBI:36927;CHEBI:36927 denotes 13C
T1378 68719-68738 CHEBI:53233;CHEBI:53233 denotes dimethyl-tetrahydro
T1379 68739-68741 CHEBI:53233;CHEBI:53233 denotes 2H
T1380 68746-68749 CHEBI:53233;CHEBI:53233 denotes [3,
T1381 68750-68751 CHEBI:53233;CHEBI:53233 denotes -
T1382 68755-68756 CHEBI:53233;CHEBI:53233 denotes 1
T1383 68756-68758 CHEBI:52029;CHEBI:52029 denotes ,3
T1384 68758-68771 CHEBI:53233;CHEBI:53233 denotes ]dioxol-4-yl]
T1385 68828-68829 CHEBI:53233;CHEBI:53233 denotes -
T1386 68829-68847 CHEBI:28714;CHEBI:28714 denotes butyldimethylsilyl
T1387 68848-68851 CHEBI:29354;CHEBI:29354 denotes oxy
T1388 68852-68856 CHEBI:53233;CHEBI:53233 denotes -5-{
T1389 68857-68863 CHEBI:53233;CHEBI:53233 denotes (tert-
T1390 68863-68881 CHEBI:8502;CHEBI:8502 denotes butyldimethylsilyl
T1391 68881-68882 CHEBI:53233;CHEBI:53233 denotes )
T1392 68882-68885 CHEBI:29354;CHEBI:29354 denotes oxy
T1393 68886-68892 CHEBI:16625;CHEBI:16625 denotes methyl
T1394 68893-68905 CHEBI:53233;CHEBI:53233 denotes oxolan-3-yl]
T1395 68905-68908 CHEBI:15533;CHEBI:15533 denotes oxy
T1396 68915-68918 CHEBI:86228;CHEBI:86228 denotes -4-
T1397 68918-68924 CHEBI:47853;CHEBI:47853 denotes chloro
T1398 68924-68927 CHEBI:86228;CHEBI:86228 denotes -3-
T1399 68927-68939 CHEBI:27798;CHEBI:27798 denotes nitrobenzene
T1400 68939-68942 CHEBI:86228;CHEBI:86228 denotes -1-
T1401 68942-68953 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T1402 69084-69088 CHEBI:32145;CHEBI:32145 denotes MeOH
T1403 69112-69117 CHEBI:30808;CHEBI:30808 denotes CDCl3
T1404 69632-69635 CHEBI:36927;CHEBI:36927 denotes 13C
T1405 70039-70040 CHEBI:53233;CHEBI:53233 denotes 3
T1406 70040-70041 CHEBI:34018;CHEBI:34018 denotes ,
T1407 70041-70043 CHEBI:53233;CHEBI:53233 denotes 4-
T1408 70043-70067 CHEBI:47019;CHEBI:47019 denotes dihydroxytetrahydrofuran
T1409 70068-70072 CHEBI:53233;CHEBI:53233 denotes 2-yl
T1410 70073-70079 CHEBI:29309;CHEBI:29309 denotes methyl
T1411 70102-70105 CHEBI:34018;CHEBI:34018 denotes 2-(
T1412 70105-70126 CHEBI:30756;CHEBI:30756 denotes 6-amino-9H-purin-9-yl
T1413 70127-70130 CHEBI:34018;CHEBI:34018 denotes -4-
T1414 70130-70137 CHEBI:43176;CHEBI:43176 denotes hydroxy
T1415 70137-70141 CHEBI:34018;CHEBI:34018 denotes -5-(
T1416 70141-70154 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T1417 70155-70170 CHEBI:27902;CHEBI:27902 denotes tetrahydrofuran
T1418 70170-70171 CHEBI:53233;CHEBI:53233 denotes -
T1419 70171-70172 CHEBI:34018;CHEBI:34018 denotes 3
T1420 70172-70175 CHEBI:53233;CHEBI:53233 denotes -yl
T1421 70176-70179 CHEBI:29354;CHEBI:29354 denotes oxy
T1422 70180-70185 CHEBI:37807;CHEBI:37807 denotes ethyl
T1423 70186-70189 CHEBI:86228;CHEBI:86228 denotes -4-
T1424 70189-70196 CHEBI:44520;CHEBI:44520 denotes methoxy
T1425 70196-70222 CHEBI:86228;CHEBI:86228 denotes -2-nitrobenzenesulfonamide
T1426 70311-70323 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T1427 70983-70986 CHEBI:36927;CHEBI:36927 denotes 13C
T1428 71327-71342 CHEBI:50488;CHEBI:50488 denotes dihydroxyoxolan
T1429 71343-71344 CHEBI:53233;CHEBI:53233 denotes 2
T1430 71345-71348 CHEBI:53233;CHEBI:53233 denotes yl]
T1431 71348-71354 CHEBI:29309;CHEBI:29309 denotes methyl
T1432 71385-71395 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T1433 71397-71399 CHEBI:53233;CHEBI:53233 denotes 4-
T1434 71399-71406 CHEBI:43176;CHEBI:43176 denotes hydroxy
T1435 71407-71408 CHEBI:34018;CHEBI:34018 denotes 5
T1436 71410-71423 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T1437 71424-71430 CHEBI:26911;CHEBI:26911 denotes oxolan
T1438 71430-71431 CHEBI:15533;CHEBI:15533 denotes -
T1439 71431-71432 CHEBI:53233;CHEBI:53233 denotes 3
T1440 71432-71435 CHEBI:15533;CHEBI:15533 denotes -yl
T1441 71436-71439 CHEBI:15533;CHEBI:15533 denotes oxy
T1442 71449-71456 CHEBI:44520;CHEBI:44520 denotes methoxy
T1443 71456-71459 CHEBI:86228;CHEBI:86228 denotes -4-
T1444 71459-71471 CHEBI:27798;CHEBI:27798 denotes nitrobenzene
T1445 71471-71474 CHEBI:86228;CHEBI:86228 denotes -1-
T1446 71474-71485 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T1447 71574-71586 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T1448 72246-72249 CHEBI:36927;CHEBI:36927 denotes 13C
T1449 72592-72607 CHEBI:50488;CHEBI:50488 denotes dihydroxyoxolan
T1450 72608-72609 CHEBI:53233;CHEBI:53233 denotes 2
T1451 72610-72613 CHEBI:53233;CHEBI:53233 denotes yl]
T1452 72613-72619 CHEBI:29309;CHEBI:29309 denotes methyl
T1453 72650-72660 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T1454 72662-72664 CHEBI:53233;CHEBI:53233 denotes 4-
T1455 72664-72671 CHEBI:43176;CHEBI:43176 denotes hydroxy
T1456 72672-72673 CHEBI:34018;CHEBI:34018 denotes 5
T1457 72675-72688 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T1458 72689-72695 CHEBI:26911;CHEBI:26911 denotes oxolan
T1459 72695-72696 CHEBI:15533;CHEBI:15533 denotes -
T1460 72696-72697 CHEBI:53233;CHEBI:53233 denotes 3
T1461 72697-72700 CHEBI:15533;CHEBI:15533 denotes -yl
T1462 72701-72704 CHEBI:15533;CHEBI:15533 denotes oxy
T1463 72714-72719 CHEBI:29785;CHEBI:29785 denotes nitro
T1464 72719-72722 CHEBI:86228;CHEBI:86228 denotes -4-
T1465 72722-72746 CHEBI:36810;CHEBI:36810 denotes (trifluoromethyl)benzene
T1466 72746-72747 CHEBI:34674;CHEBI:34674 denotes -
T1467 72747-72749 CHEBI:86228;CHEBI:86228 denotes 1-
T1468 72749-72760 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T1469 72846-72858 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T1470 73549-73552 CHEBI:36927;CHEBI:36927 denotes 13C
T1471 73990-74005 CHEBI:50488;CHEBI:50488 denotes dihydroxyoxolan
T1472 74006-74007 CHEBI:53233;CHEBI:53233 denotes 2
T1473 74008-74011 CHEBI:53233;CHEBI:53233 denotes yl]
T1474 74011-74017 CHEBI:29309;CHEBI:29309 denotes methyl
T1475 74048-74058 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T1476 74060-74062 CHEBI:34018;CHEBI:34018 denotes 4-
T1477 74062-74069 CHEBI:43176;CHEBI:43176 denotes hydroxy
T1478 74070-74071 CHEBI:34018;CHEBI:34018 denotes 5
T1479 74073-74086 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T1480 74087-74093 CHEBI:26911;CHEBI:26911 denotes oxolan
T1481 74093-74094 CHEBI:15533;CHEBI:15533 denotes -
T1482 74094-74095 CHEBI:53233;CHEBI:53233 denotes 3
T1483 74095-74098 CHEBI:15533;CHEBI:15533 denotes -yl
T1484 74098-74099 CHEBI:53233;CHEBI:53233 denotes ]
T1485 74099-74102 CHEBI:15533;CHEBI:15533 denotes oxy
T1486 74112-74118 CHEBI:47853;CHEBI:47853 denotes chloro
T1487 74118-74121 CHEBI:86228;CHEBI:86228 denotes -3-
T1488 74121-74133 CHEBI:27798;CHEBI:27798 denotes nitrobenzene
T1489 74133-74136 CHEBI:86228;CHEBI:86228 denotes -1-
T1490 74136-74147 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T1491 74236-74248 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T1492 74934-74937 CHEBI:36927;CHEBI:36927 denotes 13C
T1493 75276-75295 CHEBI:53233;CHEBI:53233 denotes dimethyl-tetrahydro
T1494 75296-75298 CHEBI:53233;CHEBI:53233 denotes 2H
T1495 75303-75306 CHEBI:53233;CHEBI:53233 denotes [3,
T1496 75307-75308 CHEBI:53233;CHEBI:53233 denotes -
T1497 75312-75313 CHEBI:53233;CHEBI:53233 denotes 1
T1498 75313-75315 CHEBI:52029;CHEBI:52029 denotes ,3
T1499 75315-75328 CHEBI:53233;CHEBI:53233 denotes ]dioxol-4-yl]
T1500 75385-75386 CHEBI:53233;CHEBI:53233 denotes -
T1501 75386-75404 CHEBI:28714;CHEBI:28714 denotes butyldimethylsilyl
T1502 75405-75408 CHEBI:29354;CHEBI:29354 denotes oxy
T1503 75409-75413 CHEBI:53233;CHEBI:53233 denotes -5-{
T1504 75414-75420 CHEBI:53233;CHEBI:53233 denotes (tert-
T1505 75420-75438 CHEBI:8502;CHEBI:8502 denotes butyldimethylsilyl
T1506 75438-75439 CHEBI:53233;CHEBI:53233 denotes )
T1507 75439-75442 CHEBI:29354;CHEBI:29354 denotes oxy
T1508 75443-75449 CHEBI:16625;CHEBI:16625 denotes methyl
T1509 75450-75462 CHEBI:53233;CHEBI:53233 denotes oxolan-3-yl]
T1510 75462-75465 CHEBI:15533;CHEBI:15533 denotes oxy
T1511 75473-75475 CHEBI:86228;CHEBI:86228 denotes 4-
T1512 75475-75488 CHEBI:23132;CHEBI:23132 denotes chlorobenzene
T1513 75488-75491 CHEBI:28714;CHEBI:28714 denotes -1-
T1514 75491-75502 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T1515 75513-75521 CHEBI:75958;CHEBI:75958 denotes solution
T1516 75625-75626 CHEBI:75508;CHEBI:75508 denotes 4
T1517 75626-75648 CHEBI:86228;CHEBI:86228 denotes -chlorobenzenesulfonyl
T1518 75649-75657 CHEBI:17996;CHEBI:17996 denotes chloride
T1519 75721-75728 CHEBI:60004;CHEBI:60004 denotes mixture
T1520 75782-75790 CHEBI:46787;CHEBI:46787 denotes Solvents
T1521 75888-75895 CHEBI:15377;CHEBI:15377 denotes aqueous
T1522 75896-75902 CHEBI:32139;CHEBI:32139 denotes NaHCO3
T1523 75916-75923 CHEBI:15377;CHEBI:15377 denotes aqueous
T1524 76042-76048 CHEBI:34683;CHEBI:34683 denotes Na2SO4
T1525 76137-76143 CHEBI:30563;CHEBI:30563 denotes silica
T1526 76170-76174 CHEBI:32145;CHEBI:32145 denotes MeOH
T1527 76241-76245 CHEBI:32145;CHEBI:32145 denotes MeOH
T1528 76272-76277 CHEBI:30808;CHEBI:30808 denotes CDCl3
T1529 76828-76831 CHEBI:36927;CHEBI:36927 denotes 13C
T1530 77213-77215 CHEBI:30756;CHEBI:30756 denotes 9H
T1531 77216-77226 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T1532 77227-77251 CHEBI:53233;CHEBI:53233 denotes -2,2-dimethyl-tetrahydro
T1533 77252-77254 CHEBI:53233;CHEBI:53233 denotes 2H
T1534 77270-77281 CHEBI:86228;CHEBI:86228 denotes 3]dioxol-4-
T1535 77281-77284 CHEBI:53233;CHEBI:53233 denotes yl]
T1536 77284-77290 CHEBI:29309;CHEBI:29309 denotes methyl
T1537 77293-77295 CHEBI:86228;CHEBI:86228 denotes 4-
T1538 77295-77301 CHEBI:47853;CHEBI:47853 denotes chloro
T1539 77301-77316 CHEBI:86228;CHEBI:86228 denotes -3-nitrophenyl)
T1540 77316-77322 CHEBI:29309;CHEBI:29309 denotes methyl
T1541 77322-77323 CHEBI:86228;CHEBI:86228 denotes ]
T1542 77323-77328 CHEBI:46882;CHEBI:46882 denotes amino
T1543 77329-77335 CHEBI:42241;CHEBI:42241 denotes ethoxy
T1544 77337-77338 CHEBI:86228;CHEBI:86228 denotes 4
T1545 77345-77346 CHEBI:53233;CHEBI:53233 denotes -
T1546 77346-77364 CHEBI:28714;CHEBI:28714 denotes butyldimethylsilyl
T1547 77364-77365 CHEBI:53233;CHEBI:53233 denotes )
T1548 77365-77368 CHEBI:29354;CHEBI:29354 denotes oxy
T1549 77369-77380 CHEBI:53233;CHEBI:53233 denotes -5-{[(tert-
T1550 77380-77398 CHEBI:28714;CHEBI:28714 denotes butyldimethylsilyl
T1551 77398-77399 CHEBI:53233;CHEBI:53233 denotes )
T1552 77399-77402 CHEBI:29354;CHEBI:29354 denotes oxy
T1553 77403-77409 CHEBI:16625;CHEBI:16625 denotes methyl
T1554 77410-77422 CHEBI:53233;CHEBI:53233 denotes oxolan-2-yl]
T1555 77423-77425 CHEBI:29238;CHEBI:29238 denotes 9H
T1556 77426-77431 CHEBI:17939;CHEBI:17939 denotes purin
T1557 77431-77434 CHEBI:17369;CHEBI:17369 denotes -6-
T1558 77434-77439 CHEBI:32952;CHEBI:32952 denotes amine
T1559 77450-77458 CHEBI:75958;CHEBI:75958 denotes solution
T1560 77532-77540 CHEBI:75958;CHEBI:75958 denotes solution
T1561 77544-77546 CHEBI:86228;CHEBI:86228 denotes 4-
T1562 77546-77552 CHEBI:47853;CHEBI:47853 denotes chloro
T1563 77552-77573 CHEBI:86228;CHEBI:86228 denotes -3-nitrobenazaldehyde
T1564 77632-77643 CHEBI:15366;CHEBI:15366 denotes acetic acid
T1565 77721-77727 CHEBI:35607;CHEBI:35607 denotes sodium
T1566 77728-77749 CHEBI:28621;CHEBI:28621 denotes triacetoxyborohydride
T1567 77827-77835 CHEBI:75958;CHEBI:75958 denotes solution
T1568 77891-77898 CHEBI:15377;CHEBI:15377 denotes aqueous
T1569 77899-77905 CHEBI:32139;CHEBI:32139 denotes NaHCO3
T1570 77911-77918 CHEBI:15377;CHEBI:15377 denotes aqueous
T1571 78037-78043 CHEBI:34683;CHEBI:34683 denotes Na2SO4
T1572 78132-78138 CHEBI:30563;CHEBI:30563 denotes silica
T1573 78165-78169 CHEBI:32145;CHEBI:32145 denotes MeOH
T1574 78230-78234 CHEBI:32145;CHEBI:32145 denotes MeOH
T1575 78263-78268 CHEBI:30808;CHEBI:30808 denotes CDCl3
T1576 78843-78846 CHEBI:36927;CHEBI:36927 denotes 13C
T1577 79253-79255 CHEBI:30756;CHEBI:30756 denotes 9H
T1578 79256-79266 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T1579 79267-79291 CHEBI:53233;CHEBI:53233 denotes -2,2-dimethyl-tetrahydro
T1580 79292-79294 CHEBI:53233;CHEBI:53233 denotes 2H
T1581 79310-79324 CHEBI:53233;CHEBI:53233 denotes 3]dioxol-4-yl]
T1582 79324-79330 CHEBI:29309;CHEBI:29309 denotes methyl
T1583 79333-79348 CHEBI:53233;CHEBI:53233 denotes 4-chlorophenyl)
T1584 79348-79354 CHEBI:29309;CHEBI:29309 denotes methyl
T1585 79354-79355 CHEBI:53233;CHEBI:53233 denotes ]
T1586 79355-79360 CHEBI:46882;CHEBI:46882 denotes amino
T1587 79361-79367 CHEBI:42241;CHEBI:42241 denotes ethoxy
T1588 79368-79371 CHEBI:53233;CHEBI:53233 denotes -4-
T1589 79377-79378 CHEBI:53233;CHEBI:53233 denotes -
T1590 79397-79400 CHEBI:29354;CHEBI:29354 denotes oxy
T1591 79401-79406 CHEBI:82321;CHEBI:82321 denotes -5-{[
T1592 79406-79407 CHEBI:53233;CHEBI:53233 denotes (
T1593 79411-79430 CHEBI:82321;CHEBI:82321 denotes -butyldimethylsilyl
T1594 79430-79431 CHEBI:53233;CHEBI:53233 denotes )
T1595 79431-79434 CHEBI:29354;CHEBI:29354 denotes oxy
T1596 79435-79441 CHEBI:29309;CHEBI:29309 denotes methyl
T1597 79442-79448 CHEBI:26911;CHEBI:26911 denotes oxolan
T1598 79448-79449 CHEBI:15533;CHEBI:15533 denotes -
T1599 79449-79450 CHEBI:82321;CHEBI:82321 denotes 2
T1600 79450-79451 CHEBI:15533;CHEBI:15533 denotes -
T1601 79451-79453 CHEBI:82321;CHEBI:82321 denotes yl
T1602 79455-79457 CHEBI:29238;CHEBI:29238 denotes 9H
T1603 79466-79471 CHEBI:32952;CHEBI:32952 denotes amine
T1604 79482-79490 CHEBI:75958;CHEBI:75958 denotes solution
T1605 79562-79580 CHEBI:28105;CHEBI:28105 denotes chlorobenzaldehyde
T1606 79637-79648 CHEBI:15366;CHEBI:15366 denotes acetic acid
T1607 79726-79732 CHEBI:35607;CHEBI:35607 denotes sodium
T1608 79733-79754 CHEBI:28621;CHEBI:28621 denotes triacetoxyborohydride
T1609 79832-79840 CHEBI:75958;CHEBI:75958 denotes solution
T1610 79896-79903 CHEBI:15377;CHEBI:15377 denotes aqueous
T1611 79904-79910 CHEBI:32139;CHEBI:32139 denotes NaHCO3
T1612 79916-79923 CHEBI:15377;CHEBI:15377 denotes aqueous
T1613 80042-80048 CHEBI:34683;CHEBI:34683 denotes Na2SO4
T1614 80137-80143 CHEBI:30563;CHEBI:30563 denotes silica
T1615 80170-80174 CHEBI:32145;CHEBI:32145 denotes MeOH
T1616 80246-80250 CHEBI:32145;CHEBI:32145 denotes MeOH
T1617 80282-80287 CHEBI:30808;CHEBI:30808 denotes CDCl3
T1618 80799-80802 CHEBI:36927;CHEBI:36927 denotes 13C
T1619 81199-81214 CHEBI:50488;CHEBI:50488 denotes dihydroxyoxolan
T1620 81215-81216 CHEBI:53233;CHEBI:53233 denotes 2
T1621 81217-81220 CHEBI:53233;CHEBI:53233 denotes yl]
T1622 81220-81226 CHEBI:29309;CHEBI:29309 denotes methyl
T1623 81257-81267 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T1624 81269-81271 CHEBI:34018;CHEBI:34018 denotes 4-
T1625 81271-81278 CHEBI:43176;CHEBI:43176 denotes hydroxy
T1626 81279-81280 CHEBI:34018;CHEBI:34018 denotes 5
T1627 81282-81295 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T1628 81296-81302 CHEBI:26911;CHEBI:26911 denotes oxolan
T1629 81302-81303 CHEBI:15533;CHEBI:15533 denotes -
T1630 81303-81304 CHEBI:53233;CHEBI:53233 denotes 3
T1631 81304-81307 CHEBI:15533;CHEBI:15533 denotes -yl
T1632 81307-81308 CHEBI:53233;CHEBI:53233 denotes ]
T1633 81308-81311 CHEBI:15533;CHEBI:15533 denotes oxy
T1634 81321-81334 CHEBI:23132;CHEBI:23132 denotes chlorobenzene
T1635 81334-81335 CHEBI:34674;CHEBI:34674 denotes -
T1636 81335-81337 CHEBI:28714;CHEBI:28714 denotes 1-
T1637 81337-81348 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T1638 81437-81449 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T1639 82119-82122 CHEBI:36927;CHEBI:36927 denotes 13C
T1640 82459-82460 CHEBI:30756;CHEBI:30756 denotes -
T1641 82465-82468 CHEBI:30756;CHEBI:30756 denotes -9H
T1642 82469-82479 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T1643 82481-82483 CHEBI:34018;CHEBI:34018 denotes 4-
T1644 82483-82490 CHEBI:43176;CHEBI:43176 denotes hydroxy
T1645 82494-82507 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T1646 82508-82514 CHEBI:26911;CHEBI:26911 denotes oxolan
T1647 82514-82515 CHEBI:15533;CHEBI:15533 denotes -
T1648 82515-82516 CHEBI:53233;CHEBI:53233 denotes 3
T1649 82516-82519 CHEBI:15533;CHEBI:15533 denotes -yl
T1650 82519-82520 CHEBI:53233;CHEBI:53233 denotes ]
T1651 82520-82523 CHEBI:29354;CHEBI:29354 denotes oxy
T1652 82524-82529 CHEBI:37807;CHEBI:37807 denotes ethyl
T1653 82532-82534 CHEBI:86228;CHEBI:86228 denotes 4-
T1654 82534-82540 CHEBI:47853;CHEBI:47853 denotes chloro
T1655 82540-82554 CHEBI:86228;CHEBI:86228 denotes -3-nitrophenyl
T1656 82555-82561 CHEBI:29309;CHEBI:29309 denotes methyl
T1657 82562-82567 CHEBI:46882;CHEBI:46882 denotes amino
T1658 82568-82574 CHEBI:29309;CHEBI:29309 denotes methyl
T1659 82575-82582 CHEBI:26911;CHEBI:26911 denotes oxolane
T1660 82583-82585 CHEBI:52029;CHEBI:52029 denotes 3,
T1661 82585-82587 CHEBI:53233;CHEBI:53233 denotes 4-
T1662 82587-82591 CHEBI:23824;CHEBI:23824 denotes diol
T1663 82680-82692 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T1664 83433-83436 CHEBI:36927;CHEBI:36927 denotes 13C
T1665 83790-83791 CHEBI:30756;CHEBI:30756 denotes -
T1666 83796-83799 CHEBI:30756;CHEBI:30756 denotes -9H
T1667 83800-83810 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T1668 83812-83814 CHEBI:34018;CHEBI:34018 denotes 4-
T1669 83814-83821 CHEBI:43176;CHEBI:43176 denotes hydroxy
T1670 83825-83838 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T1671 83839-83845 CHEBI:26911;CHEBI:26911 denotes oxolan
T1672 83846-83850 CHEBI:53233;CHEBI:53233 denotes 3-yl
T1673 83851-83854 CHEBI:29354;CHEBI:29354 denotes oxy
T1674 83855-83860 CHEBI:37807;CHEBI:37807 denotes ethyl
T1675 83863-83865 CHEBI:53233;CHEBI:53233 denotes 4-
T1676 83878-83884 CHEBI:29309;CHEBI:29309 denotes methyl
T1677 83885-83890 CHEBI:46882;CHEBI:46882 denotes amino
T1678 83891-83897 CHEBI:29309;CHEBI:29309 denotes methyl
T1679 83898-83905 CHEBI:26911;CHEBI:26911 denotes oxolane
T1680 83910-83914 CHEBI:23824;CHEBI:23824 denotes diol
T1681 84003-84015 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T1682 84739-84742 CHEBI:36927;CHEBI:36927 denotes 13C
T1683 85028-85038 GO:0010467 denotes Expression
T1684 85080-85088 SP_10 denotes SARS-CoV
T1685 85089-85094 PR:000000125 denotes nsp14
T1686 85099-85104 SP_6;NCBITaxon:9606 denotes human
T1687 85226-85234 SO:0000155 denotes plasmids
T1688 85254-85263 GO:0010467 denotes expressed
T1689 85267-85274 NCBITaxon:562 denotes E. coli
T1690 85338-85346 NCBITaxon:7742 denotes Vaccinia
T1691 85347-85352 NCBITaxon:10239 denotes virus
T1692 85376-85383 GO:0032991 denotes complex
T1693 85544-85546 CHEBI:29238;CHEBI:29238 denotes 3H
T1694 85707-85714 CHEBI:60004;CHEBI:60004 denotes mixture
T1695 85722-85726 CHEBI:9754;CHEBI:9754 denotes Tris
T1696 85727-85730 CHEBI:17883;CHEBI:17883 denotes HCl
T1697 85746-85749 CHEBI:18320;CHEBI:18320 denotes DTT
T1698 85756-85761 CHEBI:6636;CHEBI:6636 denotes MgCl2
T1699 85783-85785 CHEBI:29238;CHEBI:29238 denotes 3H
T1700 85857-85865 SP_10 denotes SARS-CoV
T1701 85866-85871 PR:000000125 denotes nsp14
T1702 85881-85889 NCBITaxon:7742 denotes vaccinia
T1703 85890-85895 NCBITaxon:10239 denotes virus
T1704 85931-85936 SP_6;NCBITaxon:9606 denotes human
T1705 85951-85956 PR:O43148 denotes hRNMT
T1706 86001-86010 CHEBI:36357;CHEBI:36357 denotes compounds
T1707 86029-86033 CHEBI:51231;CHEBI:51231 denotes DMSO
T1708 86044-86048 CHEBI:51231;CHEBI:51231 denotes DMSO
T1709 86179-86183 CHEBI:51231;CHEBI:51231 denotes DMSO
T1710 86195-86203 CHEBI:60004;CHEBI:60004 denotes mixtures
T1711 86268-86273 CHEBI:15377;CHEBI:15377 denotes water
T1712 86303-86320 CHEBI:35702;CHEBI:35702 denotes diethylaminoethyl
T1713 86455-86471 CHEBI:63050;CHEBI:63050 denotes ammonium formate
T1714 86491-86496 CHEBI:15377;CHEBI:15377 denotes water
T1715 86511-86518 CHEBI:16236;CHEBI:16236 denotes ethanol
T1716 86581-86583 CHEBI:29238;CHEBI:29238 denotes 3H
T1717 86899-86907 CHEBI:36357;CHEBI:36357 denotes compound
T1718 87238-87245 CHEBI:60004;CHEBI:60004 denotes mixture
T1719 87273-87278 CHEBI:46756;CHEBI:46756 denotes HEPES
T1720 87296-87300 CHEBI:26710;CHEBI:26710 denotes NaCl
T1721 87305-87317 CHEBI:51461;CHEBI:51461 denotes SYPRO orange
T1722 87318-87321 CHEBI:37958;CHEBI:37958 denotes dye
T1723 87341-87349 SP_10 denotes SARS-CoV
T1724 87350-87355 PR:000000125 denotes nsp14
T1725 87373-87381 CHEBI:36357;CHEBI:36357 denotes compound
T1726 87411-87415 CHEBI:51231;CHEBI:51231 denotes DMSO
T1727 87419-87424 CHEBI:15377;CHEBI:15377 denotes water
T1728 87480-87488 CHEBI:36357;CHEBI:36357 denotes compound
T1729 87516-87519 CHEBI:37958;CHEBI:37958 denotes dye
T1730 87766-87770 CHEBI:51231;CHEBI:51231 denotes DMSO
T1731 87843-87850 GO:0032508 denotes melting
T1732 88334-88342 SP_10 denotes SARS-CoV
T1733 88442-88446 CHEBI:24870;CHEBI:24870 denotes ions
T1734 88469-88477 SP_10 denotes SARS-CoV
T1735 88478-88483 PR:000000125 denotes nsp14
T1736 88986-88994 SP_10 denotes SARS-CoV
T1737 88995-89000 PR:000000125 denotes nsp14
T1738 89033-89041 SP_10 denotes SARS-CoV
T1739 89042-89047 PR:000000125 denotes nsp14
T99221 59-69 CHEBI:35222;CHEBI:35222 denotes inhibitors
T64280 73-81 SP_10 denotes SARS-CoV
T58737 82-87 PR:000000125 denotes nsp14
T85030 92-95 GO:0008541 denotes cap
T19641 156-163 NCBITaxon:10239 denotes viruses
T61309 191-196 SP_6;NCBITaxon:9606 denotes human
T57953 224-232 SP_7 denotes COVID-19
T43008 273-284 NCBITaxon:11118 denotes coronavirus
T77356 285-295 SP_7 denotes SARS-CoV-2
T38673 370-374 UBERON:0001456 denotes face
T98319 403-410 NCBITaxon:10239 denotes viruses
T93340 495-505 CHEBI:35222;CHEBI:35222 denotes inhibitors
T49466 630-637 NCBITaxon:10239 denotes viruses
T50627 793-803 CHEBI:35222;CHEBI:35222 denotes inhibitors
T65425 869-872 GO:0008541 denotes cap
T87174 895-900 NCBITaxon:10239 denotes viral
T40194 988-998 CHEBI:22260;CHEBI:22260 denotes adenosines
T7397 1083-1092 CHEBI:36357;CHEBI:36357 denotes compounds
T53306 1143-1155 NCBITaxon:31032 denotes flaviviruses
T48802 1159-1167 SP_10 denotes SARS-CoV
T86425 1249-1257 SP_10 denotes SARS-CoV
T66103 1333-1338 PR:000000125 denotes nsp14
T45404 1339-1348 CHEBI:35222;CHEBI:35222 denotes inhibitor
T10534 1437-1446 CHEBI:35222;CHEBI:35222 denotes inhibitor
T99394 1496-1505 CHEBI:35222;CHEBI:35222 denotes inhibitor
T71458 1570-1573 GO:0008541 denotes cap
T73912 1578-1591 SO:0000409 denotes binding sites
T91482 1609-1617 SP_10 denotes SARS-CoV
T91494 1714-1724 CHEBI:35222;CHEBI:35222 denotes inhibitors
T20499 1729-1739 SP_7 denotes SARS-CoV-2
T92568 1871-1884 CHEBI:23447;CHEBI:23447 denotes dinucleosides
T49620 1894-1904 CHEBI:22260;CHEBI:22260 denotes adenosines
T51426 1967-1976 CHEBI:36357;CHEBI:36357 denotes compounds
T37577 2004-2009 NCBITaxon:10239 denotes viral
T11400 2073-2082 CHEBI:35222;CHEBI:35222 denotes inhibitor
T44171 2086-2094 SP_10 denotes SARS-CoV
T40500 2095-2100 PR:000000125 denotes nsp14
T38 17910-17911 GO:0006272 denotes ′
T39 17912-17913 GO:0006272 denotes O
T41 19561-19570 CHEBI:36357;CHEBI:36357 denotes compounds
T42 85372-85397 NCBITaxon:10239 denotes D12 complex) and mRNA Cap
T92593 88469-88477 SP_10 denotes SARS-CoV
T15931 88478-88483 PR:000000125 denotes nsp14
T31576 24536-24545 CHEBI:36357;CHEBI:36357 denotes MT activi
T67246 24573-24581 SP_10 denotes 14 IC50a
T8618 24582-24587 PR:000000125 denotes (μM)
T22326 24625-24634 CHEBI:35222;CHEBI:35222 denotes 2 40.6 ± 
T4976 24682-24690 SP_10 denotes 0 10 3.9
T14252 24733-24742 CHEBI:36357;CHEBI:36357 denotes .7 ± 0.5
T88128 24826-24835 CHEBI:35222;CHEBI:35222 denotes 9 n.d a C
T62427 24915-24924 CHEBI:35222;CHEBI:35222 denotes experime
T17572 24964-24972 SP_10 denotes The MTas
T56144 25159-25167 CHEBI:36357;CHEBI:36357 denotes at 50 μ
T83376 25235-25244 CHEBI:35222;CHEBI:35222 denotes inhibitor
T91238 25258-25266 CHEBI:36357;CHEBI:36357 denotes were fur
T42222 25293-25302 CHEBI:36357;CHEBI:36357 denotes ring the
T27451 25349-25357 SP_10 denotes tial sca
T6980 25358-25363 PR:000000125 denotes ning
T57622 25406-25413 CHEBI:33543;CHEBI:33543 denotes Fig. S3
T35844 25414-25419 CHEBI:24433;CHEBI:24433 denotes [34]
T99111 25425-25427 CHEBI:17996;CHEBI:17996 denotes ch
T33412 25432-25435 CHEBI:17997;CHEBI:17997 denotes in
T5864 25486-25495 CHEBI:62946;CHEBI:62946 denotes n respons
T17732 25495-25496 CHEBI:86228;CHEBI:86228 denotes e
T93473 25496-25500 CHEBI:62946;CHEBI:62946 denotes to
T58283 25500-25517 CHEBI:8102;CHEBI:8102 denotes binding of the na
T60428 25559-25567 SP_10 denotes nd the 9
T10954 25568-25573 PR:000000125 denotes most
T66216 25641-25649 SP_10 denotes cted, SA
T80783 25757-25760 CHEBI:17997;CHEBI:17997 denotes °C)
T13698 25781-25787 CHEBI:30396;CHEBI:30396 denotes diffe
T62351 25831-25839 SP_10 denotes M (Fig. 
T74939 25840-25845 PR:000000125 denotes ). T
T91245 25950-25958 SP_10 denotes CoV nsp1
T14005 25959-25964 PR:000000125 denotes prot
T80178 26017-26028 CHEBI:23447;CHEBI:23447 denotes 0.8 °C (Sup
T51176 26029-26039 CHEBI:35222;CHEBI:35222 denotes orting Inf
T34929 26073-26081 SP_10 denotes 9 examin
T40977 26082-26087 PR:000000125 denotes d com
T38581 26196-26203 CHEBI:60004;CHEBI:60004 denotes ore int
T69790 26211-26216 CHEBI:46756;CHEBI:46756 denotes ly, T
T40677 26234-26238 CHEBI:26710;CHEBI:26710 denotes -CoV
T29874 26249-26255 CHEBI:51461;CHEBI:51461 denotes large
T70042 26256-26259 CHEBI:37958;CHEBI:37958 denotes in
T13832 26285-26293 SP_10 denotes ounds 10
T25614 26294-26299 PR:000000125 denotes and 1
T25735 26317-26325 CHEBI:36357;CHEBI:36357 denotes natural
T28064 26355-26359 CHEBI:51231;CHEBI:51231 denotes ing
T603 26520-26528 SP_10 denotes nsp14 a
T604 26529-26534 PR:000000125 denotes ainst
T605 26587-26598 CHEBI:23447;CHEBI:23447 denotes ts notable
T606 26599-26609 CHEBI:35222;CHEBI:35222 denotes inding aff
T607 26643-26651 SP_10 denotes as dedu
T608 26652-26657 PR:000000125 denotes ed fr
T609 26766-26773 CHEBI:60004;CHEBI:60004 denotes highlig
T610 26781-26786 CHEBI:46756;CHEBI:46756 denotes inhib
T611 26804-26808 CHEBI:26710;CHEBI:26710 denotes comp
T612 26819-26825 CHEBI:51461;CHEBI:51461 denotes e T m
T613 26826-26829 CHEBI:37958;CHEBI:37958 denotes omp
T614 26855-26863 SP_10 denotes and 13
T615 26864-26869 PR:000000125 denotes howed
T616 26887-26895 CHEBI:36357;CHEBI:36357 denotes ease in
T617 26925-26929 CHEBI:51231;CHEBI:51231 denotes ling
T63873 27086-27094 SP_10 denotes ferred f
T38188 27095-27100 PR:000000125 denotes r opt
T35219 27104-27111 GO:1990524 denotes SARS-C
T10089 27175-27180 PR:000000125 denotes 5.4 °
T55090 27199-27211 CHEBI:23447;CHEBI:23447 denotes 14 observed
T3561 27268-27277 CHEBI:35222;CHEBI:35222 denotes differ by
T28408 27331-27339 SP_10 denotes yl ring.
T14339 27340-27345 PR:000000125 denotes A hig
T12317 27346-27351 PR:000000125 denotes er st
T19370 27352-27359 GO:0032991 denotes bility
T81343 27402-27410 SP_10 denotes ed when
T69930 27411-27416 PR:000000125 denotes he OC
T92038 27495-27501 SO:0000417 denotes of SAR
T47756 27597-27603 SO:0000417 denotes 16. Th
T8747 27635-27641 SO:0000417 denotes 4 upon
T58585 27854-27862 SP_10 denotes in and 1
T5949 27957-27966 CHEBI:37886;CHEBI:37886 denotes values fr
T90084 27982-27991 CHEBI:28748;CHEBI:28748 denotes dent meas
T35239 28090-28114 CHEBI:53325;CHEBI:53325 denotes ex with dinucleoside 13
T92636 28139-28147 SP_10 denotes bases of
T13128 28165-28177 SO:0000409 denotes hibition by
T59040 28295-28306 CHEBI:50325;CHEBI:50325 denotes g was based
T77249 28365-28368 GO:0008541 denotes ese
T32020 28388-28391 GO:0008541 denotes S-C
T86739 28392-28404 SO:0000409 denotes V nsp14 is a
T64964 28592-28615 CHEBI:53325;CHEBI:53325 denotes roofreading. The N7-MTa
T31763 28736-28753 CHEBI:8102;CHEBI:8102 denotes stricted pocket t
T69050 28792-28804 SO:0000409 denotes 13 was model
T17926 28877-28883 CHEBI:30396;CHEBI:30396 denotes T [35]
T63901 28895-28904 CHEBI:36357;CHEBI:36357 denotes NFY [36])
T43396 28914-28923 CHEBI:36357;CHEBI:36357 denotes sight, t
T13822 29115-29138 CHEBI:53325;CHEBI:53325 denotes into a SARS-CoV nsp14 w
T64700 29155-29163 CHEBI:33910;CHEBI:33910 denotes site fo
T43485 29164-29168 CHEBI:33250;CHEBI:33250 denotes med
T54022 29177-29184 CHEBI:24473;CHEBI:24473 denotes , Phe40
T87115 29185-29189 CHEBI:29826;CHEBI:29826 denotes , Ty
T54439 29295-29306 CHEBI:29785;CHEBI:29785 denotes se amino ac
T79740 29359-29374 CHEBI:32958;CHEBI:32958 denotes re. In this cap
T7539 29407-29410 GO:0008541 denotes o h
T99491 29457-29464 CHEBI:33543;CHEBI:33543 denotes ity, an
T98599 29465-29470 CHEBI:24433;CHEBI:24433 denotes F426
T48190 29672-29681 CHEBI:36357;CHEBI:36357 denotes e other h
T94528 29708-29723 CHEBI:50728;CHEBI:50728 denotes ween the phenyl
T4393 29739-29746 CHEBI:33543;CHEBI:33543 denotes ty and
T43807 29802-29811 CHEBI:22260;CHEBI:22260 denotes tions may
T48643 29953-29962 CHEBI:22260;CHEBI:22260 denotes the meth
T7774 30116-30128 SO:0000409 denotes de core of 1
T50836 30280-30288 SP_10 denotes group a
T42328 30289-30294 PR:000000125 denotes d Arg
T83174 30320-30329 CHEBI:36357;CHEBI:36357 denotes s with th
T31439 30382-30390 SP_10 denotes the cap
T26736 30476-30484 CHEBI:16240;CHEBI:16240 denotes f the N-
T45707 30489-30496 CHEBI:30563;CHEBI:30563 denotes substi
T63105 30796-30804 SP_10 denotes ed to a
T65347 30869-30892 CHEBI:53325;CHEBI:53325 denotes by the formation of in
T36376 30940-30949 CHEBI:22260;CHEBI:22260 denotes e and Gly
T55564 30957-30969 CHEBI:23447;CHEBI:23447 denotes H), Ile338 (
T92854 30985-30993 CHEBI:16240;CHEBI:16240 denotes 7) and H
T676 31363-31371 SP_10 denotes SARS-CoV
T677 31457-31465 CHEBI:16240;CHEBI:16240 denotes Hydrogen
T678 31470-31477 CHEBI:30563;CHEBI:30563 denotes halogen
T679 31774-31782 SP_10 denotes SARS-CoV
T680 31847-31870 CHEBI:53325;CHEBI:53325 denotes nitrobenzenesulfonamide
T681 31918-31927 CHEBI:22260;CHEBI:22260 denotes adenosine
T682 31935-31948 CHEBI:23447;CHEBI:23447 denotes dinucleosides
T683 31964-31972 CHEBI:16240;CHEBI:16240 denotes Hydrogen
T69159 32423-32424 GO:0006272 denotes O
T43711 32424-32436 GO:0036123 denotes -methylation
T81564 32437-32439 GO:0097152 denotes of
T70474 32444-32447 GO:0008541 denotes cap
T41314 32458-32468 CHEBI:22260;CHEBI:22260 denotes adenosines
T23726 32636-32645 CHEBI:22260;CHEBI:22260 denotes adenosine
T98548 32664-32672 CHEBI:23357;CHEBI:23357 denotes cofactor
T92328 32785-32797 NCBITaxon:31032 denotes flaviviruses
T24605 32799-32810 NCBITaxon:11118 denotes coronavirus
T78621 32814-32817 NCBITaxon:9258 denotes pox
T7158 32817-32818 NCBITaxon:4896 denotes -
T18275 32818-32823 NCBITaxon:10239 denotes virus
T29561 32869-32877 SP_10 denotes SARS-CoV
T7597 32878-32883 PR:000000125 denotes nsp14
T54566 33001-33010 CHEBI:36357;CHEBI:36357 denotes compounds
T98305 33030-33035 SP_6;NCBITaxon:9606 denotes human
T14451 33145-33156 NCBITaxon:11118 denotes coronavirus
T51183 33201-33209 SO:0000853 denotes homology
T79023 33218-33223 NCBITaxon:10239 denotes viral
T82178 33284-33294 CHEBI:35222;CHEBI:35222 denotes inhibitors
T61222 33381-33383 CHEBI:86228;CHEBI:86228 denotes 4-
T60782 33383-33389 CHEBI:47853;CHEBI:47853 denotes chloro
T84456 33389-33415 CHEBI:86228;CHEBI:86228 denotes -3-nitrobenzenesulfonamide
T6725 33452-33462 CHEBI:28748;CHEBI:28748 denotes adenosines
T96719 33492-33500 SP_10 denotes SARS-CoV
T5588 33829-33837 SP_10 denotes SARS-CoV
T96029 33838-33843 PR:000000125 denotes nsp14
T31767 33901-33911 SP_7 denotes SARS-CoV-2
T33421 33912-33917 PR:000000125 denotes nsp14
T98006 33973-33979 SO:0001026 denotes genome
T89107 33992-34002 SP_7 denotes SARS-CoV-2
T30986 34053-34061 SP_10 denotes SARS-CoV
T14527 34083-34091 CHEBI:36357;CHEBI:36357 denotes compound
T75722 34189-34199 SP_7 denotes SARS-CoV-2
T45819 34200-34205 PR:000000125 denotes nsp14
T90350 34206-34216 CHEBI:35222;CHEBI:35222 denotes inhibitors
T86649 34294-34302 CHEBI:46787;CHEBI:46787 denotes solvents
T43192 34307-34315 CHEBI:33893;CHEBI:33893 denotes reagents
T3261 34425-34432 CHEBI:29320;CHEBI:29320 denotes calcium
T10589 34433-34440 CHEBI:29239;CHEBI:29239 denotes hydride
T99839 34503-34509 CHEBI:30563;CHEBI:30563 denotes silica
T52140 35171-35178 CHEBI:46787;CHEBI:46787 denotes solvent
T30031 35240-35245 CHEBI:1418;CHEBI:1418 denotes CH3CN
T39091 35349-35358 CHEBI:36357;CHEBI:36357 denotes compounds
T2577 35476-35485 CHEBI:36357;CHEBI:36357 denotes compounds
T24815 35509-35517 CHEBI:75958;CHEBI:75958 denotes solution
T614 35521-35524 CHEBI:51231;CHEBI:51231 denotes 5′-
T19968 35524-35529 CHEBI:46882;CHEBI:46882 denotes amino
T95384 35529-35530 CHEBI:75508;CHEBI:75508 denotes -
T33892 35530-35534 CHEBI:51231;CHEBI:51231 denotes 2′,3
T55720 35534-35550 CHEBI:53250;CHEBI:53250 denotes ′-isopropylidene
T41124 35551-35560 CHEBI:22260;CHEBI:22260 denotes adenosine
T59013 35639-35658 CHEBI:53325;CHEBI:53325 denotes nitrobenzenesufonyl
T59951 35659-35667 CHEBI:17996;CHEBI:17996 denotes chloride
T13359 35700-35707 CHEBI:60004;CHEBI:60004 denotes mixture
T72737 35803-35810 CHEBI:15377;CHEBI:15377 denotes aqueous
T51572 35911-35917 CHEBI:34683;CHEBI:34683 denotes Na2SO4
T4728 36014-36022 CHEBI:36357;CHEBI:36357 denotes compound
T86118 36093-36125 CHEBI:53233;CHEBI:53233 denotes dimethyl-tetrahydro-2H-furo[3,4-
T62627 36129-36130 CHEBI:53233;CHEBI:53233 denotes 1
T73292 36130-36132 CHEBI:52029;CHEBI:52029 denotes ,3
T56519 36132-36145 CHEBI:53233;CHEBI:53233 denotes ]dioxol-4-yl]
T95710 36145-36151 CHEBI:16625;CHEBI:16625 denotes methyl
T45397 36153-36155 CHEBI:53233;CHEBI:53233 denotes 4-
T96670 36155-36167 CHEBI:27798;CHEBI:27798 denotes nitrobenzene
T69786 36167-36170 CHEBI:86228;CHEBI:86228 denotes -1-
T24453 36170-36181 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T31575 36211-36212 CHEBI:75508;CHEBI:75508 denotes 5
T96563 36212-36213 CHEBI:82321;CHEBI:82321 denotes ′
T43267 36213-36214 CHEBI:50217;CHEBI:50217 denotes -
T88305 36214-36219 CHEBI:46882;CHEBI:46882 denotes amino
T5438 36219-36221 CHEBI:50217;CHEBI:50217 denotes -2
T60092 36221-36240 CHEBI:53250;CHEBI:53250 denotes ′,3′-isopropylidene
T29954 36241-36250 CHEBI:22260;CHEBI:22260 denotes adenosine
T50196 36284-36305 CHEBI:86228;CHEBI:86228 denotes 4-nitrobenzenesufonyl
T14448 36306-36314 CHEBI:17996;CHEBI:17996 denotes chloride
T79305 36378-36382 CHEBI:32145;CHEBI:32145 denotes MeOH
T69919 36706-36709 CHEBI:36927;CHEBI:36927 denotes 13C
T36490 36967-36976 CHEBI:36357;CHEBI:36357 denotes compounds
T37409 36992-37000 CHEBI:75958;CHEBI:75958 denotes solution
T24357 37102-37107 CHEBI:32031;CHEBI:32031 denotes K2CO3
T81075 37203-37208 CHEBI:15377;CHEBI:15377 denotes water
T2114 37214-37221 CHEBI:15377;CHEBI:15377 denotes aqueous
T5492 37322-37328 CHEBI:34683;CHEBI:34683 denotes Na2SO4
T5574 37417-37423 CHEBI:30563;CHEBI:30563 denotes silica
T59785 37450-37454 CHEBI:32145;CHEBI:32145 denotes MeOH
T61924 37483-37491 CHEBI:36357;CHEBI:36357 denotes compound
T68367 37560-37579 CHEBI:53233;CHEBI:53233 denotes dimethyl-tetrahydro
T40445 37580-37582 CHEBI:53233;CHEBI:53233 denotes 2H
T4224 37587-37590 CHEBI:53233;CHEBI:53233 denotes [3,
T91423 37591-37592 CHEBI:53233;CHEBI:53233 denotes -
T12675 37596-37597 CHEBI:53233;CHEBI:53233 denotes 1
T79796 37597-37599 CHEBI:52029;CHEBI:52029 denotes ,3
T73827 37599-37612 CHEBI:53233;CHEBI:53233 denotes ]dioxol-4-yl]
T62607 37669-37670 CHEBI:53233;CHEBI:53233 denotes -
T53578 37670-37688 CHEBI:28714;CHEBI:28714 denotes butyldimethylsilyl
T64666 37689-37692 CHEBI:29354;CHEBI:29354 denotes oxy
T28006 37693-37697 CHEBI:53233;CHEBI:53233 denotes -5-{
T25194 37698-37704 CHEBI:53233;CHEBI:53233 denotes (tert-
T51661 37704-37722 CHEBI:8502;CHEBI:8502 denotes butyldimethylsilyl
T35859 37722-37723 CHEBI:53233;CHEBI:53233 denotes )
T59756 37723-37726 CHEBI:29354;CHEBI:29354 denotes oxy
T74145 37727-37733 CHEBI:16625;CHEBI:16625 denotes methyl
T18351 37734-37746 CHEBI:53233;CHEBI:53233 denotes oxolan-3-yl]
T71610 37746-37749 CHEBI:15533;CHEBI:15533 denotes oxy
T27362 37756-37759 CHEBI:86228;CHEBI:86228 denotes -4-
T98530 37759-37771 CHEBI:27798;CHEBI:27798 denotes nitrobenzene
T56202 37771-37774 CHEBI:86228;CHEBI:86228 denotes -1-
T15954 37774-37785 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T27636 37918-37922 CHEBI:32145;CHEBI:32145 denotes MeOH
T70470 37946-37951 CHEBI:30808;CHEBI:30808 denotes CDCl3
T31867 38450-38453 CHEBI:36927;CHEBI:36927 denotes 13C
T37264 38841-38843 CHEBI:30756;CHEBI:30756 denotes 9H
T61516 38844-38854 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T43297 38855-38879 CHEBI:53233;CHEBI:53233 denotes -2,2-dimethyl-tetrahydro
T26849 38880-38882 CHEBI:53233;CHEBI:53233 denotes 2H
T6291 38898-38900 CHEBI:53233;CHEBI:53233 denotes 3]
T10899 38900-38906 CHEBI:82321;CHEBI:82321 denotes dioxol
T30917 38906-38912 CHEBI:53233;CHEBI:53233 denotes -4-yl]
T29054 38912-38918 CHEBI:29309;CHEBI:29309 denotes methyl
T91631 38918-38919 CHEBI:53233;CHEBI:53233 denotes }
T71293 38919-38924 CHEBI:46882;CHEBI:46882 denotes amino
T48278 38925-38931 CHEBI:42241;CHEBI:42241 denotes ethoxy
T81026 38933-38961 CHEBI:53233;CHEBI:53233 denotes 4-[(tert-butyldimethylsilyl)
T93948 38961-38964 CHEBI:29354;CHEBI:29354 denotes oxy
T43751 38966-38967 CHEBI:53233;CHEBI:53233 denotes 5
T98761 38975-38976 CHEBI:53233;CHEBI:53233 denotes -
T36094 38976-38994 CHEBI:28714;CHEBI:28714 denotes butyldimethylsilyl
T18228 38995-38998 CHEBI:29354;CHEBI:29354 denotes oxy
T76224 38999-39005 CHEBI:29309;CHEBI:29309 denotes methyl
T41246 39006-39012 CHEBI:26911;CHEBI:26911 denotes oxolan
T37085 39012-39013 CHEBI:15533;CHEBI:15533 denotes -
T61179 39013-39018 CHEBI:53233;CHEBI:53233 denotes 2-yl]
T12065 39019-39021 CHEBI:53233;CHEBI:53233 denotes 9H
T53177 39021-39027 CHEBI:35589;CHEBI:35589 denotes -purin
T82206 39028-39029 CHEBI:53233;CHEBI:53233 denotes 6
T57054 39030-39035 CHEBI:32952;CHEBI:32952 denotes amine
T10400 39046-39054 CHEBI:75958;CHEBI:75958 denotes solution
T2918 39125-39130 CHEBI:32031;CHEBI:32031 denotes K2CO3
T54095 39163-39173 CHEBI:48498;CHEBI:48498 denotes thiophenol
T6657 39272-39279 CHEBI:60004;CHEBI:60004 denotes mixture
T33281 39329-39336 CHEBI:15377;CHEBI:15377 denotes aqueous
T65041 39337-39341 CHEBI:32145;CHEBI:32145 denotes NaOH
T40366 39342-39350 CHEBI:75958;CHEBI:75958 denotes solution
T1989 39364-39371 CHEBI:15377;CHEBI:15377 denotes aqueous
T99804 39482-39488 CHEBI:34683;CHEBI:34683 denotes Na2SO4
T52387 39577-39583 CHEBI:30563;CHEBI:30563 denotes silica
T84377 39611-39615 CHEBI:32145;CHEBI:32145 denotes MeOH
T32932 39695-39699 CHEBI:32145;CHEBI:32145 denotes MeOH
T16692 39723-39728 CHEBI:30808;CHEBI:30808 denotes CDCl3
T39500 40162-40165 CHEBI:36927;CHEBI:36927 denotes 13C
T98523 40516-40525 CHEBI:36357;CHEBI:36357 denotes compounds
T86450 40617-40622 CHEBI:15377;CHEBI:15377 denotes water
T52872 40707-40711 CHEBI:32145;CHEBI:32145 denotes MeOH
T28770 40714-40722 CHEBI:46787;CHEBI:46787 denotes solvents
T10210 40790-40793 CHEBI:62946;CHEBI:62946 denotes NH3
T88591 40797-40801 CHEBI:32145;CHEBI:32145 denotes MeOH
T84694 40879-40885 CHEBI:30563;CHEBI:30563 denotes silica
T97793 40940-40952 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T99254 41016-41024 CHEBI:36357;CHEBI:36357 denotes compound
T33833 41072-41077 CHEBI:15377;CHEBI:15377 denotes water
T70218 41078-41085 CHEBI:46923;CHEBI:46923 denotes dioxane
T61315 41102-41110 CHEBI:36357;CHEBI:36357 denotes compound
T6422 41187-41188 CHEBI:30756;CHEBI:30756 denotes -
T47786 41193-41196 CHEBI:30756;CHEBI:30756 denotes -9H
T39924 41197-41207 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T95618 41209-41211 CHEBI:34018;CHEBI:34018 denotes 4-
T15935 41211-41218 CHEBI:43176;CHEBI:43176 denotes hydroxy
T58434 41222-41235 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T23506 41236-41242 CHEBI:26911;CHEBI:26911 denotes oxolan
T76962 41242-41247 CHEBI:15533;CHEBI:15533 denotes -3-yl
T91563 41247-41248 CHEBI:53233;CHEBI:53233 denotes ]
T49922 41248-41251 CHEBI:29354;CHEBI:29354 denotes oxy
T43108 41252-41257 CHEBI:37807;CHEBI:37807 denotes ethyl
T94441 41258-41263 CHEBI:46882;CHEBI:46882 denotes amino
T7732 41264-41270 CHEBI:29309;CHEBI:29309 denotes methyl
T70644 41271-41278 CHEBI:26911;CHEBI:26911 denotes oxolane
T67322 41278-41279 CHEBI:15533;CHEBI:15533 denotes -
T44034 41279-41283 CHEBI:82321;CHEBI:82321 denotes 3,4-
T18776 41283-41287 CHEBI:23824;CHEBI:23824 denotes diol
T80338 41379-41391 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T77870 41923-41926 CHEBI:36927;CHEBI:36927 denotes 13C
T28859 42228-42229 CHEBI:53233;CHEBI:53233 denotes -
T41785 42229-42233 CHEBI:52029;CHEBI:52029 denotes 2,2-
T97314 42233-42242 CHEBI:53233;CHEBI:53233 denotes dimethyl-
T32713 42242-42252 CHEBI:52029;CHEBI:52029 denotes tetrahydro
T98800 42252-42255 CHEBI:53233;CHEBI:53233 denotes -2H
T70619 42269-42272 CHEBI:52029;CHEBI:52029 denotes 1,3
T56184 42272-42273 CHEBI:53233;CHEBI:53233 denotes ]
T16818 42273-42279 CHEBI:52029;CHEBI:52029 denotes dioxol
T71070 42279-42284 CHEBI:53233;CHEBI:53233 denotes -4-yl
T17264 42331-42340 CHEBI:53233;CHEBI:53233 denotes 4-[(tert-
T92170 42340-42358 CHEBI:28714;CHEBI:28714 denotes butyldimethylsilyl
T11160 42358-42359 CHEBI:53233;CHEBI:53233 denotes )
T1841 42359-42362 CHEBI:29354;CHEBI:29354 denotes oxy
T29745 42362-42374 CHEBI:53233;CHEBI:53233 denotes ]-5-{[(tert-
T95154 42374-42392 CHEBI:28714;CHEBI:28714 denotes butyldimethylsilyl
T61817 42392-42393 CHEBI:53233;CHEBI:53233 denotes )
T88971 42393-42396 CHEBI:29354;CHEBI:29354 denotes oxy
T34714 42396-42397 CHEBI:53233;CHEBI:53233 denotes ]
T89053 42397-42403 CHEBI:29309;CHEBI:29309 denotes methyl
T20420 42403-42404 CHEBI:53233;CHEBI:53233 denotes }
T79823 42404-42410 CHEBI:26911;CHEBI:26911 denotes oxolan
T49653 42410-42415 CHEBI:53233;CHEBI:53233 denotes -3-yl
T84503 42416-42419 CHEBI:29354;CHEBI:29354 denotes oxy
T87203 42420-42425 CHEBI:37807;CHEBI:37807 denotes ethyl
T18939 42426-42431 CHEBI:46882;CHEBI:46882 denotes amino
T75533 42446-42452 CHEBI:75508;CHEBI:75508 denotes butoxy
T37718 42453-42461 CHEBI:23019;CHEBI:23019 denotes carbonyl
T50416 42462-42467 CHEBI:46882;CHEBI:46882 denotes amino
T88272 42468-42477 CHEBI:17968;CHEBI:17968 denotes butanoate
T18742 42488-42496 CHEBI:75958;CHEBI:75958 denotes solution
T4622 42566-42574 CHEBI:17478;CHEBI:17478 denotes aldehyde
T82195 42635-42646 CHEBI:15366;CHEBI:15366 denotes acetic acid
T9375 42735-42741 CHEBI:35607;CHEBI:35607 denotes sodium
T8158 42742-42763 CHEBI:28621;CHEBI:28621 denotes triacetoxyborohydride
T27845 42841-42848 CHEBI:60004;CHEBI:60004 denotes mixture
T73639 42904-42911 CHEBI:15377;CHEBI:15377 denotes aqueous
T71101 42912-42918 CHEBI:32139;CHEBI:32139 denotes NaHCO3
T96786 42932-42939 CHEBI:15377;CHEBI:15377 denotes aqueous
T30010 43050-43056 CHEBI:34683;CHEBI:34683 denotes Na2SO4
T67189 43145-43151 CHEBI:30563;CHEBI:30563 denotes silica
T22030 43178-43182 CHEBI:32145;CHEBI:32145 denotes MeOH
T49057 43243-43247 CHEBI:32145;CHEBI:32145 denotes MeOH
T81566 43276-43281 CHEBI:30808;CHEBI:30808 denotes CDCl3
T29671 43807-43810 CHEBI:36927;CHEBI:36927 denotes 13C
T77495 44227-44246 CHEBI:53233;CHEBI:53233 denotes 3,4-dihydroxyoxolan
T7135 44249-44251 CHEBI:53233;CHEBI:53233 denotes yl
T35703 44283-44285 CHEBI:30756;CHEBI:30756 denotes 9H
T50990 44286-44296 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T26796 44298-44300 CHEBI:17500;CHEBI:17500 denotes 4-
T4175 44300-44307 CHEBI:43176;CHEBI:43176 denotes hydroxy
T65952 44308-44309 CHEBI:34018;CHEBI:34018 denotes 5
T10649 44309-44311 CHEBI:17500;CHEBI:17500 denotes -(
T3672 44311-44324 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T60171 44325-44331 CHEBI:26911;CHEBI:26911 denotes oxolan
T38256 44331-44332 CHEBI:15533;CHEBI:15533 denotes -
T3560 44332-44333 CHEBI:53233;CHEBI:53233 denotes 3
T94233 44333-44336 CHEBI:15533;CHEBI:15533 denotes -yl
T42442 44337-44340 CHEBI:29354;CHEBI:29354 denotes oxy
T43064 44341-44346 CHEBI:37807;CHEBI:37807 denotes ethyl
T8061 44354-44374 CHEBI:86228;CHEBI:86228 denotes 2-azaniumylbutanoate
T17648 44388-44390 CHEBI:53424;CHEBI:53424 denotes 22
T7216 44472-44477 CHEBI:15377;CHEBI:15377 denotes water
T10240 44512-44520 CHEBI:46787;CHEBI:46787 denotes solvents
T70971 44577-44582 CHEBI:15377;CHEBI:15377 denotes water
T82680 44600-44607 CHEBI:15377;CHEBI:15377 denotes aqueous
T99687 44608-44612 CHEBI:48607;CHEBI:48607 denotes LiOH
T12422 44613-44621 CHEBI:75958;CHEBI:75958 denotes solution
T45037 44719-44726 CHEBI:15377;CHEBI:15377 denotes aqueous
T26603 44727-44730 CHEBI:17883;CHEBI:17883 denotes HCl
T15792 44731-44739 CHEBI:75958;CHEBI:75958 denotes solution
T22239 44745-44752 CHEBI:46787;CHEBI:46787 denotes solvent
T42331 44858-44864 CHEBI:30563;CHEBI:30563 denotes silica
T43871 44925-44937 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T83104 45001-45009 CHEBI:36357;CHEBI:36357 denotes compound
T77066 45057-45062 CHEBI:15377;CHEBI:15377 denotes water
T3324 45594-45597 CHEBI:36927;CHEBI:36927 denotes 13C
T32226 45918-45923 CHEBI:30756;CHEBI:30756 denotes -9-yl
T22539 45924-45950 CHEBI:53233;CHEBI:53233 denotes -3,4-dihydroxyoxolan-2-yl]
T43743 45950-45956 CHEBI:29309;CHEBI:29309 denotes methyl
T65681 45973-45994 CHEBI:30756;CHEBI:30756 denotes 6-amino-9H-purin-9-yl
T74576 45996-45998 CHEBI:34018;CHEBI:34018 denotes 4-
T56336 45998-46005 CHEBI:43176;CHEBI:43176 denotes hydroxy
T63032 46005-46006 CHEBI:17500;CHEBI:17500 denotes -
T71636 46006-46008 CHEBI:34018;CHEBI:34018 denotes 5-
T12303 46008-46009 CHEBI:17500;CHEBI:17500 denotes (
T91451 46009-46022 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T56103 46023-46029 CHEBI:26911;CHEBI:26911 denotes oxolan
T94307 46030-46031 CHEBI:17500;CHEBI:17500 denotes 3
T57389 46035-46038 CHEBI:29354;CHEBI:29354 denotes oxy
T45750 46039-46044 CHEBI:37807;CHEBI:37807 denotes ethyl
T71688 46045-46050 CHEBI:46882;CHEBI:46882 denotes amino
T33280 46051-46060 CHEBI:17968;CHEBI:17968 denotes butanoate
T22610 46152-46164 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T96226 46848-46851 CHEBI:36927;CHEBI:36927 denotes 13C
T86741 47167-47171 CHEBI:30756;CHEBI:30756 denotes 9-yl
T58744 47173-47197 CHEBI:53233;CHEBI:53233 denotes 3,4-dihydroxyoxolan-2-yl
T47857 47198-47204 CHEBI:29309;CHEBI:29309 denotes methyl
T38462 47221-47242 CHEBI:30756;CHEBI:30756 denotes 6-amino-9H-purin-9-yl
T83257 47244-47246 CHEBI:34018;CHEBI:34018 denotes 4-
T64218 47246-47253 CHEBI:43176;CHEBI:43176 denotes hydroxy
T51011 47253-47254 CHEBI:82321;CHEBI:82321 denotes -
T77268 47254-47255 CHEBI:34018;CHEBI:34018 denotes 5
T44485 47255-47256 CHEBI:82321;CHEBI:82321 denotes -
T32686 47256-47257 CHEBI:17500;CHEBI:17500 denotes (
T55257 47257-47270 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T66651 47271-47277 CHEBI:26911;CHEBI:26911 denotes oxolan
T12230 47277-47278 CHEBI:15533;CHEBI:15533 denotes -
T95331 47278-47282 CHEBI:82321;CHEBI:82321 denotes 3-yl
T2115 47283-47286 CHEBI:29354;CHEBI:29354 denotes oxy
T86076 47287-47292 CHEBI:37807;CHEBI:37807 denotes ethyl
T70057 47299-47309 CHEBI:22965;CHEBI:22965 denotes butanamide
T84042 47323-47325 CHEBI:53424;CHEBI:53424 denotes 22
T67269 47409-47414 CHEBI:15377;CHEBI:15377 denotes water
T97010 47469-47477 CHEBI:46787;CHEBI:46787 denotes solvents
T83843 47528-47531 CHEBI:62946;CHEBI:62946 denotes NH3
T7244 47535-47539 CHEBI:32145;CHEBI:32145 denotes MeOH
T36733 47583-47591 CHEBI:46787;CHEBI:46787 denotes solvents
T77353 47685-47691 CHEBI:30563;CHEBI:30563 denotes silica
T73055 47752-47764 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T11993 47828-47836 CHEBI:36357;CHEBI:36357 denotes compound
T35043 47884-47889 CHEBI:15377;CHEBI:15377 denotes water
T3608 48449-48452 CHEBI:36927;CHEBI:36927 denotes 13C
T38632 48759-48768 CHEBI:36357;CHEBI:36357 denotes compounds
T27381 48788-48796 CHEBI:75958;CHEBI:75958 denotes solution
T70032 48863-48870 CHEBI:15858;CHEBI:15858 denotes bromide
T50931 48871-48878 CHEBI:33893;CHEBI:33893 denotes reagent
T24500 48973-48980 CHEBI:60004;CHEBI:60004 denotes mixture
T75121 49019-49026 CHEBI:15377;CHEBI:15377 denotes aqueous
T6076 49127-49133 CHEBI:34683;CHEBI:34683 denotes Na2SO4
T31885 49222-49228 CHEBI:30563;CHEBI:30563 denotes silica
T20744 49255-49259 CHEBI:32145;CHEBI:32145 denotes MeOH
T50504 49288-49296 CHEBI:36357;CHEBI:36357 denotes compound
T32363 49366-49368 CHEBI:30756;CHEBI:30756 denotes 9H
T13211 49369-49379 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T96959 49380-49404 CHEBI:53233;CHEBI:53233 denotes -2,2-dimethyl-tetrahydro
T81968 49405-49407 CHEBI:53233;CHEBI:53233 denotes 2H
T62563 49423-49431 CHEBI:53233;CHEBI:53233 denotes 3]dioxol
T71718 49432-49433 CHEBI:53233;CHEBI:53233 denotes 4
T20039 49433-49436 CHEBI:28714;CHEBI:28714 denotes -yl
T58470 49437-49443 CHEBI:29309;CHEBI:29309 denotes methyl
T88741 49445-49450 CHEBI:34594;CHEBI:34594 denotes butyl
T90855 49451-49456 CHEBI:46882;CHEBI:46882 denotes amino
T4988 49457-49463 CHEBI:42241;CHEBI:42241 denotes ethoxy
T98861 49465-49466 CHEBI:53233;CHEBI:53233 denotes 4
T30207 49474-49492 CHEBI:28714;CHEBI:28714 denotes butyldimethylsilyl
T63301 49493-49496 CHEBI:29354;CHEBI:29354 denotes oxy
T91694 49527-49530 CHEBI:29354;CHEBI:29354 denotes oxy
T32425 49531-49537 CHEBI:29309;CHEBI:29309 denotes methyl
T53106 49538-49544 CHEBI:26911;CHEBI:26911 denotes oxolan
T98099 49544-49545 CHEBI:15533;CHEBI:15533 denotes -
T44173 49545-49550 CHEBI:53233;CHEBI:53233 denotes 2-yl]
T15637 49551-49553 CHEBI:53233;CHEBI:53233 denotes 9H
T88656 49554-49559 CHEBI:35589;CHEBI:35589 denotes purin
T83607 49562-49567 CHEBI:32952;CHEBI:32952 denotes amine
T96207 49630-49643 CHEBI:20067;CHEBI:20067 denotes 1-bromobutane
T31939 49701-49705 CHEBI:32145;CHEBI:32145 denotes MeOH
T15973 49734-49739 CHEBI:30808;CHEBI:30808 denotes CDCl3
T79430 50334-50337 CHEBI:36927;CHEBI:36927 denotes 13C
T77832 50718-50720 CHEBI:30756;CHEBI:30756 denotes 9H
T96984 50721-50731 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T12300 50732-50756 CHEBI:53233;CHEBI:53233 denotes -2,2-dimethyl-tetrahydro
T64622 50757-50759 CHEBI:53233;CHEBI:53233 denotes 2H
T81649 50775-50789 CHEBI:53233;CHEBI:53233 denotes 3]dioxol-4-yl]
T60058 50789-50795 CHEBI:29309;CHEBI:29309 denotes methyl
T67441 50797-50798 CHEBI:53233;CHEBI:53233 denotes 3
T59101 50798-50812 CHEBI:8502;CHEBI:8502 denotes -phenylpropyl)
T10803 50812-50817 CHEBI:46882;CHEBI:46882 denotes amino
T99412 50818-50824 CHEBI:42241;CHEBI:42241 denotes ethoxy
T27421 50825-50828 CHEBI:53233;CHEBI:53233 denotes -4-
T45002 50854-50857 CHEBI:29354;CHEBI:29354 denotes oxy
T25885 50859-50864 CHEBI:53233;CHEBI:53233 denotes 5-{[(
T76580 50868-50869 CHEBI:53233;CHEBI:53233 denotes -
T82459 50869-50887 CHEBI:28714;CHEBI:28714 denotes butyldimethylsilyl
T94186 50887-50888 CHEBI:53233;CHEBI:53233 denotes )
T75385 50888-50891 CHEBI:29354;CHEBI:29354 denotes oxy
T89594 50892-50898 CHEBI:29309;CHEBI:29309 denotes methyl
T24507 50899-50905 CHEBI:26911;CHEBI:26911 denotes oxolan
T59105 50905-50908 CHEBI:53233;CHEBI:53233 denotes -2-
T72096 50908-50910 CHEBI:82321;CHEBI:82321 denotes yl
T34424 50910-50912 CHEBI:53233;CHEBI:53233 denotes ]-
T54801 50912-50914 CHEBI:29238;CHEBI:29238 denotes 9H
T56070 50914-50920 CHEBI:35589;CHEBI:35589 denotes -purin
T43386 50923-50928 CHEBI:32952;CHEBI:32952 denotes amine
T11041 50994-50995 CHEBI:17824;CHEBI:17824 denotes 1
T17301 50995-50996 CHEBI:8502;CHEBI:8502 denotes -
T35667 50996-51001 CHEBI:47265;CHEBI:47265 denotes bromo
T19186 51001-51017 CHEBI:17824;CHEBI:17824 denotes -3-phenylpropane
T54530 51075-51079 CHEBI:32145;CHEBI:32145 denotes MeOH
T27602 51107-51112 CHEBI:30808;CHEBI:30808 denotes CDCl3
T43770 51694-51697 CHEBI:36927;CHEBI:36927 denotes 13C
T80130 51712-51717 CHEBI:30808;CHEBI:30808 denotes CDCl3
T75110 52110-52142 CHEBI:53233;CHEBI:53233 denotes 2-dimethyl-tetrahydro-2H-furo[3,
T17943 52143-52144 CHEBI:53233;CHEBI:53233 denotes -
T24037 52148-52149 CHEBI:53233;CHEBI:53233 denotes 1
T86603 52149-52151 CHEBI:52029;CHEBI:52029 denotes ,3
T59348 52151-52152 CHEBI:53233;CHEBI:53233 denotes ]
T37288 52152-52158 CHEBI:52029;CHEBI:52029 denotes dioxol
T39000 52158-52164 CHEBI:53233;CHEBI:53233 denotes -4-yl]
T31856 52164-52170 CHEBI:29309;CHEBI:29309 denotes methyl
T47118 52214-52219 CHEBI:53233;CHEBI:53233 denotes tert-
T15383 52219-52237 CHEBI:28714;CHEBI:28714 denotes butyldimethylsilyl
T47564 52237-52238 CHEBI:53233;CHEBI:53233 denotes )
T29123 52238-52241 CHEBI:29354;CHEBI:29354 denotes oxy
T88497 52241-52246 CHEBI:53233;CHEBI:53233 denotes ]-5-{
T48709 52247-52253 CHEBI:53233;CHEBI:53233 denotes (tert-
T67159 52253-52271 CHEBI:8502;CHEBI:8502 denotes butyldimethylsilyl
T41322 52271-52272 CHEBI:53233;CHEBI:53233 denotes )
T77050 52272-52275 CHEBI:29354;CHEBI:29354 denotes oxy
T15677 52276-52282 CHEBI:29309;CHEBI:29309 denotes methyl
T31769 52283-52289 CHEBI:26911;CHEBI:26911 denotes oxolan
T33192 52289-52295 CHEBI:53233;CHEBI:53233 denotes -3-yl]
T11035 52295-52298 CHEBI:29354;CHEBI:29354 denotes oxy
T21898 52299-52304 CHEBI:37807;CHEBI:37807 denotes ethyl
T71397 52311-52320 CHEBI:17968;CHEBI:17968 denotes butanoate
T12961 52467-52471 CHEBI:32145;CHEBI:32145 denotes MeOH
T70489 52500-52505 CHEBI:30808;CHEBI:30808 denotes CDCl3
T84309 53098-53101 CHEBI:36927;CHEBI:36927 denotes 13C
T58714 53506-53507 CHEBI:30756;CHEBI:30756 denotes -
T60342 53512-53515 CHEBI:30756;CHEBI:30756 denotes -9H
T65612 53516-53526 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T42180 53528-53530 CHEBI:34018;CHEBI:34018 denotes 4-
T82658 53530-53537 CHEBI:43176;CHEBI:43176 denotes hydroxy
T41862 53541-53554 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T39392 53555-53561 CHEBI:26911;CHEBI:26911 denotes oxolan
T89517 53561-53562 CHEBI:15533;CHEBI:15533 denotes -
T16740 53562-53563 CHEBI:53233;CHEBI:53233 denotes 3
T19135 53563-53564 CHEBI:15533;CHEBI:15533 denotes -
T43742 53564-53567 CHEBI:53233;CHEBI:53233 denotes yl]
T82076 53567-53570 CHEBI:29354;CHEBI:29354 denotes oxy
T98620 53571-53576 CHEBI:37807;CHEBI:37807 denotes ethyl
T17528 53578-53583 CHEBI:34594;CHEBI:34594 denotes butyl
T68224 53584-53589 CHEBI:46882;CHEBI:46882 denotes amino
T64086 53590-53596 CHEBI:29309;CHEBI:29309 denotes methyl
T30277 53597-53604 CHEBI:26911;CHEBI:26911 denotes oxolane
T19025 53605-53609 CHEBI:53233;CHEBI:53233 denotes 3,4-
T83414 53609-53613 CHEBI:23824;CHEBI:23824 denotes diol
T86511 53703-53715 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T14604 53879-53883 CHEBI:51231;CHEBI:51231 denotes DMSO
T9536 54408-54411 CHEBI:36927;CHEBI:36927 denotes 13C
T38868 54741-54742 CHEBI:30756;CHEBI:30756 denotes -
T91949 54747-54750 CHEBI:30756;CHEBI:30756 denotes -9H
T49295 54751-54761 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T28492 54763-54765 CHEBI:34018;CHEBI:34018 denotes 4-
T77208 54765-54772 CHEBI:43176;CHEBI:43176 denotes hydroxy
T39603 54776-54789 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T52817 54790-54796 CHEBI:26911;CHEBI:26911 denotes oxolan
T91907 54796-54797 CHEBI:15533;CHEBI:15533 denotes -
T56213 54797-54802 CHEBI:53233;CHEBI:53233 denotes 3-yl]
T76550 54802-54805 CHEBI:29354;CHEBI:29354 denotes oxy
T36483 54806-54811 CHEBI:37807;CHEBI:37807 denotes ethyl
T68718 54813-54815 CHEBI:17824;CHEBI:17824 denotes 3-
T77501 54815-54827 CHEBI:8102;CHEBI:8102 denotes phenylpropyl
T56816 54828-54833 CHEBI:46882;CHEBI:46882 denotes amino
T84634 54834-54840 CHEBI:29309;CHEBI:29309 denotes methyl
T51391 54841-54848 CHEBI:26911;CHEBI:26911 denotes oxolane
T81555 54849-54853 CHEBI:53233;CHEBI:53233 denotes 3,4-
T98146 54853-54857 CHEBI:23824;CHEBI:23824 denotes diol
T33829 54948-54960 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T10815 55653-55656 CHEBI:36927;CHEBI:36927 denotes 13C
T83945 55979-55996 CHEBI:53233;CHEBI:53233 denotes 4-dihydroxyoxolan
T7147 55997-55998 CHEBI:53233;CHEBI:53233 denotes 2
T56766 55999-56001 CHEBI:53233;CHEBI:53233 denotes yl
T96958 56002-56008 CHEBI:29309;CHEBI:29309 denotes methyl
T37005 56033-56035 CHEBI:29238;CHEBI:29238 denotes 9H
T20863 56036-56046 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T19679 56048-56050 CHEBI:17500;CHEBI:17500 denotes 4-
T77075 56050-56057 CHEBI:43176;CHEBI:43176 denotes hydroxy
T41949 56057-56058 CHEBI:15533;CHEBI:15533 denotes -
T22088 56058-56059 CHEBI:34018;CHEBI:34018 denotes 5
T85300 56059-56060 CHEBI:17500;CHEBI:17500 denotes -
T16069 56060-56061 CHEBI:62946;CHEBI:62946 denotes (
T4614 56061-56074 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T39015 56075-56081 CHEBI:26911;CHEBI:26911 denotes oxolan
T78649 56081-56087 CHEBI:15533;CHEBI:15533 denotes -3-yl]
T51928 56087-56090 CHEBI:29354;CHEBI:29354 denotes oxy
T54744 56091-56096 CHEBI:37807;CHEBI:37807 denotes ethyl
T59187 56097-56102 CHEBI:46882;CHEBI:46882 denotes amino
T40939 56103-56112 CHEBI:17968;CHEBI:17968 denotes butanoate
T8624 56204-56216 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T41103 56910-56913 CHEBI:36927;CHEBI:36927 denotes 13C
T67979 57238-57253 CHEBI:50488;CHEBI:50488 denotes dihydroxyoxolan
T32544 57256-57258 CHEBI:53233;CHEBI:53233 denotes yl
T12991 57259-57265 CHEBI:16625;CHEBI:16625 denotes methyl
T86322 57298-57302 CHEBI:30756;CHEBI:30756 denotes 9-yl
T2693 57303-57305 CHEBI:17500;CHEBI:17500 denotes -4
T25161 57305-57306 CHEBI:34018;CHEBI:34018 denotes -
T69413 57306-57313 CHEBI:43176;CHEBI:43176 denotes hydroxy
T26102 57313-57317 CHEBI:17500;CHEBI:17500 denotes -5-(
T20939 57317-57330 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T70312 57331-57337 CHEBI:26911;CHEBI:26911 denotes oxolan
T56764 57337-57343 CHEBI:15533;CHEBI:15533 denotes -3-yl]
T75470 57343-57346 CHEBI:29354;CHEBI:29354 denotes oxy
T3995 57347-57352 CHEBI:37807;CHEBI:37807 denotes ethyl
T67962 57353-57358 CHEBI:46882;CHEBI:46882 denotes amino
T85476 57359-57372 CHEBI:30772;CHEBI:30772 denotes butanoic acid
T88015 57453-57458 CHEBI:15377;CHEBI:15377 denotes water
T32144 57496-57504 CHEBI:46787;CHEBI:46787 denotes solvents
T73518 57561-57566 CHEBI:15377;CHEBI:15377 denotes water
T36371 57584-57588 CHEBI:48607;CHEBI:48607 denotes LiOH
T62284 57589-57596 CHEBI:15377;CHEBI:15377 denotes aqueous
T5176 57597-57605 CHEBI:75958;CHEBI:75958 denotes solution
T58294 57707-57710 CHEBI:17883;CHEBI:17883 denotes HCl
T17055 57711-57718 CHEBI:15377;CHEBI:15377 denotes aqueous
T68995 57719-57727 CHEBI:75958;CHEBI:75958 denotes solution
T64029 57729-57737 CHEBI:46787;CHEBI:46787 denotes Solvents
T62206 57844-57850 CHEBI:30563;CHEBI:30563 denotes silica
T74306 57911-57923 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T36288 57987-57995 CHEBI:36357;CHEBI:36357 denotes compound
T43085 58043-58048 CHEBI:15377;CHEBI:15377 denotes water
T91454 58053-58064 CHEBI:47032;CHEBI:47032 denotes 1,4-dioxane
T2736 58572-58575 CHEBI:36927;CHEBI:36927 denotes 13C
T79216 58887-58902 CHEBI:50488;CHEBI:50488 denotes dihydroxyoxolan
T85055 58903-58904 CHEBI:53233;CHEBI:53233 denotes 2
T43977 58905-58908 CHEBI:53233;CHEBI:53233 denotes yl]
T33776 58908-58914 CHEBI:29309;CHEBI:29309 denotes methyl
T65828 58945-58955 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T82249 58957-58959 CHEBI:34018;CHEBI:34018 denotes 4-
T57163 58959-58966 CHEBI:43176;CHEBI:43176 denotes hydroxy
T86787 58967-58968 CHEBI:34018;CHEBI:34018 denotes 5
T88206 58970-58983 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T75477 58984-58990 CHEBI:26911;CHEBI:26911 denotes oxolan
T88093 58990-58991 CHEBI:15533;CHEBI:15533 denotes -
T95303 58991-58992 CHEBI:53233;CHEBI:53233 denotes 3
T3186 58992-58995 CHEBI:15533;CHEBI:15533 denotes -yl
T92631 58995-58996 CHEBI:53233;CHEBI:53233 denotes ]
T16525 58996-58999 CHEBI:15533;CHEBI:15533 denotes oxy
T41900 59009-59021 CHEBI:27798;CHEBI:27798 denotes nitrobenzene
T40897 59021-59024 CHEBI:86228;CHEBI:86228 denotes -1-
T93891 59024-59035 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T65427 59123-59135 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T35276 59732-59735 CHEBI:36927;CHEBI:36927 denotes 13C
T14444 60058-60090 CHEBI:53233;CHEBI:53233 denotes dimethyl-tetrahydro-2H-furo[3,4-
T86614 60094-60095 CHEBI:53233;CHEBI:53233 denotes 1
T55502 60095-60097 CHEBI:52029;CHEBI:52029 denotes ,3
T27030 60097-60110 CHEBI:53233;CHEBI:53233 denotes ]dioxol-4-yl]
T26242 60110-60116 CHEBI:16625;CHEBI:16625 denotes methyl
T17678 60118-60120 CHEBI:53233;CHEBI:53233 denotes 4-
T59084 60120-60127 CHEBI:44520;CHEBI:44520 denotes methoxy
T86083 60127-60130 CHEBI:86228;CHEBI:86228 denotes -2-
T44502 60130-60142 CHEBI:27798;CHEBI:27798 denotes nitrobenzene
T30124 60142-60145 CHEBI:86228;CHEBI:86228 denotes -1-
T12702 60145-60156 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T43724 60186-60188 CHEBI:75508;CHEBI:75508 denotes 5′
T15754 60188-60189 CHEBI:50217;CHEBI:50217 denotes -
T15605 60189-60194 CHEBI:46882;CHEBI:46882 denotes amino
T66517 60194-60196 CHEBI:50217;CHEBI:50217 denotes -2
T51285 60196-60215 CHEBI:53250;CHEBI:53250 denotes ′,3′-isopropylidene
T60654 60216-60225 CHEBI:22260;CHEBI:22260 denotes adenosine
T59959 60259-60261 CHEBI:86228;CHEBI:86228 denotes 4-
T71386 60261-60268 CHEBI:44520;CHEBI:44520 denotes methoxy
T64311 60268-60290 CHEBI:86228;CHEBI:86228 denotes -2-nitrobenzenesufonyl
T25560 60291-60299 CHEBI:17996;CHEBI:17996 denotes chloride
T12660 60363-60367 CHEBI:32145;CHEBI:32145 denotes MeOH
T35215 60770-60773 CHEBI:36927;CHEBI:36927 denotes 13C
T40993 61056-61088 CHEBI:53233;CHEBI:53233 denotes dimethyl-tetrahydro-2H-furo[3,4-
T62855 61092-61093 CHEBI:53233;CHEBI:53233 denotes 1
T18856 61093-61095 CHEBI:52029;CHEBI:52029 denotes ,3
T92405 61095-61108 CHEBI:53233;CHEBI:53233 denotes ]dioxol-4-yl]
T62906 61118-61125 CHEBI:44520;CHEBI:44520 denotes methoxy
T14229 61125-61128 CHEBI:86228;CHEBI:86228 denotes -4-
T73095 61128-61140 CHEBI:27798;CHEBI:27798 denotes nitrobenzene
T91256 61140-61143 CHEBI:86228;CHEBI:86228 denotes -1-
T81134 61143-61154 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T58600 61184-61186 CHEBI:75508;CHEBI:75508 denotes 5′
T12200 61186-61187 CHEBI:50217;CHEBI:50217 denotes -
T33578 61187-61192 CHEBI:46882;CHEBI:46882 denotes amino
T50826 61192-61194 CHEBI:50217;CHEBI:50217 denotes -2
T38141 61194-61213 CHEBI:53250;CHEBI:53250 denotes ′,3′-isopropylidene
T17003 61214-61223 CHEBI:22260;CHEBI:22260 denotes adenosine
T78529 61257-61259 CHEBI:86228;CHEBI:86228 denotes 2-
T7741 61259-61266 CHEBI:44520;CHEBI:44520 denotes methoxy
T22950 61266-61288 CHEBI:86228;CHEBI:86228 denotes -4-nitrobenzenesufonyl
T16793 61289-61297 CHEBI:17996;CHEBI:17996 denotes chloride
T88265 61361-61365 CHEBI:32145;CHEBI:32145 denotes MeOH
T82081 61735-61738 CHEBI:36927;CHEBI:36927 denotes 13C
T26652 62021-62053 CHEBI:53233;CHEBI:53233 denotes dimethyl-tetrahydro-2H-furo[3,4-
T26468 62057-62058 CHEBI:53233;CHEBI:53233 denotes 1
T67874 62058-62060 CHEBI:52029;CHEBI:52029 denotes ,3
T80666 62060-62073 CHEBI:53233;CHEBI:53233 denotes ]dioxol-4-yl]
T24491 62083-62088 CHEBI:29785;CHEBI:29785 denotes nitro
T43584 62088-62091 CHEBI:86228;CHEBI:86228 denotes -4-
T19738 62091-62115 CHEBI:36810;CHEBI:36810 denotes (trifluoromethyl)benzene
T81878 62115-62116 CHEBI:34674;CHEBI:34674 denotes -
T11024 62116-62118 CHEBI:86228;CHEBI:86228 denotes 1-
T4653 62118-62129 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T26922 62140-62148 CHEBI:75958;CHEBI:75958 denotes solution
T37045 62152-62153 CHEBI:34018;CHEBI:34018 denotes 5
T78171 62153-62154 CHEBI:53250;CHEBI:53250 denotes ′
T33253 62154-62155 CHEBI:75508;CHEBI:75508 denotes -
T52510 62155-62160 CHEBI:46882;CHEBI:46882 denotes amino
T10078 62160-62161 CHEBI:75508;CHEBI:75508 denotes -
T92577 62161-62181 CHEBI:53250;CHEBI:53250 denotes 2′,3′-isopropylidene
T98848 62182-62191 CHEBI:22260;CHEBI:22260 denotes adenosine
T6780 62292-62294 CHEBI:86228;CHEBI:86228 denotes 2-
T90464 62294-62299 CHEBI:29785;CHEBI:29785 denotes nitro
T13282 62299-62331 CHEBI:86228;CHEBI:86228 denotes -4-trifluoromethylbenzenesufonyl
T47375 62332-62340 CHEBI:17996;CHEBI:17996 denotes chloride
T91473 62405-62412 CHEBI:60004;CHEBI:60004 denotes mixture
T29148 62459-62464 CHEBI:2511;CHEBI:2511 denotes argon
T37167 62479-62486 CHEBI:60004;CHEBI:60004 denotes mixture
T88824 62522-62527 CHEBI:15377;CHEBI:15377 denotes water
T70018 62541-62548 CHEBI:15377;CHEBI:15377 denotes aqueous
T75778 62669-62675 CHEBI:34683;CHEBI:34683 denotes Na2SO4
T42939 62764-62770 CHEBI:30563;CHEBI:30563 denotes silica
T97301 62797-62801 CHEBI:32145;CHEBI:32145 denotes MeOH
T5962 62870-62874 CHEBI:32145;CHEBI:32145 denotes MeOH
T51133 63262-63265 CHEBI:36927;CHEBI:36927 denotes 13C
T98719 63607-63639 CHEBI:53233;CHEBI:53233 denotes dimethyl-tetrahydro-2H-furo[3,4-
T64923 63643-63644 CHEBI:53233;CHEBI:53233 denotes 1
T19618 63644-63646 CHEBI:52029;CHEBI:52029 denotes ,3
T21752 63646-63659 CHEBI:53233;CHEBI:53233 denotes ]dioxol-4-yl]
T69104 63659-63665 CHEBI:16625;CHEBI:16625 denotes methyl
T6973 63667-63669 CHEBI:53233;CHEBI:53233 denotes 4-
T6632 63669-63675 CHEBI:47853;CHEBI:47853 denotes chloro
T32297 63675-63678 CHEBI:86228;CHEBI:86228 denotes -3-
T3937 63678-63690 CHEBI:27798;CHEBI:27798 denotes nitrobenzene
T22911 63690-63693 CHEBI:86228;CHEBI:86228 denotes -1-
T94422 63693-63704 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T41796 63734-63736 CHEBI:75508;CHEBI:75508 denotes 5′
T29317 63736-63737 CHEBI:50217;CHEBI:50217 denotes -
T14374 63737-63742 CHEBI:46882;CHEBI:46882 denotes amino
T34149 63742-63744 CHEBI:50217;CHEBI:50217 denotes -2
T75460 63744-63763 CHEBI:53250;CHEBI:53250 denotes ′,3′-isopropylidene
T57966 63764-63773 CHEBI:22260;CHEBI:22260 denotes adenosine
T37315 63807-63809 CHEBI:86228;CHEBI:86228 denotes 4-
T51836 63809-63815 CHEBI:47853;CHEBI:47853 denotes chloro
T55660 63815-63837 CHEBI:86228;CHEBI:86228 denotes -3-nitrobenzenesufonyl
T3877 63838-63846 CHEBI:17996;CHEBI:17996 denotes chloride
T85531 63910-63914 CHEBI:32145;CHEBI:32145 denotes MeOH
T63694 64293-64296 CHEBI:36927;CHEBI:36927 denotes 13C
T39424 64582-64601 CHEBI:53233;CHEBI:53233 denotes dimethyl-tetrahydro
T79131 64602-64604 CHEBI:53233;CHEBI:53233 denotes 2H
T56876 64609-64612 CHEBI:53233;CHEBI:53233 denotes [3,
T1840 64613-64614 CHEBI:53233;CHEBI:53233 denotes -
T79993 64618-64619 CHEBI:53233;CHEBI:53233 denotes 1
T59259 64619-64621 CHEBI:52029;CHEBI:52029 denotes ,3
T58344 64621-64634 CHEBI:53233;CHEBI:53233 denotes ]dioxol-4-yl]
T56893 64691-64692 CHEBI:53233;CHEBI:53233 denotes -
T73747 64692-64710 CHEBI:28714;CHEBI:28714 denotes butyldimethylsilyl
T18438 64711-64714 CHEBI:29354;CHEBI:29354 denotes oxy
T54841 64715-64719 CHEBI:53233;CHEBI:53233 denotes -5-{
T97077 64720-64726 CHEBI:53233;CHEBI:53233 denotes (tert-
T68234 64726-64744 CHEBI:8502;CHEBI:8502 denotes butyldimethylsilyl
T94264 64744-64745 CHEBI:53233;CHEBI:53233 denotes )
T45887 64745-64748 CHEBI:29354;CHEBI:29354 denotes oxy
T38709 64749-64755 CHEBI:16625;CHEBI:16625 denotes methyl
T31272 64756-64768 CHEBI:53233;CHEBI:53233 denotes oxolan-3-yl]
T72011 64768-64771 CHEBI:15533;CHEBI:15533 denotes oxy
T23440 64778-64781 CHEBI:86228;CHEBI:86228 denotes -4-
T27327 64781-64788 CHEBI:44520;CHEBI:44520 denotes methoxy
T65448 64788-64791 CHEBI:86228;CHEBI:86228 denotes -2-
T41958 64791-64803 CHEBI:27798;CHEBI:27798 denotes nitrobenzene
T14164 64803-64806 CHEBI:86228;CHEBI:86228 denotes -1-
T27301 64806-64817 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T19888 64948-64952 CHEBI:32145;CHEBI:32145 denotes MeOH
T53371 64976-64981 CHEBI:30808;CHEBI:30808 denotes CDCl3
T67172 65541-65544 CHEBI:36927;CHEBI:36927 denotes 13C
T11579 65950-65969 CHEBI:53233;CHEBI:53233 denotes dimethyl-tetrahydro
T57065 65970-65972 CHEBI:53233;CHEBI:53233 denotes 2H
T59700 65977-65980 CHEBI:53233;CHEBI:53233 denotes [3,
T59722 65981-65982 CHEBI:53233;CHEBI:53233 denotes -
T42544 65986-65987 CHEBI:53233;CHEBI:53233 denotes 1
T89251 65987-65989 CHEBI:52029;CHEBI:52029 denotes ,3
T97990 65989-66002 CHEBI:53233;CHEBI:53233 denotes ]dioxol-4-yl]
T80122 66059-66060 CHEBI:53233;CHEBI:53233 denotes -
T27927 66060-66078 CHEBI:28714;CHEBI:28714 denotes butyldimethylsilyl
T35965 66079-66082 CHEBI:29354;CHEBI:29354 denotes oxy
T56636 66083-66087 CHEBI:53233;CHEBI:53233 denotes -5-{
T31702 66088-66094 CHEBI:53233;CHEBI:53233 denotes (tert-
T78929 66094-66112 CHEBI:8502;CHEBI:8502 denotes butyldimethylsilyl
T25606 66112-66113 CHEBI:53233;CHEBI:53233 denotes )
T51248 66113-66116 CHEBI:29354;CHEBI:29354 denotes oxy
T25004 66117-66123 CHEBI:16625;CHEBI:16625 denotes methyl
T31765 66124-66136 CHEBI:53233;CHEBI:53233 denotes oxolan-3-yl]
T85183 66136-66139 CHEBI:15533;CHEBI:15533 denotes oxy
T36168 66146-66149 CHEBI:86228;CHEBI:86228 denotes -2-
T30288 66149-66156 CHEBI:44520;CHEBI:44520 denotes methoxy
T52663 66156-66159 CHEBI:86228;CHEBI:86228 denotes -4-
T78115 66159-66171 CHEBI:27798;CHEBI:27798 denotes nitrobenzene
T41784 66171-66174 CHEBI:86228;CHEBI:86228 denotes -1-
T81810 66174-66185 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T89493 66316-66320 CHEBI:32145;CHEBI:32145 denotes MeOH
T31016 66344-66349 CHEBI:30808;CHEBI:30808 denotes CDCl3
T97646 66825-66828 CHEBI:36927;CHEBI:36927 denotes 13C
T87470 67233-67252 CHEBI:53233;CHEBI:53233 denotes dimethyl-tetrahydro
T54024 67253-67255 CHEBI:53233;CHEBI:53233 denotes 2H
T23527 67260-67263 CHEBI:53233;CHEBI:53233 denotes [3,
T99559 67264-67265 CHEBI:53233;CHEBI:53233 denotes -
T85766 67269-67270 CHEBI:53233;CHEBI:53233 denotes 1
T61574 67270-67272 CHEBI:52029;CHEBI:52029 denotes ,3
T68998 67272-67285 CHEBI:53233;CHEBI:53233 denotes ]dioxol-4-yl]
T87014 67342-67343 CHEBI:53233;CHEBI:53233 denotes -
T85986 67343-67361 CHEBI:28714;CHEBI:28714 denotes butyldimethylsilyl
T75304 67362-67365 CHEBI:29354;CHEBI:29354 denotes oxy
T65071 67366-67370 CHEBI:53233;CHEBI:53233 denotes -5-{
T97121 67371-67377 CHEBI:53233;CHEBI:53233 denotes (tert-
T81982 67377-67395 CHEBI:8502;CHEBI:8502 denotes butyldimethylsilyl
T83644 67395-67396 CHEBI:53233;CHEBI:53233 denotes )
T41506 67396-67399 CHEBI:29354;CHEBI:29354 denotes oxy
T90520 67400-67406 CHEBI:16625;CHEBI:16625 denotes methyl
T17006 67407-67419 CHEBI:53233;CHEBI:53233 denotes oxolan-3-yl]
T97336 67419-67422 CHEBI:15533;CHEBI:15533 denotes oxy
T35230 67430-67432 CHEBI:86228;CHEBI:86228 denotes 2-
T15021 67432-67437 CHEBI:29785;CHEBI:29785 denotes nitro
T62058 67437-67440 CHEBI:86228;CHEBI:86228 denotes -4-
T6656 67440-67464 CHEBI:36810;CHEBI:36810 denotes (trifluoromethyl)benzene
T57151 67464-67465 CHEBI:34674;CHEBI:34674 denotes -
T62009 67465-67467 CHEBI:86228;CHEBI:86228 denotes 1-
T50319 67467-67478 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T36780 67607-67611 CHEBI:32145;CHEBI:32145 denotes MeOH
T97406 67635-67640 CHEBI:30808;CHEBI:30808 denotes CDCl3
T29610 68229-68232 CHEBI:36927;CHEBI:36927 denotes 13C
T79736 68719-68738 CHEBI:53233;CHEBI:53233 denotes dimethyl-tetrahydro
T99248 68739-68741 CHEBI:53233;CHEBI:53233 denotes 2H
T39597 68746-68749 CHEBI:53233;CHEBI:53233 denotes [3,
T56665 68750-68751 CHEBI:53233;CHEBI:53233 denotes -
T35447 68755-68756 CHEBI:53233;CHEBI:53233 denotes 1
T97750 68756-68758 CHEBI:52029;CHEBI:52029 denotes ,3
T83830 68758-68771 CHEBI:53233;CHEBI:53233 denotes ]dioxol-4-yl]
T20304 68828-68829 CHEBI:53233;CHEBI:53233 denotes -
T62631 68829-68847 CHEBI:28714;CHEBI:28714 denotes butyldimethylsilyl
T63884 68848-68851 CHEBI:29354;CHEBI:29354 denotes oxy
T90530 68852-68856 CHEBI:53233;CHEBI:53233 denotes -5-{
T25418 68857-68863 CHEBI:53233;CHEBI:53233 denotes (tert-
T68934 68863-68881 CHEBI:8502;CHEBI:8502 denotes butyldimethylsilyl
T72167 68881-68882 CHEBI:53233;CHEBI:53233 denotes )
T99707 68882-68885 CHEBI:29354;CHEBI:29354 denotes oxy
T73688 68886-68892 CHEBI:16625;CHEBI:16625 denotes methyl
T12385 68893-68905 CHEBI:53233;CHEBI:53233 denotes oxolan-3-yl]
T47592 68905-68908 CHEBI:15533;CHEBI:15533 denotes oxy
T88452 68915-68918 CHEBI:86228;CHEBI:86228 denotes -4-
T44537 68918-68924 CHEBI:47853;CHEBI:47853 denotes chloro
T9887 68924-68927 CHEBI:86228;CHEBI:86228 denotes -3-
T2529 68927-68939 CHEBI:27798;CHEBI:27798 denotes nitrobenzene
T78752 68939-68942 CHEBI:86228;CHEBI:86228 denotes -1-
T86987 68942-68953 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T82290 69084-69088 CHEBI:32145;CHEBI:32145 denotes MeOH
T48557 69112-69117 CHEBI:30808;CHEBI:30808 denotes CDCl3
T48829 69632-69635 CHEBI:36927;CHEBI:36927 denotes 13C
T68994 70039-70040 CHEBI:53233;CHEBI:53233 denotes 3
T49736 70040-70041 CHEBI:34018;CHEBI:34018 denotes ,
T49263 70041-70043 CHEBI:53233;CHEBI:53233 denotes 4-
T19814 70043-70067 CHEBI:47019;CHEBI:47019 denotes dihydroxytetrahydrofuran
T99082 70068-70072 CHEBI:53233;CHEBI:53233 denotes 2-yl
T5309 70073-70079 CHEBI:29309;CHEBI:29309 denotes methyl
T89418 70102-70105 CHEBI:34018;CHEBI:34018 denotes 2-(
T71642 70105-70126 CHEBI:30756;CHEBI:30756 denotes 6-amino-9H-purin-9-yl
T75823 70127-70130 CHEBI:34018;CHEBI:34018 denotes -4-
T15257 70130-70137 CHEBI:43176;CHEBI:43176 denotes hydroxy
T56352 70137-70141 CHEBI:34018;CHEBI:34018 denotes -5-(
T66785 70141-70154 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T96828 70155-70170 CHEBI:27902;CHEBI:27902 denotes tetrahydrofuran
T72083 70170-70171 CHEBI:53233;CHEBI:53233 denotes -
T20873 70171-70172 CHEBI:34018;CHEBI:34018 denotes 3
T76228 70172-70175 CHEBI:53233;CHEBI:53233 denotes -yl
T81792 70176-70179 CHEBI:29354;CHEBI:29354 denotes oxy
T7400 70180-70185 CHEBI:37807;CHEBI:37807 denotes ethyl
T5805 70186-70189 CHEBI:86228;CHEBI:86228 denotes -4-
T91433 70189-70196 CHEBI:44520;CHEBI:44520 denotes methoxy
T94787 70196-70222 CHEBI:86228;CHEBI:86228 denotes -2-nitrobenzenesulfonamide
T17422 70311-70323 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T16900 70983-70986 CHEBI:36927;CHEBI:36927 denotes 13C
T9646 71327-71342 CHEBI:50488;CHEBI:50488 denotes dihydroxyoxolan
T9486 71343-71344 CHEBI:53233;CHEBI:53233 denotes 2
T17557 71345-71348 CHEBI:53233;CHEBI:53233 denotes yl]
T47501 71348-71354 CHEBI:29309;CHEBI:29309 denotes methyl
T76951 71385-71395 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T96155 71397-71399 CHEBI:53233;CHEBI:53233 denotes 4-
T5259 71399-71406 CHEBI:43176;CHEBI:43176 denotes hydroxy
T85099 71407-71408 CHEBI:34018;CHEBI:34018 denotes 5
T50359 71410-71423 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T76632 71424-71430 CHEBI:26911;CHEBI:26911 denotes oxolan
T56362 71430-71431 CHEBI:15533;CHEBI:15533 denotes -
T67443 71431-71432 CHEBI:53233;CHEBI:53233 denotes 3
T80801 71432-71435 CHEBI:15533;CHEBI:15533 denotes -yl
T80068 71436-71439 CHEBI:15533;CHEBI:15533 denotes oxy
T36872 71449-71456 CHEBI:44520;CHEBI:44520 denotes methoxy
T86174 71456-71459 CHEBI:86228;CHEBI:86228 denotes -4-
T19833 71459-71471 CHEBI:27798;CHEBI:27798 denotes nitrobenzene
T31704 71471-71474 CHEBI:86228;CHEBI:86228 denotes -1-
T76634 71474-71485 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T76816 71574-71586 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T69796 72246-72249 CHEBI:36927;CHEBI:36927 denotes 13C
T9081 72592-72607 CHEBI:50488;CHEBI:50488 denotes dihydroxyoxolan
T84269 72608-72609 CHEBI:53233;CHEBI:53233 denotes 2
T69082 72610-72613 CHEBI:53233;CHEBI:53233 denotes yl]
T69733 72613-72619 CHEBI:29309;CHEBI:29309 denotes methyl
T41826 72650-72660 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T59624 72662-72664 CHEBI:53233;CHEBI:53233 denotes 4-
T23559 72664-72671 CHEBI:43176;CHEBI:43176 denotes hydroxy
T28637 72672-72673 CHEBI:34018;CHEBI:34018 denotes 5
T71725 72675-72688 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T78504 72689-72695 CHEBI:26911;CHEBI:26911 denotes oxolan
T39399 72695-72696 CHEBI:15533;CHEBI:15533 denotes -
T78395 72696-72697 CHEBI:53233;CHEBI:53233 denotes 3
T72162 72697-72700 CHEBI:15533;CHEBI:15533 denotes -yl
T41623 72701-72704 CHEBI:15533;CHEBI:15533 denotes oxy
T99360 72714-72719 CHEBI:29785;CHEBI:29785 denotes nitro
T1872 72719-72722 CHEBI:86228;CHEBI:86228 denotes -4-
T89980 72722-72746 CHEBI:36810;CHEBI:36810 denotes (trifluoromethyl)benzene
T78608 72746-72747 CHEBI:34674;CHEBI:34674 denotes -
T83142 72747-72749 CHEBI:86228;CHEBI:86228 denotes 1-
T18825 72749-72760 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T96175 72846-72858 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T8921 73549-73552 CHEBI:36927;CHEBI:36927 denotes 13C
T40026 73990-74005 CHEBI:50488;CHEBI:50488 denotes dihydroxyoxolan
T28765 74006-74007 CHEBI:53233;CHEBI:53233 denotes 2
T9151 74008-74011 CHEBI:53233;CHEBI:53233 denotes yl]
T2628 74011-74017 CHEBI:29309;CHEBI:29309 denotes methyl
T10304 74048-74058 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T30594 74060-74062 CHEBI:34018;CHEBI:34018 denotes 4-
T33230 74062-74069 CHEBI:43176;CHEBI:43176 denotes hydroxy
T38807 74070-74071 CHEBI:34018;CHEBI:34018 denotes 5
T78456 74073-74086 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T45407 74087-74093 CHEBI:26911;CHEBI:26911 denotes oxolan
T96949 74093-74094 CHEBI:15533;CHEBI:15533 denotes -
T30771 74094-74095 CHEBI:53233;CHEBI:53233 denotes 3
T52396 74095-74098 CHEBI:15533;CHEBI:15533 denotes -yl
T27861 74098-74099 CHEBI:53233;CHEBI:53233 denotes ]
T30803 74099-74102 CHEBI:15533;CHEBI:15533 denotes oxy
T29803 74112-74118 CHEBI:47853;CHEBI:47853 denotes chloro
T18253 74118-74121 CHEBI:86228;CHEBI:86228 denotes -3-
T10920 74121-74133 CHEBI:27798;CHEBI:27798 denotes nitrobenzene
T29304 74133-74136 CHEBI:86228;CHEBI:86228 denotes -1-
T57790 74136-74147 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T31150 74236-74248 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T95477 74934-74937 CHEBI:36927;CHEBI:36927 denotes 13C
T84702 75276-75295 CHEBI:53233;CHEBI:53233 denotes dimethyl-tetrahydro
T58979 75296-75298 CHEBI:53233;CHEBI:53233 denotes 2H
T83384 75303-75306 CHEBI:53233;CHEBI:53233 denotes [3,
T81396 75307-75308 CHEBI:53233;CHEBI:53233 denotes -
T35056 75312-75313 CHEBI:53233;CHEBI:53233 denotes 1
T57925 75313-75315 CHEBI:52029;CHEBI:52029 denotes ,3
T25773 75315-75328 CHEBI:53233;CHEBI:53233 denotes ]dioxol-4-yl]
T78363 75385-75386 CHEBI:53233;CHEBI:53233 denotes -
T98012 75386-75404 CHEBI:28714;CHEBI:28714 denotes butyldimethylsilyl
T78667 75405-75408 CHEBI:29354;CHEBI:29354 denotes oxy
T30177 75409-75413 CHEBI:53233;CHEBI:53233 denotes -5-{
T65451 75414-75420 CHEBI:53233;CHEBI:53233 denotes (tert-
T67515 75420-75438 CHEBI:8502;CHEBI:8502 denotes butyldimethylsilyl
T38465 75438-75439 CHEBI:53233;CHEBI:53233 denotes )
T95614 75439-75442 CHEBI:29354;CHEBI:29354 denotes oxy
T12953 75443-75449 CHEBI:16625;CHEBI:16625 denotes methyl
T31857 75450-75462 CHEBI:53233;CHEBI:53233 denotes oxolan-3-yl]
T23130 75462-75465 CHEBI:15533;CHEBI:15533 denotes oxy
T29433 75473-75475 CHEBI:86228;CHEBI:86228 denotes 4-
T48427 75475-75488 CHEBI:23132;CHEBI:23132 denotes chlorobenzene
T20740 75488-75491 CHEBI:28714;CHEBI:28714 denotes -1-
T83097 75491-75502 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T36071 75513-75521 CHEBI:75958;CHEBI:75958 denotes solution
T61117 75625-75626 CHEBI:75508;CHEBI:75508 denotes 4
T43640 75626-75648 CHEBI:86228;CHEBI:86228 denotes -chlorobenzenesulfonyl
T85525 75649-75657 CHEBI:17996;CHEBI:17996 denotes chloride
T10406 75721-75728 CHEBI:60004;CHEBI:60004 denotes mixture
T86047 75782-75790 CHEBI:46787;CHEBI:46787 denotes Solvents
T70835 75888-75895 CHEBI:15377;CHEBI:15377 denotes aqueous
T37082 75896-75902 CHEBI:32139;CHEBI:32139 denotes NaHCO3
T2244 75916-75923 CHEBI:15377;CHEBI:15377 denotes aqueous
T82981 76042-76048 CHEBI:34683;CHEBI:34683 denotes Na2SO4
T6219 76137-76143 CHEBI:30563;CHEBI:30563 denotes silica
T88827 76170-76174 CHEBI:32145;CHEBI:32145 denotes MeOH
T83956 76241-76245 CHEBI:32145;CHEBI:32145 denotes MeOH
T11227 76272-76277 CHEBI:30808;CHEBI:30808 denotes CDCl3
T70724 76828-76831 CHEBI:36927;CHEBI:36927 denotes 13C
T22187 77213-77215 CHEBI:30756;CHEBI:30756 denotes 9H
T61490 77216-77226 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T33609 77227-77251 CHEBI:53233;CHEBI:53233 denotes -2,2-dimethyl-tetrahydro
T72503 77252-77254 CHEBI:53233;CHEBI:53233 denotes 2H
T84826 77270-77281 CHEBI:86228;CHEBI:86228 denotes 3]dioxol-4-
T77669 77281-77284 CHEBI:53233;CHEBI:53233 denotes yl]
T74326 77284-77290 CHEBI:29309;CHEBI:29309 denotes methyl
T68910 77293-77295 CHEBI:86228;CHEBI:86228 denotes 4-
T29834 77295-77301 CHEBI:47853;CHEBI:47853 denotes chloro
T61527 77301-77316 CHEBI:86228;CHEBI:86228 denotes -3-nitrophenyl)
T2636 77316-77322 CHEBI:29309;CHEBI:29309 denotes methyl
T77144 77322-77323 CHEBI:86228;CHEBI:86228 denotes ]
T5108 77323-77328 CHEBI:46882;CHEBI:46882 denotes amino
T26563 77329-77335 CHEBI:42241;CHEBI:42241 denotes ethoxy
T54685 77337-77338 CHEBI:86228;CHEBI:86228 denotes 4
T28095 77345-77346 CHEBI:53233;CHEBI:53233 denotes -
T7577 77346-77364 CHEBI:28714;CHEBI:28714 denotes butyldimethylsilyl
T76522 77364-77365 CHEBI:53233;CHEBI:53233 denotes )
T62588 77365-77368 CHEBI:29354;CHEBI:29354 denotes oxy
T93366 77369-77380 CHEBI:53233;CHEBI:53233 denotes -5-{[(tert-
T84385 77380-77398 CHEBI:28714;CHEBI:28714 denotes butyldimethylsilyl
T90566 77398-77399 CHEBI:53233;CHEBI:53233 denotes )
T91292 77399-77402 CHEBI:29354;CHEBI:29354 denotes oxy
T24654 77403-77409 CHEBI:16625;CHEBI:16625 denotes methyl
T77065 77410-77422 CHEBI:53233;CHEBI:53233 denotes oxolan-2-yl]
T32349 77423-77425 CHEBI:29238;CHEBI:29238 denotes 9H
T22971 77426-77431 CHEBI:17939;CHEBI:17939 denotes purin
T77363 77431-77434 CHEBI:17369;CHEBI:17369 denotes -6-
T35102 77434-77439 CHEBI:32952;CHEBI:32952 denotes amine
T87653 77450-77458 CHEBI:75958;CHEBI:75958 denotes solution
T87411 77532-77540 CHEBI:75958;CHEBI:75958 denotes solution
T67786 77544-77546 CHEBI:86228;CHEBI:86228 denotes 4-
T2415 77546-77552 CHEBI:47853;CHEBI:47853 denotes chloro
T47993 77552-77573 CHEBI:86228;CHEBI:86228 denotes -3-nitrobenazaldehyde
T2831 77632-77643 CHEBI:15366;CHEBI:15366 denotes acetic acid
T81538 77721-77727 CHEBI:35607;CHEBI:35607 denotes sodium
T68096 77728-77749 CHEBI:28621;CHEBI:28621 denotes triacetoxyborohydride
T17174 77827-77835 CHEBI:75958;CHEBI:75958 denotes solution
T52438 77891-77898 CHEBI:15377;CHEBI:15377 denotes aqueous
T1797 77899-77905 CHEBI:32139;CHEBI:32139 denotes NaHCO3
T62375 77911-77918 CHEBI:15377;CHEBI:15377 denotes aqueous
T33887 78037-78043 CHEBI:34683;CHEBI:34683 denotes Na2SO4
T87343 78132-78138 CHEBI:30563;CHEBI:30563 denotes silica
T10295 78165-78169 CHEBI:32145;CHEBI:32145 denotes MeOH
T78188 78230-78234 CHEBI:32145;CHEBI:32145 denotes MeOH
T12440 78263-78268 CHEBI:30808;CHEBI:30808 denotes CDCl3
T3563 78843-78846 CHEBI:36927;CHEBI:36927 denotes 13C
T64879 79253-79255 CHEBI:30756;CHEBI:30756 denotes 9H
T88899 79256-79266 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T82697 79267-79291 CHEBI:53233;CHEBI:53233 denotes -2,2-dimethyl-tetrahydro
T35641 79292-79294 CHEBI:53233;CHEBI:53233 denotes 2H
T69144 79310-79324 CHEBI:53233;CHEBI:53233 denotes 3]dioxol-4-yl]
T20449 79324-79330 CHEBI:29309;CHEBI:29309 denotes methyl
T23911 79333-79348 CHEBI:53233;CHEBI:53233 denotes 4-chlorophenyl)
T40117 79348-79354 CHEBI:29309;CHEBI:29309 denotes methyl
T73260 79354-79355 CHEBI:53233;CHEBI:53233 denotes ]
T51819 79355-79360 CHEBI:46882;CHEBI:46882 denotes amino
T92376 79361-79367 CHEBI:42241;CHEBI:42241 denotes ethoxy
T50880 79368-79371 CHEBI:53233;CHEBI:53233 denotes -4-
T51295 79377-79378 CHEBI:53233;CHEBI:53233 denotes -
T94273 79397-79400 CHEBI:29354;CHEBI:29354 denotes oxy
T25408 79401-79406 CHEBI:82321;CHEBI:82321 denotes -5-{[
T3979 79406-79407 CHEBI:53233;CHEBI:53233 denotes (
T73466 79411-79430 CHEBI:82321;CHEBI:82321 denotes -butyldimethylsilyl
T40247 79430-79431 CHEBI:53233;CHEBI:53233 denotes )
T61904 79431-79434 CHEBI:29354;CHEBI:29354 denotes oxy
T98027 79435-79441 CHEBI:29309;CHEBI:29309 denotes methyl
T11285 79442-79448 CHEBI:26911;CHEBI:26911 denotes oxolan
T85202 79448-79449 CHEBI:15533;CHEBI:15533 denotes -
T30710 79449-79450 CHEBI:82321;CHEBI:82321 denotes 2
T40090 79450-79451 CHEBI:15533;CHEBI:15533 denotes -
T11465 79451-79453 CHEBI:82321;CHEBI:82321 denotes yl
T36791 79455-79457 CHEBI:29238;CHEBI:29238 denotes 9H
T58221 79466-79471 CHEBI:32952;CHEBI:32952 denotes amine
T88984 79482-79490 CHEBI:75958;CHEBI:75958 denotes solution
T47720 79562-79580 CHEBI:28105;CHEBI:28105 denotes chlorobenzaldehyde
T55812 79637-79648 CHEBI:15366;CHEBI:15366 denotes acetic acid
T35920 79726-79732 CHEBI:35607;CHEBI:35607 denotes sodium
T25301 79733-79754 CHEBI:28621;CHEBI:28621 denotes triacetoxyborohydride
T82736 79832-79840 CHEBI:75958;CHEBI:75958 denotes solution
T62757 79896-79903 CHEBI:15377;CHEBI:15377 denotes aqueous
T3173 79904-79910 CHEBI:32139;CHEBI:32139 denotes NaHCO3
T55909 79916-79923 CHEBI:15377;CHEBI:15377 denotes aqueous
T40813 80042-80048 CHEBI:34683;CHEBI:34683 denotes Na2SO4
T94720 80137-80143 CHEBI:30563;CHEBI:30563 denotes silica
T85547 80170-80174 CHEBI:32145;CHEBI:32145 denotes MeOH
T43861 80246-80250 CHEBI:32145;CHEBI:32145 denotes MeOH
T67038 80282-80287 CHEBI:30808;CHEBI:30808 denotes CDCl3
T80677 80799-80802 CHEBI:36927;CHEBI:36927 denotes 13C
T17925 81199-81214 CHEBI:50488;CHEBI:50488 denotes dihydroxyoxolan
T82388 81215-81216 CHEBI:53233;CHEBI:53233 denotes 2
T10723 81217-81220 CHEBI:53233;CHEBI:53233 denotes yl]
T18753 81220-81226 CHEBI:29309;CHEBI:29309 denotes methyl
T64138 81257-81267 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T73883 81269-81271 CHEBI:34018;CHEBI:34018 denotes 4-
T72492 81271-81278 CHEBI:43176;CHEBI:43176 denotes hydroxy
T63934 81279-81280 CHEBI:34018;CHEBI:34018 denotes 5
T56249 81282-81295 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T30756 81296-81302 CHEBI:26911;CHEBI:26911 denotes oxolan
T28674 81302-81303 CHEBI:15533;CHEBI:15533 denotes -
T56815 81303-81304 CHEBI:53233;CHEBI:53233 denotes 3
T26876 81304-81307 CHEBI:15533;CHEBI:15533 denotes -yl
T17690 81307-81308 CHEBI:53233;CHEBI:53233 denotes ]
T8379 81308-81311 CHEBI:15533;CHEBI:15533 denotes oxy
T16867 81321-81334 CHEBI:23132;CHEBI:23132 denotes chlorobenzene
T31770 81334-81335 CHEBI:34674;CHEBI:34674 denotes -
T99552 81335-81337 CHEBI:28714;CHEBI:28714 denotes 1-
T7605 81337-81348 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T88840 81437-81449 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T96112 82119-82122 CHEBI:36927;CHEBI:36927 denotes 13C
T41134 82459-82460 CHEBI:30756;CHEBI:30756 denotes -
T27334 82465-82468 CHEBI:30756;CHEBI:30756 denotes -9H
T20136 82469-82479 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T73618 82481-82483 CHEBI:34018;CHEBI:34018 denotes 4-
T76408 82483-82490 CHEBI:43176;CHEBI:43176 denotes hydroxy
T70567 82494-82507 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T85384 82508-82514 CHEBI:26911;CHEBI:26911 denotes oxolan
T6101 82514-82515 CHEBI:15533;CHEBI:15533 denotes -
T32228 82515-82516 CHEBI:53233;CHEBI:53233 denotes 3
T62461 82516-82519 CHEBI:15533;CHEBI:15533 denotes -yl
T28904 82519-82520 CHEBI:53233;CHEBI:53233 denotes ]
T40535 82520-82523 CHEBI:29354;CHEBI:29354 denotes oxy
T45088 82524-82529 CHEBI:37807;CHEBI:37807 denotes ethyl
T66662 82532-82534 CHEBI:86228;CHEBI:86228 denotes 4-
T71841 82534-82540 CHEBI:47853;CHEBI:47853 denotes chloro
T70937 82540-82554 CHEBI:86228;CHEBI:86228 denotes -3-nitrophenyl
T41213 82555-82561 CHEBI:29309;CHEBI:29309 denotes methyl
T22878 82562-82567 CHEBI:46882;CHEBI:46882 denotes amino
T6558 82568-82574 CHEBI:29309;CHEBI:29309 denotes methyl
T11187 82575-82582 CHEBI:26911;CHEBI:26911 denotes oxolane
T58590 82583-82585 CHEBI:52029;CHEBI:52029 denotes 3,
T86321 82585-82587 CHEBI:53233;CHEBI:53233 denotes 4-
T9071 82587-82591 CHEBI:23824;CHEBI:23824 denotes diol
T84625 82680-82692 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T93629 83433-83436 CHEBI:36927;CHEBI:36927 denotes 13C
T42837 83790-83791 CHEBI:30756;CHEBI:30756 denotes -
T19570 83796-83799 CHEBI:30756;CHEBI:30756 denotes -9H
T87896 83800-83810 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T41919 83812-83814 CHEBI:34018;CHEBI:34018 denotes 4-
T35781 83814-83821 CHEBI:43176;CHEBI:43176 denotes hydroxy
T28345 83825-83838 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T91129 83839-83845 CHEBI:26911;CHEBI:26911 denotes oxolan
T74192 83846-83850 CHEBI:53233;CHEBI:53233 denotes 3-yl
T18333 83851-83854 CHEBI:29354;CHEBI:29354 denotes oxy
T87515 83855-83860 CHEBI:37807;CHEBI:37807 denotes ethyl
T86156 83863-83865 CHEBI:53233;CHEBI:53233 denotes 4-
T66842 83878-83884 CHEBI:29309;CHEBI:29309 denotes methyl
T35149 83885-83890 CHEBI:46882;CHEBI:46882 denotes amino
T54819 83891-83897 CHEBI:29309;CHEBI:29309 denotes methyl
T37692 83898-83905 CHEBI:26911;CHEBI:26911 denotes oxolane
T17466 83910-83914 CHEBI:23824;CHEBI:23824 denotes diol
T44819 84003-84015 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T53973 84739-84742 CHEBI:36927;CHEBI:36927 denotes 13C
T78244 85028-85038 GO:0010467 denotes Expression
T24440 85080-85088 SP_10 denotes SARS-CoV
T39744 85089-85094 PR:000000125 denotes nsp14
T11149 85099-85104 SP_6;NCBITaxon:9606 denotes human
T17814 85226-85234 SO:0000155 denotes plasmids
T90318 85254-85263 GO:0010467 denotes expressed
T4563 85267-85274 NCBITaxon:562 denotes E. coli
T38822 85338-85346 NCBITaxon:7742 denotes Vaccinia
T96822 85347-85352 NCBITaxon:10239 denotes virus
T77113 85376-85383 GO:0032991 denotes complex
T18522 85544-85546 CHEBI:29238;CHEBI:29238 denotes 3H
T89446 85707-85714 CHEBI:60004;CHEBI:60004 denotes mixture
T7568 85722-85726 CHEBI:9754;CHEBI:9754 denotes Tris
T90528 85727-85730 CHEBI:17883;CHEBI:17883 denotes HCl
T32618 85746-85749 CHEBI:18320;CHEBI:18320 denotes DTT
T80620 85756-85761 CHEBI:6636;CHEBI:6636 denotes MgCl2
T65164 85783-85785 CHEBI:29238;CHEBI:29238 denotes 3H
T99852 85857-85865 SP_10 denotes SARS-CoV
T89465 85866-85871 PR:000000125 denotes nsp14
T92733 85881-85889 NCBITaxon:7742 denotes vaccinia
T32742 85890-85895 NCBITaxon:10239 denotes virus
T40449 85931-85936 SP_6;NCBITaxon:9606 denotes human
T9798 85951-85956 PR:O43148 denotes hRNMT
T22704 86001-86010 CHEBI:36357;CHEBI:36357 denotes compounds
T3161 86029-86033 CHEBI:51231;CHEBI:51231 denotes DMSO
T66008 86044-86048 CHEBI:51231;CHEBI:51231 denotes DMSO
T46228 86179-86183 CHEBI:51231;CHEBI:51231 denotes DMSO
T24685 86195-86203 CHEBI:60004;CHEBI:60004 denotes mixtures
T53961 86268-86273 CHEBI:15377;CHEBI:15377 denotes water
T66324 86303-86320 CHEBI:35702;CHEBI:35702 denotes diethylaminoethyl
T70177 86455-86471 CHEBI:63050;CHEBI:63050 denotes ammonium formate
T31019 86491-86496 CHEBI:15377;CHEBI:15377 denotes water
T60694 86511-86518 CHEBI:16236;CHEBI:16236 denotes ethanol
T18203 86581-86583 CHEBI:29238;CHEBI:29238 denotes 3H
T42093 86899-86907 CHEBI:36357;CHEBI:36357 denotes compound
T57780 87238-87245 CHEBI:60004;CHEBI:60004 denotes mixture
T34965 87273-87278 CHEBI:46756;CHEBI:46756 denotes HEPES
T92372 87296-87300 CHEBI:26710;CHEBI:26710 denotes NaCl
T1859 87305-87317 CHEBI:51461;CHEBI:51461 denotes SYPRO orange
T58900 87318-87321 CHEBI:37958;CHEBI:37958 denotes dye
T44590 87341-87349 SP_10 denotes SARS-CoV
T5318 87350-87355 PR:000000125 denotes nsp14
T72733 87373-87381 CHEBI:36357;CHEBI:36357 denotes compound
T95077 87411-87415 CHEBI:51231;CHEBI:51231 denotes DMSO
T84187 87419-87424 CHEBI:15377;CHEBI:15377 denotes water
T34151 87480-87488 CHEBI:36357;CHEBI:36357 denotes compound
T68043 87516-87519 CHEBI:37958;CHEBI:37958 denotes dye
T29086 87766-87770 CHEBI:51231;CHEBI:51231 denotes DMSO
T76544 87843-87850 GO:0032508 denotes melting
T4088 88334-88342 SP_10 denotes SARS-CoV
T99586 88442-88446 CHEBI:24870;CHEBI:24870 denotes ions
T11834 88469-88477 SP_10 denotes SARS-CoV
T76206 88478-88483 PR:000000125 denotes nsp14
T36442 88986-88994 SP_10 denotes SARS-CoV
T73230 88995-89000 PR:000000125 denotes nsp14
T49995 89033-89041 SP_10 denotes SARS-CoV
T87774 89042-89047 PR:000000125 denotes nsp14

LitCovid-PD-FMA-UBERON

Id Subject Object Predicate Lexical cue fma_id
T1 13-20 Body_part denotes adenine http://purl.org/sig/ont/fma/fma82774
T2 88-91 Body_part denotes RNA http://purl.org/sig/ont/fma/fma67095
T3 96-103 Body_part denotes guanine http://purl.org/sig/ont/fma/fma82775
T4 370-374 Body_part denotes face http://purl.org/sig/ont/fma/fma24728
T5 660-663 Body_part denotes RNA http://purl.org/sig/ont/fma/fma67095
T6 873-876 Body_part denotes RNA http://purl.org/sig/ont/fma/fma67095
T7 956-963 Body_part denotes adenine http://purl.org/sig/ont/fma/fma82774
T8 1549-1559 Body_part denotes methionine http://purl.org/sig/ont/fma/fma82759
T9 1574-1577 Body_part denotes RNA http://purl.org/sig/ont/fma/fma67095
T10 1817-1820 Body_part denotes RNA http://purl.org/sig/ont/fma/fma67095
T11 2220-2223 Body_part denotes RNA http://purl.org/sig/ont/fma/fma67095
T12 3556-3559 Body_part denotes RNA http://purl.org/sig/ont/fma/fma67095
T13 3637-3643 Body_part denotes genome http://purl.org/sig/ont/fma/fma84116
T14 3688-3701 Body_part denotes messenger RNA http://purl.org/sig/ont/fma/fma67122
T15 3698-3701 Body_part denotes RNA http://purl.org/sig/ont/fma/fma67095
T16 3779-3782 Body_part denotes RNA http://purl.org/sig/ont/fma/fma67095
T17 3831-3834 Body_part denotes RNA http://purl.org/sig/ont/fma/fma67095
T18 3852-3860 Body_part denotes proteins http://purl.org/sig/ont/fma/fma67257
T19 4026-4029 Body_part denotes RNA http://purl.org/sig/ont/fma/fma67095
T20 4075-4080 Body_part denotes cells http://purl.org/sig/ont/fma/fma68646
T21 4149-4152 Body_part denotes RNA http://purl.org/sig/ont/fma/fma67095
T22 4210-4213 Body_part denotes RNA http://purl.org/sig/ont/fma/fma67095
T23 4343-4350 Body_part denotes guanine http://purl.org/sig/ont/fma/fma82775
T24 4408-4418 Body_part denotes methionine http://purl.org/sig/ont/fma/fma82759
T25 4577-4587 Body_part denotes nucleotide http://purl.org/sig/ont/fma/fma82740
T26 4591-4594 Body_part denotes RNA http://purl.org/sig/ont/fma/fma67095
T27 4676-4679 Body_part denotes RNA http://purl.org/sig/ont/fma/fma67095
T28 4778-4786 Body_part denotes proteins http://purl.org/sig/ont/fma/fma67257
T29 5473-5476 Body_part denotes RNA http://purl.org/sig/ont/fma/fma67095
T30 5821-5825 Body_part denotes mRNA http://purl.org/sig/ont/fma/fma67122
T31 5840-5843 Body_part denotes RNA http://purl.org/sig/ont/fma/fma67095
T32 5938-5942 Body_part denotes mRNA http://purl.org/sig/ont/fma/fma67122
T33 6245-6248 Body_part denotes RNA http://purl.org/sig/ont/fma/fma67095
T34 6365-6368 Body_part denotes RNA http://purl.org/sig/ont/fma/fma67095
T35 6463-6470 Body_part denotes adenine http://purl.org/sig/ont/fma/fma82774
T36 6625-6628 Body_part denotes RNA http://purl.org/sig/ont/fma/fma67095
T37 7237-7244 Body_part denotes protein http://purl.org/sig/ont/fma/fma67257
T38 7398-7401 Body_part denotes DNA http://purl.org/sig/ont/fma/fma74412
T39 7426-7429 Body_part denotes RNA http://purl.org/sig/ont/fma/fma67095
T40 7570-7577 Body_part denotes adenine http://purl.org/sig/ont/fma/fma82774
T41 7786-7789 Body_part denotes RNA http://purl.org/sig/ont/fma/fma67095
T42 7883-7886 Body_part denotes RNA http://purl.org/sig/ont/fma/fma67095
T43 8036-8043 Body_part denotes adenine http://purl.org/sig/ont/fma/fma82774
T44 8124-8127 Body_part denotes RNA http://purl.org/sig/ont/fma/fma67095
T45 8742-8745 Body_part denotes RNA http://purl.org/sig/ont/fma/fma67095
T46 9222-9225 Body_part denotes RNA http://purl.org/sig/ont/fma/fma67095
T47 9734-9737 Body_part denotes RNA http://purl.org/sig/ont/fma/fma67095
T48 9912-9922 Body_part denotes amino acid http://purl.org/sig/ont/fma/fma82739
T49 11176-11183 Body_part denotes h, (ii) http://purl.org/sig/ont/fma/fma278665
T50 11243-11250 Body_part denotes h, (ii) http://purl.org/sig/ont/fma/fma278665
T51 11361-11368 Body_part denotes h, (ii) http://purl.org/sig/ont/fma/fma278665
T52 13198-13201 Body_part denotes DNA http://purl.org/sig/ont/fma/fma74412
T53 13239-13247 Body_part denotes cytosine http://purl.org/sig/ont/fma/fma82776
T54 14116-14121 Body_part denotes sugar http://purl.org/sig/ont/fma/fma82737
T55 14521-14534 Body_part denotes aspartic acid http://purl.org/sig/ont/fma/fma82760
T56 14763-14768 Body_part denotes sugar http://purl.org/sig/ont/fma/fma82737
T57 14972-14982 Body_part denotes amino acid http://purl.org/sig/ont/fma/fma82739
T58 15111-15121 Body_part denotes amino acid http://purl.org/sig/ont/fma/fma82739
T59 16727-16734 Body_part denotes adenine http://purl.org/sig/ont/fma/fma82774
T60 16862-16869 Body_part denotes adenine http://purl.org/sig/ont/fma/fma82774
T61 17431-17434 Body_part denotes RNA http://purl.org/sig/ont/fma/fma67095
T62 17548-17551 Body_part denotes RNA http://purl.org/sig/ont/fma/fma67095
T63 17782-17785 Body_part denotes RNA http://purl.org/sig/ont/fma/fma67095
T64 17905-17908 Body_part denotes RNA http://purl.org/sig/ont/fma/fma67095
T65 17962-17965 Body_part denotes RNA http://purl.org/sig/ont/fma/fma67095
T66 18123-18126 Body_part denotes RNA http://purl.org/sig/ont/fma/fma67095
T67 19304-19307 Body_part denotes RNA http://purl.org/sig/ont/fma/fma67095
T68 19409-19412 Body_part denotes RNA http://purl.org/sig/ont/fma/fma67095
T69 19752-19762 Body_part denotes amino acid http://purl.org/sig/ont/fma/fma82739
T70 20077-20087 Body_part denotes amino acid http://purl.org/sig/ont/fma/fma82739
T71 20238-20248 Body_part denotes amino acid http://purl.org/sig/ont/fma/fma82739
T72 20284-20293 Body_part denotes extremity http://purl.org/sig/ont/fma/fma7182
T73 20444-20451 Body_part denotes protein http://purl.org/sig/ont/fma/fma67257
T74 20554-20564 Body_part denotes amino acid http://purl.org/sig/ont/fma/fma82739
T75 20743-20750 Body_part denotes protein http://purl.org/sig/ont/fma/fma67257
T76 20859-20869 Body_part denotes amino acid http://purl.org/sig/ont/fma/fma82739
T77 21889-21897 Body_part denotes proteins http://purl.org/sig/ont/fma/fma67257
T78 22656-22663 Body_part denotes adenine http://purl.org/sig/ont/fma/fma82774
T79 25327-25334 Body_part denotes protein http://purl.org/sig/ont/fma/fma67257
T80 25960-25967 Body_part denotes protein http://purl.org/sig/ont/fma/fma67257
T81 26366-26373 Body_part denotes protein http://purl.org/sig/ont/fma/fma67257
T82 26998-27005 Body_part denotes protein http://purl.org/sig/ont/fma/fma67257
T83 27849-27856 Body_part denotes protein http://purl.org/sig/ont/fma/fma67257
T84 28434-28437 Body_part denotes RNA http://purl.org/sig/ont/fma/fma67095
T85 28442-28449 Body_part denotes guanine http://purl.org/sig/ont/fma/fma82775
T86 28488-28492 Body_part denotes mRNA http://purl.org/sig/ont/fma/fma67122
T87 28679-28682 Body_part denotes RNA http://purl.org/sig/ont/fma/fma67095
T88 28690-28693 Body_part denotes RNA http://purl.org/sig/ont/fma/fma67095
T89 29298-29309 Body_part denotes amino acids http://purl.org/sig/ont/fma/fma82739
T90 29333-29340 Body_part denotes guanine http://purl.org/sig/ont/fma/fma82775
T91 30013-30020 Body_part denotes guanine http://purl.org/sig/ont/fma/fma82775
T92 31148-31151 Body_part denotes RNA http://purl.org/sig/ont/fma/fma67095
T93 31416-31427 Body_part denotes Amino acids http://purl.org/sig/ont/fma/fma82739
T94 32086-32093 Body_part denotes protein http://purl.org/sig/ont/fma/fma67257
T95 32318-32325 Body_part denotes adenine http://purl.org/sig/ont/fma/fma82774
T96 32448-32451 Body_part denotes RNA http://purl.org/sig/ont/fma/fma67095
T97 32604-32608 Body_part denotes mRNA http://purl.org/sig/ont/fma/fma67122
T98 33036-33039 Body_part denotes RNA http://purl.org/sig/ont/fma/fma67095
T99 33745-33749 Body_part denotes mRNA http://purl.org/sig/ont/fma/fma67122
T100 33918-33925 Body_part denotes protein http://purl.org/sig/ont/fma/fma67257
T101 33973-33979 Body_part denotes genome http://purl.org/sig/ont/fma/fma84116
T102 85071-85079 Body_part denotes proteins http://purl.org/sig/ont/fma/fma67257
T103 85105-85108 Body_part denotes RNA http://purl.org/sig/ont/fma/fma67095
T104 85200-85209 Body_part denotes histidine http://purl.org/sig/ont/fma/fma82755
T105 85240-85248 Body_part denotes proteins http://purl.org/sig/ont/fma/fma67257
T106 85389-85393 Body_part denotes mRNA http://purl.org/sig/ont/fma/fma67122
T107 85557-85560 Body_part denotes RNA http://purl.org/sig/ont/fma/fma67095
T108 85849-85852 Body_part denotes RNA http://purl.org/sig/ont/fma/fma67095
T109 85937-85940 Body_part denotes RNA http://purl.org/sig/ont/fma/fma67095
T110 86073-86076 Body_part denotes RNA http://purl.org/sig/ont/fma/fma67095
T111 86407-86410 Body_part denotes RNA http://purl.org/sig/ont/fma/fma67095
T112 86591-86610 Body_part denotes transfer to the RNA http://purl.org/sig/ont/fma/fma67127
T113 86607-86610 Body_part denotes RNA http://purl.org/sig/ont/fma/fma67095
T114 87054-87061 Body_part denotes protein http://purl.org/sig/ont/fma/fma67257
T115 87356-87363 Body_part denotes protein http://purl.org/sig/ont/fma/fma67257
T116 87451-87458 Body_part denotes protein http://purl.org/sig/ont/fma/fma67257
T117 88484-88491 Body_part denotes protein http://purl.org/sig/ont/fma/fma67257
T118 88605-88612 Body_part denotes protein http://purl.org/sig/ont/fma/fma67257
T119 88876-88878 Body_part denotes Å3 http://purl.org/sig/ont/fma/fma66599
T120 89392-89400 Body_part denotes Appendix http://purl.org/sig/ont/fma/fma14542
T121 89714-89722 Body_part denotes Appendix http://purl.org/sig/ont/fma/fma14542

LitCovid-PD-UBERON

Id Subject Object Predicate Lexical cue uberon_id
T1 370-374 Body_part denotes face http://purl.obolibrary.org/obo/UBERON_0001456

LitCovid-PubTator

Id Subject Object Predicate Lexical cue tao:has_database_id tao:has_standard_notation
1 13-34 Chemical denotes adenine dinucleosides
10 956-977 Chemical denotes adenine dinucleosides
11 988-998 Chemical denotes adenosines MESH:D000241
12 1020-1028 Chemical denotes nitrogen MESH:D009584
13 1448-1458 Chemical denotes sinefungin MESH:C006235
14 1549-1559 Chemical denotes methionine MESH:D008715
15 1561-1564 Chemical denotes SAM MESH:D012436
16 1631-1647 Chemical denotes dinucleoside SAM
17 224-232 Disease denotes COVID-19 MESH:C000657245
21 1868-1884 Chemical denotes 16 dinucleosides
22 1894-1904 Chemical denotes adenosines MESH:D000241
23 1923-1931 Chemical denotes nitrogen MESH:D009584
34 2480-2484 Disease denotes MERS MESH:D018352
35 2623-2631 Disease denotes COVID-19 MESH:C000657245
36 2806-2814 Disease denotes infected MESH:D007239
37 2847-2866 Disease denotes respiratory illness MESH:D012140
38 2940-2949 Disease denotes pneumonia MESH:D011014
39 2970-2979 Disease denotes mortality MESH:D003643
40 3101-3109 Disease denotes infected MESH:D007239
41 3149-3155 Disease denotes deaths MESH:D003643
42 3175-3183 Disease denotes COVID-19 MESH:C000657245
43 3409-3419 Disease denotes infections MESH:D007239
46 5944-5953 Chemical denotes adenosine MESH:D000241
47 5973-5982 Chemical denotes adenosine MESH:D000241
57 4343-4350 Chemical denotes guanine MESH:D006147
58 4397-4418 Chemical denotes S-adenosyl methionine MESH:D012436
59 4420-4423 Chemical denotes SAM MESH:D012436
60 4545-4551 Chemical denotes ribose MESH:D012266
61 5171-5181 Chemical denotes sinefungin MESH:C006235
62 5183-5205 Chemical denotes 5′-methylthioadenosine MESH:C008500
63 5207-5210 Chemical denotes MTA MESH:C008500
64 5215-5238 Chemical denotes S-adenosyl homocysteine MESH:D012435
65 4707-4722 Disease denotes viral infection MESH:D001102
80 6146-6156 Chemical denotes adenosines MESH:D000241
81 6273-6282 Chemical denotes adenosine MESH:D000241
82 6338-6347 Chemical denotes adenosine MESH:D000241
83 6451-6484 Chemical denotes bisubstrate adenine dinucleosides
84 6498-6504 Chemical denotes sulfur MESH:D013455
85 6829-6851 Chemical denotes S-linked dinucleosides
86 6941-6947 Chemical denotes sulfur MESH:D013455
87 6962-6970 Chemical denotes nitrogen MESH:D009584
88 7007-7017 Chemical denotes adenosines MESH:D000241
89 7288-7313 Chemical denotes bisubstrate dinucleosides
90 7319-7320 Chemical denotes N MESH:D009584
91 7460-7469 Chemical denotes adenosine MESH:D000241
92 7558-7591 Chemical denotes bisubstrate adenine dinucleosides
93 7681-7696 Chemical denotes bisubstrate SAM
98 7951-7960 Chemical denotes adenosine MESH:D000241
99 7975-7984 Chemical denotes adenosine MESH:D000241
100 8011-8012 Chemical denotes N MESH:D009584
101 8036-8057 Chemical denotes adenine dinucleosides
109 10991-11004 Chemical denotes dinucleosides
110 11095-11098 Chemical denotes H2O
111 11225-11228 Chemical denotes H2O
112 11305-11308 Chemical denotes H2O
113 11343-11346 Chemical denotes H2O
114 11621-11624 Chemical denotes H2O
115 11726-11730 Chemical denotes LiOH
124 11778-11791 Chemical denotes dinucleosides
125 11803-11805 Chemical denotes Ns MESH:D009584
126 11810-11814 Chemical denotes NEt3
127 11816-11819 Chemical denotes DMF
128 11855-11860 Chemical denotes K2CO3 MESH:C037593
129 11862-11865 Chemical denotes DMF
130 11892-11895 Chemical denotes TFA MESH:D014269
131 11896-11899 Chemical denotes H2O
146 11951-11964 Chemical denotes dinucleosides
147 11976-12008 Chemical denotes 4-chlorobenzenesulfonyl chloride
148 12010-12014 Chemical denotes NEt3
149 12016-12022 Chemical denotes CH2Cl2
150 12048-12076 Chemical denotes 4-chloro-3-nitrobenzaldehyde
151 12078-12082 Chemical denotes AcOH
152 12084-12087 Chemical denotes DCE
153 12109-12119 Chemical denotes NaBH(OAc)3
154 12147-12167 Chemical denotes 4-chlorobenzaldehyde MESH:C052044
155 12169-12173 Chemical denotes AcOH
156 12175-12178 Chemical denotes DCE
157 12200-12210 Chemical denotes NaBH(OAc)3
158 12234-12237 Chemical denotes TFA MESH:D014269
159 12238-12241 Chemical denotes H2O
181 9305-9314 Chemical denotes adenosine MESH:D000241
182 9353-9362 Chemical denotes adenosine MESH:D000241
183 9458-9470 Chemical denotes dinucleoside
184 9515-9525 Chemical denotes adenosines MESH:D000241
185 9567-9568 Chemical denotes N MESH:D009584
186 9637-9642 Chemical denotes amine MESH:D000588
187 9956-9964 Chemical denotes nitrogen MESH:D009584
188 10018-10031 Chemical denotes α-amino-ester
189 10040-10053 Chemical denotes α-amino-amide
190 10198-10203 Chemical denotes amine MESH:D000588
191 10207-10220 Chemical denotes dinucleosides
192 10278-10301 Chemical denotes nitrobenzenesulfonamide
193 10351-10363 Chemical denotes dinucleoside
194 10424-10441 Chemical denotes N-arylsulfonamide
195 10572-10577 Chemical denotes nitro
196 10615-10618 Chemical denotes CF3
197 10721-10726 Chemical denotes nitro
198 10789-10796 Chemical denotes sulfone MESH:D013450
199 10853-10860 Chemical denotes sulfone MESH:D013450
200 10915-10928 Chemical denotes dinucleosides
201 10944-10961 Chemical denotes N-arylsulfonamide
231 12356-12368 Chemical denotes dinucleoside
232 12516-12545 Chemical denotes 5′-amino-2′,3′-isopropylidene
233 12546-12555 Chemical denotes adenosine MESH:D000241
234 12573-12574 Chemical denotes N MESH:D009584
235 12635-12640 Chemical denotes amine MESH:D000588
236 12741-12746 Chemical denotes amine MESH:D000588
237 12826-12832 Chemical denotes amines MESH:D000588
238 12859-12883 Chemical denotes nitrobenzenesulfonamides
239 12885-12894 Chemical denotes Ns-amides
240 13103-13128 Chemical denotes 2-nitrobenzenesulfonamide
241 13239-13247 Chemical denotes cytosine MESH:D003596
242 13259-13268 Chemical denotes adenosine MESH:D000241
243 13346-13355 Chemical denotes adenosine MESH:D000241
244 13373-13385 Chemical denotes dinucleoside
245 13460-13491 Chemical denotes 4-nitrobenzenesulfonyl chloride MESH:C518227
246 13530-13561 Chemical denotes 2-nitrobenzenesulfonyl chloride MESH:C002732
247 13589-13618 Chemical denotes 5′-amino-2′,3′-isopropylidene
248 13619-13628 Chemical denotes adenosine MESH:D000241
249 13686-13694 Chemical denotes Ns-amide
250 13725-13730 Chemical denotes K2CO3 MESH:C037593
251 13734-13737 Chemical denotes DMF
252 13786-13798 Chemical denotes dinucleoside
253 14041-14049 Chemical denotes thiolate
254 14081-14086 Chemical denotes amine MESH:D000588
255 14116-14121 Chemical denotes sugar MESH:D000073893
256 14187-14199 Chemical denotes dinucleoside
257 14279-14287 Chemical denotes Ns-amide
258 14305-14330 Chemical denotes 4-nitrobenzenesulfonamide
259 14342-14354 Chemical denotes dinucleoside
301 14469-14477 Chemical denotes aldehyde MESH:D000447
302 14519-14534 Chemical denotes l-aspartic acid MESH:D001224
303 14626-14654 Chemical denotes sodium triacetoxyborohydride
304 14659-14670 Chemical denotes acetic acid MESH:D019342
305 14707-14719 Chemical denotes dinucleoside
306 14763-14778 Chemical denotes sugar hydroxyls
307 14783-14788 Chemical denotes amine MESH:D000588
308 14809-14812 Chemical denotes TFA MESH:D014269
309 14836-14848 Chemical denotes methyl ester
310 14895-14899 Chemical denotes LiOH
311 14914-14926 Chemical denotes methyl ester
312 14930-14945 Chemical denotes carboxylic acid MESH:D002264
313 14950-14962 Chemical denotes dinucleoside
314 14970-14982 Chemical denotes α-amino acid MESH:D000596
315 15090-15105 Chemical denotes carboxylic acid MESH:D002264
316 15109-15121 Chemical denotes α-amino acid MESH:D000596
317 15181-15199 Chemical denotes methanolic ammonia
318 15210-15223 Chemical denotes Dinucleosides
319 15291-15304 Chemical denotes 1-bromobutane MESH:C047757
320 15306-15329 Chemical denotes 1-bromo-3-phenylpropane
321 15333-15355 Chemical denotes methyl-4-bromobutyrate
322 15374-15392 Chemical denotes N-methylmorpholine MESH:C038816
323 15412-15433 Chemical denotes diisopropylethylamine
324 15435-15439 Chemical denotes DIEA
325 15820-15823 Chemical denotes TFA MESH:D014269
326 15844-15851 Chemical denotes N-alkyl
327 15943-15947 Chemical denotes LiOH
328 15980-15992 Chemical denotes methyl ester
329 16009-16024 Chemical denotes carboxylic acid MESH:D002264
330 16111-16140 Chemical denotes nosyl-containing dinucleoside
331 16199-16201 Chemical denotes Ns MESH:D009584
332 16202-16207 Chemical denotes amide MESH:D000577
333 16275-16304 Chemical denotes 5′-amino-2′,3′-isopropylidene
334 16305-16314 Chemical denotes adenosine MESH:D000241
335 16358-16361 Chemical denotes CF3
336 16394-16423 Chemical denotes nitrobenzenesulfonyl chloride
337 16460-16478 Chemical denotes N-nosyl adenosines
338 16582-16587 Chemical denotes K2CO3 MESH:C037593
339 16618-16631 Chemical denotes dinucleosides
340 16681-16684 Chemical denotes TFA MESH:D014269
341 16719-16748 Chemical denotes N-nosyl adenine dinucleosides
351 16862-16883 Chemical denotes adenine dinucleosides
352 16912-16934 Chemical denotes NH-linked dinucleoside
353 16966-16998 Chemical denotes 4-chlorobenzenesulfonyl chloride
354 17026-17030 Chemical denotes NEt3
355 17053-17056 Chemical denotes TFA MESH:D014269
356 17104-17132 Chemical denotes 4-chloro-3-nitrobenzaldehyde
357 17136-17156 Chemical denotes 4-chlorobenzaldehyde MESH:C052044
358 17161-17189 Chemical denotes sodium triacetoxyborohydride
359 17269-17282 Chemical denotes dinucleosides
361 18311-18321 Chemical denotes sinefungin MESH:C006235
368 19191-19195 Chemical denotes Tris
369 19196-19199 Chemical denotes HCl MESH:D006851
370 19215-19218 Chemical denotes DTT MESH:D004229
371 19225-19230 Chemical denotes MgCl2 MESH:D015636
372 19252-19254 Chemical denotes 3H MESH:D014316
373 19483-19487 Chemical denotes DMSO MESH:D004121
376 17715-17717 Chemical denotes 3H MESH:D014316
377 17773-17776 Chemical denotes SAM MESH:D012436
396 19725-19737 Chemical denotes Dinucleoside
397 20263-20276 Chemical denotes α-amino-ester
398 20371-20383 Chemical denotes dinucleoside
399 20397-20410 Chemical denotes α-amino-amide
400 20624-20637 Chemical denotes dinucleosides
401 20920-20925 Chemical denotes ester MESH:D004952
402 21115-21127 Chemical denotes dinucleoside
403 21166-21171 Chemical denotes amide MESH:D000577
404 21325-21337 Chemical denotes dinucleoside
405 21607-21612 Chemical denotes nitro
406 21781-21786 Chemical denotes nitro
407 21916-21929 Chemical denotes dinucleosides
408 22009-22014 Chemical denotes nitro
409 22075-22087 Chemical denotes dinucleoside
410 22110-22118 Chemical denotes chlorine MESH:D002713
411 22326-22333 Chemical denotes sulfone MESH:D013450
412 22435-22456 Chemical denotes N-arylsulfonylbenzene
413 22470-22482 Chemical denotes dinucleoside
424 22656-22677 Chemical denotes adenine dinucleosides
425 22990-23003 Chemical denotes dinucleosides
426 23601-23611 Chemical denotes sinefungin MESH:C006235
427 23772-23782 Chemical denotes sinefungin MESH:C006235
428 23842-23850 Chemical denotes chlorine MESH:D002713
429 23881-23886 Chemical denotes nitro
430 24039-24044 Chemical denotes nitro
431 24195-24200 Chemical denotes nitro
432 24310-24318 Chemical denotes chlorine MESH:D002713
433 24365-24370 Chemical denotes nitro
439 27548-27558 Chemical denotes sinefungin MESH:C006235
440 27760-27765 Chemical denotes HEPES MESH:D006531
441 27783-27787 Chemical denotes NaCl MESH:D012965
442 27792-27804 Chemical denotes SYPRO orange
443 27904-27908 Chemical denotes DMSO MESH:D004121
451 25547-25557 Chemical denotes sinefungin MESH:C006235
452 25916-25929 Chemical denotes dinucleosides
453 26183-26193 Chemical denotes sinefungin MESH:C006235
454 26952-26959 Chemical denotes sulfone MESH:D013450
455 26978-26981 Chemical denotes NO2
456 27032-27063 Chemical denotes N-(4-Cl-3-NO2-phenylsulfonamide
457 27450-27462 Chemical denotes dinucleoside
459 28098-28110 Chemical denotes dinucleoside
462 31440-31452 Chemical denotes dinucleoside
463 31457-31465 Chemical denotes Hydrogen MESH:D006859
468 31847-31870 Chemical denotes nitrobenzenesulfonamide
469 31918-31927 Chemical denotes adenosine MESH:D000241
470 31935-31948 Chemical denotes dinucleosides
471 31964-31972 Chemical denotes Hydrogen MESH:D006859
504 28181-28194 Chemical denotes dinucleosides
505 28442-28449 Chemical denotes guanine MESH:D006147
506 28943-28952 Chemical denotes adenosine MESH:D000241
507 28968-28977 Chemical denotes adenosine MESH:D000241
508 29074-29097 Chemical denotes nitrobenzenesulfonamide
509 29171-29177 Chemical denotes Trp385
510 29179-29185 Chemical denotes Phe401
511 29187-29193 Chemical denotes Tyr420
512 29195-29201 Chemical denotes Phe426
513 29206-29212 Chemical denotes Phe506
514 29333-29340 Chemical denotes guanine MESH:D006147
515 29389-29395 Chemical denotes Phe426
516 29544-29550 Chemical denotes Phe426
517 29574-29597 Chemical denotes nitrobenzenesulfonamide
518 29717-29734 Chemical denotes phenylsulfonamide
519 29920-29926 Chemical denotes Asn386
520 29989-29997 Chemical denotes hydrogen MESH:D006859
521 30013-30020 Chemical denotes guanine MESH:D006147
522 30095-30118 Chemical denotes nitrobenzenesulfonamide
523 30135-30143 Chemical denotes chlorine MESH:D002713
524 30175-30181 Chemical denotes Asn386
525 30224-30232 Chemical denotes hydrogen MESH:D006859
526 30275-30280 Chemical denotes nitro
527 30291-30297 Chemical denotes Arg310
528 30338-30347 Chemical denotes phosphate MESH:D010710
529 30361-30373 Chemical denotes triphosphate MESH:C005692
530 30436-30443 Chemical denotes sulfone MESH:D013450
531 30718-30725 Chemical denotes sulfone MESH:D013450
532 30782-30791 Chemical denotes adenosine MESH:D000241
533 30806-30815 Chemical denotes adenosine MESH:D000241
534 30932-30941 Chemical denotes adenosine MESH:D000241
535 29466-29471 Mutation denotes F426A p.F426A
544 32318-32339 Chemical denotes adenine dinucleosides
545 32458-32468 Chemical denotes adenosines MESH:D000241
546 32556-32565 Chemical denotes adenosine MESH:D000241
547 32636-32645 Chemical denotes adenosine MESH:D000241
548 33353-33365 Chemical denotes dinucleoside
549 33381-33415 Chemical denotes 4-chloro-3-nitrobenzenesulfonamide
550 33452-33462 Chemical denotes adenosines MESH:D000241
551 33565-33575 Chemical denotes sinefungin MESH:C006235
561 34401-34405 Chemical denotes DIEA
562 34425-34440 Chemical denotes calcium hydride
563 34503-34509 Chemical denotes silica MESH:D012822
564 35033-35046 Chemical denotes Dinucleosides
565 35201-35206 Chemical denotes CH3CN
566 35218-35223 Chemical denotes TEAAc
567 35240-35245 Chemical denotes CH3CN
568 35257-35262 Chemical denotes TEEAc
569 34729-34733 Disease denotes HRMS
580 35521-35550 Chemical denotes 5′-amino-2′,3′-isopropylidene
581 35551-35560 Chemical denotes adenosine MESH:D000241
582 35574-35577 Chemical denotes DMF
583 35602-35606 Chemical denotes Et3N
584 35639-35667 Chemical denotes nitrobenzenesufonyl chloride
585 35754-35759 Chemical denotes argon MESH:D001128
586 35792-35797 Chemical denotes brine MESH:C017082
587 35911-35917 Chemical denotes Na2SO4
588 35981-35985 Chemical denotes Et2O
589 35990-35993 Chemical denotes DCM
613 36241-36250 Chemical denotes adenosine MESH:D000241
614 36284-36314 Chemical denotes 4-nitrobenzenesufonyl chloride
615 36378-36382 Chemical denotes MeOH
616 36383-36386 Chemical denotes DCM
617 36389-36391 Chemical denotes 1H
618 36406-36412 Chemical denotes DMSO‑d
619 36439-36441 Chemical denotes 1H
620 36458-36460 Chemical denotes 2H MESH:D003903
621 36472-36474 Chemical denotes 1H
622 36486-36488 Chemical denotes 1H
623 36505-36507 Chemical denotes 2H MESH:D003903
624 36523-36525 Chemical denotes 2H MESH:D003903
625 36549-36551 Chemical denotes 1H
626 36584-36586 Chemical denotes 1H
627 36619-36621 Chemical denotes 1H
628 36654-36656 Chemical denotes 1H
629 36673-36675 Chemical denotes 2H MESH:D003903
630 36687-36689 Chemical denotes 3H MESH:D014316
631 36701-36703 Chemical denotes 3H MESH:D014316
632 36706-36709 Chemical denotes 13C MESH:C000615229
633 36724-36732 Chemical denotes DMSO‑d 6
634 36875-36886 Chemical denotes C19H22N7O7S
635 36848-36852 Disease denotes HRMS
644 37029-37032 Chemical denotes DMF
645 37102-37107 Chemical denotes K2CO3 MESH:C037593
646 37158-37163 Chemical denotes argon MESH:D001128
647 37203-37208 Chemical denotes water MESH:D014867
648 37322-37328 Chemical denotes Na2SO4
649 37417-37427 Chemical denotes silica gel MESH:D058428
650 37450-37454 Chemical denotes MeOH
651 37458-37461 Chemical denotes DCM
656 37918-37922 Chemical denotes MeOH
657 37923-37926 Chemical denotes DCM
658 38741-38757 Chemical denotes C43H65N12O11SSi2
659 38714-38718 Disease denotes HRMS
676 39103-39106 Chemical denotes DMF
677 39125-39130 Chemical denotes K2CO3 MESH:C037593
678 39163-39173 Chemical denotes thiophenol MESH:C042983
679 39252-39257 Chemical denotes argon MESH:D001128
680 39297-39300 Chemical denotes DCM
681 39337-39341 Chemical denotes NaOH
682 39397-39400 Chemical denotes DCM
683 39464-39469 Chemical denotes brine MESH:C017082
684 39482-39488 Chemical denotes Na2SO4
685 39577-39587 Chemical denotes silica gel MESH:D058428
686 39611-39615 Chemical denotes MeOH
687 39619-39622 Chemical denotes DCM
688 39695-39699 Chemical denotes MeOH
689 39700-39703 Chemical denotes DCM
690 40420-40434 Chemical denotes C37H62N11O7Si2
691 40393-40397 Disease denotes HRMS
703 40610-40613 Chemical denotes TFA MESH:D014269
704 40617-40622 Chemical denotes water MESH:D014867
705 40707-40711 Chemical denotes MeOH
706 40790-40793 Chemical denotes NH3
707 40797-40801 Chemical denotes MeOH
708 40879-40889 Chemical denotes silica gel MESH:D058428
709 40940-40952 Chemical denotes acetonitrile MESH:C032159
710 40956-40961 Chemical denotes TEAAc
711 41072-41077 Chemical denotes water MESH:D014867
712 41078-41085 Chemical denotes dioxane MESH:C025223
713 40699-40706 Disease denotes TLC DCM MESH:D002311
727 41379-41391 Chemical denotes acetonitrile MESH:C032159
728 41395-41400 Chemical denotes TEAAc
729 41539-41541 Chemical denotes 1H
730 41556-41564 Chemical denotes DMSO‑d 6
731 41577-41579 Chemical denotes 1H
732 41591-41593 Chemical denotes 1H
733 41605-41607 Chemical denotes 1H
734 41619-41621 Chemical denotes 1H
735 41636-41638 Chemical denotes 2H MESH:D003903
736 41923-41926 Chemical denotes 13C MESH:C000615229
737 41941-41947 Chemical denotes DMSO‑d
738 42121-42132 Chemical denotes C22H30N11O7
739 42094-42098 Disease denotes HRMS
759 42545-42548 Chemical denotes DCM
760 42566-42574 Chemical denotes aldehyde MESH:D000447
761 42620-42623 Chemical denotes DCM
762 42635-42646 Chemical denotes acetic acid MESH:D019342
763 42728-42733 Chemical denotes argon MESH:D001128
764 42735-42763 Chemical denotes sodium triacetoxyborohydride
765 42787-42789 Chemical denotes eq
766 42866-42869 Chemical denotes DCM
767 42912-42918 Chemical denotes NaHCO3 MESH:D017693
768 42965-42968 Chemical denotes DCM
769 43032-43037 Chemical denotes brine MESH:C017082
770 43050-43056 Chemical denotes Na2SO4
771 43145-43155 Chemical denotes silica gel MESH:D058428
772 43178-43182 Chemical denotes MeOH
773 43186-43189 Chemical denotes DCM
774 43243-43247 Chemical denotes MeOH
775 43248-43251 Chemical denotes DCM
776 44121-44136 Chemical denotes C52H87N12O13Si2
777 44094-44098 Disease denotes HRMS
792 44456-44459 Chemical denotes TFA MESH:D014269
793 44472-44477 Chemical denotes water MESH:D014867
794 44577-44582 Chemical denotes water MESH:D014867
795 44608-44612 Chemical denotes LiOH
796 44727-44730 Chemical denotes HCl MESH:D006851
797 44858-44864 Chemical denotes silica MESH:D012822
798 44876-44879 Chemical denotes C18 MESH:C109760
799 44925-44937 Chemical denotes acetonitrile MESH:C032159
800 44941-44946 Chemical denotes TEAAc
801 45057-45062 Chemical denotes water MESH:D014867
802 45594-45597 Chemical denotes 13C MESH:C000615229
803 45612-45615 Chemical denotes D2O
804 45810-45821 Chemical denotes C26H37N12O9
805 45783-45787 Disease denotes HRMS
812 46152-46164 Chemical denotes acetonitrile MESH:C032159
813 46168-46173 Chemical denotes TEAAc
814 46848-46851 Chemical denotes 13C MESH:C000615229
815 46866-46869 Chemical denotes D2O
816 47065-47076 Chemical denotes C27H39N12O9
817 47038-47042 Disease denotes HRMS
830 47392-47395 Chemical denotes TFA MESH:D014269
831 47409-47414 Chemical denotes water MESH:D014867
832 47528-47531 Chemical denotes NH3
833 47535-47539 Chemical denotes MeOH
834 47685-47695 Chemical denotes silica gel MESH:D058428
835 47752-47764 Chemical denotes acetonitrile MESH:C032159
836 47768-47773 Chemical denotes TEAAc
837 47884-47889 Chemical denotes water MESH:D014867
838 48449-48452 Chemical denotes 13C MESH:C000615229
839 48467-48470 Chemical denotes D2O
840 48665-48676 Chemical denotes C26H38N13O8
841 48638-48642 Disease denotes HRMS
847 48816-48819 Chemical denotes NMP MESH:C038678
848 49127-49133 Chemical denotes Na2SO4
849 49222-49232 Chemical denotes silica gel MESH:D058428
850 49255-49259 Chemical denotes MeOH
851 49263-49266 Chemical denotes DCM
864 49630-49643 Chemical denotes 1-bromobutane MESH:C047757
865 49701-49705 Chemical denotes MeOH
866 49706-49709 Chemical denotes DCM
867 49717-49719 Chemical denotes 1H
868 49734-49739 Chemical denotes CDCl3
869 49752-49754 Chemical denotes 2H MESH:D003903
870 49766-49768 Chemical denotes 1H
871 49780-49782 Chemical denotes 1H
872 49806-49808 Chemical denotes 1H
873 49832-49834 Chemical denotes 1H
874 50621-50635 Chemical denotes C46H72N11O7Si2
875 50594-50598 Disease denotes HRMS
890 50994-51017 Chemical denotes 1-bromo-3-phenylpropane
891 51075-51079 Chemical denotes MeOH
892 51080-51083 Chemical denotes DCM
893 51090-51092 Chemical denotes 1H
894 51107-51112 Chemical denotes CDCl3
895 51125-51127 Chemical denotes 1H
896 51139-51141 Chemical denotes 1H
897 51153-51155 Chemical denotes 1H
898 51167-51169 Chemical denotes 1H
899 51186-51188 Chemical denotes 5H
900 51212-51214 Chemical denotes 1H
901 51238-51240 Chemical denotes 1H
902 52003-52017 Chemical denotes C46H72N11O7Si2
903 51976-51980 Disease denotes HRMS
909 52386-52408 Chemical denotes methyl-4-bromobutyrate
910 52467-52471 Chemical denotes MeOH
911 52472-52475 Chemical denotes DCM
912 53392-53406 Chemical denotes C42H70N11O9Si2
913 53365-53369 Disease denotes HRMS
919 53960-53962 Chemical denotes 2H MESH:D003903
920 54408-54411 Chemical denotes 13C MESH:C000615229
921 54426-54434 Chemical denotes DMSO‑d 6
922 54631-54642 Chemical denotes C26H38N11O7
923 54604-54608 Disease denotes HRMS
937 54948-54960 Chemical denotes acetonitrile MESH:C032159
938 54964-54969 Chemical denotes TEAAc
939 55107-55109 Chemical denotes 1H
940 55124-55132 Chemical denotes DMSO‑d 6
941 55145-55147 Chemical denotes 1H
942 55159-55161 Chemical denotes 1H
943 55173-55175 Chemical denotes 1H
944 55187-55189 Chemical denotes 1H
945 55205-55207 Chemical denotes 2H MESH:D003903
946 55653-55656 Chemical denotes 13C MESH:C000615229
947 55671-55679 Chemical denotes DMSO‑d 6
948 55876-55887 Chemical denotes C26H38N11O7
949 55849-55853 Disease denotes HRMS
963 56204-56216 Chemical denotes acetonitrile MESH:C032159
964 56220-56225 Chemical denotes TEAAc
965 56364-56366 Chemical denotes 1H
966 56381-56389 Chemical denotes DMSO‑d 6
967 56402-56404 Chemical denotes 1H
968 56416-56418 Chemical denotes 1H
969 56430-56432 Chemical denotes 1H
970 56444-56446 Chemical denotes 1H
971 56462-56464 Chemical denotes 2H MESH:D003903
972 56910-56913 Chemical denotes 13C MESH:C000615229
973 56928-56936 Chemical denotes DMSO‑d 6
974 57140-57151 Chemical denotes C27H38N11O9
975 57113-57117 Disease denotes HRMS
991 57435-57438 Chemical denotes TFA MESH:D014269
992 57453-57458 Chemical denotes water MESH:D014867
993 57561-57566 Chemical denotes water MESH:D014867
994 57584-57588 Chemical denotes LiOH
995 57707-57710 Chemical denotes HCl MESH:D006851
996 57844-57850 Chemical denotes silica MESH:D012822
997 57862-57865 Chemical denotes C18 MESH:C109760
998 57911-57923 Chemical denotes acetonitrile MESH:C032159
999 57927-57932 Chemical denotes TEAAc
1000 58043-58048 Chemical denotes water MESH:D014867
1001 58053-58064 Chemical denotes 1,4-dioxane MESH:C025223
1002 58572-58575 Chemical denotes 13C MESH:C000615229
1003 58590-58593 Chemical denotes D2O
1004 58789-58800 Chemical denotes C26H37N12O9
1005 58762-58766 Disease denotes HRMS
1021 59123-59135 Chemical denotes acetonitrile MESH:C032159
1022 59139-59144 Chemical denotes TEAAc
1023 59283-59285 Chemical denotes 1H
1024 59300-59306 Chemical denotes DMSO‑d
1025 59321-59323 Chemical denotes 1H
1026 59335-59337 Chemical denotes 1H
1027 59354-59356 Chemical denotes 2H MESH:D003903
1028 59368-59370 Chemical denotes 1H
1029 59382-59384 Chemical denotes 1H
1030 59401-59403 Chemical denotes 2H MESH:D003903
1031 59419-59421 Chemical denotes 2H MESH:D003903
1032 59732-59735 Chemical denotes 13C MESH:C000615229
1033 59750-59758 Chemical denotes DMSO‑d 6
1034 59959-59972 Chemical denotes C28H33N12O11S
1035 59932-59936 Disease denotes HRMS
1051 60216-60225 Chemical denotes adenosine MESH:D000241
1052 60259-60299 Chemical denotes 4-methoxy-2-nitrobenzenesufonyl chloride
1053 60363-60367 Chemical denotes MeOH
1054 60368-60371 Chemical denotes DCM
1055 60374-60376 Chemical denotes 1H
1056 60391-60399 Chemical denotes DMSO‑d 6
1057 60424-60426 Chemical denotes 1H
1058 60438-60440 Chemical denotes 1H
1059 60452-60454 Chemical denotes 1H
1060 60478-60480 Chemical denotes 1H
1061 60504-60506 Chemical denotes 1H
1062 60770-60773 Chemical denotes 13C MESH:C000615229
1063 60788-60796 Chemical denotes DMSO‑d 6
1064 60959-60970 Chemical denotes C20H24N7O8S
1065 60932-60936 Disease denotes HRMS
1081 61214-61223 Chemical denotes adenosine MESH:D000241
1082 61257-61297 Chemical denotes 2-methoxy-4-nitrobenzenesufonyl chloride
1083 61361-61365 Chemical denotes MeOH
1084 61366-61369 Chemical denotes DCM
1085 61372-61374 Chemical denotes 1H
1086 61389-61395 Chemical denotes DMSO‑d
1087 61422-61424 Chemical denotes 1H
1088 61436-61438 Chemical denotes 1H
1089 61450-61452 Chemical denotes 1H
1090 61469-61471 Chemical denotes 2H MESH:D003903
1091 61508-61510 Chemical denotes 1H
1092 61735-61738 Chemical denotes 13C MESH:C000615229
1093 61753-61761 Chemical denotes DMSO‑d 6
1094 61924-61935 Chemical denotes C20H24N7O8S
1095 61897-61901 Disease denotes HRMS
1118 62152-62181 Chemical denotes 5′-amino-2′,3′-isopropylidene
1119 62182-62191 Chemical denotes adenosine MESH:D000241
1120 62234-62237 Chemical denotes DMF
1121 62257-62261 Chemical denotes Et3N
1122 62292-62340 Chemical denotes 2-nitro-4-trifluoromethylbenzenesufonyl chloride
1123 62459-62464 Chemical denotes argon MESH:D001128
1124 62522-62527 Chemical denotes water MESH:D014867
1125 62669-62675 Chemical denotes Na2SO4
1126 62764-62774 Chemical denotes silica gel MESH:D058428
1127 62797-62801 Chemical denotes MeOH
1128 62805-62808 Chemical denotes DCM
1129 62870-62874 Chemical denotes MeOH
1130 62875-62881 Chemical denotes CH2Cl2
1131 62884-62886 Chemical denotes 1H
1132 62901-62907 Chemical denotes DMSO‑d
1133 62934-62936 Chemical denotes 1H
1134 62960-62962 Chemical denotes 1H
1135 62974-62976 Chemical denotes 1H
1136 62988-62990 Chemical denotes 1H
1137 63027-63029 Chemical denotes 1H
1138 63508-63521 Chemical denotes C20H21N7O7SF3
1139 63481-63485 Disease denotes HRMS
1156 63764-63773 Chemical denotes adenosine MESH:D000241
1157 63807-63846 Chemical denotes 4-chloro-3-nitrobenzenesufonyl chloride
1158 63910-63914 Chemical denotes MeOH
1159 63915-63921 Chemical denotes CH2Cl2
1160 63924-63926 Chemical denotes 1H
1161 63941-63947 Chemical denotes DMSO‑d
1162 63962-63964 Chemical denotes 1H
1163 63988-63990 Chemical denotes 1H
1164 64002-64004 Chemical denotes 1H
1165 64016-64018 Chemical denotes 1H
1166 64055-64057 Chemical denotes 1H
1167 64081-64083 Chemical denotes 1H
1168 64293-64296 Chemical denotes 13C MESH:C000615229
1169 64311-64319 Chemical denotes DMSO‑d 6
1170 64483-64496 Chemical denotes C19H21N7O7SCl
1171 64456-64460 Disease denotes HRMS
1178 64948-64952 Chemical denotes MeOH
1179 64953-64956 Chemical denotes DCM
1180 65515-65518 Chemical denotes 18H
1181 65535-65538 Chemical denotes 12H
1182 65845-65861 Chemical denotes C47H67N12O12SSi2
1183 65818-65822 Disease denotes HRMS
1192 66316-66320 Chemical denotes MeOH
1193 66321-66324 Chemical denotes DCM
1194 66327-66329 Chemical denotes 1H
1195 66344-66349 Chemical denotes CDCl3
1196 66362-66364 Chemical denotes 1H
1197 66376-66378 Chemical denotes 1H
1198 67128-67144 Chemical denotes C47H67N12O12SSi2
1199 67101-67105 Disease denotes HRMS
1204 67607-67611 Chemical denotes MeOH
1205 67612-67615 Chemical denotes DCM
1206 68612-68630 Chemical denotes C44H64N12O11SF3Si2
1207 68585-68589 Disease denotes HRMS
1213 69084-69088 Chemical denotes MeOH
1214 69089-69092 Chemical denotes DCM
1215 69626-69629 Chemical denotes 12H
1216 69930-69948 Chemical denotes C43H64N12O11SSi2Cl
1217 69903-69907 Disease denotes HRMS
1246 70311-70323 Chemical denotes acetonitrile MESH:C032159
1247 70327-70332 Chemical denotes TEAAc
1248 70472-70474 Chemical denotes 1H
1249 70489-70495 Chemical denotes DMSO‑d
1250 70510-70512 Chemical denotes 1H
1251 70524-70526 Chemical denotes 1H
1252 70538-70540 Chemical denotes 2H MESH:D003903
1253 70564-70566 Chemical denotes 1H
1254 70603-70605 Chemical denotes 1H
1255 70621-70623 Chemical denotes 2H MESH:D003903
1256 70639-70641 Chemical denotes 2H MESH:D003903
1257 70678-70680 Chemical denotes 1H
1258 70704-70706 Chemical denotes 1H
1259 70730-70732 Chemical denotes 1H
1260 70748-70750 Chemical denotes 1H
1261 70766-70768 Chemical denotes 1H
1262 70792-70794 Chemical denotes 1H
1263 70810-70812 Chemical denotes 1H
1264 70836-70838 Chemical denotes 1H
1265 70862-70864 Chemical denotes 1H
1266 70881-70883 Chemical denotes 1H
1267 70900-70902 Chemical denotes 2H MESH:D003903
1268 70926-70928 Chemical denotes 1H
1269 70940-70942 Chemical denotes 3H MESH:D014316
1270 70959-70961 Chemical denotes 3H MESH:D014316
1271 70978-70980 Chemical denotes 5H
1272 71228-71241 Chemical denotes C29H35N12O12S
1273 71201-71205 Disease denotes HRMS
1302 71574-71586 Chemical denotes acetonitrile MESH:C032159
1303 71590-71595 Chemical denotes TEAAc
1304 71735-71737 Chemical denotes 1H
1305 71752-71758 Chemical denotes DMSO‑d
1306 71773-71775 Chemical denotes 1H
1307 71787-71789 Chemical denotes 1H
1308 71801-71803 Chemical denotes 2H MESH:D003903
1309 71827-71829 Chemical denotes 1H
1310 71866-71868 Chemical denotes 1H
1311 71884-71886 Chemical denotes 2H MESH:D003903
1312 71902-71904 Chemical denotes 2H MESH:D003903
1313 71941-71943 Chemical denotes 1H
1314 71967-71969 Chemical denotes 1H
1315 71993-71995 Chemical denotes 1H
1316 72011-72013 Chemical denotes 1H
1317 72029-72031 Chemical denotes 1H
1318 72055-72057 Chemical denotes 1H
1319 72073-72075 Chemical denotes 1H
1320 72099-72101 Chemical denotes 1H
1321 72125-72127 Chemical denotes 1H
1322 72144-72146 Chemical denotes 1H
1323 72163-72165 Chemical denotes 2H MESH:D003903
1324 72189-72191 Chemical denotes 1H
1325 72203-72205 Chemical denotes 3H MESH:D014316
1326 72222-72224 Chemical denotes 3H MESH:D014316
1327 72241-72243 Chemical denotes 5H
1328 72493-72506 Chemical denotes C29H35N12O12S
1329 72466-72470 Disease denotes HRMS
1345 72846-72858 Chemical denotes acetonitrile MESH:C032159
1346 72862-72867 Chemical denotes TEAAc
1347 73007-73009 Chemical denotes 1H
1348 73024-73030 Chemical denotes DMSO‑d
1349 73057-73059 Chemical denotes 1H
1350 73071-73073 Chemical denotes 1H
1351 73085-73087 Chemical denotes 1H
1352 73111-73113 Chemical denotes 1H
1353 73125-73127 Chemical denotes 1H
1354 73139-73141 Chemical denotes 1H
1355 73178-73180 Chemical denotes 1H
1356 73196-73198 Chemical denotes 2H MESH:D003903
1357 73842-73850 Chemical denotes DMSO‑d 6
1358 73862-73866 Disease denotes HRMS
1359 73889-73898 CellLine denotes C29H32N12 CVCL:0189
1374 74236-74248 Chemical denotes acetonitrile MESH:C032159
1375 74252-74257 Chemical denotes TEAAc
1376 74397-74399 Chemical denotes 1H
1377 74414-74420 Chemical denotes DMSO‑d
1378 74447-74449 Chemical denotes 1H
1379 74461-74463 Chemical denotes 1H
1380 74475-74477 Chemical denotes 1H
1381 74490-74492 Chemical denotes 1H
1382 74505-74507 Chemical denotes 1H
1383 74544-74546 Chemical denotes 1H
1384 74570-74572 Chemical denotes 1H
1385 74588-74590 Chemical denotes 2H MESH:D003903
1386 75175-75190 Chemical denotes C28H32N12O11SCl
1387 75148-75152 Disease denotes HRMS
1404 75570-75573 Chemical denotes DCM
1405 75591-75595 Chemical denotes Et3N
1406 75625-75657 Chemical denotes 4-chlorobenzenesulfonyl chloride
1407 75775-75780 Chemical denotes argon MESH:D001128
1408 75850-75853 Chemical denotes DCM
1409 75896-75902 Chemical denotes NaHCO3 MESH:D017693
1410 75949-75952 Chemical denotes DCM
1411 76016-76021 Chemical denotes brine MESH:C017082
1412 76042-76048 Chemical denotes Na2SO4
1413 76137-76147 Chemical denotes silica gel MESH:D058428
1414 76170-76174 Chemical denotes MeOH
1415 76178-76181 Chemical denotes DCM
1416 76241-76245 Chemical denotes MeOH
1417 76246-76252 Chemical denotes CH2Cl2
1418 77111-77128 Chemical denotes C43H65N11O9SSi2Cl
1419 77084-77088 Disease denotes HRMS
1446 77507-77510 Chemical denotes DCE
1447 77544-77573 Chemical denotes 4-chloro-3-nitrobenazaldehyde
1448 77615-77618 Chemical denotes DCE
1449 77632-77643 Chemical denotes acetic acid MESH:D019342
1450 77714-77719 Chemical denotes argon MESH:D001128
1451 77721-77749 Chemical denotes sodium triacetoxyborohydride
1452 77853-77856 Chemical denotes DCM
1453 77899-77905 Chemical denotes NaHCO3 MESH:D017693
1454 77944-77947 Chemical denotes DCM
1455 78011-78016 Chemical denotes brine MESH:C017082
1456 78037-78043 Chemical denotes Na2SO4
1457 78132-78142 Chemical denotes silica gel MESH:D058428
1458 78165-78169 Chemical denotes MeOH
1459 78173-78176 Chemical denotes DCM
1460 78230-78234 Chemical denotes MeOH
1461 78235-78238 Chemical denotes DCM
1462 78246-78248 Chemical denotes 1H
1463 78263-78268 Chemical denotes CDCl3
1464 78281-78283 Chemical denotes 1H
1465 78295-78297 Chemical denotes 1H
1466 78309-78311 Chemical denotes 1H
1467 78327-78329 Chemical denotes 2H MESH:D003903
1468 78346-78348 Chemical denotes 2H MESH:D003903
1469 78364-78366 Chemical denotes 2H MESH:D003903
1470 79154-79170 Chemical denotes C44H66N12O9Si2Cl
1471 79127-79131 Disease denotes HRMS
1490 79539-79542 Chemical denotes DCE
1491 79560-79580 Chemical denotes 4-chlorobenzaldehyde MESH:C052044
1492 79622-79625 Chemical denotes DCE
1493 79637-79648 Chemical denotes acetic acid MESH:D019342
1494 79719-79724 Chemical denotes argon MESH:D001128
1495 79726-79754 Chemical denotes sodium triacetoxyborohydride
1496 79858-79861 Chemical denotes DCM
1497 79904-79910 Chemical denotes NaHCO3 MESH:D017693
1498 79949-79952 Chemical denotes DCM
1499 80016-80021 Chemical denotes brine MESH:C017082
1500 80042-80048 Chemical denotes Na2SO4
1501 80137-80147 Chemical denotes silica gel MESH:D058428
1502 80170-80174 Chemical denotes MeOH
1503 80178-80181 Chemical denotes DCM
1504 80246-80250 Chemical denotes MeOH
1505 80251-80257 Chemical denotes CH2Cl2
1506 81096-81112 Chemical denotes C44H67N11O7Si2Cl
1507 81069-81073 Disease denotes HRMS
1523 81437-81449 Chemical denotes acetonitrile MESH:C032159
1524 81453-81458 Chemical denotes TEAAc
1525 81598-81600 Chemical denotes 1H
1526 81615-81621 Chemical denotes DMSO‑d
1527 81636-81638 Chemical denotes 1H
1528 81650-81652 Chemical denotes 1H
1529 81665-81667 Chemical denotes 1H
1530 81680-81682 Chemical denotes 1H
1531 81699-81701 Chemical denotes 2H MESH:D003903
1532 81718-81720 Chemical denotes 2H MESH:D003903
1533 81736-81738 Chemical denotes 2H MESH:D003903
1534 82119-82122 Chemical denotes 13C MESH:C000615229
1535 82137-82145 Chemical denotes DMSO‑d 6
1536 82346-82360 Chemical denotes C28H33N11O9SCl
1537 82319-82323 Disease denotes HRMS
1556 82680-82692 Chemical denotes acetonitrile MESH:C032159
1557 82696-82701 Chemical denotes TEAAc
1558 82841-82843 Chemical denotes 1H
1559 82858-82864 Chemical denotes DMSO‑d
1560 82879-82881 Chemical denotes 1H
1561 82893-82895 Chemical denotes 1H
1562 82907-82909 Chemical denotes 1H
1563 82921-82923 Chemical denotes 1H
1564 82947-82949 Chemical denotes 1H
1565 82973-82975 Chemical denotes 1H
1566 83012-83014 Chemical denotes 1H
1567 83030-83032 Chemical denotes 2H MESH:D003903
1568 83048-83050 Chemical denotes 2H MESH:D003903
1569 83074-83076 Chemical denotes 1H
1570 83100-83102 Chemical denotes 1H
1571 83119-83121 Chemical denotes 2H MESH:D003903
1572 83651-83655 Disease denotes HRMS
1573 83678-83687 CellLine denotes C29H34N12 CVCL:0189
1587 84003-84015 Chemical denotes acetonitrile MESH:C032159
1588 84019-84024 Chemical denotes TEAAc
1589 84164-84166 Chemical denotes 1H
1590 84181-84189 Chemical denotes DMSO‑d 6
1591 84202-84204 Chemical denotes 1H
1592 84216-84218 Chemical denotes 1H
1593 84230-84232 Chemical denotes 1H
1594 84244-84246 Chemical denotes 1H
1595 84262-84264 Chemical denotes 2H MESH:D003903
1596 84739-84742 Chemical denotes 13C MESH:C000615229
1597 84757-84763 Chemical denotes DMSO‑d
1598 84974-84987 Chemical denotes C29H35N11O7Cl
1599 84947-84951 Disease denotes HRMS
1601 85200-85209 Chemical denotes histidine MESH:D006639
1618 85544-85546 Chemical denotes 3H MESH:D014316
1619 85722-85726 Chemical denotes Tris
1620 85727-85730 Chemical denotes HCl MESH:D006851
1621 85746-85749 Chemical denotes DTT MESH:D004229
1622 85756-85761 Chemical denotes MgCl2 MESH:D015636
1623 85783-85785 Chemical denotes 3H MESH:D014316
1624 86029-86033 Chemical denotes DMSO MESH:D004121
1625 86044-86048 Chemical denotes DMSO MESH:D004121
1626 86179-86183 Chemical denotes DMSO MESH:D004121
1627 86268-86273 Chemical denotes water MESH:D014867
1628 86303-86320 Chemical denotes diethylaminoethyl
1629 86322-86326 Chemical denotes DEAE
1630 86455-86471 Chemical denotes ammonium formate MESH:C030544
1631 86491-86496 Chemical denotes water MESH:D014867
1632 86511-86518 Chemical denotes ethanol MESH:D000431
1633 86581-86583 Chemical denotes 3H MESH:D014316
1640 87273-87278 Chemical denotes HEPES MESH:D006531
1641 87296-87300 Chemical denotes NaCl MESH:D012965
1642 87305-87317 Chemical denotes SYPRO orange
1643 87411-87415 Chemical denotes DMSO MESH:D004121
1644 87419-87424 Chemical denotes water MESH:D014867
1645 87766-87770 Chemical denotes DMSO MESH:D004121
1647 88646-88655 Chemical denotes hydrogens MESH:D006859

LitCovid-PD-MONDO

Id Subject Object Predicate Lexical cue mondo_id
T1 73-81 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T2 224-232 Disease denotes COVID-19 http://purl.obolibrary.org/obo/MONDO_0100096
T3 285-293 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T4 1159-1167 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T5 1249-1257 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T6 1609-1617 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T7 1729-1737 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T8 2086-2094 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T9 2318-2323 Disease denotes Ebola http://purl.obolibrary.org/obo/MONDO_0005737
T10 2430-2438 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T11 2547-2555 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T12 2623-2631 Disease denotes COVID-19 http://purl.obolibrary.org/obo/MONDO_0100096
T13 2689-2697 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T14 2940-2949 Disease denotes pneumonia http://purl.obolibrary.org/obo/MONDO_0005249
T15 3175-3183 Disease denotes COVID-19 http://purl.obolibrary.org/obo/MONDO_0100096
T16 3409-3419 Disease denotes infections http://purl.obolibrary.org/obo/MONDO_0005550
T17 4707-4722 Disease denotes viral infection http://purl.obolibrary.org/obo/MONDO_0005108
T18 4713-4722 Disease denotes infection http://purl.obolibrary.org/obo/MONDO_0005550
T19 6643-6651 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T20 6653-6657 Disease denotes Zika http://purl.obolibrary.org/obo/MONDO_0018661
T21 6670-6676 Disease denotes Dengue http://purl.obolibrary.org/obo/MONDO_0005502
T22 6701-6709 Disease denotes vaccinia http://purl.obolibrary.org/obo/MONDO_0002595
T23 6767-6775 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T24 6780-6788 Disease denotes vaccinia http://purl.obolibrary.org/obo/MONDO_0002595
T25 8275-8283 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T26 8399-8407 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T27 8472-8480 Disease denotes vaccinia http://purl.obolibrary.org/obo/MONDO_0002595
T28 8818-8826 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T29 8831-8839 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T30 8977-8985 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T31 9036-9044 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T32 11803-11805 Disease denotes Ns http://purl.obolibrary.org/obo/MONDO_0009735
T33 12885-12887 Disease denotes Ns http://purl.obolibrary.org/obo/MONDO_0009735
T34 13686-13688 Disease denotes Ns http://purl.obolibrary.org/obo/MONDO_0009735
T35 14279-14281 Disease denotes Ns http://purl.obolibrary.org/obo/MONDO_0009735
T36 16199-16201 Disease denotes Ns http://purl.obolibrary.org/obo/MONDO_0009735
T37 17983-17991 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T38 18015-18019 Disease denotes Zika http://purl.obolibrary.org/obo/MONDO_0018661
T39 18032-18038 Disease denotes Dengue http://purl.obolibrary.org/obo/MONDO_0005502
T40 18040-18048 Disease denotes Vaccinia http://purl.obolibrary.org/obo/MONDO_0002595
T41 18181-18189 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T42 18200-18208 Disease denotes Vaccinia http://purl.obolibrary.org/obo/MONDO_0002595
T43 18413-18421 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T44 18428-18436 Disease denotes Vaccinia http://purl.obolibrary.org/obo/MONDO_0002595
T45 19332-19340 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T46 19356-19364 Disease denotes vaccinia http://purl.obolibrary.org/obo/MONDO_0002595
T47 19645-19653 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T48 19865-19873 Disease denotes Vaccinia http://purl.obolibrary.org/obo/MONDO_0002595
T49 19889-19897 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T50 20452-20460 Disease denotes Vaccinia http://purl.obolibrary.org/obo/MONDO_0002595
T51 20515-20523 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T52 20813-20821 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T53 21045-21053 Disease denotes Vaccinia http://purl.obolibrary.org/obo/MONDO_0002595
T54 21071-21079 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T55 21163-21165 Disease denotes Ns http://purl.obolibrary.org/obo/MONDO_0009735
T56 21450-21458 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T57 21977-21985 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T58 22588-22596 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T59 22686-22694 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T60 22909-22917 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T61 23182-23190 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T62 23345-23353 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T63 23539-23547 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T64 23694-23702 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T65 24408-24416 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T66 24509-24517 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T67 24561-24569 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T68 25205-25213 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T69 25220-25228 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T70 25456-25464 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T71 25647-25655 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T72 25945-25953 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T73 26121-26129 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T74 26230-26238 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T75 26512-26520 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T76 26895-26903 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T77 27105-27113 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T78 27187-27195 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T79 27377-27385 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T80 27498-27506 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T81 27622-27630 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T82 27834-27842 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T83 28067-28075 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T84 28314-28322 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T85 28385-28393 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T86 28840-28848 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T87 29122-29130 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T88 31259-31267 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T89 31363-31371 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T90 31774-31782 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T91 32869-32877 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T92 33492-33500 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T93 33829-33837 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T94 33901-33909 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T95 33992-34000 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T96 34053-34061 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T97 34189-34197 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T98 34939-34942 Disease denotes LPG http://purl.obolibrary.org/obo/MONDO_0012725
T99 35021-35024 Disease denotes TCC http://purl.obolibrary.org/obo/MONDO_0008521
T100 85080-85088 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T101 85338-85346 Disease denotes Vaccinia http://purl.obolibrary.org/obo/MONDO_0002595
T102 85857-85865 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T103 85881-85889 Disease denotes vaccinia http://purl.obolibrary.org/obo/MONDO_0002595
T104 87341-87349 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T105 88334-88342 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T106 88469-88477 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T107 88986-88994 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T108 89033-89041 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091

LitCovid-PD-CLO

Id Subject Object Predicate Lexical cue
T1 156-163 http://purl.obolibrary.org/obo/NCBITaxon_10239 denotes viruses
T2 191-196 http://purl.obolibrary.org/obo/NCBITaxon_9606 denotes human
T3 370-374 http://purl.obolibrary.org/obo/UBERON_0001456 denotes face
T4 403-410 http://purl.obolibrary.org/obo/NCBITaxon_10239 denotes viruses
T5 630-637 http://purl.obolibrary.org/obo/NCBITaxon_10239 denotes viruses
T6 1105-1111 http://purl.obolibrary.org/obo/CLO_0001658 denotes active
T7 1326-1332 http://purl.obolibrary.org/obo/CLO_0001658 denotes active
T8 1515-1516 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T9 1989-1995 http://purl.obolibrary.org/obo/CLO_0001658 denotes active
T10 2051-2052 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T11 2224-2231 http://purl.obolibrary.org/obo/NCBITaxon_10239 denotes viruses
T12 2285-2286 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T13 2324-2329 http://purl.obolibrary.org/obo/NCBITaxon_10239 denotes virus
T14 2461-2467 http://purl.obolibrary.org/obo/CLO_0054060 denotes 10% [2
T15 2511-2513 http://purl.obolibrary.org/obo/CLO_0001313 denotes 36
T16 2602-2609 http://purl.obolibrary.org/obo/NCBITaxon_10239 denotes viruses
T17 2708-2709 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T18 3238-3239 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T19 3560-3567 http://purl.obolibrary.org/obo/NCBITaxon_10239 denotes viruses
T20 3647-3648 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T21 3677-3687 http://purl.obolibrary.org/obo/NCBITaxon_2759 denotes eukaryotic
T22 3882-3883 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T23 3970-3977 http://purl.obolibrary.org/obo/NCBITaxon_10239 denotes viruses
T24 4064-4074 http://purl.obolibrary.org/obo/NCBITaxon_2759 denotes eukaryotic
T25 4075-4080 http://purl.obolibrary.org/obo/GO_0005623 denotes cells
T26 4088-4095 http://purl.obolibrary.org/obo/NCBITaxon_10239 denotes viruses
T27 4104-4105 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T28 4126-4136 http://purl.obolibrary.org/obo/CLO_0001658 denotes activities
T29 4147-4148 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T30 4172-4173 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T31 4294-4295 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T32 4354-4355 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T33 4437-4438 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T34 4467-4468 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T35 4509-4512 http://purl.obolibrary.org/obo/CLO_0001562 denotes a 2
T36 4509-4512 http://purl.obolibrary.org/obo/CLO_0001563 denotes a 2
T37 4799-4804 http://purl.obolibrary.org/obo/NCBITaxon_10239 denotes virus
T38 5279-5280 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T39 5308-5309 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T40 5448-5456 http://purl.obolibrary.org/obo/NCBITaxon_9606 denotes human or
T41 5496-5497 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T42 5518-5530 http://purl.obolibrary.org/obo/OBI_0000245 denotes organization
T43 5600-5601 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T44 6002-6005 http://purl.obolibrary.org/obo/PR_000001343 denotes aim
T45 6116-6117 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T46 6433-6434 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T47 6559-6565 http://purl.obolibrary.org/obo/UBERON_0000473 denotes tested
T48 6685-6692 http://purl.obolibrary.org/obo/NCBITaxon_10239 denotes viruses
T49 6710-6715 http://purl.obolibrary.org/obo/NCBITaxon_10239 denotes virus
T50 6789-6794 http://purl.obolibrary.org/obo/NCBITaxon_10239 denotes virus
T51 6856-6862 http://purl.obolibrary.org/obo/CLO_0001658 denotes active
T52 6960-6961 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T53 7122-7123 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T54 7237-7253 http://purl.obolibrary.org/obo/CHEBI_33708 denotes protein residues
T55 7669-7677 http://purl.obolibrary.org/obo/CLO_0001658 denotes activity
T56 7737-7738 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T57 7835-7836 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T58 7938-7941 http://purl.obolibrary.org/obo/CLO_0001562 denotes a 2
T59 7938-7941 http://purl.obolibrary.org/obo/CLO_0001563 denotes a 2
T60 7964-7965 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T61 7998-7999 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T62 8079-8087 http://purl.obolibrary.org/obo/CLO_0001658 denotes activity
T63 8454-8459 http://purl.obolibrary.org/obo/NCBITaxon_9606 denotes human
T64 8529-8530 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T65 8887-8889 http://purl.obolibrary.org/obo/CLO_0050050 denotes S1
T66 8892-8894 http://purl.obolibrary.org/obo/CLO_0050510 denotes 18
T67 9478-9481 http://purl.obolibrary.org/obo/CLO_0001562 denotes a 2
T68 9478-9481 http://purl.obolibrary.org/obo/CLO_0001563 denotes a 2
T69 9648-9649 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T70 9912-9928 http://purl.obolibrary.org/obo/PR_000018263 denotes amino acid chain
T71 10276-10277 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T72 10312-10313 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T73 10376-10377 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T74 10620-10622 http://purl.obolibrary.org/obo/CLO_0052906 denotes Cl
T75 10800-10801 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T76 10892-10900 http://purl.obolibrary.org/obo/CLO_0001658 denotes activity
T77 11011-11012 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T78 11049-11050 http://purl.obolibrary.org/obo/CLO_0001021 denotes b
T79 11074-11078 http://purl.obolibrary.org/obo/CLO_0002105 denotes C, 2
T80 11074-11078 http://purl.obolibrary.org/obo/CLO_0051742 denotes C, 2
T81 11101-11106 http://purl.obolibrary.org/obo/CLO_0001196 denotes 2, 25
T82 11130-11132 http://purl.obolibrary.org/obo/CLO_0001302 denotes 34
T83 11145-11151 http://purl.obolibrary.org/obo/CLO_0004316 denotes (i) 21
T84 11171-11175 http://purl.obolibrary.org/obo/CLO_0002105 denotes C, 2
T85 11171-11175 http://purl.obolibrary.org/obo/CLO_0051742 denotes C, 2
T86 11200-11204 http://purl.obolibrary.org/obo/CLO_0002105 denotes C, 2
T87 11200-11204 http://purl.obolibrary.org/obo/CLO_0051742 denotes C, 2
T88 11231-11236 http://purl.obolibrary.org/obo/CLO_0001196 denotes 2, 25
T89 11311-11316 http://purl.obolibrary.org/obo/CLO_0001196 denotes 2, 25
T90 11326-11328 http://purl.obolibrary.org/obo/CLO_0001000 denotes 35
T91 11349-11354 http://purl.obolibrary.org/obo/CLO_0001196 denotes 2, 25
T92 11446-11450 http://purl.obolibrary.org/obo/CLO_0037284 denotes C, 4
T93 11517-11521 http://purl.obolibrary.org/obo/CLO_0037284 denotes C, 4
T94 11627-11632 http://purl.obolibrary.org/obo/CLO_0001196 denotes 2, 25
T95 11634-11638 http://purl.obolibrary.org/obo/CLO_0002140 denotes C, 6
T96 11634-11638 http://purl.obolibrary.org/obo/CLO_0051387 denotes C, 6
T97 11634-11638 http://purl.obolibrary.org/obo/CLO_0051684 denotes C, 6
T98 11634-11638 http://purl.obolibrary.org/obo/CLO_0051685 denotes C, 6
T99 11634-11638 http://purl.obolibrary.org/obo/CLO_0051686 denotes C, 6
T100 11655-11660 http://purl.obolibrary.org/obo/CLO_0003588 denotes h, 28
T101 11745-11747 http://purl.obolibrary.org/obo/CLO_0001313 denotes 36
T102 11800-11801 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T103 11806-11808 http://purl.obolibrary.org/obo/CLO_0052906 denotes Cl
T104 11844-11845 http://purl.obolibrary.org/obo/CLO_0001021 denotes b
T105 11883-11885 http://purl.obolibrary.org/obo/CLO_0001407 denotes 52
T106 11902-11907 http://purl.obolibrary.org/obo/CLO_0001196 denotes 2, 25
T107 11914-11917 http://purl.obolibrary.org/obo/CLO_0003607 denotes h–5
T108 11973-11974 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T109 12041-12042 http://purl.obolibrary.org/obo/CLO_0001021 denotes b
T110 12125-12130 http://purl.obolibrary.org/obo/CLO_0002096 denotes C, 16
T111 12216-12221 http://purl.obolibrary.org/obo/CLO_0002096 denotes C, 16
T112 12244-12249 http://purl.obolibrary.org/obo/CLO_0001196 denotes 2, 25
T113 12259-12261 http://purl.obolibrary.org/obo/CLO_0001382 denotes 48
T114 12834-12835 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T115 12904-12905 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T116 12921-12931 http://purl.obolibrary.org/obo/CLO_0001658 denotes activating
T117 12938-12941 http://purl.obolibrary.org/obo/CLO_0051582 denotes has
T118 12970-12972 http://purl.obolibrary.org/obo/CLO_0050507 denotes 22
T119 13129-13132 http://purl.obolibrary.org/obo/CLO_0051582 denotes has
T120 13356-13358 http://purl.obolibrary.org/obo/CLO_0050510 denotes 18
T121 13419-13421 http://purl.obolibrary.org/obo/CLO_0050510 denotes 18
T122 13493-13495 http://purl.obolibrary.org/obo/CLO_0050507 denotes 22
T123 13502-13505 http://purl.obolibrary.org/obo/CLO_0051582 denotes has
T124 13506-13507 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T125 13695-13697 http://purl.obolibrary.org/obo/CLO_0050510 denotes 18
T126 13893-13894 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T127 14026-14027 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T128 14140-14143 http://purl.obolibrary.org/obo/CLO_0051582 denotes has
T129 14360-14362 http://purl.obolibrary.org/obo/CLO_0001302 denotes 34
T130 14545-14546 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T131 14720-14722 http://purl.obolibrary.org/obo/CLO_0050507 denotes 22
T132 14972-14988 http://purl.obolibrary.org/obo/PR_000018263 denotes amino acid chain
T133 15088-15089 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T134 15111-15127 http://purl.obolibrary.org/obo/PR_000018263 denotes amino acid chain
T135 15146-15148 http://purl.obolibrary.org/obo/CLO_0050507 denotes 22
T136 15154-15155 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T137 15513-15514 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T138 16363-16365 http://purl.obolibrary.org/obo/CLO_0052906 denotes Cl
T139 16505-16507 http://purl.obolibrary.org/obo/CLO_0050509 denotes 27
T140 16668-16670 http://purl.obolibrary.org/obo/CLO_0001407 denotes 52
T141 16673-16674 http://purl.obolibrary.org/obo/CLO_0001020 denotes A
T142 17051-17052 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T143 17398-17400 http://purl.obolibrary.org/obo/CLO_0054055 denotes 71
T144 17453-17461 http://purl.obolibrary.org/obo/CLO_0001658 denotes activity
T145 17479-17483 http://purl.obolibrary.org/obo/CLO_0001046 denotes 1–16
T146 17489-17495 http://purl.obolibrary.org/obo/UBERON_0000473 denotes tested
T147 17633-17634 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T148 17854-17858 http://purl.obolibrary.org/obo/CLO_0001046 denotes 1–16
T149 18056-18063 http://purl.obolibrary.org/obo/NCBITaxon_10239 denotes viruses
T150 18102-18108 http://purl.obolibrary.org/obo/UBERON_0000473 denotes tested
T151 18117-18122 http://purl.obolibrary.org/obo/NCBITaxon_9606 denotes human
T152 18299-18307 http://purl.obolibrary.org/obo/CLO_0001658 denotes activity
T153 18336-18340 http://purl.obolibrary.org/obo/CLO_0001046 denotes 1–16
T154 18411-18412 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T155 18817-18819 http://purl.obolibrary.org/obo/CLO_0053733 denotes 11
T156 19088-19096 http://purl.obolibrary.org/obo/CLO_0001658 denotes activity
T157 19116-19117 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T158 19365-19370 http://purl.obolibrary.org/obo/NCBITaxon_10239 denotes virus
T159 19396-19398 http://purl.obolibrary.org/obo/CLO_0053794 denotes 41
T160 19403-19408 http://purl.obolibrary.org/obo/NCBITaxon_9606 denotes human
T161 19583-19589 http://purl.obolibrary.org/obo/CLO_0001658 denotes active
T162 19752-19768 http://purl.obolibrary.org/obo/PR_000018263 denotes amino acid chain
T163 19844-19845 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T164 19853-19861 http://purl.obolibrary.org/obo/CLO_0001658 denotes activity
T165 19940-19941 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T166 20018-20019 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T167 20048-20053 http://purl.obolibrary.org/obo/NCBITaxon_9606 denotes human
T168 20152-20153 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T169 20284-20293 http://www.ebi.ac.uk/efo/EFO_0000876 denotes extremity
T170 20342-20350 http://purl.obolibrary.org/obo/CLO_0001658 denotes activity
T171 20554-20570 http://purl.obolibrary.org/obo/PR_000018263 denotes amino acid chain
T172 20574-20575 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T173 20775-20776 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T174 20859-20875 http://purl.obolibrary.org/obo/PR_000018263 denotes amino acid chain
T175 21159-21160 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T176 21416-21417 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T177 21527-21535 http://purl.obolibrary.org/obo/CLO_0001658 denotes activity
T178 21687-21689 http://purl.obolibrary.org/obo/CLO_0052906 denotes Cl
T179 21947-21948 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T180 21965-21973 http://purl.obolibrary.org/obo/CLO_0001658 denotes activity
T181 22250-22252 http://purl.obolibrary.org/obo/CLO_0052906 denotes Cl
T182 22363-22364 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T183 22550-22557 http://purl.obolibrary.org/obo/UBERON_0000473 denotes testing
T184 22722-22728 http://purl.obolibrary.org/obo/UBERON_0000473 denotes tested
T185 22745-22746 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T186 22806-22808 http://purl.obolibrary.org/obo/CLO_0008922 denotes S2
T187 22806-22808 http://purl.obolibrary.org/obo/CLO_0050052 denotes S2
T188 23015-23023 http://purl.obolibrary.org/obo/CLO_0001658 denotes activity
T189 23230-23238 http://purl.obolibrary.org/obo/CLO_0001658 denotes activity
T190 23301-23303 http://purl.obolibrary.org/obo/CLO_0053733 denotes 11
T191 23333-23341 http://purl.obolibrary.org/obo/CLO_0001658 denotes activity
T192 23708-23709 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T193 23756-23763 http://purl.obolibrary.org/obo/UBERON_0000473 denotes testing
T194 23791-23797 http://purl.obolibrary.org/obo/CLO_0001658 denotes active
T195 23813-23815 http://purl.obolibrary.org/obo/CLO_0053733 denotes 11
T196 23840-23841 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T197 23879-23880 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T198 24069-24070 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T199 24193-24194 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T200 24251-24259 http://purl.obolibrary.org/obo/CLO_0001658 denotes activity
T201 24363-24364 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T202 24434-24442 http://purl.obolibrary.org/obo/CLO_0001658 denotes activity
T203 24489-24495 http://purl.obolibrary.org/obo/CLO_0001658 denotes active
T204 24528-24533 http://purl.obolibrary.org/obo/NCBITaxon_9606 denotes human
T205 24539-24549 http://purl.obolibrary.org/obo/CLO_0001658 denotes activities
T206 24702-24704 http://purl.obolibrary.org/obo/CLO_0053733 denotes 11
T207 24832-24833 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T208 24865-24873 http://purl.obolibrary.org/obo/CLO_0001658 denotes activity
T209 24929-24930 http://purl.obolibrary.org/obo/CLO_0001021 denotes b
T210 24959-24961 http://purl.obolibrary.org/obo/CLO_0053733 denotes 11
T211 24974-24982 http://purl.obolibrary.org/obo/CLO_0001658 denotes activity
T212 25026-25027 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T213 25416-25418 http://purl.obolibrary.org/obo/CLO_0001302 denotes 34
T214 25573-25579 http://purl.obolibrary.org/obo/CLO_0001658 denotes active
T215 25793-25794 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T216 25987-25988 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T217 26055-26057 http://purl.obolibrary.org/obo/CLO_0050050 denotes S1
T218 26561-26562 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T219 26660-26663 http://purl.obolibrary.org/obo/CLO_0009405 denotes TSA
T220 26738-26739 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T221 26870-26871 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T222 26971-26973 http://purl.obolibrary.org/obo/CLO_0052906 denotes Cl
T223 27037-27041 http://purl.obolibrary.org/obo/CLO_0002489 denotes Cl-3
T224 27254-27256 http://purl.obolibrary.org/obo/CLO_0053733 denotes 11
T225 27340-27341 http://purl.obolibrary.org/obo/CLO_0001020 denotes A
T226 28380-28382 http://purl.obolibrary.org/obo/CLO_0001000 denotes 35
T227 28403-28404 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T228 28540-28544 http://purl.obolibrary.org/obo/CLO_0001000 denotes 3′-5
T229 28724-28725 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T230 28880-28882 http://purl.obolibrary.org/obo/CLO_0001000 denotes 35
T231 28900-28902 http://purl.obolibrary.org/obo/CLO_0001313 denotes 36
T232 29120-29121 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T233 29252-29254 http://purl.obolibrary.org/obo/CLO_0008933 denotes S5
T234 29257-29259 http://purl.obolibrary.org/obo/CLO_0001000 denotes 35
T235 29452-29460 http://purl.obolibrary.org/obo/CLO_0001658 denotes activity
T236 29495-29503 http://purl.obolibrary.org/obo/CLO_0001658 denotes activity
T237 30155-30156 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T238 30215-30216 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T239 30598-30606 http://purl.obolibrary.org/obo/CLO_0001658 denotes activity
T240 30685-30686 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T241 30802-30803 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T242 31065-31066 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T243 31408-31414 http://purl.obolibrary.org/obo/CLO_0001627 denotes Å). (A
T244 31588-31589 http://purl.obolibrary.org/obo/CLO_0001020 denotes Å
T245 31819-31825 http://purl.obolibrary.org/obo/CLO_0001627 denotes Å). (A
T246 31884-31885 http://purl.obolibrary.org/obo/CLO_0001021 denotes B
T247 32818-32823 http://purl.obolibrary.org/obo/NCBITaxon_10239 denotes virus
T248 33030-33035 http://purl.obolibrary.org/obo/NCBITaxon_9606 denotes human
T249 33127-33128 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T250 33379-33380 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T251 33480-33488 http://purl.obolibrary.org/obo/CLO_0001658 denotes activity
T252 33585-33586 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T253 33685-33693 http://purl.obolibrary.org/obo/CLO_0001658 denotes activity
T254 33932-33934 http://purl.obolibrary.org/obo/CLO_0050050 denotes S1
T255 34812-34813 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T256 34877-34878 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T257 34937-34938 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T258 34956-34957 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T259 35047-35051 http://purl.obolibrary.org/obo/CLO_0001046 denotes 1–16
T260 35080-35081 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T261 35103-35105 http://purl.obolibrary.org/obo/CLO_0002878 denotes ec
T262 35232-35233 http://purl.obolibrary.org/obo/CLO_0001020 denotes A
T263 35271-35272 http://purl.obolibrary.org/obo/CLO_0001021 denotes B
T264 35359-35363 http://purl.obolibrary.org/obo/CLO_0001046 denotes 1–16
T265 35453-35454 http://purl.obolibrary.org/obo/CLO_0001020 denotes A
T266 35486-35488 http://purl.obolibrary.org/obo/CLO_0050510 denotes 18
T267 35494-35496 http://purl.obolibrary.org/obo/CLO_0050509 denotes 27
T268 35507-35508 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T269 35859-35866 http://purl.obolibrary.org/obo/OBI_0100026 denotes organic
T270 35859-35866 http://purl.obolibrary.org/obo/UBERON_0000468 denotes organic
T271 36026-36027 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T272 36183-36185 http://purl.obolibrary.org/obo/CLO_0050510 denotes 18
T273 36204-36205 http://purl.obolibrary.org/obo/CLO_0001020 denotes A
T274 36316-36318 http://purl.obolibrary.org/obo/CLO_0050510 denotes 18
T275 36349-36350 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T276 36888-36891 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T277 36944-36945 http://purl.obolibrary.org/obo/CLO_0001021 denotes B
T278 36990-36991 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T279 37004-37006 http://purl.obolibrary.org/obo/CLO_0050510 denotes 18
T280 37270-37277 http://purl.obolibrary.org/obo/OBI_0100026 denotes organic
T281 37270-37277 http://purl.obolibrary.org/obo/UBERON_0000468 denotes organic
T282 37808-37809 http://purl.obolibrary.org/obo/CLO_0001021 denotes B
T283 37816-37818 http://purl.obolibrary.org/obo/CLO_0050510 denotes 18
T284 37882-37883 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T285 38759-38762 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T286 39044-39045 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T287 39175-39177 http://purl.obolibrary.org/obo/CLO_0053733 denotes 11
T288 39430-39437 http://purl.obolibrary.org/obo/OBI_0100026 denotes organic
T289 39430-39437 http://purl.obolibrary.org/obo/UBERON_0000468 denotes organic
T290 39666-39667 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T291 40436-40439 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T292 40529-40533 http://purl.obolibrary.org/obo/CLO_0001000 denotes 3, 5
T293 40663-40666 http://purl.obolibrary.org/obo/CLO_0001313 denotes 3–6
T294 40862-40863 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T295 40919-40920 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T296 41114-41115 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T297 41352-41353 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T298 41469-41470 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T299 42134-42137 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T300 42479-42481 http://purl.obolibrary.org/obo/CLO_0050507 denotes 22
T301 42486-42487 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T302 42998-43005 http://purl.obolibrary.org/obo/OBI_0100026 denotes organic
T303 42998-43005 http://purl.obolibrary.org/obo/UBERON_0000468 denotes organic
T304 43199-43201 http://purl.obolibrary.org/obo/CLO_0050507 denotes 22
T305 43207-43213 http://purl.obolibrary.org/obo/CLO_0007701 denotes mg, 93
T306 43219-43220 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T307 44138-44141 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T308 44388-44390 http://purl.obolibrary.org/obo/CLO_0050507 denotes 22
T309 44841-44842 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T310 44898-44899 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T311 45089-45090 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T312 45823-45826 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T313 46089-46091 http://purl.obolibrary.org/obo/CLO_0050507 denotes 22
T314 46125-46126 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T315 46221-46223 http://purl.obolibrary.org/obo/CLO_0001000 denotes 35
T316 46242-46243 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T317 47078-47081 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T318 47323-47325 http://purl.obolibrary.org/obo/CLO_0050507 denotes 22
T319 47327-47330 http://purl.obolibrary.org/obo/CLO_0001046 denotes 116
T320 47668-47669 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T321 47725-47726 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T322 47904-47910 http://purl.obolibrary.org/obo/CLO_0007698 denotes mg, 38
T323 47916-47917 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T324 48678-48681 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T325 48786-48787 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T326 49075-49082 http://purl.obolibrary.org/obo/OBI_0100026 denotes organic
T327 49075-49082 http://purl.obolibrary.org/obo/UBERON_0000468 denotes organic
T328 49300-49301 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T329 49677-49678 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T330 50637-50640 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T331 51051-51052 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T332 52019-52022 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T333 52443-52444 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T334 53408-53411 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T335 53676-53677 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T336 53793-53794 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T337 54644-54647 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T338 54921-54922 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T339 55037-55038 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T340 55889-55892 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T341 56145-56148 http://purl.obolibrary.org/obo/CLO_0001046 denotes 116
T342 56177-56178 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T343 56294-56295 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T344 57153-57156 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T345 57827-57828 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T346 57884-57885 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T347 58076-58078 http://purl.obolibrary.org/obo/CLO_0001000 denotes 35
T348 58083-58085 http://purl.obolibrary.org/obo/CLO_0001313 denotes 36
T349 58091-58092 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T350 58802-58805 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T351 59096-59097 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T352 59192-59194 http://purl.obolibrary.org/obo/CLO_0001302 denotes 34
T353 59213-59214 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T354 59974-59977 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T355 60179-60180 http://purl.obolibrary.org/obo/CLO_0001020 denotes A
T356 60334-60335 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T357 60972-60975 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T358 61156-61158 http://purl.obolibrary.org/obo/CLO_0050509 denotes 27
T359 61177-61178 http://purl.obolibrary.org/obo/CLO_0001020 denotes A
T360 61299-61301 http://purl.obolibrary.org/obo/CLO_0050509 denotes 27
T361 61332-61333 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T362 61937-61940 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T363 62138-62139 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T364 62609-62616 http://purl.obolibrary.org/obo/OBI_0100026 denotes organic
T365 62609-62616 http://purl.obolibrary.org/obo/UBERON_0000468 denotes organic
T366 62830-62832 http://purl.obolibrary.org/obo/CLO_0053799 denotes 45
T367 62838-62839 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T368 63523-63526 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T369 63727-63728 http://purl.obolibrary.org/obo/CLO_0001020 denotes A
T370 63881-63882 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T371 64498-64501 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T372 64840-64841 http://purl.obolibrary.org/obo/CLO_0001021 denotes B
T373 64892-64894 http://purl.obolibrary.org/obo/CLO_0001407 denotes 52
T374 64913-64914 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T375 65468-65471 http://purl.obolibrary.org/obo/CLO_0050298 denotes 10H
T376 65863-65866 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T377 66208-66209 http://purl.obolibrary.org/obo/CLO_0001021 denotes B
T378 66215-66217 http://purl.obolibrary.org/obo/CLO_0050509 denotes 27
T379 66281-66282 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T380 66733-66736 http://purl.obolibrary.org/obo/CLO_0050298 denotes 10H
T381 67146-67149 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T382 67501-67502 http://purl.obolibrary.org/obo/CLO_0001021 denotes B
T383 67572-67573 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T384 68632-68635 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T385 68976-68985 http://purl.obolibrary.org/obo/CLO_0001811 denotes B with 29
T386 69049-69050 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T387 69950-69953 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T388 70284-70285 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T389 70402-70403 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T390 71243-71246 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T391 71487-71489 http://purl.obolibrary.org/obo/CLO_0053733 denotes 11
T392 71547-71548 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T393 71633-71635 http://purl.obolibrary.org/obo/CLO_0053733 denotes 11
T394 71665-71666 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T395 72508-72511 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T396 72819-72820 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T397 72909-72911 http://purl.obolibrary.org/obo/CLO_0050510 denotes 18
T398 72937-72938 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T399 73906-73909 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T400 74177-74180 http://purl.obolibrary.org/obo/CLO_0001053 denotes 121
T401 74209-74210 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T402 74327-74328 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T403 75192-75195 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T404 75504-75506 http://purl.obolibrary.org/obo/CLO_0001302 denotes 34
T405 75511-75512 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T406 75982-75989 http://purl.obolibrary.org/obo/OBI_0100026 denotes organic
T407 75982-75989 http://purl.obolibrary.org/obo/UBERON_0000468 denotes organic
T408 76191-76193 http://purl.obolibrary.org/obo/CLO_0001302 denotes 34
T409 76211-76212 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T410 77130-77133 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T411 77441-77443 http://purl.obolibrary.org/obo/CLO_0001000 denotes 35
T412 77448-77449 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T413 77530-77531 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T414 77575-77577 http://purl.obolibrary.org/obo/CLO_0050509 denotes 27
T415 77977-77984 http://purl.obolibrary.org/obo/OBI_0100026 denotes organic
T416 77977-77984 http://purl.obolibrary.org/obo/UBERON_0000468 denotes organic
T417 78186-78188 http://purl.obolibrary.org/obo/CLO_0001000 denotes 35
T418 78192-78193 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T419 79172-79175 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T420 79473-79475 http://purl.obolibrary.org/obo/CLO_0001313 denotes 36
T421 79480-79481 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T422 79650-79652 http://purl.obolibrary.org/obo/CLO_0050510 denotes 18
T423 79982-79989 http://purl.obolibrary.org/obo/OBI_0100026 denotes organic
T424 79982-79989 http://purl.obolibrary.org/obo/UBERON_0000468 denotes organic
T425 80191-80193 http://purl.obolibrary.org/obo/CLO_0001313 denotes 36
T426 80197-80198 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T427 81114-81117 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T428 81374-81376 http://purl.obolibrary.org/obo/CLO_0001302 denotes 34
T429 81410-81411 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T430 81507-81509 http://purl.obolibrary.org/obo/CLO_0001382 denotes 48
T431 81528-81529 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T432 82362-82365 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T433 82617-82619 http://purl.obolibrary.org/obo/CLO_0001000 denotes 35
T434 82653-82654 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T435 82771-82772 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T436 83693-83696 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T437 83940-83942 http://purl.obolibrary.org/obo/CLO_0001313 denotes 36
T438 83976-83977 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T439 84066-84068 http://purl.obolibrary.org/obo/CLO_0053799 denotes 45
T440 84094-84095 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T441 84989-84992 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T442 85099-85104 http://purl.obolibrary.org/obo/NCBITaxon_9606 denotes human
T443 85182-85183 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T444 85347-85352 http://purl.obolibrary.org/obo/NCBITaxon_10239 denotes virus
T445 85890-85895 http://purl.obolibrary.org/obo/NCBITaxon_10239 denotes virus
T446 85921-85923 http://purl.obolibrary.org/obo/CLO_0053794 denotes 41
T447 85931-85936 http://purl.obolibrary.org/obo/NCBITaxon_9606 denotes human
T448 86358-86359 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T449 86389-86400 http://purl.obolibrary.org/obo/OBI_0000968 denotes Instruments
T450 86643-86644 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T451 86958-86966 http://purl.obolibrary.org/obo/CLO_0001658 denotes activity
T452 87200-87202 http://purl.obolibrary.org/obo/CLO_0001302 denotes 34
T453 87635-87636 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T454 87667-87668 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T455 87813-87814 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T456 88244-88245 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T457 88264-88265 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T458 88372-88373 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T459 88764-88765 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T460 88842-88843 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T461 88876-88878 http://purl.obolibrary.org/obo/CLO_0001577 denotes Å3
T462 89401-89402 http://purl.obolibrary.org/obo/CLO_0001020 denotes A
T463 89723-89724 http://purl.obolibrary.org/obo/CLO_0001020 denotes A

LitCovid-PD-CHEBI

Id Subject Object Predicate Lexical cue chebi_id
T1 13-20 Chemical denotes adenine http://purl.obolibrary.org/obo/CHEBI_16708
T2 35-38 Chemical denotes SAM http://purl.obolibrary.org/obo/CHEBI_15414|http://purl.obolibrary.org/obo/CHEBI_67040
T4 59-69 Chemical denotes inhibitors http://purl.obolibrary.org/obo/CHEBI_35222
T5 96-103 Chemical denotes guanine http://purl.obolibrary.org/obo/CHEBI_16235
T6 485-494 Chemical denotes antiviral http://purl.obolibrary.org/obo/CHEBI_22587
T7 495-505 Chemical denotes inhibitors http://purl.obolibrary.org/obo/CHEBI_35222
T8 745-754 Chemical denotes antiviral http://purl.obolibrary.org/obo/CHEBI_22587
T9 793-803 Chemical denotes inhibitors http://purl.obolibrary.org/obo/CHEBI_35222
T10 956-963 Chemical denotes adenine http://purl.obolibrary.org/obo/CHEBI_16708
T11 988-998 Chemical denotes adenosines http://purl.obolibrary.org/obo/CHEBI_22260
T12 1020-1028 Chemical denotes nitrogen http://purl.obolibrary.org/obo/CHEBI_25555
T13 1339-1348 Chemical denotes inhibitor http://purl.obolibrary.org/obo/CHEBI_35222
T14 1437-1446 Chemical denotes inhibitor http://purl.obolibrary.org/obo/CHEBI_35222
T15 1448-1458 Chemical denotes sinefungin http://purl.obolibrary.org/obo/CHEBI_45453
T16 1496-1505 Chemical denotes inhibitor http://purl.obolibrary.org/obo/CHEBI_35222
T17 1538-1559 Chemical denotes S-adenosyl methionine http://purl.obolibrary.org/obo/CHEBI_15414
T18 1540-1548 Chemical denotes adenosyl http://purl.obolibrary.org/obo/CHEBI_33505
T19 1549-1559 Chemical denotes methionine http://purl.obolibrary.org/obo/CHEBI_16811|http://purl.obolibrary.org/obo/CHEBI_64558
T21 1561-1564 Chemical denotes SAM http://purl.obolibrary.org/obo/CHEBI_15414|http://purl.obolibrary.org/obo/CHEBI_67040
T23 1644-1647 Chemical denotes SAM http://purl.obolibrary.org/obo/CHEBI_15414|http://purl.obolibrary.org/obo/CHEBI_67040
T25 1714-1724 Chemical denotes inhibitors http://purl.obolibrary.org/obo/CHEBI_35222
T26 1860-1863 Chemical denotes SAM http://purl.obolibrary.org/obo/CHEBI_15414|http://purl.obolibrary.org/obo/CHEBI_67040
T28 1894-1904 Chemical denotes adenosines http://purl.obolibrary.org/obo/CHEBI_22260
T29 1923-1931 Chemical denotes nitrogen http://purl.obolibrary.org/obo/CHEBI_25555
T30 2073-2082 Chemical denotes inhibitor http://purl.obolibrary.org/obo/CHEBI_35222
T31 3451-3461 Chemical denotes antivirals http://purl.obolibrary.org/obo/CHEBI_22587
T32 3688-3701 Chemical denotes messenger RNA http://purl.obolibrary.org/obo/CHEBI_33699
T33 3852-3860 Chemical denotes proteins http://purl.obolibrary.org/obo/CHEBI_36080
T34 4343-4350 Chemical denotes guanine http://purl.obolibrary.org/obo/CHEBI_16235
T35 4384-4390 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T37 4391-4396 Chemical denotes donor http://purl.obolibrary.org/obo/CHEBI_17891
T38 4397-4418 Chemical denotes S-adenosyl methionine http://purl.obolibrary.org/obo/CHEBI_15414
T39 4399-4407 Chemical denotes adenosyl http://purl.obolibrary.org/obo/CHEBI_33505
T40 4408-4418 Chemical denotes methionine http://purl.obolibrary.org/obo/CHEBI_16811|http://purl.obolibrary.org/obo/CHEBI_64558
T42 4420-4423 Chemical denotes SAM http://purl.obolibrary.org/obo/CHEBI_15414|http://purl.obolibrary.org/obo/CHEBI_67040
T44 4545-4551 Chemical denotes ribose http://purl.obolibrary.org/obo/CHEBI_33942|http://purl.obolibrary.org/obo/CHEBI_47013
T46 4577-4587 Chemical denotes nucleotide http://purl.obolibrary.org/obo/CHEBI_36976
T47 4778-4786 Chemical denotes proteins http://purl.obolibrary.org/obo/CHEBI_36080
T48 4971-4980 Chemical denotes antiviral http://purl.obolibrary.org/obo/CHEBI_22587
T49 5014-5024 Chemical denotes inhibitors http://purl.obolibrary.org/obo/CHEBI_35222
T50 5061-5064 Chemical denotes SAM http://purl.obolibrary.org/obo/CHEBI_15414|http://purl.obolibrary.org/obo/CHEBI_67040
T52 5151-5154 Chemical denotes SAM http://purl.obolibrary.org/obo/CHEBI_15414|http://purl.obolibrary.org/obo/CHEBI_67040
T54 5171-5181 Chemical denotes sinefungin http://purl.obolibrary.org/obo/CHEBI_45453
T55 5207-5210 Chemical denotes MTA http://purl.obolibrary.org/obo/CHEBI_17509
T56 5217-5238 Chemical denotes adenosyl homocysteine http://purl.obolibrary.org/obo/CHEBI_16680
T57 5217-5225 Chemical denotes adenosyl http://purl.obolibrary.org/obo/CHEBI_33505
T58 5226-5238 Chemical denotes homocysteine http://purl.obolibrary.org/obo/CHEBI_17230
T59 5240-5243 Chemical denotes SAH http://purl.obolibrary.org/obo/CHEBI_16680
T60 5422-5425 Chemical denotes SAM http://purl.obolibrary.org/obo/CHEBI_15414|http://purl.obolibrary.org/obo/CHEBI_67040
T62 5560-5570 Chemical denotes inhibitors http://purl.obolibrary.org/obo/CHEBI_35222
T63 5632-5641 Chemical denotes antiviral http://purl.obolibrary.org/obo/CHEBI_22587
T64 5794-5804 Chemical denotes nucleoside http://purl.obolibrary.org/obo/CHEBI_33838
T65 5944-5953 Chemical denotes adenosine http://purl.obolibrary.org/obo/CHEBI_16335
T66 5968-5971 Chemical denotes SAM http://purl.obolibrary.org/obo/CHEBI_15414|http://purl.obolibrary.org/obo/CHEBI_67040
T68 5973-5982 Chemical denotes adenosine http://purl.obolibrary.org/obo/CHEBI_16335
T69 6040-6050 Chemical denotes inhibitors http://purl.obolibrary.org/obo/CHEBI_35222
T70 6092-6102 Chemical denotes inhibitors http://purl.obolibrary.org/obo/CHEBI_35222
T71 6146-6156 Chemical denotes adenosines http://purl.obolibrary.org/obo/CHEBI_22260
T72 6196-6202 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T74 6273-6282 Chemical denotes adenosine http://purl.obolibrary.org/obo/CHEBI_16335
T75 6309-6312 Chemical denotes SAM http://purl.obolibrary.org/obo/CHEBI_15414|http://purl.obolibrary.org/obo/CHEBI_67040
T77 6338-6347 Chemical denotes adenosine http://purl.obolibrary.org/obo/CHEBI_16335
T78 6463-6470 Chemical denotes adenine http://purl.obolibrary.org/obo/CHEBI_16708
T79 6498-6504 Chemical denotes sulfur http://purl.obolibrary.org/obo/CHEBI_26833
T80 6941-6952 Chemical denotes sulfur atom http://purl.obolibrary.org/obo/CHEBI_26833
T81 6948-6952 Chemical denotes atom http://purl.obolibrary.org/obo/CHEBI_33250
T82 6962-6975 Chemical denotes nitrogen atom http://purl.obolibrary.org/obo/CHEBI_25555|http://purl.obolibrary.org/obo/CHEBI_29351
T84 6971-6975 Chemical denotes atom http://purl.obolibrary.org/obo/CHEBI_33250
T85 7007-7017 Chemical denotes adenosines http://purl.obolibrary.org/obo/CHEBI_22260
T86 7237-7244 Chemical denotes protein http://purl.obolibrary.org/obo/CHEBI_36080
T87 7398-7401 Chemical denotes DNA http://purl.obolibrary.org/obo/CHEBI_16991
T88 7460-7469 Chemical denotes adenosine http://purl.obolibrary.org/obo/CHEBI_16335
T89 7570-7577 Chemical denotes adenine http://purl.obolibrary.org/obo/CHEBI_16708
T90 7659-7668 Chemical denotes antiviral http://purl.obolibrary.org/obo/CHEBI_22587
T91 7693-7696 Chemical denotes SAM http://purl.obolibrary.org/obo/CHEBI_15414|http://purl.obolibrary.org/obo/CHEBI_67040
T93 7945-7950 Chemical denotes ethyl http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801
T95 7951-7960 Chemical denotes adenosine http://purl.obolibrary.org/obo/CHEBI_16335
T96 7969-7974 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T97 7975-7984 Chemical denotes adenosine http://purl.obolibrary.org/obo/CHEBI_16335
T98 8036-8043 Chemical denotes adenine http://purl.obolibrary.org/obo/CHEBI_16708
T99 8572-8582 Chemical denotes inhibitors http://purl.obolibrary.org/obo/CHEBI_35222
T100 8704-8713 Chemical denotes inhibitor http://purl.obolibrary.org/obo/CHEBI_35222
T101 8734-8737 Chemical denotes SAM http://purl.obolibrary.org/obo/CHEBI_15414|http://purl.obolibrary.org/obo/CHEBI_67040
T103 8932-8939 Chemical denotes ligands http://purl.obolibrary.org/obo/CHEBI_52214
T104 9262-9265 Chemical denotes SAM http://purl.obolibrary.org/obo/CHEBI_15414|http://purl.obolibrary.org/obo/CHEBI_67040
T106 9305-9314 Chemical denotes adenosine http://purl.obolibrary.org/obo/CHEBI_16335
T107 9329-9332 Chemical denotes SAM http://purl.obolibrary.org/obo/CHEBI_15414|http://purl.obolibrary.org/obo/CHEBI_67040
T109 9333-9341 Chemical denotes cofactor http://purl.obolibrary.org/obo/CHEBI_23357
T110 9353-9362 Chemical denotes adenosine http://purl.obolibrary.org/obo/CHEBI_16335
T111 9397-9408 Chemical denotes ethyl group http://purl.obolibrary.org/obo/CHEBI_37807
T112 9397-9402 Chemical denotes ethyl http://purl.obolibrary.org/obo/CHEBI_62801
T113 9403-9408 Chemical denotes group http://purl.obolibrary.org/obo/CHEBI_24433
T114 9485-9490 Chemical denotes ethyl http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801
T116 9491-9496 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T117 9515-9525 Chemical denotes adenosines http://purl.obolibrary.org/obo/CHEBI_22260
T118 9627-9642 Chemical denotes secondary amine http://purl.obolibrary.org/obo/CHEBI_32863
T119 9637-9642 Chemical denotes amine http://purl.obolibrary.org/obo/CHEBI_32952
T120 9912-9922 Chemical denotes amino acid http://purl.obolibrary.org/obo/CHEBI_33709
T121 9912-9917 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T122 9918-9922 Chemical denotes acid http://purl.obolibrary.org/obo/CHEBI_37527
T123 9936-9939 Chemical denotes SAM http://purl.obolibrary.org/obo/CHEBI_15414|http://purl.obolibrary.org/obo/CHEBI_67040
T125 9956-9969 Chemical denotes nitrogen atom http://purl.obolibrary.org/obo/CHEBI_25555|http://purl.obolibrary.org/obo/CHEBI_29351
T127 9965-9969 Chemical denotes atom http://purl.obolibrary.org/obo/CHEBI_33250
T128 10020-10025 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T129 10026-10031 Chemical denotes ester http://purl.obolibrary.org/obo/CHEBI_35701
T130 10042-10047 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T131 10048-10053 Chemical denotes amide http://purl.obolibrary.org/obo/CHEBI_29337|http://purl.obolibrary.org/obo/CHEBI_32988
T133 10188-10203 Chemical denotes secondary amine http://purl.obolibrary.org/obo/CHEBI_32863
T134 10198-10203 Chemical denotes amine http://purl.obolibrary.org/obo/CHEBI_32952
T135 10498-10507 Chemical denotes antiviral http://purl.obolibrary.org/obo/CHEBI_22587
T136 10508-10518 Chemical denotes inhibitors http://purl.obolibrary.org/obo/CHEBI_35222
T137 10572-10583 Chemical denotes nitro group http://purl.obolibrary.org/obo/CHEBI_29785
T138 10578-10583 Chemical denotes group http://purl.obolibrary.org/obo/CHEBI_24433
T139 10620-10622 Chemical denotes Cl http://purl.obolibrary.org/obo/CHEBI_23116
T140 10652-10658 Chemical denotes phenyl http://purl.obolibrary.org/obo/CHEBI_30396
T141 10721-10732 Chemical denotes nitro group http://purl.obolibrary.org/obo/CHEBI_29785
T142 10727-10732 Chemical denotes group http://purl.obolibrary.org/obo/CHEBI_24433
T143 10789-10796 Chemical denotes sulfone http://purl.obolibrary.org/obo/CHEBI_35850
T144 10802-10817 Chemical denotes methylene group http://purl.obolibrary.org/obo/CHEBI_50728
T145 10802-10811 Chemical denotes methylene http://purl.obolibrary.org/obo/CHEBI_29357|http://purl.obolibrary.org/obo/CHEBI_29358
T147 10812-10817 Chemical denotes group http://purl.obolibrary.org/obo/CHEBI_24433
T148 10853-10860 Chemical denotes sulfone http://purl.obolibrary.org/obo/CHEBI_35850
T149 11014-11019 Chemical denotes K2CO3 http://purl.obolibrary.org/obo/CHEBI_131526
T150 11021-11023 Chemical denotes KI http://purl.obolibrary.org/obo/CHEBI_74559|http://purl.obolibrary.org/obo/CHEBI_8346
T152 11025-11028 Chemical denotes DMF http://purl.obolibrary.org/obo/CHEBI_17741
T153 11058-11063 Chemical denotes K2CO3 http://purl.obolibrary.org/obo/CHEBI_131526
T154 11065-11068 Chemical denotes DMF http://purl.obolibrary.org/obo/CHEBI_17741
T155 11091-11094 Chemical denotes TFA http://purl.obolibrary.org/obo/CHEBI_45892
T156 11095-11098 Chemical denotes H2O http://purl.obolibrary.org/obo/CHEBI_15377
T157 11153-11157 Chemical denotes AcOH http://purl.obolibrary.org/obo/CHEBI_15366
T158 11221-11224 Chemical denotes TFA http://purl.obolibrary.org/obo/CHEBI_45892
T159 11225-11228 Chemical denotes H2O http://purl.obolibrary.org/obo/CHEBI_15377
T160 11263-11271 Chemical denotes solution http://purl.obolibrary.org/obo/CHEBI_75958
T161 11272-11276 Chemical denotes LiOH http://purl.obolibrary.org/obo/CHEBI_33979
T162 11301-11304 Chemical denotes TFA http://purl.obolibrary.org/obo/CHEBI_45892
T163 11305-11308 Chemical denotes H2O http://purl.obolibrary.org/obo/CHEBI_15377
T164 11339-11342 Chemical denotes TFA http://purl.obolibrary.org/obo/CHEBI_45892
T165 11343-11346 Chemical denotes H2O http://purl.obolibrary.org/obo/CHEBI_15377
T166 11373-11376 Chemical denotes NH3 http://purl.obolibrary.org/obo/CHEBI_16134
T167 11377-11381 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T168 11426-11429 Chemical denotes NMP http://purl.obolibrary.org/obo/CHEBI_17188|http://purl.obolibrary.org/obo/CHEBI_25608|http://purl.obolibrary.org/obo/CHEBI_7307
T171 11468-11473 Chemical denotes bromo http://purl.obolibrary.org/obo/CHEBI_22927|http://purl.obolibrary.org/obo/CHEBI_47265
T173 11497-11500 Chemical denotes NMP http://purl.obolibrary.org/obo/CHEBI_17188|http://purl.obolibrary.org/obo/CHEBI_25608|http://purl.obolibrary.org/obo/CHEBI_7307
T176 11537-11543 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T178 11567-11570 Chemical denotes NMP http://purl.obolibrary.org/obo/CHEBI_17188|http://purl.obolibrary.org/obo/CHEBI_25608|http://purl.obolibrary.org/obo/CHEBI_7307
T181 11617-11620 Chemical denotes TFA http://purl.obolibrary.org/obo/CHEBI_45892
T182 11621-11624 Chemical denotes H2O http://purl.obolibrary.org/obo/CHEBI_15377
T183 11717-11725 Chemical denotes solution http://purl.obolibrary.org/obo/CHEBI_75958
T184 11726-11730 Chemical denotes LiOH http://purl.obolibrary.org/obo/CHEBI_33979
T185 11803-11805 Chemical denotes Ns http://purl.obolibrary.org/obo/CHEBI_33349|http://purl.obolibrary.org/obo/CHEBI_33355
T187 11806-11808 Chemical denotes Cl http://purl.obolibrary.org/obo/CHEBI_23116
T188 11810-11814 Chemical denotes NEt3 http://purl.obolibrary.org/obo/CHEBI_35026
T189 11816-11819 Chemical denotes DMF http://purl.obolibrary.org/obo/CHEBI_17741
T190 11851-11853 Chemical denotes KI http://purl.obolibrary.org/obo/CHEBI_74559|http://purl.obolibrary.org/obo/CHEBI_8346
T192 11855-11860 Chemical denotes K2CO3 http://purl.obolibrary.org/obo/CHEBI_131526
T193 11862-11865 Chemical denotes DMF http://purl.obolibrary.org/obo/CHEBI_17741
T194 11892-11895 Chemical denotes TFA http://purl.obolibrary.org/obo/CHEBI_45892
T195 11896-11899 Chemical denotes H2O http://purl.obolibrary.org/obo/CHEBI_15377
T196 12000-12008 Chemical denotes chloride http://purl.obolibrary.org/obo/CHEBI_17996
T197 12010-12014 Chemical denotes NEt3 http://purl.obolibrary.org/obo/CHEBI_35026
T198 12050-12056 Chemical denotes chloro http://purl.obolibrary.org/obo/CHEBI_47853
T199 12078-12082 Chemical denotes AcOH http://purl.obolibrary.org/obo/CHEBI_15366
T200 12084-12087 Chemical denotes DCE http://purl.obolibrary.org/obo/CHEBI_27789
T201 12147-12167 Chemical denotes 4-chlorobenzaldehyde http://purl.obolibrary.org/obo/CHEBI_28105
T202 12169-12173 Chemical denotes AcOH http://purl.obolibrary.org/obo/CHEBI_15366
T203 12175-12178 Chemical denotes DCE http://purl.obolibrary.org/obo/CHEBI_27789
T204 12234-12237 Chemical denotes TFA http://purl.obolibrary.org/obo/CHEBI_45892
T205 12238-12241 Chemical denotes H2O http://purl.obolibrary.org/obo/CHEBI_15377
T206 12519-12524 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T207 12531-12545 Chemical denotes isopropylidene http://purl.obolibrary.org/obo/CHEBI_29858
T208 12546-12555 Chemical denotes adenosine http://purl.obolibrary.org/obo/CHEBI_16335
T209 12625-12640 Chemical denotes secondary amine http://purl.obolibrary.org/obo/CHEBI_32863
T210 12635-12640 Chemical denotes amine http://purl.obolibrary.org/obo/CHEBI_32952
T211 12733-12746 Chemical denotes primary amine http://purl.obolibrary.org/obo/CHEBI_32877
T212 12741-12746 Chemical denotes amine http://purl.obolibrary.org/obo/CHEBI_32952
T213 12818-12832 Chemical denotes primary amines http://purl.obolibrary.org/obo/CHEBI_32877
T214 12826-12832 Chemical denotes amines http://purl.obolibrary.org/obo/CHEBI_32952
T215 12885-12887 Chemical denotes Ns http://purl.obolibrary.org/obo/CHEBI_33349|http://purl.obolibrary.org/obo/CHEBI_33355
T217 12888-12894 Chemical denotes amides http://purl.obolibrary.org/obo/CHEBI_32988
T218 12932-12937 Chemical denotes group http://purl.obolibrary.org/obo/CHEBI_24433
T219 13198-13201 Chemical denotes DNA http://purl.obolibrary.org/obo/CHEBI_16991
T220 13239-13247 Chemical denotes cytosine http://purl.obolibrary.org/obo/CHEBI_16040
T221 13259-13268 Chemical denotes adenosine http://purl.obolibrary.org/obo/CHEBI_16335
T222 13346-13355 Chemical denotes adenosine http://purl.obolibrary.org/obo/CHEBI_16335
T223 13483-13491 Chemical denotes chloride http://purl.obolibrary.org/obo/CHEBI_17996
T224 13553-13561 Chemical denotes chloride http://purl.obolibrary.org/obo/CHEBI_17996
T225 13592-13597 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T226 13604-13618 Chemical denotes isopropylidene http://purl.obolibrary.org/obo/CHEBI_29858
T227 13619-13628 Chemical denotes adenosine http://purl.obolibrary.org/obo/CHEBI_16335
T228 13686-13688 Chemical denotes Ns http://purl.obolibrary.org/obo/CHEBI_33349|http://purl.obolibrary.org/obo/CHEBI_33355
T230 13689-13694 Chemical denotes amide http://purl.obolibrary.org/obo/CHEBI_29337|http://purl.obolibrary.org/obo/CHEBI_32988
T232 13725-13730 Chemical denotes K2CO3 http://purl.obolibrary.org/obo/CHEBI_131526
T233 13734-13737 Chemical denotes DMF http://purl.obolibrary.org/obo/CHEBI_17741
T234 13915-13917 Chemical denotes KI http://purl.obolibrary.org/obo/CHEBI_74559|http://purl.obolibrary.org/obo/CHEBI_8346
T236 13934-13941 Chemical denotes mixture http://purl.obolibrary.org/obo/CHEBI_60004
T237 14041-14049 Chemical denotes thiolate http://purl.obolibrary.org/obo/CHEBI_50539
T238 14071-14086 Chemical denotes secondary amine http://purl.obolibrary.org/obo/CHEBI_32863
T239 14081-14086 Chemical denotes amine http://purl.obolibrary.org/obo/CHEBI_32952
T240 14279-14281 Chemical denotes Ns http://purl.obolibrary.org/obo/CHEBI_33349|http://purl.obolibrary.org/obo/CHEBI_33355
T242 14282-14287 Chemical denotes amide http://purl.obolibrary.org/obo/CHEBI_29337|http://purl.obolibrary.org/obo/CHEBI_32988
T244 14469-14477 Chemical denotes aldehyde http://purl.obolibrary.org/obo/CHEBI_17478
T245 14521-14534 Chemical denotes aspartic acid http://purl.obolibrary.org/obo/CHEBI_22660
T246 14530-14534 Chemical denotes acid http://purl.obolibrary.org/obo/CHEBI_37527
T247 14626-14632 Chemical denotes sodium http://purl.obolibrary.org/obo/CHEBI_26708
T248 14659-14670 Chemical denotes acetic acid http://purl.obolibrary.org/obo/CHEBI_15366
T249 14666-14670 Chemical denotes acid http://purl.obolibrary.org/obo/CHEBI_37527
T250 14783-14788 Chemical denotes amine http://purl.obolibrary.org/obo/CHEBI_32952
T251 14809-14812 Chemical denotes TFA http://purl.obolibrary.org/obo/CHEBI_45892
T252 14836-14848 Chemical denotes methyl ester http://purl.obolibrary.org/obo/CHEBI_25248
T253 14836-14842 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T255 14843-14848 Chemical denotes ester http://purl.obolibrary.org/obo/CHEBI_35701
T256 14895-14899 Chemical denotes LiOH http://purl.obolibrary.org/obo/CHEBI_33979
T257 14914-14926 Chemical denotes methyl ester http://purl.obolibrary.org/obo/CHEBI_25248
T258 14914-14920 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T260 14921-14926 Chemical denotes ester http://purl.obolibrary.org/obo/CHEBI_35701
T261 14930-14945 Chemical denotes carboxylic acid http://purl.obolibrary.org/obo/CHEBI_33575
T262 14941-14945 Chemical denotes acid http://purl.obolibrary.org/obo/CHEBI_37527
T263 14972-14982 Chemical denotes amino acid http://purl.obolibrary.org/obo/CHEBI_33709
T264 14972-14977 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T265 14978-14982 Chemical denotes acid http://purl.obolibrary.org/obo/CHEBI_37527
T266 15008-15011 Chemical denotes SAM http://purl.obolibrary.org/obo/CHEBI_15414|http://purl.obolibrary.org/obo/CHEBI_67040
T268 15039-15042 Chemical denotes SAM http://purl.obolibrary.org/obo/CHEBI_15414|http://purl.obolibrary.org/obo/CHEBI_67040
T270 15043-15053 Chemical denotes analogue 4 http://purl.obolibrary.org/obo/CHEBI_59061
T271 15062-15067 Chemical denotes amide http://purl.obolibrary.org/obo/CHEBI_29337|http://purl.obolibrary.org/obo/CHEBI_32988
T273 15090-15105 Chemical denotes carboxylic acid http://purl.obolibrary.org/obo/CHEBI_33575
T274 15101-15105 Chemical denotes acid http://purl.obolibrary.org/obo/CHEBI_37527
T275 15111-15121 Chemical denotes amino acid http://purl.obolibrary.org/obo/CHEBI_33709
T276 15111-15116 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T277 15117-15121 Chemical denotes acid http://purl.obolibrary.org/obo/CHEBI_37527
T278 15192-15208 Chemical denotes ammonia solution http://purl.obolibrary.org/obo/CHEBI_18219
T279 15192-15199 Chemical denotes ammonia http://purl.obolibrary.org/obo/CHEBI_16134
T280 15200-15208 Chemical denotes solution http://purl.obolibrary.org/obo/CHEBI_75958
T281 15308-15313 Chemical denotes bromo http://purl.obolibrary.org/obo/CHEBI_22927|http://purl.obolibrary.org/obo/CHEBI_47265
T283 15333-15339 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T285 15820-15823 Chemical denotes TFA http://purl.obolibrary.org/obo/CHEBI_45892
T286 15943-15947 Chemical denotes LiOH http://purl.obolibrary.org/obo/CHEBI_33979
T287 15980-15992 Chemical denotes methyl ester http://purl.obolibrary.org/obo/CHEBI_25248
T288 15980-15986 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T290 15987-15992 Chemical denotes ester http://purl.obolibrary.org/obo/CHEBI_35701
T291 16009-16024 Chemical denotes carboxylic acid http://purl.obolibrary.org/obo/CHEBI_33575
T292 16020-16024 Chemical denotes acid http://purl.obolibrary.org/obo/CHEBI_37527
T293 16199-16201 Chemical denotes Ns http://purl.obolibrary.org/obo/CHEBI_33349|http://purl.obolibrary.org/obo/CHEBI_33355
T295 16202-16207 Chemical denotes amide http://purl.obolibrary.org/obo/CHEBI_29337|http://purl.obolibrary.org/obo/CHEBI_32988
T297 16235-16246 Chemical denotes nosyl group http://purl.obolibrary.org/obo/CHEBI_51102
T298 16241-16246 Chemical denotes group http://purl.obolibrary.org/obo/CHEBI_24433
T299 16278-16283 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T300 16290-16304 Chemical denotes isopropylidene http://purl.obolibrary.org/obo/CHEBI_29858
T301 16305-16314 Chemical denotes adenosine http://purl.obolibrary.org/obo/CHEBI_16335
T302 16363-16365 Chemical denotes Cl http://purl.obolibrary.org/obo/CHEBI_23116
T303 16415-16423 Chemical denotes chloride http://purl.obolibrary.org/obo/CHEBI_17996
T304 16424-16432 Chemical denotes reagents http://purl.obolibrary.org/obo/CHEBI_33893
T305 16468-16478 Chemical denotes adenosines http://purl.obolibrary.org/obo/CHEBI_22260
T306 16582-16587 Chemical denotes K2CO3 http://purl.obolibrary.org/obo/CHEBI_131526
T307 16592-16594 Chemical denotes KI http://purl.obolibrary.org/obo/CHEBI_74559|http://purl.obolibrary.org/obo/CHEBI_8346
T309 16681-16684 Chemical denotes TFA http://purl.obolibrary.org/obo/CHEBI_45892
T310 16727-16734 Chemical denotes adenine http://purl.obolibrary.org/obo/CHEBI_16708
T311 16862-16869 Chemical denotes adenine http://purl.obolibrary.org/obo/CHEBI_16708
T312 16912-16914 Chemical denotes NH http://purl.obolibrary.org/obo/CHEBI_29339|http://purl.obolibrary.org/obo/CHEBI_73424
T314 16990-16998 Chemical denotes chloride http://purl.obolibrary.org/obo/CHEBI_17996
T315 17026-17030 Chemical denotes NEt3 http://purl.obolibrary.org/obo/CHEBI_35026
T316 17053-17056 Chemical denotes TFA http://purl.obolibrary.org/obo/CHEBI_45892
T317 17106-17112 Chemical denotes chloro http://purl.obolibrary.org/obo/CHEBI_47853
T318 17136-17156 Chemical denotes 4-chlorobenzaldehyde http://purl.obolibrary.org/obo/CHEBI_28105
T319 17161-17167 Chemical denotes sodium http://purl.obolibrary.org/obo/CHEBI_26708
T320 17732-17738 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T322 17760-17766 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T324 17767-17772 Chemical denotes donor http://purl.obolibrary.org/obo/CHEBI_17891
T325 17773-17776 Chemical denotes SAM http://purl.obolibrary.org/obo/CHEBI_15414|http://purl.obolibrary.org/obo/CHEBI_67040
T327 18311-18321 Chemical denotes sinefungin http://purl.obolibrary.org/obo/CHEBI_45453
T328 19176-19183 Chemical denotes mixture http://purl.obolibrary.org/obo/CHEBI_60004
T329 19191-19195 Chemical denotes Tris http://purl.obolibrary.org/obo/CHEBI_9754
T330 19196-19199 Chemical denotes HCl http://purl.obolibrary.org/obo/CHEBI_17883
T331 19215-19218 Chemical denotes DTT http://purl.obolibrary.org/obo/CHEBI_18320
T332 19225-19230 Chemical denotes MgCl2 http://purl.obolibrary.org/obo/CHEBI_6636
T333 19237-19240 Chemical denotes SAM http://purl.obolibrary.org/obo/CHEBI_15414|http://purl.obolibrary.org/obo/CHEBI_67040
T335 19255-19258 Chemical denotes SAM http://purl.obolibrary.org/obo/CHEBI_15414|http://purl.obolibrary.org/obo/CHEBI_67040
T337 19483-19487 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T338 19752-19762 Chemical denotes amino acid http://purl.obolibrary.org/obo/CHEBI_33709
T339 19752-19757 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T340 19758-19762 Chemical denotes acid http://purl.obolibrary.org/obo/CHEBI_37527
T341 19776-19779 Chemical denotes SAM http://purl.obolibrary.org/obo/CHEBI_15414|http://purl.obolibrary.org/obo/CHEBI_67040
T343 20077-20087 Chemical denotes amino acid http://purl.obolibrary.org/obo/CHEBI_33709
T344 20077-20082 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T345 20083-20087 Chemical denotes acid http://purl.obolibrary.org/obo/CHEBI_37527
T346 20088-20093 Chemical denotes group http://purl.obolibrary.org/obo/CHEBI_24433
T347 20170-20172 Chemical denotes NH http://purl.obolibrary.org/obo/CHEBI_29339|http://purl.obolibrary.org/obo/CHEBI_73424
T349 20238-20248 Chemical denotes amino acid http://purl.obolibrary.org/obo/CHEBI_33709
T350 20238-20243 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T351 20244-20248 Chemical denotes acid http://purl.obolibrary.org/obo/CHEBI_37527
T352 20249-20254 Chemical denotes group http://purl.obolibrary.org/obo/CHEBI_24433
T353 20265-20270 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T354 20271-20276 Chemical denotes ester http://purl.obolibrary.org/obo/CHEBI_35701
T355 20399-20404 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T356 20405-20410 Chemical denotes amide http://purl.obolibrary.org/obo/CHEBI_29337|http://purl.obolibrary.org/obo/CHEBI_32988
T358 20444-20451 Chemical denotes protein http://purl.obolibrary.org/obo/CHEBI_36080
T359 20554-20564 Chemical denotes amino acid http://purl.obolibrary.org/obo/CHEBI_33709
T360 20554-20559 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T361 20560-20564 Chemical denotes acid http://purl.obolibrary.org/obo/CHEBI_37527
T362 20593-20598 Chemical denotes butyl http://purl.obolibrary.org/obo/CHEBI_41264
T363 20743-20750 Chemical denotes protein http://purl.obolibrary.org/obo/CHEBI_36080
T364 20859-20869 Chemical denotes amino acid http://purl.obolibrary.org/obo/CHEBI_33709
T365 20859-20864 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T366 20865-20869 Chemical denotes acid http://purl.obolibrary.org/obo/CHEBI_37527
T367 20900-20909 Chemical denotes inhibitor http://purl.obolibrary.org/obo/CHEBI_35222
T368 20920-20925 Chemical denotes ester http://purl.obolibrary.org/obo/CHEBI_35701
T369 20932-20937 Chemical denotes butyl http://purl.obolibrary.org/obo/CHEBI_41264
T370 20969-20973 Chemical denotes acid http://purl.obolibrary.org/obo/CHEBI_37527
T371 20980-20985 Chemical denotes butyl http://purl.obolibrary.org/obo/CHEBI_41264
T372 21163-21165 Chemical denotes Ns http://purl.obolibrary.org/obo/CHEBI_33349|http://purl.obolibrary.org/obo/CHEBI_33355
T374 21166-21177 Chemical denotes amide group http://purl.obolibrary.org/obo/CHEBI_52901
T375 21166-21171 Chemical denotes amide http://purl.obolibrary.org/obo/CHEBI_29337|http://purl.obolibrary.org/obo/CHEBI_32988
T377 21172-21177 Chemical denotes group http://purl.obolibrary.org/obo/CHEBI_24433
T378 21249-21258 Chemical denotes antiviral http://purl.obolibrary.org/obo/CHEBI_22587
T379 21273-21278 Chemical denotes drugs http://purl.obolibrary.org/obo/CHEBI_23888
T380 21485-21496 Chemical denotes nosyl group http://purl.obolibrary.org/obo/CHEBI_51102
T381 21491-21496 Chemical denotes group http://purl.obolibrary.org/obo/CHEBI_24433
T382 21607-21618 Chemical denotes nitro group http://purl.obolibrary.org/obo/CHEBI_29785
T383 21613-21618 Chemical denotes group http://purl.obolibrary.org/obo/CHEBI_24433
T384 21687-21689 Chemical denotes Cl http://purl.obolibrary.org/obo/CHEBI_23116
T385 21731-21737 Chemical denotes phenyl http://purl.obolibrary.org/obo/CHEBI_30396
T386 21781-21792 Chemical denotes nitro group http://purl.obolibrary.org/obo/CHEBI_29785
T387 21787-21792 Chemical denotes group http://purl.obolibrary.org/obo/CHEBI_24433
T388 21889-21897 Chemical denotes proteins http://purl.obolibrary.org/obo/CHEBI_36080
T389 22009-22020 Chemical denotes nitro group http://purl.obolibrary.org/obo/CHEBI_29785
T390 22015-22020 Chemical denotes group http://purl.obolibrary.org/obo/CHEBI_24433
T391 22028-22034 Chemical denotes phenyl http://purl.obolibrary.org/obo/CHEBI_30396
T392 22110-22123 Chemical denotes chlorine atom http://purl.obolibrary.org/obo/CHEBI_23116
T393 22110-22118 Chemical denotes chlorine http://purl.obolibrary.org/obo/CHEBI_29310
T394 22119-22123 Chemical denotes atom http://purl.obolibrary.org/obo/CHEBI_33250
T395 22250-22252 Chemical denotes Cl http://purl.obolibrary.org/obo/CHEBI_23116
T396 22326-22333 Chemical denotes sulfone http://purl.obolibrary.org/obo/CHEBI_35850
T397 22365-22380 Chemical denotes methylene group http://purl.obolibrary.org/obo/CHEBI_50728
T398 22365-22374 Chemical denotes methylene http://purl.obolibrary.org/obo/CHEBI_29357|http://purl.obolibrary.org/obo/CHEBI_29358
T400 22375-22380 Chemical denotes group http://purl.obolibrary.org/obo/CHEBI_24433
T401 22656-22663 Chemical denotes adenine http://purl.obolibrary.org/obo/CHEBI_16708
T402 22806-22808 Chemical denotes S2 http://purl.obolibrary.org/obo/CHEBI_29387
T403 23264-23274 Chemical denotes inhibitors http://purl.obolibrary.org/obo/CHEBI_35222
T404 23591-23600 Chemical denotes inhibitor http://purl.obolibrary.org/obo/CHEBI_35222
T405 23601-23611 Chemical denotes sinefungin http://purl.obolibrary.org/obo/CHEBI_45453
T406 23772-23782 Chemical denotes sinefungin http://purl.obolibrary.org/obo/CHEBI_45453
T407 23842-23855 Chemical denotes chlorine atom http://purl.obolibrary.org/obo/CHEBI_23116
T408 23842-23850 Chemical denotes chlorine http://purl.obolibrary.org/obo/CHEBI_29310
T409 23851-23855 Chemical denotes atom http://purl.obolibrary.org/obo/CHEBI_33250
T410 23881-23892 Chemical denotes nitro group http://purl.obolibrary.org/obo/CHEBI_29785
T411 23887-23892 Chemical denotes group http://purl.obolibrary.org/obo/CHEBI_24433
T412 24039-24044 Chemical denotes nitro http://purl.obolibrary.org/obo/CHEBI_29785
T413 24082-24087 Chemical denotes group http://purl.obolibrary.org/obo/CHEBI_24433
T414 24195-24206 Chemical denotes nitro group http://purl.obolibrary.org/obo/CHEBI_29785
T415 24201-24206 Chemical denotes group http://purl.obolibrary.org/obo/CHEBI_24433
T416 24214-24220 Chemical denotes phenyl http://purl.obolibrary.org/obo/CHEBI_30396
T417 24310-24323 Chemical denotes chlorine atom http://purl.obolibrary.org/obo/CHEBI_23116
T418 24310-24318 Chemical denotes chlorine http://purl.obolibrary.org/obo/CHEBI_29310
T419 24319-24323 Chemical denotes atom http://purl.obolibrary.org/obo/CHEBI_33250
T420 24365-24376 Chemical denotes nitro group http://purl.obolibrary.org/obo/CHEBI_29785
T421 24371-24376 Chemical denotes group http://purl.obolibrary.org/obo/CHEBI_24433
T422 25235-25244 Chemical denotes inhibitor http://purl.obolibrary.org/obo/CHEBI_35222
T423 25327-25334 Chemical denotes protein http://purl.obolibrary.org/obo/CHEBI_36080
T424 25411-25413 Chemical denotes S3 http://purl.obolibrary.org/obo/CHEBI_29388
T425 25523-25531 Chemical denotes cofactor http://purl.obolibrary.org/obo/CHEBI_23357
T426 25542-25545 Chemical denotes SAM http://purl.obolibrary.org/obo/CHEBI_15414|http://purl.obolibrary.org/obo/CHEBI_67040
T428 25547-25557 Chemical denotes sinefungin http://purl.obolibrary.org/obo/CHEBI_45453
T429 25722-25725 Chemical denotes SAM http://purl.obolibrary.org/obo/CHEBI_15414|http://purl.obolibrary.org/obo/CHEBI_67040
T431 25740-25750 Chemical denotes sinefungin http://purl.obolibrary.org/obo/CHEBI_45453
T432 25820-25825 Chemical denotes group http://purl.obolibrary.org/obo/CHEBI_24433
T433 25829-25832 Chemical denotes SAM http://purl.obolibrary.org/obo/CHEBI_15414|http://purl.obolibrary.org/obo/CHEBI_67040
T435 25889-25899 Chemical denotes inhibitors http://purl.obolibrary.org/obo/CHEBI_35222
T436 25960-25967 Chemical denotes protein http://purl.obolibrary.org/obo/CHEBI_36080
T437 26173-26182 Chemical denotes inhibitor http://purl.obolibrary.org/obo/CHEBI_35222
T438 26183-26193 Chemical denotes sinefungin http://purl.obolibrary.org/obo/CHEBI_45453
T439 26343-26346 Chemical denotes SAM http://purl.obolibrary.org/obo/CHEBI_15414|http://purl.obolibrary.org/obo/CHEBI_67040
T441 26366-26373 Chemical denotes protein http://purl.obolibrary.org/obo/CHEBI_36080
T442 26374-26383 Chemical denotes inhibitor http://purl.obolibrary.org/obo/CHEBI_35222
T443 26463-26472 Chemical denotes inhibitor http://purl.obolibrary.org/obo/CHEBI_35222
T444 26625-26627 Chemical denotes KD http://purl.obolibrary.org/obo/CHEBI_73601
T445 26660-26663 Chemical denotes TSA http://purl.obolibrary.org/obo/CHEBI_46024
T446 26781-26790 Chemical denotes inhibitor http://purl.obolibrary.org/obo/CHEBI_35222
T447 26952-26959 Chemical denotes sulfone http://purl.obolibrary.org/obo/CHEBI_35850
T448 26960-26965 Chemical denotes group http://purl.obolibrary.org/obo/CHEBI_24433
T449 26971-26973 Chemical denotes Cl http://purl.obolibrary.org/obo/CHEBI_23116
T450 26978-26981 Chemical denotes NO2 http://purl.obolibrary.org/obo/CHEBI_16301|http://purl.obolibrary.org/obo/CHEBI_33101
T452 26998-27005 Chemical denotes protein http://purl.obolibrary.org/obo/CHEBI_36080
T453 27037-27039 Chemical denotes Cl http://purl.obolibrary.org/obo/CHEBI_23116
T454 27042-27045 Chemical denotes NO2 http://purl.obolibrary.org/obo/CHEBI_16301|http://purl.obolibrary.org/obo/CHEBI_33101
T456 27303-27306 Chemical denotes NO2 http://purl.obolibrary.org/obo/CHEBI_16301|http://purl.obolibrary.org/obo/CHEBI_33101
T458 27327-27333 Chemical denotes phenyl http://purl.obolibrary.org/obo/CHEBI_30396
T459 27419-27424 Chemical denotes group http://purl.obolibrary.org/obo/CHEBI_24433
T460 27491-27493 Chemical denotes Tm http://purl.obolibrary.org/obo/CHEBI_33380
T461 27543-27546 Chemical denotes SAM http://purl.obolibrary.org/obo/CHEBI_15414|http://purl.obolibrary.org/obo/CHEBI_67040
T463 27548-27558 Chemical denotes sinefungin http://purl.obolibrary.org/obo/CHEBI_45453
T464 27578-27588 Chemical denotes inhibitors http://purl.obolibrary.org/obo/CHEBI_35222
T465 27642-27648 Chemical denotes ligand http://purl.obolibrary.org/obo/CHEBI_52214
T466 27745-27752 Chemical denotes mixture http://purl.obolibrary.org/obo/CHEBI_60004
T467 27760-27765 Chemical denotes HEPES http://purl.obolibrary.org/obo/CHEBI_46756
T468 27783-27787 Chemical denotes NaCl http://purl.obolibrary.org/obo/CHEBI_26710
T469 27805-27808 Chemical denotes dye http://purl.obolibrary.org/obo/CHEBI_37958
T470 27849-27856 Chemical denotes protein http://purl.obolibrary.org/obo/CHEBI_36080
T471 27904-27908 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T472 28139-28144 Chemical denotes bases http://purl.obolibrary.org/obo/CHEBI_22695
T473 28251-28260 Chemical denotes inhibitor http://purl.obolibrary.org/obo/CHEBI_35222
T474 28375-28378 Chemical denotes SAM http://purl.obolibrary.org/obo/CHEBI_15414|http://purl.obolibrary.org/obo/CHEBI_67040
T476 28442-28449 Chemical denotes guanine http://purl.obolibrary.org/obo/CHEBI_16235
T477 28659-28665 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T479 28699-28702 Chemical denotes SAM http://purl.obolibrary.org/obo/CHEBI_15414|http://purl.obolibrary.org/obo/CHEBI_67040
T481 28814-28817 Chemical denotes SAM http://purl.obolibrary.org/obo/CHEBI_15414|http://purl.obolibrary.org/obo/CHEBI_67040
T483 28870-28872 Chemical denotes ID http://purl.obolibrary.org/obo/CHEBI_141439
T484 28890-28892 Chemical denotes ID http://purl.obolibrary.org/obo/CHEBI_141439
T485 28943-28952 Chemical denotes adenosine http://purl.obolibrary.org/obo/CHEBI_16335
T486 28968-28977 Chemical denotes adenosine http://purl.obolibrary.org/obo/CHEBI_16335
T487 28981-28984 Chemical denotes SAM http://purl.obolibrary.org/obo/CHEBI_15414|http://purl.obolibrary.org/obo/CHEBI_67040
T489 29045-29047 Chemical denotes S4 http://purl.obolibrary.org/obo/CHEBI_29401
T490 29252-29254 Chemical denotes S5 http://purl.obolibrary.org/obo/CHEBI_29386
T491 29298-29309 Chemical denotes amino acids http://purl.obolibrary.org/obo/CHEBI_33709
T492 29298-29303 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T493 29304-29309 Chemical denotes acids http://purl.obolibrary.org/obo/CHEBI_37527
T494 29322-29332 Chemical denotes nucleobase http://purl.obolibrary.org/obo/CHEBI_18282
T495 29333-29340 Chemical denotes guanine http://purl.obolibrary.org/obo/CHEBI_16235
T496 29856-29862 Chemical denotes phenyl http://purl.obolibrary.org/obo/CHEBI_30396
T497 29989-29997 Chemical denotes hydrogen http://purl.obolibrary.org/obo/CHEBI_49637
T498 30013-30020 Chemical denotes guanine http://purl.obolibrary.org/obo/CHEBI_16235
T499 30135-30148 Chemical denotes chlorine atom http://purl.obolibrary.org/obo/CHEBI_23116
T500 30135-30143 Chemical denotes chlorine http://purl.obolibrary.org/obo/CHEBI_29310
T501 30144-30148 Chemical denotes atom http://purl.obolibrary.org/obo/CHEBI_33250
T502 30157-30164 Chemical denotes halogen http://purl.obolibrary.org/obo/CHEBI_24473
T503 30224-30232 Chemical denotes hydrogen http://purl.obolibrary.org/obo/CHEBI_49637
T504 30275-30286 Chemical denotes nitro group http://purl.obolibrary.org/obo/CHEBI_29785
T505 30281-30286 Chemical denotes group http://purl.obolibrary.org/obo/CHEBI_24433
T506 30338-30353 Chemical denotes phosphate group http://purl.obolibrary.org/obo/CHEBI_32958|http://purl.obolibrary.org/obo/CHEBI_68546
T508 30338-30347 Chemical denotes phosphate http://purl.obolibrary.org/obo/CHEBI_18367|http://purl.obolibrary.org/obo/CHEBI_26020|http://purl.obolibrary.org/obo/CHEBI_35780|http://purl.obolibrary.org/obo/CHEBI_43474
T512 30348-30353 Chemical denotes group http://purl.obolibrary.org/obo/CHEBI_24433
T513 30361-30373 Chemical denotes triphosphate http://purl.obolibrary.org/obo/CHEBI_18036
T514 30436-30443 Chemical denotes sulfone http://purl.obolibrary.org/obo/CHEBI_35850
T515 30444-30449 Chemical denotes group http://purl.obolibrary.org/obo/CHEBI_24433
T516 30687-30702 Chemical denotes methylene group http://purl.obolibrary.org/obo/CHEBI_50728
T517 30687-30696 Chemical denotes methylene http://purl.obolibrary.org/obo/CHEBI_29357|http://purl.obolibrary.org/obo/CHEBI_29358
T519 30697-30702 Chemical denotes group http://purl.obolibrary.org/obo/CHEBI_24433
T520 30718-30725 Chemical denotes sulfone http://purl.obolibrary.org/obo/CHEBI_35850
T521 30782-30791 Chemical denotes adenosine http://purl.obolibrary.org/obo/CHEBI_16335
T522 30806-30815 Chemical denotes adenosine http://purl.obolibrary.org/obo/CHEBI_16335
T523 30905-30913 Chemical denotes hydrogen http://purl.obolibrary.org/obo/CHEBI_49637
T524 30932-30941 Chemical denotes adenosine http://purl.obolibrary.org/obo/CHEBI_16335
T525 31341-31344 Chemical denotes SAM http://purl.obolibrary.org/obo/CHEBI_15414|http://purl.obolibrary.org/obo/CHEBI_67040
T527 31383-31385 Chemical denotes ID http://purl.obolibrary.org/obo/CHEBI_141439
T528 31416-31427 Chemical denotes Amino acids http://purl.obolibrary.org/obo/CHEBI_33704
T529 31422-31427 Chemical denotes acids http://purl.obolibrary.org/obo/CHEBI_37527
T530 31457-31465 Chemical denotes Hydrogen http://purl.obolibrary.org/obo/CHEBI_18276
T531 31470-31477 Chemical denotes halogen http://purl.obolibrary.org/obo/CHEBI_24473
T532 31752-31755 Chemical denotes SAM http://purl.obolibrary.org/obo/CHEBI_15414|http://purl.obolibrary.org/obo/CHEBI_67040
T534 31794-31796 Chemical denotes ID http://purl.obolibrary.org/obo/CHEBI_141439
T535 31918-31927 Chemical denotes adenosine http://purl.obolibrary.org/obo/CHEBI_16335
T536 31964-31972 Chemical denotes Hydrogen http://purl.obolibrary.org/obo/CHEBI_18276
T537 31989-31996 Chemical denotes halogen http://purl.obolibrary.org/obo/CHEBI_24473
T538 32086-32093 Chemical denotes protein http://purl.obolibrary.org/obo/CHEBI_36080
T539 32094-32100 Chemical denotes ligand http://purl.obolibrary.org/obo/CHEBI_52214
T540 32318-32325 Chemical denotes adenine http://purl.obolibrary.org/obo/CHEBI_16708
T541 32375-32378 Chemical denotes SAM http://purl.obolibrary.org/obo/CHEBI_15414|http://purl.obolibrary.org/obo/CHEBI_67040
T543 32458-32468 Chemical denotes adenosines http://purl.obolibrary.org/obo/CHEBI_22260
T544 32495-32497 Chemical denotes NH http://purl.obolibrary.org/obo/CHEBI_29339|http://purl.obolibrary.org/obo/CHEBI_73424
T546 32556-32565 Chemical denotes adenosine http://purl.obolibrary.org/obo/CHEBI_16335
T547 32590-32600 Chemical denotes nucleoside http://purl.obolibrary.org/obo/CHEBI_33838
T548 32636-32645 Chemical denotes adenosine http://purl.obolibrary.org/obo/CHEBI_16335
T549 32660-32663 Chemical denotes SAM http://purl.obolibrary.org/obo/CHEBI_15414|http://purl.obolibrary.org/obo/CHEBI_67040
T551 32664-32672 Chemical denotes cofactor http://purl.obolibrary.org/obo/CHEBI_23357
T552 32728-32731 Chemical denotes SAM http://purl.obolibrary.org/obo/CHEBI_15414|http://purl.obolibrary.org/obo/CHEBI_67040
T554 33094-33103 Chemical denotes antiviral http://purl.obolibrary.org/obo/CHEBI_22587
T555 33157-33166 Chemical denotes antiviral http://purl.obolibrary.org/obo/CHEBI_22587
T556 33284-33294 Chemical denotes inhibitors http://purl.obolibrary.org/obo/CHEBI_35222
T557 33383-33389 Chemical denotes chloro http://purl.obolibrary.org/obo/CHEBI_47853
T558 33452-33462 Chemical denotes adenosines http://purl.obolibrary.org/obo/CHEBI_22260
T559 33565-33575 Chemical denotes sinefungin http://purl.obolibrary.org/obo/CHEBI_45453
T560 33737-33740 Chemical denotes SAM http://purl.obolibrary.org/obo/CHEBI_15414|http://purl.obolibrary.org/obo/CHEBI_67040
T562 33918-33925 Chemical denotes protein http://purl.obolibrary.org/obo/CHEBI_36080
T563 34206-34216 Chemical denotes inhibitors http://purl.obolibrary.org/obo/CHEBI_35222
T564 34294-34302 Chemical denotes solvents http://purl.obolibrary.org/obo/CHEBI_46787
T565 34307-34315 Chemical denotes reagents http://purl.obolibrary.org/obo/CHEBI_33893
T566 34425-34432 Chemical denotes calcium http://purl.obolibrary.org/obo/CHEBI_22984|http://purl.obolibrary.org/obo/CHEBI_29320
T568 34433-34440 Chemical denotes hydride http://purl.obolibrary.org/obo/CHEBI_29239
T569 34503-34509 Chemical denotes silica http://purl.obolibrary.org/obo/CHEBI_30563
T570 34939-34942 Chemical denotes LPG http://purl.obolibrary.org/obo/CHEBI_59681
T571 35021-35024 Chemical denotes TCC http://purl.obolibrary.org/obo/CHEBI_48347
T572 35069-35071 Chemical denotes RP http://purl.obolibrary.org/obo/CHEBI_141419
T573 35171-35178 Chemical denotes solvent http://purl.obolibrary.org/obo/CHEBI_46787
T574 35225-35231 Chemical denotes buffer http://purl.obolibrary.org/obo/CHEBI_35225
T575 35264-35270 Chemical denotes buffer http://purl.obolibrary.org/obo/CHEBI_35225
T576 35509-35517 Chemical denotes solution http://purl.obolibrary.org/obo/CHEBI_75958
T577 35524-35529 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T578 35536-35550 Chemical denotes isopropylidene http://purl.obolibrary.org/obo/CHEBI_29858
T579 35551-35560 Chemical denotes adenosine http://purl.obolibrary.org/obo/CHEBI_16335
T580 35574-35577 Chemical denotes DMF http://purl.obolibrary.org/obo/CHEBI_17741
T581 35659-35667 Chemical denotes chloride http://purl.obolibrary.org/obo/CHEBI_17996
T582 35700-35707 Chemical denotes mixture http://purl.obolibrary.org/obo/CHEBI_60004
T583 35754-35759 Chemical denotes argon http://purl.obolibrary.org/obo/CHEBI_49475
T584 35782-35787 Chemical denotes AcOEt http://purl.obolibrary.org/obo/CHEBI_27750
T585 35836-35841 Chemical denotes AcOEt http://purl.obolibrary.org/obo/CHEBI_27750
T586 35911-35917 Chemical denotes Na2SO4 http://purl.obolibrary.org/obo/CHEBI_32149
T587 35990-35993 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T588 36066-36087 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T589 36068-36073 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T590 36093-36101 Chemical denotes dimethyl http://purl.obolibrary.org/obo/CHEBI_33601|http://purl.obolibrary.org/obo/CHEBI_42266
T592 36145-36151 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T594 36155-36167 Chemical denotes nitrobenzene http://purl.obolibrary.org/obo/CHEBI_27798
T595 36170-36181 Chemical denotes sulfonamide http://purl.obolibrary.org/obo/CHEBI_35358
T596 36214-36219 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T597 36226-36240 Chemical denotes isopropylidene http://purl.obolibrary.org/obo/CHEBI_29858
T598 36241-36250 Chemical denotes adenosine http://purl.obolibrary.org/obo/CHEBI_16335
T599 36306-36314 Chemical denotes chloride http://purl.obolibrary.org/obo/CHEBI_17996
T600 36364-36366 Chemical denotes Rf http://purl.obolibrary.org/obo/CHEBI_33346
T601 36378-36382 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T602 36383-36386 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T603 36389-36391 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T604 36406-36410 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T605 36439-36441 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T606 36472-36474 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T607 36486-36488 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T608 36549-36551 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T609 36584-36586 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T610 36619-36621 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T611 36654-36656 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T612 36724-36728 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T613 36992-37000 Chemical denotes solution http://purl.obolibrary.org/obo/CHEBI_75958
T614 37029-37032 Chemical denotes DMF http://purl.obolibrary.org/obo/CHEBI_17741
T615 37085-37087 Chemical denotes KI http://purl.obolibrary.org/obo/CHEBI_74559|http://purl.obolibrary.org/obo/CHEBI_8346
T617 37102-37107 Chemical denotes K2CO3 http://purl.obolibrary.org/obo/CHEBI_131526
T618 37158-37163 Chemical denotes argon http://purl.obolibrary.org/obo/CHEBI_49475
T619 37193-37198 Chemical denotes AcOEt http://purl.obolibrary.org/obo/CHEBI_27750
T620 37203-37208 Chemical denotes water http://purl.obolibrary.org/obo/CHEBI_15377
T621 37247-37252 Chemical denotes AcOEt http://purl.obolibrary.org/obo/CHEBI_27750
T622 37322-37328 Chemical denotes Na2SO4 http://purl.obolibrary.org/obo/CHEBI_32149
T623 37417-37423 Chemical denotes silica http://purl.obolibrary.org/obo/CHEBI_30563
T624 37450-37454 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T625 37458-37461 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T626 37533-37554 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T627 37535-37540 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T628 37560-37568 Chemical denotes dimethyl http://purl.obolibrary.org/obo/CHEBI_33601|http://purl.obolibrary.org/obo/CHEBI_42266
T630 37612-37618 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T632 37638-37659 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T633 37640-37645 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T634 37689-37692 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T635 37723-37726 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T636 37727-37733 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T638 37746-37749 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T639 37750-37755 Chemical denotes ethyl http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801
T641 37759-37771 Chemical denotes nitrobenzene http://purl.obolibrary.org/obo/CHEBI_27798
T642 37774-37785 Chemical denotes sulfonamide http://purl.obolibrary.org/obo/CHEBI_35358
T643 37903-37905 Chemical denotes Rf http://purl.obolibrary.org/obo/CHEBI_33346
T644 37918-37922 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T645 37923-37926 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T646 37929-37931 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T647 37946-37951 Chemical denotes CDCl3 http://purl.obolibrary.org/obo/CHEBI_85365
T648 37979-37981 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T649 38012-38014 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T650 38076-38078 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T651 38115-38117 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T652 38154-38156 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T653 38193-38195 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T654 38232-38234 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T655 38271-38273 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T656 38310-38312 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T657 38350-38352 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T658 38468-38473 Chemical denotes CDCl3 http://purl.obolibrary.org/obo/CHEBI_85365
T659 38833-38854 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T660 38835-38840 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T661 38860-38868 Chemical denotes dimethyl http://purl.obolibrary.org/obo/CHEBI_33601|http://purl.obolibrary.org/obo/CHEBI_42266
T663 38912-38918 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T665 38919-38924 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T666 38925-38931 Chemical denotes ethoxy http://purl.obolibrary.org/obo/CHEBI_42241
T667 38961-38964 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T668 38995-38998 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T669 38999-39005 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T671 39019-39035 Chemical denotes 9H-purin-6-amine http://purl.obolibrary.org/obo/CHEBI_16708
T672 39030-39035 Chemical denotes amine http://purl.obolibrary.org/obo/CHEBI_32952
T673 39046-39054 Chemical denotes solution http://purl.obolibrary.org/obo/CHEBI_75958
T674 39103-39106 Chemical denotes DMF http://purl.obolibrary.org/obo/CHEBI_17741
T675 39125-39130 Chemical denotes K2CO3 http://purl.obolibrary.org/obo/CHEBI_131526
T676 39163-39173 Chemical denotes thiophenol http://purl.obolibrary.org/obo/CHEBI_48498
T677 39252-39257 Chemical denotes argon http://purl.obolibrary.org/obo/CHEBI_49475
T678 39272-39279 Chemical denotes mixture http://purl.obolibrary.org/obo/CHEBI_60004
T679 39297-39300 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T680 39337-39341 Chemical denotes NaOH http://purl.obolibrary.org/obo/CHEBI_32145
T681 39342-39350 Chemical denotes solution http://purl.obolibrary.org/obo/CHEBI_75958
T682 39397-39400 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T683 39482-39488 Chemical denotes Na2SO4 http://purl.obolibrary.org/obo/CHEBI_32149
T684 39577-39583 Chemical denotes silica http://purl.obolibrary.org/obo/CHEBI_30563
T685 39611-39615 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T686 39619-39622 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T687 39681-39683 Chemical denotes Rf http://purl.obolibrary.org/obo/CHEBI_33346
T688 39695-39699 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T689 39700-39703 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T690 39706-39708 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T691 39723-39728 Chemical denotes CDCl3 http://purl.obolibrary.org/obo/CHEBI_85365
T692 39741-39743 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T693 39755-39757 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T694 39769-39771 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T695 39783-39785 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T696 39828-39830 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T697 39867-39869 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T698 39886-39888 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T699 39905-39907 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T700 39963-39965 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T701 40003-40005 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T702 40043-40045 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T703 40180-40185 Chemical denotes CDCl3 http://purl.obolibrary.org/obo/CHEBI_85365
T704 40610-40613 Chemical denotes TFA http://purl.obolibrary.org/obo/CHEBI_45892
T705 40617-40622 Chemical denotes water http://purl.obolibrary.org/obo/CHEBI_15377
T706 40703-40706 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T707 40707-40711 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T708 40714-40722 Chemical denotes solvents http://purl.obolibrary.org/obo/CHEBI_46787
T709 40790-40793 Chemical denotes NH3 http://purl.obolibrary.org/obo/CHEBI_16134
T710 40797-40801 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T711 40879-40885 Chemical denotes silica http://purl.obolibrary.org/obo/CHEBI_30563
T712 40940-40952 Chemical denotes acetonitrile http://purl.obolibrary.org/obo/CHEBI_38472
T713 40962-40968 Chemical denotes buffer http://purl.obolibrary.org/obo/CHEBI_35225
T714 41072-41077 Chemical denotes water http://purl.obolibrary.org/obo/CHEBI_15377
T715 41078-41085 Chemical denotes dioxane http://purl.obolibrary.org/obo/CHEBI_46923
T716 41143-41164 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T717 41145-41150 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T718 41186-41207 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T719 41188-41193 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T720 41211-41218 Chemical denotes hydroxy http://purl.obolibrary.org/obo/CHEBI_43176
T721 41222-41235 Chemical denotes hydroxymethyl http://purl.obolibrary.org/obo/CHEBI_24712
T722 41248-41251 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T723 41252-41257 Chemical denotes ethyl http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801
T725 41258-41263 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T726 41264-41270 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T728 41271-41278 Chemical denotes oxolane http://purl.obolibrary.org/obo/CHEBI_26911
T729 41283-41287 Chemical denotes diol http://purl.obolibrary.org/obo/CHEBI_23824
T730 41379-41391 Chemical denotes acetonitrile http://purl.obolibrary.org/obo/CHEBI_38472
T731 41401-41407 Chemical denotes buffer http://purl.obolibrary.org/obo/CHEBI_35225
T732 41539-41541 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T733 41556-41560 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T734 41577-41579 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T735 41591-41593 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T736 41605-41607 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T737 41619-41621 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T738 41680-41682 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T739 41706-41708 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T740 41744-41746 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T741 41783-41785 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T742 41822-41824 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T743 41861-41863 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T744 41941-41945 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T745 42206-42227 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T746 42208-42213 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T747 42233-42241 Chemical denotes dimethyl http://purl.obolibrary.org/obo/CHEBI_33601|http://purl.obolibrary.org/obo/CHEBI_42266
T749 42285-42291 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T751 42308-42329 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T752 42310-42315 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T753 42359-42362 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T754 42393-42396 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T755 42397-42403 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T757 42416-42419 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T758 42420-42425 Chemical denotes ethyl http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801
T760 42426-42431 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T761 42453-42461 Chemical denotes carbonyl http://purl.obolibrary.org/obo/CHEBI_23019
T762 42462-42467 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T763 42468-42477 Chemical denotes butanoate http://purl.obolibrary.org/obo/CHEBI_17968
T764 42488-42496 Chemical denotes solution http://purl.obolibrary.org/obo/CHEBI_75958
T765 42545-42548 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T766 42566-42574 Chemical denotes aldehyde http://purl.obolibrary.org/obo/CHEBI_17478
T767 42620-42623 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T768 42635-42646 Chemical denotes acetic acid http://purl.obolibrary.org/obo/CHEBI_15366
T769 42642-42646 Chemical denotes acid http://purl.obolibrary.org/obo/CHEBI_37527
T770 42728-42733 Chemical denotes argon http://purl.obolibrary.org/obo/CHEBI_49475
T771 42735-42741 Chemical denotes sodium http://purl.obolibrary.org/obo/CHEBI_26708
T772 42841-42848 Chemical denotes mixture http://purl.obolibrary.org/obo/CHEBI_60004
T773 42866-42869 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T774 42912-42918 Chemical denotes NaHCO3 http://purl.obolibrary.org/obo/CHEBI_32139
T775 42965-42968 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T776 43050-43056 Chemical denotes Na2SO4 http://purl.obolibrary.org/obo/CHEBI_32149
T777 43145-43151 Chemical denotes silica http://purl.obolibrary.org/obo/CHEBI_30563
T778 43178-43182 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T779 43186-43189 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T780 43234-43236 Chemical denotes Rf http://purl.obolibrary.org/obo/CHEBI_33346
T781 43243-43247 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T782 43248-43251 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T783 43259-43261 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T784 43276-43281 Chemical denotes CDCl3 http://purl.obolibrary.org/obo/CHEBI_85365
T785 43294-43296 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T786 43308-43310 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T787 43322-43324 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T788 43336-43338 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T789 43362-43364 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T790 43388-43390 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T791 43441-43443 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T792 43479-43481 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T793 43518-43520 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T794 43537-43539 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T795 43576-43578 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T796 43616-43618 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T797 43692-43694 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T798 43711-43713 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T799 43825-43830 Chemical denotes CDCl3 http://purl.obolibrary.org/obo/CHEBI_85365
T800 44204-44225 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T801 44206-44211 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T802 44252-44258 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T804 44275-44296 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T805 44277-44282 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T806 44300-44307 Chemical denotes hydroxy http://purl.obolibrary.org/obo/CHEBI_43176
T807 44311-44324 Chemical denotes hydroxymethyl http://purl.obolibrary.org/obo/CHEBI_24712
T808 44337-44340 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T809 44341-44346 Chemical denotes ethyl http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801
T811 44347-44352 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T812 44456-44459 Chemical denotes TFA http://purl.obolibrary.org/obo/CHEBI_45892
T813 44472-44477 Chemical denotes water http://purl.obolibrary.org/obo/CHEBI_15377
T814 44512-44520 Chemical denotes solvents http://purl.obolibrary.org/obo/CHEBI_46787
T815 44577-44582 Chemical denotes water http://purl.obolibrary.org/obo/CHEBI_15377
T816 44608-44612 Chemical denotes LiOH http://purl.obolibrary.org/obo/CHEBI_33979
T817 44613-44621 Chemical denotes solution http://purl.obolibrary.org/obo/CHEBI_75958
T818 44727-44730 Chemical denotes HCl http://purl.obolibrary.org/obo/CHEBI_17883
T819 44731-44739 Chemical denotes solution http://purl.obolibrary.org/obo/CHEBI_75958
T820 44745-44752 Chemical denotes solvent http://purl.obolibrary.org/obo/CHEBI_46787
T821 44858-44864 Chemical denotes silica http://purl.obolibrary.org/obo/CHEBI_30563
T822 44925-44937 Chemical denotes acetonitrile http://purl.obolibrary.org/obo/CHEBI_38472
T823 44947-44953 Chemical denotes buffer http://purl.obolibrary.org/obo/CHEBI_35225
T824 45057-45062 Chemical denotes water http://purl.obolibrary.org/obo/CHEBI_15377
T825 45159-45161 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T826 45176-45179 Chemical denotes D2O http://purl.obolibrary.org/obo/CHEBI_41981
T827 45192-45194 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T828 45206-45208 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T829 45220-45222 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T830 45234-45236 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T831 45260-45262 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T832 45286-45288 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T833 45344-45346 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T834 45363-45365 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T835 45422-45424 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T836 45478-45480 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T837 45543-45545 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T838 45570-45572 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T839 45612-45615 Chemical denotes D2O http://purl.obolibrary.org/obo/CHEBI_41981
T840 45880-45885 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T841 45902-45923 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T842 45904-45909 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T843 45950-45956 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T845 45973-45994 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T846 45975-45980 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T847 45998-46005 Chemical denotes hydroxy http://purl.obolibrary.org/obo/CHEBI_43176
T848 46009-46022 Chemical denotes hydroxymethyl http://purl.obolibrary.org/obo/CHEBI_24712
T849 46035-46038 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T850 46039-46044 Chemical denotes ethyl http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801
T852 46045-46050 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T853 46051-46060 Chemical denotes butanoate http://purl.obolibrary.org/obo/CHEBI_17968
T854 46152-46164 Chemical denotes acetonitrile http://purl.obolibrary.org/obo/CHEBI_38472
T855 46174-46180 Chemical denotes buffer http://purl.obolibrary.org/obo/CHEBI_35225
T856 46312-46314 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T857 46329-46332 Chemical denotes D2O http://purl.obolibrary.org/obo/CHEBI_41981
T858 46345-46347 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T859 46359-46361 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T860 46373-46375 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T861 46387-46389 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T862 46413-46415 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T863 46439-46441 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T864 46458-46460 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T865 46497-46499 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T866 46536-46538 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T867 46555-46557 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T868 46595-46597 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T869 46634-46636 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T870 46673-46675 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T871 46778-46780 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T872 46805-46807 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T873 46824-46826 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T874 46866-46869 Chemical denotes D2O http://purl.obolibrary.org/obo/CHEBI_41981
T875 47128-47133 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T876 47150-47171 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T877 47152-47157 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T878 47198-47204 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T880 47221-47242 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T881 47223-47228 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T882 47246-47253 Chemical denotes hydroxy http://purl.obolibrary.org/obo/CHEBI_43176
T883 47257-47270 Chemical denotes hydroxymethyl http://purl.obolibrary.org/obo/CHEBI_24712
T884 47283-47286 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T885 47287-47292 Chemical denotes ethyl http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801
T887 47293-47298 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T888 47299-47309 Chemical denotes butanamide http://purl.obolibrary.org/obo/CHEBI_50724
T889 47392-47395 Chemical denotes TFA http://purl.obolibrary.org/obo/CHEBI_45892
T890 47409-47414 Chemical denotes water http://purl.obolibrary.org/obo/CHEBI_15377
T891 47469-47477 Chemical denotes solvents http://purl.obolibrary.org/obo/CHEBI_46787
T892 47528-47531 Chemical denotes NH3 http://purl.obolibrary.org/obo/CHEBI_16134
T893 47535-47539 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T894 47583-47591 Chemical denotes solvents http://purl.obolibrary.org/obo/CHEBI_46787
T895 47685-47691 Chemical denotes silica http://purl.obolibrary.org/obo/CHEBI_30563
T896 47752-47764 Chemical denotes acetonitrile http://purl.obolibrary.org/obo/CHEBI_38472
T897 47774-47780 Chemical denotes buffer http://purl.obolibrary.org/obo/CHEBI_35225
T898 47884-47889 Chemical denotes water http://purl.obolibrary.org/obo/CHEBI_15377
T899 47986-47988 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T900 48003-48006 Chemical denotes D2O http://purl.obolibrary.org/obo/CHEBI_41981
T901 48019-48021 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T902 48033-48035 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T903 48047-48049 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T904 48061-48063 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T905 48087-48089 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T906 48113-48115 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T907 48152-48154 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T908 48171-48173 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T909 48210-48212 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T910 48229-48231 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T911 48288-48290 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T912 48347-48349 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T913 48425-48427 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T914 48467-48470 Chemical denotes D2O http://purl.obolibrary.org/obo/CHEBI_41981
T915 48788-48796 Chemical denotes solution http://purl.obolibrary.org/obo/CHEBI_75958
T916 48816-48819 Chemical denotes NMP http://purl.obolibrary.org/obo/CHEBI_17188|http://purl.obolibrary.org/obo/CHEBI_25608|http://purl.obolibrary.org/obo/CHEBI_7307
T919 48863-48870 Chemical denotes bromide http://purl.obolibrary.org/obo/CHEBI_15858
T920 48871-48878 Chemical denotes reagent http://purl.obolibrary.org/obo/CHEBI_33893
T921 48973-48980 Chemical denotes mixture http://purl.obolibrary.org/obo/CHEBI_60004
T922 48998-49003 Chemical denotes AcOEt http://purl.obolibrary.org/obo/CHEBI_27750
T923 49052-49057 Chemical denotes AcOEt http://purl.obolibrary.org/obo/CHEBI_27750
T924 49127-49133 Chemical denotes Na2SO4 http://purl.obolibrary.org/obo/CHEBI_32149
T925 49222-49228 Chemical denotes silica http://purl.obolibrary.org/obo/CHEBI_30563
T926 49255-49259 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T927 49263-49266 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T928 49358-49379 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T929 49360-49365 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T930 49385-49393 Chemical denotes dimethyl http://purl.obolibrary.org/obo/CHEBI_33601|http://purl.obolibrary.org/obo/CHEBI_42266
T932 49437-49443 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T934 49445-49450 Chemical denotes butyl http://purl.obolibrary.org/obo/CHEBI_41264
T935 49451-49456 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T936 49457-49463 Chemical denotes ethoxy http://purl.obolibrary.org/obo/CHEBI_42241
T937 49493-49496 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T938 49527-49530 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T939 49531-49537 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T941 49551-49567 Chemical denotes 9H-purin-6-amine http://purl.obolibrary.org/obo/CHEBI_16708
T942 49562-49567 Chemical denotes amine http://purl.obolibrary.org/obo/CHEBI_32952
T24253 49692-49694 Chemical denotes Rf http://purl.obolibrary.org/obo/CHEBI_33346
T16296 49701-49705 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T3 49706-49709 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T98279 49717-49719 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T14128 49734-49739 Chemical denotes CDCl3 http://purl.obolibrary.org/obo/CHEBI_85365
T7839 49766-49768 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T62523 49780-49782 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T51533 49806-49808 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T47370 49832-49834 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T35194 49889-49891 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T23227 49928-49930 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T97352 49954-49956 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T68865 50012-50014 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T34711 50052-50054 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T82490 50092-50094 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T26759 50170-50172 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T72541 50352-50357 Chemical denotes CDCl3 http://purl.obolibrary.org/obo/CHEBI_85365
T61383 50710-50731 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T13400 50712-50717 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T20 50737-50745 Chemical denotes dimethyl http://purl.obolibrary.org/obo/CHEBI_33601|http://purl.obolibrary.org/obo/CHEBI_42266
T22 50789-50795 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T24 50812-50817 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T6760 50818-50824 Chemical denotes ethoxy http://purl.obolibrary.org/obo/CHEBI_42241
T96923 50854-50857 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T27 50888-50891 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T68784 50892-50898 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T31890 50912-50928 Chemical denotes 9H-purin-6-amine http://purl.obolibrary.org/obo/CHEBI_16708
T23509 50923-50928 Chemical denotes amine http://purl.obolibrary.org/obo/CHEBI_32952
T71137 50996-51001 Chemical denotes bromo http://purl.obolibrary.org/obo/CHEBI_22927|http://purl.obolibrary.org/obo/CHEBI_47265
T93238 51066-51068 Chemical denotes Rf http://purl.obolibrary.org/obo/CHEBI_33346
T65053 51075-51079 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T36 51080-51083 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T9869 51090-51092 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T44254 51107-51112 Chemical denotes CDCl3 http://purl.obolibrary.org/obo/CHEBI_85365
T65997 51125-51127 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T46574 51139-51141 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T41 51153-51155 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T34034 51167-51169 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T43 51212-51214 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T71874 51238-51240 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T45 51295-51297 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T85561 51334-51336 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T92728 51360-51362 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T48306 51418-51420 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T8053 51458-51460 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T8498 51498-51500 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T51 51576-51578 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T98021 51712-51717 Chemical denotes CDCl3 http://purl.obolibrary.org/obo/CHEBI_85365
T53 52085-52106 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T18926 52087-52092 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T85668 52112-52120 Chemical denotes dimethyl http://purl.obolibrary.org/obo/CHEBI_33601|http://purl.obolibrary.org/obo/CHEBI_42266
T94799 52164-52170 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T45895 52187-52208 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T47614 52189-52194 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T61 52238-52241 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T3622 52272-52275 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T97877 52276-52282 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T40837 52295-52298 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T48012 52299-52304 Chemical denotes ethyl http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801
T30820 52305-52310 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T18158 52311-52320 Chemical denotes butanoate http://purl.obolibrary.org/obo/CHEBI_17968
T72997 52386-52392 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T73357 52458-52460 Chemical denotes Rf http://purl.obolibrary.org/obo/CHEBI_33346
T73 52467-52471 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T61099 52472-52475 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T38107 52483-52485 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T76 52500-52505 Chemical denotes CDCl3 http://purl.obolibrary.org/obo/CHEBI_85365
T45520 52518-52520 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T14016 52532-52534 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T17378 52546-52548 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T66161 52560-52562 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T52308 52586-52588 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T33388 52639-52641 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T83 52678-52680 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T95802 52704-52706 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T79068 52762-52764 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T46465 52802-52804 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T71575 52842-52844 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T41446 52901-52903 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T33129 52960-52962 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T78609 53116-53121 Chemical denotes CDCl3 http://purl.obolibrary.org/obo/CHEBI_85365
T89184 53462-53483 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T92 53464-53469 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T91758 53505-53526 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T94 53507-53512 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T35472 53530-53537 Chemical denotes hydroxy http://purl.obolibrary.org/obo/CHEBI_43176
T53508 53541-53554 Chemical denotes hydroxymethyl http://purl.obolibrary.org/obo/CHEBI_24712
T60043 53567-53570 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T11829 53571-53576 Chemical denotes ethyl http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801
T94414 53578-53583 Chemical denotes butyl http://purl.obolibrary.org/obo/CHEBI_41264
T16576 53584-53589 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T102 53590-53596 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T33703 53597-53604 Chemical denotes oxolane http://purl.obolibrary.org/obo/CHEBI_26911
T105 53609-53613 Chemical denotes diol http://purl.obolibrary.org/obo/CHEBI_23824
T17575 53703-53715 Chemical denotes acetonitrile http://purl.obolibrary.org/obo/CHEBI_38472
T86424 53725-53731 Chemical denotes buffer http://purl.obolibrary.org/obo/CHEBI_35225
T108 53862-53864 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T24815 53879-53883 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T20156 53900-53902 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T65687 53914-53916 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T8029 53928-53930 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T2651 53942-53944 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T5457 54004-54006 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T115 54030-54032 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T28173 54075-54077 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T85971 54101-54103 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T74956 54133-54135 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T36399 54165-54167 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T49547 54191-54193 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T89992 54262-54264 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T35229 54426-54430 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T13361 54697-54718 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T124 54699-54704 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T6426 54740-54761 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T126 54742-54747 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T6455 54765-54772 Chemical denotes hydroxy http://purl.obolibrary.org/obo/CHEBI_43176
T50558 54776-54789 Chemical denotes hydroxymethyl http://purl.obolibrary.org/obo/CHEBI_24712
T16045 54802-54805 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T28407 54806-54811 Chemical denotes ethyl http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801
T132 54828-54833 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T42784 54834-54840 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T51078 54841-54848 Chemical denotes oxolane http://purl.obolibrary.org/obo/CHEBI_26911
T95580 54853-54857 Chemical denotes diol http://purl.obolibrary.org/obo/CHEBI_23824
T91685 54948-54960 Chemical denotes acetonitrile http://purl.obolibrary.org/obo/CHEBI_38472
T55170 54970-54976 Chemical denotes buffer http://purl.obolibrary.org/obo/CHEBI_35225
T49282 55107-55109 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T84039 55124-55128 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T94512 55145-55147 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T37040 55159-55161 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T28951 55173-55175 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T27788 55187-55189 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T92805 55249-55251 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T146 55275-55277 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T26862 55320-55322 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T40060 55346-55348 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T89685 55378-55380 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T52261 55410-55412 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T151 55436-55438 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T60336 55507-55509 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T95747 55671-55675 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T75415 55954-55975 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T64795 55956-55961 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T22000 56002-56008 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T9251 56025-56046 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T90458 56027-56032 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T4133 56050-56057 Chemical denotes hydroxy http://purl.obolibrary.org/obo/CHEBI_43176
T84907 56061-56074 Chemical denotes hydroxymethyl http://purl.obolibrary.org/obo/CHEBI_24712
T71821 56087-56090 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T64408 56091-56096 Chemical denotes ethyl http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801
T12886 56097-56102 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T97272 56103-56112 Chemical denotes butanoate http://purl.obolibrary.org/obo/CHEBI_17968
T68932 56204-56216 Chemical denotes acetonitrile http://purl.obolibrary.org/obo/CHEBI_38472
T15587 56226-56232 Chemical denotes buffer http://purl.obolibrary.org/obo/CHEBI_35225
T169 56364-56366 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T170 56381-56385 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T28776 56402-56404 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T172 56416-56418 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T69431 56430-56432 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T174 56444-56446 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T175 56506-56508 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T30683 56532-56534 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T177 56577-56579 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T84312 56603-56605 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T179 56635-56637 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T180 56667-56669 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T73053 56693-56695 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T12938 56712-56714 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T92774 56731-56733 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T93642 56764-56766 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T51448 56816-56818 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T186 56928-56932 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T52186 57211-57232 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T71124 57213-57218 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T91179 57259-57265 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T191 57281-57302 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T25223 57283-57288 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T4835 57306-57313 Chemical denotes hydroxy http://purl.obolibrary.org/obo/CHEBI_43176
T67895 57317-57330 Chemical denotes hydroxymethyl http://purl.obolibrary.org/obo/CHEBI_24712
T64132 57343-57346 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T8624 57347-57352 Chemical denotes ethyl http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801
T3060 57353-57358 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T19597 57359-57372 Chemical denotes butanoic acid http://purl.obolibrary.org/obo/CHEBI_30772
T17443 57368-57372 Chemical denotes acid http://purl.obolibrary.org/obo/CHEBI_37527
T55499 57435-57438 Chemical denotes TFA http://purl.obolibrary.org/obo/CHEBI_45892
T92108 57453-57458 Chemical denotes water http://purl.obolibrary.org/obo/CHEBI_15377
T27273 57496-57504 Chemical denotes solvents http://purl.obolibrary.org/obo/CHEBI_46787
T83132 57561-57566 Chemical denotes water http://purl.obolibrary.org/obo/CHEBI_15377
T14764 57584-57588 Chemical denotes LiOH http://purl.obolibrary.org/obo/CHEBI_33979
T93820 57597-57605 Chemical denotes solution http://purl.obolibrary.org/obo/CHEBI_75958
T54370 57707-57710 Chemical denotes HCl http://purl.obolibrary.org/obo/CHEBI_17883
T6531 57719-57727 Chemical denotes solution http://purl.obolibrary.org/obo/CHEBI_75958
T80709 57844-57850 Chemical denotes silica http://purl.obolibrary.org/obo/CHEBI_30563
T66891 57911-57923 Chemical denotes acetonitrile http://purl.obolibrary.org/obo/CHEBI_38472
T91062 57933-57939 Chemical denotes buffer http://purl.obolibrary.org/obo/CHEBI_35225
T90091 58043-58048 Chemical denotes water http://purl.obolibrary.org/obo/CHEBI_15377
T17933 58053-58064 Chemical denotes 1,4-dioxane http://purl.obolibrary.org/obo/CHEBI_47032
T66670 58057-58064 Chemical denotes dioxane http://purl.obolibrary.org/obo/CHEBI_46923
T88233 58161-58163 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T216 58178-58181 Chemical denotes D2O http://purl.obolibrary.org/obo/CHEBI_41981
T68989 58194-58196 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T82560 58208-58210 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T81404 58222-58224 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T12372 58236-58238 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T28362 58262-58264 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T98794 58288-58290 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T15115 58307-58309 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T89279 58345-58347 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T92999 58364-58366 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T58256 58383-58385 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T40105 58439-58441 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T12935 58476-58478 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T229 58590-58593 Chemical denotes D2O http://purl.obolibrary.org/obo/CHEBI_41981
T95728 58860-58881 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T231 58862-58867 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T88670 58908-58914 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T72865 58934-58955 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T235 58936-58941 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T19593 58959-58966 Chemical denotes hydroxy http://purl.obolibrary.org/obo/CHEBI_43176
T73471 58970-58983 Chemical denotes hydroxymethyl http://purl.obolibrary.org/obo/CHEBI_24712
T55405 58996-58999 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T78555 59000-59005 Chemical denotes ethyl http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801
T241 59009-59021 Chemical denotes nitrobenzene http://purl.obolibrary.org/obo/CHEBI_27798
T19924 59024-59035 Chemical denotes sulfonamide http://purl.obolibrary.org/obo/CHEBI_35358
T243 59123-59135 Chemical denotes acetonitrile http://purl.obolibrary.org/obo/CHEBI_38472
T56015 59145-59151 Chemical denotes buffer http://purl.obolibrary.org/obo/CHEBI_35225
T72768 59283-59285 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T91178 59300-59304 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T96978 59321-59323 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T74178 59335-59337 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T87762 59368-59370 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T73030 59382-59384 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T72407 59463-59465 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T22886 59489-59491 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T40680 59534-59536 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T254 59560-59562 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T66835 59579-59581 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T28203 59605-59607 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T98164 59644-59646 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T69540 59670-59672 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T259 59708-59710 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T63532 59750-59754 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T11992 60031-60052 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T10378 60033-60038 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T88964 60058-60066 Chemical denotes dimethyl http://purl.obolibrary.org/obo/CHEBI_33601|http://purl.obolibrary.org/obo/CHEBI_42266
T23991 60110-60116 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T267 60120-60127 Chemical denotes methoxy http://purl.obolibrary.org/obo/CHEBI_32772|http://purl.obolibrary.org/obo/CHEBI_44520
T269 60130-60142 Chemical denotes nitrobenzene http://purl.obolibrary.org/obo/CHEBI_27798
T79814 60145-60156 Chemical denotes sulfonamide http://purl.obolibrary.org/obo/CHEBI_35358
T91742 60189-60194 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T272 60201-60215 Chemical denotes isopropylidene http://purl.obolibrary.org/obo/CHEBI_29858
T33382 60216-60225 Chemical denotes adenosine http://purl.obolibrary.org/obo/CHEBI_16335
T53867 60261-60268 Chemical denotes methoxy http://purl.obolibrary.org/obo/CHEBI_32772|http://purl.obolibrary.org/obo/CHEBI_44520
T88523 60291-60299 Chemical denotes chloride http://purl.obolibrary.org/obo/CHEBI_17996
T18075 60349-60351 Chemical denotes Rf http://purl.obolibrary.org/obo/CHEBI_33346
T66646 60363-60367 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T23370 60368-60371 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T9964 60374-60376 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T47201 60391-60395 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T282 60424-60426 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T13990 60438-60440 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T284 60452-60454 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T49293 60478-60480 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T27316 60504-60506 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T21631 60561-60563 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T66889 60587-60589 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T289 60626-60628 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T45321 60665-60667 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T83599 60704-60706 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T25831 60788-60792 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T43107 61029-61050 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T294 61031-61036 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T34429 61056-61064 Chemical denotes dimethyl http://purl.obolibrary.org/obo/CHEBI_33601|http://purl.obolibrary.org/obo/CHEBI_42266
T20605 61108-61114 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T63103 61118-61125 Chemical denotes methoxy http://purl.obolibrary.org/obo/CHEBI_32772|http://purl.obolibrary.org/obo/CHEBI_44520
T72642 61128-61140 Chemical denotes nitrobenzene http://purl.obolibrary.org/obo/CHEBI_27798
T85919 61143-61154 Chemical denotes sulfonamide http://purl.obolibrary.org/obo/CHEBI_35358
T82241 61187-61192 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T97825 61199-61213 Chemical denotes isopropylidene http://purl.obolibrary.org/obo/CHEBI_29858
T12682 61214-61223 Chemical denotes adenosine http://purl.obolibrary.org/obo/CHEBI_16335
T35906 61259-61266 Chemical denotes methoxy http://purl.obolibrary.org/obo/CHEBI_32772|http://purl.obolibrary.org/obo/CHEBI_44520
T308 61289-61297 Chemical denotes chloride http://purl.obolibrary.org/obo/CHEBI_17996
T89906 61347-61349 Chemical denotes Rf http://purl.obolibrary.org/obo/CHEBI_33346
T37926 61361-61365 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T8309 61366-61369 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T52192 61372-61374 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T313 61389-61393 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T43623 61422-61424 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T30131 61436-61438 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T26042 61450-61452 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T4739 61508-61510 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T53110 61552-61554 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T81829 61591-61593 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T83409 61630-61632 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T321 61669-61671 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T28481 61753-61757 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T323 61994-62015 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T56849 61996-62001 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T61141 62021-62029 Chemical denotes dimethyl http://purl.obolibrary.org/obo/CHEBI_33601|http://purl.obolibrary.org/obo/CHEBI_42266
T53464 62073-62079 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T78954 62083-62088 Chemical denotes nitro http://purl.obolibrary.org/obo/CHEBI_29785
T50310 62091-62115 Chemical denotes (trifluoromethyl)benzene http://purl.obolibrary.org/obo/CHEBI_36810
T81695 62092-62107 Chemical denotes trifluoromethyl http://purl.obolibrary.org/obo/CHEBI_50127
T78167 62108-62115 Chemical denotes benzene http://purl.obolibrary.org/obo/CHEBI_16716
T8343 62118-62129 Chemical denotes sulfonamide http://purl.obolibrary.org/obo/CHEBI_35358
T334 62140-62148 Chemical denotes solution http://purl.obolibrary.org/obo/CHEBI_75958
T49996 62155-62160 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T336 62167-62181 Chemical denotes isopropylidene http://purl.obolibrary.org/obo/CHEBI_29858
T66989 62182-62191 Chemical denotes adenosine http://purl.obolibrary.org/obo/CHEBI_16335
T98465 62234-62237 Chemical denotes DMF http://purl.obolibrary.org/obo/CHEBI_17741
T54606 62294-62299 Chemical denotes nitro http://purl.obolibrary.org/obo/CHEBI_29785
T80254 62332-62340 Chemical denotes chloride http://purl.obolibrary.org/obo/CHEBI_17996
T51701 62405-62412 Chemical denotes mixture http://purl.obolibrary.org/obo/CHEBI_60004
T342 62459-62464 Chemical denotes argon http://purl.obolibrary.org/obo/CHEBI_49475
T48319 62479-62486 Chemical denotes mixture http://purl.obolibrary.org/obo/CHEBI_60004
T60107 62504-62509 Chemical denotes AcOEt http://purl.obolibrary.org/obo/CHEBI_27750
T59374 62522-62527 Chemical denotes water http://purl.obolibrary.org/obo/CHEBI_15377
T52962 62574-62579 Chemical denotes AcOEt http://purl.obolibrary.org/obo/CHEBI_27750
T23043 62669-62675 Chemical denotes Na2SO4 http://purl.obolibrary.org/obo/CHEBI_32149
T348 62764-62770 Chemical denotes silica http://purl.obolibrary.org/obo/CHEBI_30563
T33545 62797-62801 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T55497 62805-62808 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T10772 62856-62858 Chemical denotes Rf http://purl.obolibrary.org/obo/CHEBI_33346
T48310 62870-62874 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T39153 62884-62886 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T64417 62901-62905 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T67452 62934-62936 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T2039 62960-62962 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T357 62974-62976 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T60176 62988-62990 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T32588 63027-63029 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T70644 63093-63095 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T37735 63132-63134 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T51184 63171-63173 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T71680 63210-63212 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T5000 63280-63284 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T50217 63580-63601 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T43169 63582-63587 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T42743 63607-63615 Chemical denotes dimethyl http://purl.obolibrary.org/obo/CHEBI_33601|http://purl.obolibrary.org/obo/CHEBI_42266
T87205 63659-63665 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T25385 63669-63675 Chemical denotes chloro http://purl.obolibrary.org/obo/CHEBI_47853
T43755 63678-63690 Chemical denotes nitrobenzene http://purl.obolibrary.org/obo/CHEBI_27798
T373 63693-63704 Chemical denotes sulfonamide http://purl.obolibrary.org/obo/CHEBI_35358
T78338 63737-63742 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T86776 63749-63763 Chemical denotes isopropylidene http://purl.obolibrary.org/obo/CHEBI_29858
T376 63764-63773 Chemical denotes adenosine http://purl.obolibrary.org/obo/CHEBI_16335
T92152 63809-63815 Chemical denotes chloro http://purl.obolibrary.org/obo/CHEBI_47853
T10656 63838-63846 Chemical denotes chloride http://purl.obolibrary.org/obo/CHEBI_17996
T62047 63896-63898 Chemical denotes Rf http://purl.obolibrary.org/obo/CHEBI_33346
T62948 63910-63914 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T13967 63924-63926 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T24399 63941-63945 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T9330 63962-63964 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T73417 63988-63990 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T39372 64002-64004 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T59648 64016-64018 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T66135 64055-64057 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T48396 64081-64083 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T4269 64125-64127 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T13812 64164-64166 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T44374 64203-64205 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T91535 64241-64243 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T95896 64311-64315 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T948 64555-64576 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T70230 64557-64562 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T72752 64582-64590 Chemical denotes dimethyl http://purl.obolibrary.org/obo/CHEBI_33601|http://purl.obolibrary.org/obo/CHEBI_42266
T89635 64634-64640 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T42604 64660-64681 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T95901 64662-64667 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T11596 64711-64714 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T55585 64745-64748 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T24974 64749-64755 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T69310 64768-64771 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T42807 64772-64777 Chemical denotes ethyl http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801
T79697 64781-64788 Chemical denotes methoxy http://purl.obolibrary.org/obo/CHEBI_32772|http://purl.obolibrary.org/obo/CHEBI_44520
T87828 64791-64803 Chemical denotes nitrobenzene http://purl.obolibrary.org/obo/CHEBI_27798
T24304 64806-64817 Chemical denotes sulfonamide http://purl.obolibrary.org/obo/CHEBI_35358
T66918 64933-64935 Chemical denotes Rf http://purl.obolibrary.org/obo/CHEBI_33346
T68778 64948-64952 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T5138 64953-64956 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T78755 64959-64961 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T62119 64976-64981 Chemical denotes CDCl3 http://purl.obolibrary.org/obo/CHEBI_85365
T67417 64996-64998 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T57690 65011-65013 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T97608 65025-65027 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T78389 65039-65041 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T29195 65065-65067 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T73506 65091-65093 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T53566 65130-65132 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T76589 65156-65158 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T80847 65214-65216 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T427 65253-65255 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T40294 65292-65294 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T9376 65331-65333 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T430 65370-65372 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T91450 65409-65411 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T94985 65449-65451 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T45648 65559-65564 Chemical denotes CDCl3 http://purl.obolibrary.org/obo/CHEBI_85365
T434 65923-65944 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T42258 65925-65930 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T1314 65950-65958 Chemical denotes dimethyl http://purl.obolibrary.org/obo/CHEBI_33601|http://purl.obolibrary.org/obo/CHEBI_42266
T20595 66002-66008 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T440 66028-66049 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T93628 66030-66035 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T79330 66079-66082 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T63252 66113-66116 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T65970 66117-66123 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T98231 66136-66139 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T86005 66140-66145 Chemical denotes ethyl http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801
T59687 66149-66156 Chemical denotes methoxy http://purl.obolibrary.org/obo/CHEBI_32772|http://purl.obolibrary.org/obo/CHEBI_44520
T451 66159-66171 Chemical denotes nitrobenzene http://purl.obolibrary.org/obo/CHEBI_27798
T27057 66174-66185 Chemical denotes sulfonamide http://purl.obolibrary.org/obo/CHEBI_35358
T73729 66301-66303 Chemical denotes Rf http://purl.obolibrary.org/obo/CHEBI_33346
T36607 66316-66320 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T455 66321-66324 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T62708 66327-66329 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T457 66344-66349 Chemical denotes CDCl3 http://purl.obolibrary.org/obo/CHEBI_85365
T55837 66362-66364 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T14048 66376-66378 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T40387 66394-66396 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T66826 66408-66410 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T462 66474-66476 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T53940 66492-66494 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T78710 66531-66533 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T55173 66557-66559 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T13162 66596-66598 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T57797 66635-66637 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T15479 66674-66676 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T27007 66714-66716 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T50730 66843-66848 Chemical denotes CDCl3 http://purl.obolibrary.org/obo/CHEBI_85365
T53880 67206-67227 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T31743 67208-67213 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T86069 67233-67241 Chemical denotes dimethyl http://purl.obolibrary.org/obo/CHEBI_33601|http://purl.obolibrary.org/obo/CHEBI_42266
T475 67285-67291 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T55020 67311-67332 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T478 67313-67318 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T42445 67362-67365 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T480 67396-67399 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T78607 67400-67406 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T58556 67419-67422 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T51085 67423-67428 Chemical denotes ethyl http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801
T27719 67432-67437 Chemical denotes nitro http://purl.obolibrary.org/obo/CHEBI_29785
T69034 67440-67464 Chemical denotes (trifluoromethyl)benzene http://purl.obolibrary.org/obo/CHEBI_36810
T488 67441-67456 Chemical denotes trifluoromethyl http://purl.obolibrary.org/obo/CHEBI_50127
T30906 67457-67464 Chemical denotes benzene http://purl.obolibrary.org/obo/CHEBI_16716
T19274 67467-67478 Chemical denotes sulfonamide http://purl.obolibrary.org/obo/CHEBI_35358
T85507 67592-67594 Chemical denotes Rf http://purl.obolibrary.org/obo/CHEBI_33346
T35836 67607-67611 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T17098 67612-67615 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T10869 67618-67620 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T7681 67635-67640 Chemical denotes CDCl3 http://purl.obolibrary.org/obo/CHEBI_85365
T18694 67653-67655 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T18393 67667-67669 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T34872 67681-67683 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T85647 67707-67709 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T98194 67733-67735 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T31716 67747-67749 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T35527 67786-67788 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T9110 67812-67814 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T47865 67838-67840 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T13260 67895-67897 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T74661 67934-67936 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T507 67973-67975 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T23051 68012-68014 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T509 68051-68053 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T510 68148-68150 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T511 68247-68252 Chemical denotes CDCl3 http://purl.obolibrary.org/obo/CHEBI_85365
T87672 68692-68713 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T81613 68694-68699 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T57553 68719-68727 Chemical denotes dimethyl http://purl.obolibrary.org/obo/CHEBI_33601|http://purl.obolibrary.org/obo/CHEBI_42266
T97644 68771-68777 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T518 68797-68818 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T45291 68799-68804 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T16592 68848-68851 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T69664 68882-68885 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T37762 68886-68892 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T97095 68905-68908 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T74950 68909-68914 Chemical denotes ethyl http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801
T48949 68918-68924 Chemical denotes chloro http://purl.obolibrary.org/obo/CHEBI_47853
T62330 68927-68939 Chemical denotes nitrobenzene http://purl.obolibrary.org/obo/CHEBI_27798
T67570 68942-68953 Chemical denotes sulfonamide http://purl.obolibrary.org/obo/CHEBI_35358
T55220 69069-69071 Chemical denotes Rf http://purl.obolibrary.org/obo/CHEBI_33346
T22091 69084-69088 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T99475 69089-69092 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T533 69095-69097 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T25965 69112-69117 Chemical denotes CDCl3 http://purl.obolibrary.org/obo/CHEBI_85365
T39525 69130-69132 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T99833 69144-69146 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T64395 69174-69176 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T85135 69213-69215 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T18506 69239-69241 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T52601 69297-69299 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T78849 69336-69338 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T542 69375-69377 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T93066 69414-69416 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T87973 69453-69455 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T545 69650-69655 Chemical denotes CDCl3 http://purl.obolibrary.org/obo/CHEBI_85365
T52264 70016-70037 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T51146 70018-70023 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T47151 70043-70067 Chemical denotes dihydroxytetrahydrofuran http://purl.obolibrary.org/obo/CHEBI_47019
T69929 70073-70079 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T29164 70105-70126 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T92393 70107-70112 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T553 70130-70137 Chemical denotes hydroxy http://purl.obolibrary.org/obo/CHEBI_43176
T39065 70141-70154 Chemical denotes hydroxymethyl http://purl.obolibrary.org/obo/CHEBI_24712
T99197 70155-70170 Chemical denotes tetrahydrofuran http://purl.obolibrary.org/obo/CHEBI_26911
T90121 70176-70179 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T41179 70180-70185 Chemical denotes ethyl http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801
T82046 70189-70196 Chemical denotes methoxy http://purl.obolibrary.org/obo/CHEBI_32772|http://purl.obolibrary.org/obo/CHEBI_44520
T561 70311-70323 Chemical denotes acetonitrile http://purl.obolibrary.org/obo/CHEBI_38472
T79344 70333-70339 Chemical denotes buffer http://purl.obolibrary.org/obo/CHEBI_35225
T97724 70472-70474 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T35088 70489-70493 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T38829 70510-70512 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T30702 70524-70526 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T567 70564-70566 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T63479 70603-70605 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T21312 70678-70680 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T81599 70704-70706 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T10901 70730-70732 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T34402 70748-70750 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T34533 70766-70768 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T25955 70792-70794 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T59484 70810-70812 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T30216 70836-70838 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T16450 70862-70864 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T86682 70881-70883 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T39834 70926-70928 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T79975 71001-71005 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T93847 71300-71321 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T22848 71302-71307 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T51289 71348-71354 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T45430 71374-71395 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T85865 71376-71381 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T63263 71399-71406 Chemical denotes hydroxy http://purl.obolibrary.org/obo/CHEBI_43176
T54987 71410-71423 Chemical denotes hydroxymethyl http://purl.obolibrary.org/obo/CHEBI_24712
T56820 71436-71439 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T33381 71440-71445 Chemical denotes ethyl http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801
T53334 71449-71456 Chemical denotes methoxy http://purl.obolibrary.org/obo/CHEBI_32772|http://purl.obolibrary.org/obo/CHEBI_44520
T38495 71459-71471 Chemical denotes nitrobenzene http://purl.obolibrary.org/obo/CHEBI_27798
T38841 71474-71485 Chemical denotes sulfonamide http://purl.obolibrary.org/obo/CHEBI_35358
T15782 71574-71586 Chemical denotes acetonitrile http://purl.obolibrary.org/obo/CHEBI_38472
T34792 71596-71602 Chemical denotes buffer http://purl.obolibrary.org/obo/CHEBI_35225
T78354 71735-71737 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T14581 71752-71756 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T22965 71773-71775 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T55962 71787-71789 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T48514 71827-71829 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T96071 71866-71868 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T88852 71941-71943 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T38568 71967-71969 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T31277 71993-71995 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T84482 72011-72013 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T30462 72029-72031 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T2044 72055-72057 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T90423 72073-72075 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T6961 72099-72101 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T12338 72125-72127 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T52243 72144-72146 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T81477 72189-72191 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T89255 72264-72268 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T616 72565-72586 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T96744 72567-72572 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T66719 72613-72619 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T49061 72639-72660 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T27925 72641-72646 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T94159 72664-72671 Chemical denotes hydroxy http://purl.obolibrary.org/obo/CHEBI_43176
T96765 72675-72688 Chemical denotes hydroxymethyl http://purl.obolibrary.org/obo/CHEBI_24712
T53372 72701-72704 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T36482 72705-72710 Chemical denotes ethyl http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801
T32993 72714-72719 Chemical denotes nitro http://purl.obolibrary.org/obo/CHEBI_29785
T34326 72722-72746 Chemical denotes (trifluoromethyl)benzene http://purl.obolibrary.org/obo/CHEBI_36810
T629 72723-72738 Chemical denotes trifluoromethyl http://purl.obolibrary.org/obo/CHEBI_50127
T75889 72739-72746 Chemical denotes benzene http://purl.obolibrary.org/obo/CHEBI_16716
T631 72749-72760 Chemical denotes sulfonamide http://purl.obolibrary.org/obo/CHEBI_35358
T47431 72846-72858 Chemical denotes acetonitrile http://purl.obolibrary.org/obo/CHEBI_38472
T35557 72868-72874 Chemical denotes buffer http://purl.obolibrary.org/obo/CHEBI_35225
T37877 73007-73009 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T52101 73024-73028 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T48273 73057-73059 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T637 73071-73073 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T22825 73085-73087 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T23474 73111-73113 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T640 73125-73127 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T94081 73139-73141 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T8168 73178-73180 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T68874 73240-73242 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T63267 73266-73268 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T93792 73292-73294 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T58208 73318-73320 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T12607 73357-73359 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T94498 73383-73385 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T44455 73409-73411 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T97308 73435-73437 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T97343 73461-73463 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T78806 73506-73508 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T25804 73567-73571 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T68486 73842-73846 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T37122 73963-73984 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T6392 73965-73970 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T60248 74011-74017 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T54928 74037-74058 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T92031 74039-74044 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T4142 74062-74069 Chemical denotes hydroxy http://purl.obolibrary.org/obo/CHEBI_43176
T662 74073-74086 Chemical denotes hydroxymethyl http://purl.obolibrary.org/obo/CHEBI_24712
T42905 74099-74102 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T664 74103-74108 Chemical denotes ethyl http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801
T20583 74112-74118 Chemical denotes chloro http://purl.obolibrary.org/obo/CHEBI_47853
T88063 74121-74133 Chemical denotes nitrobenzene http://purl.obolibrary.org/obo/CHEBI_27798
T35595 74136-74147 Chemical denotes sulfonamide http://purl.obolibrary.org/obo/CHEBI_35358
T27886 74236-74248 Chemical denotes acetonitrile http://purl.obolibrary.org/obo/CHEBI_38472
T670 74258-74264 Chemical denotes buffer http://purl.obolibrary.org/obo/CHEBI_35225
T32310 74397-74399 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T88164 74414-74418 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T33091 74447-74449 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T35870 74461-74463 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T55042 74475-74477 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T5281 74490-74492 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T43033 74505-74507 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T8910 74544-74546 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T46731 74570-74572 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T78659 74631-74633 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T77980 74657-74659 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T28166 74683-74685 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T77813 74728-74730 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T77672 74754-74756 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T56894 74780-74782 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T4703 74806-74808 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T20231 74851-74853 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T2314 74910-74912 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T51379 74952-74956 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T35779 75249-75270 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T95569 75251-75256 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T55421 75276-75284 Chemical denotes dimethyl http://purl.obolibrary.org/obo/CHEBI_33601|http://purl.obolibrary.org/obo/CHEBI_42266
T35755 75328-75334 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T60423 75354-75375 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T29079 75356-75361 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T95003 75405-75408 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T91402 75439-75442 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T56772 75443-75449 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T25632 75462-75465 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T92641 75466-75471 Chemical denotes ethyl http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801
T56172 75475-75488 Chemical denotes chlorobenzene http://purl.obolibrary.org/obo/CHEBI_28097
T79394 75491-75502 Chemical denotes sulfonamide http://purl.obolibrary.org/obo/CHEBI_35358
T39178 75513-75521 Chemical denotes solution http://purl.obolibrary.org/obo/CHEBI_75958
T7288 75570-75573 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T21825 75649-75657 Chemical denotes chloride http://purl.obolibrary.org/obo/CHEBI_17996
T39091 75721-75728 Chemical denotes mixture http://purl.obolibrary.org/obo/CHEBI_60004
T12679 75775-75780 Chemical denotes argon http://purl.obolibrary.org/obo/CHEBI_49475
T62923 75850-75853 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T78174 75896-75902 Chemical denotes NaHCO3 http://purl.obolibrary.org/obo/CHEBI_32139
T56606 75949-75952 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T38211 76042-76048 Chemical denotes Na2SO4 http://purl.obolibrary.org/obo/CHEBI_32149
T55386 76137-76143 Chemical denotes silica http://purl.obolibrary.org/obo/CHEBI_30563
T95902 76170-76174 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T64508 76178-76181 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T23226 76226-76228 Chemical denotes Rf http://purl.obolibrary.org/obo/CHEBI_33346
T19017 76241-76245 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T17814 76255-76257 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T95988 76272-76277 Chemical denotes CDCl3 http://purl.obolibrary.org/obo/CHEBI_85365
T72152 76290-76292 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T724 76304-76306 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T43471 76318-76320 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T34939 76332-76334 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T727 76396-76398 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T50503 76454-76456 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T2649 76493-76495 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T28528 76532-76534 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T10272 76551-76553 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T66248 76590-76592 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T43013 76629-76631 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T35561 76669-76671 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T70756 76728-76730 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T3928 76846-76851 Chemical denotes CDCl3 http://purl.obolibrary.org/obo/CHEBI_85365
T99640 77205-77226 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T29293 77207-77212 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T82586 77232-77240 Chemical denotes dimethyl http://purl.obolibrary.org/obo/CHEBI_33601|http://purl.obolibrary.org/obo/CHEBI_42266
T44634 77284-77290 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T38253 77295-77301 Chemical denotes chloro http://purl.obolibrary.org/obo/CHEBI_47853
T59769 77316-77322 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T51490 77323-77328 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T70758 77329-77335 Chemical denotes ethoxy http://purl.obolibrary.org/obo/CHEBI_42241
T748 77365-77368 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T35101 77399-77402 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T750 77403-77409 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T56159 77423-77439 Chemical denotes 9H-purin-6-amine http://purl.obolibrary.org/obo/CHEBI_16708
T40430 77434-77439 Chemical denotes amine http://purl.obolibrary.org/obo/CHEBI_32952
T54842 77450-77458 Chemical denotes solution http://purl.obolibrary.org/obo/CHEBI_75958
T87374 77507-77510 Chemical denotes DCE http://purl.obolibrary.org/obo/CHEBI_27789
T756 77532-77540 Chemical denotes solution http://purl.obolibrary.org/obo/CHEBI_75958
T74109 77546-77552 Chemical denotes chloro http://purl.obolibrary.org/obo/CHEBI_47853
T5740 77615-77618 Chemical denotes DCE http://purl.obolibrary.org/obo/CHEBI_27789
T759 77632-77643 Chemical denotes acetic acid http://purl.obolibrary.org/obo/CHEBI_15366
T71199 77639-77643 Chemical denotes acid http://purl.obolibrary.org/obo/CHEBI_37527
T32586 77714-77719 Chemical denotes argon http://purl.obolibrary.org/obo/CHEBI_49475
T94488 77721-77727 Chemical denotes sodium http://purl.obolibrary.org/obo/CHEBI_26708
T52531 77827-77835 Chemical denotes solution http://purl.obolibrary.org/obo/CHEBI_75958
T68791 77853-77856 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T58335 77899-77905 Chemical denotes NaHCO3 http://purl.obolibrary.org/obo/CHEBI_32139
T85038 77944-77947 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T7488 78037-78043 Chemical denotes Na2SO4 http://purl.obolibrary.org/obo/CHEBI_32149
T90420 78132-78138 Chemical denotes silica http://purl.obolibrary.org/obo/CHEBI_30563
T12080 78165-78169 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T47925 78173-78176 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T16758 78221-78223 Chemical denotes Rf http://purl.obolibrary.org/obo/CHEBI_33346
T56935 78230-78234 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T65073 78235-78238 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T92650 78246-78248 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T24482 78263-78268 Chemical denotes CDCl3 http://purl.obolibrary.org/obo/CHEBI_85365
T46322 78281-78283 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T60945 78295-78297 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T82601 78309-78311 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T95044 78408-78410 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T91404 78434-78436 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T68720 78473-78475 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T98770 78512-78514 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T97976 78538-78540 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T70613 78577-78579 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T67635 78603-78605 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T41136 78642-78644 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T38412 78682-78684 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T26872 78720-78722 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T56080 78861-78866 Chemical denotes CDCl3 http://purl.obolibrary.org/obo/CHEBI_85365
T79901 79245-79266 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T55478 79247-79252 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T95880 79272-79280 Chemical denotes dimethyl http://purl.obolibrary.org/obo/CHEBI_33601|http://purl.obolibrary.org/obo/CHEBI_42266
T86399 79324-79330 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T62602 79348-79354 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T93521 79355-79360 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T84344 79361-79367 Chemical denotes ethoxy http://purl.obolibrary.org/obo/CHEBI_42241
T64034 79397-79400 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T27420 79431-79434 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T75099 79435-79441 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T15092 79455-79471 Chemical denotes 9H-purin-6-amine http://purl.obolibrary.org/obo/CHEBI_16708
T80344 79466-79471 Chemical denotes amine http://purl.obolibrary.org/obo/CHEBI_32952
T44833 79482-79490 Chemical denotes solution http://purl.obolibrary.org/obo/CHEBI_75958
T58625 79539-79542 Chemical denotes DCE http://purl.obolibrary.org/obo/CHEBI_27789
T43549 79560-79580 Chemical denotes 4-chlorobenzaldehyde http://purl.obolibrary.org/obo/CHEBI_28105
T25852 79622-79625 Chemical denotes DCE http://purl.obolibrary.org/obo/CHEBI_27789
T810 79637-79648 Chemical denotes acetic acid http://purl.obolibrary.org/obo/CHEBI_15366
T10046 79644-79648 Chemical denotes acid http://purl.obolibrary.org/obo/CHEBI_37527
T48049 79719-79724 Chemical denotes argon http://purl.obolibrary.org/obo/CHEBI_49475
T71134 79726-79732 Chemical denotes sodium http://purl.obolibrary.org/obo/CHEBI_26708
T97988 79832-79840 Chemical denotes solution http://purl.obolibrary.org/obo/CHEBI_75958
T71462 79858-79861 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T34804 79904-79910 Chemical denotes NaHCO3 http://purl.obolibrary.org/obo/CHEBI_32139
T68978 79949-79952 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T83602 80042-80048 Chemical denotes Na2SO4 http://purl.obolibrary.org/obo/CHEBI_32149
T96745 80137-80143 Chemical denotes silica http://purl.obolibrary.org/obo/CHEBI_30563
T87703 80170-80174 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T12735 80178-80181 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T3817 80237-80239 Chemical denotes Rf http://purl.obolibrary.org/obo/CHEBI_33346
T45120 80246-80250 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T77370 80265-80267 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T19055 80282-80287 Chemical denotes CDCl3 http://purl.obolibrary.org/obo/CHEBI_85365
T59650 80300-80302 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T38510 80314-80316 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T1609 80328-80330 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T45876 80342-80344 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T41693 80387-80389 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T29338 80413-80415 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T74783 80471-80473 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T30652 80510-80512 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T46105 80536-80538 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T46041 80575-80577 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T71804 80601-80603 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T71447 80640-80642 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T43485 80680-80682 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T35540 80817-80822 Chemical denotes CDCl3 http://purl.obolibrary.org/obo/CHEBI_85365
T44785 81172-81193 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T6211 81174-81179 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T33920 81220-81226 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T844 81246-81267 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T11852 81248-81253 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T93810 81271-81278 Chemical denotes hydroxy http://purl.obolibrary.org/obo/CHEBI_43176
T29324 81282-81295 Chemical denotes hydroxymethyl http://purl.obolibrary.org/obo/CHEBI_24712
T23641 81308-81311 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T36442 81312-81317 Chemical denotes ethyl http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801
T851 81321-81334 Chemical denotes chlorobenzene http://purl.obolibrary.org/obo/CHEBI_28097
T32317 81337-81348 Chemical denotes sulfonamide http://purl.obolibrary.org/obo/CHEBI_35358
T99392 81437-81449 Chemical denotes acetonitrile http://purl.obolibrary.org/obo/CHEBI_38472
T60630 81459-81465 Chemical denotes buffer http://purl.obolibrary.org/obo/CHEBI_35225
T42652 81598-81600 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T51810 81615-81619 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T67802 81636-81638 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T26836 81650-81652 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T14542 81665-81667 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T27467 81680-81682 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T92762 81780-81782 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T62259 81806-81808 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T32334 81832-81834 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T39588 81872-81874 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T30269 81898-81900 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T23594 81924-81926 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T83151 81950-81952 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T50531 81976-81978 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T12467 81995-81997 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T40390 82021-82023 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T61207 82114-82116 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T42580 82137-82141 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T86710 82415-82436 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T27946 82417-82422 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T88225 82458-82479 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T59442 82460-82465 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T63219 82483-82490 Chemical denotes hydroxy http://purl.obolibrary.org/obo/CHEBI_43176
T81617 82494-82507 Chemical denotes hydroxymethyl http://purl.obolibrary.org/obo/CHEBI_24712
T879 82520-82523 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T43726 82524-82529 Chemical denotes ethyl http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801
T90371 82534-82540 Chemical denotes chloro http://purl.obolibrary.org/obo/CHEBI_47853
T8173 82555-82561 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T14707 82562-82567 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T886 82568-82574 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T7921 82575-82582 Chemical denotes oxolane http://purl.obolibrary.org/obo/CHEBI_26911
T64135 82587-82591 Chemical denotes diol http://purl.obolibrary.org/obo/CHEBI_23824
T33619 82680-82692 Chemical denotes acetonitrile http://purl.obolibrary.org/obo/CHEBI_38472
T65501 82702-82708 Chemical denotes buffer http://purl.obolibrary.org/obo/CHEBI_35225
T98605 82841-82843 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T15635 82858-82862 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T86380 82879-82881 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T23466 82893-82895 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T27783 82907-82909 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T5803 82921-82923 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T88932 82947-82949 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T47259 82973-82975 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T12853 83012-83014 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T31063 83074-83076 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T68349 83100-83102 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T97689 83137-83139 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T19922 83155-83157 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T74221 83181-83183 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T15952 83220-83222 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T45027 83246-83248 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T58681 83272-83274 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T91299 83369-83371 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T20981 83409-83411 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T94908 83451-83455 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T2601 83746-83767 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T99463 83748-83753 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T63682 83789-83810 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T83584 83791-83796 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T57305 83814-83821 Chemical denotes hydroxy http://purl.obolibrary.org/obo/CHEBI_43176
T917 83825-83838 Chemical denotes hydroxymethyl http://purl.obolibrary.org/obo/CHEBI_24712
T918 83851-83854 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T54499 83855-83860 Chemical denotes ethyl http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801
T82659 83878-83884 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T69918 83885-83890 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T47565 83891-83897 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T23603 83898-83905 Chemical denotes oxolane http://purl.obolibrary.org/obo/CHEBI_26911
T41132 83910-83914 Chemical denotes diol http://purl.obolibrary.org/obo/CHEBI_23824
T66816 84003-84015 Chemical denotes acetonitrile http://purl.obolibrary.org/obo/CHEBI_38472
T72613 84025-84031 Chemical denotes buffer http://purl.obolibrary.org/obo/CHEBI_35225
T80950 84164-84166 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T931 84181-84185 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T50590 84202-84204 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T933 84216-84218 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T70854 84230-84232 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T90888 84244-84246 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T90836 84344-84346 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T44310 84370-84372 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T48190 84415-84417 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T98950 84441-84443 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T940 84467-84469 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T84390 84506-84508 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T37547 84545-84547 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T943 84571-84573 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T944 84668-84670 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T945 84708-84710 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T946 84757-84761 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T947 85071-85079 Chemical denotes proteins http://purl.obolibrary.org/obo/CHEBI_36080
T77784 85200-85209 Chemical denotes histidine http://purl.obolibrary.org/obo/CHEBI_27570
T949 85240-85248 Chemical denotes proteins http://purl.obolibrary.org/obo/CHEBI_36080
T950 85531-85537 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T952 85548-85551 Chemical denotes SAM http://purl.obolibrary.org/obo/CHEBI_15414|http://purl.obolibrary.org/obo/CHEBI_67040
T954 85707-85714 Chemical denotes mixture http://purl.obolibrary.org/obo/CHEBI_60004
T955 85722-85726 Chemical denotes Tris http://purl.obolibrary.org/obo/CHEBI_9754
T956 85727-85730 Chemical denotes HCl http://purl.obolibrary.org/obo/CHEBI_17883
T957 85746-85749 Chemical denotes DTT http://purl.obolibrary.org/obo/CHEBI_18320
T958 85756-85761 Chemical denotes MgCl2 http://purl.obolibrary.org/obo/CHEBI_6636
T959 85768-85771 Chemical denotes SAM http://purl.obolibrary.org/obo/CHEBI_15414|http://purl.obolibrary.org/obo/CHEBI_67040
T961 85786-85789 Chemical denotes SAM http://purl.obolibrary.org/obo/CHEBI_15414|http://purl.obolibrary.org/obo/CHEBI_67040
T963 86029-86033 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T964 86044-86048 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T965 86091-86094 Chemical denotes SAM http://purl.obolibrary.org/obo/CHEBI_15414|http://purl.obolibrary.org/obo/CHEBI_67040
T967 86179-86183 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T968 86268-86273 Chemical denotes water http://purl.obolibrary.org/obo/CHEBI_15377
T969 86322-86326 Chemical denotes DEAE http://purl.obolibrary.org/obo/CHEBI_52153
T970 86455-86471 Chemical denotes ammonium formate http://purl.obolibrary.org/obo/CHEBI_63050
T971 86455-86463 Chemical denotes ammonium http://purl.obolibrary.org/obo/CHEBI_28938
T972 86464-86471 Chemical denotes formate http://purl.obolibrary.org/obo/CHEBI_15740|http://purl.obolibrary.org/obo/CHEBI_52343
T974 86491-86496 Chemical denotes water http://purl.obolibrary.org/obo/CHEBI_15377
T975 86511-86518 Chemical denotes ethanol http://purl.obolibrary.org/obo/CHEBI_16236
T976 86584-86590 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T978 86690-86697 Chemical denotes Counter http://purl.obolibrary.org/obo/CHEBI_38960
T979 87054-87061 Chemical denotes protein http://purl.obolibrary.org/obo/CHEBI_36080
T980 87077-87083 Chemical denotes ligand http://purl.obolibrary.org/obo/CHEBI_52214
T981 87238-87245 Chemical denotes mixture http://purl.obolibrary.org/obo/CHEBI_60004
T982 87273-87278 Chemical denotes HEPES http://purl.obolibrary.org/obo/CHEBI_46756
T983 87296-87300 Chemical denotes NaCl http://purl.obolibrary.org/obo/CHEBI_26710
T984 87318-87321 Chemical denotes dye http://purl.obolibrary.org/obo/CHEBI_37958
T985 87356-87363 Chemical denotes protein http://purl.obolibrary.org/obo/CHEBI_36080
T986 87411-87415 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T987 87419-87424 Chemical denotes water http://purl.obolibrary.org/obo/CHEBI_15377
T988 87426-87429 Chemical denotes SAM http://purl.obolibrary.org/obo/CHEBI_15414|http://purl.obolibrary.org/obo/CHEBI_67040
T990 87451-87458 Chemical denotes protein http://purl.obolibrary.org/obo/CHEBI_36080
T991 87516-87519 Chemical denotes dye http://purl.obolibrary.org/obo/CHEBI_37958
T992 87766-87770 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T993 87966-87968 Chemical denotes KD http://purl.obolibrary.org/obo/CHEBI_73601
T994 88227-88229 Chemical denotes La http://purl.obolibrary.org/obo/CHEBI_33336
T995 88427-88433 Chemical denotes ligand http://purl.obolibrary.org/obo/CHEBI_52214
T996 88434-88437 Chemical denotes SAM http://purl.obolibrary.org/obo/CHEBI_15414|http://purl.obolibrary.org/obo/CHEBI_67040
T998 88442-88446 Chemical denotes ions http://purl.obolibrary.org/obo/CHEBI_24870
T999 88484-88491 Chemical denotes protein http://purl.obolibrary.org/obo/CHEBI_36080
T1000 88522-88528 Chemical denotes ligand http://purl.obolibrary.org/obo/CHEBI_52214
T1001 88605-88612 Chemical denotes protein http://purl.obolibrary.org/obo/CHEBI_36080
T1002 88617-88623 Chemical denotes ligand http://purl.obolibrary.org/obo/CHEBI_52214
T1003 89007-89010 Chemical denotes SAM http://purl.obolibrary.org/obo/CHEBI_15414|http://purl.obolibrary.org/obo/CHEBI_67040

LitCovid-PD-HP

Id Subject Object Predicate Lexical cue hp_id
T1 2847-2866 Phenotype denotes respiratory illness http://purl.obolibrary.org/obo/HP_0002086
T2 2940-2949 Phenotype denotes pneumonia http://purl.obolibrary.org/obo/HP_0002090
T3 35990-35993 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T4 36383-36386 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T5 37458-37461 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T6 37923-37926 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T7 39297-39300 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T8 39397-39400 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T9 39619-39622 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T10 39700-39703 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T11 40703-40706 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T12 42545-42548 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T13 42620-42623 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T14 42866-42869 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T15 42965-42968 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T16 43186-43189 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T17 43248-43251 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T18 49263-49266 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T19 49706-49709 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T20 51080-51083 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T21 52472-52475 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T22 60368-60371 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T23 61366-61369 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T24 62805-62808 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T25 64953-64956 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T26 66321-66324 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T27 67612-67615 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T28 69089-69092 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T29 75570-75573 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T30 75850-75853 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T31 75949-75952 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T32 76178-76181 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T33 77853-77856 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T34 77944-77947 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T35 78173-78176 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T36 78235-78238 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T37 79858-79861 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T38 79949-79952 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T39 80178-80181 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644

LitCovid-PD-GO-BP

Id Subject Object Predicate Lexical cue
T1 0-9 http://purl.obolibrary.org/obo/GO_0009058 denotes Synthesis
T2 850-861 http://purl.obolibrary.org/obo/GO_0032259 denotes methylation
T3 940-949 http://purl.obolibrary.org/obo/GO_0009058 denotes synthesis
T4 1826-1837 http://purl.obolibrary.org/obo/GO_0032259 denotes methylation
T5 3835-3846 http://purl.obolibrary.org/obo/GO_0006412 denotes translation
T6 3938-3953 http://purl.obolibrary.org/obo/GO_0045087 denotes innate immunity
T7 4026-4037 http://purl.obolibrary.org/obo/GO_0036260 denotes RNA capping
T8 4026-4037 http://purl.obolibrary.org/obo/GO_0009452 denotes RNA capping
T9 4302-4313 http://purl.obolibrary.org/obo/GO_0032259 denotes methylation
T10 4477-4488 http://purl.obolibrary.org/obo/GO_0032259 denotes methylation
T11 4651-4662 http://purl.obolibrary.org/obo/GO_0032259 denotes methylation
T12 4707-4722 http://purl.obolibrary.org/obo/GO_0016032 denotes viral infection
T13 4759-4768 http://purl.obolibrary.org/obo/GO_0009058 denotes synthesis
T14 4820-4854 http://purl.obolibrary.org/obo/GO_0050778 denotes stimulation of the immune response
T15 4839-4854 http://purl.obolibrary.org/obo/GO_0006955 denotes immune response
T16 5758-5769 http://purl.obolibrary.org/obo/GO_0032259 denotes methylation
T17 5895-5906 http://purl.obolibrary.org/obo/GO_0032259 denotes methylation
T18 6420-6429 http://purl.obolibrary.org/obo/GO_0009058 denotes synthesis
T19 7398-7413 http://purl.obolibrary.org/obo/GO_0006306 denotes DNA methylation
T20 7402-7413 http://purl.obolibrary.org/obo/GO_0032259 denotes methylation
T21 7426-7441 http://purl.obolibrary.org/obo/GO_0001510 denotes RNA methylation
T22 7430-7441 http://purl.obolibrary.org/obo/GO_0032259 denotes methylation
T23 7892-7903 http://purl.obolibrary.org/obo/GO_0032259 denotes methylation
T24 9231-9242 http://purl.obolibrary.org/obo/GO_0032259 denotes methylation
T25 9829-9840 http://purl.obolibrary.org/obo/GO_0032259 denotes methylation
T26 10978-10987 http://purl.obolibrary.org/obo/GO_0009058 denotes Synthesis
T27 11765-11774 http://purl.obolibrary.org/obo/GO_0009058 denotes Synthesis
T28 11938-11947 http://purl.obolibrary.org/obo/GO_0009058 denotes Synthesis
T29 12759-12770 http://purl.obolibrary.org/obo/GO_0009056 denotes degradation
T30 13198-13213 http://purl.obolibrary.org/obo/GO_0006306 denotes DNA methylation
T31 13202-13213 http://purl.obolibrary.org/obo/GO_0032259 denotes methylation
T32 15526-15535 http://purl.obolibrary.org/obo/GO_0009058 denotes synthesis
T33 16845-16854 http://purl.obolibrary.org/obo/GO_0009058 denotes synthesis
T34 17431-17461 http://purl.obolibrary.org/obo/GO_0008173 denotes RNA methyltransferase activity
T35 17529-17540 http://purl.obolibrary.org/obo/GO_0032259 denotes methylation
T36 17914-17925 http://purl.obolibrary.org/obo/GO_0032259 denotes methylation
T37 28488-28500 http://purl.obolibrary.org/obo/GO_0006370 denotes mRNA capping
T38 29611-29620 http://purl.obolibrary.org/obo/GO_0009058 denotes formation
T39 29958-29969 http://purl.obolibrary.org/obo/GO_0032259 denotes methylation
T40 30063-30074 http://purl.obolibrary.org/obo/GO_0032259 denotes methylation
T41 30202-30211 http://purl.obolibrary.org/obo/GO_0009058 denotes formation
T42 30877-30886 http://purl.obolibrary.org/obo/GO_0009058 denotes formation
T43 32425-32436 http://purl.obolibrary.org/obo/GO_0032259 denotes methylation
T44 32680-32691 http://purl.obolibrary.org/obo/GO_0032259 denotes methylation
T45 35417-35428 http://purl.obolibrary.org/obo/GO_0009056 denotes degradation
T46 35463-35472 http://purl.obolibrary.org/obo/GO_0009058 denotes synthesis
T47 36954-36963 http://purl.obolibrary.org/obo/GO_0009058 denotes synthesis
T48 40503-40512 http://purl.obolibrary.org/obo/GO_0009058 denotes synthesis
T49 40550-40559 http://purl.obolibrary.org/obo/GO_0009058 denotes synthesis
T50 48746-48755 http://purl.obolibrary.org/obo/GO_0009058 denotes synthesis
T51 86591-86610 http://purl.obolibrary.org/obo/GO_0030533 denotes transfer to the RNA

2_test

Id Subject Object Predicate Lexical cue
32563813-28229017-29105560 2346-2347 28229017 denotes 1
32563813-12730500-29105561 2466-2467 12730500 denotes 2
32563813-27344959-29105562 2516-2517 27344959 denotes 3
32563813-32015508-29105563 2560-2561 32015508 denotes 4
32563813-32015508-29105564 2701-2702 32015508 denotes 4
32563813-32015507-29105565 2981-2982 32015507 denotes 5
32563813-31986264-29105566 2983-2984 31986264 denotes 6
32563813-28527860-29105567 4247-4248 28527860 denotes 8
32563813-27009949-29105568 4856-4857 27009949 denotes 9
32563813-24530452-29105569 4990-4992 24530452 denotes 10
32563813-28676301-29105570 4993-4995 28676301 denotes 11
32563813-26540123-29105571 5337-5339 26540123 denotes 12
32563813-23617634-29105572 5532-5534 23617634 denotes 13
32563813-26540123-29105573 6264-6266 26540123 denotes 12
32563813-30615835-29105574 10520-10522 30615835 denotes 19
32563813-31559005-29105575 10523-10525 31559005 denotes 20
32563813-21936531-29105576 12557-12559 21936531 denotes 21
32563813-7086841-29105577 13665-13667 7086841 denotes 23
32563813-28823155-29105578 14568-14570 28823155 denotes 25
32563813-7086841-29105579 16316-16318 7086841 denotes 23
32563813-22424977-29105580 16505-16507 22424977 denotes 27
32563813-30354101-29105581 16511-16513 30354101 denotes 28
32563813-12723945-29105582 16517-16519 12723945 denotes 29
32563813-23335289-29105583 16523-16525 23335289 denotes 30
32563813-17259217-29105584 17839-17841 17259217 denotes 33
32563813-30615835-29105585 21280-21282 30615835 denotes 19
32563813-31559005-29105586 21283-21285 31559005 denotes 20
32563813-28676301-29105587 23813-23815 28676301 denotes 11
32563813-28676301-29105588 24959-24961 28676301 denotes 11
32563813-17853878-29105589 25416-25418 17853878 denotes 34
32563813-26159422-29105590 28380-28382 26159422 denotes 35
32563813-26159422-29105591 28880-28882 26159422 denotes 35
32563813-29279395-29105592 28900-28902 29279395 denotes 36
32563813-26159422-29105593 29257-29259 26159422 denotes 35
32563813-15557000-29105594 30193-30195 15557000 denotes 37
32563813-32007145-29105595 34069-34071 32007145 denotes 38
32563813-17259217-29105596 85330-85332 17259217 denotes 33
32563813-17853878-29105597 87200-87202 17853878 denotes 34

LitCovid-sentences

Id Subject Object Predicate Lexical cue
T1 0-124 Sentence denotes Synthesis of adenine dinucleosides SAM analogs as specific inhibitors of SARS-CoV nsp14 RNA cap guanine-N7-methyltransferase
T2 126-134 Sentence denotes Abstract
T3 135-211 Sentence denotes The spreading of new viruses is known to provoke global human health threat.
T4 212-447 Sentence denotes The current COVID-19 pandemic caused by the recently emerged coronavirus SARS-CoV-2 is one significant and unfortunate example of what the world will have to face in the future with emerging viruses in absence of appropriate treatment.
T5 448-586 Sentence denotes The discovery of potent and specific antiviral inhibitors and/or vaccines to fight these massive outbreaks is an urgent research priority.
T6 587-768 Sentence denotes Enzymes involved in the capping pathway of viruses and more specifically RNA N7- or 2′O-methyltransferases (MTases) are now admitted as potential targets for antiviral chemotherapy.
T7 769-913 Sentence denotes We designed bisubstrate inhibitors by mimicking the transition state of the 2′-O-methylation of the cap RNA in order to block viral 2′-O MTases.
T8 914-1048 Sentence denotes This work resulted in the synthesis of 16 adenine dinucleosides with both adenosines connected by various nitrogen-containing linkers.
T9 1049-1316 Sentence denotes Unexpectedly, all the bisubstrate compounds were barely active against 2′-O MTases of several flaviviruses or SARS-CoV but surprisingly, seven of them showed efficient and specific inhibition against SARS-CoV N7-MTase (nsp14) in the micromolar to submicromolar range.
T10 1317-1459 Sentence denotes The most active nsp14 inhibitor identified is as potent as but particularly more specific than the broad-spectrum MTase inhibitor, sinefungin.
T11 1460-1624 Sentence denotes Molecular docking suggests that the inhibitor binds to a pocket formed by the S-adenosyl methionine (SAM) and cap RNA binding sites, conserved among SARS-CoV nsp14.
T12 1625-1755 Sentence denotes These dinucleoside SAM analogs will serve as starting points for the development of next inhibitors for SARS-CoV-2 nsp14 N7-MTase.
T13 1757-1775 Sentence denotes Graphical abstract
T14 1777-1787 Sentence denotes Highlights
T15 1788-1864 Sentence denotes • Bisubstrates as mimics of RNA 2′-O-methylation transition state with SAM.
T16 1865-1951 Sentence denotes • 16 dinucleosides with two adenosines joined by various nitrogen-containing linkers.
T17 1952-2034 Sentence denotes • Bisubstrate compounds were barely active against viral 2′-O-methyltransferases.
T18 2035-2122 Sentence denotes • Discovery of a potent and specific inhibitor of SARS-CoV nsp14 N7-methyltransferase.
T19 2123-2193 Sentence denotes • Molecular docking and biophysical assays corroborated observed SAR.
T20 2195-2210 Sentence denotes 1 Introduction
T21 2211-2305 Sentence denotes Emerging RNA viruses are serious threats to public health and have become a worldwide concern.
T22 2306-2610 Sentence denotes The violent Ebola virus crisis in 2014 [1] (case fatality rate ≈ 50%) and the recurrent outbreaks of Coronaviruses in 2003 (SARS-CoV, case fatality rate ≈ 10% [2]), in 2012 (MERS-CoV, case fatality rate ≈ 36% [3]) and in late december 2019 (SARS-CoV-2) [4] illustrate the critical impact of such viruses.
T23 2611-2800 Sentence denotes The ongoing COVID-19 pandemic caused by the recently emerged new coronavirus, SARS-CoV-2 [4], is a global health crisis touching every continent (187 countries) with severe economic impact.
T24 2801-2986 Sentence denotes Most infected people display mild to moderate respiratory illness however patients having co-morbidity factors develop serious illness and pneumonia causing significant mortality [5,6].
T25 2987-3276 Sentence denotes This disease endangers 7.7 billion people worldwide with in may 2020 more than 5.3 millions of confirmed cases of infected people and more than 350,000 confirmed deaths, and the number of COVID-19 cases will certainly progress in the next months with a possible rebond of the epidemic [7].
T26 3277-3420 Sentence denotes Despite this important public health threat, there are no yet approved chemotherapeutic agents or vaccines that can prevent or cure infections.
T27 3421-3524 Sentence denotes Therefore, the urgent need of antivirals limiting the coronavirus propagation merits intensive efforts.
T28 3525-3702 Sentence denotes Most of single positive strand RNA viruses have evolved strategies in order to decorate the 5′ end of their own genome by a cap structure mimicking the eukaryotic messenger RNA.
T29 3703-3861 Sentence denotes This structure plays several key biological functions such as protection of RNA from 5′-exoribonucleoases and initiation of the RNA translation into proteins.
T30 3862-3964 Sentence denotes Moreover the cap is a marker of ‘self’ preventing detection by the cellular innate immunity mechanism.
T31 3965-4081 Sentence denotes Thus viruses such as flaviviruses and coronaviruses code for RNA capping pathway mimicking that of eukaryotic cells.
T32 4082-4250 Sentence denotes These viruses produce a subset of enzymatic activities including a RNA 5′-triphosphatase, a guanilyltransferase (GTase) and two RNA cap methyltransferases (MTases) [8].
T33 4251-4633 Sentence denotes After the cap (GpppN) is set by the GTase, a first methylation occurs at N7 position of the guanine by a N7-MTase in the presence of methyl donor S-adenosyl methionine (SAM) yielding to a cap-0 (7mGpppN) followed by a further methylation that is achieved by a 2′-O-MTase at 2′- position of the ribose of the first transcribed nucleotide in RNA yielding cap-1 (7mGpppNm) (Scheme 1 ).
T34 4634-4859 Sentence denotes The N7- and 2′-O-methylation of the viral RNA cap are key events for the viral infection as their inhibition might limit the synthesis of viral proteins and support virus elimination by stimulation of the immune response [9].
T35 4860-4997 Sentence denotes Therefore it is now admitted that the viral MTases are considered as attractive targets for the development of antiviral therapy [10,11].
T36 4998-5143 Sentence denotes Few viral MTase inhibitors have been developed so far, however SAM-mimetics acting as competitors against the MTase co-substrate merit attention.
T37 5144-5341 Sentence denotes Indeed SAM analogs such as sinefungin, 5′-methylthioadenosine (MTA) or S-adenosyl homocysteine (SAH) inhibit most of viral MTases with a potent efficiency but with a total lack of specificity [12].
T38 5342-5536 Sentence denotes This is certainly due to the high conservation of the shape and location of the SAM binding pocket in the human or different viral RNA MTases which share a common Rossman fold organization [13].
T39 5537-5711 Sentence denotes The rarity of specific inhibitors for viral MTases constitutes a stimulating challenge for new antiviral therapy but also for functional studies of these fascinating enzymes.
T40 5712-5844 Sentence denotes Scheme 1 Schematic representation of the 2′-O-methylation of the cap structure at nucleoside N1 at 5′-end of mRNA to form Cap-1 RNA.
T41 5845-5992 Sentence denotes General structure of compounds mimicking the 2′-O-methylation transition state between N1 of mRNA (adenosine in green) and SAM (adenosine in blue).
T42 5993-6268 Sentence denotes With the aim of enhancing specificity of MTase inhibitors, we developed an approach of bisubstrate inhibitors that display a suitable linker between two adenosines that mimic the transition state of the methyl transfer reaction at 2′-O position of the RNA cap structure [12].
T43 6269-6392 Sentence denotes One adenosine is supposed to target the SAM binding site and another adenosine would target the RNA binding site (Fig. 1 ).
T44 6393-6529 Sentence denotes Recently, we described the synthesis of a first series of bisubstrate adenine dinucleosides with various sulfur-containing linkers [14].
T45 6530-6716 Sentence denotes Unexpectedly, such compounds tested at 50 μM or 200 μM concentration failed to inhibit several RNA 2′O-MTases of SARS-CoV, Zika, West Nile, Dengue and Pox viruses such as vaccinia virus.
T46 6717-6887 Sentence denotes Their potential of inhibition toward N7-MTases of SARS-CoV and vaccinia virus was also explored and none of the S-linked dinucleosides was active against these N7-MTases.
T47 6888-7018 Sentence denotes From these data, in the present work we replaced the sulfur atom (S) by a nitrogen atom (N) in the linker between both adenosines.
T48 7019-7265 Sentence denotes This modification presents the advantage of increasing the chemical stability of the linker and offers a possible variability of compounds due to the N-substitution by any chain susceptible to interact with additional protein residues (Scheme 1).
T49 7266-7478 Sentence denotes It is noteworthy that bisubstrate dinucleosides with N-containing linkers have already been reported in transition state analogs of DNA methylation [15] and of RNA methylation at N6 position of adenosine [16,17].
T50 7479-7592 Sentence denotes However, till our work, none viral 2′O-MTase or N7-MTase have been targeted by bisubstrate adenine dinucleosides.
T51 7593-7705 Sentence denotes This observation led us to explore the impact of N-linkers on the antiviral activity of bisubstrate SAM analogs.
T52 7706-7814 Sentence denotes Fig. 1 Rationale for designing a library of bisubstrate compounds for targeting RNA 2′-O-methyltransferases.
T53 7815-7985 Sentence denotes We thus synthesized a new series of transition state analogs of the RNA 2′-O-methylation reaction based on the coupling of a 2′-O-ethyl adenosine to a 5′-amino adenosine.
T54 7986-8181 Sentence denotes We explored a variety of N-substituted linkers in adenine dinucleosides and their inhibition activity was evaluated against several viral RNA 2′O-MTases as well N7-MTases for specificity purpose.
T55 8182-8284 Sentence denotes Unexpectedly, none of the N-linked dinucleosides inhibited any 2′O-MTases of flaviviruses or SARS-CoV.
T56 8285-8490 Sentence denotes However, interestingly some N-nitrobenzenesulfonamide-containing dinucleosides were found to specifically inhibit SARS-CoV N7-MTase nsp14 without inhibiting the cognate human N7-MTase or vaccinia N7-MTase.
T57 8491-8601 Sentence denotes Such specific inhibition results from a high binding affinity of the most potent inhibitors to N7-MTase nsp14.
T58 8602-8730 Sentence denotes In addition, computational docking analysis identified some residues of the binding site for the best inhibitor targeting nsp14.
T59 8731-9097 Sentence denotes As SAM and RNA binding sites of N7-MTase nsp14 are almost completely conserved between SARS-CoV and SARS-CoV-2 (95% sequence homology, Supporting Info Fig. S1) [18], we can forecast that the candidate ligands that are efficient in inhibiting the SARS-CoV functions will be efficient in doing the same for SARS-CoV-2, this emphasizes the interest of the present work.
T60 9099-9124 Sentence denotes 2 Results and discussion
T61 9126-9171 Sentence denotes 2.1 Rational design of bisubstrate compounds
T62 9172-9426 Sentence denotes In order to mimic the transition state of the cap RNA 2′-O-methylation, the design of the SAM mimetics relies on the coupling of the adenosine moiety of the SAM cofactor to another adenosine modified at 2′-O-position with an ethyl group to form the link.
T63 9427-9538 Sentence denotes Thus, we first synthesized the dinucleoside 1 with a 2′-O-ethyl amino link between both adenosines (Scheme 2 ).
T64 9539-9750 Sentence denotes The major advantage of this N-containing linker is the possibility to functionalize the secondary amine with a large variety of groups which may lead to additional binding with specific sites of RNA 2′-O-MTases.
T65 9751-9975 Sentence denotes According to the schematic representation of the transition state of the 2′-O-methylation (Scheme 1), an accurate mimic was represented by compound 2 with the α-amino acid chain of the SAM branched to the nitrogen atom [16].
T66 9976-10104 Sentence denotes We further modified this side chain under α-amino-ester form or α-amino-amide form to result in compounds 3 and 4, respectively.
T67 10105-10232 Sentence denotes Then instead of polar modifications, we introduced hydrophobic substituents on the secondary amine in dinucleosides 5, 6 and 7.
T68 10233-10364 Sentence denotes Finally we chose to obtain compound 9 with a nitrobenzenesulfonamide moiety as a structural particular element of the dinucleoside.
T69 10365-10527 Sentence denotes Indeed, as a global observation in medicinal chemistry the N-arylsulfonamide motif is regularly found in antitumor agents as in some antiviral inhibitors [19,20].
T70 10528-10751 Sentence denotes Further, we explored the combination of the nitro group with another substituent (MeO, CF3, Cl) at diverse positions in the phenyl ring resulting in the compounds 10–13 and we also removed the nitro group in 14 (Scheme 3 ).
T71 10752-10968 Sentence denotes In addition, we chose to replace the sulfone by a methylene group in 15–16 (Scheme 4 ) to assess the sulfone contribution to the inhibitory activity obtained with dinucleosides containing the N-arylsulfonamide motif.
T72 10969-11755 Sentence denotes Scheme 2 Synthesis of dinucleosides 1–9. (a) K2CO3, KI, DMF, 50 °C, 24 h, 74%; (b) PhSH, K2CO3, DMF, 25 °C, 2 h, 76%; (c) TFA/H2O 8/2, 25 °C, 3 h, 76% for 1 and 34% for 9; (d) (i) 21, AcOH, CH2Cl2, 25 °C, 2 h, (ii) NaBH(OAc)3, 25 °C, 2 h, 93%; (e) (i) TFA/H2O 8/2, 25 °C, 3 h, (ii) 2 M aqueous solution LiOH, 25 °C, 0.5 h, 32%; (f) TFA/H2O 8/2, 25 °C, 3 h, 35%; (g) (i) TFA/H2O 8/2, 25 °C, 3 h, (ii) 7 M NH3/MeOH, 30 °C, 24 h, 38%; (h) 1-bromobutane, DIEA, NMP, microwave 110 °C, 4 h, 47% for 23; 1-bromo-3-phenylpropane, DIEA, NMP, microwave 110 °C, 4 h, 53% for 24, methyl 4-bromobutyrate, DIEA, NMP, microwave 110 °C, 3.5 h, 58% for 25; (i) (i) TFA/H2O 8/2, 25 °C, 6 h, 72% for 5; 3 h, 28% for 6; 5.5 h, 60% for 7; 5.5 h for 8. (ii) 2 M aqueous solution LiOH, 0 °C, 0.5 h, 36% for 8.
T73 11756-11928 Sentence denotes Scheme 3 Synthesis of dinucleosides 10–13. (a) Ns-Cl, NEt3, DMF, 25 °C, 3.5 h, 40–72%; (b) 17, KI, K2CO3, DMF, 50 °C, 24 h, 43–52%; (c) TFA/H2O 8/2, 25 °C, 3 h–5 h, 13–20%.
T74 11929-12304 Sentence denotes Scheme 4 Synthesis of dinucleosides 14–16. (a) 4-chlorobenzenesulfonyl chloride, NEt3, CH2Cl2, 0 °C, 3 h, 90%. (b) (i) 4-chloro-3-nitrobenzaldehyde, AcOH, DCE, 40 °C, 20 min; (ii) NaBH(OAc)3, 40 °C, 16 h, 87%. (c) (i) 4-chlorobenzaldehyde, AcOH, DCE, 40 °C, 20 min. (ii) NaBH(OAc)3, 40 °C, 16 h, 72%. (d) TFA/H2O 8/2, 25 °C, 3 h, 48% for 14; 6 h, 25% for 15; 6 h, 37% for 16.
T75 12306-12320 Sentence denotes 2.2 Chemistry
T76 12321-12561 Sentence denotes The retrosynthetic analysis of the dinucleoside 1 structure suggested the coupling reaction between the tosyl derivative 17 previously described by us (Scheme 2) [14], and the readily accessible 5′-amino-2′,3′-isopropylidene adenosine [21].
T77 12562-12777 Sentence denotes The direct N-alkylation at room temperature did not afford the secondary amine in satisfactory yields and when increasing the temperature to enhance the reactivity of the primary amine, we noticed degradation of 17.
T78 12778-12974 Sentence denotes To circumvent the lack of reactivity of primary amines, a synthetic method using nitrobenzenesulfonamides (Ns-amides) as both a protecting and activating group has been developed by Fukuyama [22].
T79 12975-13088 Sentence denotes The main advantage of this nosyl strategy is that both alkylation and deprotection proceed under mild conditions.
T80 13089-13274 Sentence denotes Recently, the 2-nitrobenzenesulfonamide has been used successfully to synthetize transition state analogs of DNA methylation based on the coupling of cytosine analogs to adenosine [15].
T81 13275-13399 Sentence denotes In the same way, we envisaged the coupling between 17 and the 5′-nosyl adenosine 18 to obtain the dinucleoside 1 (Scheme 2).
T82 13400-13669 Sentence denotes The building block 18 was prepared in 74% yield by reacting 4-nitrobenzenesulfonyl chloride [22] that has a similar reactivity to 2-nitrobenzenesulfonyl chloride as used in Ref. [15], with 5′-amino-2′,3′-isopropylidene adenosine prepared upon published procedures [23].
T83 13670-13828 Sentence denotes N-alkylation of Ns-amide 18 with 17 in the presence of K2CO3 in DMF at room temperature did not afford the expected dinucleoside 19, even at high temperature.
T84 13829-13981 Sentence denotes Nevertheless, according to the literature [24], the addition of a catalytic amount of KI to the reaction mixture was beneficial to give 19 in 74% yield.
T85 13982-14104 Sentence denotes Facile deprotection of 19 by treatment with a nucleophilic thiolate produced the desired secondary amine 20 in high yield.
T86 14105-14215 Sentence denotes Removal of sugar protecting groups has been accomplished in acidic medium to give dinucleoside 1 in 76% yield.
T87 14216-14381 Sentence denotes Likewise, the acidic treatment was applied to the intermediate Ns-amide 19 to afford the 4-nitrobenzenesulfonamide-containing dinucleoside 9 in 34% yield (Scheme 2).
T88 14382-14572 Sentence denotes Compounds 2, 3 and 4 were obtained from key compound 20 via reductive amination of the aldehyde 21 that was prepared in three steps from l-aspartic acid following a published procedure [25].
T89 14573-14676 Sentence denotes Reductive amination was conducted in the presence of sodium triacetoxyborohydride and acetic acid [26].
T90 14677-14756 Sentence denotes The resulting fully protected dinucleoside 22 was isolated in high yield (93%).
T91 14757-14862 Sentence denotes Then, sugar hydroxyls and amine were deprotected by TFA treatment and afforded methyl ester derivative 3.
T92 14863-15025 Sentence denotes Subsequent basic treatment with LiOH converted the methyl ester in carboxylic acid and dinucleoside 2 with α-amino acid chain similar to that of SAM was obtained.
T93 15026-15209 Sentence denotes Finally, the SAM analogue 4 with an amide function instead of a carboxylic acid in α-amino acid chain was prepared from 22 upon a final treatment with 7 M methanolic ammonia solution.
T94 15210-15467 Sentence denotes Dinucleosides 5, 6 and 7 were rather synthesized through N-alkylation of 20 with 1-bromobutane, 1-bromo-3-phenylpropane or methyl-4-bromobutyrate, respectively, in N-methylmorpholine in the presence of diisopropylethylamine (DIEA) at 110 °C under microwave.
T95 15468-15579 Sentence denotes These specific conditions were optimized for a successful synthesis of 23, 24 and 25 with an average 50% yield.
T96 15580-15691 Sentence denotes This moderate yield results from double N-alkylations (observed in mass spectrometry) and incomplete reactions.
T97 15692-15777 Sentence denotes Increasing temperature of the reactions neither did drive the reaction to completion.
T98 15778-15889 Sentence denotes Next, 23, 24 and 25 were deprotected upon TFA treatment to obtain N-alkyl derivatives 5, 6 and 7, respectively.
T99 15890-16057 Sentence denotes Subsequently, an additional basic treatment with 2 M LiOH was applied to 7 to convert the methyl ester moiety into the carboxylic acid-ended alkyl chain of compound 8.
T100 16058-16258 Sentence denotes The same synthetic route used for the preparation of nosyl-containing dinucleoside 9 was followed to synthesize compounds 10–13 with diverse Ns-amide moieties as analogs of the nosyl group (Scheme 3).
T101 16259-16528 Sentence denotes The reaction of 5′-amino-2′,3′-isopropylidene adenosine [23] with four diversely substituted (OMe, CF3, Cl) and commercially available nitrobenzenesulfonyl chloride reagents afforded the corresponding N-nosyl adenosines 26–29 with 40–72% yield [[27], [28], [29], [30]].
T102 16529-16672 Sentence denotes Their subsequent coupling with 17 in the presence of K2CO3 and KI gave the corresponding dinucleosides 30–33 in moderate yields from 43 to 52%.
T103 16673-16823 Sentence denotes A final TFA treatment provided the respective N-nosyl adenine dinucleosides 10–13 which were purified by reversed-phase chromatography (Yield 13–20%).
T104 16824-16949 Sentence denotes Scheme 4 depicts the synthesis of the adenine dinucleosides 14–16 from the intermediate NH-linked dinucleoside 20 (Scheme 2).
T105 16950-17078 Sentence denotes The reaction of 4-chlorobenzenesulfonyl chloride with 20 in the presence of NEt3 [31,32] followed by a TFA treatment yielded 14.
T106 17079-17307 Sentence denotes The treatment of 20 with 4-chloro-3-nitrobenzaldehyde or 4-chlorobenzaldehyde and sodium triacetoxyborohydride, followed by the removal of protective groups in acidic conditions resulted in dinucleosides 15 and 16, respectively.
T107 17308-17424 Sentence denotes It is noteworthy that this reductive amination conducted at 40 °C increased the yields to 71% and 81%, respectively.
T108 17426-17468 Sentence denotes 2.3 RNA methyltransferase activity assays
T109 17469-17566 Sentence denotes Compounds 1–16 were tested for their ability to inhibit the methylation of the RNA cap structure.
T110 17567-17843 Sentence denotes The inhibition induced by each compound (50 μM) was determined by a radioactive MTase assay (filter binding assay) which consists in measuring the [3H] radiolabeled methyl transferred from the methyl donor SAM onto RNA substrate (GpppAC4) synthetized by using T7 primase [33].
T111 17844-18064 Sentence denotes Compounds 1–16 designed as mimics of the transition state of RNA 2′-O-methylation were screened against several viral RNA 2′-O-MTases from SARS-CoV (nsp10/nsp16 complex), Zika, West-Nile, Dengue, Vaccinia (VP39) viruses.
T112 18065-18265 Sentence denotes At the same time, the compounds were tested against human RNA N7-MTase (hRNMT) and selected viral N7-MTases such as SARS-CoV nsp14 and Vaccinia D1-D12 complex to evaluate their specificity (Table 1 ).
T113 18266-18363 Sentence denotes Table 1 Screening for inhibitory activity of sinefungin and compounds 1–16 at 50 μM on N7-MTases.
T114 18364-18412 Sentence denotes Compounds Percentage of inhibition at 50 μM (%)a
T115 18413-18454 Sentence denotes SARS-CoV nsp14 Vaccinia virusD1-D12 hRNMT
T116 18455-18498 Sentence denotes Sinefungin 98.3 ± 0.2 99.8 ± 0.1 99.8 ± 0.2
T117 18499-18533 Sentence denotes 1 31.0 ± 6.8 20.3 ± 0.8 35.2 ± 4.9
T118 18534-18568 Sentence denotes 2 72.0 ± 1.2 85.8 ± 2.5 77.4 ± 1.2
T119 18569-18603 Sentence denotes 3 30.6 ± 9.3 32.1 ± 2.4 33.2 ± 4.3
T120 18604-18639 Sentence denotes 4 13.1 ± 13.3 53.2 ± 2.6 12.2 ± 2.1
T121 18640-18660 Sentence denotes 5 n.i n.i 27.5 ± 6.6
T122 18661-18696 Sentence denotes 6 38.4 ± 11.7 11.6 ± 7.1 23.1 ± 9.7
T123 18697-18725 Sentence denotes 7 n.i 69.2 ± 1.9 32.8 ± 16.1
T124 18726-18746 Sentence denotes 8 43.0 ± 4.0 n.i n.i
T125 18747-18781 Sentence denotes 9 88.6 ± 1.3 49.8 ± 3.2 66.0 ± 6.1
T126 18782-18816 Sentence denotes 10 96.6 ± 0.9 4.6 ± 0.3 31.8 ± 3.3
T127 18817-18851 Sentence denotes 11 47.6 ± 2.8 5.3 ± 4.3 44.2 ± 8.5
T128 18852-18887 Sentence denotes 12 94.6 ± 1.1 10.1 ± 5.5 23.3 ± 3.6
T129 18888-18922 Sentence denotes 13 97.2 ± 2.7 2.8 ± 0.8 33.9 ± 3.3
T130 18923-18958 Sentence denotes 14 96.2 ± 1.5 19.7 ± 3.8 20.2 ± 9.4
T131 18959-18986 Sentence denotes 15 94.0 ± 1.1 4.3 ± 3.9 n.i
T132 18987-19022 Sentence denotes 16 75.9 ± 2.5 4.5 ± 15.1 14.7 ± 1.3
T133 19023-19077 Sentence denotes aValues are the mean of three independent experiments.
T134 19078-19139 Sentence denotes The MTase activity was measured using a filter binding assay.
T135 19140-19331 Sentence denotes Assays were carried out in reaction mixture [40 mM Tris-HCl (pH 8.0), 1 mM DTT, 1 mM MgCl2, 2 μM SAM and 0.1 μM 3H-SAM] in the presence of 0.7 μM GpppAC4 synthetic RNA and incubated at 30 °C.
T136 19332-19438 Sentence denotes SARS-CoV nsp14 (50 nM), vaccinia virus capping enzyme (D1-D12) (41 U), human RNA N7 MTase (hRNMT) (50 nM).
T137 19439-19526 Sentence denotes Compounds were previously dissolved in 100% DMSO. n.i: no inhibition detected at 50 μM.
T138 19527-19654 Sentence denotes Unexpectedly, all the bisubstrate compounds were barely active against the 2′-O MTases of flaviviruses or coronavirus SARS-CoV.
T139 19655-19724 Sentence denotes In contrast, most of the compounds displayed inhibition of N7-MTases.
T140 19725-19904 Sentence denotes Dinucleoside 2 bearing the amino acid chain of the SAM showed some significant inhibition of both viral N7-MTases with a better activity on Vaccinia D1-D12 than on SARS-CoV nsp14.
T141 19905-20072 Sentence denotes However, compound 2 also displayed a potent inhibition of hRNMT in the same range as the viral MTases displaying a lack of specificity against human and viral enzymes.
T142 20073-20214 Sentence denotes The amino acid group of 2 seems essential for inhibition since compound 1 with a non-substituted NH linker weakly inhibited the three MTases.
T143 20215-20351 Sentence denotes The replacement of the amino acid group with an α-amino-ester at the extremity in compound 3 is detrimental for the inhibitory activity.
T144 20352-20539 Sentence denotes Interestingly, the dinucleoside 4 bearing an α-amino-amide specifically inhibited the viral protein Vaccinia D1-D12 complex whereas did not show any inhibition of SARS-CoV nsp14 or hRNMT.
T145 20540-20751 Sentence denotes Replacing the amino acid chain by a more hydrophobic butyl or phenylpropyl chain in dinucleosides 5 and 6, respectively, we aimed at favoring the Van der Waals interactions in hydrophobic pockets of the protein.
T146 20752-20828 Sentence denotes Only compound 6 showed a moderate but specific inhibition of SARS-CoV nsp14.
T147 20829-21086 Sentence denotes The removal of the NH2 of the amino acid chain of the broader spectrum inhibitor 2 with an ester-ended butyl chain in compound 7 or with an acid-ended butyl chain in 8 induced weaker but more specific inhibitions of Vaccinia D1-D12 MTase and SARS-CoV nsp14.
T148 21087-21191 Sentence denotes In the synthetic pathway of dinucleoside 1, the intermediate 19 bearing a 4-Ns-amide group was prepared.
T149 21192-21376 Sentence denotes In view of the valuable properties of such motif in some antiviral or anticancer drugs [19,20] it seemed interesting to us to obtain dinucleoside 9 by simple acidic deprotection of 19.
T150 21377-21553 Sentence denotes Of special interest, compound 9 showed a good and specific inhibition on SARS-CoV nsp14 confirming that the nosyl group contributes to the inhibitory activity with specificity.
T151 21554-21812 Sentence denotes Then, we modulated the initial nosyl moiety with the nitro group in “para” position by introducing diverse hydrophobic substituents (Cl, OMe, CF3) at different positions on the phenyl ring and/or by varying the position of the nitro group in compounds 10–13.
T152 21813-21898 Sentence denotes The addition of such substituents aimed at increasing the interactions with proteins.
T153 21899-21992 Sentence denotes Like 9, the four dinucleosides 10–13 maintained a high inhibitory activity on SARS-CoV nsp14.
T154 21993-22194 Sentence denotes The role of the nitro group on the phenyl ring was demonstrated by removing it in dinucleoside 14 bearing solely one chlorine atom in “para” position, thus the inhibitory effect was slightly decreased.
T155 22195-22272 Sentence denotes These data indicated the importance of the hydrophobic Cl in “para” position.
T156 22273-22529 Sentence denotes Finally, the resulting decreased inhibition when the sulfone moiety of 14 was replaced by a methylene group in compounds 15 and 16 stressed the importance of the N-arylsulfonylbenzene motif in the dinucleoside structure to maintain an effective inhibition.
T157 22531-22612 Sentence denotes 2.4 Dose-response testing of selected compounds against SARS-CoV nsp14 and hRNMT
T158 22613-22810 Sentence denotes To confirm the observed inhibition of some adenine dinucleosides against SARS-CoV nsp14 N7-MTase, we further tested 10 compounds in a dose-response assay (Table 2 , Supporting Information Fig. S2).
T159 22811-22934 Sentence denotes The selection of these compounds was based on their percentage inhibition higher than 50% against SARS-CoV nsp14 (Table 1).
T160 22935-23044 Sentence denotes After pre-incubation with increasing concentrations of dinucleosides, the MTase activity was measured by FBA.
T161 23045-23239 Sentence denotes The IC50 of compounds, deduced from Hill slope equation (Y = 100/(1+((X/IC50)^Hillslope) curve-fitting, ranged from 0.6 μM to 70.4 μM on SARS-CoV nsp14 and 10.9 μM to > 500 μM on hRNMT activity.
T162 23240-23494 Sentence denotes Among all the potential inhibitors, three compounds 2, 6 and 11 showed the lowest inhibitory activity on SARS-CoV nsp14 with IC50 > 40 μM, the others have IC50 values in the micromolar range except 13 that showed an IC50 value in the submicromolar range.
T163 23495-23612 Sentence denotes The potency of the derivative 13 to inhibit SARS-CoV nsp14 was comparable to the broad spectrum inhibitor sinefungin.
T164 23613-23817 Sentence denotes However, it is noteworthy that compound 13 specifically inhibits the N7-MTase of SARS-CoV with a high 413-fold of specificity in dose-response testing whereas sinefungin is also active against hRNMT [11].
T165 23818-24118 Sentence denotes Remarkably 13 bearing a chlorine atom in “para” position and a nitro group in “meta” position displayed the best inhibition which was 6.5–9.5 fold more potent than the derivatives 10 and 12, respectively that contain the nitro in “ortho” position and a lipophilic group CF3 or MeO in “para” position.
T166 24119-24278 Sentence denotes The comparison of IC50 values of 14 and 13 indicates that the addition of a nitro group in the phenyl ring increased the inhibitory activity by 2.5 fold in 13.
T167 24279-24443 Sentence denotes These results confirm that the chlorine atom in “para” position and the presence of a nitro group seem crucial for submicromolar SARS-CoV nsp14 inhibitory activity.
T168 24444-24550 Sentence denotes Table 2 Comparison of IC50 values of 10 most active compounds on SARS-CoV nsp14 and human RNMT activities.
T169 24551-24601 Sentence denotes Compounds SARS-CoV nsp14 IC50a (μM) hRNMTIC50 (μM)
T170 24602-24624 Sentence denotes Sinefunginb 0.36 <0.05
T171 24625-24648 Sentence denotes 2 40.6 ± 3.2 10.9 ± 1.0
T172 24649-24666 Sentence denotes 6 55.5 ± 5.1 >500
T173 24667-24683 Sentence denotes 9 2.6 ± 0.2 >500
T174 24684-24701 Sentence denotes 10 3.9 ± 0.4 >500
T175 24702-24728 Sentence denotes 11 70.4 ± 4.9 169.3 ± 30.4
T176 24729-24754 Sentence denotes 12 5.7 ± 0.5 275.9 ± 28.7
T177 24755-24780 Sentence denotes 13 0.6 ± 0.1 247.5 ± 14.9
T178 24781-24797 Sentence denotes 14 1.5 ± 0.1 n.d
T179 24798-24814 Sentence denotes 15 2.4 ± 0.2 n.i
T180 24815-24831 Sentence denotes 16 9.9 ± 0.9 n.d
T181 24832-24928 Sentence denotes a Concentration inhibiting MTase activity by 50%; mean value from three independent experiments.
T182 24929-24963 Sentence denotes b values from the literature [11].
T183 24964-25169 Sentence denotes The MTase activity for IC50 determinations was measured using a filter binding assay as described above. n.i: no inhibition detected at 50 μM; n.d: not determined due to inhibition lower than 50% at 50 μM.
T184 25171-25219 Sentence denotes 2.5 Thermal shift DSF assays for SARS-CoV nsp14
T185 25220-25420 Sentence denotes SARS-CoV nsp14-inhibitor interactions were further investigated by monitoring the thermal stability of the protein using differential scanning fluorimetry (DSF) (Supporting Information, Fig. S3) [34].
T186 25421-25633 Sentence denotes The change in thermal stability of SARS-CoV nsp14 was monitored in response to binding of the natural cofactor substrate SAM, sinefungin and the 9 most active and specific compounds 6 and 9–16 with IC50 < 100 μM.
T187 25634-25843 Sentence denotes As expected, SARS-CoV nsp14 displayed an increased melting temperature (T m) value with SAM (+6.5 °C) and sinefungin (+4.4 °C) whose structure only differs by a C–NH2 in place of S+-CH3 group in SAM (Fig. 2 ).
T188 25844-26059 Sentence denotes The binding experiments with the bisubstrate inhibitors showed that all dinucleosides stabilized the SARS-CoV nsp14 protein (T m > 40 °C) with a T m shift from +4.6 °C to +10.8 °C (Supporting Information, Table S1).
T189 26060-26194 Sentence denotes Eight of the 9 examined compounds increased the stability of SARS-CoV nsp14 more efficiently than the well-known inhibitor sinefungin.
T190 26195-26397 Sentence denotes More interestingly, T m values for SARS-CoV nsp14 were larger in the presence of five compounds 10 and 12–15 than with the natural enzyme substrate SAM, suggesting strong protein-inhibitor interactions.
T191 26398-26719 Sentence denotes Remarkably, the highest T m was observed with the most efficient inhibitor 13 (IC50 0.6 ± 0.1 μM) that stabilizes SARS-CoV nsp14 against thermal denaturation with a ΔT m +10.8 °C and exhibits notable binding affinity (apparent KD 1.3 ± 0.87 μM), as deduced from TSA performed with increasing concentration of compound 13.
T192 26720-26816 Sentence denotes This demonstrates a favorable interaction and highlights the inhibitor potential of compound 13.
T193 26817-27022 Sentence denotes The T m comparison of compounds 16, 15 and 13 showed a respective increase in SARS-CoV nsp14 stability, settling the importance of the sulfone group, the Cl and NO2 substituents in protein binding with 13.
T194 27023-27133 Sentence denotes Thus the N-(4-Cl-3-NO2-phenylsulfonamide) moiety is notably preferred for optimal SARS-CoV nsp14 interactions.
T195 27134-27339 Sentence denotes Another highlight is the thermal shift (+5.4 °C) for SARS-CoV nsp14 observed in the presence of compound 10 compared to 11, both only differ by the position of OCH3 and NO2 substituents in the phenyl ring.
T196 27340-27466 Sentence denotes A higher stability and inhibition of SARS-CoV nsp14 was observed when the OCH3 group is in “para” position in dinucleoside 10.
T197 27467-27600 Sentence denotes Fig. 2 Thermal shifts (ΔTm) of SARS-CoV nsp14 in the absence or presence of SAM, sinefungin and 9 dinucleoside inhibitors 6 and 9–16.
T198 27601-27708 Sentence denotes Thermal stability of SARS-CoV nsp14 upon ligand binding was monitored by differential scanning fluorimetry.
T199 27709-27909 Sentence denotes Assays were carried out in reaction mixture [20 mM HEPES (pH 7.5), 150 mM NaCl, 1x SYPRO orange dye] in the presence of 5 μM SARS-CoV nsp14 protein and 1 mM compound previously dissolved in 100% DMSO.
T200 27910-28031 Sentence denotes The bars and error bars correspond to the mean values from three independent measurements and their s.d.’s, respectively.
T201 28033-28113 Sentence denotes 2.6 Molecular docking studies of SARS-CoV nsp14 in complex with dinucleoside 13
T202 28114-28284 Sentence denotes To address the molecular bases of N7-MTase nsp14 inhibition by the dinucleosides, we performed computational docking studies of the best inhibitor 13 using Autodock Vina.
T203 28285-28384 Sentence denotes The docking was based on the SARS-CoV nsp14-nsp10 complex structure solved in presence of SAM [35].
T204 28385-28604 Sentence denotes SARS-CoV nsp14 is a bifunctional enzyme carrying RNA cap guanine N7-MTase at the C-terminal domain for mRNA capping (which is not influenced by nsp10) and 3′-5′-exoribonuclease at the N-terminal domain for proofreading.
T205 28605-28778 Sentence denotes The N7-MTase domain exhibits an original fold and the methyl receptor cap RNA (GpppA-RNA) and SAM bind in proximity in a highly constricted pocket to achieve methyltransfer.
T206 28779-28873 Sentence denotes The compound 13 was modeled in the SAM binding pocket of the SARS-CoV nsp14 structure (PDB ID:
T207 28874-28893 Sentence denotes 5C8T [35] & PDB ID:
T208 28894-28905 Sentence denotes 5NFY [36]).
T209 28906-29049 Sentence denotes At first sight, the overlay of the N-adenosine of 13 with the adenosine of SAM bounded structure is suitable (Supporting Information, Fig. S4).
T210 29050-29261 Sentence denotes More interestingly, the nitrobenzenesulfonamide core of 13 binds into a SARS-CoV nsp14 well known binding site formed by Trp385, Phe401, Tyr420, Phe426 and Phe506 (Fig. 3 , Supporting Information, Fig. S5) [35].
T211 29262-29362 Sentence denotes Naturally, the side chains of these amino acids enclose the nucleobase guanine of the cap structure.
T212 29363-29511 Sentence denotes In this cap-binding site, Phe426 was shown to have the largest influence on the N7-MTase activity, and F426A mutation reduced MTase activity by 50%.
T213 29512-29650 Sentence denotes With 13, the orientation of the Phe426 residue all around the nitrobenzenesulfonamide leads to the formation of π-π stacking interactions.
T214 29651-29784 Sentence denotes In addition, there are other hydrophobic interactions between the phenylsulfonamide moiety and aromatic residues of the binding site.
T215 29785-29909 Sentence denotes All these interactions may explain the strong inhibition observed with phenyl-containing compounds, notably compounds 13–15.
T216 29910-30075 Sentence denotes Moreover, Asn386 is located in proximity to the methylation site and forms two hydrogen bonds with the guanine moiety favoring its right orientation for methylation.
T217 30076-30197 Sentence denotes Here, fixed on the nitrobenzenesulfonamide core of 13, the chlorine atom forms a halogen bond with Asn386 (Fig. 4 ) [37].
T218 30198-30400 Sentence denotes The formation of a double hydrogen bond interaction was observed between the nitro group and Arg310 that normally interacts with the second phosphate group of the triphosphate bond in the cap structure.
T219 30401-30551 Sentence denotes The docking also suggests that the sulfone group of 13 avoids flexibility of the N-nosyl substituent, thus increasing its orientation into the pocket.
T220 30552-30726 Sentence denotes This constraint may explain the difference in activity (IC50) and stabilizing effect (T m) between compounds 13 and 15 that contains a methylene group instead of the sulfone.
T221 30727-30836 Sentence denotes Finally, the common element of all dinucleosides is an adenosine linked to a N-adenosine by the 2′O position.
T222 30837-31022 Sentence denotes Its contribution is well defined by the formation of intermolecular hydrogen bonds between the adenosine and Gly333 (3′OH), Ile338 (5′OH), Lys336 (N7) and His424 (N1) residues (Fig. 4).
T223 31023-31152 Sentence denotes All the major interactions maintain 13 in a suitable orientation in the binding site in place of the natural substrate GpppA-RNA.
T224 31153-31309 Sentence denotes The docking model of 13 is consistent with our inhibition experimental data and high thermal stability of SARS-CoV nsp14 in the presence of these compounds.
T225 31310-31386 Sentence denotes Fig. 3 Modeling results in the SAM binding pocket of SARS-CoV nsp14 (PDB ID:
T226 31387-31456 Sentence denotes 5C8T, resolution 3.2 Å). (A) Amino acids surrounding dinucleoside 13.
T227 31457-31564 Sentence denotes Hydrogen and halogen bonds are indicated by red dashes. π-π stacking interaction is indicated by red curve.
T228 31565-31720 Sentence denotes Distances are given in Å. (For interpretation of the references to color in this figure legend, the reader is referred to the Web version of this article.)
T229 31721-31797 Sentence denotes Fig. 4 Modeling results in the SAM binding pocket of SARS-CoV nsp14 (PDB ID:
T230 31798-31963 Sentence denotes 5C8T, resolution 3.2 Å). (A) Contribution of the nitrobenzenesulfonamide core of 13. (B) Contribution of the 2′O linked adenosine of all dinucleosides, including 13.
T231 31964-32284 Sentence denotes Hydrogen bonds (yellow), halogen bond (green) and π-π stacking interaction (cyan) are represented. (Atoms not involved in protein-ligand interaction are not represented for clarity purpose). (For interpretation of the references to color in this figure legend, the reader is referred to the Web version of this article.)
T232 32286-32299 Sentence denotes 3 Conclusion
T233 32300-32452 Sentence denotes We synthesized 16 adenine dinucleosides which were designed as bisubstrate SAM analogs to mimic the transition state of 2′-O-methylation of the cap RNA.
T234 32453-32701 Sentence denotes Both adenosines were connected by various NH or N-substituted linkers between the 2′-O-position of the adenosine representing the 5′-end nucleoside of mRNA and the 5′-position of the adenosine mimicking the SAM cofactor in the methylation reaction.
T235 32702-32834 Sentence denotes None of these bisubstrate SAM analogs were found to inhibit 2′-O MTases of several flaviviruses, coronavirus or pox-virus at 200 μM.
T236 32835-32958 Sentence denotes Conversely, six of them inhibited SARS-CoV nsp14 N7-MTase in micromolar range concentration and one in submicromolar range.
T237 32959-33177 Sentence denotes Additionally, we also observed that these compounds barely inhibit the human RNA N7 MTase, an important feature given that the lack of antiviral specificity represents a common issue in coronavirus antiviral discovery.
T238 33178-33312 Sentence denotes Indeed, the structural homology between viral and cellular MTases often impairs the discovery of specific inhibitors for CoV N7-MTase.
T239 33313-33611 Sentence denotes Nevertheless, our work did identify one dinucleoside (13) bearing a 4-chloro-3-nitrobenzenesulfonamide moiety in the N-linker between both adenosines, that blocks the activity of SARS-CoV nsp14 at the submicromolar concentration in the same range than sinefungin but with a significant specificity.
T240 33612-33775 Sentence denotes Thermal shift assays and molecular modeling indicate that the inhibitory activity is likely due to the binding of 13 to both SAM and mRNA binding pockets of nsp14.
T241 33776-33960 Sentence denotes It is quite interesting to note that all residues of SARS-CoV nsp14 involved in the binding of 13 are fully conserved in the SARS-CoV-2 nsp14 protein (Fig. S1, Supporting Information).
T242 33961-34073 Sentence denotes Indeed, the genome sequence of SARS-CoV-2 nsp14 exhibits about 95% sequence similarity with SARS-CoV nsp14 [38].
T243 34074-34217 Sentence denotes The lead compound 13 and the most potent derivatives will serve as starting building blocks for the development of SARS-CoV-2 nsp14 inhibitors.
T244 34219-34242 Sentence denotes 4 Experimental section
T245 34244-34258 Sentence denotes 4.1 Chemistry
T246 34260-34285 Sentence denotes 4.1.1 General procedures
T247 34286-34400 Sentence denotes All dry solvents and reagents were purchased from commercial suppliers and were used without further purification.
T248 34401-34441 Sentence denotes DIEA was distilled over calcium hydride.
T249 34442-34524 Sentence denotes Thin-layer chromatography (TLC) analyses were carried out on silica plate 60 F254.
T250 34525-34644 Sentence denotes Purifications by column chromatography were performed using Biotage Isolera 1 system with FlashPure cartridges (Buchi).
T251 34645-34728 Sentence denotes NMR experiments were recorded on Bruker 400, 500 or 600 MHz spectrometers at 20 °C.
T252 34729-34843 Sentence denotes HRMS analyses were obtained with electrospray ionization (ESI) in positive mode on a Q-TOF Micromass spectrometer.
T253 34844-35032 Sentence denotes Analytical HPLC was performed on a UHPLC Thermoscientific Ultimate 3000 system equipped with a LPG-3400RS pump, a DAD 3000 detector and an WPS-3000TBRS Autosampler, Column Oven TCC-3000SD.
T254 35033-35151 Sentence denotes Dinucleosides 1–16 were analyzed by RP-HPLC on a Column Nucleodur C18 ec 100-3, 4.6 × 75 mm (Macherey Nagel) at 30 °C.
T255 35152-35197 Sentence denotes The following HPLC solvent systems were used:
T256 35198-35274 Sentence denotes 1% CH3CN in 12.5 mM TEAAc (buffer A), 80% CH3CN in 12.5 mM TEEAc (buffer B).
T257 35275-35298 Sentence denotes Flow rate was 1 mL/min.
T258 35299-35336 Sentence denotes UV detection was performed at 260 nm.
T259 35337-35429 Sentence denotes Lyophilized compounds 1–16 were stored at −20 °C for several months without any degradation.
T260 35431-35503 Sentence denotes 4.1.2 General method A for the synthesis of compounds 18, 26, 27 and 29
T261 35504-35584 Sentence denotes To a solution of 5′-amino-2′,3′-isopropylidene adenosine in anhydrous DMF (conc.
T262 35585-35686 Sentence denotes 0.2 M) was added Et3N (2.00 eq) and the corresponding nitrobenzenesufonyl chloride (1.50 eq) at 0 °C.
T263 35687-35798 Sentence denotes The reaction mixture was stirred for 4 h at room temperature under argon then was diluted with AcOEt and brine.
T264 35799-35948 Sentence denotes The aqueous layer was extracted with AcOEt and the combined organic extracts were washed with brine, dried over Na2SO4 and concentrated under vacuum.
T265 35949-36042 Sentence denotes The precipitate was washed with Et2O and DCM to give the desired compound as a colored solid.
T266 36044-36186 Sentence denotes 4.1.3 N-{[(4R,6R)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d] [1,3]dioxol-4-yl]methyl}-4-nitrobenzene-1-sulfonamide (18)
T267 36187-36363 Sentence denotes Following method A with 5′-amino-2′,3′-isopropylidene adenosine (2.21 g, 7.22 mmol, 1.00 eq) and 4-nitrobenzenesufonyl chloride, 18 (2.64 g, 74%) was obtained as a beige solid.
T268 36364-36388 Sentence denotes Rf 0.50 (8:92 MeOH/DCM).
T269 36389-36705 Sentence denotes 1H NMR (600 MHz, DMSO‑d 6) δ 8.55 (t, J = 5.8 Hz, 1H), 8.33–8.27 (m, 2H), 8.26 (s, 1H), 8.13 (s, 1H), 7.96–7.88 (m, 2H), 7.37 (br. s, 2H), 6.09 (d, J = 2.8 Hz, 1H), 5.32 (dd, J = 6.3 Hz, 2.9 Hz, 1H), 4.89 (dd, J = 6.3 Hz, 3.0 Hz, 1H), 4.16 (td, J = 5.9 Hz, 3.0 Hz, 1H), 3.24–3.10 (m, 2H), 1.50 (s, 3H), 1.27 (s, 3H).
T270 36706-36847 Sentence denotes 13C NMR (600 MHz, DMSO‑d 6) δ 156.3, 152.7, 149.5, 148.4, 146.0, 140.2, 128.0, 124.5, 119.3, 113.6, 89.4, 84.4, 83.0, 81.6, 44.6, 27.0, 25.2.
T271 36848-36894 Sentence denotes HRMS (ESI+): m/z calcd for C19H22N7O7S [M+H]+:
T272 36895-36920 Sentence denotes 492.1301, Found 492.1311.
T273 36922-36986 Sentence denotes 4.1.4 General method B for the synthesis of compounds 19, 30-33
T274 36987-37039 Sentence denotes To a solution of 18 or 26–29 in anhydrous DMF (conc.
T275 37040-37118 Sentence denotes 0.13 M) was successively added 17 (1.10 eq), KI (0.30 eq) and K2CO3 (3.00 eq).
T276 37119-37209 Sentence denotes After stirring for 24 h at 50 °C under argon, the reaction was diluted in AcOEt and water.
T277 37210-37359 Sentence denotes The aqueous layer was extracted with AcOEt and the combined organic extracts were washed with brine, dried over Na2SO4 and concentrated under vacuum.
T278 37360-37509 Sentence denotes The residue was purified by flash column chromatography (silica gel, linear gradient 0–8% MeOH in DCM) to give the desired compound as colored solid.
T279 37511-37790 Sentence denotes 4.1.5 N-{[(4R,6R)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d] [1,3]dioxol-4-yl]methyl}-N-(2-{[(2R,5R)-2-(6-amino-9H-purin-9-yl)-4-[(tert-butyldimethylsilyl)oxy]-5-{[(tert-butyldimethylsilyl)oxy]methyl}oxolan-3-yl]oxy}ethyl)-4-nitrobenzene-1-sulfonamide (19)
T280 37791-37902 Sentence denotes Following method B using 18 (290 mg, 0.59 mmol, 1.00 eq), 19 (450 mg, 74%) was obtained as a pale yellow solid.
T281 37903-37928 Sentence denotes Rf 0.60 (10:90 MeOH/DCM).
T282 37929-38449 Sentence denotes 1H NMR (600 MHz, CDCl3) δ 8.30 (2s, 2H), 8.14 (s, 1H), 8.03–7.98 (m, 2H), 7.74 (s, 1H), 7.70–7.66 (m, 2H), 6.11–5.93 (m, 5H), 5.89 (d, J = 1.9 Hz, 1H), 5.35 (dd, J = 6.4 Hz, J = 1.9 Hz, 1H), 5.04 (dd, J = 6.4 Hz, J = 3.8 Hz, 1H), 4.51 (dd, J = 6.1 Hz, J = 4.6 Hz, 1H), 4.43 (dt, J = 8.5 Hz, J = 4.2 Hz, 1H), 4.22 (dd, J = 4.7 Hz, J = 3.2 Hz, 1H), 4.05 (dt, J = 5.9 Hz, J = 3.0 Hz, 1H), 3.99 (dd, J = 11.5 Hz, J = 3.5 Hz, 1H), 3.85–3.41 (m, 7H), 1.57 (s, 3H), 1.35 (s, 3H), 0.92 (s, 9H), 0.91 (s, 9H), 0.14–0.04 (m, 12H).
T283 38450-38713 Sentence denotes 13C NMR (150 MHz, CDCl3) δ 155.8, 155.5, 153.2, 153.0, 149.7, 149.5, 148.9, 145.4, 140.2, 139.5, 128.4, 123.8, 120.5, 120.2, 114.7, 90.7, 87.3, 85.0, 84.5, 84.2, 82.8, 82.6, 69.7, 69.6, 61.5, 50.7, 47.7, 27.3, 26.2, 25.9, 25.4, 18.6, 18.2, −4.4, −4.7, −5.2, −5.3.
T284 38714-38765 Sentence denotes HRMS (ESI+): m/z calcd for C43H65N12O11SSi2 [M+H]+:
T285 38766-38783 Sentence denotes 1013.4155, found:
T286 38784-38794 Sentence denotes 1013.4155.
T287 38796-39040 Sentence denotes 4.1.6 9-[(2R,5R)-3-[2-({[(4R,6R)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d] [1,3]dioxol-4-yl]methyl}amino)ethoxy]-4-[(tert-butyldimethylsilyl)oxy]-5-{[(tert-butyldimethylsilyl)oxy]methyl}oxolan-2-yl]-9H-purin-6-amine (20)
T288 39041-39202 Sentence denotes To a solution of 19 (210 mg, 0.20 mmol, 1.00 eq) in anhydrous DMF (10 mL) was added K2CO3 (85 mg, 0.61 mmol, 3.00 eq) and thiophenol (11 μL, 1.14 mmol, 5.70 eq).
T289 39203-39359 Sentence denotes After stirring for 2 h at room temperature under argon, the reaction mixture was diluted with DCM (20 mL) and washed with 1 M aqueous NaOH solution (10 mL).
T290 39360-39519 Sentence denotes The aqueous layer was extracted with DCM (3 × 20 mL) and the combined organic extracts were washed with brine, dried over Na2SO4 and concentrated under vacuum.
T291 39520-39680 Sentence denotes The residue was purified by flash column chromatography (silica gel, linear gradient 0–15% MeOH in DCM) as the eluent to give 20 (129 mg, 76%) as a white solid.
T292 39681-39705 Sentence denotes Rf 0.31 (8:92 MeOH/DCM).
T293 39706-40161 Sentence denotes 1H NMR (500 MHz, CDCl3) δ 8.32 (s, 1H), 8.31 (s, 1H), 8.17 (s, 1H), 7.93 (s, 1H), 6.17–6.06 (m, 5H), 6.03 (d, J = 2.9 Hz, 1H), 5.39 (dd, J = 6.5 Hz, J = 3.0 Hz, 1H), 4.99–4.92 (m, 1H), 4.51–4.45 (m, 1H), 4.33–4.25 (m, 2H), 4.08 (dt, J = 5.6 Hz, J = 3.2 Hz, 1H), 3.98 (dd, J = 11.5 Hz, J = 3.6 Hz, 1H), 3.75 (dd, J = 11.6 Hz, J = 2.8 Hz, 1H), 3.71–3.63 (m, 2H), 2.95–2.69 (m, 4H), 1.61 (s, 3H), 1.37 (s, 3H), 0.92 (s, 9H), 0.88 (s, 9H), 0.13–0.04 (m, 12H).
T294 40162-40392 Sentence denotes 13C NMR (125 MHz, CDCl3) δ 155.8, 155.7, 153.3, 153.1, 149.7, 149.6, 139.8, 139.4, 120.5, 120.3, 114.8, 90.7, 87.2, 85.8, 85.1, 83.9, 82.6, 82.4, 70.3, 70.13, 62.0, 51.5, 49.5, 27.4, 26.2, 25.8, 18.6, 18.2, −4.5, −4.8, −5.2, −5.3.
T295 40393-40442 Sentence denotes HRMS (ESI+): m/z calcd for C37H62N11O7Si2 [M+H]+:
T296 40443-40459 Sentence denotes 828.4372, found:
T297 40460-40469 Sentence denotes 828.4371.
T298 40471-40545 Sentence denotes 4.1.7 General method C for the synthesis of compounds 1, 3, 5–7, 9, 10-16
T299 40546-40634 Sentence denotes The synthesis intermediate was treated at room temperature with TFA in water (8/2, conc.
T300 40635-40643 Sentence denotes 0.14 M).
T301 40644-40802 Sentence denotes After stirring for 3–6 h until completion of reaction (TLC DCM/MeOH), solvents were removed and the residue was coevaporated three times with 7 M NH3 in MeOH.
T302 40803-40981 Sentence denotes The residue was purified by flash column chromatography on a reversed-phase silica gel column C18 (4 g, 40 μm) with a linear gradient of acetonitrile in TEAAc buffer 50 mM, pH 7.
T303 40982-41123 Sentence denotes The fractions containing the pure compound were pooled, concentrated and lyophilized with water/dioxane to give desired compound as a powder.
T304 41125-41291 Sentence denotes 4.1.8 (2R,5R)-2-(6-amino-9H-purin-9-yl)-5-{[(2-{[(2R,5R)-2-(6-amino-9H-purin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl]oxy}ethyl)amino]methyl}oxolane-3,4-diol (1)
T305 41292-41538 Sentence denotes Following method C with 20 (117 mg, 0.14 mmol, 1.00 eq) and a 0–25% linear gradient of acetonitrile in TEAAc buffer 50 mM, pH 7 for purification, 1 (60 mg, 76%) was obtained as a white powder with 99% purity determined by HPLC analysis at 260 nm.
T306 41539-41922 Sentence denotes 1H NMR (600 MHz, DMSO‑d 6) δ 8.38 (s, 1H), 8.34 (s, 1H), 8.15 (s, 1H), 8.14 (s, 1H), 7.36 (br.s, 2H), 7.29 (br. s, 2H), 5.97 (d, J = 6.4 Hz, 1H), 5.85 (d, J = 5.9 Hz, 1H), 5.58–4.98 (m, 4H), 4.70–4.63 (m, 1H), 4.52 (dd, J = 6.4 Hz, J = 4.7 Hz, 1H), 4.33 (dd, J = 4.7 Hz, J = 2.6 Hz, 1H), 4.12 (dd, J = 5.2 Hz, J = 3.8 Hz, 1H), 4.02–3.93 (m, 2H), 3.70–3.48 (m, 4H), 2.86–2.58 (m, 4H).
T307 41923-42093 Sentence denotes 13C NMR (150 MHz, DMSO‑d 6) δ 156.2, 156.1, 152.6, 152.5, 149.4, 149.0, 140.1, 139.9, 119.4, 119.3, 87.6, 86.3 (2C), 83.7, 81.5, 72.8, 71.5, 69.5, 69.1, 61.7, 51.2, 49.0.
T308 42094-42140 Sentence denotes HRMS (ESI+): m/z calcd for C22H30N11O7 [M+H]+:
T309 42141-42158 Sentence denotes 560.23242, found:
T310 42159-42169 Sentence denotes 560.23188.
T311 42171-42482 Sentence denotes 4.1.9 Methyl (2S)-4-({[(4R,6R)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d] [1,3]dioxol-4-yl]methyl}(2-{[(2R,5R)-2-(6-amino-9H-purin-9-yl)-4-[(tert-butyldimethylsilyl)oxy]-5-{[(tert-butyldimethylsilyl)oxy]methyl}oxolan-3-yl]oxy}ethyl)amino)-2-{bis[(tert-butoxy)carbonyl]amino}butanoate (22)
T312 42483-42675 Sentence denotes To a solution of 20 (250 mg, 0.30 mmol, 1.00 eq) in anhydrous DCM (9 mL) was added aldehyde 21 (120 mg, 0.36 mmol, 1.20 eq) in anhydrous DCM (9 mL) and acetic acid (20 μL, 0.36 mmol, 1.20 eq).
T313 42676-42801 Sentence denotes After stirring for 20 min at room temperature under argon, sodium triacetoxyborohydride (96 mg, 0.45 mmol, 1.5 eq) was added.
T314 42802-42927 Sentence denotes After stirring for 2.5 h, the reaction mixture was diluted with DCM (30 mL) and washed with saturated aqueous NaHCO3 (30 mL).
T315 42928-43087 Sentence denotes The aqueous layer was extracted with DCM (3 × 30 mL) and the combined organic extracts were washed with brine, dried over Na2SO4 and concentrated under vacuum.
T316 43088-43233 Sentence denotes The residue was purified by flash column chromatography (silica gel, linear gradient 0–8% MeOH in DCM) to give 22 (321 mg, 93%) as a white solid.
T317 43234-43258 Sentence denotes Rf 0.71 (MeOH/DCM 5:95).
T318 43259-43806 Sentence denotes 1H NMR (600 MHz, CDCl3) δ 8.33 (s, 1H), 8.30 (s, 1H), 8.17 (s, 1H), 7.93 (s, 1H), 6.09 (d, J = 3.3 Hz, 1H), 6.01 (d, J = 2.4 Hz, 1H), 5.97 (m, 4H), 5.42 (dd, J = 6.5 Hz, J = 2.4 Hz, 1H), 4.93–4.86 (m, 2H), 4.54–4.49 (m, 1H), 4.33 (td, J = 6.8 Hz, J = 3.3 Hz, 1H), 4.29–4.24 (m, 1H), 4.08 (dt, J = 6.2 Hz, J = 3.2 Hz, 1H), 3.99 (dd, J = 11.5 Hz, J = 3.7 Hz, 1H), 3.78–3.63 (m, 6H), 2.84–2.74 (m, 3H), 2.71–2.51 (m, 3H), 2.33–2.23 (m, 1H), 1.91–1.82 (m, 1H), 1.58 (s, 3H), 1.46 (s, 18H), 1.36 (s, 3H), 0.91 (s, 9H), 0.90 (s, 9H), 0.10–0.05 (m, 12H).
T319 43807-44093 Sentence denotes 13C NMR (125 MHz, CDCl3) δ 171.6, 155.8, 155.7, 153.3, 153.2, 152.3, 149.7, 149.5, 140.1, 139.8, 120.5, 120.4, 114.5, 91.1, 87.4, 85.45, 84.8, 84.1, 83.3, 83.3, 82.5, 69.9, 69.1, 61.9, 56.3, 56.3, 53.7, 52.4, 52.1, 28.1, 28.1, 27.3, 26.2, 26.0, 25.6, 18.7, 18.3, −4.3, −4.6, −5.2, −5.2.
T320 44094-44144 Sentence denotes HRMS (ESI+): m/z calcd for C52H87N12O13Si2 [M+H]+:
T321 44145-44162 Sentence denotes 1143.6049, found:
T322 44163-44173 Sentence denotes 1143.6043.
T323 44175-44378 Sentence denotes 4.1.10 (2S)-4-({[(2R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}(2-{[(2R,5R)-2-(6-amino-9H-purin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl]oxy}ethyl)amino)-2-azaniumylbutanoate (2)
T324 44379-44487 Sentence denotes Compound 22 (86 mg, 75.3 μmol, 1.00 eq) was treated at room temperature with TFA (830 μL) in water (210 μL).
T325 44488-44547 Sentence denotes After stirring for 3 h, solvents were removed under vacuum.
T326 44548-44639 Sentence denotes The residue was dissolved in water (0.5 mL) and 2 M aqueous LiOH solution (4 mL) was added.
T327 44640-44740 Sentence denotes After stirring at 0 °C for 30 min, pH ≈ 3 or 4 was adjusted by addition of 1 M aqueous HCl solution.
T328 44741-44966 Sentence denotes The solvent was removed under vacuum and the residue was purified by flash column chromatography on a reversed-phase silica gel column C18 (4 g, 40 μm) with a 0–15% linear gradient of acetonitrile in TEAAc buffer 50 mM, pH 7.
T329 44967-45158 Sentence denotes The fractions containing the pure compound were pooled, concentrated and lyophilized with water to give 2 (16 mg, 32%) as a white powder with 99% purity determined by HPLC analysis at 260 nm.
T330 45159-45593 Sentence denotes 1H NMR (600 MHz, D2O) δ 8.11 (s, 1H), 8.05 (s, 1H), 7.98 (s, 1H), 7.86 (s, 1H), 5.89 (d, J = 2.5 Hz, 1H), 5.77 (d, J = 3.3 Hz, 1H), 4.51–4.47 (m, 2H), 4.36 (dd, J = 5.1 Hz, J = 3.4 Hz, 1H), 4.34–4.29 (m, 1H), 4.14–4.08 (m, 2H), 3.97 (td, J = 10.6 Hz, J = 2.4 Hz, 1H), 3.89–3.80 (m, 3H), 3.71 (dd, J = 13.0, J = 3.4 Hz, 1H), 3.15–3.04 (m, 2H), 3.03–2.81 (m, 2H), 2.76 (d, J = 14.2 Hz, 1H), 2.58 (d, J = 13.8 Hz, 1H), 2.14–1.99 (m, 2H).
T331 45594-45782 Sentence denotes 13C NMR (150 MHz, D2O) δ 174.5, 154.9 (2C) 152.5, 152.2, 147.7, 147.5, 139.3, 138.5, 118.5, 118.2, 89.0, 86.8, 84.8, 81.7, 80.0, 73.9, 71.1, 68.9, 67.7, 60.3, 56.2, 55.3, 53.8, 52.5, 26.1.
T332 45783-45829 Sentence denotes HRMS (ESI+): m/z calcd for C26H37N12O9 [M+H]+:
T333 45830-45846 Sentence denotes 661.2806, found:
T334 45847-45856 Sentence denotes 661.2811.
T335 45858-46064 Sentence denotes 4.1.11 Methyl (2S)-2-amino-4-({[(2R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}(2-{[(2R,5R)-2-(6-amino-9H-purin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl]oxy}ethyl)amino)butanoate (3)
T336 46065-46311 Sentence denotes Following method C with 22 (140 mg, 0.12 mmol, 1.00 eq) and a 0–30% linear gradient of acetonitrile in TEAAc buffer 50 mM, pH 7 for purification, 3 (28 mg, 35%) was obtained as a white powder with 98% purity determined by HPLC analysis at 260 nm.
T337 46312-46847 Sentence denotes 1H NMR (600 MHz, D2O) δ 8.08 (s, 1H), 8.05 (s, 1H), 7.98 (s, 1H), 7.84 (s, 1H), 5.89 (d, J = 2.5 Hz, 1H), 5.75 (d, J = 3.3 Hz, 1H), 4.55–4.50 (m, 1H), 4.47 (dd, J = 5.1 Hz, J = 2.3 Hz, 1H), 4.38 (dd, J = 5.0 Hz, J = 3.2 Hz, 1H), 4.36–4.30 (m, 1H), 4.26 (dd, J = 10.5 Hz, J = 2.8 Hz, 1H), 4.13 (dd, J = 7.9 Hz, J = 5.1 Hz, 1H), 4.07 (dt, J = 6.2 Hz, J = 3.1 Hz, 1H), 4.05–3.86 (m, 2H), 3.84 (s, 3H), 3.82–3.64 (m, 2H), 3.22–3.01 (m, 3H), 2.88 (dt, J = 13.7, J = 3.9, 1H), 2.78 (d, J = 13.9 Hz, 1H), 2.66–2.58 (m, 1H), 2.19–2.02 (m, 2H).
T338 46848-47037 Sentence denotes 13C NMR (150 MHz, D2O) δ 170.6, 154.9 (2C), 152.5, 152.2, 147.7, 147.4, 139.1, 138.3, 118.5, 118.1, 89.1, 86.8, 84.6, 81.8, 79.6, 73.9, 70.9, 69.1, 60.2, 54.8, 54.1, 53.5, 53.3, 52.3, 25.0.
T339 47038-47084 Sentence denotes HRMS (ESI+): m/z calcd for C27H39N12O9 [M+H]+:
T340 47085-47101 Sentence denotes 675.2957, found:
T341 47102-47111 Sentence denotes 675.2944.
T342 47113-47313 Sentence denotes 4.1.12 (2S)-2-amino-4-({[(2R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}(2-{[(2R,5R)-2-(6-amino-9H-purin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl]oxy}ethyl)amino)butanamide (4)
T343 47314-47464 Sentence denotes Compound 22 (116 mg, 0.10 mmol, 1.00 eq) was treated at room temperature with TFA (1.44 mL) in water (360 μL) and stirred for 3 h at room temperature.
T344 47465-47548 Sentence denotes The solvents were removed and the residue was treated with 7 M NH3 in MeOH (10 mL).
T345 47549-47793 Sentence denotes After stirring for 24 h at 30 °C, solvents were removed and the residue was purified by flash column chromatography on a reversed-phase silica gel column C18 (4 g, 40 μm) with a 0–15% linear gradient of acetonitrile in TEAAc buffer 50 mM, pH 7.
T346 47794-47985 Sentence denotes The fractions containing the pure compound were pooled, concentrated and lyophilized with water to give 4 (23 mg, 38%) as a white powder with 98% purity determined by HPLC analysis at 260 nm.
T347 47986-48448 Sentence denotes 1H NMR (600 MHz, D2O) δ 8.12 (s, 1H), 8.08 (s, 1H), 7.99 (s, 1H), 7.90 (s, 1H), 5.90 (d, J = 2.7 Hz, 1H), 5.79 (d, J = 3.5 Hz, 1H), 4.53 (dd, J = 5.2 Hz, J = 2.7 Hz, 1H), 4.52–4.48 (m, 1H), 4.38 (dd, J = 5.0 Hz, J = 3.6 Hz, 1H), 4.35–4.28 (m, 1H), 4.18–4.07 (m, 3H), 3.98 (td, J = 10.7 Hz, J = 2.6 Hz, 1H), 3.88–3.80 (m, 2H), 3.72 (dd, J = 12.9 Hz, J = 3.5 Hz, 1H), 3.16–2.98 (m, 3H), 2.88–2.76 (m, 2H), 2.62 (dt, J = 14.0 Hz, J = 2.7 Hz, 1H), 2.17–1.98 (m, 2H).
T348 48449-48637 Sentence denotes 13C NMR (150 MHz, D2O) δ 173.0, 155.0 (2C) 152.5, 152.3, 147.8, 147.6, 139.4, 138.7, 118.6, 118.3, 88.9, 86.8, 84.9, 81.8, 79.8, 73.8, 71.1, 69.0, 67.6, 60.4, 55.3, 53.9, 52.6, 52.4, 27.0.
T349 48638-48684 Sentence denotes HRMS (ESI+): m/z calcd for C26H38N13O8 [M+H]+:
T350 48685-48701 Sentence denotes 660.2961, found:
T351 48702-48711 Sentence denotes 660.2966.
T352 48713-48782 Sentence denotes 4.1.13 General method D for the synthesis of compounds 23, 24 and 25
T353 48783-48826 Sentence denotes To a solution of 20 in anhydrous NMP (conc.
T354 48827-48908 Sentence denotes 0.03 M) was added the corresponding bromide reagent (3.00 eq) and DIEA (3.00 eq).
T355 48909-49014 Sentence denotes After stirring for 4 h at 110 °C under microwaves, the reaction mixture was diluted with AcOEt and brine.
T356 49015-49164 Sentence denotes The aqueous layer was extracted with AcOEt and the combined organic extracts were washed with brine, dried over Na2SO4 and concentrated under vacuum.
T357 49165-49318 Sentence denotes The residue was purified by flash column chromatography (silica gel, linear gradient 0–4% MeOH in DCM) to give the desired compound as a colorless solid.
T358 49320-49572 Sentence denotes 4.1.14 9-[(2R,5R)-3-[2-({[(4R,6R)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d] [1,3]dioxol-4-yl]methyl}(butyl)amino)ethoxy]-4-[(tert-butyldimethylsilyl)oxy]-5-{[(tert-butyldimethylsilyl)oxy]methyl}oxolan-2-yl]-9H-purin-6-amine (23)
T359 49573-49691 Sentence denotes Following method D with 20 (80 mg, 97 μmol, 1.00 eq) and 1-bromobutane, 23 (40 mg, 47%) was obtained as a white solid.
T360 49692-49716 Sentence denotes Rf 0.48 (MeOH/DCM 5:95).
T361 49717-50333 Sentence denotes 1H NMR (600 MHz, CDCl3) δ 8.33 (s, 2H), 8.16 (s, 1H), 7.92 (s, 1H), 6.11 (d, J = 3.8 Hz, 1H), 6.03 (d, J = 2.3 Hz, 1H), 5.77 (br. s, 4H), 5.47 (dd, J = 6.4 Hz, J = 2.2 Hz, 1H), 4.91 (dd, J = 6.4 Hz, J = 3.2 Hz, 1H), 4.51 (t, J = 5.1 Hz, 1H), 4.37–4.24 (m, 2H), 4.09 (dt, J = 5.9 Hz, J = 3.0 Hz, 1H), 3.99 (dd, J = 11.5 Hz, J = 3.7 Hz, 1H), 3.76 (dd, J = 11.5 Hz, J = 2.8 Hz, 1H), 3.70–3.61 (m, 2H), 2.77–2.68 (m, 3H), 2.63 (dd, J = 13.5 Hz, J = 7.0 Hz, 1H), 2.46–2.37 (m, 2H), 1.59 (s, 3H), 1.38 (s, 3H), 1.31–1.22 (m, 2H), 1.22–1.12 (m, 2H), 0.92 (s, 9H), 0.91 (s, 9H), 0.82 (t, J = 7.3 Hz, 3H), 0.10–0.08 (m, 12H).
T362 50334-50593 Sentence denotes 13C NMR (150 MHz, CDCl3) δ 155.6, 155.5, 153.2, 153.1, 149.8, 149.4, 140.2, 139.7, 120.5, 120.3, 114.4, 91.2, 87.2, 85.8, 84.9, 84.0, 83.4, 82.4, 69.9, 69.3, 62.0, 56.7, 55.1, 53.9, 29.2, 27.2, 26.1, 25.9, 25.5, 20.5, 18.6, 18.2, 14.1, −4.4, −4.6, −5.2, −5.2.
T363 50594-50643 Sentence denotes HRMS (ESI+): m/z calcd for C46H72N11O7Si2 [M+H]+:
T364 50644-50660 Sentence denotes 884.4998, found:
T365 50661-50670 Sentence denotes 884.5002.
T366 50672-50933 Sentence denotes 4.1.15 9-[(2R,5R)-3-[2-({[(4R,6R)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d] [1,3]dioxol-4-yl]methyl}(3-phenylpropyl)amino)ethoxy]-4-[(tert-butyldimethylsilyl)oxy]-5-{[(tert-butyldimethylsilyl)oxy]methyl}oxolan-2-yl]-9H-purin-6-amine (24)
T367 50934-51065 Sentence denotes Following method D with 20 (120 mg, 0.15 mmol, 1.00 eq) and 1-bromo-3-phenylpropane, 24 (75 mg, 53%) was obtained as a white solid.
T368 51066-51975 Sentence denotes Rf 0.53 (MeOH/DCM 5:95).1H NMR (600 MHz, CDCl3) δ 8.31 (s, 1H), 8.28 (s, 1H), 8.15 (s, 1H), 7.90 (s, 1H), 7.25–7.08 (m, 5H), 6.11 (d, J = 3.7 Hz, 1H), 6.02 (d, J = 2.4 Hz, 1H), 5.81 (br. s, 4H), 5.46 (dd, J = 6.5 Hz, J = 2.1 Hz, 1H), 4.92 (dd, J = 6.5 Hz, J = 3.2 Hz, 1H), 4.50 (t, J = 5.1 Hz, 1H), 4.33–4.24 (m, 2H), 4.08 (dt, J = 5.9 Hz, J = 3.2 Hz, 1H), 3.98 (dd, J = 11.4 Hz, J = 3.6 Hz, 1H), 3.76 (dd, J = 11.5 Hz, J = 2.8 Hz, 1H), 3.72–3.60 (m, 2H), 2.80–2.70 (m, 3H), 2.64 (dd, J = 13.7 Hz, J = 6.7 Hz, 1H), 2.56–2.43 (m, 4H), 1.69–1.62 (m, 2H), 1.58 (s, 3H), 1.37 (s, 3H), 0.92 (s, 9H), 0.90 (s, 9H), 0.13–0.04 (m, 12H).13C NMR (150 MHz, CDCl3) δ 155.6, 155.5, 153.2, 153.1, 149.7, 149.4, 142.2, 140.2, 139.6, 128.4, 128.4, 125.8, 120.5, 120.3, 114.4, 91.1, 87.2, 85.7, 84.8, 83.9, 83.3, 82.5, 69.8, 69.3, 61.8, 56.7, 54.9, 53.9, 33.5, 28.8, 27.2, 26.1, 25.8, 25.5, 18.6, 18.2, −4.4, −4.6, −5.2, −5.2.
T369 51976-52025 Sentence denotes HRMS (ESI+): m/z calcd for C46H72N11O7Si2 [M+H]+:
T370 52026-52042 Sentence denotes 946.5155, found:
T371 52043-52052 Sentence denotes 946.5149.
T372 52054-52325 Sentence denotes 4.1.16 Methyl 4-({[(4R,6R)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d] [1,3]dioxol-4-yl]methyl}(2-{[(2R,5R)-2-(6-amino-9H-purin-9-yl)-4-[(tert-butyldimethylsilyl)oxy]-5-{[(tert-butyldimethylsilyl)oxy]methyl}oxolan-3-yl]oxy}ethyl)amino)butanoate (25)
T373 52326-52457 Sentence denotes Following method D with 20 (600 mg, 0.73 mmol, 1.00 eq) and methyl-4-bromobutyrate, 25 (390 mg, 58%) was obtained as a white solid.
T374 52458-52482 Sentence denotes Rf 0.34 (MeOH/DCM 5:95).
T375 52483-53097 Sentence denotes 1H NMR (600 MHz, CDCl3) δ 8.32 (s, 1H), 8.31 (s, 1H), 8.17 (s, 1H), 7.90 (s, 1H), 6.11 (d, J = 3.6 Hz, 1H), 6.02 (m, 5H), 5.45 (dd, J = 6.5 Hz, J = 2.2 Hz, 1H), 4.91 (dd, J = 6.6 Hz, J = 3.3 Hz, 1H), 4.51 (t, J = 5.3 Hz, 1H), 4.32–4.23 (m, 2H), 4.08 (dt, J = 6.1 Hz, J = 3.2 Hz, 1H), 3.99 (dd, J = 11.5 Hz, J = 3.6 Hz, 1H), 3.76 (dd, J = 11.5 Hz, J = 2.8 Hz, 1H), 3.71–3.60 (m, 5H), 2.77 (dd, J = 13.5 Hz, J = 6.9 Hz, 1H), 2.74–2.69 (m, 2H), 2.64 (dd, J = 13.5 Hz, J = 6.8 Hz, 1H), 2.51–2.44 (m, 2H), 2.32–2.18 (m, 2H), 1.69–1.61 (m, 2H), 1.58 (s, 3H), 1.37 (s, 3H), 0.92 (s, 9H), 0.90 (s, 9H), 0.13–0.04 (m, 12H).
T376 53098-53364 Sentence denotes 13C NMR (150 MHz, CDCl3) δ 174.0, 155.7, 155.6, 153.2, 153.1, 149.7, 149.4, 140.1, 139.5, 120.5, 120.3, 114.4, 91.1, 87.2, 85.7, 84.8, 83.9, 83.3, 82.5, 69.8, 69.3, 61.9, 56.7, 54.3, 53.7, 51.6, 31.5, 27.2, 26.1, 25.8, 25.5, 22.6, 18.6, 18.2, −4.4, −4.6, −5.2, −5.2.
T377 53365-53414 Sentence denotes HRMS (ESI+): m/z calcd for C42H70N11O9Si2 [M+H]+:
T378 53415-53431 Sentence denotes 928.4897, found:
T379 53432-53441 Sentence denotes 928.4900.
T380 53443-53617 Sentence denotes 4.1.17 (2R,5R)-2-(6-amino-9H-purin-9-yl)-5-{[(2-{[(2R,5R)-2-(6-amino-9H-purin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl]oxy}ethyl)(butyl)amino]methyl}oxolane-3,4-diol (5)
T381 53618-54407 Sentence denotes Following method C with 23 (40 mg, 0.45 mol, 1.00 eq) and a 0–50% linear gradient of acetonitrile in TEAAc buffer 50 mM, pH 7 for purification, 5 (20 mg, 72%) was obtained as a white powder with 98% purity determined by HPLC analysis at 260 nm.1H NMR (500 MHz, DMSO‑d 6) δ 8.36 (s, 1H), 8.32 (s, 1H), 8.14 (s, 1H), 8.13 (s, 1H), 7.33 (br. s, 2H), 7.25 (br. s, 2H), 5.97 (d, J = 6.3 Hz, 1H), 5.85 (d, J = 5.2 Hz, 1H), 5.49–5.39 (m, 3H), 5.14 (d, J = 5.3 Hz, 1H), 4.62 (q, J = 5.4 Hz, 1H), 4.52 (dd, J = 6.5, 4.7 Hz, 1H), 4.29 (dd, J = 4.8, 2.8 Hz, 1H), 4.06 (q, J = 4.9 Hz, 1H), 4.00–3.92 (m, 2H), 3.68–3.46 (m, 4H), 2.79 (dd, J = 14.0, 4.6 Hz, 1H), 2.70–2.51 (m, 3H), 2.41–2.30 (m, 2H), 1.22 (q, J = 7.4, 2H), 1.07 (tdd, J = 13.4 Hz, J = 10.5 Hz, J = 6.3 Hz, 2H), 0.73 (t, J = 7.3 Hz, 2H).
T382 54408-54603 Sentence denotes 13C NMR (125 MHz, DMSO‑d 6) δ 156.2, 156.0, 152.6, 152.4, 149.3, 148.9, 139.8, 139.8, 119.3, 119.1, 87.5, 86.3, 86.2, 82.4, 81.2, 72.5, 71.9, 69.2, 67.9, 61.5, 56.1, 54.0, 53.7, 28.3, 19.8, 13.7.
T383 54604-54650 Sentence denotes HRMS (ESI+): m/z calcd for C26H38N11O7 [M+H]+:
T384 54651-54676 Sentence denotes 616.2956, Found 616.2955.
T385 54678-54861 Sentence denotes 4.1.18 (2R,5R)-2-(6-amino-9H-purin-9-yl)-5-{[(2-{[(2R,5R)-2-(6-amino-9H-purin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl]oxy}ethyl)(3-phenylpropyl)amino]methyl}oxolane-3,4-diol (6)
T386 54862-55106 Sentence denotes Following method C with 24 (40 mg, 0.42 μmol, 1.00 eq) and a 0–50% linear gradient of acetonitrile in TEAAc buffer 50 mM, pH 7 for purification, 6 (8 mg, 28%) was obtained as a white powder with 99% purity determined by HPLC analysis at 260 nm.
T387 55107-55652 Sentence denotes 1H NMR (500 MHz, DMSO‑d 6) δ 8.36 (s, 1H), 8.32 (s, 1H), 8.14 (s, 1H), 8.13 (s, 1H), 7.33 (br. s, 2H), 7.25 (br. s, 2H), 5.97 (d, J = 6.3 Hz, 1H), 5.85 (d, J = 5.2 Hz, 1H), 5.49–5.39 (m, 3H), 5.14 (d, J = 5.3 Hz, 1H), 4.62 (q, J = 5.4 Hz, 1H), 4.52 (dd, J = 6.5, 4.7 Hz, 1H), 4.29 (dd, J = 4.8, 2.8 Hz, 1H), 4.06 (q, J = 4.9 Hz, 1H), 4.00–3.92 (m, 2H), 3.68–3.46 (m, 4H), 2.79 (dd, J = 14.0, 4.6 Hz, 1H), 2.70–2.51 (m, 3H), 2.41–2.30 (m, 2H), 1.22 (q, J = 7.4, 2H), 1.07 (tdd, J = 13.4 Hz, J = 10.5 Hz, J = 6.3 Hz, 2H), 0.73 (t, J = 7.3 Hz, 2H).
T388 55653-55848 Sentence denotes 13C NMR (125 MHz, DMSO‑d 6) δ 156.1, 156.0, 152.5, 152.4, 149.3, 149.0, 139.8, 139.8, 119.3, 119.2, 87.6, 86.3, 86.2, 82.4, 81.2, 72.5, 71.9, 69.2, 68.0, 62.0, 56.2, 54.0, 53.7, 28.3, 19.8, 13.8.
T389 55849-55895 Sentence denotes HRMS (ESI+): m/z calcd for C26H38N11O7 [M+H]+:
T390 55896-55921 Sentence denotes 616.2956, Found 616.2955.
T391 55923-56116 Sentence denotes 4.1.19 Methyl 4-({[(2R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}(2-{[(2R,5R)-2-(6-amino-9H-purin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl]oxy}ethyl)amino)butanoate (7)
T392 56117-56363 Sentence denotes Following method C with 25 (116 mg, 0.13 mmol, 1.00 eq) and a 0–50% linear gradient of acetonitrile in TEAAc buffer 50 mM, pH 7 for purification, 7 (51 mg, 60%) was obtained as a white powder with 97% purity determined by HPLC analysis at 260 nm.
T393 56364-56909 Sentence denotes 1H NMR (500 MHz, DMSO‑d 6) δ 8.37 (s, 1H), 8.33 (s, 1H), 8.14 (s, 1H), 8.13 (s, 1H), 7.38 (br. s, 2H), 7.29 (br. s, 2H), 5.97 (d, J = 6.3 Hz, 1H), 5.84 (d, J = 5.3 Hz, 1H), 5.52–5.32 (m, 3H), 5.19 (d, J = 5.3 Hz, 1H), 4.62 (q, J = 5.4 Hz, 1H), 4.49 (dd, J = 6.3, 4.7 Hz, 1H), 4.30 (dd, J = 4.8, 2.8 Hz, 1H), 4.04 (q, J = 4.9 Hz, 1H), 3.99–3.96 (m, 1H), 3.95–3.87 (m, 1H), 3.66 (dt, J = 12.1, 4.1 Hz, 1H), 3.62–3.45 (m, 6H), 2.79 (dd, J = 14.1, 4.6 Hz, 1H), 2.71–2.52 (m, 3H), 2.45–2.28 (m, 2H), 2.14 (td, J = 7.4, 5.9 Hz, 2H), 1.58–1.46 (m, 2H).
T394 56910-57112 Sentence denotes 13C NMR (125 MHz, DMSO‑d 6) δ 173.3, 156.2, 156.1, 152.6, 152.5, 149.4, 148.9, 139.9, 139.8, 119.4, 119.2, 87.6, 86.4, 86.3, 82.4, 81.3, 72.6, 71.9, 69.2, 68.0, 61.6, 56.3, 53.5, 53.4, 51.2, 30.9, 21.8.
T395 57113-57159 Sentence denotes HRMS (ESI+): m/z calcd for C27H38N11O9 [M+H]+:
T396 57160-57185 Sentence denotes 660.2854, Found 660.2855.
T397 57187-57376 Sentence denotes 4.1.20 4-({[(2R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}(2-[(2R,5R)-2-(6-amino-9H-purin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl]oxy}ethyl)amino)butanoic acid (8)
T398 57377-57469 Sentence denotes Compound 25 (140 mg, 0.15 mmol, 1.00 eq) was treated with TFA (1.37 mL) and water (0.34 mL).
T399 57470-57531 Sentence denotes After stirring for 5.5 h, solvents were removed under vacuum.
T400 57532-57625 Sentence denotes The residue was dissolved in water (0.5 mL) and 2 M LiOH aqueous solution (3.5 mL) was added.
T401 57626-57728 Sentence denotes After stirring at 0 °C for 30 min, pH was adjusted to ≈3 or 4 by addition of 1 M HCl aqueous solution.
T402 57729-57952 Sentence denotes Solvents were removed under vacuum and the residue was purified by flash column chromatography on a reversed-phase silica gel column C18 (4 g, 40 μm) with a 0–20% linear gradient of acetonitrile in TEAAc buffer 50 mM, pH 7.
T403 57953-58160 Sentence denotes The fractions containing the pure compound were pooled, concentrated and lyophilized with water and 1,4-dioxane to give 8 (35 mg, 36%) as a white powder with 99% purity determined by HPLC analysis at 260 nm.
T404 58161-58571 Sentence denotes 1H NMR (600 MHz, D2O) δ 8.24 (s, 1H), 8.13 (s, 1H), 8.05 (s, 1H), 8.01 (s, 1H), 5.98 (d, J = 4.3 Hz, 1H), 5.94 (d, J = 4.6 Hz, 1H), 4.68–4.59 (m, 1H), 4.51–4.44 (m, 2H), 4.44–4.38 (m, 1H), 4.38–4.30 (m, 1H), 4.23–4.15 (m, 1H), 4.09–3.95 (m, 2H), 3.91 (dd, J = 12.9, J = 2.7 Hz, 1H), 3.80 (dd, J = 12.9, J = 3.8 Hz, 1H), 3.69–3.33 (m, 4H), 3.20 (m, 2H), 2.29 (td, J = 7.0 Hz, J = 2.7 Hz, 2H), 2.02–1.85 (m, 2H).
T405 58572-58761 Sentence denotes 13C NMR (150 MHz, D2O) δ 174.5, 154.9 (2C), 152.5, 152.3, 147.7, 147.5, 139.3, 138.5, 118.6, 118.3, 89.0, 86.9, 84.8, 81.8, 80.1, 73.9, 71.1, 69.0, 67.8, 60.3, 56.2, 55.3, 53.8, 52.5, 26.1.
T406 58762-58808 Sentence denotes HRMS (ESI+): m/z calcd for C26H37N12O9 [M+H]+:
T407 58809-58825 Sentence denotes 661.2806, found:
T408 58826-58835 Sentence denotes 661.2811.
T409 58837-59039 Sentence denotes 4.1.21 N-{[(2R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}-N-(2-{[(2R,5R)-2-(6-amino-9H-purin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl]oxy}ethyl)-4-nitrobenzene-1-sulfonamide (9)
T410 59040-59282 Sentence denotes Using method C with 19 (100 mg, 97.4 μmol, 1.00 eq) and a 0–40% linear gradient of acetonitrile in TEAAc buffer 50 mM, pH 7 for purification, 9 (25 mg, 34%) was obtained as a white powder with 99% purity determined by HPLC analysis at 260 nm.
T411 59283-59731 Sentence denotes 1H NMR (600 MHz, DMSO‑d 6) δ 8.32 (s, 1H), 8.29 (s, 1H), 8.22–8.18 (m, 2H), 8.14 (s, 1H), 8.13 (s, 1H), 7.96–7.91 (m, 2H), 7.32 (br. s, 2H), 7.26 (br. s, 2H), 5.89 (d, J = 5.4 Hz, 1H), 5.79 (d, J = 5.6 Hz, 1H), 5.73–5.20 (m, 4H), 4.70 (t, J = 5.4 Hz, 1H), 4.34 (t, J = 5.1 Hz, 1H), 4.30–4.26 (m, 1H), 4.15 (t, J = 4.6 Hz, 1H), 4.09 (dt, J = 8.5 Hz, J = 4.3 Hz, 1H), 3.89 (q, J = 3.6 Hz, 1H), 3.75–3.70 (m, 2H), 3.66–3.63 (m, 1H), 3.60–3.29 (m, 5H).
T412 59732-59931 Sentence denotes 13C NMR (150 MHz, DMSO‑d 6) δ 156.2, 156.2, 152.8, 152.7, 149.6, 149.3, 149.0, 145.0, 140.2, 139.6, 128.5, 124.3, 119.3, 119.3, 87.9, 86.3, 86.0, 82.9, 81.6, 72.5, 71.4, 70.0, 68.2, 61.2, 50.4, 47.5.
T413 59932-59980 Sentence denotes HRMS (ESI+): m/z calcd for C28H33N12O11S [M+H]+:
T414 59981-60006 Sentence denotes 745.2112, Found 745.2104.
T415 60008-60161 Sentence denotes 4.1.22 N-{[(4R,6R)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d] [1,3]dioxol-4-yl]methyl}-4-methoxy-2-nitrobenzene-1-sulfonamide (26)
T416 60162-60348 Sentence denotes Following method A with 5′-amino-2′,3′-isopropylidene adenosine (280 mg, 0.92 mmol, 1.00 eq) and 4-methoxy-2-nitrobenzenesufonyl chloride, 26 (191 mg, 40%) was obtained as a beige solid.
T417 60349-60373 Sentence denotes Rf 0.59 (8:92 MeOH/DCM).
T418 60374-60769 Sentence denotes 1H NMR (600 MHz, DMSO‑d 6) δ 8.43 (t, J = 5.8 Hz, 1H), 8.28 (s, 1H), 8.12 (s, 1H), 7.74 (d, J = 8.9 Hz, 1H), 7.51 (d, J = 2.6 Hz, 1H), 7.40 (br. s, 2H), 7.20 (dd, J = 8.9 Hz, J = 2.6 Hz, 1H), 6.11 (d, J = 3.0 Hz, 1H), 5.36 (dd, J = 6.3 Hz, J = 3.0 Hz, 1H), 4.93 (dd, J = 6.4 Hz, J = 2.9 Hz, 1H), 4.23 (td, J = 5.8 Hz, J = 2.9 Hz, 1H), 3.87 (s, 3H), 3.27–3.14 (m, 2H), 1.52 (s, 3H), 1.28 (s, 3H).
T419 60770-60931 Sentence denotes 13C NMR (150 MHz, DMSO‑d 6) δ 162.5, 156.2, 153.0, 149.0, 148.3, 140.2, 131.3, 123.8, 119.3, 117.2, 113.5, 109.8, 89.5, 84.1, 82.8, 81.5, 56.6, 44.5, 27.0, 25.1.
T420 60932-60978 Sentence denotes HRMS (ESI+): m/z calcd for C20H24N7O8S [M+H]+:
T421 60979-61004 Sentence denotes 522.1407, Found 522.1407.
T422 61006-61159 Sentence denotes 4.1.23 N-{[(4R,6R)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d] [1,3]dioxol-4-yl]methyl}-2-methoxy-4-nitrobenzene-1-sulfonamide (27)
T423 61160-61346 Sentence denotes Following method A with 5′-amino-2′,3′-isopropylidene adenosine (280 mg, 0.92 mmol, 1.00 eq) and 2-methoxy-4-nitrobenzenesufonyl chloride, 27 (200 mg, 42%) was obtained as a beige solid.
T424 61347-61371 Sentence denotes Rf 0.59 (8:92 MeOH/DCM).
T425 61372-61734 Sentence denotes 1H NMR (600 MHz, DMSO‑d 6) δ 8.30 (t, J = 5.4 Hz, 1H), 8.23 (s, 1H), 8.12 (s, 1H), 7.88–7.82 (m, 2H), 7.77 (dd, J = 8.5 Hz, J = 2.2 Hz, 1H), 7.37 (br. s, 2H), 6.06 (d, J = 2.9 Hz, 1H), 5.31 (dd, J = 6.3 Hz, J = 3.0 Hz, 1H), 4.90 (dd, J = 6.4 Hz, J = 2.9 Hz, 1H), 4.16 (td, J = 5.7 Hz, J = 2.9 Hz, 1H), 3.88 (s, 3H), 3.24–3.12 (m, 2H), 1.49 (s, 3H), 1.27 (s, 3H).
T426 61735-61896 Sentence denotes 13C NMR (150 MHz, DMSO‑d 6) δ 156.7, 156.2, 152.6, 150.8, 148.3, 140.1, 133.5, 130.3, 119.3, 114.8, 113.4, 107.7, 89.5, 84.2, 82.9, 81.5, 56.8, 44.7, 26.9, 25.1.
T427 61897-61943 Sentence denotes HRMS (ESI+): m/z calcd for C20H24N7O8S [M+H]+:
T428 61944-61969 Sentence denotes 522.1407, Found 522.1407.
T429 61971-62134 Sentence denotes 4.1.24 N-{[(4R,6R)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d] [1,3]dioxol-4-yl]methyl}-2-nitro-4-(trifluoromethyl)benzene-1-sulfonamide (28)
T430 62135-62291 Sentence denotes To a solution of 5′-amino-2′,3′-isopropylidene adenosine (280 mg, 0.92 mmol, 1.00 eq) in anhydrous DMF (4.6 mL) was added Et3N (250 μL, 1.83 mmol, 2.00 eq).
T431 62292-62465 Sentence denotes 2-nitro-4-trifluoromethylbenzenesufonyl chloride (396 mg, 1.37 mmol, 1.50 eq) was added at 0 °C and the reaction mixture was stirred for 4 h at room temperature under argon.
T432 62466-62536 Sentence denotes The reaction mixture was diluted with AcOEt (30 mL) and water (30 mL).
T433 62537-62706 Sentence denotes The aqueous layer was extracted with AcOEt (3 × 30 mL) and the combined organic extracts were washed with brine (30 mL), dried over Na2SO4 and concentrated under vacuum.
T434 62707-62855 Sentence denotes The residue was purified by flash column chromatography (silica gel, linear gradient 0–5% MeOH in DCM) to give 28 (230 mg, 45%) as a dark red solid.
T435 62856-62883 Sentence denotes Rf 0.34 (8:92 MeOH/CH2Cl2).
T436 62884-63261 Sentence denotes 1H NMR (500 MHz, DMSO‑d 6) δ 8.93 (t, J = 5.1 Hz, 1H), 8.50 (d, J = 1.8 Hz, 1H), 8.28 (s, 1H), 8.14 (s, 1H), 8.10 (dd, J = 1.6 Hz, J = 8.6 Hz, 1H), 8.04 (d, J = 8.3 Hz), 7.45 (br. s, 2H), 6.11 (d, J = 2.9 Hz, 1H), 5.34 (dd, J = 6.3 Hz, J = 2.9 Hz, 1H), 4.92 (dd, J = 6.3 Hz, J = 3.1 Hz, 1H), 4.20 (td, J = 5.9 Hz, J = 3.1 Hz, 1H), 3.37–3.25 (m, 2H), 1.50 (s, 3H), 1.27 (s, 3H).
T437 63262-63480 Sentence denotes 13C NMR (125 MHz, DMSO‑d 6) δ 156.1, 152.4, 148.4, 147.6, 140.2, 136.4, 133.8, 133.5, 133.2, 133.0, 130.8, 129.4, 125.5, 123.4, 121.2, 119.0, 122.0, 122.0, 119.3, 113.5, 107.7, 89.4, 84.3, 83.0, 81.5, 44.7, 26.9, 25.0.
T438 63481-63529 Sentence denotes HRMS (ESI+): m/z calcd for C20H21N7O7SF3 [M+H]+:
T439 63530-63555 Sentence denotes 560.1175, Found 560.1180.
T440 63557-63709 Sentence denotes 4.1.25 N-{[(4R,6R)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d] [1,3]dioxol-4-yl]methyl}-4-chloro-3-nitrobenzene-1-sulfonamide (29)
T441 63710-63895 Sentence denotes Following method A with 5′-amino-2′,3′-isopropylidene adenosine (280 mg, 0.92 mmol, 1.00 eq) and 4-chloro-3-nitrobenzenesufonyl chloride, 29 (346 mg, 72%) was obtained as a brown solid.
T442 63896-63923 Sentence denotes Rf 0.42 (8:92 MeOH/CH2Cl2).
T443 63924-64292 Sentence denotes 1H NMR (400 MHz, DMSO‑d 6) δ 8.56 (s, 1H), 8.39 (d, J = 2.1 Hz, 1H), 8.27 (s, 1H), 8.14 (s, 1H), 7.96 (dd, J = 8.5 Hz, J = 2.1 Hz, 1H), 7.90 (d, J = 8.5 Hz, 1H), 7.37 (br. s, 2H), 6.12 (d, J = 2.8 Hz, 1H), 5.34 (dd, J = 6.3 Hz, J = 2.9 Hz, 1H), 4.89 (dd, J = 6.3 Hz, J = 3.1 Hz, 1H) 4.17 (td, J = 5.9 Hz, J = 3.0 Hz, 1H), 3.33–3.18 (m, 2H), 1.51 (s, 3H), 1.29 (s, 3H).
T444 64293-64455 Sentence denotes 13C NMR (100 MHz, DMSO‑d 6) δ 156.7, 153.0, 148.9, 147.8, 141.1, 140.6, 133.4, 131.6, 129.8, 124.4, 119.7, 114.0, 107.7, 89.8, 84.7, 83.4, 82.0, 44.9, 27.4, 25.6.
T445 64456-64504 Sentence denotes HRMS (ESI+): m/z calcd for C19H21N7O7SCl [M+H]+:
T446 64505-64530 Sentence denotes 526.0912, Found 526.0914.
T447 64532-64822 Sentence denotes 4.1.26 N-{[(4R,6R)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d] [1,3]dioxol-4-yl]methyl}-N-(2-{[(2R,5R)-2-(6-amino-9H-purin-9-yl)-4-[(tert-butyldimethylsilyl)oxy]-5-{[(tert-butyldimethylsilyl)oxy]methyl}oxolan-3-yl]oxy}ethyl)-4-methoxy-2-nitrobenzene-1-sulfonamide (30)
T448 64823-64932 Sentence denotes Following method B with 26 (161 mg, 0.31 mmol, 1.00 eq), 30 (166 mg, 52%) was obtained as a pale white solid.
T449 64933-64958 Sentence denotes Rf 0.67 (10:90 MeOH/DCM).
T450 64959-65540 Sentence denotes 1H NMR (500 MHz, CDCl3)) δ 8.286 (s, 1H), 8.292 (s, 1H), 8.14 (s, 1H), 7.82 (s, 1H), 7.66 (d, J = 8.9 Hz, 1H), 6.92 (d, J = 2.6 Hz, 1H), 6.74 (dd, J = 9.0 Hz, J = 2.6 Hz, 1H), 6.01 (d, J = 3.2 Hz, 1H), 5.97–5.88 (m, 5H), 5.31 (dd, J = 6.5 Hz, J = 2.1 Hz, 1H), 4.99 (dd, J = 6.4 Hz, J = 3.7 Hz, 1H), 4.52 (dd, J = 6.1 Hz, J = 4.6 Hz, 1H), 4.43 (dt, J = 8.4 Hz, J = 4.2 Hz, 1H), 4.22 (dd, J = 4.7 Hz, J = 3.2 Hz, 1H), 4.06 (dt, J = 6.1 Hz, J = 3.1 Hz, 1H), 3.97 (dd, J = 11.5 Hz, J = 3.5 Hz, 1H), 3.86–3.49 (m, 10H), 1.55 (s, 3H), 1.33 (s, 3H), 0.90 (br. s, 18H), 0.11–0.05 (m, 12H).
T451 65541-65817 Sentence denotes 13C NMR (125 MHz, CDCl3) δ 162.8, 155.7, 155.5, 153.2, 152.9, 149.6, 149.1, 149.0, 140.2, 139.7, 133.0, 125.0, 120.4, 120.3, 116.2, 114.7, 109.9, 90.6, 87.4, 84.5, 84.5 (2C), 84.3, 82.6, 82.5, 69.9, 69.6, 61.6, 50.2, 47.2, 27.3, 26.2, 25.9, 25.4, 18.6, 18.2, −4.4, −4.7, −5.3.
T452 65818-65869 Sentence denotes HRMS (ESI+): m/z calcd for C47H67N12O12SSi2 [M+H]+:
T453 65870-65887 Sentence denotes 1043.4261, found:
T454 65888-65898 Sentence denotes 1043.4265.
T455 65900-66190 Sentence denotes 4.1.27 N-{[(4R,6R)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d] [1,3]dioxol-4-yl]methyl}-N-(2-{[(2R,5R)-2-(6-amino-9H-purin-9-yl)-4-[(tert-butyldimethylsilyl)oxy]-5-{[(tert-butyldimethylsilyl)oxy]methyl}oxolan-3-yl]oxy}ethyl)-2-methoxy-4-nitrobenzene-1-sulfonamide (31)
T456 66191-66300 Sentence denotes Following method B with 27 (185 mg, 0.36 mmol, 1.00 eq), 31 (160 mg, 43%) was obtained as a pale white solid.
T457 66301-66326 Sentence denotes Rf 0.67 (10:90 MeOH/DCM).
T458 66327-66824 Sentence denotes 1H NMR (500 MHz, CDCl3) δ 8.30 (s, 1H), 8.29 (s, 1H), 8.16 (br. s, 1H), 7.82 (s, 1H), 7.67 (m, 2H), 7.57–7.43 (m, 2H), 6.16–5.90 (m, 5H), 5.88 (s, 1H), 5.27 (br. s, 1H), 4.94 (dd, J = 6.7 Hz, J = 3.7 Hz, 1H), 4.52 (t, J = 5.4 Hz, 1H), 4.42 (dt, J = 8.7 Hz, J = 4.2 Hz, 1H), 4.20 (dd, J = 4.7 Hz, J = 3.1 Hz, 1H), 4.07 (dt, J = 6.1 Hz, J = 3.0 Hz, 1H), 3.99 (dd, J = 11.5 Hz, J = 3.4 Hz, 1H), 3.92–3.44 (m, 10H), 1.54 (s, 3H), 1.32 (s, 3H), 0.921 (br. s, 9H), 0.918 (br. s, 9H), 0.15–0.05 (m, 12H).
T459 66825-67100 Sentence denotes 13C NMR (125 MHz, CDCl3) δ 157.1, 155.8, 155.5, 153.2, 152.9, 150.9, 149.5, 148.9, 139.7, 139.6, 134.2, 131.5, 120.4, 120.2, 114.7 (2C), 106.7, 90.5, 87.5, 84.5, 84.4, 84.4, 82.8, 82.6, 70.7, 69.6, 61.5, 56.8, 50.2, 47.1, 27.2, 26.2, 25.9, 25.4, 18.6, 18.2, −4.3, −4.8, −5.2.
T460 67101-67152 Sentence denotes HRMS (ESI+): m/z calcd for C47H67N12O12SSi2 [M+H]+:
T461 67153-67170 Sentence denotes 1043.4261, found:
T462 67171-67181 Sentence denotes 1043.4255.
T463 67183-67483 Sentence denotes 4.1.28 N-{[(4R,6R)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d] [1,3]dioxol-4-yl]methyl}-N-(2-{[(2R,5R)-2-(6-amino-9H-purin-9-yl)-4-[(tert-butyldimethylsilyl)oxy]-5-{[(tert-butyldimethylsilyl)oxy]methyl}oxolan-3-yl]oxy}ethyl)-2-nitro-4-(trifluoromethyl)benzene-1-sulfonamide (32)
T464 67484-67591 Sentence denotes Following method B with 28 (77 mg, 0.14 mmol, 1.00 eq), 32 (68 mg, 46%) was obtained as a pale white solid.
T465 67592-67617 Sentence denotes Rf 0.47 (10:90 MeOH/DCM).
T466 67618-68228 Sentence denotes 1H NMR (500 MHz, CDCl3) δ 8.33 (s, 1H), 8.30 (s, 1H), 8.15 (s, 1H), 7.85 (d, J = 8.2 Hz, 1H), 7.77 (d, J = 1.7 Hz, 1H), 7.76 (s, 1H), 7.54 (dd, J = 8.4 Hz, J = 1.8 Hz, 1H), 5.97 (d, J = 2.8 Hz, 1H), 5.93 (d, J = 1.9 Hz, 1H), 5.74 (br. s, 4H), 5.33 (dd, J = 6.4 Hz, J = 2.0 Hz, 1H), 5.01 (dd, J = 6.4 Hz, J = 3.8 Hz, 1H), 4.50 (dd, J = 6.4 Hz, J = 4.6 Hz, 1H), 4.43 (dt, J = 8.3 Hz, J = 4.0 Hz, 1H), 4.18 (dd, J = 4.7 Hz, J = 2.8 Hz, 1H), 4.01–3.96 (m, 2H), 3.94–3.78 (m, 4H), 3.77–3.66 (m, 2H), 3.56 (dt, J = 15.5 Hz, J = 5.1 Hz, 1H), 1.55 (s, 3H), 1.34 (s, 3H), 0.91 (s, 9H), 0.89 (s, 9H), 0.13–0.02 (m, 12H).
T467 68229-68584 Sentence denotes 13C NMR (125 MHz, CDCl3) δ 155.6, 155.4, 153.3, 153.0, 149.5, 149.1, 147.9, 140.2, 139.5, 137.4, 135.6, 135.3, 135.0, 134.7, 132.0, 128.3, 128.3, 125.3, 123.2, 121.0, 118.8, 121.7, 121.6, 133.0, 120.4, 120.3, 116.2, 114.8, 109.9, 90.6, 87.5, 84.7, 84.3, 84.1, 82.9, 82.6, 69.6, 69.4, 61.3, 50.2, 47.4, 27.2, 26.2, 25.9, 25.4, 18.6, 18.2, −4.4, −4.8, −5.3.
T468 68585-68638 Sentence denotes HRMS (ESI+): m/z calcd for C44H64N12O11SF3Si2 [M+H]+:
T469 68639-68656 Sentence denotes 1081.4029, found:
T470 68657-68667 Sentence denotes 1081.4034.
T471 68669-68958 Sentence denotes 4.1.29 N-{[(4R,6R)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d] [1,3]dioxol-4-yl]methyl}-N-(2-{[(2R,5R)-2-(6-amino-9H-purin-9-yl)-4-[(tert-butyldimethylsilyl)oxy]-5-{[(tert-butyldimethylsilyl)oxy]methyl}oxolan-3-yl]oxy}ethyl)-4-chloro-3-nitrobenzene-1-sulfonamide (33)
T472 68959-69068 Sentence denotes Following method B with 29 (230 mg, 0.44 mmol, 1.00 eq), 33 (160 mg, 43%) was obtained as a pale white solid.
T473 69069-69094 Sentence denotes Rf 0.52 (10:90 MeOH/DCM).
T474 69095-69631 Sentence denotes 1H NMR (600 MHz, CDCl3) δ 8.29 (s, 1H), 8.28 (s, 1H), 8.116 (2s, 2H), 7.79 (s, 1H), 7.65 (dd, J = 8.4 Hz, J = 2.1 Hz, 1H), 7.39 (d, J = 8.4 Hz, 1H), 6.02–5.93 (m, 6H), 5.36 (dd, J = 6.4 Hz, J = 1.8 Hz, 1H), 5.05 (dd, J = 6.4 Hz, J = 3.8 Hz, 1H), 4.51 (dd, J = 6.1 Hz, J = 4.7 Hz, 1H), 4.44 (dt, J = 8.5 Hz, J = 4.3 Hz, 1H), 4.19 (dd, J = 4.7 Hz, J = 3.0 Hz, 1H), 4.05–3.97 (m, 2H), 3.82 (t, J = 5.5 Hz, 2H), 3.79–3.65 (m, 3H), 3.46 (q, J = 5.3 Hz, 2H), 1.56 (s, 3H), 1.35 (s, 3H), 0.92 (br. s, 9H), 0.90 (br. s, 9H), 0.12–0.05 (m, 12H).
T475 69632-69902 Sentence denotes 13C NMR (150 MHz, CDCl3) δ 155.8, 155.6, 153.2, 153.1, 149.5, 149.0, 147.6, 140.3, 140.2, 139.4, 132.4, 131.3, 131.2, 124.6, 120.5, 120.2, 114.7, 90.7, 87.4, 85.0, 84.3 (2C), 82.9, 82.6, 69.7, 69.5, 61.4, 50.5, 47.7, 27.2, 26.2, 25.9, 25.4, 18.6, 18.2, −4.4, −4.7, −5.2.
T476 69903-69956 Sentence denotes HRMS (ESI+): m/z calcd for C43H64N12O11SSi2Cl [M+H]+:
T477 69957-69974 Sentence denotes 1047.3765, found:
T478 69975-69985 Sentence denotes 1047.3766.
T479 69987-70227 Sentence denotes 4.1.30 N-(((2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl)-N-(2-(((2R,3R,4R,5R)-2-(6-amino-9H-purin-9-yl)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-3-yl)oxy)ethyl)-4-methoxy-2-nitrobenzenesulfonamide (10)
T480 70228-70471 Sentence denotes Using method C with 30 (167 mg, 0.16 mmol, 1.00 eq) and a 0–40% linear gradient of acetonitrile in TEAAc buffer 50 mM, pH 7 for purification, 10 (25 mg, 20%) was obtained as a white powder with 97% purity determined by HPLC analysis at 260 nm.
T481 70472-70982 Sentence denotes 1H NMR (500 MHz, DMSO‑d 6) δ 8.32 (s, 1H), 8.28 (s, 1H), 8.13 (s, 2H), 7.77 (d, J = 9.0 Hz, 1H), 7.44 (dd, J = 8.5 Hz, J = 2.6 Hz, 1H), 7.34 (br. s, 2H), 7.29 (br. s, 2H), 6.99 (dd, J = 9.0 Hz, J = 2.6 Hz, 1H), 5.95 (d, J = 5.2 Hz, 1H), 5.83 (d, J = 5.5 Hz, 1H), 5.65 (br. s, 1H), 5.49 (br. s, 1H), 5.38 (t, J = 5.7 Hz, 1H), 5.27 (br. s, 1H), 4.66 (t, J = 5.2 Hz, 1H), 4.37 (t, J = 5.1 Hz, 1H), 4.33–4.26 (m, 1H), 4.17–4.08 (m, 2H), 3.93 (q, J = 3.6 Hz, 1H), 3.84 (s, 3H), 3.80–3.62 (m, 3H), 3.60–3.37 (m, 5H).
T482 70983-71200 Sentence denotes 13C NMR (125 MHz, DMSO‑d 6) δ 162.6, 156.1, 156.2, 152.6, 152.6, 149.3, 149.0, 148.9, 139.9, 139.8, 131.5, 123.3, 119.2 (2C), 116.7, 109.7, 87.8, 86.3, 85.8, 81.8, 81.5, 72.5, 71.5, 68.1, 66.4, 61.1, 56.6, 50.3, 47.1.
T483 71201-71249 Sentence denotes HRMS (ESI+): m/z calcd for C29H35N12O12S [M+H]+:
T484 71250-71275 Sentence denotes 775.2218, Found 775.2225.
T485 71277-71490 Sentence denotes 4.1.31 N-{[(2R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}-N-(2-{[(2R,5R)-2-(6-amino-9H-purin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl]oxy}ethyl)-2-methoxy-4-nitrobenzene-1-sulfonamide (11)
T486 71491-71734 Sentence denotes Using method C with 31 (160 mg, 0.15 mmol, 1.00 eq) and a 0–40% linear gradient of acetonitrile in TEAAc buffer 50 mM, pH 7 for purification, 11 (15 mg, 13%) was obtained as a white powder with 98% purity determined by HPLC analysis at 260 nm.
T487 71735-72245 Sentence denotes 1H NMR (500 MHz, DMSO‑d 6) δ 8.32 (s, 1H), 8.28 (s, 1H), 8.13 (s, 2H), 7.77 (d, J = 9.0 Hz, 1H), 7.44 (dd, J = 8.5 Hz, J = 2.6 Hz, 1H), 7.34 (br. s, 2H), 7.29 (br. s, 2H), 6.99 (dd, J = 9.0 Hz, J = 2.6 Hz, 1H), 5.95 (d, J = 5.2 Hz, 1H), 5.83 (d, J = 5.5 Hz, 1H), 5.65 (br. s, 1H), 5.49 (br. s, 1H), 5.38 (t, J = 5.7 Hz, 1H), 5.27 (br. s, 1H), 4.66 (t, J = 5.2 Hz, 1H), 4.37 (t, J = 5.1 Hz, 1H), 4.33–4.27 (m, 1H), 4.17–4.08 (m, 2H), 3.93 (q, J = 3.6 Hz, 1H), 3.84 (s, 3H), 3.80–3.62 (m, 3H), 3.60–3.37 (m, 5H).
T488 72246-72465 Sentence denotes 13C NMR (125 MHz, DMSO‑d 6) δ 156.9, 156.1, 155.9, 152.5, 152.4, 150.6, 149.0, 148.8, 134.0, 139.5, 133.7, 131.0, 119.2, 119.2, 114.4, 107.4, 87.8, 86.2, 85.9, 81.5, 81.4, 72.5, 71.3, 68.9, 66.7, 61.1, 56.8, 50.2, 47.1.
T489 72466-72514 Sentence denotes HRMS (ESI+): m/z calcd for C29H35N12O12S [M+H]+:
T490 72515-72540 Sentence denotes 775.2218, Found 775.2220.
T491 72542-72765 Sentence denotes 4.1.32 N-{[(2R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}-N-(2-{[(2R,5R)-2-(6-amino-9H-purin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl]oxy}ethyl)-2-nitro-4-(trifluoromethyl)benzene-1-sulfonamide (12)
T492 72766-73006 Sentence denotes Using method C with (120 mg, 0.11 mmol, 1.00 eq) and a 0–40% linear gradient of acetonitrile in TEAAc buffer 50 mM, pH 7 for purification, 12 (18 mg, 20%) was obtained as a white powder with 99% purity determined by HPLC analysis at 260 nm.
T493 73007-73548 Sentence denotes 1H NMR (500 MHz, DMSO‑d 6) δ 8.47 (d, J = 1.7 Hz, 1H), 8.32 (s, 1H), 8.28 (s, 1H), 8.15 (d, J = 8.3 Hz, 1H), 8.12 (s, 1H), 8.11 (s, 1H), 7.88 (dd, J = 8.6 Hz, J = 1.8 Hz, 1H), 7.36 (br. s, 2H), 7.31 (br. s, 2H), 5.90 (d, J = 5.2 Hz, 1H), 5.82 (d, J = 5.4 Hz, 1H), 5.61 (d, J = 6.0 Hz, 1H), 5.43 (d, J = 5.1 Hz, 1H), 5.38 (dd, J = 6.6 Hz, J = 4.8 Hz, 1H), 5.30 (d, J = 5.3 Hz, 1H), 4.65 (q, J = 5.4 Hz, 1H), 4.37 (t, J = 5.1 Hz, 1H), 4.31 (q, J = 4.7 Hz, 1H), 4.19–4.10 (m, 2H), 3.91 (q, J = 3.6 Hz, 1H), 3.87–3.63 (m, 4H), 3.61–3.45 (m, 4H).
T494 73549-73823 Sentence denotes 13C NMR (125 MHz, DMSO‑d 6) δ 156.2, 156.1, 152.7, 152.6, 149.2, 148.9, 147.7, 139.9, 139.4, 135.9, 133.9, 133.6, 133.3, 133.1, 131.1, 128.9, 128.9, 152.5, 123.3, 121.1, 119.0, 122.0, 121.9, 119.2 (2C), 87.8, 86.3, 85.9, 81.6, 81.5, 72.5, 71.4, 68.8, 67.7, 61.0, 50.0, 47.3.
T495 73824-73861 Sentence denotes 19F NMR (378 MHz, DMSO‑d 6): δ −62.8.
T496 73862-73912 Sentence denotes HRMS (ESI+): m/z calcd for C29H32N12O11SF3 [M+H]+:
T497 73913-73938 Sentence denotes 813.1986, Found 813.1988.
T498 73940-74152 Sentence denotes 4.1.33 N-{[(2R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}-N-(2-{[(2R,5R)-2-(6-amino-9H-purin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl]oxy}ethyl)-4-chloro-3-nitrobenzene-1-sulfonamide (13)
T499 74153-74396 Sentence denotes Using method C with 33 (121 mg, 0.12 mmol, 1.00 eq) and a 0–40% linear gradient of acetonitrile in TEAAc buffer 50 mM, pH 7 for purification, 13 (14 mg, 16%) was obtained as a white powder with 98% purity determined by HPLC analysis at 260 nm.
T500 74397-74933 Sentence denotes 1H NMR (500 MHz, DMSO‑d 6) δ 8.42 (d, J = 2.2 Hz, 1H), 8.34 (s, 1H), 8.32 (s, 1H), 8.144 (s, 1H), 8.140 (s, 1H), 7.96 (dd, J = 8.5 Hz, J = 2.2 Hz, 1H), 7.77 (d, J = 8.5 Hz, 1H), 7.41 (br. s, 2H) 7.35 (br. s, 2H), 5.90 (d, J = 5.2 Hz, 1H), 5.83 (d, J = 5.8 Hz, 1H), 5.59 (d, J = 6.0 Hz, 1H), 5.48–5.31 (m, 2H), 5.25 (d, J = 5.3 Hz, 1H), 4.72 (q, J = 5.5 Hz, 1H), 4.36 (t, J = 5.0 Hz, 1H), 4.29 (q, J = 4.6 Hz, 1H), 4.22–4.08 (m, 2H), 3.87 (q, J = 3.6 Hz, 1H), 3.78–3.70 (m, 2H), 3.67 (dd, J = 12.2 Hz, J = 3.4 Hz, 1H), 3.56–3.29 (m, 5H).
T501 74934-75147 Sentence denotes 13C NMR (125 MHz, DMSO‑d 6) δ 156.1, 156.0, 152.6, 152.5, 149.3, 148.9, 147.4, 140.1, 139.5, 139.5, 132.7, 131.6, 129.6, 124.3, 119.3, 119.3, 87.6, 86.2, 85.8, 81.8, 81.5, 72.3, 71.3, 68.8, 68.1, 61.4, 50.8, 48.1.
T502 75148-75198 Sentence denotes HRMS (ESI+): m/z calcd for C28H32N12O11SCl [M+H]+:
T503 75199-75224 Sentence denotes 779.1723, Found 779.1730.
T504 75226-75507 Sentence denotes 4.1.34 N-{[(4R,6R)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d] [1,3]dioxol-4-yl]methyl}-N-(2-{[(2R,5R)-2-(6-amino-9H-purin-9-yl)-4-[(tert-butyldimethylsilyl)oxy]-5-{[(tert-butyldimethylsilyl)oxy]methyl}oxolan-3-yl]oxy}ethyl)-4-chlorobenzene-1-sulfonamide (34)
T505 75508-75624 Sentence denotes To a solution of 20 (171 mg, 0.21 mmol, 1.00 eq) in anhydrous DCM (2 mL) was added Et3N (60 μL, 0.41 mmol, 2.00 eq).
T506 75625-75781 Sentence denotes 4-chlorobenzenesulfonyl chloride (65 mg, 0.31 mmol, 1.50 eq) was added at 0 °C and the reaction mixture was stirred for 3 h at room temperature under argon.
T507 75782-75911 Sentence denotes Solvents were removed under vacuum and the residue was diluted with DCM (40 mL) and washed with saturated aqueous NaHCO3 (40 mL).
T508 75912-76079 Sentence denotes The aqueous layer was extracted with DCM (3 × 30 mL) and the combined organic extracts were washed with brine (30 mL), dried over Na2SO4 and concentrated under vacuum.
T509 76080-76225 Sentence denotes The residue was purified by flash column chromatography (silica gel, linear gradient 0–4% MeOH in DCM) to give 34 (188 mg, 90%) as a white solid.
T510 76226-76254 Sentence denotes Rf 0.67 (10:90 MeOH/CH2Cl2).
T511 76255-76827 Sentence denotes 1H NMR (500 MHz, CDCl3) δ 8.32 (s, 1H), 8.29 (s, 1H), 8.12 (s, 1H), 7.81 (s, 1H), 7.59–7.46 (m, 2H), 7.34–7.22 (m, 2H), 5.97 (d, J = 3.3 Hz, 1H), 5.96–5.88 (m, 5H), 5.41 (dd, J = 6.4 Hz, J = 2.0 Hz, 1H), 5.07 (dd, J = 6.4 Hz, J = 3.5 Hz, 1H), 4.50 (dd, J = 5.9 Hz, J = 4.6 Hz, 1H), 4.46–4.34 (m, 1H), 4.21 (dd, J = 4.7 Hz, J = 3.3 Hz, 1H), 4.03 (dt, J = 6.0 Hz, J = 3.0 Hz, 1H), 3.98 (dd, J = 11.4 Hz, J = 3.5 Hz, 1H), 3.80–3.72 (m, 3H), 3.68 (dd, J = 14.6 Hz, J = 5.6 Hz, 1H), 3.46–3.31 (m, 3H), 1.57 (s, 3H), 1.36 (s, 3H), 0.91 (s, 9H), 0.89 (s, 9H), 0.11–0.03 (m, 12H).
T512 76828-77083 Sentence denotes 13C NMR (125 MHz, CDCl3) δ 155.8, 155.6, 153.2, 153.1, 149.5, 149.1, 140.2, 139.5, 139.1, 138.0, 129.2, 128.6, 120.5, 120.2, 114.6, 90.9, 87.3, 85.3, 84.5, 84.1, 82.6 (2C), 69.6 (2C), 61.6, 50.7, 48.1, 27.2, 26.1, 25.9, 25.4, 18.6, 18.2, −4.5, −4.7, −5.3.
T513 77084-77136 Sentence denotes HRMS (ESI+): m/z calcd for C43H65N11O9SSi2Cl [M+H]+:
T514 77137-77154 Sentence denotes 1002.3909, found:
T515 77155-77165 Sentence denotes 1002.3928.
T516 77167-77444 Sentence denotes 4.1.35 9-[(2R,5R)-3-[2-({[(4R,6R)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d] [1,3]dioxol-4-yl]methyl}[(4-chloro-3-nitrophenyl)methyl]amino)ethoxy]-4-[(tert-butyldimethylsilyl)oxy]-5-{[(tert-butyldimethylsilyl)oxy]methyl}oxolan-2-yl]-9H-purin-6-amine (35)
T517 77445-77672 Sentence denotes To a solution of 20 (100 mg, 0.12 mmol, 1.00 eq) in anhydrous DCE (3.5 mL) was added a solution of 4-chloro-3-nitrobenazaldehyde (27 mg, 0.18 mmol, 1.50 eq) in anhydrous DCE (3.5 mL) and acetic acid (10 μL, 0.18 mmol, 1.50 eq).
T518 77673-77788 Sentence denotes After stirring for 20 min at 40 °C under argon, sodium triacetoxyborohydride (38 mg, 0.18 mmol, 1.50 eq) was added.
T519 77789-77906 Sentence denotes After stirring at 40 °C for 16 h, the solution was diluted with DCM (30 mL) and washed with saturated aqueous NaHCO3.
T520 77907-78074 Sentence denotes The aqueous layer was extracted with DCM (3 × 30 mL) and the combined organic extracts were washed with brine (60 mL), dried over Na2SO4 and concentrated under vacuum.
T521 78075-78220 Sentence denotes The residue was purified by flash column chromatography (silica gel, linear gradient 0–5% MeOH in DCM) to give 35 as a white solid (105 mg, 87%).
T522 78221-78245 Sentence denotes Rf 0.71 (MeOH/DCM 5:95).
T523 78246-78842 Sentence denotes 1H NMR (500 MHz, CDCl3) δ 8.27 (s, 1H), 8.18 (s, 1H), 8.15 (s, 1H), 7.82 (br. s, 2H), 7.29–7.27 (m, 2H), 6.22 (br. s, 2H), 6.20 (br. s, 2H), 6.10 (d, J = 3.6 Hz, 1H), 5.99 (d, J = 2.1 Hz, 1H), 5.37 (dd, J = 6.5 Hz, J = 2.1 Hz, 1H), 4.91 (dd, J = 6.5 Hz, J = 3.7 Hz, 1H), 4.48 (t, J = 5.1 Hz, 1H), 4.30 (td, J = 6.7 Hz, J = 3.6 Hz, 1H), 4.22 (t, J = 4.2 Hz, 1H), 4.07 (dt, J = 5.8 Hz, J = 3.0 Hz, 1H), 3.99 (dd, J = 11.5 Hz, J = 3.4 Hz, 1H), 3.81–3.72 (m, 2H), 3.71–3.66 (m, 1H), 3.65–3.61 (m, 2H), 2.90–2.70 (m, 4H), 1.57 (s, 3H), 1.36 (s, 3H), 0.92 (s, 9H), 0.86 (s, 9H), 0.14 – - 0.02 (m, 12H).
T524 78843-79126 Sentence denotes 13C NMR (125 MHz, CDCl3) δ 155.8, 155.7, 153.1, 153.0, 149.6, 149.0, 147.8, 140.6, 140.1, 139.3, 133.0, 131.4, 125.6, 125.2, 120.3, 120.1, 114.6, 90.8, 87.0, 85.7, 84.9, 84.0, 83.4, 82.8, 69.6, 69.3, 61.8, 58.2, 56.4, 53.5, 27.2, 26.2, 25.8, 25.4, 18.6, 18.2, −4.5, −4.7, −5.2, −5.3.
T525 79127-79178 Sentence denotes HRMS (ESI+): m/z calcd for C44H66N12O9Si2Cl [M+H]+:
T526 79179-79195 Sentence denotes 997.4297, found:
T527 79196-79205 Sentence denotes 997.4327.
T528 79207-79476 Sentence denotes 4.1.36 9-[(2R,5R)-3-[2-({[(4R,6R)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d] [1,3]dioxol-4-yl]methyl}[(4-chlorophenyl)methyl]amino)ethoxy]-4-[(tert-butyldimethylsilyl)oxy]-5-{[(tert-butyldimethylsilyl)oxy]methyl}oxolan-2-yl]-9H-purin-6-amine (36)
T529 79477-79677 Sentence denotes To a solution of 20 (210 mg, 0.25 mmol, 1.00 eq) in anhydrous DCE (7 mL) was added 4-chlorobenzaldehyde (43 mg, 0.38 mmol, 1.50 eq) in anhydrous DCE (7 mL) and acetic acid (18 μL, 0.38 mmol, 1.50 eq).
T530 79678-79793 Sentence denotes After stirring for 20 min at 40 °C under argon, sodium triacetoxyborohydride (81 mg, 0.38 mmol, 1.50 eq) was added.
T531 79794-79911 Sentence denotes After stirring at 40 °C for 16 h, the solution was diluted with DCM (50 mL) and washed with saturated aqueous NaHCO3.
T532 79912-80079 Sentence denotes The aqueous layer was extracted with DCM (3 × 50 mL) and the combined organic extracts were washed with brine (70 mL), dried over Na2SO4 and concentrated under vacuum.
T533 80080-80236 Sentence denotes The residue was purified by flash column chromatography (silica gel, linear gradient 0–5% MeOH in DCM) to give 36 as a white solid (172 mg, 0.18 mmol, 72%).
T534 80237-80264 Sentence denotes Rf 0.71 (MeOH/CH2Cl2 5:95).
T535 80265-80798 Sentence denotes 1H NMR (600 MHz, CDCl3) δ 8.30 (s, 1H), 8.20 (s, 1H), 8.15 (s, 1H), 7.83 (s, 1H), 7.19–7.07 (m, 4H), 6.11 (d, J = 3.7 Hz, 1H), 5.99 (d, J = 2.2 Hz, 1H), 5.97–5.83 (m, 4H), 5.37 (dd, J = 6.5 Hz, J = 2.2 Hz, 1H), 4.85 (dd, J = 6.4 Hz, J = 3.4 Hz, 1H), 4.49 (t, J = 5.1 Hz, 1H), 4.32 (td, J = 6.7 Hz, J = 3.3 Hz, 1H), 4.26 (t, J = 4.2 Hz, 1H), 4.08 (dt, J = 5.9 Hz, J = 3.1 Hz, 1H), 3.98 (dd, J = 11.5 Hz, J = 3.6 Hz, 1H), 3.79–3.47 (m, 5H), 2.84–2.66 (m, 4H), 1.58 (s, 3H), 1.36 (s, 3H), 0.92 (s, 9H), 0.88 (s, 9H), 0.13–0.02 (m, 12H).
T536 80799-81068 Sentence denotes 13C NMR (150 MHz, CDCl3) δ 155.7, 155.6, 153.1, 153.1, 149.7, 149.3, 140.0, 139.5, 137.8, 132.8, 130.1, 128.4, 120.5, 120.3, 114.4, 91.0, 87.2, 85.7, 84.9, 84.0, 83.5, 82.7, 69.8, 69.5, 61.3, 58.6, 56.4, 53.6, 27.3, 26.2, 25.9, 25.5, 18.6, 18.2, −4.5, −4.7, −5.2, −5.3.
T537 81069-81120 Sentence denotes HRMS (ESI+): m/z calcd for C44H67N11O7Si2Cl [M+H]+:
T538 81121-81137 Sentence denotes 952.4447, found:
T539 81138-81147 Sentence denotes 952.4426.
T540 81149-81353 Sentence denotes 4.1.37 N-{[(2R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}-N-(2-{[(2R,5R)-2-(6-amino-9H-purin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl]oxy}ethyl)-4-chlorobenzene-1-sulfonamide (14)
T541 81354-81597 Sentence denotes Using method C with 34 (150 mg, 0.15 mmol, 1.00 eq) and a 0–40% linear gradient of acetonitrile in TEAAc buffer 50 mM, pH 7 for purification, 14 (55 mg, 48%) was obtained as a white powder with 96% purity determined by HPLC analysis at 260 nm.
T542 81598-82118 Sentence denotes 1H NMR (600 MHz, DMSO‑d 6) δ 8.33 (s, 1H), 8.32 (s, 1H), 8.150 (s, 1H), 8.147 (s, 1H), 7.75–7.68 (m, 2H), 7.53–7.49 (m, 2H), 7.35 (br. s, 2H), 7.28 (br. s, 2H), 5.95 (d, J = 5.5 Hz, 1H), 5.84 (d, J = 5.9 Hz, 1H), 5.52 (d, J = 6.1 Hz, 1H), 5.36 (m, 2H), 5.20 (d, J = 5.2 Hz, 1H), 4.74 (q, J = 5.6 Hz, 1H), 4.39 (t, J = 5.2 Hz, 1H), 4.29 (q, J = 4.7 Hz, 1H), 4.16 (q, J = 4.6 Hz, 1H), 4.11–4.05 (m, 1H), 3.93 (q, J = 3.6 Hz, 1H), 3.73–3.64 (m, 3H), 3.56–3.46 (m, 2H), 3.37–3.29 (m, 3H), 3.22 (dt, J = 14.7 Hz, 6.4 Hz, 1H).
T543 82119-82318 Sentence denotes 13C NMR (150 MHz, DMSO‑d 6) δ 156.1, 156.0, 152.5, 152.5, 149.3, 148.9, 140.1, 139.5, 138.0, 137.7, 129.2, 128.7, 119.3, 119.3, 87.7, 86.2, 85.9, 82.1, 81.4, 72.2, 71.3, 69.9, 68.3, 61.1, 50.8, 47.7.
T544 82319-82368 Sentence denotes HRMS (ESI+): m/z calcd for C28H33N11O9SCl [M+H]+:
T545 82369-82394 Sentence denotes 734.1868, Found 734.1866.
T546 82396-82596 Sentence denotes 4.1.38 (2R,5R)-2-(6-amino-9H-purin-9-yl)-5-{[(2-{[(2R,5R)-2-(6-amino-9H-purin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl]oxy}ethyl)[(4-chloro-3-nitrophenyl)methyl]amino]methyl}oxolane-3,4-diol (15)
T547 82597-82840 Sentence denotes Using method C with 35 (140 mg, 0.14 mmol, 1.00 eq) and a 0–40% linear gradient of acetonitrile in TEAAc buffer 50 mM, pH 7 for purification, 15 (25 mg, 25%) was obtained as a white powder with 99% purity determined by HPLC analysis at 260 nm.
T548 82841-83432 Sentence denotes 1H NMR (600 MHz, DMSO‑d 6) δ 8.35 (s, 1H), 8.23 (s, 1H), 8.11 (s, 1H), 8.07 (s, 1H), 7.89 (d, J = 1.9 Hz, 1H), 7.50 (d, J = 8.3 Hz, 1H), 7.45 (dd, J = 8.3 Hz, J = 2.0 Hz, 1H), 7.32 (br. s, 2H), 7.24 (br. s, 2H), 5.99 (d, J = 5.9 Hz, 1H), 5.83 (d, J = 5.1 Hz, 1H), 5.51–5.32 (m, 2H), 5.24 (br. s, 1H), 5.13 (br. s, 1H), 4.57 (t, J = 5.2 Hz, 1H), 4.45 (dd, J = 6.1 Hz, J = 4.8 Hz, 1H), 4.30 (t, J = 4.1 Hz, 1H), 4.05 (t, J = 5.0 Hz, 1H), 4.02–3.95 (m, 2H), 3.73–3.63 (m, 4H), 3.58–3.51 (m, 2H), 2.83 (dd, J = 14.0 Hz, J = 4.4 Hz, 1H), 2.73 (dd, J = 14.0 Hz, J = 7.2 Hz, 1H), 2.69–2.63 (m, 2H).
T549 83433-83650 Sentence denotes 13C NMR (150 MHz, DMSO‑d 6) δ 156.1, 156.0, 152.5 (2C), 149.3, 148.9, 147.2, 140.1, 139.8, 139.6, 133.7, 131.0, 125.0, 122.9, 119.3, 119.2, 87.8, 86.2, 86.1, 82.2, 81.3, 72.4, 71.8, 68.9, 68.1, 61.3, 56.8, 56.0, 53.0.
T550 83651-83699 Sentence denotes HRMS (ESI+): m/z calcd for C29H34N12O9Cl [M+H]+:
T551 83700-83725 Sentence denotes 729.2255, Found 729.2256.
T552 83727-83919 Sentence denotes 4.1.39 (2R,5R)-2-(6-amino-9H-purin-9-yl)-5-{[(2-{[(2R,5R)-2-(6-amino-9H-purin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl]oxy}ethyl)[(4-chlorophenyl)methyl]amino]methyl}oxolane-3,4-diol (16)
T553 83920-84163 Sentence denotes Using method C with 36 (172 mg, 0.18 mmol, 1.00 eq) and a 0–40% linear gradient of acetonitrile in TEAAc buffer 50 mM, pH 7 for purification, 16 (45 mg, 37%) was obtained as a white powder with 98% purity determined by HPLC analysis at 260 nm.
T554 84164-84738 Sentence denotes 1H NMR (600 MHz, DMSO‑d 6) δ 8.36 (s, 1H), 8.25 (s, 1H), 8.13 (s, 1H), 8.11 (s, 1H), 7.34 (br. s, 2H), 7.25 (br. s, 2H), 7.23–7.17 (m, 2H), 7.17–7.11 (m, 2H), 6.00 (d, J = 6.2 Hz, 1H), 5.84 (d, J = 5.0 Hz, 1H), 5.45–5.39 (m, 2H), 5.27 (d, J = 4.8 Hz, 1H), 5.12 (d, J = 5.4 Hz, 1H), 4.58 (q, J = 5.5 Hz, 1H), 4.48 (dd, J = 6.2 Hz, J = 4.8 Hz, 1H), 4.30 (td, J = 4.6 Hz, J = 2.9 Hz, 1H), 4.04 (q, J = 5.1 Hz, 1H), 4.02–3.96 (m, 2H), 3.70–3.63 (m, 2H), 3.60–3.48 (m, 4H), 2.80 (dd, J = 14.0 Hz, J = 4.5 Hz, 1H), 2.67 (dd, J = 13.9 Hz, J = 7.0 Hz, 1H), 2.61 (q, J = 6.1 Hz, 2H).
T555 84739-84946 Sentence denotes 13C NMR (150 MHz, DMSO‑d 6) δ 156.2, 156.0, 152.6, 152.5, 149.3, 149.0, 139.8, 139.7, 138.2, 131.1, 130.4, 127.8, 119.3, 119.16, 87.67, 86.3, 86.1, 82.4, 81.2, 72.4, 71.8, 69.0, 67.5, 61.5, 57.5, 55.8, 52.9.
T556 84947-84995 Sentence denotes HRMS (ESI+): m/z calcd for C29H35N11O7Cl [M+H]+:
T557 84996-85021 Sentence denotes 684.2404, Found 684.2398.
T558 85023-85079 Sentence denotes 4.2 Expression and purification of recombinant proteins
T559 85080-85235 Sentence denotes SARS-CoV nsp14 and human RNA N7-methyltransferase (hRNMT) coding sequences were cloned in fusion with a N-terminus hexa-histidine tag in Gateway® plasmids.
T560 85236-85337 Sentence denotes The proteins were expressed in E. coli and purified following previously described protocols [33,39].
T561 85338-85465 Sentence denotes Vaccinia virus capping enzyme (D1/D12 complex) and mRNA Cap 2′-O-methyltransferase (VP39) were purchased (New England Biolabs).
T562 85467-85504 Sentence denotes 4.3 MTase filter binding assay (FBA)
T563 85505-85670 Sentence denotes The transfer of tritiated methyl from [3H] SAM onto RNA substrate was monitored by filter binding assay, performed according to the method described previously [40].
T564 85671-85966 Sentence denotes Assays were carried out in reaction mixture [40 mM Tris-HCl (pH 8.0), 1 mM DTT, 1 mM MgCl2, 2 μM SAM and 0.1 μM 3H-SAM (PerkinElmer)] in the presence of 0.7 μM GpppAC4 synthetic RNA and SARS-CoV nsp14 (50 nM), vaccinia virus capping enzyme (D1-D12) (41 U), or human RNA N7 MTase (hRNMT) (50 nM).
T565 85967-86123 Sentence denotes The enzymes were first mixed with compounds suspended in 100% DMSO (5% final DMSO) before the addition of RNA substrate and SAM and then incubated at 30 °C.
T566 86124-86184 Sentence denotes Control reactions were performed in the presence of 5% DMSO.
T567 86185-86274 Sentence denotes Reactions mixtures were stopped after 30 min by their 10-fold dilution in ice-cold water.
T568 86275-86402 Sentence denotes Samples were transferred to diethylaminoethyl (DEAE) filtermat (PerkinElmer) using a Filtermat Harvester (Packard Instruments).
T569 86403-86519 Sentence denotes The RNA-retaining mats were washed twice with 10 mM ammonium formate pH 8.0, twice with water and once with ethanol.
T570 86520-86712 Sentence denotes They were soaked with scintillation fluid (PerkinElmer), and 3H-methyl transfer to the RNA substrates was determined using a Wallac MicroBeta TriLux Liquid Scintillation Counter (PerkinElmer).
T571 86713-86864 Sentence denotes For IC50 measurements, values were normalized and fitted with Prism (GraphPad software) using the following equation: Y = 100/(1+((X/IC50)^Hillslope)).
T572 86865-86967 Sentence denotes IC50 is defined as the inhibitory compound concentration that causes 50% reduction in enzyme activity.
T573 86969-87013 Sentence denotes 4.4 Differential scanning fluorimetry (DSF)
T574 87014-87228 Sentence denotes The thermal stabilization of the native protein structure upon ligand binding was monitored by differential scanning fluorimetry, performed according to the method described previously [34] with some modifications.
T575 87229-87446 Sentence denotes Reaction mixture (25 μL) consisted of 20 mM HEPES (pH 7.5), 150 mM NaCl, 1X SYPRO orange dye (Invitrogen), 5 μM SARS-CoV nsp14 protein and 1 mM compound previously dissolved in 100% DMSO or water (SAM and Sinefungin).
T576 87447-87573 Sentence denotes The protein was first mixed with compound before the addition of the dye and incubated in 96-well white microplates (Bio-Rad).
T577 87574-87710 Sentence denotes Fluorescence intensities were measured from 20 to 95 °C with a ramp rate of 0.2 °C/min using a Real-Time PCR detection system (Bio-Rad).
T578 87711-87771 Sentence denotes Control reactions were performed in the presence of 5% DMSO.
T579 87772-87933 Sentence denotes Fluorescence intensities were plotted as a function of temperature and melting temperature (T m) was determined by curve-fitting using Prism (GraphPad software).
T580 87934-88117 Sentence denotes The apparent affinity constant (KD) for compound 13 was calculated by nonlinear regression analysis with one site-specific binding equation Hill slope using Prism (GraphPad software).
T581 88119-88141 Sentence denotes 4.5 Molecular docking
T582 88142-88295 Sentence denotes All calculations were performed using Autodock vina (The Scripps Research Institute, La Jolla, CA) on a MSI computer with a 2.30 GHz Intel Core i5-8300H.
T583 88296-88402 Sentence denotes The solved X-ray crystal structure of SARS-CoV nsp14 (PDB 5C8T) was used as a static receptor for docking.
T584 88403-88517 Sentence denotes Both the co-crystalized ligand SAM and ions were removed from the SARS-CoV nsp14 protein using VMD 1.9.3 software.
T585 88518-88595 Sentence denotes The ligand structures were drawn and minimized using MarvinSketch (ChemAxon).
T586 88596-88732 Sentence denotes Targeted protein and ligand structures with polar hydrogens were converted to the required PDBQT format using MGL Tools (version 1.5.6).
T587 88733-88879 Sentence denotes The docking was performed with a search box located at x = −11.155, y = −40.77, z = −3.688 coordinates, with a search box size of 25 × 25 × 25 Å3.
T588 88880-88950 Sentence denotes After calculations, PDB files were analyzed using Pymol (version 2.3).
T589 88952-88972 Sentence denotes 4.6 Accession codes
T590 88973-89019 Sentence denotes PDB code for SARS-CoV nsp14 bound SAM is 5C8T.
T591 89020-89056 Sentence denotes PDB code for SARS-CoV nsp14 is 5NFY.
T592 89058-89078 Sentence denotes Author contributions
T593 89079-89184 Sentence denotes All authors have contributed to the manuscript and given approval to the final version of the manuscript.
T594 89186-89219 Sentence denotes Declaration of competing interest
T595 89220-89390 Sentence denotes The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.
T596 89392-89422 Sentence denotes Appendix A Supplementary data
T597 89423-89502 Sentence denotes The following are the Supplementary data to this article:Multimedia component 1
T598 89503-89525 Sentence denotes Multimedia component 2
T599 89526-89548 Sentence denotes Multimedia component 3
T600 89549-89571 Sentence denotes Multimedia component 4
T601 89573-89588 Sentence denotes Acknowledgments
T602 89589-89713 Sentence denotes Rostom Ahmed-Belkacem acknowledges 10.13039/501100008222University of Montpellier for the financial support of his PhD work.
T603 89714-89829 Sentence denotes Appendix A Supplementary data to this article can be found online at https://doi.org/10.1016/j.ejmech.2020.112557.

MyTest

Id Subject Object Predicate Lexical cue
32563813-28229017-29105560 2346-2347 28229017 denotes 1
32563813-12730500-29105561 2466-2467 12730500 denotes 2
32563813-27344959-29105562 2516-2517 27344959 denotes 3
32563813-32015508-29105563 2560-2561 32015508 denotes 4
32563813-32015508-29105564 2701-2702 32015508 denotes 4
32563813-32015507-29105565 2981-2982 32015507 denotes 5
32563813-31986264-29105566 2983-2984 31986264 denotes 6
32563813-28527860-29105567 4247-4248 28527860 denotes 8
32563813-27009949-29105568 4856-4857 27009949 denotes 9
32563813-24530452-29105569 4990-4992 24530452 denotes 10
32563813-28676301-29105570 4993-4995 28676301 denotes 11
32563813-26540123-29105571 5337-5339 26540123 denotes 12
32563813-23617634-29105572 5532-5534 23617634 denotes 13
32563813-26540123-29105573 6264-6266 26540123 denotes 12
32563813-30615835-29105574 10520-10522 30615835 denotes 19
32563813-31559005-29105575 10523-10525 31559005 denotes 20
32563813-21936531-29105576 12557-12559 21936531 denotes 21
32563813-7086841-29105577 13665-13667 7086841 denotes 23
32563813-28823155-29105578 14568-14570 28823155 denotes 25
32563813-7086841-29105579 16316-16318 7086841 denotes 23
32563813-22424977-29105580 16505-16507 22424977 denotes 27
32563813-30354101-29105581 16511-16513 30354101 denotes 28
32563813-12723945-29105582 16517-16519 12723945 denotes 29
32563813-23335289-29105583 16523-16525 23335289 denotes 30
32563813-17259217-29105584 17839-17841 17259217 denotes 33
32563813-30615835-29105585 21280-21282 30615835 denotes 19
32563813-31559005-29105586 21283-21285 31559005 denotes 20
32563813-28676301-29105587 23813-23815 28676301 denotes 11
32563813-28676301-29105588 24959-24961 28676301 denotes 11
32563813-17853878-29105589 25416-25418 17853878 denotes 34
32563813-26159422-29105590 28380-28382 26159422 denotes 35
32563813-26159422-29105591 28880-28882 26159422 denotes 35
32563813-29279395-29105592 28900-28902 29279395 denotes 36
32563813-26159422-29105593 29257-29259 26159422 denotes 35
32563813-15557000-29105594 30193-30195 15557000 denotes 37
32563813-32007145-29105595 34069-34071 32007145 denotes 38
32563813-17259217-29105596 85330-85332 17259217 denotes 33
32563813-17853878-29105597 87200-87202 17853878 denotes 34