PMC:7291971 / 49320-50670
Annnotations
LitCovid-PMC-OGER-BB
Id | Subject | Object | Predicate | Lexical cue |
---|---|---|---|---|
T998 | 46-48 | CHEBI:30756;CHEBI:30756 | denotes | 9H |
T999 | 49-59 | CHEBI:30756;CHEBI:30756 | denotes | purin-9-yl |
T1000 | 60-84 | CHEBI:53233;CHEBI:53233 | denotes | -2,2-dimethyl-tetrahydro |
T1001 | 85-87 | CHEBI:53233;CHEBI:53233 | denotes | 2H |
T1002 | 103-111 | CHEBI:53233;CHEBI:53233 | denotes | 3]dioxol |
T1003 | 112-113 | CHEBI:53233;CHEBI:53233 | denotes | 4 |
T1004 | 113-116 | CHEBI:28714;CHEBI:28714 | denotes | -yl |
T1005 | 117-123 | CHEBI:29309;CHEBI:29309 | denotes | methyl |
T1006 | 125-130 | CHEBI:34594;CHEBI:34594 | denotes | butyl |
T1007 | 131-136 | CHEBI:46882;CHEBI:46882 | denotes | amino |
T1008 | 137-143 | CHEBI:42241;CHEBI:42241 | denotes | ethoxy |
T1009 | 145-146 | CHEBI:53233;CHEBI:53233 | denotes | 4 |
T1010 | 154-172 | CHEBI:28714;CHEBI:28714 | denotes | butyldimethylsilyl |
T1011 | 173-176 | CHEBI:29354;CHEBI:29354 | denotes | oxy |
T1012 | 207-210 | CHEBI:29354;CHEBI:29354 | denotes | oxy |
T1013 | 211-217 | CHEBI:29309;CHEBI:29309 | denotes | methyl |
T1014 | 218-224 | CHEBI:26911;CHEBI:26911 | denotes | oxolan |
T1015 | 224-225 | CHEBI:15533;CHEBI:15533 | denotes | - |
T1016 | 225-230 | CHEBI:53233;CHEBI:53233 | denotes | 2-yl] |
T1017 | 231-233 | CHEBI:53233;CHEBI:53233 | denotes | 9H |
T1018 | 234-239 | CHEBI:35589;CHEBI:35589 | denotes | purin |
T1019 | 242-247 | CHEBI:32952;CHEBI:32952 | denotes | amine |
T1020 | 310-323 | CHEBI:20067;CHEBI:20067 | denotes | 1-bromobutane |
T1021 | 381-385 | CHEBI:32145;CHEBI:32145 | denotes | MeOH |
T1022 | 414-419 | CHEBI:30808;CHEBI:30808 | denotes | CDCl3 |
T1023 | 1014-1017 | CHEBI:36927;CHEBI:36927 | denotes | 13C |
T32363 | 46-48 | CHEBI:30756;CHEBI:30756 | denotes | 9H |
T13211 | 49-59 | CHEBI:30756;CHEBI:30756 | denotes | purin-9-yl |
T96959 | 60-84 | CHEBI:53233;CHEBI:53233 | denotes | -2,2-dimethyl-tetrahydro |
T81968 | 85-87 | CHEBI:53233;CHEBI:53233 | denotes | 2H |
T62563 | 103-111 | CHEBI:53233;CHEBI:53233 | denotes | 3]dioxol |
T71718 | 112-113 | CHEBI:53233;CHEBI:53233 | denotes | 4 |
T20039 | 113-116 | CHEBI:28714;CHEBI:28714 | denotes | -yl |
T58470 | 117-123 | CHEBI:29309;CHEBI:29309 | denotes | methyl |
T88741 | 125-130 | CHEBI:34594;CHEBI:34594 | denotes | butyl |
T90855 | 131-136 | CHEBI:46882;CHEBI:46882 | denotes | amino |
T4988 | 137-143 | CHEBI:42241;CHEBI:42241 | denotes | ethoxy |
T98861 | 145-146 | CHEBI:53233;CHEBI:53233 | denotes | 4 |
T30207 | 154-172 | CHEBI:28714;CHEBI:28714 | denotes | butyldimethylsilyl |
T63301 | 173-176 | CHEBI:29354;CHEBI:29354 | denotes | oxy |
T91694 | 207-210 | CHEBI:29354;CHEBI:29354 | denotes | oxy |
T32425 | 211-217 | CHEBI:29309;CHEBI:29309 | denotes | methyl |
T53106 | 218-224 | CHEBI:26911;CHEBI:26911 | denotes | oxolan |
T98099 | 224-225 | CHEBI:15533;CHEBI:15533 | denotes | - |
T44173 | 225-230 | CHEBI:53233;CHEBI:53233 | denotes | 2-yl] |
T15637 | 231-233 | CHEBI:53233;CHEBI:53233 | denotes | 9H |
T88656 | 234-239 | CHEBI:35589;CHEBI:35589 | denotes | purin |
T83607 | 242-247 | CHEBI:32952;CHEBI:32952 | denotes | amine |
T96207 | 310-323 | CHEBI:20067;CHEBI:20067 | denotes | 1-bromobutane |
T31939 | 381-385 | CHEBI:32145;CHEBI:32145 | denotes | MeOH |
T15973 | 414-419 | CHEBI:30808;CHEBI:30808 | denotes | CDCl3 |
T79430 | 1014-1017 | CHEBI:36927;CHEBI:36927 | denotes | 13C |
LitCovid-PubTator
Id | Subject | Object | Predicate | Lexical cue | tao:has_database_id |
---|---|---|---|---|---|
864 | 310-323 | Chemical | denotes | 1-bromobutane | MESH:C047757 |
865 | 381-385 | Chemical | denotes | MeOH | |
866 | 386-389 | Chemical | denotes | DCM | |
867 | 397-399 | Chemical | denotes | 1H | |
868 | 414-419 | Chemical | denotes | CDCl3 | |
869 | 432-434 | Chemical | denotes | 2H | MESH:D003903 |
870 | 446-448 | Chemical | denotes | 1H | |
871 | 460-462 | Chemical | denotes | 1H | |
872 | 486-488 | Chemical | denotes | 1H | |
873 | 512-514 | Chemical | denotes | 1H | |
874 | 1301-1315 | Chemical | denotes | C46H72N11O7Si2 | |
875 | 1274-1278 | Disease | denotes | HRMS |
LitCovid-PD-CLO
Id | Subject | Object | Predicate | Lexical cue |
---|---|---|---|---|
T329 | 357-358 | http://purl.obolibrary.org/obo/CLO_0001020 | denotes | a |
T330 | 1317-1320 | http://purl.obolibrary.org/obo/CLO_0007706 | denotes | M+H |
LitCovid-PD-CHEBI
Id | Subject | Object | Predicate | Lexical cue | chebi_id |
---|---|---|---|---|---|
T928 | 38-59 | Chemical | denotes | 6-amino-9H-purin-9-yl | http://purl.obolibrary.org/obo/CHEBI_30756 |
T929 | 40-45 | Chemical | denotes | amino | http://purl.obolibrary.org/obo/CHEBI_46882 |
T930 | 65-73 | Chemical | denotes | dimethyl | http://purl.obolibrary.org/obo/CHEBI_33601|http://purl.obolibrary.org/obo/CHEBI_42266 |
T932 | 117-123 | Chemical | denotes | methyl | http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309 |
T934 | 125-130 | Chemical | denotes | butyl | http://purl.obolibrary.org/obo/CHEBI_41264 |
T935 | 131-136 | Chemical | denotes | amino | http://purl.obolibrary.org/obo/CHEBI_46882 |
T936 | 137-143 | Chemical | denotes | ethoxy | http://purl.obolibrary.org/obo/CHEBI_42241 |
T937 | 173-176 | Chemical | denotes | oxy | http://purl.obolibrary.org/obo/CHEBI_29354 |
T938 | 207-210 | Chemical | denotes | oxy | http://purl.obolibrary.org/obo/CHEBI_29354 |
T939 | 211-217 | Chemical | denotes | methyl | http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309 |
T941 | 231-247 | Chemical | denotes | 9H-purin-6-amine | http://purl.obolibrary.org/obo/CHEBI_16708 |
T942 | 242-247 | Chemical | denotes | amine | http://purl.obolibrary.org/obo/CHEBI_32952 |
T24253 | 372-374 | Chemical | denotes | Rf | http://purl.obolibrary.org/obo/CHEBI_33346 |
T16296 | 381-385 | Chemical | denotes | MeOH | http://purl.obolibrary.org/obo/CHEBI_17790 |
T3 | 386-389 | Chemical | denotes | DCM | http://purl.obolibrary.org/obo/CHEBI_15767 |
T98279 | 397-399 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T14128 | 414-419 | Chemical | denotes | CDCl3 | http://purl.obolibrary.org/obo/CHEBI_85365 |
T7839 | 446-448 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T62523 | 460-462 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T51533 | 486-488 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T47370 | 512-514 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T35194 | 569-571 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T23227 | 608-610 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T97352 | 634-636 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T68865 | 692-694 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T34711 | 732-734 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T82490 | 772-774 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T26759 | 850-852 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T72541 | 1032-1037 | Chemical | denotes | CDCl3 | http://purl.obolibrary.org/obo/CHEBI_85365 |
LitCovid-PD-HP
Id | Subject | Object | Predicate | Lexical cue | hp_id |
---|---|---|---|---|---|
T19 | 386-389 | Phenotype | denotes | DCM | http://purl.obolibrary.org/obo/HP_0001644 |
LitCovid-sentences
Id | Subject | Object | Predicate | Lexical cue |
---|---|---|---|---|
T358 | 0-252 | 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 | 253-371 | 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 | 372-396 | Sentence | denotes | Rf 0.48 (MeOH/DCM 5:95). |
T361 | 397-1013 | 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 | 1014-1273 | 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 | 1274-1323 | Sentence | denotes | HRMS (ESI+): m/z calcd for C46H72N11O7Si2 [M+H]+: |
T364 | 1324-1340 | Sentence | denotes | 884.4998, found: |
T365 | 1341-1350 | Sentence | denotes | 884.5002. |