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PMC:7291971 / 34219-89056 JSONTXT

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LitCovid-PMC-OGER-BB

Id Subject Object Predicate Lexical cue
T720 75-83 CHEBI:46787;CHEBI:46787 denotes solvents
T721 88-96 CHEBI:33893;CHEBI:33893 denotes reagents
T722 206-213 CHEBI:29320;CHEBI:29320 denotes calcium
T723 214-221 CHEBI:29239;CHEBI:29239 denotes hydride
T724 284-290 CHEBI:30563;CHEBI:30563 denotes silica
T725 952-959 CHEBI:46787;CHEBI:46787 denotes solvent
T726 1021-1026 CHEBI:1418;CHEBI:1418 denotes CH3CN
T727 1130-1139 CHEBI:36357;CHEBI:36357 denotes compounds
T728 1257-1266 CHEBI:36357;CHEBI:36357 denotes compounds
T729 1290-1298 CHEBI:75958;CHEBI:75958 denotes solution
T730 1302-1305 CHEBI:51231;CHEBI:51231 denotes 5′-
T731 1305-1310 CHEBI:46882;CHEBI:46882 denotes amino
T732 1310-1311 CHEBI:75508;CHEBI:75508 denotes -
T733 1311-1315 CHEBI:51231;CHEBI:51231 denotes 2′,3
T734 1315-1331 CHEBI:53250;CHEBI:53250 denotes ′-isopropylidene
T735 1332-1341 CHEBI:22260;CHEBI:22260 denotes adenosine
T736 1420-1439 CHEBI:53325;CHEBI:53325 denotes nitrobenzenesufonyl
T737 1440-1448 CHEBI:17996;CHEBI:17996 denotes chloride
T738 1481-1488 CHEBI:60004;CHEBI:60004 denotes mixture
T739 1584-1591 CHEBI:15377;CHEBI:15377 denotes aqueous
T740 1692-1698 CHEBI:34683;CHEBI:34683 denotes Na2SO4
T741 1795-1803 CHEBI:36357;CHEBI:36357 denotes compound
T742 1874-1906 CHEBI:53233;CHEBI:53233 denotes dimethyl-tetrahydro-2H-furo[3,4-
T743 1910-1911 CHEBI:53233;CHEBI:53233 denotes 1
T744 1911-1913 CHEBI:52029;CHEBI:52029 denotes ,3
T745 1913-1926 CHEBI:53233;CHEBI:53233 denotes ]dioxol-4-yl]
T746 1926-1932 CHEBI:16625;CHEBI:16625 denotes methyl
T747 1934-1936 CHEBI:53233;CHEBI:53233 denotes 4-
T748 1936-1948 CHEBI:27798;CHEBI:27798 denotes nitrobenzene
T749 1948-1951 CHEBI:86228;CHEBI:86228 denotes -1-
T750 1951-1962 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T751 1992-1993 CHEBI:75508;CHEBI:75508 denotes 5
T752 1993-1994 CHEBI:82321;CHEBI:82321 denotes
T753 1994-1995 CHEBI:50217;CHEBI:50217 denotes -
T754 1995-2000 CHEBI:46882;CHEBI:46882 denotes amino
T755 2000-2002 CHEBI:50217;CHEBI:50217 denotes -2
T756 2002-2021 CHEBI:53250;CHEBI:53250 denotes ′,3′-isopropylidene
T757 2022-2031 CHEBI:22260;CHEBI:22260 denotes adenosine
T758 2065-2086 CHEBI:86228;CHEBI:86228 denotes 4-nitrobenzenesufonyl
T759 2087-2095 CHEBI:17996;CHEBI:17996 denotes chloride
T760 2159-2163 CHEBI:32145;CHEBI:32145 denotes MeOH
T761 2487-2490 CHEBI:36927;CHEBI:36927 denotes 13C
T762 2748-2757 CHEBI:36357;CHEBI:36357 denotes compounds
T763 2773-2781 CHEBI:75958;CHEBI:75958 denotes solution
T764 2883-2888 CHEBI:32031;CHEBI:32031 denotes K2CO3
T765 2984-2989 CHEBI:15377;CHEBI:15377 denotes water
T766 2995-3002 CHEBI:15377;CHEBI:15377 denotes aqueous
T767 3103-3109 CHEBI:34683;CHEBI:34683 denotes Na2SO4
T768 3198-3204 CHEBI:30563;CHEBI:30563 denotes silica
T769 3231-3235 CHEBI:32145;CHEBI:32145 denotes MeOH
T770 3264-3272 CHEBI:36357;CHEBI:36357 denotes compound
T771 3341-3360 CHEBI:53233;CHEBI:53233 denotes dimethyl-tetrahydro
T772 3361-3363 CHEBI:53233;CHEBI:53233 denotes 2H
T773 3368-3371 CHEBI:53233;CHEBI:53233 denotes [3,
T774 3372-3373 CHEBI:53233;CHEBI:53233 denotes -
T775 3377-3378 CHEBI:53233;CHEBI:53233 denotes 1
T776 3378-3380 CHEBI:52029;CHEBI:52029 denotes ,3
T777 3380-3393 CHEBI:53233;CHEBI:53233 denotes ]dioxol-4-yl]
T778 3450-3451 CHEBI:53233;CHEBI:53233 denotes -
T779 3451-3469 CHEBI:28714;CHEBI:28714 denotes butyldimethylsilyl
T780 3470-3473 CHEBI:29354;CHEBI:29354 denotes oxy
T781 3474-3478 CHEBI:53233;CHEBI:53233 denotes -5-{
T782 3479-3485 CHEBI:53233;CHEBI:53233 denotes (tert-
T783 3485-3503 CHEBI:8502;CHEBI:8502 denotes butyldimethylsilyl
T784 3503-3504 CHEBI:53233;CHEBI:53233 denotes )
T785 3504-3507 CHEBI:29354;CHEBI:29354 denotes oxy
T786 3508-3514 CHEBI:16625;CHEBI:16625 denotes methyl
T787 3515-3527 CHEBI:53233;CHEBI:53233 denotes oxolan-3-yl]
T788 3527-3530 CHEBI:15533;CHEBI:15533 denotes oxy
T789 3537-3540 CHEBI:86228;CHEBI:86228 denotes -4-
T790 3540-3552 CHEBI:27798;CHEBI:27798 denotes nitrobenzene
T791 3552-3555 CHEBI:86228;CHEBI:86228 denotes -1-
T792 3555-3566 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T793 3699-3703 CHEBI:32145;CHEBI:32145 denotes MeOH
T794 3727-3732 CHEBI:30808;CHEBI:30808 denotes CDCl3
T795 4231-4234 CHEBI:36927;CHEBI:36927 denotes 13C
T796 4622-4624 CHEBI:30756;CHEBI:30756 denotes 9H
T797 4625-4635 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T798 4636-4660 CHEBI:53233;CHEBI:53233 denotes -2,2-dimethyl-tetrahydro
T799 4661-4663 CHEBI:53233;CHEBI:53233 denotes 2H
T800 4679-4681 CHEBI:53233;CHEBI:53233 denotes 3]
T801 4681-4687 CHEBI:82321;CHEBI:82321 denotes dioxol
T802 4687-4693 CHEBI:53233;CHEBI:53233 denotes -4-yl]
T803 4693-4699 CHEBI:29309;CHEBI:29309 denotes methyl
T804 4699-4700 CHEBI:53233;CHEBI:53233 denotes }
T805 4700-4705 CHEBI:46882;CHEBI:46882 denotes amino
T806 4706-4712 CHEBI:42241;CHEBI:42241 denotes ethoxy
T807 4714-4742 CHEBI:53233;CHEBI:53233 denotes 4-[(tert-butyldimethylsilyl)
T808 4742-4745 CHEBI:29354;CHEBI:29354 denotes oxy
T809 4747-4748 CHEBI:53233;CHEBI:53233 denotes 5
T810 4756-4757 CHEBI:53233;CHEBI:53233 denotes -
T811 4757-4775 CHEBI:28714;CHEBI:28714 denotes butyldimethylsilyl
T812 4776-4779 CHEBI:29354;CHEBI:29354 denotes oxy
T813 4780-4786 CHEBI:29309;CHEBI:29309 denotes methyl
T814 4787-4793 CHEBI:26911;CHEBI:26911 denotes oxolan
T815 4793-4794 CHEBI:15533;CHEBI:15533 denotes -
T816 4794-4799 CHEBI:53233;CHEBI:53233 denotes 2-yl]
T817 4800-4802 CHEBI:53233;CHEBI:53233 denotes 9H
T818 4802-4808 CHEBI:35589;CHEBI:35589 denotes -purin
T819 4809-4810 CHEBI:53233;CHEBI:53233 denotes 6
T820 4811-4816 CHEBI:32952;CHEBI:32952 denotes amine
T821 4827-4835 CHEBI:75958;CHEBI:75958 denotes solution
T822 4906-4911 CHEBI:32031;CHEBI:32031 denotes K2CO3
T823 4944-4954 CHEBI:48498;CHEBI:48498 denotes thiophenol
T824 5053-5060 CHEBI:60004;CHEBI:60004 denotes mixture
T825 5110-5117 CHEBI:15377;CHEBI:15377 denotes aqueous
T826 5118-5122 CHEBI:32145;CHEBI:32145 denotes NaOH
T827 5123-5131 CHEBI:75958;CHEBI:75958 denotes solution
T828 5145-5152 CHEBI:15377;CHEBI:15377 denotes aqueous
T829 5263-5269 CHEBI:34683;CHEBI:34683 denotes Na2SO4
T830 5358-5364 CHEBI:30563;CHEBI:30563 denotes silica
T831 5392-5396 CHEBI:32145;CHEBI:32145 denotes MeOH
T832 5476-5480 CHEBI:32145;CHEBI:32145 denotes MeOH
T833 5504-5509 CHEBI:30808;CHEBI:30808 denotes CDCl3
T834 5943-5946 CHEBI:36927;CHEBI:36927 denotes 13C
T835 6297-6306 CHEBI:36357;CHEBI:36357 denotes compounds
T836 6398-6403 CHEBI:15377;CHEBI:15377 denotes water
T837 6488-6492 CHEBI:32145;CHEBI:32145 denotes MeOH
T838 6495-6503 CHEBI:46787;CHEBI:46787 denotes solvents
T839 6571-6574 CHEBI:62946;CHEBI:62946 denotes NH3
T840 6578-6582 CHEBI:32145;CHEBI:32145 denotes MeOH
T841 6660-6666 CHEBI:30563;CHEBI:30563 denotes silica
T842 6721-6733 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T843 6797-6805 CHEBI:36357;CHEBI:36357 denotes compound
T844 6853-6858 CHEBI:15377;CHEBI:15377 denotes water
T845 6859-6866 CHEBI:46923;CHEBI:46923 denotes dioxane
T846 6883-6891 CHEBI:36357;CHEBI:36357 denotes compound
T847 6968-6969 CHEBI:30756;CHEBI:30756 denotes -
T848 6974-6977 CHEBI:30756;CHEBI:30756 denotes -9H
T849 6978-6988 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T850 6990-6992 CHEBI:34018;CHEBI:34018 denotes 4-
T851 6992-6999 CHEBI:43176;CHEBI:43176 denotes hydroxy
T852 7003-7016 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T853 7017-7023 CHEBI:26911;CHEBI:26911 denotes oxolan
T854 7023-7028 CHEBI:15533;CHEBI:15533 denotes -3-yl
T855 7028-7029 CHEBI:53233;CHEBI:53233 denotes ]
T856 7029-7032 CHEBI:29354;CHEBI:29354 denotes oxy
T857 7033-7038 CHEBI:37807;CHEBI:37807 denotes ethyl
T858 7039-7044 CHEBI:46882;CHEBI:46882 denotes amino
T859 7045-7051 CHEBI:29309;CHEBI:29309 denotes methyl
T860 7052-7059 CHEBI:26911;CHEBI:26911 denotes oxolane
T861 7059-7060 CHEBI:15533;CHEBI:15533 denotes -
T862 7060-7064 CHEBI:82321;CHEBI:82321 denotes 3,4-
T863 7064-7068 CHEBI:23824;CHEBI:23824 denotes diol
T864 7160-7172 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T865 7704-7707 CHEBI:36927;CHEBI:36927 denotes 13C
T866 8009-8010 CHEBI:53233;CHEBI:53233 denotes -
T867 8010-8014 CHEBI:52029;CHEBI:52029 denotes 2,2-
T868 8014-8023 CHEBI:53233;CHEBI:53233 denotes dimethyl-
T869 8023-8033 CHEBI:52029;CHEBI:52029 denotes tetrahydro
T870 8033-8036 CHEBI:53233;CHEBI:53233 denotes -2H
T871 8050-8053 CHEBI:52029;CHEBI:52029 denotes 1,3
T872 8053-8054 CHEBI:53233;CHEBI:53233 denotes ]
T873 8054-8060 CHEBI:52029;CHEBI:52029 denotes dioxol
T874 8060-8065 CHEBI:53233;CHEBI:53233 denotes -4-yl
T875 8112-8121 CHEBI:53233;CHEBI:53233 denotes 4-[(tert-
T876 8121-8139 CHEBI:28714;CHEBI:28714 denotes butyldimethylsilyl
T877 8139-8140 CHEBI:53233;CHEBI:53233 denotes )
T878 8140-8143 CHEBI:29354;CHEBI:29354 denotes oxy
T879 8143-8155 CHEBI:53233;CHEBI:53233 denotes ]-5-{[(tert-
T880 8155-8173 CHEBI:28714;CHEBI:28714 denotes butyldimethylsilyl
T881 8173-8174 CHEBI:53233;CHEBI:53233 denotes )
T882 8174-8177 CHEBI:29354;CHEBI:29354 denotes oxy
T883 8177-8178 CHEBI:53233;CHEBI:53233 denotes ]
T884 8178-8184 CHEBI:29309;CHEBI:29309 denotes methyl
T885 8184-8185 CHEBI:53233;CHEBI:53233 denotes }
T886 8185-8191 CHEBI:26911;CHEBI:26911 denotes oxolan
T887 8191-8196 CHEBI:53233;CHEBI:53233 denotes -3-yl
T888 8197-8200 CHEBI:29354;CHEBI:29354 denotes oxy
T889 8201-8206 CHEBI:37807;CHEBI:37807 denotes ethyl
T890 8207-8212 CHEBI:46882;CHEBI:46882 denotes amino
T891 8227-8233 CHEBI:75508;CHEBI:75508 denotes butoxy
T892 8234-8242 CHEBI:23019;CHEBI:23019 denotes carbonyl
T893 8243-8248 CHEBI:46882;CHEBI:46882 denotes amino
T894 8249-8258 CHEBI:17968;CHEBI:17968 denotes butanoate
T895 8269-8277 CHEBI:75958;CHEBI:75958 denotes solution
T896 8347-8355 CHEBI:17478;CHEBI:17478 denotes aldehyde
T897 8416-8427 CHEBI:15366;CHEBI:15366 denotes acetic acid
T898 8516-8522 CHEBI:35607;CHEBI:35607 denotes sodium
T899 8523-8544 CHEBI:28621;CHEBI:28621 denotes triacetoxyborohydride
T900 8622-8629 CHEBI:60004;CHEBI:60004 denotes mixture
T901 8685-8692 CHEBI:15377;CHEBI:15377 denotes aqueous
T902 8693-8699 CHEBI:32139;CHEBI:32139 denotes NaHCO3
T903 8713-8720 CHEBI:15377;CHEBI:15377 denotes aqueous
T904 8831-8837 CHEBI:34683;CHEBI:34683 denotes Na2SO4
T905 8926-8932 CHEBI:30563;CHEBI:30563 denotes silica
T906 8959-8963 CHEBI:32145;CHEBI:32145 denotes MeOH
T907 9024-9028 CHEBI:32145;CHEBI:32145 denotes MeOH
T908 9057-9062 CHEBI:30808;CHEBI:30808 denotes CDCl3
T909 9588-9591 CHEBI:36927;CHEBI:36927 denotes 13C
T910 10008-10027 CHEBI:53233;CHEBI:53233 denotes 3,4-dihydroxyoxolan
T911 10030-10032 CHEBI:53233;CHEBI:53233 denotes yl
T912 10064-10066 CHEBI:30756;CHEBI:30756 denotes 9H
T913 10067-10077 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T914 10079-10081 CHEBI:17500;CHEBI:17500 denotes 4-
T915 10081-10088 CHEBI:43176;CHEBI:43176 denotes hydroxy
T916 10089-10090 CHEBI:34018;CHEBI:34018 denotes 5
T917 10090-10092 CHEBI:17500;CHEBI:17500 denotes -(
T918 10092-10105 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T919 10106-10112 CHEBI:26911;CHEBI:26911 denotes oxolan
T920 10112-10113 CHEBI:15533;CHEBI:15533 denotes -
T921 10113-10114 CHEBI:53233;CHEBI:53233 denotes 3
T922 10114-10117 CHEBI:15533;CHEBI:15533 denotes -yl
T923 10118-10121 CHEBI:29354;CHEBI:29354 denotes oxy
T924 10122-10127 CHEBI:37807;CHEBI:37807 denotes ethyl
T925 10135-10155 CHEBI:86228;CHEBI:86228 denotes 2-azaniumylbutanoate
T926 10169-10171 CHEBI:53424;CHEBI:53424 denotes 22
T927 10253-10258 CHEBI:15377;CHEBI:15377 denotes water
T928 10293-10301 CHEBI:46787;CHEBI:46787 denotes solvents
T929 10358-10363 CHEBI:15377;CHEBI:15377 denotes water
T930 10381-10388 CHEBI:15377;CHEBI:15377 denotes aqueous
T931 10389-10393 CHEBI:48607;CHEBI:48607 denotes LiOH
T932 10394-10402 CHEBI:75958;CHEBI:75958 denotes solution
T933 10500-10507 CHEBI:15377;CHEBI:15377 denotes aqueous
T934 10508-10511 CHEBI:17883;CHEBI:17883 denotes HCl
T935 10512-10520 CHEBI:75958;CHEBI:75958 denotes solution
T936 10526-10533 CHEBI:46787;CHEBI:46787 denotes solvent
T937 10639-10645 CHEBI:30563;CHEBI:30563 denotes silica
T938 10706-10718 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T939 10782-10790 CHEBI:36357;CHEBI:36357 denotes compound
T940 10838-10843 CHEBI:15377;CHEBI:15377 denotes water
T941 11375-11378 CHEBI:36927;CHEBI:36927 denotes 13C
T942 11699-11704 CHEBI:30756;CHEBI:30756 denotes -9-yl
T943 11705-11731 CHEBI:53233;CHEBI:53233 denotes -3,4-dihydroxyoxolan-2-yl]
T944 11731-11737 CHEBI:29309;CHEBI:29309 denotes methyl
T945 11754-11775 CHEBI:30756;CHEBI:30756 denotes 6-amino-9H-purin-9-yl
T946 11777-11779 CHEBI:34018;CHEBI:34018 denotes 4-
T947 11779-11786 CHEBI:43176;CHEBI:43176 denotes hydroxy
T948 11786-11787 CHEBI:17500;CHEBI:17500 denotes -
T949 11787-11789 CHEBI:34018;CHEBI:34018 denotes 5-
T950 11789-11790 CHEBI:17500;CHEBI:17500 denotes (
T951 11790-11803 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T952 11804-11810 CHEBI:26911;CHEBI:26911 denotes oxolan
T953 11811-11812 CHEBI:17500;CHEBI:17500 denotes 3
T954 11816-11819 CHEBI:29354;CHEBI:29354 denotes oxy
T955 11820-11825 CHEBI:37807;CHEBI:37807 denotes ethyl
T956 11826-11831 CHEBI:46882;CHEBI:46882 denotes amino
T957 11832-11841 CHEBI:17968;CHEBI:17968 denotes butanoate
T958 11933-11945 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T959 12629-12632 CHEBI:36927;CHEBI:36927 denotes 13C
T960 12948-12952 CHEBI:30756;CHEBI:30756 denotes 9-yl
T961 12954-12978 CHEBI:53233;CHEBI:53233 denotes 3,4-dihydroxyoxolan-2-yl
T962 12979-12985 CHEBI:29309;CHEBI:29309 denotes methyl
T963 13002-13023 CHEBI:30756;CHEBI:30756 denotes 6-amino-9H-purin-9-yl
T964 13025-13027 CHEBI:34018;CHEBI:34018 denotes 4-
T965 13027-13034 CHEBI:43176;CHEBI:43176 denotes hydroxy
T966 13034-13035 CHEBI:82321;CHEBI:82321 denotes -
T967 13035-13036 CHEBI:34018;CHEBI:34018 denotes 5
T968 13036-13037 CHEBI:82321;CHEBI:82321 denotes -
T969 13037-13038 CHEBI:17500;CHEBI:17500 denotes (
T970 13038-13051 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T971 13052-13058 CHEBI:26911;CHEBI:26911 denotes oxolan
T972 13058-13059 CHEBI:15533;CHEBI:15533 denotes -
T973 13059-13063 CHEBI:82321;CHEBI:82321 denotes 3-yl
T974 13064-13067 CHEBI:29354;CHEBI:29354 denotes oxy
T975 13068-13073 CHEBI:37807;CHEBI:37807 denotes ethyl
T976 13080-13090 CHEBI:22965;CHEBI:22965 denotes butanamide
T977 13104-13106 CHEBI:53424;CHEBI:53424 denotes 22
T978 13190-13195 CHEBI:15377;CHEBI:15377 denotes water
T979 13250-13258 CHEBI:46787;CHEBI:46787 denotes solvents
T980 13309-13312 CHEBI:62946;CHEBI:62946 denotes NH3
T981 13316-13320 CHEBI:32145;CHEBI:32145 denotes MeOH
T982 13364-13372 CHEBI:46787;CHEBI:46787 denotes solvents
T983 13466-13472 CHEBI:30563;CHEBI:30563 denotes silica
T984 13533-13545 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T985 13609-13617 CHEBI:36357;CHEBI:36357 denotes compound
T986 13665-13670 CHEBI:15377;CHEBI:15377 denotes water
T987 14230-14233 CHEBI:36927;CHEBI:36927 denotes 13C
T988 14540-14549 CHEBI:36357;CHEBI:36357 denotes compounds
T989 14569-14577 CHEBI:75958;CHEBI:75958 denotes solution
T990 14644-14651 CHEBI:15858;CHEBI:15858 denotes bromide
T991 14652-14659 CHEBI:33893;CHEBI:33893 denotes reagent
T992 14754-14761 CHEBI:60004;CHEBI:60004 denotes mixture
T993 14800-14807 CHEBI:15377;CHEBI:15377 denotes aqueous
T994 14908-14914 CHEBI:34683;CHEBI:34683 denotes Na2SO4
T995 15003-15009 CHEBI:30563;CHEBI:30563 denotes silica
T996 15036-15040 CHEBI:32145;CHEBI:32145 denotes MeOH
T997 15069-15077 CHEBI:36357;CHEBI:36357 denotes compound
T998 15147-15149 CHEBI:30756;CHEBI:30756 denotes 9H
T999 15150-15160 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T1000 15161-15185 CHEBI:53233;CHEBI:53233 denotes -2,2-dimethyl-tetrahydro
T1001 15186-15188 CHEBI:53233;CHEBI:53233 denotes 2H
T1002 15204-15212 CHEBI:53233;CHEBI:53233 denotes 3]dioxol
T1003 15213-15214 CHEBI:53233;CHEBI:53233 denotes 4
T1004 15214-15217 CHEBI:28714;CHEBI:28714 denotes -yl
T1005 15218-15224 CHEBI:29309;CHEBI:29309 denotes methyl
T1006 15226-15231 CHEBI:34594;CHEBI:34594 denotes butyl
T1007 15232-15237 CHEBI:46882;CHEBI:46882 denotes amino
T1008 15238-15244 CHEBI:42241;CHEBI:42241 denotes ethoxy
T1009 15246-15247 CHEBI:53233;CHEBI:53233 denotes 4
T1010 15255-15273 CHEBI:28714;CHEBI:28714 denotes butyldimethylsilyl
T1011 15274-15277 CHEBI:29354;CHEBI:29354 denotes oxy
T1012 15308-15311 CHEBI:29354;CHEBI:29354 denotes oxy
T1013 15312-15318 CHEBI:29309;CHEBI:29309 denotes methyl
T1014 15319-15325 CHEBI:26911;CHEBI:26911 denotes oxolan
T1015 15325-15326 CHEBI:15533;CHEBI:15533 denotes -
T1016 15326-15331 CHEBI:53233;CHEBI:53233 denotes 2-yl]
T1017 15332-15334 CHEBI:53233;CHEBI:53233 denotes 9H
T1018 15335-15340 CHEBI:35589;CHEBI:35589 denotes purin
T1019 15343-15348 CHEBI:32952;CHEBI:32952 denotes amine
T1020 15411-15424 CHEBI:20067;CHEBI:20067 denotes 1-bromobutane
T1021 15482-15486 CHEBI:32145;CHEBI:32145 denotes MeOH
T1022 15515-15520 CHEBI:30808;CHEBI:30808 denotes CDCl3
T1023 16115-16118 CHEBI:36927;CHEBI:36927 denotes 13C
T1024 16499-16501 CHEBI:30756;CHEBI:30756 denotes 9H
T1025 16502-16512 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T1026 16513-16537 CHEBI:53233;CHEBI:53233 denotes -2,2-dimethyl-tetrahydro
T1027 16538-16540 CHEBI:53233;CHEBI:53233 denotes 2H
T1028 16556-16570 CHEBI:53233;CHEBI:53233 denotes 3]dioxol-4-yl]
T1029 16570-16576 CHEBI:29309;CHEBI:29309 denotes methyl
T1030 16578-16579 CHEBI:53233;CHEBI:53233 denotes 3
T1031 16579-16593 CHEBI:8502;CHEBI:8502 denotes -phenylpropyl)
T1032 16593-16598 CHEBI:46882;CHEBI:46882 denotes amino
T1033 16599-16605 CHEBI:42241;CHEBI:42241 denotes ethoxy
T1034 16606-16609 CHEBI:53233;CHEBI:53233 denotes -4-
T1035 16635-16638 CHEBI:29354;CHEBI:29354 denotes oxy
T1036 16640-16645 CHEBI:53233;CHEBI:53233 denotes 5-{[(
T1037 16649-16650 CHEBI:53233;CHEBI:53233 denotes -
T1038 16650-16668 CHEBI:28714;CHEBI:28714 denotes butyldimethylsilyl
T1039 16668-16669 CHEBI:53233;CHEBI:53233 denotes )
T1040 16669-16672 CHEBI:29354;CHEBI:29354 denotes oxy
T1041 16673-16679 CHEBI:29309;CHEBI:29309 denotes methyl
T1042 16680-16686 CHEBI:26911;CHEBI:26911 denotes oxolan
T1043 16686-16689 CHEBI:53233;CHEBI:53233 denotes -2-
T1044 16689-16691 CHEBI:82321;CHEBI:82321 denotes yl
T1045 16691-16693 CHEBI:53233;CHEBI:53233 denotes ]-
T1046 16693-16695 CHEBI:29238;CHEBI:29238 denotes 9H
T1047 16695-16701 CHEBI:35589;CHEBI:35589 denotes -purin
T1048 16704-16709 CHEBI:32952;CHEBI:32952 denotes amine
T1049 16775-16776 CHEBI:17824;CHEBI:17824 denotes 1
T1050 16776-16777 CHEBI:8502;CHEBI:8502 denotes -
T1051 16777-16782 CHEBI:47265;CHEBI:47265 denotes bromo
T1052 16782-16798 CHEBI:17824;CHEBI:17824 denotes -3-phenylpropane
T1053 16856-16860 CHEBI:32145;CHEBI:32145 denotes MeOH
T1054 16888-16893 CHEBI:30808;CHEBI:30808 denotes CDCl3
T1055 17475-17478 CHEBI:36927;CHEBI:36927 denotes 13C
T1056 17493-17498 CHEBI:30808;CHEBI:30808 denotes CDCl3
T1057 17891-17923 CHEBI:53233;CHEBI:53233 denotes 2-dimethyl-tetrahydro-2H-furo[3,
T1058 17924-17925 CHEBI:53233;CHEBI:53233 denotes -
T1059 17929-17930 CHEBI:53233;CHEBI:53233 denotes 1
T1060 17930-17932 CHEBI:52029;CHEBI:52029 denotes ,3
T1061 17932-17933 CHEBI:53233;CHEBI:53233 denotes ]
T1062 17933-17939 CHEBI:52029;CHEBI:52029 denotes dioxol
T1063 17939-17945 CHEBI:53233;CHEBI:53233 denotes -4-yl]
T1064 17945-17951 CHEBI:29309;CHEBI:29309 denotes methyl
T1065 17995-18000 CHEBI:53233;CHEBI:53233 denotes tert-
T1066 18000-18018 CHEBI:28714;CHEBI:28714 denotes butyldimethylsilyl
T1067 18018-18019 CHEBI:53233;CHEBI:53233 denotes )
T1068 18019-18022 CHEBI:29354;CHEBI:29354 denotes oxy
T1069 18022-18027 CHEBI:53233;CHEBI:53233 denotes ]-5-{
T1070 18028-18034 CHEBI:53233;CHEBI:53233 denotes (tert-
T1071 18034-18052 CHEBI:8502;CHEBI:8502 denotes butyldimethylsilyl
T1072 18052-18053 CHEBI:53233;CHEBI:53233 denotes )
T1073 18053-18056 CHEBI:29354;CHEBI:29354 denotes oxy
T1074 18057-18063 CHEBI:29309;CHEBI:29309 denotes methyl
T1075 18064-18070 CHEBI:26911;CHEBI:26911 denotes oxolan
T1076 18070-18076 CHEBI:53233;CHEBI:53233 denotes -3-yl]
T1077 18076-18079 CHEBI:29354;CHEBI:29354 denotes oxy
T1078 18080-18085 CHEBI:37807;CHEBI:37807 denotes ethyl
T1079 18092-18101 CHEBI:17968;CHEBI:17968 denotes butanoate
T1080 18248-18252 CHEBI:32145;CHEBI:32145 denotes MeOH
T1081 18281-18286 CHEBI:30808;CHEBI:30808 denotes CDCl3
T1082 18879-18882 CHEBI:36927;CHEBI:36927 denotes 13C
T1083 19287-19288 CHEBI:30756;CHEBI:30756 denotes -
T1084 19293-19296 CHEBI:30756;CHEBI:30756 denotes -9H
T1085 19297-19307 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T1086 19309-19311 CHEBI:34018;CHEBI:34018 denotes 4-
T1087 19311-19318 CHEBI:43176;CHEBI:43176 denotes hydroxy
T1088 19322-19335 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T1089 19336-19342 CHEBI:26911;CHEBI:26911 denotes oxolan
T1090 19342-19343 CHEBI:15533;CHEBI:15533 denotes -
T1091 19343-19344 CHEBI:53233;CHEBI:53233 denotes 3
T1092 19344-19345 CHEBI:15533;CHEBI:15533 denotes -
T1093 19345-19348 CHEBI:53233;CHEBI:53233 denotes yl]
T1094 19348-19351 CHEBI:29354;CHEBI:29354 denotes oxy
T1095 19352-19357 CHEBI:37807;CHEBI:37807 denotes ethyl
T1096 19359-19364 CHEBI:34594;CHEBI:34594 denotes butyl
T1097 19365-19370 CHEBI:46882;CHEBI:46882 denotes amino
T1098 19371-19377 CHEBI:29309;CHEBI:29309 denotes methyl
T1099 19378-19385 CHEBI:26911;CHEBI:26911 denotes oxolane
T1100 19386-19390 CHEBI:53233;CHEBI:53233 denotes 3,4-
T1101 19390-19394 CHEBI:23824;CHEBI:23824 denotes diol
T1102 19484-19496 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T1103 19660-19664 CHEBI:51231;CHEBI:51231 denotes DMSO
T1104 20189-20192 CHEBI:36927;CHEBI:36927 denotes 13C
T1105 20522-20523 CHEBI:30756;CHEBI:30756 denotes -
T1106 20528-20531 CHEBI:30756;CHEBI:30756 denotes -9H
T1107 20532-20542 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T1108 20544-20546 CHEBI:34018;CHEBI:34018 denotes 4-
T1109 20546-20553 CHEBI:43176;CHEBI:43176 denotes hydroxy
T1110 20557-20570 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T1111 20571-20577 CHEBI:26911;CHEBI:26911 denotes oxolan
T1112 20577-20578 CHEBI:15533;CHEBI:15533 denotes -
T1113 20578-20583 CHEBI:53233;CHEBI:53233 denotes 3-yl]
T1114 20583-20586 CHEBI:29354;CHEBI:29354 denotes oxy
T1115 20587-20592 CHEBI:37807;CHEBI:37807 denotes ethyl
T1116 20594-20596 CHEBI:17824;CHEBI:17824 denotes 3-
T1117 20596-20608 CHEBI:8102;CHEBI:8102 denotes phenylpropyl
T1118 20609-20614 CHEBI:46882;CHEBI:46882 denotes amino
T1119 20615-20621 CHEBI:29309;CHEBI:29309 denotes methyl
T1120 20622-20629 CHEBI:26911;CHEBI:26911 denotes oxolane
T1121 20630-20634 CHEBI:53233;CHEBI:53233 denotes 3,4-
T1122 20634-20638 CHEBI:23824;CHEBI:23824 denotes diol
T1123 20729-20741 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T1124 21434-21437 CHEBI:36927;CHEBI:36927 denotes 13C
T1125 21760-21777 CHEBI:53233;CHEBI:53233 denotes 4-dihydroxyoxolan
T1126 21778-21779 CHEBI:53233;CHEBI:53233 denotes 2
T1127 21780-21782 CHEBI:53233;CHEBI:53233 denotes yl
T1128 21783-21789 CHEBI:29309;CHEBI:29309 denotes methyl
T1129 21814-21816 CHEBI:29238;CHEBI:29238 denotes 9H
T1130 21817-21827 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T1131 21829-21831 CHEBI:17500;CHEBI:17500 denotes 4-
T1132 21831-21838 CHEBI:43176;CHEBI:43176 denotes hydroxy
T1133 21838-21839 CHEBI:15533;CHEBI:15533 denotes -
T1134 21839-21840 CHEBI:34018;CHEBI:34018 denotes 5
T1135 21840-21841 CHEBI:17500;CHEBI:17500 denotes -
T1136 21841-21842 CHEBI:62946;CHEBI:62946 denotes (
T1137 21842-21855 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T1138 21856-21862 CHEBI:26911;CHEBI:26911 denotes oxolan
T1139 21862-21868 CHEBI:15533;CHEBI:15533 denotes -3-yl]
T1140 21868-21871 CHEBI:29354;CHEBI:29354 denotes oxy
T1141 21872-21877 CHEBI:37807;CHEBI:37807 denotes ethyl
T1142 21878-21883 CHEBI:46882;CHEBI:46882 denotes amino
T1143 21884-21893 CHEBI:17968;CHEBI:17968 denotes butanoate
T1144 21985-21997 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T1145 22691-22694 CHEBI:36927;CHEBI:36927 denotes 13C
T1146 23019-23034 CHEBI:50488;CHEBI:50488 denotes dihydroxyoxolan
T1147 23037-23039 CHEBI:53233;CHEBI:53233 denotes yl
T1148 23040-23046 CHEBI:16625;CHEBI:16625 denotes methyl
T1149 23079-23083 CHEBI:30756;CHEBI:30756 denotes 9-yl
T1150 23084-23086 CHEBI:17500;CHEBI:17500 denotes -4
T1151 23086-23087 CHEBI:34018;CHEBI:34018 denotes -
T1152 23087-23094 CHEBI:43176;CHEBI:43176 denotes hydroxy
T1153 23094-23098 CHEBI:17500;CHEBI:17500 denotes -5-(
T1154 23098-23111 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T1155 23112-23118 CHEBI:26911;CHEBI:26911 denotes oxolan
T1156 23118-23124 CHEBI:15533;CHEBI:15533 denotes -3-yl]
T1157 23124-23127 CHEBI:29354;CHEBI:29354 denotes oxy
T1158 23128-23133 CHEBI:37807;CHEBI:37807 denotes ethyl
T1159 23134-23139 CHEBI:46882;CHEBI:46882 denotes amino
T1160 23140-23153 CHEBI:30772;CHEBI:30772 denotes butanoic acid
T1161 23234-23239 CHEBI:15377;CHEBI:15377 denotes water
T1162 23277-23285 CHEBI:46787;CHEBI:46787 denotes solvents
T1163 23342-23347 CHEBI:15377;CHEBI:15377 denotes water
T1164 23365-23369 CHEBI:48607;CHEBI:48607 denotes LiOH
T1165 23370-23377 CHEBI:15377;CHEBI:15377 denotes aqueous
T1166 23378-23386 CHEBI:75958;CHEBI:75958 denotes solution
T1167 23488-23491 CHEBI:17883;CHEBI:17883 denotes HCl
T1168 23492-23499 CHEBI:15377;CHEBI:15377 denotes aqueous
T1169 23500-23508 CHEBI:75958;CHEBI:75958 denotes solution
T1170 23510-23518 CHEBI:46787;CHEBI:46787 denotes Solvents
T1171 23625-23631 CHEBI:30563;CHEBI:30563 denotes silica
T1172 23692-23704 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T1173 23768-23776 CHEBI:36357;CHEBI:36357 denotes compound
T1174 23824-23829 CHEBI:15377;CHEBI:15377 denotes water
T1175 23834-23845 CHEBI:47032;CHEBI:47032 denotes 1,4-dioxane
T1176 24353-24356 CHEBI:36927;CHEBI:36927 denotes 13C
T1177 24668-24683 CHEBI:50488;CHEBI:50488 denotes dihydroxyoxolan
T1178 24684-24685 CHEBI:53233;CHEBI:53233 denotes 2
T1179 24686-24689 CHEBI:53233;CHEBI:53233 denotes yl]
T1180 24689-24695 CHEBI:29309;CHEBI:29309 denotes methyl
T1181 24726-24736 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T1182 24738-24740 CHEBI:34018;CHEBI:34018 denotes 4-
T1183 24740-24747 CHEBI:43176;CHEBI:43176 denotes hydroxy
T1184 24748-24749 CHEBI:34018;CHEBI:34018 denotes 5
T1185 24751-24764 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T1186 24765-24771 CHEBI:26911;CHEBI:26911 denotes oxolan
T1187 24771-24772 CHEBI:15533;CHEBI:15533 denotes -
T1188 24772-24773 CHEBI:53233;CHEBI:53233 denotes 3
T1189 24773-24776 CHEBI:15533;CHEBI:15533 denotes -yl
T1190 24776-24777 CHEBI:53233;CHEBI:53233 denotes ]
T1191 24777-24780 CHEBI:15533;CHEBI:15533 denotes oxy
T1192 24790-24802 CHEBI:27798;CHEBI:27798 denotes nitrobenzene
T1193 24802-24805 CHEBI:86228;CHEBI:86228 denotes -1-
T1194 24805-24816 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T1195 24904-24916 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T1196 25513-25516 CHEBI:36927;CHEBI:36927 denotes 13C
T1197 25839-25871 CHEBI:53233;CHEBI:53233 denotes dimethyl-tetrahydro-2H-furo[3,4-
T1198 25875-25876 CHEBI:53233;CHEBI:53233 denotes 1
T1199 25876-25878 CHEBI:52029;CHEBI:52029 denotes ,3
T1200 25878-25891 CHEBI:53233;CHEBI:53233 denotes ]dioxol-4-yl]
T1201 25891-25897 CHEBI:16625;CHEBI:16625 denotes methyl
T1202 25899-25901 CHEBI:53233;CHEBI:53233 denotes 4-
T1203 25901-25908 CHEBI:44520;CHEBI:44520 denotes methoxy
T1204 25908-25911 CHEBI:86228;CHEBI:86228 denotes -2-
T1205 25911-25923 CHEBI:27798;CHEBI:27798 denotes nitrobenzene
T1206 25923-25926 CHEBI:86228;CHEBI:86228 denotes -1-
T1207 25926-25937 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T1208 25967-25969 CHEBI:75508;CHEBI:75508 denotes 5′
T1209 25969-25970 CHEBI:50217;CHEBI:50217 denotes -
T1210 25970-25975 CHEBI:46882;CHEBI:46882 denotes amino
T1211 25975-25977 CHEBI:50217;CHEBI:50217 denotes -2
T1212 25977-25996 CHEBI:53250;CHEBI:53250 denotes ′,3′-isopropylidene
T1213 25997-26006 CHEBI:22260;CHEBI:22260 denotes adenosine
T1214 26040-26042 CHEBI:86228;CHEBI:86228 denotes 4-
T1215 26042-26049 CHEBI:44520;CHEBI:44520 denotes methoxy
T1216 26049-26071 CHEBI:86228;CHEBI:86228 denotes -2-nitrobenzenesufonyl
T1217 26072-26080 CHEBI:17996;CHEBI:17996 denotes chloride
T1218 26144-26148 CHEBI:32145;CHEBI:32145 denotes MeOH
T1219 26551-26554 CHEBI:36927;CHEBI:36927 denotes 13C
T1220 26837-26869 CHEBI:53233;CHEBI:53233 denotes dimethyl-tetrahydro-2H-furo[3,4-
T1221 26873-26874 CHEBI:53233;CHEBI:53233 denotes 1
T1222 26874-26876 CHEBI:52029;CHEBI:52029 denotes ,3
T1223 26876-26889 CHEBI:53233;CHEBI:53233 denotes ]dioxol-4-yl]
T1224 26899-26906 CHEBI:44520;CHEBI:44520 denotes methoxy
T1225 26906-26909 CHEBI:86228;CHEBI:86228 denotes -4-
T1226 26909-26921 CHEBI:27798;CHEBI:27798 denotes nitrobenzene
T1227 26921-26924 CHEBI:86228;CHEBI:86228 denotes -1-
T1228 26924-26935 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T1229 26965-26967 CHEBI:75508;CHEBI:75508 denotes 5′
T1230 26967-26968 CHEBI:50217;CHEBI:50217 denotes -
T1231 26968-26973 CHEBI:46882;CHEBI:46882 denotes amino
T1232 26973-26975 CHEBI:50217;CHEBI:50217 denotes -2
T1233 26975-26994 CHEBI:53250;CHEBI:53250 denotes ′,3′-isopropylidene
T1234 26995-27004 CHEBI:22260;CHEBI:22260 denotes adenosine
T1235 27038-27040 CHEBI:86228;CHEBI:86228 denotes 2-
T1236 27040-27047 CHEBI:44520;CHEBI:44520 denotes methoxy
T1237 27047-27069 CHEBI:86228;CHEBI:86228 denotes -4-nitrobenzenesufonyl
T1238 27070-27078 CHEBI:17996;CHEBI:17996 denotes chloride
T1239 27142-27146 CHEBI:32145;CHEBI:32145 denotes MeOH
T1240 27516-27519 CHEBI:36927;CHEBI:36927 denotes 13C
T1241 27802-27834 CHEBI:53233;CHEBI:53233 denotes dimethyl-tetrahydro-2H-furo[3,4-
T1242 27838-27839 CHEBI:53233;CHEBI:53233 denotes 1
T1243 27839-27841 CHEBI:52029;CHEBI:52029 denotes ,3
T1244 27841-27854 CHEBI:53233;CHEBI:53233 denotes ]dioxol-4-yl]
T1245 27864-27869 CHEBI:29785;CHEBI:29785 denotes nitro
T1246 27869-27872 CHEBI:86228;CHEBI:86228 denotes -4-
T1247 27872-27896 CHEBI:36810;CHEBI:36810 denotes (trifluoromethyl)benzene
T1248 27896-27897 CHEBI:34674;CHEBI:34674 denotes -
T1249 27897-27899 CHEBI:86228;CHEBI:86228 denotes 1-
T1250 27899-27910 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T1251 27921-27929 CHEBI:75958;CHEBI:75958 denotes solution
T1252 27933-27934 CHEBI:34018;CHEBI:34018 denotes 5
T1253 27934-27935 CHEBI:53250;CHEBI:53250 denotes
T1254 27935-27936 CHEBI:75508;CHEBI:75508 denotes -
T1255 27936-27941 CHEBI:46882;CHEBI:46882 denotes amino
T1256 27941-27942 CHEBI:75508;CHEBI:75508 denotes -
T1257 27942-27962 CHEBI:53250;CHEBI:53250 denotes 2′,3′-isopropylidene
T1258 27963-27972 CHEBI:22260;CHEBI:22260 denotes adenosine
T1259 28073-28075 CHEBI:86228;CHEBI:86228 denotes 2-
T1260 28075-28080 CHEBI:29785;CHEBI:29785 denotes nitro
T1261 28080-28112 CHEBI:86228;CHEBI:86228 denotes -4-trifluoromethylbenzenesufonyl
T1262 28113-28121 CHEBI:17996;CHEBI:17996 denotes chloride
T1263 28186-28193 CHEBI:60004;CHEBI:60004 denotes mixture
T1264 28240-28245 CHEBI:2511;CHEBI:2511 denotes argon
T1265 28260-28267 CHEBI:60004;CHEBI:60004 denotes mixture
T1266 28303-28308 CHEBI:15377;CHEBI:15377 denotes water
T1267 28322-28329 CHEBI:15377;CHEBI:15377 denotes aqueous
T1268 28450-28456 CHEBI:34683;CHEBI:34683 denotes Na2SO4
T1269 28545-28551 CHEBI:30563;CHEBI:30563 denotes silica
T1270 28578-28582 CHEBI:32145;CHEBI:32145 denotes MeOH
T1271 28651-28655 CHEBI:32145;CHEBI:32145 denotes MeOH
T1272 29043-29046 CHEBI:36927;CHEBI:36927 denotes 13C
T1273 29388-29420 CHEBI:53233;CHEBI:53233 denotes dimethyl-tetrahydro-2H-furo[3,4-
T1274 29424-29425 CHEBI:53233;CHEBI:53233 denotes 1
T1275 29425-29427 CHEBI:52029;CHEBI:52029 denotes ,3
T1276 29427-29440 CHEBI:53233;CHEBI:53233 denotes ]dioxol-4-yl]
T1277 29440-29446 CHEBI:16625;CHEBI:16625 denotes methyl
T1278 29448-29450 CHEBI:53233;CHEBI:53233 denotes 4-
T1279 29450-29456 CHEBI:47853;CHEBI:47853 denotes chloro
T1280 29456-29459 CHEBI:86228;CHEBI:86228 denotes -3-
T1281 29459-29471 CHEBI:27798;CHEBI:27798 denotes nitrobenzene
T1282 29471-29474 CHEBI:86228;CHEBI:86228 denotes -1-
T1283 29474-29485 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T1284 29515-29517 CHEBI:75508;CHEBI:75508 denotes 5′
T1285 29517-29518 CHEBI:50217;CHEBI:50217 denotes -
T1286 29518-29523 CHEBI:46882;CHEBI:46882 denotes amino
T1287 29523-29525 CHEBI:50217;CHEBI:50217 denotes -2
T1288 29525-29544 CHEBI:53250;CHEBI:53250 denotes ′,3′-isopropylidene
T1289 29545-29554 CHEBI:22260;CHEBI:22260 denotes adenosine
T1290 29588-29590 CHEBI:86228;CHEBI:86228 denotes 4-
T1291 29590-29596 CHEBI:47853;CHEBI:47853 denotes chloro
T1292 29596-29618 CHEBI:86228;CHEBI:86228 denotes -3-nitrobenzenesufonyl
T1293 29619-29627 CHEBI:17996;CHEBI:17996 denotes chloride
T1294 29691-29695 CHEBI:32145;CHEBI:32145 denotes MeOH
T1295 30074-30077 CHEBI:36927;CHEBI:36927 denotes 13C
T1296 30363-30382 CHEBI:53233;CHEBI:53233 denotes dimethyl-tetrahydro
T1297 30383-30385 CHEBI:53233;CHEBI:53233 denotes 2H
T1298 30390-30393 CHEBI:53233;CHEBI:53233 denotes [3,
T1299 30394-30395 CHEBI:53233;CHEBI:53233 denotes -
T1300 30399-30400 CHEBI:53233;CHEBI:53233 denotes 1
T1301 30400-30402 CHEBI:52029;CHEBI:52029 denotes ,3
T1302 30402-30415 CHEBI:53233;CHEBI:53233 denotes ]dioxol-4-yl]
T1303 30472-30473 CHEBI:53233;CHEBI:53233 denotes -
T1304 30473-30491 CHEBI:28714;CHEBI:28714 denotes butyldimethylsilyl
T1305 30492-30495 CHEBI:29354;CHEBI:29354 denotes oxy
T1306 30496-30500 CHEBI:53233;CHEBI:53233 denotes -5-{
T1307 30501-30507 CHEBI:53233;CHEBI:53233 denotes (tert-
T1308 30507-30525 CHEBI:8502;CHEBI:8502 denotes butyldimethylsilyl
T1309 30525-30526 CHEBI:53233;CHEBI:53233 denotes )
T1310 30526-30529 CHEBI:29354;CHEBI:29354 denotes oxy
T1311 30530-30536 CHEBI:16625;CHEBI:16625 denotes methyl
T1312 30537-30549 CHEBI:53233;CHEBI:53233 denotes oxolan-3-yl]
T1313 30549-30552 CHEBI:15533;CHEBI:15533 denotes oxy
T1314 30559-30562 CHEBI:86228;CHEBI:86228 denotes -4-
T1315 30562-30569 CHEBI:44520;CHEBI:44520 denotes methoxy
T1316 30569-30572 CHEBI:86228;CHEBI:86228 denotes -2-
T1317 30572-30584 CHEBI:27798;CHEBI:27798 denotes nitrobenzene
T1318 30584-30587 CHEBI:86228;CHEBI:86228 denotes -1-
T1319 30587-30598 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T1320 30729-30733 CHEBI:32145;CHEBI:32145 denotes MeOH
T1321 30757-30762 CHEBI:30808;CHEBI:30808 denotes CDCl3
T1322 31322-31325 CHEBI:36927;CHEBI:36927 denotes 13C
T1323 31731-31750 CHEBI:53233;CHEBI:53233 denotes dimethyl-tetrahydro
T1324 31751-31753 CHEBI:53233;CHEBI:53233 denotes 2H
T1325 31758-31761 CHEBI:53233;CHEBI:53233 denotes [3,
T1326 31762-31763 CHEBI:53233;CHEBI:53233 denotes -
T1327 31767-31768 CHEBI:53233;CHEBI:53233 denotes 1
T1328 31768-31770 CHEBI:52029;CHEBI:52029 denotes ,3
T1329 31770-31783 CHEBI:53233;CHEBI:53233 denotes ]dioxol-4-yl]
T1330 31840-31841 CHEBI:53233;CHEBI:53233 denotes -
T1331 31841-31859 CHEBI:28714;CHEBI:28714 denotes butyldimethylsilyl
T1332 31860-31863 CHEBI:29354;CHEBI:29354 denotes oxy
T1333 31864-31868 CHEBI:53233;CHEBI:53233 denotes -5-{
T1334 31869-31875 CHEBI:53233;CHEBI:53233 denotes (tert-
T1335 31875-31893 CHEBI:8502;CHEBI:8502 denotes butyldimethylsilyl
T1336 31893-31894 CHEBI:53233;CHEBI:53233 denotes )
T1337 31894-31897 CHEBI:29354;CHEBI:29354 denotes oxy
T1338 31898-31904 CHEBI:16625;CHEBI:16625 denotes methyl
T1339 31905-31917 CHEBI:53233;CHEBI:53233 denotes oxolan-3-yl]
T1340 31917-31920 CHEBI:15533;CHEBI:15533 denotes oxy
T1341 31927-31930 CHEBI:86228;CHEBI:86228 denotes -2-
T1342 31930-31937 CHEBI:44520;CHEBI:44520 denotes methoxy
T1343 31937-31940 CHEBI:86228;CHEBI:86228 denotes -4-
T1344 31940-31952 CHEBI:27798;CHEBI:27798 denotes nitrobenzene
T1345 31952-31955 CHEBI:86228;CHEBI:86228 denotes -1-
T1346 31955-31966 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T1347 32097-32101 CHEBI:32145;CHEBI:32145 denotes MeOH
T1348 32125-32130 CHEBI:30808;CHEBI:30808 denotes CDCl3
T1349 32606-32609 CHEBI:36927;CHEBI:36927 denotes 13C
T1350 33014-33033 CHEBI:53233;CHEBI:53233 denotes dimethyl-tetrahydro
T1351 33034-33036 CHEBI:53233;CHEBI:53233 denotes 2H
T1352 33041-33044 CHEBI:53233;CHEBI:53233 denotes [3,
T1353 33045-33046 CHEBI:53233;CHEBI:53233 denotes -
T1354 33050-33051 CHEBI:53233;CHEBI:53233 denotes 1
T1355 33051-33053 CHEBI:52029;CHEBI:52029 denotes ,3
T1356 33053-33066 CHEBI:53233;CHEBI:53233 denotes ]dioxol-4-yl]
T1357 33123-33124 CHEBI:53233;CHEBI:53233 denotes -
T1358 33124-33142 CHEBI:28714;CHEBI:28714 denotes butyldimethylsilyl
T1359 33143-33146 CHEBI:29354;CHEBI:29354 denotes oxy
T1360 33147-33151 CHEBI:53233;CHEBI:53233 denotes -5-{
T1361 33152-33158 CHEBI:53233;CHEBI:53233 denotes (tert-
T1362 33158-33176 CHEBI:8502;CHEBI:8502 denotes butyldimethylsilyl
T1363 33176-33177 CHEBI:53233;CHEBI:53233 denotes )
T1364 33177-33180 CHEBI:29354;CHEBI:29354 denotes oxy
T1365 33181-33187 CHEBI:16625;CHEBI:16625 denotes methyl
T1366 33188-33200 CHEBI:53233;CHEBI:53233 denotes oxolan-3-yl]
T1367 33200-33203 CHEBI:15533;CHEBI:15533 denotes oxy
T1368 33211-33213 CHEBI:86228;CHEBI:86228 denotes 2-
T1369 33213-33218 CHEBI:29785;CHEBI:29785 denotes nitro
T1370 33218-33221 CHEBI:86228;CHEBI:86228 denotes -4-
T1371 33221-33245 CHEBI:36810;CHEBI:36810 denotes (trifluoromethyl)benzene
T1372 33245-33246 CHEBI:34674;CHEBI:34674 denotes -
T1373 33246-33248 CHEBI:86228;CHEBI:86228 denotes 1-
T1374 33248-33259 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T1375 33388-33392 CHEBI:32145;CHEBI:32145 denotes MeOH
T1376 33416-33421 CHEBI:30808;CHEBI:30808 denotes CDCl3
T1377 34010-34013 CHEBI:36927;CHEBI:36927 denotes 13C
T1378 34500-34519 CHEBI:53233;CHEBI:53233 denotes dimethyl-tetrahydro
T1379 34520-34522 CHEBI:53233;CHEBI:53233 denotes 2H
T1380 34527-34530 CHEBI:53233;CHEBI:53233 denotes [3,
T1381 34531-34532 CHEBI:53233;CHEBI:53233 denotes -
T1382 34536-34537 CHEBI:53233;CHEBI:53233 denotes 1
T1383 34537-34539 CHEBI:52029;CHEBI:52029 denotes ,3
T1384 34539-34552 CHEBI:53233;CHEBI:53233 denotes ]dioxol-4-yl]
T1385 34609-34610 CHEBI:53233;CHEBI:53233 denotes -
T1386 34610-34628 CHEBI:28714;CHEBI:28714 denotes butyldimethylsilyl
T1387 34629-34632 CHEBI:29354;CHEBI:29354 denotes oxy
T1388 34633-34637 CHEBI:53233;CHEBI:53233 denotes -5-{
T1389 34638-34644 CHEBI:53233;CHEBI:53233 denotes (tert-
T1390 34644-34662 CHEBI:8502;CHEBI:8502 denotes butyldimethylsilyl
T1391 34662-34663 CHEBI:53233;CHEBI:53233 denotes )
T1392 34663-34666 CHEBI:29354;CHEBI:29354 denotes oxy
T1393 34667-34673 CHEBI:16625;CHEBI:16625 denotes methyl
T1394 34674-34686 CHEBI:53233;CHEBI:53233 denotes oxolan-3-yl]
T1395 34686-34689 CHEBI:15533;CHEBI:15533 denotes oxy
T1396 34696-34699 CHEBI:86228;CHEBI:86228 denotes -4-
T1397 34699-34705 CHEBI:47853;CHEBI:47853 denotes chloro
T1398 34705-34708 CHEBI:86228;CHEBI:86228 denotes -3-
T1399 34708-34720 CHEBI:27798;CHEBI:27798 denotes nitrobenzene
T1400 34720-34723 CHEBI:86228;CHEBI:86228 denotes -1-
T1401 34723-34734 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T1402 34865-34869 CHEBI:32145;CHEBI:32145 denotes MeOH
T1403 34893-34898 CHEBI:30808;CHEBI:30808 denotes CDCl3
T1404 35413-35416 CHEBI:36927;CHEBI:36927 denotes 13C
T1405 35820-35821 CHEBI:53233;CHEBI:53233 denotes 3
T1406 35821-35822 CHEBI:34018;CHEBI:34018 denotes ,
T1407 35822-35824 CHEBI:53233;CHEBI:53233 denotes 4-
T1408 35824-35848 CHEBI:47019;CHEBI:47019 denotes dihydroxytetrahydrofuran
T1409 35849-35853 CHEBI:53233;CHEBI:53233 denotes 2-yl
T1410 35854-35860 CHEBI:29309;CHEBI:29309 denotes methyl
T1411 35883-35886 CHEBI:34018;CHEBI:34018 denotes 2-(
T1412 35886-35907 CHEBI:30756;CHEBI:30756 denotes 6-amino-9H-purin-9-yl
T1413 35908-35911 CHEBI:34018;CHEBI:34018 denotes -4-
T1414 35911-35918 CHEBI:43176;CHEBI:43176 denotes hydroxy
T1415 35918-35922 CHEBI:34018;CHEBI:34018 denotes -5-(
T1416 35922-35935 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T1417 35936-35951 CHEBI:27902;CHEBI:27902 denotes tetrahydrofuran
T1418 35951-35952 CHEBI:53233;CHEBI:53233 denotes -
T1419 35952-35953 CHEBI:34018;CHEBI:34018 denotes 3
T1420 35953-35956 CHEBI:53233;CHEBI:53233 denotes -yl
T1421 35957-35960 CHEBI:29354;CHEBI:29354 denotes oxy
T1422 35961-35966 CHEBI:37807;CHEBI:37807 denotes ethyl
T1423 35967-35970 CHEBI:86228;CHEBI:86228 denotes -4-
T1424 35970-35977 CHEBI:44520;CHEBI:44520 denotes methoxy
T1425 35977-36003 CHEBI:86228;CHEBI:86228 denotes -2-nitrobenzenesulfonamide
T1426 36092-36104 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T1427 36764-36767 CHEBI:36927;CHEBI:36927 denotes 13C
T1428 37108-37123 CHEBI:50488;CHEBI:50488 denotes dihydroxyoxolan
T1429 37124-37125 CHEBI:53233;CHEBI:53233 denotes 2
T1430 37126-37129 CHEBI:53233;CHEBI:53233 denotes yl]
T1431 37129-37135 CHEBI:29309;CHEBI:29309 denotes methyl
T1432 37166-37176 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T1433 37178-37180 CHEBI:53233;CHEBI:53233 denotes 4-
T1434 37180-37187 CHEBI:43176;CHEBI:43176 denotes hydroxy
T1435 37188-37189 CHEBI:34018;CHEBI:34018 denotes 5
T1436 37191-37204 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T1437 37205-37211 CHEBI:26911;CHEBI:26911 denotes oxolan
T1438 37211-37212 CHEBI:15533;CHEBI:15533 denotes -
T1439 37212-37213 CHEBI:53233;CHEBI:53233 denotes 3
T1440 37213-37216 CHEBI:15533;CHEBI:15533 denotes -yl
T1441 37217-37220 CHEBI:15533;CHEBI:15533 denotes oxy
T1442 37230-37237 CHEBI:44520;CHEBI:44520 denotes methoxy
T1443 37237-37240 CHEBI:86228;CHEBI:86228 denotes -4-
T1444 37240-37252 CHEBI:27798;CHEBI:27798 denotes nitrobenzene
T1445 37252-37255 CHEBI:86228;CHEBI:86228 denotes -1-
T1446 37255-37266 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T1447 37355-37367 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T1448 38027-38030 CHEBI:36927;CHEBI:36927 denotes 13C
T1449 38373-38388 CHEBI:50488;CHEBI:50488 denotes dihydroxyoxolan
T1450 38389-38390 CHEBI:53233;CHEBI:53233 denotes 2
T1451 38391-38394 CHEBI:53233;CHEBI:53233 denotes yl]
T1452 38394-38400 CHEBI:29309;CHEBI:29309 denotes methyl
T1453 38431-38441 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T1454 38443-38445 CHEBI:53233;CHEBI:53233 denotes 4-
T1455 38445-38452 CHEBI:43176;CHEBI:43176 denotes hydroxy
T1456 38453-38454 CHEBI:34018;CHEBI:34018 denotes 5
T1457 38456-38469 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T1458 38470-38476 CHEBI:26911;CHEBI:26911 denotes oxolan
T1459 38476-38477 CHEBI:15533;CHEBI:15533 denotes -
T1460 38477-38478 CHEBI:53233;CHEBI:53233 denotes 3
T1461 38478-38481 CHEBI:15533;CHEBI:15533 denotes -yl
T1462 38482-38485 CHEBI:15533;CHEBI:15533 denotes oxy
T1463 38495-38500 CHEBI:29785;CHEBI:29785 denotes nitro
T1464 38500-38503 CHEBI:86228;CHEBI:86228 denotes -4-
T1465 38503-38527 CHEBI:36810;CHEBI:36810 denotes (trifluoromethyl)benzene
T1466 38527-38528 CHEBI:34674;CHEBI:34674 denotes -
T1467 38528-38530 CHEBI:86228;CHEBI:86228 denotes 1-
T1468 38530-38541 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T1469 38627-38639 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T1470 39330-39333 CHEBI:36927;CHEBI:36927 denotes 13C
T1471 39771-39786 CHEBI:50488;CHEBI:50488 denotes dihydroxyoxolan
T1472 39787-39788 CHEBI:53233;CHEBI:53233 denotes 2
T1473 39789-39792 CHEBI:53233;CHEBI:53233 denotes yl]
T1474 39792-39798 CHEBI:29309;CHEBI:29309 denotes methyl
T1475 39829-39839 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T1476 39841-39843 CHEBI:34018;CHEBI:34018 denotes 4-
T1477 39843-39850 CHEBI:43176;CHEBI:43176 denotes hydroxy
T1478 39851-39852 CHEBI:34018;CHEBI:34018 denotes 5
T1479 39854-39867 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T1480 39868-39874 CHEBI:26911;CHEBI:26911 denotes oxolan
T1481 39874-39875 CHEBI:15533;CHEBI:15533 denotes -
T1482 39875-39876 CHEBI:53233;CHEBI:53233 denotes 3
T1483 39876-39879 CHEBI:15533;CHEBI:15533 denotes -yl
T1484 39879-39880 CHEBI:53233;CHEBI:53233 denotes ]
T1485 39880-39883 CHEBI:15533;CHEBI:15533 denotes oxy
T1486 39893-39899 CHEBI:47853;CHEBI:47853 denotes chloro
T1487 39899-39902 CHEBI:86228;CHEBI:86228 denotes -3-
T1488 39902-39914 CHEBI:27798;CHEBI:27798 denotes nitrobenzene
T1489 39914-39917 CHEBI:86228;CHEBI:86228 denotes -1-
T1490 39917-39928 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T1491 40017-40029 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T1492 40715-40718 CHEBI:36927;CHEBI:36927 denotes 13C
T1493 41057-41076 CHEBI:53233;CHEBI:53233 denotes dimethyl-tetrahydro
T1494 41077-41079 CHEBI:53233;CHEBI:53233 denotes 2H
T1495 41084-41087 CHEBI:53233;CHEBI:53233 denotes [3,
T1496 41088-41089 CHEBI:53233;CHEBI:53233 denotes -
T1497 41093-41094 CHEBI:53233;CHEBI:53233 denotes 1
T1498 41094-41096 CHEBI:52029;CHEBI:52029 denotes ,3
T1499 41096-41109 CHEBI:53233;CHEBI:53233 denotes ]dioxol-4-yl]
T1500 41166-41167 CHEBI:53233;CHEBI:53233 denotes -
T1501 41167-41185 CHEBI:28714;CHEBI:28714 denotes butyldimethylsilyl
T1502 41186-41189 CHEBI:29354;CHEBI:29354 denotes oxy
T1503 41190-41194 CHEBI:53233;CHEBI:53233 denotes -5-{
T1504 41195-41201 CHEBI:53233;CHEBI:53233 denotes (tert-
T1505 41201-41219 CHEBI:8502;CHEBI:8502 denotes butyldimethylsilyl
T1506 41219-41220 CHEBI:53233;CHEBI:53233 denotes )
T1507 41220-41223 CHEBI:29354;CHEBI:29354 denotes oxy
T1508 41224-41230 CHEBI:16625;CHEBI:16625 denotes methyl
T1509 41231-41243 CHEBI:53233;CHEBI:53233 denotes oxolan-3-yl]
T1510 41243-41246 CHEBI:15533;CHEBI:15533 denotes oxy
T1511 41254-41256 CHEBI:86228;CHEBI:86228 denotes 4-
T1512 41256-41269 CHEBI:23132;CHEBI:23132 denotes chlorobenzene
T1513 41269-41272 CHEBI:28714;CHEBI:28714 denotes -1-
T1514 41272-41283 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T1515 41294-41302 CHEBI:75958;CHEBI:75958 denotes solution
T1516 41406-41407 CHEBI:75508;CHEBI:75508 denotes 4
T1517 41407-41429 CHEBI:86228;CHEBI:86228 denotes -chlorobenzenesulfonyl
T1518 41430-41438 CHEBI:17996;CHEBI:17996 denotes chloride
T1519 41502-41509 CHEBI:60004;CHEBI:60004 denotes mixture
T1520 41563-41571 CHEBI:46787;CHEBI:46787 denotes Solvents
T1521 41669-41676 CHEBI:15377;CHEBI:15377 denotes aqueous
T1522 41677-41683 CHEBI:32139;CHEBI:32139 denotes NaHCO3
T1523 41697-41704 CHEBI:15377;CHEBI:15377 denotes aqueous
T1524 41823-41829 CHEBI:34683;CHEBI:34683 denotes Na2SO4
T1525 41918-41924 CHEBI:30563;CHEBI:30563 denotes silica
T1526 41951-41955 CHEBI:32145;CHEBI:32145 denotes MeOH
T1527 42022-42026 CHEBI:32145;CHEBI:32145 denotes MeOH
T1528 42053-42058 CHEBI:30808;CHEBI:30808 denotes CDCl3
T1529 42609-42612 CHEBI:36927;CHEBI:36927 denotes 13C
T1530 42994-42996 CHEBI:30756;CHEBI:30756 denotes 9H
T1531 42997-43007 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T1532 43008-43032 CHEBI:53233;CHEBI:53233 denotes -2,2-dimethyl-tetrahydro
T1533 43033-43035 CHEBI:53233;CHEBI:53233 denotes 2H
T1534 43051-43062 CHEBI:86228;CHEBI:86228 denotes 3]dioxol-4-
T1535 43062-43065 CHEBI:53233;CHEBI:53233 denotes yl]
T1536 43065-43071 CHEBI:29309;CHEBI:29309 denotes methyl
T1537 43074-43076 CHEBI:86228;CHEBI:86228 denotes 4-
T1538 43076-43082 CHEBI:47853;CHEBI:47853 denotes chloro
T1539 43082-43097 CHEBI:86228;CHEBI:86228 denotes -3-nitrophenyl)
T1540 43097-43103 CHEBI:29309;CHEBI:29309 denotes methyl
T1541 43103-43104 CHEBI:86228;CHEBI:86228 denotes ]
T1542 43104-43109 CHEBI:46882;CHEBI:46882 denotes amino
T1543 43110-43116 CHEBI:42241;CHEBI:42241 denotes ethoxy
T1544 43118-43119 CHEBI:86228;CHEBI:86228 denotes 4
T1545 43126-43127 CHEBI:53233;CHEBI:53233 denotes -
T1546 43127-43145 CHEBI:28714;CHEBI:28714 denotes butyldimethylsilyl
T1547 43145-43146 CHEBI:53233;CHEBI:53233 denotes )
T1548 43146-43149 CHEBI:29354;CHEBI:29354 denotes oxy
T1549 43150-43161 CHEBI:53233;CHEBI:53233 denotes -5-{[(tert-
T1550 43161-43179 CHEBI:28714;CHEBI:28714 denotes butyldimethylsilyl
T1551 43179-43180 CHEBI:53233;CHEBI:53233 denotes )
T1552 43180-43183 CHEBI:29354;CHEBI:29354 denotes oxy
T1553 43184-43190 CHEBI:16625;CHEBI:16625 denotes methyl
T1554 43191-43203 CHEBI:53233;CHEBI:53233 denotes oxolan-2-yl]
T1555 43204-43206 CHEBI:29238;CHEBI:29238 denotes 9H
T1556 43207-43212 CHEBI:17939;CHEBI:17939 denotes purin
T1557 43212-43215 CHEBI:17369;CHEBI:17369 denotes -6-
T1558 43215-43220 CHEBI:32952;CHEBI:32952 denotes amine
T1559 43231-43239 CHEBI:75958;CHEBI:75958 denotes solution
T1560 43313-43321 CHEBI:75958;CHEBI:75958 denotes solution
T1561 43325-43327 CHEBI:86228;CHEBI:86228 denotes 4-
T1562 43327-43333 CHEBI:47853;CHEBI:47853 denotes chloro
T1563 43333-43354 CHEBI:86228;CHEBI:86228 denotes -3-nitrobenazaldehyde
T1564 43413-43424 CHEBI:15366;CHEBI:15366 denotes acetic acid
T1565 43502-43508 CHEBI:35607;CHEBI:35607 denotes sodium
T1566 43509-43530 CHEBI:28621;CHEBI:28621 denotes triacetoxyborohydride
T1567 43608-43616 CHEBI:75958;CHEBI:75958 denotes solution
T1568 43672-43679 CHEBI:15377;CHEBI:15377 denotes aqueous
T1569 43680-43686 CHEBI:32139;CHEBI:32139 denotes NaHCO3
T1570 43692-43699 CHEBI:15377;CHEBI:15377 denotes aqueous
T1571 43818-43824 CHEBI:34683;CHEBI:34683 denotes Na2SO4
T1572 43913-43919 CHEBI:30563;CHEBI:30563 denotes silica
T1573 43946-43950 CHEBI:32145;CHEBI:32145 denotes MeOH
T1574 44011-44015 CHEBI:32145;CHEBI:32145 denotes MeOH
T1575 44044-44049 CHEBI:30808;CHEBI:30808 denotes CDCl3
T1576 44624-44627 CHEBI:36927;CHEBI:36927 denotes 13C
T1577 45034-45036 CHEBI:30756;CHEBI:30756 denotes 9H
T1578 45037-45047 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T1579 45048-45072 CHEBI:53233;CHEBI:53233 denotes -2,2-dimethyl-tetrahydro
T1580 45073-45075 CHEBI:53233;CHEBI:53233 denotes 2H
T1581 45091-45105 CHEBI:53233;CHEBI:53233 denotes 3]dioxol-4-yl]
T1582 45105-45111 CHEBI:29309;CHEBI:29309 denotes methyl
T1583 45114-45129 CHEBI:53233;CHEBI:53233 denotes 4-chlorophenyl)
T1584 45129-45135 CHEBI:29309;CHEBI:29309 denotes methyl
T1585 45135-45136 CHEBI:53233;CHEBI:53233 denotes ]
T1586 45136-45141 CHEBI:46882;CHEBI:46882 denotes amino
T1587 45142-45148 CHEBI:42241;CHEBI:42241 denotes ethoxy
T1588 45149-45152 CHEBI:53233;CHEBI:53233 denotes -4-
T1589 45158-45159 CHEBI:53233;CHEBI:53233 denotes -
T1590 45178-45181 CHEBI:29354;CHEBI:29354 denotes oxy
T1591 45182-45187 CHEBI:82321;CHEBI:82321 denotes -5-{[
T1592 45187-45188 CHEBI:53233;CHEBI:53233 denotes (
T1593 45192-45211 CHEBI:82321;CHEBI:82321 denotes -butyldimethylsilyl
T1594 45211-45212 CHEBI:53233;CHEBI:53233 denotes )
T1595 45212-45215 CHEBI:29354;CHEBI:29354 denotes oxy
T1596 45216-45222 CHEBI:29309;CHEBI:29309 denotes methyl
T1597 45223-45229 CHEBI:26911;CHEBI:26911 denotes oxolan
T1598 45229-45230 CHEBI:15533;CHEBI:15533 denotes -
T1599 45230-45231 CHEBI:82321;CHEBI:82321 denotes 2
T1600 45231-45232 CHEBI:15533;CHEBI:15533 denotes -
T1601 45232-45234 CHEBI:82321;CHEBI:82321 denotes yl
T1602 45236-45238 CHEBI:29238;CHEBI:29238 denotes 9H
T1603 45247-45252 CHEBI:32952;CHEBI:32952 denotes amine
T1604 45263-45271 CHEBI:75958;CHEBI:75958 denotes solution
T1605 45343-45361 CHEBI:28105;CHEBI:28105 denotes chlorobenzaldehyde
T1606 45418-45429 CHEBI:15366;CHEBI:15366 denotes acetic acid
T1607 45507-45513 CHEBI:35607;CHEBI:35607 denotes sodium
T1608 45514-45535 CHEBI:28621;CHEBI:28621 denotes triacetoxyborohydride
T1609 45613-45621 CHEBI:75958;CHEBI:75958 denotes solution
T1610 45677-45684 CHEBI:15377;CHEBI:15377 denotes aqueous
T1611 45685-45691 CHEBI:32139;CHEBI:32139 denotes NaHCO3
T1612 45697-45704 CHEBI:15377;CHEBI:15377 denotes aqueous
T1613 45823-45829 CHEBI:34683;CHEBI:34683 denotes Na2SO4
T1614 45918-45924 CHEBI:30563;CHEBI:30563 denotes silica
T1615 45951-45955 CHEBI:32145;CHEBI:32145 denotes MeOH
T1616 46027-46031 CHEBI:32145;CHEBI:32145 denotes MeOH
T1617 46063-46068 CHEBI:30808;CHEBI:30808 denotes CDCl3
T1618 46580-46583 CHEBI:36927;CHEBI:36927 denotes 13C
T1619 46980-46995 CHEBI:50488;CHEBI:50488 denotes dihydroxyoxolan
T1620 46996-46997 CHEBI:53233;CHEBI:53233 denotes 2
T1621 46998-47001 CHEBI:53233;CHEBI:53233 denotes yl]
T1622 47001-47007 CHEBI:29309;CHEBI:29309 denotes methyl
T1623 47038-47048 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T1624 47050-47052 CHEBI:34018;CHEBI:34018 denotes 4-
T1625 47052-47059 CHEBI:43176;CHEBI:43176 denotes hydroxy
T1626 47060-47061 CHEBI:34018;CHEBI:34018 denotes 5
T1627 47063-47076 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T1628 47077-47083 CHEBI:26911;CHEBI:26911 denotes oxolan
T1629 47083-47084 CHEBI:15533;CHEBI:15533 denotes -
T1630 47084-47085 CHEBI:53233;CHEBI:53233 denotes 3
T1631 47085-47088 CHEBI:15533;CHEBI:15533 denotes -yl
T1632 47088-47089 CHEBI:53233;CHEBI:53233 denotes ]
T1633 47089-47092 CHEBI:15533;CHEBI:15533 denotes oxy
T1634 47102-47115 CHEBI:23132;CHEBI:23132 denotes chlorobenzene
T1635 47115-47116 CHEBI:34674;CHEBI:34674 denotes -
T1636 47116-47118 CHEBI:28714;CHEBI:28714 denotes 1-
T1637 47118-47129 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T1638 47218-47230 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T1639 47900-47903 CHEBI:36927;CHEBI:36927 denotes 13C
T1640 48240-48241 CHEBI:30756;CHEBI:30756 denotes -
T1641 48246-48249 CHEBI:30756;CHEBI:30756 denotes -9H
T1642 48250-48260 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T1643 48262-48264 CHEBI:34018;CHEBI:34018 denotes 4-
T1644 48264-48271 CHEBI:43176;CHEBI:43176 denotes hydroxy
T1645 48275-48288 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T1646 48289-48295 CHEBI:26911;CHEBI:26911 denotes oxolan
T1647 48295-48296 CHEBI:15533;CHEBI:15533 denotes -
T1648 48296-48297 CHEBI:53233;CHEBI:53233 denotes 3
T1649 48297-48300 CHEBI:15533;CHEBI:15533 denotes -yl
T1650 48300-48301 CHEBI:53233;CHEBI:53233 denotes ]
T1651 48301-48304 CHEBI:29354;CHEBI:29354 denotes oxy
T1652 48305-48310 CHEBI:37807;CHEBI:37807 denotes ethyl
T1653 48313-48315 CHEBI:86228;CHEBI:86228 denotes 4-
T1654 48315-48321 CHEBI:47853;CHEBI:47853 denotes chloro
T1655 48321-48335 CHEBI:86228;CHEBI:86228 denotes -3-nitrophenyl
T1656 48336-48342 CHEBI:29309;CHEBI:29309 denotes methyl
T1657 48343-48348 CHEBI:46882;CHEBI:46882 denotes amino
T1658 48349-48355 CHEBI:29309;CHEBI:29309 denotes methyl
T1659 48356-48363 CHEBI:26911;CHEBI:26911 denotes oxolane
T1660 48364-48366 CHEBI:52029;CHEBI:52029 denotes 3,
T1661 48366-48368 CHEBI:53233;CHEBI:53233 denotes 4-
T1662 48368-48372 CHEBI:23824;CHEBI:23824 denotes diol
T1663 48461-48473 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T1664 49214-49217 CHEBI:36927;CHEBI:36927 denotes 13C
T1665 49571-49572 CHEBI:30756;CHEBI:30756 denotes -
T1666 49577-49580 CHEBI:30756;CHEBI:30756 denotes -9H
T1667 49581-49591 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T1668 49593-49595 CHEBI:34018;CHEBI:34018 denotes 4-
T1669 49595-49602 CHEBI:43176;CHEBI:43176 denotes hydroxy
T1670 49606-49619 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T1671 49620-49626 CHEBI:26911;CHEBI:26911 denotes oxolan
T1672 49627-49631 CHEBI:53233;CHEBI:53233 denotes 3-yl
T1673 49632-49635 CHEBI:29354;CHEBI:29354 denotes oxy
T1674 49636-49641 CHEBI:37807;CHEBI:37807 denotes ethyl
T1675 49644-49646 CHEBI:53233;CHEBI:53233 denotes 4-
T1676 49659-49665 CHEBI:29309;CHEBI:29309 denotes methyl
T1677 49666-49671 CHEBI:46882;CHEBI:46882 denotes amino
T1678 49672-49678 CHEBI:29309;CHEBI:29309 denotes methyl
T1679 49679-49686 CHEBI:26911;CHEBI:26911 denotes oxolane
T1680 49691-49695 CHEBI:23824;CHEBI:23824 denotes diol
T1681 49784-49796 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T1682 50520-50523 CHEBI:36927;CHEBI:36927 denotes 13C
T1683 50809-50819 GO:0010467 denotes Expression
T1684 50861-50869 SP_10 denotes SARS-CoV
T1685 50870-50875 PR:000000125 denotes nsp14
T1686 50880-50885 SP_6;NCBITaxon:9606 denotes human
T1687 51007-51015 SO:0000155 denotes plasmids
T1688 51035-51044 GO:0010467 denotes expressed
T1689 51048-51055 NCBITaxon:562 denotes E. coli
T1690 51119-51127 NCBITaxon:7742 denotes Vaccinia
T1691 51128-51133 NCBITaxon:10239 denotes virus
T1692 51157-51164 GO:0032991 denotes complex
T1693 51325-51327 CHEBI:29238;CHEBI:29238 denotes 3H
T1694 51488-51495 CHEBI:60004;CHEBI:60004 denotes mixture
T1695 51503-51507 CHEBI:9754;CHEBI:9754 denotes Tris
T1696 51508-51511 CHEBI:17883;CHEBI:17883 denotes HCl
T1697 51527-51530 CHEBI:18320;CHEBI:18320 denotes DTT
T1698 51537-51542 CHEBI:6636;CHEBI:6636 denotes MgCl2
T1699 51564-51566 CHEBI:29238;CHEBI:29238 denotes 3H
T1700 51638-51646 SP_10 denotes SARS-CoV
T1701 51647-51652 PR:000000125 denotes nsp14
T1702 51662-51670 NCBITaxon:7742 denotes vaccinia
T1703 51671-51676 NCBITaxon:10239 denotes virus
T1704 51712-51717 SP_6;NCBITaxon:9606 denotes human
T1705 51732-51737 PR:O43148 denotes hRNMT
T1706 51782-51791 CHEBI:36357;CHEBI:36357 denotes compounds
T1707 51810-51814 CHEBI:51231;CHEBI:51231 denotes DMSO
T1708 51825-51829 CHEBI:51231;CHEBI:51231 denotes DMSO
T1709 51960-51964 CHEBI:51231;CHEBI:51231 denotes DMSO
T1710 51976-51984 CHEBI:60004;CHEBI:60004 denotes mixtures
T1711 52049-52054 CHEBI:15377;CHEBI:15377 denotes water
T1712 52084-52101 CHEBI:35702;CHEBI:35702 denotes diethylaminoethyl
T1713 52236-52252 CHEBI:63050;CHEBI:63050 denotes ammonium formate
T1714 52272-52277 CHEBI:15377;CHEBI:15377 denotes water
T1715 52292-52299 CHEBI:16236;CHEBI:16236 denotes ethanol
T1716 52362-52364 CHEBI:29238;CHEBI:29238 denotes 3H
T1717 52680-52688 CHEBI:36357;CHEBI:36357 denotes compound
T1718 53019-53026 CHEBI:60004;CHEBI:60004 denotes mixture
T1719 53054-53059 CHEBI:46756;CHEBI:46756 denotes HEPES
T1720 53077-53081 CHEBI:26710;CHEBI:26710 denotes NaCl
T1721 53086-53098 CHEBI:51461;CHEBI:51461 denotes SYPRO orange
T1722 53099-53102 CHEBI:37958;CHEBI:37958 denotes dye
T1723 53122-53130 SP_10 denotes SARS-CoV
T1724 53131-53136 PR:000000125 denotes nsp14
T1725 53154-53162 CHEBI:36357;CHEBI:36357 denotes compound
T1726 53192-53196 CHEBI:51231;CHEBI:51231 denotes DMSO
T1727 53200-53205 CHEBI:15377;CHEBI:15377 denotes water
T1728 53261-53269 CHEBI:36357;CHEBI:36357 denotes compound
T1729 53297-53300 CHEBI:37958;CHEBI:37958 denotes dye
T1730 53547-53551 CHEBI:51231;CHEBI:51231 denotes DMSO
T1731 53624-53631 GO:0032508 denotes melting
T1732 54115-54123 SP_10 denotes SARS-CoV
T1733 54223-54227 CHEBI:24870;CHEBI:24870 denotes ions
T1734 54250-54258 SP_10 denotes SARS-CoV
T1735 54259-54264 PR:000000125 denotes nsp14
T1736 54767-54775 SP_10 denotes SARS-CoV
T1737 54776-54781 PR:000000125 denotes nsp14
T1738 54814-54822 SP_10 denotes SARS-CoV
T1739 54823-54828 PR:000000125 denotes nsp14
T42 51153-51178 NCBITaxon:10239 denotes D12 complex) and mRNA Cap
T92593 54250-54258 SP_10 denotes SARS-CoV
T15931 54259-54264 PR:000000125 denotes nsp14
T86649 75-83 CHEBI:46787;CHEBI:46787 denotes solvents
T43192 88-96 CHEBI:33893;CHEBI:33893 denotes reagents
T3261 206-213 CHEBI:29320;CHEBI:29320 denotes calcium
T10589 214-221 CHEBI:29239;CHEBI:29239 denotes hydride
T99839 284-290 CHEBI:30563;CHEBI:30563 denotes silica
T52140 952-959 CHEBI:46787;CHEBI:46787 denotes solvent
T30031 1021-1026 CHEBI:1418;CHEBI:1418 denotes CH3CN
T39091 1130-1139 CHEBI:36357;CHEBI:36357 denotes compounds
T2577 1257-1266 CHEBI:36357;CHEBI:36357 denotes compounds
T24815 1290-1298 CHEBI:75958;CHEBI:75958 denotes solution
T614 1302-1305 CHEBI:51231;CHEBI:51231 denotes 5′-
T19968 1305-1310 CHEBI:46882;CHEBI:46882 denotes amino
T95384 1310-1311 CHEBI:75508;CHEBI:75508 denotes -
T33892 1311-1315 CHEBI:51231;CHEBI:51231 denotes 2′,3
T55720 1315-1331 CHEBI:53250;CHEBI:53250 denotes ′-isopropylidene
T41124 1332-1341 CHEBI:22260;CHEBI:22260 denotes adenosine
T59013 1420-1439 CHEBI:53325;CHEBI:53325 denotes nitrobenzenesufonyl
T59951 1440-1448 CHEBI:17996;CHEBI:17996 denotes chloride
T13359 1481-1488 CHEBI:60004;CHEBI:60004 denotes mixture
T72737 1584-1591 CHEBI:15377;CHEBI:15377 denotes aqueous
T51572 1692-1698 CHEBI:34683;CHEBI:34683 denotes Na2SO4
T4728 1795-1803 CHEBI:36357;CHEBI:36357 denotes compound
T86118 1874-1906 CHEBI:53233;CHEBI:53233 denotes dimethyl-tetrahydro-2H-furo[3,4-
T62627 1910-1911 CHEBI:53233;CHEBI:53233 denotes 1
T73292 1911-1913 CHEBI:52029;CHEBI:52029 denotes ,3
T56519 1913-1926 CHEBI:53233;CHEBI:53233 denotes ]dioxol-4-yl]
T95710 1926-1932 CHEBI:16625;CHEBI:16625 denotes methyl
T45397 1934-1936 CHEBI:53233;CHEBI:53233 denotes 4-
T96670 1936-1948 CHEBI:27798;CHEBI:27798 denotes nitrobenzene
T69786 1948-1951 CHEBI:86228;CHEBI:86228 denotes -1-
T24453 1951-1962 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T31575 1992-1993 CHEBI:75508;CHEBI:75508 denotes 5
T96563 1993-1994 CHEBI:82321;CHEBI:82321 denotes
T43267 1994-1995 CHEBI:50217;CHEBI:50217 denotes -
T88305 1995-2000 CHEBI:46882;CHEBI:46882 denotes amino
T5438 2000-2002 CHEBI:50217;CHEBI:50217 denotes -2
T60092 2002-2021 CHEBI:53250;CHEBI:53250 denotes ′,3′-isopropylidene
T29954 2022-2031 CHEBI:22260;CHEBI:22260 denotes adenosine
T50196 2065-2086 CHEBI:86228;CHEBI:86228 denotes 4-nitrobenzenesufonyl
T14448 2087-2095 CHEBI:17996;CHEBI:17996 denotes chloride
T79305 2159-2163 CHEBI:32145;CHEBI:32145 denotes MeOH
T69919 2487-2490 CHEBI:36927;CHEBI:36927 denotes 13C
T36490 2748-2757 CHEBI:36357;CHEBI:36357 denotes compounds
T37409 2773-2781 CHEBI:75958;CHEBI:75958 denotes solution
T24357 2883-2888 CHEBI:32031;CHEBI:32031 denotes K2CO3
T81075 2984-2989 CHEBI:15377;CHEBI:15377 denotes water
T2114 2995-3002 CHEBI:15377;CHEBI:15377 denotes aqueous
T5492 3103-3109 CHEBI:34683;CHEBI:34683 denotes Na2SO4
T5574 3198-3204 CHEBI:30563;CHEBI:30563 denotes silica
T59785 3231-3235 CHEBI:32145;CHEBI:32145 denotes MeOH
T61924 3264-3272 CHEBI:36357;CHEBI:36357 denotes compound
T68367 3341-3360 CHEBI:53233;CHEBI:53233 denotes dimethyl-tetrahydro
T40445 3361-3363 CHEBI:53233;CHEBI:53233 denotes 2H
T4224 3368-3371 CHEBI:53233;CHEBI:53233 denotes [3,
T91423 3372-3373 CHEBI:53233;CHEBI:53233 denotes -
T12675 3377-3378 CHEBI:53233;CHEBI:53233 denotes 1
T79796 3378-3380 CHEBI:52029;CHEBI:52029 denotes ,3
T73827 3380-3393 CHEBI:53233;CHEBI:53233 denotes ]dioxol-4-yl]
T62607 3450-3451 CHEBI:53233;CHEBI:53233 denotes -
T53578 3451-3469 CHEBI:28714;CHEBI:28714 denotes butyldimethylsilyl
T64666 3470-3473 CHEBI:29354;CHEBI:29354 denotes oxy
T28006 3474-3478 CHEBI:53233;CHEBI:53233 denotes -5-{
T25194 3479-3485 CHEBI:53233;CHEBI:53233 denotes (tert-
T51661 3485-3503 CHEBI:8502;CHEBI:8502 denotes butyldimethylsilyl
T35859 3503-3504 CHEBI:53233;CHEBI:53233 denotes )
T59756 3504-3507 CHEBI:29354;CHEBI:29354 denotes oxy
T74145 3508-3514 CHEBI:16625;CHEBI:16625 denotes methyl
T18351 3515-3527 CHEBI:53233;CHEBI:53233 denotes oxolan-3-yl]
T71610 3527-3530 CHEBI:15533;CHEBI:15533 denotes oxy
T27362 3537-3540 CHEBI:86228;CHEBI:86228 denotes -4-
T98530 3540-3552 CHEBI:27798;CHEBI:27798 denotes nitrobenzene
T56202 3552-3555 CHEBI:86228;CHEBI:86228 denotes -1-
T15954 3555-3566 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T27636 3699-3703 CHEBI:32145;CHEBI:32145 denotes MeOH
T70470 3727-3732 CHEBI:30808;CHEBI:30808 denotes CDCl3
T31867 4231-4234 CHEBI:36927;CHEBI:36927 denotes 13C
T37264 4622-4624 CHEBI:30756;CHEBI:30756 denotes 9H
T61516 4625-4635 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T43297 4636-4660 CHEBI:53233;CHEBI:53233 denotes -2,2-dimethyl-tetrahydro
T26849 4661-4663 CHEBI:53233;CHEBI:53233 denotes 2H
T6291 4679-4681 CHEBI:53233;CHEBI:53233 denotes 3]
T10899 4681-4687 CHEBI:82321;CHEBI:82321 denotes dioxol
T30917 4687-4693 CHEBI:53233;CHEBI:53233 denotes -4-yl]
T29054 4693-4699 CHEBI:29309;CHEBI:29309 denotes methyl
T91631 4699-4700 CHEBI:53233;CHEBI:53233 denotes }
T71293 4700-4705 CHEBI:46882;CHEBI:46882 denotes amino
T48278 4706-4712 CHEBI:42241;CHEBI:42241 denotes ethoxy
T81026 4714-4742 CHEBI:53233;CHEBI:53233 denotes 4-[(tert-butyldimethylsilyl)
T93948 4742-4745 CHEBI:29354;CHEBI:29354 denotes oxy
T43751 4747-4748 CHEBI:53233;CHEBI:53233 denotes 5
T98761 4756-4757 CHEBI:53233;CHEBI:53233 denotes -
T36094 4757-4775 CHEBI:28714;CHEBI:28714 denotes butyldimethylsilyl
T18228 4776-4779 CHEBI:29354;CHEBI:29354 denotes oxy
T76224 4780-4786 CHEBI:29309;CHEBI:29309 denotes methyl
T41246 4787-4793 CHEBI:26911;CHEBI:26911 denotes oxolan
T37085 4793-4794 CHEBI:15533;CHEBI:15533 denotes -
T61179 4794-4799 CHEBI:53233;CHEBI:53233 denotes 2-yl]
T12065 4800-4802 CHEBI:53233;CHEBI:53233 denotes 9H
T53177 4802-4808 CHEBI:35589;CHEBI:35589 denotes -purin
T82206 4809-4810 CHEBI:53233;CHEBI:53233 denotes 6
T57054 4811-4816 CHEBI:32952;CHEBI:32952 denotes amine
T10400 4827-4835 CHEBI:75958;CHEBI:75958 denotes solution
T2918 4906-4911 CHEBI:32031;CHEBI:32031 denotes K2CO3
T54095 4944-4954 CHEBI:48498;CHEBI:48498 denotes thiophenol
T6657 5053-5060 CHEBI:60004;CHEBI:60004 denotes mixture
T33281 5110-5117 CHEBI:15377;CHEBI:15377 denotes aqueous
T65041 5118-5122 CHEBI:32145;CHEBI:32145 denotes NaOH
T40366 5123-5131 CHEBI:75958;CHEBI:75958 denotes solution
T1989 5145-5152 CHEBI:15377;CHEBI:15377 denotes aqueous
T99804 5263-5269 CHEBI:34683;CHEBI:34683 denotes Na2SO4
T52387 5358-5364 CHEBI:30563;CHEBI:30563 denotes silica
T84377 5392-5396 CHEBI:32145;CHEBI:32145 denotes MeOH
T32932 5476-5480 CHEBI:32145;CHEBI:32145 denotes MeOH
T16692 5504-5509 CHEBI:30808;CHEBI:30808 denotes CDCl3
T39500 5943-5946 CHEBI:36927;CHEBI:36927 denotes 13C
T98523 6297-6306 CHEBI:36357;CHEBI:36357 denotes compounds
T86450 6398-6403 CHEBI:15377;CHEBI:15377 denotes water
T52872 6488-6492 CHEBI:32145;CHEBI:32145 denotes MeOH
T28770 6495-6503 CHEBI:46787;CHEBI:46787 denotes solvents
T10210 6571-6574 CHEBI:62946;CHEBI:62946 denotes NH3
T88591 6578-6582 CHEBI:32145;CHEBI:32145 denotes MeOH
T84694 6660-6666 CHEBI:30563;CHEBI:30563 denotes silica
T97793 6721-6733 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T99254 6797-6805 CHEBI:36357;CHEBI:36357 denotes compound
T33833 6853-6858 CHEBI:15377;CHEBI:15377 denotes water
T70218 6859-6866 CHEBI:46923;CHEBI:46923 denotes dioxane
T61315 6883-6891 CHEBI:36357;CHEBI:36357 denotes compound
T6422 6968-6969 CHEBI:30756;CHEBI:30756 denotes -
T47786 6974-6977 CHEBI:30756;CHEBI:30756 denotes -9H
T39924 6978-6988 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T95618 6990-6992 CHEBI:34018;CHEBI:34018 denotes 4-
T15935 6992-6999 CHEBI:43176;CHEBI:43176 denotes hydroxy
T58434 7003-7016 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T23506 7017-7023 CHEBI:26911;CHEBI:26911 denotes oxolan
T76962 7023-7028 CHEBI:15533;CHEBI:15533 denotes -3-yl
T91563 7028-7029 CHEBI:53233;CHEBI:53233 denotes ]
T49922 7029-7032 CHEBI:29354;CHEBI:29354 denotes oxy
T43108 7033-7038 CHEBI:37807;CHEBI:37807 denotes ethyl
T94441 7039-7044 CHEBI:46882;CHEBI:46882 denotes amino
T7732 7045-7051 CHEBI:29309;CHEBI:29309 denotes methyl
T70644 7052-7059 CHEBI:26911;CHEBI:26911 denotes oxolane
T67322 7059-7060 CHEBI:15533;CHEBI:15533 denotes -
T44034 7060-7064 CHEBI:82321;CHEBI:82321 denotes 3,4-
T18776 7064-7068 CHEBI:23824;CHEBI:23824 denotes diol
T80338 7160-7172 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T77870 7704-7707 CHEBI:36927;CHEBI:36927 denotes 13C
T28859 8009-8010 CHEBI:53233;CHEBI:53233 denotes -
T41785 8010-8014 CHEBI:52029;CHEBI:52029 denotes 2,2-
T97314 8014-8023 CHEBI:53233;CHEBI:53233 denotes dimethyl-
T32713 8023-8033 CHEBI:52029;CHEBI:52029 denotes tetrahydro
T98800 8033-8036 CHEBI:53233;CHEBI:53233 denotes -2H
T70619 8050-8053 CHEBI:52029;CHEBI:52029 denotes 1,3
T56184 8053-8054 CHEBI:53233;CHEBI:53233 denotes ]
T16818 8054-8060 CHEBI:52029;CHEBI:52029 denotes dioxol
T71070 8060-8065 CHEBI:53233;CHEBI:53233 denotes -4-yl
T17264 8112-8121 CHEBI:53233;CHEBI:53233 denotes 4-[(tert-
T92170 8121-8139 CHEBI:28714;CHEBI:28714 denotes butyldimethylsilyl
T11160 8139-8140 CHEBI:53233;CHEBI:53233 denotes )
T1841 8140-8143 CHEBI:29354;CHEBI:29354 denotes oxy
T29745 8143-8155 CHEBI:53233;CHEBI:53233 denotes ]-5-{[(tert-
T95154 8155-8173 CHEBI:28714;CHEBI:28714 denotes butyldimethylsilyl
T61817 8173-8174 CHEBI:53233;CHEBI:53233 denotes )
T88971 8174-8177 CHEBI:29354;CHEBI:29354 denotes oxy
T34714 8177-8178 CHEBI:53233;CHEBI:53233 denotes ]
T89053 8178-8184 CHEBI:29309;CHEBI:29309 denotes methyl
T20420 8184-8185 CHEBI:53233;CHEBI:53233 denotes }
T79823 8185-8191 CHEBI:26911;CHEBI:26911 denotes oxolan
T49653 8191-8196 CHEBI:53233;CHEBI:53233 denotes -3-yl
T84503 8197-8200 CHEBI:29354;CHEBI:29354 denotes oxy
T87203 8201-8206 CHEBI:37807;CHEBI:37807 denotes ethyl
T18939 8207-8212 CHEBI:46882;CHEBI:46882 denotes amino
T75533 8227-8233 CHEBI:75508;CHEBI:75508 denotes butoxy
T37718 8234-8242 CHEBI:23019;CHEBI:23019 denotes carbonyl
T50416 8243-8248 CHEBI:46882;CHEBI:46882 denotes amino
T88272 8249-8258 CHEBI:17968;CHEBI:17968 denotes butanoate
T18742 8269-8277 CHEBI:75958;CHEBI:75958 denotes solution
T4622 8347-8355 CHEBI:17478;CHEBI:17478 denotes aldehyde
T82195 8416-8427 CHEBI:15366;CHEBI:15366 denotes acetic acid
T9375 8516-8522 CHEBI:35607;CHEBI:35607 denotes sodium
T8158 8523-8544 CHEBI:28621;CHEBI:28621 denotes triacetoxyborohydride
T27845 8622-8629 CHEBI:60004;CHEBI:60004 denotes mixture
T73639 8685-8692 CHEBI:15377;CHEBI:15377 denotes aqueous
T71101 8693-8699 CHEBI:32139;CHEBI:32139 denotes NaHCO3
T96786 8713-8720 CHEBI:15377;CHEBI:15377 denotes aqueous
T30010 8831-8837 CHEBI:34683;CHEBI:34683 denotes Na2SO4
T67189 8926-8932 CHEBI:30563;CHEBI:30563 denotes silica
T22030 8959-8963 CHEBI:32145;CHEBI:32145 denotes MeOH
T49057 9024-9028 CHEBI:32145;CHEBI:32145 denotes MeOH
T81566 9057-9062 CHEBI:30808;CHEBI:30808 denotes CDCl3
T29671 9588-9591 CHEBI:36927;CHEBI:36927 denotes 13C
T77495 10008-10027 CHEBI:53233;CHEBI:53233 denotes 3,4-dihydroxyoxolan
T7135 10030-10032 CHEBI:53233;CHEBI:53233 denotes yl
T35703 10064-10066 CHEBI:30756;CHEBI:30756 denotes 9H
T50990 10067-10077 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T26796 10079-10081 CHEBI:17500;CHEBI:17500 denotes 4-
T4175 10081-10088 CHEBI:43176;CHEBI:43176 denotes hydroxy
T65952 10089-10090 CHEBI:34018;CHEBI:34018 denotes 5
T10649 10090-10092 CHEBI:17500;CHEBI:17500 denotes -(
T3672 10092-10105 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T60171 10106-10112 CHEBI:26911;CHEBI:26911 denotes oxolan
T38256 10112-10113 CHEBI:15533;CHEBI:15533 denotes -
T3560 10113-10114 CHEBI:53233;CHEBI:53233 denotes 3
T94233 10114-10117 CHEBI:15533;CHEBI:15533 denotes -yl
T42442 10118-10121 CHEBI:29354;CHEBI:29354 denotes oxy
T43064 10122-10127 CHEBI:37807;CHEBI:37807 denotes ethyl
T8061 10135-10155 CHEBI:86228;CHEBI:86228 denotes 2-azaniumylbutanoate
T17648 10169-10171 CHEBI:53424;CHEBI:53424 denotes 22
T7216 10253-10258 CHEBI:15377;CHEBI:15377 denotes water
T10240 10293-10301 CHEBI:46787;CHEBI:46787 denotes solvents
T70971 10358-10363 CHEBI:15377;CHEBI:15377 denotes water
T82680 10381-10388 CHEBI:15377;CHEBI:15377 denotes aqueous
T99687 10389-10393 CHEBI:48607;CHEBI:48607 denotes LiOH
T12422 10394-10402 CHEBI:75958;CHEBI:75958 denotes solution
T45037 10500-10507 CHEBI:15377;CHEBI:15377 denotes aqueous
T26603 10508-10511 CHEBI:17883;CHEBI:17883 denotes HCl
T15792 10512-10520 CHEBI:75958;CHEBI:75958 denotes solution
T22239 10526-10533 CHEBI:46787;CHEBI:46787 denotes solvent
T42331 10639-10645 CHEBI:30563;CHEBI:30563 denotes silica
T43871 10706-10718 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T83104 10782-10790 CHEBI:36357;CHEBI:36357 denotes compound
T77066 10838-10843 CHEBI:15377;CHEBI:15377 denotes water
T3324 11375-11378 CHEBI:36927;CHEBI:36927 denotes 13C
T32226 11699-11704 CHEBI:30756;CHEBI:30756 denotes -9-yl
T22539 11705-11731 CHEBI:53233;CHEBI:53233 denotes -3,4-dihydroxyoxolan-2-yl]
T43743 11731-11737 CHEBI:29309;CHEBI:29309 denotes methyl
T65681 11754-11775 CHEBI:30756;CHEBI:30756 denotes 6-amino-9H-purin-9-yl
T74576 11777-11779 CHEBI:34018;CHEBI:34018 denotes 4-
T56336 11779-11786 CHEBI:43176;CHEBI:43176 denotes hydroxy
T63032 11786-11787 CHEBI:17500;CHEBI:17500 denotes -
T71636 11787-11789 CHEBI:34018;CHEBI:34018 denotes 5-
T12303 11789-11790 CHEBI:17500;CHEBI:17500 denotes (
T91451 11790-11803 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T56103 11804-11810 CHEBI:26911;CHEBI:26911 denotes oxolan
T94307 11811-11812 CHEBI:17500;CHEBI:17500 denotes 3
T57389 11816-11819 CHEBI:29354;CHEBI:29354 denotes oxy
T45750 11820-11825 CHEBI:37807;CHEBI:37807 denotes ethyl
T71688 11826-11831 CHEBI:46882;CHEBI:46882 denotes amino
T33280 11832-11841 CHEBI:17968;CHEBI:17968 denotes butanoate
T22610 11933-11945 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T96226 12629-12632 CHEBI:36927;CHEBI:36927 denotes 13C
T86741 12948-12952 CHEBI:30756;CHEBI:30756 denotes 9-yl
T58744 12954-12978 CHEBI:53233;CHEBI:53233 denotes 3,4-dihydroxyoxolan-2-yl
T47857 12979-12985 CHEBI:29309;CHEBI:29309 denotes methyl
T38462 13002-13023 CHEBI:30756;CHEBI:30756 denotes 6-amino-9H-purin-9-yl
T83257 13025-13027 CHEBI:34018;CHEBI:34018 denotes 4-
T64218 13027-13034 CHEBI:43176;CHEBI:43176 denotes hydroxy
T51011 13034-13035 CHEBI:82321;CHEBI:82321 denotes -
T77268 13035-13036 CHEBI:34018;CHEBI:34018 denotes 5
T44485 13036-13037 CHEBI:82321;CHEBI:82321 denotes -
T32686 13037-13038 CHEBI:17500;CHEBI:17500 denotes (
T55257 13038-13051 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T66651 13052-13058 CHEBI:26911;CHEBI:26911 denotes oxolan
T12230 13058-13059 CHEBI:15533;CHEBI:15533 denotes -
T95331 13059-13063 CHEBI:82321;CHEBI:82321 denotes 3-yl
T2115 13064-13067 CHEBI:29354;CHEBI:29354 denotes oxy
T86076 13068-13073 CHEBI:37807;CHEBI:37807 denotes ethyl
T70057 13080-13090 CHEBI:22965;CHEBI:22965 denotes butanamide
T84042 13104-13106 CHEBI:53424;CHEBI:53424 denotes 22
T67269 13190-13195 CHEBI:15377;CHEBI:15377 denotes water
T97010 13250-13258 CHEBI:46787;CHEBI:46787 denotes solvents
T83843 13309-13312 CHEBI:62946;CHEBI:62946 denotes NH3
T7244 13316-13320 CHEBI:32145;CHEBI:32145 denotes MeOH
T36733 13364-13372 CHEBI:46787;CHEBI:46787 denotes solvents
T77353 13466-13472 CHEBI:30563;CHEBI:30563 denotes silica
T73055 13533-13545 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T11993 13609-13617 CHEBI:36357;CHEBI:36357 denotes compound
T35043 13665-13670 CHEBI:15377;CHEBI:15377 denotes water
T3608 14230-14233 CHEBI:36927;CHEBI:36927 denotes 13C
T38632 14540-14549 CHEBI:36357;CHEBI:36357 denotes compounds
T27381 14569-14577 CHEBI:75958;CHEBI:75958 denotes solution
T70032 14644-14651 CHEBI:15858;CHEBI:15858 denotes bromide
T50931 14652-14659 CHEBI:33893;CHEBI:33893 denotes reagent
T24500 14754-14761 CHEBI:60004;CHEBI:60004 denotes mixture
T75121 14800-14807 CHEBI:15377;CHEBI:15377 denotes aqueous
T6076 14908-14914 CHEBI:34683;CHEBI:34683 denotes Na2SO4
T31885 15003-15009 CHEBI:30563;CHEBI:30563 denotes silica
T20744 15036-15040 CHEBI:32145;CHEBI:32145 denotes MeOH
T50504 15069-15077 CHEBI:36357;CHEBI:36357 denotes compound
T32363 15147-15149 CHEBI:30756;CHEBI:30756 denotes 9H
T13211 15150-15160 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T96959 15161-15185 CHEBI:53233;CHEBI:53233 denotes -2,2-dimethyl-tetrahydro
T81968 15186-15188 CHEBI:53233;CHEBI:53233 denotes 2H
T62563 15204-15212 CHEBI:53233;CHEBI:53233 denotes 3]dioxol
T71718 15213-15214 CHEBI:53233;CHEBI:53233 denotes 4
T20039 15214-15217 CHEBI:28714;CHEBI:28714 denotes -yl
T58470 15218-15224 CHEBI:29309;CHEBI:29309 denotes methyl
T88741 15226-15231 CHEBI:34594;CHEBI:34594 denotes butyl
T90855 15232-15237 CHEBI:46882;CHEBI:46882 denotes amino
T4988 15238-15244 CHEBI:42241;CHEBI:42241 denotes ethoxy
T98861 15246-15247 CHEBI:53233;CHEBI:53233 denotes 4
T30207 15255-15273 CHEBI:28714;CHEBI:28714 denotes butyldimethylsilyl
T63301 15274-15277 CHEBI:29354;CHEBI:29354 denotes oxy
T91694 15308-15311 CHEBI:29354;CHEBI:29354 denotes oxy
T32425 15312-15318 CHEBI:29309;CHEBI:29309 denotes methyl
T53106 15319-15325 CHEBI:26911;CHEBI:26911 denotes oxolan
T98099 15325-15326 CHEBI:15533;CHEBI:15533 denotes -
T44173 15326-15331 CHEBI:53233;CHEBI:53233 denotes 2-yl]
T15637 15332-15334 CHEBI:53233;CHEBI:53233 denotes 9H
T88656 15335-15340 CHEBI:35589;CHEBI:35589 denotes purin
T83607 15343-15348 CHEBI:32952;CHEBI:32952 denotes amine
T96207 15411-15424 CHEBI:20067;CHEBI:20067 denotes 1-bromobutane
T31939 15482-15486 CHEBI:32145;CHEBI:32145 denotes MeOH
T15973 15515-15520 CHEBI:30808;CHEBI:30808 denotes CDCl3
T79430 16115-16118 CHEBI:36927;CHEBI:36927 denotes 13C
T77832 16499-16501 CHEBI:30756;CHEBI:30756 denotes 9H
T96984 16502-16512 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T12300 16513-16537 CHEBI:53233;CHEBI:53233 denotes -2,2-dimethyl-tetrahydro
T64622 16538-16540 CHEBI:53233;CHEBI:53233 denotes 2H
T81649 16556-16570 CHEBI:53233;CHEBI:53233 denotes 3]dioxol-4-yl]
T60058 16570-16576 CHEBI:29309;CHEBI:29309 denotes methyl
T67441 16578-16579 CHEBI:53233;CHEBI:53233 denotes 3
T59101 16579-16593 CHEBI:8502;CHEBI:8502 denotes -phenylpropyl)
T10803 16593-16598 CHEBI:46882;CHEBI:46882 denotes amino
T99412 16599-16605 CHEBI:42241;CHEBI:42241 denotes ethoxy
T27421 16606-16609 CHEBI:53233;CHEBI:53233 denotes -4-
T45002 16635-16638 CHEBI:29354;CHEBI:29354 denotes oxy
T25885 16640-16645 CHEBI:53233;CHEBI:53233 denotes 5-{[(
T76580 16649-16650 CHEBI:53233;CHEBI:53233 denotes -
T82459 16650-16668 CHEBI:28714;CHEBI:28714 denotes butyldimethylsilyl
T94186 16668-16669 CHEBI:53233;CHEBI:53233 denotes )
T75385 16669-16672 CHEBI:29354;CHEBI:29354 denotes oxy
T89594 16673-16679 CHEBI:29309;CHEBI:29309 denotes methyl
T24507 16680-16686 CHEBI:26911;CHEBI:26911 denotes oxolan
T59105 16686-16689 CHEBI:53233;CHEBI:53233 denotes -2-
T72096 16689-16691 CHEBI:82321;CHEBI:82321 denotes yl
T34424 16691-16693 CHEBI:53233;CHEBI:53233 denotes ]-
T54801 16693-16695 CHEBI:29238;CHEBI:29238 denotes 9H
T56070 16695-16701 CHEBI:35589;CHEBI:35589 denotes -purin
T43386 16704-16709 CHEBI:32952;CHEBI:32952 denotes amine
T11041 16775-16776 CHEBI:17824;CHEBI:17824 denotes 1
T17301 16776-16777 CHEBI:8502;CHEBI:8502 denotes -
T35667 16777-16782 CHEBI:47265;CHEBI:47265 denotes bromo
T19186 16782-16798 CHEBI:17824;CHEBI:17824 denotes -3-phenylpropane
T54530 16856-16860 CHEBI:32145;CHEBI:32145 denotes MeOH
T27602 16888-16893 CHEBI:30808;CHEBI:30808 denotes CDCl3
T43770 17475-17478 CHEBI:36927;CHEBI:36927 denotes 13C
T80130 17493-17498 CHEBI:30808;CHEBI:30808 denotes CDCl3
T75110 17891-17923 CHEBI:53233;CHEBI:53233 denotes 2-dimethyl-tetrahydro-2H-furo[3,
T17943 17924-17925 CHEBI:53233;CHEBI:53233 denotes -
T24037 17929-17930 CHEBI:53233;CHEBI:53233 denotes 1
T86603 17930-17932 CHEBI:52029;CHEBI:52029 denotes ,3
T59348 17932-17933 CHEBI:53233;CHEBI:53233 denotes ]
T37288 17933-17939 CHEBI:52029;CHEBI:52029 denotes dioxol
T39000 17939-17945 CHEBI:53233;CHEBI:53233 denotes -4-yl]
T31856 17945-17951 CHEBI:29309;CHEBI:29309 denotes methyl
T47118 17995-18000 CHEBI:53233;CHEBI:53233 denotes tert-
T15383 18000-18018 CHEBI:28714;CHEBI:28714 denotes butyldimethylsilyl
T47564 18018-18019 CHEBI:53233;CHEBI:53233 denotes )
T29123 18019-18022 CHEBI:29354;CHEBI:29354 denotes oxy
T88497 18022-18027 CHEBI:53233;CHEBI:53233 denotes ]-5-{
T48709 18028-18034 CHEBI:53233;CHEBI:53233 denotes (tert-
T67159 18034-18052 CHEBI:8502;CHEBI:8502 denotes butyldimethylsilyl
T41322 18052-18053 CHEBI:53233;CHEBI:53233 denotes )
T77050 18053-18056 CHEBI:29354;CHEBI:29354 denotes oxy
T15677 18057-18063 CHEBI:29309;CHEBI:29309 denotes methyl
T31769 18064-18070 CHEBI:26911;CHEBI:26911 denotes oxolan
T33192 18070-18076 CHEBI:53233;CHEBI:53233 denotes -3-yl]
T11035 18076-18079 CHEBI:29354;CHEBI:29354 denotes oxy
T21898 18080-18085 CHEBI:37807;CHEBI:37807 denotes ethyl
T71397 18092-18101 CHEBI:17968;CHEBI:17968 denotes butanoate
T12961 18248-18252 CHEBI:32145;CHEBI:32145 denotes MeOH
T70489 18281-18286 CHEBI:30808;CHEBI:30808 denotes CDCl3
T84309 18879-18882 CHEBI:36927;CHEBI:36927 denotes 13C
T58714 19287-19288 CHEBI:30756;CHEBI:30756 denotes -
T60342 19293-19296 CHEBI:30756;CHEBI:30756 denotes -9H
T65612 19297-19307 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T42180 19309-19311 CHEBI:34018;CHEBI:34018 denotes 4-
T82658 19311-19318 CHEBI:43176;CHEBI:43176 denotes hydroxy
T41862 19322-19335 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T39392 19336-19342 CHEBI:26911;CHEBI:26911 denotes oxolan
T89517 19342-19343 CHEBI:15533;CHEBI:15533 denotes -
T16740 19343-19344 CHEBI:53233;CHEBI:53233 denotes 3
T19135 19344-19345 CHEBI:15533;CHEBI:15533 denotes -
T43742 19345-19348 CHEBI:53233;CHEBI:53233 denotes yl]
T82076 19348-19351 CHEBI:29354;CHEBI:29354 denotes oxy
T98620 19352-19357 CHEBI:37807;CHEBI:37807 denotes ethyl
T17528 19359-19364 CHEBI:34594;CHEBI:34594 denotes butyl
T68224 19365-19370 CHEBI:46882;CHEBI:46882 denotes amino
T64086 19371-19377 CHEBI:29309;CHEBI:29309 denotes methyl
T30277 19378-19385 CHEBI:26911;CHEBI:26911 denotes oxolane
T19025 19386-19390 CHEBI:53233;CHEBI:53233 denotes 3,4-
T83414 19390-19394 CHEBI:23824;CHEBI:23824 denotes diol
T86511 19484-19496 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T14604 19660-19664 CHEBI:51231;CHEBI:51231 denotes DMSO
T9536 20189-20192 CHEBI:36927;CHEBI:36927 denotes 13C
T38868 20522-20523 CHEBI:30756;CHEBI:30756 denotes -
T91949 20528-20531 CHEBI:30756;CHEBI:30756 denotes -9H
T49295 20532-20542 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T28492 20544-20546 CHEBI:34018;CHEBI:34018 denotes 4-
T77208 20546-20553 CHEBI:43176;CHEBI:43176 denotes hydroxy
T39603 20557-20570 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T52817 20571-20577 CHEBI:26911;CHEBI:26911 denotes oxolan
T91907 20577-20578 CHEBI:15533;CHEBI:15533 denotes -
T56213 20578-20583 CHEBI:53233;CHEBI:53233 denotes 3-yl]
T76550 20583-20586 CHEBI:29354;CHEBI:29354 denotes oxy
T36483 20587-20592 CHEBI:37807;CHEBI:37807 denotes ethyl
T68718 20594-20596 CHEBI:17824;CHEBI:17824 denotes 3-
T77501 20596-20608 CHEBI:8102;CHEBI:8102 denotes phenylpropyl
T56816 20609-20614 CHEBI:46882;CHEBI:46882 denotes amino
T84634 20615-20621 CHEBI:29309;CHEBI:29309 denotes methyl
T51391 20622-20629 CHEBI:26911;CHEBI:26911 denotes oxolane
T81555 20630-20634 CHEBI:53233;CHEBI:53233 denotes 3,4-
T98146 20634-20638 CHEBI:23824;CHEBI:23824 denotes diol
T33829 20729-20741 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T10815 21434-21437 CHEBI:36927;CHEBI:36927 denotes 13C
T83945 21760-21777 CHEBI:53233;CHEBI:53233 denotes 4-dihydroxyoxolan
T7147 21778-21779 CHEBI:53233;CHEBI:53233 denotes 2
T56766 21780-21782 CHEBI:53233;CHEBI:53233 denotes yl
T96958 21783-21789 CHEBI:29309;CHEBI:29309 denotes methyl
T37005 21814-21816 CHEBI:29238;CHEBI:29238 denotes 9H
T20863 21817-21827 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T19679 21829-21831 CHEBI:17500;CHEBI:17500 denotes 4-
T77075 21831-21838 CHEBI:43176;CHEBI:43176 denotes hydroxy
T41949 21838-21839 CHEBI:15533;CHEBI:15533 denotes -
T22088 21839-21840 CHEBI:34018;CHEBI:34018 denotes 5
T85300 21840-21841 CHEBI:17500;CHEBI:17500 denotes -
T16069 21841-21842 CHEBI:62946;CHEBI:62946 denotes (
T4614 21842-21855 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T39015 21856-21862 CHEBI:26911;CHEBI:26911 denotes oxolan
T78649 21862-21868 CHEBI:15533;CHEBI:15533 denotes -3-yl]
T51928 21868-21871 CHEBI:29354;CHEBI:29354 denotes oxy
T54744 21872-21877 CHEBI:37807;CHEBI:37807 denotes ethyl
T59187 21878-21883 CHEBI:46882;CHEBI:46882 denotes amino
T40939 21884-21893 CHEBI:17968;CHEBI:17968 denotes butanoate
T8624 21985-21997 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T41103 22691-22694 CHEBI:36927;CHEBI:36927 denotes 13C
T67979 23019-23034 CHEBI:50488;CHEBI:50488 denotes dihydroxyoxolan
T32544 23037-23039 CHEBI:53233;CHEBI:53233 denotes yl
T12991 23040-23046 CHEBI:16625;CHEBI:16625 denotes methyl
T86322 23079-23083 CHEBI:30756;CHEBI:30756 denotes 9-yl
T2693 23084-23086 CHEBI:17500;CHEBI:17500 denotes -4
T25161 23086-23087 CHEBI:34018;CHEBI:34018 denotes -
T69413 23087-23094 CHEBI:43176;CHEBI:43176 denotes hydroxy
T26102 23094-23098 CHEBI:17500;CHEBI:17500 denotes -5-(
T20939 23098-23111 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T70312 23112-23118 CHEBI:26911;CHEBI:26911 denotes oxolan
T56764 23118-23124 CHEBI:15533;CHEBI:15533 denotes -3-yl]
T75470 23124-23127 CHEBI:29354;CHEBI:29354 denotes oxy
T3995 23128-23133 CHEBI:37807;CHEBI:37807 denotes ethyl
T67962 23134-23139 CHEBI:46882;CHEBI:46882 denotes amino
T85476 23140-23153 CHEBI:30772;CHEBI:30772 denotes butanoic acid
T88015 23234-23239 CHEBI:15377;CHEBI:15377 denotes water
T32144 23277-23285 CHEBI:46787;CHEBI:46787 denotes solvents
T73518 23342-23347 CHEBI:15377;CHEBI:15377 denotes water
T36371 23365-23369 CHEBI:48607;CHEBI:48607 denotes LiOH
T62284 23370-23377 CHEBI:15377;CHEBI:15377 denotes aqueous
T5176 23378-23386 CHEBI:75958;CHEBI:75958 denotes solution
T58294 23488-23491 CHEBI:17883;CHEBI:17883 denotes HCl
T17055 23492-23499 CHEBI:15377;CHEBI:15377 denotes aqueous
T68995 23500-23508 CHEBI:75958;CHEBI:75958 denotes solution
T64029 23510-23518 CHEBI:46787;CHEBI:46787 denotes Solvents
T62206 23625-23631 CHEBI:30563;CHEBI:30563 denotes silica
T74306 23692-23704 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T36288 23768-23776 CHEBI:36357;CHEBI:36357 denotes compound
T43085 23824-23829 CHEBI:15377;CHEBI:15377 denotes water
T91454 23834-23845 CHEBI:47032;CHEBI:47032 denotes 1,4-dioxane
T2736 24353-24356 CHEBI:36927;CHEBI:36927 denotes 13C
T79216 24668-24683 CHEBI:50488;CHEBI:50488 denotes dihydroxyoxolan
T85055 24684-24685 CHEBI:53233;CHEBI:53233 denotes 2
T43977 24686-24689 CHEBI:53233;CHEBI:53233 denotes yl]
T33776 24689-24695 CHEBI:29309;CHEBI:29309 denotes methyl
T65828 24726-24736 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T82249 24738-24740 CHEBI:34018;CHEBI:34018 denotes 4-
T57163 24740-24747 CHEBI:43176;CHEBI:43176 denotes hydroxy
T86787 24748-24749 CHEBI:34018;CHEBI:34018 denotes 5
T88206 24751-24764 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T75477 24765-24771 CHEBI:26911;CHEBI:26911 denotes oxolan
T88093 24771-24772 CHEBI:15533;CHEBI:15533 denotes -
T95303 24772-24773 CHEBI:53233;CHEBI:53233 denotes 3
T3186 24773-24776 CHEBI:15533;CHEBI:15533 denotes -yl
T92631 24776-24777 CHEBI:53233;CHEBI:53233 denotes ]
T16525 24777-24780 CHEBI:15533;CHEBI:15533 denotes oxy
T41900 24790-24802 CHEBI:27798;CHEBI:27798 denotes nitrobenzene
T40897 24802-24805 CHEBI:86228;CHEBI:86228 denotes -1-
T93891 24805-24816 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T65427 24904-24916 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T35276 25513-25516 CHEBI:36927;CHEBI:36927 denotes 13C
T14444 25839-25871 CHEBI:53233;CHEBI:53233 denotes dimethyl-tetrahydro-2H-furo[3,4-
T86614 25875-25876 CHEBI:53233;CHEBI:53233 denotes 1
T55502 25876-25878 CHEBI:52029;CHEBI:52029 denotes ,3
T27030 25878-25891 CHEBI:53233;CHEBI:53233 denotes ]dioxol-4-yl]
T26242 25891-25897 CHEBI:16625;CHEBI:16625 denotes methyl
T17678 25899-25901 CHEBI:53233;CHEBI:53233 denotes 4-
T59084 25901-25908 CHEBI:44520;CHEBI:44520 denotes methoxy
T86083 25908-25911 CHEBI:86228;CHEBI:86228 denotes -2-
T44502 25911-25923 CHEBI:27798;CHEBI:27798 denotes nitrobenzene
T30124 25923-25926 CHEBI:86228;CHEBI:86228 denotes -1-
T12702 25926-25937 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T43724 25967-25969 CHEBI:75508;CHEBI:75508 denotes 5′
T15754 25969-25970 CHEBI:50217;CHEBI:50217 denotes -
T15605 25970-25975 CHEBI:46882;CHEBI:46882 denotes amino
T66517 25975-25977 CHEBI:50217;CHEBI:50217 denotes -2
T51285 25977-25996 CHEBI:53250;CHEBI:53250 denotes ′,3′-isopropylidene
T60654 25997-26006 CHEBI:22260;CHEBI:22260 denotes adenosine
T59959 26040-26042 CHEBI:86228;CHEBI:86228 denotes 4-
T71386 26042-26049 CHEBI:44520;CHEBI:44520 denotes methoxy
T64311 26049-26071 CHEBI:86228;CHEBI:86228 denotes -2-nitrobenzenesufonyl
T25560 26072-26080 CHEBI:17996;CHEBI:17996 denotes chloride
T12660 26144-26148 CHEBI:32145;CHEBI:32145 denotes MeOH
T35215 26551-26554 CHEBI:36927;CHEBI:36927 denotes 13C
T40993 26837-26869 CHEBI:53233;CHEBI:53233 denotes dimethyl-tetrahydro-2H-furo[3,4-
T62855 26873-26874 CHEBI:53233;CHEBI:53233 denotes 1
T18856 26874-26876 CHEBI:52029;CHEBI:52029 denotes ,3
T92405 26876-26889 CHEBI:53233;CHEBI:53233 denotes ]dioxol-4-yl]
T62906 26899-26906 CHEBI:44520;CHEBI:44520 denotes methoxy
T14229 26906-26909 CHEBI:86228;CHEBI:86228 denotes -4-
T73095 26909-26921 CHEBI:27798;CHEBI:27798 denotes nitrobenzene
T91256 26921-26924 CHEBI:86228;CHEBI:86228 denotes -1-
T81134 26924-26935 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T58600 26965-26967 CHEBI:75508;CHEBI:75508 denotes 5′
T12200 26967-26968 CHEBI:50217;CHEBI:50217 denotes -
T33578 26968-26973 CHEBI:46882;CHEBI:46882 denotes amino
T50826 26973-26975 CHEBI:50217;CHEBI:50217 denotes -2
T38141 26975-26994 CHEBI:53250;CHEBI:53250 denotes ′,3′-isopropylidene
T17003 26995-27004 CHEBI:22260;CHEBI:22260 denotes adenosine
T78529 27038-27040 CHEBI:86228;CHEBI:86228 denotes 2-
T7741 27040-27047 CHEBI:44520;CHEBI:44520 denotes methoxy
T22950 27047-27069 CHEBI:86228;CHEBI:86228 denotes -4-nitrobenzenesufonyl
T16793 27070-27078 CHEBI:17996;CHEBI:17996 denotes chloride
T88265 27142-27146 CHEBI:32145;CHEBI:32145 denotes MeOH
T82081 27516-27519 CHEBI:36927;CHEBI:36927 denotes 13C
T26652 27802-27834 CHEBI:53233;CHEBI:53233 denotes dimethyl-tetrahydro-2H-furo[3,4-
T26468 27838-27839 CHEBI:53233;CHEBI:53233 denotes 1
T67874 27839-27841 CHEBI:52029;CHEBI:52029 denotes ,3
T80666 27841-27854 CHEBI:53233;CHEBI:53233 denotes ]dioxol-4-yl]
T24491 27864-27869 CHEBI:29785;CHEBI:29785 denotes nitro
T43584 27869-27872 CHEBI:86228;CHEBI:86228 denotes -4-
T19738 27872-27896 CHEBI:36810;CHEBI:36810 denotes (trifluoromethyl)benzene
T81878 27896-27897 CHEBI:34674;CHEBI:34674 denotes -
T11024 27897-27899 CHEBI:86228;CHEBI:86228 denotes 1-
T4653 27899-27910 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T26922 27921-27929 CHEBI:75958;CHEBI:75958 denotes solution
T37045 27933-27934 CHEBI:34018;CHEBI:34018 denotes 5
T78171 27934-27935 CHEBI:53250;CHEBI:53250 denotes
T33253 27935-27936 CHEBI:75508;CHEBI:75508 denotes -
T52510 27936-27941 CHEBI:46882;CHEBI:46882 denotes amino
T10078 27941-27942 CHEBI:75508;CHEBI:75508 denotes -
T92577 27942-27962 CHEBI:53250;CHEBI:53250 denotes 2′,3′-isopropylidene
T98848 27963-27972 CHEBI:22260;CHEBI:22260 denotes adenosine
T6780 28073-28075 CHEBI:86228;CHEBI:86228 denotes 2-
T90464 28075-28080 CHEBI:29785;CHEBI:29785 denotes nitro
T13282 28080-28112 CHEBI:86228;CHEBI:86228 denotes -4-trifluoromethylbenzenesufonyl
T47375 28113-28121 CHEBI:17996;CHEBI:17996 denotes chloride
T91473 28186-28193 CHEBI:60004;CHEBI:60004 denotes mixture
T29148 28240-28245 CHEBI:2511;CHEBI:2511 denotes argon
T37167 28260-28267 CHEBI:60004;CHEBI:60004 denotes mixture
T88824 28303-28308 CHEBI:15377;CHEBI:15377 denotes water
T70018 28322-28329 CHEBI:15377;CHEBI:15377 denotes aqueous
T75778 28450-28456 CHEBI:34683;CHEBI:34683 denotes Na2SO4
T42939 28545-28551 CHEBI:30563;CHEBI:30563 denotes silica
T97301 28578-28582 CHEBI:32145;CHEBI:32145 denotes MeOH
T5962 28651-28655 CHEBI:32145;CHEBI:32145 denotes MeOH
T51133 29043-29046 CHEBI:36927;CHEBI:36927 denotes 13C
T98719 29388-29420 CHEBI:53233;CHEBI:53233 denotes dimethyl-tetrahydro-2H-furo[3,4-
T64923 29424-29425 CHEBI:53233;CHEBI:53233 denotes 1
T19618 29425-29427 CHEBI:52029;CHEBI:52029 denotes ,3
T21752 29427-29440 CHEBI:53233;CHEBI:53233 denotes ]dioxol-4-yl]
T69104 29440-29446 CHEBI:16625;CHEBI:16625 denotes methyl
T6973 29448-29450 CHEBI:53233;CHEBI:53233 denotes 4-
T6632 29450-29456 CHEBI:47853;CHEBI:47853 denotes chloro
T32297 29456-29459 CHEBI:86228;CHEBI:86228 denotes -3-
T3937 29459-29471 CHEBI:27798;CHEBI:27798 denotes nitrobenzene
T22911 29471-29474 CHEBI:86228;CHEBI:86228 denotes -1-
T94422 29474-29485 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T41796 29515-29517 CHEBI:75508;CHEBI:75508 denotes 5′
T29317 29517-29518 CHEBI:50217;CHEBI:50217 denotes -
T14374 29518-29523 CHEBI:46882;CHEBI:46882 denotes amino
T34149 29523-29525 CHEBI:50217;CHEBI:50217 denotes -2
T75460 29525-29544 CHEBI:53250;CHEBI:53250 denotes ′,3′-isopropylidene
T57966 29545-29554 CHEBI:22260;CHEBI:22260 denotes adenosine
T37315 29588-29590 CHEBI:86228;CHEBI:86228 denotes 4-
T51836 29590-29596 CHEBI:47853;CHEBI:47853 denotes chloro
T55660 29596-29618 CHEBI:86228;CHEBI:86228 denotes -3-nitrobenzenesufonyl
T3877 29619-29627 CHEBI:17996;CHEBI:17996 denotes chloride
T85531 29691-29695 CHEBI:32145;CHEBI:32145 denotes MeOH
T63694 30074-30077 CHEBI:36927;CHEBI:36927 denotes 13C
T39424 30363-30382 CHEBI:53233;CHEBI:53233 denotes dimethyl-tetrahydro
T79131 30383-30385 CHEBI:53233;CHEBI:53233 denotes 2H
T56876 30390-30393 CHEBI:53233;CHEBI:53233 denotes [3,
T1840 30394-30395 CHEBI:53233;CHEBI:53233 denotes -
T79993 30399-30400 CHEBI:53233;CHEBI:53233 denotes 1
T59259 30400-30402 CHEBI:52029;CHEBI:52029 denotes ,3
T58344 30402-30415 CHEBI:53233;CHEBI:53233 denotes ]dioxol-4-yl]
T56893 30472-30473 CHEBI:53233;CHEBI:53233 denotes -
T73747 30473-30491 CHEBI:28714;CHEBI:28714 denotes butyldimethylsilyl
T18438 30492-30495 CHEBI:29354;CHEBI:29354 denotes oxy
T54841 30496-30500 CHEBI:53233;CHEBI:53233 denotes -5-{
T97077 30501-30507 CHEBI:53233;CHEBI:53233 denotes (tert-
T68234 30507-30525 CHEBI:8502;CHEBI:8502 denotes butyldimethylsilyl
T94264 30525-30526 CHEBI:53233;CHEBI:53233 denotes )
T45887 30526-30529 CHEBI:29354;CHEBI:29354 denotes oxy
T38709 30530-30536 CHEBI:16625;CHEBI:16625 denotes methyl
T31272 30537-30549 CHEBI:53233;CHEBI:53233 denotes oxolan-3-yl]
T72011 30549-30552 CHEBI:15533;CHEBI:15533 denotes oxy
T23440 30559-30562 CHEBI:86228;CHEBI:86228 denotes -4-
T27327 30562-30569 CHEBI:44520;CHEBI:44520 denotes methoxy
T65448 30569-30572 CHEBI:86228;CHEBI:86228 denotes -2-
T41958 30572-30584 CHEBI:27798;CHEBI:27798 denotes nitrobenzene
T14164 30584-30587 CHEBI:86228;CHEBI:86228 denotes -1-
T27301 30587-30598 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T19888 30729-30733 CHEBI:32145;CHEBI:32145 denotes MeOH
T53371 30757-30762 CHEBI:30808;CHEBI:30808 denotes CDCl3
T67172 31322-31325 CHEBI:36927;CHEBI:36927 denotes 13C
T11579 31731-31750 CHEBI:53233;CHEBI:53233 denotes dimethyl-tetrahydro
T57065 31751-31753 CHEBI:53233;CHEBI:53233 denotes 2H
T59700 31758-31761 CHEBI:53233;CHEBI:53233 denotes [3,
T59722 31762-31763 CHEBI:53233;CHEBI:53233 denotes -
T42544 31767-31768 CHEBI:53233;CHEBI:53233 denotes 1
T89251 31768-31770 CHEBI:52029;CHEBI:52029 denotes ,3
T97990 31770-31783 CHEBI:53233;CHEBI:53233 denotes ]dioxol-4-yl]
T80122 31840-31841 CHEBI:53233;CHEBI:53233 denotes -
T27927 31841-31859 CHEBI:28714;CHEBI:28714 denotes butyldimethylsilyl
T35965 31860-31863 CHEBI:29354;CHEBI:29354 denotes oxy
T56636 31864-31868 CHEBI:53233;CHEBI:53233 denotes -5-{
T31702 31869-31875 CHEBI:53233;CHEBI:53233 denotes (tert-
T78929 31875-31893 CHEBI:8502;CHEBI:8502 denotes butyldimethylsilyl
T25606 31893-31894 CHEBI:53233;CHEBI:53233 denotes )
T51248 31894-31897 CHEBI:29354;CHEBI:29354 denotes oxy
T25004 31898-31904 CHEBI:16625;CHEBI:16625 denotes methyl
T31765 31905-31917 CHEBI:53233;CHEBI:53233 denotes oxolan-3-yl]
T85183 31917-31920 CHEBI:15533;CHEBI:15533 denotes oxy
T36168 31927-31930 CHEBI:86228;CHEBI:86228 denotes -2-
T30288 31930-31937 CHEBI:44520;CHEBI:44520 denotes methoxy
T52663 31937-31940 CHEBI:86228;CHEBI:86228 denotes -4-
T78115 31940-31952 CHEBI:27798;CHEBI:27798 denotes nitrobenzene
T41784 31952-31955 CHEBI:86228;CHEBI:86228 denotes -1-
T81810 31955-31966 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T89493 32097-32101 CHEBI:32145;CHEBI:32145 denotes MeOH
T31016 32125-32130 CHEBI:30808;CHEBI:30808 denotes CDCl3
T97646 32606-32609 CHEBI:36927;CHEBI:36927 denotes 13C
T87470 33014-33033 CHEBI:53233;CHEBI:53233 denotes dimethyl-tetrahydro
T54024 33034-33036 CHEBI:53233;CHEBI:53233 denotes 2H
T23527 33041-33044 CHEBI:53233;CHEBI:53233 denotes [3,
T99559 33045-33046 CHEBI:53233;CHEBI:53233 denotes -
T85766 33050-33051 CHEBI:53233;CHEBI:53233 denotes 1
T61574 33051-33053 CHEBI:52029;CHEBI:52029 denotes ,3
T68998 33053-33066 CHEBI:53233;CHEBI:53233 denotes ]dioxol-4-yl]
T87014 33123-33124 CHEBI:53233;CHEBI:53233 denotes -
T85986 33124-33142 CHEBI:28714;CHEBI:28714 denotes butyldimethylsilyl
T75304 33143-33146 CHEBI:29354;CHEBI:29354 denotes oxy
T65071 33147-33151 CHEBI:53233;CHEBI:53233 denotes -5-{
T97121 33152-33158 CHEBI:53233;CHEBI:53233 denotes (tert-
T81982 33158-33176 CHEBI:8502;CHEBI:8502 denotes butyldimethylsilyl
T83644 33176-33177 CHEBI:53233;CHEBI:53233 denotes )
T41506 33177-33180 CHEBI:29354;CHEBI:29354 denotes oxy
T90520 33181-33187 CHEBI:16625;CHEBI:16625 denotes methyl
T17006 33188-33200 CHEBI:53233;CHEBI:53233 denotes oxolan-3-yl]
T97336 33200-33203 CHEBI:15533;CHEBI:15533 denotes oxy
T35230 33211-33213 CHEBI:86228;CHEBI:86228 denotes 2-
T15021 33213-33218 CHEBI:29785;CHEBI:29785 denotes nitro
T62058 33218-33221 CHEBI:86228;CHEBI:86228 denotes -4-
T6656 33221-33245 CHEBI:36810;CHEBI:36810 denotes (trifluoromethyl)benzene
T57151 33245-33246 CHEBI:34674;CHEBI:34674 denotes -
T62009 33246-33248 CHEBI:86228;CHEBI:86228 denotes 1-
T50319 33248-33259 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T36780 33388-33392 CHEBI:32145;CHEBI:32145 denotes MeOH
T97406 33416-33421 CHEBI:30808;CHEBI:30808 denotes CDCl3
T29610 34010-34013 CHEBI:36927;CHEBI:36927 denotes 13C
T79736 34500-34519 CHEBI:53233;CHEBI:53233 denotes dimethyl-tetrahydro
T99248 34520-34522 CHEBI:53233;CHEBI:53233 denotes 2H
T39597 34527-34530 CHEBI:53233;CHEBI:53233 denotes [3,
T56665 34531-34532 CHEBI:53233;CHEBI:53233 denotes -
T35447 34536-34537 CHEBI:53233;CHEBI:53233 denotes 1
T97750 34537-34539 CHEBI:52029;CHEBI:52029 denotes ,3
T83830 34539-34552 CHEBI:53233;CHEBI:53233 denotes ]dioxol-4-yl]
T20304 34609-34610 CHEBI:53233;CHEBI:53233 denotes -
T62631 34610-34628 CHEBI:28714;CHEBI:28714 denotes butyldimethylsilyl
T63884 34629-34632 CHEBI:29354;CHEBI:29354 denotes oxy
T90530 34633-34637 CHEBI:53233;CHEBI:53233 denotes -5-{
T25418 34638-34644 CHEBI:53233;CHEBI:53233 denotes (tert-
T68934 34644-34662 CHEBI:8502;CHEBI:8502 denotes butyldimethylsilyl
T72167 34662-34663 CHEBI:53233;CHEBI:53233 denotes )
T99707 34663-34666 CHEBI:29354;CHEBI:29354 denotes oxy
T73688 34667-34673 CHEBI:16625;CHEBI:16625 denotes methyl
T12385 34674-34686 CHEBI:53233;CHEBI:53233 denotes oxolan-3-yl]
T47592 34686-34689 CHEBI:15533;CHEBI:15533 denotes oxy
T88452 34696-34699 CHEBI:86228;CHEBI:86228 denotes -4-
T44537 34699-34705 CHEBI:47853;CHEBI:47853 denotes chloro
T9887 34705-34708 CHEBI:86228;CHEBI:86228 denotes -3-
T2529 34708-34720 CHEBI:27798;CHEBI:27798 denotes nitrobenzene
T78752 34720-34723 CHEBI:86228;CHEBI:86228 denotes -1-
T86987 34723-34734 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T82290 34865-34869 CHEBI:32145;CHEBI:32145 denotes MeOH
T48557 34893-34898 CHEBI:30808;CHEBI:30808 denotes CDCl3
T48829 35413-35416 CHEBI:36927;CHEBI:36927 denotes 13C
T68994 35820-35821 CHEBI:53233;CHEBI:53233 denotes 3
T49736 35821-35822 CHEBI:34018;CHEBI:34018 denotes ,
T49263 35822-35824 CHEBI:53233;CHEBI:53233 denotes 4-
T19814 35824-35848 CHEBI:47019;CHEBI:47019 denotes dihydroxytetrahydrofuran
T99082 35849-35853 CHEBI:53233;CHEBI:53233 denotes 2-yl
T5309 35854-35860 CHEBI:29309;CHEBI:29309 denotes methyl
T89418 35883-35886 CHEBI:34018;CHEBI:34018 denotes 2-(
T71642 35886-35907 CHEBI:30756;CHEBI:30756 denotes 6-amino-9H-purin-9-yl
T75823 35908-35911 CHEBI:34018;CHEBI:34018 denotes -4-
T15257 35911-35918 CHEBI:43176;CHEBI:43176 denotes hydroxy
T56352 35918-35922 CHEBI:34018;CHEBI:34018 denotes -5-(
T66785 35922-35935 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T96828 35936-35951 CHEBI:27902;CHEBI:27902 denotes tetrahydrofuran
T72083 35951-35952 CHEBI:53233;CHEBI:53233 denotes -
T20873 35952-35953 CHEBI:34018;CHEBI:34018 denotes 3
T76228 35953-35956 CHEBI:53233;CHEBI:53233 denotes -yl
T81792 35957-35960 CHEBI:29354;CHEBI:29354 denotes oxy
T7400 35961-35966 CHEBI:37807;CHEBI:37807 denotes ethyl
T5805 35967-35970 CHEBI:86228;CHEBI:86228 denotes -4-
T91433 35970-35977 CHEBI:44520;CHEBI:44520 denotes methoxy
T94787 35977-36003 CHEBI:86228;CHEBI:86228 denotes -2-nitrobenzenesulfonamide
T17422 36092-36104 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T16900 36764-36767 CHEBI:36927;CHEBI:36927 denotes 13C
T9646 37108-37123 CHEBI:50488;CHEBI:50488 denotes dihydroxyoxolan
T9486 37124-37125 CHEBI:53233;CHEBI:53233 denotes 2
T17557 37126-37129 CHEBI:53233;CHEBI:53233 denotes yl]
T47501 37129-37135 CHEBI:29309;CHEBI:29309 denotes methyl
T76951 37166-37176 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T96155 37178-37180 CHEBI:53233;CHEBI:53233 denotes 4-
T5259 37180-37187 CHEBI:43176;CHEBI:43176 denotes hydroxy
T85099 37188-37189 CHEBI:34018;CHEBI:34018 denotes 5
T50359 37191-37204 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T76632 37205-37211 CHEBI:26911;CHEBI:26911 denotes oxolan
T56362 37211-37212 CHEBI:15533;CHEBI:15533 denotes -
T67443 37212-37213 CHEBI:53233;CHEBI:53233 denotes 3
T80801 37213-37216 CHEBI:15533;CHEBI:15533 denotes -yl
T80068 37217-37220 CHEBI:15533;CHEBI:15533 denotes oxy
T36872 37230-37237 CHEBI:44520;CHEBI:44520 denotes methoxy
T86174 37237-37240 CHEBI:86228;CHEBI:86228 denotes -4-
T19833 37240-37252 CHEBI:27798;CHEBI:27798 denotes nitrobenzene
T31704 37252-37255 CHEBI:86228;CHEBI:86228 denotes -1-
T76634 37255-37266 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T76816 37355-37367 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T69796 38027-38030 CHEBI:36927;CHEBI:36927 denotes 13C
T9081 38373-38388 CHEBI:50488;CHEBI:50488 denotes dihydroxyoxolan
T84269 38389-38390 CHEBI:53233;CHEBI:53233 denotes 2
T69082 38391-38394 CHEBI:53233;CHEBI:53233 denotes yl]
T69733 38394-38400 CHEBI:29309;CHEBI:29309 denotes methyl
T41826 38431-38441 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T59624 38443-38445 CHEBI:53233;CHEBI:53233 denotes 4-
T23559 38445-38452 CHEBI:43176;CHEBI:43176 denotes hydroxy
T28637 38453-38454 CHEBI:34018;CHEBI:34018 denotes 5
T71725 38456-38469 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T78504 38470-38476 CHEBI:26911;CHEBI:26911 denotes oxolan
T39399 38476-38477 CHEBI:15533;CHEBI:15533 denotes -
T78395 38477-38478 CHEBI:53233;CHEBI:53233 denotes 3
T72162 38478-38481 CHEBI:15533;CHEBI:15533 denotes -yl
T41623 38482-38485 CHEBI:15533;CHEBI:15533 denotes oxy
T99360 38495-38500 CHEBI:29785;CHEBI:29785 denotes nitro
T1872 38500-38503 CHEBI:86228;CHEBI:86228 denotes -4-
T89980 38503-38527 CHEBI:36810;CHEBI:36810 denotes (trifluoromethyl)benzene
T78608 38527-38528 CHEBI:34674;CHEBI:34674 denotes -
T83142 38528-38530 CHEBI:86228;CHEBI:86228 denotes 1-
T18825 38530-38541 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T96175 38627-38639 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T8921 39330-39333 CHEBI:36927;CHEBI:36927 denotes 13C
T40026 39771-39786 CHEBI:50488;CHEBI:50488 denotes dihydroxyoxolan
T28765 39787-39788 CHEBI:53233;CHEBI:53233 denotes 2
T9151 39789-39792 CHEBI:53233;CHEBI:53233 denotes yl]
T2628 39792-39798 CHEBI:29309;CHEBI:29309 denotes methyl
T10304 39829-39839 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T30594 39841-39843 CHEBI:34018;CHEBI:34018 denotes 4-
T33230 39843-39850 CHEBI:43176;CHEBI:43176 denotes hydroxy
T38807 39851-39852 CHEBI:34018;CHEBI:34018 denotes 5
T78456 39854-39867 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T45407 39868-39874 CHEBI:26911;CHEBI:26911 denotes oxolan
T96949 39874-39875 CHEBI:15533;CHEBI:15533 denotes -
T30771 39875-39876 CHEBI:53233;CHEBI:53233 denotes 3
T52396 39876-39879 CHEBI:15533;CHEBI:15533 denotes -yl
T27861 39879-39880 CHEBI:53233;CHEBI:53233 denotes ]
T30803 39880-39883 CHEBI:15533;CHEBI:15533 denotes oxy
T29803 39893-39899 CHEBI:47853;CHEBI:47853 denotes chloro
T18253 39899-39902 CHEBI:86228;CHEBI:86228 denotes -3-
T10920 39902-39914 CHEBI:27798;CHEBI:27798 denotes nitrobenzene
T29304 39914-39917 CHEBI:86228;CHEBI:86228 denotes -1-
T57790 39917-39928 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T31150 40017-40029 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T95477 40715-40718 CHEBI:36927;CHEBI:36927 denotes 13C
T84702 41057-41076 CHEBI:53233;CHEBI:53233 denotes dimethyl-tetrahydro
T58979 41077-41079 CHEBI:53233;CHEBI:53233 denotes 2H
T83384 41084-41087 CHEBI:53233;CHEBI:53233 denotes [3,
T81396 41088-41089 CHEBI:53233;CHEBI:53233 denotes -
T35056 41093-41094 CHEBI:53233;CHEBI:53233 denotes 1
T57925 41094-41096 CHEBI:52029;CHEBI:52029 denotes ,3
T25773 41096-41109 CHEBI:53233;CHEBI:53233 denotes ]dioxol-4-yl]
T78363 41166-41167 CHEBI:53233;CHEBI:53233 denotes -
T98012 41167-41185 CHEBI:28714;CHEBI:28714 denotes butyldimethylsilyl
T78667 41186-41189 CHEBI:29354;CHEBI:29354 denotes oxy
T30177 41190-41194 CHEBI:53233;CHEBI:53233 denotes -5-{
T65451 41195-41201 CHEBI:53233;CHEBI:53233 denotes (tert-
T67515 41201-41219 CHEBI:8502;CHEBI:8502 denotes butyldimethylsilyl
T38465 41219-41220 CHEBI:53233;CHEBI:53233 denotes )
T95614 41220-41223 CHEBI:29354;CHEBI:29354 denotes oxy
T12953 41224-41230 CHEBI:16625;CHEBI:16625 denotes methyl
T31857 41231-41243 CHEBI:53233;CHEBI:53233 denotes oxolan-3-yl]
T23130 41243-41246 CHEBI:15533;CHEBI:15533 denotes oxy
T29433 41254-41256 CHEBI:86228;CHEBI:86228 denotes 4-
T48427 41256-41269 CHEBI:23132;CHEBI:23132 denotes chlorobenzene
T20740 41269-41272 CHEBI:28714;CHEBI:28714 denotes -1-
T83097 41272-41283 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T36071 41294-41302 CHEBI:75958;CHEBI:75958 denotes solution
T61117 41406-41407 CHEBI:75508;CHEBI:75508 denotes 4
T43640 41407-41429 CHEBI:86228;CHEBI:86228 denotes -chlorobenzenesulfonyl
T85525 41430-41438 CHEBI:17996;CHEBI:17996 denotes chloride
T10406 41502-41509 CHEBI:60004;CHEBI:60004 denotes mixture
T86047 41563-41571 CHEBI:46787;CHEBI:46787 denotes Solvents
T70835 41669-41676 CHEBI:15377;CHEBI:15377 denotes aqueous
T37082 41677-41683 CHEBI:32139;CHEBI:32139 denotes NaHCO3
T2244 41697-41704 CHEBI:15377;CHEBI:15377 denotes aqueous
T82981 41823-41829 CHEBI:34683;CHEBI:34683 denotes Na2SO4
T6219 41918-41924 CHEBI:30563;CHEBI:30563 denotes silica
T88827 41951-41955 CHEBI:32145;CHEBI:32145 denotes MeOH
T83956 42022-42026 CHEBI:32145;CHEBI:32145 denotes MeOH
T11227 42053-42058 CHEBI:30808;CHEBI:30808 denotes CDCl3
T70724 42609-42612 CHEBI:36927;CHEBI:36927 denotes 13C
T22187 42994-42996 CHEBI:30756;CHEBI:30756 denotes 9H
T61490 42997-43007 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T33609 43008-43032 CHEBI:53233;CHEBI:53233 denotes -2,2-dimethyl-tetrahydro
T72503 43033-43035 CHEBI:53233;CHEBI:53233 denotes 2H
T84826 43051-43062 CHEBI:86228;CHEBI:86228 denotes 3]dioxol-4-
T77669 43062-43065 CHEBI:53233;CHEBI:53233 denotes yl]
T74326 43065-43071 CHEBI:29309;CHEBI:29309 denotes methyl
T68910 43074-43076 CHEBI:86228;CHEBI:86228 denotes 4-
T29834 43076-43082 CHEBI:47853;CHEBI:47853 denotes chloro
T61527 43082-43097 CHEBI:86228;CHEBI:86228 denotes -3-nitrophenyl)
T2636 43097-43103 CHEBI:29309;CHEBI:29309 denotes methyl
T77144 43103-43104 CHEBI:86228;CHEBI:86228 denotes ]
T5108 43104-43109 CHEBI:46882;CHEBI:46882 denotes amino
T26563 43110-43116 CHEBI:42241;CHEBI:42241 denotes ethoxy
T54685 43118-43119 CHEBI:86228;CHEBI:86228 denotes 4
T28095 43126-43127 CHEBI:53233;CHEBI:53233 denotes -
T7577 43127-43145 CHEBI:28714;CHEBI:28714 denotes butyldimethylsilyl
T76522 43145-43146 CHEBI:53233;CHEBI:53233 denotes )
T62588 43146-43149 CHEBI:29354;CHEBI:29354 denotes oxy
T93366 43150-43161 CHEBI:53233;CHEBI:53233 denotes -5-{[(tert-
T84385 43161-43179 CHEBI:28714;CHEBI:28714 denotes butyldimethylsilyl
T90566 43179-43180 CHEBI:53233;CHEBI:53233 denotes )
T91292 43180-43183 CHEBI:29354;CHEBI:29354 denotes oxy
T24654 43184-43190 CHEBI:16625;CHEBI:16625 denotes methyl
T77065 43191-43203 CHEBI:53233;CHEBI:53233 denotes oxolan-2-yl]
T32349 43204-43206 CHEBI:29238;CHEBI:29238 denotes 9H
T22971 43207-43212 CHEBI:17939;CHEBI:17939 denotes purin
T77363 43212-43215 CHEBI:17369;CHEBI:17369 denotes -6-
T35102 43215-43220 CHEBI:32952;CHEBI:32952 denotes amine
T87653 43231-43239 CHEBI:75958;CHEBI:75958 denotes solution
T87411 43313-43321 CHEBI:75958;CHEBI:75958 denotes solution
T67786 43325-43327 CHEBI:86228;CHEBI:86228 denotes 4-
T2415 43327-43333 CHEBI:47853;CHEBI:47853 denotes chloro
T47993 43333-43354 CHEBI:86228;CHEBI:86228 denotes -3-nitrobenazaldehyde
T2831 43413-43424 CHEBI:15366;CHEBI:15366 denotes acetic acid
T81538 43502-43508 CHEBI:35607;CHEBI:35607 denotes sodium
T68096 43509-43530 CHEBI:28621;CHEBI:28621 denotes triacetoxyborohydride
T17174 43608-43616 CHEBI:75958;CHEBI:75958 denotes solution
T52438 43672-43679 CHEBI:15377;CHEBI:15377 denotes aqueous
T1797 43680-43686 CHEBI:32139;CHEBI:32139 denotes NaHCO3
T62375 43692-43699 CHEBI:15377;CHEBI:15377 denotes aqueous
T33887 43818-43824 CHEBI:34683;CHEBI:34683 denotes Na2SO4
T87343 43913-43919 CHEBI:30563;CHEBI:30563 denotes silica
T10295 43946-43950 CHEBI:32145;CHEBI:32145 denotes MeOH
T78188 44011-44015 CHEBI:32145;CHEBI:32145 denotes MeOH
T12440 44044-44049 CHEBI:30808;CHEBI:30808 denotes CDCl3
T3563 44624-44627 CHEBI:36927;CHEBI:36927 denotes 13C
T64879 45034-45036 CHEBI:30756;CHEBI:30756 denotes 9H
T88899 45037-45047 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T82697 45048-45072 CHEBI:53233;CHEBI:53233 denotes -2,2-dimethyl-tetrahydro
T35641 45073-45075 CHEBI:53233;CHEBI:53233 denotes 2H
T69144 45091-45105 CHEBI:53233;CHEBI:53233 denotes 3]dioxol-4-yl]
T20449 45105-45111 CHEBI:29309;CHEBI:29309 denotes methyl
T23911 45114-45129 CHEBI:53233;CHEBI:53233 denotes 4-chlorophenyl)
T40117 45129-45135 CHEBI:29309;CHEBI:29309 denotes methyl
T73260 45135-45136 CHEBI:53233;CHEBI:53233 denotes ]
T51819 45136-45141 CHEBI:46882;CHEBI:46882 denotes amino
T92376 45142-45148 CHEBI:42241;CHEBI:42241 denotes ethoxy
T50880 45149-45152 CHEBI:53233;CHEBI:53233 denotes -4-
T51295 45158-45159 CHEBI:53233;CHEBI:53233 denotes -
T94273 45178-45181 CHEBI:29354;CHEBI:29354 denotes oxy
T25408 45182-45187 CHEBI:82321;CHEBI:82321 denotes -5-{[
T3979 45187-45188 CHEBI:53233;CHEBI:53233 denotes (
T73466 45192-45211 CHEBI:82321;CHEBI:82321 denotes -butyldimethylsilyl
T40247 45211-45212 CHEBI:53233;CHEBI:53233 denotes )
T61904 45212-45215 CHEBI:29354;CHEBI:29354 denotes oxy
T98027 45216-45222 CHEBI:29309;CHEBI:29309 denotes methyl
T11285 45223-45229 CHEBI:26911;CHEBI:26911 denotes oxolan
T85202 45229-45230 CHEBI:15533;CHEBI:15533 denotes -
T30710 45230-45231 CHEBI:82321;CHEBI:82321 denotes 2
T40090 45231-45232 CHEBI:15533;CHEBI:15533 denotes -
T11465 45232-45234 CHEBI:82321;CHEBI:82321 denotes yl
T36791 45236-45238 CHEBI:29238;CHEBI:29238 denotes 9H
T58221 45247-45252 CHEBI:32952;CHEBI:32952 denotes amine
T88984 45263-45271 CHEBI:75958;CHEBI:75958 denotes solution
T47720 45343-45361 CHEBI:28105;CHEBI:28105 denotes chlorobenzaldehyde
T55812 45418-45429 CHEBI:15366;CHEBI:15366 denotes acetic acid
T35920 45507-45513 CHEBI:35607;CHEBI:35607 denotes sodium
T25301 45514-45535 CHEBI:28621;CHEBI:28621 denotes triacetoxyborohydride
T82736 45613-45621 CHEBI:75958;CHEBI:75958 denotes solution
T62757 45677-45684 CHEBI:15377;CHEBI:15377 denotes aqueous
T3173 45685-45691 CHEBI:32139;CHEBI:32139 denotes NaHCO3
T55909 45697-45704 CHEBI:15377;CHEBI:15377 denotes aqueous
T40813 45823-45829 CHEBI:34683;CHEBI:34683 denotes Na2SO4
T94720 45918-45924 CHEBI:30563;CHEBI:30563 denotes silica
T85547 45951-45955 CHEBI:32145;CHEBI:32145 denotes MeOH
T43861 46027-46031 CHEBI:32145;CHEBI:32145 denotes MeOH
T67038 46063-46068 CHEBI:30808;CHEBI:30808 denotes CDCl3
T80677 46580-46583 CHEBI:36927;CHEBI:36927 denotes 13C
T17925 46980-46995 CHEBI:50488;CHEBI:50488 denotes dihydroxyoxolan
T82388 46996-46997 CHEBI:53233;CHEBI:53233 denotes 2
T10723 46998-47001 CHEBI:53233;CHEBI:53233 denotes yl]
T18753 47001-47007 CHEBI:29309;CHEBI:29309 denotes methyl
T64138 47038-47048 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T73883 47050-47052 CHEBI:34018;CHEBI:34018 denotes 4-
T72492 47052-47059 CHEBI:43176;CHEBI:43176 denotes hydroxy
T63934 47060-47061 CHEBI:34018;CHEBI:34018 denotes 5
T56249 47063-47076 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T30756 47077-47083 CHEBI:26911;CHEBI:26911 denotes oxolan
T28674 47083-47084 CHEBI:15533;CHEBI:15533 denotes -
T56815 47084-47085 CHEBI:53233;CHEBI:53233 denotes 3
T26876 47085-47088 CHEBI:15533;CHEBI:15533 denotes -yl
T17690 47088-47089 CHEBI:53233;CHEBI:53233 denotes ]
T8379 47089-47092 CHEBI:15533;CHEBI:15533 denotes oxy
T16867 47102-47115 CHEBI:23132;CHEBI:23132 denotes chlorobenzene
T31770 47115-47116 CHEBI:34674;CHEBI:34674 denotes -
T99552 47116-47118 CHEBI:28714;CHEBI:28714 denotes 1-
T7605 47118-47129 CHEBI:35358;CHEBI:35358 denotes sulfonamide
T88840 47218-47230 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T96112 47900-47903 CHEBI:36927;CHEBI:36927 denotes 13C
T41134 48240-48241 CHEBI:30756;CHEBI:30756 denotes -
T27334 48246-48249 CHEBI:30756;CHEBI:30756 denotes -9H
T20136 48250-48260 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T73618 48262-48264 CHEBI:34018;CHEBI:34018 denotes 4-
T76408 48264-48271 CHEBI:43176;CHEBI:43176 denotes hydroxy
T70567 48275-48288 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T85384 48289-48295 CHEBI:26911;CHEBI:26911 denotes oxolan
T6101 48295-48296 CHEBI:15533;CHEBI:15533 denotes -
T32228 48296-48297 CHEBI:53233;CHEBI:53233 denotes 3
T62461 48297-48300 CHEBI:15533;CHEBI:15533 denotes -yl
T28904 48300-48301 CHEBI:53233;CHEBI:53233 denotes ]
T40535 48301-48304 CHEBI:29354;CHEBI:29354 denotes oxy
T45088 48305-48310 CHEBI:37807;CHEBI:37807 denotes ethyl
T66662 48313-48315 CHEBI:86228;CHEBI:86228 denotes 4-
T71841 48315-48321 CHEBI:47853;CHEBI:47853 denotes chloro
T70937 48321-48335 CHEBI:86228;CHEBI:86228 denotes -3-nitrophenyl
T41213 48336-48342 CHEBI:29309;CHEBI:29309 denotes methyl
T22878 48343-48348 CHEBI:46882;CHEBI:46882 denotes amino
T6558 48349-48355 CHEBI:29309;CHEBI:29309 denotes methyl
T11187 48356-48363 CHEBI:26911;CHEBI:26911 denotes oxolane
T58590 48364-48366 CHEBI:52029;CHEBI:52029 denotes 3,
T86321 48366-48368 CHEBI:53233;CHEBI:53233 denotes 4-
T9071 48368-48372 CHEBI:23824;CHEBI:23824 denotes diol
T84625 48461-48473 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T93629 49214-49217 CHEBI:36927;CHEBI:36927 denotes 13C
T42837 49571-49572 CHEBI:30756;CHEBI:30756 denotes -
T19570 49577-49580 CHEBI:30756;CHEBI:30756 denotes -9H
T87896 49581-49591 CHEBI:30756;CHEBI:30756 denotes purin-9-yl
T41919 49593-49595 CHEBI:34018;CHEBI:34018 denotes 4-
T35781 49595-49602 CHEBI:43176;CHEBI:43176 denotes hydroxy
T28345 49606-49619 CHEBI:24712;CHEBI:24712 denotes hydroxymethyl
T91129 49620-49626 CHEBI:26911;CHEBI:26911 denotes oxolan
T74192 49627-49631 CHEBI:53233;CHEBI:53233 denotes 3-yl
T18333 49632-49635 CHEBI:29354;CHEBI:29354 denotes oxy
T87515 49636-49641 CHEBI:37807;CHEBI:37807 denotes ethyl
T86156 49644-49646 CHEBI:53233;CHEBI:53233 denotes 4-
T66842 49659-49665 CHEBI:29309;CHEBI:29309 denotes methyl
T35149 49666-49671 CHEBI:46882;CHEBI:46882 denotes amino
T54819 49672-49678 CHEBI:29309;CHEBI:29309 denotes methyl
T37692 49679-49686 CHEBI:26911;CHEBI:26911 denotes oxolane
T17466 49691-49695 CHEBI:23824;CHEBI:23824 denotes diol
T44819 49784-49796 CHEBI:38472;CHEBI:38472 denotes acetonitrile
T53973 50520-50523 CHEBI:36927;CHEBI:36927 denotes 13C
T78244 50809-50819 GO:0010467 denotes Expression
T24440 50861-50869 SP_10 denotes SARS-CoV
T39744 50870-50875 PR:000000125 denotes nsp14
T11149 50880-50885 SP_6;NCBITaxon:9606 denotes human
T17814 51007-51015 SO:0000155 denotes plasmids
T90318 51035-51044 GO:0010467 denotes expressed
T4563 51048-51055 NCBITaxon:562 denotes E. coli
T38822 51119-51127 NCBITaxon:7742 denotes Vaccinia
T96822 51128-51133 NCBITaxon:10239 denotes virus
T77113 51157-51164 GO:0032991 denotes complex
T18522 51325-51327 CHEBI:29238;CHEBI:29238 denotes 3H
T89446 51488-51495 CHEBI:60004;CHEBI:60004 denotes mixture
T7568 51503-51507 CHEBI:9754;CHEBI:9754 denotes Tris
T90528 51508-51511 CHEBI:17883;CHEBI:17883 denotes HCl
T32618 51527-51530 CHEBI:18320;CHEBI:18320 denotes DTT
T80620 51537-51542 CHEBI:6636;CHEBI:6636 denotes MgCl2
T65164 51564-51566 CHEBI:29238;CHEBI:29238 denotes 3H
T99852 51638-51646 SP_10 denotes SARS-CoV
T89465 51647-51652 PR:000000125 denotes nsp14
T92733 51662-51670 NCBITaxon:7742 denotes vaccinia
T32742 51671-51676 NCBITaxon:10239 denotes virus
T40449 51712-51717 SP_6;NCBITaxon:9606 denotes human
T9798 51732-51737 PR:O43148 denotes hRNMT
T22704 51782-51791 CHEBI:36357;CHEBI:36357 denotes compounds
T3161 51810-51814 CHEBI:51231;CHEBI:51231 denotes DMSO
T66008 51825-51829 CHEBI:51231;CHEBI:51231 denotes DMSO
T46228 51960-51964 CHEBI:51231;CHEBI:51231 denotes DMSO
T24685 51976-51984 CHEBI:60004;CHEBI:60004 denotes mixtures
T53961 52049-52054 CHEBI:15377;CHEBI:15377 denotes water
T66324 52084-52101 CHEBI:35702;CHEBI:35702 denotes diethylaminoethyl
T70177 52236-52252 CHEBI:63050;CHEBI:63050 denotes ammonium formate
T31019 52272-52277 CHEBI:15377;CHEBI:15377 denotes water
T60694 52292-52299 CHEBI:16236;CHEBI:16236 denotes ethanol
T18203 52362-52364 CHEBI:29238;CHEBI:29238 denotes 3H
T42093 52680-52688 CHEBI:36357;CHEBI:36357 denotes compound
T57780 53019-53026 CHEBI:60004;CHEBI:60004 denotes mixture
T34965 53054-53059 CHEBI:46756;CHEBI:46756 denotes HEPES
T92372 53077-53081 CHEBI:26710;CHEBI:26710 denotes NaCl
T1859 53086-53098 CHEBI:51461;CHEBI:51461 denotes SYPRO orange
T58900 53099-53102 CHEBI:37958;CHEBI:37958 denotes dye
T44590 53122-53130 SP_10 denotes SARS-CoV
T5318 53131-53136 PR:000000125 denotes nsp14
T72733 53154-53162 CHEBI:36357;CHEBI:36357 denotes compound
T95077 53192-53196 CHEBI:51231;CHEBI:51231 denotes DMSO
T84187 53200-53205 CHEBI:15377;CHEBI:15377 denotes water
T34151 53261-53269 CHEBI:36357;CHEBI:36357 denotes compound
T68043 53297-53300 CHEBI:37958;CHEBI:37958 denotes dye
T29086 53547-53551 CHEBI:51231;CHEBI:51231 denotes DMSO
T76544 53624-53631 GO:0032508 denotes melting
T4088 54115-54123 SP_10 denotes SARS-CoV
T99586 54223-54227 CHEBI:24870;CHEBI:24870 denotes ions
T11834 54250-54258 SP_10 denotes SARS-CoV
T76206 54259-54264 PR:000000125 denotes nsp14
T36442 54767-54775 SP_10 denotes SARS-CoV
T73230 54776-54781 PR:000000125 denotes nsp14
T49995 54814-54822 SP_10 denotes SARS-CoV
T87774 54823-54828 PR:000000125 denotes nsp14

LitCovid-PD-FMA-UBERON

Id Subject Object Predicate Lexical cue fma_id
T102 50852-50860 Body_part denotes proteins http://purl.org/sig/ont/fma/fma67257
T103 50886-50889 Body_part denotes RNA http://purl.org/sig/ont/fma/fma67095
T104 50981-50990 Body_part denotes histidine http://purl.org/sig/ont/fma/fma82755
T105 51021-51029 Body_part denotes proteins http://purl.org/sig/ont/fma/fma67257
T106 51170-51174 Body_part denotes mRNA http://purl.org/sig/ont/fma/fma67122
T107 51338-51341 Body_part denotes RNA http://purl.org/sig/ont/fma/fma67095
T108 51630-51633 Body_part denotes RNA http://purl.org/sig/ont/fma/fma67095
T109 51718-51721 Body_part denotes RNA http://purl.org/sig/ont/fma/fma67095
T110 51854-51857 Body_part denotes RNA http://purl.org/sig/ont/fma/fma67095
T111 52188-52191 Body_part denotes RNA http://purl.org/sig/ont/fma/fma67095
T112 52372-52391 Body_part denotes transfer to the RNA http://purl.org/sig/ont/fma/fma67127
T113 52388-52391 Body_part denotes RNA http://purl.org/sig/ont/fma/fma67095
T114 52835-52842 Body_part denotes protein http://purl.org/sig/ont/fma/fma67257
T115 53137-53144 Body_part denotes protein http://purl.org/sig/ont/fma/fma67257
T116 53232-53239 Body_part denotes protein http://purl.org/sig/ont/fma/fma67257
T117 54265-54272 Body_part denotes protein http://purl.org/sig/ont/fma/fma67257
T118 54386-54393 Body_part denotes protein http://purl.org/sig/ont/fma/fma67257
T119 54657-54659 Body_part denotes Å3 http://purl.org/sig/ont/fma/fma66599

LitCovid-PubTator

Id Subject Object Predicate Lexical cue tao:has_database_id
561 182-186 Chemical denotes DIEA
562 206-221 Chemical denotes calcium hydride
563 284-290 Chemical denotes silica MESH:D012822
564 814-827 Chemical denotes Dinucleosides
565 982-987 Chemical denotes CH3CN
566 999-1004 Chemical denotes TEAAc
567 1021-1026 Chemical denotes CH3CN
568 1038-1043 Chemical denotes TEEAc
569 510-514 Disease denotes HRMS
580 1302-1331 Chemical denotes 5′-amino-2′,3′-isopropylidene
581 1332-1341 Chemical denotes adenosine MESH:D000241
582 1355-1358 Chemical denotes DMF
583 1383-1387 Chemical denotes Et3N
584 1420-1448 Chemical denotes nitrobenzenesufonyl chloride
585 1535-1540 Chemical denotes argon MESH:D001128
586 1573-1578 Chemical denotes brine MESH:C017082
587 1692-1698 Chemical denotes Na2SO4
588 1762-1766 Chemical denotes Et2O
589 1771-1774 Chemical denotes DCM
613 2022-2031 Chemical denotes adenosine MESH:D000241
614 2065-2095 Chemical denotes 4-nitrobenzenesufonyl chloride
615 2159-2163 Chemical denotes MeOH
616 2164-2167 Chemical denotes DCM
617 2170-2172 Chemical denotes 1H
618 2187-2193 Chemical denotes DMSO‑d
619 2220-2222 Chemical denotes 1H
620 2239-2241 Chemical denotes 2H MESH:D003903
621 2253-2255 Chemical denotes 1H
622 2267-2269 Chemical denotes 1H
623 2286-2288 Chemical denotes 2H MESH:D003903
624 2304-2306 Chemical denotes 2H MESH:D003903
625 2330-2332 Chemical denotes 1H
626 2365-2367 Chemical denotes 1H
627 2400-2402 Chemical denotes 1H
628 2435-2437 Chemical denotes 1H
629 2454-2456 Chemical denotes 2H MESH:D003903
630 2468-2470 Chemical denotes 3H MESH:D014316
631 2482-2484 Chemical denotes 3H MESH:D014316
632 2487-2490 Chemical denotes 13C MESH:C000615229
633 2505-2513 Chemical denotes DMSO‑d 6
634 2656-2667 Chemical denotes C19H22N7O7S
635 2629-2633 Disease denotes HRMS
644 2810-2813 Chemical denotes DMF
645 2883-2888 Chemical denotes K2CO3 MESH:C037593
646 2939-2944 Chemical denotes argon MESH:D001128
647 2984-2989 Chemical denotes water MESH:D014867
648 3103-3109 Chemical denotes Na2SO4
649 3198-3208 Chemical denotes silica gel MESH:D058428
650 3231-3235 Chemical denotes MeOH
651 3239-3242 Chemical denotes DCM
656 3699-3703 Chemical denotes MeOH
657 3704-3707 Chemical denotes DCM
658 4522-4538 Chemical denotes C43H65N12O11SSi2
659 4495-4499 Disease denotes HRMS
676 4884-4887 Chemical denotes DMF
677 4906-4911 Chemical denotes K2CO3 MESH:C037593
678 4944-4954 Chemical denotes thiophenol MESH:C042983
679 5033-5038 Chemical denotes argon MESH:D001128
680 5078-5081 Chemical denotes DCM
681 5118-5122 Chemical denotes NaOH
682 5178-5181 Chemical denotes DCM
683 5245-5250 Chemical denotes brine MESH:C017082
684 5263-5269 Chemical denotes Na2SO4
685 5358-5368 Chemical denotes silica gel MESH:D058428
686 5392-5396 Chemical denotes MeOH
687 5400-5403 Chemical denotes DCM
688 5476-5480 Chemical denotes MeOH
689 5481-5484 Chemical denotes DCM
690 6201-6215 Chemical denotes C37H62N11O7Si2
691 6174-6178 Disease denotes HRMS
703 6391-6394 Chemical denotes TFA MESH:D014269
704 6398-6403 Chemical denotes water MESH:D014867
705 6488-6492 Chemical denotes MeOH
706 6571-6574 Chemical denotes NH3
707 6578-6582 Chemical denotes MeOH
708 6660-6670 Chemical denotes silica gel MESH:D058428
709 6721-6733 Chemical denotes acetonitrile MESH:C032159
710 6737-6742 Chemical denotes TEAAc
711 6853-6858 Chemical denotes water MESH:D014867
712 6859-6866 Chemical denotes dioxane MESH:C025223
713 6480-6487 Disease denotes TLC DCM MESH:D002311
727 7160-7172 Chemical denotes acetonitrile MESH:C032159
728 7176-7181 Chemical denotes TEAAc
729 7320-7322 Chemical denotes 1H
730 7337-7345 Chemical denotes DMSO‑d 6
731 7358-7360 Chemical denotes 1H
732 7372-7374 Chemical denotes 1H
733 7386-7388 Chemical denotes 1H
734 7400-7402 Chemical denotes 1H
735 7417-7419 Chemical denotes 2H MESH:D003903
736 7704-7707 Chemical denotes 13C MESH:C000615229
737 7722-7728 Chemical denotes DMSO‑d
738 7902-7913 Chemical denotes C22H30N11O7
739 7875-7879 Disease denotes HRMS
759 8326-8329 Chemical denotes DCM
760 8347-8355 Chemical denotes aldehyde MESH:D000447
761 8401-8404 Chemical denotes DCM
762 8416-8427 Chemical denotes acetic acid MESH:D019342
763 8509-8514 Chemical denotes argon MESH:D001128
764 8516-8544 Chemical denotes sodium triacetoxyborohydride
765 8568-8570 Chemical denotes eq
766 8647-8650 Chemical denotes DCM
767 8693-8699 Chemical denotes NaHCO3 MESH:D017693
768 8746-8749 Chemical denotes DCM
769 8813-8818 Chemical denotes brine MESH:C017082
770 8831-8837 Chemical denotes Na2SO4
771 8926-8936 Chemical denotes silica gel MESH:D058428
772 8959-8963 Chemical denotes MeOH
773 8967-8970 Chemical denotes DCM
774 9024-9028 Chemical denotes MeOH
775 9029-9032 Chemical denotes DCM
776 9902-9917 Chemical denotes C52H87N12O13Si2
777 9875-9879 Disease denotes HRMS
792 10237-10240 Chemical denotes TFA MESH:D014269
793 10253-10258 Chemical denotes water MESH:D014867
794 10358-10363 Chemical denotes water MESH:D014867
795 10389-10393 Chemical denotes LiOH
796 10508-10511 Chemical denotes HCl MESH:D006851
797 10639-10645 Chemical denotes silica MESH:D012822
798 10657-10660 Chemical denotes C18 MESH:C109760
799 10706-10718 Chemical denotes acetonitrile MESH:C032159
800 10722-10727 Chemical denotes TEAAc
801 10838-10843 Chemical denotes water MESH:D014867
802 11375-11378 Chemical denotes 13C MESH:C000615229
803 11393-11396 Chemical denotes D2O
804 11591-11602 Chemical denotes C26H37N12O9
805 11564-11568 Disease denotes HRMS
812 11933-11945 Chemical denotes acetonitrile MESH:C032159
813 11949-11954 Chemical denotes TEAAc
814 12629-12632 Chemical denotes 13C MESH:C000615229
815 12647-12650 Chemical denotes D2O
816 12846-12857 Chemical denotes C27H39N12O9
817 12819-12823 Disease denotes HRMS
830 13173-13176 Chemical denotes TFA MESH:D014269
831 13190-13195 Chemical denotes water MESH:D014867
832 13309-13312 Chemical denotes NH3
833 13316-13320 Chemical denotes MeOH
834 13466-13476 Chemical denotes silica gel MESH:D058428
835 13533-13545 Chemical denotes acetonitrile MESH:C032159
836 13549-13554 Chemical denotes TEAAc
837 13665-13670 Chemical denotes water MESH:D014867
838 14230-14233 Chemical denotes 13C MESH:C000615229
839 14248-14251 Chemical denotes D2O
840 14446-14457 Chemical denotes C26H38N13O8
841 14419-14423 Disease denotes HRMS
847 14597-14600 Chemical denotes NMP MESH:C038678
848 14908-14914 Chemical denotes Na2SO4
849 15003-15013 Chemical denotes silica gel MESH:D058428
850 15036-15040 Chemical denotes MeOH
851 15044-15047 Chemical denotes DCM
864 15411-15424 Chemical denotes 1-bromobutane MESH:C047757
865 15482-15486 Chemical denotes MeOH
866 15487-15490 Chemical denotes DCM
867 15498-15500 Chemical denotes 1H
868 15515-15520 Chemical denotes CDCl3
869 15533-15535 Chemical denotes 2H MESH:D003903
870 15547-15549 Chemical denotes 1H
871 15561-15563 Chemical denotes 1H
872 15587-15589 Chemical denotes 1H
873 15613-15615 Chemical denotes 1H
874 16402-16416 Chemical denotes C46H72N11O7Si2
875 16375-16379 Disease denotes HRMS
890 16775-16798 Chemical denotes 1-bromo-3-phenylpropane
891 16856-16860 Chemical denotes MeOH
892 16861-16864 Chemical denotes DCM
893 16871-16873 Chemical denotes 1H
894 16888-16893 Chemical denotes CDCl3
895 16906-16908 Chemical denotes 1H
896 16920-16922 Chemical denotes 1H
897 16934-16936 Chemical denotes 1H
898 16948-16950 Chemical denotes 1H
899 16967-16969 Chemical denotes 5H
900 16993-16995 Chemical denotes 1H
901 17019-17021 Chemical denotes 1H
902 17784-17798 Chemical denotes C46H72N11O7Si2
903 17757-17761 Disease denotes HRMS
909 18167-18189 Chemical denotes methyl-4-bromobutyrate
910 18248-18252 Chemical denotes MeOH
911 18253-18256 Chemical denotes DCM
912 19173-19187 Chemical denotes C42H70N11O9Si2
913 19146-19150 Disease denotes HRMS
919 19741-19743 Chemical denotes 2H MESH:D003903
920 20189-20192 Chemical denotes 13C MESH:C000615229
921 20207-20215 Chemical denotes DMSO‑d 6
922 20412-20423 Chemical denotes C26H38N11O7
923 20385-20389 Disease denotes HRMS
937 20729-20741 Chemical denotes acetonitrile MESH:C032159
938 20745-20750 Chemical denotes TEAAc
939 20888-20890 Chemical denotes 1H
940 20905-20913 Chemical denotes DMSO‑d 6
941 20926-20928 Chemical denotes 1H
942 20940-20942 Chemical denotes 1H
943 20954-20956 Chemical denotes 1H
944 20968-20970 Chemical denotes 1H
945 20986-20988 Chemical denotes 2H MESH:D003903
946 21434-21437 Chemical denotes 13C MESH:C000615229
947 21452-21460 Chemical denotes DMSO‑d 6
948 21657-21668 Chemical denotes C26H38N11O7
949 21630-21634 Disease denotes HRMS
963 21985-21997 Chemical denotes acetonitrile MESH:C032159
964 22001-22006 Chemical denotes TEAAc
965 22145-22147 Chemical denotes 1H
966 22162-22170 Chemical denotes DMSO‑d 6
967 22183-22185 Chemical denotes 1H
968 22197-22199 Chemical denotes 1H
969 22211-22213 Chemical denotes 1H
970 22225-22227 Chemical denotes 1H
971 22243-22245 Chemical denotes 2H MESH:D003903
972 22691-22694 Chemical denotes 13C MESH:C000615229
973 22709-22717 Chemical denotes DMSO‑d 6
974 22921-22932 Chemical denotes C27H38N11O9
975 22894-22898 Disease denotes HRMS
991 23216-23219 Chemical denotes TFA MESH:D014269
992 23234-23239 Chemical denotes water MESH:D014867
993 23342-23347 Chemical denotes water MESH:D014867
994 23365-23369 Chemical denotes LiOH
995 23488-23491 Chemical denotes HCl MESH:D006851
996 23625-23631 Chemical denotes silica MESH:D012822
997 23643-23646 Chemical denotes C18 MESH:C109760
998 23692-23704 Chemical denotes acetonitrile MESH:C032159
999 23708-23713 Chemical denotes TEAAc
1000 23824-23829 Chemical denotes water MESH:D014867
1001 23834-23845 Chemical denotes 1,4-dioxane MESH:C025223
1002 24353-24356 Chemical denotes 13C MESH:C000615229
1003 24371-24374 Chemical denotes D2O
1004 24570-24581 Chemical denotes C26H37N12O9
1005 24543-24547 Disease denotes HRMS
1021 24904-24916 Chemical denotes acetonitrile MESH:C032159
1022 24920-24925 Chemical denotes TEAAc
1023 25064-25066 Chemical denotes 1H
1024 25081-25087 Chemical denotes DMSO‑d
1025 25102-25104 Chemical denotes 1H
1026 25116-25118 Chemical denotes 1H
1027 25135-25137 Chemical denotes 2H MESH:D003903
1028 25149-25151 Chemical denotes 1H
1029 25163-25165 Chemical denotes 1H
1030 25182-25184 Chemical denotes 2H MESH:D003903
1031 25200-25202 Chemical denotes 2H MESH:D003903
1032 25513-25516 Chemical denotes 13C MESH:C000615229
1033 25531-25539 Chemical denotes DMSO‑d 6
1034 25740-25753 Chemical denotes C28H33N12O11S
1035 25713-25717 Disease denotes HRMS
1051 25997-26006 Chemical denotes adenosine MESH:D000241
1052 26040-26080 Chemical denotes 4-methoxy-2-nitrobenzenesufonyl chloride
1053 26144-26148 Chemical denotes MeOH
1054 26149-26152 Chemical denotes DCM
1055 26155-26157 Chemical denotes 1H
1056 26172-26180 Chemical denotes DMSO‑d 6
1057 26205-26207 Chemical denotes 1H
1058 26219-26221 Chemical denotes 1H
1059 26233-26235 Chemical denotes 1H
1060 26259-26261 Chemical denotes 1H
1061 26285-26287 Chemical denotes 1H
1062 26551-26554 Chemical denotes 13C MESH:C000615229
1063 26569-26577 Chemical denotes DMSO‑d 6
1064 26740-26751 Chemical denotes C20H24N7O8S
1065 26713-26717 Disease denotes HRMS
1081 26995-27004 Chemical denotes adenosine MESH:D000241
1082 27038-27078 Chemical denotes 2-methoxy-4-nitrobenzenesufonyl chloride
1083 27142-27146 Chemical denotes MeOH
1084 27147-27150 Chemical denotes DCM
1085 27153-27155 Chemical denotes 1H
1086 27170-27176 Chemical denotes DMSO‑d
1087 27203-27205 Chemical denotes 1H
1088 27217-27219 Chemical denotes 1H
1089 27231-27233 Chemical denotes 1H
1090 27250-27252 Chemical denotes 2H MESH:D003903
1091 27289-27291 Chemical denotes 1H
1092 27516-27519 Chemical denotes 13C MESH:C000615229
1093 27534-27542 Chemical denotes DMSO‑d 6
1094 27705-27716 Chemical denotes C20H24N7O8S
1095 27678-27682 Disease denotes HRMS
1118 27933-27962 Chemical denotes 5′-amino-2′,3′-isopropylidene
1119 27963-27972 Chemical denotes adenosine MESH:D000241
1120 28015-28018 Chemical denotes DMF
1121 28038-28042 Chemical denotes Et3N
1122 28073-28121 Chemical denotes 2-nitro-4-trifluoromethylbenzenesufonyl chloride
1123 28240-28245 Chemical denotes argon MESH:D001128
1124 28303-28308 Chemical denotes water MESH:D014867
1125 28450-28456 Chemical denotes Na2SO4
1126 28545-28555 Chemical denotes silica gel MESH:D058428
1127 28578-28582 Chemical denotes MeOH
1128 28586-28589 Chemical denotes DCM
1129 28651-28655 Chemical denotes MeOH
1130 28656-28662 Chemical denotes CH2Cl2
1131 28665-28667 Chemical denotes 1H
1132 28682-28688 Chemical denotes DMSO‑d
1133 28715-28717 Chemical denotes 1H
1134 28741-28743 Chemical denotes 1H
1135 28755-28757 Chemical denotes 1H
1136 28769-28771 Chemical denotes 1H
1137 28808-28810 Chemical denotes 1H
1138 29289-29302 Chemical denotes C20H21N7O7SF3
1139 29262-29266 Disease denotes HRMS
1156 29545-29554 Chemical denotes adenosine MESH:D000241
1157 29588-29627 Chemical denotes 4-chloro-3-nitrobenzenesufonyl chloride
1158 29691-29695 Chemical denotes MeOH
1159 29696-29702 Chemical denotes CH2Cl2
1160 29705-29707 Chemical denotes 1H
1161 29722-29728 Chemical denotes DMSO‑d
1162 29743-29745 Chemical denotes 1H
1163 29769-29771 Chemical denotes 1H
1164 29783-29785 Chemical denotes 1H
1165 29797-29799 Chemical denotes 1H
1166 29836-29838 Chemical denotes 1H
1167 29862-29864 Chemical denotes 1H
1168 30074-30077 Chemical denotes 13C MESH:C000615229
1169 30092-30100 Chemical denotes DMSO‑d 6
1170 30264-30277 Chemical denotes C19H21N7O7SCl
1171 30237-30241 Disease denotes HRMS
1178 30729-30733 Chemical denotes MeOH
1179 30734-30737 Chemical denotes DCM
1180 31296-31299 Chemical denotes 18H
1181 31316-31319 Chemical denotes 12H
1182 31626-31642 Chemical denotes C47H67N12O12SSi2
1183 31599-31603 Disease denotes HRMS
1192 32097-32101 Chemical denotes MeOH
1193 32102-32105 Chemical denotes DCM
1194 32108-32110 Chemical denotes 1H
1195 32125-32130 Chemical denotes CDCl3
1196 32143-32145 Chemical denotes 1H
1197 32157-32159 Chemical denotes 1H
1198 32909-32925 Chemical denotes C47H67N12O12SSi2
1199 32882-32886 Disease denotes HRMS
1204 33388-33392 Chemical denotes MeOH
1205 33393-33396 Chemical denotes DCM
1206 34393-34411 Chemical denotes C44H64N12O11SF3Si2
1207 34366-34370 Disease denotes HRMS
1213 34865-34869 Chemical denotes MeOH
1214 34870-34873 Chemical denotes DCM
1215 35407-35410 Chemical denotes 12H
1216 35711-35729 Chemical denotes C43H64N12O11SSi2Cl
1217 35684-35688 Disease denotes HRMS
1246 36092-36104 Chemical denotes acetonitrile MESH:C032159
1247 36108-36113 Chemical denotes TEAAc
1248 36253-36255 Chemical denotes 1H
1249 36270-36276 Chemical denotes DMSO‑d
1250 36291-36293 Chemical denotes 1H
1251 36305-36307 Chemical denotes 1H
1252 36319-36321 Chemical denotes 2H MESH:D003903
1253 36345-36347 Chemical denotes 1H
1254 36384-36386 Chemical denotes 1H
1255 36402-36404 Chemical denotes 2H MESH:D003903
1256 36420-36422 Chemical denotes 2H MESH:D003903
1257 36459-36461 Chemical denotes 1H
1258 36485-36487 Chemical denotes 1H
1259 36511-36513 Chemical denotes 1H
1260 36529-36531 Chemical denotes 1H
1261 36547-36549 Chemical denotes 1H
1262 36573-36575 Chemical denotes 1H
1263 36591-36593 Chemical denotes 1H
1264 36617-36619 Chemical denotes 1H
1265 36643-36645 Chemical denotes 1H
1266 36662-36664 Chemical denotes 1H
1267 36681-36683 Chemical denotes 2H MESH:D003903
1268 36707-36709 Chemical denotes 1H
1269 36721-36723 Chemical denotes 3H MESH:D014316
1270 36740-36742 Chemical denotes 3H MESH:D014316
1271 36759-36761 Chemical denotes 5H
1272 37009-37022 Chemical denotes C29H35N12O12S
1273 36982-36986 Disease denotes HRMS
1302 37355-37367 Chemical denotes acetonitrile MESH:C032159
1303 37371-37376 Chemical denotes TEAAc
1304 37516-37518 Chemical denotes 1H
1305 37533-37539 Chemical denotes DMSO‑d
1306 37554-37556 Chemical denotes 1H
1307 37568-37570 Chemical denotes 1H
1308 37582-37584 Chemical denotes 2H MESH:D003903
1309 37608-37610 Chemical denotes 1H
1310 37647-37649 Chemical denotes 1H
1311 37665-37667 Chemical denotes 2H MESH:D003903
1312 37683-37685 Chemical denotes 2H MESH:D003903
1313 37722-37724 Chemical denotes 1H
1314 37748-37750 Chemical denotes 1H
1315 37774-37776 Chemical denotes 1H
1316 37792-37794 Chemical denotes 1H
1317 37810-37812 Chemical denotes 1H
1318 37836-37838 Chemical denotes 1H
1319 37854-37856 Chemical denotes 1H
1320 37880-37882 Chemical denotes 1H
1321 37906-37908 Chemical denotes 1H
1322 37925-37927 Chemical denotes 1H
1323 37944-37946 Chemical denotes 2H MESH:D003903
1324 37970-37972 Chemical denotes 1H
1325 37984-37986 Chemical denotes 3H MESH:D014316
1326 38003-38005 Chemical denotes 3H MESH:D014316
1327 38022-38024 Chemical denotes 5H
1328 38274-38287 Chemical denotes C29H35N12O12S
1329 38247-38251 Disease denotes HRMS
1345 38627-38639 Chemical denotes acetonitrile MESH:C032159
1346 38643-38648 Chemical denotes TEAAc
1347 38788-38790 Chemical denotes 1H
1348 38805-38811 Chemical denotes DMSO‑d
1349 38838-38840 Chemical denotes 1H
1350 38852-38854 Chemical denotes 1H
1351 38866-38868 Chemical denotes 1H
1352 38892-38894 Chemical denotes 1H
1353 38906-38908 Chemical denotes 1H
1354 38920-38922 Chemical denotes 1H
1355 38959-38961 Chemical denotes 1H
1356 38977-38979 Chemical denotes 2H MESH:D003903
1357 39623-39631 Chemical denotes DMSO‑d 6
1358 39643-39647 Disease denotes HRMS
1359 39670-39679 CellLine denotes C29H32N12 CVCL:0189
1374 40017-40029 Chemical denotes acetonitrile MESH:C032159
1375 40033-40038 Chemical denotes TEAAc
1376 40178-40180 Chemical denotes 1H
1377 40195-40201 Chemical denotes DMSO‑d
1378 40228-40230 Chemical denotes 1H
1379 40242-40244 Chemical denotes 1H
1380 40256-40258 Chemical denotes 1H
1381 40271-40273 Chemical denotes 1H
1382 40286-40288 Chemical denotes 1H
1383 40325-40327 Chemical denotes 1H
1384 40351-40353 Chemical denotes 1H
1385 40369-40371 Chemical denotes 2H MESH:D003903
1386 40956-40971 Chemical denotes C28H32N12O11SCl
1387 40929-40933 Disease denotes HRMS
1404 41351-41354 Chemical denotes DCM
1405 41372-41376 Chemical denotes Et3N
1406 41406-41438 Chemical denotes 4-chlorobenzenesulfonyl chloride
1407 41556-41561 Chemical denotes argon MESH:D001128
1408 41631-41634 Chemical denotes DCM
1409 41677-41683 Chemical denotes NaHCO3 MESH:D017693
1410 41730-41733 Chemical denotes DCM
1411 41797-41802 Chemical denotes brine MESH:C017082
1412 41823-41829 Chemical denotes Na2SO4
1413 41918-41928 Chemical denotes silica gel MESH:D058428
1414 41951-41955 Chemical denotes MeOH
1415 41959-41962 Chemical denotes DCM
1416 42022-42026 Chemical denotes MeOH
1417 42027-42033 Chemical denotes CH2Cl2
1418 42892-42909 Chemical denotes C43H65N11O9SSi2Cl
1419 42865-42869 Disease denotes HRMS
1446 43288-43291 Chemical denotes DCE
1447 43325-43354 Chemical denotes 4-chloro-3-nitrobenazaldehyde
1448 43396-43399 Chemical denotes DCE
1449 43413-43424 Chemical denotes acetic acid MESH:D019342
1450 43495-43500 Chemical denotes argon MESH:D001128
1451 43502-43530 Chemical denotes sodium triacetoxyborohydride
1452 43634-43637 Chemical denotes DCM
1453 43680-43686 Chemical denotes NaHCO3 MESH:D017693
1454 43725-43728 Chemical denotes DCM
1455 43792-43797 Chemical denotes brine MESH:C017082
1456 43818-43824 Chemical denotes Na2SO4
1457 43913-43923 Chemical denotes silica gel MESH:D058428
1458 43946-43950 Chemical denotes MeOH
1459 43954-43957 Chemical denotes DCM
1460 44011-44015 Chemical denotes MeOH
1461 44016-44019 Chemical denotes DCM
1462 44027-44029 Chemical denotes 1H
1463 44044-44049 Chemical denotes CDCl3
1464 44062-44064 Chemical denotes 1H
1465 44076-44078 Chemical denotes 1H
1466 44090-44092 Chemical denotes 1H
1467 44108-44110 Chemical denotes 2H MESH:D003903
1468 44127-44129 Chemical denotes 2H MESH:D003903
1469 44145-44147 Chemical denotes 2H MESH:D003903
1470 44935-44951 Chemical denotes C44H66N12O9Si2Cl
1471 44908-44912 Disease denotes HRMS
1490 45320-45323 Chemical denotes DCE
1491 45341-45361 Chemical denotes 4-chlorobenzaldehyde MESH:C052044
1492 45403-45406 Chemical denotes DCE
1493 45418-45429 Chemical denotes acetic acid MESH:D019342
1494 45500-45505 Chemical denotes argon MESH:D001128
1495 45507-45535 Chemical denotes sodium triacetoxyborohydride
1496 45639-45642 Chemical denotes DCM
1497 45685-45691 Chemical denotes NaHCO3 MESH:D017693
1498 45730-45733 Chemical denotes DCM
1499 45797-45802 Chemical denotes brine MESH:C017082
1500 45823-45829 Chemical denotes Na2SO4
1501 45918-45928 Chemical denotes silica gel MESH:D058428
1502 45951-45955 Chemical denotes MeOH
1503 45959-45962 Chemical denotes DCM
1504 46027-46031 Chemical denotes MeOH
1505 46032-46038 Chemical denotes CH2Cl2
1506 46877-46893 Chemical denotes C44H67N11O7Si2Cl
1507 46850-46854 Disease denotes HRMS
1523 47218-47230 Chemical denotes acetonitrile MESH:C032159
1524 47234-47239 Chemical denotes TEAAc
1525 47379-47381 Chemical denotes 1H
1526 47396-47402 Chemical denotes DMSO‑d
1527 47417-47419 Chemical denotes 1H
1528 47431-47433 Chemical denotes 1H
1529 47446-47448 Chemical denotes 1H
1530 47461-47463 Chemical denotes 1H
1531 47480-47482 Chemical denotes 2H MESH:D003903
1532 47499-47501 Chemical denotes 2H MESH:D003903
1533 47517-47519 Chemical denotes 2H MESH:D003903
1534 47900-47903 Chemical denotes 13C MESH:C000615229
1535 47918-47926 Chemical denotes DMSO‑d 6
1536 48127-48141 Chemical denotes C28H33N11O9SCl
1537 48100-48104 Disease denotes HRMS
1556 48461-48473 Chemical denotes acetonitrile MESH:C032159
1557 48477-48482 Chemical denotes TEAAc
1558 48622-48624 Chemical denotes 1H
1559 48639-48645 Chemical denotes DMSO‑d
1560 48660-48662 Chemical denotes 1H
1561 48674-48676 Chemical denotes 1H
1562 48688-48690 Chemical denotes 1H
1563 48702-48704 Chemical denotes 1H
1564 48728-48730 Chemical denotes 1H
1565 48754-48756 Chemical denotes 1H
1566 48793-48795 Chemical denotes 1H
1567 48811-48813 Chemical denotes 2H MESH:D003903
1568 48829-48831 Chemical denotes 2H MESH:D003903
1569 48855-48857 Chemical denotes 1H
1570 48881-48883 Chemical denotes 1H
1571 48900-48902 Chemical denotes 2H MESH:D003903
1572 49432-49436 Disease denotes HRMS
1573 49459-49468 CellLine denotes C29H34N12 CVCL:0189
1587 49784-49796 Chemical denotes acetonitrile MESH:C032159
1588 49800-49805 Chemical denotes TEAAc
1589 49945-49947 Chemical denotes 1H
1590 49962-49970 Chemical denotes DMSO‑d 6
1591 49983-49985 Chemical denotes 1H
1592 49997-49999 Chemical denotes 1H
1593 50011-50013 Chemical denotes 1H
1594 50025-50027 Chemical denotes 1H
1595 50043-50045 Chemical denotes 2H MESH:D003903
1596 50520-50523 Chemical denotes 13C MESH:C000615229
1597 50538-50544 Chemical denotes DMSO‑d
1598 50755-50768 Chemical denotes C29H35N11O7Cl
1599 50728-50732 Disease denotes HRMS
1601 50981-50990 Chemical denotes histidine MESH:D006639
1618 51325-51327 Chemical denotes 3H MESH:D014316
1619 51503-51507 Chemical denotes Tris
1620 51508-51511 Chemical denotes HCl MESH:D006851
1621 51527-51530 Chemical denotes DTT MESH:D004229
1622 51537-51542 Chemical denotes MgCl2 MESH:D015636
1623 51564-51566 Chemical denotes 3H MESH:D014316
1624 51810-51814 Chemical denotes DMSO MESH:D004121
1625 51825-51829 Chemical denotes DMSO MESH:D004121
1626 51960-51964 Chemical denotes DMSO MESH:D004121
1627 52049-52054 Chemical denotes water MESH:D014867
1628 52084-52101 Chemical denotes diethylaminoethyl
1629 52103-52107 Chemical denotes DEAE
1630 52236-52252 Chemical denotes ammonium formate MESH:C030544
1631 52272-52277 Chemical denotes water MESH:D014867
1632 52292-52299 Chemical denotes ethanol MESH:D000431
1633 52362-52364 Chemical denotes 3H MESH:D014316
1640 53054-53059 Chemical denotes HEPES MESH:D006531
1641 53077-53081 Chemical denotes NaCl MESH:D012965
1642 53086-53098 Chemical denotes SYPRO orange
1643 53192-53196 Chemical denotes DMSO MESH:D004121
1644 53200-53205 Chemical denotes water MESH:D014867
1645 53547-53551 Chemical denotes DMSO MESH:D004121
1647 54427-54436 Chemical denotes hydrogens MESH:D006859

LitCovid-PD-MONDO

Id Subject Object Predicate Lexical cue mondo_id
T98 720-723 Disease denotes LPG http://purl.obolibrary.org/obo/MONDO_0012725
T99 802-805 Disease denotes TCC http://purl.obolibrary.org/obo/MONDO_0008521
T100 50861-50869 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T101 51119-51127 Disease denotes Vaccinia http://purl.obolibrary.org/obo/MONDO_0002595
T102 51638-51646 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T103 51662-51670 Disease denotes vaccinia http://purl.obolibrary.org/obo/MONDO_0002595
T104 53122-53130 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T105 54115-54123 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T106 54250-54258 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T107 54767-54775 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091
T108 54814-54822 Disease denotes SARS-CoV http://purl.obolibrary.org/obo/MONDO_0005091

LitCovid-PD-CLO

Id Subject Object Predicate Lexical cue
T255 593-594 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T256 658-659 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T257 718-719 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T258 737-738 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T259 828-832 http://purl.obolibrary.org/obo/CLO_0001046 denotes 1–16
T260 861-862 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T261 884-886 http://purl.obolibrary.org/obo/CLO_0002878 denotes ec
T262 1013-1014 http://purl.obolibrary.org/obo/CLO_0001020 denotes A
T263 1052-1053 http://purl.obolibrary.org/obo/CLO_0001021 denotes B
T264 1140-1144 http://purl.obolibrary.org/obo/CLO_0001046 denotes 1–16
T265 1234-1235 http://purl.obolibrary.org/obo/CLO_0001020 denotes A
T266 1267-1269 http://purl.obolibrary.org/obo/CLO_0050510 denotes 18
T267 1275-1277 http://purl.obolibrary.org/obo/CLO_0050509 denotes 27
T268 1288-1289 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T269 1640-1647 http://purl.obolibrary.org/obo/OBI_0100026 denotes organic
T270 1640-1647 http://purl.obolibrary.org/obo/UBERON_0000468 denotes organic
T271 1807-1808 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T272 1964-1966 http://purl.obolibrary.org/obo/CLO_0050510 denotes 18
T273 1985-1986 http://purl.obolibrary.org/obo/CLO_0001020 denotes A
T274 2097-2099 http://purl.obolibrary.org/obo/CLO_0050510 denotes 18
T275 2130-2131 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T276 2669-2672 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T277 2725-2726 http://purl.obolibrary.org/obo/CLO_0001021 denotes B
T278 2771-2772 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T279 2785-2787 http://purl.obolibrary.org/obo/CLO_0050510 denotes 18
T280 3051-3058 http://purl.obolibrary.org/obo/OBI_0100026 denotes organic
T281 3051-3058 http://purl.obolibrary.org/obo/UBERON_0000468 denotes organic
T282 3589-3590 http://purl.obolibrary.org/obo/CLO_0001021 denotes B
T283 3597-3599 http://purl.obolibrary.org/obo/CLO_0050510 denotes 18
T284 3663-3664 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T285 4540-4543 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T286 4825-4826 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T287 4956-4958 http://purl.obolibrary.org/obo/CLO_0053733 denotes 11
T288 5211-5218 http://purl.obolibrary.org/obo/OBI_0100026 denotes organic
T289 5211-5218 http://purl.obolibrary.org/obo/UBERON_0000468 denotes organic
T290 5447-5448 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T291 6217-6220 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T292 6310-6314 http://purl.obolibrary.org/obo/CLO_0001000 denotes 3, 5
T293 6444-6447 http://purl.obolibrary.org/obo/CLO_0001313 denotes 3–6
T294 6643-6644 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T295 6700-6701 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T296 6895-6896 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T297 7133-7134 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T298 7250-7251 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T299 7915-7918 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T300 8260-8262 http://purl.obolibrary.org/obo/CLO_0050507 denotes 22
T301 8267-8268 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T302 8779-8786 http://purl.obolibrary.org/obo/OBI_0100026 denotes organic
T303 8779-8786 http://purl.obolibrary.org/obo/UBERON_0000468 denotes organic
T304 8980-8982 http://purl.obolibrary.org/obo/CLO_0050507 denotes 22
T305 8988-8994 http://purl.obolibrary.org/obo/CLO_0007701 denotes mg, 93
T306 9000-9001 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T307 9919-9922 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T308 10169-10171 http://purl.obolibrary.org/obo/CLO_0050507 denotes 22
T309 10622-10623 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T310 10679-10680 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T311 10870-10871 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T312 11604-11607 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T313 11870-11872 http://purl.obolibrary.org/obo/CLO_0050507 denotes 22
T314 11906-11907 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T315 12002-12004 http://purl.obolibrary.org/obo/CLO_0001000 denotes 35
T316 12023-12024 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T317 12859-12862 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T318 13104-13106 http://purl.obolibrary.org/obo/CLO_0050507 denotes 22
T319 13108-13111 http://purl.obolibrary.org/obo/CLO_0001046 denotes 116
T320 13449-13450 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T321 13506-13507 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T322 13685-13691 http://purl.obolibrary.org/obo/CLO_0007698 denotes mg, 38
T323 13697-13698 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T324 14459-14462 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T325 14567-14568 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T326 14856-14863 http://purl.obolibrary.org/obo/OBI_0100026 denotes organic
T327 14856-14863 http://purl.obolibrary.org/obo/UBERON_0000468 denotes organic
T328 15081-15082 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T329 15458-15459 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T330 16418-16421 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T331 16832-16833 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T332 17800-17803 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T333 18224-18225 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T334 19189-19192 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T335 19457-19458 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T336 19574-19575 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T337 20425-20428 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T338 20702-20703 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T339 20818-20819 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T340 21670-21673 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T341 21926-21929 http://purl.obolibrary.org/obo/CLO_0001046 denotes 116
T342 21958-21959 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T343 22075-22076 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T344 22934-22937 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T345 23608-23609 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T346 23665-23666 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T347 23857-23859 http://purl.obolibrary.org/obo/CLO_0001000 denotes 35
T348 23864-23866 http://purl.obolibrary.org/obo/CLO_0001313 denotes 36
T349 23872-23873 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T350 24583-24586 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T351 24877-24878 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T352 24973-24975 http://purl.obolibrary.org/obo/CLO_0001302 denotes 34
T353 24994-24995 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T354 25755-25758 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T355 25960-25961 http://purl.obolibrary.org/obo/CLO_0001020 denotes A
T356 26115-26116 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T357 26753-26756 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T358 26937-26939 http://purl.obolibrary.org/obo/CLO_0050509 denotes 27
T359 26958-26959 http://purl.obolibrary.org/obo/CLO_0001020 denotes A
T360 27080-27082 http://purl.obolibrary.org/obo/CLO_0050509 denotes 27
T361 27113-27114 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T362 27718-27721 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T363 27919-27920 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T364 28390-28397 http://purl.obolibrary.org/obo/OBI_0100026 denotes organic
T365 28390-28397 http://purl.obolibrary.org/obo/UBERON_0000468 denotes organic
T366 28611-28613 http://purl.obolibrary.org/obo/CLO_0053799 denotes 45
T367 28619-28620 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T368 29304-29307 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T369 29508-29509 http://purl.obolibrary.org/obo/CLO_0001020 denotes A
T370 29662-29663 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T371 30279-30282 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T372 30621-30622 http://purl.obolibrary.org/obo/CLO_0001021 denotes B
T373 30673-30675 http://purl.obolibrary.org/obo/CLO_0001407 denotes 52
T374 30694-30695 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T375 31249-31252 http://purl.obolibrary.org/obo/CLO_0050298 denotes 10H
T376 31644-31647 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T377 31989-31990 http://purl.obolibrary.org/obo/CLO_0001021 denotes B
T378 31996-31998 http://purl.obolibrary.org/obo/CLO_0050509 denotes 27
T379 32062-32063 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T380 32514-32517 http://purl.obolibrary.org/obo/CLO_0050298 denotes 10H
T381 32927-32930 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T382 33282-33283 http://purl.obolibrary.org/obo/CLO_0001021 denotes B
T383 33353-33354 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T384 34413-34416 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T385 34757-34766 http://purl.obolibrary.org/obo/CLO_0001811 denotes B with 29
T386 34830-34831 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T387 35731-35734 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T388 36065-36066 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T389 36183-36184 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T390 37024-37027 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T391 37268-37270 http://purl.obolibrary.org/obo/CLO_0053733 denotes 11
T392 37328-37329 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T393 37414-37416 http://purl.obolibrary.org/obo/CLO_0053733 denotes 11
T394 37446-37447 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T395 38289-38292 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T396 38600-38601 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T397 38690-38692 http://purl.obolibrary.org/obo/CLO_0050510 denotes 18
T398 38718-38719 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T399 39687-39690 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T400 39958-39961 http://purl.obolibrary.org/obo/CLO_0001053 denotes 121
T401 39990-39991 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T402 40108-40109 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T403 40973-40976 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T404 41285-41287 http://purl.obolibrary.org/obo/CLO_0001302 denotes 34
T405 41292-41293 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T406 41763-41770 http://purl.obolibrary.org/obo/OBI_0100026 denotes organic
T407 41763-41770 http://purl.obolibrary.org/obo/UBERON_0000468 denotes organic
T408 41972-41974 http://purl.obolibrary.org/obo/CLO_0001302 denotes 34
T409 41992-41993 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T410 42911-42914 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T411 43222-43224 http://purl.obolibrary.org/obo/CLO_0001000 denotes 35
T412 43229-43230 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T413 43311-43312 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T414 43356-43358 http://purl.obolibrary.org/obo/CLO_0050509 denotes 27
T415 43758-43765 http://purl.obolibrary.org/obo/OBI_0100026 denotes organic
T416 43758-43765 http://purl.obolibrary.org/obo/UBERON_0000468 denotes organic
T417 43967-43969 http://purl.obolibrary.org/obo/CLO_0001000 denotes 35
T418 43973-43974 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T419 44953-44956 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T420 45254-45256 http://purl.obolibrary.org/obo/CLO_0001313 denotes 36
T421 45261-45262 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T422 45431-45433 http://purl.obolibrary.org/obo/CLO_0050510 denotes 18
T423 45763-45770 http://purl.obolibrary.org/obo/OBI_0100026 denotes organic
T424 45763-45770 http://purl.obolibrary.org/obo/UBERON_0000468 denotes organic
T425 45972-45974 http://purl.obolibrary.org/obo/CLO_0001313 denotes 36
T426 45978-45979 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T427 46895-46898 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T428 47155-47157 http://purl.obolibrary.org/obo/CLO_0001302 denotes 34
T429 47191-47192 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T430 47288-47290 http://purl.obolibrary.org/obo/CLO_0001382 denotes 48
T431 47309-47310 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T432 48143-48146 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T433 48398-48400 http://purl.obolibrary.org/obo/CLO_0001000 denotes 35
T434 48434-48435 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T435 48552-48553 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T436 49474-49477 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T437 49721-49723 http://purl.obolibrary.org/obo/CLO_0001313 denotes 36
T438 49757-49758 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T439 49847-49849 http://purl.obolibrary.org/obo/CLO_0053799 denotes 45
T440 49875-49876 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T441 50770-50773 http://purl.obolibrary.org/obo/CLO_0007706 denotes M+H
T442 50880-50885 http://purl.obolibrary.org/obo/NCBITaxon_9606 denotes human
T443 50963-50964 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T444 51128-51133 http://purl.obolibrary.org/obo/NCBITaxon_10239 denotes virus
T445 51671-51676 http://purl.obolibrary.org/obo/NCBITaxon_10239 denotes virus
T446 51702-51704 http://purl.obolibrary.org/obo/CLO_0053794 denotes 41
T447 51712-51717 http://purl.obolibrary.org/obo/NCBITaxon_9606 denotes human
T448 52139-52140 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T449 52170-52181 http://purl.obolibrary.org/obo/OBI_0000968 denotes Instruments
T450 52424-52425 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T451 52739-52747 http://purl.obolibrary.org/obo/CLO_0001658 denotes activity
T452 52981-52983 http://purl.obolibrary.org/obo/CLO_0001302 denotes 34
T453 53416-53417 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T454 53448-53449 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T455 53594-53595 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T456 54025-54026 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T457 54045-54046 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T458 54153-54154 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T459 54545-54546 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T460 54623-54624 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T461 54657-54659 http://purl.obolibrary.org/obo/CLO_0001577 denotes Å3

LitCovid-PD-CHEBI

Id Subject Object Predicate Lexical cue chebi_id
T564 75-83 Chemical denotes solvents http://purl.obolibrary.org/obo/CHEBI_46787
T565 88-96 Chemical denotes reagents http://purl.obolibrary.org/obo/CHEBI_33893
T566 206-213 Chemical denotes calcium http://purl.obolibrary.org/obo/CHEBI_22984|http://purl.obolibrary.org/obo/CHEBI_29320
T568 214-221 Chemical denotes hydride http://purl.obolibrary.org/obo/CHEBI_29239
T569 284-290 Chemical denotes silica http://purl.obolibrary.org/obo/CHEBI_30563
T570 720-723 Chemical denotes LPG http://purl.obolibrary.org/obo/CHEBI_59681
T571 802-805 Chemical denotes TCC http://purl.obolibrary.org/obo/CHEBI_48347
T572 850-852 Chemical denotes RP http://purl.obolibrary.org/obo/CHEBI_141419
T573 952-959 Chemical denotes solvent http://purl.obolibrary.org/obo/CHEBI_46787
T574 1006-1012 Chemical denotes buffer http://purl.obolibrary.org/obo/CHEBI_35225
T575 1045-1051 Chemical denotes buffer http://purl.obolibrary.org/obo/CHEBI_35225
T576 1290-1298 Chemical denotes solution http://purl.obolibrary.org/obo/CHEBI_75958
T577 1305-1310 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T578 1317-1331 Chemical denotes isopropylidene http://purl.obolibrary.org/obo/CHEBI_29858
T579 1332-1341 Chemical denotes adenosine http://purl.obolibrary.org/obo/CHEBI_16335
T580 1355-1358 Chemical denotes DMF http://purl.obolibrary.org/obo/CHEBI_17741
T581 1440-1448 Chemical denotes chloride http://purl.obolibrary.org/obo/CHEBI_17996
T582 1481-1488 Chemical denotes mixture http://purl.obolibrary.org/obo/CHEBI_60004
T583 1535-1540 Chemical denotes argon http://purl.obolibrary.org/obo/CHEBI_49475
T584 1563-1568 Chemical denotes AcOEt http://purl.obolibrary.org/obo/CHEBI_27750
T585 1617-1622 Chemical denotes AcOEt http://purl.obolibrary.org/obo/CHEBI_27750
T586 1692-1698 Chemical denotes Na2SO4 http://purl.obolibrary.org/obo/CHEBI_32149
T587 1771-1774 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T588 1847-1868 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T589 1849-1854 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T590 1874-1882 Chemical denotes dimethyl http://purl.obolibrary.org/obo/CHEBI_33601|http://purl.obolibrary.org/obo/CHEBI_42266
T592 1926-1932 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T594 1936-1948 Chemical denotes nitrobenzene http://purl.obolibrary.org/obo/CHEBI_27798
T595 1951-1962 Chemical denotes sulfonamide http://purl.obolibrary.org/obo/CHEBI_35358
T596 1995-2000 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T597 2007-2021 Chemical denotes isopropylidene http://purl.obolibrary.org/obo/CHEBI_29858
T598 2022-2031 Chemical denotes adenosine http://purl.obolibrary.org/obo/CHEBI_16335
T599 2087-2095 Chemical denotes chloride http://purl.obolibrary.org/obo/CHEBI_17996
T600 2145-2147 Chemical denotes Rf http://purl.obolibrary.org/obo/CHEBI_33346
T601 2159-2163 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T602 2164-2167 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T603 2170-2172 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T604 2187-2191 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T605 2220-2222 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T606 2253-2255 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T607 2267-2269 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T608 2330-2332 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T609 2365-2367 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T610 2400-2402 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T611 2435-2437 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T612 2505-2509 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T613 2773-2781 Chemical denotes solution http://purl.obolibrary.org/obo/CHEBI_75958
T614 2810-2813 Chemical denotes DMF http://purl.obolibrary.org/obo/CHEBI_17741
T615 2866-2868 Chemical denotes KI http://purl.obolibrary.org/obo/CHEBI_74559|http://purl.obolibrary.org/obo/CHEBI_8346
T617 2883-2888 Chemical denotes K2CO3 http://purl.obolibrary.org/obo/CHEBI_131526
T618 2939-2944 Chemical denotes argon http://purl.obolibrary.org/obo/CHEBI_49475
T619 2974-2979 Chemical denotes AcOEt http://purl.obolibrary.org/obo/CHEBI_27750
T620 2984-2989 Chemical denotes water http://purl.obolibrary.org/obo/CHEBI_15377
T621 3028-3033 Chemical denotes AcOEt http://purl.obolibrary.org/obo/CHEBI_27750
T622 3103-3109 Chemical denotes Na2SO4 http://purl.obolibrary.org/obo/CHEBI_32149
T623 3198-3204 Chemical denotes silica http://purl.obolibrary.org/obo/CHEBI_30563
T624 3231-3235 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T625 3239-3242 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T626 3314-3335 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T627 3316-3321 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T628 3341-3349 Chemical denotes dimethyl http://purl.obolibrary.org/obo/CHEBI_33601|http://purl.obolibrary.org/obo/CHEBI_42266
T630 3393-3399 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T632 3419-3440 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T633 3421-3426 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T634 3470-3473 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T635 3504-3507 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T636 3508-3514 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T638 3527-3530 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T639 3531-3536 Chemical denotes ethyl http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801
T641 3540-3552 Chemical denotes nitrobenzene http://purl.obolibrary.org/obo/CHEBI_27798
T642 3555-3566 Chemical denotes sulfonamide http://purl.obolibrary.org/obo/CHEBI_35358
T643 3684-3686 Chemical denotes Rf http://purl.obolibrary.org/obo/CHEBI_33346
T644 3699-3703 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T645 3704-3707 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T646 3710-3712 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T647 3727-3732 Chemical denotes CDCl3 http://purl.obolibrary.org/obo/CHEBI_85365
T648 3760-3762 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T649 3793-3795 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T650 3857-3859 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T651 3896-3898 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T652 3935-3937 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T653 3974-3976 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T654 4013-4015 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T655 4052-4054 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T656 4091-4093 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T657 4131-4133 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T658 4249-4254 Chemical denotes CDCl3 http://purl.obolibrary.org/obo/CHEBI_85365
T659 4614-4635 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T660 4616-4621 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T661 4641-4649 Chemical denotes dimethyl http://purl.obolibrary.org/obo/CHEBI_33601|http://purl.obolibrary.org/obo/CHEBI_42266
T663 4693-4699 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T665 4700-4705 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T666 4706-4712 Chemical denotes ethoxy http://purl.obolibrary.org/obo/CHEBI_42241
T667 4742-4745 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T668 4776-4779 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T669 4780-4786 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T671 4800-4816 Chemical denotes 9H-purin-6-amine http://purl.obolibrary.org/obo/CHEBI_16708
T672 4811-4816 Chemical denotes amine http://purl.obolibrary.org/obo/CHEBI_32952
T673 4827-4835 Chemical denotes solution http://purl.obolibrary.org/obo/CHEBI_75958
T674 4884-4887 Chemical denotes DMF http://purl.obolibrary.org/obo/CHEBI_17741
T675 4906-4911 Chemical denotes K2CO3 http://purl.obolibrary.org/obo/CHEBI_131526
T676 4944-4954 Chemical denotes thiophenol http://purl.obolibrary.org/obo/CHEBI_48498
T677 5033-5038 Chemical denotes argon http://purl.obolibrary.org/obo/CHEBI_49475
T678 5053-5060 Chemical denotes mixture http://purl.obolibrary.org/obo/CHEBI_60004
T679 5078-5081 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T680 5118-5122 Chemical denotes NaOH http://purl.obolibrary.org/obo/CHEBI_32145
T681 5123-5131 Chemical denotes solution http://purl.obolibrary.org/obo/CHEBI_75958
T682 5178-5181 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T683 5263-5269 Chemical denotes Na2SO4 http://purl.obolibrary.org/obo/CHEBI_32149
T684 5358-5364 Chemical denotes silica http://purl.obolibrary.org/obo/CHEBI_30563
T685 5392-5396 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T686 5400-5403 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T687 5462-5464 Chemical denotes Rf http://purl.obolibrary.org/obo/CHEBI_33346
T688 5476-5480 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T689 5481-5484 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T690 5487-5489 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T691 5504-5509 Chemical denotes CDCl3 http://purl.obolibrary.org/obo/CHEBI_85365
T692 5522-5524 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T693 5536-5538 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T694 5550-5552 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T695 5564-5566 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T696 5609-5611 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T697 5648-5650 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T698 5667-5669 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T699 5686-5688 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T700 5744-5746 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T701 5784-5786 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T702 5824-5826 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T703 5961-5966 Chemical denotes CDCl3 http://purl.obolibrary.org/obo/CHEBI_85365
T704 6391-6394 Chemical denotes TFA http://purl.obolibrary.org/obo/CHEBI_45892
T705 6398-6403 Chemical denotes water http://purl.obolibrary.org/obo/CHEBI_15377
T706 6484-6487 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T707 6488-6492 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T708 6495-6503 Chemical denotes solvents http://purl.obolibrary.org/obo/CHEBI_46787
T709 6571-6574 Chemical denotes NH3 http://purl.obolibrary.org/obo/CHEBI_16134
T710 6578-6582 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T711 6660-6666 Chemical denotes silica http://purl.obolibrary.org/obo/CHEBI_30563
T712 6721-6733 Chemical denotes acetonitrile http://purl.obolibrary.org/obo/CHEBI_38472
T713 6743-6749 Chemical denotes buffer http://purl.obolibrary.org/obo/CHEBI_35225
T714 6853-6858 Chemical denotes water http://purl.obolibrary.org/obo/CHEBI_15377
T715 6859-6866 Chemical denotes dioxane http://purl.obolibrary.org/obo/CHEBI_46923
T716 6924-6945 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T717 6926-6931 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T718 6967-6988 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T719 6969-6974 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T720 6992-6999 Chemical denotes hydroxy http://purl.obolibrary.org/obo/CHEBI_43176
T721 7003-7016 Chemical denotes hydroxymethyl http://purl.obolibrary.org/obo/CHEBI_24712
T722 7029-7032 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T723 7033-7038 Chemical denotes ethyl http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801
T725 7039-7044 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T726 7045-7051 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T728 7052-7059 Chemical denotes oxolane http://purl.obolibrary.org/obo/CHEBI_26911
T729 7064-7068 Chemical denotes diol http://purl.obolibrary.org/obo/CHEBI_23824
T730 7160-7172 Chemical denotes acetonitrile http://purl.obolibrary.org/obo/CHEBI_38472
T731 7182-7188 Chemical denotes buffer http://purl.obolibrary.org/obo/CHEBI_35225
T732 7320-7322 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T733 7337-7341 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T734 7358-7360 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T735 7372-7374 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T736 7386-7388 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T737 7400-7402 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T738 7461-7463 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T739 7487-7489 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T740 7525-7527 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T741 7564-7566 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T742 7603-7605 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T743 7642-7644 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T744 7722-7726 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T745 7987-8008 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T746 7989-7994 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T747 8014-8022 Chemical denotes dimethyl http://purl.obolibrary.org/obo/CHEBI_33601|http://purl.obolibrary.org/obo/CHEBI_42266
T749 8066-8072 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T751 8089-8110 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T752 8091-8096 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T753 8140-8143 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T754 8174-8177 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T755 8178-8184 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T757 8197-8200 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T758 8201-8206 Chemical denotes ethyl http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801
T760 8207-8212 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T761 8234-8242 Chemical denotes carbonyl http://purl.obolibrary.org/obo/CHEBI_23019
T762 8243-8248 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T763 8249-8258 Chemical denotes butanoate http://purl.obolibrary.org/obo/CHEBI_17968
T764 8269-8277 Chemical denotes solution http://purl.obolibrary.org/obo/CHEBI_75958
T765 8326-8329 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T766 8347-8355 Chemical denotes aldehyde http://purl.obolibrary.org/obo/CHEBI_17478
T767 8401-8404 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T768 8416-8427 Chemical denotes acetic acid http://purl.obolibrary.org/obo/CHEBI_15366
T769 8423-8427 Chemical denotes acid http://purl.obolibrary.org/obo/CHEBI_37527
T770 8509-8514 Chemical denotes argon http://purl.obolibrary.org/obo/CHEBI_49475
T771 8516-8522 Chemical denotes sodium http://purl.obolibrary.org/obo/CHEBI_26708
T772 8622-8629 Chemical denotes mixture http://purl.obolibrary.org/obo/CHEBI_60004
T773 8647-8650 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T774 8693-8699 Chemical denotes NaHCO3 http://purl.obolibrary.org/obo/CHEBI_32139
T775 8746-8749 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T776 8831-8837 Chemical denotes Na2SO4 http://purl.obolibrary.org/obo/CHEBI_32149
T777 8926-8932 Chemical denotes silica http://purl.obolibrary.org/obo/CHEBI_30563
T778 8959-8963 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T779 8967-8970 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T780 9015-9017 Chemical denotes Rf http://purl.obolibrary.org/obo/CHEBI_33346
T781 9024-9028 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T782 9029-9032 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T783 9040-9042 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T784 9057-9062 Chemical denotes CDCl3 http://purl.obolibrary.org/obo/CHEBI_85365
T785 9075-9077 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T786 9089-9091 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T787 9103-9105 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T788 9117-9119 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T789 9143-9145 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T790 9169-9171 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T791 9222-9224 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T792 9260-9262 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T793 9299-9301 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T794 9318-9320 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T795 9357-9359 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T796 9397-9399 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T797 9473-9475 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T798 9492-9494 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T799 9606-9611 Chemical denotes CDCl3 http://purl.obolibrary.org/obo/CHEBI_85365
T800 9985-10006 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T801 9987-9992 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T802 10033-10039 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T804 10056-10077 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T805 10058-10063 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T806 10081-10088 Chemical denotes hydroxy http://purl.obolibrary.org/obo/CHEBI_43176
T807 10092-10105 Chemical denotes hydroxymethyl http://purl.obolibrary.org/obo/CHEBI_24712
T808 10118-10121 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T809 10122-10127 Chemical denotes ethyl http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801
T811 10128-10133 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T812 10237-10240 Chemical denotes TFA http://purl.obolibrary.org/obo/CHEBI_45892
T813 10253-10258 Chemical denotes water http://purl.obolibrary.org/obo/CHEBI_15377
T814 10293-10301 Chemical denotes solvents http://purl.obolibrary.org/obo/CHEBI_46787
T815 10358-10363 Chemical denotes water http://purl.obolibrary.org/obo/CHEBI_15377
T816 10389-10393 Chemical denotes LiOH http://purl.obolibrary.org/obo/CHEBI_33979
T817 10394-10402 Chemical denotes solution http://purl.obolibrary.org/obo/CHEBI_75958
T818 10508-10511 Chemical denotes HCl http://purl.obolibrary.org/obo/CHEBI_17883
T819 10512-10520 Chemical denotes solution http://purl.obolibrary.org/obo/CHEBI_75958
T820 10526-10533 Chemical denotes solvent http://purl.obolibrary.org/obo/CHEBI_46787
T821 10639-10645 Chemical denotes silica http://purl.obolibrary.org/obo/CHEBI_30563
T822 10706-10718 Chemical denotes acetonitrile http://purl.obolibrary.org/obo/CHEBI_38472
T823 10728-10734 Chemical denotes buffer http://purl.obolibrary.org/obo/CHEBI_35225
T824 10838-10843 Chemical denotes water http://purl.obolibrary.org/obo/CHEBI_15377
T825 10940-10942 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T826 10957-10960 Chemical denotes D2O http://purl.obolibrary.org/obo/CHEBI_41981
T827 10973-10975 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T828 10987-10989 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T829 11001-11003 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T830 11015-11017 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T831 11041-11043 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T832 11067-11069 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T833 11125-11127 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T834 11144-11146 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T835 11203-11205 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T836 11259-11261 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T837 11324-11326 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T838 11351-11353 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T839 11393-11396 Chemical denotes D2O http://purl.obolibrary.org/obo/CHEBI_41981
T840 11661-11666 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T841 11683-11704 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T842 11685-11690 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T843 11731-11737 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T845 11754-11775 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T846 11756-11761 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T847 11779-11786 Chemical denotes hydroxy http://purl.obolibrary.org/obo/CHEBI_43176
T848 11790-11803 Chemical denotes hydroxymethyl http://purl.obolibrary.org/obo/CHEBI_24712
T849 11816-11819 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T850 11820-11825 Chemical denotes ethyl http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801
T852 11826-11831 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T853 11832-11841 Chemical denotes butanoate http://purl.obolibrary.org/obo/CHEBI_17968
T854 11933-11945 Chemical denotes acetonitrile http://purl.obolibrary.org/obo/CHEBI_38472
T855 11955-11961 Chemical denotes buffer http://purl.obolibrary.org/obo/CHEBI_35225
T856 12093-12095 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T857 12110-12113 Chemical denotes D2O http://purl.obolibrary.org/obo/CHEBI_41981
T858 12126-12128 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T859 12140-12142 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T860 12154-12156 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T861 12168-12170 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T862 12194-12196 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T863 12220-12222 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T864 12239-12241 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T865 12278-12280 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T866 12317-12319 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T867 12336-12338 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T868 12376-12378 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T869 12415-12417 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T870 12454-12456 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T871 12559-12561 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T872 12586-12588 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T873 12605-12607 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T874 12647-12650 Chemical denotes D2O http://purl.obolibrary.org/obo/CHEBI_41981
T875 12909-12914 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T876 12931-12952 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T877 12933-12938 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T878 12979-12985 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T880 13002-13023 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T881 13004-13009 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T882 13027-13034 Chemical denotes hydroxy http://purl.obolibrary.org/obo/CHEBI_43176
T883 13038-13051 Chemical denotes hydroxymethyl http://purl.obolibrary.org/obo/CHEBI_24712
T884 13064-13067 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T885 13068-13073 Chemical denotes ethyl http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801
T887 13074-13079 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T888 13080-13090 Chemical denotes butanamide http://purl.obolibrary.org/obo/CHEBI_50724
T889 13173-13176 Chemical denotes TFA http://purl.obolibrary.org/obo/CHEBI_45892
T890 13190-13195 Chemical denotes water http://purl.obolibrary.org/obo/CHEBI_15377
T891 13250-13258 Chemical denotes solvents http://purl.obolibrary.org/obo/CHEBI_46787
T892 13309-13312 Chemical denotes NH3 http://purl.obolibrary.org/obo/CHEBI_16134
T893 13316-13320 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T894 13364-13372 Chemical denotes solvents http://purl.obolibrary.org/obo/CHEBI_46787
T895 13466-13472 Chemical denotes silica http://purl.obolibrary.org/obo/CHEBI_30563
T896 13533-13545 Chemical denotes acetonitrile http://purl.obolibrary.org/obo/CHEBI_38472
T897 13555-13561 Chemical denotes buffer http://purl.obolibrary.org/obo/CHEBI_35225
T898 13665-13670 Chemical denotes water http://purl.obolibrary.org/obo/CHEBI_15377
T899 13767-13769 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T900 13784-13787 Chemical denotes D2O http://purl.obolibrary.org/obo/CHEBI_41981
T901 13800-13802 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T902 13814-13816 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T903 13828-13830 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T904 13842-13844 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T905 13868-13870 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T906 13894-13896 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T907 13933-13935 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T908 13952-13954 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T909 13991-13993 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T910 14010-14012 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T911 14069-14071 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T912 14128-14130 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T913 14206-14208 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T914 14248-14251 Chemical denotes D2O http://purl.obolibrary.org/obo/CHEBI_41981
T915 14569-14577 Chemical denotes solution http://purl.obolibrary.org/obo/CHEBI_75958
T916 14597-14600 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 14644-14651 Chemical denotes bromide http://purl.obolibrary.org/obo/CHEBI_15858
T920 14652-14659 Chemical denotes reagent http://purl.obolibrary.org/obo/CHEBI_33893
T921 14754-14761 Chemical denotes mixture http://purl.obolibrary.org/obo/CHEBI_60004
T922 14779-14784 Chemical denotes AcOEt http://purl.obolibrary.org/obo/CHEBI_27750
T923 14833-14838 Chemical denotes AcOEt http://purl.obolibrary.org/obo/CHEBI_27750
T924 14908-14914 Chemical denotes Na2SO4 http://purl.obolibrary.org/obo/CHEBI_32149
T925 15003-15009 Chemical denotes silica http://purl.obolibrary.org/obo/CHEBI_30563
T926 15036-15040 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T927 15044-15047 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T928 15139-15160 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T929 15141-15146 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T930 15166-15174 Chemical denotes dimethyl http://purl.obolibrary.org/obo/CHEBI_33601|http://purl.obolibrary.org/obo/CHEBI_42266
T932 15218-15224 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T934 15226-15231 Chemical denotes butyl http://purl.obolibrary.org/obo/CHEBI_41264
T935 15232-15237 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T936 15238-15244 Chemical denotes ethoxy http://purl.obolibrary.org/obo/CHEBI_42241
T937 15274-15277 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T938 15308-15311 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T939 15312-15318 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T941 15332-15348 Chemical denotes 9H-purin-6-amine http://purl.obolibrary.org/obo/CHEBI_16708
T942 15343-15348 Chemical denotes amine http://purl.obolibrary.org/obo/CHEBI_32952
T24253 15473-15475 Chemical denotes Rf http://purl.obolibrary.org/obo/CHEBI_33346
T16296 15482-15486 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T3 15487-15490 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T98279 15498-15500 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T14128 15515-15520 Chemical denotes CDCl3 http://purl.obolibrary.org/obo/CHEBI_85365
T7839 15547-15549 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T62523 15561-15563 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T51533 15587-15589 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T47370 15613-15615 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T35194 15670-15672 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T23227 15709-15711 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T97352 15735-15737 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T68865 15793-15795 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T34711 15833-15835 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T82490 15873-15875 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T26759 15951-15953 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T72541 16133-16138 Chemical denotes CDCl3 http://purl.obolibrary.org/obo/CHEBI_85365
T61383 16491-16512 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T13400 16493-16498 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T20 16518-16526 Chemical denotes dimethyl http://purl.obolibrary.org/obo/CHEBI_33601|http://purl.obolibrary.org/obo/CHEBI_42266
T22 16570-16576 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T24 16593-16598 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T6760 16599-16605 Chemical denotes ethoxy http://purl.obolibrary.org/obo/CHEBI_42241
T96923 16635-16638 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T27 16669-16672 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T68784 16673-16679 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T31890 16693-16709 Chemical denotes 9H-purin-6-amine http://purl.obolibrary.org/obo/CHEBI_16708
T23509 16704-16709 Chemical denotes amine http://purl.obolibrary.org/obo/CHEBI_32952
T71137 16777-16782 Chemical denotes bromo http://purl.obolibrary.org/obo/CHEBI_22927|http://purl.obolibrary.org/obo/CHEBI_47265
T93238 16847-16849 Chemical denotes Rf http://purl.obolibrary.org/obo/CHEBI_33346
T65053 16856-16860 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T36 16861-16864 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T9869 16871-16873 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T44254 16888-16893 Chemical denotes CDCl3 http://purl.obolibrary.org/obo/CHEBI_85365
T65997 16906-16908 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T46574 16920-16922 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T41 16934-16936 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T34034 16948-16950 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T43 16993-16995 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T71874 17019-17021 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T45 17076-17078 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T85561 17115-17117 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T92728 17141-17143 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T48306 17199-17201 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T8053 17239-17241 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T8498 17279-17281 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T51 17357-17359 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T98021 17493-17498 Chemical denotes CDCl3 http://purl.obolibrary.org/obo/CHEBI_85365
T53 17866-17887 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T18926 17868-17873 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T85668 17893-17901 Chemical denotes dimethyl http://purl.obolibrary.org/obo/CHEBI_33601|http://purl.obolibrary.org/obo/CHEBI_42266
T94799 17945-17951 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T45895 17968-17989 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T47614 17970-17975 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T61 18019-18022 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T3622 18053-18056 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T97877 18057-18063 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T40837 18076-18079 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T48012 18080-18085 Chemical denotes ethyl http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801
T30820 18086-18091 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T18158 18092-18101 Chemical denotes butanoate http://purl.obolibrary.org/obo/CHEBI_17968
T72997 18167-18173 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T73357 18239-18241 Chemical denotes Rf http://purl.obolibrary.org/obo/CHEBI_33346
T73 18248-18252 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T61099 18253-18256 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T38107 18264-18266 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T76 18281-18286 Chemical denotes CDCl3 http://purl.obolibrary.org/obo/CHEBI_85365
T45520 18299-18301 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T14016 18313-18315 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T17378 18327-18329 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T66161 18341-18343 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T52308 18367-18369 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T33388 18420-18422 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T83 18459-18461 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T95802 18485-18487 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T79068 18543-18545 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T46465 18583-18585 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T71575 18623-18625 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T41446 18682-18684 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T33129 18741-18743 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T78609 18897-18902 Chemical denotes CDCl3 http://purl.obolibrary.org/obo/CHEBI_85365
T89184 19243-19264 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T92 19245-19250 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T91758 19286-19307 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T94 19288-19293 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T35472 19311-19318 Chemical denotes hydroxy http://purl.obolibrary.org/obo/CHEBI_43176
T53508 19322-19335 Chemical denotes hydroxymethyl http://purl.obolibrary.org/obo/CHEBI_24712
T60043 19348-19351 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T11829 19352-19357 Chemical denotes ethyl http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801
T94414 19359-19364 Chemical denotes butyl http://purl.obolibrary.org/obo/CHEBI_41264
T16576 19365-19370 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T102 19371-19377 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T33703 19378-19385 Chemical denotes oxolane http://purl.obolibrary.org/obo/CHEBI_26911
T105 19390-19394 Chemical denotes diol http://purl.obolibrary.org/obo/CHEBI_23824
T17575 19484-19496 Chemical denotes acetonitrile http://purl.obolibrary.org/obo/CHEBI_38472
T86424 19506-19512 Chemical denotes buffer http://purl.obolibrary.org/obo/CHEBI_35225
T108 19643-19645 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T24815 19660-19664 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T20156 19681-19683 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T65687 19695-19697 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T8029 19709-19711 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T2651 19723-19725 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T5457 19785-19787 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T115 19811-19813 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T28173 19856-19858 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T85971 19882-19884 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T74956 19914-19916 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T36399 19946-19948 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T49547 19972-19974 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T89992 20043-20045 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T35229 20207-20211 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T13361 20478-20499 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T124 20480-20485 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T6426 20521-20542 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T126 20523-20528 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T6455 20546-20553 Chemical denotes hydroxy http://purl.obolibrary.org/obo/CHEBI_43176
T50558 20557-20570 Chemical denotes hydroxymethyl http://purl.obolibrary.org/obo/CHEBI_24712
T16045 20583-20586 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T28407 20587-20592 Chemical denotes ethyl http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801
T132 20609-20614 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T42784 20615-20621 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T51078 20622-20629 Chemical denotes oxolane http://purl.obolibrary.org/obo/CHEBI_26911
T95580 20634-20638 Chemical denotes diol http://purl.obolibrary.org/obo/CHEBI_23824
T91685 20729-20741 Chemical denotes acetonitrile http://purl.obolibrary.org/obo/CHEBI_38472
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T89685 21159-21161 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T52261 21191-21193 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
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T60336 21288-21290 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
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T64795 21737-21742 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T22000 21783-21789 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T9251 21806-21827 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
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T28776 22183-22185 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T172 22197-22199 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T69431 22211-22213 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T174 22225-22227 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T175 22287-22289 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T30683 22313-22315 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T177 22358-22360 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T84312 22384-22386 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T179 22416-22418 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T180 22448-22450 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T73053 22474-22476 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T12938 22493-22495 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T92774 22512-22514 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T93642 22545-22547 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T51448 22597-22599 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
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T52186 22992-23013 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T71124 22994-22999 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T91179 23040-23046 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T191 23062-23083 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T25223 23064-23069 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T4835 23087-23094 Chemical denotes hydroxy http://purl.obolibrary.org/obo/CHEBI_43176
T67895 23098-23111 Chemical denotes hydroxymethyl http://purl.obolibrary.org/obo/CHEBI_24712
T64132 23124-23127 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T8624 23128-23133 Chemical denotes ethyl http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801
T3060 23134-23139 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T19597 23140-23153 Chemical denotes butanoic acid http://purl.obolibrary.org/obo/CHEBI_30772
T17443 23149-23153 Chemical denotes acid http://purl.obolibrary.org/obo/CHEBI_37527
T55499 23216-23219 Chemical denotes TFA http://purl.obolibrary.org/obo/CHEBI_45892
T92108 23234-23239 Chemical denotes water http://purl.obolibrary.org/obo/CHEBI_15377
T27273 23277-23285 Chemical denotes solvents http://purl.obolibrary.org/obo/CHEBI_46787
T83132 23342-23347 Chemical denotes water http://purl.obolibrary.org/obo/CHEBI_15377
T14764 23365-23369 Chemical denotes LiOH http://purl.obolibrary.org/obo/CHEBI_33979
T93820 23378-23386 Chemical denotes solution http://purl.obolibrary.org/obo/CHEBI_75958
T54370 23488-23491 Chemical denotes HCl http://purl.obolibrary.org/obo/CHEBI_17883
T6531 23500-23508 Chemical denotes solution http://purl.obolibrary.org/obo/CHEBI_75958
T80709 23625-23631 Chemical denotes silica http://purl.obolibrary.org/obo/CHEBI_30563
T66891 23692-23704 Chemical denotes acetonitrile http://purl.obolibrary.org/obo/CHEBI_38472
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T90091 23824-23829 Chemical denotes water http://purl.obolibrary.org/obo/CHEBI_15377
T17933 23834-23845 Chemical denotes 1,4-dioxane http://purl.obolibrary.org/obo/CHEBI_47032
T66670 23838-23845 Chemical denotes dioxane http://purl.obolibrary.org/obo/CHEBI_46923
T88233 23942-23944 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T216 23959-23962 Chemical denotes D2O http://purl.obolibrary.org/obo/CHEBI_41981
T68989 23975-23977 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T82560 23989-23991 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T81404 24003-24005 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T12372 24017-24019 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T28362 24043-24045 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T98794 24069-24071 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T15115 24088-24090 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T89279 24126-24128 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T92999 24145-24147 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T58256 24164-24166 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T40105 24220-24222 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T12935 24257-24259 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T229 24371-24374 Chemical denotes D2O http://purl.obolibrary.org/obo/CHEBI_41981
T95728 24641-24662 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T231 24643-24648 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T88670 24689-24695 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T72865 24715-24736 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T235 24717-24722 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T19593 24740-24747 Chemical denotes hydroxy http://purl.obolibrary.org/obo/CHEBI_43176
T73471 24751-24764 Chemical denotes hydroxymethyl http://purl.obolibrary.org/obo/CHEBI_24712
T55405 24777-24780 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T78555 24781-24786 Chemical denotes ethyl http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801
T241 24790-24802 Chemical denotes nitrobenzene http://purl.obolibrary.org/obo/CHEBI_27798
T19924 24805-24816 Chemical denotes sulfonamide http://purl.obolibrary.org/obo/CHEBI_35358
T243 24904-24916 Chemical denotes acetonitrile http://purl.obolibrary.org/obo/CHEBI_38472
T56015 24926-24932 Chemical denotes buffer http://purl.obolibrary.org/obo/CHEBI_35225
T72768 25064-25066 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T91178 25081-25085 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T96978 25102-25104 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T74178 25116-25118 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T87762 25149-25151 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T73030 25163-25165 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T72407 25244-25246 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T22886 25270-25272 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T40680 25315-25317 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T254 25341-25343 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T66835 25360-25362 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T28203 25386-25388 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T98164 25425-25427 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T69540 25451-25453 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T259 25489-25491 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T63532 25531-25535 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T11992 25812-25833 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T10378 25814-25819 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T88964 25839-25847 Chemical denotes dimethyl http://purl.obolibrary.org/obo/CHEBI_33601|http://purl.obolibrary.org/obo/CHEBI_42266
T23991 25891-25897 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T267 25901-25908 Chemical denotes methoxy http://purl.obolibrary.org/obo/CHEBI_32772|http://purl.obolibrary.org/obo/CHEBI_44520
T269 25911-25923 Chemical denotes nitrobenzene http://purl.obolibrary.org/obo/CHEBI_27798
T79814 25926-25937 Chemical denotes sulfonamide http://purl.obolibrary.org/obo/CHEBI_35358
T91742 25970-25975 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T272 25982-25996 Chemical denotes isopropylidene http://purl.obolibrary.org/obo/CHEBI_29858
T33382 25997-26006 Chemical denotes adenosine http://purl.obolibrary.org/obo/CHEBI_16335
T53867 26042-26049 Chemical denotes methoxy http://purl.obolibrary.org/obo/CHEBI_32772|http://purl.obolibrary.org/obo/CHEBI_44520
T88523 26072-26080 Chemical denotes chloride http://purl.obolibrary.org/obo/CHEBI_17996
T18075 26130-26132 Chemical denotes Rf http://purl.obolibrary.org/obo/CHEBI_33346
T66646 26144-26148 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T23370 26149-26152 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T9964 26155-26157 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T47201 26172-26176 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T282 26205-26207 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T13990 26219-26221 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T284 26233-26235 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T49293 26259-26261 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T27316 26285-26287 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T21631 26342-26344 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T66889 26368-26370 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T289 26407-26409 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T45321 26446-26448 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T83599 26485-26487 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T25831 26569-26573 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T43107 26810-26831 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T294 26812-26817 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T34429 26837-26845 Chemical denotes dimethyl http://purl.obolibrary.org/obo/CHEBI_33601|http://purl.obolibrary.org/obo/CHEBI_42266
T20605 26889-26895 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T63103 26899-26906 Chemical denotes methoxy http://purl.obolibrary.org/obo/CHEBI_32772|http://purl.obolibrary.org/obo/CHEBI_44520
T72642 26909-26921 Chemical denotes nitrobenzene http://purl.obolibrary.org/obo/CHEBI_27798
T85919 26924-26935 Chemical denotes sulfonamide http://purl.obolibrary.org/obo/CHEBI_35358
T82241 26968-26973 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T97825 26980-26994 Chemical denotes isopropylidene http://purl.obolibrary.org/obo/CHEBI_29858
T12682 26995-27004 Chemical denotes adenosine http://purl.obolibrary.org/obo/CHEBI_16335
T35906 27040-27047 Chemical denotes methoxy http://purl.obolibrary.org/obo/CHEBI_32772|http://purl.obolibrary.org/obo/CHEBI_44520
T308 27070-27078 Chemical denotes chloride http://purl.obolibrary.org/obo/CHEBI_17996
T89906 27128-27130 Chemical denotes Rf http://purl.obolibrary.org/obo/CHEBI_33346
T37926 27142-27146 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T8309 27147-27150 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T52192 27153-27155 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T313 27170-27174 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T43623 27203-27205 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T30131 27217-27219 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T26042 27231-27233 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T4739 27289-27291 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T53110 27333-27335 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T81829 27372-27374 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T83409 27411-27413 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T321 27450-27452 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T28481 27534-27538 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T323 27775-27796 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T56849 27777-27782 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T61141 27802-27810 Chemical denotes dimethyl http://purl.obolibrary.org/obo/CHEBI_33601|http://purl.obolibrary.org/obo/CHEBI_42266
T53464 27854-27860 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T78954 27864-27869 Chemical denotes nitro http://purl.obolibrary.org/obo/CHEBI_29785
T50310 27872-27896 Chemical denotes (trifluoromethyl)benzene http://purl.obolibrary.org/obo/CHEBI_36810
T81695 27873-27888 Chemical denotes trifluoromethyl http://purl.obolibrary.org/obo/CHEBI_50127
T78167 27889-27896 Chemical denotes benzene http://purl.obolibrary.org/obo/CHEBI_16716
T8343 27899-27910 Chemical denotes sulfonamide http://purl.obolibrary.org/obo/CHEBI_35358
T334 27921-27929 Chemical denotes solution http://purl.obolibrary.org/obo/CHEBI_75958
T49996 27936-27941 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T336 27948-27962 Chemical denotes isopropylidene http://purl.obolibrary.org/obo/CHEBI_29858
T66989 27963-27972 Chemical denotes adenosine http://purl.obolibrary.org/obo/CHEBI_16335
T98465 28015-28018 Chemical denotes DMF http://purl.obolibrary.org/obo/CHEBI_17741
T54606 28075-28080 Chemical denotes nitro http://purl.obolibrary.org/obo/CHEBI_29785
T80254 28113-28121 Chemical denotes chloride http://purl.obolibrary.org/obo/CHEBI_17996
T51701 28186-28193 Chemical denotes mixture http://purl.obolibrary.org/obo/CHEBI_60004
T342 28240-28245 Chemical denotes argon http://purl.obolibrary.org/obo/CHEBI_49475
T48319 28260-28267 Chemical denotes mixture http://purl.obolibrary.org/obo/CHEBI_60004
T60107 28285-28290 Chemical denotes AcOEt http://purl.obolibrary.org/obo/CHEBI_27750
T59374 28303-28308 Chemical denotes water http://purl.obolibrary.org/obo/CHEBI_15377
T52962 28355-28360 Chemical denotes AcOEt http://purl.obolibrary.org/obo/CHEBI_27750
T23043 28450-28456 Chemical denotes Na2SO4 http://purl.obolibrary.org/obo/CHEBI_32149
T348 28545-28551 Chemical denotes silica http://purl.obolibrary.org/obo/CHEBI_30563
T33545 28578-28582 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T55497 28586-28589 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T10772 28637-28639 Chemical denotes Rf http://purl.obolibrary.org/obo/CHEBI_33346
T48310 28651-28655 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T39153 28665-28667 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T64417 28682-28686 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T67452 28715-28717 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T2039 28741-28743 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T357 28755-28757 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T60176 28769-28771 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T32588 28808-28810 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T70644 28874-28876 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T37735 28913-28915 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T51184 28952-28954 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T71680 28991-28993 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T5000 29061-29065 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T50217 29361-29382 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T43169 29363-29368 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T42743 29388-29396 Chemical denotes dimethyl http://purl.obolibrary.org/obo/CHEBI_33601|http://purl.obolibrary.org/obo/CHEBI_42266
T87205 29440-29446 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T25385 29450-29456 Chemical denotes chloro http://purl.obolibrary.org/obo/CHEBI_47853
T43755 29459-29471 Chemical denotes nitrobenzene http://purl.obolibrary.org/obo/CHEBI_27798
T373 29474-29485 Chemical denotes sulfonamide http://purl.obolibrary.org/obo/CHEBI_35358
T78338 29518-29523 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T86776 29530-29544 Chemical denotes isopropylidene http://purl.obolibrary.org/obo/CHEBI_29858
T376 29545-29554 Chemical denotes adenosine http://purl.obolibrary.org/obo/CHEBI_16335
T92152 29590-29596 Chemical denotes chloro http://purl.obolibrary.org/obo/CHEBI_47853
T10656 29619-29627 Chemical denotes chloride http://purl.obolibrary.org/obo/CHEBI_17996
T62047 29677-29679 Chemical denotes Rf http://purl.obolibrary.org/obo/CHEBI_33346
T62948 29691-29695 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T13967 29705-29707 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T24399 29722-29726 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T9330 29743-29745 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T73417 29769-29771 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T39372 29783-29785 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T59648 29797-29799 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T66135 29836-29838 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T48396 29862-29864 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T4269 29906-29908 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T13812 29945-29947 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T44374 29984-29986 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T91535 30022-30024 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T95896 30092-30096 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T948 30336-30357 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T70230 30338-30343 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T72752 30363-30371 Chemical denotes dimethyl http://purl.obolibrary.org/obo/CHEBI_33601|http://purl.obolibrary.org/obo/CHEBI_42266
T89635 30415-30421 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T42604 30441-30462 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T95901 30443-30448 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T11596 30492-30495 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T55585 30526-30529 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T24974 30530-30536 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T69310 30549-30552 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T42807 30553-30558 Chemical denotes ethyl http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801
T79697 30562-30569 Chemical denotes methoxy http://purl.obolibrary.org/obo/CHEBI_32772|http://purl.obolibrary.org/obo/CHEBI_44520
T87828 30572-30584 Chemical denotes nitrobenzene http://purl.obolibrary.org/obo/CHEBI_27798
T24304 30587-30598 Chemical denotes sulfonamide http://purl.obolibrary.org/obo/CHEBI_35358
T66918 30714-30716 Chemical denotes Rf http://purl.obolibrary.org/obo/CHEBI_33346
T68778 30729-30733 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T5138 30734-30737 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T78755 30740-30742 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T62119 30757-30762 Chemical denotes CDCl3 http://purl.obolibrary.org/obo/CHEBI_85365
T67417 30777-30779 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T57690 30792-30794 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T97608 30806-30808 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T78389 30820-30822 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T29195 30846-30848 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T73506 30872-30874 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T53566 30911-30913 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T76589 30937-30939 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T80847 30995-30997 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T427 31034-31036 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T40294 31073-31075 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T9376 31112-31114 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T430 31151-31153 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T91450 31190-31192 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T94985 31230-31232 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T45648 31340-31345 Chemical denotes CDCl3 http://purl.obolibrary.org/obo/CHEBI_85365
T434 31704-31725 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T42258 31706-31711 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T1314 31731-31739 Chemical denotes dimethyl http://purl.obolibrary.org/obo/CHEBI_33601|http://purl.obolibrary.org/obo/CHEBI_42266
T20595 31783-31789 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T440 31809-31830 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T93628 31811-31816 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T79330 31860-31863 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T63252 31894-31897 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T65970 31898-31904 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T98231 31917-31920 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T86005 31921-31926 Chemical denotes ethyl http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801
T59687 31930-31937 Chemical denotes methoxy http://purl.obolibrary.org/obo/CHEBI_32772|http://purl.obolibrary.org/obo/CHEBI_44520
T451 31940-31952 Chemical denotes nitrobenzene http://purl.obolibrary.org/obo/CHEBI_27798
T27057 31955-31966 Chemical denotes sulfonamide http://purl.obolibrary.org/obo/CHEBI_35358
T73729 32082-32084 Chemical denotes Rf http://purl.obolibrary.org/obo/CHEBI_33346
T36607 32097-32101 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T455 32102-32105 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T62708 32108-32110 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T457 32125-32130 Chemical denotes CDCl3 http://purl.obolibrary.org/obo/CHEBI_85365
T55837 32143-32145 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T14048 32157-32159 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T40387 32175-32177 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T66826 32189-32191 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T462 32255-32257 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T53940 32273-32275 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T78710 32312-32314 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T55173 32338-32340 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T13162 32377-32379 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T57797 32416-32418 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T15479 32455-32457 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T27007 32495-32497 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T50730 32624-32629 Chemical denotes CDCl3 http://purl.obolibrary.org/obo/CHEBI_85365
T53880 32987-33008 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T31743 32989-32994 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T86069 33014-33022 Chemical denotes dimethyl http://purl.obolibrary.org/obo/CHEBI_33601|http://purl.obolibrary.org/obo/CHEBI_42266
T475 33066-33072 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T55020 33092-33113 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T478 33094-33099 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T42445 33143-33146 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T480 33177-33180 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T78607 33181-33187 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T58556 33200-33203 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T51085 33204-33209 Chemical denotes ethyl http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801
T27719 33213-33218 Chemical denotes nitro http://purl.obolibrary.org/obo/CHEBI_29785
T69034 33221-33245 Chemical denotes (trifluoromethyl)benzene http://purl.obolibrary.org/obo/CHEBI_36810
T488 33222-33237 Chemical denotes trifluoromethyl http://purl.obolibrary.org/obo/CHEBI_50127
T30906 33238-33245 Chemical denotes benzene http://purl.obolibrary.org/obo/CHEBI_16716
T19274 33248-33259 Chemical denotes sulfonamide http://purl.obolibrary.org/obo/CHEBI_35358
T85507 33373-33375 Chemical denotes Rf http://purl.obolibrary.org/obo/CHEBI_33346
T35836 33388-33392 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T17098 33393-33396 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T10869 33399-33401 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T7681 33416-33421 Chemical denotes CDCl3 http://purl.obolibrary.org/obo/CHEBI_85365
T18694 33434-33436 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T18393 33448-33450 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T34872 33462-33464 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T85647 33488-33490 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T98194 33514-33516 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T31716 33528-33530 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T35527 33567-33569 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T9110 33593-33595 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T47865 33619-33621 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T13260 33676-33678 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T74661 33715-33717 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T507 33754-33756 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T23051 33793-33795 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T509 33832-33834 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T510 33929-33931 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T511 34028-34033 Chemical denotes CDCl3 http://purl.obolibrary.org/obo/CHEBI_85365
T87672 34473-34494 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T81613 34475-34480 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T57553 34500-34508 Chemical denotes dimethyl http://purl.obolibrary.org/obo/CHEBI_33601|http://purl.obolibrary.org/obo/CHEBI_42266
T97644 34552-34558 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T518 34578-34599 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T45291 34580-34585 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T16592 34629-34632 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T69664 34663-34666 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T37762 34667-34673 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T97095 34686-34689 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T74950 34690-34695 Chemical denotes ethyl http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801
T48949 34699-34705 Chemical denotes chloro http://purl.obolibrary.org/obo/CHEBI_47853
T62330 34708-34720 Chemical denotes nitrobenzene http://purl.obolibrary.org/obo/CHEBI_27798
T67570 34723-34734 Chemical denotes sulfonamide http://purl.obolibrary.org/obo/CHEBI_35358
T55220 34850-34852 Chemical denotes Rf http://purl.obolibrary.org/obo/CHEBI_33346
T22091 34865-34869 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T99475 34870-34873 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T533 34876-34878 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T25965 34893-34898 Chemical denotes CDCl3 http://purl.obolibrary.org/obo/CHEBI_85365
T39525 34911-34913 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T99833 34925-34927 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T64395 34955-34957 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T85135 34994-34996 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T18506 35020-35022 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T52601 35078-35080 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T78849 35117-35119 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T542 35156-35158 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T93066 35195-35197 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T87973 35234-35236 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T545 35431-35436 Chemical denotes CDCl3 http://purl.obolibrary.org/obo/CHEBI_85365
T52264 35797-35818 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T51146 35799-35804 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T47151 35824-35848 Chemical denotes dihydroxytetrahydrofuran http://purl.obolibrary.org/obo/CHEBI_47019
T69929 35854-35860 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T29164 35886-35907 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T92393 35888-35893 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T553 35911-35918 Chemical denotes hydroxy http://purl.obolibrary.org/obo/CHEBI_43176
T39065 35922-35935 Chemical denotes hydroxymethyl http://purl.obolibrary.org/obo/CHEBI_24712
T99197 35936-35951 Chemical denotes tetrahydrofuran http://purl.obolibrary.org/obo/CHEBI_26911
T90121 35957-35960 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T41179 35961-35966 Chemical denotes ethyl http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801
T82046 35970-35977 Chemical denotes methoxy http://purl.obolibrary.org/obo/CHEBI_32772|http://purl.obolibrary.org/obo/CHEBI_44520
T561 36092-36104 Chemical denotes acetonitrile http://purl.obolibrary.org/obo/CHEBI_38472
T79344 36114-36120 Chemical denotes buffer http://purl.obolibrary.org/obo/CHEBI_35225
T97724 36253-36255 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T35088 36270-36274 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T38829 36291-36293 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T30702 36305-36307 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T567 36345-36347 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T63479 36384-36386 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T21312 36459-36461 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T81599 36485-36487 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T10901 36511-36513 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T34402 36529-36531 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T34533 36547-36549 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T25955 36573-36575 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T59484 36591-36593 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T30216 36617-36619 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T16450 36643-36645 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T86682 36662-36664 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T39834 36707-36709 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T79975 36782-36786 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T93847 37081-37102 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T22848 37083-37088 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T51289 37129-37135 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T45430 37155-37176 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T85865 37157-37162 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T63263 37180-37187 Chemical denotes hydroxy http://purl.obolibrary.org/obo/CHEBI_43176
T54987 37191-37204 Chemical denotes hydroxymethyl http://purl.obolibrary.org/obo/CHEBI_24712
T56820 37217-37220 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T33381 37221-37226 Chemical denotes ethyl http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801
T53334 37230-37237 Chemical denotes methoxy http://purl.obolibrary.org/obo/CHEBI_32772|http://purl.obolibrary.org/obo/CHEBI_44520
T38495 37240-37252 Chemical denotes nitrobenzene http://purl.obolibrary.org/obo/CHEBI_27798
T38841 37255-37266 Chemical denotes sulfonamide http://purl.obolibrary.org/obo/CHEBI_35358
T15782 37355-37367 Chemical denotes acetonitrile http://purl.obolibrary.org/obo/CHEBI_38472
T34792 37377-37383 Chemical denotes buffer http://purl.obolibrary.org/obo/CHEBI_35225
T78354 37516-37518 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T14581 37533-37537 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T22965 37554-37556 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T55962 37568-37570 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T48514 37608-37610 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T96071 37647-37649 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T88852 37722-37724 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T38568 37748-37750 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T31277 37774-37776 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T84482 37792-37794 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T30462 37810-37812 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T2044 37836-37838 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T90423 37854-37856 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T6961 37880-37882 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T12338 37906-37908 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T52243 37925-37927 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T81477 37970-37972 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T89255 38045-38049 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T616 38346-38367 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T96744 38348-38353 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T66719 38394-38400 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T49061 38420-38441 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T27925 38422-38427 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T94159 38445-38452 Chemical denotes hydroxy http://purl.obolibrary.org/obo/CHEBI_43176
T96765 38456-38469 Chemical denotes hydroxymethyl http://purl.obolibrary.org/obo/CHEBI_24712
T53372 38482-38485 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T36482 38486-38491 Chemical denotes ethyl http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801
T32993 38495-38500 Chemical denotes nitro http://purl.obolibrary.org/obo/CHEBI_29785
T34326 38503-38527 Chemical denotes (trifluoromethyl)benzene http://purl.obolibrary.org/obo/CHEBI_36810
T629 38504-38519 Chemical denotes trifluoromethyl http://purl.obolibrary.org/obo/CHEBI_50127
T75889 38520-38527 Chemical denotes benzene http://purl.obolibrary.org/obo/CHEBI_16716
T631 38530-38541 Chemical denotes sulfonamide http://purl.obolibrary.org/obo/CHEBI_35358
T47431 38627-38639 Chemical denotes acetonitrile http://purl.obolibrary.org/obo/CHEBI_38472
T35557 38649-38655 Chemical denotes buffer http://purl.obolibrary.org/obo/CHEBI_35225
T37877 38788-38790 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T52101 38805-38809 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T48273 38838-38840 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T637 38852-38854 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T22825 38866-38868 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T23474 38892-38894 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T640 38906-38908 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T94081 38920-38922 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T8168 38959-38961 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T68874 39021-39023 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T63267 39047-39049 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T93792 39073-39075 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T58208 39099-39101 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T12607 39138-39140 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T94498 39164-39166 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T44455 39190-39192 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T97308 39216-39218 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T97343 39242-39244 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T78806 39287-39289 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T25804 39348-39352 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T68486 39623-39627 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T37122 39744-39765 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T6392 39746-39751 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T60248 39792-39798 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T54928 39818-39839 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T92031 39820-39825 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T4142 39843-39850 Chemical denotes hydroxy http://purl.obolibrary.org/obo/CHEBI_43176
T662 39854-39867 Chemical denotes hydroxymethyl http://purl.obolibrary.org/obo/CHEBI_24712
T42905 39880-39883 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T664 39884-39889 Chemical denotes ethyl http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801
T20583 39893-39899 Chemical denotes chloro http://purl.obolibrary.org/obo/CHEBI_47853
T88063 39902-39914 Chemical denotes nitrobenzene http://purl.obolibrary.org/obo/CHEBI_27798
T35595 39917-39928 Chemical denotes sulfonamide http://purl.obolibrary.org/obo/CHEBI_35358
T27886 40017-40029 Chemical denotes acetonitrile http://purl.obolibrary.org/obo/CHEBI_38472
T670 40039-40045 Chemical denotes buffer http://purl.obolibrary.org/obo/CHEBI_35225
T32310 40178-40180 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T88164 40195-40199 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T33091 40228-40230 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T35870 40242-40244 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T55042 40256-40258 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T5281 40271-40273 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T43033 40286-40288 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T8910 40325-40327 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T46731 40351-40353 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T78659 40412-40414 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T77980 40438-40440 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T28166 40464-40466 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T77813 40509-40511 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T77672 40535-40537 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T56894 40561-40563 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T4703 40587-40589 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T20231 40632-40634 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T2314 40691-40693 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T51379 40733-40737 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T35779 41030-41051 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T95569 41032-41037 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T55421 41057-41065 Chemical denotes dimethyl http://purl.obolibrary.org/obo/CHEBI_33601|http://purl.obolibrary.org/obo/CHEBI_42266
T35755 41109-41115 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T60423 41135-41156 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T29079 41137-41142 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T95003 41186-41189 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T91402 41220-41223 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T56772 41224-41230 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T25632 41243-41246 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T92641 41247-41252 Chemical denotes ethyl http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801
T56172 41256-41269 Chemical denotes chlorobenzene http://purl.obolibrary.org/obo/CHEBI_28097
T79394 41272-41283 Chemical denotes sulfonamide http://purl.obolibrary.org/obo/CHEBI_35358
T39178 41294-41302 Chemical denotes solution http://purl.obolibrary.org/obo/CHEBI_75958
T7288 41351-41354 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T21825 41430-41438 Chemical denotes chloride http://purl.obolibrary.org/obo/CHEBI_17996
T39091 41502-41509 Chemical denotes mixture http://purl.obolibrary.org/obo/CHEBI_60004
T12679 41556-41561 Chemical denotes argon http://purl.obolibrary.org/obo/CHEBI_49475
T62923 41631-41634 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T78174 41677-41683 Chemical denotes NaHCO3 http://purl.obolibrary.org/obo/CHEBI_32139
T56606 41730-41733 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T38211 41823-41829 Chemical denotes Na2SO4 http://purl.obolibrary.org/obo/CHEBI_32149
T55386 41918-41924 Chemical denotes silica http://purl.obolibrary.org/obo/CHEBI_30563
T95902 41951-41955 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T64508 41959-41962 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T23226 42007-42009 Chemical denotes Rf http://purl.obolibrary.org/obo/CHEBI_33346
T19017 42022-42026 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T17814 42036-42038 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T95988 42053-42058 Chemical denotes CDCl3 http://purl.obolibrary.org/obo/CHEBI_85365
T72152 42071-42073 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T724 42085-42087 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T43471 42099-42101 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T34939 42113-42115 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T727 42177-42179 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T50503 42235-42237 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T2649 42274-42276 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T28528 42313-42315 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T10272 42332-42334 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T66248 42371-42373 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T43013 42410-42412 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T35561 42450-42452 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T70756 42509-42511 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T3928 42627-42632 Chemical denotes CDCl3 http://purl.obolibrary.org/obo/CHEBI_85365
T99640 42986-43007 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T29293 42988-42993 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T82586 43013-43021 Chemical denotes dimethyl http://purl.obolibrary.org/obo/CHEBI_33601|http://purl.obolibrary.org/obo/CHEBI_42266
T44634 43065-43071 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T38253 43076-43082 Chemical denotes chloro http://purl.obolibrary.org/obo/CHEBI_47853
T59769 43097-43103 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T51490 43104-43109 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T70758 43110-43116 Chemical denotes ethoxy http://purl.obolibrary.org/obo/CHEBI_42241
T748 43146-43149 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T35101 43180-43183 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T750 43184-43190 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T56159 43204-43220 Chemical denotes 9H-purin-6-amine http://purl.obolibrary.org/obo/CHEBI_16708
T40430 43215-43220 Chemical denotes amine http://purl.obolibrary.org/obo/CHEBI_32952
T54842 43231-43239 Chemical denotes solution http://purl.obolibrary.org/obo/CHEBI_75958
T87374 43288-43291 Chemical denotes DCE http://purl.obolibrary.org/obo/CHEBI_27789
T756 43313-43321 Chemical denotes solution http://purl.obolibrary.org/obo/CHEBI_75958
T74109 43327-43333 Chemical denotes chloro http://purl.obolibrary.org/obo/CHEBI_47853
T5740 43396-43399 Chemical denotes DCE http://purl.obolibrary.org/obo/CHEBI_27789
T759 43413-43424 Chemical denotes acetic acid http://purl.obolibrary.org/obo/CHEBI_15366
T71199 43420-43424 Chemical denotes acid http://purl.obolibrary.org/obo/CHEBI_37527
T32586 43495-43500 Chemical denotes argon http://purl.obolibrary.org/obo/CHEBI_49475
T94488 43502-43508 Chemical denotes sodium http://purl.obolibrary.org/obo/CHEBI_26708
T52531 43608-43616 Chemical denotes solution http://purl.obolibrary.org/obo/CHEBI_75958
T68791 43634-43637 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T58335 43680-43686 Chemical denotes NaHCO3 http://purl.obolibrary.org/obo/CHEBI_32139
T85038 43725-43728 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T7488 43818-43824 Chemical denotes Na2SO4 http://purl.obolibrary.org/obo/CHEBI_32149
T90420 43913-43919 Chemical denotes silica http://purl.obolibrary.org/obo/CHEBI_30563
T12080 43946-43950 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T47925 43954-43957 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T16758 44002-44004 Chemical denotes Rf http://purl.obolibrary.org/obo/CHEBI_33346
T56935 44011-44015 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T65073 44016-44019 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T92650 44027-44029 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T24482 44044-44049 Chemical denotes CDCl3 http://purl.obolibrary.org/obo/CHEBI_85365
T46322 44062-44064 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T60945 44076-44078 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T82601 44090-44092 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T95044 44189-44191 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T91404 44215-44217 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T68720 44254-44256 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T98770 44293-44295 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T97976 44319-44321 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T70613 44358-44360 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T67635 44384-44386 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T41136 44423-44425 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T38412 44463-44465 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T26872 44501-44503 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T56080 44642-44647 Chemical denotes CDCl3 http://purl.obolibrary.org/obo/CHEBI_85365
T79901 45026-45047 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T55478 45028-45033 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T95880 45053-45061 Chemical denotes dimethyl http://purl.obolibrary.org/obo/CHEBI_33601|http://purl.obolibrary.org/obo/CHEBI_42266
T86399 45105-45111 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T62602 45129-45135 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T93521 45136-45141 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T84344 45142-45148 Chemical denotes ethoxy http://purl.obolibrary.org/obo/CHEBI_42241
T64034 45178-45181 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T27420 45212-45215 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T75099 45216-45222 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T15092 45236-45252 Chemical denotes 9H-purin-6-amine http://purl.obolibrary.org/obo/CHEBI_16708
T80344 45247-45252 Chemical denotes amine http://purl.obolibrary.org/obo/CHEBI_32952
T44833 45263-45271 Chemical denotes solution http://purl.obolibrary.org/obo/CHEBI_75958
T58625 45320-45323 Chemical denotes DCE http://purl.obolibrary.org/obo/CHEBI_27789
T43549 45341-45361 Chemical denotes 4-chlorobenzaldehyde http://purl.obolibrary.org/obo/CHEBI_28105
T25852 45403-45406 Chemical denotes DCE http://purl.obolibrary.org/obo/CHEBI_27789
T810 45418-45429 Chemical denotes acetic acid http://purl.obolibrary.org/obo/CHEBI_15366
T10046 45425-45429 Chemical denotes acid http://purl.obolibrary.org/obo/CHEBI_37527
T48049 45500-45505 Chemical denotes argon http://purl.obolibrary.org/obo/CHEBI_49475
T71134 45507-45513 Chemical denotes sodium http://purl.obolibrary.org/obo/CHEBI_26708
T97988 45613-45621 Chemical denotes solution http://purl.obolibrary.org/obo/CHEBI_75958
T71462 45639-45642 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T34804 45685-45691 Chemical denotes NaHCO3 http://purl.obolibrary.org/obo/CHEBI_32139
T68978 45730-45733 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T83602 45823-45829 Chemical denotes Na2SO4 http://purl.obolibrary.org/obo/CHEBI_32149
T96745 45918-45924 Chemical denotes silica http://purl.obolibrary.org/obo/CHEBI_30563
T87703 45951-45955 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T12735 45959-45962 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767
T3817 46018-46020 Chemical denotes Rf http://purl.obolibrary.org/obo/CHEBI_33346
T45120 46027-46031 Chemical denotes MeOH http://purl.obolibrary.org/obo/CHEBI_17790
T77370 46046-46048 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T19055 46063-46068 Chemical denotes CDCl3 http://purl.obolibrary.org/obo/CHEBI_85365
T59650 46081-46083 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T38510 46095-46097 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T1609 46109-46111 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T45876 46123-46125 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T41693 46168-46170 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T29338 46194-46196 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T74783 46252-46254 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T30652 46291-46293 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T46105 46317-46319 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T46041 46356-46358 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T71804 46382-46384 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T71447 46421-46423 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T43485 46461-46463 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T35540 46598-46603 Chemical denotes CDCl3 http://purl.obolibrary.org/obo/CHEBI_85365
T44785 46953-46974 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T6211 46955-46960 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T33920 47001-47007 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T844 47027-47048 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T11852 47029-47034 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T93810 47052-47059 Chemical denotes hydroxy http://purl.obolibrary.org/obo/CHEBI_43176
T29324 47063-47076 Chemical denotes hydroxymethyl http://purl.obolibrary.org/obo/CHEBI_24712
T23641 47089-47092 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T36442 47093-47098 Chemical denotes ethyl http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801
T851 47102-47115 Chemical denotes chlorobenzene http://purl.obolibrary.org/obo/CHEBI_28097
T32317 47118-47129 Chemical denotes sulfonamide http://purl.obolibrary.org/obo/CHEBI_35358
T99392 47218-47230 Chemical denotes acetonitrile http://purl.obolibrary.org/obo/CHEBI_38472
T60630 47240-47246 Chemical denotes buffer http://purl.obolibrary.org/obo/CHEBI_35225
T42652 47379-47381 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T51810 47396-47400 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T67802 47417-47419 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T26836 47431-47433 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T14542 47446-47448 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T27467 47461-47463 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T92762 47561-47563 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T62259 47587-47589 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T32334 47613-47615 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T39588 47653-47655 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T30269 47679-47681 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T23594 47705-47707 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T83151 47731-47733 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T50531 47757-47759 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T12467 47776-47778 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T40390 47802-47804 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T61207 47895-47897 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T42580 47918-47922 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T86710 48196-48217 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T27946 48198-48203 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T88225 48239-48260 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T59442 48241-48246 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T63219 48264-48271 Chemical denotes hydroxy http://purl.obolibrary.org/obo/CHEBI_43176
T81617 48275-48288 Chemical denotes hydroxymethyl http://purl.obolibrary.org/obo/CHEBI_24712
T879 48301-48304 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T43726 48305-48310 Chemical denotes ethyl http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801
T90371 48315-48321 Chemical denotes chloro http://purl.obolibrary.org/obo/CHEBI_47853
T8173 48336-48342 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T14707 48343-48348 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T886 48349-48355 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T7921 48356-48363 Chemical denotes oxolane http://purl.obolibrary.org/obo/CHEBI_26911
T64135 48368-48372 Chemical denotes diol http://purl.obolibrary.org/obo/CHEBI_23824
T33619 48461-48473 Chemical denotes acetonitrile http://purl.obolibrary.org/obo/CHEBI_38472
T65501 48483-48489 Chemical denotes buffer http://purl.obolibrary.org/obo/CHEBI_35225
T98605 48622-48624 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T15635 48639-48643 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T86380 48660-48662 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T23466 48674-48676 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T27783 48688-48690 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T5803 48702-48704 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T88932 48728-48730 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T47259 48754-48756 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T12853 48793-48795 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T31063 48855-48857 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T68349 48881-48883 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T97689 48918-48920 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T19922 48936-48938 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T74221 48962-48964 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T15952 49001-49003 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T45027 49027-49029 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T58681 49053-49055 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T91299 49150-49152 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T20981 49190-49192 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T94908 49232-49236 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T2601 49527-49548 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T99463 49529-49534 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T63682 49570-49591 Chemical denotes 6-amino-9H-purin-9-yl http://purl.obolibrary.org/obo/CHEBI_30756
T83584 49572-49577 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T57305 49595-49602 Chemical denotes hydroxy http://purl.obolibrary.org/obo/CHEBI_43176
T917 49606-49619 Chemical denotes hydroxymethyl http://purl.obolibrary.org/obo/CHEBI_24712
T918 49632-49635 Chemical denotes oxy http://purl.obolibrary.org/obo/CHEBI_29354
T54499 49636-49641 Chemical denotes ethyl http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801
T82659 49659-49665 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T69918 49666-49671 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T47565 49672-49678 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T23603 49679-49686 Chemical denotes oxolane http://purl.obolibrary.org/obo/CHEBI_26911
T41132 49691-49695 Chemical denotes diol http://purl.obolibrary.org/obo/CHEBI_23824
T66816 49784-49796 Chemical denotes acetonitrile http://purl.obolibrary.org/obo/CHEBI_38472
T72613 49806-49812 Chemical denotes buffer http://purl.obolibrary.org/obo/CHEBI_35225
T80950 49945-49947 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T931 49962-49966 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T50590 49983-49985 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T933 49997-49999 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T70854 50011-50013 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T90888 50025-50027 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T90836 50125-50127 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T44310 50151-50153 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T48190 50196-50198 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T98950 50222-50224 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T940 50248-50250 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T84390 50287-50289 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T37547 50326-50328 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T943 50352-50354 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T944 50449-50451 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T945 50489-50491 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T946 50538-50542 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T947 50852-50860 Chemical denotes proteins http://purl.obolibrary.org/obo/CHEBI_36080
T77784 50981-50990 Chemical denotes histidine http://purl.obolibrary.org/obo/CHEBI_27570
T949 51021-51029 Chemical denotes proteins http://purl.obolibrary.org/obo/CHEBI_36080
T950 51312-51318 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T952 51329-51332 Chemical denotes SAM http://purl.obolibrary.org/obo/CHEBI_15414|http://purl.obolibrary.org/obo/CHEBI_67040
T954 51488-51495 Chemical denotes mixture http://purl.obolibrary.org/obo/CHEBI_60004
T955 51503-51507 Chemical denotes Tris http://purl.obolibrary.org/obo/CHEBI_9754
T956 51508-51511 Chemical denotes HCl http://purl.obolibrary.org/obo/CHEBI_17883
T957 51527-51530 Chemical denotes DTT http://purl.obolibrary.org/obo/CHEBI_18320
T958 51537-51542 Chemical denotes MgCl2 http://purl.obolibrary.org/obo/CHEBI_6636
T959 51549-51552 Chemical denotes SAM http://purl.obolibrary.org/obo/CHEBI_15414|http://purl.obolibrary.org/obo/CHEBI_67040
T961 51567-51570 Chemical denotes SAM http://purl.obolibrary.org/obo/CHEBI_15414|http://purl.obolibrary.org/obo/CHEBI_67040
T963 51810-51814 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T964 51825-51829 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T965 51872-51875 Chemical denotes SAM http://purl.obolibrary.org/obo/CHEBI_15414|http://purl.obolibrary.org/obo/CHEBI_67040
T967 51960-51964 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T968 52049-52054 Chemical denotes water http://purl.obolibrary.org/obo/CHEBI_15377
T969 52103-52107 Chemical denotes DEAE http://purl.obolibrary.org/obo/CHEBI_52153
T970 52236-52252 Chemical denotes ammonium formate http://purl.obolibrary.org/obo/CHEBI_63050
T971 52236-52244 Chemical denotes ammonium http://purl.obolibrary.org/obo/CHEBI_28938
T972 52245-52252 Chemical denotes formate http://purl.obolibrary.org/obo/CHEBI_15740|http://purl.obolibrary.org/obo/CHEBI_52343
T974 52272-52277 Chemical denotes water http://purl.obolibrary.org/obo/CHEBI_15377
T975 52292-52299 Chemical denotes ethanol http://purl.obolibrary.org/obo/CHEBI_16236
T976 52365-52371 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T978 52471-52478 Chemical denotes Counter http://purl.obolibrary.org/obo/CHEBI_38960
T979 52835-52842 Chemical denotes protein http://purl.obolibrary.org/obo/CHEBI_36080
T980 52858-52864 Chemical denotes ligand http://purl.obolibrary.org/obo/CHEBI_52214
T981 53019-53026 Chemical denotes mixture http://purl.obolibrary.org/obo/CHEBI_60004
T982 53054-53059 Chemical denotes HEPES http://purl.obolibrary.org/obo/CHEBI_46756
T983 53077-53081 Chemical denotes NaCl http://purl.obolibrary.org/obo/CHEBI_26710
T984 53099-53102 Chemical denotes dye http://purl.obolibrary.org/obo/CHEBI_37958
T985 53137-53144 Chemical denotes protein http://purl.obolibrary.org/obo/CHEBI_36080
T986 53192-53196 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T987 53200-53205 Chemical denotes water http://purl.obolibrary.org/obo/CHEBI_15377
T988 53207-53210 Chemical denotes SAM http://purl.obolibrary.org/obo/CHEBI_15414|http://purl.obolibrary.org/obo/CHEBI_67040
T990 53232-53239 Chemical denotes protein http://purl.obolibrary.org/obo/CHEBI_36080
T991 53297-53300 Chemical denotes dye http://purl.obolibrary.org/obo/CHEBI_37958
T992 53547-53551 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T993 53747-53749 Chemical denotes KD http://purl.obolibrary.org/obo/CHEBI_73601
T994 54008-54010 Chemical denotes La http://purl.obolibrary.org/obo/CHEBI_33336
T995 54208-54214 Chemical denotes ligand http://purl.obolibrary.org/obo/CHEBI_52214
T996 54215-54218 Chemical denotes SAM http://purl.obolibrary.org/obo/CHEBI_15414|http://purl.obolibrary.org/obo/CHEBI_67040
T998 54223-54227 Chemical denotes ions http://purl.obolibrary.org/obo/CHEBI_24870
T999 54265-54272 Chemical denotes protein http://purl.obolibrary.org/obo/CHEBI_36080
T1000 54303-54309 Chemical denotes ligand http://purl.obolibrary.org/obo/CHEBI_52214
T1001 54386-54393 Chemical denotes protein http://purl.obolibrary.org/obo/CHEBI_36080
T1002 54398-54404 Chemical denotes ligand http://purl.obolibrary.org/obo/CHEBI_52214
T1003 54788-54791 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
T3 1771-1774 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T4 2164-2167 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T5 3239-3242 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T6 3704-3707 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T7 5078-5081 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T8 5178-5181 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T9 5400-5403 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T10 5481-5484 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T11 6484-6487 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T12 8326-8329 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T13 8401-8404 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T14 8647-8650 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T15 8746-8749 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T16 8967-8970 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T17 9029-9032 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T18 15044-15047 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T19 15487-15490 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T20 16861-16864 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T21 18253-18256 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T22 26149-26152 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T23 27147-27150 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T24 28586-28589 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T25 30734-30737 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T26 32102-32105 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T27 33393-33396 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T28 34870-34873 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T29 41351-41354 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T30 41631-41634 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T31 41730-41733 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T32 41959-41962 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T33 43634-43637 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T34 43725-43728 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T35 43954-43957 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T36 44016-44019 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T37 45639-45642 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T38 45730-45733 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644
T39 45959-45962 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644

LitCovid-PD-GO-BP

Id Subject Object Predicate Lexical cue
T45 1198-1209 http://purl.obolibrary.org/obo/GO_0009056 denotes degradation
T46 1244-1253 http://purl.obolibrary.org/obo/GO_0009058 denotes synthesis
T47 2735-2744 http://purl.obolibrary.org/obo/GO_0009058 denotes synthesis
T48 6284-6293 http://purl.obolibrary.org/obo/GO_0009058 denotes synthesis
T49 6331-6340 http://purl.obolibrary.org/obo/GO_0009058 denotes synthesis
T50 14527-14536 http://purl.obolibrary.org/obo/GO_0009058 denotes synthesis
T51 52372-52391 http://purl.obolibrary.org/obo/GO_0030533 denotes transfer to the RNA

2_test

Id Subject Object Predicate Lexical cue
32563813-17259217-29105596 51111-51113 17259217 denotes 33
32563813-17853878-29105597 52981-52983 17853878 denotes 34

LitCovid-sentences

Id Subject Object Predicate Lexical cue
T244 0-23 Sentence denotes 4 Experimental section
T245 25-39 Sentence denotes 4.1 Chemistry
T246 41-66 Sentence denotes 4.1.1 General procedures
T247 67-181 Sentence denotes All dry solvents and reagents were purchased from commercial suppliers and were used without further purification.
T248 182-222 Sentence denotes DIEA was distilled over calcium hydride.
T249 223-305 Sentence denotes Thin-layer chromatography (TLC) analyses were carried out on silica plate 60 F254.
T250 306-425 Sentence denotes Purifications by column chromatography were performed using Biotage Isolera 1 system with FlashPure cartridges (Buchi).
T251 426-509 Sentence denotes NMR experiments were recorded on Bruker 400, 500 or 600 MHz spectrometers at 20 °C.
T252 510-624 Sentence denotes HRMS analyses were obtained with electrospray ionization (ESI) in positive mode on a Q-TOF Micromass spectrometer.
T253 625-813 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 814-932 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 933-978 Sentence denotes The following HPLC solvent systems were used:
T256 979-1055 Sentence denotes 1% CH3CN in 12.5 mM TEAAc (buffer A), 80% CH3CN in 12.5 mM TEEAc (buffer B).
T257 1056-1079 Sentence denotes Flow rate was 1 mL/min.
T258 1080-1117 Sentence denotes UV detection was performed at 260 nm.
T259 1118-1210 Sentence denotes Lyophilized compounds 1–16 were stored at −20 °C for several months without any degradation.
T260 1212-1284 Sentence denotes 4.1.2 General method A for the synthesis of compounds 18, 26, 27 and 29
T261 1285-1365 Sentence denotes To a solution of 5′-amino-2′,3′-isopropylidene adenosine in anhydrous DMF (conc.
T262 1366-1467 Sentence denotes 0.2 M) was added Et3N (2.00 eq) and the corresponding nitrobenzenesufonyl chloride (1.50 eq) at 0 °C.
T263 1468-1579 Sentence denotes The reaction mixture was stirred for 4 h at room temperature under argon then was diluted with AcOEt and brine.
T264 1580-1729 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 1730-1823 Sentence denotes The precipitate was washed with Et2O and DCM to give the desired compound as a colored solid.
T266 1825-1967 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 1968-2144 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 2145-2169 Sentence denotes Rf 0.50 (8:92 MeOH/DCM).
T269 2170-2486 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 2487-2628 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 2629-2675 Sentence denotes HRMS (ESI+): m/z calcd for C19H22N7O7S [M+H]+:
T272 2676-2701 Sentence denotes 492.1301, Found 492.1311.
T273 2703-2767 Sentence denotes 4.1.4 General method B for the synthesis of compounds 19, 30-33
T274 2768-2820 Sentence denotes To a solution of 18 or 26–29 in anhydrous DMF (conc.
T275 2821-2899 Sentence denotes 0.13 M) was successively added 17 (1.10 eq), KI (0.30 eq) and K2CO3 (3.00 eq).
T276 2900-2990 Sentence denotes After stirring for 24 h at 50 °C under argon, the reaction was diluted in AcOEt and water.
T277 2991-3140 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 3141-3290 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 3292-3571 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 3572-3683 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 3684-3709 Sentence denotes Rf 0.60 (10:90 MeOH/DCM).
T282 3710-4230 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 4231-4494 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 4495-4546 Sentence denotes HRMS (ESI+): m/z calcd for C43H65N12O11SSi2 [M+H]+:
T285 4547-4564 Sentence denotes 1013.4155, found:
T286 4565-4575 Sentence denotes 1013.4155.
T287 4577-4821 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 4822-4983 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 4984-5140 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 5141-5300 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 5301-5461 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 5462-5486 Sentence denotes Rf 0.31 (8:92 MeOH/DCM).
T293 5487-5942 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 5943-6173 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 6174-6223 Sentence denotes HRMS (ESI+): m/z calcd for C37H62N11O7Si2 [M+H]+:
T296 6224-6240 Sentence denotes 828.4372, found:
T297 6241-6250 Sentence denotes 828.4371.
T298 6252-6326 Sentence denotes 4.1.7 General method C for the synthesis of compounds 1, 3, 5–7, 9, 10-16
T299 6327-6415 Sentence denotes The synthesis intermediate was treated at room temperature with TFA in water (8/2, conc.
T300 6416-6424 Sentence denotes 0.14 M).
T301 6425-6583 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 6584-6762 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 6763-6904 Sentence denotes The fractions containing the pure compound were pooled, concentrated and lyophilized with water/dioxane to give desired compound as a powder.
T304 6906-7072 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 7073-7319 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 7320-7703 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 7704-7874 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 7875-7921 Sentence denotes HRMS (ESI+): m/z calcd for C22H30N11O7 [M+H]+:
T309 7922-7939 Sentence denotes 560.23242, found:
T310 7940-7950 Sentence denotes 560.23188.
T311 7952-8263 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 8264-8456 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 8457-8582 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 8583-8708 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 8709-8868 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 8869-9014 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 9015-9039 Sentence denotes Rf 0.71 (MeOH/DCM 5:95).
T318 9040-9587 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 9588-9874 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 9875-9925 Sentence denotes HRMS (ESI+): m/z calcd for C52H87N12O13Si2 [M+H]+:
T321 9926-9943 Sentence denotes 1143.6049, found:
T322 9944-9954 Sentence denotes 1143.6043.
T323 9956-10159 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 10160-10268 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 10269-10328 Sentence denotes After stirring for 3 h, solvents were removed under vacuum.
T326 10329-10420 Sentence denotes The residue was dissolved in water (0.5 mL) and 2 M aqueous LiOH solution (4 mL) was added.
T327 10421-10521 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 10522-10747 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 10748-10939 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 10940-11374 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 11375-11563 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 11564-11610 Sentence denotes HRMS (ESI+): m/z calcd for C26H37N12O9 [M+H]+:
T333 11611-11627 Sentence denotes 661.2806, found:
T334 11628-11637 Sentence denotes 661.2811.
T335 11639-11845 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 11846-12092 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 12093-12628 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 12629-12818 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 12819-12865 Sentence denotes HRMS (ESI+): m/z calcd for C27H39N12O9 [M+H]+:
T340 12866-12882 Sentence denotes 675.2957, found:
T341 12883-12892 Sentence denotes 675.2944.
T342 12894-13094 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 13095-13245 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 13246-13329 Sentence denotes The solvents were removed and the residue was treated with 7 M NH3 in MeOH (10 mL).
T345 13330-13574 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 13575-13766 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 13767-14229 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 14230-14418 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 14419-14465 Sentence denotes HRMS (ESI+): m/z calcd for C26H38N13O8 [M+H]+:
T350 14466-14482 Sentence denotes 660.2961, found:
T351 14483-14492 Sentence denotes 660.2966.
T352 14494-14563 Sentence denotes 4.1.13 General method D for the synthesis of compounds 23, 24 and 25
T353 14564-14607 Sentence denotes To a solution of 20 in anhydrous NMP (conc.
T354 14608-14689 Sentence denotes 0.03 M) was added the corresponding bromide reagent (3.00 eq) and DIEA (3.00 eq).
T355 14690-14795 Sentence denotes After stirring for 4 h at 110 °C under microwaves, the reaction mixture was diluted with AcOEt and brine.
T356 14796-14945 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 14946-15099 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 15101-15353 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 15354-15472 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 15473-15497 Sentence denotes Rf 0.48 (MeOH/DCM 5:95).
T361 15498-16114 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 16115-16374 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 16375-16424 Sentence denotes HRMS (ESI+): m/z calcd for C46H72N11O7Si2 [M+H]+:
T364 16425-16441 Sentence denotes 884.4998, found:
T365 16442-16451 Sentence denotes 884.5002.
T366 16453-16714 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 16715-16846 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 16847-17756 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 17757-17806 Sentence denotes HRMS (ESI+): m/z calcd for C46H72N11O7Si2 [M+H]+:
T370 17807-17823 Sentence denotes 946.5155, found:
T371 17824-17833 Sentence denotes 946.5149.
T372 17835-18106 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 18107-18238 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 18239-18263 Sentence denotes Rf 0.34 (MeOH/DCM 5:95).
T375 18264-18878 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 18879-19145 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 19146-19195 Sentence denotes HRMS (ESI+): m/z calcd for C42H70N11O9Si2 [M+H]+:
T378 19196-19212 Sentence denotes 928.4897, found:
T379 19213-19222 Sentence denotes 928.4900.
T380 19224-19398 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 19399-20188 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 20189-20384 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 20385-20431 Sentence denotes HRMS (ESI+): m/z calcd for C26H38N11O7 [M+H]+:
T384 20432-20457 Sentence denotes 616.2956, Found 616.2955.
T385 20459-20642 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 20643-20887 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 20888-21433 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 21434-21629 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 21630-21676 Sentence denotes HRMS (ESI+): m/z calcd for C26H38N11O7 [M+H]+:
T390 21677-21702 Sentence denotes 616.2956, Found 616.2955.
T391 21704-21897 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 21898-22144 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 22145-22690 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 22691-22893 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 22894-22940 Sentence denotes HRMS (ESI+): m/z calcd for C27H38N11O9 [M+H]+:
T396 22941-22966 Sentence denotes 660.2854, Found 660.2855.
T397 22968-23157 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 23158-23250 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 23251-23312 Sentence denotes After stirring for 5.5 h, solvents were removed under vacuum.
T400 23313-23406 Sentence denotes The residue was dissolved in water (0.5 mL) and 2 M LiOH aqueous solution (3.5 mL) was added.
T401 23407-23509 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 23510-23733 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 23734-23941 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 23942-24352 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 24353-24542 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 24543-24589 Sentence denotes HRMS (ESI+): m/z calcd for C26H37N12O9 [M+H]+:
T407 24590-24606 Sentence denotes 661.2806, found:
T408 24607-24616 Sentence denotes 661.2811.
T409 24618-24820 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 24821-25063 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 25064-25512 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 25513-25712 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 25713-25761 Sentence denotes HRMS (ESI+): m/z calcd for C28H33N12O11S [M+H]+:
T414 25762-25787 Sentence denotes 745.2112, Found 745.2104.
T415 25789-25942 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 25943-26129 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 26130-26154 Sentence denotes Rf 0.59 (8:92 MeOH/DCM).
T418 26155-26550 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 26551-26712 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 26713-26759 Sentence denotes HRMS (ESI+): m/z calcd for C20H24N7O8S [M+H]+:
T421 26760-26785 Sentence denotes 522.1407, Found 522.1407.
T422 26787-26940 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 26941-27127 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 27128-27152 Sentence denotes Rf 0.59 (8:92 MeOH/DCM).
T425 27153-27515 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 27516-27677 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 27678-27724 Sentence denotes HRMS (ESI+): m/z calcd for C20H24N7O8S [M+H]+:
T428 27725-27750 Sentence denotes 522.1407, Found 522.1407.
T429 27752-27915 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 27916-28072 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 28073-28246 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 28247-28317 Sentence denotes The reaction mixture was diluted with AcOEt (30 mL) and water (30 mL).
T433 28318-28487 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 28488-28636 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 28637-28664 Sentence denotes Rf 0.34 (8:92 MeOH/CH2Cl2).
T436 28665-29042 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 29043-29261 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 29262-29310 Sentence denotes HRMS (ESI+): m/z calcd for C20H21N7O7SF3 [M+H]+:
T439 29311-29336 Sentence denotes 560.1175, Found 560.1180.
T440 29338-29490 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 29491-29676 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 29677-29704 Sentence denotes Rf 0.42 (8:92 MeOH/CH2Cl2).
T443 29705-30073 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 30074-30236 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 30237-30285 Sentence denotes HRMS (ESI+): m/z calcd for C19H21N7O7SCl [M+H]+:
T446 30286-30311 Sentence denotes 526.0912, Found 526.0914.
T447 30313-30603 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 30604-30713 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 30714-30739 Sentence denotes Rf 0.67 (10:90 MeOH/DCM).
T450 30740-31321 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 31322-31598 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 31599-31650 Sentence denotes HRMS (ESI+): m/z calcd for C47H67N12O12SSi2 [M+H]+:
T453 31651-31668 Sentence denotes 1043.4261, found:
T454 31669-31679 Sentence denotes 1043.4265.
T455 31681-31971 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 31972-32081 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 32082-32107 Sentence denotes Rf 0.67 (10:90 MeOH/DCM).
T458 32108-32605 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 32606-32881 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 32882-32933 Sentence denotes HRMS (ESI+): m/z calcd for C47H67N12O12SSi2 [M+H]+:
T461 32934-32951 Sentence denotes 1043.4261, found:
T462 32952-32962 Sentence denotes 1043.4255.
T463 32964-33264 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 33265-33372 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 33373-33398 Sentence denotes Rf 0.47 (10:90 MeOH/DCM).
T466 33399-34009 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 34010-34365 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 34366-34419 Sentence denotes HRMS (ESI+): m/z calcd for C44H64N12O11SF3Si2 [M+H]+:
T469 34420-34437 Sentence denotes 1081.4029, found:
T470 34438-34448 Sentence denotes 1081.4034.
T471 34450-34739 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 34740-34849 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 34850-34875 Sentence denotes Rf 0.52 (10:90 MeOH/DCM).
T474 34876-35412 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 35413-35683 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 35684-35737 Sentence denotes HRMS (ESI+): m/z calcd for C43H64N12O11SSi2Cl [M+H]+:
T477 35738-35755 Sentence denotes 1047.3765, found:
T478 35756-35766 Sentence denotes 1047.3766.
T479 35768-36008 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 36009-36252 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 36253-36763 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 36764-36981 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 36982-37030 Sentence denotes HRMS (ESI+): m/z calcd for C29H35N12O12S [M+H]+:
T484 37031-37056 Sentence denotes 775.2218, Found 775.2225.
T485 37058-37271 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 37272-37515 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 37516-38026 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 38027-38246 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 38247-38295 Sentence denotes HRMS (ESI+): m/z calcd for C29H35N12O12S [M+H]+:
T490 38296-38321 Sentence denotes 775.2218, Found 775.2220.
T491 38323-38546 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 38547-38787 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 38788-39329 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 39330-39604 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 39605-39642 Sentence denotes 19F NMR (378 MHz, DMSO‑d 6): δ −62.8.
T496 39643-39693 Sentence denotes HRMS (ESI+): m/z calcd for C29H32N12O11SF3 [M+H]+:
T497 39694-39719 Sentence denotes 813.1986, Found 813.1988.
T498 39721-39933 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 39934-40177 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 40178-40714 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 40715-40928 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 40929-40979 Sentence denotes HRMS (ESI+): m/z calcd for C28H32N12O11SCl [M+H]+:
T503 40980-41005 Sentence denotes 779.1723, Found 779.1730.
T504 41007-41288 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 41289-41405 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 41406-41562 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 41563-41692 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 41693-41860 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 41861-42006 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 42007-42035 Sentence denotes Rf 0.67 (10:90 MeOH/CH2Cl2).
T511 42036-42608 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 42609-42864 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 42865-42917 Sentence denotes HRMS (ESI+): m/z calcd for C43H65N11O9SSi2Cl [M+H]+:
T514 42918-42935 Sentence denotes 1002.3909, found:
T515 42936-42946 Sentence denotes 1002.3928.
T516 42948-43225 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 43226-43453 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 43454-43569 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 43570-43687 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 43688-43855 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 43856-44001 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 44002-44026 Sentence denotes Rf 0.71 (MeOH/DCM 5:95).
T523 44027-44623 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 44624-44907 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 44908-44959 Sentence denotes HRMS (ESI+): m/z calcd for C44H66N12O9Si2Cl [M+H]+:
T526 44960-44976 Sentence denotes 997.4297, found:
T527 44977-44986 Sentence denotes 997.4327.
T528 44988-45257 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 45258-45458 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 45459-45574 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 45575-45692 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 45693-45860 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 45861-46017 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 46018-46045 Sentence denotes Rf 0.71 (MeOH/CH2Cl2 5:95).
T535 46046-46579 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 46580-46849 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 46850-46901 Sentence denotes HRMS (ESI+): m/z calcd for C44H67N11O7Si2Cl [M+H]+:
T538 46902-46918 Sentence denotes 952.4447, found:
T539 46919-46928 Sentence denotes 952.4426.
T540 46930-47134 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 47135-47378 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 47379-47899 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 47900-48099 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 48100-48149 Sentence denotes HRMS (ESI+): m/z calcd for C28H33N11O9SCl [M+H]+:
T545 48150-48175 Sentence denotes 734.1868, Found 734.1866.
T546 48177-48377 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 48378-48621 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 48622-49213 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 49214-49431 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 49432-49480 Sentence denotes HRMS (ESI+): m/z calcd for C29H34N12O9Cl [M+H]+:
T551 49481-49506 Sentence denotes 729.2255, Found 729.2256.
T552 49508-49700 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 49701-49944 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 49945-50519 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 50520-50727 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 50728-50776 Sentence denotes HRMS (ESI+): m/z calcd for C29H35N11O7Cl [M+H]+:
T557 50777-50802 Sentence denotes 684.2404, Found 684.2398.
T558 50804-50860 Sentence denotes 4.2 Expression and purification of recombinant proteins
T559 50861-51016 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 51017-51118 Sentence denotes The proteins were expressed in E. coli and purified following previously described protocols [33,39].
T561 51119-51246 Sentence denotes Vaccinia virus capping enzyme (D1/D12 complex) and mRNA Cap 2′-O-methyltransferase (VP39) were purchased (New England Biolabs).
T562 51248-51285 Sentence denotes 4.3 MTase filter binding assay (FBA)
T563 51286-51451 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 51452-51747 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 51748-51904 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 51905-51965 Sentence denotes Control reactions were performed in the presence of 5% DMSO.
T567 51966-52055 Sentence denotes Reactions mixtures were stopped after 30 min by their 10-fold dilution in ice-cold water.
T568 52056-52183 Sentence denotes Samples were transferred to diethylaminoethyl (DEAE) filtermat (PerkinElmer) using a Filtermat Harvester (Packard Instruments).
T569 52184-52300 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 52301-52493 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 52494-52645 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 52646-52748 Sentence denotes IC50 is defined as the inhibitory compound concentration that causes 50% reduction in enzyme activity.
T573 52750-52794 Sentence denotes 4.4 Differential scanning fluorimetry (DSF)
T574 52795-53009 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 53010-53227 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 53228-53354 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 53355-53491 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 53492-53552 Sentence denotes Control reactions were performed in the presence of 5% DMSO.
T579 53553-53714 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 53715-53898 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 53900-53922 Sentence denotes 4.5 Molecular docking
T582 53923-54076 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 54077-54183 Sentence denotes The solved X-ray crystal structure of SARS-CoV nsp14 (PDB 5C8T) was used as a static receptor for docking.
T584 54184-54298 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 54299-54376 Sentence denotes The ligand structures were drawn and minimized using MarvinSketch (ChemAxon).
T586 54377-54513 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 54514-54660 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 54661-54731 Sentence denotes After calculations, PDB files were analyzed using Pymol (version 2.3).
T589 54733-54753 Sentence denotes 4.6 Accession codes
T590 54754-54800 Sentence denotes PDB code for SARS-CoV nsp14 bound SAM is 5C8T.
T591 54801-54837 Sentence denotes PDB code for SARS-CoV nsp14 is 5NFY.

MyTest

Id Subject Object Predicate Lexical cue
32563813-17259217-29105596 51111-51113 17259217 denotes 33
32563813-17853878-29105597 52981-52983 17853878 denotes 34