PMC:7291971 / 60162-61004
Annnotations
LitCovid-PMC-OGER-BB
{"project":"LitCovid-PMC-OGER-BB","denotations":[{"id":"T1208","span":{"begin":24,"end":26},"obj":"CHEBI:75508;CHEBI:75508"},{"id":"T1209","span":{"begin":26,"end":27},"obj":"CHEBI:50217;CHEBI:50217"},{"id":"T1210","span":{"begin":27,"end":32},"obj":"CHEBI:46882;CHEBI:46882"},{"id":"T1211","span":{"begin":32,"end":34},"obj":"CHEBI:50217;CHEBI:50217"},{"id":"T1212","span":{"begin":34,"end":53},"obj":"CHEBI:53250;CHEBI:53250"},{"id":"T1213","span":{"begin":54,"end":63},"obj":"CHEBI:22260;CHEBI:22260"},{"id":"T1214","span":{"begin":97,"end":99},"obj":"CHEBI:86228;CHEBI:86228"},{"id":"T1215","span":{"begin":99,"end":106},"obj":"CHEBI:44520;CHEBI:44520"},{"id":"T1216","span":{"begin":106,"end":128},"obj":"CHEBI:86228;CHEBI:86228"},{"id":"T1217","span":{"begin":129,"end":137},"obj":"CHEBI:17996;CHEBI:17996"},{"id":"T1218","span":{"begin":201,"end":205},"obj":"CHEBI:32145;CHEBI:32145"},{"id":"T1219","span":{"begin":608,"end":611},"obj":"CHEBI:36927;CHEBI:36927"},{"id":"T43724","span":{"begin":24,"end":26},"obj":"CHEBI:75508;CHEBI:75508"},{"id":"T15754","span":{"begin":26,"end":27},"obj":"CHEBI:50217;CHEBI:50217"},{"id":"T15605","span":{"begin":27,"end":32},"obj":"CHEBI:46882;CHEBI:46882"},{"id":"T66517","span":{"begin":32,"end":34},"obj":"CHEBI:50217;CHEBI:50217"},{"id":"T51285","span":{"begin":34,"end":53},"obj":"CHEBI:53250;CHEBI:53250"},{"id":"T60654","span":{"begin":54,"end":63},"obj":"CHEBI:22260;CHEBI:22260"},{"id":"T59959","span":{"begin":97,"end":99},"obj":"CHEBI:86228;CHEBI:86228"},{"id":"T71386","span":{"begin":99,"end":106},"obj":"CHEBI:44520;CHEBI:44520"},{"id":"T64311","span":{"begin":106,"end":128},"obj":"CHEBI:86228;CHEBI:86228"},{"id":"T25560","span":{"begin":129,"end":137},"obj":"CHEBI:17996;CHEBI:17996"},{"id":"T12660","span":{"begin":201,"end":205},"obj":"CHEBI:32145;CHEBI:32145"},{"id":"T35215","span":{"begin":608,"end":611},"obj":"CHEBI:36927;CHEBI:36927"}],"text":"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. Rf 0.59 (8:92 MeOH/DCM). 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). 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. HRMS (ESI+): m/z calcd for C20H24N7O8S [M+H]+: 522.1407, Found 522.1407."}
LitCovid-PubTator
{"project":"LitCovid-PubTator","denotations":[{"id":"1051","span":{"begin":54,"end":63},"obj":"Chemical"},{"id":"1052","span":{"begin":97,"end":137},"obj":"Chemical"},{"id":"1053","span":{"begin":201,"end":205},"obj":"Chemical"},{"id":"1054","span":{"begin":206,"end":209},"obj":"Chemical"},{"id":"1055","span":{"begin":212,"end":214},"obj":"Chemical"},{"id":"1056","span":{"begin":229,"end":237},"obj":"Chemical"},{"id":"1057","span":{"begin":262,"end":264},"obj":"Chemical"},{"id":"1058","span":{"begin":276,"end":278},"obj":"Chemical"},{"id":"1059","span":{"begin":290,"end":292},"obj":"Chemical"},{"id":"1060","span":{"begin":316,"end":318},"obj":"Chemical"},{"id":"1061","span":{"begin":342,"end":344},"obj":"Chemical"},{"id":"1062","span":{"begin":608,"end":611},"obj":"Chemical"},{"id":"1063","span":{"begin":626,"end":634},"obj":"Chemical"},{"id":"1064","span":{"begin":797,"end":808},"obj":"Chemical"},{"id":"1065","span":{"begin":770,"end":774},"obj":"Disease"}],"attributes":[{"id":"A1051","pred":"tao:has_database_id","subj":"1051","obj":"MESH:D000241"},{"id":"A1062","pred":"tao:has_database_id","subj":"1062","obj":"MESH:C000615229"}],"namespaces":[{"prefix":"Tax","uri":"https://www.ncbi.nlm.nih.gov/taxonomy/"},{"prefix":"MESH","uri":"https://id.nlm.nih.gov/mesh/"},{"prefix":"Gene","uri":"https://www.ncbi.nlm.nih.gov/gene/"},{"prefix":"CVCL","uri":"https://web.expasy.org/cellosaurus/CVCL_"}],"text":"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. Rf 0.59 (8:92 MeOH/DCM). 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). 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. HRMS (ESI+): m/z calcd for C20H24N7O8S [M+H]+: 522.1407, Found 522.1407."}
LitCovid-PD-CLO
{"project":"LitCovid-PD-CLO","denotations":[{"id":"T355","span":{"begin":17,"end":18},"obj":"http://purl.obolibrary.org/obo/CLO_0001020"},{"id":"T356","span":{"begin":172,"end":173},"obj":"http://purl.obolibrary.org/obo/CLO_0001020"},{"id":"T357","span":{"begin":810,"end":813},"obj":"http://purl.obolibrary.org/obo/CLO_0007706"}],"text":"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. Rf 0.59 (8:92 MeOH/DCM). 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). 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. HRMS (ESI+): m/z calcd for C20H24N7O8S [M+H]+: 522.1407, Found 522.1407."}
LitCovid-PD-CHEBI
{"project":"LitCovid-PD-CHEBI","denotations":[{"id":"T91742","span":{"begin":27,"end":32},"obj":"Chemical"},{"id":"T272","span":{"begin":39,"end":53},"obj":"Chemical"},{"id":"T33382","span":{"begin":54,"end":63},"obj":"Chemical"},{"id":"T53867","span":{"begin":99,"end":106},"obj":"Chemical"},{"id":"T88523","span":{"begin":129,"end":137},"obj":"Chemical"},{"id":"T18075","span":{"begin":187,"end":189},"obj":"Chemical"},{"id":"T66646","span":{"begin":201,"end":205},"obj":"Chemical"},{"id":"T23370","span":{"begin":206,"end":209},"obj":"Chemical"},{"id":"T9964","span":{"begin":212,"end":214},"obj":"Chemical"},{"id":"T47201","span":{"begin":229,"end":233},"obj":"Chemical"},{"id":"T282","span":{"begin":262,"end":264},"obj":"Chemical"},{"id":"T13990","span":{"begin":276,"end":278},"obj":"Chemical"},{"id":"T284","span":{"begin":290,"end":292},"obj":"Chemical"},{"id":"T49293","span":{"begin":316,"end":318},"obj":"Chemical"},{"id":"T27316","span":{"begin":342,"end":344},"obj":"Chemical"},{"id":"T21631","span":{"begin":399,"end":401},"obj":"Chemical"},{"id":"T66889","span":{"begin":425,"end":427},"obj":"Chemical"},{"id":"T289","span":{"begin":464,"end":466},"obj":"Chemical"},{"id":"T45321","span":{"begin":503,"end":505},"obj":"Chemical"},{"id":"T83599","span":{"begin":542,"end":544},"obj":"Chemical"},{"id":"T25831","span":{"begin":626,"end":630},"obj":"Chemical"}],"attributes":[{"id":"A3432","pred":"chebi_id","subj":"T91742","obj":"http://purl.obolibrary.org/obo/CHEBI_46882"},{"id":"A6623","pred":"chebi_id","subj":"T272","obj":"http://purl.obolibrary.org/obo/CHEBI_29858"},{"id":"A79351","pred":"chebi_id","subj":"T33382","obj":"http://purl.obolibrary.org/obo/CHEBI_16335"},{"id":"A95268","pred":"chebi_id","subj":"T53867","obj":"http://purl.obolibrary.org/obo/CHEBI_32772"},{"id":"A28036","pred":"chebi_id","subj":"T53867","obj":"http://purl.obolibrary.org/obo/CHEBI_44520"},{"id":"A22407","pred":"chebi_id","subj":"T88523","obj":"http://purl.obolibrary.org/obo/CHEBI_17996"},{"id":"A65067","pred":"chebi_id","subj":"T18075","obj":"http://purl.obolibrary.org/obo/CHEBI_33346"},{"id":"A91505","pred":"chebi_id","subj":"T66646","obj":"http://purl.obolibrary.org/obo/CHEBI_17790"},{"id":"A51830","pred":"chebi_id","subj":"T23370","obj":"http://purl.obolibrary.org/obo/CHEBI_15767"},{"id":"A5088","pred":"chebi_id","subj":"T9964","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A27901","pred":"chebi_id","subj":"T47201","obj":"http://purl.obolibrary.org/obo/CHEBI_28262"},{"id":"A30891","pred":"chebi_id","subj":"T282","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A80598","pred":"chebi_id","subj":"T13990","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A62247","pred":"chebi_id","subj":"T284","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A94276","pred":"chebi_id","subj":"T49293","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A85614","pred":"chebi_id","subj":"T27316","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A68643","pred":"chebi_id","subj":"T21631","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A23940","pred":"chebi_id","subj":"T66889","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A92053","pred":"chebi_id","subj":"T289","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A51545","pred":"chebi_id","subj":"T45321","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A81865","pred":"chebi_id","subj":"T83599","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A84847","pred":"chebi_id","subj":"T25831","obj":"http://purl.obolibrary.org/obo/CHEBI_28262"}],"text":"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. Rf 0.59 (8:92 MeOH/DCM). 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). 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. HRMS (ESI+): m/z calcd for C20H24N7O8S [M+H]+: 522.1407, Found 522.1407."}
LitCovid-PD-HP
{"project":"LitCovid-PD-HP","denotations":[{"id":"T22","span":{"begin":206,"end":209},"obj":"Phenotype"}],"attributes":[{"id":"A22","pred":"hp_id","subj":"T22","obj":"http://purl.obolibrary.org/obo/HP_0001644"}],"text":"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. Rf 0.59 (8:92 MeOH/DCM). 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). 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. HRMS (ESI+): m/z calcd for C20H24N7O8S [M+H]+: 522.1407, Found 522.1407."}
LitCovid-sentences
{"project":"LitCovid-sentences","denotations":[{"id":"T416","span":{"begin":0,"end":186},"obj":"Sentence"},{"id":"T417","span":{"begin":187,"end":211},"obj":"Sentence"},{"id":"T418","span":{"begin":212,"end":607},"obj":"Sentence"},{"id":"T419","span":{"begin":608,"end":769},"obj":"Sentence"},{"id":"T420","span":{"begin":770,"end":816},"obj":"Sentence"},{"id":"T421","span":{"begin":817,"end":842},"obj":"Sentence"}],"namespaces":[{"prefix":"_base","uri":"http://pubannotation.org/ontology/tao.owl#"}],"text":"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. Rf 0.59 (8:92 MeOH/DCM). 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). 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. HRMS (ESI+): m/z calcd for C20H24N7O8S [M+H]+: 522.1407, Found 522.1407."}