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LitCovid-PD-CLO

{"project":"LitCovid-PD-CLO","denotations":[{"id":"T609","span":{"begin":551,"end":552},"obj":"http://purl.obolibrary.org/obo/CLO_0001020"},{"id":"T610","span":{"begin":700,"end":701},"obj":"http://purl.obolibrary.org/obo/CLO_0001020"},{"id":"T611","span":{"begin":720,"end":722},"obj":"http://purl.obolibrary.org/obo/CLO_0001382"},{"id":"T612","span":{"begin":1133,"end":1135},"obj":"http://purl.obolibrary.org/obo/CLO_0007874"},{"id":"T613","span":{"begin":1141,"end":1143},"obj":"http://purl.obolibrary.org/obo/CLO_0053755"},{"id":"T614","span":{"begin":1171,"end":1176},"obj":"http://purl.obolibrary.org/obo/CLO_0007706"}],"text":"N-((1S)-1-{[((1S)-3-(Benzyloxy)-2-oxo-1-{[(3S)-2-oxopyrrolidin-3-yl]methyl}propyl)amino]carbonyl}-3-methylbutyl)-4-methoxy-N-methyl-1H-indole-2-carboxamide\nFollowing the procedure described for the preparation of N-[(1S)-2-[((1S)-3-(benzyloxy)-2-oxo-1-{[(3S)-2-oxopyrrolidin-3-yl]methyl}propyl)amino]-1-(cyclohexylmethyl)-2-oxoethyl]-4-methoxy-1H-indole-2-carboxamide but substituting N1-((1S)-3-(benzyloxy)-2-oxo-1-{[(3S)-2-oxopyrrolidin-3-yl]methyl}propyl)-N2-(tert-butoxycarbonyl)-N2-methyl-l-leucinamide and making noncritical variations provided a crude brown oil. This material was purified by Biotage flash chromatography, eluting with methanol/dichloromethane to afford the title compound as a clear oil, 67 mg, 48%. 1H NMR (400 MHz, CDCl3) δ 9.83 (s, 1H), 7.95 (s, 1H), 7.26–7.36 (m, 5H), 7.18 (t, J = 8.0 Hz, 1H), 7.04 (d, J = 8.3 Hz, 1H), 7.00 (s, 1H), 6.48 (d, J = 7.8 Hz, 1H), 5.87 (s, 1H), 5.18–5.27 (m, 1H), 4.70 (s, 1H), 4.50–4.63 (m, 2H), 4.16–4.36 (m, 2H), 3.93 (s, 3H), 3.32 (s, 3H), 3.03–3.18 (m, 2H), 2.22 (s, 2H), 1.91–2.02 (m, 1H), 1.81 (t, J = 7.3 Hz, 3H), 1.66–1.72 (m, 1H), 1.55 (s, 1H), 0.87–1.01 (m, 6H); MS (API-ES−) for C32H40N4O6m/z 576.7 (M – H)−."}

LitCovid-PD-CHEBI

LitCovid-sentences

{"project":"LitCovid-sentences","denotations":[{"id":"T498","span":{"begin":0,"end":155},"obj":"Sentence"},{"id":"T499","span":{"begin":156,"end":569},"obj":"Sentence"},{"id":"T500","span":{"begin":570,"end":724},"obj":"Sentence"},{"id":"T501","span":{"begin":725,"end":1179},"obj":"Sentence"}],"namespaces":[{"prefix":"_base","uri":"http://pubannotation.org/ontology/tao.owl#"}],"text":"N-((1S)-1-{[((1S)-3-(Benzyloxy)-2-oxo-1-{[(3S)-2-oxopyrrolidin-3-yl]methyl}propyl)amino]carbonyl}-3-methylbutyl)-4-methoxy-N-methyl-1H-indole-2-carboxamide\nFollowing the procedure described for the preparation of N-[(1S)-2-[((1S)-3-(benzyloxy)-2-oxo-1-{[(3S)-2-oxopyrrolidin-3-yl]methyl}propyl)amino]-1-(cyclohexylmethyl)-2-oxoethyl]-4-methoxy-1H-indole-2-carboxamide but substituting N1-((1S)-3-(benzyloxy)-2-oxo-1-{[(3S)-2-oxopyrrolidin-3-yl]methyl}propyl)-N2-(tert-butoxycarbonyl)-N2-methyl-l-leucinamide and making noncritical variations provided a crude brown oil. This material was purified by Biotage flash chromatography, eluting with methanol/dichloromethane to afford the title compound as a clear oil, 67 mg, 48%. 1H NMR (400 MHz, CDCl3) δ 9.83 (s, 1H), 7.95 (s, 1H), 7.26–7.36 (m, 5H), 7.18 (t, J = 8.0 Hz, 1H), 7.04 (d, J = 8.3 Hz, 1H), 7.00 (s, 1H), 6.48 (d, J = 7.8 Hz, 1H), 5.87 (s, 1H), 5.18–5.27 (m, 1H), 4.70 (s, 1H), 4.50–4.63 (m, 2H), 4.16–4.36 (m, 2H), 3.93 (s, 3H), 3.32 (s, 3H), 3.03–3.18 (m, 2H), 2.22 (s, 2H), 1.91–2.02 (m, 1H), 1.81 (t, J = 7.3 Hz, 3H), 1.66–1.72 (m, 1H), 1.55 (s, 1H), 0.87–1.01 (m, 6H); MS (API-ES−) for C32H40N4O6m/z 576.7 (M – H)−."}

LitCovid-PubTator

{"project":"LitCovid-PubTator","denotations":[{"id":"1696","span":{"begin":643,"end":651},"obj":"Chemical"},{"id":"1697","span":{"begin":652,"end":667},"obj":"Chemical"}],"attributes":[{"id":"A1696","pred":"tao:has_database_id","subj":"1696","obj":"MESH:D000432"},{"id":"A1697","pred":"tao:has_database_id","subj":"1697","obj":"MESH:D008752"}],"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":"N-((1S)-1-{[((1S)-3-(Benzyloxy)-2-oxo-1-{[(3S)-2-oxopyrrolidin-3-yl]methyl}propyl)amino]carbonyl}-3-methylbutyl)-4-methoxy-N-methyl-1H-indole-2-carboxamide\nFollowing the procedure described for the preparation of N-[(1S)-2-[((1S)-3-(benzyloxy)-2-oxo-1-{[(3S)-2-oxopyrrolidin-3-yl]methyl}propyl)amino]-1-(cyclohexylmethyl)-2-oxoethyl]-4-methoxy-1H-indole-2-carboxamide but substituting N1-((1S)-3-(benzyloxy)-2-oxo-1-{[(3S)-2-oxopyrrolidin-3-yl]methyl}propyl)-N2-(tert-butoxycarbonyl)-N2-methyl-l-leucinamide and making noncritical variations provided a crude brown oil. This material was purified by Biotage flash chromatography, eluting with methanol/dichloromethane to afford the title compound as a clear oil, 67 mg, 48%. 1H NMR (400 MHz, CDCl3) δ 9.83 (s, 1H), 7.95 (s, 1H), 7.26–7.36 (m, 5H), 7.18 (t, J = 8.0 Hz, 1H), 7.04 (d, J = 8.3 Hz, 1H), 7.00 (s, 1H), 6.48 (d, J = 7.8 Hz, 1H), 5.87 (s, 1H), 5.18–5.27 (m, 1H), 4.70 (s, 1H), 4.50–4.63 (m, 2H), 4.16–4.36 (m, 2H), 3.93 (s, 3H), 3.32 (s, 3H), 3.03–3.18 (m, 2H), 2.22 (s, 2H), 1.91–2.02 (m, 1H), 1.81 (t, J = 7.3 Hz, 3H), 1.66–1.72 (m, 1H), 1.55 (s, 1H), 0.87–1.01 (m, 6H); MS (API-ES−) for C32H40N4O6m/z 576.7 (M – H)−."}

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LitCovid-PubTator

PMC:7571312 / 84758-85937 JSON TXT