> top > docs > PMC:7571312 > spans > 48510-50113 > annotations

PMC:7571312 / 48510-50113 JSONTXT

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LitCovid-PD-FMA-UBERON

Id Subject Object Predicate Lexical cue fma_id
T93 491-494 Body_part denotes CsF http://purl.org/sig/ont/fma/fma20935

LitCovid-PD-CLO

Id Subject Object Predicate Lexical cue
T459 161-162 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T460 201-203 http://purl.obolibrary.org/obo/CLO_0050509 denotes 27
T461 231-232 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T462 528-529 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T463 576-577 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T464 747-754 http://purl.obolibrary.org/obo/OBI_0100026 denotes organic
T465 747-754 http://purl.obolibrary.org/obo/UBERON_0000468 denotes organic
T466 942-944 http://purl.obolibrary.org/obo/CLO_0053799 denotes 45
T467 972-973 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T468 1458-1460 http://purl.obolibrary.org/obo/CLO_0007874 denotes MS
T469 1493-1498 http://purl.obolibrary.org/obo/CLO_0007706 denotes M + H

LitCovid-PD-CHEBI

Id Subject Object Predicate Lexical cue chebi_id
T946 23-36 Chemical denotes 1H-indol-2-yl http://purl.obolibrary.org/obo/CHEBI_51611
T947 23-25 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T948 37-45 Chemical denotes carbonyl http://purl.obolibrary.org/obo/CHEBI_23019
T949 49-55 Chemical denotes leucyl http://purl.obolibrary.org/obo/CHEBI_32630|http://purl.obolibrary.org/obo/CHEBI_37904
T951 56-61 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T952 65-68 Chemical denotes oxo http://purl.obolibrary.org/obo/CHEBI_46629
T953 98-103 Chemical denotes butyl http://purl.obolibrary.org/obo/CHEBI_41264
T46839 188-199 Chemical denotes acetic acid http://purl.obolibrary.org/obo/CHEBI_15366
T30029 195-199 Chemical denotes acid http://purl.obolibrary.org/obo/CHEBI_37527
T40022 233-241 Chemical denotes solution http://purl.obolibrary.org/obo/CHEBI_75958
T92548 265-271 Chemical denotes chloro http://purl.obolibrary.org/obo/CHEBI_47853
T77046 274-277 Chemical denotes oxo http://purl.obolibrary.org/obo/CHEBI_46629
T322 308-314 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T8 315-321 Chemical denotes propyl http://purl.obolibrary.org/obo/CHEBI_26308
T1448 322-327 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T89400 328-336 Chemical denotes carbonyl http://purl.obolibrary.org/obo/CHEBI_23019
T86029 338-351 Chemical denotes 3-methylbutyl http://purl.obolibrary.org/obo/CHEBI_30359
T74561 355-362 Chemical denotes methoxy http://purl.obolibrary.org/obo/CHEBI_32772|http://purl.obolibrary.org/obo/CHEBI_44520
T65219 363-372 Chemical denotes 1H-indole http://purl.obolibrary.org/obo/CHEBI_16881
T44034 363-365 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T41687 366-372 Chemical denotes indole http://purl.obolibrary.org/obo/CHEBI_35581
T75707 375-386 Chemical denotes carboxamide http://purl.obolibrary.org/obo/CHEBI_23004|http://purl.obolibrary.org/obo/CHEBI_37622
T19 410-413 Chemical denotes DMF http://purl.obolibrary.org/obo/CHEBI_17741
T75923 439-441 Chemical denotes N2 http://purl.obolibrary.org/obo/CHEBI_17997
T30381 460-468 Chemical denotes solution http://purl.obolibrary.org/obo/CHEBI_75958
T8447 530-536 Chemical denotes Teflon http://purl.obolibrary.org/obo/CHEBI_53251
T16308 672-677 Chemical denotes water http://purl.obolibrary.org/obo/CHEBI_15377
T44169 706-721 Chemical denotes dichloromethane http://purl.obolibrary.org/obo/CHEBI_15767
T72291 779-784 Chemical denotes water http://purl.obolibrary.org/obo/CHEBI_15377
T52737 899-907 Chemical denotes methanol http://purl.obolibrary.org/obo/CHEBI_17790
T27 908-923 Chemical denotes dichloromethane http://purl.obolibrary.org/obo/CHEBI_15767
T47188 987-989 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T21947 1004-1008 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T62313 1025-1027 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T65167 1051-1053 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T7414 1077-1079 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T29594 1091-1093 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T13853 1117-1119 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T11215 1143-1145 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T84447 1169-1171 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T75855 1195-1197 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T35764 1221-1223 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T55887 1240-1242 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T7116 1311-1313 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T12321 1330-1332 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T67952 1363-1365 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T77336 1458-1460 Chemical denotes MS http://purl.obolibrary.org/obo/CHEBI_73613
T73211 1534-1537 Chemical denotes H2O http://purl.obolibrary.org/obo/CHEBI_15377

LitCovid-sentences

Id Subject Object Predicate Lexical cue
T320 0-116 Sentence denotes (3S)-3-({N-[(4-Methoxy-1H-indol-2-yl)carbonyl]-l-leucyl}amino)-2-oxo-4-[(3S)-2-oxopyrrolidin-3-yl]butyl Acetate (13)
T321 117-442 Sentence denotes An oven-dried 40 mL scintillation vial with a spinbar was charged with acetic acid (27 mg, 0.46 mmol) followed by a solution of N-((1S)-1-{[((1S)-3-chloro-2-oxo-1-{[(3S)-2-oxopyrrolidin-3-yl]methyl}propyl)amino]carbonyl}-3-methylbutyl)-4-methoxy-1H-indole-2-carboxamide (172 mg, 0.35 mmol) in DMF (3.5 mL) and purged with N2.
T322 443-616 Sentence denotes This pale yellow solution was then treated with CsF (122 mg, 0.81 mmol), sealed with a Teflon-lined screwcap, and heated at 65 °C on a reaction block with vigorous stirring.
T323 617-733 Sentence denotes After 3 h, the reaction was cooled to RT, diluted with water (30 mL), and extracted with dichloromethane (4 × 7 mL).
T324 734-839 Sentence denotes The combined organic layers were washed with water (2 × 20 mL), brine (20 mL), and concentrated in vacuo.
T325 840-986 Sentence denotes This material was purified by Biotage MPLC (25 M, 2.5–4.5% methanol/dichloromethane) to afford 78 mg (45%) of the title compound as a white solid.
T326 987-1501 Sentence denotes 1H NMR (400 MHz, DMSO-d6) δ 11.57 (s, 1H), 8.57 (d, J = 7.8 Hz, 1H), 8.43 (d, J = 7.6 Hz, 1H), 7.64 (s, 1H), 7.36 (d, J = 1.8 Hz, 1H), 7.08 (t, J = 8.0 Hz, 1H), 6.99 (d, J = 8.1 Hz, 1H), 6.49 (d, J = 7.6 Hz, 1H), 4.83 (d, J = 3.0 Hz, 1H), 4.76–4.95 (m, 1H), 4.35–4.50 (m, 2H), 3.87 (s, 3H), 3.03–3.17 (m, 2H), 2.22–2.35 (m, 1H), 2.09–2.22 (m, 1H), 2.07 (s, 3H), 1.90–2.04 (m, 1H), 1.65–1.77 (m, 2H), 1.48–1.65 (m, 3H), 0.94 (d, J = 6.3 Hz, 3H), 0.89 (d, J = 6.3 Hz, 3H); MS (ESI+) for C26H34N4O7m/z 515.2 (M + H)+.
T327 1502-1567 Sentence denotes Anal. calcd for C26H34N4O7·0.65 H2O: C, 59.34; H, 6.76; N, 10.65.
T328 1568-1603 Sentence denotes Found: C, 59.41; H, 6.63; N, 10.68.

LitCovid-PubTator

Id Subject Object Predicate Lexical cue tao:has_database_id
1142 672-677 Chemical denotes water MESH:D014867
1143 706-721 Chemical denotes dichloromethane MESH:D008752
1144 779-784 Chemical denotes water MESH:D014867
1145 798-803 Chemical denotes brine MESH:C017082
1146 899-907 Chemical denotes methanol MESH:D000432
1147 908-923 Chemical denotes dichloromethane MESH:D008752
1148 1518-1528 Chemical denotes C26H34N4O7
1149 1534-1537 Chemical denotes H2O
1150 1539-1540 Chemical denotes C MESH:D002244
1151 1558-1559 Chemical denotes N MESH:D009584
1152 1575-1576 Chemical denotes C MESH:D002244
1153 1594-1595 Chemical denotes N MESH:D009584