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PMC:7571312 / 56887-58040 JSONTXT

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LitCovid-PD-CLO

Id Subject Object Predicate Lexical cue
T490 376-377 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T491 999-1001 http://purl.obolibrary.org/obo/CLO_0007874 denotes MS
T492 1035-1040 http://purl.obolibrary.org/obo/CLO_0007706 denotes M + H

LitCovid-PD-CHEBI

Id Subject Object Predicate Lexical cue chebi_id
T32873 23-36 Chemical denotes 1H-indol-2-yl http://purl.obolibrary.org/obo/CHEBI_51611
T23379 23-25 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T37336 37-45 Chemical denotes carbonyl http://purl.obolibrary.org/obo/CHEBI_23019
T2370 49-55 Chemical denotes leucyl http://purl.obolibrary.org/obo/CHEBI_32630|http://purl.obolibrary.org/obo/CHEBI_37904
T73933 56-61 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T50653 65-68 Chemical denotes oxo http://purl.obolibrary.org/obo/CHEBI_46629
T42320 98-103 Chemical denotes butyl http://purl.obolibrary.org/obo/CHEBI_41264
T81899 104-120 Chemical denotes 4-Fluorobenzoate http://purl.obolibrary.org/obo/CHEBI_27893
T9552 198-205 Chemical denotes methoxy http://purl.obolibrary.org/obo/CHEBI_32772|http://purl.obolibrary.org/obo/CHEBI_44520
T310 206-219 Chemical denotes 1H-indol-2-yl http://purl.obolibrary.org/obo/CHEBI_51611
T32526 206-208 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T40996 220-228 Chemical denotes carbonyl http://purl.obolibrary.org/obo/CHEBI_23019
T9241 232-238 Chemical denotes leucyl http://purl.obolibrary.org/obo/CHEBI_32630|http://purl.obolibrary.org/obo/CHEBI_37904
T57936 239-244 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T64563 248-251 Chemical denotes oxo http://purl.obolibrary.org/obo/CHEBI_46629
T79903 281-294 Chemical denotes butyl acetate http://purl.obolibrary.org/obo/CHEBI_31328
T318 281-286 Chemical denotes butyl http://purl.obolibrary.org/obo/CHEBI_41264
T27698 287-294 Chemical denotes acetate http://purl.obolibrary.org/obo/CHEBI_30089|http://purl.obolibrary.org/obo/CHEBI_47622
T7101 312-332 Chemical denotes 4-fluorobenzoic acid http://purl.obolibrary.org/obo/CHEBI_20364
T51290 314-332 Chemical denotes fluorobenzoic acid http://purl.obolibrary.org/obo/CHEBI_24071
T28381 328-332 Chemical denotes acid http://purl.obolibrary.org/obo/CHEBI_37527
T46812 452-460 Chemical denotes methanol http://purl.obolibrary.org/obo/CHEBI_17790
T60273 461-476 Chemical denotes dichloromethane http://purl.obolibrary.org/obo/CHEBI_15767
T326 524-526 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T88966 541-545 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T328 574-576 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T25584 600-602 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T53007 626-628 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T39591 672-674 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T22988 717-719 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T45786 743-745 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T4900 769-771 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T97125 795-797 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T24094 814-816 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T42946 885-887 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T56337 904-906 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T14470 923-925 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T1882 999-1001 Chemical denotes MS http://purl.obolibrary.org/obo/CHEBI_73613
T64203 1077-1080 Chemical denotes H2O http://purl.obolibrary.org/obo/CHEBI_15377
T20111 1086-1089 Chemical denotes DCM http://purl.obolibrary.org/obo/CHEBI_15767

LitCovid-sentences

Id Subject Object Predicate Lexical cue
T365 0-125 Sentence denotes (3S)-3-({N-[(4-Methoxy-1H-indol-2-yl)carbonyl]-l-leucyl}amino)-2-oxo-4-[(3S)-2-oxopyrrolidin-3-yl]butyl 4-Fluorobenzoate (20)
T366 126-392 Sentence denotes Following the procedure described for the preparation of (3S)-3-({N-[(4-methoxy-1H-indol-2-yl)carbonyl]-l-leucyl}amino)-2-oxo-4-[(3S)-2-oxopyrrolidin-3-yl]butyl acetate but substituting 4-fluorobenzoic acid and making noncritical variations provided a crude product.
T367 393-523 Sentence denotes This material was purified by Biotage MPLC (25 M, 2.5–4.5% methanol/dichloromethane) to afford 136 mg (65%) of the title compound.
T368 524-1043 Sentence denotes 1H NMR (400 MHz, DMSO-d6) δ 11.58 (d, J = 2.0 Hz, 1H), 8.63 (d, J = 7.8 Hz, 1H), 8.46 (d, J = 7.6 Hz, 1H), 8.04 (dd, J = 8.6, 5.6 Hz, 2H), 7.65 (s, 1H), 7.35–7.41 (m, 3H), 7.08 (t, J = 8.0 Hz, 1H), 6.99 (d, J = 8.1 Hz, 1H), 6.50 (d, J = 7.6 Hz, 1H), 5.12 (d, J = 1.3 Hz, 1H), 5.06–5.23 (m, 1H), 4.44–4.52 (m, 2H), 3.87 (s, 3H), 3.04–3.17 (m, 2H), 2.28–2.38 (m, 1H), 2.07–2.26 (m, 1H), 1.98–2.06 (m, 1H), 1.52–1.79 (m, 5H), 0.94 (d, J = 6.3 Hz, 3H), 0.89 (d, J = 6.3 Hz, 3H); MS (ESI+) for C31H35FN4O7m/z 595.2 (M + H)+.
T369 1044-1118 Sentence denotes Anal. calcd for C31H35FN4O7·0.59 H2O·0.06 DCM: C, 61.28; H, 5.98; N, 9.20.
T370 1119-1153 Sentence denotes Found: C, 61.27; H, 5.98; N, 9.11.

LitCovid-PD-HP

Id Subject Object Predicate Lexical cue hp_id
T9 1086-1089 Phenotype denotes DCM http://purl.obolibrary.org/obo/HP_0001644

LitCovid-PubTator

Id Subject Object Predicate Lexical cue tao:has_database_id
1276 312-332 Chemical denotes 4-fluorobenzoic acid MESH:C022893
1277 452-460 Chemical denotes methanol MESH:D000432
1278 461-476 Chemical denotes dichloromethane MESH:D008752
1279 1060-1071 Chemical denotes C31H35FN4O7
1280 1077-1080 Chemical denotes H2O
1281 1086-1089 Chemical denotes DCM MESH:D008752
1282 1091-1092 Chemical denotes C MESH:D002244
1283 1110-1111 Chemical denotes N MESH:D009584
1284 1126-1127 Chemical denotes C MESH:D002244
1285 1145-1146 Chemical denotes N MESH:D009584