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PMC:7571312 / 55730-56885 JSONTXT

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LitCovid-PD-CLO

Id Subject Object Predicate Lexical cue
T487 374-375 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T488 1010-1012 http://purl.obolibrary.org/obo/CLO_0007874 denotes MS
T489 1045-1050 http://purl.obolibrary.org/obo/CLO_0007706 denotes M + H

LitCovid-PD-CHEBI

Id Subject Object Predicate Lexical cue chebi_id
T94285 23-36 Chemical denotes 1H-indol-2-yl http://purl.obolibrary.org/obo/CHEBI_51611
T78521 23-25 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T98598 37-45 Chemical denotes carbonyl http://purl.obolibrary.org/obo/CHEBI_23019
T78187 49-55 Chemical denotes leucyl http://purl.obolibrary.org/obo/CHEBI_32630|http://purl.obolibrary.org/obo/CHEBI_37904
T8644 56-61 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T93744 65-68 Chemical denotes oxo http://purl.obolibrary.org/obo/CHEBI_46629
T10728 98-103 Chemical denotes butyl http://purl.obolibrary.org/obo/CHEBI_41264
T6645 197-204 Chemical denotes methoxy http://purl.obolibrary.org/obo/CHEBI_32772|http://purl.obolibrary.org/obo/CHEBI_44520
T24935 205-218 Chemical denotes 1H-indol-2-yl http://purl.obolibrary.org/obo/CHEBI_51611
T51772 205-207 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T11518 219-227 Chemical denotes carbonyl http://purl.obolibrary.org/obo/CHEBI_23019
T90153 231-237 Chemical denotes leucyl http://purl.obolibrary.org/obo/CHEBI_32630|http://purl.obolibrary.org/obo/CHEBI_37904
T51491 238-243 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T274 247-250 Chemical denotes oxo http://purl.obolibrary.org/obo/CHEBI_46629
T275 280-293 Chemical denotes butyl acetate http://purl.obolibrary.org/obo/CHEBI_31328
T1127 280-285 Chemical denotes butyl http://purl.obolibrary.org/obo/CHEBI_41264
T277 286-293 Chemical denotes acetate http://purl.obolibrary.org/obo/CHEBI_30089|http://purl.obolibrary.org/obo/CHEBI_47622
T90786 326-330 Chemical denotes acid http://purl.obolibrary.org/obo/CHEBI_37527
T9344 450-458 Chemical denotes methanol http://purl.obolibrary.org/obo/CHEBI_17790
T77856 459-474 Chemical denotes dichloromethane http://purl.obolibrary.org/obo/CHEBI_15767
T282 522-524 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T23848 539-543 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T17625 572-574 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T285 598-600 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T76411 624-626 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T22480 676-678 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T20382 702-704 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T289 728-730 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T23836 754-756 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T31815 780-782 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T292 806-808 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T87127 825-827 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T93964 896-898 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T91601 915-917 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T93656 934-936 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T26375 1010-1012 Chemical denotes MS http://purl.obolibrary.org/obo/CHEBI_73613
T77524 1086-1089 Chemical denotes H2O http://purl.obolibrary.org/obo/CHEBI_15377

LitCovid-sentences

Id Subject Object Predicate Lexical cue
T359 0-124 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-Cyanobenzoate (19)
T360 125-390 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-cyanobenzoic acid and making noncritical variations provided a crude product.
T361 391-521 Sentence denotes This material was purified by Biotage MPLC (25 M, 2.5–4.5% methanol/dichloromethane) to afford 159 mg (75%) of the title compound.
T362 522-1053 Sentence denotes 1H NMR (400 MHz, DMSO-d6) δ 11.58 (d, J = 2.0 Hz, 1H), 8.64 (d, J = 8.1 Hz, 1H), 8.46 (d, J = 7.6 Hz, 1H), 8.09–8.14 (m, 2H), 7.99–8.05 (m, 2H), 7.66 (s, 1H), 7.37 (d, J = 1.5 Hz, 1H), 7.08 (t, J = 8.0 Hz, 1H), 6.99 (d, J = 8.3 Hz, 1H), 6.50 (d, J = 7.6 Hz, 1H), 5.17 (d, J = 2.8 Hz, 1H), 5.11–5.27 (m, 1H), 4.44–4.53 (m, 2H), 3.87 (s, 3H), 3.04–3.17 (m, 2H), 2.28–2.38 (m, 1H), 2.07–2.26 (m, 1H), 1.97–2.06 (m, 1H), 1.51–1.78 (m, 5H), 0.94 (d, J = 6.3 Hz, 3H), 0.89 (d, J = 6.3 Hz, 3H); MS (ESI+) for C32H35N5O7m/z 602.2 (M + H)+.
T363 1054-1119 Sentence denotes Anal. calcd for C32H35N5O7·0.90 H2O: C, 62.21; H, 6.00; N, 11.33.
T364 1120-1155 Sentence denotes Found: C, 62.23; H, 6.06; N, 11.58.

LitCovid-PubTator

Id Subject Object Predicate Lexical cue tao:has_database_id
1257 311-330 Chemical denotes 4-cyanobenzoic acid MESH:C097383
1258 450-458 Chemical denotes methanol MESH:D000432
1259 459-474 Chemical denotes dichloromethane MESH:D008752
1260 1070-1080 Chemical denotes C32H35N5O7
1261 1086-1089 Chemical denotes H2O
1262 1091-1092 Chemical denotes C MESH:D002244
1263 1110-1111 Chemical denotes N MESH:D009584
1264 1127-1128 Chemical denotes C MESH:D002244
1265 1146-1147 Chemical denotes N MESH:D009584