PMC:7571312 / 110291-111407 JSONTXT

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LitCovid-PD-CLO

Id Subject Object Predicate Lexical cue
T47 419-420 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T48 665-666 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T49 970-974 http://purl.obolibrary.org/obo/CLO_0001527 denotes 9, 4
T50 1074-1076 http://purl.obolibrary.org/obo/CLO_0007874 denotes MS
T51 1109-1114 http://purl.obolibrary.org/obo/CLO_0007706 denotes M + H

LitCovid-PD-CHEBI

Id Subject Object Predicate Lexical cue chebi_id
T28717 77-83 Chemical denotes chloro http://purl.obolibrary.org/obo/CHEBI_47853
T75985 86-89 Chemical denotes oxo http://purl.obolibrary.org/obo/CHEBI_46629
T93605 120-126 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T23417 127-133 Chemical denotes propyl http://purl.obolibrary.org/obo/CHEBI_26308
T79368 134-139 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T99383 140-148 Chemical denotes carbonyl http://purl.obolibrary.org/obo/CHEBI_23019
T20650 150-163 Chemical denotes 3-methylbutyl http://purl.obolibrary.org/obo/CHEBI_30359
T98371 167-174 Chemical denotes methoxy http://purl.obolibrary.org/obo/CHEBI_32772|http://purl.obolibrary.org/obo/CHEBI_44520
T11205 175-184 Chemical denotes 1H-indole http://purl.obolibrary.org/obo/CHEBI_16881
T38417 175-177 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T2963 178-184 Chemical denotes indole http://purl.obolibrary.org/obo/CHEBI_35581
T81836 187-198 Chemical denotes carboxamide http://purl.obolibrary.org/obo/CHEBI_23004|http://purl.obolibrary.org/obo/CHEBI_37622
T2887 216-218 Chemical denotes N2 http://purl.obolibrary.org/obo/CHEBI_17997
T82388 220-239 Chemical denotes tert-butoxycarbonyl http://purl.obolibrary.org/obo/CHEBI_48502
T36552 252-258 Chemical denotes chloro http://purl.obolibrary.org/obo/CHEBI_47853
T41180 261-264 Chemical denotes oxo http://purl.obolibrary.org/obo/CHEBI_46629
T25341 295-301 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T67454 302-308 Chemical denotes propyl http://purl.obolibrary.org/obo/CHEBI_26308
T32311 312-318 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T33330 342-357 Chemical denotes tetrahydrofuran http://purl.obolibrary.org/obo/CHEBI_26911
T34206 360-375 Chemical denotes carboxylic acid http://purl.obolibrary.org/obo/CHEBI_33575
T93178 371-375 Chemical denotes acid http://purl.obolibrary.org/obo/CHEBI_37527
T50341 502-512 Chemical denotes chloroform http://purl.obolibrary.org/obo/CHEBI_35255
T2028 534-542 Chemical denotes methanol http://purl.obolibrary.org/obo/CHEBI_17790
T57067 558-566 Chemical denotes methanol http://purl.obolibrary.org/obo/CHEBI_17790
T40698 585-595 Chemical denotes chloroform http://purl.obolibrary.org/obo/CHEBI_35255
T98231 686-688 Chemical denotes Rf http://purl.obolibrary.org/obo/CHEBI_33346
T67200 702-717 Chemical denotes dichloromethane http://purl.obolibrary.org/obo/CHEBI_15767
T89807 718-726 Chemical denotes methanol http://purl.obolibrary.org/obo/CHEBI_17790
T95015 729-731 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T56651 746-750 Chemical denotes DMSO http://purl.obolibrary.org/obo/CHEBI_28262
T14914 776-778 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T86751 800-802 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T86812 814-816 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T65558 847-849 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T50688 866-868 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T71028 894-896 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T41625 913-915 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T77264 932-934 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T56858 979-981 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T99463 1017-1019 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T29043 1074-1076 Chemical denotes MS http://purl.obolibrary.org/obo/CHEBI_73613

LitCovid-sentences

Id Subject Object Predicate Lexical cue
T602 0-435 Sentence denotes Following the procedure described for the preparation 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 but substituting N2-(tert-butoxycarbonyl)-N1-((1S)-3-chloro-2-oxo-1-{[(3S)-2-oxopyrrolidin-3-yl]methyl}propyl)-4-methyl-l-leucinamide and (2R)-tetrahydrofuran-2-carboxylic acid and making noncritical variations provided a crude product.
T603 436-685 Sentence denotes This crude material was purified by Biotage MPLC (40 M cartridge, chloroform mobile phase with 2% methanol followed by 3% methanol, sample loaded in chloroform) resulting in the isolation of 1.13 g (61%) of the title compound as a light yellow foam.
T604 686-1116 Sentence denotes Rf = 0.27 (95:5 dichloromethane/methanol); 1H NMR (400 MHz, DMSO-d6) δ 8.47 (d, J = 8 Hz, 1H), 7.72 (d, J = 8 Hz, 1H), 7.68 (s, 1H), 4.55 (s, 2H), 4.44–4.36 (m, 1H), 4.35–4.27 (m, 1H), 4.21 (dd, J = 8, 5 Hz, 1H), 3.95–3.86 (m, 1H), 3.79–3.71 (m, 1H), 3.18–3.07 (m, 2H), 2.21 (td, J = 9, 4 Hz, 1H), 2.13–2.03 (m, 2H), 1.97–1.88 (m, 1H), 1.85–1.74 (m, 3H), 1.68–1.56 (m, 4H), 0.88 (s, 9H); MS (ESI+) for C20H32ClN3O5m/z 430 (M + H).

LitCovid-PubTator

Id Subject Object Predicate Lexical cue tao:has_database_id
1992 502-512 Chemical denotes chloroform MESH:D002725
1993 534-542 Chemical denotes methanol MESH:D000432
1994 558-566 Chemical denotes methanol MESH:D000432
1995 585-595 Chemical denotes chloroform MESH:D002725