
PMC:7571312 / 61422-62587
Annnotations
LitCovid-PD-CLO
Id | Subject | Object | Predicate | Lexical cue |
---|---|---|---|---|
T507 | 388-389 | http://purl.obolibrary.org/obo/CLO_0001020 | denotes | a |
T508 | 537-538 | http://purl.obolibrary.org/obo/CLO_0001020 | denotes | a |
T509 | 944-946 | http://purl.obolibrary.org/obo/CLO_0007874 | denotes | MS |
T510 | 981-986 | http://purl.obolibrary.org/obo/CLO_0007706 | denotes | M – H |
LitCovid-PD-CHEBI
Id | Subject | Object | Predicate | Lexical cue | chebi_id |
---|---|---|---|---|---|
T24870 | 23-36 | Chemical | denotes | 1H-indol-2-yl | http://purl.obolibrary.org/obo/CHEBI_51611 |
T472 | 23-25 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T92714 | 37-45 | Chemical | denotes | carbonyl | http://purl.obolibrary.org/obo/CHEBI_23019 |
T474 | 49-55 | Chemical | denotes | leucyl | http://purl.obolibrary.org/obo/CHEBI_32630|http://purl.obolibrary.org/obo/CHEBI_37904 |
T476 | 56-61 | Chemical | denotes | amino | http://purl.obolibrary.org/obo/CHEBI_46882 |
T91368 | 65-68 | Chemical | denotes | oxo | http://purl.obolibrary.org/obo/CHEBI_46629 |
T15436 | 98-103 | Chemical | denotes | butyl | http://purl.obolibrary.org/obo/CHEBI_41264 |
T58230 | 113-130 | Chemical | denotes | 2-hydroxybenzoate | http://purl.obolibrary.org/obo/CHEBI_30762 |
T82477 | 115-130 | Chemical | denotes | hydroxybenzoate | http://purl.obolibrary.org/obo/CHEBI_24675 |
T47760 | 208-215 | Chemical | denotes | methoxy | http://purl.obolibrary.org/obo/CHEBI_32772|http://purl.obolibrary.org/obo/CHEBI_44520 |
T73517 | 216-229 | Chemical | denotes | 1H-indol-2-yl | http://purl.obolibrary.org/obo/CHEBI_51611 |
T54590 | 216-218 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T20498 | 230-238 | Chemical | denotes | carbonyl | http://purl.obolibrary.org/obo/CHEBI_23019 |
T94492 | 242-248 | Chemical | denotes | leucyl | http://purl.obolibrary.org/obo/CHEBI_32630|http://purl.obolibrary.org/obo/CHEBI_37904 |
T81538 | 249-254 | Chemical | denotes | amino | http://purl.obolibrary.org/obo/CHEBI_46882 |
T33480 | 258-261 | Chemical | denotes | oxo | http://purl.obolibrary.org/obo/CHEBI_46629 |
T23080 | 291-304 | Chemical | denotes | butyl acetate | http://purl.obolibrary.org/obo/CHEBI_31328 |
T88395 | 291-296 | Chemical | denotes | butyl | http://purl.obolibrary.org/obo/CHEBI_41264 |
T81533 | 297-304 | Chemical | denotes | acetate | http://purl.obolibrary.org/obo/CHEBI_30089|http://purl.obolibrary.org/obo/CHEBI_47622 |
T18088 | 340-344 | Chemical | denotes | acid | http://purl.obolibrary.org/obo/CHEBI_37527 |
T5642 | 464-472 | Chemical | denotes | methanol | http://purl.obolibrary.org/obo/CHEBI_17790 |
T10616 | 473-488 | Chemical | denotes | dichloromethane | http://purl.obolibrary.org/obo/CHEBI_15767 |
T19363 | 550-552 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T46759 | 558-562 | Chemical | denotes | DMSO | http://purl.obolibrary.org/obo/CHEBI_28262 |
T499 | 579-581 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T9341 | 595-597 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T35490 | 619-621 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T502 | 643-645 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T71559 | 667-669 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T73360 | 681-683 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T9054 | 695-697 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T506 | 747-749 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T24379 | 853-855 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T508 | 944-946 | Chemical | denotes | MS | http://purl.obolibrary.org/obo/CHEBI_73613 |
T35582 | 1023-1026 | Chemical | denotes | H2O | http://purl.obolibrary.org/obo/CHEBI_15377 |
T8877 | 1032-1037 | Chemical | denotes | CHCl3 | http://purl.obolibrary.org/obo/CHEBI_35255 |
LitCovid-sentences
Id | Subject | Object | Predicate | Lexical cue |
---|---|---|---|---|
T388 | 0-135 | 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-Chloro-2-hydroxybenzoate (24) |
T389 | 136-408 | 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-chlorosalicylic acid and making noncritical variations provided a crude brown syrup. |
T390 | 409-549 | Sentence | denotes | This material was purified by Biotage MPLC (25 M, 2–3% methanol/dichloromethane) to afford 64 mg (25%) of the title compound as a tan solid. |
T391 | 550-1066 | Sentence | denotes | 1H NMR (DMSO-d6) δ 11.58 (s, 1H), 10.50 (bs, 1H), 8.65 (d, J = 8 Hz, 1H), 8.46 (d, J = 8 Hz, 1H), 7.81 (d, J = 8 Hz, 1H), 7.63 (m, 1H), 7.37 (s, 1H), 7.08 (m, 2H), 7.00 (m, 2H), 6.50 (d, J = 8 Hz, 1H), 5.16 (d, J = 16 Hz, 2H), 5.11 (d, J = 16 Hz, 2H), 4.49 (m, 2H), 3.87 (s, 3H), 3.13 (m, 2H), 2.32 (m, 1H), 2.11–1.98 (m, 2H), 1.76–1.55 (m, 5H), 0.94 (d, J = 6 Hz, 3H), 0.89 (d, J = 6 Hz, 3H); MS (ESI-) for C31H35ClN4O8m/z 625.1 (M – H)−; anal. calcd for C31H35ClN4O8·0.1 H2O·0.14 CHCl3: C, 57.93; H, 5.52; N, 8.68. |
T392 | 1067-1165 | Sentence | denotes | Found: C, 58.04; H, 5.78; N, 8.74; HRMS (ESI+) calcd for C31H35ClN4O8+H1 627.2216, found 627.2219. |
LitCovid-PubTator
Id | Subject | Object | Predicate | Lexical cue | tao:has_database_id |
---|---|---|---|---|---|
1350 | 322-344 | Chemical | denotes | 4-chlorosalicylic acid | MESH:C479918 |
1351 | 464-472 | Chemical | denotes | methanol | MESH:D000432 |
1352 | 473-488 | Chemical | denotes | dichloromethane | MESH:D008752 |
1353 | 1006-1018 | Chemical | denotes | C31H35ClN4O8 | |
1354 | 1023-1026 | Chemical | denotes | H2O | |
1355 | 1032-1037 | Chemical | denotes | CHCl3 | |
1356 | 1039-1040 | Chemical | denotes | C | MESH:D002244 |
1357 | 1058-1059 | Chemical | denotes | N | MESH:D009584 |
1358 | 1074-1075 | Chemical | denotes | C | MESH:D002244 |
1359 | 1093-1094 | Chemical | denotes | N | MESH:D009584 |
1360 | 1124-1136 | Chemical | denotes | C31H35ClN4O8 | |
1361 | 1102-1106 | Disease | denotes | HRMS |