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PMC:7571312 / 68240-69742
Annnotations
LitCovid-PD-CLO
Id | Subject | Object | Predicate | Lexical cue |
---|---|---|---|---|
T533 | 108-109 | http://purl.obolibrary.org/obo/CLO_0001020 | denotes | A |
T534 | 229-232 | http://purl.obolibrary.org/obo/CLO_0001360 | denotes | 412 |
T535 | 533-536 | http://purl.obolibrary.org/obo/CLO_0053733 | denotes | 1:1 |
T536 | 541-544 | http://purl.obolibrary.org/obo/CLO_0009952 | denotes | sat |
T537 | 635-643 | http://purl.obolibrary.org/obo/OBI_0100026 | denotes | organics |
T538 | 635-643 | http://purl.obolibrary.org/obo/UBERON_0000468 | denotes | organics |
T539 | 734-735 | http://purl.obolibrary.org/obo/CLO_0001020 | denotes | a |
T540 | 780-782 | http://purl.obolibrary.org/obo/CL_0000453 | denotes | LC |
T541 | 803-806 | http://purl.obolibrary.org/obo/CLO_0001000 | denotes | 3–5 |
T542 | 966-967 | http://purl.obolibrary.org/obo/CLO_0001020 | denotes | a |
T543 | 1237-1239 | http://purl.obolibrary.org/obo/CLO_0053733 | denotes | 11 |
T544 | 1292-1294 | http://purl.obolibrary.org/obo/CLO_0007874 | denotes | MS |
T545 | 1329-1334 | http://purl.obolibrary.org/obo/CLO_0007706 | denotes | M + H |
LitCovid-PD-CHEBI
Id | Subject | Object | Predicate | Lexical cue | chebi_id |
---|---|---|---|---|---|
T37154 | 0-2 | Chemical | denotes | N2 | http://purl.obolibrary.org/obo/CHEBI_17997 |
T37988 | 36-42 | Chemical | denotes | chloro | http://purl.obolibrary.org/obo/CHEBI_47853 |
T40575 | 45-48 | Chemical | denotes | oxo | http://purl.obolibrary.org/obo/CHEBI_46629 |
T87309 | 79-85 | Chemical | denotes | methyl | http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309 |
T15226 | 86-92 | Chemical | denotes | propyl | http://purl.obolibrary.org/obo/CHEBI_26308 |
T71708 | 110-118 | Chemical | denotes | solution | http://purl.obolibrary.org/obo/CHEBI_75958 |
T84983 | 137-142 | Chemical | denotes | amino | http://purl.obolibrary.org/obo/CHEBI_46882 |
T723 | 145-151 | Chemical | denotes | chloro | http://purl.obolibrary.org/obo/CHEBI_47853 |
T70140 | 163-179 | Chemical | denotes | pyrrolidin-2-one | http://purl.obolibrary.org/obo/CHEBI_36592 |
T48078 | 180-193 | Chemical | denotes | hydrochloride | http://purl.obolibrary.org/obo/CHEBI_36807 |
T8628 | 217-220 | Chemical | denotes | Boc | http://purl.obolibrary.org/obo/CHEBI_48502 |
T92797 | 221-224 | Chemical | denotes | Leu | http://purl.obolibrary.org/obo/CHEBI_15603|http://purl.obolibrary.org/obo/CHEBI_25017|http://purl.obolibrary.org/obo/CHEBI_30006 |
T24507 | 250-253 | Chemical | denotes | DMF | http://purl.obolibrary.org/obo/CHEBI_17741 |
T64579 | 295-297 | Chemical | denotes | N2 | http://purl.obolibrary.org/obo/CHEBI_17997 |
T4261 | 341-349 | Chemical | denotes | solution | http://purl.obolibrary.org/obo/CHEBI_75958 |
T97970 | 469-476 | Chemical | denotes | mixture | http://purl.obolibrary.org/obo/CHEBI_60004 |
T81782 | 553-559 | Chemical | denotes | NaHCO3 | http://purl.obolibrary.org/obo/CHEBI_32139 |
T74303 | 599-612 | Chemical | denotes | ethyl acetate | http://purl.obolibrary.org/obo/CHEBI_27750 |
T61396 | 599-604 | Chemical | denotes | ethyl | http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801 |
T89842 | 605-612 | Chemical | denotes | acetate | http://purl.obolibrary.org/obo/CHEBI_30089|http://purl.obolibrary.org/obo/CHEBI_47622 |
T65022 | 692-697 | Chemical | denotes | MgSO4 | http://purl.obolibrary.org/obo/CHEBI_32599 |
T8881 | 780-782 | Chemical | denotes | LC | http://purl.obolibrary.org/obo/CHEBI_73582 |
T68823 | 797-801 | Chemical | denotes | SiO2 | http://purl.obolibrary.org/obo/CHEBI_30563 |
T743 | 808-816 | Chemical | denotes | methanol | http://purl.obolibrary.org/obo/CHEBI_17790 |
T78694 | 817-827 | Chemical | denotes | chloroform | http://purl.obolibrary.org/obo/CHEBI_35255 |
T745 | 855-857 | Chemical | denotes | N2 | http://purl.obolibrary.org/obo/CHEBI_17997 |
T61338 | 859-878 | Chemical | denotes | tert-butoxycarbonyl | http://purl.obolibrary.org/obo/CHEBI_48502 |
T3870 | 891-897 | Chemical | denotes | chloro | http://purl.obolibrary.org/obo/CHEBI_47853 |
T57417 | 900-903 | Chemical | denotes | oxo | http://purl.obolibrary.org/obo/CHEBI_46629 |
T92113 | 934-940 | Chemical | denotes | methyl | http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309 |
T3316 | 941-947 | Chemical | denotes | propyl | http://purl.obolibrary.org/obo/CHEBI_26308 |
T18208 | 980-982 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T73895 | 988-992 | Chemical | denotes | DMSO | http://purl.obolibrary.org/obo/CHEBI_28262 |
T54705 | 1018-1020 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T9003 | 1032-1034 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T95148 | 1056-1058 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T46407 | 1081-1083 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T29864 | 1106-1108 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T48792 | 1120-1122 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T760 | 1134-1136 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T761 | 1148-1150 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T38397 | 1162-1164 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T72464 | 1176-1178 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T73628 | 1190-1192 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T33402 | 1204-1206 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T766 | 1292-1294 | Chemical | denotes | MS | http://purl.obolibrary.org/obo/CHEBI_73613 |
T68140 | 1371-1374 | Chemical | denotes | H2O | http://purl.obolibrary.org/obo/CHEBI_15377 |
LitCovid-sentences
Id | Subject | Object | Predicate | Lexical cue |
---|---|---|---|---|
T420 | 0-107 | Sentence | denotes | N2-(tert-Butoxycarbonyl)-N1-((1S)-3-chloro-2-oxo-1-{[(3S)-2-oxopyrrolidin-3-yl]methyl}propyl)-l-leucinamide |
T421 | 108-317 | Sentence | denotes | A solution of (3S)-3-[(2S)-2-amino-4-chloro-3-oxobutyl]pyrrolidin-2-one hydrochloride (391 mg, 1.6 mmol) and Boc-Leu-OH (412 mg, 1.8 mmol) in DMF (9 mL) was placed under an atmosphere of N2 and cooled to 0 °C. |
T422 | 318-455 | Sentence | denotes | This clear pale yellow solution was successively treated with HATU (678 mg, 1.8 mmol) followed by N-methylmorpholine (0.41 mL, 3.7 mmol). |
T423 | 456-621 | Sentence | denotes | The reaction mixture gradually became opaque and after 1 h was quenched with 1:1 ice/sat aqueous NaHCO3 (40 mL) and extracted three times with ethyl acetate (40 mL). |
T424 | 622-749 | Sentence | denotes | The combined organics were washed once with brine (30 mL), dried over MgSO4, filtered, and concentrated to give a yellow syrup. |
T425 | 750-979 | Sentence | denotes | This material was purified by LC (50 g 230–400 SiO2, 3–5% methanol/chloroform) to afford 636 mg (40%) of N2-(tert-butoxycarbonyl)-N1-((1S)-3-chloro-2-oxo-1-{[(3S)-2-oxopyrrolidin-3-yl]methyl}propyl)-l-leucinamide as a white foam. |
T426 | 980-1337 | Sentence | denotes | 1H NMR (DMSO-d6) δ 8.47 (d, J = 8 Hz, 1H), 7.64 (s, 1H), 7.04 (d, J = 8 Hz, 1H), 4.60 (d, J = 16 Hz, 1H), 4.53 (d, J = 16 Hz, 1H), 4.40 (m, 1H), 3.90 (m, 1H), 3.16 (m, 1H), 3.08 (m, 1H), 2.24 (m, 1H), 2.10 (m, 1H), 1.98 (m, 1H), 1.63 (m, 2H), 1.45–1.37 (m, 11 H), 0.89 (d, J = 4 Hz, 3H), 0.85 (d, J = 4 Hz, 3H); MS (ESI+) for C19H32ClN3O5m/z 418.1 (M + H)+. |
T427 | 1338-1403 | Sentence | denotes | Anal. calcd for C19H32ClN3O5·0.6 H2O: C, 53.22; H, 7.81; N, 9.80. |
T428 | 1404-1438 | Sentence | denotes | Found: C, 53.00; H, 7.65; N, 9.54. |
T429 | 1439-1502 | Sentence | denotes | HRMS (ESI+) calcd for C19H32ClN3O5+H1 418.2103, found 418.2091. |
LitCovid-PubTator
Id | Subject | Object | Predicate | Lexical cue | tao:has_database_id |
---|---|---|---|---|---|
1492 | 217-220 | Gene | denotes | Boc | Gene:91653 |
1493 | 1471-1476 | Species | denotes | O5+H1 | Tax:2491878 |
1494 | 553-559 | Chemical | denotes | NaHCO3 | MESH:D017693 |
1495 | 599-612 | Chemical | denotes | ethyl acetate | MESH:C007650 |
1496 | 666-671 | Chemical | denotes | brine | MESH:C017082 |
1497 | 692-697 | Chemical | denotes | MgSO4 | MESH:D008278 |
1498 | 797-801 | Chemical | denotes | SiO2 | |
1499 | 808-816 | Chemical | denotes | methanol | MESH:D000432 |
1500 | 817-827 | Chemical | denotes | chloroform | MESH:D002725 |
1501 | 1354-1366 | Chemical | denotes | C19H32ClN3O5 | |
1502 | 1371-1374 | Chemical | denotes | H2O | |
1503 | 1376-1377 | Chemical | denotes | C | MESH:D002244 |
1504 | 1395-1396 | Chemical | denotes | N | MESH:D009584 |
1505 | 1411-1412 | Chemical | denotes | C | MESH:D002244 |
1506 | 1430-1431 | Chemical | denotes | N | MESH:D009584 |
1507 | 1439-1443 | Disease | denotes | HRMS |