
PMC:7291971 / 81149-82394
Annnotations
LitCovid-PMC-OGER-BB
Id | Subject | Object | Predicate | Lexical cue |
---|---|---|---|---|
T1619 | 50-65 | CHEBI:50488;CHEBI:50488 | denotes | dihydroxyoxolan |
T1620 | 66-67 | CHEBI:53233;CHEBI:53233 | denotes | 2 |
T1621 | 68-71 | CHEBI:53233;CHEBI:53233 | denotes | yl] |
T1622 | 71-77 | CHEBI:29309;CHEBI:29309 | denotes | methyl |
T1623 | 108-118 | CHEBI:30756;CHEBI:30756 | denotes | purin-9-yl |
T1624 | 120-122 | CHEBI:34018;CHEBI:34018 | denotes | 4- |
T1625 | 122-129 | CHEBI:43176;CHEBI:43176 | denotes | hydroxy |
T1626 | 130-131 | CHEBI:34018;CHEBI:34018 | denotes | 5 |
T1627 | 133-146 | CHEBI:24712;CHEBI:24712 | denotes | hydroxymethyl |
T1628 | 147-153 | CHEBI:26911;CHEBI:26911 | denotes | oxolan |
T1629 | 153-154 | CHEBI:15533;CHEBI:15533 | denotes | - |
T1630 | 154-155 | CHEBI:53233;CHEBI:53233 | denotes | 3 |
T1631 | 155-158 | CHEBI:15533;CHEBI:15533 | denotes | -yl |
T1632 | 158-159 | CHEBI:53233;CHEBI:53233 | denotes | ] |
T1633 | 159-162 | CHEBI:15533;CHEBI:15533 | denotes | oxy |
T1634 | 172-185 | CHEBI:23132;CHEBI:23132 | denotes | chlorobenzene |
T1635 | 185-186 | CHEBI:34674;CHEBI:34674 | denotes | - |
T1636 | 186-188 | CHEBI:28714;CHEBI:28714 | denotes | 1- |
T1637 | 188-199 | CHEBI:35358;CHEBI:35358 | denotes | sulfonamide |
T1638 | 288-300 | CHEBI:38472;CHEBI:38472 | denotes | acetonitrile |
T1639 | 970-973 | CHEBI:36927;CHEBI:36927 | denotes | 13C |
T17925 | 50-65 | CHEBI:50488;CHEBI:50488 | denotes | dihydroxyoxolan |
T82388 | 66-67 | CHEBI:53233;CHEBI:53233 | denotes | 2 |
T10723 | 68-71 | CHEBI:53233;CHEBI:53233 | denotes | yl] |
T18753 | 71-77 | CHEBI:29309;CHEBI:29309 | denotes | methyl |
T64138 | 108-118 | CHEBI:30756;CHEBI:30756 | denotes | purin-9-yl |
T73883 | 120-122 | CHEBI:34018;CHEBI:34018 | denotes | 4- |
T72492 | 122-129 | CHEBI:43176;CHEBI:43176 | denotes | hydroxy |
T63934 | 130-131 | CHEBI:34018;CHEBI:34018 | denotes | 5 |
T56249 | 133-146 | CHEBI:24712;CHEBI:24712 | denotes | hydroxymethyl |
T30756 | 147-153 | CHEBI:26911;CHEBI:26911 | denotes | oxolan |
T28674 | 153-154 | CHEBI:15533;CHEBI:15533 | denotes | - |
T56815 | 154-155 | CHEBI:53233;CHEBI:53233 | denotes | 3 |
T26876 | 155-158 | CHEBI:15533;CHEBI:15533 | denotes | -yl |
T17690 | 158-159 | CHEBI:53233;CHEBI:53233 | denotes | ] |
T8379 | 159-162 | CHEBI:15533;CHEBI:15533 | denotes | oxy |
T16867 | 172-185 | CHEBI:23132;CHEBI:23132 | denotes | chlorobenzene |
T31770 | 185-186 | CHEBI:34674;CHEBI:34674 | denotes | - |
T99552 | 186-188 | CHEBI:28714;CHEBI:28714 | denotes | 1- |
T7605 | 188-199 | CHEBI:35358;CHEBI:35358 | denotes | sulfonamide |
T88840 | 288-300 | CHEBI:38472;CHEBI:38472 | denotes | acetonitrile |
T96112 | 970-973 | CHEBI:36927;CHEBI:36927 | denotes | 13C |
LitCovid-PubTator
Id | Subject | Object | Predicate | Lexical cue | tao:has_database_id |
---|---|---|---|---|---|
1523 | 288-300 | Chemical | denotes | acetonitrile | MESH:C032159 |
1524 | 304-309 | Chemical | denotes | TEAAc | |
1525 | 449-451 | Chemical | denotes | 1H | |
1526 | 466-472 | Chemical | denotes | DMSO‑d | |
1527 | 487-489 | Chemical | denotes | 1H | |
1528 | 501-503 | Chemical | denotes | 1H | |
1529 | 516-518 | Chemical | denotes | 1H | |
1530 | 531-533 | Chemical | denotes | 1H | |
1531 | 550-552 | Chemical | denotes | 2H | MESH:D003903 |
1532 | 569-571 | Chemical | denotes | 2H | MESH:D003903 |
1533 | 587-589 | Chemical | denotes | 2H | MESH:D003903 |
1534 | 970-973 | Chemical | denotes | 13C | MESH:C000615229 |
1535 | 988-996 | Chemical | denotes | DMSO‑d 6 | |
1536 | 1197-1211 | Chemical | denotes | C28H33N11O9SCl | |
1537 | 1170-1174 | Disease | denotes | HRMS |
LitCovid-PD-CLO
Id | Subject | Object | Predicate | Lexical cue |
---|---|---|---|---|
T428 | 225-227 | http://purl.obolibrary.org/obo/CLO_0001302 | denotes | 34 |
T429 | 261-262 | http://purl.obolibrary.org/obo/CLO_0001020 | denotes | a |
T430 | 358-360 | http://purl.obolibrary.org/obo/CLO_0001382 | denotes | 48 |
T431 | 379-380 | http://purl.obolibrary.org/obo/CLO_0001020 | denotes | a |
T432 | 1213-1216 | http://purl.obolibrary.org/obo/CLO_0007706 | denotes | M+H |
LitCovid-PD-CHEBI
Id | Subject | Object | Predicate | Lexical cue | chebi_id |
---|---|---|---|---|---|
T44785 | 23-44 | Chemical | denotes | 6-amino-9H-purin-9-yl | http://purl.obolibrary.org/obo/CHEBI_30756 |
T6211 | 25-30 | Chemical | denotes | amino | http://purl.obolibrary.org/obo/CHEBI_46882 |
T33920 | 71-77 | Chemical | denotes | methyl | http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309 |
T844 | 97-118 | Chemical | denotes | 6-amino-9H-purin-9-yl | http://purl.obolibrary.org/obo/CHEBI_30756 |
T11852 | 99-104 | Chemical | denotes | amino | http://purl.obolibrary.org/obo/CHEBI_46882 |
T93810 | 122-129 | Chemical | denotes | hydroxy | http://purl.obolibrary.org/obo/CHEBI_43176 |
T29324 | 133-146 | Chemical | denotes | hydroxymethyl | http://purl.obolibrary.org/obo/CHEBI_24712 |
T23641 | 159-162 | Chemical | denotes | oxy | http://purl.obolibrary.org/obo/CHEBI_29354 |
T36442 | 163-168 | Chemical | denotes | ethyl | http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801 |
T851 | 172-185 | Chemical | denotes | chlorobenzene | http://purl.obolibrary.org/obo/CHEBI_28097 |
T32317 | 188-199 | Chemical | denotes | sulfonamide | http://purl.obolibrary.org/obo/CHEBI_35358 |
T99392 | 288-300 | Chemical | denotes | acetonitrile | http://purl.obolibrary.org/obo/CHEBI_38472 |
T60630 | 310-316 | Chemical | denotes | buffer | http://purl.obolibrary.org/obo/CHEBI_35225 |
T42652 | 449-451 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T51810 | 466-470 | Chemical | denotes | DMSO | http://purl.obolibrary.org/obo/CHEBI_28262 |
T67802 | 487-489 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T26836 | 501-503 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T14542 | 516-518 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T27467 | 531-533 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T92762 | 631-633 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T62259 | 657-659 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T32334 | 683-685 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T39588 | 723-725 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T30269 | 749-751 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T23594 | 775-777 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T83151 | 801-803 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T50531 | 827-829 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T12467 | 846-848 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T40390 | 872-874 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T61207 | 965-967 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T42580 | 988-992 | Chemical | denotes | DMSO | http://purl.obolibrary.org/obo/CHEBI_28262 |
LitCovid-sentences
Id | Subject | Object | Predicate | Lexical cue |
---|---|---|---|---|
T540 | 0-204 | Sentence | denotes | 4.1.37 N-{[(2R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}-N-(2-{[(2R,5R)-2-(6-amino-9H-purin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl]oxy}ethyl)-4-chlorobenzene-1-sulfonamide (14) |
T541 | 205-448 | Sentence | denotes | Using method C with 34 (150 mg, 0.15 mmol, 1.00 eq) and a 0–40% linear gradient of acetonitrile in TEAAc buffer 50 mM, pH 7 for purification, 14 (55 mg, 48%) was obtained as a white powder with 96% purity determined by HPLC analysis at 260 nm. |
T542 | 449-969 | Sentence | denotes | 1H NMR (600 MHz, DMSO‑d 6) δ 8.33 (s, 1H), 8.32 (s, 1H), 8.150 (s, 1H), 8.147 (s, 1H), 7.75–7.68 (m, 2H), 7.53–7.49 (m, 2H), 7.35 (br. s, 2H), 7.28 (br. s, 2H), 5.95 (d, J = 5.5 Hz, 1H), 5.84 (d, J = 5.9 Hz, 1H), 5.52 (d, J = 6.1 Hz, 1H), 5.36 (m, 2H), 5.20 (d, J = 5.2 Hz, 1H), 4.74 (q, J = 5.6 Hz, 1H), 4.39 (t, J = 5.2 Hz, 1H), 4.29 (q, J = 4.7 Hz, 1H), 4.16 (q, J = 4.6 Hz, 1H), 4.11–4.05 (m, 1H), 3.93 (q, J = 3.6 Hz, 1H), 3.73–3.64 (m, 3H), 3.56–3.46 (m, 2H), 3.37–3.29 (m, 3H), 3.22 (dt, J = 14.7 Hz, 6.4 Hz, 1H). |
T543 | 970-1169 | Sentence | denotes | 13C NMR (150 MHz, DMSO‑d 6) δ 156.1, 156.0, 152.5, 152.5, 149.3, 148.9, 140.1, 139.5, 138.0, 137.7, 129.2, 128.7, 119.3, 119.3, 87.7, 86.2, 85.9, 82.1, 81.4, 72.2, 71.3, 69.9, 68.3, 61.1, 50.8, 47.7. |
T544 | 1170-1219 | Sentence | denotes | HRMS (ESI+): m/z calcd for C28H33N11O9SCl [M+H]+: |
T545 | 1220-1245 | Sentence | denotes | 734.1868, Found 734.1866. |