
PMC:7291971 / 67183-68667
Annnotations
LitCovid-PMC-OGER-BB
Id | Subject | Object | Predicate | Lexical cue |
---|---|---|---|---|
T1350 | 50-69 | CHEBI:53233;CHEBI:53233 | denotes | dimethyl-tetrahydro |
T1351 | 70-72 | CHEBI:53233;CHEBI:53233 | denotes | 2H |
T1352 | 77-80 | CHEBI:53233;CHEBI:53233 | denotes | [3, |
T1353 | 81-82 | CHEBI:53233;CHEBI:53233 | denotes | - |
T1354 | 86-87 | CHEBI:53233;CHEBI:53233 | denotes | 1 |
T1355 | 87-89 | CHEBI:52029;CHEBI:52029 | denotes | ,3 |
T1356 | 89-102 | CHEBI:53233;CHEBI:53233 | denotes | ]dioxol-4-yl] |
T1357 | 159-160 | CHEBI:53233;CHEBI:53233 | denotes | - |
T1358 | 160-178 | CHEBI:28714;CHEBI:28714 | denotes | butyldimethylsilyl |
T1359 | 179-182 | CHEBI:29354;CHEBI:29354 | denotes | oxy |
T1360 | 183-187 | CHEBI:53233;CHEBI:53233 | denotes | -5-{ |
T1361 | 188-194 | CHEBI:53233;CHEBI:53233 | denotes | (tert- |
T1362 | 194-212 | CHEBI:8502;CHEBI:8502 | denotes | butyldimethylsilyl |
T1363 | 212-213 | CHEBI:53233;CHEBI:53233 | denotes | ) |
T1364 | 213-216 | CHEBI:29354;CHEBI:29354 | denotes | oxy |
T1365 | 217-223 | CHEBI:16625;CHEBI:16625 | denotes | methyl |
T1366 | 224-236 | CHEBI:53233;CHEBI:53233 | denotes | oxolan-3-yl] |
T1367 | 236-239 | CHEBI:15533;CHEBI:15533 | denotes | oxy |
T1368 | 247-249 | CHEBI:86228;CHEBI:86228 | denotes | 2- |
T1369 | 249-254 | CHEBI:29785;CHEBI:29785 | denotes | nitro |
T1370 | 254-257 | CHEBI:86228;CHEBI:86228 | denotes | -4- |
T1371 | 257-281 | CHEBI:36810;CHEBI:36810 | denotes | (trifluoromethyl)benzene |
T1372 | 281-282 | CHEBI:34674;CHEBI:34674 | denotes | - |
T1373 | 282-284 | CHEBI:86228;CHEBI:86228 | denotes | 1- |
T1374 | 284-295 | CHEBI:35358;CHEBI:35358 | denotes | sulfonamide |
T1375 | 424-428 | CHEBI:32145;CHEBI:32145 | denotes | MeOH |
T1376 | 452-457 | CHEBI:30808;CHEBI:30808 | denotes | CDCl3 |
T1377 | 1046-1049 | CHEBI:36927;CHEBI:36927 | denotes | 13C |
T87470 | 50-69 | CHEBI:53233;CHEBI:53233 | denotes | dimethyl-tetrahydro |
T54024 | 70-72 | CHEBI:53233;CHEBI:53233 | denotes | 2H |
T23527 | 77-80 | CHEBI:53233;CHEBI:53233 | denotes | [3, |
T99559 | 81-82 | CHEBI:53233;CHEBI:53233 | denotes | - |
T85766 | 86-87 | CHEBI:53233;CHEBI:53233 | denotes | 1 |
T61574 | 87-89 | CHEBI:52029;CHEBI:52029 | denotes | ,3 |
T68998 | 89-102 | CHEBI:53233;CHEBI:53233 | denotes | ]dioxol-4-yl] |
T87014 | 159-160 | CHEBI:53233;CHEBI:53233 | denotes | - |
T85986 | 160-178 | CHEBI:28714;CHEBI:28714 | denotes | butyldimethylsilyl |
T75304 | 179-182 | CHEBI:29354;CHEBI:29354 | denotes | oxy |
T65071 | 183-187 | CHEBI:53233;CHEBI:53233 | denotes | -5-{ |
T97121 | 188-194 | CHEBI:53233;CHEBI:53233 | denotes | (tert- |
T81982 | 194-212 | CHEBI:8502;CHEBI:8502 | denotes | butyldimethylsilyl |
T83644 | 212-213 | CHEBI:53233;CHEBI:53233 | denotes | ) |
T41506 | 213-216 | CHEBI:29354;CHEBI:29354 | denotes | oxy |
T90520 | 217-223 | CHEBI:16625;CHEBI:16625 | denotes | methyl |
T17006 | 224-236 | CHEBI:53233;CHEBI:53233 | denotes | oxolan-3-yl] |
T97336 | 236-239 | CHEBI:15533;CHEBI:15533 | denotes | oxy |
T35230 | 247-249 | CHEBI:86228;CHEBI:86228 | denotes | 2- |
T15021 | 249-254 | CHEBI:29785;CHEBI:29785 | denotes | nitro |
T62058 | 254-257 | CHEBI:86228;CHEBI:86228 | denotes | -4- |
T6656 | 257-281 | CHEBI:36810;CHEBI:36810 | denotes | (trifluoromethyl)benzene |
T57151 | 281-282 | CHEBI:34674;CHEBI:34674 | denotes | - |
T62009 | 282-284 | CHEBI:86228;CHEBI:86228 | denotes | 1- |
T50319 | 284-295 | CHEBI:35358;CHEBI:35358 | denotes | sulfonamide |
T36780 | 424-428 | CHEBI:32145;CHEBI:32145 | denotes | MeOH |
T97406 | 452-457 | CHEBI:30808;CHEBI:30808 | denotes | CDCl3 |
T29610 | 1046-1049 | CHEBI:36927;CHEBI:36927 | denotes | 13C |
LitCovid-PubTator
Id | Subject | Object | Predicate | Lexical cue |
---|---|---|---|---|
1204 | 424-428 | Chemical | denotes | MeOH |
1205 | 429-432 | Chemical | denotes | DCM |
1206 | 1429-1447 | Chemical | denotes | C44H64N12O11SF3Si2 |
1207 | 1402-1406 | Disease | denotes | HRMS |
LitCovid-PD-CLO
Id | Subject | Object | Predicate | Lexical cue |
---|---|---|---|---|
T382 | 318-319 | http://purl.obolibrary.org/obo/CLO_0001021 | denotes | B |
T383 | 389-390 | http://purl.obolibrary.org/obo/CLO_0001020 | denotes | a |
T384 | 1449-1452 | http://purl.obolibrary.org/obo/CLO_0007706 | denotes | M+H |
LitCovid-PD-CHEBI
Id | Subject | Object | Predicate | Lexical cue | chebi_id |
---|---|---|---|---|---|
T53880 | 23-44 | Chemical | denotes | 6-amino-9H-purin-9-yl | http://purl.obolibrary.org/obo/CHEBI_30756 |
T31743 | 25-30 | Chemical | denotes | amino | http://purl.obolibrary.org/obo/CHEBI_46882 |
T86069 | 50-58 | Chemical | denotes | dimethyl | http://purl.obolibrary.org/obo/CHEBI_33601|http://purl.obolibrary.org/obo/CHEBI_42266 |
T475 | 102-108 | Chemical | denotes | methyl | http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309 |
T55020 | 128-149 | Chemical | denotes | 6-amino-9H-purin-9-yl | http://purl.obolibrary.org/obo/CHEBI_30756 |
T478 | 130-135 | Chemical | denotes | amino | http://purl.obolibrary.org/obo/CHEBI_46882 |
T42445 | 179-182 | Chemical | denotes | oxy | http://purl.obolibrary.org/obo/CHEBI_29354 |
T480 | 213-216 | Chemical | denotes | oxy | http://purl.obolibrary.org/obo/CHEBI_29354 |
T78607 | 217-223 | Chemical | denotes | methyl | http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309 |
T58556 | 236-239 | Chemical | denotes | oxy | http://purl.obolibrary.org/obo/CHEBI_29354 |
T51085 | 240-245 | Chemical | denotes | ethyl | http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801 |
T27719 | 249-254 | Chemical | denotes | nitro | http://purl.obolibrary.org/obo/CHEBI_29785 |
T69034 | 257-281 | Chemical | denotes | (trifluoromethyl)benzene | http://purl.obolibrary.org/obo/CHEBI_36810 |
T488 | 258-273 | Chemical | denotes | trifluoromethyl | http://purl.obolibrary.org/obo/CHEBI_50127 |
T30906 | 274-281 | Chemical | denotes | benzene | http://purl.obolibrary.org/obo/CHEBI_16716 |
T19274 | 284-295 | Chemical | denotes | sulfonamide | http://purl.obolibrary.org/obo/CHEBI_35358 |
T85507 | 409-411 | Chemical | denotes | Rf | http://purl.obolibrary.org/obo/CHEBI_33346 |
T35836 | 424-428 | Chemical | denotes | MeOH | http://purl.obolibrary.org/obo/CHEBI_17790 |
T17098 | 429-432 | Chemical | denotes | DCM | http://purl.obolibrary.org/obo/CHEBI_15767 |
T10869 | 435-437 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T7681 | 452-457 | Chemical | denotes | CDCl3 | http://purl.obolibrary.org/obo/CHEBI_85365 |
T18694 | 470-472 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T18393 | 484-486 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T34872 | 498-500 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T85647 | 524-526 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T98194 | 550-552 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T31716 | 564-566 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T35527 | 603-605 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T9110 | 629-631 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T47865 | 655-657 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T13260 | 712-714 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T74661 | 751-753 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T507 | 790-792 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T23051 | 829-831 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T509 | 868-870 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T510 | 965-967 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T511 | 1064-1069 | Chemical | denotes | CDCl3 | http://purl.obolibrary.org/obo/CHEBI_85365 |
LitCovid-PD-HP
Id | Subject | Object | Predicate | Lexical cue | hp_id |
---|---|---|---|---|---|
T27 | 429-432 | Phenotype | denotes | DCM | http://purl.obolibrary.org/obo/HP_0001644 |
LitCovid-sentences
Id | Subject | Object | Predicate | Lexical cue |
---|---|---|---|---|
T463 | 0-300 | Sentence | denotes | 4.1.28 N-{[(4R,6R)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d] [1,3]dioxol-4-yl]methyl}-N-(2-{[(2R,5R)-2-(6-amino-9H-purin-9-yl)-4-[(tert-butyldimethylsilyl)oxy]-5-{[(tert-butyldimethylsilyl)oxy]methyl}oxolan-3-yl]oxy}ethyl)-2-nitro-4-(trifluoromethyl)benzene-1-sulfonamide (32) |
T464 | 301-408 | Sentence | denotes | Following method B with 28 (77 mg, 0.14 mmol, 1.00 eq), 32 (68 mg, 46%) was obtained as a pale white solid. |
T465 | 409-434 | Sentence | denotes | Rf 0.47 (10:90 MeOH/DCM). |
T466 | 435-1045 | Sentence | denotes | 1H NMR (500 MHz, CDCl3) δ 8.33 (s, 1H), 8.30 (s, 1H), 8.15 (s, 1H), 7.85 (d, J = 8.2 Hz, 1H), 7.77 (d, J = 1.7 Hz, 1H), 7.76 (s, 1H), 7.54 (dd, J = 8.4 Hz, J = 1.8 Hz, 1H), 5.97 (d, J = 2.8 Hz, 1H), 5.93 (d, J = 1.9 Hz, 1H), 5.74 (br. s, 4H), 5.33 (dd, J = 6.4 Hz, J = 2.0 Hz, 1H), 5.01 (dd, J = 6.4 Hz, J = 3.8 Hz, 1H), 4.50 (dd, J = 6.4 Hz, J = 4.6 Hz, 1H), 4.43 (dt, J = 8.3 Hz, J = 4.0 Hz, 1H), 4.18 (dd, J = 4.7 Hz, J = 2.8 Hz, 1H), 4.01–3.96 (m, 2H), 3.94–3.78 (m, 4H), 3.77–3.66 (m, 2H), 3.56 (dt, J = 15.5 Hz, J = 5.1 Hz, 1H), 1.55 (s, 3H), 1.34 (s, 3H), 0.91 (s, 9H), 0.89 (s, 9H), 0.13–0.02 (m, 12H). |
T467 | 1046-1401 | Sentence | denotes | 13C NMR (125 MHz, CDCl3) δ 155.6, 155.4, 153.3, 153.0, 149.5, 149.1, 147.9, 140.2, 139.5, 137.4, 135.6, 135.3, 135.0, 134.7, 132.0, 128.3, 128.3, 125.3, 123.2, 121.0, 118.8, 121.7, 121.6, 133.0, 120.4, 120.3, 116.2, 114.8, 109.9, 90.6, 87.5, 84.7, 84.3, 84.1, 82.9, 82.6, 69.6, 69.4, 61.3, 50.2, 47.4, 27.2, 26.2, 25.9, 25.4, 18.6, 18.2, −4.4, −4.8, −5.3. |
T468 | 1402-1455 | Sentence | denotes | HRMS (ESI+): m/z calcd for C44H64N12O11SF3Si2 [M+H]+: |
T469 | 1456-1473 | Sentence | denotes | 1081.4029, found: |
T470 | 1474-1484 | Sentence | denotes | 1081.4034. |