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PMC:7461420 / 44869-52111 JSONTXT

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LitCovid-PD-FMA-UBERON

Id Subject Object Predicate Lexical cue fma_id
T216 185-189 Body_part denotes cell http://purl.org/sig/ont/fma/fma68646
T217 266-272 Body_part denotes plasma http://purl.org/sig/ont/fma/fma62970
T218 330-336 Body_part denotes plasma http://purl.org/sig/ont/fma/fma62970
T219 633-641 Body_part denotes cysteine http://purl.org/sig/ont/fma/fma82751
T220 704-711 Body_part denotes leucine http://purl.org/sig/ont/fma/fma82757
T221 1154-1160 Body_part denotes plasma http://purl.org/sig/ont/fma/fma62970
T222 1225-1230 Body_part denotes cells http://purl.org/sig/ont/fma/fma68646
T223 1574-1587 Body_part denotes cell‐membrane http://purl.org/sig/ont/fma/fma63841
T224 1574-1578 Body_part denotes cell http://purl.org/sig/ont/fma/fma68646
T225 1949-1954 Body_part denotes cells http://purl.org/sig/ont/fma/fma68646
T226 2801-2810 Body_part denotes histidine http://purl.org/sig/ont/fma/fma82755
T227 5288-5292 Body_part denotes cell http://purl.org/sig/ont/fma/fma68646
T228 5761-5769 Body_part denotes backbone http://purl.org/sig/ont/fma/fma13478
T229 5939-5947 Body_part denotes cysteine http://purl.org/sig/ont/fma/fma82751
T230 6219-6227 Body_part denotes cysteine http://purl.org/sig/ont/fma/fma82751
T231 6655-6659 Body_part denotes cell http://purl.org/sig/ont/fma/fma68646

LitCovid-PD-MONDO

Id Subject Object Predicate Lexical cue mondo_id
T233 927-931 Disease denotes SARS http://purl.obolibrary.org/obo/MONDO_0005091
T234 1054-1058 Disease denotes SARS http://purl.obolibrary.org/obo/MONDO_0005091
T235 1244-1248 Disease denotes SARS http://purl.obolibrary.org/obo/MONDO_0005091
T236 1342-1346 Disease denotes SARS http://purl.obolibrary.org/obo/MONDO_0005091
T237 1352-1385 Disease denotes severe acute respiratory syndrome http://purl.obolibrary.org/obo/MONDO_0005091
T238 1623-1627 Disease denotes SARS http://purl.obolibrary.org/obo/MONDO_0005091
T239 1754-1758 Disease denotes SARS http://purl.obolibrary.org/obo/MONDO_0005091
T240 2080-2084 Disease denotes SARS http://purl.obolibrary.org/obo/MONDO_0005091
T241 3286-3290 Disease denotes SARS http://purl.obolibrary.org/obo/MONDO_0005091
T242 4906-4910 Disease denotes SARS http://purl.obolibrary.org/obo/MONDO_0005091
T243 5172-5201 Disease denotes feline infectious peritonitis http://purl.obolibrary.org/obo/MONDO_0025491
T244 5179-5189 Disease denotes infectious http://purl.obolibrary.org/obo/MONDO_0005550
T245 5190-5201 Disease denotes peritonitis http://purl.obolibrary.org/obo/MONDO_0004522
T246 5859-5863 Disease denotes SARS http://purl.obolibrary.org/obo/MONDO_0005091
T247 6097-6101 Disease denotes SARS http://purl.obolibrary.org/obo/MONDO_0005091
T248 6413-6417 Disease denotes SARS http://purl.obolibrary.org/obo/MONDO_0005091
T249 6783-6787 Disease denotes SARS http://purl.obolibrary.org/obo/MONDO_0005091
T250 7116-7120 Disease denotes SARS http://purl.obolibrary.org/obo/MONDO_0005091
T251 7187-7191 Disease denotes SARS http://purl.obolibrary.org/obo/MONDO_0005091
T252 7197-7230 Disease denotes severe acute respiratory syndrome http://purl.obolibrary.org/obo/MONDO_0005091

LitCovid-PD-CLO

Id Subject Object Predicate Lexical cue
T546 35-36 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T547 185-189 http://purl.obolibrary.org/obo/GO_0005623 denotes cell
T548 205-215 http://purl.obolibrary.org/obo/CLO_0001658 denotes activities
T549 266-272 http://purl.obolibrary.org/obo/UBERON_0001969 denotes plasma
T550 330-336 http://purl.obolibrary.org/obo/UBERON_0001969 denotes plasma
T551 340-359 http://purl.obolibrary.org/obo/NCBITaxon_314147 denotes rodents and rabbits
T552 602-603 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T553 604-611 http://purl.obolibrary.org/obo/PR_000018263 denotes peptide
T554 617-618 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T555 701-703 http://purl.obolibrary.org/obo/CLO_0008307 denotes P2
T556 758-759 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T557 828-836 http://purl.obolibrary.org/obo/CLO_0001658 denotes activity
T558 860-867 http://purl.obolibrary.org/obo/PR_000018263 denotes peptide
T559 877-879 http://purl.obolibrary.org/obo/CLO_0053794 denotes 41
T560 910-918 http://purl.obolibrary.org/obo/CLO_0001658 denotes activity
T561 996-1006 http://purl.obolibrary.org/obo/CLO_0001658 denotes activities
T562 1137-1142 http://purl.obolibrary.org/obo/CLO_0007836 denotes mouse
T563 1148-1153 http://purl.obolibrary.org/obo/NCBITaxon_9606 denotes human
T564 1154-1160 http://purl.obolibrary.org/obo/UBERON_0001969 denotes plasma
T565 1225-1230 http://purl.obolibrary.org/obo/GO_0005623 denotes cells
T566 1289-1296 http://purl.obolibrary.org/obo/PR_000018263 denotes peptide
T567 1443-1450 http://purl.obolibrary.org/obo/PR_000018263 denotes peptide
T568 1574-1578 http://purl.obolibrary.org/obo/GO_0005623 denotes cell
T569 1579-1587 http://purl.obolibrary.org/obo/UBERON_0000158 denotes membrane
T570 1737-1745 http://purl.obolibrary.org/obo/CLO_0001658 denotes activity
T571 1842-1850 http://purl.obolibrary.org/obo/CLO_0001658 denotes activity
T572 1912-1917 http://purl.obolibrary.org/obo/NCBITaxon_10239 denotes virus
T573 1949-1954 http://purl.obolibrary.org/obo/GO_0005623 denotes cells
T574 2000-2008 http://purl.obolibrary.org/obo/CLO_0001658 denotes activity
T575 2023-2028 http://purl.obolibrary.org/obo/NCBITaxon_9606 denotes human
T576 2068-2069 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T577 2132-2139 http://purl.obolibrary.org/obo/PR_000018263 denotes peptide
T578 2176-2177 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T579 2199-2202 http://purl.obolibrary.org/obo/CLO_0037067 denotes Val
T580 2218-2221 http://purl.obolibrary.org/obo/CLO_0002421 denotes CHO
T581 2218-2221 http://purl.obolibrary.org/obo/CLO_0052479 denotes CHO
T582 2218-2221 http://purl.obolibrary.org/obo/CLO_0052480 denotes CHO
T583 2218-2221 http://purl.obolibrary.org/obo/CLO_0052483 denotes CHO
T584 2218-2221 http://purl.obolibrary.org/obo/CLO_0052484 denotes CHO
T585 2218-2221 http://purl.obolibrary.org/obo/CLO_0052485 denotes CHO
T586 2248-2256 http://purl.obolibrary.org/obo/CLO_0001658 denotes activity
T587 2318-2320 http://purl.obolibrary.org/obo/CLO_0008285 denotes P1
T588 2354-2356 http://purl.obolibrary.org/obo/CLO_0053799 denotes 45
T589 2445-2447 http://purl.obolibrary.org/obo/CLO_0008285 denotes P1
T590 2450-2452 http://purl.obolibrary.org/obo/CLO_0008307 denotes P2
T591 2459-2461 http://purl.obolibrary.org/obo/CLO_0008337 denotes P4
T592 2613-2621 http://purl.obolibrary.org/obo/CLO_0001658 denotes activity
T593 2724-2730 http://purl.obolibrary.org/obo/CLO_0001658 denotes active
T594 2741-2743 http://purl.obolibrary.org/obo/CLO_0008285 denotes P1
T595 2776-2777 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T596 2849-2851 http://purl.obolibrary.org/obo/CLO_0008307 denotes P2
T597 2891-2893 http://purl.obolibrary.org/obo/CLO_0008922 denotes S2
T598 2891-2893 http://purl.obolibrary.org/obo/CLO_0050052 denotes S2
T599 2938-2939 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T600 3029-3030 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T601 3047-3054 http://purl.obolibrary.org/obo/PR_000018263 denotes peptide
T602 3077-3078 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T603 3120-3122 http://purl.obolibrary.org/obo/CLO_0008307 denotes P2
T604 3154-3162 http://purl.obolibrary.org/obo/PR_000018263 denotes peptidic
T605 3189-3190 http://purl.obolibrary.org/obo/CLO_0001020 denotes A
T606 3271-3277 http://purl.obolibrary.org/obo/CLO_0001658 denotes active
T607 3321-3324 http://purl.obolibrary.org/obo/CLO_0001079 denotes 148
T608 3391-3393 http://purl.obolibrary.org/obo/CLO_0008307 denotes P2
T609 3451-3453 http://purl.obolibrary.org/obo/CLO_0008922 denotes S2
T610 3451-3453 http://purl.obolibrary.org/obo/CLO_0050052 denotes S2
T611 3473-3475 http://purl.obolibrary.org/obo/CLO_0008285 denotes P1
T612 3506-3508 http://purl.obolibrary.org/obo/CLO_0050050 denotes S1
T613 3645-3651 http://purl.obolibrary.org/obo/CLO_0001658 denotes active
T614 3669-3676 http://purl.obolibrary.org/obo/PR_000018263 denotes Peptide
T615 3876-3878 http://purl.obolibrary.org/obo/CLO_0008922 denotes S2
T616 3876-3878 http://purl.obolibrary.org/obo/CLO_0050052 denotes S2
T617 3908-3909 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T618 3930-3931 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T619 3959-3960 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T620 4039-4041 http://purl.obolibrary.org/obo/CLO_0001407 denotes 52
T621 4062-4064 http://purl.obolibrary.org/obo/CLO_0001407 denotes 52
T622 4116-4124 http://purl.obolibrary.org/obo/CLO_0001658 denotes activity
T623 4192-4194 http://purl.obolibrary.org/obo/CLO_0008922 denotes S2
T624 4192-4194 http://purl.obolibrary.org/obo/CLO_0050052 denotes S2
T625 4223-4231 http://purl.obolibrary.org/obo/CLO_0001658 denotes activity
T626 4352-4354 http://purl.obolibrary.org/obo/CLO_0008922 denotes S2
T627 4352-4354 http://purl.obolibrary.org/obo/CLO_0050052 denotes S2
T628 4379-4381 http://purl.obolibrary.org/obo/CLO_0008307 denotes P2
T629 4595-4597 http://purl.obolibrary.org/obo/CLO_0008285 denotes P1
T630 4656-4662 http://purl.obolibrary.org/obo/CLO_0001658 denotes active
T631 4835-4839 http://purl.obolibrary.org/obo/CLO_0001185 denotes 2018
T632 4871-4872 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T633 4946-4950 http://purl.obolibrary.org/obo/CLO_0001736 denotes a P3
T634 5109-5110 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T635 5202-5207 http://purl.obolibrary.org/obo/NCBITaxon_10239 denotes virus
T636 5260-5268 http://purl.obolibrary.org/obo/CLO_0001658 denotes activity
T637 5288-5292 http://purl.obolibrary.org/obo/GO_0005623 denotes cell
T638 5832-5836 http://purl.obolibrary.org/obo/NCBITaxon_314295 denotes APEs
T639 6030-6033 http://purl.obolibrary.org/obo/CLO_0007437 denotes M−1
T640 6030-6033 http://purl.obolibrary.org/obo/CLO_0007448 denotes M−1
T641 6030-6033 http://purl.obolibrary.org/obo/CLO_0007449 denotes M−1
T642 6030-6033 http://purl.obolibrary.org/obo/CLO_0050175 denotes M−1
T643 6030-6033 http://purl.obolibrary.org/obo/CLO_0052399 denotes M−1
T644 6034-6037 http://purl.obolibrary.org/obo/CLO_0050050 denotes s−1
T645 6080-6088 http://purl.obolibrary.org/obo/CLO_0001658 denotes activity
T646 6191-6192 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T647 6327-6335 http://purl.obolibrary.org/obo/CLO_0001658 denotes activity
T648 6458-6460 http://purl.obolibrary.org/obo/CLO_0050510 denotes 18
T649 6478-6487 http://www.ebi.ac.uk/efo/EFO_0000876 denotes extremely
T650 6504-6512 http://purl.obolibrary.org/obo/CLO_0001658 denotes activity
T651 6625-6633 http://purl.obolibrary.org/obo/CLO_0001658 denotes activity
T652 6655-6659 http://purl.obolibrary.org/obo/GO_0005623 denotes cell
T653 6806-6807 http://purl.obolibrary.org/obo/CLO_0001020 denotes Å
T654 6931-6932 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T655 6942-6943 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T656 6967-6973 http://purl.obolibrary.org/obo/CLO_0001658 denotes active
T657 7097-7099 http://purl.obolibrary.org/obo/CLO_0050510 denotes 18

LitCovid-PD-CHEBI

Id Subject Object Predicate Lexical cue chebi_id
T471 23-31 Chemical denotes aldehyde http://purl.obolibrary.org/obo/CHEBI_17478
T472 45-50 Chemical denotes group http://purl.obolibrary.org/obo/CHEBI_24433
T473 80-90 Chemical denotes inhibitors http://purl.obolibrary.org/obo/CHEBI_35222
T474 129-134 Chemical denotes vinyl http://purl.obolibrary.org/obo/CHEBI_37603
T475 135-146 Chemical denotes ethyl ester http://purl.obolibrary.org/obo/CHEBI_23990
T476 135-140 Chemical denotes ethyl http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801
T478 141-146 Chemical denotes ester http://purl.obolibrary.org/obo/CHEBI_35701
T479 246-262 Chemical denotes carboxylic acids http://purl.obolibrary.org/obo/CHEBI_33575
T480 257-262 Chemical denotes acids http://purl.obolibrary.org/obo/CHEBI_37527
T481 494-502 Chemical denotes acceptor http://purl.obolibrary.org/obo/CHEBI_15339
T482 509-518 Chemical denotes inhibitor http://purl.obolibrary.org/obo/CHEBI_35222
T483 604-611 Chemical denotes peptide http://purl.obolibrary.org/obo/CHEBI_16670
T484 633-641 Chemical denotes cysteine http://purl.obolibrary.org/obo/CHEBI_15356
T485 651-656 Chemical denotes group http://purl.obolibrary.org/obo/CHEBI_24433
T486 664-675 Chemical denotes an aldehyde http://purl.obolibrary.org/obo/CHEBI_17478
T487 701-703 Chemical denotes P2 http://purl.obolibrary.org/obo/CHEBI_33472
T488 704-711 Chemical denotes leucine http://purl.obolibrary.org/obo/CHEBI_25017
T489 760-770 Chemical denotes cyclohexyl http://purl.obolibrary.org/obo/CHEBI_52552
T490 780-794 Chemical denotes aldehyde group http://purl.obolibrary.org/obo/CHEBI_42485
T491 780-788 Chemical denotes aldehyde http://purl.obolibrary.org/obo/CHEBI_17478
T492 789-794 Chemical denotes group http://purl.obolibrary.org/obo/CHEBI_24433
T493 860-867 Chemical denotes peptide http://purl.obolibrary.org/obo/CHEBI_16670
T494 868-876 Chemical denotes aldehyde http://purl.obolibrary.org/obo/CHEBI_17478
T495 986-995 Chemical denotes antiviral http://purl.obolibrary.org/obo/CHEBI_22587
T496 1268-1283 Chemical denotes Mpro inhibitors http://purl.obolibrary.org/obo/CHEBI_147285
T497 1273-1283 Chemical denotes inhibitors http://purl.obolibrary.org/obo/CHEBI_35222
T498 1289-1296 Chemical denotes peptide http://purl.obolibrary.org/obo/CHEBI_16670
T499 1297-1305 Chemical denotes aldehyde http://purl.obolibrary.org/obo/CHEBI_17478
T500 1443-1450 Chemical denotes peptide http://purl.obolibrary.org/obo/CHEBI_16670
T501 1451-1459 Chemical denotes aldehyde http://purl.obolibrary.org/obo/CHEBI_17478
T502 1460-1470 Chemical denotes inhibitors http://purl.obolibrary.org/obo/CHEBI_35222
T503 1604-1619 Chemical denotes Mpro inhibitors http://purl.obolibrary.org/obo/CHEBI_147285
T504 1609-1619 Chemical denotes inhibitors http://purl.obolibrary.org/obo/CHEBI_35222
T505 1832-1841 Chemical denotes antiviral http://purl.obolibrary.org/obo/CHEBI_22587
T506 1990-1999 Chemical denotes antiviral http://purl.obolibrary.org/obo/CHEBI_22587
T507 2091-2106 Chemical denotes Mpro inhibitors http://purl.obolibrary.org/obo/CHEBI_147285
T508 2096-2106 Chemical denotes inhibitors http://purl.obolibrary.org/obo/CHEBI_35222
T509 2132-2139 Chemical denotes peptide http://purl.obolibrary.org/obo/CHEBI_16670
T510 2178-2190 Chemical denotes pentapeptide http://purl.obolibrary.org/obo/CHEBI_48545
T511 2192-2194 Chemical denotes Ac http://purl.obolibrary.org/obo/CHEBI_33337|http://purl.obolibrary.org/obo/CHEBI_40574
T513 2195-2198 Chemical denotes Ser http://purl.obolibrary.org/obo/CHEBI_17115|http://purl.obolibrary.org/obo/CHEBI_29999
T515 2199-2202 Chemical denotes Val http://purl.obolibrary.org/obo/CHEBI_16414|http://purl.obolibrary.org/obo/CHEBI_30015
T517 2203-2206 Chemical denotes Leu http://purl.obolibrary.org/obo/CHEBI_15603|http://purl.obolibrary.org/obo/CHEBI_25017|http://purl.obolibrary.org/obo/CHEBI_30006
T520 2297-2306 Chemical denotes inhibitor http://purl.obolibrary.org/obo/CHEBI_35222
T521 2318-2320 Chemical denotes P1 http://purl.obolibrary.org/obo/CHEBI_60949
T522 2321-2330 Chemical denotes imidazole http://purl.obolibrary.org/obo/CHEBI_14434|http://purl.obolibrary.org/obo/CHEBI_16069
T524 2445-2447 Chemical denotes P1 http://purl.obolibrary.org/obo/CHEBI_60949
T525 2450-2452 Chemical denotes P2 http://purl.obolibrary.org/obo/CHEBI_33472
T526 2459-2461 Chemical denotes P4 http://purl.obolibrary.org/obo/CHEBI_35895
T527 2525-2534 Chemical denotes inhibitor http://purl.obolibrary.org/obo/CHEBI_35222
T528 2573-2582 Chemical denotes inhibitor http://purl.obolibrary.org/obo/CHEBI_35222
T529 2741-2743 Chemical denotes P1 http://purl.obolibrary.org/obo/CHEBI_60949
T530 2744-2753 Chemical denotes imidazole http://purl.obolibrary.org/obo/CHEBI_14434|http://purl.obolibrary.org/obo/CHEBI_16069
T532 2754-2767 Chemical denotes nitrogen atom http://purl.obolibrary.org/obo/CHEBI_25555|http://purl.obolibrary.org/obo/CHEBI_29351
T534 2763-2767 Chemical denotes atom http://purl.obolibrary.org/obo/CHEBI_33250
T535 2778-2786 Chemical denotes hydrogen http://purl.obolibrary.org/obo/CHEBI_49637
T536 2801-2810 Chemical denotes histidine http://purl.obolibrary.org/obo/CHEBI_27570
T537 2821-2830 Chemical denotes imidazole http://purl.obolibrary.org/obo/CHEBI_14434|http://purl.obolibrary.org/obo/CHEBI_16069
T539 2831-2839 Chemical denotes nitrogen http://purl.obolibrary.org/obo/CHEBI_25555
T540 2849-2851 Chemical denotes P2 http://purl.obolibrary.org/obo/CHEBI_33472
T541 2852-2862 Chemical denotes cyclohexyl http://purl.obolibrary.org/obo/CHEBI_52552
T542 2891-2893 Chemical denotes S2 http://purl.obolibrary.org/obo/CHEBI_29387
T543 2952-2961 Chemical denotes inhibitor http://purl.obolibrary.org/obo/CHEBI_35222
T544 3013-3018 Chemical denotes group http://purl.obolibrary.org/obo/CHEBI_24433
T545 3047-3054 Chemical denotes peptide http://purl.obolibrary.org/obo/CHEBI_16670
T546 3055-3065 Chemical denotes inhibitors http://purl.obolibrary.org/obo/CHEBI_35222
T547 3120-3122 Chemical denotes P2 http://purl.obolibrary.org/obo/CHEBI_33472
T548 3123-3133 Chemical denotes cyclohexyl http://purl.obolibrary.org/obo/CHEBI_52552
T549 3177-3187 Chemical denotes inhibitors http://purl.obolibrary.org/obo/CHEBI_35222
T550 3391-3393 Chemical denotes P2 http://purl.obolibrary.org/obo/CHEBI_33472
T551 3451-3453 Chemical denotes S2 http://purl.obolibrary.org/obo/CHEBI_29387
T552 3473-3475 Chemical denotes P1 http://purl.obolibrary.org/obo/CHEBI_60949
T553 3476-3485 Chemical denotes imidazole http://purl.obolibrary.org/obo/CHEBI_14434|http://purl.obolibrary.org/obo/CHEBI_16069
T555 3617-3622 Chemical denotes group http://purl.obolibrary.org/obo/CHEBI_24433
T556 3669-3676 Chemical denotes Peptide http://purl.obolibrary.org/obo/CHEBI_16670
T557 3677-3687 Chemical denotes inhibitors http://purl.obolibrary.org/obo/CHEBI_35222
T558 3699-3709 Chemical denotes cyclohexyl http://purl.obolibrary.org/obo/CHEBI_52552
T559 3803-3808 Chemical denotes group http://purl.obolibrary.org/obo/CHEBI_24433
T560 3846-3856 Chemical denotes inhibitors http://purl.obolibrary.org/obo/CHEBI_35222
T561 3876-3878 Chemical denotes S2 http://purl.obolibrary.org/obo/CHEBI_29387
T562 3882-3884 Chemical denotes S4 http://purl.obolibrary.org/obo/CHEBI_29401
T563 4192-4194 Chemical denotes S2 http://purl.obolibrary.org/obo/CHEBI_29387
T564 4195-4197 Chemical denotes S4 http://purl.obolibrary.org/obo/CHEBI_29401
T565 4268-4273 Chemical denotes group http://purl.obolibrary.org/obo/CHEBI_24433
T566 4352-4354 Chemical denotes S2 http://purl.obolibrary.org/obo/CHEBI_29387
T567 4379-4381 Chemical denotes P2 http://purl.obolibrary.org/obo/CHEBI_33472
T568 4505-4513 Chemical denotes molecule http://purl.obolibrary.org/obo/CHEBI_25367
T569 4595-4597 Chemical denotes P1 http://purl.obolibrary.org/obo/CHEBI_60949
T570 4598-4607 Chemical denotes imidazole http://purl.obolibrary.org/obo/CHEBI_14434|http://purl.obolibrary.org/obo/CHEBI_16069
T572 4623-4631 Chemical denotes aldehyde http://purl.obolibrary.org/obo/CHEBI_17478
T573 4643-4648 Chemical denotes group http://purl.obolibrary.org/obo/CHEBI_24433
T574 4689-4694 Chemical denotes butyl http://purl.obolibrary.org/obo/CHEBI_41264
T27514 4917-4932 Chemical denotes Mpro inhibitors http://purl.obolibrary.org/obo/CHEBI_147285
T82575 4922-4932 Chemical denotes inhibitors http://purl.obolibrary.org/obo/CHEBI_35222
T95892 4951-4961 Chemical denotes piperidine http://purl.obolibrary.org/obo/CHEBI_18049|http://purl.obolibrary.org/obo/CHEBI_589779
T26260 4995-5005 Chemical denotes inhibitors http://purl.obolibrary.org/obo/CHEBI_35222
T5217 5039-5047 Chemical denotes aldehyde http://purl.obolibrary.org/obo/CHEBI_17478
T51366 5048-5057 Chemical denotes bisulfite http://purl.obolibrary.org/obo/CHEBI_17137
T39371 5111-5129 Chemical denotes protease inhibitor http://purl.obolibrary.org/obo/CHEBI_37670|http://purl.obolibrary.org/obo/CHEBI_60258
T4181 5120-5129 Chemical denotes inhibitor http://purl.obolibrary.org/obo/CHEBI_35222
T24510 5250-5259 Chemical denotes antiviral http://purl.obolibrary.org/obo/CHEBI_22587
T26289 5380-5390 Chemical denotes piperidine http://purl.obolibrary.org/obo/CHEBI_18049|http://purl.obolibrary.org/obo/CHEBI_589779
T4261 5451-5453 Chemical denotes S3 http://purl.obolibrary.org/obo/CHEBI_29388
T7439 5458-5460 Chemical denotes S4 http://purl.obolibrary.org/obo/CHEBI_29401
T16 5513-5521 Chemical denotes aldehyde http://purl.obolibrary.org/obo/CHEBI_17478
T2957 5523-5531 Chemical denotes aldehyde http://purl.obolibrary.org/obo/CHEBI_17478
T41973 5532-5541 Chemical denotes bisulfite http://purl.obolibrary.org/obo/CHEBI_17137
T28623 5554-5561 Chemical denotes epoxide http://purl.obolibrary.org/obo/CHEBI_32955
T56252 5570-5575 Chemical denotes group http://purl.obolibrary.org/obo/CHEBI_24433
T17852 5640-5649 Chemical denotes inhibitor http://purl.obolibrary.org/obo/CHEBI_35222
T34518 5669-5679 Chemical denotes piperidine http://purl.obolibrary.org/obo/CHEBI_18049|http://purl.obolibrary.org/obo/CHEBI_589779
T78419 5717-5719 Chemical denotes S4 http://purl.obolibrary.org/obo/CHEBI_29401
T18768 5822-5830 Chemical denotes epoxides http://purl.obolibrary.org/obo/CHEBI_32955
T82413 5870-5885 Chemical denotes Mpro inhibitors http://purl.obolibrary.org/obo/CHEBI_147285
T80325 5875-5885 Chemical denotes inhibitors http://purl.obolibrary.org/obo/CHEBI_35222
T76046 5936-5938 Chemical denotes CD http://purl.obolibrary.org/obo/CHEBI_8673
T31193 5939-5947 Chemical denotes cysteine http://purl.obolibrary.org/obo/CHEBI_15356
T36285 5976-5983 Chemical denotes epoxide http://purl.obolibrary.org/obo/CHEBI_32955
T21892 6219-6227 Chemical denotes cysteine http://purl.obolibrary.org/obo/CHEBI_15356
T33497 6230-6234 Chemical denotes atom http://purl.obolibrary.org/obo/CHEBI_33250
T11527 6243-6250 Chemical denotes epoxide http://purl.obolibrary.org/obo/CHEBI_32955
T73113 6299-6306 Chemical denotes epoxide http://purl.obolibrary.org/obo/CHEBI_32955
T71965 6398-6412 Chemical denotes peptidomimetic http://purl.obolibrary.org/obo/CHEBI_63175
T35724 6424-6439 Chemical denotes Mpro inhibitors http://purl.obolibrary.org/obo/CHEBI_147285
T19702 6429-6439 Chemical denotes inhibitors http://purl.obolibrary.org/obo/CHEBI_35222
T43475 6595-6600 Chemical denotes group http://purl.obolibrary.org/obo/CHEBI_24433
T3504 6615-6624 Chemical denotes antiviral http://purl.obolibrary.org/obo/CHEBI_22587
T21346 6886-6895 Chemical denotes molecules http://purl.obolibrary.org/obo/CHEBI_25367
T52951 6912-6920 Chemical denotes aldehyde http://purl.obolibrary.org/obo/CHEBI_17478
T20290 7127-7142 Chemical denotes Mpro inhibitors http://purl.obolibrary.org/obo/CHEBI_147285
T46510 7132-7142 Chemical denotes inhibitors http://purl.obolibrary.org/obo/CHEBI_35222
T87241 7151-7157 Chemical denotes indole http://purl.obolibrary.org/obo/CHEBI_16881|http://purl.obolibrary.org/obo/CHEBI_35581

LitCovid-PD-GO-BP

Id Subject Object Predicate Lexical cue
T58 1899-1908 http://purl.obolibrary.org/obo/GO_0046903 denotes secretion
T59 2984-2993 http://purl.obolibrary.org/obo/GO_0009058 denotes formation
T60 6178-6187 http://purl.obolibrary.org/obo/GO_0009058 denotes formation

LitCovid-PD-HP

Id Subject Object Predicate Lexical cue hp_id
T18 5190-5201 Phenotype denotes peritonitis http://purl.obolibrary.org/obo/HP_0002586

LitCovid-PubTator

Id Subject Object Predicate Lexical cue tao:has_database_id
1349 23-31 Chemical denotes aldehyde MESH:D000447
1355 340-359 Species denotes rodents and rabbits Tax:314147
1356 96-107 Chemical denotes 1,4‐Michael
1357 246-262 Chemical denotes carboxylic acids MESH:D002264
1358 298-304 Chemical denotes AG7088 MESH:C118874
1359 149-156 Disease denotes CH═CH–C MESH:C537418
1373 952-956 Gene denotes Mpro Gene:8673700
1374 927-935 Species denotes SARS‐CoV Tax:694009
1375 942-951 Species denotes HCoV‐229E Tax:11137
1376 1054-1062 Species denotes SARS‐CoV Tax:694009
1377 1093-1102 Species denotes HCoV‐229E Tax:11137
1378 1132-1135 Species denotes rat Tax:10116
1379 1137-1142 Species denotes mouse Tax:10090
1380 1148-1153 Species denotes human Tax:9606
1381 633-641 Chemical denotes cysteine MESH:D003545
1382 667-675 Chemical denotes aldehyde MESH:D000447
1383 704-711 Chemical denotes leucine MESH:D007930
1384 780-788 Chemical denotes aldehyde MESH:D000447
1385 868-876 Chemical denotes aldehyde MESH:D000447
1392 1321-1325 Gene denotes Mpro Gene:8673700
1393 1268-1272 Gene denotes Mpro Gene:8673700
1394 1244-1252 Species denotes SARS‐CoV Tax:694009
1395 1259-1267 Species denotes MERS‐CoV Tax:1335626
1396 1342-1350 Species denotes SARS‐CoV Tax:694009
1397 1297-1305 Chemical denotes aldehyde MESH:D000447
1410 1604-1608 Gene denotes Mpro Gene:8673700
1411 1765-1769 Gene denotes Mpro Gene:8673700
1412 1798-1802 Gene denotes Mpro Gene:8673700
1413 1623-1631 Species denotes SARS‐CoV Tax:694009
1414 1638-1646 Species denotes MERS‐CoV Tax:1335626
1415 1754-1762 Species denotes SARS‐CoV Tax:694009
1416 1789-1797 Species denotes MERS‐CoV Tax:1335626
1417 2023-2028 Species denotes human Tax:9606
1418 2038-2042 Species denotes CoVs Tax:11118
1419 1443-1459 Chemical denotes peptide‐aldehyde
1420 1656-1668 Disease denotes cytotoxicity MESH:D064420
1421 1936-1948 Disease denotes CoV‐infected MESH:D018352
1434 2091-2095 Gene denotes Mpro Gene:8673700
1435 2232-2236 Gene denotes Mpro Gene:8673700
1436 2520-2524 Gene denotes Mpro Gene:8673700
1437 2662-2666 Gene denotes Mpro Gene:8673700
1438 2080-2088 Species denotes SARS‐CoV Tax:694009
1439 2272-2275 Species denotes SAR Tax:2698737
1440 2318-2330 Chemical denotes P1‐imidazole
1441 2754-2762 Chemical denotes nitrogen MESH:D009584
1442 2778-2786 Chemical denotes hydrogen MESH:D006859
1443 2801-2810 Chemical denotes histidine MESH:D006639
1444 2831-2839 Chemical denotes nitrogen MESH:D009584
1445 2199-2221 Disease denotes Val‐Leu‐N(CH3)2Gln‐CHO MESH:C536108
1453 3349-3353 Gene denotes Mpro Gene:8673700
1454 3295-3299 Gene denotes Mpro Gene:8673700
1455 3286-3294 Species denotes SARS‐CoV Tax:694009
1456 3079-3100 Chemical denotes decahydroisoquinoline
1457 3391-3415 Chemical denotes P2‐decahydroisoquinoline
1458 3476-3485 Chemical denotes imidazole MESH:C029899
1459 3623-3627 Disease denotes fits MESH:D012640
1462 3699-3709 Chemical denotes cyclohexyl
1463 3714-3735 Chemical denotes decahydroisoquinoline
1466 4100-4104 Gene denotes Mpro Gene:8673700
1467 3989-4010 Chemical denotes decahydroisoquinoline
1472 4298-4318 Chemical denotes octahydroisochromene
1473 4519-4547 Chemical denotes (1S,3S)‐octahydroisochromene
1474 4595-4607 Chemical denotes P1‐imidazole
1475 4623-4631 Chemical denotes aldehyde MESH:D000447
1487 4917-4921 Gene denotes Mpro Gene:8673700
1488 4893-4901 Species denotes MERS‐CoV Tax:1335626
1489 4906-4914 Species denotes SARS‐CoV Tax:694009
1490 5155-5159 Species denotes CoVs Tax:11118
1491 5172-5207 Species denotes feline infectious peritonitis virus Tax:11135
1492 5209-5213 Species denotes FIPV Tax:11135
1493 5276-5284 Species denotes MERS‐CoV Tax:1335626
1494 5350-5353 Species denotes SAR Tax:2698737
1495 4948-4961 Chemical denotes P3‐piperidine
1496 5028-5057 Chemical denotes dipeptidic‐aldehyde bisulfite
1497 5380-5390 Chemical denotes piperidine MESH:C032727
1501 5513-5521 Chemical denotes aldehyde MESH:D000447
1502 5523-5541 Chemical denotes aldehyde bisulfite
1503 5554-5561 Chemical denotes epoxide MESH:D004852
1509 5608-5616 Species denotes MERS‐CoV Tax:1335626
1510 5669-5679 Chemical denotes piperidine MESH:C032727
1511 5783-5789 Chemical denotes Gln192
1512 5791-5797 Chemical denotes Gln167
1513 5803-5809 Chemical denotes Glu169
1525 5870-5874 Gene denotes Mpro Gene:8673700
1526 6140-6144 Gene denotes Mpro Gene:8673700
1527 6106-6110 Gene denotes Mpro Gene:8673700
1528 5832-5836 Species denotes APEs Tax:4456
1529 5859-5867 Species denotes SARS‐CoV Tax:694009
1530 6097-6105 Species denotes SARS‐CoV Tax:694009
1531 5811-5830 Chemical denotes Azapeptide epoxides
1532 5976-5983 Chemical denotes epoxide MESH:D004852
1533 6219-6229 Chemical denotes cysteine‐S
1534 6243-6250 Chemical denotes epoxide MESH:D004852
1535 6284-6306 Chemical denotes S,S‐configured epoxide
1544 6424-6428 Gene denotes Mpro Gene:8673700
1545 6525-6529 Gene denotes Mpro Gene:8673700
1546 6794-6798 Gene denotes Mpro Gene:8673700
1547 6413-6423 Species denotes SARS‐CoV‐2 Tax:2697049
1548 6783-6793 Species denotes SARS‐CoV‐2 Tax:2697049
1549 6912-6920 Chemical denotes aldehyde MESH:D000447
1550 6979-6985 Chemical denotes Cys145
1551 7024-7036 Disease denotes Cytotoxicity MESH:D064420
1557 7166-7170 Gene denotes Mpro Gene:8673700
1558 7127-7131 Gene denotes Mpro Gene:8673700
1559 7116-7126 Species denotes SARS‐CoV‐2 Tax:2697049
1560 7187-7195 Species denotes SARS‐CoV Tax:694009
1561 7148-7157 Chemical denotes P3‐indole

LitCovid-sentences

Id Subject Object Predicate Lexical cue
T407 0-50 Sentence denotes 3.1.4 Inhibitors with aldehyde as a warhead group
T408 51-360 Sentence denotes Although the above‐described inhibitors with 1,4‐Michael acceptors (e.g., α,β‐vinyl ethyl ester, –CH═CH–C(O)–OEt) showed enzymatic or cell‐based in‐vitro activities, they can be cleaved to their carboxylic acids by plasma esterases; for instance, AG7088 (29) was inactive in the plasma of rodents and rabbits.
T409 361-454 Sentence denotes 144 , 145 Therefore, scientists explored different reactive groups that are stable in vivo.
T410 455-587 Sentence denotes Based on the highly potent 1,4‐Michael‐acceptor‐based inhibitor 38, which they had previously developed (see Figure 15), Yang et al.
T411 588-683 Sentence denotes 134 designed a peptide with a new efficient cysteine‐reactive group, using an aldehyde moiety.
T412 684-837 Sentence denotes In addition, the P2‐leucine and the Michael groups of 38 were modified by a cyclohexyl unit and aldehyde group respectively to improve cellular activity.
T413 838-957 Sentence denotes Indeed, the resulting peptide‐aldehyde 41 (Figure 15) showed remarkable activity against SARS‐CoV‐1 and HCoV‐229E Mpro.
T414 958-1103 Sentence denotes 134 It displayed promising antiviral activities decreasing viral load by 4.7 log (at 5 µM) for SARS‐CoV‐1 and 5.2 log (at 1.2 µM) for HCoV‐229E.
T415 1104-1232 Sentence denotes This compound was stable in rat, mouse, and human plasma (even after 120 min, more than 70% of it remained in respective cells).
T416 1233-1320 Sentence denotes Figure 15 SARS‐CoV‐1 and MERS‐CoV Mpro inhibitors with peptide aldehyde functionality.
T417 1321-1410 Sentence denotes Mpro, main protease; SARS‐CoV, severe acute respiratory syndrome coronavirus Kumar et al.
T418 1411-1501 Sentence denotes 146 reported another series of peptide‐aldehyde inhibitors with reduced molecular weight.
T419 1502-1555 Sentence denotes Selected examples (42, 43) are depicted in Figure 15.
T420 1556-1685 Sentence denotes They were potent, cell‐membrane permeable, dual Mpro inhibitors of SARS‐CoV‐1 and MERS‐CoV, without cytotoxicity (CC50 > 100 µM).
T421 1686-1818 Sentence denotes Compound 43, in particular, revealed highly potent activity against SARS‐CoV‐1 Mpro (IC50, 0.2 µM) and MERS‐CoV Mpro (IC50, 1.7 µM).
T422 1819-1955 Sentence denotes It displayed antiviral activity (EC50, 0.06 µM) lowering the viral load and the secretion of virus particles in MERS‐CoV‐infected cells.
T423 1956-2043 Sentence denotes Also, it displayed broad‐spectrum antiviral activity against other human α‐ and β‐CoVs.
T424 2044-2150 Sentence denotes Akaji et al. discovered a series of SARS‐CoV‐1 Mpro inhibitors derived from its natural peptide substrate.
T425 2151-2266 Sentence denotes Initially, they designed a pentapeptide (Ac‐Ser‐Val‐Leu‐N(CH3)2Gln‐CHO, 44) with Mpro inhibitory activity of 37 µM.
T426 2267-2372 Sentence denotes 147 SAR studies of 44 led to inhibitor containing P1‐imidazole with improved potency (45; IC50, 5.7 µM).
T427 2373-2636 Sentence denotes Further systematic structural modifications, primarily concentrating on P1‐, P2‐, and P4‐moieties, driven by X‐ray structure‐based analyses of the Mpro‐inhibitor complex, led to the identification of inhibitor 46 with remarkable inhibitory activity (IC50, 98 nM).
T428 2637-2736 Sentence denotes The crystal structure of Mpro with 46 revealed significant binding interactions in the active site.
T429 2737-2902 Sentence denotes The P1‐imidazole nitrogen atom created a hydrogen bond with the histidine residue's imidazole nitrogen, and the P2‐cyclohexyl moiety fitted well into the S2‐subsite.
T430 2903-2994 Sentence denotes This compound was characterized as a competitive inhibitor without covalent bond formation.
T431 2995-3188 Sentence denotes The same research group disclosed a novel series of peptide inhibitors containing a decahydroisoquinoline moiety in place of P2‐cyclohexyl of 46 to reduce the peptidic nature of the inhibitors.
T432 3189-3235 Sentence denotes A few examples (47–51) are shown in Figure 16.
T433 3236-3320 Sentence denotes Among them, 49 was moderately more active against SARS‐CoV Mpro when compared to 46.
T434 3321-3517 Sentence denotes 148 The X‐ray structure of Mpro in complex with 49 revealed that the P2‐decahydroisoquinoline moiety was fittingly placed in the S2‐subsite, while the P1‐imidazole moiety occupied the S1‐subsite.
T435 3518-3657 Sentence denotes With these key residues located appropriately in their respective pockets, the terminal functional group fits tightly into the active site.
T436 3658-3894 Sentence denotes Figure 16 Peptide inhibitors containing cyclohexyl and decahydroisoquinoline groups [Color figure can be viewed at wileyonlinelibrary.com] This group further extended their study to find inhibitors that interact with S2 to S4 subsites.
T437 3895-4042 Sentence denotes Taking 49 as a lead, they designed a new compound, by combining a nonprime substituent at the decahydroisoquinoline moiety, as shown in example 52.
T438 4043-4140 Sentence denotes 149 The resulting 52 showed more than twofold increased Mpro inhibitory activity compared to 49.
T439 4141-4232 Sentence denotes This indicates that the additional interactions at S2–S4 sites enhance inhibitory activity.
T440 4233-4389 Sentence denotes Rather recently, the same research group explored the ability of octahydroisochromene to interact with the hydrophobic S2 pocket as an innovative P2‐moiety.
T441 4390-4482 Sentence denotes 150 To identify the best specific configuration, all possible diastereomers were evaluated.
T442 4483-4668 Sentence denotes It was found that the molecule with (1S,3S)‐octahydroisochromene 53–56 could secure the optimal position of the P1‐imidazole as well as the aldehyde functional group at the active site.
T443 4669-4831 Sentence denotes Additionally, the N‐butyl side chain attached to the 1‐position of the fused ring system was recognized to be important for establishing hydrophobic interactions.
T444 4832-4855 Sentence denotes In 2018, Groutas et al.
T445 4856-4988 Sentence denotes 151 disclosed a novel class of dual MERS‐CoV and SARS‐CoV‐1 Mpro inhibitors that contain a P3‐piperidine moiety (58–59; Figure 17).
T446 4989-5215 Sentence denotes These inhibitors were derived from the dipeptidic‐aldehyde bisulfite adduct 57 (GC376), which was clinically studied as a protease inhibitor for its efficacy against CoVs such as the feline infectious peritonitis virus (FIPV).
T447 5216-5349 Sentence denotes Compounds 58 and 59 showed potent antiviral activity toward MERS‐CoV in cell‐based bioassays (EC50, 0.5 µM for 58 and 0.8 µM for 59).
T448 5350-5485 Sentence denotes SAR studies revealed that the piperidine moiety engaged in favorable hydrophobic interactions at the S3 and S4 pockets of the protease.
T449 5486-5728 Sentence denotes Figure 17 Inhibitors with aldehyde, aldehyde bisulfite adduct, and epoxide warhead group The X‐ray crystal structures of MERS‐CoV 3CLpro in complex with inhibitor 59 showed that the piperidine ring is likely projecting toward the S4 subsite.
T450 5729-5810 Sentence denotes Additionally, 59 was engaged in backbone H‐bonds with Gln192, Gln167, and Glu169.
T451 5811-5959 Sentence denotes Azapeptide epoxides (APEs) are another class of SARS‐CoV‐1 Mpro inhibitors, although they were originally developed for clan CD cysteine peptidases.
T452 5960-6111 Sentence denotes 152 , 153 The epoxide S,S‐diastereomer 60 (K inact/K i, 1900 (±400) M−1·s−1; Figure 17) exhibited the best inhibitory activity against SARS‐CoV Mpro.
T453 6112-6255 Sentence denotes 154 The X‐ray structure of Mpro in complex with 60 confirmed the formation of a covalent bond between the cysteine‐S atom and the epoxide C‐3.
T454 6256-6336 Sentence denotes It is worth noting that the S,S‐configured epoxide is required for the activity.
T455 6337-6577 Sentence denotes Very recently, Dai et al. designed and synthesized two novel peptidomimetic SARS‐CoV‐2 Mpro inhibitors 61 and 62 (Figure 18) which exhibited extremely high inhibitory activity on purified Mpro with IC50 values of 50 and 40 nM, respectively.
T456 6578-6712 Sentence denotes Furthermore, the group observed high antiviral activity of both compounds in cell‐based assays (61: EC50, 0.42 µM; 62: EC50, 0.33 µM).
T457 6713-6866 Sentence denotes X‐ray structures were determined for both derivatives in complex with SARS‐CoV‐2 Mpro at 1.5 Å, providing detailed information about the binding pockets.
T458 6867-7023 Sentence denotes Similar to related molecules that employ the aldehyde moiety as a warhead, a covalent bond with the active‐site Cys145 was demonstrated for both structures.
T459 7024-7085 Sentence denotes Cytotoxicity assays revealed CC50 values greater than 100 µM.
T460 7086-7089 Sentence denotes 155
T461 7090-7165 Sentence denotes Figure 18 Peptidomimetic SARS‐CoV‐2 Mpro inhibitors with P3‐indole moiety.
T462 7166-7242 Sentence denotes Mpro, main protease; SARS‐CoV, severe acute respiratory syndrome coronavirus