NPASS drugs

Drug Information

Drug ID:	NPD2347
Drug Name:	Rofecoxib
Molecular Formula:	C17H14O4S
Canonical SMILES:	O=C1OCC(=C1c1ccccc1)c1ccc(cc1)S(=O)(=O)C
Standard InCHI:	InChI=1S/C17H14O4S/c1-22(19,20)14-9-7-12(8-10-14)15-11-21-17(18)16(15)13-5-3-2-4-6-13/h2-10H,11H2,1H3
Standard InCHIKey:	RZJQGNCSTQAWON-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD2347

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	155
0.1-0.2	1081
0.2-0.3	2528
0.3-0.4	7704
0.4-0.5	11103
0.5-0.6	7687
0.6-0.7	587
0.7-0.8	44
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Intermediate Similarity	0.8257	NPC270654
Intermediate Similarity	0.7712	NPC281604
Intermediate Similarity	0.7672	NPC269644
Intermediate Similarity	0.7565	NPC42211
Intermediate Similarity	0.7479	NPC156648
Intermediate Similarity	0.7478	NPC118343
Intermediate Similarity	0.7458	NPC269457
Intermediate Similarity	0.7455	NPC9822
Intermediate Similarity	0.7387	NPC240108
Intermediate Similarity	0.7387	NPC213156
Intermediate Similarity	0.7387	NPC185501
Intermediate Similarity	0.7304	NPC276775
Intermediate Similarity	0.7304	NPC249912
Intermediate Similarity	0.7304	NPC92754
Intermediate Similarity	0.7288	NPC474365
Intermediate Similarity	0.7288	NPC301943
Intermediate Similarity	0.7273	NPC474364
Intermediate Similarity	0.7248	NPC294134
Intermediate Similarity	0.7241	NPC35448
Intermediate Similarity	0.7241	NPC225060
Intermediate Similarity	0.7241	NPC78701
Intermediate Similarity	0.7222	NPC128249
Intermediate Similarity	0.7179	NPC146351
Intermediate Similarity	0.7168	NPC119631
Intermediate Similarity	0.7131	NPC17417
Intermediate Similarity	0.7131	NPC10251
Intermediate Similarity	0.7131	NPC469636
Intermediate Similarity	0.713	NPC130398
Intermediate Similarity	0.7119	NPC70624
Intermediate Similarity	0.7107	NPC119271
Intermediate Similarity	0.7073	NPC196246
Intermediate Similarity	0.7073	NPC214067
Intermediate Similarity	0.7073	NPC251854
Intermediate Similarity	0.7073	NPC93084
Intermediate Similarity	0.7064	NPC288903
Intermediate Similarity	0.7049	NPC56493
Intermediate Similarity	0.7043	NPC261181
Intermediate Similarity	0.704	NPC128368
Intermediate Similarity	0.7034	NPC203925
Intermediate Similarity	0.7034	NPC325497
Intermediate Similarity	0.7016	NPC305912
Intermediate Similarity	0.7016	NPC1082
Intermediate Similarity	0.7	NPC280827
Intermediate Similarity	0.7	NPC243059
Intermediate Similarity	0.7	NPC89886
Remote Similarity	0.6992	NPC265407
Remote Similarity	0.6992	NPC83628
Remote Similarity	0.6991	NPC173443
Remote Similarity	0.6984	NPC307651
Remote Similarity	0.6964	NPC89377
Remote Similarity	0.696	NPC270699
Remote Similarity	0.696	NPC82899
Remote Similarity	0.696	NPC79496
Remote Similarity	0.696	NPC158282
Remote Similarity	0.6957	NPC77273
Remote Similarity	0.6942	NPC31786
Remote Similarity	0.6935	NPC174099
Remote Similarity	0.6929	NPC210092
Remote Similarity	0.6917	NPC188895
Remote Similarity	0.6885	NPC209632
Remote Similarity	0.688	NPC474157
Remote Similarity	0.688	NPC210089
Remote Similarity	0.688	NPC260818
Remote Similarity	0.6875	NPC149691
Remote Similarity	0.686	NPC60679
Remote Similarity	0.6855	NPC40178
Remote Similarity	0.685	NPC153053
Remote Similarity	0.685	NPC87069
Remote Similarity	0.6846	NPC311091
Remote Similarity	0.6846	NPC471033
Remote Similarity	0.6846	NPC293424
Remote Similarity	0.6842	NPC220893
Remote Similarity	0.6829	NPC37622
Remote Similarity	0.6829	NPC30594
Remote Similarity	0.6825	NPC321852
Remote Similarity	0.6825	NPC474314
Remote Similarity	0.6818	NPC50872
Remote Similarity	0.6818	NPC323103
Remote Similarity	0.6814	NPC96625
Remote Similarity	0.6803	NPC114594
Remote Similarity	0.6797	NPC474408
Remote Similarity	0.6797	NPC32356
Remote Similarity	0.6789	NPC121800
Remote Similarity	0.6786	NPC58616
Remote Similarity	0.6777	NPC45613
Remote Similarity	0.6774	NPC20485
Remote Similarity	0.6774	NPC47536
Remote Similarity	0.6772	NPC474176
Remote Similarity	0.6772	NPC161611
Remote Similarity	0.6772	NPC272524
Remote Similarity	0.6772	NPC17693
Remote Similarity	0.6769	NPC469574
Remote Similarity	0.6757	NPC208183
Remote Similarity	0.6757	NPC270507
Remote Similarity	0.6757	NPC243289
Remote Similarity	0.6754	NPC304760
Remote Similarity	0.6752	NPC23453
Remote Similarity	0.6748	NPC472919
Remote Similarity	0.6746	NPC476003
Remote Similarity	0.6746	NPC167504
Remote Similarity	0.6742	NPC473243
Remote Similarity	0.6741	NPC288945
Remote Similarity	0.6741	NPC470008
Remote Similarity	0.6723	NPC289201
Remote Similarity	0.6723	NPC103048
Remote Similarity	0.6721	NPC234305
Remote Similarity	0.672	NPC85493
Remote Similarity	0.672	NPC99846
Remote Similarity	0.672	NPC269023
Remote Similarity	0.6719	NPC308744
Remote Similarity	0.6697	NPC170484
Remote Similarity	0.6694	NPC51174
Remote Similarity	0.6694	NPC473325
Remote Similarity	0.6692	NPC190298
Remote Similarity	0.6667	NPC14141
Remote Similarity	0.6667	NPC474685
Remote Similarity	0.6667	NPC473942
Remote Similarity	0.6667	NPC204784
Remote Similarity	0.6667	NPC103387
Remote Similarity	0.6641	NPC45104
Remote Similarity	0.664	NPC470391
Remote Similarity	0.6639	NPC12695
Remote Similarity	0.6637	NPC475710
Remote Similarity	0.6618	NPC295664
Remote Similarity	0.6617	NPC988
Remote Similarity	0.6617	NPC289432
Remote Similarity	0.6613	NPC105899
Remote Similarity	0.6607	NPC285773
Remote Similarity	0.6589	NPC474363
Remote Similarity	0.6589	NPC477411
Remote Similarity	0.6585	NPC160382
Remote Similarity	0.6585	NPC255676
Remote Similarity	0.6585	NPC91820
Remote Similarity	0.6585	NPC329556
Remote Similarity	0.6585	NPC82426
Remote Similarity	0.6579	NPC318107
Remote Similarity	0.6569	NPC476599
Remote Similarity	0.6567	NPC144547
Remote Similarity	0.6562	NPC474689
Remote Similarity	0.656	NPC477251
Remote Similarity	0.6552	NPC231591
Remote Similarity	0.6547	NPC79332
Remote Similarity	0.6545	NPC167577
Remote Similarity	0.6545	NPC78517
Remote Similarity	0.6538	NPC306740
Remote Similarity	0.6535	NPC273837
Remote Similarity	0.6535	NPC79543
Remote Similarity	0.6532	NPC85977
Remote Similarity	0.6529	NPC229242
Remote Similarity	0.6522	NPC286608
Remote Similarity	0.6522	NPC169050
Remote Similarity	0.6522	NPC322387
Remote Similarity	0.6515	NPC228318
Remote Similarity	0.6515	NPC152812
Remote Similarity	0.6496	NPC84288
Remote Similarity	0.6491	NPC53299
Remote Similarity	0.6489	NPC226093
Remote Similarity	0.6489	NPC100353
Remote Similarity	0.6489	NPC296526
Remote Similarity	0.6484	NPC183700
Remote Similarity	0.6479	NPC173034
Remote Similarity	0.6475	NPC472318
Remote Similarity	0.6475	NPC217621
Remote Similarity	0.6475	NPC98911
Remote Similarity	0.6471	NPC472703
Remote Similarity	0.6471	NPC34243
Remote Similarity	0.6466	NPC64340
Remote Similarity	0.6466	NPC329064
Remote Similarity	0.6462	NPC237366
Remote Similarity	0.646	NPC127491
Remote Similarity	0.646	NPC324835
Remote Similarity	0.646	NPC308619
Remote Similarity	0.6455	NPC176228
Remote Similarity	0.6449	NPC88403
Remote Similarity	0.6449	NPC79608
Remote Similarity	0.6449	NPC476033
Remote Similarity	0.6449	NPC275576
Remote Similarity	0.6446	NPC253423
Remote Similarity	0.6434	NPC234376
Remote Similarity	0.6434	NPC202743
Remote Similarity	0.6429	NPC474376
Remote Similarity	0.6429	NPC217431
Remote Similarity	0.6429	NPC475203
Remote Similarity	0.6429	NPC472315
Remote Similarity	0.6429	NPC136962
Remote Similarity	0.6429	NPC165212
Remote Similarity	0.6429	NPC1065
Remote Similarity	0.6429	NPC303245
Remote Similarity	0.6429	NPC2596
Remote Similarity	0.6429	NPC89950
Remote Similarity	0.6429	NPC472316
Remote Similarity	0.6423	NPC472888
Remote Similarity	0.6423	NPC472704
Remote Similarity	0.6423	NPC471466
Remote Similarity	0.6422	NPC175393
Remote Similarity	0.6418	NPC264976
Remote Similarity	0.6417	NPC5472
Remote Similarity	0.6417	NPC172925
Remote Similarity	0.6412	NPC470764
Remote Similarity	0.6408	NPC238370

Drug Structure

NPD2347 OpenBabel08211702172D 22 24 0 0 0 0 0 0 0 0999 V2000 -0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6607 3.6622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6389 3.4543 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9916 2.9190 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9479 2.5032 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3006 1.9680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2788 1.7601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5388 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3479 1.0878 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.5388 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 2 0 0 0 0 5 13 2 0 0 0 0 6 13 1 0 0 0 0 7 9 1 0 0 0 0 7 12 2 0 0 0 0 8 10 2 0 0 0 0 8 12 1 0 0 0 0 9 14 2 0 0 0 0 10 14 1 0 0 0 0 11 15 1 0 0 0 0 11 21 1 0 0 0 0 12 15 1 0 0 0 0 13 16 1 0 0 0 0 14 22 1 0 0 0 0 15 16 2 0 0 0 0 16 17 1 0 0 0 0 17 18 2 0 0 0 0 17 21 1 0 0 0 0 19 22 2 0 0 0 0 20 22 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001338
DrugBank	DB00533
ChEMBL	CHEMBL122
IUPHAR/BPS	2893
PharmaGKB	PA451268
KEGG Drug	D00568
PubChem CID	5090
ChEBI	8887
CAS Number	162011-90-7

Drug Properties

Molecular Weight	314.06
ALogP	-0.3258
MLogP	2.78
XLogP	4.767
HDA	4
HBD	0
Rotatable Bonds	4
TPSA	68.82
RO5 Violation	0