NPASS drugs

Drug Information

Drug ID:	NPD3397
Drug Name:	Apricoxib
Molecular Formula:	C19H20N2O3S
Canonical SMILES:	CCOc1ccc(cc1)c1cc(cn1c1ccc(cc1)S(=O)(=O)N)C
Standard InCHI:	InChI=1S/C19H20N2O3S/c1-3-24-17-8-4-15(5-9-17)19-12-14(2)13-21(19)16-6-10-18(11-7-16)25(20,22)23/h4-13H,3H2,1-2H3,(H2,20,22,23)
Standard InCHIKey:	JTMITOKKUMVWRT-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3397

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	419
0.1-0.2	2999
0.2-0.3	9679
0.3-0.4	5678
0.4-0.5	8762
0.5-0.6	2263
0.6-0.7	937
0.7-0.8	153
0.8-0.85	0
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	0.7833	NPC285558
Intermediate Similarity	0.7783	NPC475774
Intermediate Similarity	0.7766	NPC92111
Intermediate Similarity	0.7761	NPC4071
Intermediate Similarity	0.7761	NPC476582
Intermediate Similarity	0.7761	NPC476578
Intermediate Similarity	0.7727	NPC133140
Intermediate Similarity	0.7727	NPC195268
Intermediate Similarity	0.7723	NPC477019
Intermediate Similarity	0.7716	NPC76748
Intermediate Similarity	0.7688	NPC307963
Intermediate Similarity	0.7685	NPC232727
Intermediate Similarity	0.767	NPC313189
Intermediate Similarity	0.7665	NPC296527
Intermediate Similarity	0.7659	NPC16452
Intermediate Similarity	0.7659	NPC36229
Intermediate Similarity	0.7659	NPC476581
Intermediate Similarity	0.7644	NPC290689
Intermediate Similarity	0.7612	NPC251090
Intermediate Similarity	0.7596	NPC174758
Intermediate Similarity	0.7571	NPC296482
Intermediate Similarity	0.7571	NPC53069
Intermediate Similarity	0.7571	NPC202768
Intermediate Similarity	0.756	NPC167860
Intermediate Similarity	0.756	NPC123976
Intermediate Similarity	0.7549	NPC234197
Intermediate Similarity	0.7549	NPC176538
Intermediate Similarity	0.7547	NPC170114
Intermediate Similarity	0.7536	NPC266931
Intermediate Similarity	0.7525	NPC13880
Intermediate Similarity	0.7512	NPC31930
Intermediate Similarity	0.75	NPC470549
Intermediate Similarity	0.75	NPC177404
Intermediate Similarity	0.75	NPC287437
Intermediate Similarity	0.75	NPC135549
Intermediate Similarity	0.7487	NPC168486
Intermediate Similarity	0.7487	NPC222592
Intermediate Similarity	0.7476	NPC11464
Intermediate Similarity	0.7464	NPC82548
Intermediate Similarity	0.7463	NPC121772
Intermediate Similarity	0.7462	NPC84478
Intermediate Similarity	0.7451	NPC72211
Intermediate Similarity	0.7441	NPC208284
Intermediate Similarity	0.7429	NPC174672
Intermediate Similarity	0.7406	NPC112206
Intermediate Similarity	0.7406	NPC96405
Intermediate Similarity	0.7406	NPC202605
Intermediate Similarity	0.7406	NPC171409
Intermediate Similarity	0.7402	NPC267928
Intermediate Similarity	0.7383	NPC274982
Intermediate Similarity	0.7379	NPC329747
Intermediate Similarity	0.7376	NPC99666
Intermediate Similarity	0.7368	NPC470164
Intermediate Similarity	0.7368	NPC323345
Intermediate Similarity	0.7363	NPC134079
Intermediate Similarity	0.7361	NPC193267
Intermediate Similarity	0.7361	NPC213530
Intermediate Similarity	0.7356	NPC476138
Intermediate Similarity	0.7356	NPC245816
Intermediate Similarity	0.7353	NPC70259
Intermediate Similarity	0.734	NPC26850
Intermediate Similarity	0.7323	NPC176127
Intermediate Similarity	0.7308	NPC295898
Intermediate Similarity	0.7304	NPC43787
Intermediate Similarity	0.7304	NPC205934
Intermediate Similarity	0.7296	NPC283152
Intermediate Similarity	0.7295	NPC19872
Intermediate Similarity	0.729	NPC476287
Intermediate Similarity	0.729	NPC271215
Intermediate Similarity	0.729	NPC149471
Intermediate Similarity	0.7286	NPC472111
Intermediate Similarity	0.7282	NPC312872
Intermediate Similarity	0.7273	NPC162484
Intermediate Similarity	0.7273	NPC26872
Intermediate Similarity	0.7264	NPC469589
Intermediate Similarity	0.7248	NPC477533
Intermediate Similarity	0.7243	NPC26679
Intermediate Similarity	0.7243	NPC316981
Intermediate Similarity	0.7243	NPC264176
Intermediate Similarity	0.7243	NPC251160
Intermediate Similarity	0.724	NPC153467
Intermediate Similarity	0.7233	NPC243834
Intermediate Similarity	0.7233	NPC70956
Intermediate Similarity	0.723	NPC470020
Intermediate Similarity	0.7225	NPC475112
Intermediate Similarity	0.7225	NPC291535
Intermediate Similarity	0.7225	NPC475085
Intermediate Similarity	0.7217	NPC475910
Intermediate Similarity	0.7217	NPC476465
Intermediate Similarity	0.7217	NPC287208
Intermediate Similarity	0.7212	NPC11017
Intermediate Similarity	0.7212	NPC315957
Intermediate Similarity	0.7204	NPC476106
Intermediate Similarity	0.7178	NPC46580
Intermediate Similarity	0.7175	NPC314954
Intermediate Similarity	0.7163	NPC94157
Intermediate Similarity	0.7156	NPC329708
Intermediate Similarity	0.7156	NPC100079
Intermediate Similarity	0.7156	NPC23614
Intermediate Similarity	0.7156	NPC118832
Intermediate Similarity	0.7156	NPC165349
Intermediate Similarity	0.7156	NPC264166
Intermediate Similarity	0.7156	NPC274291
Intermediate Similarity	0.7156	NPC47059
Intermediate Similarity	0.715	NPC188420
Intermediate Similarity	0.7136	NPC310118
Intermediate Similarity	0.7136	NPC131017
Intermediate Similarity	0.7136	NPC60621
Intermediate Similarity	0.7136	NPC470931
Intermediate Similarity	0.7129	NPC329793
Intermediate Similarity	0.7129	NPC171171
Intermediate Similarity	0.7129	NPC204385
Intermediate Similarity	0.7109	NPC223427
Intermediate Similarity	0.7103	NPC185782
Intermediate Similarity	0.7101	NPC473053
Intermediate Similarity	0.71	NPC206201
Intermediate Similarity	0.7095	NPC476044
Intermediate Similarity	0.7095	NPC267423
Intermediate Similarity	0.7087	NPC106937
Intermediate Similarity	0.7087	NPC99891
Intermediate Similarity	0.7083	NPC472098
Intermediate Similarity	0.7079	NPC314002
Intermediate Similarity	0.7078	NPC473822
Intermediate Similarity	0.7072	NPC122436
Intermediate Similarity	0.7067	NPC224928
Intermediate Similarity	0.7061	NPC295228
Intermediate Similarity	0.7054	NPC110151
Intermediate Similarity	0.7051	NPC471080
Intermediate Similarity	0.7051	NPC236668
Intermediate Similarity	0.7051	NPC469592
Intermediate Similarity	0.7048	NPC180504
Intermediate Similarity	0.7045	NPC46451
Intermediate Similarity	0.7041	NPC476518
Intermediate Similarity	0.7039	NPC324149
Intermediate Similarity	0.7035	NPC96890
Intermediate Similarity	0.7035	NPC211997
Intermediate Similarity	0.7035	NPC475253
Intermediate Similarity	0.703	NPC62069
Intermediate Similarity	0.703	NPC204717
Intermediate Similarity	0.7023	NPC201697
Intermediate Similarity	0.7018	NPC235076
Intermediate Similarity	0.7018	NPC146976
Intermediate Similarity	0.7015	NPC470474
Intermediate Similarity	0.7014	NPC132642
Intermediate Similarity	0.7014	NPC174049
Intermediate Similarity	0.701	NPC74382
Intermediate Similarity	0.701	NPC206251
Intermediate Similarity	0.7005	NPC279401
Intermediate Similarity	0.7005	NPC14651
Intermediate Similarity	0.7005	NPC289786
Intermediate Similarity	0.7005	NPC121658
Intermediate Similarity	0.7005	NPC79293
Intermediate Similarity	0.7004	NPC469554
Remote Similarity	0.6995	NPC475070
Remote Similarity	0.6995	NPC470930
Remote Similarity	0.6991	NPC471304
Remote Similarity	0.6986	NPC288349
Remote Similarity	0.6986	NPC77555
Remote Similarity	0.6985	NPC288943
Remote Similarity	0.6985	NPC224764
Remote Similarity	0.6985	NPC134586
Remote Similarity	0.698	NPC220765
Remote Similarity	0.6976	NPC242928
Remote Similarity	0.6974	NPC255800
Remote Similarity	0.6974	NPC96584
Remote Similarity	0.6974	NPC471178
Remote Similarity	0.6968	NPC168209
Remote Similarity	0.696	NPC201508
Remote Similarity	0.6959	NPC242923
Remote Similarity	0.6952	NPC127085
Remote Similarity	0.6948	NPC53144
Remote Similarity	0.6938	NPC194967
Remote Similarity	0.6937	NPC472099
Remote Similarity	0.6933	NPC319232
Remote Similarity	0.6933	NPC470018
Remote Similarity	0.6933	NPC24370
Remote Similarity	0.6931	NPC474798
Remote Similarity	0.693	NPC193777
Remote Similarity	0.6927	NPC48353
Remote Similarity	0.6926	NPC101350
Remote Similarity	0.6923	NPC204446
Remote Similarity	0.6923	NPC198673
Remote Similarity	0.6923	NPC473041
Remote Similarity	0.6923	NPC475190
Remote Similarity	0.6923	NPC469594
Remote Similarity	0.6919	NPC128823
Remote Similarity	0.6916	NPC470500
Remote Similarity	0.6915	NPC42979
Remote Similarity	0.6912	NPC5145
Remote Similarity	0.6909	NPC470799
Remote Similarity	0.6909	NPC8022
Remote Similarity	0.6903	NPC74575
Remote Similarity	0.6903	NPC473185
Remote Similarity	0.6901	NPC135887
Remote Similarity	0.6901	NPC199277
Remote Similarity	0.6895	NPC162530
Remote Similarity	0.6893	NPC224327
Remote Similarity	0.6886	NPC260434
Remote Similarity	0.6884	NPC474145
Remote Similarity	0.6884	NPC475841

Drug Structure

NPD3397 OpenBabel08211703112D 27 29 0 0 0 0 0 0 0 0999 V2000 -6.3074 3.7118 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0878 6.3479 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3564 4.0208 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9680 3.3006 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5032 4.9479 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9190 2.9916 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4543 4.6389 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 5.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 4.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 5.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7601 4.2788 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6622 3.6607 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 4.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 4.0000 0.0000 N 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 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.6132 3.3517 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 -1.5000 0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 14 1 0 0 0 0 3 24 1 0 0 0 0 4 8 1 0 0 0 0 4 15 2 0 0 0 0 5 9 2 0 0 0 0 5 15 1 0 0 0 0 6 10 1 0 0 0 0 6 16 2 0 0 0 0 7 11 2 0 0 0 0 7 16 1 0 0 0 0 8 17 2 0 0 0 0 9 17 1 0 0 0 0 10 18 2 0 0 0 0 11 18 1 0 0 0 0 12 14 1 0 0 0 0 12 19 2 0 0 0 0 13 14 2 0 0 0 0 13 21 1 0 0 0 0 15 19 1 0 0 0 0 16 21 1 0 0 0 0 17 24 1 0 0 0 0 18 25 1 0 0 0 0 19 21 1 0 0 0 0 20 25 1 0 0 0 0 20 26 1 0 0 0 0 20 27 1 0 0 0 0 22 25 2 0 0 0 0 23 25 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL002633
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9820073
ChEBI
CAS Number

Drug Properties

Molecular Weight	356.12
ALogP	-0.0827
MLogP	2.89
XLogP	3.917
HDA	4
HBD	1
Rotatable Bonds	8
TPSA	82.18
RO5 Violation	0