NPASS drugs

Drug Information

Drug ID:	NPD1925
Drug Name:	Valdecoxib
Molecular Formula:	C16H14N2O3S
Canonical SMILES:	Cc1onc(c1c1ccc(cc1)S(=O)(=O)N)c1ccccc1
Standard InCHI:	InChI=1S/C16H14N2O3S/c1-11-15(12-7-9-14(10-8-12)22(17,19)20)16(18-21-11)13-5-3-2-4-6-13/h2-10H,1H3,(H2,17,19,20)
Standard InCHIKey:	LNPDTQAFDNKSHK-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD1925

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	318
0.1-0.2	2174
0.2-0.3	8692
0.3-0.4	4906
0.4-0.5	12825
0.5-0.6	1926
0.6-0.7	48
0.7-0.8	1
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	0.7151	NPC264400
Remote Similarity	0.6359	NPC282103
Remote Similarity	0.6341	NPC134848
Remote Similarity	0.6207	NPC470021
Remote Similarity	0.6188	NPC300596
Remote Similarity	0.6188	NPC237649
Remote Similarity	0.6181	NPC221873
Remote Similarity	0.6172	NPC4687
Remote Similarity	0.6172	NPC249583
Remote Similarity	0.6168	NPC322064
Remote Similarity	0.6161	NPC303951
Remote Similarity	0.615	NPC207866
Remote Similarity	0.6143	NPC39679
Remote Similarity	0.614	NPC27041
Remote Similarity	0.6132	NPC23294
Remote Similarity	0.6131	NPC206186
Remote Similarity	0.6114	NPC303225
Remote Similarity	0.6103	NPC12344
Remote Similarity	0.6103	NPC110182
Remote Similarity	0.6098	NPC474916
Remote Similarity	0.6091	NPC243058
Remote Similarity	0.6087	NPC471944
Remote Similarity	0.608	NPC160381
Remote Similarity	0.6075	NPC477889
Remote Similarity	0.6066	NPC210828
Remote Similarity	0.6066	NPC86834
Remote Similarity	0.6062	NPC191310
Remote Similarity	0.6061	NPC203635
Remote Similarity	0.6056	NPC87413
Remote Similarity	0.6055	NPC276657
Remote Similarity	0.6055	NPC323969
Remote Similarity	0.605	NPC238242
Remote Similarity	0.6048	NPC45190
Remote Similarity	0.6048	NPC300156
Remote Similarity	0.6045	NPC122436
Remote Similarity	0.6042	NPC288430
Remote Similarity	0.604	NPC138370
Remote Similarity	0.6029	NPC276517
Remote Similarity	0.6028	NPC310211
Remote Similarity	0.6028	NPC308137
Remote Similarity	0.6019	NPC243850
Remote Similarity	0.6009	NPC471762
Remote Similarity	0.6	NPC472259
Remote Similarity	0.6	NPC194040
Remote Similarity	0.6	NPC84347
Remote Similarity	0.6	NPC132539
Remote Similarity	0.6	NPC470023
Remote Similarity	0.6	NPC220851
Remote Similarity	0.6	NPC90415
Remote Similarity	0.5991	NPC169402
Remote Similarity	0.599	NPC222592
Remote Similarity	0.599	NPC168486
Remote Similarity	0.599	NPC44161
Remote Similarity	0.5988	NPC122235
Remote Similarity	0.5981	NPC9894
Remote Similarity	0.5978	NPC144691
Remote Similarity	0.5972	NPC175602
Remote Similarity	0.5972	NPC116238
Remote Similarity	0.597	NPC278434
Remote Similarity	0.5969	NPC115232
Remote Similarity	0.5969	NPC219848
Remote Similarity	0.5962	NPC61038
Remote Similarity	0.5959	NPC471943
Remote Similarity	0.5957	NPC26850
Remote Similarity	0.5949	NPC475594
Remote Similarity	0.5947	NPC242116
Remote Similarity	0.5947	NPC177404
Remote Similarity	0.5947	NPC214106
Remote Similarity	0.5945	NPC3207
Remote Similarity	0.5943	NPC130655
Remote Similarity	0.5943	NPC183777
Remote Similarity	0.5943	NPC283117
Remote Similarity	0.5942	NPC306376
Remote Similarity	0.5941	NPC226794
Remote Similarity	0.5939	NPC67659
Remote Similarity	0.5939	NPC256268
Remote Similarity	0.5938	NPC66777
Remote Similarity	0.5936	NPC288987
Remote Similarity	0.5936	NPC269270
Remote Similarity	0.5931	NPC56170
Remote Similarity	0.5926	NPC103250
Remote Similarity	0.592	NPC316746
Remote Similarity	0.5918	NPC475607
Remote Similarity	0.5918	NPC471743
Remote Similarity	0.5918	NPC151635
Remote Similarity	0.5916	NPC204867
Remote Similarity	0.5909	NPC150239
Remote Similarity	0.5909	NPC14686
Remote Similarity	0.5907	NPC187501
Remote Similarity	0.5899	NPC159722
Remote Similarity	0.5897	NPC474409
Remote Similarity	0.5895	NPC470022
Remote Similarity	0.5895	NPC235685
Remote Similarity	0.5894	NPC90229
Remote Similarity	0.5893	NPC157931
Remote Similarity	0.589	NPC247803
Remote Similarity	0.589	NPC46561
Remote Similarity	0.5888	NPC284775
Remote Similarity	0.5888	NPC9475
Remote Similarity	0.5888	NPC474081
Remote Similarity	0.5882	NPC198503
Remote Similarity	0.588	NPC219087
Remote Similarity	0.5876	NPC477888
Remote Similarity	0.5872	NPC62995
Remote Similarity	0.587	NPC101350
Remote Similarity	0.5869	NPC270918
Remote Similarity	0.5866	NPC181527
Remote Similarity	0.5864	NPC208084
Remote Similarity	0.5859	NPC164340
Remote Similarity	0.5859	NPC474041
Remote Similarity	0.5856	NPC16352
Remote Similarity	0.5854	NPC67551
Remote Similarity	0.5853	NPC39500
Remote Similarity	0.5852	NPC473187
Remote Similarity	0.585	NPC117027
Remote Similarity	0.5845	NPC293151
Remote Similarity	0.5842	NPC150308
Remote Similarity	0.5841	NPC266249
Remote Similarity	0.5841	NPC171787
Remote Similarity	0.5837	NPC174760
Remote Similarity	0.5837	NPC81535
Remote Similarity	0.5833	NPC329631
Remote Similarity	0.5833	NPC144381
Remote Similarity	0.5833	NPC294375
Remote Similarity	0.5829	NPC295898
Remote Similarity	0.5826	NPC118228
Remote Similarity	0.5826	NPC237740
Remote Similarity	0.5822	NPC478078
Remote Similarity	0.5822	NPC257851
Remote Similarity	0.5821	NPC190007
Remote Similarity	0.5818	NPC264285
Remote Similarity	0.5817	NPC141454
Remote Similarity	0.5817	NPC473814
Remote Similarity	0.5817	NPC78767
Remote Similarity	0.5816	NPC252572
Remote Similarity	0.5815	NPC260434
Remote Similarity	0.5812	NPC322644
Remote Similarity	0.5812	NPC93653
Remote Similarity	0.581	NPC43218
Remote Similarity	0.5806	NPC241392
Remote Similarity	0.5803	NPC299582
Remote Similarity	0.5802	NPC165599
Remote Similarity	0.58	NPC28368
Remote Similarity	0.5799	NPC130931
Remote Similarity	0.5799	NPC330009
Remote Similarity	0.5798	NPC26872
Remote Similarity	0.5797	NPC93390
Remote Similarity	0.5792	NPC94943
Remote Similarity	0.5792	NPC48317
Remote Similarity	0.5792	NPC74360
Remote Similarity	0.5789	NPC316910
Remote Similarity	0.5789	NPC279189
Remote Similarity	0.5789	NPC196718
Remote Similarity	0.5789	NPC200553
Remote Similarity	0.5789	NPC207686
Remote Similarity	0.5787	NPC269367
Remote Similarity	0.5787	NPC471304
Remote Similarity	0.5787	NPC470020
Remote Similarity	0.5787	NPC309845
Remote Similarity	0.5787	NPC123839
Remote Similarity	0.5784	NPC473666
Remote Similarity	0.5784	NPC44354
Remote Similarity	0.5781	NPC476231
Remote Similarity	0.5779	NPC475761
Remote Similarity	0.5779	NPC72980
Remote Similarity	0.5778	NPC471316
Remote Similarity	0.5777	NPC472292
Remote Similarity	0.5775	NPC322283
Remote Similarity	0.5775	NPC314648
Remote Similarity	0.5771	NPC212535
Remote Similarity	0.5769	NPC472293
Remote Similarity	0.5766	NPC225279
Remote Similarity	0.5762	NPC280714
Remote Similarity	0.5761	NPC472242
Remote Similarity	0.576	NPC146418
Remote Similarity	0.5758	NPC8467
Remote Similarity	0.5756	NPC154339
Remote Similarity	0.5756	NPC324091
Remote Similarity	0.5753	NPC239763
Remote Similarity	0.5753	NPC190401
Remote Similarity	0.5752	NPC74575
Remote Similarity	0.5751	NPC148889
Remote Similarity	0.575	NPC88110
Remote Similarity	0.575	NPC271792
Remote Similarity	0.5749	NPC247735
Remote Similarity	0.5749	NPC473821
Remote Similarity	0.5749	NPC81802
Remote Similarity	0.5749	NPC230403
Remote Similarity	0.5749	NPC269886
Remote Similarity	0.5749	NPC267343
Remote Similarity	0.5749	NPC472210
Remote Similarity	0.5749	NPC472295
Remote Similarity	0.5748	NPC313345
Remote Similarity	0.5748	NPC313796
Remote Similarity	0.5748	NPC315638
Remote Similarity	0.5748	NPC314855
Remote Similarity	0.5747	NPC473041
Remote Similarity	0.5747	NPC184408
Remote Similarity	0.5746	NPC472243
Remote Similarity	0.5742	NPC74153

Drug Structure

NPD1925 OpenBabel08211701392D 24 26 0 0 0 0 0 0 0 0999 V2000 4.2788 -1.7601 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 0.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.5388 0.5000 0.0000 N 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 0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 11 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 2 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 1 0 0 0 0 16 18 2 0 0 0 0 17 22 1 0 0 0 0 17 23 1 0 0 0 0 17 24 1 0 0 0 0 18 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	DAP001541
DrugBank	DB00580
ChEMBL	CHEMBL865
IUPHAR/BPS	2894
PharmaGKB	PA10226
KEGG Drug
PubChem CID	119607
ChEBI	63634
CAS Number	181695-72-7

Drug Properties

Molecular Weight	314.07
ALogP	-0.6511
MLogP	2.56
XLogP	4.1
HDA	3
HBD	1
Rotatable Bonds	5
TPSA	94.57
RO5 Violation	0