NPASS drugs

Drug Information

Drug ID:	NPD1867
Drug Name:	Benoxaprofen
Molecular Formula:	C16H12ClNO3
Canonical SMILES:	OC(=O)C(c1ccc2c(c1)nc(o2)c1ccc(cc1)Cl)C
Standard InCHI:	InChI=1S/C16H12ClNO3/c1-9(16(19)20)11-4-7-14-13(8-11)18-15(21-14)10-2-5-12(17)6-3-10/h2-9H,1H3,(H,19,20)
Standard InCHIKey:	MITFXPHMIHQXPI-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD1867

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	362
0.1-0.2	2210
0.2-0.3	9216
0.3-0.4	3523
0.4-0.5	12345
0.5-0.6	2407
0.6-0.7	740
0.7-0.8	87
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	0.7822	NPC144452
Intermediate Similarity	0.7807	NPC274640
Intermediate Similarity	0.7803	NPC184408
Intermediate Similarity	0.7725	NPC469961
Intermediate Similarity	0.7709	NPC314633
Intermediate Similarity	0.7703	NPC39500
Intermediate Similarity	0.7662	NPC474688
Intermediate Similarity	0.7658	NPC38237
Intermediate Similarity	0.7632	NPC51388
Intermediate Similarity	0.7627	NPC475844
Intermediate Similarity	0.7591	NPC321428
Intermediate Similarity	0.7577	NPC225279
Intermediate Similarity	0.7534	NPC87413
Intermediate Similarity	0.7523	NPC230403
Intermediate Similarity	0.7511	NPC118228
Intermediate Similarity	0.7511	NPC474701
Intermediate Similarity	0.7489	NPC131885
Intermediate Similarity	0.7478	NPC205372
Intermediate Similarity	0.7456	NPC208084
Intermediate Similarity	0.7455	NPC187501
Intermediate Similarity	0.7455	NPC146418
Intermediate Similarity	0.7446	NPC179287
Intermediate Similarity	0.744	NPC286195
Intermediate Similarity	0.7432	NPC4687
Intermediate Similarity	0.7397	NPC161801
Intermediate Similarity	0.7371	NPC97746
Intermediate Similarity	0.735	NPC194740
Intermediate Similarity	0.7336	NPC165964
Intermediate Similarity	0.7333	NPC269367
Intermediate Similarity	0.7321	NPC39679
Intermediate Similarity	0.7316	NPC280799
Intermediate Similarity	0.7309	NPC300156
Intermediate Similarity	0.7304	NPC298436
Intermediate Similarity	0.7304	NPC288987
Intermediate Similarity	0.7281	NPC475190
Intermediate Similarity	0.728	NPC477589
Intermediate Similarity	0.728	NPC477587
Intermediate Similarity	0.7273	NPC174760
Intermediate Similarity	0.7269	NPC474428
Intermediate Similarity	0.7234	NPC140296
Intermediate Similarity	0.722	NPC477586
Intermediate Similarity	0.722	NPC477590
Intermediate Similarity	0.722	NPC477588
Intermediate Similarity	0.722	NPC477585
Intermediate Similarity	0.7217	NPC169402
Intermediate Similarity	0.7217	NPC293151
Intermediate Similarity	0.7213	NPC58209
Intermediate Similarity	0.7205	NPC16066
Intermediate Similarity	0.7205	NPC116238
Intermediate Similarity	0.7202	NPC160100
Intermediate Similarity	0.72	NPC249583
Intermediate Similarity	0.7197	NPC34770
Intermediate Similarity	0.7185	NPC196718
Intermediate Similarity	0.7185	NPC102593
Intermediate Similarity	0.7183	NPC230683
Intermediate Similarity	0.7183	NPC209981
Intermediate Similarity	0.7181	NPC172355
Intermediate Similarity	0.7162	NPC324361
Intermediate Similarity	0.7155	NPC323198
Intermediate Similarity	0.7143	NPC72715
Intermediate Similarity	0.7124	NPC150239
Intermediate Similarity	0.7119	NPC470018
Intermediate Similarity	0.7112	NPC247803
Intermediate Similarity	0.7103	NPC185197
Intermediate Similarity	0.71	NPC3207
Intermediate Similarity	0.7094	NPC198503
Intermediate Similarity	0.709	NPC166712
Intermediate Similarity	0.708	NPC45190
Intermediate Similarity	0.708	NPC472287
Intermediate Similarity	0.708	NPC472286
Intermediate Similarity	0.7066	NPC240384
Intermediate Similarity	0.7066	NPC6786
Intermediate Similarity	0.7064	NPC144381
Intermediate Similarity	0.7061	NPC208364
Intermediate Similarity	0.7054	NPC470586
Intermediate Similarity	0.7051	NPC323969
Intermediate Similarity	0.7048	NPC283117
Intermediate Similarity	0.7043	NPC310211
Intermediate Similarity	0.7043	NPC308137
Intermediate Similarity	0.7039	NPC174576
Intermediate Similarity	0.7039	NPC303658
Intermediate Similarity	0.7035	NPC132539
Intermediate Similarity	0.7022	NPC169716
Intermediate Similarity	0.7012	NPC329631
Intermediate Similarity	0.7005	NPC194040
Intermediate Similarity	0.7	NPC260434
Intermediate Similarity	0.7	NPC294375
Remote Similarity	0.6996	NPC312645
Remote Similarity	0.6991	NPC317572
Remote Similarity	0.6983	NPC39370
Remote Similarity	0.6971	NPC473186
Remote Similarity	0.6965	NPC470042
Remote Similarity	0.6964	NPC220408
Remote Similarity	0.6964	NPC128823
Remote Similarity	0.6959	NPC241025
Remote Similarity	0.6957	NPC470020
Remote Similarity	0.6957	NPC258048
Remote Similarity	0.6951	NPC141454
Remote Similarity	0.695	NPC101312
Remote Similarity	0.6948	NPC173250
Remote Similarity	0.6947	NPC295898
Remote Similarity	0.6946	NPC74575
Remote Similarity	0.694	NPC89508
Remote Similarity	0.694	NPC232225
Remote Similarity	0.6939	NPC41501
Remote Similarity	0.6929	NPC129897
Remote Similarity	0.6929	NPC217176
Remote Similarity	0.6929	NPC267853
Remote Similarity	0.6927	NPC160381
Remote Similarity	0.6926	NPC15801
Remote Similarity	0.6926	NPC220337
Remote Similarity	0.6923	NPC188400
Remote Similarity	0.692	NPC203373
Remote Similarity	0.692	NPC216612
Remote Similarity	0.6907	NPC54066
Remote Similarity	0.6901	NPC244897
Remote Similarity	0.6901	NPC49547
Remote Similarity	0.6894	NPC309919
Remote Similarity	0.6894	NPC46561
Remote Similarity	0.6892	NPC67401
Remote Similarity	0.6885	NPC470017
Remote Similarity	0.6883	NPC124300
Remote Similarity	0.6875	NPC282346
Remote Similarity	0.6875	NPC192712
Remote Similarity	0.6867	NPC236668
Remote Similarity	0.6864	NPC242928
Remote Similarity	0.6855	NPC291609
Remote Similarity	0.685	NPC318068
Remote Similarity	0.6844	NPC472284
Remote Similarity	0.6844	NPC316411
Remote Similarity	0.6844	NPC306376
Remote Similarity	0.6842	NPC165599
Remote Similarity	0.6842	NPC49672
Remote Similarity	0.6842	NPC314222
Remote Similarity	0.6842	NPC196449
Remote Similarity	0.6842	NPC148889
Remote Similarity	0.684	NPC325297
Remote Similarity	0.684	NPC209769
Remote Similarity	0.6838	NPC146976
Remote Similarity	0.6827	NPC208522
Remote Similarity	0.6826	NPC270918
Remote Similarity	0.6824	NPC264176
Remote Similarity	0.6823	NPC9482
Remote Similarity	0.682	NPC474798
Remote Similarity	0.682	NPC94842
Remote Similarity	0.6814	NPC280714
Remote Similarity	0.6812	NPC470930
Remote Similarity	0.6809	NPC322064
Remote Similarity	0.6802	NPC168922
Remote Similarity	0.68	NPC310618
Remote Similarity	0.6798	NPC57398
Remote Similarity	0.6795	NPC476287
Remote Similarity	0.6794	NPC322644
Remote Similarity	0.6791	NPC84347
Remote Similarity	0.679	NPC315062
Remote Similarity	0.6789	NPC104712
Remote Similarity	0.6784	NPC120513
Remote Similarity	0.6781	NPC9894
Remote Similarity	0.6781	NPC23294
Remote Similarity	0.678	NPC305984
Remote Similarity	0.6777	NPC471762
Remote Similarity	0.6776	NPC253675
Remote Similarity	0.6772	NPC244543
Remote Similarity	0.6769	NPC475774
Remote Similarity	0.6766	NPC477979
Remote Similarity	0.6765	NPC472099
Remote Similarity	0.6759	NPC137353
Remote Similarity	0.6753	NPC193238
Remote Similarity	0.6752	NPC118940
Remote Similarity	0.6752	NPC472098
Remote Similarity	0.6751	NPC473041
Remote Similarity	0.675	NPC122436
Remote Similarity	0.6747	NPC72905
Remote Similarity	0.6744	NPC303225
Remote Similarity	0.6742	NPC206186
Remote Similarity	0.6739	NPC207620
Remote Similarity	0.6738	NPC303951
Remote Similarity	0.6738	NPC199667
Remote Similarity	0.6736	NPC257851
Remote Similarity	0.6736	NPC60621
Remote Similarity	0.6735	NPC284888
Remote Similarity	0.673	NPC118511
Remote Similarity	0.6727	NPC116701
Remote Similarity	0.6727	NPC42591
Remote Similarity	0.6725	NPC291535
Remote Similarity	0.6725	NPC475112
Remote Similarity	0.6725	NPC475085
Remote Similarity	0.6724	NPC86834
Remote Similarity	0.6724	NPC470280
Remote Similarity	0.6724	NPC210828
Remote Similarity	0.6723	NPC250448
Remote Similarity	0.6722	NPC473449
Remote Similarity	0.6721	NPC472061
Remote Similarity	0.6721	NPC119006
Remote Similarity	0.6721	NPC184680
Remote Similarity	0.6721	NPC470022
Remote Similarity	0.672	NPC142385
Remote Similarity	0.6714	NPC470894
Remote Similarity	0.6708	NPC210434
Remote Similarity	0.6707	NPC208898

Drug Structure

NPD1867 OpenBabel08211701392D 22 24 0 0 1 0 0 0 0 0999 V2000 4.4152 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0878 -0.0570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0878 1.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0878 -0.0570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0878 1.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 -0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5491 1.8090 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5491 2.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5878 0.8090 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.6180 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.4152 3.3090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 3.3090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 2.8090 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 9 1 0 0 0 0 2 5 1 0 0 0 0 2 10 2 0 0 0 0 3 6 2 0 0 0 0 3 10 1 0 0 0 0 4 7 2 0 0 0 0 4 11 1 0 0 0 0 5 12 2 0 0 0 0 6 12 1 0 0 0 0 7 14 1 0 0 0 0 8 11 2 0 0 0 0 8 13 1 0 0 0 0 9 11 1 0 0 0 0 9 16 1 0 0 0 0 10 15 1 0 0 0 0 12 17 1 0 0 0 0 13 14 2 0 0 0 0 13 18 1 0 0 0 0 14 21 1 0 0 0 0 15 18 2 0 0 0 0 15 21 1 0 0 0 0 16 19 2 0 0 0 0 16 20 1 0 0 0 0 20 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000338
DrugBank	DB04812
ChEMBL	CHEMBL340978
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	39941
ChEBI	76114
CAS Number	51234-28-7

Drug Properties

Molecular Weight	301.05
ALogP	0.6452
MLogP	2.67
XLogP	3.891
HDA	3
HBD	1
Rotatable Bonds	6
TPSA	63.33
RO5 Violation	0