NPASS drugs

Drug Information

Drug ID:	NPD2779
Drug Name:	Oxaprozin
Molecular Formula:	C18H15NO3
Canonical SMILES:	OC(=O)CCc1nc(c(o1)c1ccccc1)c1ccccc1
Standard InCHI:	InChI=1S/C18H15NO3/c20-16(21)12-11-15-19-17(13-7-3-1-4-8-13)18(22-15)14-9-5-2-6-10-14/h1-10H,11-12H2,(H,20,21)
Standard InCHIKey:	OFPXSFXSNFPTHF-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD2779

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	306
0.1-0.2	1902
0.2-0.3	7654
0.3-0.4	4554
0.4-0.5	10967
0.5-0.6	4587
0.6-0.7	835
0.7-0.8	83
0.8-0.85	2
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	0.848	NPC314633
Intermediate Similarity	0.8	NPC161801
Intermediate Similarity	0.7968	NPC286195
Intermediate Similarity	0.7885	NPC131885
Intermediate Similarity	0.7867	NPC205372
Intermediate Similarity	0.7766	NPC230403
Intermediate Similarity	0.7729	NPC38237
Intermediate Similarity	0.7718	NPC269367
Intermediate Similarity	0.7714	NPC184408
Intermediate Similarity	0.7696	NPC196718
Intermediate Similarity	0.7659	NPC321428
Intermediate Similarity	0.7636	NPC477589
Intermediate Similarity	0.7636	NPC477587
Intermediate Similarity	0.7615	NPC102593
Intermediate Similarity	0.7608	NPC39500
Intermediate Similarity	0.7593	NPC140296
Intermediate Similarity	0.7571	NPC16066
Intermediate Similarity	0.7568	NPC477585
Intermediate Similarity	0.7568	NPC477586
Intermediate Similarity	0.7568	NPC477590
Intermediate Similarity	0.7568	NPC477588
Intermediate Similarity	0.7551	NPC194040
Intermediate Similarity	0.7525	NPC144381
Intermediate Similarity	0.75	NPC97746
Intermediate Similarity	0.7476	NPC474428
Intermediate Similarity	0.745	NPC469961
Intermediate Similarity	0.743	NPC298436
Intermediate Similarity	0.743	NPC288987
Intermediate Similarity	0.7413	NPC475190
Intermediate Similarity	0.7407	NPC144452
Intermediate Similarity	0.7406	NPC118228
Intermediate Similarity	0.7402	NPC220408
Intermediate Similarity	0.7397	NPC274640
Intermediate Similarity	0.7383	NPC174576
Intermediate Similarity	0.7358	NPC303225
Intermediate Similarity	0.735	NPC185197
Intermediate Similarity	0.7346	NPC146418
Intermediate Similarity	0.7346	NPC187501
Intermediate Similarity	0.734	NPC322644
Intermediate Similarity	0.7325	NPC58209
Intermediate Similarity	0.7325	NPC72715
Intermediate Similarity	0.7313	NPC160100
Intermediate Similarity	0.7309	NPC34770
Intermediate Similarity	0.7304	NPC165964
Intermediate Similarity	0.7288	NPC230683
Intermediate Similarity	0.7277	NPC232225
Intermediate Similarity	0.7273	NPC300156
Intermediate Similarity	0.7264	NPC87413
Intermediate Similarity	0.7252	NPC474688
Intermediate Similarity	0.7248	NPC216612
Intermediate Similarity	0.7233	NPC280714
Intermediate Similarity	0.7225	NPC475844
Intermediate Similarity	0.7215	NPC51388
Intermediate Similarity	0.7196	NPC324361
Intermediate Similarity	0.7195	NPC314222
Intermediate Similarity	0.7195	NPC196449
Intermediate Similarity	0.7193	NPC166712
Intermediate Similarity	0.7162	NPC208364
Intermediate Similarity	0.7156	NPC4687
Intermediate Similarity	0.7156	NPC225279
Intermediate Similarity	0.7156	NPC193238
Intermediate Similarity	0.7143	NPC209981
Intermediate Similarity	0.7123	NPC280799
Intermediate Similarity	0.7111	NPC329631
Intermediate Similarity	0.711	NPC208084
Intermediate Similarity	0.7104	NPC179287
Intermediate Similarity	0.7098	NPC474701
Intermediate Similarity	0.7097	NPC223189
Intermediate Similarity	0.7093	NPC240384
Intermediate Similarity	0.7085	NPC194740
Intermediate Similarity	0.7078	NPC323969
Intermediate Similarity	0.7062	NPC470894
Intermediate Similarity	0.7056	NPC84347
Intermediate Similarity	0.7042	NPC39679
Intermediate Similarity	0.7039	NPC173250
Intermediate Similarity	0.7028	NPC45190
Intermediate Similarity	0.7028	NPC472287
Intermediate Similarity	0.7028	NPC472286
Intermediate Similarity	0.7022	NPC217176
Intermediate Similarity	0.7018	NPC312645
Intermediate Similarity	0.7013	NPC316224
Intermediate Similarity	0.7013	NPC188400
Intermediate Similarity	0.7009	NPC203373
Intermediate Similarity	0.7	NPC174760
Intermediate Similarity	0.7	NPC148889
Remote Similarity	0.6995	NPC283117
Remote Similarity	0.6982	NPC94842
Remote Similarity	0.6981	NPC132539
Remote Similarity	0.697	NPC124300
Remote Similarity	0.6964	NPC257851
Remote Similarity	0.6963	NPC470280
Remote Similarity	0.6963	NPC287208
Remote Similarity	0.6961	NPC221873
Remote Similarity	0.6959	NPC89508
Remote Similarity	0.6944	NPC294375
Remote Similarity	0.6941	NPC169402
Remote Similarity	0.694	NPC291609
Remote Similarity	0.6937	NPC478141
Remote Similarity	0.6934	NPC317572
Remote Similarity	0.693	NPC182222
Remote Similarity	0.6927	NPC477979
Remote Similarity	0.6927	NPC116238
Remote Similarity	0.6926	NPC49672
Remote Similarity	0.6919	NPC471944
Remote Similarity	0.6916	NPC249583
Remote Similarity	0.6915	NPC474798
Remote Similarity	0.6914	NPC470042
Remote Similarity	0.6907	NPC118511
Remote Similarity	0.6905	NPC128823
Remote Similarity	0.6904	NPC258048
Remote Similarity	0.6898	NPC470020
Remote Similarity	0.6897	NPC241025
Remote Similarity	0.689	NPC141454
Remote Similarity	0.6889	NPC186351
Remote Similarity	0.6883	NPC168922
Remote Similarity	0.688	NPC310618
Remote Similarity	0.6875	NPC129897
Remote Similarity	0.6875	NPC26850
Remote Similarity	0.6872	NPC260434
Remote Similarity	0.687	NPC15801
Remote Similarity	0.6866	NPC220337
Remote Similarity	0.6863	NPC160381
Remote Similarity	0.6862	NPC120513
Remote Similarity	0.6857	NPC472284
Remote Similarity	0.6856	NPC39370
Remote Similarity	0.685	NPC283152
Remote Similarity	0.6849	NPC146976
Remote Similarity	0.6847	NPC150239
Remote Similarity	0.6847	NPC320394
Remote Similarity	0.6847	NPC54066
Remote Similarity	0.6842	NPC473186
Remote Similarity	0.6837	NPC270918
Remote Similarity	0.6833	NPC247803
Remote Similarity	0.6829	NPC101312
Remote Similarity	0.6822	NPC472259
Remote Similarity	0.682	NPC472435
Remote Similarity	0.6818	NPC282346
Remote Similarity	0.6818	NPC322064
Remote Similarity	0.6818	NPC3207
Remote Similarity	0.6816	NPC198503
Remote Similarity	0.6814	NPC282103
Remote Similarity	0.6814	NPC42591
Remote Similarity	0.681	NPC90229
Remote Similarity	0.6808	NPC295898
Remote Similarity	0.6804	NPC236668
Remote Similarity	0.6802	NPC315804
Remote Similarity	0.6802	NPC313804
Remote Similarity	0.68	NPC288943
Remote Similarity	0.68	NPC8467
Remote Similarity	0.6796	NPC242928
Remote Similarity	0.6792	NPC318068
Remote Similarity	0.6787	NPC293151
Remote Similarity	0.6777	NPC112937
Remote Similarity	0.6776	NPC165599
Remote Similarity	0.6774	NPC325297
Remote Similarity	0.6766	NPC315631
Remote Similarity	0.6765	NPC207851
Remote Similarity	0.6761	NPC470586
Remote Similarity	0.6759	NPC243850
Remote Similarity	0.6759	NPC244741
Remote Similarity	0.6758	NPC310211
Remote Similarity	0.6758	NPC308137
Remote Similarity	0.6758	NPC472098
Remote Similarity	0.6757	NPC303658
Remote Similarity	0.6756	NPC322482
Remote Similarity	0.6752	NPC72905
Remote Similarity	0.6751	NPC41717
Remote Similarity	0.6748	NPC206186
Remote Similarity	0.6746	NPC79293
Remote Similarity	0.6746	NPC279401
Remote Similarity	0.6745	NPC18487
Remote Similarity	0.674	NPC157931
Remote Similarity	0.6736	NPC472436
Remote Similarity	0.6729	NPC57398
Remote Similarity	0.6727	NPC476287
Remote Similarity	0.6724	NPC6786
Remote Similarity	0.6723	NPC75179
Remote Similarity	0.6723	NPC142385
Remote Similarity	0.6719	NPC26872
Remote Similarity	0.6716	NPC243058
Remote Similarity	0.6714	NPC276517
Remote Similarity	0.671	NPC208898
Remote Similarity	0.671	NPC253675
Remote Similarity	0.6709	NPC1608
Remote Similarity	0.6707	NPC227824
Remote Similarity	0.6698	NPC475774
Remote Similarity	0.6697	NPC209769
Remote Similarity	0.6697	NPC50562
Remote Similarity	0.6696	NPC128115
Remote Similarity	0.6696	NPC470018
Remote Similarity	0.6695	NPC67401
Remote Similarity	0.6695	NPC472434
Remote Similarity	0.6695	NPC78609
Remote Similarity	0.6684	NPC177404
Remote Similarity	0.6684	NPC257763
Remote Similarity	0.6684	NPC257142
Remote Similarity	0.6683	NPC203635
Remote Similarity	0.6683	NPC219848
Remote Similarity	0.6682	NPC46561
Remote Similarity	0.6682	NPC309919

Drug Structure

NPD2779 OpenBabel08211702552D 23 25 0 0 0 0 0 0 0 0999 V2000 4.1808 -1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0454 -3.6776 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 -2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 -0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6977 -3.0085 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9965 -3.3686 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 -1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4898 -2.0303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2044 -2.3904 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0933 1.7796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9013 1.8841 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 -0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4612 -1.7213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3080 2.7976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6691 -0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4781 0.6581 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.7202 3.6067 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.3025 2.9022 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 -2.7093 3.8157 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 1 4 1 0 0 0 0 2 5 2 0 0 0 0 2 6 1 0 0 0 0 3 7 1 0 0 0 0 4 8 2 0 0 0 0 5 9 1 0 0 0 0 6 10 2 0 0 0 0 7 13 2 0 0 0 0 8 13 1 0 0 0 0 9 14 2 0 0 0 0 10 14 1 0 0 0 0 11 12 1 0 0 0 0 11 15 1 0 0 0 0 12 16 1 0 0 0 0 13 17 1 0 0 0 0 14 18 1 0 0 0 0 15 19 2 0 0 0 0 15 22 1 0 0 0 0 16 20 2 0 0 0 0 16 21 1 0 0 0 0 17 18 2 0 0 0 0 17 19 1 0 0 0 0 18 22 1 0 0 0 0 21 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000622
DrugBank	DB00991
ChEMBL	CHEMBL1071
IUPHAR/BPS	7252
PharmaGKB	PA450730
KEGG Drug	D00463
PubChem CID	4614
ChEBI	7822
CAS Number	21256-18-8

Drug Properties

Molecular Weight	293.11
ALogP	-0.6471
MLogP	3
XLogP	6.058
HDA	3
HBD	1
Rotatable Bonds	6
TPSA	63.33
RO5 Violation	1