NPASS drugs

Drug Information

Drug ID:	NPD1516
Drug Name:	Oxazepam
Molecular Formula:	C15H11ClN2O2
Canonical SMILES:	Clc1ccc2c(c1)C(=NC(C(=N2)O)O)c1ccccc1
Standard InCHI:	InChI=1S/C15H11ClN2O2/c16-10-6-7-12-11(8-10)13(9-4-2-1-3-5-9)18-15(20)14(19)17-12/h1-8,15,20H,(H,17,19)
Standard InCHIKey:	ADIMAYPTOBDMTL-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD1516

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	129
0.1-0.2	2149
0.2-0.3	11210
0.3-0.4	12356
0.4-0.5	4021
0.5-0.6	968
0.6-0.7	54
0.7-0.8	2
0.8-0.85	0
0.85-0.9	0
0.9-0.95	1
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
High Similarity	0.9412	NPC317564
Intermediate Similarity	0.7826	NPC325599
Intermediate Similarity	0.7063	NPC313352
Remote Similarity	0.6917	NPC78154
Remote Similarity	0.6879	NPC476950
Remote Similarity	0.6713	NPC259098
Remote Similarity	0.6713	NPC197680
Remote Similarity	0.6596	NPC283130
Remote Similarity	0.6596	NPC328683
Remote Similarity	0.6593	NPC187036
Remote Similarity	0.6569	NPC147957
Remote Similarity	0.6544	NPC205652
Remote Similarity	0.6536	NPC477890
Remote Similarity	0.6528	NPC478079
Remote Similarity	0.6466	NPC302790
Remote Similarity	0.6462	NPC471310
Remote Similarity	0.6462	NPC178681
Remote Similarity	0.6423	NPC470550
Remote Similarity	0.6403	NPC192209
Remote Similarity	0.6364	NPC313810
Remote Similarity	0.635	NPC296163
Remote Similarity	0.6286	NPC313449
Remote Similarity	0.6266	NPC321617
Remote Similarity	0.6258	NPC477591
Remote Similarity	0.6241	NPC474559
Remote Similarity	0.622	NPC476483
Remote Similarity	0.62	NPC256893
Remote Similarity	0.6198	NPC15839
Remote Similarity	0.619	NPC116961
Remote Similarity	0.6169	NPC243162
Remote Similarity	0.6167	NPC307456
Remote Similarity	0.6149	NPC101372
Remote Similarity	0.6148	NPC37584
Remote Similarity	0.6129	NPC315348
Remote Similarity	0.6129	NPC32002
Remote Similarity	0.6127	NPC264580
Remote Similarity	0.6119	NPC211551
Remote Similarity	0.6115	NPC314141
Remote Similarity	0.6111	NPC191444
Remote Similarity	0.6107	NPC226662
Remote Similarity	0.6103	NPC164802
Remote Similarity	0.6084	NPC162689
Remote Similarity	0.6084	NPC54102
Remote Similarity	0.6078	NPC159589
Remote Similarity	0.6077	NPC311242
Remote Similarity	0.6074	NPC470507
Remote Similarity	0.6071	NPC471318
Remote Similarity	0.6063	NPC226438
Remote Similarity	0.6056	NPC148140
Remote Similarity	0.6054	NPC325013
Remote Similarity	0.6053	NPC184437
Remote Similarity	0.6048	NPC203076
Remote Similarity	0.6032	NPC176858
Remote Similarity	0.6028	NPC288232
Remote Similarity	0.6016	NPC108800
Remote Similarity	0.6014	NPC81561
Remote Similarity	0.6	NPC473031
Remote Similarity	0.5985	NPC77294
Remote Similarity	0.5976	NPC471458
Remote Similarity	0.5976	NPC238430
Remote Similarity	0.5965	NPC470498
Remote Similarity	0.5952	NPC262393
Remote Similarity	0.5952	NPC12429
Remote Similarity	0.5938	NPC245259
Remote Similarity	0.5935	NPC122553
Remote Similarity	0.5931	NPC316582
Remote Similarity	0.5926	NPC37548
Remote Similarity	0.5923	NPC161972
Remote Similarity	0.5923	NPC303045
Remote Similarity	0.5922	NPC232872
Remote Similarity	0.592	NPC293472
Remote Similarity	0.5909	NPC192270
Remote Similarity	0.5906	NPC470877
Remote Similarity	0.5904	NPC477887
Remote Similarity	0.5901	NPC254798
Remote Similarity	0.5897	NPC471312
Remote Similarity	0.5894	NPC9856
Remote Similarity	0.589	NPC215519
Remote Similarity	0.5886	NPC477155
Remote Similarity	0.5878	NPC317758
Remote Similarity	0.5875	NPC242556
Remote Similarity	0.5873	NPC471638
Remote Similarity	0.5867	NPC469949
Remote Similarity	0.5865	NPC323726
Remote Similarity	0.5859	NPC159178
Remote Similarity	0.5859	NPC121872
Remote Similarity	0.5859	NPC172128
Remote Similarity	0.5859	NPC471307
Remote Similarity	0.5859	NPC209764
Remote Similarity	0.5859	NPC74936
Remote Similarity	0.5859	NPC141139
Remote Similarity	0.5859	NPC78041
Remote Similarity	0.5852	NPC314919
Remote Similarity	0.5843	NPC477157
Remote Similarity	0.5843	NPC476464
Remote Similarity	0.5843	NPC477156
Remote Similarity	0.5839	NPC122718
Remote Similarity	0.5839	NPC324445
Remote Similarity	0.5839	NPC474926
Remote Similarity	0.5833	NPC473320
Remote Similarity	0.5828	NPC187951
Remote Similarity	0.5827	NPC111233
Remote Similarity	0.5823	NPC104483
Remote Similarity	0.5823	NPC471574
Remote Similarity	0.5821	NPC469457
Remote Similarity	0.5818	NPC471132
Remote Similarity	0.5817	NPC22079
Remote Similarity	0.5817	NPC476687
Remote Similarity	0.5817	NPC476685
Remote Similarity	0.5817	NPC476689
Remote Similarity	0.5813	NPC472103
Remote Similarity	0.5813	NPC190296
Remote Similarity	0.5809	NPC113326
Remote Similarity	0.5809	NPC224610
Remote Similarity	0.5809	NPC88267
Remote Similarity	0.5809	NPC194390
Remote Similarity	0.5808	NPC469762
Remote Similarity	0.5793	NPC228515
Remote Similarity	0.5789	NPC54988
Remote Similarity	0.5783	NPC38736
Remote Similarity	0.578	NPC158129
Remote Similarity	0.5778	NPC291610
Remote Similarity	0.5776	NPC116519
Remote Similarity	0.5772	NPC46358
Remote Similarity	0.5771	NPC288785
Remote Similarity	0.5765	NPC40779
Remote Similarity	0.5764	NPC125416
Remote Similarity	0.5762	NPC250361
Remote Similarity	0.5758	NPC25565
Remote Similarity	0.5758	NPC184161
Remote Similarity	0.575	NPC314287
Remote Similarity	0.5749	NPC141353
Remote Similarity	0.5749	NPC469785
Remote Similarity	0.5749	NPC10875
Remote Similarity	0.5749	NPC285469
Remote Similarity	0.5749	NPC10730
Remote Similarity	0.5748	NPC262295
Remote Similarity	0.5741	NPC159856
Remote Similarity	0.5741	NPC314372
Remote Similarity	0.5741	NPC472100
Remote Similarity	0.5736	NPC316108
Remote Similarity	0.5732	NPC124005
Remote Similarity	0.5725	NPC471309
Remote Similarity	0.5724	NPC150863
Remote Similarity	0.5714	NPC473501
Remote Similarity	0.5714	NPC40364
Remote Similarity	0.5714	NPC475439
Remote Similarity	0.5714	NPC136002
Remote Similarity	0.5714	NPC33168
Remote Similarity	0.5706	NPC133261
Remote Similarity	0.5706	NPC476231
Remote Similarity	0.5706	NPC270009
Remote Similarity	0.5705	NPC35996
Remote Similarity	0.5703	NPC30445
Remote Similarity	0.5696	NPC251722
Remote Similarity	0.5696	NPC314102
Remote Similarity	0.5687	NPC238499
Remote Similarity	0.5686	NPC473762
Remote Similarity	0.5682	NPC58674
Remote Similarity	0.5669	NPC198988
Remote Similarity	0.5657	NPC34508
Remote Similarity	0.5655	NPC2265
Remote Similarity	0.5655	NPC115049
Remote Similarity	0.5655	NPC477889
Remote Similarity	0.5652	NPC476454
Remote Similarity	0.5652	NPC277157
Remote Similarity	0.565	NPC68354
Remote Similarity	0.5649	NPC265521
Remote Similarity	0.5649	NPC316746
Remote Similarity	0.5649	NPC473587
Remote Similarity	0.5647	NPC279918
Remote Similarity	0.5644	NPC470440
Remote Similarity	0.564	NPC470508
Remote Similarity	0.5633	NPC126637
Remote Similarity	0.5633	NPC325252
Remote Similarity	0.5633	NPC287358
Remote Similarity	0.5628	NPC295287
Remote Similarity	0.5625	NPC472586
Remote Similarity	0.5625	NPC329688
Remote Similarity	0.5625	NPC186284
Remote Similarity	0.5625	NPC189812
Remote Similarity	0.5625	NPC316202
Remote Similarity	0.5625	NPC22082
Remote Similarity	0.5621	NPC278451
Remote Similarity	0.5618	NPC472443
Remote Similarity	0.5617	NPC314186
Remote Similarity	0.5615	NPC92689
Remote Similarity	0.5614	NPC88970
Remote Similarity	0.5614	NPC16667
Remote Similarity	0.5614	NPC282231
Remote Similarity	0.5613	NPC475428
Remote Similarity	0.5613	NPC53044
Remote Similarity	0.5611	NPC83381
Remote Similarity	0.561	NPC129042
Remote Similarity	0.5605	NPC300299
Remote Similarity	0.5603	NPC470127
Remote Similarity	0.5602	NPC105818
Remote Similarity	0.5602	NPC24678
Remote Similarity	0.56	NPC41174

Drug Structure

NPD1516 OpenBabel08211701082D 22 24 0 0 1 0 0 0 0 0999 V2000 2.5233 -2.4972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6573 -2.9972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5233 -1.4972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7913 -2.4972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6573 -0.9972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3671 -2.9209 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5896 -1.9459 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6784 -2.5355 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7913 -1.4972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4115 -3.2156 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9010 -1.5605 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8565 -1.2658 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0747 -0.9972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7219 0.5311 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7331 0.6802 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.1890 -4.1906 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -2.2219 -0.3349 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.2852 1.3574 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.4383 1.6357 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.8513 2.2583 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5366 1.8583 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 2 0 0 0 0 4 9 2 0 0 0 0 5 9 1 0 0 0 0 6 7 2 0 0 0 0 6 10 1 0 0 0 0 7 12 1 0 0 0 0 8 10 2 0 0 0 0 8 11 1 0 0 0 0 9 13 1 0 0 0 0 10 16 1 0 0 0 0 11 12 2 0 0 0 0 11 13 1 0 0 0 0 12 17 1 0 0 0 0 13 18 2 0 0 0 0 14 15 1 0 0 0 0 14 17 2 0 0 0 0 14 19 1 0 0 0 0 15 18 1 0 0 0 0 15 20 1 0 0 0 0 19 21 1 0 0 0 0 20 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000243
DrugBank	DB00842
ChEMBL	CHEMBL568
IUPHAR/BPS	7253
PharmaGKB	PA450731
KEGG Drug	D00464
PubChem CID	4616
ChEBI	7823
CAS Number	604-75-1

Drug Properties

Molecular Weight	286.05
ALogP	0.2344
MLogP	2.56
XLogP	4.365
HDA	4
HBD	2
Rotatable Bonds	4
TPSA	65.18
RO5 Violation	0