NPASS drugs

Drug Information

Drug ID:	NPD3276
Drug Name:	Prazepam
Molecular Formula:	C19H17ClN2O
Canonical SMILES:	Clc1ccc2c(c1)C(=NCC(=O)N2CC1CC1)c1ccccc1
Standard InCHI:	InChI=1S/C19H17ClN2O/c20-15-8-9-17-16(10-15)19(14-4-2-1-3-5-14)21-11-18(23)22(17)12-13-6-7-13/h1-5,8-10,13H,6-7,11-12H2
Standard InCHIKey:	MWQCHHACWWAQLJ-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD3276

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	374
0.1-0.2	3447
0.2-0.3	13787
0.3-0.4	8906
0.4-0.5	2959
0.5-0.6	1281
0.6-0.7	130
0.7-0.8	4
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	1

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	0.9618	NPC325599
Intermediate Similarity	0.806	NPC317564
Intermediate Similarity	0.7319	NPC192209
Intermediate Similarity	0.7292	NPC476950
Intermediate Similarity	0.7029	NPC296163
Intermediate Similarity	0.7029	NPC187036
Remote Similarity	0.6887	NPC313352
Remote Similarity	0.6831	NPC313449
Remote Similarity	0.6783	NPC228515
Remote Similarity	0.6755	NPC53044
Remote Similarity	0.6746	NPC116961
Remote Similarity	0.6731	NPC315348
Remote Similarity	0.6731	NPC32002
Remote Similarity	0.673	NPC470440
Remote Similarity	0.6727	NPC477591
Remote Similarity	0.669	NPC316582
Remote Similarity	0.6667	NPC302790
Remote Similarity	0.6623	NPC9856
Remote Similarity	0.66	NPC478079
Remote Similarity	0.6584	NPC254798
Remote Similarity	0.6573	NPC288232
Remote Similarity	0.6566	NPC477887
Remote Similarity	0.6519	NPC471574
Remote Similarity	0.649	NPC469949
Remote Similarity	0.6485	NPC281094
Remote Similarity	0.6478	NPC238499
Remote Similarity	0.6471	NPC291610
Remote Similarity	0.6467	NPC104345
Remote Similarity	0.6452	NPC184437
Remote Similarity	0.6438	NPC264580
Remote Similarity	0.6424	NPC117032
Remote Similarity	0.6419	NPC475915
Remote Similarity	0.641	NPC300299
Remote Similarity	0.6398	NPC136002
Remote Similarity	0.6353	NPC194881
Remote Similarity	0.6316	NPC478182
Remote Similarity	0.6312	NPC186284
Remote Similarity	0.6312	NPC22082
Remote Similarity	0.631	NPC476464
Remote Similarity	0.6294	NPC68650
Remote Similarity	0.6292	NPC314919
Remote Similarity	0.6287	NPC471132
Remote Similarity	0.6286	NPC161861
Remote Similarity	0.6284	NPC226143
Remote Similarity	0.628	NPC478186
Remote Similarity	0.6266	NPC471123
Remote Similarity	0.6265	NPC66936
Remote Similarity	0.6257	NPC88970
Remote Similarity	0.6242	NPC316104
Remote Similarity	0.6242	NPC162417
Remote Similarity	0.6235	NPC293487
Remote Similarity	0.6216	NPC81561
Remote Similarity	0.6216	NPC220698
Remote Similarity	0.6211	NPC104483
Remote Similarity	0.62	NPC257490
Remote Similarity	0.619	NPC125416
Remote Similarity	0.6188	NPC469560
Remote Similarity	0.6188	NPC314102
Remote Similarity	0.6188	NPC251722
Remote Similarity	0.6188	NPC83214
Remote Similarity	0.6185	NPC471130
Remote Similarity	0.618	NPC28848
Remote Similarity	0.618	NPC14325
Remote Similarity	0.6176	NPC299594
Remote Similarity	0.6174	NPC177684
Remote Similarity	0.6174	NPC54102
Remote Similarity	0.6174	NPC291962
Remote Similarity	0.6174	NPC162689
Remote Similarity	0.6171	NPC65080
Remote Similarity	0.6168	NPC40070
Remote Similarity	0.6164	NPC267508
Remote Similarity	0.6164	NPC198988
Remote Similarity	0.6163	NPC191863
Remote Similarity	0.6163	NPC289776
Remote Similarity	0.6163	NPC133470
Remote Similarity	0.6149	NPC207554
Remote Similarity	0.6149	NPC148140
Remote Similarity	0.6149	NPC478183
Remote Similarity	0.6149	NPC130251
Remote Similarity	0.6145	NPC109787
Remote Similarity	0.6136	NPC355
Remote Similarity	0.6135	NPC277157
Remote Similarity	0.6135	NPC63157
Remote Similarity	0.6135	NPC473868
Remote Similarity	0.6133	NPC258531
Remote Similarity	0.6133	NPC112373
Remote Similarity	0.6133	NPC161956
Remote Similarity	0.6129	NPC316359
Remote Similarity	0.6129	NPC316018
Remote Similarity	0.6129	NPC315617
Remote Similarity	0.6129	NPC314058
Remote Similarity	0.6129	NPC150863
Remote Similarity	0.6127	NPC20322
Remote Similarity	0.6127	NPC271797
Remote Similarity	0.6127	NPC21174
Remote Similarity	0.6127	NPC478184
Remote Similarity	0.6125	NPC122553
Remote Similarity	0.612	NPC94752
Remote Similarity	0.6115	NPC207428
Remote Similarity	0.6115	NPC476689
Remote Similarity	0.6115	NPC476685
Remote Similarity	0.6115	NPC476687
Remote Similarity	0.6111	NPC2823
Remote Similarity	0.6111	NPC301760
Remote Similarity	0.6111	NPC91179
Remote Similarity	0.6111	NPC88097
Remote Similarity	0.6099	NPC228835
Remote Similarity	0.6098	NPC20144
Remote Similarity	0.6096	NPC314141
Remote Similarity	0.6087	NPC471312
Remote Similarity	0.6084	NPC77294
Remote Similarity	0.6084	NPC164802
Remote Similarity	0.6082	NPC222029
Remote Similarity	0.6081	NPC313673
Remote Similarity	0.6081	NPC470544
Remote Similarity	0.6074	NPC59084
Remote Similarity	0.6069	NPC478185
Remote Similarity	0.6066	NPC133003
Remote Similarity	0.6058	NPC472258
Remote Similarity	0.6057	NPC56233
Remote Similarity	0.6056	NPC11126
Remote Similarity	0.6047	NPC276085
Remote Similarity	0.6044	NPC470205
Remote Similarity	0.6044	NPC471785
Remote Similarity	0.6044	NPC471609
Remote Similarity	0.604	NPC470545
Remote Similarity	0.6039	NPC122718
Remote Similarity	0.6034	NPC271734
Remote Similarity	0.6028	NPC275467
Remote Similarity	0.6025	NPC325252
Remote Similarity	0.6025	NPC218268
Remote Similarity	0.6012	NPC471164
Remote Similarity	0.6012	NPC470301
Remote Similarity	0.6	NPC250476
Remote Similarity	0.6	NPC470546
Remote Similarity	0.6	NPC200214
Remote Similarity	0.5989	NPC32534
Remote Similarity	0.5989	NPC91895
Remote Similarity	0.5988	NPC212799
Remote Similarity	0.5988	NPC150259
Remote Similarity	0.5987	NPC215519
Remote Similarity	0.5987	NPC280807
Remote Similarity	0.5987	NPC187231
Remote Similarity	0.5987	NPC314431
Remote Similarity	0.5987	NPC472245
Remote Similarity	0.5986	NPC473418
Remote Similarity	0.5978	NPC469938
Remote Similarity	0.5977	NPC476231
Remote Similarity	0.5976	NPC2949
Remote Similarity	0.5974	NPC46358
Remote Similarity	0.597	NPC78154
Remote Similarity	0.5952	NPC470111
Remote Similarity	0.5952	NPC21605
Remote Similarity	0.5951	NPC315051
Remote Similarity	0.5946	NPC135601
Remote Similarity	0.5946	NPC17273
Remote Similarity	0.5946	NPC141612
Remote Similarity	0.5943	NPC189116
Remote Similarity	0.5939	NPC476454
Remote Similarity	0.5934	NPC16659
Remote Similarity	0.593	NPC51054
Remote Similarity	0.593	NPC84317
Remote Similarity	0.5924	NPC470003
Remote Similarity	0.5924	NPC21429
Remote Similarity	0.592	NPC255229
Remote Similarity	0.592	NPC81229
Remote Similarity	0.592	NPC143457
Remote Similarity	0.5914	NPC17059
Remote Similarity	0.5912	NPC22079
Remote Similarity	0.5912	NPC234987
Remote Similarity	0.5906	NPC200743
Remote Similarity	0.5906	NPC295021
Remote Similarity	0.5904	NPC473763
Remote Similarity	0.5904	NPC117244
Remote Similarity	0.5904	NPC477890
Remote Similarity	0.5903	NPC79618
Remote Similarity	0.5897	NPC252794
Remote Similarity	0.5892	NPC307396
Remote Similarity	0.5892	NPC99939
Remote Similarity	0.5892	NPC308931
Remote Similarity	0.589	NPC65408
Remote Similarity	0.5889	NPC469529
Remote Similarity	0.5882	NPC33421
Remote Similarity	0.5882	NPC213629
Remote Similarity	0.5882	NPC71684
Remote Similarity	0.5879	NPC248462
Remote Similarity	0.5879	NPC265710
Remote Similarity	0.5876	NPC470509
Remote Similarity	0.5875	NPC256893
Remote Similarity	0.5875	NPC475450
Remote Similarity	0.5872	NPC476297
Remote Similarity	0.587	NPC83381
Remote Similarity	0.5867	NPC147957
Remote Similarity	0.5862	NPC475990
Remote Similarity	0.5862	NPC221786
Remote Similarity	0.5862	NPC474880
Remote Similarity	0.5862	NPC6436
Remote Similarity	0.586	NPC145754
Remote Similarity	0.586	NPC250361
Remote Similarity	0.586	NPC478077

Drug Structure

NPD3276 OpenBabel08211703112D 23 26 0 0 0 0 0 0 0 0999 V2000 -2.7029 -2.3017 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6282 -1.3044 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8767 -2.8650 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7272 -0.8706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9757 -2.4311 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5567 -1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6906 -2.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1422 -3.0896 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4369 -2.1340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4871 -2.5791 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7818 0.6235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1906 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6906 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9010 -1.4339 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1672 -3.3121 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7818 -1.6235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7568 -1.4010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7568 0.4010 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 0.8725 -4.2677 0.0000 Cl 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 2.1906 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.3802 1.1828 0.0000 O 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 14 2 0 0 0 0 5 14 1 0 0 0 0 6 7 1 0 0 0 0 6 13 1 0 0 0 0 7 13 1 0 0 0 0 8 9 2 0 0 0 0 8 15 1 0 0 0 0 9 17 1 0 0 0 0 10 15 2 0 0 0 0 10 16 1 0 0 0 0 11 18 1 0 0 0 0 11 21 1 0 0 0 0 12 13 1 0 0 0 0 12 22 1 0 0 0 0 14 19 1 0 0 0 0 15 20 1 0 0 0 0 16 17 2 0 0 0 0 16 19 1 0 0 0 0 17 22 1 0 0 0 0 18 22 1 0 0 0 0 18 23 2 0 0 0 0 19 21 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000689
DrugBank	DB01588
ChEMBL	CHEMBL969
IUPHAR/BPS	7275
PharmaGKB	PA164776668
KEGG Drug	D00470
PubChem CID	4890
ChEBI	8362
CAS Number	2955-38-6

Drug Properties

Molecular Weight	324.10
ALogP	0.0188
MLogP	3.11
XLogP	4.59
HDA	3
HBD	0
Rotatable Bonds	4
TPSA	32.67
RO5 Violation	0