NPASS drugs

Drug Information

Drug ID:	NPD2732
Drug Name:	Cinolazepam
Molecular Formula:	C18H13ClFN3O2
Canonical SMILES:	N#CCCN1C(=O)C(O)N=C(c2c1ccc(c2)Cl)c1ccccc1F
Standard InCHI:	InChI=1S/C18H13ClFN3O2/c19-11-6-7-15-13(10-11)16(12-4-1-2-5-14(12)20)22-17(24)18(25)23(15)9-3-8-21/h1-2,4-7,10,17,24H,3,9H2
Standard InCHIKey:	XAXMYHMKTCNRRZ-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; DrugBank

Structural Similarity Between NPASS Natural Products and NPD2732

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	175
0.1-0.2	2721
0.2-0.3	13190
0.3-0.4	10530
0.4-0.5	2939
0.5-0.6	1287
0.6-0.7	46
0.7-0.8	1
0.8-0.85	0
0.85-0.9	1
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
High Similarity	0.8811	NPC325599
Intermediate Similarity	0.7762	NPC317564
Remote Similarity	0.6948	NPC476950
Remote Similarity	0.6687	NPC313352
Remote Similarity	0.6601	NPC316582
Remote Similarity	0.6513	NPC192209
Remote Similarity	0.648	NPC116961
Remote Similarity	0.6471	NPC228515
Remote Similarity	0.6467	NPC187036
Remote Similarity	0.6467	NPC296163
Remote Similarity	0.6412	NPC254798
Remote Similarity	0.64	NPC104345
Remote Similarity	0.6347	NPC470301
Remote Similarity	0.6322	NPC471132
Remote Similarity	0.6271	NPC477591
Remote Similarity	0.6257	NPC470440
Remote Similarity	0.625	NPC22082
Remote Similarity	0.625	NPC186284
Remote Similarity	0.6215	NPC477887
Remote Similarity	0.6194	NPC313449
Remote Similarity	0.6182	NPC184437
Remote Similarity	0.6168	NPC122553
Remote Similarity	0.6154	NPC220698
Remote Similarity	0.6145	NPC68650
Remote Similarity	0.6138	NPC470003
Remote Similarity	0.6136	NPC281094
Remote Similarity	0.6133	NPC302790
Remote Similarity	0.6124	NPC299594
Remote Similarity	0.612	NPC65080
Remote Similarity	0.6118	NPC238499
Remote Similarity	0.6111	NPC88970
Remote Similarity	0.6111	NPC478079
Remote Similarity	0.6092	NPC321617
Remote Similarity	0.6087	NPC355
Remote Similarity	0.6065	NPC288232
Remote Similarity	0.6064	NPC91179
Remote Similarity	0.6062	NPC328683
Remote Similarity	0.6062	NPC283130
Remote Similarity	0.6061	NPC53044
Remote Similarity	0.6059	NPC471574
Remote Similarity	0.6059	NPC32002
Remote Similarity	0.6059	NPC315348
Remote Similarity	0.6044	NPC471130
Remote Similarity	0.6037	NPC9856
Remote Similarity	0.6022	NPC133470
Remote Similarity	0.6022	NPC289776
Remote Similarity	0.6022	NPC191863
Remote Similarity	0.6011	NPC11126
Remote Similarity	0.599	NPC94752
Remote Similarity	0.5989	NPC271734
Remote Similarity	0.5977	NPC324445
Remote Similarity	0.5969	NPC228835
Remote Similarity	0.5954	NPC136002
Remote Similarity	0.5952	NPC300299
Remote Similarity	0.5949	NPC243716
Remote Similarity	0.5943	NPC212799
Remote Similarity	0.5939	NPC294693
Remote Similarity	0.5934	NPC476231
Remote Similarity	0.5934	NPC478185
Remote Similarity	0.5928	NPC256893
Remote Similarity	0.5926	NPC12649
Remote Similarity	0.5924	NPC470544
Remote Similarity	0.5916	NPC471785
Remote Similarity	0.5915	NPC469949
Remote Similarity	0.5906	NPC315051
Remote Similarity	0.5899	NPC117032
Remote Similarity	0.5896	NPC277157
Remote Similarity	0.5895	NPC24864
Remote Similarity	0.5886	NPC470545
Remote Similarity	0.5882	NPC161861
Remote Similarity	0.5876	NPC17059
Remote Similarity	0.5873	NPC14325
Remote Similarity	0.5873	NPC28848
Remote Similarity	0.5867	NPC473763
Remote Similarity	0.5867	NPC129909
Remote Similarity	0.5867	NPC117244
Remote Similarity	0.5852	NPC478186
Remote Similarity	0.5851	NPC469938
Remote Similarity	0.5849	NPC470546
Remote Similarity	0.5847	NPC194881
Remote Similarity	0.5843	NPC66936
Remote Similarity	0.5839	NPC291610
Remote Similarity	0.5833	NPC470507
Remote Similarity	0.5825	NPC311858
Remote Similarity	0.5824	NPC293487
Remote Similarity	0.5815	NPC189116
Remote Similarity	0.5815	NPC478182
Remote Similarity	0.5814	NPC207554
Remote Similarity	0.5812	NPC314919
Remote Similarity	0.5801	NPC94167
Remote Similarity	0.5801	NPC84317
Remote Similarity	0.5801	NPC172937
Remote Similarity	0.5801	NPC476464
Remote Similarity	0.5783	NPC150863
Remote Similarity	0.5781	NPC113626
Remote Similarity	0.578	NPC104483
Remote Similarity	0.5776	NPC476990
Remote Similarity	0.5773	NPC307396
Remote Similarity	0.5771	NPC473640
Remote Similarity	0.5771	NPC314186
Remote Similarity	0.5765	NPC213629
Remote Similarity	0.5759	NPC133261
Remote Similarity	0.5758	NPC250476
Remote Similarity	0.5756	NPC471312
Remote Similarity	0.5756	NPC150259
Remote Similarity	0.5756	NPC469560
Remote Similarity	0.5753	NPC478183
Remote Similarity	0.5753	NPC470509
Remote Similarity	0.575	NPC264580
Remote Similarity	0.5749	NPC187231
Remote Similarity	0.5747	NPC323198
Remote Similarity	0.5745	NPC158129
Remote Similarity	0.5744	NPC478077
Remote Similarity	0.5743	NPC100321
Remote Similarity	0.5741	NPC257490
Remote Similarity	0.5741	NPC71684
Remote Similarity	0.5741	NPC202521
Remote Similarity	0.5741	NPC475915
Remote Similarity	0.5733	NPC329375
Remote Similarity	0.5732	NPC35850
Remote Similarity	0.5732	NPC276949
Remote Similarity	0.5731	NPC198988
Remote Similarity	0.573	NPC478184
Remote Similarity	0.573	NPC328270
Remote Similarity	0.5729	NPC15840
Remote Similarity	0.5729	NPC11149
Remote Similarity	0.5723	NPC243162
Remote Similarity	0.5723	NPC147957
Remote Similarity	0.5722	NPC165495
Remote Similarity	0.5722	NPC317430
Remote Similarity	0.5714	NPC226143
Remote Similarity	0.5714	NPC162689
Remote Similarity	0.5714	NPC54102
Remote Similarity	0.5707	NPC293472
Remote Similarity	0.5706	NPC316104
Remote Similarity	0.5706	NPC162417
Remote Similarity	0.5706	NPC252878
Remote Similarity	0.57	NPC54420
Remote Similarity	0.5699	NPC192270
Remote Similarity	0.5698	NPC287358
Remote Similarity	0.5698	NPC37548
Remote Similarity	0.5694	NPC78154
Remote Similarity	0.5692	NPC133003
Remote Similarity	0.5691	NPC32534
Remote Similarity	0.569	NPC2823
Remote Similarity	0.569	NPC471164
Remote Similarity	0.5687	NPC148140
Remote Similarity	0.5686	NPC475506
Remote Similarity	0.5683	NPC469762
Remote Similarity	0.5682	NPC477890
Remote Similarity	0.568	NPC476685
Remote Similarity	0.568	NPC325479
Remote Similarity	0.568	NPC207428
Remote Similarity	0.568	NPC476687
Remote Similarity	0.568	NPC476689
Remote Similarity	0.5678	NPC315617
Remote Similarity	0.5678	NPC314058
Remote Similarity	0.5678	NPC316359
Remote Similarity	0.5678	NPC316018
Remote Similarity	0.5677	NPC248462
Remote Similarity	0.5671	NPC474082
Remote Similarity	0.5671	NPC175726
Remote Similarity	0.5671	NPC46427
Remote Similarity	0.5671	NPC6975
Remote Similarity	0.567	NPC470205
Remote Similarity	0.5668	NPC56233
Remote Similarity	0.5668	NPC114637
Remote Similarity	0.5667	NPC40070
Remote Similarity	0.5665	NPC83214
Remote Similarity	0.5665	NPC192674
Remote Similarity	0.5665	NPC314102
Remote Similarity	0.5665	NPC251722
Remote Similarity	0.5663	NPC322433
Remote Similarity	0.5659	NPC155143
Remote Similarity	0.5655	NPC280807
Remote Similarity	0.5655	NPC314431
Remote Similarity	0.5655	NPC472245
Remote Similarity	0.5655	NPC226662
Remote Similarity	0.5654	NPC24594
Remote Similarity	0.5654	NPC472122
Remote Similarity	0.5654	NPC121903
Remote Similarity	0.5652	NPC81561
Remote Similarity	0.5652	NPC276085
Remote Similarity	0.5652	NPC154478
Remote Similarity	0.565	NPC242556
Remote Similarity	0.5646	NPC162860
Remote Similarity	0.5645	NPC113056
Remote Similarity	0.5645	NPC476118
Remote Similarity	0.5645	NPC138293
Remote Similarity	0.5642	NPC109787
Remote Similarity	0.564	NPC267508
Remote Similarity	0.564	NPC471123
Remote Similarity	0.5633	NPC314141
Remote Similarity	0.5632	NPC130251
Remote Similarity	0.5632	NPC472123
Remote Similarity	0.5628	NPC276430
Remote Similarity	0.5628	NPC469785
Remote Similarity	0.5625	NPC234987
Remote Similarity	0.5625	NPC315276
Remote Similarity	0.5625	NPC285926

Drug Structure

NPD2732 OpenBabel08211702552D 26 28 0 0 1 0 0 0 0 0999 V2000 4.7452 -1.1623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7452 -2.1623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4311 0.9757 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8792 -0.6623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8792 -2.6623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1452 -2.5860 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3677 -1.6110 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4283 1.0504 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9972 0.0747 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5434 -2.2006 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8104 -2.8807 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0132 -1.1623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3209 -1.2256 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0132 -2.1623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3653 -0.9309 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1472 -0.6623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4888 1.0151 0.0000 C 0 0 3 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 1.0329 -3.8557 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 2.1472 -2.6623 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -3.4255 1.1252 0.0000 N 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 1.7836 1.9706 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0633 1.6923 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1034 2.7037 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 4 1 0 0 0 0 2 5 1 0 0 0 0 3 8 1 0 0 0 0 3 9 1 0 0 0 0 4 12 2 0 0 0 0 5 14 2 0 0 0 0 6 7 2 0 0 0 0 6 11 1 0 0 0 0 7 15 1 0 0 0 0 8 21 3 0 0 0 0 9 23 1 0 0 0 0 10 11 2 0 0 0 0 10 13 1 0 0 0 0 11 19 1 0 0 0 0 12 14 1 0 0 0 0 12 16 1 0 0 0 0 13 15 2 0 0 0 0 13 16 1 0 0 0 0 14 20 1 0 0 0 0 15 23 1 0 0 0 0 16 22 2 0 0 0 0 17 18 1 0 0 0 0 17 22 1 0 0 0 0 17 24 1 0 0 0 0 18 23 1 0 0 0 0 18 25 2 0 0 0 0 24 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001250
DrugBank	DB01594
ChEMBL	CHEMBL2104926
IUPHAR/BPS
PharmaGKB	PA164748034
KEGG Drug
PubChem CID	3033621
ChEBI	59514
CAS Number	75696-02-5

Drug Properties

Molecular Weight	357.07
ALogP	0.242
MLogP	2.67
XLogP	3.108
HDA	5
HBD	1
Rotatable Bonds	6
TPSA	76.69
RO5 Violation	0