NPASS drugs

Drug Information

Drug ID:	NPD1859
Drug Name:	Clorazepic Acid
Molecular Formula:	C16H11ClN2O3
Canonical SMILES:	OC(=O)C1N=C(c2ccccc2)c2c(N=C1O)ccc(c2)Cl
Standard InCHI:	InChI=1S/C16H11ClN2O3/c17-10-6-7-12-11(8-10)13(9-4-2-1-3-5-9)19-14(16(21)22)15(20)18-12/h1-8,14H,(H,18,20)(H,21,22)
Standard InCHIKey:	XDDJGVMJFWAHJX-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD1859

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	124
0.1-0.2	1740
0.2-0.3	10227
0.3-0.4	13328
0.4-0.5	4145
0.5-0.6	1279
0.6-0.7	45
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	0.8889	NPC317564
Intermediate Similarity	0.7943	NPC325599
Remote Similarity	0.6781	NPC476950
Remote Similarity	0.6733	NPC313352
Remote Similarity	0.6535	NPC78154
Remote Similarity	0.6479	NPC147957
Remote Similarity	0.6456	NPC477890
Remote Similarity	0.6403	NPC319579
Remote Similarity	0.6383	NPC187036
Remote Similarity	0.637	NPC471310
Remote Similarity	0.6351	NPC317758
Remote Similarity	0.6338	NPC471318
Remote Similarity	0.6338	NPC205652
Remote Similarity	0.6335	NPC254798
Remote Similarity	0.6313	NPC232872
Remote Similarity	0.6301	NPC45777
Remote Similarity	0.6301	NPC477061
Remote Similarity	0.625	NPC178681
Remote Similarity	0.625	NPC314186
Remote Similarity	0.6225	NPC478079
Remote Similarity	0.6224	NPC470550
Remote Similarity	0.6207	NPC192209
Remote Similarity	0.6178	NPC122553
Remote Similarity	0.6154	NPC296163
Remote Similarity	0.6148	NPC12730
Remote Similarity	0.6143	NPC302790
Remote Similarity	0.6131	NPC164859
Remote Similarity	0.6127	NPC116961
Remote Similarity	0.6119	NPC311242
Remote Similarity	0.6118	NPC476231
Remote Similarity	0.6118	NPC58827
Remote Similarity	0.6118	NPC307437
Remote Similarity	0.6118	NPC72473
Remote Similarity	0.6115	NPC327481
Remote Similarity	0.6108	NPC473297
Remote Similarity	0.6104	NPC316746
Remote Similarity	0.6096	NPC313449
Remote Similarity	0.6076	NPC287358
Remote Similarity	0.6074	NPC478039
Remote Similarity	0.6062	NPC471574
Remote Similarity	0.6054	NPC264580
Remote Similarity	0.6043	NPC474559
Remote Similarity	0.6036	NPC477887
Remote Similarity	0.6023	NPC469938
Remote Similarity	0.6015	NPC476483
Remote Similarity	0.6	NPC325441
Remote Similarity	0.6	NPC477591
Remote Similarity	0.5988	NPC189116
Remote Similarity	0.5987	NPC4974
Remote Similarity	0.5987	NPC184437
Remote Similarity	0.5987	NPC474926
Remote Similarity	0.5985	NPC226438
Remote Similarity	0.5984	NPC15839
Remote Similarity	0.5976	NPC259678
Remote Similarity	0.5974	NPC259098
Remote Similarity	0.5974	NPC197680
Remote Similarity	0.5973	NPC478016
Remote Similarity	0.5973	NPC478014
Remote Similarity	0.5973	NPC478015
Remote Similarity	0.5973	NPC80150
Remote Similarity	0.5972	NPC474584
Remote Similarity	0.5964	NPC37548
Remote Similarity	0.5963	NPC32002
Remote Similarity	0.5963	NPC315348
Remote Similarity	0.5963	NPC316202
Remote Similarity	0.596	NPC283130
Remote Similarity	0.596	NPC328683
Remote Similarity	0.5957	NPC37584
Remote Similarity	0.5952	NPC471132
Remote Similarity	0.5951	NPC136002
Remote Similarity	0.5946	NPC310467
Remote Similarity	0.593	NPC133470
Remote Similarity	0.593	NPC289776
Remote Similarity	0.593	NPC191863
Remote Similarity	0.5929	NPC313810
Remote Similarity	0.5917	NPC470507
Remote Similarity	0.5915	NPC77294
Remote Similarity	0.5909	NPC258627
Remote Similarity	0.5903	NPC329011
Remote Similarity	0.5901	NPC243162
Remote Similarity	0.589	NPC314287
Remote Similarity	0.5887	NPC274089
Remote Similarity	0.5887	NPC191215
Remote Similarity	0.5882	NPC325013
Remote Similarity	0.5882	NPC47667
Remote Similarity	0.5878	NPC169328
Remote Similarity	0.5878	NPC12429
Remote Similarity	0.5871	NPC150863
Remote Similarity	0.5868	NPC187951
Remote Similarity	0.5866	NPC183662
Remote Similarity	0.5866	NPC15573
Remote Similarity	0.5866	NPC217372
Remote Similarity	0.5862	NPC471130
Remote Similarity	0.5855	NPC35996
Remote Similarity	0.5852	NPC303045
Remote Similarity	0.5852	NPC161972
Remote Similarity	0.585	NPC288232
Remote Similarity	0.5848	NPC104345
Remote Similarity	0.5846	NPC203076
Remote Similarity	0.5843	NPC203468
Remote Similarity	0.5843	NPC149155
Remote Similarity	0.5843	NPC110500
Remote Similarity	0.5839	NPC471312
Remote Similarity	0.5839	NPC220698
Remote Similarity	0.5838	NPC88970
Remote Similarity	0.5833	NPC313981
Remote Similarity	0.5833	NPC219336
Remote Similarity	0.5833	NPC314431
Remote Similarity	0.5833	NPC470877
Remote Similarity	0.5829	NPC278887
Remote Similarity	0.5827	NPC307456
Remote Similarity	0.5824	NPC38736
Remote Similarity	0.5822	NPC314141
Remote Similarity	0.5822	NPC35850
Remote Similarity	0.5822	NPC276949
Remote Similarity	0.5819	NPC355
Remote Similarity	0.5816	NPC211551
Remote Similarity	0.5813	NPC159589
Remote Similarity	0.5811	NPC470544
Remote Similarity	0.581	NPC267885
Remote Similarity	0.581	NPC288785
Remote Similarity	0.5809	NPC25565
Remote Similarity	0.5806	NPC199738
Remote Similarity	0.5806	NPC210950
Remote Similarity	0.5806	NPC469949
Remote Similarity	0.5804	NPC164802
Remote Similarity	0.5802	NPC473031
Remote Similarity	0.58	NPC162689
Remote Similarity	0.58	NPC54102
Remote Similarity	0.5793	NPC275410
Remote Similarity	0.5789	NPC285469
Remote Similarity	0.5789	NPC74936
Remote Similarity	0.5789	NPC191444
Remote Similarity	0.5789	NPC209764
Remote Similarity	0.5789	NPC471307
Remote Similarity	0.5789	NPC172128
Remote Similarity	0.5789	NPC78041
Remote Similarity	0.5789	NPC121872
Remote Similarity	0.5789	NPC476464
Remote Similarity	0.5789	NPC141139
Remote Similarity	0.5789	NPC159178
Remote Similarity	0.5786	NPC471317
Remote Similarity	0.5786	NPC202613
Remote Similarity	0.5779	NPC205946
Remote Similarity	0.5772	NPC470545
Remote Similarity	0.5772	NPC148140
Remote Similarity	0.5766	NPC473501
Remote Similarity	0.5766	NPC475439
Remote Similarity	0.5762	NPC316582
Remote Similarity	0.5759	NPC40364
Remote Similarity	0.5759	NPC53044
Remote Similarity	0.5758	NPC262393
Remote Similarity	0.5756	NPC211525
Remote Similarity	0.5756	NPC153694
Remote Similarity	0.5754	NPC95412
Remote Similarity	0.5753	NPC175474
Remote Similarity	0.5753	NPC321708
Remote Similarity	0.5753	NPC273814
Remote Similarity	0.575	NPC300299
Remote Similarity	0.5746	NPC283219
Remote Similarity	0.5746	NPC126709
Remote Similarity	0.5746	NPC248041
Remote Similarity	0.5743	NPC197470
Remote Similarity	0.5742	NPC477937
Remote Similarity	0.5742	NPC322433
Remote Similarity	0.574	NPC154602
Remote Similarity	0.5733	NPC237420
Remote Similarity	0.5733	NPC470546
Remote Similarity	0.5733	NPC81561
Remote Similarity	0.5733	NPC314992
Remote Similarity	0.5732	NPC9856
Remote Similarity	0.5732	NPC472245
Remote Similarity	0.5732	NPC280807
Remote Similarity	0.573	NPC83241
Remote Similarity	0.573	NPC6982
Remote Similarity	0.5729	NPC204303
Remote Similarity	0.5723	NPC243673
Remote Similarity	0.5723	NPC242556
Remote Similarity	0.5723	NPC310403
Remote Similarity	0.5723	NPC148468
Remote Similarity	0.5723	NPC263709
Remote Similarity	0.5723	NPC63210
Remote Similarity	0.5723	NPC97380
Remote Similarity	0.5714	NPC300596
Remote Similarity	0.5714	NPC291610
Remote Similarity	0.5714	NPC176858
Remote Similarity	0.5714	NPC314919
Remote Similarity	0.5714	NPC237649
Remote Similarity	0.5707	NPC470003
Remote Similarity	0.5706	NPC469426
Remote Similarity	0.5706	NPC285381
Remote Similarity	0.5706	NPC469462
Remote Similarity	0.5706	NPC469427
Remote Similarity	0.5706	NPC106688
Remote Similarity	0.5705	NPC2265
Remote Similarity	0.5704	NPC108800
Remote Similarity	0.5695	NPC226143
Remote Similarity	0.5693	NPC3371
Remote Similarity	0.5691	NPC293472
Remote Similarity	0.569	NPC68650

Drug Structure

NPD1859 OpenBabel08211701392D 24 26 0 0 1 0 0 0 0 0999 V2000 4.7452 -2.1623 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 4.7452 -1.1623 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 3.8792 -0.6623 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 1.5434 -2.2006 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 0.8104 -2.8807 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 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 1.7836 1.9706 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 -0.0000 -0.0000 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 -0.0633 1.6923 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7585 2.1932 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1034 2.7037 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.3706 2.5932 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3982 3.6593 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 17 1 0 0 0 0 11 12 2 0 0 0 0 11 13 1 0 0 0 0 12 18 1 0 0 0 0 13 19 2 0 0 0 0 14 15 1 0 0 0 0 14 16 1 0 0 0 0 14 19 1 0 0 0 0 15 18 2 0 0 0 0 15 20 1 0 0 0 0 16 21 2 0 0 0 0 16 22 1 0 0 0 0 20 23 1 0 0 0 0 22 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000240
DrugBank	DB00628
ChEMBL	CHEMBL1213252
IUPHAR/BPS	7548
PharmaGKB	PA164749297
KEGG Drug	D00694
PubChem CID	2809
ChEBI	3761
CAS Number	23887-31-2

Drug Properties

Molecular Weight	314.05
ALogP	0.1602
MLogP	2.56
XLogP	4.485
HDA	5
HBD	2
Rotatable Bonds	5
TPSA	82.25
RO5 Violation	0