NPASS drugs

Drug Information

Drug ID:	NPD2866
Drug Name:	Clozapine
Molecular Formula:	C18H19ClN4
Canonical SMILES:	CN1CCN(CC1)C1=Nc2cc(Cl)ccc2Nc2c1cccc2
Standard InCHI:	InChI=1S/C18H19ClN4/c1-22-8-10-23(11-9-22)18-14-4-2-3-5-15(14)20-16-7-6-13(19)12-17(16)21-18/h2-7,12,20H,8-11H2,1H3
Standard InCHIKey:	QZUDBNBUXVUHMW-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD2866

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	752
0.1-0.2	9906
0.2-0.3	13062
0.3-0.4	3755
0.4-0.5	2502
0.5-0.6	809
0.6-0.7	98
0.7-0.8	6
0.8-0.85	0
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	0.7517	NPC325599
Intermediate Similarity	0.7448	NPC469949
Intermediate Similarity	0.7214	NPC288232
Intermediate Similarity	0.708	NPC302790
Intermediate Similarity	0.7055	NPC476464
Intermediate Similarity	0.7042	NPC125416
Remote Similarity	0.6993	NPC313449
Remote Similarity	0.695	NPC296163
Remote Similarity	0.6889	NPC291610
Remote Similarity	0.6875	NPC192209
Remote Similarity	0.6849	NPC317564
Remote Similarity	0.6755	NPC476950
Remote Similarity	0.6723	NPC471609
Remote Similarity	0.6714	NPC164802
Remote Similarity	0.6713	NPC187036
Remote Similarity	0.6713	NPC314141
Remote Similarity	0.6689	NPC475915
Remote Similarity	0.6603	NPC313352
Remote Similarity	0.6579	NPC252794
Remote Similarity	0.6568	NPC477591
Remote Similarity	0.6564	NPC204141
Remote Similarity	0.6562	NPC2823
Remote Similarity	0.6562	NPC315348
Remote Similarity	0.6562	NPC32002
Remote Similarity	0.6519	NPC198988
Remote Similarity	0.6488	NPC476297
Remote Similarity	0.6488	NPC476219
Remote Similarity	0.6481	NPC473868
Remote Similarity	0.6481	NPC63157
Remote Similarity	0.646	NPC88097
Remote Similarity	0.6452	NPC9856
Remote Similarity	0.642	NPC59084
Remote Similarity	0.6386	NPC21605
Remote Similarity	0.6375	NPC325252
Remote Similarity	0.6364	NPC77294
Remote Similarity	0.6352	NPC300299
Remote Similarity	0.6319	NPC2949
Remote Similarity	0.6319	NPC115611
Remote Similarity	0.631	NPC40070
Remote Similarity	0.6301	NPC470203
Remote Similarity	0.6294	NPC79618
Remote Similarity	0.6287	NPC321617
Remote Similarity	0.6279	NPC221786
Remote Similarity	0.6279	NPC474880
Remote Similarity	0.6279	NPC475990
Remote Similarity	0.6267	NPC264580
Remote Similarity	0.6257	NPC315617
Remote Similarity	0.6257	NPC314058
Remote Similarity	0.6257	NPC316018
Remote Similarity	0.6257	NPC316359
Remote Similarity	0.6243	NPC314919
Remote Similarity	0.6243	NPC229173
Remote Similarity	0.6243	NPC470204
Remote Similarity	0.6241	NPC474430
Remote Similarity	0.6235	NPC125746
Remote Similarity	0.6235	NPC314102
Remote Similarity	0.6235	NPC251722
Remote Similarity	0.6226	NPC101165
Remote Similarity	0.622	NPC284635
Remote Similarity	0.6218	NPC145754
Remote Similarity	0.6213	NPC33421
Remote Similarity	0.6182	NPC476454
Remote Similarity	0.6176	NPC117032
Remote Similarity	0.6168	NPC470440
Remote Similarity	0.6164	NPC476687
Remote Similarity	0.6164	NPC53044
Remote Similarity	0.6164	NPC476689
Remote Similarity	0.6164	NPC476685
Remote Similarity	0.6159	NPC81561
Remote Similarity	0.6149	NPC122141
Remote Similarity	0.6145	NPC20144
Remote Similarity	0.614	NPC325903
Remote Similarity	0.6136	NPC471130
Remote Similarity	0.6133	NPC313673
Remote Similarity	0.6125	NPC471322
Remote Similarity	0.6118	NPC54102
Remote Similarity	0.6118	NPC162689
Remote Similarity	0.6115	NPC478079
Remote Similarity	0.6114	NPC88970
Remote Similarity	0.6095	NPC114209
Remote Similarity	0.6095	NPC201380
Remote Similarity	0.6095	NPC179787
Remote Similarity	0.6093	NPC148140
Remote Similarity	0.609	NPC122718
Remote Similarity	0.6087	NPC184437
Remote Similarity	0.608	NPC247987
Remote Similarity	0.6074	NPC218268
Remote Similarity	0.6069	NPC434
Remote Similarity	0.6065	NPC328683
Remote Similarity	0.6065	NPC283130
Remote Similarity	0.6062	NPC22079
Remote Similarity	0.6059	NPC321911
Remote Similarity	0.6054	NPC21429
Remote Similarity	0.6047	NPC471132
Remote Similarity	0.6038	NPC473417
Remote Similarity	0.6037	NPC83214
Remote Similarity	0.6037	NPC471312
Remote Similarity	0.6036	NPC63545
Remote Similarity	0.6034	NPC474897
Remote Similarity	0.6025	NPC475450
Remote Similarity	0.6023	NPC225018
Remote Similarity	0.6023	NPC206592
Remote Similarity	0.6	NPC56765
Remote Similarity	0.6	NPC469811
Remote Similarity	0.5989	NPC21174
Remote Similarity	0.5989	NPC317105
Remote Similarity	0.5989	NPC280852
Remote Similarity	0.5989	NPC271797
Remote Similarity	0.5977	NPC84317
Remote Similarity	0.5964	NPC104483
Remote Similarity	0.5964	NPC110126
Remote Similarity	0.5964	NPC73767
Remote Similarity	0.5963	NPC282398
Remote Similarity	0.5962	NPC41174
Remote Similarity	0.596	NPC143156
Remote Similarity	0.5954	NPC295021
Remote Similarity	0.5949	NPC166424
Remote Similarity	0.5949	NPC245244
Remote Similarity	0.5949	NPC146373
Remote Similarity	0.5944	NPC116961
Remote Similarity	0.5941	NPC143872
Remote Similarity	0.5935	NPC215519
Remote Similarity	0.5928	NPC469783
Remote Similarity	0.5928	NPC469761
Remote Similarity	0.5928	NPC469779
Remote Similarity	0.5928	NPC469784
Remote Similarity	0.5928	NPC469768
Remote Similarity	0.5928	NPC469767
Remote Similarity	0.5928	NPC469780
Remote Similarity	0.5924	NPC46358
Remote Similarity	0.5914	NPC83381
Remote Similarity	0.5912	NPC250361
Remote Similarity	0.5906	NPC109787
Remote Similarity	0.5902	NPC471743
Remote Similarity	0.5901	NPC473587
Remote Similarity	0.5899	NPC162799
Remote Similarity	0.5896	NPC229477
Remote Similarity	0.5896	NPC470233
Remote Similarity	0.5893	NPC469766
Remote Similarity	0.589	NPC473930
Remote Similarity	0.5886	NPC94167
Remote Similarity	0.5886	NPC27740
Remote Similarity	0.5886	NPC172937
Remote Similarity	0.5882	NPC469735
Remote Similarity	0.5872	NPC288445
Remote Similarity	0.5866	NPC2165
Remote Similarity	0.5866	NPC195507
Remote Similarity	0.5864	NPC475428
Remote Similarity	0.586	NPC307191
Remote Similarity	0.5858	NPC136002
Remote Similarity	0.5857	NPC108339
Remote Similarity	0.5852	NPC236711
Remote Similarity	0.5852	NPC477887
Remote Similarity	0.5848	NPC469740
Remote Similarity	0.5847	NPC317054
Remote Similarity	0.5847	NPC189812
Remote Similarity	0.5847	NPC329688
Remote Similarity	0.5845	NPC317642
Remote Similarity	0.5843	NPC84911
Remote Similarity	0.5843	NPC105127
Remote Similarity	0.5839	NPC226662
Remote Similarity	0.5839	NPC473762
Remote Similarity	0.5838	NPC53947
Remote Similarity	0.5828	NPC179365
Remote Similarity	0.5824	NPC82331
Remote Similarity	0.5822	NPC313362
Remote Similarity	0.5819	NPC318065
Remote Similarity	0.5819	NPC154478
Remote Similarity	0.5819	NPC206819
Remote Similarity	0.5814	NPC470111
Remote Similarity	0.5808	NPC207554
Remote Similarity	0.5806	NPC16659
Remote Similarity	0.5801	NPC317430
Remote Similarity	0.5798	NPC108011
Remote Similarity	0.5796	NPC265605
Remote Similarity	0.5796	NPC268534
Remote Similarity	0.5796	NPC48564
Remote Similarity	0.5796	NPC182570
Remote Similarity	0.5793	NPC316104
Remote Similarity	0.5793	NPC162417
Remote Similarity	0.5792	NPC472123
Remote Similarity	0.5792	NPC161861
Remote Similarity	0.5789	NPC469525
Remote Similarity	0.5787	NPC44773
Remote Similarity	0.5787	NPC215584
Remote Similarity	0.5786	NPC7067
Remote Similarity	0.5786	NPC476322
Remote Similarity	0.5786	NPC469330
Remote Similarity	0.5783	NPC96102
Remote Similarity	0.5783	NPC29886
Remote Similarity	0.5783	NPC261195
Remote Similarity	0.5771	NPC232798
Remote Similarity	0.5767	NPC207428
Remote Similarity	0.5763	NPC286427
Remote Similarity	0.5756	NPC288838
Remote Similarity	0.5753	NPC265710
Remote Similarity	0.5749	NPC150259
Remote Similarity	0.5746	NPC49217
Remote Similarity	0.5745	NPC329430
Remote Similarity	0.5742	NPC320656

Drug Structure

NPD2866 OpenBabel08211702562D 24 27 0 0 0 0 0 0 0 0999 V2000 4.5025 0.4460 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3972 -3.2219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5311 -3.7219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3972 -2.2219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3349 -3.2219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9916 0.0747 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5577 -0.8262 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3244 -0.8237 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8138 0.8314 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3688 -1.1185 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8583 0.5366 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4311 0.8262 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4283 0.9010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5311 -1.7219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3349 -2.2219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5605 -0.9010 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 0.6802 -0.7331 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8622 1.8019 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -1.2658 -1.8565 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 3.5469 0.1512 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.6357 -0.4383 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.9988 -2.5367 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 14 2 0 0 0 0 5 15 2 0 0 0 0 6 7 2 0 0 0 0 6 13 1 0 0 0 0 7 16 1 0 0 0 0 8 10 1 0 0 0 0 8 22 1 0 0 0 0 9 11 1 0 0 0 0 9 22 1 0 0 0 0 10 23 1 0 0 0 0 11 23 1 0 0 0 0 12 13 2 0 0 0 0 12 17 1 0 0 0 0 13 19 1 0 0 0 0 14 15 1 0 0 0 0 14 18 1 0 0 0 0 15 20 1 0 0 0 0 16 17 2 0 0 0 0 16 20 1 0 0 0 0 17 21 1 0 0 0 0 18 21 2 0 0 0 0 18 23 1 0 0 0 0 20 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000029
DrugBank	DB00363
ChEMBL	CHEMBL42
IUPHAR/BPS	38
PharmaGKB	PA449061
KEGG Drug	D00283
PubChem CID
ChEBI	3766
CAS Number	5786-21-0

Drug Properties

Molecular Weight	326.13
ALogP	0.0092
MLogP	2.89
XLogP	4.323
HDA	4
HBD	1
Rotatable Bonds	3
TPSA	30.87
RO5 Violation	0