NPASS drugs

Drug Information

Drug ID:	NPD4770
Drug Name:	Cariprazine
Molecular Formula:	C21H32Cl2N4O
Canonical SMILES:	OC(=N[C@@H]1CC[C@H](CC1)CCN1CCN(CC1)c1cccc(c1Cl)Cl)N(C)C
Standard InCHI:	InChI=1S/C21H32Cl2N4O/c1-25(2)21(28)24-17-8-6-16(7-9-17)10-11-26-12-14-27(15-13-26)19-5-3-4-18(22)20(19)23/h3-5,16-17H,6-15H2,1-2H3,(H,24,28)/t16-,17-
Standard InCHIKey:	KPWSJANDNDDRMB-QAQDUYKDSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4770

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	329
0.1-0.2	3520
0.2-0.3	15383
0.3-0.4	7906
0.4-0.5	3075
0.5-0.6	650
0.6-0.7	27
0.7-0.8	0
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
Remote Similarity	0.6959	NPC313352
Remote Similarity	0.6923	NPC291610
Remote Similarity	0.6742	NPC474430
Remote Similarity	0.6645	NPC325599
Remote Similarity	0.6596	NPC125416
Remote Similarity	0.6554	NPC469949
Remote Similarity	0.6525	NPC288232
Remote Similarity	0.6434	NPC192209
Remote Similarity	0.637	NPC475915
Remote Similarity	0.6333	NPC476950
Remote Similarity	0.6319	NPC313449
Remote Similarity	0.6275	NPC53044
Remote Similarity	0.6268	NPC296163
Remote Similarity	0.6266	NPC315348
Remote Similarity	0.6266	NPC32002
Remote Similarity	0.6225	NPC478079
Remote Similarity	0.6202	NPC240134
Remote Similarity	0.619	NPC317564
Remote Similarity	0.6164	NPC320656
Remote Similarity	0.6164	NPC264580
Remote Similarity	0.6154	NPC187036
Remote Similarity	0.6139	NPC471312
Remote Similarity	0.6071	NPC476464
Remote Similarity	0.6053	NPC252794
Remote Similarity	0.6045	NPC471320
Remote Similarity	0.6045	NPC471319
Remote Similarity	0.6028	NPC164802
Remote Similarity	0.5949	NPC300299
Remote Similarity	0.5935	NPC9856
Remote Similarity	0.5929	NPC313810
Remote Similarity	0.5915	NPC77294
Remote Similarity	0.5915	NPC302790
Remote Similarity	0.5906	NPC226143
Remote Similarity	0.5901	NPC243162
Remote Similarity	0.5899	NPC471310
Remote Similarity	0.5886	NPC184437
Remote Similarity	0.5882	NPC94167
Remote Similarity	0.5882	NPC172937
Remote Similarity	0.5879	NPC469735
Remote Similarity	0.5879	NPC264589
Remote Similarity	0.5871	NPC150863
Remote Similarity	0.5867	NPC316582
Remote Similarity	0.5865	NPC470926
Remote Similarity	0.5864	NPC22082
Remote Similarity	0.5864	NPC186284
Remote Similarity	0.5855	NPC283130
Remote Similarity	0.5855	NPC328683
Remote Similarity	0.5852	NPC108339
Remote Similarity	0.5843	NPC469740
Remote Similarity	0.5839	NPC228515
Remote Similarity	0.5833	NPC66936
Remote Similarity	0.5833	NPC473417
Remote Similarity	0.5823	NPC471322
Remote Similarity	0.5813	NPC471123
Remote Similarity	0.5808	NPC321617
Remote Similarity	0.5802	NPC130251
Remote Similarity	0.5789	NPC78154
Remote Similarity	0.5762	NPC161956
Remote Similarity	0.5762	NPC258531
Remote Similarity	0.5762	NPC112373
Remote Similarity	0.5759	NPC476689
Remote Similarity	0.5759	NPC476685
Remote Similarity	0.5759	NPC476687
Remote Similarity	0.5756	NPC104345
Remote Similarity	0.5749	NPC254798
Remote Similarity	0.5741	NPC314102
Remote Similarity	0.5741	NPC83214
Remote Similarity	0.5741	NPC251722
Remote Similarity	0.574	NPC206592
Remote Similarity	0.5734	NPC434
Remote Similarity	0.5732	NPC314431
Remote Similarity	0.5732	NPC472245
Remote Similarity	0.5732	NPC280807
Remote Similarity	0.5724	NPC257490
Remote Similarity	0.5723	NPC477591
Remote Similarity	0.5714	NPC109787
Remote Similarity	0.5714	NPC314141
Remote Similarity	0.5705	NPC313673
Remote Similarity	0.5705	NPC145754
Remote Similarity	0.5698	NPC84317
Remote Similarity	0.5695	NPC291962
Remote Similarity	0.5695	NPC177684
Remote Similarity	0.5677	NPC470343
Remote Similarity	0.5677	NPC472244
Remote Similarity	0.5674	NPC116961
Remote Similarity	0.5665	NPC222029
Remote Similarity	0.5663	NPC20144
Remote Similarity	0.565	NPC300631
Remote Similarity	0.5647	NPC154602
Remote Similarity	0.5644	NPC469560
Remote Similarity	0.5633	NPC226662
Remote Similarity	0.5632	NPC154478
Remote Similarity	0.5632	NPC221786
Remote Similarity	0.5632	NPC474880
Remote Similarity	0.5632	NPC475990
Remote Similarity	0.5632	NPC276085
Remote Similarity	0.5625	NPC79618
Remote Similarity	0.5625	NPC20322
Remote Similarity	0.5613	NPC290094
Remote Similarity	0.5603	NPC239854
Remote Similarity	0.5602	NPC476454
Remote Similarity	0.56	NPC229173

Drug Structure

NPD4770 OpenBabel08211705272D 29 31 0 0 1 0 0 0 0 0999 V2000 -8.6603 7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 3.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.9282 4.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 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 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 6.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 5.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 25 1 0 0 0 0 2 25 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 18 1 0 0 0 0 5 19 2 0 0 0 0 6 8 1 0 0 0 0 6 16 1 0 0 0 0 7 9 1 0 0 0 0 7 16 1 0 0 0 0 8 17 1 0 0 0 0 9 17 1 0 0 0 0 10 11 1 0 0 0 0 11 26 1 0 0 0 0 12 14 1 0 0 0 0 12 26 1 0 0 0 0 13 15 1 0 0 0 0 13 26 1 0 0 0 0 14 27 1 0 0 0 0 15 27 1 0 0 0 0 16 10 1 1 0 0 0 17 24 1 6 0 0 0 18 20 2 0 0 0 0 18 22 1 0 0 0 0 19 20 1 0 0 0 0 19 27 1 0 0 0 0 20 23 1 0 0 0 0 21 24 2 3 0 0 0 21 25 1 0 0 0 0 21 28 1 0 0 0 0 28 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB06016
ChEMBL	CHEMBL2028019
IUPHAR/BPS	7671
PharmaGKB
KEGG Drug	D09997
PubChem CID
ChEBI	90933
CAS Number	839712-12-8

Drug Properties

Molecular Weight	426.20
ALogP	0.8817
MLogP	3
XLogP	4.528
HDA	5
HBD	1
Rotatable Bonds	11
TPSA	42.31
RO5 Violation	0