NPASS drugs

Drug Information

Drug ID:	NPD4486
Drug Name:	Pipamazine
Molecular Formula:	C21H24ClN3OS
Canonical SMILES:	Clc1ccc2c(c1)N(CCCN1CCC(CC1)C(=N)O)c1c(S2)cccc1
Standard InCHI:	InChI=1S/C21H24ClN3OS/c22-16-6-7-20-18(14-16)25(17-4-1-2-5-19(17)27-20)11-3-10-24-12-8-15(9-13-24)21(23)26/h1-2,4-7,14-15H,3,8-13H2,(H2,23,26)
Standard InCHIKey:	OSJJYEUEJRVVOD-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4486

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	279
0.1-0.2	5811
0.2-0.3	15567
0.3-0.4	5703
0.4-0.5	3033
0.5-0.6	484
0.6-0.7	12
0.7-0.8	1
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	0.7114	NPC473417
Remote Similarity	0.6912	NPC328877
Remote Similarity	0.6392	NPC313352
Remote Similarity	0.6386	NPC321617
Remote Similarity	0.6286	NPC291610
Remote Similarity	0.6282	NPC321053
Remote Similarity	0.6242	NPC320863
Remote Similarity	0.6218	NPC469949
Remote Similarity	0.6093	NPC313449
Remote Similarity	0.6039	NPC475915
Remote Similarity	0.6037	NPC471312
Remote Similarity	0.6026	NPC125416
Remote Similarity	0.6012	NPC325599
Remote Similarity	0.5977	NPC476464
Remote Similarity	0.5974	NPC317564
Remote Similarity	0.5964	NPC32002
Remote Similarity	0.5964	NPC315348
Remote Similarity	0.5918	NPC302790
Remote Similarity	0.5813	NPC476950
Remote Similarity	0.5779	NPC192209
Remote Similarity	0.5752	NPC218710
Remote Similarity	0.575	NPC252794
Remote Similarity	0.5724	NPC296163
Remote Similarity	0.5714	NPC317430
Remote Similarity	0.5697	NPC184437
Remote Similarity	0.5693	NPC175916
Remote Similarity	0.5683	NPC116961
Remote Similarity	0.568	NPC471741
Remote Similarity	0.5671	NPC476687
Remote Similarity	0.5671	NPC476689
Remote Similarity	0.5671	NPC476685
Remote Similarity	0.5665	NPC66699
Remote Similarity	0.5662	NPC229477
Remote Similarity	0.5631	NPC193370
Remote Similarity	0.5622	NPC472123
Remote Similarity	0.5621	NPC187036
Remote Similarity	0.5617	NPC478079
Remote Similarity	0.5607	NPC264589

Drug Structure

NPD4486 OpenBabel08211705262D 29 32 0 0 0 0 0 0 0 0999 V2000 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 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 -0.8660 2.5000 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 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 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 5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -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 6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 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 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 6.9282 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 4.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -3.5000 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 10 1 0 0 0 0 3 11 1 0 0 0 0 4 17 2 0 0 0 0 5 19 2 0 0 0 0 6 7 2 0 0 0 0 6 16 1 0 0 0 0 7 20 1 0 0 0 0 8 12 1 0 0 0 0 8 15 1 0 0 0 0 9 13 1 0 0 0 0 9 15 1 0 0 0 0 10 24 1 0 0 0 0 11 25 1 0 0 0 0 12 24 1 0 0 0 0 13 24 1 0 0 0 0 14 16 2 0 0 0 0 14 18 1 0 0 0 0 15 21 1 0 0 0 0 16 22 1 0 0 0 0 17 19 1 0 0 0 0 17 25 1 0 0 0 0 18 20 2 0 0 0 0 18 25 1 0 0 0 0 19 27 1 0 0 0 0 20 27 1 0 0 0 0 21 23 2 0 0 0 0 21 26 1 0 0 0 0 23 28 1 0 0 0 0 26 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	401.13
ALogP	0.3174
MLogP	3.11
XLogP	4.779
HDA	4
HBD	2
Rotatable Bonds	7
TPSA	75.86
RO5 Violation	0