2-(4-(2-((1H-Benzo[d]imidazol-2-yl)thio)-ethyl)piperazin-1-yl)-N-(6-methyl-2,4-bis(methylthio)-pyridin-3-yl)acetamide hydrochloride

ID: ALA4288347

Chembl Id: CHEMBL4288347

Cas Number: 754989-30-5

PubChem CID: 10256727

Max Phase: Preclinical

Molecular Formula: C23H31ClN6OS3

Molecular Weight: 502.74

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CSc1cc(C)nc(SC)c1NC(=O)CN1CCN(CCSc2nc3ccccc3[nH]2)CC1.Cl

Standard InChI:  InChI=1S/C23H30N6OS3.ClH/c1-16-14-19(31-2)21(22(24-16)32-3)27-20(30)15-29-10-8-28(9-11-29)12-13-33-23-25-17-6-4-5-7-18(17)26-23;/h4-7,14H,8-13,15H2,1-3H3,(H,25,26)(H,27,30);1H

Standard InChI Key:  FIESYXUDBWMLRP-UHFFFAOYSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 502.74

Molecular Weight (Monoisotopic): 502.1643

AlogP: 4.06

#Rotatable Bonds: 9

Polar Surface Area: 77.15

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.46

CX Basic pKa: 6.92

CX LogP: 3.85

CX LogD: 3.73

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.42

Np Likeness Score: -2.03

References

1. Shibuya K, Kawamine K, Ozaki C, Ohgiya T, Edano T, Yoshinaka Y, Tsunenari Y..  (2018)  Discovery of Clinical Candidate 2-(4-(2-((1 H-Benzo[ d]imidazol-2-yl)thio)ethyl)piperazin-1-yl)- N-(6-methyl-2,4-bis(methylthio)pyridin-3-yl)acetamide Hydrochloride [K-604], an Aqueous-Soluble Acyl-CoA:Cholesterol O-Acyltransferase-1 Inhibitor.,  61  (23): [PMID:30433781] [10.1021/acs.jmedchem.8b01256]

2. Shibuya K,Miura T,Ohgiya T,Omichi K,Tsunenari Y.  (2020)  Syntheses and pharmacokinetic evaluations of four metabolites of 2-(4-(2-((1H-benzo[d]imidazol-2-yl)thio)ethyl)piperazin-1-yl)-N-(6-methyl-2,4-bis-(methylthio)pyridin-3-yl)acetamide hydrochloride [K-604], an acyl-CoA:cholesterol O-acyltransferase-1 inhibitor.,  28  (11): [PMID:32334935] [10.1016/j.bmc.2020.115457]

Source

Source(1):

• Scientific Literature