2-((4-Adamantan-1-yl-phenoxy)methyl)-N-((pyridin-2-yl)methyl)-1H-benzo[d]imidazole-5-carboxamide

ID: ALA2207804

Chembl Id: CHEMBL2207804

PubChem CID: 71461490

Max Phase: Preclinical

Molecular Formula: C31H32N4O2

Molecular Weight: 492.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NCc1ccccn1)c1ccc2[nH]c(COc3ccc(C45CC6CC(CC(C6)C4)C5)cc3)nc2c1

Standard InChI:  InChI=1S/C31H32N4O2/c36-30(33-18-25-3-1-2-10-32-25)23-4-9-27-28(14-23)35-29(34-27)19-37-26-7-5-24(6-8-26)31-15-20-11-21(16-31)13-22(12-20)17-31/h1-10,14,20-22H,11-13,15-19H2,(H,33,36)(H,34,35)

Standard InChI Key:  IYMSQGLWZLNQDO-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2207804

   2-[[4-(1-adamantyl)phenoxy]methyl]-N-(pyridin-2-ylmethyl)-3H-benzimidazole-5-carboxamide

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: 492.62

Molecular Weight (Monoisotopic): 492.2525

AlogP: 5.93

#Rotatable Bonds: 7

Polar Surface Area: 79.90

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.68

CX Basic pKa: 4.35

CX LogP: 4.91

CX LogD: 4.91

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.33

Np Likeness Score: -1.46

References

1. Lee K, Goo JI, Jung HY, Kim M, Boovanahalli SK, Park HR, Kim MO, Kim DH, Lee HS, Choi Y..  (2012)  Discovery of a novel series of benzimidazole derivatives as diacylglycerol acyltransferase inhibitors.,  22  (24): [PMID:23141914] [10.1016/j.bmcl.2012.10.046]

Source

Source(1):

• Scientific Literature