2-(4-adamantan-1-yl-phenoxymethyl)-N-(2,6-diisopropylphenyl)-1H-benzo[d]imidazole-5-carboxamide

ID: ALA2207802

Chembl Id: CHEMBL2207802

PubChem CID: 71459766

Max Phase: Preclinical

Molecular Formula: C37H43N3O2

Molecular Weight: 561.77

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)c1cccc(C(C)C)c1NC(=O)c1ccc2[nH]c(COc3ccc(C45CC6CC(CC(C6)C4)C5)cc3)nc2c1

Standard InChI:  InChI=1S/C37H43N3O2/c1-22(2)30-6-5-7-31(23(3)4)35(30)40-36(41)27-8-13-32-33(17-27)39-34(38-32)21-42-29-11-9-28(10-12-29)37-18-24-14-25(19-37)16-26(15-24)20-37/h5-13,17,22-26H,14-16,18-21H2,1-4H3,(H,38,39)(H,40,41)

Standard InChI Key:  PJEPKDMURRJOBR-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2207802

   2-[[4-(1-adamantyl)phenoxy]methyl]-N-[2,6-di(propan-2-yl)phenyl]-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: 561.77

Molecular Weight (Monoisotopic): 561.3355

AlogP: 9.11

#Rotatable Bonds: 8

Polar Surface Area: 67.01

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.52

CX Basic pKa: 3.72

CX LogP: 8.83

CX LogD: 8.83

Aromatic Rings: 4

Heavy Atoms: 42

QED Weighted: 0.23

Np Likeness Score: -0.99

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