2-(4-Adamantan-1-yl-phenoxymethyl)-N-benzyl-1H-benzo[d]imidazole-5-carboxamide

ID: ALA2207803

Chembl Id: CHEMBL2207803

PubChem CID: 71456057

Max Phase: Preclinical

Molecular Formula: C32H33N3O2

Molecular Weight: 491.64

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NCc1ccccc1)c1ccc2[nH]c(COc3ccc(C45CC6CC(CC(C6)C4)C5)cc3)nc2c1

Standard InChI:  InChI=1S/C32H33N3O2/c36-31(33-19-21-4-2-1-3-5-21)25-6-11-28-29(15-25)35-30(34-28)20-37-27-9-7-26(8-10-27)32-16-22-12-23(17-32)14-24(13-22)18-32/h1-11,15,22-24H,12-14,16-20H2,(H,33,36)(H,34,35)

Standard InChI Key:  OUDFBFCLPJQNDU-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2207803

   2-[[4-(1-adamantyl)phenoxy]methyl]-N-benzyl-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: 491.64

Molecular Weight (Monoisotopic): 491.2573

AlogP: 6.54

#Rotatable Bonds: 7

Polar Surface Area: 67.01

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.68

CX Basic pKa: 3.94

CX LogP: 6.05

CX LogD: 6.05

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.31

Np Likeness Score: -1.16

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