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

ID: ALA2207798

Chembl Id: CHEMBL2207798

Cas Number: 1415560-79-0

PubChem CID: 71454305

Max Phase: Preclinical

Molecular Formula: C28H33N3O2

Molecular Weight: 443.59

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C28H33N3O2/c1-17(2)29-27(32)21-3-8-24-25(12-21)31-26(30-24)16-33-23-6-4-22(5-7-23)28-13-18-9-19(14-28)11-20(10-18)15-28/h3-8,12,17-20H,9-11,13-16H2,1-2H3,(H,29,32)(H,30,31)

Standard InChI Key:  WDHILFGVZISYPO-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2207798

   1H-Benzimidazole-6-carboxamide, N-(1-methylethyl)-2-[(4-tricyclo[3.3.1.13,7]dec-1-ylphenoxy)methyl]-

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: 443.59

Molecular Weight (Monoisotopic): 443.2573

AlogP: 5.75

#Rotatable Bonds: 6

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: 5.10

CX LogD: 5.10

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.51

Np Likeness Score: -1.14

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