2-(4-Adamantan-1-yl-phenoxymethyl)-N-((3-methylfuran-2-yl)methyl)-1H-benzo[d]imidazole-5-carboxylic acid amide

ID: ALA2207806

Chembl Id: CHEMBL2207806

PubChem CID: 71457853

Max Phase: Preclinical

Molecular Formula: C31H33N3O3

Molecular Weight: 495.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccoc1CNC(=O)c1ccc2[nH]c(COc3ccc(C45CC6CC(CC(C6)C4)C5)cc3)nc2c1

Standard InChI:  InChI=1S/C31H33N3O3/c1-19-8-9-36-28(19)17-32-30(35)23-2-7-26-27(13-23)34-29(33-26)18-37-25-5-3-24(4-6-25)31-14-20-10-21(15-31)12-22(11-20)16-31/h2-9,13,20-22H,10-12,14-18H2,1H3,(H,32,35)(H,33,34)

Standard InChI Key:  MQJHFLHSZQENPV-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2207806

   2-[[4-(1-adamantyl)phenoxy]methyl]-N-[(3-methylfuran-2-yl)methyl]-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: 495.62

Molecular Weight (Monoisotopic): 495.2522

AlogP: 6.44

#Rotatable Bonds: 7

Polar Surface Area: 80.15

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: 3.94

CX LogP: 5.62

CX LogD: 5.62

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.31

Np Likeness Score: -0.89

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