(2-((4-Adamantan-1-yl-phenoxy)methyl)-1H-benzo[d]imidazol-5-yl)(pyrrolidin-1-yl)methanone

ID: ALA2207799

Chembl Id: CHEMBL2207799

PubChem CID: 71457852

Max Phase: Preclinical

Molecular Formula: C29H33N3O2

Molecular Weight: 455.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(c1ccc2[nH]c(COc3ccc(C45CC6CC(CC(C6)C4)C5)cc3)nc2c1)N1CCCC1

Standard InChI:  InChI=1S/C29H33N3O2/c33-28(32-9-1-2-10-32)22-3-8-25-26(14-22)31-27(30-25)18-34-24-6-4-23(5-7-24)29-15-19-11-20(16-29)13-21(12-19)17-29/h3-8,14,19-21H,1-2,9-13,15-18H2,(H,30,31)

Standard InChI Key:  AWINIWVGOSGGPM-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2207799

   [2-[[4-(1-adamantyl)phenoxy]methyl]-3H-benzimidazol-5-yl]-pyrrolidin-1-ylmethanone

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: 455.60

Molecular Weight (Monoisotopic): 455.2573

AlogP: 5.85

#Rotatable Bonds: 5

Polar Surface Area: 58.22

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.67

CX Basic pKa: 3.93

CX LogP: 4.95

CX LogD: 4.95

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.53

Np Likeness Score: -1.20

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