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

ID: ALA2207800

Chembl Id: CHEMBL2207800

PubChem CID: 71452538

Max Phase: Preclinical

Molecular Formula: C30H35N3O2

Molecular Weight: 469.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(c1ccc2[nH]c(COc3ccc(C45CC6CC(CC(C6)C4)C5)cc3)nc2c1)N1CCCCC1

Standard InChI:  InChI=1S/C30H35N3O2/c34-29(33-10-2-1-3-11-33)23-4-9-26-27(15-23)32-28(31-26)19-35-25-7-5-24(6-8-25)30-16-20-12-21(17-30)14-22(13-20)18-30/h4-9,15,20-22H,1-3,10-14,16-19H2,(H,31,32)

Standard InChI Key:  VOQVIPZSFBVKNT-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2207800

   [2-[[4-(1-adamantyl)phenoxy]methyl]-3H-benzimidazol-5-yl]-piperidin-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: 469.63

Molecular Weight (Monoisotopic): 469.2729

AlogP: 6.24

#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: 5.40

CX LogD: 5.40

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.48

Np Likeness Score: -1.17

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