4-[[3-(3-Chloro-phenyl)-1-methyl-2-oxo-2,3-dihydro-1H-benzoimidazol-5-yl]-hydroxy-(3-methyl-3H-imidazol-4-yl)-methyl]-benzonitrile

ID: ALA382288

Chembl Id: CHEMBL382288

PubChem CID: 11236748

Max Phase: Preclinical

Molecular Formula: C26H20ClN5O2

Molecular Weight: 469.93

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1cncc1C(O)(c1ccc(C#N)cc1)c1ccc2c(c1)n(-c1cccc(Cl)c1)c(=O)n2C

Standard InChI:  InChI=1S/C26H20ClN5O2/c1-30-16-29-15-24(30)26(34,18-8-6-17(14-28)7-9-18)19-10-11-22-23(12-19)32(25(33)31(22)2)21-5-3-4-20(27)13-21/h3-13,15-16,34H,1-2H3

Standard InChI Key:  LEDPJHJPZLJOPR-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA382288

   4-{[3-(3-chlorophenyl)-1-methyl-2-oxo-2,3-dihydro-1H-1,3-benzodiazol-5-yl](hydroxy)(1-methyl-1H-imidazol-5-yl)methyl}benzonitrile

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: 469.93

Molecular Weight (Monoisotopic): 469.1306

AlogP: 3.87

#Rotatable Bonds: 4

Polar Surface Area: 88.77

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.13

CX Basic pKa: 5.95

CX LogP: 4.04

CX LogD: 4.03

Aromatic Rings: 5

Heavy Atoms: 34

QED Weighted: 0.43

Np Likeness Score: -1.30

References

1. Li Q, Li T, Woods KW, Gu WZ, Cohen J, Stoll VS, Galicia T, Hutchins C, Frost D, Rosenberg SH, Sham HL..  (2005)  Benzimidazolones and indoles as non-thiol farnesyltransferase inhibitors based on tipifarnib scaffold: synthesis and activity.,  15  (11): [PMID:15911281] [10.1016/j.bmcl.2005.03.049]

2. Equbal T, Silakari O, Rambabu G, Ravikumar M..  (2007)  Pharmacophore mapping of diverse classes of farnesyltransferase inhibitors.,  17  (6): [PMID:17236767] [10.1016/j.bmcl.2006.12.087]

Source

Source(1):

• Scientific Literature