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

ID: ALA372000

Chembl Id: CHEMBL372000

PubChem CID: 23646756

Max Phase: Preclinical

Molecular Formula: C26H22Cl2N4O2

Molecular Weight: 493.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1cncc1C(O)(c1ccc(Cl)cc1)c1ccc2c(c1)n(Cc1cccc(Cl)c1)c(=O)n2C

Standard InChI:  InChI=1S/C26H22Cl2N4O2/c1-30-16-29-14-24(30)26(34,18-6-9-20(27)10-7-18)19-8-11-22-23(13-19)32(25(33)31(22)2)15-17-4-3-5-21(28)12-17/h3-14,16,34H,15H2,1-2H3

Standard InChI Key:  ALSSKNOZPWDAGO-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA372000

   5-[(4-chlorophenyl)(hydroxy)(1-methyl-1H-imidazol-5-yl)methyl]-3-[(3-chlorophenyl)methyl]-1-methyl-2,3-dihydro-1H-1,3-benzodiazol-2-one

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: 493.39

Molecular Weight (Monoisotopic): 492.1120

AlogP: 4.71

#Rotatable Bonds: 5

Polar Surface Area: 64.98

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.16

CX Basic pKa: 5.95

CX LogP: 4.86

CX LogD: 4.85

Aromatic Rings: 5

Heavy Atoms: 34

QED Weighted: 0.39

Np Likeness Score: -1.25

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