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

ID: ALA197255

Chembl Id: CHEMBL197255

PubChem CID: 23646758

Max Phase: Preclinical

Molecular Formula: C27H22ClN5O2

Molecular Weight: 483.96

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C27H22ClN5O2/c1-31-17-30-15-25(31)27(35,20-8-6-18(14-29)7-9-20)21-10-11-23-24(13-21)33(26(34)32(23)2)16-19-4-3-5-22(28)12-19/h3-13,15,17,35H,16H2,1-2H3

Standard InChI Key:  POSJESMMMMOKRK-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA197255

   4-({3-[(3-chlorophenyl)methyl]-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: 483.96

Molecular Weight (Monoisotopic): 483.1462

AlogP: 3.93

#Rotatable Bonds: 5

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: 12.14

CX Basic pKa: 5.95

CX LogP: 4.11

CX LogD: 4.10

Aromatic Rings: 5

Heavy Atoms: 35

QED Weighted: 0.41

Np Likeness Score: -1.43

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]

Source

Source(1):

• Scientific Literature