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

ID: ALA383579

Chembl Id: CHEMBL383579

PubChem CID: 23646751

Max Phase: Preclinical

Molecular Formula: C27H23N5O3

Molecular Weight: 465.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc(-n2c(=O)n(C)c3ccc(C(O)(c4ccc(C#N)cc4)c4cncn4C)cc32)c1

Standard InChI:  InChI=1S/C27H23N5O3/c1-30-17-29-16-25(30)27(34,19-9-7-18(15-28)8-10-19)20-11-12-23-24(13-20)32(26(33)31(23)2)21-5-4-6-22(14-21)35-3/h4-14,16-17,34H,1-3H3

Standard InChI Key:  AZZIYZHDQXWUCK-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA383579

   4-{hydroxy[3-(3-methoxyphenyl)-1-methyl-2-oxo-2,3-dihydro-1H-1,3-benzodiazol-5-yl](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: 465.51

Molecular Weight (Monoisotopic): 465.1801

AlogP: 3.23

#Rotatable Bonds: 5

Polar Surface Area: 98.00

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.13

CX Basic pKa: 5.95

CX LogP: 3.28

CX LogD: 3.27

Aromatic Rings: 5

Heavy Atoms: 35

QED Weighted: 0.43

Np Likeness Score: -1.14

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