6-{3-[3-(4-Cyano-benzyl)-3H-imidazol-4-yl]-3-hydroxy-prop-1-ynyl}-3''-ethoxy-biphenyl-3-carbonitrile

ID: ALA364165

Chembl Id: CHEMBL364165

PubChem CID: 44394988

Max Phase: Preclinical

Molecular Formula: C29H22N4O2

Molecular Weight: 458.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1cccc(-c2cc(C#N)ccc2C#CC(O)c2cncn2Cc2ccc(C#N)cc2)c1

Standard InChI:  InChI=1S/C29H22N4O2/c1-2-35-26-5-3-4-25(15-26)27-14-23(17-31)10-11-24(27)12-13-29(34)28-18-32-20-33(28)19-22-8-6-21(16-30)7-9-22/h3-11,14-15,18,20,29,34H,2,19H2,1H3

Standard InChI Key:  KZSBNUBNJHIROE-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA364165

   4-[3-[3-[(4-Cyanophenyl)methyl]imidazol-4-yl]-3-hydroxyprop-1-ynyl]-3-(3-ethoxyphenyl)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: 458.52

Molecular Weight (Monoisotopic): 458.1743

AlogP: 4.83

#Rotatable Bonds: 6

Polar Surface Area: 94.86

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.18

CX Basic pKa: 5.84

CX LogP: 4.77

CX LogD: 4.76

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.42

Np Likeness Score: -0.95

References

1. Lin NH, Wang L, Wang X, Wang GT, Cohen J, Gu WZ, Zhang H, Rosenberg SH, Sham HL..  (2004)  Synthesis and biological evaluation of 1-benzyl-5-(3-biphenyl-2-yl-propyl)-1H-imidazole as novel farnesyltransferase inhibitor.,  14  (20): [PMID:15380198] [10.1016/j.bmcl.2004.07.083]

Source

Source(1):

• Scientific Literature