N-[3-(4-Cyano-benzyl)-3H-imidazol-4-ylmethyl]-N-(5-cyano-3''-ethoxy-biphenyl-2-ylmethyl)-methanesulfonamide

ID: ALA187809

Chembl Id: CHEMBL187809

PubChem CID: 44394952

Max Phase: Preclinical

Molecular Formula: C29H27N5O3S

Molecular Weight: 525.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1cccc(-c2cc(C#N)ccc2CN(Cc2cncn2Cc2ccc(C#N)cc2)S(C)(=O)=O)c1

Standard InChI:  InChI=1S/C29H27N5O3S/c1-3-37-28-6-4-5-25(14-28)29-13-24(16-31)11-12-26(29)19-34(38(2,35)36)20-27-17-32-21-33(27)18-23-9-7-22(15-30)8-10-23/h4-14,17,21H,3,18-20H2,1-2H3

Standard InChI Key:  BMKLSRFMQGRZMC-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA187809

   N-[[4-cyano-2-(3-ethoxyphenyl)phenyl]methyl]-N-[[3-[(4-cyanophenyl)methyl]imidazol-4-yl]methyl]methanesulfonamide

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: 525.63

Molecular Weight (Monoisotopic): 525.1835

AlogP: 4.70

#Rotatable Bonds: 10

Polar Surface Area: 112.01

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 6.10

CX LogP: 3.67

CX LogD: 3.65

Aromatic Rings: 4

Heavy Atoms: 38

QED Weighted: 0.30

Np Likeness Score: -1.28

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