ID: ALA362881

Max Phase: Preclinical

Molecular Formula: C27H19F3N4O2

Molecular Weight: 488.47

Molecule Type: Small molecule

Representations

Canonical SMILES:  N#Cc1ccc(Cn2cncc2COCc2ccc(C#N)cc2-c2ccc(OC(F)(F)F)cc2)cc1

Standard InChI:  InChI=1S/C27H19F3N4O2/c28-27(29,30)36-25-9-7-22(8-10-25)26-11-21(13-32)5-6-23(26)16-35-17-24-14-33-18-34(24)15-20-3-1-19(12-31)2-4-20/h1-11,14,18H,15-17H2

Standard InChI Key:  KUCIXFHIZYSMOM-UHFFFAOYSA-N

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

Properties

Molecular Weight: 488.47

Molecular Weight (Monoisotopic): 488.1460

AlogP: 5.96

#Rotatable Bonds: 8

Polar Surface Area: 83.86

Molecular Species: NEUTRAL

HBA: 6

HBD: 0

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa: 5.99

CX LogP: 6.11

CX LogD: 6.10

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.31

Np Likeness Score: -0.98

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]

2. Li Q, Wang GT, Li T, Gwaltney SL, Woods KW, Claiborne A, Wang X, Gu W, Cohen J, Stoll VS, Hutchins C, Frost D, Rosenberg SH, Sham HL..  (2004)  Synthesis and activity of 1-aryl-1'-imidazolyl methyl ethers as non-thiol farnesyltransferase inhibitors.,  14  (21): [PMID:15454229] [10.1016/j.bmcl.2004.08.011]

3. Vaidya M, Weigt M, Wiese M..  (2009)  3D-QSAR with the aid of pharmacophore search and docking-based alignments for farnesyltransferase inhibitors.,  44  (10): [PMID:19515462] [10.1016/j.ejmech.2009.04.045]

4. Puntambekar DS, Giridhar R, Yadav MR..  (2008)  Insights into the structural requirements of farnesyltransferase inhibitors as potential anti-tumor agents based on 3D-QSAR CoMFA and CoMSIA models.,  43  (1): [PMID:17448576] [10.1016/j.ejmech.2007.02.003]

Source

Source(1):

• Scientific Literature