5-[(4-Chloro-phenyl)-hydroxy-(3-methyl-3H-imidazol-4-yl)-methyl]-3-(3-ethoxy-phenyl)-1-methyl-1,3-dihydro-benzoimidazol-2-one

ID: ALA383797

Chembl Id: CHEMBL383797

PubChem CID: 23646752

Max Phase: Preclinical

Molecular Formula: C27H25ClN4O3

Molecular Weight: 488.98

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1cccc(-n2c(=O)n(C)c3ccc(C(O)(c4ccc(Cl)cc4)c4cncn4C)cc32)c1

Standard InChI:  InChI=1S/C27H25ClN4O3/c1-4-35-22-7-5-6-21(15-22)32-24-14-19(10-13-23(24)31(3)26(32)33)27(34,25-16-29-17-30(25)2)18-8-11-20(28)12-9-18/h5-17,34H,4H2,1-3H3

Standard InChI Key:  RNOCAMVNXBLKEZ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA383797

   5-[(4-chlorophenyl)(hydroxy)(1-methyl-1H-imidazol-5-yl)methyl]-3-(3-ethoxyphenyl)-1-methyl-2,3-dihydro-1H-1,3-benzodiazol-2-one

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: 488.98

Molecular Weight (Monoisotopic): 488.1615

AlogP: 4.40

#Rotatable Bonds: 6

Polar Surface Area: 74.21

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.16

CX Basic pKa: 5.95

CX LogP: 4.39

CX LogD: 4.38

Aromatic Rings: 5

Heavy Atoms: 35

QED Weighted: 0.38

Np Likeness Score: -1.19

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