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

ID: ALA197555

Chembl Id: CHEMBL197555

PubChem CID: 23646749

Max Phase: Preclinical

Molecular Formula: C25H20ClIN4O2

Molecular Weight: 570.82

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1cncc1C(O)(c1ccc(I)cc1)c1ccc2c(c1)n(-c1cccc(Cl)c1)c(=O)n2C

Standard InChI:  InChI=1S/C25H20ClIN4O2/c1-29-15-28-14-23(29)25(33,16-6-9-19(27)10-7-16)17-8-11-21-22(12-17)31(24(32)30(21)2)20-5-3-4-18(26)13-20/h3-15,33H,1-2H3

Standard InChI Key:  NJYJMHAGSUDRMG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA197555

   3-(3-chlorophenyl)-5-[hydroxy(4-iodophenyl)(1-methyl-1H-imidazol-5-yl)methyl]-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: 570.82

Molecular Weight (Monoisotopic): 570.0320

AlogP: 4.60

#Rotatable Bonds: 4

Polar Surface Area: 64.98

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.16

CX Basic pKa: 5.95

CX LogP: 5.12

CX LogD: 5.11

Aromatic Rings: 5

Heavy Atoms: 33

QED Weighted: 0.32

Np Likeness Score: -1.29

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