Benzoimidazol-1-yl-phenyl-methanone

ID: ALA153600

Cas Number: 62573-86-8

PubChem CID: 710688

Max Phase: Preclinical

Molecular Formula: C14H10N2O

Molecular Weight: 222.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(c1ccccc1)n1cnc2ccccc21

Standard InChI:  InChI=1S/C14H10N2O/c17-14(11-6-2-1-3-7-11)16-10-15-12-8-4-5-9-13(12)16/h1-10H

Standard InChI Key:  IYVBKVVOHXVKRD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 19  0  0  0  0  0  0  0  0999 V2000
    2.1417   -4.4667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6667   -5.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4167   -3.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1542   -5.8917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3042   -4.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3125   -5.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7917   -3.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2792   -3.4375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5417   -4.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5417   -6.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5417   -2.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8667   -4.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2208   -4.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2208   -5.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7292   -3.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4000   -2.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0000   -3.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  2  2  0
  5  1  1  0
  6  5  1  0
  7  3  2  0
  8  3  1  0
  9  5  2  0
 10  6  2  0
 11  8  1  0
 12  8  2  0
 13  9  1  0
 14 13  2  0
 15 12  1  0
 16 11  2  0
 17 15  2  0
  4  6  1  0
 10 14  1  0
 17 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA153600

   1H-Benzimidazole, 1-benzoyl-

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: 222.25

Molecular Weight (Monoisotopic): 222.0793

AlogP: 2.72

#Rotatable Bonds: 1

Polar Surface Area: 34.89

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.54

CX LogP: 2.43

CX LogD: 2.43

Aromatic Rings: 3

Heavy Atoms: 17

QED Weighted: 0.63

Np Likeness Score: -1.24

References

1. Palmer BD, Smaill JB, Boyd M, Boschelli DH, Doherty AM, Hamby JM, Khatana SS, Kramer JB, Kraker AJ, Panek RL, Lu GH, Dahring TK, Winters RT, Showalter HD, Denny WA..  (1998)  Structure-activity relationships for 1-phenylbenzimidazoles as selective ATP site inhibitors of the platelet-derived growth factor receptor.,  41  (27): [PMID:9876115] [10.1021/jm9804681]

Source

Source(1):

• Scientific Literature