4-[(E)-2-(1H-Benzoimidazol-2-yl)-2-cyano-vinyl]-benzonitrile

ID: ALA326328

PubChem CID: 6054543

Max Phase: Preclinical

Molecular Formula: C17H10N4

Molecular Weight: 270.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#C/C(=C\c1ccc(C#N)cc1)c1nc2ccccc2[nH]1

Standard InChI:  InChI=1S/C17H10N4/c18-10-13-7-5-12(6-8-13)9-14(11-19)17-20-15-3-1-2-4-16(15)21-17/h1-9H,(H,20,21)/b14-9+

Standard InChI Key:  NHYFEKFQPKPKMQ-NTEUORMPSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    0.6875   -1.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2042   -0.7875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5125   -1.4417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2042   -2.1250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9250   -2.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5833   -1.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9250   -0.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5833   -1.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3417   -0.0125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0417   -2.1417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2167   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7500   -2.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3917   -2.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1542   -2.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1542   -1.4417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9750   -1.4375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9792   -2.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2958   -0.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2958   -2.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0083   -1.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0083   -1.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  1  1  0
  4  1  1  0
  5  3  2  0
  6  2  1  0
  7  3  1  0
  8  4  1  0
  9  7  3  0
 10 11  3  0
 11 13  1  0
 12  5  1  0
 13 16  1  0
 14 12  2  0
 15 12  1  0
 16 15  2  0
 17 14  1  0
 18  6  1  0
 19  8  1  0
 20 19  2  0
 21 18  2  0
  8  6  2  0
 21 20  1  0
 17 13  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA326328

   4-[(E)-2-(1H-benzimidazol-2-yl)-2-cyanoethenyl]benzonitrile

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: 270.30

Molecular Weight (Monoisotopic): 270.0905

AlogP: 3.50

#Rotatable Bonds: 2

Polar Surface Area: 76.26

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.53

CX Basic pKa: 3.64

CX LogP: 3.55

CX LogD: 3.55

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.72

Np Likeness Score: -1.59

References

1. Saczewski F, Reszka P, Gdaniec M, Grünert R, Bednarski PJ..  (2004)  Synthesis, X-ray crystal structures, stabilities, and in vitro cytotoxic activities of new heteroarylacrylonitriles.,  47  (13): [PMID:15189040] [10.1021/jm0311036]

Source

Source(1):

• Scientific Literature