2-(Benzimidazol-2-yl)-3-(pyridin-3-yl)-acrylonitrile

ID: ALA452328

PubChem CID: 5705794

Max Phase: Preclinical

Molecular Formula: C15H10N4

Molecular Weight: 246.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#C/C(=C\c1cccnc1)c1nc2ccccc2[nH]1

Standard InChI:  InChI=1S/C15H10N4/c16-9-12(8-11-4-3-7-17-10-11)15-18-13-5-1-2-6-14(13)19-15/h1-8,10H,(H,18,19)/b12-8+

Standard InChI Key:  FFRPRCXHZNQCIA-XYOKQWHBSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
    3.1152   -7.8416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1141   -8.6690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8289   -9.0819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8271   -7.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5425   -7.8380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5427   -8.6690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3332   -8.9256    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8215   -8.2531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3328   -7.5810    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6465   -8.2528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0593   -8.9672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0588   -7.5382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4667   -6.8208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8843   -8.9669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2942   -9.6838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1185   -9.6839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5315   -8.9687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1144   -8.2520    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2915   -8.2555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  9  5  1  0
  4  1  1  0
  8 10  1  0
  5  6  1  0
 10 11  2  0
 10 12  1  0
  2  3  1  0
 12 13  3  0
  3  6  2  0
 11 14  1  0
  1  2  2  0
 14 15  2  0
  5  4  2  0
 15 16  1  0
  6  7  1  0
 16 17  2  0
  7  8  1  0
 17 18  1  0
  8  9  2  0
 18 19  2  0
 19 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA452328

   (E)-2-(1H-Benzoimidazol-2-yl)-3-pyridin-3-yl-acrylonitrile

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: 246.27

Molecular Weight (Monoisotopic): 246.0905

AlogP: 3.02

#Rotatable Bonds: 2

Polar Surface Area: 65.36

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: 4.77

CX LogP: 2.47

CX LogD: 2.47

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.71

Np Likeness Score: -1.69

References

1. Saczewski F, Stencel A, Bieńczak AM, Langowska KA, Michaelis M, Werel W, Hałasa R, Reszka P, Bednarski PJ..  (2008)  Structure-activity relationships of novel heteroaryl-acrylonitriles as cytotoxic and antibacterial agents.,  43  (9): [PMID:18187237] [10.1016/j.ejmech.2007.11.017]

2. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays