2-(Benzoimidazol-2-yl)-3-(3-thiophen-3-yl)-acrylonitrile

ID: ALA486867

PubChem CID: 6000283

Max Phase: Preclinical

Molecular Formula: C14H9N3S

Molecular Weight: 251.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#C/C(=C\c1ccsc1)c1nc2ccccc2[nH]1

Standard InChI:  InChI=1S/C14H9N3S/c15-8-11(7-10-5-6-18-9-10)14-16-12-3-1-2-4-13(12)17-14/h1-7,9H,(H,16,17)/b11-7+

Standard InChI Key:  WZXXDFREJIPPRV-YRNVUSSQSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
    3.8236   -3.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8224   -4.3148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5372   -4.7277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5354   -3.0747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2508   -3.4838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2511   -4.3149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0415   -4.5715    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5299   -3.8990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0411   -3.2268    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3549   -3.8987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7676   -4.6130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7671   -3.1841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1750   -2.4667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5926   -4.6127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0736   -5.2817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8581   -5.0265    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.8579   -4.2014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0731   -3.9469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  2  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
 14 15  2  0
  1  2  2  0
  5  4  2  0
  6  7  1  0
  7  8  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA486867

   (E)-2-(1H-benzimidazol-2-yl)-3-thiophen-3-ylprop-2-enenitrile

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: 251.31

Molecular Weight (Monoisotopic): 251.0517

AlogP: 3.69

#Rotatable Bonds: 2

Polar Surface Area: 52.47

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.53

CX Basic pKa: 3.64

CX LogP: 3.47

CX LogD: 3.47

Aromatic Rings: 3

Heavy Atoms: 18

QED Weighted: 0.71

Np Likeness Score: -2.27

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]

Source

Source(1):

• Scientific Literature