(E)-2-(1H-Benzoimidazol-2-yl)-3-(5-methyl-thiophen-2-yl)-acrylonitrile

ID: ALA118009

PubChem CID: 5738327

Max Phase: Preclinical

Molecular Formula: C15H11N3S

Molecular Weight: 265.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(/C=C(\C#N)c2nc3ccccc3[nH]2)s1

Standard InChI:  InChI=1S/C15H11N3S/c1-10-6-7-12(19-10)8-11(9-16)15-17-13-4-2-3-5-14(13)18-15/h2-8H,1H3,(H,17,18)/b11-8+

Standard InChI Key:  JTYKDXRADVCINF-DHZHZOJOSA-N

Molfile:  

     RDKit          2D

 19 21  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
    2.7500   -2.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3667   -2.7042    0.0000 S   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
    4.0792   -2.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0792   -1.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9042   -1.4792    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
    4.7875   -2.7042    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  5  1  0
  7  6  1  0
  8  2  1  0
  9  3  1  0
 10  4  1  0
 11  9  3  0
 12  7  1  0
 13  6  2  0
 14 13  1  0
 15  8  1  0
 16 10  1  0
 17 12  1  0
 18 16  2  0
 19 15  2  0
 10  8  2  0
 19 18  1  0
 12 14  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA118009

   2-(1H-Benzoimidazol-2-yl)-3-(5-methyl-thiophen-2-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: 265.34

Molecular Weight (Monoisotopic): 265.0674

AlogP: 4.00

#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: 10.51

CX Basic pKa: 3.62

CX LogP: 4.25

CX LogD: 4.25

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.71

Np Likeness Score: -2.11

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]

2. PubChem BioAssay data set, 

3. Li B, Cardinale SC, Butler MM, Pai R, Nuss JE, Peet NP, Bavari S, Bowlin TL..  (2011)  Time-dependent botulinum neurotoxin serotype A metalloprotease inhibitors.,  19  (24): [PMID:22082667] [10.1016/j.bmc.2011.10.062]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays