(E)-3-(4-bromophenyl)-2-(N-methylbenzimidazol-2-yl)acrylonitrile

ID: ALA4859700

Cas Number: 307533-98-8

PubChem CID: 5710545

Max Phase: Preclinical

Molecular Formula: C17H12BrN3

Molecular Weight: 338.21

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cn1c(/C(C#N)=C/c2ccc(Br)cc2)nc2ccccc21

Standard InChI:  InChI=1S/C17H12BrN3/c1-21-16-5-3-2-4-15(16)20-17(21)13(11-19)10-12-6-8-14(18)9-7-12/h2-10H,1H3/b13-10+

Standard InChI Key:  RPRRVGMEMSMBTH-JLHYYAGUSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   37.6607   -3.6677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3703   -3.2582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3675   -2.4356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6589   -2.0303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9526   -3.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9539   -2.4422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1777   -2.1886    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.6967   -2.8486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1757   -3.5098    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.8795   -2.8474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4719   -2.1391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0617   -1.4287    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.4699   -3.5545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6527   -3.5533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2482   -2.8464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4318   -2.8449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0214   -3.5525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4333   -4.2632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2484   -4.2612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9220   -4.2866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2042   -3.5524    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9  5  1  0
  8 10  1  0
 10 11  1  0
 11 12  3  0
 10 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
  9 20  1  0
 17 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4859700

   (E)-3-(4-bromophenyl)-2-(1-methyl-1H-benzo[d]imidazol-2-yl)acrylonitrile

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 338.21

Molecular Weight (Monoisotopic): 337.0215

AlogP: 4.40

#Rotatable Bonds: 2

Polar Surface Area: 41.61

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.28

CX LogP: 4.69

CX LogD: 4.68

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.65

Np Likeness Score: -1.52

References

1. Perin N, Hok L, Beč A, Persoons L, Vanstreels E, Daelemans D, Vianello R, Hranjec M..  (2021)  N-substituted benzimidazole acrylonitriles as in vitro tubulin polymerization inhibitors: Synthesis, biological activity and computational analysis.,  211  [PMID:33248847] [10.1016/j.ejmech.2020.113003]

Source

Source(1):

• Scientific Literature