(E)-2-(N-isobutylbenzimidazol-2-yl)-3-phenylacrylonitrile

ID: ALA4849466

PubChem CID: 83475923

Max Phase: Preclinical

Molecular Formula: C20H19N3

Molecular Weight: 301.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)Cn1c(/C(C#N)=C/c2ccccc2)nc2ccccc21

Standard InChI:  InChI=1S/C20H19N3/c1-15(2)14-23-19-11-7-6-10-18(19)22-20(23)17(13-21)12-16-8-4-3-5-9-16/h3-12,15H,14H2,1-2H3/b17-12+

Standard InChI Key:  OXECWXYJLNKGKX-SFQUDFHCSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   17.1731   -3.7007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8828   -3.2912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8800   -2.4686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1713   -2.0633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4651   -3.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4663   -2.4752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6901   -2.2217    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2091   -2.8816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6881   -3.5428    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3919   -2.8804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9844   -2.1721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5741   -1.4617    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9823   -3.5875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1651   -3.5863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7607   -2.8794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9443   -2.8779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5338   -3.5856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9458   -4.2962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7608   -4.2943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4345   -4.3196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9804   -4.9277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7267   -5.7045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7800   -4.7590    0.0000 C   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
 20 21  1  0
 21 22  1  0
 21 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4849466

   (E)-2-[1-(2-methylpropyl)benzimidazol-2-yl]-3-phenylprop-2-enenitrile

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: 301.39

Molecular Weight (Monoisotopic): 301.1579

AlogP: 4.76

#Rotatable Bonds: 4

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: 3.23

CX LogP: 5.16

CX LogD: 5.16

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.65

Np Likeness Score: -1.34

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