(E)-2-(N-phenylbenzimidazol-2-yl)-3-(pyridin-3-yl)acrylonitrite

ID: ALA4879172

PubChem CID: 164628088

Max Phase: Preclinical

Molecular Formula: C21H14N4

Molecular Weight: 322.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#C/C(=C\c1cccnc1)c1nc2ccccc2n1-c1ccccc1

Standard InChI:  InChI=1S/C21H14N4/c22-14-17(13-16-7-6-12-23-15-16)21-24-19-10-4-5-11-20(19)25(21)18-8-2-1-3-9-18/h1-13,15H/b17-13+

Standard InChI Key:  VNBPTDBXPOHSGZ-GHRIWEEISA-N

Molfile:  

 
     RDKit          2D

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   18.3169  -17.0817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3141  -16.2512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   16.8868  -16.2579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1032  -16.0019    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6176  -16.6682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1013  -17.3357    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7925  -16.6670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3811  -15.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9669  -15.2346    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3790  -17.3808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5540  -17.3796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.3214  -16.6644    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9070  -17.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3230  -18.0963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1459  -18.0944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8451  -18.1200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.7818  -19.0745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3329  -19.6885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1401  -19.5182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3962  -18.7339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  9 20  1  0
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 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4879172

   ---

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: 322.37

Molecular Weight (Monoisotopic): 322.1218

AlogP: 4.48

#Rotatable Bonds: 3

Polar Surface Area: 54.50

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.75

CX LogP: 4.36

CX LogD: 4.36

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.52

Np Likeness Score: -1.57

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