(E)-2-(5-cyano-N-methylbenzimidazol-2-yl)-3-(4-N,N-dimethylaminophenyl)actylonitrile

ID: ALA4864889

PubChem CID: 164620039

Max Phase: Preclinical

Molecular Formula: C20H17N5

Molecular Weight: 327.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)c1ccc(/C=C(\C#N)c2nc3ccc(C#N)cc3n2C)cc1

Standard InChI:  InChI=1S/C20H17N5/c1-24(2)17-7-4-14(5-8-17)10-16(13-22)20-23-18-9-6-15(12-21)11-19(18)25(20)3/h4-11H,1-3H3/b16-10+

Standard InChI Key:  JZUPWBQJPWEGNP-MHWRWJLKSA-N

Molfile:  

 
     RDKit          2D

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   27.3674  -24.8156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0770  -24.4061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0742  -23.5835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3656  -23.1782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6593  -24.4066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6606  -23.5901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8844  -23.3366    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.4034  -23.9965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8824  -24.6577    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.5862  -23.9953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1786  -23.2870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7684  -22.5766    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.1766  -24.7024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3594  -24.7012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9549  -23.9943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1385  -23.9928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7281  -24.7005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1400  -25.4111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9551  -25.4092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6287  -25.4345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7838  -24.8118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4921  -25.2193    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.9109  -24.7004    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.5024  -23.9926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5022  -25.4080    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
 21 22  3  0
  2 21  1  0
 17 23  1  0
 23 24  1  0
 23 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4864889

   ---

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: 327.39

Molecular Weight (Monoisotopic): 327.1484

AlogP: 3.58

#Rotatable Bonds: 3

Polar Surface Area: 68.64

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.54

CX LogP: 3.88

CX LogD: 3.88

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.69

Np Likeness Score: -1.65

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