(E/Z)-2-(5-cyano-N-isobutylbenzimidazol-2-yl)-3-(4-N,N-dimethylaminophenyl)acrylonitrile

ID: ALA4870750

PubChem CID: 164621547

Max Phase: Preclinical

Molecular Formula: C23H23N5

Molecular Weight: 369.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)Cn1c(C(C#N)=Cc2ccc(N(C)C)cc2)nc2ccc(C#N)cc21

Standard InChI:  InChI=1S/C23H23N5/c1-16(2)15-28-22-12-18(13-24)7-10-21(22)26-23(28)19(14-25)11-17-5-8-20(9-6-17)27(3)4/h5-12,16H,15H2,1-4H3

Standard InChI Key:  DSJLEZOZGNMITH-UHFFFAOYSA-N

Molfile:  

 
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   17.5237  -23.9687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5209  -23.1460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8123  -22.7407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1060  -23.9691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1072  -23.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3310  -22.8991    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8500  -23.5590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.6232  -24.2649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8060  -24.2637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4016  -23.5569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5852  -23.5553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.6213  -25.6051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3676  -26.3820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4209  -25.4364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2305  -24.3743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9388  -24.7818    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3576  -24.2629    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9490  -23.5551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9489  -24.9705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 26 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4870750

   ---

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: 369.47

Molecular Weight (Monoisotopic): 369.1953

AlogP: 4.69

#Rotatable Bonds: 5

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: 5.12

CX LogD: 5.12

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.61

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