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

ID: ALA4877762

PubChem CID: 164628954

Max Phase: Preclinical

Molecular Formula: C22H24N4

Molecular Weight: 344.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)Cn1c(C(C#N)=Cc2ccc(N(C)C)cc2)nc2ccccc21

Standard InChI:  InChI=1S/C22H24N4/c1-16(2)15-26-21-8-6-5-7-20(21)24-22(26)18(14-23)13-17-9-11-19(12-10-17)25(3)4/h5-13,16H,15H2,1-4H3

Standard InChI Key:  AZCQMLYAUGWATB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   27.5325   -3.7213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2421   -3.3119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2393   -2.4892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5307   -2.0839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8244   -3.3123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8256   -2.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0495   -2.2423    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.5685   -2.9022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0475   -3.5634    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.7513   -2.9010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3437   -2.1927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9335   -1.4824    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.3416   -3.6081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5245   -3.6070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1200   -2.9001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3036   -2.8985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8932   -3.6062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3051   -4.3169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1202   -4.3149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7938   -4.3403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3397   -4.9484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0860   -5.7252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1393   -4.7796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0760   -3.6061    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.6675   -2.8983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6673   -4.3138    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
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  6  7  1  0
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  9  5  1  0
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 11 12  3  0
 10 13  2  3
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 15 16  1  0
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 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
 17 24  1  0
 24 25  1  0
 24 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4877762

   ---

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: 344.46

Molecular Weight (Monoisotopic): 344.2001

AlogP: 4.82

#Rotatable Bonds: 5

Polar Surface Area: 44.85

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.55

CX LogP: 5.27

CX LogD: 5.27

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.62

Np Likeness Score: -1.50

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