(E)-3-(1H-indol-3-yl)-2-(1-methyl-1H-benzo[d]imidazol-2-yl)acrylonitrile

ID: ALA4860768

PubChem CID: 135412031

Max Phase: Preclinical

Molecular Formula: C19H14N4

Molecular Weight: 298.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cn1c(/C(C#N)=C/c2c[nH]c3ccccc23)nc2ccccc21

Standard InChI:  InChI=1S/C19H14N4/c1-23-18-9-5-4-8-17(18)22-19(23)13(11-20)10-14-12-21-16-7-3-2-6-15(14)16/h2-10,12,21H,1H3/b13-10+

Standard InChI Key:  ZWDXJVLANBXWPI-JLHYYAGUSA-N

Molfile:  

 
     RDKit          2D

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   38.1434   -9.5522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1405   -8.7255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   36.7174   -9.5527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7186   -8.7321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9383   -8.4785    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.4532   -9.1426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9363   -9.8079    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.6319   -9.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2243   -8.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8099   -7.7145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.2222   -9.8526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4009   -9.8514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6826  -10.5848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9143  -10.5174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1333  -10.2638    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.1369   -9.4436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9160   -9.1954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0892   -8.3982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4842   -7.8485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7034   -8.1014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5339   -8.8980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
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  2  3  1  0
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  8 10  1  0
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 10 13  2  0
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  9 15  1  0
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 21 22  1  0
 22 23  2  0
 23 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4860768

   ---

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: 298.35

Molecular Weight (Monoisotopic): 298.1218

AlogP: 4.12

#Rotatable Bonds: 2

Polar Surface Area: 57.40

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.27

CX LogP: 4.02

CX LogD: 4.01

Aromatic Rings: 4

Heavy Atoms: 23

QED Weighted: 0.57

Np Likeness Score: -1.24

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