(E)-2-(N-phenylbenzimidazol-2-yl)-3-(1H-pyrrol-2-yl)acrylonitrile

ID: ALA4874091

PubChem CID: 164626108

Max Phase: Preclinical

Molecular Formula: C20H14N4

Molecular Weight: 310.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#C/C(=C\c1ccc[nH]1)c1nc2ccccc2n1-c1ccccc1

Standard InChI:  InChI=1S/C20H14N4/c21-14-15(13-16-7-6-12-22-16)20-23-18-10-4-5-11-19(18)24(20)17-8-2-1-3-9-17/h1-13,22H/b15-13+

Standard InChI Key:  GVKOVPCUVIMGEP-FYWRMAATSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   27.4747  -16.7303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1843  -16.3209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1815  -15.4982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4729  -15.0930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7666  -16.3214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7679  -15.5048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9917  -15.2513    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.5107  -15.9112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9897  -16.5725    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.6935  -15.9100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2859  -15.2017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8757  -14.4914    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.2839  -16.6172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4667  -16.6160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7360  -17.3493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9861  -15.9597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2085  -16.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2073  -17.0284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9841  -17.2819    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.9376  -17.5163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6838  -18.2923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2300  -18.9014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0332  -18.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2832  -17.9534    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
  9 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 14  1  0
 15 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4874091

   ---

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: 310.36

Molecular Weight (Monoisotopic): 310.1218

AlogP: 4.42

#Rotatable Bonds: 3

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: 2.78

CX LogP: 4.57

CX LogD: 4.57

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.57

Np Likeness Score: -1.35

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