(E)-2-(N-methylbenzimidazol-2-yl)-3-(pyridin-3-yl)acrylonitrile

ID: ALA4869953

PubChem CID: 5755920

Max Phase: Preclinical

Molecular Formula: C16H12N4

Molecular Weight: 260.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cn1c(/C(C#N)=C/c2cccnc2)nc2ccccc21

Standard InChI:  InChI=1S/C16H12N4/c1-20-15-7-3-2-6-14(15)19-16(20)13(10-17)9-12-5-4-8-18-11-12/h2-9,11H,1H3/b13-9+

Standard InChI Key:  NQGIIUKPGFTOPD-UKTHLTGXSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    7.8043  -10.6367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5208  -10.2232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5180   -9.3927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8025   -8.9835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0895  -10.2237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0907   -9.3994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3070   -9.1435    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8214   -9.8097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3050  -10.4773    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9964   -9.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5849   -9.0934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1707   -8.3761    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5828  -10.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7578  -10.5211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3495   -9.8075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5253   -9.8059    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1108  -10.5204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5268  -11.2379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3497  -11.2358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0490  -11.2615    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
M  END

Alternative Forms

1. Parent:

   

   ALA4869953

   (E)-2-(1-methylbenzimidazol-2-yl)-3-pyridin-3-ylprop-2-enenitrile

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: 260.30

Molecular Weight (Monoisotopic): 260.1062

AlogP: 3.03

#Rotatable Bonds: 2

Polar Surface Area: 54.50

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.76

CX LogP: 2.70

CX LogD: 2.70

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.67

Np Likeness Score: -1.73

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