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

ID: ALA4870446

PubChem CID: 164618965

Max Phase: Preclinical

Molecular Formula: C20H14N4

Molecular Weight: 310.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cn1c(/C(C#N)=C/c2cnc3ccccc3c2)nc2ccccc21

Standard InChI:  InChI=1S/C20H14N4/c1-24-19-9-5-4-8-18(19)23-20(24)16(12-21)11-14-10-15-6-2-3-7-17(15)22-13-14/h2-11,13H,1H3/b16-11+

Standard InChI Key:  ZHYWEWZRBOFKPS-LFIBNONCSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   26.9712  -10.5147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6850  -10.1012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6821   -9.2744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9694   -8.8691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2590  -10.1016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2602   -9.2810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4799   -9.0275    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.9948   -9.6915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4779  -10.3569    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.1735   -9.6903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7659   -8.9779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3515   -8.2634    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.7638  -10.4016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9425  -10.4004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5340   -9.6894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7149  -11.1144    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.5341  -11.1124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2243  -11.1378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3030  -10.3996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7141   -9.6918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3103   -8.9818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4914   -8.9785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0780   -9.6910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4882  -10.3981    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 20  1  0
 19 16  1  0
 16 17  2  0
 17 14  1  0
  9 18  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 19  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4870446

   ---

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: 4.19

#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: 4.14

CX LogP: 4.07

CX LogD: 4.07

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.52

Np Likeness Score: -1.44

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