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

ID: ALA4845819

PubChem CID: 83476843

Max Phase: Preclinical

Molecular Formula: C15H12N4

Molecular Weight: 248.29

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cn1c(/C(C#N)=C/c2ccc[nH]2)nc2ccccc21

Standard InChI:  InChI=1S/C15H12N4/c1-19-14-7-3-2-6-13(14)18-15(19)11(10-16)9-12-5-4-8-17-12/h2-9,17H,1H3/b11-9+

Standard InChI Key:  NHYPROPFCYKFDP-PKNBQFBNSA-N

Molfile:  

 
     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   17.1236  -10.5271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8333  -10.1177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8304   -9.2950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1218   -8.8897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4156  -10.1181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4168   -9.3016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6406   -9.0481    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1596   -9.7080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6386  -10.3692    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3424   -9.7068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9348   -8.9985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5246   -8.2882    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9328  -10.4139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1156  -10.4127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3849  -11.1461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6350   -9.7565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8574  -10.0079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8562  -10.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6331  -11.0787    0.0000 N   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
M  END

Alternative Forms

1. Parent:

   

   ALA4845819

   (E)-2-(1-methylbenzimidazol-2-yl)-3-(1H-pyrrol-2-yl)prop-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: 248.29

Molecular Weight (Monoisotopic): 248.1062

AlogP: 2.97

#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: 3.25

CX LogP: 2.92

CX LogD: 2.92

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.71

Np Likeness Score: -1.46

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