2-(4-Pyridyl)-1H-benzimidazole-5-carboxamide

ID: ALA4637286

PubChem CID: 17958446

Max Phase: Preclinical

Molecular Formula: C13H10N4O

Molecular Weight: 238.25

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NC(=O)c1ccc2[nH]c(-c3ccncc3)nc2c1

Standard InChI:  InChI=1S/C13H10N4O/c14-12(18)9-1-2-10-11(7-9)17-13(16-10)8-3-5-15-6-4-8/h1-7H,(H2,14,18)(H,16,17)

Standard InChI Key:  ZJKOBNREDNMDCN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
   31.7287  -13.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7276  -14.6787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4356  -15.0877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4338  -13.4503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1424  -13.8556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1427  -14.6742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9214  -14.9270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.4024  -14.2645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9209  -13.6024    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.2196  -14.2642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6247  -14.9746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4411  -14.9746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8502  -14.2663    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.4370  -13.5564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6219  -13.5598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0209  -13.4508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0207  -12.6336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.3133  -13.8595    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  1 16  1  0
 16 17  2  0
 16 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4637286

   2-pyridin-4-yl-1H-benzimidazole-5-carboxamide

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: 238.25

Molecular Weight (Monoisotopic): 238.0855

AlogP: 1.72

#Rotatable Bonds: 2

Polar Surface Area: 84.66

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.95

CX Basic pKa: 4.56

CX LogP: 0.92

CX LogD: 0.92

Aromatic Rings: 3

Heavy Atoms: 18

QED Weighted: 0.71

Np Likeness Score: -1.46

References

1. Scott F, Fala AM, Pennicott LE, Reuillon TD, Massirer KB, Elkins JM, Ward SE..  (2020)  Development of 2-(4-pyridyl)-benzimidazoles as PKN2 chemical tools to probe cancer.,  30  (8): [PMID:32085971] [10.1016/j.bmcl.2020.127040]

Source

Source(1):

• Scientific Literature