Methyl 2-(4-pyridyl)-1H-benzimidazole-4-carboxylate

ID: ALA4632420

PubChem CID: 83412881

Max Phase: Preclinical

Molecular Formula: C14H11N3O2

Molecular Weight: 253.26

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)c1cccc2[nH]c(-c3ccncc3)nc12

Standard InChI:  InChI=1S/C14H11N3O2/c1-19-14(18)10-3-2-4-11-12(10)17-13(16-11)9-5-7-15-8-6-9/h2-8H,1H3,(H,16,17)

Standard InChI Key:  BTPZLOKNVHOSKD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   21.0103  -21.5730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0092  -22.3925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7172  -22.8015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7154  -21.1641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4240  -21.5694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4243  -22.3880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2029  -22.6408    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.6840  -21.9783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2025  -21.3162    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.5012  -21.9780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9062  -22.6884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7227  -22.6884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1318  -21.9800    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.7186  -21.2701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9035  -21.2736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7130  -20.3469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4195  -19.9362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.0041  -19.9405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.4170  -19.1190    0.0000 C   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
  4 16  1  0
 16 17  1  0
 16 18  2  0
 17 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4632420

   methyl 2-pyridin-4-yl-1H-benzimidazole-4-carboxylate

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: 253.26

Molecular Weight (Monoisotopic): 253.0851

AlogP: 2.41

#Rotatable Bonds: 2

Polar Surface Area: 67.87

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.70

CX Basic pKa: 4.30

CX LogP: 2.07

CX LogD: 2.07

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.71

Np Likeness Score: -0.78

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