2-(3,4-Dimethoxyphenyl)-N-(5-chloropyrazin-2-yl)-1H-benzimidazole-4-carboxamide

ID: ALA1766667

Chembl Id: CHEMBL1766667

PubChem CID: 54582043

Max Phase: Preclinical

Molecular Formula: C20H16ClN5O3

Molecular Weight: 409.83

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2nc3c(C(=O)Nc4cnc(Cl)cn4)cccc3[nH]2)cc1OC

Standard InChI:  InChI=1S/C20H16ClN5O3/c1-28-14-7-6-11(8-15(14)29-2)19-24-13-5-3-4-12(18(13)26-19)20(27)25-17-10-22-16(21)9-23-17/h3-10H,1-2H3,(H,24,26)(H,23,25,27)

Standard InChI Key:  PPLGADWKSHVVEB-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1766667

   N-(5-chloropyrazin-2-yl)-2-(3,4-dimethoxyphenyl)-1H-benzimidazole-4-carboxamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 409.83

Molecular Weight (Monoisotopic): 409.0942

AlogP: 3.94

#Rotatable Bonds: 5

Polar Surface Area: 102.02

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 10.05

CX Basic pKa: 3.98

CX LogP: 3.04

CX LogD: 3.04

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.52

Np Likeness Score: -1.09

References

1. Xue F, Luo X, Ye C, Ye W, Wang Y..  (2011)  Inhibitory properties of 2-substituent-1H-benzimidazole-4-carboxamide derivatives against enteroviruses.,  19  (8): [PMID:21441033] [10.1016/j.bmc.2011.03.007]

Source

Source(1):

• Scientific Literature