2-(2,3,4-Trimethoxyphenyl)-N-(3-hydroxypropyl)-1H-benzimidazole-4-carboxamide

ID: ALA1766670

Chembl Id: CHEMBL1766670

PubChem CID: 54584929

Max Phase: Preclinical

Molecular Formula: C20H23N3O5

Molecular Weight: 385.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2nc3c(C(=O)NCCCO)cccc3[nH]2)c(OC)c1OC

Standard InChI:  InChI=1S/C20H23N3O5/c1-26-15-9-8-13(17(27-2)18(15)28-3)19-22-14-7-4-6-12(16(14)23-19)20(25)21-10-5-11-24/h4,6-9,24H,5,10-11H2,1-3H3,(H,21,25)(H,22,23)

Standard InChI Key:  WPZBGDIVCLOTKE-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1766670

   N-(3-hydroxypropyl)-2-(2,3,4-trimethoxyphenyl)-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: 385.42

Molecular Weight (Monoisotopic): 385.1638

AlogP: 2.37

#Rotatable Bonds: 8

Polar Surface Area: 105.70

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 10.05

CX Basic pKa: 3.82

CX LogP: 1.26

CX LogD: 1.25

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.51

Np Likeness Score: -0.42

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