N-((1R,2R)-1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl)-2-(2,3,4-trimethoxyphenyl)-1H-benzo[d]imidazole-4-carboxamide

ID: ALA1766669

Chembl Id: CHEMBL1766669

PubChem CID: 54580007

Max Phase: Preclinical

Molecular Formula: C26H26N4O8

Molecular Weight: 522.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2nc3c(C(=O)N[C@H](CO)[C@H](O)c4ccc([N+](=O)[O-])cc4)cccc3[nH]2)c(OC)c1OC

Standard InChI:  InChI=1S/C26H26N4O8/c1-36-20-12-11-17(23(37-2)24(20)38-3)25-27-18-6-4-5-16(21(18)29-25)26(33)28-19(13-31)22(32)14-7-9-15(10-8-14)30(34)35/h4-12,19,22,31-32H,13H2,1-3H3,(H,27,29)(H,28,33)/t19-,22-/m1/s1

Standard InChI Key:  ZCUMUBHAKIPVLX-DENIHFKCSA-N

Alternative Forms

1. Parent:

   

   ALA1766669

   N-[(1R,2R)-1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl]-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: 522.51

Molecular Weight (Monoisotopic): 522.1751

AlogP: 2.99

#Rotatable Bonds: 10

Polar Surface Area: 169.07

Molecular Species: NEUTRAL

HBA: 9

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.05

CX Basic pKa: 3.82

CX LogP: 2.29

CX LogD: 2.29

Aromatic Rings: 4

Heavy Atoms: 38

QED Weighted: 0.18

Np Likeness Score: -0.40

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