methyl 6-chloro-5-(naphthalen-1-yloxy)-1H-benzo[d]imidazol-2-ylcarbamate

ID: ALA449433

Chembl Id: CHEMBL449433

PubChem CID: 44582946

Max Phase: Preclinical

Molecular Formula: C19H14ClN3O3

Molecular Weight: 367.79

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)Nc1nc2cc(Oc3cccc4ccccc34)c(Cl)cc2[nH]1

Standard InChI:  InChI=1S/C19H14ClN3O3/c1-25-19(24)23-18-21-14-9-13(20)17(10-15(14)22-18)26-16-8-4-6-11-5-2-3-7-12(11)16/h2-10H,1H3,(H2,21,22,23,24)

Standard InChI Key:  FRFSZFAWXNDKAV-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA449433

   Methyl [5-chloro-6-(1-naphthyloxy)-1h-benzimidazol-2-yl]carbamate

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: 367.79

Molecular Weight (Monoisotopic): 367.0724

AlogP: 5.34

#Rotatable Bonds: 3

Polar Surface Area: 76.24

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.65

CX Basic pKa: 4.55

CX LogP: 4.89

CX LogD: 4.89

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.51

Np Likeness Score: -0.91

References

1. Palomares-Alonso F, Jung-Cook H, Pérez-Villanueva J, Piliado JC, Rodríguez-Morales S, Palencia-Hernández G, López-Balbiaux N, Hernández-Campos A, Castillo R, Hernández-Luis F..  (2009)  Synthesis and in vitro cysticidal activity of new benzimidazole derivatives.,  44  (4): [PMID:18582991] [10.1016/j.ejmech.2008.05.005]

Source

Source(1):

• Scientific Literature