5-Chloro-2-pyridin-2-yl-1H-benzoimidazole

ID: ALA166127

Chembl Id: CHEMBL166127

Cas Number: 63053-15-6

PubChem CID: 186763

Max Phase: Preclinical

Molecular Formula: C12H8ClN3

Molecular Weight: 229.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Clc1ccc2nc(-c3ccccn3)[nH]c2c1

Standard InChI:  InChI=1S/C12H8ClN3/c13-8-4-5-9-11(7-8)16-12(15-9)10-3-1-2-6-14-10/h1-7H,(H,15,16)

Standard InChI Key:  AIASBFLKLNIZOK-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA166127

   6-chloro-2-(pyridin-2-yl)-1H-1,3-benzodiazole

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: 229.67

Molecular Weight (Monoisotopic): 229.0407

AlogP: 3.28

#Rotatable Bonds: 1

Polar Surface Area: 41.57

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.13

CX Basic pKa: 2.20

CX LogP: 3.06

CX LogD: 3.06

Aromatic Rings: 3

Heavy Atoms: 16

QED Weighted: 0.70

Np Likeness Score: -1.81

References

1. Tsukamoto G, Yoshino K, Kohno T, Ohtaka H, Kagaya H, Ito K..  (1980)  Synthesis and antiinflammatory activity of some 2-(substituted-pyridinyl)benzimidazoles.,  23  (7): [PMID:6772786] [10.1021/jm00181a007]

2. Schiffmann R, Neugebauer A, Klein CD..  (2006)  Metal-mediated inhibition of Escherichia coli methionine aminopeptidase: structure-activity relationships and development of a novel scoring function for metal-ligand interactions.,  49  (2): [PMID:16420038] [10.1021/jm050476z]

3. Altmeyer MA, Marschner A, Schiffmann R, Klein CD..  (2010)  Subtype-selectivity of metal-dependent methionine aminopeptidase inhibitors.,  20  (14): [PMID:20621724] [10.1016/j.bmcl.2010.05.093]

4. HISANO T, ICHIKAWA M, TSUMOTO K, TASAKI M.  (1992)  Synthesis of benzoxazoles, benzothiazoles and benzimidazoles and evaluation of their antifungal, insecticidal and herbicidal activities.,  30  (8): [10.1248/cpb.30.2996]

5.  (2014)  Inhibitors of inv(16) leukemia, 

Source

Source(2):

• Scientific Literature
• BindingDB Database