5-[7-Chloro-3,4-dihydro-2H-naphthalen-(1E)-ylidenemethyl]-1H-imidazole

ID: ALA175144

PubChem CID: 6540037

Max Phase: Preclinical

Molecular Formula: C14H13ClN2

Molecular Weight: 244.72

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Clc1ccc2c(c1)/C(=C/c1c[nH]cn1)CCC2

Standard InChI:  InChI=1S/C14H13ClN2/c15-12-5-4-10-2-1-3-11(14(10)7-12)6-13-8-16-9-17-13/h4-9H,1-3H2,(H,16,17)/b11-6+

Standard InChI Key:  IXZHKLPXEBEKJV-IZZDOVSWSA-N

Molfile:  

     RDKit          2D

 17 19  0  0  0  0  0  0  0  0999 V2000
    0.1750    0.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5375   -0.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1750    0.8833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1125    1.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8875    1.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4250    0.6833    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1875    1.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3125    2.0083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5500   -1.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2625    0.0583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2625   -1.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9750   -0.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8875   -0.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9750   -1.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6875    0.0583    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.8875   -1.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1750   -1.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  2  0
  4  8  1  0
  5  3  1  0
  6  5  1  0
  7  6  2  0
  8  5  2  0
  9  2  2  0
 10  2  1  0
 11  9  1  0
 12 10  2  0
 13  1  1  0
 14 12  1  0
 15 12  1  0
 16 13  1  0
 17 16  1  0
 17  9  1  0
  7  4  1  0
 14 11  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA175144

   Imidazolylmethylenetetrahydronaphthalene 6a

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: 244.72

Molecular Weight (Monoisotopic): 244.0767

AlogP: 3.94

#Rotatable Bonds: 1

Polar Surface Area: 28.68

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.77

CX Basic pKa: 6.10

CX LogP: 3.83

CX LogD: 3.81

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.81

Np Likeness Score: -0.39

References

1. Ulmschneider S, Müller-Vieira U, Mitrenga M, Hartmann RW, Oberwinkler-Marchais S, Klein CD, Bureik M, Bernhardt R, Antes I, Lengauer T..  (2005)  Synthesis and evaluation of imidazolylmethylenetetrahydronaphthalenes and imidazolylmethyleneindanes: potent inhibitors of aldosterone synthase.,  48  (6): [PMID:15771425] [10.1021/jm049600p]

Source

Source(1):

• Scientific Literature