5-Indan-(1Z)-ylidenemethyl-1H-imidazole

ID: ALA178036

PubChem CID: 6540033

Max Phase: Preclinical

Molecular Formula: C13H12N2

Molecular Weight: 196.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C(=C1/CCc2ccccc21)\c1c[nH]cn1

Standard InChI:  InChI=1S/C13H12N2/c1-2-4-13-10(3-1)5-6-11(13)7-12-8-14-9-15-12/h1-4,7-9H,5-6H2,(H,14,15)/b11-7-

Standard InChI Key:  FXLOWXDBTSZJFZ-XFFZJAGNSA-N

Molfile:  

     RDKit          2D

 15 17  0  0  0  0  0  0  0  0999 V2000
    0.7250   -0.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9375    0.4833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0750    2.4083    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0375   -0.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6000    1.1958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2125    1.1083    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5375    1.8708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7875    1.9958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2500   -0.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8000   -1.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7500   -0.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7500   -1.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4625   -0.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4625   -1.4375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  8  1  0
  4  1  1  0
  5  2  1  0
  6  5  1  0
  7  6  2  0
  8  5  2  0
  9  1  1  0
 10  4  2  0
 11  9  1  0
 12  4  1  0
 13 10  1  0
 14 12  2  0
 15 14  1  0
 11 10  1  0
 15 13  2  0
  7  3  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA178036

   Imidazolylmethyleneindane 2b

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: 196.25

Molecular Weight (Monoisotopic): 196.1000

AlogP: 2.90

#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: 2.78

CX LogD: 2.76

Aromatic Rings: 2

Heavy Atoms: 15

QED Weighted: 0.75

Np Likeness Score: 0.02

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