5-[3,4-Dihydro-2H-naphthalen-(1Z)-ylidenemethyl]-1H-imidazole

ID: ALA367719

PubChem CID: 6540031

Max Phase: Preclinical

Molecular Formula: C14H14N2

Molecular Weight: 210.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C(=C1/CCCc2ccccc21)\c1c[nH]cn1

Standard InChI:  InChI=1S/C14H14N2/c1-2-7-14-11(4-1)5-3-6-12(14)8-13-9-15-10-16-13/h1-2,4,7-10H,3,5-6H2,(H,15,16)/b12-8-

Standard InChI Key:  LBBCKDMLQODDIG-WQLSENKSSA-N

Molfile:  

     RDKit          2D

 16 18  0  0  0  0  0  0  0  0999 V2000
    0.7875   -0.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7875    0.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4333    2.4625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0792   -0.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2000    1.2958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6125    1.1458    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0083    1.8833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3042    2.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0667   -1.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5042   -0.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5042   -1.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6458   -0.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7875   -1.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6458   -1.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3583   -0.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3583   -1.3667    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  4  2  0
 10  1  1  0
 11 10  1  0
 12  4  1  0
 13 11  1  0
 14  9  1  0
 15 12  2  0
 16 15  1  0
 13  9  1  0
 16 14  2  0
  7  3  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA367719

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

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: 210.28

Molecular Weight (Monoisotopic): 210.1157

AlogP: 3.29

#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: 3.22

CX LogD: 3.20

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.77

Np Likeness Score: -0.14

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