8-[1-(3H-Imidazol-4-yl)-meth-(E)-ylidene]-5,6,7,8-tetrahydro-naphthalene-2-carbonitrile

ID: ALA177413

PubChem CID: 6540044

Max Phase: Preclinical

Molecular Formula: C15H13N3

Molecular Weight: 235.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#Cc1ccc2c(c1)/C(=C/c1c[nH]cn1)CCC2

Standard InChI:  InChI=1S/C15H13N3/c16-8-11-4-5-12-2-1-3-13(15(12)6-11)7-14-9-17-10-18-14/h4-7,9-10H,1-3H2,(H,17,18)/b13-7+

Standard InChI Key:  QCSHDBFRWJERMU-NTUHNPAUSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
    0.3167    0.0083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3875   -0.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3167    0.8333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2542    1.7833    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0375    1.2583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2618    0.4181    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5750    0.6333    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3375    0.9583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5458    0.0083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4542    1.9583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4000   -1.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1125    0.0083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8250   -0.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1125   -1.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8250   -1.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0375   -0.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0375   -1.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3167   -1.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  2  0
  4 10  1  0
  5  3  1  0
  6  9  3  0
  7  5  1  0
  8  7  2  0
  9 13  1  0
 10  5  2  0
 11  2  2  0
 12  2  1  0
 13 12  2  0
 14 11  1  0
 15 13  1  0
 16  1  1  0
 17 16  1  0
 18 17  1  0
 18 11  1  0
  8  4  1  0
 15 14  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA177413

   Imidazolylmethylenetetrahydronaphthalene 3b

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: 235.29

Molecular Weight (Monoisotopic): 235.1109

AlogP: 3.16

#Rotatable Bonds: 1

Polar Surface Area: 52.47

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.77

CX Basic pKa: 6.10

CX LogP: 3.08

CX LogD: 3.06

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.83

Np Likeness Score: -0.62

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