1-[1-(1H-Imidazol-2-yl)-meth-(Z)-ylidene]-indan-5-carbonitrile

ID: ALA175091

PubChem CID: 44387709

Max Phase: Preclinical

Molecular Formula: C14H11N3

Molecular Weight: 221.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#Cc1ccc2c(c1)CC/C2=C/c1ncc[nH]1

Standard InChI:  InChI=1S/C14H11N3/c15-9-10-1-4-13-11(7-10)2-3-12(13)8-14-16-5-6-17-14/h1,4-8H,2-3H2,(H,16,17)/b12-8-

Standard InChI Key:  FXOYAFMMJCSSTE-WQLSENKSSA-N

Molfile:  

     RDKit          2D

 17 19  0  0  0  0  0  0  0  0999 V2000
    1.1042   -0.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3292   -0.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3167    0.7208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7292    1.2958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9000    2.1083    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3792   -1.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5166   -2.0365    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0958    1.2083    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8000   -1.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3833    0.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6167   -0.7167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1667    2.5208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3833   -1.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4333    1.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1667   -1.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0958   -1.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0958   -0.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  2  0
  4  3  1  0
  5  4  2  0
  6  2  1  0
  7  9  3  0
  8  4  1  0
  9 16  1  0
 10  2  2  0
 11  1  1  0
 12  5  1  0
 13  6  2  0
 14  8  1  0
 15 11  1  0
 16 17  2  0
 17 10  1  0
 15  6  1  0
 12 14  2  0
 16 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA175091

   (1Z)-1-(1H-imidazol-2-ylmethylidene)-2,3-dihydroindene-5-carbonitrile

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: 221.26

Molecular Weight (Monoisotopic): 221.0953

AlogP: 2.77

#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: 12.78

CX Basic pKa: 6.47

CX LogP: 2.63

CX LogD: 2.58

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.80

Np Likeness Score: -0.94

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