1-[1-(3H-Imidazol-4-yl)-meth-(E)-ylidene]-indan-5-carbonitrile

ID: ALA177921

PubChem CID: 6540035

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\c1c[nH]cn1

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

Standard InChI Key:  FFOSLNTUQPRRRB-WUXMJOGZSA-N

Molfile:  

     RDKit          2D

 17 19  0  0  0  0  0  0  0  0999 V2000
    0.3542    0.2083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4333   -0.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6042    0.9958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4333   -0.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6292    1.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4167    1.1708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2958   -1.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9667    0.5583    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7167    0.8958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5833   -1.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1458    0.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8167    1.8833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8417   -0.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1458   -1.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3542   -1.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8583   -0.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8583   -0.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  2  0
  4  2  2  0
  5 12  1  0
  6  3  1  0
  7 10  3  0
  8  6  1  0
  9  8  2  0
 10 16  1  0
 11  2  1  0
 12  6  2  0
 13  1  1  0
 14  4  1  0
 15 13  1  0
 16 17  1  0
 17 11  2  0
 15  4  1  0
  9  5  1  0
 16 14  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA177921

   Imidazolylmethyleneindane 5b

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: 13.77

CX Basic pKa: 6.10

CX LogP: 2.63

CX LogD: 2.61

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.80

Np Likeness Score: -0.41

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