1,4-bis(pyridin-2-ylethynyl)benzene

ID: ALA4094126

PubChem CID: 71527859

Max Phase: Preclinical

Molecular Formula: C20H12N2

Molecular Weight: 280.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C(#Cc1ccccn1)c1ccc(C#Cc2ccccn2)cc1

Standard InChI:  InChI=1S/C20H12N2/c1-3-15-21-19(5-1)13-11-17-7-9-18(10-8-17)12-14-20-6-2-4-16-22-20/h1-10,15-16H

Standard InChI Key:  LRUNHYLVQLYHCI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   15.5871   -9.8104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5860  -10.6299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2940  -11.0389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0037  -10.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0009   -9.8068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2922   -9.4015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8779  -11.0380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1646  -11.4407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4530  -11.8424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7522  -11.4228    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0411  -11.8239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0328  -12.6419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7415  -13.0572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4497  -12.6537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7070   -9.3955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4116   -8.9808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1158   -8.5663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8232   -8.9731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5270   -8.5592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5205   -7.7412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8045   -7.3387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1036   -7.7549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  2  7  1  0
  7  8  3  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  5 15  1  0
 15 16  3  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4094126

   1,4-Bis(4'-pyridylethynyl)benzene

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: 280.33

Molecular Weight (Monoisotopic): 280.1000

AlogP: 3.28

#Rotatable Bonds: ┄

Polar Surface Area: 25.78

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.33

CX LogP: 4.55

CX LogD: 4.55

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.59

Np Likeness Score: -0.75

References

1. Gómez-Santacana X, Dalton JAR, Rovira X, Pin JP, Goudet C, Gorostiza P, Giraldo J, Llebaria A..  (2017)  Positional isomers of bispyridine benzene derivatives induce efficacy changes on mGlu5 negative allosteric modulation.,  127  [PMID:28109949] [10.1016/j.ejmech.2017.01.013]

Source

Source(1):

• Scientific Literature