5-methyl-6-(phenylethynyl)-pyridine

ID: ALA4102569

PubChem CID: 53990350

Max Phase: Preclinical

Molecular Formula: C14H11N

Molecular Weight: 193.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cccnc1C#Cc1ccccc1

Standard InChI:  InChI=1S/C14H11N/c1-12-6-5-11-15-14(12)10-9-13-7-3-2-4-8-13/h2-8,11H,1H3

Standard InChI Key:  KEKSJWYNZNCANZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 15 16  0  0  0  0  0  0  0  0999 V2000
   13.9872  -20.7813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5745  -20.0695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9872  -19.3576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8085  -19.3576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2171  -20.0695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8085  -20.7813    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0384  -20.0695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8597  -20.0695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6852  -20.0695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0938  -19.3576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9151  -19.3576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3278  -20.0695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9151  -20.7813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0938  -20.7813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2171  -18.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  1  6  2  0
  7  8  3  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  9 14  2  0
  8  9  1  0
  5  7  1  0
  4 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4102569

   Methylphenylethynylpyridine

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: 193.25

Molecular Weight (Monoisotopic): 193.0891

AlogP: 2.79

#Rotatable Bonds: ┄

Polar Surface Area: 12.89

Molecular Species: NEUTRAL

HBA: 1

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 1

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.52

CX LogP: 3.78

CX LogD: 3.78

Aromatic Rings: 2

Heavy Atoms: 15

QED Weighted: 0.59

Np Likeness Score: -1.04

References

1. Felts AS, Rodriguez AL, Blobaum AL, Morrison RD, Bates BS, Thompson Gray A, Rook JM, Tantawy MN, Byers FW, Chang S, Venable DF, Luscombe VB, Tamagnan GD, Niswender CM, Daniels JS, Jones CK, Conn PJ, Lindsley CW, Emmitte KA..  (2017)  Discovery of N-(5-Fluoropyridin-2-yl)-6-methyl-4-(pyrimidin-5-yloxy)picolinamide (VU0424238): A Novel Negative Allosteric Modulator of Metabotropic Glutamate Receptor Subtype 5 Selected for Clinical Evaluation.,  60  (12): [PMID:28530802] [10.1021/acs.jmedchem.7b00410]

Source

Source(1):

• Scientific Literature