4-Methyl-N-(5-phenylpyridin-2-yl)benzamide

ID: ALA498334

PubChem CID: 24949409

Max Phase: Preclinical

Molecular Formula: C19H16N2O

Molecular Weight: 288.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(C(=O)Nc2ccc(-c3ccccc3)cn2)cc1

Standard InChI:  InChI=1S/C19H16N2O/c1-14-7-9-16(10-8-14)19(22)21-18-12-11-17(13-20-18)15-5-3-2-4-6-15/h2-13H,1H3,(H,20,21,22)

Standard InChI Key:  WRGQFSQHUDENCJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   -2.2098  -11.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2109  -12.4398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4961  -12.8527    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7797  -12.4394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7825  -11.6088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4979  -11.1997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0645  -12.8507    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6493  -12.4371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3644  -12.8485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3610  -13.6719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0753  -14.0832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7901  -13.6695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7861  -12.8403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0713  -12.4327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6480  -11.6121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9222  -11.2003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9211  -10.3742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6348   -9.9619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3502  -10.3747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3473  -11.2039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6330  -11.6124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5058  -14.0800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0
  5  6  2  0
 11 12  2  0
  6  1  1  0
 12 13  1  0
  1  2  2  0
 13 14  2  0
 14  9  1  0
  4  7  1  0
  8 15  2  0
  3  4  2  0
  7  8  1  0
 16 17  2  0
 17 18  1  0
  8  9  1  0
 18 19  2  0
  4  5  1  0
 19 20  1  0
  9 10  2  0
 20 21  2  0
 21 16  1  0
  1 16  1  0
  2  3  1  0
 12 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA498334

   4-methyl-N-(5-phenylpyridin-2-yl)benzamide

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: 288.35

Molecular Weight (Monoisotopic): 288.1263

AlogP: 4.31

#Rotatable Bonds: 3

Polar Surface Area: 41.99

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.25

CX LogP: 4.60

CX LogD: 4.60

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.78

Np Likeness Score: -1.39

References

1. Heitman LH, van Veldhoven JP, Zweemer AM, Ye K, Brussee J, IJzerman AP..  (2008)  False positives in a reporter gene assay: identification and synthesis of substituted N-pyridin-2-ylbenzamides as competitive inhibitors of firefly luciferase.,  51  (15): [PMID:18646744] [10.1021/jm8004509]

Source

Source(1):

• Scientific Literature