N-[5-(4-Methylphenyl)pyridin-2-yl]benzamide

ID: ALA498320

PubChem CID: 24949405

Max Phase: Preclinical

Molecular Formula: C19H16N2O

Molecular Weight: 288.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(-c2ccc(NC(=O)c3ccccc3)nc2)cc1

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

Standard InChI Key:  PYYFCNNFERRNTK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   14.0536  -16.2052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0525  -17.0326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7674  -17.4455    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4838  -17.0321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4810  -16.2016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7656  -15.7924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1991  -17.4435    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9129  -17.0299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6281  -17.4413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6247  -18.2648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3390  -18.6761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0539  -18.2624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0498  -17.4330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3350  -17.0255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9116  -16.2049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3412  -15.7930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3423  -14.9669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6285  -14.5546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9131  -14.9673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9160  -15.7966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6303  -16.2052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1979  -14.5560    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
 19 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA498320

   N-[5-(4-methylphenyl)pyridin-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: 2.26

CX LogP: 4.60

CX LogD: 4.60

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.78

Np Likeness Score: -1.34

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