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

ID: ALA498333

PubChem CID: 24949713

Max Phase: Preclinical

Molecular Formula: C19H16N2O2

Molecular Weight: 304.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C(=O)Nc2ccc(-c3ccccc3)cn2)cc1

Standard InChI:  InChI=1S/C19H16N2O2/c1-23-17-10-7-15(8-11-17)19(22)21-18-12-9-16(13-20-18)14-5-3-2-4-6-14/h2-13H,1H3,(H,20,21,22)

Standard InChI Key:  BJFQBWUESQMXFP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   13.3815   -6.6018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3803   -7.4299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0959   -7.8431    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8129   -7.4294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8100   -6.5982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0941   -6.1886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5287   -7.8412    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2431   -7.4271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9590   -7.8389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9556   -8.6631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6705   -9.0748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3860   -8.6607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3820   -7.8307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6665   -7.4227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2418   -6.6014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6684   -6.1892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6696   -5.3624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9552   -4.9498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2392   -5.3629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2420   -6.1929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9570   -6.6018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1022   -9.0715    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1046   -9.8973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
 10 11  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA498333

   4-methoxy-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: 304.35

Molecular Weight (Monoisotopic): 304.1212

AlogP: 4.01

#Rotatable Bonds: 4

Polar Surface Area: 51.22

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.25

CX LogP: 3.93

CX LogD: 3.93

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.79

Np Likeness Score: -1.22

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