N-{5-[4-(Trifluoromethyl)phenyl]pyridin-2-yl}benzamide

ID: ALA496278

PubChem CID: 24949407

Max Phase: Preclinical

Molecular Formula: C19H13F3N2O

Molecular Weight: 342.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(-c2ccc(C(F)(F)F)cc2)cn1)c1ccccc1

Standard InChI:  InChI=1S/C19H13F3N2O/c20-19(21,22)16-9-6-13(7-10-16)15-8-11-17(23-12-15)24-18(25)14-4-2-1-3-5-14/h1-12H,(H,23,24,25)

Standard InChI Key:  RGPBUIWGKGNPEW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    7.3902   -0.5166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3891   -1.3440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1039   -1.7569    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8203   -1.3435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8175   -0.5130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1021   -0.1039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5355   -1.7549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2493   -1.3413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9644   -1.7527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9610   -2.5761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6753   -2.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3901   -2.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3861   -1.7444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6713   -1.3369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2480   -0.5163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6778   -0.1045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6789    0.7216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9652    1.1339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2498    0.7212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2527   -0.1081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9670   -0.5166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5292    1.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8125    1.5500    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.9413    1.8522    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.1124    0.4255    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  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
 10 11  1  0
 22 23  1  0
  5  6  2  0
 22 24  1  0
 11 12  2  0
 22 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA496278

   N-[5-[4-(trifluoromethyl)phenyl]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: 342.32

Molecular Weight (Monoisotopic): 342.0980

AlogP: 5.02

#Rotatable Bonds: 3

Polar Surface Area: 41.99

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 2.25

CX LogP: 4.97

CX LogD: 4.97

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.73

Np Likeness Score: -1.43

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