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

ID: ALA449599

PubChem CID: 24949562

Max Phase: Preclinical

Molecular Formula: C22H22N2O

Molecular Weight: 330.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1ccc(-c2ccc(NC(=O)c3ccccc3)nc2)cc1

Standard InChI:  InChI=1S/C22H22N2O/c1-22(2,3)19-12-9-16(10-13-19)18-11-14-20(23-15-18)24-21(25)17-7-5-4-6-8-17/h4-15H,1-3H3,(H,23,24,25)

Standard InChI Key:  TYQBMWYGURSEHX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   -0.6556   -0.6875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6568   -1.5148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0581   -1.9277    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7745   -1.5144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7716   -0.6838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0563   -0.2747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4896   -1.9257    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2034   -1.5121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9186   -1.9235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9152   -2.7469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6295   -3.1582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3443   -2.7445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3403   -1.9153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6255   -1.5077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2021   -0.6871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3681   -0.2753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3669    0.5508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0806    0.9631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7960    0.5503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7932   -0.2789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0788   -0.6874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5167    0.9667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2333    1.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1045    1.6814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9334    0.2547    0.0000 C   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:

   

   ALA449599

   N-[5-(4-tert-butylphenyl)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: 330.43

Molecular Weight (Monoisotopic): 330.1732

AlogP: 5.30

#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: 2.26

CX LogP: 5.63

CX LogD: 5.63

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.71

Np Likeness Score: -1.31

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