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

ID: ALA498669

PubChem CID: 24949561

Max Phase: Preclinical

Molecular Formula: C20H19N3O

Molecular Weight: 317.39

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C20H19N3O/c1-23(2)18-11-8-15(9-12-18)17-10-13-19(21-14-17)22-20(24)16-6-4-3-5-7-16/h3-14H,1-2H3,(H,21,22,24)

Standard InChI Key:  AISLOVNWEXVRGY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    8.6277  -21.9812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6265  -22.8089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3416  -23.2219    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0584  -22.8084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0555  -21.9776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3398  -21.5682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7739  -23.2200    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4880  -22.8061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2035  -23.2177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2000  -24.0416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9147  -24.4531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6298  -24.0392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6259  -23.2095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9107  -22.8017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4867  -21.9808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9148  -21.5688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9159  -20.7423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2019  -20.3299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4863  -20.7428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4891  -21.5725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2037  -21.9812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7707  -20.3312    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7694  -19.5058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0566  -20.7450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
 10 11  1  0
 22 23  1  0
  5  6  2  0
 22 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA498669

   N-[5-[4-(dimethylamino)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: 317.39

Molecular Weight (Monoisotopic): 317.1528

AlogP: 4.07

#Rotatable Bonds: 4

Polar Surface Area: 45.23

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.66

CX LogP: 4.20

CX LogD: 4.20

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.79

Np Likeness Score: -1.41

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