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

ID: ALA498692

PubChem CID: 24949717

Max Phase: Preclinical

Molecular Formula: C20H19N3O

Molecular Weight: 317.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)c1ccc(C(=O)Nc2ccc(-c3ccccc3)cn2)cc1

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

Standard InChI Key:  MHOSSUQNCSVARK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   -1.9190  -22.2693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9202  -23.0971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2050  -23.5101    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4882  -23.0966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4911  -22.2657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2068  -21.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2272  -23.5082    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9414  -23.0943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6569  -23.5059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6535  -24.3298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3682  -24.7413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0833  -24.3274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0793  -23.4977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3642  -23.0899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9401  -22.2689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6319  -21.8569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6307  -21.0304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3448  -20.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0605  -21.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0577  -21.8606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3430  -22.2693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7993  -24.7380    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8017  -25.5634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5129  -24.3232    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
 12 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:

   

   ALA498692

   4-(dimethylamino)-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: 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: 3.19

CX LogP: 4.20

CX LogD: 4.20

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.79

Np Likeness Score: -1.46

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