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

ID: ALA524446

PubChem CID: 24949716

Max Phase: Preclinical

Molecular Formula: C18H15N3O

Molecular Weight: 289.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ccc(C(=O)Nc2ccc(-c3ccccc3)cn2)cc1

Standard InChI:  InChI=1S/C18H15N3O/c19-16-9-6-14(7-10-16)18(22)21-17-11-8-15(12-20-17)13-4-2-1-3-5-13/h1-12H,19H2,(H,20,21,22)

Standard InChI Key:  PCLSKRVKCVOPGA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    4.8655  -17.0946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8643  -17.9227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5798  -18.3360    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2969  -17.9222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2940  -17.0910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5780  -16.6815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0127  -18.3340    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7271  -17.9200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4428  -18.3318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4394  -19.1560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1544  -19.5676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8698  -19.1536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8659  -18.3235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1504  -17.9156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7258  -17.0943    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1524  -16.6821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1535  -15.8553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4391  -15.4426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7232  -15.8557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7260  -16.6857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4409  -17.0946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5862  -19.5643    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  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
M  END

Alternative Forms

1. Parent:

   

   ALA524446

   4-Amino-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: 289.34

Molecular Weight (Monoisotopic): 289.1215

AlogP: 3.58

#Rotatable Bonds: 3

Polar Surface Area: 68.01

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.89

CX LogP: 3.26

CX LogD: 3.26

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.72

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