N-(6-Oxo-1-phenyl-1,6-dihydropyridin-3-yl)-2-(p-tolyl)-acetamide

ID: ALA5200755

PubChem CID: 168291353

Max Phase: Preclinical

Molecular Formula: C20H18N2O2

Molecular Weight: 318.38

Names and Identifiers

Canonical SMILES:  Cc1ccc(CC(=O)Nc2ccc(=O)n(-c3ccccc3)c2)cc1

Standard InChI:  InChI=1S/C20H18N2O2/c1-15-7-9-16(10-8-15)13-19(23)21-17-11-12-20(24)22(14-17)18-5-3-2-4-6-18/h2-12,14H,13H2,1H3,(H,21,23)

Standard InChI Key:  VTPHMZRMYJPKIH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -1.5226    3.4769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7981    3.0846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7689    2.2601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4739    1.8234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1983    2.2116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2276    3.0403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4447    0.9990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7178    0.6109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0178    1.0474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6886   -0.2134    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0381   -0.6014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0674   -1.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7975   -1.8234    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4979   -1.3796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4685   -0.5508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7388   -0.1659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2276   -1.7644    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8267   -2.6479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1223   -3.0856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1515   -3.9101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8779   -4.3014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5822   -3.8636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5529   -3.0349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 19 24  1  0
  1  2  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5200755

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 318.38

Molecular Weight (Monoisotopic): 318.1368

AlogP: 3.33

#Rotatable Bonds: 4

Polar Surface Area: 51.10

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.49

CX Basic pKa: ┄

CX LogP: 3.03

CX LogD: 3.03

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.80

Np Likeness Score: -1.42

References

1. Shi X, Yu Z, Zhu C, Jiang L, Geng N, Fan X, Guan Z, Lu X..  (2022)  Synthesis and structure-activity relationships of pirfenidone derivatives as anti-fibrosis agents in vitro.,  13  (5.0): [PMID:35694690] [10.1039/d1md00403d]

Source

Source(1):

• Scientific Literature