N-(6-Oxo-1-phenyl-1,6-dihydropyridin-3-yl)-2-(2,4,6-trifluorophenyl)acetamide

ID: ALA5203110

PubChem CID: 168292985

Max Phase: Preclinical

Molecular Formula: C19H13F3N2O2

Molecular Weight: 358.32

Names and Identifiers

Canonical SMILES:  O=C(Cc1c(F)cc(F)cc1F)Nc1ccc(=O)n(-c2ccccc2)c1

Standard InChI:  InChI=1S/C19H13F3N2O2/c20-12-8-16(21)15(17(22)9-12)10-18(25)23-13-6-7-19(26)24(11-13)14-4-2-1-3-5-14/h1-9,11H,10H2,(H,23,25)

Standard InChI Key:  OVBMXBJBASYRQQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   -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
   -0.0411    1.8716    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5467    4.3015    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8985    1.7754    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  4  5  1  0
  1  6  1  0
  6  5  2  0
  4  7  1  0
  8  7  1  0
  8  9  2  0
  8 10  1  0
 11 10  1  0
 12 11  2  0
 13 12  1  0
 13 14  1  0
 15 14  1  0
 11 16  1  0
 16 15  2  0
 17 14  2  0
 18 13  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 18 23  1  0
  3 24  1  0
  1 25  1  0
  5 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5203110

   ---

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: 358.32

Molecular Weight (Monoisotopic): 358.0929

AlogP: 3.44

#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: 2.94

CX LogD: 2.94

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.78

Np Likeness Score: -1.54

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