N-(6-oxo-1-phenyl-1,6-dihydropyridin-3-yl)-2-(o-tolyl)acetamide

ID: ALA5208915

PubChem CID: 168295014

Max Phase: Preclinical

Molecular Formula: C20H18N2O2

Molecular Weight: 318.38

Names and Identifiers

Canonical SMILES:  Cc1ccccc1CC(=O)Nc1ccc(=O)n(-c2ccccc2)c1

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

Standard InChI Key:  FGOSLPIBDNRJDO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   -0.7178    2.2711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0017    1.8613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7110    2.2766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0026    1.0364    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7175    0.6267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7219   -0.2025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4398   -0.6176    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1532   -0.1949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1488    0.6342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4310    1.0409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8711   -0.6015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4441   -1.4424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7269   -1.8589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7312   -2.6839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4455   -3.0966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1626   -2.6804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1582   -1.8513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4343    1.8537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4315    1.0243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1462    0.6089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8663    1.0209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8711    1.8461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1573    2.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1573    3.0966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  5  4  1  0
  6  5  2  0
  7  6  1  0
  7  8  1  0
  9  8  1  0
  5 10  1  0
 10  9  2  0
 11  8  2  0
 12  7  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 12 17  1  0
  1 18  1  0
 19 18  2  0
 20 19  1  0
 21 20  2  0
 22 21  1  0
 23 22  2  0
 18 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5208915

   ---

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: -1.45

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