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

ID: ALA5204767

PubChem CID: 168295110

Max Phase: Preclinical

Molecular Formula: C19H15BrN2O2

Molecular Weight: 383.25

Names and Identifiers

Canonical SMILES:  O=C(Cc1cccc(Br)c1)Nc1ccc(=O)n(-c2ccccc2)c1

Standard InChI:  InChI=1S/C19H15BrN2O2/c20-15-6-4-5-14(11-15)12-18(23)21-16-9-10-19(24)22(13-16)17-7-2-1-3-8-17/h1-11,13H,12H2,(H,21,23)

Standard InChI Key:  OKWLHOUIGGYUKB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   -0.3586    2.6812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3573    2.2714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0702    2.6867    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3617    1.4465    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0766    1.0367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0810    0.2074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7989   -0.2075    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5123    0.2150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5079    1.0443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7901    1.4509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2302   -0.1914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8032   -1.0325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0860   -1.4488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0904   -2.2739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8046   -2.6867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5218   -2.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5174   -1.4412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0753    2.2638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0723    1.4344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7872    1.0189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5072    1.4309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5119    2.2561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7981    2.6774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2302    2.6708    0.0000 Br  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
 22 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5204767

   ---

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: 383.25

Molecular Weight (Monoisotopic): 382.0317

AlogP: 3.78

#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: 3.28

CX LogD: 3.28

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.75

Np Likeness Score: -1.53

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