6-carboxyethyl-3-cyano-5-(4-bromobenzoyl)-1,2-dihydro-2-pyridone

ID: ALA4648751

PubChem CID: 156021220

Max Phase: Preclinical

Molecular Formula: C16H11BrN2O4

Molecular Weight: 375.18

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1[nH]c(=O)c(C#N)cc1C(=O)c1ccc(Br)cc1

Standard InChI:  InChI=1S/C16H11BrN2O4/c1-2-23-16(22)13-12(7-10(8-18)15(21)19-13)14(20)9-3-5-11(17)6-4-9/h3-7H,2H2,1H3,(H,19,21)

Standard InChI Key:  OQDSIILJSRQYOF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   13.5385   -4.2778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2519   -4.6837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9622   -4.2724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2550   -5.5050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9683   -5.9151    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6786   -5.4997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3920   -5.9097    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6756   -4.6784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3854   -4.2679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0957   -3.8526    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5354   -3.4564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8324   -4.6890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2510   -3.0438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2483   -2.2232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5344   -1.8237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8259   -2.2321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8321   -3.0513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5447   -5.9204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8354   -5.5103    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5478   -6.7417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1251   -5.9257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4118   -5.5157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5292   -1.0066    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  0
  3  8  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  9 10  3  0
  8  9  1  0
  1 11  1  0
  1 12  2  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 11  1  0
  4 18  1  0
 18 19  1  0
 18 20  2  0
 19 21  1  0
 21 22  1  0
 15 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4648751

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 375.18

Molecular Weight (Monoisotopic): 373.9902

AlogP: 2.42

#Rotatable Bonds: 4

Polar Surface Area: 100.02

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.09

CX Basic pKa: ┄

CX LogP: 2.15

CX LogD: 1.22

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.65

Np Likeness Score: -1.08

References

1. Gonçalves DS, de S Melo SM, Jacomini AP, J V da Silva M, Pianoski KE, Ames FQ, Aguiar RP, Oliveira AF, Volpato H, Bidóia DL, Nakamura CV, Bersani-Amado CA, Back DF, Moura S, Paula FR, Rosa FA..  (2020)  Synthesis of novel 3,5,6-trisubstituted 2-pyridone derivatives and evaluation for their anti-inflammatory activity.,  28  (12): [PMID:32503692] [10.1016/j.bmc.2020.115549]

Source

Source(1):

• Scientific Literature