6-(2-Ethylphenyl)-3-hydroxy-4-oxo-1,4-dihydropyridine-2-carboxylic acid

ID: ALA4539596

PubChem CID: 138455151

Max Phase: Preclinical

Molecular Formula: C14H13NO4

Molecular Weight: 259.26

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCc1ccccc1-c1cc(=O)c(O)c(C(=O)O)[nH]1

Standard InChI:  InChI=1S/C14H13NO4/c1-2-8-5-3-4-6-9(8)10-7-11(16)13(17)12(15-10)14(18)19/h3-7,17H,2H2,1H3,(H,15,16)(H,18,19)

Standard InChI Key:  ZVOTZBNDSAQIRQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    5.4314  -25.2958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4314  -26.1171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1367  -26.5257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8461  -26.1171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8461  -25.2958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1367  -24.8831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1367  -27.3470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7202  -26.5309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0078  -26.1192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7214  -27.3522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5574  -26.5309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1367  -24.0617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8501  -23.6525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8504  -22.8320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1386  -22.4205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4250  -22.8356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4281  -23.6548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7217  -24.0655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0127  -23.6591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  3  7  1  0
  2  8  1  0
  8  9  2  0
  8 10  1  0
  4 11  2  0
  6 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 17 18  1  0
 18 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4539596

   ---

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: 259.26

Molecular Weight (Monoisotopic): 259.0845

AlogP: 2.01

#Rotatable Bonds: 3

Polar Surface Area: 90.39

Molecular Species: ACID

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.00

CX Basic pKa: ┄

CX LogP: 1.91

CX LogD: -1.56

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.79

Np Likeness Score: 0.07

References

1. Credille CV, Morrison CN, Stokes RW, Dick BL, Feng Y, Sun J, Chen Y, Cohen SM..  (2019)  SAR Exploration of Tight-Binding Inhibitors of Influenza Virus PA Endonuclease.,  62  (21): [PMID:31536340] [10.1021/acs.jmedchem.9b00747]

Source

Source(1):

• Scientific Literature