3-Hydroxy-4-oxo-6-(p-tolyl)-1,4-dihydropyridine-2-carboxylic acid

ID: ALA4535893

PubChem CID: 138539286

Max Phase: Preclinical

Molecular Formula: C13H11NO4

Molecular Weight: 245.23

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(-c2cc(=O)c(O)c(C(=O)O)[nH]2)cc1

Standard InChI:  InChI=1S/C13H11NO4/c1-7-2-4-8(5-3-7)9-6-10(15)12(16)11(14-9)13(17)18/h2-6,16H,1H3,(H,14,15)(H,17,18)

Standard InChI Key:  WYWAZZIFKZZVRR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   17.0001   -5.1013    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0001   -5.9226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7053   -6.3312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4147   -5.9226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4147   -5.1013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7053   -4.6885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7053   -7.1525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2888   -6.3363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5764   -5.9246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2900   -7.1576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1260   -6.3363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7053   -3.8672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4187   -3.4580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4190   -2.6374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7072   -2.2260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9936   -2.6410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9967   -3.4602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7061   -1.4088    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
 15 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4535893

   ---

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: 245.23

Molecular Weight (Monoisotopic): 245.0688

AlogP: 1.75

#Rotatable Bonds: 2

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: 2.93

CX Basic pKa: ┄

CX LogP: 1.47

CX LogD: -2.02

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.75

Np Likeness Score: -0.15

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