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

ID: ALA4476501

PubChem CID: 130424264

Max Phase: Preclinical

Molecular Formula: C18H13NO5

Molecular Weight: 323.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)c1[nH]c(-c2ccc(Oc3ccccc3)cc2)cc(=O)c1O

Standard InChI:  InChI=1S/C18H13NO5/c20-15-10-14(19-16(17(15)21)18(22)23)11-6-8-13(9-7-11)24-12-4-2-1-3-5-12/h1-10,21H,(H,19,20)(H,22,23)

Standard InChI Key:  SNKLBLTWAWXQCH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   19.0389  -16.6657    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0389  -17.4871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7442  -17.8957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4536  -17.4871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4536  -16.6657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7442  -16.2530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7442  -18.7170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3277  -17.9008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6152  -17.4891    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3288  -18.7221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1648  -17.9008    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7442  -15.4317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4575  -15.0225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4579  -14.2019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7461  -13.7905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0324  -14.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0356  -15.0247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7450  -12.9733    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0367  -12.5656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0404  -11.7497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3329  -11.3421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6248  -11.7517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6285  -12.5731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3365  -12.9770    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
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4476501

   ---

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: 323.30

Molecular Weight (Monoisotopic): 323.0794

AlogP: 3.24

#Rotatable Bonds: 4

Polar Surface Area: 99.62

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.36

CX Basic pKa: ┄

CX LogP: 2.45

CX LogD: -1.06

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.68

Np Likeness Score: -0.17

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