N-(4-fluorobenzyl)-5-hydroxy-2-methyl-4-oxo-4H-pyran-3-carboxamide

ID: ALA4514400

PubChem CID: 60152398

Max Phase: Preclinical

Molecular Formula: C14H12FNO4

Molecular Weight: 277.25

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1occ(O)c(=O)c1C(=O)NCc1ccc(F)cc1

Standard InChI:  InChI=1S/C14H12FNO4/c1-8-12(13(18)11(17)7-20-8)14(19)16-6-9-2-4-10(15)5-3-9/h2-5,7,17H,6H2,1H3,(H,16,19)

Standard InChI Key:  GQSFCPPQBBZERE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   12.5565  -16.6546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5565  -17.4829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2675  -17.8950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9826  -17.4829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9826  -16.6546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2675  -16.2425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8414  -17.8950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8414  -18.7191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1304  -17.4829    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4152  -17.8950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2675  -18.7191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8414  -16.2425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6978  -17.8950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7018  -17.4823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7044  -16.6611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9918  -16.2485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2767  -16.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2786  -17.4884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9918  -17.8973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5628  -16.2483    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  1  6  1  0
  7  8  2  0
  7  9  1  0
  2  7  1  0
  9 10  1  0
  3 11  2  0
  1 12  1  0
  4 13  1  0
 10 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 17 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4514400

   N-[(4-fluorophenyl)methyl]-5-hydroxy-2-methyl-4-oxo-pyran-3-carboxamide

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: 277.25

Molecular Weight (Monoisotopic): 277.0750

AlogP: 1.72

#Rotatable Bonds: 3

Polar Surface Area: 79.54

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.73

CX Basic pKa: ┄

CX LogP: 1.42

CX LogD: 1.40

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.89

Np Likeness Score: -0.72

References

1. Credille CV, Chen Y, Cohen SM..  (2016)  Fragment-Based Identification of Influenza Endonuclease Inhibitors.,  59  (13): [PMID:27291165] [10.1021/acs.jmedchem.6b00628]

Source

Source(1):

• Scientific Literature