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

ID: ALA4536508

PubChem CID: 130407660

Max Phase: Preclinical

Molecular Formula: C13H10FNO4

Molecular Weight: 263.22

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1occ(O)c(=O)c1C(=O)Nc1ccc(F)cc1

Standard InChI:  InChI=1S/C13H10FNO4/c1-7-11(12(17)10(16)6-19-7)13(18)15-9-4-2-8(14)3-5-9/h2-6,16H,1H3,(H,15,18)

Standard InChI Key:  LGOZWLLEFUBGPX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    4.6164  -15.8479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6164  -16.6758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3271  -17.0877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0419  -16.6758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0419  -15.8479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3271  -15.4360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9016  -17.0877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9016  -17.9115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1910  -16.6758    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4762  -17.0877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7614  -16.6758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0466  -17.0877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0466  -17.9115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7614  -18.3234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4762  -17.9115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3271  -17.9115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9016  -15.4360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7568  -17.0877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3334  -18.3237    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
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 10 15  2  0
  9 10  1  0
  3 16  2  0
  1 17  1  0
  4 18  1  0
 13 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4536508

   ---

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: 263.22

Molecular Weight (Monoisotopic): 263.0594

AlogP: 2.05

#Rotatable Bonds: 2

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: 8.33

CX Basic pKa: ┄

CX LogP: 1.71

CX LogD: 1.66

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.87

Np Likeness Score: -0.84

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