5-Hydroxy-2-methyl-4-oxo-N-phenethyl-4H-pyran-3-carboxamide

ID: ALA4533050

PubChem CID: 130407621

Max Phase: Preclinical

Molecular Formula: C15H15NO4

Molecular Weight: 273.29

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1occ(O)c(=O)c1C(=O)NCCc1ccccc1

Standard InChI:  InChI=1S/C15H15NO4/c1-10-13(14(18)12(17)9-20-10)15(19)16-8-7-11-5-3-2-4-6-11/h2-6,9,17H,7-8H2,1H3,(H,16,19)

Standard InChI Key:  MSXQPBGWMRKMCS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   18.9308  -12.2291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9308  -13.0582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6425  -13.4707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3583  -13.0582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3583  -12.2291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6425  -11.8166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2149  -13.4707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2149  -14.2957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5033  -13.0582    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7875  -13.4707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6425  -14.2957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2149  -11.8166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0742  -13.4707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0733  -13.0576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3586  -13.4695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6484  -13.0544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9341  -13.4656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9330  -14.2915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6521  -14.7043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3635  -14.2909    0.0000 C   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  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4533050

   ---

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: 273.29

Molecular Weight (Monoisotopic): 273.1001

AlogP: 1.63

#Rotatable Bonds: 4

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: 8.95

CX Basic pKa: ┄

CX LogP: 1.56

CX LogD: 1.55

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.89

Np Likeness Score: -0.13

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