IMPPAT Phytochemical information: 
3-Acetyl-4-hydroxy-6-phenyl-2h-pyran-2-one
3-Acetyl-4-hydroxy-6-phenyl-2h-pyran-2-one
Summary

SMILES: CC(=O)c1c(O)cc(oc1=O)c1ccccc1
InChI: InChI=1S/C13H10O4/c1-8(14)12-10(15)7-11(17-13(12)16)9-5-3-2-4-6-9/h2-7,15H,1H3
InChIKey: FFHCNOWGZDJWHG-UHFFFAOYSA-N
DeepSMILES: CC=O)ccO)ccoc6=O)))cccccc6
Scaffold Graph/Node/Bond level: O=c1cccc(-c2ccccc2)o1
Scaffold Graph/Node level: OC1CCCC(C2CCCCC2)O1
Scaffold Graph level: CC1CCCC(C2CCCCC2)C1
Functional groups: cC(C)=O; cO; coc; c=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organic oxygen compounds
ClassyFire Class: Organooxygen compounds
ClassyFire Subclass: Carbonyl compounds
NP Classifier Biosynthetic pathway: Polyketides
NP Classifier Superclass: Cyclic polyketides
NP Classifier Class: 2-pyrone derivatives
Synonymous chemical names:
pogopyrone b, pogopyrones b
External chemical identifiers:
CID:CID_54684275; ZINC:ZINC000005712976; SureChEMBL:SCHEMBL5632532
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
3-Acetyl-4-hydroxy-6-phenyl-2h-pyran-2-one
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 230.22
Log P RDKit 2.22
Topological polar surface area (Å2) RDKit 67.51
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 13
Number of heavy atoms RDKit 17
Number of heteroatoms RDKit 4
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 0
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 12
Number of sp3 hybridized carbon atoms RDKit 1
Shape complexity RDKit 0.08
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 2
Total number of rings RDKit 2
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 0
Number of Smallest Set of Smallest Rings (SSSR) RDKit 2
3-Acetyl-4-hydroxy-6-phenyl-2h-pyran-2-one
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 0
Ghose filter RDKit Passed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.80297
3-Acetyl-4-hydroxy-6-phenyl-2h-pyran-2-one
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.12
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No