IMPPAT Phytochemical information: 
(6S)-6-Styryl-5,6-dihydro-2H-pyran-2-one
(6S)-6-Styryl-5,6-dihydro-2H-pyran-2-one
Summary

SMILES: O=C1C=CC[C@H](O1)/C=C/c1ccccc1
InChI: InChI=1S/C13H12O2/c14-13-8-4-7-12(15-13)10-9-11-5-2-1-3-6-11/h1-6,8-10,12H,7H2/b10-9+/t12-/m0/s1
InChIKey: RLGHFVLWYYVMQZ-VMPCVLLUSA-N
DeepSMILES: O=CC=CC[C@H]O6)/C=C/cccccc6
Scaffold Graph/Node/Bond level: O=C1C=CCC(C=Cc2ccccc2)O1
Scaffold Graph/Node level: OC1CCCC(CCC2CCCCC2)O1
Scaffold Graph level: CC1CCCC(CCC2CCCCC2)C1
Functional groups: O=C1C=CCCO1; c/C=C/C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Benzenoids
ClassyFire Class: Benzene and substituted derivatives
ClassyFire Subclass: Styrenes
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Styrylpyrones
NP Classifier Class: Kavalactones and derivatives
Synonymous chemical names:
6-styryl-5,6-dihydro-2h-pyran-2-one
External chemical identifiers:
CID:CID_11030837; ChEMBL:CHEMBL1240592; ZINC:ZINC000013130927; MolPort-044-726-136
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
(6S)-6-Styryl-5,6-dihydro-2H-pyran-2-one
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 200.24
Log P RDKit 2.57
Topological polar surface area (Å2) RDKit 26.3
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 13
Number of heavy atoms RDKit 15
Number of heteroatoms RDKit 2
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 1
Stereochemical complexity RDKit 0.08
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 11
Number of sp3 hybridized carbon atoms RDKit 2
Shape complexity RDKit 0.15
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
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
(6S)-6-Styryl-5,6-dihydro-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 RDKit Passed
Number of Ghose rule violations RDKit 0
Ghose rule RDKit Passed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Good
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.69
(6S)-6-Styryl-5,6-dihydro-2H-pyran-2-one
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -5.50
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No