IMPPAT Phytochemical information: 
Silphiperfol-6-en-3,5-dione
Silphiperfol-6-en-3,5-dione
Summary

SMILES: C[C@H]1CC[C@]23[C@@H]1CC(=O)[C@]3(C)C(=O)C(=C2C)C
InChI: InChI=1S/C15H20O2/c1-8-5-6-15-10(3)9(2)13(17)14(15,4)12(16)7-11(8)15/h8,11H,5-7H2,1-4H3/t8-,11+,14+,15+/m0/s1
InChIKey: LUEUBVVPFGOSDR-UYJAGUKBSA-N
DeepSMILES: C[C@H]CC[C@@][C@@H]5CC=O)[C@]5C)C=O)C=C8C))C
Scaffold Graph/Node/Bond level: O=C1C=CC23CCCC2CC(=O)C13
Scaffold Graph/Node level: OC1CCC23CCCC2CC(O)C13
Scaffold Graph level: CC1CCC23CCCC2CC(C)C13
Functional groups: CC(=O)C; CC1=C(C)C(=O)CC1
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Sesquiterpenoids
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Sesquiterpenoids
NP Classifier Class: Silphiperfolane sesquiterpenoids
Synonymous chemical names:
silphiperfol-6-en-3,5-dione
External chemical identifiers:
CID:CID_91747335
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Silphiperfol-6-en-3,5-dione
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 232.32
Log P RDKit 2.92
Topological polar surface area (Å2) RDKit 34.14
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 15
Number of heavy atoms RDKit 17
Number of heteroatoms RDKit 2
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 4
Stereochemical complexity RDKit 0.27
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 4
Number of sp3 hybridized carbon atoms RDKit 11
Shape complexity RDKit 0.73
Number of rotatable bonds RDKit 0
Number of aliphatic carbocycles RDKit 3
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 3
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 3
Number of saturated carbocycles RDKit 2
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 2
Number of Smallest Set of Smallest Rings (SSSR) RDKit 3
Silphiperfol-6-en-3,5-dione
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 0.601721
Silphiperfol-6-en-3,5-dione
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 -5.84
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No