IMPPAT Phytochemical information: 
1,10 Beta-Epoxy-6-oxofuranoeremophilane

1,10 Beta-Epoxy-6-oxofuranoeremophilane
Summary

SMILES: C[C@H]1CC[C@@H]2[C@]3([C@]1(C)C(=O)c1c(C3)occ1C)O2
InChI: InChI=1S/C15H18O3/c1-8-7-17-10-6-15-11(18-15)5-4-9(2)14(15,3)13(16)12(8)10/h7,9,11H,4-6H2,1-3H3/t9-,11+,14-,15+/m0/s1
InChIKey: TYRVJWYZYYPKEA-OCVOHJKQSA-N
DeepSMILES: C[C@H]CC[C@@H][C@][C@]6C)C=O)ccC6)occ5C))))))))O3
Scaffold Graph/Node/Bond level: O=C1c2ccoc2CC23OC2CCCC13
Scaffold Graph/Node level: OC1C2CCOC2CC23OC2CCCC13
Scaffold Graph level: CC1C2CCCC2CC23CC2CCCC13
Functional groups: C[C@H]1O[C@@]1(C)C; cC(=O)C; coc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Naphthofurans
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Sesquiterpenoids
NP Classifier Class: Eremophilane sesquiterpenoids
Synonymous chemical names:
1,10 beta-Epoxy-6-oxofuranoeremophilane
Chemical structure download


1,10 Beta-Epoxy-6-oxofuranoeremophilane
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 246.31
Log P RDKit 2.9
Topological polar surface area (Å2) RDKit 42.74
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 15
Number of heavy atoms RDKit 18
Number of heteroatoms RDKit 3
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 5
Number of sp3 hybridized carbon atoms RDKit 10
Shape complexity RDKit 0.67
Number of rotatable bonds RDKit 0
Number of aliphatic carbocycles RDKit 2
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 3
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 1
Total number of rings RDKit 4
Number of saturated carbocycles RDKit 1
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 2
Number of Smallest Set of Smallest Rings (SSSR) RDKit 4


1,10 Beta-Epoxy-6-oxofuranoeremophilane
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 0.66


1,10 Beta-Epoxy-6-oxofuranoeremophilane
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 -6.11
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 No
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No