IMPPAT Phytochemical information: 
Isocubebinic ether
Isocubebinic ether
Summary

SMILES: C1Oc2c(O1)ccc(c2)C[C@@H]1[C@H]2COC1c1c(C2)cc2c(c1)OCO2
InChI: InChI=1S/C20H18O5/c1-2-16-17(23-9-22-16)4-11(1)3-14-13-5-12-6-18-19(25-10-24-18)7-15(12)20(14)21-8-13/h1-2,4,6-7,13-14,20H,3,5,8-10H2/t13-,14-,20?/m1/s1
InChIKey: IKJUYHDNAQJXJZ-SYVYAKSWSA-N
DeepSMILES: COccO5)cccc6)C[C@@H][C@H]COC5ccC7)cccc6)OCO5
Scaffold Graph/Node/Bond level: c1cc2c(cc1CC1C3COC1c1cc4c(cc1C3)OCO4)OCO2
Scaffold Graph/Node level: C1OC2CCC(CC3C4COC3C3CC5OCOC5CC3C4)CC2O1
Scaffold Graph level: C1CC2CCC(CC3C4CCC3C3CC5CCCC5CC3C4)CC2C1
Functional groups: c1cOCO1; COC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Benzenoids
ClassyFire Class: Tetralins
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Lignans
NP Classifier Class: Dibenzylbutyrolactone lignans
Synonymous chemical names:
isocubebinic ether
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Isocubebinic ether
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 338.36
Log P RDKit 3.25
Topological polar surface area (Å2) RDKit 46.15
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 20
Number of heavy atoms RDKit 25
Number of heteroatoms RDKit 5
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 3
Stereochemical complexity RDKit 0.15
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 12
Number of sp3 hybridized carbon atoms RDKit 8
Shape complexity RDKit 0.4
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 3
Number of aliphatic rings RDKit 4
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 2
Total number of rings RDKit 6
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 6
Isocubebinic ether
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 0.84
Isocubebinic ether
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately 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 -5.87
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 Yes
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No