IMPPAT Phytochemical information: 
Cubebinol
Cubebinol
Summary

SMILES: OC[C@@H]1Cc2cc3OCOc3cc2C=C1Cc1ccc2c(c1)OCO2
InChI: InChI=1S/C20H18O5/c21-9-16-6-15-8-20-19(24-11-25-20)7-14(15)5-13(16)3-12-1-2-17-18(4-12)23-10-22-17/h1-2,4-5,7-8,16,21H,3,6,9-11H2/t16-/m0/s1
InChIKey: AIVYRKYGZLORCZ-INIZCTEOSA-N
DeepSMILES: OC[C@@H]CcccOCOc5cc9C=C%13Ccccccc6)OCO5
Scaffold Graph/Node/Bond level: C1=C(Cc2ccc3c(c2)OCO3)CCc2cc3c(cc21)OCO3
Scaffold Graph/Node level: C1OC2CCC(CC3CCC4CC5OCOC5CC4C3)CC2O1
Scaffold Graph level: C1CC2CCC(CC3CCC4CC5CCCC5CC4C3)CC2C1
Functional groups: CO; c1cOCO1; cC=C(C)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Benzenoids
ClassyFire Class: Naphthalenes
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Lignans
NP Classifier Class: Dibenzylbutyrolactone lignans
Synonymous chemical names:
cubebinol
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Cubebinol
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 338.36
Log P RDKit 2.93
Topological polar surface area (Å2) RDKit 57.15
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 1
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 1
Stereochemical complexity RDKit 0.05
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 14
Number of sp3 hybridized carbon atoms RDKit 6
Shape complexity RDKit 0.3
Number of rotatable bonds RDKit 3
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 3
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 2
Total number of rings RDKit 5
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 5
Cubebinol
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 0.93
Cubebinol
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 -6.08
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 Yes