IMPPAT Phytochemical information: 
5-[5-(1,3-Benzodioxol-5-yl)-3,4-dimethyloxolan-2-yl]-1,3-benzodioxole
5-[5-(1,3-Benzodioxol-5-yl)-3,4-dimethyloxolan-2-yl]-1,3-benzodioxole
Summary

SMILES: CC1C(OC(C1C)c1ccc2c(c1)OCO2)c1ccc2c(c1)OCO2
InChI: InChI=1S/C20H20O5/c1-11-12(2)20(14-4-6-16-18(8-14)24-10-22-16)25-19(11)13-3-5-15-17(7-13)23-9-21-15/h3-8,11-12,19-20H,9-10H2,1-2H3
InChIKey: QFUXQRHAJWXPGP-UHFFFAOYSA-N
DeepSMILES: CCCOCC5C))cccccc6)OCO5))))))))))cccccc6)OCO5
Scaffold Graph/Node/Bond level: c1cc2c(cc1C1CCC(c3ccc4c(c3)OCO4)O1)OCO2
Scaffold Graph/Node level: C1OC2CCC(C3CCC(C4CCC5OCOC5C4)O3)CC2O1
Scaffold Graph level: C1CC2CCC(C3CCC(C4CCC5CCCC5C4)C3)CC2C1
Functional groups: COC; c1cOCO1
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lignans, neolignans and related compounds
ClassyFire Class: Furanoid lignans
ClassyFire Subclass: Tetrahydrofuran lignans
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Lignans
NP Classifier Class: Furanoid lignans
Synonymous chemical names:
galbacin
External chemical identifiers:
CID:CID_234441; MolPort-005-945-609
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
5-[5-(1,3-Benzodioxol-5-yl)-3,4-dimethyloxolan-2-yl]-1,3-benzodioxole
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 340.38
Log P RDKit 4.23
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 4
Stereochemical complexity RDKit 0.2
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 0
Number of aliphatic heterocycles RDKit 3
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 1
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5
5-[5-(1,3-Benzodioxol-5-yl)-3,4-dimethyloxolan-2-yl]-1,3-benzodioxole
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 Bad
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.82
5-[5-(1,3-Benzodioxol-5-yl)-3,4-dimethyloxolan-2-yl]-1,3-benzodioxole
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 -5.45
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No