IMPPAT Phytochemical information: 
4,9-dimethoxy-6H-[1,3]dioxolo[4,5-g]chromen-6-one
4,9-dimethoxy-6H-[1,3]dioxolo[4,5-g]chromen-6-one
Summary

SMILES: COc1c2OCOc2c(c2c1ccc(=O)o2)OC
InChI: InChI=1S/C12H10O6/c1-14-8-6-3-4-7(13)18-9(6)10(15-2)12-11(8)16-5-17-12/h3-4H,5H2,1-2H3
InChIKey: LDCAQGBKMDSYGC-UHFFFAOYSA-N
DeepSMILES: COccOCOc5ccc9ccc=O)o6))))))OC
Scaffold Graph/Node/Bond level: O=c1ccc2cc3c(cc2o1)OCO3
Scaffold Graph/Node level: OC1CCC2CC3OCOC3CC2O1
Scaffold Graph level: CC1CCC2CC3CCCC3CC2C1
Functional groups: cOC; c1cOCO1; c=O; coc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Coumarins and derivatives
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Coumarins
NP Classifier Class: Simple coumarins
Synonymous chemical names:
sabandin
External chemical identifiers:
CID:CID_46226658; ChEMBL:CHEMBL611219
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
4,9-dimethoxy-6H-[1,3]dioxolo[4,5-g]chromen-6-one
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 250.21
Log P RDKit 1.54
Topological polar surface area (Å2) RDKit 67.13
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 12
Number of heavy atoms RDKit 18
Number of heteroatoms RDKit 6
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 0
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 9
Number of sp3 hybridized carbon atoms RDKit 3
Shape complexity RDKit 0.25
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 2
Total number of rings RDKit 3
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 3
4,9-dimethoxy-6H-[1,3]dioxolo[4,5-g]chromen-6-one
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 0.75
4,9-dimethoxy-6H-[1,3]dioxolo[4,5-g]chromen-6-one
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 -6.64
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No