IMPPAT Phytochemical information: 
2,3-Dihydro-2,2,5,5,7,7-hexamethylbenzofuran-4,6(5H,7H)-dione
2,3-Dihydro-2,2,5,5,7,7-hexamethylbenzofuran-4,6(5H,7H)-dione
Summary

SMILES: O=C1C2=C(OC(C2)(C)C)C(C(=O)C1(C)C)(C)C
InChI: InChI=1S/C14H20O3/c1-12(2)7-8-9(15)13(3,4)11(16)14(5,6)10(8)17-12/h7H2,1-6H3
InChIKey: JOXDTKBBPPGKAL-UHFFFAOYSA-N
DeepSMILES: O=CC=COCC5)C)C)))CC=O)C6C)C)))C)C
Scaffold Graph/Node/Bond level: O=C1CC(=O)C2=C(C1)OCC2
Scaffold Graph/Node level: OC1CC(O)C2CCOC2C1
Scaffold Graph level: CC1CC(C)C2CCCC2C1
Functional groups: CC(=O)C1=C(C)OCC1; CC(=O)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Benzofurans
NP Classifier Biosynthetic pathway: Polyketides|Terpenoids
NP Classifier Superclass: Cyclic polyketides
NP Classifier Class: Simple cyclic polyketides
Synonymous chemical names:
3,3,5,5,8,8 hexamethyl 7 oxabicyclo[4.3.0] non 1(6)ene 2,4 dione (= dione a), 3,3,5,5,8,8-hexamethyl-7-oxabicyclo[4.3.0]non-1(6)-ene-2,4-dione
External chemical identifiers:
CID:CID_90993214
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
2,3-Dihydro-2,2,5,5,7,7-hexamethylbenzofuran-4,6(5H,7H)-dione
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 236.31
Log P RDKit 2.64
Topological polar surface area (Å2) RDKit 43.37
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 14
Number of heavy atoms RDKit 17
Number of heteroatoms RDKit 3
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 4
Number of sp3 hybridized carbon atoms RDKit 10
Shape complexity RDKit 0.71
Number of rotatable bonds RDKit 0
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 2
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 2
2,3-Dihydro-2,2,5,5,7,7-hexamethylbenzofuran-4,6(5H,7H)-dione
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 0
Ghose filter RDKit Passed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.607194
2,3-Dihydro-2,2,5,5,7,7-hexamethylbenzofuran-4,6(5H,7H)-dione
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.85
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 -6.04
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 No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No