IMPPAT Phytochemical information: 
2,6,6-Trimethyl-2-cyclohexene-1,4-dione
2,6,6-Trimethyl-2-cyclohexene-1,4-dione
Summary

SMILES: O=C1C=C(C)C(=O)C(C1)(C)C
InChI: InChI=1S/C9H12O2/c1-6-4-7(10)5-9(2,3)8(6)11/h4H,5H2,1-3H3
InChIKey: AYJXHIDNNLJQDT-UHFFFAOYSA-N
DeepSMILES: O=CC=CC)C=O)CC6)C)C
Scaffold Graph/Node/Bond level: O=C1C=CC(=O)CC1
Scaffold Graph/Node level: OC1CCC(O)CC1
Scaffold Graph level: CC1CCC(C)CC1
Functional groups: CC1=CC(=O)CCC1=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organic oxygen compounds
ClassyFire Class: Organooxygen compounds
ClassyFire Subclass: Carbonyl compounds
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Apocarotenoids
NP Classifier Class: Apocarotenoids(ε-)
Synonymous chemical names:
4-oxo-isophorone, 4-oxoisophorone, 2,6,6-trimethyl-2-cyclohexene-1,4-dione, 3,5,5-trimethyl-2-cyclohexene-1,4-dione, 4-ketoisophorone, 2,6,6-trimethyl-2-cyclohexene-1,4-dione b, 2,6,6-Trimethyl-2-cyclohexene-1,4-dione
External chemical identifiers:
CID:CID_62374; ZINC:ZINC000003881445; FDASRS:72WY3KLB5R; SureChEMBL:SCHEMBL444616; MolPort-002-506-988
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
2,6,6-Trimethyl-2-cyclohexene-1,4-dione
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 152.19
Log P RDKit 1.5
Topological polar surface area (Å2) RDKit 34.14
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 9
Number of heavy atoms RDKit 11
Number of heteroatoms RDKit 2
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 5
Shape complexity RDKit 0.56
Number of rotatable bonds RDKit 0
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 1
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 1
2,6,6-Trimethyl-2-cyclohexene-1,4-dione
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 1
Ghose rule RDKit Failed
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 0.53
2,6,6-Trimethyl-2-cyclohexene-1,4-dione
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Very soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.52
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
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