IMPPAT Phytochemical information: 
1,2-Cyclohexanedione

1,2-Cyclohexanedione
Summary

SMILES: O=C1CCCCC1=O
InChI: InChI=1S/C6H8O2/c7-5-3-1-2-4-6(5)8/h1-4H2
InChIKey: OILAIQUEIWYQPH-UHFFFAOYSA-N
DeepSMILES: O=CCCCCC6=O
Scaffold Graph/Node/Bond level: O=C1CCCCC1=O
Scaffold Graph/Node level: OC1CCCCC1O
Scaffold Graph level: CC1CCCCC1C
Functional groups: CC(=O)C(=O)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organic oxygen compounds
ClassyFire Class: Organooxygen compounds
ClassyFire Subclass: Carbonyl compounds
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
Synonymous chemical names:
Cyclohexanedione,1,2-, 1,2-cyclohexanedione
External chemical identifiers:
CID:CID_13006; ChEMBL:CHEMBL189727; ChEBI:CHEBI:41674; ZINC:ZINC000100003928; FDASRS:75C1OVW0FJ; SureChEMBL:SCHEMBL33935; MolPort-000-880-854
Chemical structure download


1,2-Cyclohexanedione
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 112.13
Log P RDKit 0.7
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 6
Number of heavy atoms RDKit 8
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 2
Number of sp3 hybridized carbon atoms RDKit 4
Shape complexity RDKit 0.67
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 1
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 1


1,2-Cyclohexanedione
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 3
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 0.43


1,2-Cyclohexanedione
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 -7.02
Number of PAINS structural alerts SwissADME 1
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


1,2-Cyclohexanedione
Human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000409612ACADM800
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.