IMPPAT Phytochemical information: 
2,3-Butanedione
2,3-Butanedione
Summary

SMILES: CC(=O)C(=O)C
InChI: InChI=1S/C4H6O2/c1-3(5)4(2)6/h1-2H3
InChIKey: QSJXEFYPDANLFS-UHFFFAOYSA-N
DeepSMILES: CC=O)C=O)C
Functional groups: CC(=O)C(C)=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organic oxygen compounds
ClassyFire Class: Organooxygen compounds
ClassyFire Subclass: Carbonyl compounds
NP Classifier Biosynthetic pathway: Fatty acids
NP Classifier Superclass: Fatty acyls
NP Classifier Class: Oxygenated hydrocarbons
Synonymous chemical names:
butanedione, 2,3-butanedione, diacetyl, butane-2,3-dione, 23-bu,tanedione
External chemical identifiers:
CID:CID_650; ChEMBL:CHEMBL365809; ChEBI:CHEBI:16583; ZINC:ZINC000001532732; FDASRS:K324J5K4HM; SureChEMBL:SCHEMBL20472; MolPort-001-768-865
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
2,3-Butanedione
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 86.09
Log P RDKit 0.16
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 4
Number of heavy atoms RDKit 6
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 2
Shape complexity RDKit 0.5
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 0
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 0
2,3-Butanedione
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
2,3-Butanedione
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Highly soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.78
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
2,3-Butanedione
Human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000295453ALPPL2800
ENSP00000312606AKR1A1823
ENSP00000342032BPGM800
ENSP00000352584AKR1B10734
ENSP00000359991PGAM1800
ENSP00000363965ALPL800
ENSP00000375881ALPP800
ENSP00000265471B3GAT3700
ENSP00000253792ACLY800
ENSP00000285930AKR1B1945
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.