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:
2,3-butanedione, 23-bu,tanedione, butane-2,3-dione, butanedione, diacetyl
External chemical identifiers:
CID:650; ChEMBL:CHEMBL365809; 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 filter RDKit Passed
Number of Ghose filter violations RDKit 3
Ghose filter RDKit Failed
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 0.4259
2,3-Butanedione
ADMET 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 1.0
Number of Brenk structural alerts SwissADME 1.0
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
2,3-Butanedione
Predicted human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000253792ACLY800
ENSP00000265471B3GAT3700
ENSP00000285930AKR1B1945
ENSP00000295453ALPPL2800
ENSP00000312606AKR1A1823
ENSP00000342032BPGM800
ENSP00000352584AKR1B10734
ENSP00000359991PGAM1800
ENSP00000363965ALPL800
ENSP00000375881ALPP800
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.