IMPPAT Phytochemical information: 
2,5-Dimethyl-4-methoxy-3(2H)-furanone

2,5-Dimethyl-4-methoxy-3(2H)-furanone
Summary

SMILES: COC1=C(C)OC(C1=O)C
InChI: InChI=1S/C7H10O3/c1-4-6(8)7(9-3)5(2)10-4/h4H,1-3H3
InChIKey: SIMKGHMLPVDSJE-UHFFFAOYSA-N
DeepSMILES: COC=CC)OCC5=O))C
Scaffold Graph/Node/Bond level: O=C1C=COC1
Scaffold Graph/Node level: OC1CCOC1
Scaffold Graph level: CC1CCCC1
Functional groups: COC1=C(C)OCC1=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Dihydrofurans
ClassyFire Subclass: Furanones
NP Classifier Biosynthetic pathway: Polyketides
NP Classifier Superclass: Cyclic polyketides
NP Classifier Class: 4-pyrone derivatives
Synonymous chemical names:
2,5-di-me-4-ome-3 (dihydro)-furanone, mesifurane
External chemical identifiers:
CID:CID_61325; ChEBI:CHEBI:169411; FDASRS:3241BIM975; SureChEMBL:SCHEMBL2534971; MolPort-003-960-153
Chemical structure download


2,5-Dimethyl-4-methoxy-3(2H)-furanone
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 142.15
Log P RDKit 0.85
Topological polar surface area (Å2) RDKit 35.53
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 7
Number of heavy atoms RDKit 10
Number of heteroatoms RDKit 3
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 1
Stereochemical complexity RDKit 0.14
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 3
Number of sp3 hybridized carbon atoms RDKit 4
Shape complexity RDKit 0.57
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
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


2,5-Dimethyl-4-methoxy-3(2H)-furanone
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 2
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 0.54


2,5-Dimethyl-4-methoxy-3(2H)-furanone
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.85
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 -6.45
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