IMPPAT Phytochemical information: 
2,3-Dimethylmaleic anhydride

2,3-Dimethylmaleic anhydride
Summary

SMILES: O=C1OC(=O)C(=C1C)C
InChI: InChI=1S/C6H6O3/c1-3-4(2)6(8)9-5(3)7/h1-2H3
InChIKey: MFGALGYVFGDXIX-UHFFFAOYSA-N
DeepSMILES: O=COC=O)C=C5C))C
Scaffold Graph/Node/Bond level: O=C1C=CC(=O)O1
Scaffold Graph/Node level: OC1CCC(O)O1
Scaffold Graph level: CC1CCC(C)C1
Functional groups: CC1=C(C)C(=O)OC1=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: Furans
Synonymous chemical names:
dimethylmaleic anhydride, 2,3-dimethylmaleic anhydride
External chemical identifiers:
CID:CID_13010; ChEMBL:CHEMBL2270559; ZINC:ZINC000008100878; FDASRS:6PP3N541QA; SureChEMBL:SCHEMBL138955; MolPort-001-761-691
Chemical structure download


2,3-Dimethylmaleic anhydride
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 126.11
Log P RDKit 0.41
Topological polar surface area (Å2) RDKit 43.37
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 6
Number of heavy atoms RDKit 9
Number of heteroatoms RDKit 3
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 2
Shape complexity RDKit 0.33
Number of rotatable bonds RDKit 0
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


2,3-Dimethylmaleic anhydride
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 0.35


2,3-Dimethylmaleic anhydride
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 -6.63
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 2
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