IMPPAT Phytochemical information: 
Maleic anhydride

Maleic anhydride
Summary

SMILES: O=C1C=CC(=O)O1
InChI: InChI=1S/C4H2O3/c5-3-1-2-4(6)7-3/h1-2H
InChIKey: FPYJFEHAWHCUMM-UHFFFAOYSA-N
DeepSMILES: O=CC=CC=O)O5
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: O=C1C=CC(=O)O1
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Dihydrofurans
ClassyFire Subclass: Furanones
Synonymous chemical names:
maleic anhydride
External chemical identifiers:
CID:CID_7923; ChEMBL:CHEMBL374159; ChEBI:CHEBI:474859; ZINC:ZINC000008100874; FDASRS:V5877ZJZ25; SureChEMBL:SCHEMBL191; MolPort-001-783-792
Chemical structure download


Maleic anhydride
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 98.06
Log P RDKit -0.37
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 4
Number of heavy atoms RDKit 7
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 0
Shape complexity RDKit 0
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


Maleic anhydride
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 0.306312


Maleic 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 No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.99
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