Molecule Details
InChIKeyKWKZCGMJGHHOKJ-WTIHWRCNSA-N
Compound Namemethyl (S)-(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraen-1-ylphosphonofluoridate
Canonical SMILESCCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC[P@@](=O)(F)OC
Clinical Status Data-mined Candidate
Targets (Human+Pathogen)4
Pfam Stratification Cross-Family
Avg pChEMBL7.54
SourceBindingDB
2D Structure
2D structure
Activity Profile
DrugBank Annotations
DrugBank ID DB02465
Drug NameMethoxy arachidonyl fluorophosphonate
CAS Number180509-15-3
Groups experimental
ATC Codes nan
DescriptionMethoxy arachidonyl fluorophosphonate, commonly referred as MAFP, is an irreversible active site-directed enzyme inhibitor that inhibits nearly all serine hydrolases and serine proteases. It inhibits phospholipase A2 and fatty acid amide hydrolase with special potency, displaying IC50 values in the ...

Categories: Eicosanoids Enzyme Inhibitors Fatty Acids Fatty Acids, Essential Fatty Acids, Unsaturated Lipids Organophosphorus Compounds Phospholipases A, antagonists & inhibitors
Cross-references: ChemSpider: 59053894 PDB: MAY PubChem:92536013 PubChem:46504573 Wikipedia: Methoxy_arachidonyl_fluorophosphonate ZINC: ZINC000017654246
Target Activities (4)
Target Gene Organism Category Pfam pChEMBL Type Source
O00519 FAAH Homo sapiens Human PF01425 9.2 IC50 BindingDB
Q99685 MGLL Homo sapiens Human PF12146 7.6 IC50 BindingDB
P68402 PAFAH1B2 Homo sapiens Human PF13472 7.1 IC50 BindingDB
P47712 PLA2G4A Homo sapiens Human PF00168 PF01735 6.2 IC50 BindingDB
DrugBank Target Actions (2)
Target Gene Target Name Action Type
O00519 FAAH Fatty-acid amide hydrolase 1 binder targets
P47712 PLA2G4A Cytosolic phospholipase A2 inhibitor targets