eflornithine

Ligand id: 5176

Name: eflornithine

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 4
Hydrogen bond donors 3
Rotatable bonds 5
Topological polar surface area 89.34
Molecular weight 182.09
XLogP -2.71
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (2000))
IUPAC Name
2,5-diamino-2-(difluoromethyl)pentanoic acid
International Nonproprietary Names
INN number INN
5551 eflornithine
Synonyms
2-(difluoromethyl)ornithine (DMFO) | difluoromethylornithine | Ornidyl®
Database Links
CAS Registry No. 70052-12-9
ChEBI CHEBI:41948
ChEMBL Ligand CHEMBL830
GtoPdb PubChem SID 178101866
PubChem CID 3009
Search Google for chemical match using the InChIKey VLCYCQAOQCDTCN-UHFFFAOYSA-N
Search Google for chemicals with the same backbone VLCYCQAOQCDTCN
Search PubMed clinical trials eflornithine
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Search UniChem for chemical match using the InChIKey VLCYCQAOQCDTCN-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone VLCYCQAOQCDTCN
Wikipedia Eflornithine
Comments
Eflornithine is an irreversible ornithine decarboxylase inhibitor [1,3] and is a partial inhibitor of arginase enzymes [5]. Marketed formulations may contain eflornithine hydrochloride (PubChem CID 57004).

Eflornithine has recently been reported to provide neuroprotective effects in a mouse model of Alzheimer's disease (AD) [2]. The authors identify microglial-induced arginine depletion as a causative factor in AD pathophysiology in their model, focussing on inhibition of arginine catabolising enzymes as a novel mechanism by which to halt the neurodegeneration observed in AD. These findings suggest that eflornithine could be used as a starting point for medicinal chemists to identify novel compounds with anti-arginase activity in humans.