fosmidomycin

Ligand id: 9739

Name: fosmidomycin

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 107.88
Molecular weight 183.03
XLogP -2.24
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

Classification
Compound class Natural product or derivative
Ligand families/groups Antimalarial ligands
IUPAC Name
3-(formyl-hydroxyamino)propylphosphonic acid
International Nonproprietary Names
INN number INN
5104 fosmidomycin
Synonyms
FR-31564
Comments
Fosmidomycin was first identified as antibiotic but also has antimalarial activity. The compound is under clinical development as a treatment for uncomplicated P. falciparum malaria.

Potential Target/Mechanism Of Action: Fosmidomycin is believed to block the non-mevalonate pathway of isoprenoid biosynthesis by inhibiting the second enzyme in the pathway, 1-deoxy-D-xylulose 5-phosphate reductoisomerase (DXR) [1].
Database Links
CAS Registry No. 66508-53-0 (source: Scifinder)
ChEBI CHEBI:443725
ChEMBL Ligand CHEMBL203125
DrugBank Ligand DB02948
PubChem CID 572
RCSB PDB Ligand FOM
Search Google for chemical match using the InChIKey GJXWDTUCERCKIX-UHFFFAOYSA-N
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Search UniChem for chemical match using the InChIKey GJXWDTUCERCKIX-UHFFFAOYSA-N
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Wikipedia Fosmidomycin