fosmidomycin   

GtoPdb Ligand ID: 9739

Synonyms: FR-31564
Comment: Fosmidomycin was first identified as antibiotic but also has antimalarial activity.

The Malaria tab on this ligand page provides additional curator comments of relevance to the Guide to MALARIA PHARMACOLOGY.
2D Structure
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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
SMILES / InChI / InChIKey
Canonical SMILES O=CN(CCCP(=O)(O)O)O
Isomeric SMILES O=CN(CCCP(=O)(O)O)O
InChI InChI=1S/C4H10NO5P/c6-4-5(7)2-1-3-11(8,9)10/h4,7H,1-3H2,(H2,8,9,10)
InChI Key GJXWDTUCERCKIX-UHFFFAOYSA-N
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 Malaria tab on this ligand page provides additional curator comments of relevance to the Guide to MALARIA PHARMACOLOGY.
Database Links
Specialist databases
AntibioticDB 432
Other databases
CAS Registry No. 66508-53-0 (source: Scifinder)
ChEBI CHEBI:443725
ChEMBL Ligand CHEMBL203125
DrugBank Ligand DB02948
GtoPdb PubChem SID 374883827
PubChem CID 572
RCSB PDB Ligand FOM
Search Google for chemical match using the InChIKey GJXWDTUCERCKIX-UHFFFAOYSA-N
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Search PubMed clinical trials fosmidomycin
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Search UniChem for chemical match using the InChIKey GJXWDTUCERCKIX-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone GJXWDTUCERCKIX
Wikipedia Fosmidomycin