fosmidomycin   Click here for help

GtoPdb Ligand ID: 9739

Synonyms: FR-31564
PDB Ligand Antimalarial Ligand
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.
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2D Structure
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Physico-chemical Properties
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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
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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 Click here for help
Compound class Natural product or derivative
Ligand families/groups Antimalarial ligands
IUPAC Name Click here for help
3-(formyl-hydroxyamino)propylphosphonic acid
International Nonproprietary Names Click here for help
INN number INN
5104 fosmidomycin
Synonyms Click here for help
FR-31564
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo 519
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
Search Google for chemicals with the same backbone GJXWDTUCERCKIX
Search PubMed clinical trials fosmidomycin
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Search PubMed titles/abstracts fosmidomycin
Search UniChem for chemical match using the InChIKey GJXWDTUCERCKIX-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone GJXWDTUCERCKIX
Wikipedia Fosmidomycin