fondaparinux

Ligand id: 6819

Name: fondaparinux

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Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 52
Hydrogen bond donors 19
Rotatable bonds 30
Topological polar surface area 872.52
Molecular weight 1506.95
XLogP -18.67
No. Lipinski's rules broken 3

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (2001), EMA (2002))
IUPAC Name
(2R,3S,4S,5R,6R)-3-{[(2R,3R,4R,5R,6R)-5-{[(2R,3R,4R,5S,6S)-6-carboxy-5-{[(2R,3R,4R,5S,6R)-4,5-dihydroxy-3-(sulfoamino)-6-[(sulfooxy)methyl]oxan-2-yl]oxy}-3,4-dihydroxyoxan-2-yl]oxy}-3-(sulfoamino)-4-(sulfooxy)-6-[(sulfooxy)methyl]oxan-2-yl]oxy}-4-hydroxy-6-{[(2R,3S,4R,5R,6S)-4-hydroxy-6-methoxy-5-(sulfoamino)-2-[(sulfooxy)methyl]oxan-3-yl]oxy}-5-(sulfooxy)oxane-2-carboxylic acid
International Nonproprietary Names
INN number INN
7653 fondaparinux sodium
Synonyms
Arixtra®
Database Links
CAS Registry No. 114870-03-0
ChEMBL Ligand CHEMBL1201202
DrugBank Ligand DB00569
PubChem CID 5282448
RCSB PDB Ligand NTO
Search Google for chemical match using the InChIKey KANJSNBRCNMZMV-ABRZTLGGSA-N
Search Google for chemicals with the same backbone KANJSNBRCNMZMV
Search PubMed clinical trials fondaparinux sodium
Search PubMed titles fondaparinux sodium
Search PubMed titles/abstracts fondaparinux sodium
Search UniChem for chemical match using the InChIKey KANJSNBRCNMZMV-ABRZTLGGSA-N
Search UniChem for chemicals with the same backbone KANJSNBRCNMZMV
Wikipedia Fondaparinux
Comments
Synthetic pentasaccharide Factor Xa inhibitor (via ATIII binding). The ChEMBL and PubChem links given here are without the sodium ions contained in the INN structure of this compound. Database entries include the sodium salt (e.g. PubChem CID 636380).