Fondaparinux

drug
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Also known as ORG-31540 FREE ACIDORG31540 FREE ACIDSR 901107ASR-901107A

Summary

Fondaparinux (CHEMBL1201202) is an approved oligosaccharide anticoagulant (ATC B01AX05) targeting SERPINC1; indicated across 13 conditions including thrombotic disease and venous thromboembolism.

At a glance

  • Status: Approved (max clinical phase 4)
  • Modality: Oligosaccharide
  • ATC class: B01AX05
  • Targets: 1 (SERPINC1)
  • Indications: 13 conditions
  • Clinical trials: 38
  • Chemistry: 1508.3 Da · C31H53N3O49S8

Identifiers

Drug identity and classification

FieldValue
ChEMBL IDCHEMBL1201202
NameFondaparinux
TypeOligosaccharide
Max phase4
FDA approvedyes
PubChem CID5282448
ChEBICHEBI:61033
ATCB01AX05
Molecular formulaC31H53N3O49S8
Molecular weight1508.3
InChIKeyKANJSNBRCNMZMV-ABRZTLGGSA-N

SMILES: CO[C@@H]1[C@@H]([C@H]([C@@H]([C@H](O1)COS(=O)(=O)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@@H](O2)C(=O)O)O[C@@H]3[C@@H]([C@H]([C@@H]([C@H](O3)COS(=O)(=O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)C(=O)O)O[C@@H]5[C@@H]([C@H]([C@@H]([C@H](O5)COS(=O)(=O)O)O)O)NS(=O)(=O)O)O)O)OS(=O)(=O)O)NS(=O)(=O)O)O)OS(=O)(=O)O)O)NS(=O)(=O)O

IUPAC name: (2S,3S,4R,5R,6R)-6-[(2R,3R,4R,5R,6R)-6-[(2R,3S,4S,5R,6R)-2-carboxy-4-hydroxy-6-[(2R,3S,4R,5R,6S)-4-hydroxy-6-methoxy-5-(sulfoamino)-2-(sulfooxymethyl)oxan-3-yl]oxy-5-sulfooxyoxan-3-yl]oxy-5-(sulfoamino)-4-sulfooxy-2-(sulfooxymethyl)oxan-3-yl]oxy-3-[(2R,3R,4R,5S,6R)-4,5-dihydroxy-3-(sulfoamino)-6-(sulfooxymethyl)oxan-2-yl]oxy-4,5-dihydroxyoxane-2-carboxylic acid

ChEBI definition: A synthetic pentasaccharide which, apart from the O-methyl group at the reducing end of the molecule, consists of monomeric sugar units which are identical to a sequence of five monomeric sugar units that can be isolated after either chemical or enzymatic cleavage of the polymeric glycosaminoglycans heparin and heparan sulfate.

Pharmacological roles (ChEBI): anticoagulant.

Also known as: Fondaparinux, ORG-31540 FREE ACID, ORG31540 FREE ACID, SR 901107A, SR-901107A, FONDAPARINUX

Parent form; salt/anhydrous children: CHEMBL1200644

Patent coverage: 63 distinct patent families (140 SureChEMBL compound mentions), from 1 matched compound structure(s). Mentions count patents naming the compound (not distinct inventions), so promiscuous / reference molecules inflate the mention figure — families are the dedup metric.

Targets

Targets

Primary targets (GtoPdb curated mechanism): the Cancer dependency column is the DepMap CRISPR fitness signal (% of screened cell lines dependent on the target).

GeneTargetActionpAffinityCancer dependencyUniProt
SERPINC1serpin family C member 1Activation7.490%P01008

Broader ChEMBL bioactivity targets: 1 (assay-derived). Sample: Coagulation factor X.

Bioactivity

ChEMBL activities: 1 potent at pChembl ≥ 5 of 1 total. Top 30 by potency (10 = 0.1 nM, 6 = 1 µM):

TargetpChemblTypeValueUnitActivity ID
F107.96IC5011nMCHEMBL_ACT_19011076

Target pathways

Aggregated over 1 target gene(s): SERPINC1.

Top Reactome pathways

12 total, by targets touching each:

PathwayTargetsGenes
Hemostasis1SERPINC1
R-HSA-1408371SERPINC1
R-HSA-1408751SERPINC1
R-HSA-1408771SERPINC1
Regulation of Insulin-like Growth Factor (IGF) transport and uptake by Insulin-like Growth Factor Binding Proteins (IGFBPs)1SERPINC1
Metabolism of proteins1SERPINC1
Post-translational protein modification1SERPINC1
Post-translational protein phosphorylation1SERPINC1
Fibrin formation1SERPINC1
Initiation of coagulation cascade1SERPINC1
Regulation of clotting cascade1SERPINC1
Amplification and propagation of coagulation cascade1SERPINC1

Dominant GO biological processes

GO termTargets
blood coagulation1
regulation of blood coagulation1
hemostasis1

Indications & clinical

Indications

13 indications (1 at ChEMBL trial phase 4). Phase below is the highest clinical-trial phase recorded for this drug against each disease — not the molecule’s overall approval status (that is in the Summary).

IndicationTrial phaseMONDOEFO
thrombotic disease4MONDO:0000831HP:0004419
venous thromboembolism3MONDO:0005399EFO:0004286
acute coronary syndrome3MONDO:0005542EFO:0005672
atrial fibrillation2MONDO:0004981EFO:0000275
viral pneumonia2MONDO:0006012EFO:0007541
respiratory failure2MONDO:0021113EFO:0009686
thrombocytopenia2MONDO:0002049HP:0001873
severe acute respiratory syndrome2MONDO:0005091MONDO:0100096
morbid obesity1MONDO:0005139EFO:0001074
ovarian carcinoma1MONDO:0005140EFO:0001075
kidney failure1MONDO:0001106HP:0000083

2 further indication records had no mapped disease name (EFO/MeSH-only) or were duplicates, and are omitted.

Clinical trials

Total trials: 38.

Phase distribution

PhaseTrials
Not specified13
PHASE48
PHASE38
PHASE14
PHASE23
PHASE2/PHASE31
EARLY_PHASE11

Top trials by phase / activity

NCTPhaseStatusTitle
NCT00377091PHASE4WITHDRAWNIs Using Fondaparinux (Blood Thinner) to Treat Lung Clot Cheaper Than Traditional Therapy
NCT00555438PHASE4COMPLETEDProspective, Multicentre, Open-label Study Evaluating 1.5 mg/Day of Fondaparinux.
NCT00603824PHASE4WITHDRAWNFondaparinux in Patients With Acute Heparin-Induced Thrombocytopenia (HIT)
NCT00909064PHASE4COMPLETEDThe Effects of Arixtra on Wound Drainage Following Total Joint Arthroplasty
NCT00927602PHASE4TERMINATEDFondaparinux 1,5 mg for the Prevention of Venous Thromboembolism (VTE) in Medical Patients With Renal Insufficiency
NCT01467583PHASE4COMPLETEDFondaparinux in Critically Ill Patients With Renal Failure
NCT01727401PHASE4TERMINATEDThromboprophylaxis of Venous Thromboembolism in Acutely-ill Medical Inpatients With Thrombocytopenia
NCT04447378PHASE4COMPLETEDSafety of Fondaparinux as Post Partum Thromboprophylaxis
NCT07228663PHASE3NOT_YET_RECRUITINGHip Fracture Surgery Arterial and Venous Thrombotic Events Prevention
NCT00139815PHASE3COMPLETEDMichelangelo - Oasis 5
NCT00320398PHASE3COMPLETEDTotal Hip Replacement Study Of GSK576428 (Fondaparinux Sodium)
NCT00320424PHASE3COMPLETEDHip Fracture Study of GSK576428 (Fondaparinux Sodium)
NCT00474591PHASE3UNKNOWNFondaparinux to Prevent Thrombotic Complications and Graft Failure in Patients Undergoing Coronary Artery Bypass Graft Surgery: The Fonda CABG Study
NCT00493896PHASE3TERMINATEDSafety of Fondaparinux as Routine VTE Prophylaxis in Medical ICU Patients
NCT00881088PHASE2/PHASE3UNKNOWNProphylaxis of Thromboembolic Complications Trial: Thromboprophylaxis Needed in Below Knee Plaster Cast Immobilization for Ankle and Foot Fractures
NCT01499953PHASE3COMPLETEDSuperficial Vein Thrombosis (SVT) Treated With Rivaroxaban Versus Fondaparinux
NCT01857583PHASE3COMPLETEDSafety and Pharmacokinetics Study of DU-176b Administered to Patients With Severe Renal Impairment Undergoing Orthopedic Surgery of The Lower Limbs
NCT00673439PHASE2TERMINATEDFondaparinux for the Treatment of Heparin-Induced Thrombocytopenia (HIT)
NCT00911300PHASE2COMPLETEDEvaluation of Fondaparinux in Patients With a Heart Rhythm Disturbance Who Undergo Restoration of Normal Heart Rhythm
NCT04368377PHASE2COMPLETEDEnhanced Platelet Inhibition in Critically Ill Patients With COVID-19
NCT00346879PHASE1WITHDRAWNStudy to Determine Effective Dosing of Fondaparinux in Obese Persons
NCT00412464PHASE1COMPLETEDPilot Dose Finding and Pharmacokinetic Study of Fondaparinux in Children With Thrombosis
NCT00659399PHASE1WITHDRAWNFeasibility Study of Short Term Fondaparinux (Arixtra) in Chemotherapy-Pretreated Ovarian Carcinoma Patients at High Risk of Progression
NCT01121770PHASE1COMPLETEDPharmacokinetic Study of Fondaparinux in Inpatients With Renal Dysfunction
NCT00894283EARLY_PHASE1COMPLETEDComparing Enoxaparin to Fondaparinux to Prevent Venous Thromboembolism (VTE) in Bariatric Surgical Patients
NCT00378027Not specifiedWITHDRAWNArixtra PE Study- Outpatient Management of Stable Acute Pulmonary Embolism: Once Daily Subcutaneous Fondaparinux
NCT00413504Not specifiedCOMPLETEDFondaparinux as Monotherapy for DVT and/or Pulmonary Embolism
NCT00483600Not specifiedWITHDRAWNPharmacokinetic Study of Fondaparinux in Outpatients With Renal Dysfunction
NCT00789399Not specifiedTERMINATEDA Study of the Efficacy of Preventive Dosing of Fondaparinux Sodium Versus Placebo for the Prevention of Venous Thromboembolism (VTE) in Patients Undergoing Coronary Bypass Surgery Receiving Routine Mechanical Prophylaxis
NCT01004939Not specifiedCOMPLETEDRetrospective Study of Patients Who Were Treated With Fondaparinux Pre-, Peri- and/or Postpartum for Prophylaxis or Treatment of Venous Thromboembolism
NCT01029743Not specifiedCOMPLETEDXarelto Regulatory Post-Marketing Surveillance
NCT01267305Not specifiedCOMPLETEDThe Impact of Different Anticoagulant Therapy on Hemorrhage and Coagulation After Thoracic Surgery
NCT01304238Not specifiedCOMPLETEDRetrospective Registry of Patients With Acute Heparin-induced Thrombocytopenia Type II
NCT01406301Not specifiedCOMPLETEDFondaparinux EU-RMP (Adherence)
NCT01444612Not specifiedCOMPLETEDComparative Analysis of Injectable Anticoagulants for Thromboprophylaxis Post Cancer-related Surgery
NCT01691495Not specifiedCOMPLETEDARIXTRA® Adherence in SVT Patients.
NCT01727427Not specifiedCOMPLETEDProspective Study on the Treatment of Unsuspected Pulmonary Embolism in Cancer Patients
NCT02744092Not specifiedCOMPLETEDDirect Oral Anticoagulants (DOACs) Versus LMWH +/- Warfarin for VTE in Cancer

Clinical evidence (CIViC)

No CIViC predictive evidence (expected for non-precision-medicine drugs).

Pharmacology

Pharmacogenomics

No PharmGKB pharmacogenomic data curated for this drug.

Molecules sharing ≥1 of this drug’s curated primary targets, merged from two biobtree sources and ranked by shared-target count, then clinical phase: ChEMBL clinical-stage candidates (development phase ≥2) and PubChem drug-class bioactivity (approved / known drugs acting on the target). Deduplicated by drug name; the drug’s own salt forms are excluded. Note: for a drug with few primary targets a shared-target match can reflect off-target / promiscuous binding rather than the same therapeutic mechanism — the phase ordering surfaces bona-fide therapeutics first.

1 molecules share ≥1 primary target. Top 1 by shared-target count:

MoleculeSourceStatusShared targets
IDRAPARINUXChEMBLPhase 3SERPINC1