Fondaparinux
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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
| Field | Value |
|---|---|
| ChEMBL ID | CHEMBL1201202 |
| Name | Fondaparinux |
| Type | Oligosaccharide |
| Max phase | 4 |
| FDA approved | yes |
| PubChem CID | 5282448 |
| ChEBI | CHEBI:61033 |
| ATC | B01AX05 |
| Molecular formula | C31H53N3O49S8 |
| Molecular weight | 1508.3 |
| InChIKey | KANJSNBRCNMZMV-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).
| Gene | Target | Action | pAffinity | Cancer dependency | UniProt |
|---|---|---|---|---|---|
| SERPINC1 | serpin family C member 1 | Activation | 7.49 | 0% | 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):
| Target | pChembl | Type | Value | Unit | Activity ID |
|---|---|---|---|---|---|
| F10 | 7.96 | IC50 | 11 | nM | CHEMBL_ACT_19011076 |
Target pathways
Aggregated over 1 target gene(s): SERPINC1.
Top Reactome pathways
12 total, by targets touching each:
| Pathway | Targets | Genes |
|---|---|---|
| Hemostasis | 1 | SERPINC1 |
| R-HSA-140837 | 1 | SERPINC1 |
| R-HSA-140875 | 1 | SERPINC1 |
| R-HSA-140877 | 1 | SERPINC1 |
| Regulation of Insulin-like Growth Factor (IGF) transport and uptake by Insulin-like Growth Factor Binding Proteins (IGFBPs) | 1 | SERPINC1 |
| Metabolism of proteins | 1 | SERPINC1 |
| Post-translational protein modification | 1 | SERPINC1 |
| Post-translational protein phosphorylation | 1 | SERPINC1 |
| Fibrin formation | 1 | SERPINC1 |
| Initiation of coagulation cascade | 1 | SERPINC1 |
| Regulation of clotting cascade | 1 | SERPINC1 |
| Amplification and propagation of coagulation cascade | 1 | SERPINC1 |
Dominant GO biological processes
| GO term | Targets |
|---|---|
| blood coagulation | 1 |
| regulation of blood coagulation | 1 |
| hemostasis | 1 |
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).
| Indication | Trial phase | MONDO | EFO |
|---|---|---|---|
| thrombotic disease | 4 | MONDO:0000831 | HP:0004419 |
| venous thromboembolism | 3 | MONDO:0005399 | EFO:0004286 |
| acute coronary syndrome | 3 | MONDO:0005542 | EFO:0005672 |
| atrial fibrillation | 2 | MONDO:0004981 | EFO:0000275 |
| viral pneumonia | 2 | MONDO:0006012 | EFO:0007541 |
| respiratory failure | 2 | MONDO:0021113 | EFO:0009686 |
| thrombocytopenia | 2 | MONDO:0002049 | HP:0001873 |
| severe acute respiratory syndrome | 2 | MONDO:0005091 | MONDO:0100096 |
| morbid obesity | 1 | MONDO:0005139 | EFO:0001074 |
| ovarian carcinoma | 1 | MONDO:0005140 | EFO:0001075 |
| kidney failure | 1 | MONDO:0001106 | HP: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
| Phase | Trials |
|---|---|
| Not specified | 13 |
| PHASE4 | 8 |
| PHASE3 | 8 |
| PHASE1 | 4 |
| PHASE2 | 3 |
| PHASE2/PHASE3 | 1 |
| EARLY_PHASE1 | 1 |
Top trials by phase / activity
| NCT | Phase | Status | Title |
|---|---|---|---|
| NCT00377091 | PHASE4 | WITHDRAWN | Is Using Fondaparinux (Blood Thinner) to Treat Lung Clot Cheaper Than Traditional Therapy |
| NCT00555438 | PHASE4 | COMPLETED | Prospective, Multicentre, Open-label Study Evaluating 1.5 mg/Day of Fondaparinux. |
| NCT00603824 | PHASE4 | WITHDRAWN | Fondaparinux in Patients With Acute Heparin-Induced Thrombocytopenia (HIT) |
| NCT00909064 | PHASE4 | COMPLETED | The Effects of Arixtra on Wound Drainage Following Total Joint Arthroplasty |
| NCT00927602 | PHASE4 | TERMINATED | Fondaparinux 1,5 mg for the Prevention of Venous Thromboembolism (VTE) in Medical Patients With Renal Insufficiency |
| NCT01467583 | PHASE4 | COMPLETED | Fondaparinux in Critically Ill Patients With Renal Failure |
| NCT01727401 | PHASE4 | TERMINATED | Thromboprophylaxis of Venous Thromboembolism in Acutely-ill Medical Inpatients With Thrombocytopenia |
| NCT04447378 | PHASE4 | COMPLETED | Safety of Fondaparinux as Post Partum Thromboprophylaxis |
| NCT07228663 | PHASE3 | NOT_YET_RECRUITING | Hip Fracture Surgery Arterial and Venous Thrombotic Events Prevention |
| NCT00139815 | PHASE3 | COMPLETED | Michelangelo - Oasis 5 |
| NCT00320398 | PHASE3 | COMPLETED | Total Hip Replacement Study Of GSK576428 (Fondaparinux Sodium) |
| NCT00320424 | PHASE3 | COMPLETED | Hip Fracture Study of GSK576428 (Fondaparinux Sodium) |
| NCT00474591 | PHASE3 | UNKNOWN | Fondaparinux to Prevent Thrombotic Complications and Graft Failure in Patients Undergoing Coronary Artery Bypass Graft Surgery: The Fonda CABG Study |
| NCT00493896 | PHASE3 | TERMINATED | Safety of Fondaparinux as Routine VTE Prophylaxis in Medical ICU Patients |
| NCT00881088 | PHASE2/PHASE3 | UNKNOWN | Prophylaxis of Thromboembolic Complications Trial: Thromboprophylaxis Needed in Below Knee Plaster Cast Immobilization for Ankle and Foot Fractures |
| NCT01499953 | PHASE3 | COMPLETED | Superficial Vein Thrombosis (SVT) Treated With Rivaroxaban Versus Fondaparinux |
| NCT01857583 | PHASE3 | COMPLETED | Safety and Pharmacokinetics Study of DU-176b Administered to Patients With Severe Renal Impairment Undergoing Orthopedic Surgery of The Lower Limbs |
| NCT00673439 | PHASE2 | TERMINATED | Fondaparinux for the Treatment of Heparin-Induced Thrombocytopenia (HIT) |
| NCT00911300 | PHASE2 | COMPLETED | Evaluation of Fondaparinux in Patients With a Heart Rhythm Disturbance Who Undergo Restoration of Normal Heart Rhythm |
| NCT04368377 | PHASE2 | COMPLETED | Enhanced Platelet Inhibition in Critically Ill Patients With COVID-19 |
| NCT00346879 | PHASE1 | WITHDRAWN | Study to Determine Effective Dosing of Fondaparinux in Obese Persons |
| NCT00412464 | PHASE1 | COMPLETED | Pilot Dose Finding and Pharmacokinetic Study of Fondaparinux in Children With Thrombosis |
| NCT00659399 | PHASE1 | WITHDRAWN | Feasibility Study of Short Term Fondaparinux (Arixtra) in Chemotherapy-Pretreated Ovarian Carcinoma Patients at High Risk of Progression |
| NCT01121770 | PHASE1 | COMPLETED | Pharmacokinetic Study of Fondaparinux in Inpatients With Renal Dysfunction |
| NCT00894283 | EARLY_PHASE1 | COMPLETED | Comparing Enoxaparin to Fondaparinux to Prevent Venous Thromboembolism (VTE) in Bariatric Surgical Patients |
| NCT00378027 | Not specified | WITHDRAWN | Arixtra PE Study- Outpatient Management of Stable Acute Pulmonary Embolism: Once Daily Subcutaneous Fondaparinux |
| NCT00413504 | Not specified | COMPLETED | Fondaparinux as Monotherapy for DVT and/or Pulmonary Embolism |
| NCT00483600 | Not specified | WITHDRAWN | Pharmacokinetic Study of Fondaparinux in Outpatients With Renal Dysfunction |
| NCT00789399 | Not specified | TERMINATED | A 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 |
| NCT01004939 | Not specified | COMPLETED | Retrospective Study of Patients Who Were Treated With Fondaparinux Pre-, Peri- and/or Postpartum for Prophylaxis or Treatment of Venous Thromboembolism |
| NCT01029743 | Not specified | COMPLETED | Xarelto Regulatory Post-Marketing Surveillance |
| NCT01267305 | Not specified | COMPLETED | The Impact of Different Anticoagulant Therapy on Hemorrhage and Coagulation After Thoracic Surgery |
| NCT01304238 | Not specified | COMPLETED | Retrospective Registry of Patients With Acute Heparin-induced Thrombocytopenia Type II |
| NCT01406301 | Not specified | COMPLETED | Fondaparinux EU-RMP (Adherence) |
| NCT01444612 | Not specified | COMPLETED | Comparative Analysis of Injectable Anticoagulants for Thromboprophylaxis Post Cancer-related Surgery |
| NCT01691495 | Not specified | COMPLETED | ARIXTRA® Adherence in SVT Patients. |
| NCT01727427 | Not specified | COMPLETED | Prospective Study on the Treatment of Unsuspected Pulmonary Embolism in Cancer Patients |
| NCT02744092 | Not specified | COMPLETED | Direct 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.
Related molecules
Related molecules
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:
| Molecule | Source | Status | Shared targets |
|---|---|---|---|
| IDRAPARINUX | ChEMBL | Phase 3 | SERPINC1 |
Related Atlas pages
- Genes: SERPINC1
- Diseases: thrombotic disease, venous thromboembolism, acute coronary syndrome
- Drugs: Idraparinux