Compound Detail

CHEMBL1200644

FONDAPARINUX SODIUM

💊 Approved Drug

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💊 Approved Drug

CO[C@H]1O[C@H](COS(=O)(=O)[O-])[C@@H](O[C@@H]2O[C@@H](C(=O)[O-])[C@@H](O[C@H]3O[C@H](COS(=O)(=O)[O-])[C@@H](O[C@@H]4O[C@H](C(=O)[O-])[C@@H](O[C@H]5O[C@H](COS(=O)(=O)[O-])[C@@H](O)[C@H](O)[C@H]5NS(=O)(=O)[O-])[C@H](O)[C@H]4O)[C@H](OS(=O)(=O)[O-])[C@H]3NS(=O)(=O)[O-])[C@H](O)[C@H]2OS(=O)(=O)[O-])[C@H](O)[C@H]1NS(=O)(=O)[O-].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+]

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1200644
Name	FONDAPARINUX SODIUM
Phase	Approved
Structure Type	MOL
InChI Key	XEKSTYNIJLDDAZ-JASSWCPGSA-D
Therapeutic	✓ Yes
Parent Compound	CHEMBL1201202
Active Moiety	CHEMBL1201202

Known Names

Arixtra Fondaparin sodium Fondaparinux sodico Fondaparinux sodique Fondaparinux sodium Fondaparinux sodium for assay Fondaparinux sodium identification IC-851589 ORG 31540 ORG-31540 Quixidar SR 90107A +3 more

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

1508.3

MW (Da)

Drug Information

Molecule Type	Oligosaccharide
First Approval	2001
Availability	Prescription
Chirality	Single Enantiomer

Routes of Administration

Parenteral

Flags

Black Box Warning

USAN Stem	-parinux
USAN Year	2001

Extended Properties

Molecular Formula	C31H43N3Na10O49S8
MW	1728.09

Mechanism of Action

Mechanism	Action Type	Target	Direct	Efficacy
Antithrombin-III activator	ACTIVATOR	Antithrombin-III	✓	✓

Indications

Angina, Unstable Myocardial Infarction Pulmonary Embolism Venous Thrombosis Venous Thrombosis Thromboembolism Venous Thromboembolism Renal Insufficiency

Drug Warnings

Black Box Warning

vascular toxicity

Country: United States

Activity Summary

Kd 4 meas. best 9.0

IC50 3 meas. best 7.0

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Unchecked CHEMBL612545	Kd	9.0	7.3975	1.0	4
Coagulation factor X CHEMBL244	IC50	7.0	5.86	99.6	2
Plasma CHEMBL613424	IC50	4.84	4.84	14510.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	1116.4	ng.hr.mL-1	Rattus norvegicus
AUC	1071.1	ng.hr.mL-1	Rattus norvegicus
CL	0.239	L/Kg.hr	Rattus norvegicus
Cmax	344.24	nM	Rattus norvegicus
T1/2	1.2	hr	Rattus norvegicus
Tmax	0.6	hr	Rattus norvegicus
Vd	0.097	L.kg-1	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Unchecked	Kd	=	1.0	nM	9.0	Binding affinity to human plasma antithrombin assessed as decrease in intrinsic ...	21800826
Unchecked	Kd	=	18.8	nM	7.73	Binding affinity to purified human antithrombin at 64 uM in presence of 37 uM d-...	22742452
Coagulation factor X	IC50	=	99.6	nM	7.0	Inhibition of coagulation factor Xa (unknown origin) using chromogenic substrate...	35279609
Unchecked	Kd	=	273.0	nM	6.56	Binding affinity to purified human antithrombin at 64 uM by isothermal titration...	22742452
Unchecked	Kd	=	500.0	nM	6.3	Binding affinity to recombinant HSV1 glycoprotein D (21 to 339 residues) assesse...	30128070
Plasma	IC50	=	14510.0	nM	4.84	Anticoagulant activity in human platelet poor plasma assessed as inhibition of t...	35279609
Coagulation factor X	IC50	=	19095.5	nM	4.72	Inhibition of heparin binding to factor 10a using chromogenic substrate incubate...	35279609

Literature References

PubMed	DOI	Target Context	# Activities
22194678	10.1371/journal.pcbi.1002310	Hepatotoxicity	14
35279609	10.1016/j.ejmech.2022.114256	ADMET	7
35279609	10.1016/j.ejmech.2022.114256	Rattus norvegicus	5
35279609	10.1016/j.ejmech.2022.114256	Plasma	4
21800826	10.1021/jm2008387	Unchecked	2
22742452	10.1021/jm300621j	Unchecked	2
26948801	10.1016/j.drudis.2016.02.015	Homo sapiens	2
30128070	10.1021/acsmedchemlett.7b00364	Unchecked	2
35279609	10.1016/j.ejmech.2022.114256	Coagulation factor X	2
22788964	10.1021/jm300670q	Unchecked	1
35028561	10.1039/D1MD00264C	Coagulation factor X	1

Data from ChEMBL 36 via Core Engine