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Details

Stereochemistry ABSOLUTE
Molecular Formula C53H88N4O51S8
Molecular Weight 1853.782
Optical Activity UNSPECIFIED
Defined Stereocenters 28 / 28
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of IDRABIOTAPARINUX

SMILES

CO[C@H]1O[C@H](COS(O)(=O)=O)[C@@H](O[C@@H]2O[C@H]([C@@H](O[C@H]3O[C@H](COS(O)(=O)=O)[C@@H](O[C@@H]4O[C@@H]([C@@H](O[C@H]5O[C@H](COS(O)(=O)=O)[C@@H](OC)[C@H](OC)[C@H]5NC(=O)CCCCCNC(=O)CCCC[C@@H]6SC[C@@H]7NC(=O)N[C@H]67)[C@H](OC)[C@H]4OC)C(O)=O)[C@H](OS(O)(=O)=O)[C@H]3OS(O)(=O)=O)[C@H](OC)[C@H]2OC)C(O)=O)[C@H](OS(O)(=O)=O)[C@H]1OS(O)(=O)=O

InChI

InChIKey=MUQWDYYIYNYBQD-OFHININYSA-N
InChI=1S/C53H88N4O51S8/c1-86-30-22(17-93-110(65,66)67)96-48(29(33(30)87-2)56-27(59)15-9-8-12-16-54-26(58)14-11-10-13-25-28-21(20-109-25)55-53(64)57-28)101-36-34(88-3)42(90-5)50(103-40(36)46(60)61)100-32-24(19-95-112(71,72)73)98-52(45(108-116(83,84)85)39(32)106-114(77,78)79)102-37-35(89-4)43(91-6)51(104-41(37)47(62)63)99-31-23(18-94-111(68,69)70)97-49(92-7)44(107-115(80,81)82)38(31)105-113(74,75)76/h21-25,28-45,48-52H,8-20H2,1-7H3,(H,54,58)(H,56,59)(H,60,61)(H,62,63)(H2,55,57,64)(H,65,66,67)(H,68,69,70)(H,71,72,73)(H,74,75,76)(H,77,78,79)(H,80,81,82)(H,83,84,85)/t21-,22+,23+,24+,25-,28-,29+,30+,31+,32+,33+,34-,35-,36-,37-,38-,39-,40-,41+,42+,43+,44+,45+,48+,49-,50+,51+,52+/m0/s1

HIDE SMILES / InChI

Molecular Formula C53H88N4O51S8
Molecular Weight 1853.782
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 28 / 28
E/Z Centers 0
Optical Activity UNSPECIFIED

Idrabiotaparinux, a biotinylated idraparinux, was developed by Sanofi as a long-acting inhibitor of factor Xa. Idrabiotaparinux participated in clinical trials phase III to prevent stroke and systemic thromboembolic events in patients with atrial fibrillation. The study was prematurely terminated, because of unknown reason. In addition, the drug was involved in phase II for patients with pulmonary embolism. Sanofi has discontinued development of idrabiotaparinux.

Approval Year

PubMed

PubMed

TitleDatePubMed
Idrabiotaparinux treatment for venous thromboembolism.
2012-01-14
Efficacy and safety of once weekly subcutaneous idrabiotaparinux in the treatment of patients with symptomatic deep venous thrombosis.
2011-01
Development of idraparinux and idrabiotaparinux for anticoagulant therapy.
2009-11

Sample Use Guides

Idrabiotaparinux sodium, 3.0 mg, once-weekly for 7 weeks followed a maintenance dosing adjusted according to the age and to the renal function for a minimum total treatment duration of 6 months
Route of Administration: Other
Substance Class Chemical
Created
by admin
on Mon Mar 31 23:05:17 GMT 2025
Edited
by admin
on Mon Mar 31 23:05:17 GMT 2025
Record UNII
H44R6RJT3S
Record Status Validated (UNII)
Record Version
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Name Type Language
IDRABIOTAPARINUX
WHO-DD  
Common Name English
SSR-126517
Preferred Name English
SSR-126517 ACID
Code English
SSR126517 ACID
Code English
Idrabiotaparinux [WHO-DD]
Common Name English
Code System Code Type Description
SMS_ID
100000175130
Created by admin on Mon Mar 31 23:05:17 GMT 2025 , Edited by admin on Mon Mar 31 23:05:17 GMT 2025
PRIMARY
CAS
774531-07-6
Created by admin on Mon Mar 31 23:05:17 GMT 2025 , Edited by admin on Mon Mar 31 23:05:17 GMT 2025
PRIMARY
FDA UNII
H44R6RJT3S
Created by admin on Mon Mar 31 23:05:17 GMT 2025 , Edited by admin on Mon Mar 31 23:05:17 GMT 2025
PRIMARY
PUBCHEM
16202213
Created by admin on Mon Mar 31 23:05:17 GMT 2025 , Edited by admin on Mon Mar 31 23:05:17 GMT 2025
PRIMARY
Related Record Type Details
BINDER->LIGAND
CAN NEUTRALIZE IDRABIOTAPARINUX
SALT/SOLVATE -> PARENT
TARGET -> INHIBITOR
Related Record Type Details
ACTIVE MOIETY