Idraparinux sodiumProduct ingredient for Idraparinux
- Name
- Idraparinux sodium
- Drug Entry
- Idraparinux
Idraparinux, a synthetic pentasaccharide is an antithrombin-dependent inhibitor of activated factor X. It was developed for the treatment and prevention of thromboembolic events. However, clinical trials have revealed that idraparinux had lead to bleeding. As a result, Sanofi stopped the development of the drug.
- Accession Number
- DBSALT002010
- Structure
Structure for Idraparinux sodium (DBSALT002010)
- Synonyms
- Not Available
- External IDs
- ORG-34006 / SANORG34006
- UNII
- H84IXP29FN
- CAS Number
- 149920-56-9
- Weight
- Average: 1727.14
Monoisotopic: 1725.89361489 - Chemical Formula
- C38H55Na9O49S7
- InChI Key
- MVPQUSQUURLQKF-MCPDASDXSA-E
- InChI
- InChI=1S/C38H64O49S7.9Na/c1-64-15-12(9-72-88(43,44)45)76-35(27(68-5)18(15)65-2)80-21-19(66-3)28(69-6)37(82-25(21)32(39)40)79-17-14(11-74-90(49,50)51)77-38(31(87-94(61,62)63)24(17)85-92(55,56)57)81-22-20(67-4)29(70-7)36(83-26(22)33(41)42)78-16-13(10-73-89(46,47)48)75-34(71-8)30(86-93(58,59)60)23(16)84-91(52,53)54;;;;;;;;;/h12-31,34-38H,9-11H2,1-8H3,(H,39,40)(H,41,42)(H,43,44,45)(H,46,47,48)(H,49,50,51)(H,52,53,54)(H,55,56,57)(H,58,59,60)(H,61,62,63);;;;;;;;;/q;9*+1/p-9/t12-,13-,14-,15-,16-,17-,18+,19+,20+,21+,22+,23+,24+,25+,26-,27-,28-,29-,30-,31-,34+,35-,36-,37-,38-;;;;;;;;;/m1........./s1
- IUPAC Name
- nonasodium (2R,3S,4S,5R,6R)-3-{[(2R,3R,4S,5R,6R)-5-{[(2R,3R,4S,5S,6S)-6-carboxylato-3,4-dimethoxy-5-{[(2R,3R,4S,5R,6R)-3,4,5-trimethoxy-6-[(sulfonatooxy)methyl]oxan-2-yl]oxy}oxan-2-yl]oxy}-3,4-bis(sulfonatooxy)-6-[(sulfonatooxy)methyl]oxan-2-yl]oxy}-4,5-dimethoxy-6-{[(2R,3R,4S,5R,6S)-6-methoxy-4,5-bis(sulfonatooxy)-2-[(sulfonatooxy)methyl]oxan-3-yl]oxy}oxane-2-carboxylate
- SMILES
- [Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[H][C@]1(O[C@H]2[C@H](OC)[C@@H](OC)[C@]([H])(O[C@@H]3[C@@H](COS([O-])(=O)=O)O[C@]([H])(O[C@H]4[C@H](OC)[C@@H](OC)[C@]([H])(O[C@@H]5[C@@H](COS([O-])(=O)=O)O[C@H](OC)[C@H](OS([O-])(=O)=O)[C@H]5OS([O-])(=O)=O)O[C@H]4C([O-])=O)[C@H](OS([O-])(=O)=O)[C@H]3OS([O-])(=O)=O)O[C@@H]2C([O-])=O)O[C@H](COS([O-])(=O)=O)[C@@H](OC)[C@H](OC)[C@H]1OC
- External Links
- ChemSpider
- 2340656
- Predicted Properties
Property Value Source Water Solubility 4.89 mg/mL ALOGPS logP 1.53 ALOGPS logP -3.8 Chemaxon logS -2.6 ALOGPS pKa (Strongest Acidic) -3.1 Chemaxon Physiological Charge -9 Chemaxon Hydrogen Acceptor Count 42 Chemaxon Hydrogen Donor Count 0 Chemaxon Polar Surface Area 702.18 Å2 Chemaxon Rotatable Bond Count 35 Chemaxon Refractivity 287.09 m3·mol-1 Chemaxon Polarizability 127.48 Å3 Chemaxon Number of Rings 5 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon