sodium (2S,3S,4S,5R,6R)-6-(3-{7-carbamoyl-5-[(2R)-2-({2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl}amino)propyl]-2,3-dihydro-1H-indol-1-yl}propoxy)-3,4,5-trihydroxyoxane-2-carboxylate

• ChemBase ID: 177764
• Molecular Formular: C31H39F3N3NaO10
• Molecular Mass: 693.6404396
• Monoisotopic Mass: 693.2485234
• SMILES: c1cc(c(cc1)OCCN[C@@H](Cc1cc(c2c(c1)CCN2CCCO[C@@H]1O[C@H]([C@H]([C@@H]([C@@H]1O)O)O)C(=O)[O-])C(=O)N)C)OCC(F)(F)F.[Na+]
• Canonical SMILES: C[C@H](Cc1cc2CCN(c2c(c1)C(=O)N)CCCO[C@@H]1O[C@@H](C(=O)[O-])[C@H]([C@@H]([C@@H]1O)O)O)NCCOc1ccccc1OCC(F)(F)F.[Na+]
• InChI: InChI=1S/C31H40F3N3O10.Na/c1-17(36-8-12-44-21-5-2-3-6-22(21)46-16-31(32,33)34)13-18-14-19-7-10-37(23(19)20(15-18)28(35)41)9-4-11-45-30-26(40)24(38)25(39)27(47-30)29(42)43;/h2-3,5-6,14-15,17,24-27,30,36,38-40H,4,7-13,16H2,1H3,(H2,35,41)(H,42,43);/q;+1/p-1/t17-,24+,25+,26-,27+,30-;/m1./s1
• InChIKey: SSXDGVSHJRFUEJ-XNUWQVEGSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium (2S,3S,4S,5R,6R)-6-(3-{7-carbamoyl-5-[(2R)-2-({2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl}amino)propyl]-2,3-dihydro-1H-indol-1-yl}propoxy)-3,4,5-trihydroxyoxane-2-carboxylate
• IUPAC Traditional name: sodium (2S,3S,4S,5R,6R)-6-(3-{7-carbamoyl-5-[(2R)-2-({2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl}amino)propyl]-2,3-dihydroindol-1-yl}propoxy)-3,4,5-trihydroxyoxane-2-carboxylate
• Synonyms: 3-[7-(Aminocarbonyl)-2,3-dihydro-5-[(2R)-2-[[2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl]amino]propyl]-1H-indol-1-yl]propyl β-D-Glucopyranosiduronic Acid Monosodium Salt; Silodosin β-D-Glucuronide Sodium Salt

Database IDs

• CAS Number: 879292-24-7
• PubChem SID: 164233674
• PubChem CID: 23664504

CALCULATED PROPERTIES

• Acid pKa: 3.153442
• H Acceptors: 12
• H Donor: 5
• LogD (pH = 5.5): -0.8770023
• LogD (pH = 7.4): -0.8774891
• Log P: -0.8759059
• Molar Refractivity: 172.0374 cm^3
• Polarizability: 61.49896 Å^3
• Polar Surface Area: 196.1 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - S465010

A metabolite of Silodosin (S465000).

REFERENCES

• Shibata, K., et al.: Mol. Pharmacol., 48, 250 (1995)
• Murata, S., et al.: J. Urol., 164, 578 (1995)