[(6S)-6-{propyl[2-(thiophen-2-yl)ethyl]amino}-5,6,7,8-tetrahydronaphthalen-1-yl]oxidanesulfonic acid

• ChemBase ID: 177628
• Molecular Formular: C19H25NO4S2
• Molecular Mass: 395.5361
• Monoisotopic Mass: 395.12250029
• SMILES: c1cc(c2c(c1)C[C@H](CC2)N(CCc1cccs1)CCC)OS(=O)(=O)O
• Canonical SMILES: CCCN([C@H]1CCc2c(C1)cccc2OS(=O)(=O)O)CCc1cccs1
• InChI: InChI=1S/C19H25NO4S2/c1-2-11-20(12-10-17-6-4-13-25-17)16-8-9-18-15(14-16)5-3-7-19(18)24-26(21,22)23/h3-7,13,16H,2,8-12,14H2,1H3,(H,21,22,23)/t16-/m0/s1
• InChIKey: VWKVWIAVWPRBTQ-INIZCTEOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(6S)-6-{propyl[2-(thiophen-2-yl)ethyl]amino}-5,6,7,8-tetrahydronaphthalen-1-yl]oxidanesulfonic acid
• IUPAC Traditional name: [(6S)-6-{propyl[2-(thiophen-2-yl)ethyl]amino}-5,6,7,8-tetrahydronaphthalen-1-yl]oxidanesulfonic acid
• Synonyms: (6S)-5,6,7,8-tetrahydro-6-[propyl[2-(2-thienyl)ethyl]amino]-1-naphthalenol 1-(Hydrogen Sulfate); (S)-5,6,7,8-Tetrahydro-6-[propyl[2-(2-thienyl)ethyl]amino]- 1-naphthalenol Hydrogen Sulfate (Ester); Rotigotine Sulfate

Database IDs

• CAS Number: 128478-69-3
• PubChem SID: 164233538
• PubChem CID: 71752122

CALCULATED PROPERTIES

• Acid pKa: -1.783928
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.2962003
• LogD (pH = 7.4): 3.2959642
• Log P: 3.2962024
• Molar Refractivity: 104.5497 cm^3
• Polarizability: 41.014294 Å^3
• Polar Surface Area: 66.84 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - R700730

Rotigotine Sulfate is a metabolite of Rotigotine (R700700).

REFERENCES

• Braun, M., et al.: Eur. J. Neurol., 12, 96 (2005)
• Cawello, W., et al.: Clin. Pharmacokinet., 46, 851 (2005)
• Poewe, W., et al.: Lancet Neurol., 6, 513 (2005)