(2R)-2-({5-[2-(benzenesulfonyl)ethyl]-1H-indol-3-yl}methyl)-1-methylpyrrolidin-1-ium-1-olate

• ChemBase ID: 167967
• Molecular Formular: C22H26N2O3S
• Molecular Mass: 398.51844
• Monoisotopic Mass: 398.1664137
• SMILES: c1c(cc2c(c1)[nH]cc2C[C@@H]1[N+](CCC1)(C)[O-])CCS(=O)(=O)c1ccccc1
• Canonical SMILES: [O-][N+]1(C)CCC[C@@H]1Cc1c[nH]c2c1cc(cc2)CCS(=O)(=O)c1ccccc1
• InChI: InChI=1S/C22H26N2O3S/c1-24(25)12-5-6-19(24)15-18-16-23-22-10-9-17(14-21(18)22)11-13-28(26,27)20-7-3-2-4-8-20/h2-4,7-10,14,16,19,23H,5-6,11-13,15H2,1H3/t19-,24?/m1/s1
• InChIKey: QXXCIRSBRHOOJE-PHSANKKPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-({5-[2-(benzenesulfonyl)ethyl]-1H-indol-3-yl}methyl)-1-methylpyrrolidin-1-ium-1-olate
• IUPAC Traditional name: (2R)-2-({5-[2-(benzenesulfonyl)ethyl]-1H-indol-3-yl}methyl)-1-methylpyrrolidin-1-ium-1-olate
• Synonyms: 3-[[(2R)-1-Methyl-2-pyrrolidinyl]methyl]-5-[2-(phenylsulfonyl)ethyl]-1H-indole N Oxide; Eletriptan N-Oxide

Database IDs

• PubChem SID: 162262100
• PubChem CID: 29979307

CALCULATED PROPERTIES

• Acid pKa: 16.125599
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.6486168
• LogD (pH = 7.4): 2.6488838
• Log P: 2.6488872
• Molar Refractivity: 112.9865 cm^3
• Polarizability: 44.920494 Å^3
• Polar Surface Area: 76.81 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Pale Beige Solid
• Melting Point: 47-49°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - E505010

An impurity of Eletriptan.