1-methyl-4-{5-[2-(methylsulfamoyl)ethyl]-1H-indol-3-yl}piperidin-1-ium-1-olate

• ChemBase ID: 174859
• Molecular Formular: C17H25N3O3S
• Molecular Mass: 351.4637
• Monoisotopic Mass: 351.16166268
• SMILES: c1c(cc2c(c1)[nH]cc2C1CC[N+](CC1)(C)[O-])CCS(=O)(=O)NC
• Canonical SMILES: CNS(=O)(=O)CCc1ccc2c(c1)c(c[nH]2)C1CC[N+](CC1)([O-])C
• InChI: InChI=1S/C17H25N3O3S/c1-18-24(22,23)10-7-13-3-4-17-15(11-13)16(12-19-17)14-5-8-20(2,21)9-6-14/h3-4,11-12,14,18-19H,5-10H2,1-2H3
• InChIKey: CIRYHRZTATXPEQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-methyl-4-{5-[2-(methylsulfamoyl)ethyl]-1H-indol-3-yl}piperidin-1-ium-1-olate
• IUPAC Traditional name: 1-methyl-4-{5-[2-(methylsulfamoyl)ethyl]-1H-indol-3-yl}piperidin-1-ium-1-olate
• Synonyms: N-Nethyl-3-(1-methyl-1-oxido-4-piperidinyl)-1H-indole-5-ethanesulfonamide; Naratriptan N-Oxide

Database IDs

• CAS Number: 1159977-52-2
• PubChem SID: 164230769
• PubChem CID: 46782454

CALCULATED PROPERTIES

• Acid pKa: 11.547451
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.3151953
• LogD (pH = 7.4): 0.31620893
• Log P: 0.31624976
• Molar Refractivity: 96.3021 cm^3
• Polarizability: 38.33527 Å^3
• Polar Surface Area: 88.84 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - N378740

A potential metabolite of Naratriptan.