N-methyl-1-{3-[2-(methylamino)ethyl]-1H-indol-5-yl}methanesulfonamide

• ChemBase ID: 166574
• Molecular Formular: C13H19N3O2S
• Molecular Mass: 281.37386
• Monoisotopic Mass: 281.11979786
• SMILES: c1cc(cc2c1[nH]cc2CCNC)CS(=O)(=O)NC
• Canonical SMILES: CNCCc1c[nH]c2c1cc(cc2)CS(=O)(=O)NC
• InChI: InChI=1S/C13H19N3O2S/c1-14-6-5-11-8-16-13-4-3-10(7-12(11)13)9-19(17,18)15-2/h3-4,7-8,14-16H,5-6,9H2,1-2H3
• InChIKey: YDTVAJYBEHCVJY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-methyl-1-{3-[2-(methylamino)ethyl]-1H-indol-5-yl}methanesulfonamide
• IUPAC Traditional name: N-methyl-1-{3-[2-(methylamino)ethyl]-1H-indol-5-yl}methanesulfonamide
• Synonyms: N-Methyl-3-[2-(methylamino)ethyl]-1H-indole-5-methanesulfonamide; Sumatriptan EP Impurity B; N-Desmethyl SumatriptanDiscontinued

Database IDs

• CAS Number: 88919-51-1
• PubChem SID: 162260707
• PubChem CID: 10826690

CALCULATED PROPERTIES

• Acid pKa: 11.284843
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -2.7194488
• LogD (pH = 7.4): -2.2303293
• Log P: 0.2633018
• Molar Refractivity: 76.7895 cm^3
• Polarizability: 31.487688 Å^3
• Polar Surface Area: 73.99 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D293500

An impurity of the antimigraine Sumatriptan (S810000).