2-(1-benzyl-1H-indol-5-yl)-N-methylethane-1-sulfonamide

• ChemBase ID: 174101
• Molecular Formular: C18H20N2O2S
• Molecular Mass: 328.4286
• Monoisotopic Mass: 328.12454889
• SMILES: c1(ccc2c(c1)ccn2Cc1ccccc1)CCS(=O)(=O)NC
• Canonical SMILES: CNS(=O)(=O)CCc1ccc2c(c1)ccn2Cc1ccccc1
• InChI: InChI=1S/C18H20N2O2S/c1-19-23(21,22)12-10-15-7-8-18-17(13-15)9-11-20(18)14-16-5-3-2-4-6-16/h2-9,11,13,19H,10,12,14H2,1H3
• InChIKey: JAYORSKJTWWUMN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(1-benzyl-1H-indol-5-yl)-N-methylethane-1-sulfonamide
• IUPAC Traditional name: 2-(1-benzylindol-5-yl)-N-methylethanesulfonamide
• Synonyms: N-Methyl-1-(phenylmethyl)-1H-indole-5-ethanesulfonamide; N-Methyl-[2-(1-benzylindol-5-yl)ethane-1-sulfonamide

Database IDs

• CAS Number: 894351-85-0
• PubChem SID: 164230011
• PubChem CID: 66973924

CALCULATED PROPERTIES

• Acid pKa: 11.548909
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.900661
• LogD (pH = 7.4): 2.900634
• Log P: 2.9006612
• Molar Refractivity: 93.0508 cm^3
• Polarizability: 37.73394 Å^3
• Polar Surface Area: 51.1 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol
• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - M325635

Intermediate for the preparation of Naratriptan and other indole sulfonamide derivatives.