N-methyl-2-[3-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-1H-indol-5-yl]ethane-1-sulfonamide

• ChemBase ID: 167648
• Molecular Formular: C17H23N3O2S
• Molecular Mass: 333.44842
• Monoisotopic Mass: 333.15109799
• SMILES: c1c(cc2c(c1)[nH]cc2C1=CCN(CC1)C)CCS(=O)(=O)NC
• Canonical SMILES: CNS(=O)(=O)CCc1ccc2c(c1)c(c[nH]2)C1=CCN(CC1)C
• InChI: InChI=1S/C17H23N3O2S/c1-18-23(21,22)10-7-13-3-4-17-15(11-13)16(12-19-17)14-5-8-20(2)9-6-14/h3-5,11-12,18-19H,6-10H2,1-2H3
• InChIKey: UJPMSESNMYEKDD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-methyl-2-[3-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-1H-indol-5-yl]ethane-1-sulfonamide
• IUPAC Traditional name: N-methyl-2-[3-(1-methyl-3,6-dihydro-2H-pyridin-4-yl)-1H-indol-5-yl]ethanesulfonamide
• Synonyms: N-Methyl-3-(1,2,3,6-tetrahydro-1-methyl-4-pyridinyl)-1H-indole-5-ethanesulfonamide; Naratriptan Impurity B; 3,4-Dihydro Naratriptan (Naratriptan Impurity B)

Database IDs

• CAS Number: 121679-20-7
• PubChem SID: 162261781
• PubChem CID: 20066734

CALCULATED PROPERTIES

• Acid pKa: 11.545562
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.6033573
• LogD (pH = 7.4): 0.13390267
• Log P: 1.3296863
• Molar Refractivity: 94.9532 cm^3
• Polarizability: 38.04743 Å^3
• Polar Surface Area: 65.2 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D449205

Naratriptan related compound B. Naratriptan impurity B.