2-{1-benzyl-3-[1-(2H3)methylpiperidin-4-yl]-1H-indol-5-yl}-N-methylethane-1-sulfonamide

• ChemBase ID: 161813
• Molecular Formular: C24H31N3O2S
• Molecular Mass: 425.58684
• Monoisotopic Mass: 425.21369825
• SMILES: c1c(cc2c(c1)n(cc2C1CCN(CC1)C)Cc1ccccc1)CCS(=O)(=O)NC
• Canonical SMILES: CNS(=O)(=O)CCc1ccc2c(c1)c(cn2Cc1ccccc1)C1CCN(CC1)C
• InChI: InChI=1S/C24H31N3O2S/c1-25-30(28,29)15-12-19-8-9-24-22(16-19)23(21-10-13-26(2)14-11-21)18-27(24)17-20-6-4-3-5-7-20/h3-9,16,18,21,25H,10-15,17H2,1-2H3
• InChIKey: MMMCMFIZEQDFST-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{1-benzyl-3-[1-(^2H₃)methylpiperidin-4-yl]-1H-indol-5-yl}-N-methylethane-1-sulfonamide
• IUPAC Traditional name: 2-{1-benzyl-3-[1-(^2H₃)methylpiperidin-4-yl]indol-5-yl}-N-methylethanesulfonamide
• Synonyms: N-Methyl-3-(1-methyl-4-piperidinyl)-1-(phenylmethyl)-1H-indole-5-ethanesulfonamide-d3; N-Benzyloxy Naratriptan-d3

Database IDs

• PubChem SID: 162255948
• PubChem CID: 71313893

CALCULATED PROPERTIES

• Lipinski's Rule of Five: true
• Acid pKa: 11.548797
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.1111202
• LogD (pH = 7.4): 1.6169674
• Log P: 3.3887742
• Molar Refractivity: 123.7665 cm^3
• Polarizability: 49.511543 Å^3
• Polar Surface Area: 54.34 Å^2
• Rotatable Bonds: 6

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol
• Apperance: Yellow Solid

DETAILS

Toronto Research Chemicals - B286552

Protected labelled Naratriptan (N378732). It is a labelled triptan drug and is used for the treatment of migraine headaches.

REFERENCES

• Dulery, B.D., et al.: J. Pharm. Biomed. Anal., 15, 1009 (1997)
• Havanka, H., et al.: Clin. Ther., 22, 970 (1997)