1-(3-{2-[bis(2H3)methylamino]ethyl}-1H-indol-5-yl)-N-methylmethanesulfonamide

• ChemBase ID: 178030
• Molecular Formular: C14H21N3O2S
• Molecular Mass: 295.40044
• Monoisotopic Mass: 295.13544793
• SMILES: c1cc(cc2c1[nH]cc2CCN(C)C)CS(=O)(=O)NC
• Canonical SMILES: CNS(=O)(=O)Cc1ccc2c(c1)c(CCN(C)C)c[nH]2
• InChI: InChI=1S/C14H21N3O2S/c1-15-20(18,19)10-11-4-5-14-13(8-11)12(9-16-14)6-7-17(2)3/h4-5,8-9,15-16H,6-7,10H2,1-3H3
• InChIKey: KQKPFRSPSRPDEB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(3-{2-[bis(^2H₃)methylamino]ethyl}-1H-indol-5-yl)-N-methylmethanesulfonamide
• IUPAC Traditional name: 1-(3-{2-[bis(^2H₃)methylamino]ethyl}-1H-indol-5-yl)-N-methylmethanesulfonamide
• Synonyms: 3-[2-(Dimethyl-d6-amino)-ethyl]-N-methyl-1H-indole-5-methanesulfonamide; Sumatriptan-d6

Database IDs

• CAS Number: 1020764-38-8
• PubChem SID: 164233940
• PubChem CID: 25235503

CALCULATED PROPERTIES

• Acid pKa: 11.244988
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -2.4983597
• LogD (pH = 7.4): -1.2358891
• Log P: 0.7419289
• Molar Refractivity: 82.0842 cm^3
• Polarizability: 33.330936 Å^3
• Polar Surface Area: 65.2 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Off-White to Light Yellow Solid
• Melting Point: 180-182°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere
• Storage Warning: Hygroscopic

DETAILS

Toronto Research Chemicals - S800097

A serotonin 5HT1-receptor agonist. Antimigraine.

REFERENCES

• Humphrey, P.P.A., et al.: Br. J. Pharmacol., 94, 1123 (1988)