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

• ChemBase ID: 178031
• Molecular Formular: C18H27N3O6S
• Molecular Mass: 413.48848
• Monoisotopic Mass: 413.1620566
• SMILES: c1cc(cc2c1[nH]cc2CCN(C)C)CS(=O)(=O)NC.C(CC(=O)O)C(=O)O
• Canonical SMILES: OC(=O)CCC(=O)O.CNS(=O)(=O)Cc1ccc2c(c1)c(CCN(C)C)c[nH]2
• InChI: InChI=1S/C14H21N3O2S.C4H6O4/c1-15-20(18,19)10-11-4-5-14-13(8-11)12(9-16-14)6-7-17(2)3;5-3(6)1-2-4(7)8/h4-5,8-9,15-16H,6-7,10H2,1-3H3;1-2H2,(H,5,6)(H,7,8)
• InChIKey: PORMUFZNYQJOEI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 1215621-31-0
• PubChem SID: 164233941
• PubChem CID: 45040451

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: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: Beige Solid
• Melting Point: 165-166°C (dec.)

Safety Information

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

DETAILS

Toronto Research Chemicals - S810002

Labelled Sumatriptan, a serotonin 5HT1-receptor agonist.

REFERENCES

• Humphrey, P.P.A., et al.: Brit. J. Pharmacol., 94, 1123 (1988)
• Doenicke, A., et al.: Lancet 1, 1309 (1988)