methyl(2-{5-[(pyrrolidine-1-sulfonyl)methyl]-1H-indol-3-yl}ethyl)amine

• ChemBase ID: 166377
• Molecular Formular: C16H23N3O2S
• Molecular Mass: 321.43772
• Monoisotopic Mass: 321.15109799
• SMILES: c1c(cc2c(c1)[nH]cc2CCNC)CS(=O)(=O)N1CCCC1
• Canonical SMILES: CNCCc1c[nH]c2c1cc(cc2)CS(=O)(=O)N1CCCC1
• InChI: InChI=1S/C16H23N3O2S/c1-17-7-6-14-11-18-16-5-4-13(10-15(14)16)12-22(20,21)19-8-2-3-9-19/h4-5,10-11,17-18H,2-3,6-9,12H2,1H3
• InChIKey: IREINZNGILEJRP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl(2-{5-[(pyrrolidine-1-sulfonyl)methyl]-1H-indol-3-yl}ethyl)amine
• IUPAC Traditional name: methyl(2-{5-[(pyrrolidine-1-sulfonyl)methyl]-1H-indol-3-yl}ethyl)amine
• Synonyms: 1-[[[3-[2-(Methylamino)ethyl]-1H-indol-5-yl]methyl]sulfonyl]-pyrrolidine; N-Methyl-5-[(1-pyrrolidinylsulfonyl)methyl]-indole-3-ethanamine; N-Desmethyl Almotriptan

Database IDs

• CAS Number: 334981-12-3
• PubChem SID: 162260510
• PubChem CID: 71315712

CALCULATED PROPERTIES

• Acid pKa: 17.138863
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -2.090086
• LogD (pH = 7.4): -1.6036769
• Log P: 1.1403345
• Molar Refractivity: 89.2272 cm^3
• Polarizability: 36.285984 Å^3
• Polar Surface Area: 65.2 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D290720

Almotriptan metabolite.

REFERENCES

• Salva, M., et al.: Drug Metab. Disposition, 31, 404 (2003)