5-[2-(benzenesulfonyl)ethyl]-3-{[(2S)-1-(2H3)methylpyrrolidin-2-yl]methyl}-1H-indole

• ChemBase ID: 167966
• Molecular Formular: C22H26N2O2S
• Molecular Mass: 382.51904
• Monoisotopic Mass: 382.17149908
• SMILES: c1c(cc2c(c1)[nH]cc2C[C@H]1N(CCC1)C)CCS(=O)(=O)c1ccccc1
• Canonical SMILES: CN1CCC[C@H]1Cc1c[nH]c2c1cc(cc2)CCS(=O)(=O)c1ccccc1
• InChI: InChI=1S/C22H26N2O2S/c1-24-12-5-6-19(24)15-18-16-23-22-10-9-17(14-21(18)22)11-13-27(25,26)20-7-3-2-4-8-20/h2-4,7-10,14,16,19,23H,5-6,11-13,15H2,1H3/t19-/m0/s1
• InChIKey: PWVXXGRKLHYWKM-IBGZPJMESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[2-(benzenesulfonyl)ethyl]-3-{[(2S)-1-(^2H₃)methylpyrrolidin-2-yl]methyl}-1H-indole
• IUPAC Traditional name: 5-[2-(benzenesulfonyl)ethyl]-3-{[(2S)-1-(^2H₃)methylpyrrolidin-2-yl]methyl}-1H-indole
• Synonyms: 3-[[(2S)-1-(Methyl-d3)-2-pyrrolidinyl]methyl]-5-[2-(phenylsulfonyl)ethyl]-1H-indole; ent-Eletriptan-d3

Database IDs

• CAS Number: 1217698-26-4
• PubChem SID: 162262099
• PubChem CID: 46781444

CALCULATED PROPERTIES

• Acid pKa: 17.110289
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.9913155
• LogD (pH = 7.4): 2.7574787
• Log P: 3.7732625
• Molar Refractivity: 110.9416 cm^3
• Polarizability: 44.744522 Å^3
• Polar Surface Area: 53.17 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - E505007

A labelled enantiomeric impurity of the serotonin 5-HTIB/ID receptor agonist Eletriptan (E505000).