5-[2-(benzenesulfonyl)ethyl]-3-[(2R)-pyrrolidin-2-ylmethyl]-1H-indole hydrochloride

• ChemBase ID: 166257
• Molecular Formular: C21H25ClN2O2S
• Molecular Mass: 404.9534
• Monoisotopic Mass: 404.13252673
• SMILES: c1c(cc2c(c1)[nH]cc2C[C@@H]1NCCC1)CCS(=O)(=O)c1ccccc1.Cl
• Canonical SMILES: O=S(=O)(c1ccccc1)CCc1ccc2c(c1)c(c[nH]2)C[C@H]1CCCN1.Cl
• InChI: InChI=1S/C21H24N2O2S.ClH/c24-26(25,19-6-2-1-3-7-19)12-10-16-8-9-21-20(13-16)17(15-23-21)14-18-5-4-11-22-18;/h1-3,6-9,13,15,18,22-23H,4-5,10-12,14H2;1H/t18-;/m1./s1
• InChIKey: PPISBGKXDNXXHO-GMUIIQOCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[2-(benzenesulfonyl)ethyl]-3-[(2R)-pyrrolidin-2-ylmethyl]-1H-indole hydrochloride
• IUPAC Traditional name: 5-[2-(benzenesulfonyl)ethyl]-3-[(2R)-pyrrolidin-2-ylmethyl]-1H-indole hydrochloride
• Synonyms: (R)-5-[2-(Phenylsulfonyl)ethyl]-3-(2-pyrrolidinylmethyl)-1H-indole Hydrochloride; N-Demethyl Eletriptan Hydrochloride; N-Desmethyl Eletriptan Hydrochloride

Database IDs

• PubChem SID: 162260390
• PubChem CID: 71315652

CALCULATED PROPERTIES

• Acid pKa: 17.112795
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.15013385
• LogD (pH = 7.4): 0.2803613
• Log P: 3.3902144
• Molar Refractivity: 105.6469 cm^3
• Polarizability: 42.89872 Å^3
• Polar Surface Area: 61.96 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D291665

N-Desmethyl Eletriptan is the N-demethylated analogue of the serotonin 5-HT1 receptor agonist, Eletriptan (E505000).