tert-butyl 3-(2-acetamidoethyl)-1H-indol-5-yl carbonate

• ChemBase ID: 159182
• Molecular Formular: C17H22N2O4
• Molecular Mass: 318.36758
• Monoisotopic Mass: 318.15795719
• SMILES: c1(ccc2c(c1)c(c[nH]2)CCNC(=O)C)OC(=O)OC(C)(C)C
• Canonical SMILES: CC(=O)NCCc1c[nH]c2c1cc(cc2)OC(=O)OC(C)(C)C
• InChI: InChI=1S/C17H22N2O4/c1-11(20)18-8-7-12-10-19-15-6-5-13(9-14(12)15)22-16(21)23-17(2,3)4/h5-6,9-10,19H,7-8H2,1-4H3,(H,18,20)
• InChIKey: YZULPGLZVZXVEL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl 3-(2-acetamidoethyl)-1H-indol-5-yl carbonate
• IUPAC Traditional name: tert-butyl 3-(2-acetamidoethyl)-1H-indol-5-yl carbonate
• Synonyms: O-tert-Butoxycarbonyl-normelatonin; O-tert-Butoxycarbonyl-O-demethylmelatonin; N-[2-(O-tert-Butoxycarbonyl-5-hydroxyindol-3-yl)ethyl]-acetamide; O-tert-Butoxycarbonyl-5-hydroxymelatonin; [1-(O-tert-Butoxycarbonyl)-3-(2-acetamidoethyl)-5-hydroxy]indole; N-Acetyl-O-tert-butoxycarbonyl Serotonin

Database IDs

• PubChem SID: 162253317
• PubChem CID: 71312845

CALCULATED PROPERTIES

• Acid pKa: 15.278743
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.5857956
• LogD (pH = 7.4): 2.5857959
• Log P: 2.5857959
• Molar Refractivity: 86.3783 cm^3
• Polarizability: 34.742096 Å^3
• Polar Surface Area: 80.42 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; DMSO; Methanol
• Apperance: White Foam

DETAILS

Toronto Research Chemicals - A171165

Protected Serotonin.