tert-butyl 3-(2-acetamidoethyl)-5-hydroxy-1H-indole-1-carboxylate

• ChemBase ID: 159180
• Molecular Formular: C17H22N2O4
• Molecular Mass: 318.36758
• Monoisotopic Mass: 318.15795719
• SMILES: c1(ccc2c(c1)c(cn2C(=O)OC(C)(C)C)CCNC(=O)C)O
• Canonical SMILES: CC(=O)NCCc1cn(c2c1cc(O)cc2)C(=O)OC(C)(C)C
• InChI: InChI=1S/C17H22N2O4/c1-11(20)18-8-7-12-10-19(16(22)23-17(2,3)4)15-6-5-13(21)9-14(12)15/h5-6,9-10,21H,7-8H2,1-4H3,(H,18,20)
• InChIKey: QUAVYOODOLRNPA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 162253315
• PubChem CID: 71312843

CALCULATED PROPERTIES

• Acid pKa: 9.537739
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.9947389
• LogD (pH = 7.4): 1.9916471
• Log P: 1.9947786
• Molar Refractivity: 86.4971 cm^3
• Polarizability: 34.659687 Å^3
• Polar Surface Area: 80.56 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Dimethylformamide; Methanol
• Apperance: Pale Brown Foam

DETAILS

Toronto Research Chemicals - A171155

Protected Serotonin.