3-{2-[methyl(propan-2-yl)amino](2H4)ethyl}-1H-indol-4-yl acetate

• ChemBase ID: 159007
• Molecular Formular: C16H22N2O2
• Molecular Mass: 274.35808
• Monoisotopic Mass: 274.16812795
• SMILES: c1ccc2c(c1OC(=O)C)c(c[nH]2)CCN(C(C)C)C
• Canonical SMILES: CC(=O)Oc1cccc2c1c(CCN(C(C)C)C)c[nH]2
• InChI: InChI=1S/C16H22N2O2/c1-11(2)18(4)9-8-13-10-17-14-6-5-7-15(16(13)14)20-12(3)19/h5-7,10-11,17H,8-9H2,1-4H3
• InChIKey: CIDMXLOVFPIHDS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{2-[methyl(propan-2-yl)amino](^2H₄)ethyl}-1H-indol-4-yl acetate
• IUPAC Traditional name: 3-{2-[isopropyl(methyl)amino](^2H₄)ethyl}-1H-indol-4-yl acetate
• Synonyms: 4-Acetate 3-[2-[Methyl(1-methylethyl)amino]ethyl-d4]-1H-indol-4-ol; 4-Acetoxy-N-isopropyl-N-methyltryptamine-d4

Database IDs

• PubChem SID: 162253142
• PubChem CID: 57369179

CALCULATED PROPERTIES

• Acid pKa: 17.055258
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.78286713
• LogD (pH = 7.4): 0.07419493
• Log P: 2.6827097
• Molar Refractivity: 80.742 cm^3
• Polarizability: 32.56342 Å^3
• Polar Surface Area: 45.33 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A165627

A related labelled homologue of Psilocin.

REFERENCES

• de Boer, D., et al.: Pharm. World Sci., 26, 110 (2004)
• Brandt, S., et al.: Analyst, 130, 330 (2004)
• Matsumoto, T., et al.: J. Health Sci., 52, 805 (2004)