methyl 2-{1,8-diethyl-1H,3H,4H,9H-pyrano[3,4-b]indol-1-yl}acetate

• ChemBase ID: 167366
• Molecular Formular: C18H23NO3
• Molecular Mass: 301.38012
• Monoisotopic Mass: 301.1677936
• SMILES: c12c3c([nH]c1c(ccc2)CC)C(OCC3)(CC)CC(=O)OC
• Canonical SMILES: COC(=O)CC1(CC)OCCc2c1[nH]c1c2cccc1CC
• InChI: InChI=1S/C18H23NO3/c1-4-12-7-6-8-13-14-9-10-22-18(5-2,11-15(20)21-3)17(14)19-16(12)13/h6-8,19H,4-5,9-11H2,1-3H3
• InChIKey: CRRWJZHQYUTACF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 2-{1,8-diethyl-1H,3H,4H,9H-pyrano[3,4-b]indol-1-yl}acetate
• IUPAC Traditional name: methyl 2-{1,8-diethyl-3H,4H,9H-pyrano[3,4-b]indol-1-yl}acetate
• Synonyms: 1,8-Diethyl-1,3,4,9-tetrahydro-pyrano[3,4-b]indole-1-acetic Acid Methyl Ester

Database IDs

• CAS Number: 122188-02-7
• PubChem SID: 162261499
• PubChem CID: 527310

CALCULATED PROPERTIES

• Acid pKa: 16.159416
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.5894206
• LogD (pH = 7.4): 3.5894206
• Log P: 3.5894206
• Molar Refractivity: 85.9264 cm^3
• Polarizability: 34.516228 Å^3
• Polar Surface Area: 51.32 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - D445035

Etodolac derivative.

REFERENCES

• Caldwell, J., et al.: Biochem. Pharmacol., 37, 105 (1988)
• Drummer, O., et al.: J. Anal. Toxicol., 17, 225 (1993)