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

• ChemBase ID: 167365
• Molecular Formular: C18H21NO4
• Molecular Mass: 315.36364
• Monoisotopic Mass: 315.14705816
• SMILES: c12c3c([nH]c1c(ccc2)CC)C(OCC3=O)(CC)CC(=O)OC
• Canonical SMILES: COC(=O)CC1(CC)OCC(=O)c2c1[nH]c1c2cccc1CC
• InChI: InChI=1S/C18H21NO4/c1-4-11-7-6-8-12-15-13(20)10-23-18(5-2,9-14(21)22-3)17(15)19-16(11)12/h6-8,19H,4-5,9-10H2,1-3H3
• InChIKey: NPOCOYDGCIJCKR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 111478-84-3
• PubChem SID: 162261498
• PubChem CID: 11120627

CALCULATED PROPERTIES

• Acid pKa: 12.211827
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.8085084
• LogD (pH = 7.4): 2.8085027
• Log P: 2.8085084
• Molar Refractivity: 86.4605 cm^3
• Polarizability: 34.647743 Å^3
• Polar Surface Area: 68.39 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - D445030

A derivative of Etodolac metabolite.

REFERENCES

• Chan, et al.: J. Pharmacol., Exp. Ther., 274, 1531 (1995)
• Dajani, et al.: J. Physiol. Pharmacol., 46, 3 (1995)
• Sano, et al.: Cancer Res., 55, 3785 (1995)