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

• ChemBase ID: 173725
• Molecular Formular: C18H23NO3
• Molecular Mass: 301.38012
• Monoisotopic Mass: 301.1677936
• SMILES: c12c3c(n(c1c(ccc2)CC)C)C(OCC3)(CC)CC(=O)O
• Canonical SMILES: CCC1(OCCc2c1n(C)c1c2cccc1CC)CC(=O)O
• InChI: InChI=1S/C18H23NO3/c1-4-12-7-6-8-13-14-9-10-22-18(5-2,11-15(20)21)17(14)19(3)16(12)13/h6-8H,4-5,9-11H2,1-3H3,(H,20,21)
• InChIKey: FVGKDAYQHVFRGK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 849630-94-0
• PubChem SID: 164229635
• PubChem CID: 14146242

CALCULATED PROPERTIES

• Acid pKa: 4.756916
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.8526952
• LogD (pH = 7.4): 1.0761728
• Log P: 3.6672025
• Molar Refractivity: 86.054 cm^3
• Polarizability: 34.176514 Å^3
• Polar Surface Area: 51.46 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M305000

N-Methyl Etodolac is used in the preparation of indole derivatives as COX-1-, COX-2-, and β-catenin-inhibitors for treatment of multiple myeloma.