2-{8-ethyl-1-[(2,2,2-2H3)ethyl]-1H,3H,4H,9H-pyrano[3,4-b]indol-1-yl}acetic acid

• ChemBase ID: 168804
• Molecular Formular: C17H21NO3
• Molecular Mass: 287.35354
• Monoisotopic Mass: 287.15214354
• SMILES: c12c3c([nH]c1c(ccc2)CC)C(OCC3)(CC)CC(=O)O
• Canonical SMILES: CCC1(OCCc2c1[nH]c1c2cccc1CC)CC(=O)O
• InChI: InChI=1S/C17H21NO3/c1-3-11-6-5-7-12-13-8-9-21-17(4-2,10-14(19)20)16(13)18-15(11)12/h5-7,18H,3-4,8-10H2,1-2H3,(H,19,20)
• InChIKey: NNYBQONXHNTVIJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{8-ethyl-1-[(2,2,2-^2H₃)ethyl]-1H,3H,4H,9H-pyrano[3,4-b]indol-1-yl}acetic acid
• IUPAC Traditional name: {8-ethyl-1-[(2,2,2-^2H₃)ethyl]-3H,4H,9H-pyrano[3,4-b]indol-1-yl}acetic acid
• Synonyms: 1,8-(Diethyl-d3)-1,3,4,9-tetrahydropyrano[3,4-b]indole-1-acetic Acid; (RS)-Etodolic Acid-d3; (+/-)-Etodolac-d3; AY 24236-d3; Eccoxolac-d3; Edolan-d3; Etodine-d3; Etogesic-d3; Lodin XL-d3; Lodine-d3; NIH 9918-d3; NSC 282126-d3; Napilac-d3; Ramodar-d3; Tedolan-d3; Ultradol-d3; Zedolac-d3; rac Etodolac-d3

Database IDs

• PubChem SID: 162262936
• PubChem CID: 71316688

CALCULATED PROPERTIES

• Acid pKa: 4.726933
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.603543
• LogD (pH = 7.4): 0.82613367
• Log P: 3.4435265
• Molar Refractivity: 81.1573 cm^3
• Polarizability: 32.414772 Å^3
• Polar Surface Area: 62.32 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - E933102

Labelled Etodolac (E933100). Anti-inflammatory; analgesic.

REFERENCES

• Humber, L.G., et al.: Med. Res. Rev., 7, 1 (1987)
• Balfour, J.A, et al.: Drugs, 42, 274 (1987)