7-hydroxy-9-methyl-3-[(2-methyl-1H-imidazol-1-yl)methyl]-2,3,4,9-tetrahydro-1H-carbazol-4-one

• ChemBase ID: 171118
• Molecular Formular: C18H19N3O2
• Molecular Mass: 309.36236
• Monoisotopic Mass: 309.14772686
• SMILES: c12c3c(n(c1cc(cc2)O)C)CCC(C3=O)Cn1c(ncc1)C
• Canonical SMILES: Oc1ccc2c(c1)n(C)c1c2C(=O)C(CC1)Cn1ccnc1C
• InChI: InChI=1S/C18H19N3O2/c1-11-19-7-8-21(11)10-12-3-6-15-17(18(12)23)14-5-4-13(22)9-16(14)20(15)2/h4-5,7-9,12,22H,3,6,10H2,1-2H3
• InChIKey: DTJUCZWBHDEFRB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-hydroxy-9-methyl-3-[(2-methyl-1H-imidazol-1-yl)methyl]-2,3,4,9-tetrahydro-1H-carbazol-4-one
• IUPAC Traditional name: 7-hydroxy-9-methyl-3-[(2-methylimidazol-1-yl)methyl]-2,3-dihydro-1H-carbazol-4-one
• Synonyms: 1,2,3,9-Tetrahydro-7-hydroxy-9-methyl-3-[(2-methyl-1H-imidazol-1-yl)methyl]-4H-carbazol-4-one; 7-Hydroxy Ondansetron

Database IDs

• CAS Number: 126702-17-8
• PubChem SID: 164227028
• PubChem CID: 71749264

CALCULATED PROPERTIES

• Acid pKa: 9.503858
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.034117
• LogD (pH = 7.4): 1.7999804
• Log P: 2.0463998
• Molar Refractivity: 88.7604 cm^3
• Polarizability: 34.603905 Å^3
• Polar Surface Area: 60.05 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H951150

A metabolite of Ondansetron.

REFERENCES

• Colthup, P., et al.: J. Pharm. Sci., 80, 868 (1991)
• Miyauchi, S., et al.: Pharm. Res.,10, 434 (1991)
• Ekins, S., et al.: Drug Metab. Dispos., 23, 1274 (1991)
• Worboys, P., et al.: Xenobiotica, 26, 897 (1991)