7-hydroxy-1-methyl-N-{9-methyl-9-azabicyclo[3.3.1]nonan-3-yl}-1H-indazole-3-carboxamide hydrochloride

• ChemBase ID: 170626
• Molecular Formular: C18H25ClN4O2
• Molecular Mass: 364.8697
• Monoisotopic Mass: 364.16660374
• SMILES: C1CCC2CC(CC1N2C)NC(=O)c1c2c(n(n1)C)c(ccc2)O.Cl
• Canonical SMILES: CN1C2CCCC1CC(C2)NC(=O)c1nn(c2c1cccc2O)C.Cl
• InChI: InChI=1S/C18H24N4O2.ClH/c1-21-12-5-3-6-13(21)10-11(9-12)19-18(24)16-14-7-4-8-15(23)17(14)22(2)20-16;/h4,7-8,11-13,23H,3,5-6,9-10H2,1-2H3,(H,19,24);1H
• InChIKey: MBSNWMLKHVHIJB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-hydroxy-1-methyl-N-{9-methyl-9-azabicyclo[3.3.1]nonan-3-yl}-1H-indazole-3-carboxamide hydrochloride
• IUPAC Traditional name: 7-hydroxy-1-methyl-N-{9-methyl-9-azabicyclo[3.3.1]nonan-3-yl}indazole-3-carboxamide hydrochloride
• Synonyms: 7-Hydroxy-1-methyl-N-[(3-endo)-9-methyl-9-azabicyclo[3.3.1]non-3-yl]-1H-indazole-3-carboxamide Hydrochloride; 7-Hydroxy Granisetron Hydrochloride

Database IDs

• CAS Number: 133841-04-0
• PubChem SID: 164226536
• PubChem CID: 71749058

CALCULATED PROPERTIES

• Acid pKa: 9.370073
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.6259053
• LogD (pH = 7.4): -0.039301842
• Log P: 1.0235047
• Molar Refractivity: 103.8066 cm^3
• Polarizability: 36.49524 Å^3
• Polar Surface Area: 70.39 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H942675

Granisetron (G780000) metabolite.

REFERENCES

• Bloomer, J., et al.: Brit. J. Clin. Pharmacol., 38, 557 (1994)
• Vernekar, S.,e t al.: J. Med. Chem., 53, 2324 (1994)