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

• ChemBase ID: 166504
• Molecular Formular: C17H22N4O
• Molecular Mass: 298.38278
• Monoisotopic Mass: 298.17936134
• SMILES: C1CCC2CC(CC1N2C)NC(=O)c1c2c([nH]n1)cccc2
• Canonical SMILES: CN1C2CCCC1CC(C2)NC(=O)c1n[nH]c2c1cccc2
• InChI: InChI=1S/C17H22N4O/c1-21-12-5-4-6-13(21)10-11(9-12)18-17(22)16-14-7-2-3-8-15(14)19-20-16/h2-3,7-8,11-13H,4-6,9-10H2,1H3,(H,18,22)(H,19,20)
• InChIKey: GHVQAOGYNZNTIA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{9-methyl-9-azabicyclo[3.3.1]nonan-3-yl}-1H-indazole-3-carboxamide
• IUPAC Traditional name: N-{9-methyl-9-azabicyclo[3.3.1]nonan-3-yl}-1H-indazole-3-carboxamide
• Synonyms: endo-N-(9-Methyl-9-azabicyclo[3.3.1]non-3-yl)-1H-indazole-3-carboxamide; Granisetron Impurity B; 1-Desmethyl Granisetron (Granisetron Impurity B)

Database IDs

• CAS Number: 107007-95-4
• PubChem SID: 162260637
• PubChem CID: 14788243

CALCULATED PROPERTIES

• Acid pKa: 9.249547
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.4473318
• LogD (pH = 7.4): 0.14584087
• Log P: 1.3349143
• Molar Refractivity: 86.6097 cm^3
• Polarizability: 34.134445 Å^3
• Polar Surface Area: 61.02 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D292038

Granisetron Impurity B having 5-HT antagonist activity.

REFERENCES

• Bermudez, J., et al.: J. Med. Chem., 33, 1924 (1990)
• Clarke, S. E., et al.: Xenobiotica, 24, 1119 (1990)