N-{3,9-dimethyl-3,9-diazabicyclo[3.3.1]nonan-7-yl}-1H-indazole-3-carboxamide

• ChemBase ID: 171594
• Molecular Formular: C17H23N5O
• Molecular Mass: 313.39742
• Monoisotopic Mass: 313.19026038
• SMILES: C1C(CC2N(C1CN(C2)C)C)NC(=O)c1n[nH]c2c1cccc2
• Canonical SMILES: CN1CC2CC(CC(C1)N2C)NC(=O)c1n[nH]c2c1cccc2
• InChI: InChI=1S/C17H23N5O/c1-21-9-12-7-11(8-13(10-21)22(12)2)18-17(23)16-14-5-3-4-6-15(14)19-20-16/h3-6,11-13H,7-10H2,1-2H3,(H,18,23)(H,19,20)
• InChIKey: MHNNVDILNTUWNS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{3,9-dimethyl-3,9-diazabicyclo[3.3.1]nonan-7-yl}-1H-indazole-3-carboxamide
• IUPAC Traditional name: N-{3,9-dimethyl-3,9-diazabicyclo[3.3.1]nonan-7-yl}-1H-indazole-3-carboxamide
• Synonyms: N-[(7-endo)-3,9-Dimethyl-3,9-diazabicyclo[3.3.1]non-7-yl]-1H-indazole-3-carboxamide; endo-N-(3,9-Dimethyl-3,9-diazabicyclo[3.3.1]non-7-yl)-1H-indazole-3-carboxamide; Indisetron

Database IDs

• CAS Number: 141549-75-9
• PubChem SID: 164227504
• PubChem CID: 3038463

CALCULATED PROPERTIES

• Acid pKa: 9.23527
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -2.2293813
• LogD (pH = 7.4): -0.5059584
• Log P: 0.44429183
• Molar Refractivity: 90.5178 cm^3
• Polarizability: 35.65932 Å^3
• Polar Surface Area: 64.26 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - I532500

A 5-HT3 receptor antagonist as an antiemetic agent. It is used for treatment of digestive tract disorders.

REFERENCES

• Merrifield, K., et al.: Clin. Pharm., 8, 187 (1989)
• Joss, R., et al.: Eur. J. Cancer., 26, 2 (1989)
• Mitchelson, F., et al.: Drugs, 43, 295 (1989)
• Hoshino, E., et al.: J. Clin. Ther. Med., 12, 2483 (1989)