N-(2H3)methyl-2-({3-[(E)-2-(pyridin-2-yl)ethenyl]-1H-indazol-6-yl}sulfanyl)benzamide

• ChemBase ID: 160895
• Molecular Formular: C22H18N4OS
• Molecular Mass: 386.46952
• Monoisotopic Mass: 386.12013222
• SMILES: c1cccc(c1C(=O)NC)Sc1ccc2c(c1)[nH]nc2/C=C/c1ncccc1
• Canonical SMILES: CNC(=O)c1ccccc1Sc1ccc2c(c1)[nH]nc2/C=C/c1ccccn1
• InChI: InChI=1S/C22H18N4OS/c1-23-22(27)18-7-2-3-8-21(18)28-16-10-11-17-19(25-26-20(17)14-16)12-9-15-6-4-5-13-24-15/h2-14H,1H3,(H,23,27)(H,25,26)/b12-9+
• InChIKey: RITAVMQDGBJQJZ-FMIVXFBMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(^2H₃)methyl-2-({3-[(E)-2-(pyridin-2-yl)ethenyl]-1H-indazol-6-yl}sulfanyl)benzamide
• IUPAC Traditional name: N-(^2H₃)methyl-2-({3-[(E)-2-(pyridin-2-yl)ethenyl]-1H-indazol-6-yl}sulfanyl)benzamide
• Synonyms: N-(Methyl-d3)-2-[[3-[(1E)-2-(2-pyridinyl)ethenyl]-1H-indazol-6-yl]thio]benzamide; AG 013736-d3; Axitinib-d3

Database IDs

• PubChem SID: 162255030
• PubChem CID: 25213804

CALCULATED PROPERTIES

• Acid pKa: 13.477197
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 4.1001434
• LogD (pH = 7.4): 4.1482124
• Log P: 4.1488643
• Molar Refractivity: 115.136 cm^3
• Polarizability: 44.2671 Å^3
• Polar Surface Area: 70.67 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A794652

Labelled analogue of Axitinib, a tyrosine kinase inhibitor. Axitinib is used in cancer therapy.

REFERENCES

• Wasser, K. et al.: Eur. Radiol., 13, 80 (2003)
• ; Park, J. et al.: Clin. Cancer Res., 8, 1172 (2003)
• Bergers, G. et al.: J. Clin. Invest., 111, 1287 (2003)