Fig. 5
From: canSAR chemistry registration and standardization pipeline
Hierarchy of sunitinib. Example of the limitations of canSARchem hierarchy. Different tautomers, salt forms and double bond isomerism for sunitinib are submitted to canSARchem. The generation of canonical representative, unsalted canonical representative and abstract compound allows to group and consolidate all the 6 input entries in the same family. However, the 3H-pyrrole of canSAR289623 and canSAR775524 (in blue) has very different properties than the pyrrole of the other compounds in the family and a high energy barrier of interconversion that is unlikely to enable tautomerism between these compounds in solution. Therefore, it is debatable if these compounds belong to the same hierarchy. Circles at the top represent the different data types and the number of bioactivity data points associated with each one of them