ChemDraw, IUPAC, Name to Structure, Structure to Name
The names generated by ChemDraw are the ones that we feel are the most appropriate for chemists to use. In most cases, those names are consistent with at least one set of IUPAC recommendations. However, the IUPAC recommendations have changed over time, resulting in conflicts between different sets of recommendations and even within the same set of recommendations. Some IUPAC recommendations have never been accepted by the chemistry community, and are in fact rarely or never seen in real-life usage. Accordingly, there is no simple answer to this question.