I just heard about a new update to ChemDoodle today, and this looks like a really significant update.

This update includes a number of features, and improves several aspects of the application. We continue to improve our 2D structure cleaning algorithm, this time with a focus on structures with unavoidable overlaps when standard angles and lengths are used. ChemDoodle can now accept pastes of ChemDraw® PDF on macOS, recovering the original ChemDraw data; this essentially allows you to recover chemical data from ChemDraw images pasted into programs like Microsoft Office on macOS. A number of other smaller features is included based on customer feedback. This update is recommended for all users.

This will be a really popular addition, greatly helping interoperability.

The full release notes are here https://www.ichemlabs.com/news/read?post=cd104released.