It is still an issue on 19.04.
Steps to replicate:
Open Software & Updates and switch to the Other Software tab and click one of 
the checkboxes. The window loses focus but the authentication dialog does not 
appear. If however a checkbox on the Ubuntu Software tab is clicked then the 
authentication dialog does appear.

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https://bugs.launchpad.net/bugs/1734095

Title:
  Software & Updates not showing authorization popup [gnome-shell[N]:
  pushModal: invocation of begin_modal failed]

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