How to extract and match data from a table UI from a desktop app

How to extract and match data from a table UI from a desktop app ? . As you can see I have a table of data that is from the UI of the app. What I want to do is click each file from the table which is the checkbox (the bot will check it ) that matches the ff. filter

I already have tried different methods of screen-scraping and UI explorer but there are no selectors that points or that would be able to do that. Any idea or best practice to implement this feature ? . Help is much appreciated . Thank you.