When configuring a Product for Application Metering (to track usage), only one instance of a file that matches file name and version shows up in the picker. This generally occurs in a hierarchy.
8.5, 8.5 RU1
This is a defect.
This issue is fixed in the cumulative rollup for the Enhanced Console Views found here:
CUMULATIVE POST ITMS 8.5 RU4 POINT FIXES