If you have a 1955 2nd Series Shop Manual, check out pages 1-3 thru 1-5 (you can see them HERE if you don't have one handy. You can see the glass and weatherstrip profile in Fig 2 on page 1-3. The last part of installation step #5 on Page 1-5 says "...seat the lip of the rubber channel over the flange..." so I think it would extend over the flange and into the interior area. Clear as mud?

~ Dan
1951 Chevy 3 window 3100
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"My Grandpa Carl's Truck and How it Became Mine"
1966 Chevelle (Wife's Hot Rod) | 2013 Chevy Silverado (Current daily driver)
US Army MSG Retired (1977-1998) | Com Fac Maint Lead Tech Retired (1998-2021)