Richard,
I like your idea; the little 550 could make a cracking Street Tracker. I've a couple of thoughts but no experience of this so don't take my word for it.
1 The treat pattern on the Conti looks similar front & rear so maybe you could fit the narrowest rear on the front wheel. I don't suppose it would do a lot for the handling but could look pretty cool.
2 Get a set of MX / Enduro forks and a 21" wheel
If you jacked up the rear a bit with some longer travel shocks you might end up with a very different looking bike.
Let us see some pickies when you're done
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