I don't know the answer to your general question (I'm not good at the flavours of pkgsrc), but I can tell you what I do and let you decide if it's relevant. I run a 5.1.0_PATCH, and get binary packages from
http://nyftp.netbsd.org/pub/pkgsrc/packages/NetBSD/i386/5.0/All
and no big problems (though I don't use OpenBox).
Hope that helps.
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