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In my book, torque peak RPM is very important in everyday driving comfort that's why I would go for a single.
Did you ever consider a DR 350 ?
It's 6 speed, oil cooled and I guess you could tune the inlet to boost torque.
Obviously you need the electric starter variant.
Or maybe even better a DRZ 250 which is DOHC and would allow for a fancy cam timing if fuel injected (see "atkinsoning motorbike engine" thread)
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