So if I understand correctly, you are doing
>>> not None is False
True
>>> None is True
False
And you are wondering why the second one outputs False.
This is because not None is False is the same as not (None is False) which is not False which is True. On the other hand None is True just evaluates immediately to False.
On a side note, you seem to think that not None is False would evaluate as (not None) is False. However, if this were the case, the result would be False by this evaulation:
(not None) is False -> True is False -> False
So this can't be the correct interpretation because this is not the result we get.
The key here is to evaluate one piece of an expression at a time. If you are familiar with order of operations (PEMDAS) from math, python has similar rules for all operators. Understanding this order of operations is critical for evaluating any expression in python.