999999999999999.99
is a number that can't be precisely represented in the floating-point format, so Python compromises and picks the closest value that can be represented. In this case, that happens to be 1000000000000000. That's why converting that to an integer gives you 1000000000000000.
If you need more precision than floats can provide, consider using decimal.Decimal
.
>>> import decimal
>>> a = decimal.Decimal("999999999999999.99")
>>> a
Decimal('999999999999999.99')
>>> int(a)
999999999999999
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