We can work backwards so to speak:
f[r_, s_] := Union[Select[
FromDigits /@ Join @@ Permutations /@ IntegerPartitions[s, Ceiling[Log10[r]], Range[0, 9]],
LessThan[r]
]]
Example:
f[1000, 6]
{6, 15, 24, 33, 42, 51, 60, 105, 114, 123, 132, 141, 150, 204, 213, 222, 231, 240, 303, 312, 321, 330, 402, 411, 420, 501, 510, 600}
Total[IntegerDigits[f[1000, 6]], {2}]
{6, 6, 6, 6, 6, 6, 6, 6, 6, 6, 6, 6, 6, 6, 6, 6, 6, 6, 6, 6, 6, 6, 6, 6, 6, 6, 6, 6}
Larger example:
vals = f[10^12, 100]; // AbsoluteTiming
{0.069749, Null}
Length[vals]
75582
Verify:
Total[IntegerDigits[vals], {2}] // Union
{100}