ない (or 無い) generally means there isn't or something does not exist (first meaning). e.g. お金がない。 (there isn't any money). Also, it negates a verb or an adjective (second meaning) (いく="to go" but いかない="to not to go". (you cannot say いくない。It has to be conjugated). あかい = red. あかくない = not red.
そう generally means "it seems." E.g. おいしい=delicious. おいしそう=it seems delicious.
So considering above, I'll give some examples:
お金がなさそう = There doesn't seem to be any money. (The first meaning of 無い)
おいしくなさそう = it does not seem delicious. (the second meaning)
天気よくなさそう = the weather does not seem good (the second meaning)
それは正しくなさそう = That does not seem correct (the second meaning).
Note that "it seems", in this context, is the process of guessing.
I hope it helps.