Python regex if match for more than one criteria in the same regex string

I am currently learning python and do some excercices and have the following problem. I take user input for Password which should be at least 8 chars long, have capital letter, small letter and a special char.

What I would like to understand is, can I combine all of the above in one regex as below, or I need to list each and every case separately (see below).

Using only one:

whole_check = re.compile(r'''(
                            [A-Z]    #Check for capital letter
                             \d       #Check for number
                             \W       #check for special character)''', re.VERBOSE)

So how can I do a multiple if match here. As example:

if not [A-Z]:
    do something
if not \d:
    do something

The only other option is if i define each category in a separate variable:

cap_letter = re.compile(r'[A-Z]')
small_letter = re.compile(r'[a-z]')

Thanks for clearing this for me.