Regular Expressions 101

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/
(?ms)Target Account:.*Security ID:\s+(?<Security_ID>[^ ]*)
/
g
(?ms)
match the remainder of the pattern with the following effective flags: gms
m modifier: multi line. Causes ^ and $ to match the begin/end of each line (not only begin/end of string)
s modifier: single line. Dot matches newline characters
Target Account:
matches the characters Target Account: literally (case sensitive)
.
matches any character
* matches the previous token between zero and unlimited times, as many times as possible, giving back as needed (greedy)
Security ID:
matches the characters Security ID: literally (case sensitive)
\s
matches any whitespace character (equivalent to [\r\n\t\f\v ])
+ matches the previous token between one and unlimited times, as many times as possible, giving back as needed (greedy)
Named Capture Group Security_ID
(?<Security_ID>[^ ]*)
Match a single character not present in the list below
[^ ]
* matches the previous token between zero and unlimited times, as many times as possible, giving back as needed (greedy)
matches the character with index 3210 (2016 or 408) literally (case sensitive)
Global pattern flags
g modifier: global. All matches (don't return after first match)
Your regular expression does not match the subject string.Try launching the debugger to find out why.

Regular Expression
No Match

/
/
g

Test String