RE: Pen-testing remote VPN services over IP

["Rob Shein" <shoten () starpower net>]

This is a good point; there are many kinds of VPNs.  Not all use IPSEC
either, and a big new trend is the "SSL VPN" where SSL support is integral
to a product, and TCP connections are tunneled inside SSL.  Kind of like
Stunnel, only native in the app.  Is there a particular VPN you're looking
at, or are you asking in general?

> -----Original Message-----
> From: Pete Herzog [mailto:pete () isecom org] 
> Sent: Thursday, November 06, 2003 5:41 PM
> To: pen-test () securityfocus com
> Subject: RE: Pen-testing remote VPN services over IP
>
>
> Chris,
>
> In the OSSTMM 2.5 we have included the following as well:
>
>       -Enumerate the VPN servers using TCP/UDP scans.
>       -Use scans searching for response to different IP Types Packets.
>       -Use ike scans to fingerprint the VPN server 
> implementation and version.
>
> -Protocol Responses
>       PPTP :  IP Type: 47 (GRE)       TCP: 1723
>       IPSec:1.        UDP: 500 (IKE)
>       IP Type: 50 (ESP)
>       IP Type: 51 (AH)
>       L2TP:1. UDP : 1701
>       L2F:1.  UDP: 1701
>
>       -Outline the VPN security policy using different 
> authentication / encryption algorithms.
>       -Verify the existence of mechanism to control the 
> client machine misconfiguration and unfiltered ports
>       -Check the ability of the client software to allow 
> split tunneling (default route to internet and static routes 
> to the corporate network)
>
> Sincerely,
> -pete
>
> Pete Herzog, Managing Director
> Institute for Security and Open Methodologies 
> __________________________________________
> ISECOM is the accreditation authority for the
> OPST - OSSTMM Professional Security Tester and
> OPSA - OSSTMM Professional Security Analyst
>
>
> > -----Original Message-----
> > From: Chris McNab [mailto:chris.mcnab () trustmatta com]
> > Sent: Thursday, November 06, 2003 20:22 PM
> > To: pen-test () securityfocus com
> > Subject: Pen-testing remote VPN services over IP
> >
> >
> > Hi,
> >
> > As part of some research I am undertaking recently, I'd 
> like to know 
> > if any of you have any decent information relating to the following 
> > areas of _remote_ assessment of VPN services over IP.
> >
> > The topics I have covered and documented fully so far include:
> >
> > - IPsec enumeration, scanning for UDP/500 and using Roy Hills' tools
> > (ike-scan) to identify the gateway
> > - Various overflows relating to ISAKMP / IKE packets being sent to 
> > UDP/500, as in MITRE CVE
> > - Offline aggressive mode IKE pre-shared key cracking, by 
> sniffing VPN
> > traffic and using IKECrack
> > - Check Point aggressive mode IKE username enumeration 
> (using Roy Hills'
> > fw1-ike-userguess over UDP/500)
> > - Check Point Telnet authentication service (TCP/259) user 
> enumeration
> > - Check Point information leak attacks that reveal network interface
> > addresses, over both TCP/256 and TCP/264
> > - Check Point RDP encapsulation filter bypass techniques, 
> using UDP/259
> > - Offline Microsoft PPTP (TCP/1723) MS-CHAP 
> challenge-response cracking
> > Two areas in which I've identified a need for tools are:
> >
> > - Check Point brute force password grinding tool for FWZ or IKE, to 
> > compromise SecuRemote username/password combinations
> > - PPTP brute force tool, to compromise those user/password 
> > combinations also
> >
> > Does anyone know of such offensive brute force tools, or 
> techniques I 
> > have missed (against ISAKMP and Check Point)? if so, any 
> input would 
> > be greatly appreciated.
> >
> > Regards,
> >
> > Chris
> >
> >
> > Chris McNab
> > Technical Director
> >
> > Matta
> > 18 Noel Street
> > London W1F 8GN
> >
> > http://www.trustmatta.com
> >
> >
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>
> --------------------------------------------------------------
> -------------
> Network with over 10,000 of the brightest minds in 
> information security at the largest, most highly-anticipated 
> industry event of the year. Don't miss RSA Conference 2004! 
> Choose from over 200 class sessions and see demos from more 
> than 250 industry vendors. If your job touches security, you 
> need to be here. Learn more or register at 
> http://www.securityfocus.com/sponsor/RSA_pen-> test_031023
> and 
> use priority code SF4.
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> --------------


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Network with over 10,000 of the brightest minds in information security
at the largest, most highly-anticipated industry event of the year.
Don't miss RSA Conference 2004! Choose from over 200 class sessions and
see demos from more than 250 industry vendors. If your job touches
security, you need to be here. Learn more or register at
http://www.securityfocus.com/sponsor/RSA_pen-test_031023
and use priority code SF4.
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