Web Proxy servers are an essential aspect of a solid network perimeter defense strategy. Exposing the fragile desktop client to the internet at-large by allowing direct connections to the internet is dangerous and may lead to compromise. This can be exasberated if the overall network security strategy is not sufficient. Web Proxy servers can help alleviate a number of security concerns while offering a central facility for logging and content verification. In an enterprise environment, Web Proxy servers are used to enforce acceptable use and security policies. Learn how to configure Squid to enable Active Directory authentication for an enterprise web proxy solution.
Note: This HOWTO was originally written a couple years ago on an older site of mine but I thought it would be worthwhile to share here on TechMiso. All steps outlined should continue to work as directed but there may be some small nuances requiring minor tweaking. If you run in to problems just post a comment and we can take it from there.
The 10 Legged Creature.
One of the premier web proxy servers available today is Squid. It is the most popular HTTP proxy available today, mainly because it is offers a comprehensive set of features, is highly configurable all while being open source and free. It runs on just about any Linux distribution and scales better than any other application of its kind. Plus, as I mentioned, it’s cheap!
For the sake of this exercise, Squid is being deployed to an enterprise network to act in the capacity of a web proxy. By doing so, Squid will be an intermediary for all web browsing between network users and the destinations web sites they desire to browse. When a user requests to visit a site that request will go first to Squid, which will then establish a connection with the destination, transfer the data from the web site to its cache and then pass that data back to the requesting user.
In many instances Squid will even pass the data from its local cache back to the users, both saving time and precious bandwidth. Depending on which algorithm is selected when configuring Squid will determine how Squid decides whether or not to serve the local cache to a user or whether to fetch new data.
Mayday, Mayday!
When I set out to install Squid so that it could perform Active Directory authentication I was unable to locate any single resource that could explain, in detail, the steps required in order to make this happen. What I did find, however, was a variety of instructions related to various aspects of the entire process. The sum of all the information that I discovered is contained in this document, which will hopefully serve as a means of helping someone else achieve the same goal I was aiming for.
The following are the instructions for installing Squid Proxy Server so that it performs Active Directory authentication off of a Windows 2003 domain controller. Squid is configured so that the browsers must explicitly point to it, which means that it is not being setup to function as a transparent proxy. This entire design was performed on a Dell 1650 running Gentoo Linux 2006.0.
Although the act of downloading, compiling and installing applications on a Gentoo box is slightly different than that of an RPM based distribution (like Red Hat) the same basic configuration directions are applicable. The key difference is Gentoo’s USE flag convention whereas the other distributions will force the use of compile time options (i.e. using –with-winbind) when running configure, as an example).
The following software is necessary in order to make all of this work as planned.
Installation of this software on Gentoo is rather easy however there is a USE flag caveat. In order to ensure that the software is compiled with the necessary options to make this all work properly specific Gentoo USE flags need to be set. This can be done on the command-line while emerging the software or by modifying the make.conf file. Whichever method is selected, the following USE flags need to be set:
USE="kerberos ldap pam"
Using the command-line, emerge the software as follows:
USE="kerberos ldap pam" emerge squid samba openldap mit-krb5
If make.conf was updated to reflect the necessary USE flags then do the following:
emerge squid samba openldap mit-krb5
Once emerge is done working the lovely magic it performs it will be time to modify the various configuration files.
Squid
This is only the applicable portion of the squid.conf file required for active directory authentication. Configuring Squid for AD authentication is relatively simple so do not be surprised by the small number of configuration options.
# vi /etc/squid/squid.conf
auth_param ntlm program /usr/bin/ntlm_auth --helper-protocol=squid-2.5-ntlmssp
auth_param ntlm children 30
auth_param ntlm max_challenge_reuses 0
auth_param ntlm max_challenge_lifetime 2 minutes
auth_param ntlm use_ntlm_negotiate on
auth_param basic program /usr/bin/ntlm_auth --helper-protocol=squid-2.5-basic
auth_param basic children 5
auth_param basic realm Squid Proxy Server
auth_param basic credentialsttl 2 hours
places in squid.conf
acl authenticated_users proxy_auth REQUIRED
...
http_access allow authenticated_users
SAMBA
# vi /etc/samba/smb.conf
[global]
netbios name = proxyserver
realm = DOMAIN.COM
workgroup = DOMAIN
security = ADS
password server = dc01.domain.com dc02.domain.com dc03.domain.com
socket options = TCP_NODELAY SO_RCVBUF=16384 SO_SNDBUF=16384
idmap uid = 10000-20000
winbind enum users = yes
winbind uid = 10000-20000
winbind gid = 10000-20000
winbind separator = +
winbind use default domain = yes
encrypt passwords = yes
log level = 3 passdb:5 auth:10 winbind:5
Kerberos
# vi /etc/krb5.conf
[libdefaults]
ticket_lifetime = 600
default_realm = DOMAIN.COM
default_tkt_enctypes = des3-hmac-sha1 des-cbc-crc
default_tgs_enctypes = des3-hmac-sha1 des-cbc-crc
dns_lookup_realm = false
dns_lookup_kdc = false
[realms]
DOMAIN.COM = {
kdc = dc01.domain.com:88
kdc = dc02.domain.com:88
kdc = dc03.domain.com:88
admin_server = dc01.domain.com:749
default_domain = DOMAIN.COM
}
[domain_realm]
.domain.com = dc01.domain.com
domain.com = dc01.domain.com
[kdc]
profile = /etc/krb5kdc/kdc.conf
[logging]
kdc = FILE:/var/log/krb5kdc.log
admin_server = FILE:/var/log/kadmin.log
default = FILE:/var/log/krb5lib.log
PAM
# vi /etc/pam.d/samba
auth required pam_nologin.so
auth required pam_stack.so service=system-auth-winbind
account required pam_stack.so service=system-auth-winbind
session required pam_stack.so service=system-auth-winbind
password required pam_stack.so service=system-auth-winbind
# vi /etc/pam.d/squid
auth required /lib/security/pam_stack.so service=system-auth-winbind
account required /lib/security/pam_stack.so service=system-auth-winbind
# vi /etc/pam.d/system-auth
auth required pam_env.so
auth sufficient pam_unix.so likeauth nullok
auth required pam_deny.so
account required pam_unix.so
password required pam_cracklib.so difok=2 minlen=8 dcredit=2 ocredit=2 retry=3
password sufficient pam_unix.so nullok md5 shadow use_authtok
password required pam_deny.so
session required pam_limits.so
session required pam_unix.so
Once all the aforementioned software has been configured as depicted the proxy server needs to be added to the Windows 2003 domain. This is necessary so that the proxy server can perform authentication in conjunction with a Windows 2003 active directory domain controller.
To join the Linux machine to a Windows 2003 domain perform the following:
sudo net ads join Servers/Linux -U AdminAcct -S dc01.domain.com
If everything went as planned then a message will be echoed on the screen depicting as such. After a few moments, once the domain controllers replicate, the proxy server should show up in the OU that was specified when joining the domain. In the example above, the Linux server proxyserver.domain.com would show up in the Linux OU, under the Servers OU in the Windows 2003 domain named domain.com.
In the event that an error occurred while joining the domain check syslog for possible errors.
At this point, start SAMBA and winbindd by performing the following:
/etc/init.d/samba start
/usr/sbin/winbindd
Both of these are necessary in order for Squid to be able to properly perform active directory based authentication. Ensure that winbindd is functioning properly by issuing the following command. If all goes as planned then the following will be the response:
proxyserver ~ # wbinfo-t
checking the trust secret via RPC calls succeeded
Ensure that Squid is able to properly perform active directory authentication by testing the helper application:
/usr/bin/ntlm_auth --helper-protocol=squid-2.5-basic
DOMAIN+username password
utils/ntlm_auth.c:check_plaintext_auth(292)
NT_STATUS_OK: Success (0x0)
Assuming that everything has gone as listed above, start up Squid by issuing the following:
/etc/init.d/squid start
Configure a web browser, such as Firefox or Internet Explorer, to point directly to the proxy server and ensure that browsing is possible without ever being offered an authentication dialogue box. This is testing to ensure that NTLM authentication with the Windows 2003 active directory domain controller is working properly. Confirm that traffic is being properly authorized by tailing the Squid access log file.
# tail -f /var/log/squid/access.log
1147739650.906 9969 192.168.1.203 TCP_MISS/200 4244 CONNECT mail.google.com:443 DOMAIN+username DIRECT/64.233.185.19 -
1147739672.965 1085 192.168.1.203 TCP_REFRESH_MISS/200 2321 GET http://www.cnn.com/.element/ssi/auto/1.4/pipeline_mp/live.mhtml? DOMAIN+username DIRECT/64.236.29.120 text/html
1147739673.871 907 192.168.1.203 TCP_MISS/200 3027 GET http://i.cnn.net/cnn/.element/img/1.3/pipeline/keyframes/88x49/stream1.jpg? DOMAIN+username DIRECT/64.236.24.136 image/jpeg
1147739683.229 0 192.168.1.203 TCP_DENIED/407 1745 CONNECT mail.google.com:443 - NONE/- text/html
1147739683.243 0 192.168.1.203 TCP_DENIED/407 1874 CONNECT mail.google.com:443 - NONE/- text/html
1147739693.881 10636 192.168.1.203 TCP_MISS/200 4340 CONNECT mail.google.com:443 DOMAIN+username DIRECT/64.233.185.83 -
When using NTLM authentication it is normal to see two simultaneous TCP_DENIED/407 errors. This is due to the nature of the challenge/response mechanism of NTLM authentication.
In the event that no username appear in the squid access log, or password dialogue boxes appear, then check the squid.conf file to ensure that the ACL’s are setup properly. Also ensure that winbindd is functioning, as depicted above. If changes are made to the squid.conf file then squid needs to be restarted in order for those modifications to take affect.
If everything is working as planned then ensure that Squid and SAMBA start automatically upon reboot by issuing the following:
rc-update add squid default
rc-update add samba default
Modify the following file so that winbindd is started after a reboot:
# vi /etc/conf.d/local.start
# Start the winbind daemon so we can do AD lookups in Squid
/usr/sbin/winbindd
Squid is now properly configured to perform Windows 2003 active directory authentication. Enjoy the added security benefit that a proxy server solution offers, especially since it can perform authentication.
The following resources were used in both the configuring of Squid with active directory authentication, as well as putting this document together:

One comment
Trackbacks & Pingbacks