Sunday, November 03, 2013

Client Certificate Authentication Issues with Apache and OS X Mavericks

Found some good tutorials online but took a few days of troubleshooting for me to figure out why they were not working.  Still don't understand SSL and cryptography as much as I would like to.  Posting this incase anyone else runs into similar issues.

The 3 tutorials I found via googling were:

  • Apache
  • Nginx
I will recap the commands here for additional info on how it works read either of those.

# Create the CA Key and Certificate for signing Client Certs 
openssl req -config ./openssl.cnf -newkey rsa:2048 -nodes -keyform PEM -keyout ca.key -x509 -days 3650 -extensions certauth -outform PEM -out ca.cer
# Create the Server Key, CSR, and Certificate 
openssl genrsa -out server.key 2048

openssl req -config ./openssl.cnf -new -key server.key -out server.req

# We're self signing our own server cert here. This is a no-no in production. 
openssl x509 -req -in server.req -CA ca.cer -CAkey ca.key -set_serial 100 -extfile openssl.cnf -extensions server -days 365 -outform PEM -out server.cer
rm server.req

 # Create the Client Key and CSR I made a client.cnf file for attributes to match the client
openssl genrsa -out client.key 2048
openssl req -config ./client.cnf -new -key client.key -out client.req

# Sign the client certificate with our CA cert. Unlike signing our own server cert, this is what we want to do. 
openssl x509 -req -in client.req -CA ca.cer -CAkey ca.key -set_serial 101 -extfile openssl.cnf -extensions client -days 365 -outform PEM -out client.cer
openssl pkcs12 -export -inkey client.key -in client.cer -out client.p12
rm client.key client.cer client.req
This is where I ran into problems with some of the tutorials. Testing with CURL to connect to NGINX worked based on the tutorial at worked.

curl -v -s -k --key client.key --cert client.cert

But connecting following the first apache tutorial did not and the second one needed some additional steps.

There seems to be 2 reasons why:
  • OS X Mavericks hacked up CURL to not work with client certificates -
  • CURL prefers certificates to be combined in PEM format with Data Bags included -

# Install CURL via Homebrew (assuems you have brew installed and up to date) openssl is not required but the OS X version is old 
brew install openssl curl

# Convert the certificate to pkcs12 and back to pem 
openssl pkcs12 -in client.p12 -out client.pem -clcerts

Here is the apache config
SSLCACertificateFile /var/www/conf/ssl.crt/ca.crt
    SSLVerifyClient require 
    SSLVerifyDepth 10 

Now I can connect with (NOTE: do not use the built in curl)
/usr/local/Cellar/curl/7.33.0/bin/curl -v -s -k --key client.pem --cert client.pem

Wednesday, October 23, 2013

OS X Maverick pkg_resources.DistributionNotFound: pip==1.1

Kept getting the following issue with PIP and easy_install
Traceback (most recent call last):
  File "/usr/local/bin/pip", line 5, in
    from pkg_resources import load_entry_point
  File "/System/Library/Frameworks/Python.framework/Versions/2.6/Extras/lib/python/", line 2603, in
  File "/System/Library/Frameworks/Python.framework/Versions/2.6/Extras/lib/python/", line 666, in require
    needed = self.resolve(parse_requirements(requirements))
  File "/System/Library/Frameworks/Python.framework/Versions/2.6/Extras/lib/python/", line 565, in resolve
    raise DistributionNotFound(req)  # XXX put more info here
pkg_resources.DistributionNotFound: pip==1.1
Ran the following to fix it:
sudo python
sudo easy_install -U pip

Tuesday, April 23, 2013

Django Admin Filter OR queries

Django admin in 1.4+ support the query parameter __in for filtering on multiple values of the same field.  Adding this to the admin took some work but is possible, I am not sure if this is the best way to do it but it does work.

Here is a snippet of my file

Sunday, April 07, 2013

Securing LAMP for Ubuntu 12.04 LTS

This is a summary of this post

Setup non root user

useradd -G sudo YOUNONROOTUSER
sudo -i
Install LAMP, Security and other useful stuff
sudo apt-get install lamp-server^ ufw denyhosts fail2ban psad rkhunter chkrootkit nmap logwatch libdate-manip-perl apparmor apparmor-profiles tiger htop libxml2 libxml2-dev libxml2-utils libaprutil1 libaprutil1-dev libapache-mod-security -y
Setup UFW
sudo ufw enable
ufw status verbose
sudo ufw allow ssh
sudo ufw allow http
Secure shared mem (requires reboot)
echo 'tmpfs /dev/shm tmpfs defaults,noexec,nosuid 0 0' >> /etc/fstab
Disallow root ssh logins (can also change SSH PORT)
sed -i 's/PermitRootLogin yes/PermitRootLogin no/g' /etc/ssh/sshd_config
sed -i 's/Port 22/Port 2222/g' /etc/ssh/sshd_config
sudo /etc/init.d/ssh restart
Limit su command to users that have sudo
sudo dpkg-statoverride --update --add root sudo 4750 /bin/su
Harden network with sysctl settings.  This is what my /etc/sysctl.conf file ends up looking like with no comments
net.ipv4.conf.all.accept_redirects = 0
net.ipv6.conf.all.accept_redirects = 0
net.ipv4.conf.default.accept_redirects = 0
net.ipv6.conf.default.accept_redirects = 0
net.ipv4.conf.all.send_redirects = 0
net.ipv4.conf.all.accept_source_route = 0
net.ipv6.conf.all.accept_source_route = 0
net.ipv4.conf.all.log_martians = 1
net.ipv4.icmp_ignore_bogus_error_responses = 1
net.ipv4.icmp_echo_ignore_broadcasts = 1
net.ipv4.conf.all.send_redirects = 0
net.ipv4.conf.default.send_redirects = 0
net.ipv4.tcp_max_syn_backlog = 2048
net.ipv4.tcp_synack_retries = 2
net.ipv4.tcp_syn_retries = 5
net.ipv4.icmp_echo_ignore_all = 1 
sudo sysctl -p
Prevent IP Spoofing
# The "order" line is only used by old versions of the C library.
order bing,hosts
nospoof on
multi on 
Secure PHP (assumes that exec, system, shell_exec, passthru are not already there)

sed -i 's/expose_php = On/expose_php = Off/g' /etc/php5/apache2/php.ini
sed '/^disable_functions/ s/$/,exec,system,shell_exec,passthru/' /etc/php5/apache2/php.ini > /etc/php5/apache2/php.ini
Secure Apache
sed -i 's/ServerTokens OS/ServerTokens Prod/g' /etc/apache2/conf.d/security
sed -i 's/ServerSignature On/ServerSignature Off/g' /etc/apache2/conf.d/security
echo 'Header unset ETag' >> /etc/apache2/conf.d/security
echo 'FileETag None' >> /etc/apache2/conf.d/security
a2enmod headers
/etc/init.d/apache2 restart
Update fail2ban
sed -s 'action = %(action_)s/action = %(action_mwl)s/g' s//etc/fail2ban/jail.conf

Monday, February 25, 2013

Vagrant on Cygwin

Not fully tested taken from memory and history so if anything is missing please comment.

Taken mostly from a good post here Assumes you have latest cygwin and virtualbox installed.

Cygwin need svn and bash Install other deps
svn --force export /bin/
chmod +x /bin/apt-cyg
apt-cyg install make ruby curl git bsdtar ssh

Get Vagrant 1.1.0 dev from git (once this is stable then this step is not needed).
git clone
cd vagrant 

Update pull request for cygwin fix from here
curl | git am

Install gem so deps are install then rake install to update to dev version with patches applied
gem install vagrant
rake install

export VBOX_USER_HOME=`pwd`/.VirtualBox/

Add symlink to VBoxManage
ln '/cygdrive/c/Program\ Files/Oracle/VirtualBox/VBoxManage.exe' /usr/local/bin/VBoxManage

Use vagrant
vagrant box add lucid32
vagrant init lucid32
vagrant up

You May get an error when starting up. This is because the Virtual box guest additions need to be installed so the directory can be mounted
vagrant ssh
sudo apt-get install virtualbox-guest-addition