Report how many days before and http ssl certificate expire. I've also provided a template if you want to use it with Zabbix as an External Check: - Configure ExternalScripts variable in zabbix_server.conf - Put the script in the external script folder (I've used /etc/zabbix/externalscripts/) - Import the template & assign it to your host. - Wat…

check-ssl-expire.py

#!/usr/bin/env python
# -*- coding: utf-8 -*-

__author__ = "Adrien Pujol - http://www.crashdump.fr/"
__copyright__ = "Copyright 2013, Adrien Pujol"
__license__ = "Mozilla Public License"
__version__ = "0.3"
__email__ = "[email protected]"
__status__ = "Development"
__doc__ = "Check a TLS certificate validity."

import argparse
import socket
from datetime import datetime
import time
try:
    # Try to load pyOpenSSL first
    # aptitude install python-dev && pip install pyopenssl
    from OpenSSL import SSL
    PYOPENSSL = True
except ImportError:
    # Else, fallback on standard ssl lib (doesn't support SNI)
    import ssl
    PYOPENSSL = False

CA_CERTS = "/etc/ssl/certs/ca-certificates.crt"


def exit_error(errcode, errtext):
    print errtext
    exit(errcode)


def pyopenssl_check_callback(connection, x509, errnum, errdepth, ok):
    ''' callback for pyopenssl ssl check'''
    if x509.get_subject().commonName == HOST:
        if x509.has_expired():
            exit_error(1, 'Error: Certificate has expired!')
        else:
            print pyopenssl_check_expiration(x509.get_notAfter())

    if not ok:
        return False
    return ok


def pyopenssl_check_expiration(asn1):
    ''' Return the numbers of day before expiration. False if expired.'''
    try:
        expire_date = datetime.strptime(asn1, "%Y%m%d%H%M%SZ")
    except:
        exit_error(1, 'Certificate date format unknow.')

    expire_in = expire_date - datetime.now()
    if expire_in.days > 0:
        return expire_in.days
    else:
        return False


def pyssl_check_hostname(cert, hostname):
    ''' Return True if valid. False is invalid '''
    if 'subjectAltName' in cert:
        for typ, val in cert['subjectAltName']:
            # Wilcard
            if typ == 'DNS' and val.startswith('*'):
                if val[2:] == hostname.split('.', 1)[1]:
                    return True
            # Normal hostnames
            elif typ == 'DNS' and val == hostname:
                return True
    else:
        return False


def pyssl_check_expiration(cert):
    ''' Return the numbers of day before expiration. False if expired. '''
    if 'notAfter' in cert:
        try:
            expire_date = datetime.strptime(cert['notAfter'],
                                            "%b %d %H:%M:%S %Y %Z")
        except:
            exit_error(1, 'Certificate date format unknow.')
        expire_in = expire_date - datetime.now()
        if expire_in.days > 0:
            return expire_in.days
        else:
            return False


def main():
    parser = argparse.ArgumentParser()
    parser.add_argument('host', help='specify an host to connect to')
    parser.add_argument('-p', '--port', help='specify a port to connect to',
                        type=int, default=443)
    args = parser.parse_args()

    global HOST, PORT
    HOST = args.host
    PORT = args.port

    # Check the DNS name
    try:
        socket.getaddrinfo(HOST, PORT)[0][4][0]
    except socket.gaierror as e:
        exit_error(1, e)

    # Connect to the host and get the certificate
    sock = socket.socket(socket.AF_INET, socket.SOCK_STREAM)
    sock.connect((HOST, PORT))

    # If handled by python SSL library
    if not PYOPENSSL:
        try:
            ssl_sock = ssl.wrap_socket(sock, cert_reqs=ssl.CERT_REQUIRED,
                                       ca_certs=CA_CERTS,
                                       ciphers=("HIGH:-aNULL:-eNULL:"
                                                "-PSK:RC4-SHA:RC4-MD5"))

            cert = ssl_sock.getpeercert()
            if not pyssl_check_hostname(cert, HOST):
                print 'Error: Hostname does not match!'

            print pyssl_check_expiration(cert)

            sock = ssl_sock.unwrap()

        except ssl.SSLError as e:
            exit_error(1, e)

    # If handled by pyOpenSSL module
    else:
        try:
            ctx = SSL.Context(SSL.TLSv1_METHOD)
            ctx.set_verify(SSL.VERIFY_PEER | SSL.VERIFY_FAIL_IF_NO_PEER_CERT,
                           pyopenssl_check_callback)
            ctx.load_verify_locations(CA_CERTS)

            ssl_sock = SSL.Connection(ctx, sock)
            ssl_sock.set_connect_state()
            ssl_sock.set_tlsext_host_name(HOST)
            ssl_sock.do_handshake()

            x509 = ssl_sock.get_peer_certificate()
            x509name = x509.get_subject()
            if x509name.commonName != HOST:
                print 'Error: Hostname does not match!'

            ssl_sock.shutdown()

        except SSL.Error as e:
            exit_error(1, e)

    sock.close()


if __name__ == "__main__":
    main()

check-ssl-expire.template.xml

<?xml version="1.0" encoding="UTF-8"?>
<zabbix_export>
    <version>2.0</version>
    <date>2013-11-15T12:28:00Z</date>
    <groups>
        <group>
            <name>Templates</name>
        </group>
    </groups>
    <templates>
        <template>
            <template>Template External Check - SSL Cert Expire</template>
            <name>Template External Check - SSL Cert Expire</name>
            <groups>
                <group>
                    <name>Templates</name>
                </group>
            </groups>
            <applications>
                <application>
                    <name>SSL certificate</name>
                </application>
            </applications>
            <items>
                <item>
                    <name>SSL certificate validity</name>
                    <type>10</type>
                    <snmp_community/>
                    <multiplier>0</multiplier>
                    <snmp_oid/>
                    <key>check-ssl-expire.py[&quot;{HOST.NAME}&quot;]</key>
                    <delay>86400</delay>
                    <history>14</history>
                    <trends>365</trends>
                    <status>0</status>
                    <value_type>0</value_type>
                    <allowed_hosts/>
                    <units>days</units>
                    <delta>0</delta>
                    <snmpv3_contextname/>
                    <snmpv3_securityname/>
                    <snmpv3_securitylevel>0</snmpv3_securitylevel>
                    <snmpv3_authprotocol>0</snmpv3_authprotocol>
                    <snmpv3_authpassphrase/>
                    <snmpv3_privprotocol>0</snmpv3_privprotocol>
                    <snmpv3_privpassphrase/>
                    <formula>1</formula>
                    <delay_flex/>
                    <params/>
                    <ipmi_sensor/>
                    <data_type>0</data_type>
                    <authtype>0</authtype>
                    <username/>
                    <password/>
                    <publickey/>
                    <privatekey/>
                    <port/>
                    <description/>
                    <inventory_link>0</inventory_link>
                    <applications>
                        <application>
                            <name>SSL certificate</name>
                        </application>
                    </applications>
                    <valuemap/>
                </item>
            </items>
            <discovery_rules/>
            <macros>
                <macro>
                    <macro>{$SSL_PORT}</macro>
                    <value>443</value>
                </macro>
            </macros>
            <templates/>
            <screens/>
        </template>
    </templates>
    <triggers>
        <trigger>
            <expression>{Template External Check - SSL Cert Expire:check-ssl-expire.py[&quot;{HOST.NAME}&quot;].last(0)}&lt;1</expression>
            <name>SSL certificate on {HOSTNAME} expired</name>
            <url/>
            <status>0</status>
            <priority>5</priority>
            <description/>
            <type>0</type>
            <dependencies/>
        </trigger>
        <trigger>
            <expression>{Template External Check - SSL Cert Expire:check-ssl-expire.py[&quot;{HOST.NAME}&quot;].last(0)}&lt;7</expression>
            <name>SSL certificate on {HOSTNAME} expires in less than 7 days ({ITEM.VALUE} days remaining)</name>
            <url/>
            <status>0</status>
            <priority>4</priority>
            <description/>
            <type>0</type>
            <dependencies>
                <dependency>
                    <name>SSL certificate on {HOSTNAME} expired</name>
                    <expression>{Template External Check - SSL Cert Expire:check-ssl-expire.py[&quot;{HOST.NAME}&quot;].last(0)}&lt;1</expression>
                </dependency>
            </dependencies>
        </trigger>
        <trigger>
            <expression>{Template External Check - SSL Cert Expire:check-ssl-expire.py[&quot;{HOST.NAME}&quot;].last(0)}&lt;15</expression>
            <name>SSL certificate on {HOSTNAME} expires in less than 15 days ({ITEM.VALUE} days remaining)</name>
            <url/>
            <status>0</status>
            <priority>3</priority>
            <description/>
            <type>0</type>
            <dependencies>
                <dependency>
                    <name>SSL certificate on {HOSTNAME} expires in less than 7 days ({ITEM.VALUE} days remaining)</name>
                    <expression>{Template External Check - SSL Cert Expire:check-ssl-expire.py[&quot;{HOST.NAME}&quot;].last(0)}&lt;7</expression>
                </dependency>
            </dependencies>
        </trigger>
        <trigger>
            <expression>{Template External Check - SSL Cert Expire:check-ssl-expire.py[&quot;{HOST.NAME}&quot;].last(0)}&lt;30</expression>
            <name>SSL certificate on {HOSTNAME} expires in less than 30 days ({ITEM.VALUE} days remaining)</name>
            <url/>
            <status>0</status>
            <priority>2</priority>
            <description/>
            <type>0</type>
            <dependencies>
                <dependency>
                    <name>SSL certificate on {HOSTNAME} expires in less than 15 days ({ITEM.VALUE} days remaining)</name>
                    <expression>{Template External Check - SSL Cert Expire:check-ssl-expire.py[&quot;{HOST.NAME}&quot;].last(0)}&lt;15</expression>
                </dependency>
            </dependencies>
        </trigger>
        <trigger>
            <expression>{Template External Check - SSL Cert Expire:check-ssl-expire.py[&quot;{HOST.NAME}&quot;].last(0)}&lt;60</expression>
            <name>SSL certificate on {HOSTNAME} expires in less than 60 days ({ITEM.VALUE} days remaining)</name>
            <url/>
            <status>0</status>
            <priority>1</priority>
            <description/>
            <type>0</type>
            <dependencies>
                <dependency>
                    <name>SSL certificate on {HOSTNAME} expires in less than 30 days ({ITEM.VALUE} days remaining)</name>
                    <expression>{Template External Check - SSL Cert Expire:check-ssl-expire.py[&quot;{HOST.NAME}&quot;].last(0)}&lt;30</expression>
                </dependency>
            </dependencies>
        </trigger>
        <trigger>
            <expression>{Template External Check - SSL Cert Expire:check-ssl-expire.py[&quot;{HOST.NAME}&quot;].last(0)}&lt;90</expression>
            <name>SSL certificate on {HOSTNAME} expires in less than 90 days ({ITEM.VALUE} days remaining)</name>
            <url/>
            <status>0</status>
            <priority>0</priority>
            <description/>
            <type>0</type>
            <dependencies>
                <dependency>
                    <name>SSL certificate on {HOSTNAME} expires in less than 60 days ({ITEM.VALUE} days remaining)</name>
                    <expression>{Template External Check - SSL Cert Expire:check-ssl-expire.py[&quot;{HOST.NAME}&quot;].last(0)}&lt;60</expression>
                </dependency>
            </dependencies>
        </trigger>
        <trigger>
            <expression>{Template External Check - SSL Cert Expire:check-ssl-expire.py[&quot;{HOST.NAME}&quot;].nodata(86500)}=1</expression>
            <name>SSL certificate on {HOSTNAME} No new data in the last 24h</name>
            <url/>
            <status>0</status>
            <priority>2</priority>
            <description>No data received for &gt; 24h. Check the script.</description>
            <type>0</type>
            <dependencies/>
        </trigger>
    </triggers>
</zabbix_export>

Hello i got the following error:

./ssl-exp.py <SERVER_FQDN>
1137
Traceback (most recent call last):
  File "./ssl-exp.py", line 158, in <module>
    main()
  File "./ssl-exp.py", line 126, in main
    sock = ssl_sock.unwrap()
  File "/usr/lib/python2.7/ssl.py", line 823, in unwrap
    s = self._sslobj.shutdown()
socket.error: [Errno 0] Error

Hello i got the following error:
./ssl-exp.py <SERVER_FQDN>
1137
Traceback (most recent call last):
File "./ssl-exp.py", line 158, in
main()
File "./ssl-exp.py", line 126, in main
sock = ssl_sock.unwrap()
File "/usr/lib/python2.7/ssl.py", line 823, in unwrap
s = self._sslobj.shutdown()
socket.error: [Errno 0] Error

Try to install "python-pip" and you'll see that it works!