Cisco ASA 5505 8.4 and configure for SBS 2011 Outlook Web Access

Posted on 2012-04-13
Medium Priority
Last Modified: 2012-04-13

We have successfully setup a new ASA 5505, 8.4 and got internet, SBS 2011 Exchange e-mail, as well as VPN running; however are having issues with external users being able to use Outlook Web Access successfully (works internally).

Currently the Outlook Web Access and another https web based application is stored on our SBS server, and users on the outside were previously able to access them just by going to; https://www.<outside IP address>/owa.  As of now, no one is able to reach this from the outside anymore and I suspect that the ASA is not allowing https access correctly. Can anyone assist with the ASDM config, so that users can reach the web app/Outlook Web access on our internal SBS server from outside of the network?  Thanks
Question by:bns-nyc
Welcome to Experts Exchange

Add your voice to the tech community where 5M+ people just like you are talking about what matters.

  • Help others & share knowledge
  • Earn cash & points
  • Learn & ask questions
  • 3
  • 3
LVL 10

Expert Comment

ID: 37842706
Well you could post a sanitized config so we can see what you have going on.

Author Comment

ID: 37842797
Sorry, forgot to include it in post.  Below:

: Saved
ASA Version 8.4(2)
hostname asa
enable password cTfsR84pqF5Xohw. encrypted
passwd 2KFQnbNIdI.2KYOU encrypted
interface Ethernet0/0
 switchport access vlan 2
interface Ethernet0/1
interface Ethernet0/2
interface Ethernet0/3
interface Ethernet0/4
interface Ethernet0/5
interface Ethernet0/6
interface Ethernet0/7
interface Vlan1
 nameif inside
 security-level 100
 ip address
interface Vlan2
 nameif outside
 security-level 0
 ip address 205.x.x.250
ftp mode passive
clock timezone EST -5
clock summer-time EDT recurring
dns domain-lookup inside
dns domain-lookup outside
same-security-traffic permit intra-interface
object network obj_any
object network SBS_2011
object network NETWORK_OBJ_192.168.2.0_24
object network NETWORK_OBJ_192.168.5.192_27
access-list outside_access_in extended permit tcp any object SBS_2011 eq smtp
access-list outside_access_in extended permit tcp any eq https
access-list outside_access_in extended permit icmp any interface outside
access-list Sc_splitTunnelAcl standard permit
pager lines 24
logging asdm informational
mtu inside 1500
mtu outside 1500
ip local pool VPN_Users mask
icmp unreachable rate-limit 1 burst-size 1
no asdm history enable
arp timeout 14400
nat (inside,outside) source static NETWORK_OBJ_192.168.2.0_24 NETWORK_OBJ_192.168.2.0_24 destination static NETWORK_OBJ_192.168.5.192_27 NETWORK_OBJ_192.168.5.192_27 no-proxy-arp route-lookup
object network obj_any
 nat (inside,outside) dynamic interface
object network SBS_2011
 nat (inside,outside) static interface service tcp smtp smtp
nat (inside,outside) after-auto source dynamic any interface
access-group outside_access_in in interface outside
route outside 205.x.x.249 1
timeout xlate 3:00:00
timeout conn 1:00:00 half-closed 0:10:00 udp 0:02:00 icmp 0:00:02
timeout sunrpc 0:10:00 h323 0:05:00 h225 1:00:00 mgcp 0:05:00 mgcp-pat 0:05:00
timeout sip 0:30:00 sip_media 0:02:00 sip-invite 0:03:00 sip-disconnect 0:02:00
timeout sip-provisional-media 0:02:00 uauth 0:05:00 absolute
timeout tcp-proxy-reassembly 0:01:00
timeout floating-conn 0:00:00
dynamic-access-policy-record DfltAccessPolicy
user-identity default-domain LOCAL
http server enable
http inside
http inside
no snmp-server location
no snmp-server contact
snmp-server enable traps snmp authentication linkup linkdown coldstart warmstart
crypto ipsec ikev1 transform-set ESP-3DES-SHA esp-3des esp-sha-hmac
crypto ipsec ikev1 transform-set ESP-AES-256-MD5 esp-aes-256 esp-md5-hmac
crypto ipsec ikev1 transform-set ESP-DES-SHA esp-des esp-sha-hmac
crypto ipsec ikev1 transform-set ESP-DES-MD5 esp-des esp-md5-hmac
crypto ipsec ikev1 transform-set ESP-AES-192-MD5 esp-aes-192 esp-md5-hmac
crypto ipsec ikev1 transform-set ESP-3DES-MD5 esp-3des esp-md5-hmac
crypto ipsec ikev1 transform-set ESP-AES-256-SHA esp-aes-256 esp-sha-hmac
crypto ipsec ikev1 transform-set ESP-AES-128-SHA esp-aes esp-sha-hmac
crypto ipsec ikev1 transform-set ESP-AES-192-SHA esp-aes-192 esp-sha-hmac
crypto ipsec ikev1 transform-set ESP-AES-128-MD5 esp-aes esp-md5-hmac
crypto dynamic-map SYSTEM_DEFAULT_CRYPTO_MAP 65535 set pfs group1
crypto dynamic-map SYSTEM_DEFAULT_CRYPTO_MAP 65535 set ikev1 transform-set ESP-AES-128-SHA ESP-AES-128-MD5 ESP-AES-192-SHA ESP-AES-192-MD5 ESP-AES-256-SHA ESP-AES-256-MD5 ESP-3DES-SHA ESP-3DES-MD5 ESP-DES-SHA ESP-DES-MD5
crypto map outside_map 65535 ipsec-isakmp dynamic SYSTEM_DEFAULT_CRYPTO_MAP
crypto map outside_map interface outside
crypto ikev1 enable outside
crypto ikev1 policy 10
 authentication pre-share
 encryption 3des
 hash sha
 group 2
 lifetime 86400
telnet inside
telnet timeout 5
ssh timeout 5
console timeout 0

dhcpd address inside
dhcpd dns interface inside
dhcpd wins interface inside
dhcpd domain asc interface inside
threat-detection basic-threat
threat-detection statistics access-list
no threat-detection statistics tcp-intercept
group-policy sc internal
group-policy sc attributes
 wins-server value
 dns-server value
 vpn-tunnel-protocol ikev1
 split-tunnel-policy tunnelspecified
 split-tunnel-network-list value sc_splitTunnelAcl
 default-domain value asc.local
username j password zWCAaitV3CB.GA87 encrypted privilege 0
username j attributes
 vpn-group-policy sc
username j password aGI5qCPyw6XJbOia encrypted
username j attributes
 vpn-group-policy sc
 service-type remote-access
username j password O72LiZyIktgAjNrI encrypted privilege 0
username j attributes
 vpn-group-policy sc
 service-type remote-access
tunnel-group sc type remote-access
tunnel-group sc general-attributes
 address-pool VPN_Users
 default-group-policy sc
tunnel-group sc ipsec-attributes
 ikev1 pre-shared-key *****
class-map inspection_default
 match default-inspection-traffic
policy-map type inspect dns preset_dns_map
  message-length maximum client auto
  message-length maximum 512
policy-map global_policy
 class inspection_default
  inspect dns preset_dns_map
  inspect ftp
  inspect h323 h225
  inspect h323 ras
  inspect rsh
  inspect rtsp
  inspect esmtp
  inspect sqlnet
  inspect skinny  
  inspect sunrpc
  inspect xdmcp
  inspect sip  
  inspect netbios
  inspect tftp
  inspect ip-options
  inspect icmp
service-policy global_policy global
prompt hostname context
no call-home reporting anonymous
: end
no asdm history enable
LVL 24

Expert Comment

ID: 37842854
Just from first glance this line looks incorrect

access-list outside_access_in extended permit tcp any eq https

Should be

access-list outside_access_in extended permit tcp any object SBS_2011 eq https
Get free NFR key for Veeam Availability Suite 9.5

Veeam is happy to provide a free NFR license (1 year, 2 sockets) to all certified IT Pros. The license allows for the non-production use of Veeam Availability Suite v9.5 in your home lab, without any feature limitations. It works for both VMware and Hyper-V environments


Author Comment

ID: 37843005
thanks for the response smckeown777, I actually tried changing it to: "access-list outside_access_in extended permit tcp any object SBS_2011 eq https"; however users on the outside were still unable to access OWA.

Do I need to reboot the ASA, before theses settings kick in?  I tried making that same change previously, then just clicked apply and save, but did not reboot the ASA afterwords...and no go.
LVL 24

Accepted Solution

smckeown777 earned 2000 total points
ID: 37843110
Sorry you are missing the NAT statement
You have this one -

nat (inside,outside) static interface service tcp smtp smtp

You need also

nat (inside,outside) static interface service tcp https https

I think that is what is missing, if not someone will correct me!

Author Comment

ID: 37843316
Thanks smckeown777! Updating the NAT as well as ACL per your instructions worked. Thanks again, much appreciated!
LVL 24

Expert Comment

ID: 37843334
Good to know! Cheers...

Featured Post

On Demand Webinar - Networking for the Cloud Era

This webinar discusses:
-Common barriers companies experience when moving to the cloud
-How SD-WAN changes the way we look at networks
-Best practices customers should employ moving forward with cloud migration
-What happens behind the scenes of SteelConnect’s one-click button

Question has a verified solution.

If you are experiencing a similar issue, please ask a related question

This article is in regards to the Cisco QSFP-4SFP10G-CU1M cables, which are designed to uplink/downlink 40GB ports to 10GB SFP ports. I recently experienced this and found very little configuration documentation on how these are supposed to be confi…
This article explains the fundamentals of industrial networking which ultimately is the backbone network which is providing communications for process devices like robots and other not so interesting stuff.
As a trusted technology advisor to your customers you are likely getting the daily question of, ‘should I put this in the cloud?’ As customer demands for cloud services increases, companies will see a shift from traditional buying patterns to new…
Both in life and business – not all partnerships are created equal. Spend 30 short minutes with us to learn:   • Key questions to ask when considering a partnership to accelerate your business into the cloud • Pitfalls and mistakes other partners…
Suggested Courses

771 members asked questions and received personalized solutions in the past 7 days.

Join the community of 500,000 technology professionals and ask your questions.

Join & Ask a Question