We have an internal IIS 7 site that uses kerberos for auto login. When we put it behind the F5 and point DNS to the VIP the seamless kerberos auth breaks (there's just the one server in the pool). Is this normal? Is APM the only solution? Obviously we want to keep the auth seamless. Thanks for any advice.

It looks like the user provides a Kerberos token but the backend server refuses it. What is the kerberos configuration you have done on the Active Directory and on the IIS server to make Kerberos works ? Did you change the DNS name or you just changed the DNS record to point to the VIP ? What is the configuration of your Virtual Server ? I saw that NTLM is also supported but require a OneConnect profile and NTLM profile applied on a Virtual Server to make it works through BIG-IP.

App auth breaks when put behind F5

Yann_Desmarest

Cirrus

Aug 16, 2017

Hi,

You may have several issues here :

Invalid SPN configuration,
Kerberos token too big (> 32 Kb),
...

What is the behavior observed when putting the bigip device in front of the application ?

If you start a packet capture or an HTTP trace on the browser (Burp, httpwatch, fiddler, Developer tools, ...), you may see if you get a response 401, a tcp reset, a basic fallback or some other things you may find.

APM module is required when you require to terminate Kerberos authentication on the bigip device which is not the use case you described. So APM is not required in your situation

Yann

RiverFish

Altostratus

Aug 17, 2017

Sorry for the delay. Started a new job and all I have is Chrome tools (chrome://net-internals). The behavior observed when putting the bigip in front of the app is we get a login dialog box. Below is the conversation:

925: URL_REQUEST
https://i2ddev.ab.abc.com/
Start Time: 2017-08-17 14:19:33.657
t=120636 [st=   0] +REQUEST_ALIVE  [dt=?]
                    --> priority = "HIGHEST"
                    --> url = "https://i2ddev.ab.abc.com/"
t=120636 [st=   0]    DELEGATE_INFO  [dt=1]
                      --> delegate_blocked_by = "NavigationResourceThrottle"
t=120637 [st=   1]    URL_REQUEST_DELEGATE  [dt=0]
t=120637 [st=   1]    URL_REQUEST_START_JOB  [dt=0]
                      --> load_flags = 37120 (MAIN_FRAME_DEPRECATED | MAYBE_USER_GESTURE | VERIFY_EV_CERT)
                      --> method = "GET"
                      --> url = "https://i2ddev.ab.abc.com/"
t=120637 [st=   1]   +URL_REQUEST_START_JOB  [dt=?]
                      --> load_flags = 37120 (MAIN_FRAME_DEPRECATED | MAYBE_USER_GESTURE | VERIFY_EV_CERT)
                      --> method = "GET"
                      --> url = "https://i2ddev.ab.abc.com/"
t=120637 [st=   1]      URL_REQUEST_DELEGATE  [dt=0]
t=120637 [st=   1]      HTTP_CACHE_GET_BACKEND  [dt=0]
t=120637 [st=   1]      HTTP_CACHE_OPEN_ENTRY  [dt=1]
                        --> net_error = -2 (ERR_FAILED)
t=120638 [st=   2]      HTTP_CACHE_CREATE_ENTRY  [dt=0]
t=120638 [st=   2]      HTTP_CACHE_ADD_TO_ENTRY  [dt=0]
t=120638 [st=   2]     +HTTP_STREAM_REQUEST  [dt=154]
t=120638 [st=   2]        HTTP_STREAM_JOB_CONTROLLER_BOUND
                          --> source_dependency = 928 (HTTP_STREAM_JOB_CONTROLLER)
t=120792 [st= 156]        HTTP_STREAM_REQUEST_BOUND_TO_JOB
                          --> source_dependency = 929 (HTTP_STREAM_JOB)
t=120792 [st= 156]     -HTTP_STREAM_REQUEST
t=120792 [st= 156]     +HTTP_TRANSACTION_SEND_REQUEST  [dt=0]
t=120792 [st= 156]        **HTTP_TRANSACTION_SEND_REQUEST_HEADERS**
                          --> GET / HTTP/1.1
                              Host: i2ddev.ab.abc.com
                              Connection: keep-alive
                              Upgrade-Insecure-Requests: 1
                              User-Agent: Mozilla/5.0 (Windows NT 10.0; Win64; x64) AppleWebKit/537.36 (KHTML, like Gecko) Chrome/60.0.3112.90 Safari/537.36
                              Accept: text/html,application/xhtml+xml,application/xml;q=0.9,image/webp,image/apng,*/*;q=0.8
                              Accept-Encoding: gzip, deflate, br
                              Accept-Language: en-US,en;q=0.8
                              Cookie: [76 bytes were stripped]
t=120792 [st= 156]     -HTTP_TRANSACTION_SEND_REQUEST
t=120792 [st= 156]     +HTTP_TRANSACTION_READ_HEADERS  [dt=481]
t=120792 [st= 156]        HTTP_STREAM_PARSER_READ_HEADERS  [dt=480]
t=121272 [st= 636]        **HTTP_TRANSACTION_READ_RESPONSE_HEADERS**
                          --> HTTP/1.1 401 Unauthorized
                              Content-Type: text/html
                              Server: 
                              WWW-Authenticate: Negotiate
                              WWW-Authenticate: NTLM
                              strict-transport-security: max-age=31536000
                              X-Frame-Options: SAMEORIGIN
                              X-Content-Type-Options: nosniff
                              X-XSS-Protection: 1; mode=block
                              X-UA-Compatible: IE=edge
                              Date: Thu, 17 Aug 2017 17:19:34 GMT
                              Content-Length: 1293
t=121273 [st= 637]        AUTH_CHANNEL_BINDINGS
t=121273 [st= 637]     -HTTP_TRANSACTION_READ_HEADERS
t=121273 [st= 637]      URL_REQUEST_DELEGATE  [dt=0]
t=121273 [st= 637]      URL_REQUEST_DELEGATE  [dt=0]
t=121273 [st= 637]      HTTP_TRANSACTION_DRAIN_BODY_FOR_AUTH_RESTART  [dt=0]
t=121273 [st= 637]      HTTP_TRANSACTION_DRAIN_BODY_FOR_AUTH_RESTART  [dt=0]
t=121273 [st= 637]     +AUTH_SERVER  [dt=537]
t=121273 [st= 637]       +HOST_RESOLVER_IMPL_REQUEST  [dt=1]
                          --> address_family = 0
                          --> allow_cached_response = true
                          --> host = "i2ddev.ab.abc.com:0"
                          --> is_speculative = false
t=121273 [st= 637]          HOST_RESOLVER_IMPL_IPV6_REACHABILITY_CHECK
                            --> cached = true
                            --> ipv6_available = false
t=121273 [st= 637]          HOST_RESOLVER_IMPL_CREATE_JOB
t=121273 [st= 637]          HOST_RESOLVER_IMPL_JOB_ATTACH
                            --> source_dependency = 931 (HOST_RESOLVER_IMPL_JOB)
t=121274 [st= 638]       -HOST_RESOLVER_IMPL_REQUEST
t=121810 [st=1174]     -AUTH_SERVER
t=121810 [st=1174]     +HTTP_TRANSACTION_SEND_REQUEST  [dt=1]
t=121810 [st=1174]        **HTTP_TRANSACTION_SEND_REQUEST_HEADERS**
                          --> GET / HTTP/1.1
                              Host: i2ddev.ab.abc.com
                              Connection: keep-alive
                              Authorization: Negotiate [7424 bytes were stripped]
                              Upgrade-Insecure-Requests: 1
                              User-Agent: Mozilla/5.0 (Windows NT 10.0; Win64; x64) AppleWebKit/537.36 (KHTML, like Gecko) Chrome/60.0.3112.90 Safari/537.36
                              Accept: text/html,application/xhtml+xml,application/xml;q=0.9,image/webp,image/apng,*/*;q=0.8
                              Accept-Encoding: gzip, deflate, br
                              Accept-Language: en-US,en;q=0.8
                              Cookie: [76 bytes were stripped]
t=121811 [st=1175]     -HTTP_TRANSACTION_SEND_REQUEST
t=121811 [st=1175]     +HTTP_TRANSACTION_READ_HEADERS  [dt=281]
t=121811 [st=1175]        HTTP_STREAM_PARSER_READ_HEADERS  [dt=281]
t=122092 [st=1456]        **HTTP_TRANSACTION_READ_RESPONSE_HEADERS**
                          --> HTTP/1.1 401 Unauthorized
                              Content-Type: text/html
                              Server: 
                              WWW-Authenticate: Negotiate
                              WWW-Authenticate: NTLM
                              strict-transport-security: max-age=31536000
                              X-Frame-Options: SAMEORIGIN
                              X-Content-Type-Options: nosniff
                              X-XSS-Protection: 1; mode=block
                              X-UA-Compatible: IE=edge
                              Date: Thu, 17 Aug 2017 17:19:34 GMT
                              Content-Length: 1293
t=122092 [st=1456]        AUTH_CHANNEL_BINDINGS
t=122092 [st=1456]     -HTTP_TRANSACTION_READ_HEADERS
t=122092 [st=1456]      URL_REQUEST_DELEGATE  [dt=0]
t=122093 [st=1457]      URL_REQUEST_DELEGATE  [dt=0]

Yann_Desmarest
Cirrus
Aug 17, 2017
It looks like the user provides a Kerberos token but the backend server refuses it.

What is the kerberos configuration you have done on the Active Directory and on the IIS server to make Kerberos works ?

Did you change the DNS name or you just changed the DNS record to point to the VIP ?

What is the configuration of your Virtual Server ?

I saw that NTLM is also supported but require a OneConnect profile and NTLM profile applied on a Virtual Server to make it works through BIG-IP.

RiverFish

Altostratus

Aug 17, 2017

I will have to reach out to the app owner to get the AD and IIS kerb config. Will get back to you. I modified local etc/hosts file so FQDN has not changed. Here is the VIP:

ltm virtual i2ddev.ab.abc.com-443-vs {
    destination 10.10.10.1:https
    ip-protocol tcp
    mask 255.255.255.255
    pool i2ddev.ab.abc.com-443-pl
    profiles {
        clientssl-i2ddev.ab.abc.com {
            context clientside
        }
        http { }
        serverssl {
            context serverside
        }
        tcp { }
    }
    source 0.0.0.0/0
    source-address-translation {
        type automap
    }
    translate-address enabled
    translate-port enabled
    vs-index 6
}

Yann_Desmarest_

Nacreous

Aug 16, 2017

Hi,

You may have several issues here :

Invalid SPN configuration,
Kerberos token too big (> 32 Kb),
...

What is the behavior observed when putting the bigip device in front of the application ?

APM module is required when you require to terminate Kerberos authentication on the bigip device which is not the use case you described. So APM is not required in your situation

Yann

RiverFish

Altostratus

Aug 17, 2017

925: URL_REQUEST
https://i2ddev.ab.abc.com/
Start Time: 2017-08-17 14:19:33.657
t=120636 [st=   0] +REQUEST_ALIVE  [dt=?]
                    --> priority = "HIGHEST"
                    --> url = "https://i2ddev.ab.abc.com/"
t=120636 [st=   0]    DELEGATE_INFO  [dt=1]
                      --> delegate_blocked_by = "NavigationResourceThrottle"
t=120637 [st=   1]    URL_REQUEST_DELEGATE  [dt=0]
t=120637 [st=   1]    URL_REQUEST_START_JOB  [dt=0]
                      --> load_flags = 37120 (MAIN_FRAME_DEPRECATED | MAYBE_USER_GESTURE | VERIFY_EV_CERT)
                      --> method = "GET"
                      --> url = "https://i2ddev.ab.abc.com/"
t=120637 [st=   1]   +URL_REQUEST_START_JOB  [dt=?]
                      --> load_flags = 37120 (MAIN_FRAME_DEPRECATED | MAYBE_USER_GESTURE | VERIFY_EV_CERT)
                      --> method = "GET"
                      --> url = "https://i2ddev.ab.abc.com/"
t=120637 [st=   1]      URL_REQUEST_DELEGATE  [dt=0]
t=120637 [st=   1]      HTTP_CACHE_GET_BACKEND  [dt=0]
t=120637 [st=   1]      HTTP_CACHE_OPEN_ENTRY  [dt=1]
                        --> net_error = -2 (ERR_FAILED)
t=120638 [st=   2]      HTTP_CACHE_CREATE_ENTRY  [dt=0]
t=120638 [st=   2]      HTTP_CACHE_ADD_TO_ENTRY  [dt=0]
t=120638 [st=   2]     +HTTP_STREAM_REQUEST  [dt=154]
t=120638 [st=   2]        HTTP_STREAM_JOB_CONTROLLER_BOUND
                          --> source_dependency = 928 (HTTP_STREAM_JOB_CONTROLLER)
t=120792 [st= 156]        HTTP_STREAM_REQUEST_BOUND_TO_JOB
                          --> source_dependency = 929 (HTTP_STREAM_JOB)
t=120792 [st= 156]     -HTTP_STREAM_REQUEST
t=120792 [st= 156]     +HTTP_TRANSACTION_SEND_REQUEST  [dt=0]
t=120792 [st= 156]        **HTTP_TRANSACTION_SEND_REQUEST_HEADERS**
                          --> GET / HTTP/1.1
                              Host: i2ddev.ab.abc.com
                              Connection: keep-alive
                              Upgrade-Insecure-Requests: 1
                              User-Agent: Mozilla/5.0 (Windows NT 10.0; Win64; x64) AppleWebKit/537.36 (KHTML, like Gecko) Chrome/60.0.3112.90 Safari/537.36
                              Accept: text/html,application/xhtml+xml,application/xml;q=0.9,image/webp,image/apng,*/*;q=0.8
                              Accept-Encoding: gzip, deflate, br
                              Accept-Language: en-US,en;q=0.8
                              Cookie: [76 bytes were stripped]
t=120792 [st= 156]     -HTTP_TRANSACTION_SEND_REQUEST
t=120792 [st= 156]     +HTTP_TRANSACTION_READ_HEADERS  [dt=481]
t=120792 [st= 156]        HTTP_STREAM_PARSER_READ_HEADERS  [dt=480]
t=121272 [st= 636]        **HTTP_TRANSACTION_READ_RESPONSE_HEADERS**
                          --> HTTP/1.1 401 Unauthorized
                              Content-Type: text/html
                              Server: 
                              WWW-Authenticate: Negotiate
                              WWW-Authenticate: NTLM
                              strict-transport-security: max-age=31536000
                              X-Frame-Options: SAMEORIGIN
                              X-Content-Type-Options: nosniff
                              X-XSS-Protection: 1; mode=block
                              X-UA-Compatible: IE=edge
                              Date: Thu, 17 Aug 2017 17:19:34 GMT
                              Content-Length: 1293
t=121273 [st= 637]        AUTH_CHANNEL_BINDINGS
t=121273 [st= 637]     -HTTP_TRANSACTION_READ_HEADERS
t=121273 [st= 637]      URL_REQUEST_DELEGATE  [dt=0]
t=121273 [st= 637]      URL_REQUEST_DELEGATE  [dt=0]
t=121273 [st= 637]      HTTP_TRANSACTION_DRAIN_BODY_FOR_AUTH_RESTART  [dt=0]
t=121273 [st= 637]      HTTP_TRANSACTION_DRAIN_BODY_FOR_AUTH_RESTART  [dt=0]
t=121273 [st= 637]     +AUTH_SERVER  [dt=537]
t=121273 [st= 637]       +HOST_RESOLVER_IMPL_REQUEST  [dt=1]
                          --> address_family = 0
                          --> allow_cached_response = true
                          --> host = "i2ddev.ab.abc.com:0"
                          --> is_speculative = false
t=121273 [st= 637]          HOST_RESOLVER_IMPL_IPV6_REACHABILITY_CHECK
                            --> cached = true
                            --> ipv6_available = false
t=121273 [st= 637]          HOST_RESOLVER_IMPL_CREATE_JOB
t=121273 [st= 637]          HOST_RESOLVER_IMPL_JOB_ATTACH
                            --> source_dependency = 931 (HOST_RESOLVER_IMPL_JOB)
t=121274 [st= 638]       -HOST_RESOLVER_IMPL_REQUEST
t=121810 [st=1174]     -AUTH_SERVER
t=121810 [st=1174]     +HTTP_TRANSACTION_SEND_REQUEST  [dt=1]
t=121810 [st=1174]        **HTTP_TRANSACTION_SEND_REQUEST_HEADERS**
                          --> GET / HTTP/1.1
                              Host: i2ddev.ab.abc.com
                              Connection: keep-alive
                              Authorization: Negotiate [7424 bytes were stripped]
                              Upgrade-Insecure-Requests: 1
                              User-Agent: Mozilla/5.0 (Windows NT 10.0; Win64; x64) AppleWebKit/537.36 (KHTML, like Gecko) Chrome/60.0.3112.90 Safari/537.36
                              Accept: text/html,application/xhtml+xml,application/xml;q=0.9,image/webp,image/apng,*/*;q=0.8
                              Accept-Encoding: gzip, deflate, br
                              Accept-Language: en-US,en;q=0.8
                              Cookie: [76 bytes were stripped]
t=121811 [st=1175]     -HTTP_TRANSACTION_SEND_REQUEST
t=121811 [st=1175]     +HTTP_TRANSACTION_READ_HEADERS  [dt=281]
t=121811 [st=1175]        HTTP_STREAM_PARSER_READ_HEADERS  [dt=281]
t=122092 [st=1456]        **HTTP_TRANSACTION_READ_RESPONSE_HEADERS**
                          --> HTTP/1.1 401 Unauthorized
                              Content-Type: text/html
                              Server: 
                              WWW-Authenticate: Negotiate
                              WWW-Authenticate: NTLM
                              strict-transport-security: max-age=31536000
                              X-Frame-Options: SAMEORIGIN
                              X-Content-Type-Options: nosniff
                              X-XSS-Protection: 1; mode=block
                              X-UA-Compatible: IE=edge
                              Date: Thu, 17 Aug 2017 17:19:34 GMT
                              Content-Length: 1293
t=122092 [st=1456]        AUTH_CHANNEL_BINDINGS
t=122092 [st=1456]     -HTTP_TRANSACTION_READ_HEADERS
t=122092 [st=1456]      URL_REQUEST_DELEGATE  [dt=0]
t=122093 [st=1457]      URL_REQUEST_DELEGATE  [dt=0]

Yann_Desmarest_
Nacreous
Aug 17, 2017
It looks like the user provides a Kerberos token but the backend server refuses it.

What is the kerberos configuration you have done on the Active Directory and on the IIS server to make Kerberos works ?

Did you change the DNS name or you just changed the DNS record to point to the VIP ?

What is the configuration of your Virtual Server ?

I saw that NTLM is also supported but require a OneConnect profile and NTLM profile applied on a Virtual Server to make it works through BIG-IP.

RiverFish

Altostratus

Aug 17, 2017

I will have to reach out to the app owner to get the AD and IIS kerb config. Will get back to you. I modified local etc/hosts file so FQDN has not changed. Here is the VIP:

ltm virtual i2ddev.ab.abc.com-443-vs {
    destination 10.10.10.1:https
    ip-protocol tcp
    mask 255.255.255.255
    pool i2ddev.ab.abc.com-443-pl
    profiles {
        clientssl-i2ddev.ab.abc.com {
            context clientside
        }
        http { }
        serverssl {
            context serverside
        }
        tcp { }
    }
    source 0.0.0.0/0
    source-address-translation {
        type automap
    }
    translate-address enabled
    translate-port enabled
    vs-index 6
}

Stanislas_Piro2
Cumulonimbus
Aug 18, 2017
Hi,

The problem with kerberos is to know which SPN is used to encrypt ticket!

Kerberos protocol allows a user to request a ticket provided by Kerberos Distribution Center to access the target resource. The ticket can only be decrypted by the owner of the resource. The owner of a resource is the unique AD element with the servicePrincipalName of the resource.
Web services (with or without ssl) Service Principal Names always starts with “http/” pattern. By default, a machine object have servicePrincipalNames host/, host/ and each service type hosted by the machine (ex : IIS  http/ and http/)

In AD the resource owner can be:

Machine hosting web application
Web Application service account

If the resource owner is the machine, there is no solution. if you have 2 servers, you have 2 different resource owner and the client won't know which one will decrypt the token.

the solution is to be sure the Web application account is the same on the 2 IIS server, have the SPN defined like HTTP/myapp.company.com

powershell Command to configure it on AD (same as setspn)

Set-AdUser -Identity svc_app1 -ServicePrincipalNames @{Add="host/myapp.company.local"}

make sure the web app pool is defined to decrypt token with web app account and no the machine account (option
useAppPoolCredentials
)

Powershell to configure it on IIS server

Set-WebConfigurationProperty /system.webServer/security/authentication/windowsAuthentication -Name useAppPoolCredentials -value $true -PSPath IIS:\ -Location SITE-myapp.company.com

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