Chapter 25 Configuring the ASA for Cisco Cloud Web Security

Information About Cisco Cloud Web Security

AAA usernames, when using RADIUS or TACACS+, are sent in the following format: LOCAL\username

AAA usernames, when using LDAP, are sent in the following format: domain-name\username

For the default username, it is sent in the following format: [domain-name\]username

For example, if you configure the default username to be “Guest,” then the ASA sends “Guest.” If you configure the default username to be “Cisco\Guest,” then the ASA sends “Cisco\Guest.”

How Groups and the Authentication Key Interoperate

Unless you need the per-ASA policy that a custom group+group key provides, you will likely use a company key. Note that not all custom groups are associated with a group key. Non-keyed custom groups can be used to identify IP addresses or usernames, and can be used in your policy along with rules that use directory groups.

Even if you do want per-ASA policy and are using a group key, you can also use the matching capability provided by directory groups and non-keyed custom groups. In this case, you might want an ASA-based policy, with some exceptions based on group membership, IP address, or username. For example, if you want to exempt users in the America\Management group across all ASAs:

1.Add a directory group for America\Management.

2.Add an exempt rule for this group.

3.Add rules for each custom group+group key after the exempt rule to apply policy per-ASA.

4.Traffic from users in America\Management will match the exempt rule, while all other traffic will match the rule for the ASA from which it originated.

Many combinations of keys, groups, and policy rules are possible.

Cloud Web Security Actions

After applying the configured policies, Cloud Web Security either blocks, allows, or sends a warning about the user request:

Allows—When Cloud Web Security allows the client request, it contacts the originally requested server and retrieves the data. It forwards the server response to the ASA, which then forwards it to the user.

Blocks—When Cloud Web Security blocks the client request, it notifies the user that access has been blocked. It sends an HTTP 302 “Moved Temporarily” response that redirects the client application to a web page hosted by the Cloud Web Security proxy server showing the blocked error message. The ASA forwards the 302 response to the client.

Warns—When the Cloud Web Security proxy server determines that a site may be in breach of the acceptable use policy, it displays a warning page about the site. You can choose to heed the warning and drop the request to connect, or you can click through the warning and proceed to the requested site.

You can also choose how the ASA handles web traffic when it cannot reach either the primary or backup Cloud Web Security proxy server. It can block or allow all web traffic. By default, it blocks web traffic.

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Cisco Systems ASA 5585-X, ASA 5505 Cloud Web Security Actions, How Groups and the Authentication Key Interoperate, 25-5

ASA Services Module, ASA 5555-X, ASA 5545-X, ASA 5585-X, ASA 5580 specifications

Cisco Systems has long been a leader in the field of network security, and its Adaptive Security Appliance (ASA) series is a testament to this expertise. Within the ASA lineup, models such as the ASA 5505, ASA 5580, ASA 5585-X, ASA 5545-X, and ASA 5555-X stand out for their unique features, capabilities, and technological advancements.

The Cisco ASA 5505 is designed for small businesses or branch offices. It provides essential security features such as firewall protection, flexible VPN capabilities, and intrusion prevention. The ASA 5505 supports a user-friendly interface, allowing for straightforward management. Its built-in threat detection and prevention tools provide a layered defense, and with scalability in mind, it can accommodate various expansion options as organizational needs grow.

Moving up the line, the ASA 5580 delivers greater throughput and advanced security features. This model is suited for medium to large enterprises that require robust protection against increasingly sophisticated threats. Its multi-core architecture allows it to manage high volumes of traffic seamlessly while maintaining excellent performance levels. The ASA 5580 also supports application-layer security and customizable access policies, making it highly adaptable to diverse security environments.

The ASA 5585-X further enhances Cisco's security offerings with advanced malware protection and extensive security intelligence capabilities. It incorporates next-generation firewall features, including context-aware security, and supports advanced threat detection technologies. This model is ideal for large enterprises or data centers that prioritize security while ensuring uninterrupted network performance and availability.

For enterprises requiring a balance of performance and security, the ASA 5545-X presents a compelling option. This model features scalable performance metrics, high availability, and integrated advanced threat protection. Coupled with advanced endpoint protection and detailed monitoring capabilities, the ASA 5545-X enables organizations to manage their security posture effectively.

Lastly, the ASA 5555-X blends cutting-edge technologies with strong security infrastructures. It boasts high throughput and the ability to execute deep packet inspections. Its sophisticated architecture supports threat intelligence feeds that provide real-time security updates, making it a powerful tool against modern threats.

Each of these Cisco ASA models brings specific advantages to varied environments. Their integrative capabilities enable businesses to enhance their security postures while benefiting from seamless scalability and management. As cybersecurity threats evolve, these advanced appliances play a vital role in protecting valuable digital assets.