Chapter 25 Configuring the ASA for Cisco Cloud Web Security

Default Settings

When an interface to the Cloud Web Security proxy servers goes down, output from the show scansafe server command shows both servers up for approximately 15-25 minutes. This condition may occur because the polling mechanism is based on the active connection, and because that interface is down, it shows zero connection, and it takes the longest poll time approach.

Cloud Web Security is not supported with the ASA CX module. If you configure both the ASA CX action and Cloud Web Security inspection for the same traffic, the ASA only performs the ASA CX action.

Cloud Web Security inspection is compatibile with HTTP inspection for the same traffic. HTTP inspection is enabled by default as part of the default global policy.

Cloud Web Security is not supported with extended PAT or any application that can potentially use the same source port and IP address for separate connections. For example, if two different connections (targeted to separate servers) use extended PAT, the ASA might reuse the same source IP and source port for both connection translations because they are differentiated by the separate destinations. When the ASA redirects these connections to the Cloud Web Security server, it replaces the destination with the Cloud Web Security server IP address and port (8080 by default). As a result, both connections now appear to belong to the same flow (same source IP/port and destination IP/port), and return traffic cannot be untranslated properly.

The Default Inspection Traffic traffic class does not include the default ports for the Cloud Web Security inspection (80 and 443).

Default Settings

By default, Cisco Cloud Web Security is not enabled.

Configuring Cisco Cloud Web Security

Configuring Communication with the Cloud Web Security Proxy Server, page 25-8

(Multiple Context Mode) Allowing Cloud Web Security Per Security Context, page 25-10

Configuring a Service Policy to Send Traffic to Cloud Web Security, page 25-10

(Optional) Configuring Whitelisted Traffic, page 25-23

Configuring the Cloud Web Security Policy, page 25-26

Configuring Communication with the Cloud Web Security Proxy Server

Guidelines

The public key is embedded in the ASA software, so there is no need for you to configure it.

Cisco ASA Series Firewall ASDM Configuration Guide

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Cisco Systems ASA 5505, ASA 5545-X, ASA 5555-X, ASA 5585-X, ASA 5580 manual Configuring Cisco Cloud Web Security, 25-8

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.