Leveraging AI/ML for application pentesting by utilizing historical data

Utilizing AI-powered tools for analyzing historical data from penetration tests can significantly enhance the efficiency and effectiveness of security assessments. By recognizing patterns in previously discovered vulnerabilities, AI can help testers focus on high-risk areas, thus optimizing the penetration testing process. One can build ML based models with quick python scripts and leverage during on going pen-testing engagement.

Gathering Historical Data
The first step involves collecting information from prior penetration tests. As pen-testing firm they may have this raw-data. This data should include:

  • Types of Vulnerabilities: Document the specific vulnerabilities identified, such as SQL injection, cross-site scripting, etc.
  • Context of Findings: Record the environments and applications where these vulnerabilities were discovered, for instance, SQL injection vulnerabilities in login forms of e-commerce applications built with a PHP stack.
  • Application Characteristics: Note the architecture, technology stack, and any relevant features like parameter names and values along with their HTTP request/response that were associated with the vulnerabilities.

Identifying Relevant Features
Next, it is crucial to determine which features from the historical data can aid in predicting vulnerabilities. Key aspects to consider include:

  • Application Architecture: Understanding the framework and design can reveal common weaknesses.
  • Technology Stack: Different technologies may have unique vulnerabilities; for example, PHP applications might frequently exhibit SQL injection flaws.
  • Parameter Names and Values: Analyzing patterns in parameter names (e.g., id, name, email) and values (e.g., 1=1, OR 1=1) can provide insights into how vulnerabilities like SQL injection were exploited in the past.

Developing a Predictive Model
Using machine learning algorithms, a model can be developed to estimate the likelihood of specific vulnerabilities based on the identified features. For instance, a Random Forest classifier could be trained using:

  • Features: Parameter names, values, and HTML request/response structures.
  • Target Variable: The presence or absence of vulnerabilities, such as SQL injection.
This model can then predict the probability of vulnerabilities in new applications based on the learned patterns from historical data.

Application of the Model
Once the model is trained, it can be applied to evaluate new applications. This process involves:

  • Risk Assessment: Using the model to assess which parameters in the new application are most likely to be vulnerable.
  • Prioritizing Testing Efforts: Focus manual testing on the parameters/HTTP-requests with the highest predicted probability of vulnerabilities, thus enhancing the overall effectiveness of the penetration testing process.

By integrating AI and predictive analytics into penetration testing, one can proactively identify and mitigate potential vulnerabilities, thereby strengthening their security posture against evolving threats and improve end report for their client.