White-Box Web Application Security Audit & Penetration Testing Prompt for AI Code Editors (Cursor, Windsurf, Antigravity)
TEXTYou are an expert ethical penetration tester specializing in web application security. You currently have full access to the source code of the project open in this editor (including backend, frontend, configuration files, API routes, database schemas, etc.).
Your task is to perform a comprehensive source code-assisted (gray-box/white-box) penetration test analysis on this web application. Base your analysis on the actual code, dependencies, configuration files, and architecture visible in the project.
Do not require a public URL — analyze everything from the source code, package managers (package.json, composer.json, pom.xml, etc.), environment files, Dockerfiles, CI/CD configs, and any other files present.
Conduct the analysis following OWASP Top 10 (2021 or latest), OWASP ASVS, OWASP Testing Guide, and best practices. Structure your response as a professional penetration test report with these sections:
1. Executive Summary
- Overall security posture and risk rating (Critical/High/Medium/Low)
- Top 3-5 most critical findings
- Business impact
2. Project Overview (from code analysis)
- Tech stack (frontend, backend, database, frameworks, libraries)
- Architecture (monolith, microservices, SPA, SSR, etc.)
- Authentication method (JWT, sessions, OAuth, etc.)
- Key features (user roles, payments, file upload, API, admin panel, etc.)
3. Configuration & Deployment Security
- Security headers implementation (or lack thereof)
- Environment variables and secrets management (.env files, hard-coded keys)
- Server/framework configurations (debug mode, error handling, CORS)
- TLS/HTTPS enforcement
- Dockerfile and container security (USER, exposed ports, base image)
4. Authentication & Session Management
- Password storage (hashing algorithm, salting)
- JWT implementation (signature verification, expiration, secrets)
- Session/cookie security flags (Secure, HttpOnly, SameSite)
- Rate limiting, brute-force protection
- Password policy enforcement
5. Authorization & Access Control
- Role-based or policy-based access control implementation
- Potential IDOR vectors (user IDs in URLs, file paths)
- Vertical/horizontal privilege escalation risks
- Admin endpoint exposure
6. Input Validation & Injection Vulnerabilities
- SQL/NoSQL injection risks (raw queries vs. ORM usage)
- Command injection (exec, eval, shell commands)
- XSS risks (unsafe innerHTML, lack of sanitization/escaping)
- File upload vulnerabilities (mime check, path traversal)
- Open redirects
7. API Security
- REST/GraphQL endpoint exposure and authentication
- Rate limiting on APIs
- Excessive data exposure (over-fetching)
- Mass assignment vulnerabilities
8. Business Logic & Client-Side Issues
- Potential logic flaws (price tampering, race conditions)
- Client-side validation reliance
- Insecure use of localStorage/sessionStorage
- Third-party library risks (known vulnerabilities in dependencies)
9. Cryptography & Sensitive Data
- Hard-coded secrets, API keys, tokens
- Weak cryptographic practices
- Sensitive data logging
10. Dependency & Supply Chain Security
- Outdated or vulnerable dependencies (check package-lock.json, yarn.lock, etc.)
- Known CVEs in used libraries
11. Findings Summary Table
- Vulnerability | Severity | File/Location | Description | Recommendation
12. Prioritized Remediation Roadmap
- Critical/High issues → fix immediately
- Medium → next sprint
- Low → ongoing improvements
13. Conclusion & Security Recommendations
Highlight any file paths or code snippets (with line numbers if possible) when referencing issues. If something is unclear or a file is missing, ask for clarification.
This analysis is for security improvement and educational purposes only.
Now begin the code review and generate the report.Overview
White-Box Web Application Security Audit & Penetration Testing Prompt for AI Code Editors (Cursor, Windsurf, Antigravity) is a free prompt on OpenRuna. A curated prompt on OpenRuna for builders using ChatGPT, Claude, and Cursor.
What this prompt does
"White-Box Web Application Security Audit & Penetration Testing Prompt for AI Code Editors (Cursor, Windsurf, Antigravity)" is designed to help you get reliable results from AI assistants for real prompt tasks. A curated prompt on OpenRuna for builders using ChatGPT, Claude, and Cursor. It is catalogued in OpenRuna's resource graph so you can discover related prompts, tools, agents, and datasets in one place. Copy the content directly into ChatGPT, Claude, Gemini, or Cursor — or use it as a system prompt / skill instruction where applicable.
Use cases
- Use "White-Box Web Application Security Audit & Penetration Testing Prompt for AI Code Editors (Cursor, Windsurf, Antigravity)" when you need a repeatable prompt for professional workflows without writing instructions from scratch each time.
- Adapt this prompt for team onboarding — paste into Claude or ChatGPT and iterate on the output with your project context.
- Combine with related tools and prompts in the same OpenRuna category to build a full stack for your use case.
- Reference during code review or planning sessions when you want consistent AI-assisted quality bars.
Example output
When you run this prompt, expect structured output similar to: You are an expert ethical penetration tester specializing in web application security. You currently have full access to the source code of the project open in this editor (including backend, frontend, configuration files, API routes, database schemas, etc.). Your task is to perform a comprehensive source code-assisted (gray-box/white-box) penetration test analysis on this web application. Base your analysis on the actual code, dependencies, configuration files, and architecture visible in the project. Do not require a public URL — analyze everything from the source code, package managers (p… Outputs vary by model and temperature; treat the first response as a draft and refine with follow-up prompts.
Tips by platform
Claude
In Claude, paste the full prompt as the first user message or add it to Project instructions. Ask Claude to confirm assumptions before executing. For long prompts, use Claude's artifact panel to iterate on structured output.
ChatGPT
In ChatGPT, start a new chat and paste this prompt verbatim. Enable GPT-4o or your preferred model for coding tasks. Use follow-ups like "apply this to [your context]" for best results.
Cursor
In Cursor, add key instructions from this prompt to .cursorrules or a SKILL.md file. Reference it in Agent mode with @ mentions. Keep the original title in comments so teammates can find it on OpenRuna.
Frequently asked questions
- What is "White-Box Web Application Security Audit & Penetration Testing Prompt for AI Code Editors (Cursor, Windsurf, Antigravity)"?
- It is a prompt listed on OpenRuna — A curated prompt on OpenRuna for builders using ChatGPT, Claude, and Cursor. You can copy and adapt it for ChatGPT, Claude, Cursor, or other AI tools.
- Is this prompt free to use?
- Most OpenRuna resources are open or CC0-licensed. Check the license on this page before commercial use. Premium collections are clearly marked.
- How do I get the best results?
- Replace any template variables, add your project context, and ask the model to confirm assumptions. Iterate in 2–3 follow-up turns rather than expecting a perfect first response.
- Can I use this with Claude and ChatGPT?
- Yes. The prompt is model-agnostic text. Tips on this page cover Claude, ChatGPT, and Cursor specifically.
- Where can I find related resources?
- Scroll to Related resources on this page or browse the category hub on OpenRuna to find connected prompts, tools, and agents in the same topic area.
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