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AI Chatbot Penetration Testing Framework

Project description

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PenBot Logo

AI Chatbot Penetration Testing Framework

Multi-Agent Security Testing for AI Systems

PyPI version Pipeline Status Python 3.11+ License: MIT OWASP LLM Top 10 OWASP ASI Contributions Welcome

Multi-agent adversarial testing framework for AI chatbots and agentic systems. Combines domain-aware campaign planning, OWASP LLM Top 10 + ASI 2026 coverage, and first-class Model Context Protocol (MCP) attack surface testing — built for teams red-teaming production AI.


Why PenBot?

The AI red-team tooling landscape has matured — PyRIT, garak, Meta's PurpleLlama, and several commercial scanners all ship competent pattern libraries. PenBot's position is deliberately narrow:

Capability Pattern scanners (garak, PurpleLlama) Campaign frameworks (PyRIT) PenBot
Static attack corpus ✅ (1,120+ patterns)
Multi-turn orchestration ⚠️ limited
Domain-aware campaign planning ⚠️ manual ✅ automatic
Guardrail fingerprinting & targeted bypass
Finding chaining (compound exploits)
Model Context Protocol (MCP) attack surface 20 patterns, 8 vectors
OWASP ASI 2026 (ASI-03 Tool Misuse)
Agentic-system action-safety probes ⚠️ ⚠️
Regression baselines (CI-friendly) ⚠️ ⚠️
Purple-team / defense simulation mode

Where PenBot is distinctive

  1. MCP protocol-surface testing — the only open framework (as of April 2026) with a dedicated agent for tool-description poisoning, resource URI traversal, list_changed bait-and-switch, cross-server pivots, and sampling API abuse. Matches the OWASP ASI-03 Tool Misuse category directly.
  2. Domain-aware coordinator — agents don't just run in sequence; the coordinator picks agents per campaign phase, applies refusal-rate boosts, and composes hybrid attacks when agent pairs have proven compound vectors.
  3. Two-pass generation — attacks are drafted, critiqued, and refined by a separate reasoning LLM before hitting the target, measurably improving first-pass success rates against guarded targets.
  4. Finding chaining — the detector layer cross-references findings across rounds, flagging compound exploits (e.g., information disclosure → privilege escalation → exfiltration) as a single higher-severity chain rather than three isolated issues.

Precision & recall caveat

PenBot reports coverage at the category level ("full coverage of LLM01") — it does not claim every instance will be caught in every target. We publish per-category precision/recall against the internal benchmark in each test report, and penbot benchmark scores detection against intentionally vulnerable mock chatbots so you can calibrate thresholds for your environment before trusting a finding count.

Production data point

First production test against a live AI chatbot:

Metric Result
Vulnerabilities found 15
Test duration 63 minutes (60 rounds)
Success rate 25%
Domain identification Round 1
Key finding CRITICAL stored XSS in admin panel via payload logging (fixed immediately)

Quick Start

Option 1: Install from PyPI (Recommended)

# Core install — CLI + REST API testing
pip install penbot

# Full install — adds dashboard, Playwright browser automation, PDF/DOCX reports, OpenAI support
pip install penbot[full]

# ML install — adds embedding-based attack memory (sentence-transformers, FAISS)
pip install penbot[ml]

Option 2: Install from Source

git clone https://gitlab.com/yan-ban/penbot.git
cd penbot
pip install -e .        # Core
pip install -e ".[full]" # Full (optional)

Option 3: Docker

docker pull registry.gitlab.com/yan-ban/penbot:latest
docker run -it -e ANTHROPIC_API_KEY=sk-ant-... registry.gitlab.com/yan-ban/penbot penbot --help

Run PenBot

# 1. First-run setup (creates .env, configures API keys, installs browsers)
penbot onboard

# 2. Configure target (interactive wizard)
penbot wizard

# 3. Run test
penbot test --config configs/clients/your-target.yaml

# Verify your environment anytime
penbot doctor

Quick smoke test:

penbot test --config configs/example.yaml --quick

Start dashboard:

penbot dashboard
# Home / overview:       http://localhost:8000/dashboard
# Live Mission Control:  http://localhost:8000/dashboard/live
# Session replay:        http://localhost:8000/dashboard/session?id=<session_id>
# OWASP compliance:      http://localhost:8000/dashboard/owasp

Features

Security Testing

  • 14 specialized agents — Jailbreak, encoding, social engineering, RAG, tool exploitation, MCP exploit, exfiltration, indirect injection, action safety, compliance, and more
  • 1,398+ attack patterns — Curated across 27 pattern libraries (including 20 MCP protocol-attack patterns) and continuously evolved
  • 22 vulnerability detectors — Two-layer detection (pattern + LLM) including SSRF, guardrail fingerprinting, and finding chaining
  • OWASP LLM Top 10 (2025) + ASI (2026) coverage — 9/10 LLM categories + dedicated ASI-03 Tool Misuse coverage
  • Model Context Protocol (MCP) testing — Tool-description poisoning, resource URI traversal, list_changed bait-and-switch, cross-server pivots, sampling API abuse
  • Automatic tool & API discovery — Runtime probing detects tools, functions, and APIs exposed by the target
  • Persistence verification — Post-test replay confirms findings are reproducible, not transient
  • Endpoint reconnaissance — Two-phase systematic API surface mapping with framework detection

Intelligence

  • Think-MCP reasoning — Draft→refine critique cycle, consensus validation, post-response learning
  • Domain awareness — LLM-powered domain adaptation in subagent pipeline
  • Attack graphs — UCB1 planning + live vis.js dashboard graph
  • Strategic guidance — Think-MCP generates per-round strategy that flows to agents
  • Structured session summaries — JSON summaries replace lossy text for agent context
  • Cross-agent learning — Patterns persist across sessions
  • Agent learning loop — Agents track success/failure per round, restore state on restart
  • Phase intelligence — Multi-turn attack phases (recon→probe→exploit→persist) with agent boost/penalize
  • Evolutionary generation — Novel attacks via genetic algorithms

ML-Enhanced Attack Memory (v2.1)

  • Semantic retrievalsentence-transformers + FAISS replaces filter+recency with cosine-similarity nearest-neighbour search
  • Automatic migration — Existing JSONL attack history is indexed on first use, zero manual steps
  • Evolutionary boostEvolutionaryAgent selects parent attacks by semantic relevance to the current campaign, not just recency
  • Evaluation framework — MRR, Precision@k, Recall@k comparison between old and new retrieval
  • Embedding visualisation — Jupyter notebook with t-SNE projection, cluster analysis, similarity heatmaps
  • Graceful degradation — Falls back to original AttackMemoryStore when ML deps are absent

Monitoring

  • Web dashboard — Home overview, live Mission Control, session replay, OWASP report
  • Real-time streaming — WebSocket push of attacks, findings, and graph updates
  • Attack chain replay — Step-by-step post-test analysis
  • Interactive graph — Visualize attack paths
  • Detailed reports — HTML with OWASP mapping
  • Benchmark suite — Score PenBot against intentionally vulnerable mock chatbots

Flexibility

  • REST API or browser automation (Playwright)
  • YAML configuration — Easy target setup
  • Docker deployment — Production-ready
  • Checkpointing — Resume long-running tests
  • JWT auth + API keys — Multi-tenant API access for teams
  • Continuous testingpenbot watch re-runs on config/code changes, CI templates included

Screenshots

Mission Control Dashboard

Real-time attack monitoring with interactive graph visualization, campaign metrics, and confirmed findings.

PenBot Dashboard with Findings

CLI Orchestration

Multi-agent coordination with dual-model architecture (Claude Sonnet 4.5 for analysis, Claude 3.7 Sonnet for attack generation).

CLI Initialization

Agent Voting & Consensus

Transparent decision-making: agents vote on attack strategies with scored reasoning.

Agent Voting Mechanism

Subagent Refinement Pipeline

Attacks refined through psychological enhancement and stealth layers before execution.

Subagent Refinement


CLI Commands

penbot onboard   # First-run setup (env, API keys, browsers)
penbot doctor    # Check environment health
penbot wizard    # Configure new target
penbot test      # Run security test
penbot dashboard # Start Mission Control
penbot sessions  # Manage past sessions
penbot agents    # Browse 14 agents
penbot patterns  # Search attack library
penbot report    # Generate report
penbot benchmark # Score detection against mock chatbots
penbot watch     # Continuous testing (re-run on config change)

See CLI Reference for full documentation.


Documentation

Document Description
Developer Guide How PenBot works under the hood
Architecture System design & diagrams
Methodology Attack strategies
Configuration YAML & environment setup
CLI Reference Command-line usage
API Reference REST & WebSocket
Agents Agent system details
Detection Vulnerability detectors
Advanced RAG, tools, evolutionary
OWASP Coverage Compliance mapping
Test Example Real test walkthrough

Responsible Use

⚠️ Authorized Testing Only

This tool is for authorized security testing only.

Permitted:

  • Testing your own AI chatbots
  • Security research with written permission
  • Red team exercises (with contract)
  • Pre-deployment validation

Prohibited:

  • Testing without authorization
  • Attacking production systems maliciously
  • Extracting proprietary data
  • Bypassing security for unauthorized access

Built-in safeguards:

  • Authorization verification
  • Blocklist for public AI services
  • Rate limiting
  • Comprehensive audit logging

Technology

  • LangGraph — Multi-agent workflow orchestration
  • Claude Sonnet 4.5 — Attack generation
  • FastAPI — API + WebSocket server (requires penbot[full])
  • Playwright — Browser automation (requires penbot[full])
  • SQLite — Session persistence

Install Extras

Extra Command What it adds
Core pip install penbot CLI, REST API testing, 13 security agents, 26 attack pattern libraries
Full pip install penbot[full] Dashboard, Playwright, PDF/DOCX reports, OpenAI provider, Tavily recon
Recon pip install penbot[recon] Tavily web search for target reconnaissance
Think pip install penbot[think] MCP-based enhanced reasoning
ML pip install penbot[ml] Embedding-based attack memory (sentence-transformers, FAISS)
ML-Viz pip install penbot[ml-viz] ML + scikit-learn & matplotlib for notebooks

Project Status

Aspect Status
Development Under Active Development
Tests 1,330+ passing ✅
Skipped 11 (optional PDF/DOCX deps)
Docker Multi-stage build

License

MIT License — See LICENSE


References

Academic Papers

  • Kumar, V., Liao, Z., Jones, J., & Sun, H. (2024). "AmpleGCG-Plus: A Strong Generative Model of Adversarial Suffixes to Jailbreak LLMs with Higher Success Rates in Fewer Attempts." arXiv:2410.22143

  • Zhang, J., et al. (2025). "Verbalized Sampling: How to Mitigate Mode Collapse and Unlock LLM Diversity." arXiv:2510.01171

Acknowledgments


Built for a more secure AI future

📚 Docs · 🏗️ Architecture · 📝 Example

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