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pentestagent ai blackbox tool

PentestAgent: Open-source AI Agent Framework for Blackbox Security Testing & Pentest

Posted on January 27, 2026

Imagine having a smart digital assistant that sits right next to you while you learn how to secure computer systems. That is essentially what Pentestagent is designed to be. It is a specialized tool that uses artificial intelligence to help cybersecurity experts automate the complex and often repetitive tasks involved in finding security weaknesses. Instead of typing every single command manually, this program acts like a co-pilot, guiding you through the process of penetration testing. Let’s explore how this Python-based assistant operates and how you can understand its technology.

At its core, Pentestagent is a Python application that leverages the power of Large Language Models (LLMs) to reason through security tasks. In the world of Information Technology, we call this an “agent.” An agent is not just a simple script that follows a straight line; it is capable of looking at the results of a command and deciding what to do next based on that information. To understand how to use this tool, you first need to understand the environment it requires. You cannot just run this on a standard gaming laptop without a little preparation. You will generally need a Linux environment, such as Kali Linux, which comes pre-loaded with the security tools that Pentestagent needs to interact with, like Nmap or Metasploit.

The process of setting up Pentestagent begins with obtaining the source code. You would use the git clone command in your terminal to download the repository from GitHub to your local machine. Once the files are on your computer, it is very important to practice good Python hygiene. This means you should create a virtual environment. A virtual environment is like a sandbox; it ensures that the specific libraries this tool needs do not conflict with other Python programs you might have installed. After activating this sandbox, you proceed to install the necessary dependencies using the package manager known as pip. These dependencies usually include libraries that allow Python to talk to OpenAI’s API and libraries that help format the text output in your terminal.

One of the most critical technical components of getting Pentestagent to work is the configuration of the API key. Since this tool acts as a “brain,” it needs to connect to a cloud-based AI model, typically GPT-4 or similar, to process information. You have to export your OpenAI API key into your system’s environment variables. This is a secure way of storing passwords so they are not written directly inside the code where others might see them. Without this key, the agent is like a car without an engine; it has the structure, but it cannot “think” or generate any responses.

Once the setup is complete, you run the tool using the Python interpreter. When the program launches, it typically asks for a target. In ethical hacking, the “target” is the IP address of the machine you have permission to test. This is the most important rule of the game: you must never target a system you do not own or do not have explicit written permission to audit. When you provide the IP address, Pentestagent starts its workflow. It usually begins by running a network scan to see which ports are open. A port is like a door into the computer. If port 80 is open, the agent knows there is likely a website running there.

Requirements

  • Python 3.10+
  • API key for OpenAI, Anthropic, or other LiteLLM-supported provider

Install

Clone

git clone https://github.com/GH05TCREW/pentestagent.git
cd pentestagent

Setup (creates venv, installs deps)

.\scripts\setup.ps1 # Windows
./scripts/setup.sh # Linux/macOS

Or manual

python -m venv venv
.\venv\Scripts\Activate.ps1 # Windows
source venv/bin/activate # Linux/macOS
pip install -e ".[all]"
playwright install chromium # Required for browser tool

Configure

Create .env in the project root:

ANTHROPIC_API_KEY=sk-ant-…
PENTESTAGENT_MODEL=claude-sonnet-4-20250514

Or for OpenAI:

OPENAI_API_KEY=sk-…
PENTESTAGENT_MODEL=gpt-5

Any LiteLLM-supported model works.

Run

pentestagent # Launch TUI
pentestagent -t 192.168.1.1 # Launch with target
pentestagent --docker # Run tools in Docker container

Run tools inside a Docker container for isolation and pre-installed pentesting tools.

Option 1: Pull pre-built image (fastest)

Base image with nmap, netcat, curl

docker run -it --rm \
-e ANTHROPIC_API_KEY=your-key \
-e PENTESTAGENT_MODEL=claude-sonnet-4-20250514 \
ghcr.io/gh05tcrew/pentestagent:latest

Kali image with metasploit, sqlmap, hydra, etc.

docker run -it --rm \
-e ANTHROPIC_API_KEY=your-key \
ghcr.io/gh05tcrew/pentestagent:kali


Option 2: Build locally

Build

docker compose build

Run

docker compose run --rm pentestagent

Or with Kali

docker compose --profile kali build
docker compose --profile kali run --rm pentestagent-kali

The container runs PentestAgent with access to Linux pentesting tools. The agent can use nmap, msfconsole, sqlmap, etc. directly via the terminal tool.

PentestAgent has three modes, accessible via commands in the TUI:

Mode Command Description

  • Assist (default) Chat with the agent. You control the flow.
  • Agent /agent Autonomous execution of a single task.
  • Crew /crew Multi-agent mode. Orchestrator spawns specialized workers.

TUI Commands

  • /agent Run autonomous agent on task
  • /crew Run multi-agent crew on task
  • /target Set target
  • /tools List available tools
  • /notes Show saved notes
  • /report Generate report from session
  • /memory Show token/memory usage
  • /prompt Show system prompt
  • /clear Clear chat and history
  • /quit Exit (also /exit, /q)
  • /help Show help (also /h, /?)
  • Press Esc to stop a running agent. Ctrl+Q to quit.

Playbooks

PentestAgent includes prebuilt attack playbooks for black-box security testing. Playbooks define a structured approach to specific security assessments.

Run a playbook:

pentestagent run -t example.com --playbook thp3_web

The magic happens after the initial scan. The Python script takes the raw data from the scan—which looks like a bunch of messy text—and sends it to the LLM. The AI analyzes this text, identifies what services are running, and looks for known vulnerabilities or CVEs (Common Vulnerabilities and Exposures). Based on what it finds, the agent will suggest the next logical step. For example, if it sees an old version of a web server, it might suggest searching for a specific exploit. It writes these suggestions back to your terminal, and in some advanced configurations, it might even execute the follow-up commands for you if you allow it to.

However, you must remember that while Pentestagent is powerful, it is not perfect. AI models can sometimes “hallucinate,” which means they might confidently tell you something that is technically incorrect. That is why you, as the student, need to understand the underlying theories of networking and operating systems. You should treat the output of Pentestagent as a suggestion, not as absolute truth. You need to verify its findings manually. This verification process is how you actually learn. If the agent suggests a specific SQL injection attack, you should take the time to read about what SQL injection is and why it works, rather than just blindly running the command.

Furthermore, analyzing the code within the pentestagent repository is a fantastic way to improve your programming skills. If you open the .py files, you will see how the developers structured the “prompts” sent to the AI. This is called Prompt Engineering. You will see instructions telling the AI to act as a cybersecurity expert and to provide output in a specific format, such as JSON. Understanding how to manipulate these prompts gives you control over how the bot behaves. You can modify the code to make the agent more cautious or to focus on specific types of security flaws, effectively customizing your own hacking assistant.

To wrap up our technical deep dive, the Pentestagent tool represents the intersection of modern artificial intelligence and traditional cybersecurity operations. It simplifies the reconnaissance phase and helps structure the thinking process of a penetration tester. By setting up the environment, managing API keys, and critically analyzing the agent’s output, you are engaging in a high-level computer science exercise. Always remember that the goal of using such tools is to make systems safer and to protect data, adhering strictly to ethical guidelines and laws.

Using tools like Pentestagent provides a unique window into the future of cybersecurity, where human expertise is augmented by machine intelligence. You have learned that setting up such a tool requires patience with command-line interfaces and a solid grasp of Python environments. More importantly, you now understand that an AI agent is only as good as the human operator who supervises it. As you continue your studies, focus on understanding the “why” behind every command the agent suggests. This critical thinking is what distinguishes a true ethical hacker from a “script kiddie.” Keep experimenting in your home lab, stay curious, and always use your skills to build and protect.

Github Repo: https://github.com/GH05TCREW/pentestagent

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