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πŸ”’ AI Pentest Tool

An AI-driven penetration testing tool with Cursor API integration and comprehensive report generation. Similar to HexStrike AI, this tool leverages AI to orchestrate security assessments, analyze tool outputs, and make intelligent decisions about next steps.

Python Version License

✨ Features

🧠 AI-Driven Penetration Testing Engine

  • Autonomous Decision Making - AI Brain analyzes tool outputs and decides next steps
  • Full Methodology Coverage - Reconnaissance β†’ Enumeration β†’ Vulnerability β†’ Exploitation β†’ Reporting
  • Attack Surface Mapping - Automatically tracks assets, services, vulnerabilities, and credentials
  • Attack Planning - AI generates prioritized attack paths with step-by-step guides
  • 50+ Tool Integration - Seamless integration with popular security tools

🎯 Scanning Capabilities

  • Network Reconnaissance - DNS enumeration, port scanning, service detection, WHOIS lookup
  • Subdomain Enumeration - Certificate transparency, DNS bruteforce, zone transfer attempts
  • Web Application Scanning - XSS, SQL injection, LFI detection, security header analysis
  • SSL/TLS Analysis - Certificate validation, protocol version checks, cipher suite analysis

πŸ€– AI-Powered Analysis

  • Intelligent Vulnerability Analysis - AI explains findings and suggests exploitation approaches
  • Contextual Decision Making - AI considers current attack surface when choosing tools
  • Risk Assessment - Automatic severity classification with context
  • Remediation Guidance - Detailed fix recommendations tailored to your environment
  • Report Generation - AI-enhanced executive summaries and technical documentation

πŸ“Š Professional Reporting

  • HTML Reports - Beautiful, interactive reports with severity breakdowns
  • PDF Export - Print-ready professional documentation
  • JSON Output - Machine-readable data for integration
  • Attack Surface Export - Complete JSON export of discovered assets and vulnerabilities
  • Executive Summaries - AI-generated summaries for non-technical stakeholders

πŸš€ Quick Start

Installation

# Clone the repository
git clone https://github.com/yourusername/ai-pentest.git
cd ai-pentest

# Create virtual environment
python -m venv venv
source venv/bin/activate  # On Windows: venv\Scripts\activate

# Install dependencies
pip install -r requirements.txt

# Install the tool
pip install -e .

Configuration

  1. Copy the example environment file:
cp .env.example .env
  1. Add your API key:
# Edit .env and add your Cursor or Anthropic API key
CURSOR_API_KEY=your_api_key_here
# Or
ANTHROPIC_API_KEY=your_api_key_here

Basic Usage

# πŸš€ Run full AI-driven penetration test
ai-pentest pentest example.com

# Full security scan (classic mode)
ai-pentest scan example.com

# Web application scan only
ai-pentest scan https://example.com --type web

# Network reconnaissance
ai-pentest scan 192.168.1.1 --type network --ports full

# Subdomain enumeration
ai-pentest subdomains example.com

# SSL/TLS analysis
ai-pentest ssl example.com

# Generate PDF report
ai-pentest scan example.com --format pdf

🧠 AI-Driven Pentest Engine

The core feature is the AI-driven penetration testing engine that follows a complete methodology:

β”Œβ”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”
β”‚                     AI Pentest Engine                           β”‚
β”œβ”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€
β”‚  β”Œβ”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”  β”Œβ”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”  β”Œβ”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”  β”Œβ”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”        β”‚
β”‚  β”‚  Recon   β”‚β†’ β”‚  Enum    β”‚β†’ β”‚  Vuln    β”‚β†’ β”‚ Exploit  β”‚β†’ Reportβ”‚
β”‚  β””β”€β”€β”€β”€β”¬β”€β”€β”€β”€β”€β”˜  β””β”€β”€β”€β”€β”¬β”€β”€β”€β”€β”€β”˜  β””β”€β”€β”€β”€β”¬β”€β”€β”€β”€β”€β”˜  β””β”€β”€β”€β”€β”¬β”€β”€β”€β”€β”€β”˜        β”‚
β”‚       β”‚             β”‚             β”‚             β”‚               β”‚
β”‚       β””β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”΄β”€β”€β”€β”€β”€β”€β”¬β”€β”€β”€β”€β”€β”€β”΄β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”˜               β”‚
β”‚                            β”‚                                    β”‚
β”‚                     β”Œβ”€β”€β”€β”€β”€β”€β–Όβ”€β”€β”€β”€β”€β”€β”                             β”‚
β”‚                     β”‚  AI Brain   β”‚                             β”‚
β”‚                     β”‚  Analyzes   β”‚                             β”‚
β”‚                     β”‚  & Decides  β”‚                             β”‚
β”‚                     β””β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”˜                             β”‚
β””β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”˜

How It Works

  1. Reconnaissance Phase: Discovers assets, subdomains, services

    • AI analyzes results and recommends additional discovery tools
  2. Enumeration Phase: Deep dives into discovered services

    • AI identifies interesting endpoints and suggests enumeration strategies
  3. Vulnerability Phase: Identifies security issues

    • AI prioritizes findings and recommends validation approaches
  4. Exploitation Phase: Validates and exploits vulnerabilities

    • AI generates attack plans with step-by-step guides
  5. Reporting Phase: Generates comprehensive reports

    • AI writes executive summaries and recommendations

Pentest Command

# Run full AI-driven pentest
ai-pentest pentest example.com

# Specify phases to run
ai-pentest pentest example.com --phases reconnaissance,enumeration,vulnerability

# Custom output and settings
ai-pentest pentest example.com \
  --output ./results \
  --max-iter 5 \
  --scope "api.example.com,admin.example.com"

# Manual mode (no auto decisions)
ai-pentest pentest example.com --manual

# Aggressive mode (faster, noisier)
ai-pentest pentest example.com --aggressive

Attack Planning

# Generate attack plan from existing attack surface
ai-pentest attack-plan example.com --surface ./attack_surface.json

# The plan includes:
# - Prioritized attack paths
# - Step-by-step exploitation guides
# - Tool recommendations
# - Risk assessments

Interactive Mode

# Start interactive session
ai-pentest interactive example.com

# Available commands in interactive mode:
#   status  - Show attack surface status
#   tools   - List available tools
#   run     - Run a specific tool
#   analyze - Get AI recommendations
#   vulns   - Show vulnerabilities
#   assets  - Show discovered assets
#   plan    - Generate attack plan
#   report  - Generate report

πŸ€– AI Agent Personas

The tool supports multiple AI agent personas, each specialized for different security testing scenarios. Inspired by the CAI (Cybersecurity AI) framework.

Available Agents

Agent Type Description
Senior Security Consultant senior_pentester 10+ years enterprise pentest experience, Fortune 500 expertise
Red Team Expert red_team Offensive security specialist focused on penetration and privilege escalation
Blue Team Defender blue_team Defensive specialist for system hardening and threat detection
Bug Bounty Hunter bug_bounty Web app security specialist with structured methodology
CTF Player ctf_player Boot2Root and CTF challenge specialist
Network Pentester network_pentester Network infrastructure security testing
Web Pentester web_pentester Comprehensive web application testing
API Security Tester api_security REST, GraphQL, and microservices security
Cloud Security Specialist cloud_security AWS, Azure, GCP, and container security
Mobile Security Tester mobile_security Android and iOS application testing
Exploit Developer exploit_developer Vulnerability research and exploit creation
Reverse Engineer reverse_engineer Binary analysis and reverse engineering
Malware Analyst malware_analyst Malware analysis and threat intelligence
DFIR Analyst dfir Digital forensics and incident response
OSINT Investigator osint Open source intelligence gathering
Vulnerability Triage triage Vulnerability verification and false positive elimination
Security Reporter reporting Professional report generation

Senior Security Consultant Agent

The senior_pentester agent represents a seasoned Security Consultant with over a decade of hands-on experience:

Expertise Areas:

  • Enterprise penetration testing (Fortune 500 experience)
  • Red teaming and adversarial simulation
  • Threat modeling and risk assessment
  • Security architecture reviews
  • Cloud security (AWS, Azure, GCP)
  • Active Directory attacks and lateral movement

Methodology (PTES/OWASP/NIST aligned):

  1. Scoping & Intelligence Gathering
  2. Vulnerability Identification
  3. Exploitation & Validation
  4. Post-Exploitation & Impact Assessment
  5. Reporting & Remediation Guidance

Communication Style:

  • Translates complex findings for both technical and executive audiences
  • Risk prioritization based on business impact
  • Actionable remediation recommendations
# Use senior pentester for enterprise assessments
ai-pentest pentest enterprise.com --agent senior_pentester

Using Agents

# List all available agents
ai-pentest agents

# Get details about a specific agent
ai-pentest agents --info red_team

# Run pentest with specific agent
ai-pentest pentest example.com --agent bug_bounty

# Run with red team agent for CTF
ai-pentest pentest 10.10.10.1 --agent ctf_player

# Use web pentester for web app assessment
ai-pentest pentest https://example.com --agent web_pentester

Agent Selection Guide

Scenario Recommended Agent
Enterprise security assessment senior_pentester
Bug bounty hunting bug_bounty
CTF/Boot2Root challenges ctf_player
Internal network pentest network_pentester
Web application pentest web_pentester
API security assessment api_security
Cloud security audit cloud_security
Red team engagement red_team
Incident response dfir
Vulnerability validation triage
Executive-level reporting senior_pentester

Python API with Agents

from ai_pentest import run_pentest, AIBrain
from ai_pentest.agents import get_agent, BUG_BOUNTY_AGENT

# Run with agent
result = await run_pentest(
    target="example.com",
    agent="bug_bounty"  # Specify agent by name
)

# Or use AI brain directly with agent
brain = AIBrain(agent="red_team")
decisions = await brain.decide_next_steps(attack_surface, "exploitation")

# Get agent details
agent = get_agent("web_pentester")
print(f"Agent: {agent.name}")
print(f"Capabilities: {agent.capabilities}")
print(f"Recommended tools: {agent.recommended_tools}")

πŸ“– Command Reference

Main Scan Command

ai-pentest scan <target> [options]
Option Description
--type, -t Scan type: full, web, network, recon, ssl
--ports, -p Port range: quick, common, full, or custom (e.g., 80,443,8080)
--output, -o Output directory for reports
--format, -f Report format: html, pdf, json
--no-ai Disable AI-enhanced analysis
--verbose, -v Enable verbose output

Specialized Commands

# Web scanning with options
ai-pentest web https://example.com --depth 3 --no-xss

# Network scanning
ai-pentest network 192.168.1.0/24 --ports 1-1000

# Subdomain enumeration with custom wordlist
ai-pentest subdomains example.com --wordlist /path/to/wordlist.txt

# SSL analysis on custom port
ai-pentest ssl example.com --port 8443

# AI analysis of a finding
ai-pentest analyze "SQL injection found in login form"

# Generate report from JSON results
ai-pentest report scan_results.json --format pdf

# Show configuration
ai-pentest config --show

πŸ”§ Python API

AI-Driven Pentest Engine

import asyncio
from ai_pentest import PentestEngine, EngineConfig, run_pentest

# Simple one-liner pentest
async def simple_pentest():
    result = await run_pentest(
        target="example.com",
        output_dir="./pentest_results",
        phases=["reconnaissance", "enumeration", "vulnerability", "reporting"],
        ai_enabled=True,
        auto_mode=True
    )
    
    print(f"Findings: {result.total_findings}")
    print(f"Vulnerabilities: {result.total_vulnerabilities}")
    print(f"Critical: {result.critical_count}")

asyncio.run(simple_pentest())

# Full configuration control
async def custom_pentest():
    config = EngineConfig(
        target="example.com",
        scope=["api.example.com", "admin.example.com"],
        output_dir="./pentest_results",
        
        # Phases
        phases_to_run=["reconnaissance", "enumeration", "vulnerability", "exploitation", "reporting"],
        
        # AI settings
        ai_enabled=True,
        auto_mode=True,
        max_iterations_per_phase=10,
        
        # Safety
        safe_mode=True,
        max_concurrent_tools=5
    )
    
    engine = PentestEngine(config)
    result = await engine.run()
    
    # Access detailed results
    for phase_name, phase_result in result.phase_results.items():
        print(f"{phase_name}: {phase_result.findings_count} findings")
    
    # Attack plan is auto-generated
    if result.attack_plan:
        print(f"Attack paths: {len(result.attack_plan.paths)}")

asyncio.run(custom_pentest())

AI Brain and Attack Planning

from ai_pentest import AIBrain, AttackPlanner, AttackSurface
from ai_pentest.engine.attack_surface import Asset, Vulnerability, AssetType, VulnSeverity

async def custom_planning():
    # Build attack surface
    attack_surface = AttackSurface("example.com")
    
    # Add discovered assets
    asset = Asset(
        id="web-1",
        name="www.example.com",
        asset_type=AssetType.WEB_APPLICATION,
        hostnames=["www.example.com"]
    )
    attack_surface.add_asset(asset)
    
    # Add vulnerability
    vuln = Vulnerability(
        id="VULN-001",
        title="SQL Injection",
        severity=VulnSeverity.CRITICAL,
        exploitable=True
    )
    attack_surface.add_vulnerability(vuln)
    
    # Get AI recommendations
    brain = AIBrain()
    await brain.initialize()
    
    decisions = await brain.decide_next_steps(
        attack_surface=attack_surface,
        current_phase="vulnerability"
    )
    
    for d in decisions:
        print(f"[{d.priority}] {d.tool}: {d.reasoning}")
    
    # Generate attack plan
    planner = AttackPlanner(brain)
    plan = await planner.generate_plan(attack_surface)
    
    print(f"Recommended path: {plan.recommended_path}")
    planner.display_plan(plan)
    
    await brain.close()

asyncio.run(custom_planning())

Individual Scanner Usage

from ai_pentest.scanners import WebScanner, NetworkScanner

async def web_scan():
    scanner = WebScanner()
    result = await scanner.scan(
        target="https://example.com",
        check_xss=True,
        check_sqli=True
    )
    
    for vuln in result.vulnerabilities:
        print(f"[{vuln.severity}] {vuln.vuln_type}: {vuln.url}")

asyncio.run(web_scan())

AI Analysis

from ai_pentest.ai import CursorAIClient

async def ai_analyze():
    async with CursorAIClient() as ai:
        response = await ai.analyze(
            prompt="Analyze this XSS vulnerability",
            context={"url": "https://example.com/search?q=<script>alert(1)</script>"}
        )
        print(response.content)

asyncio.run(ai_analyze())

πŸ“ Project Structure

ai_pentest/
β”œβ”€β”€ __init__.py              # Package initialization
β”œβ”€β”€ cli.py                   # Command-line interface
β”œβ”€β”€ config.py                # Configuration management
β”œβ”€β”€ ai/
β”‚   β”œβ”€β”€ __init__.py
β”‚   β”œβ”€β”€ cursor_client.py     # AI API client (Cursor/Anthropic)
β”‚   └── prompts.py           # AI prompts for analysis
β”œβ”€β”€ engine/                  # 🧠 AI-Driven Pentest Engine
β”‚   β”œβ”€β”€ __init__.py
β”‚   β”œβ”€β”€ core.py              # Main PentestEngine orchestrator
β”‚   β”œβ”€β”€ brain.py             # AI Brain - decision making core
β”‚   β”œβ”€β”€ phases.py            # Pentest phases (recon, enum, vuln, exploit)
β”‚   β”œβ”€β”€ planner.py           # Attack planning and path generation
β”‚   └── attack_surface.py    # Attack surface data model
β”œβ”€β”€ tools/                   # 50+ Security Tool Integrations
β”‚   β”œβ”€β”€ __init__.py
β”‚   β”œβ”€β”€ base.py              # Base ToolWrapper class
β”‚   β”œβ”€β”€ manager.py           # Tool orchestration
β”‚   β”œβ”€β”€ network/             # Nmap, Masscan, Subfinder, etc.
β”‚   β”œβ”€β”€ web/                 # Nikto, SQLMap, Nuclei, etc.
β”‚   β”œβ”€β”€ password/            # Hydra, John, Hashcat, etc.
β”‚   β”œβ”€β”€ binary/              # Binwalk, Radare2, etc.
β”‚   └── cloud/               # Prowler, Trivy, etc.
β”œβ”€β”€ scanners/                # Built-in scanners
β”‚   β”œβ”€β”€ __init__.py
β”‚   β”œβ”€β”€ network.py           # Network reconnaissance
β”‚   β”œβ”€β”€ web.py               # Web vulnerability scanning
β”‚   β”œβ”€β”€ subdomain.py         # Subdomain enumeration
β”‚   β”œβ”€β”€ ssl_scanner.py       # SSL/TLS analysis
β”‚   └── ports.py             # Port scanning
β”œβ”€β”€ reports/
β”‚   β”œβ”€β”€ __init__.py
β”‚   β”œβ”€β”€ generator.py         # Report generation
β”‚   └── templates/           # HTML/PDF templates
└── utils/
    β”œβ”€β”€ __init__.py
    └── helpers.py           # Utility functions

examples/
β”œβ”€β”€ basic_scan.py            # Basic scanning examples
└── full_pentest.py          # Full AI-driven pentest examples

πŸ” Security Considerations

⚠️ Important: This tool is intended for authorized security testing only.

  • Always obtain proper authorization before testing any system
  • Stay within scope - only test systems you have permission to test
  • Use responsibly - this tool can identify real vulnerabilities
  • Comply with laws - unauthorized testing may be illegal in your jurisdiction

πŸ› οΈ Configuration

config.yaml

# API Configuration
cursor:
  api_key: ${CURSOR_API_KEY}
  model: "claude-3-5-sonnet-20241022"
  max_tokens: 4096

# Scanning Configuration
scanning:
  network:
    timeout: 30
    max_concurrent: 50
  web:
    timeout: 30
    user_agent: "AI-Pentest/1.0"
  subdomain:
    timeout: 10
    max_concurrent: 100

# Report Configuration
report:
  output_dir: "./reports"
  format: "html"
  include_evidence: true

# Safety Settings
safety:
  requests_per_second: 10
  respect_robots_txt: true
  max_crawl_depth: 3

🀝 API Integration

Cursor.com Integration

The tool integrates with Cursor's API for AI-powered analysis. Set your API key:

export CURSOR_API_KEY=your_api_key

Anthropic Direct Integration

Alternatively, use Anthropic's Claude API directly:

export ANTHROPIC_API_KEY=your_api_key

The tool will automatically detect and use the available API.

πŸ“Š Sample Report

The tool generates comprehensive reports including:

  1. Executive Summary - High-level overview for stakeholders
  2. Findings Summary - Severity breakdown with counts
  3. Detailed Findings - Each vulnerability with:
    • Description
    • Impact analysis
    • Evidence/PoC
    • Remediation steps
    • CWE/CVE references
  4. Methodology - Testing approach documentation
  5. Recommendations - Prioritized remediation roadmap

πŸ”§ Integrated Security Tools

The tool integrates with 50+ popular security tools across multiple categories:

Network & Reconnaissance

Tool Binary Description
Nmap nmap Network exploration and security auditing
Masscan masscan Fast port scanner
Rustscan rustscan Modern port scanner with nmap integration
Amass amass Attack surface mapping and asset discovery
Subfinder subfinder Fast passive subdomain enumeration
Nuclei nuclei Template-based vulnerability scanner
Fierce fierce DNS reconnaissance
DNSEnum dnsenum DNS enumeration
AutoRecon autorecon Multi-threaded reconnaissance
TheHarvester theHarvester OSINT gathering
Responder responder LLMNR/NBT-NS/MDNS poisoner
NetExec nxc Network execution tool
Enum4linux enum4linux-ng Windows/Samba enumeration

Web Application Security

Tool Binary Description
Gobuster gobuster Directory/file brute forcing
Feroxbuster feroxbuster Recursive content discovery
Dirsearch dirsearch Web path discovery
Ffuf ffuf Fast web fuzzer
Dirb dirb Web content scanner
Httpx httpx HTTP probing toolkit
Katana katana Next-gen web crawler
Nikto nikto Web server scanner
SQLMap sqlmap SQL injection tool
WPScan wpscan WordPress security scanner
Arjun arjun HTTP parameter discovery
ParamSpider paramspider Parameter extraction
Dalfox dalfox XSS scanner
Wafw00f wafw00f WAF detection

Password & Authentication

Tool Binary Description
Hydra hydra Network authentication cracker
John john Password cracker
Hashcat hashcat Advanced password recovery
Medusa medusa Parallel authentication cracker
Patator patator Multi-purpose brute-forcer
CrackMapExec crackmapexec AD Swiss army knife
Evil-WinRM evil-winrm WinRM shell
Hash-Identifier hashid Hash type identification

Binary Analysis & Reverse Engineering

Tool Binary Description
GDB gdb GNU Debugger
Radare2 r2 Reverse engineering framework
Binwalk binwalk Firmware analysis
Checksec checksec Binary security checker
Strings strings String extraction
Objdump objdump Object file analyzer
Volatility3 vol Memory forensics
Foremost foremost File carving
Steghide steghide Steganography tool
Exiftool exiftool Metadata analyzer

Cloud Security

Tool Binary Description
Prowler prowler AWS/Azure/GCP security
Scout Suite scout Multi-cloud security auditing
Trivy trivy Container vulnerability scanner
Kube-hunter kube-hunter Kubernetes penetration testing
Kube-bench kube-bench CIS Kubernetes Benchmark
Docker Bench docker-bench-security Docker CIS Benchmark

Using Integrated Tools

# Check which tools are installed
ai-pentest tools --check

# Run a specific tool
ai-pentest run-tool NmapScanner 192.168.1.1

# Run reconnaissance tools
ai-pentest recon example.com

# Run vulnerability scanning
ai-pentest vuln-scan https://example.com

Tool Integration in Python

from ai_pentest.tools import ToolManager, NmapScanner, NucleiScanner

# Use the tool manager
async def run_tools():
    manager = ToolManager(use_ai=True)
    
    # Run reconnaissance
    result = await manager.run_recon("example.com")
    
    # Run specific tools
    nmap_result = await manager.run_tool("NmapScanner", "192.168.1.1")
    nuclei_result = await manager.run_tool("NucleiScanner", "https://example.com")
    
    await manager.close()

# Use tools directly
async def direct_tool_usage():
    nmap = NmapScanner()
    result = await nmap.run("192.168.1.1", scan_type="comprehensive")
    
    for finding in result.findings:
        print(f"[{finding['severity']}] {finding['title']}")

πŸ§ͺ Testing

# Run tests
pytest tests/

# Run with coverage
pytest tests/ --cov=ai_pentest --cov-report=html

πŸ“œ License

MIT License - see LICENSE for details.

πŸ™ Acknowledgments

πŸ“§ Support

For issues and feature requests, please open a GitHub issue.


⚑ Made with AI-powered security in mind

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