AutoPentest Cheat Sheet

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Overview

AutoPentest is an autonomous black-box penetration testing system powered by GPT-4o and LangChain that can execute multi-step attack chains without human intervention. It combines advanced AI reasoning with traditional security testing tools to perform comprehensive security assessments, vulnerability discovery, and exploitation attempts.

⚠️ Warning: Autonomous penetration testing tool. Use only on systems you own or have explicit written authorization to test.

Installation

Prerequisites

# System requirements
python3 --version  # Python 3.9+
pip3 --version
git --version
docker --version

# Required system packages
sudo apt update
sudo apt install -y python3-pip python3-venv git curl wget
sudo apt install -y nmap masscan gobuster nikto sqlmap metasploit-framework

# Install Node.js for some modules
curl -fsSL https://deb.nodesource.com/setup_18.x | sudo -E bash -
sudo apt install -y nodejs

Installation Methods

# Method 1: Git clone and setup
git clone https://github.com/autopentest/autopentest.git
cd autopentest
python3 -m venv venv
source venv/bin/activate
pip install -r requirements.txt

# Install additional dependencies
pip install langchain openai anthropic
pip install python-nmap python-masscan
pip install requests beautifulsoup4 selenium

# Method 2: Docker installation
docker pull autopentest/autopentest:latest
docker run -it --rm -v $(pwd)/results:/app/results autopentest/autopentest:latest

# Method 3: PyPI installation (if available)
pip install autopentest

Configuration Setup

# Create configuration directory
mkdir -p ~/.autopentest/config
mkdir -p ~/.autopentest/modules
mkdir -p ~/.autopentest/reports
mkdir -p ~/.autopentest/evidence

# Initialize configuration
autopentest init

# Configure AI models
autopentest config set openai_api_key "your-openai-api-key"
autopentest config set openai_model "gpt-4o"
autopentest config set anthropic_api_key "your-anthropic-key"

# Set operational parameters
autopentest config set max_attack_depth 5
autopentest config set autonomous_mode true
autopentest config set evidence_collection true

Core Commands

Basic Operations

# Display help and version
autopentest --help
autopentest --version
autopentest modules list

# Quick autonomous scan
autopentest scan --target example.com --autonomous
autopentest scan --target 192.168.1.100 --quick

# Full autonomous penetration test
autopentest pentest --target example.com --full
autopentest pentest --network 192.168.1.0/24 --autonomous

# Check system status
autopentest status
autopentest health-check

Target Management

# Add and manage targets
autopentest target add --host example.com
autopentest target add --network 192.168.1.0/24
autopentest target add --url https://app.example.com

# Target information gathering
autopentest target info example.com
autopentest target list --active
autopentest target remove example.com

# Import targets from various sources
autopentest target import --nmap scan.xml
autopentest target import --file targets.txt
autopentest target import --shodan-query "apache"

Campaign Management

# Create and manage campaigns
autopentest campaign create --name "client_assessment"
autopentest campaign list
autopentest campaign switch client_assessment

# Campaign configuration
autopentest campaign config --max-duration 24h
autopentest campaign config --attack-intensity medium
autopentest campaign config --stealth-mode true

# Campaign execution
autopentest campaign start --target example.com
autopentest campaign status
autopentest campaign pause
autopentest campaign resume
autopentest campaign stop

Autonomous Reconnaissance

AI-Driven Information Gathering

# Autonomous OSINT collection
autopentest recon osint --target example.com --autonomous
autopentest recon osint --company "Example Corp" --deep
autopentest recon osint --domain example.com --social-media

# Subdomain discovery with AI
autopentest recon subdomains --domain example.com --ai-enhanced
autopentest recon subdomains --domain example.com --recursive --depth 3
autopentest recon subdomains --domain example.com --wordlist-generation

# Port and service discovery
autopentest recon ports --target example.com --ai-prioritized
autopentest recon services --target 192.168.1.100 --fingerprint
autopentest recon services --network 192.168.1.0/24 --fast

Technology Stack Analysis

# Web technology identification
autopentest recon tech-stack --url https://example.com
autopentest recon tech-stack --target example.com --comprehensive
autopentest recon tech-stack --url https://example.com --ai-analysis

# Framework and CMS detection
autopentest recon cms --url https://example.com
autopentest recon frameworks --target example.com
autopentest recon libraries --url https://example.com --version-check

# Infrastructure analysis
autopentest recon infrastructure --target example.com
autopentest recon cloud-services --domain example.com
autopentest recon cdn-analysis --url https://example.com

Attack Surface Mapping

# Comprehensive attack surface discovery
autopentest recon attack-surface --target example.com --full
autopentest recon attack-surface --domain example.com --external
autopentest recon attack-surface --network 192.168.1.0/24 --internal

# Entry point identification
autopentest recon entry-points --target example.com
autopentest recon entry-points --url https://example.com --web-focus
autopentest recon entry-points --target 192.168.1.100 --network-focus

# Asset correlation and mapping
autopentest recon correlate --target example.com
autopentest recon map-assets --domain example.com --visual

Autonomous Vulnerability Assessment

AI-Powered Vulnerability Discovery

# Autonomous vulnerability scanning
autopentest vuln scan --target example.com --autonomous
autopentest vuln scan --url https://example.com --web-focus
autopentest vuln scan --target 192.168.1.100 --network-focus

# AI-guided vulnerability analysis
autopentest vuln analyze --target example.com --ai-reasoning
autopentest vuln analyze --scan-id 12345 --deep-analysis
autopentest vuln analyze --vulnerability CVE-2023-1234 --context

# Vulnerability prioritization
autopentest vuln prioritize --target example.com --business-impact
autopentest vuln prioritize --scan-id 12345 --exploitability
autopentest vuln prioritize --vulnerabilities vulns.json --risk-based

Specialized Vulnerability Testing

# Web application vulnerabilities
autopentest vuln web --url https://example.com --comprehensive
autopentest vuln web --url https://example.com --owasp-top10
autopentest vuln web --url https://example.com --api-focus

# Network vulnerabilities
autopentest vuln network --target 192.168.1.100 --comprehensive
autopentest vuln network --network 192.168.1.0/24 --lateral-movement
autopentest vuln network --target 192.168.1.100 --privilege-escalation

# Infrastructure vulnerabilities
autopentest vuln infrastructure --target example.com --cloud-focus
autopentest vuln infrastructure --target example.com --container-focus
autopentest vuln infrastructure --target example.com --configuration

Vulnerability Validation

# Automated vulnerability validation
autopentest vuln validate --vulnerability-id 67890
autopentest vuln validate --scan-id 12345 --auto-verify
autopentest vuln validate --target example.com --all-findings

# False positive reduction
autopentest vuln filter --scan-id 12345 --ai-filtering
autopentest vuln deduplicate --target example.com
autopentest vuln confidence-score --vulnerability-id 67890

Autonomous Exploitation

AI-Driven Exploit Selection

# Autonomous exploit attempts
autopentest exploit auto --target example.com --safe-mode
autopentest exploit auto --vulnerability-id 67890 --careful
autopentest exploit auto --scan-id 12345 --non-destructive

# Exploit chain generation
autopentest exploit chain --target example.com --objective shell
autopentest exploit chain --target 192.168.1.100 --objective privilege-escalation
autopentest exploit chain --network 192.168.1.0/24 --objective lateral-movement

# Custom exploit development
autopentest exploit develop --vulnerability CVE-2023-1234
autopentest exploit develop --service "Apache 2.4.41" --ai-assisted
autopentest exploit develop --target example.com --custom-payload

Payload Generation and Delivery

# AI-generated payloads
autopentest payload generate --target example.com --type reverse-shell
autopentest payload generate --os windows --arch x64 --evasion
autopentest payload generate --service ssh --technique key-injection

# Payload delivery mechanisms
autopentest payload deliver --target example.com --method web
autopentest payload deliver --target 192.168.1.100 --method network
autopentest payload deliver --target example.com --method social-engineering

# Evasion techniques
autopentest payload obfuscate --payload payload.bin --technique polymorphic
autopentest payload encode --payload payload.bin --encoder base64
autopentest payload encrypt --payload payload.bin --key random

Post-Exploitation Activities

# Autonomous post-exploitation
autopentest post-exploit --session session-123 --autonomous
autopentest post-exploit --target example.com --objective data-discovery
autopentest post-exploit --session session-123 --persistence

# Privilege escalation
autopentest post-exploit privesc --session session-123 --auto
autopentest post-exploit privesc --target 192.168.1.100 --technique kernel
autopentest post-exploit privesc --session session-123 --service-abuse

# Lateral movement
autopentest post-exploit lateral --session session-123 --network 192.168.1.0/24
autopentest post-exploit lateral --session session-123 --credential-reuse
autopentest post-exploit lateral --session session-123 --trust-relationships

AI Reasoning Engine

Decision Making Framework

# AI reasoning configuration
reasoning_config = {
    "model": "gpt-4o",
    "temperature": 0.3,
    "max_tokens": 4000,
    "reasoning_depth": 5,
    "confidence_threshold": 0.8,
    "risk_tolerance": "medium"
}

# Custom reasoning prompts
attack_planning_prompt = """
Analyze the target system and plan a multi-step attack:
Target: {target}
Discovered services: {services}
Identified vulnerabilities: {vulnerabilities}
Objective: {objective}

Provide a step-by-step attack plan with:
1. Risk assessment for each step
2. Probability of success
3. Potential impact
4. Stealth considerations
5. Fallback options
"""

Attack Chain Planning

# AI-powered attack planning
autopentest ai plan-attack --target example.com --objective compromise
autopentest ai plan-attack --target example.com --stealth-priority
autopentest ai plan-attack --network 192.168.1.0/24 --lateral-focus

# Attack path optimization
autopentest ai optimize-path --target example.com --minimize-risk
autopentest ai optimize-path --target example.com --maximize-stealth
autopentest ai optimize-path --target example.com --fastest-path

# Dynamic replanning
autopentest ai replan --session session-123 --new-objective
autopentest ai replan --campaign campaign-456 --adapt-defenses
autopentest ai replan --target example.com --failure-recovery

Adaptive Behavior

# AI adaptation to defenses
autopentest ai adapt --target example.com --defense-detection
autopentest ai adapt --session session-123 --evasion-mode
autopentest ai adapt --campaign campaign-456 --stealth-increase

# Learning from failures
autopentest ai learn --failed-attempt attempt-789
autopentest ai learn --target example.com --defense-analysis
autopentest ai learn --campaign campaign-456 --pattern-recognition

# Behavioral modification
autopentest ai modify-behavior --target example.com --more-aggressive
autopentest ai modify-behavior --session session-123 --more-cautious
autopentest ai modify-behavior --campaign campaign-456 --change-tactics

Multi-Step Attack Chains

Chain Definition and Execution

# attack_chains/web_to_internal.yaml
name: "Web Application to Internal Network"
description: "Multi-step attack from web app compromise to internal network access"

steps:
  - name: "web_reconnaissance"
    type: "reconnaissance"
    ai_guided: true
    modules:
      - subdomain_enumeration
      - technology_detection
      - vulnerability_scanning

  - name: "web_exploitation"
    type: "exploitation"
    depends_on: ["web_reconnaissance"]
    condition: "web_vulnerabilities_found"
    ai_guided: true
    modules:
      - sql_injection
      - xss_exploitation
      - file_upload_abuse

  - name: "lateral_movement"
    type: "post_exploitation"
    depends_on: ["web_exploitation"]
    condition: "shell_obtained"
    ai_guided: true
    modules:
      - network_discovery
      - credential_harvesting
      - privilege_escalation

Chain Execution Commands

# Execute predefined attack chains
autopentest chain execute web_to_internal --target example.com
autopentest chain execute network_compromise --target 192.168.1.0/24
autopentest chain execute cloud_breakout --target aws-instance

# Custom chain execution
autopentest chain execute --file custom_chain.yaml --target example.com
autopentest chain execute --template advanced --target example.com

# Chain monitoring and control
autopentest chain status web_to_internal_001
autopentest chain pause web_to_internal_001
autopentest chain resume web_to_internal_001
autopentest chain abort web_to_internal_001

Dynamic Chain Modification

# Modify chains during execution
autopentest chain modify --chain-id 12345 --add-step persistence
autopentest chain modify --chain-id 12345 --skip-step noisy_scan
autopentest chain modify --chain-id 12345 --change-objective

# Conditional branching
autopentest chain branch --chain-id 12345 --condition "admin_access_gained"
autopentest chain branch --chain-id 12345 --fallback-path stealth_mode
autopentest chain branch --chain-id 12345 --success-path data_exfiltration

Evidence Collection and Documentation

Automated Evidence Gathering

# Enable comprehensive evidence collection
autopentest evidence enable --all-activities
autopentest evidence enable --screenshots --network-captures
autopentest evidence enable --command-logs --file-changes

# Evidence collection during attacks
autopentest evidence collect --session session-123 --continuous
autopentest evidence collect --vulnerability-id 67890 --proof-of-concept
autopentest evidence collect --target example.com --timeline

# Evidence validation and integrity
autopentest evidence validate --evidence-id 98765
autopentest evidence hash --evidence-id 98765 --algorithm sha256
autopentest evidence sign --evidence-id 98765 --digital-signature

Forensic Documentation

# Generate forensic reports
autopentest forensics report --session session-123 --detailed
autopentest forensics report --target example.com --timeline
autopentest forensics report --campaign campaign-456 --comprehensive

# Chain of custody
autopentest forensics custody --evidence-id 98765 --initialize
autopentest forensics custody --evidence-id 98765 --transfer
autopentest forensics custody --evidence-id 98765 --verify

# Evidence export for legal purposes
autopentest forensics export --evidence-id 98765 --format legal
autopentest forensics export --session session-123 --court-ready
autopentest forensics export --campaign campaign-456 --compliance

Reporting and Analysis

AI-Generated Reports

# Autonomous report generation
autopentest report generate --target example.com --ai-authored
autopentest report generate --campaign campaign-456 --executive-summary
autopentest report generate --session session-123 --technical-details

# Custom report templates
autopentest report generate --template compliance --target example.com
autopentest report generate --template red-team --campaign campaign-456
autopentest report generate --template vulnerability-assessment --scan-id 12345

# Multi-format output
autopentest report generate --target example.com --format pdf,html,json
autopentest report generate --campaign campaign-456 --format docx
autopentest report generate --session session-123 --format markdown

Risk Assessment and Scoring

# AI-powered risk analysis
autopentest risk assess --target example.com --business-context
autopentest risk assess --vulnerabilities vulns.json --impact-analysis
autopentest risk assess --campaign campaign-456 --comprehensive

# Risk scoring and prioritization
autopentest risk score --vulnerability-id 67890 --cvss-plus-ai
autopentest risk score --target example.com --business-risk
autopentest risk score --campaign campaign-456 --overall-posture

# Risk mitigation recommendations
autopentest risk mitigate --target example.com --recommendations
autopentest risk mitigate --vulnerability-id 67890 --step-by-step
autopentest risk mitigate --campaign campaign-456 --prioritized

Advanced Configuration

AI Model Configuration

# config/ai_models.yaml
ai_models:
  primary:
    provider: "openai"
    model: "gpt-4o"
    api_key: "${OPENAI_API_KEY}"
    max_tokens: 8000
    temperature: 0.3

  reasoning:
    provider: "openai"
    model: "gpt-4o"
    api_key: "${OPENAI_API_KEY}"
    max_tokens: 4000
    temperature: 0.1

  creative:
    provider: "anthropic"
    model: "claude-3-opus"
    api_key: "${ANTHROPIC_API_KEY}"
    max_tokens: 4000
    temperature: 0.7

reasoning_prompts:
  vulnerability_analysis: "prompts/vuln_analysis.txt"
  exploit_selection: "prompts/exploit_selection.txt"
  attack_planning: "prompts/attack_planning.txt"
  risk_assessment: "prompts/risk_assessment.txt"

Autonomous Behavior Settings

# config/autonomous.yaml
autonomous_settings:
  max_attack_depth: 5
  max_session_duration: 3600  # 1 hour
  risk_tolerance: "medium"
  stealth_priority: "high"

  decision_making:
    confidence_threshold: 0.8
    require_human_approval: false
    auto_escalate_privileges: true
    auto_lateral_movement: true

  safety_limits:
    no_destructive_actions: true
    no_data_exfiltration: true
    respect_scope_limits: true
    max_concurrent_sessions: 5

  learning:
    adapt_to_defenses: true
    learn_from_failures: true
    update_tactics: true
    share_intelligence: false

Integration Configuration

# config/integrations.yaml
integrations:
  metasploit:
    enabled: true
    rpc_host: "localhost"
    rpc_port: 55553
    rpc_user: "msf"
    rpc_pass: "${MSF_PASSWORD}"

  burp_suite:
    enabled: true
    api_url: "http://localhost:1337"
    api_key: "${BURP_API_KEY}"

  nessus:
    enabled: true
    server_url: "https://nessus.local:8834"
    access_key: "${NESSUS_ACCESS_KEY}"
    secret_key: "${NESSUS_SECRET_KEY}"

  siem:
    enabled: true
    type: "splunk"
    endpoint: "https://splunk.local:8089"
    token: "${SPLUNK_TOKEN}"

Security and Ethical Considerations

Authorization and Scope Management

# Define authorized targets and scope
autopentest scope define --target example.com --authorized
autopentest scope define --network 192.168.1.0/24 --internal-only
autopentest scope define --url https://app.example.com --web-only

# Scope validation and enforcement
autopentest scope validate --target test.example.com
autopentest scope enforce --strict-mode
autopentest scope check --all-targets

# Authorization documentation
autopentest auth document --target example.com --signed-agreement
autopentest auth verify --target example.com --legal-approval
autopentest auth export --format legal-document

Safety Mechanisms

# Enable safety controls
autopentest safety enable --all-controls
autopentest safety enable --no-destructive --no-dos
autopentest safety enable --data-protection --scope-enforcement

# Safety monitoring
autopentest safety monitor --real-time
autopentest safety check --pre-execution
autopentest safety validate --post-execution

# Emergency controls
autopentest safety emergency-stop --all-campaigns
autopentest safety quarantine --session session-123
autopentest safety rollback --changes-since timestamp

Compliance and Auditing

# Enable comprehensive auditing
autopentest audit enable --all-activities
autopentest audit enable --decision-logging --ai-reasoning
autopentest audit enable --evidence-chain --legal-compliance

# Audit reporting
autopentest audit report --campaign campaign-456 --compliance
autopentest audit report --timeframe "2024-01-01,2024-01-31" --detailed
autopentest audit export --format soc2 --period quarterly

# Compliance validation
autopentest compliance check --standard iso27001
autopentest compliance check --standard nist --framework cybersecurity
autopentest compliance validate --all-activities --legal-review

Troubleshooting and Optimization

Performance Monitoring

# Monitor system performance
autopentest monitor performance --real-time
autopentest monitor resources --campaign campaign-456
autopentest monitor ai-usage --costs --tokens

# Performance optimization
autopentest optimize performance --target example.com
autopentest optimize ai-calls --reduce-redundancy
autopentest optimize memory --cleanup-sessions

# Scaling and load balancing
autopentest scale up --workers 10
autopentest scale distribute --targets multiple
autopentest scale optimize --resource-allocation

Debugging and Diagnostics

# Debug mode and verbose logging
autopentest --debug campaign start --target example.com
autopentest --verbose ai plan-attack --target example.com
autopentest logs view --level debug --component ai-reasoning

# System diagnostics
autopentest diagnose system --comprehensive
autopentest diagnose ai-models --connectivity
autopentest diagnose integrations --all-tools

# Error analysis and resolution
autopentest errors analyze --session session-123
autopentest errors resolve --error-id 54321 --auto-fix
autopentest errors report --campaign campaign-456 --detailed

Recovery and Backup

# Session recovery
autopentest recover session --session-id session-123
autopentest recover campaign --campaign-id campaign-456
autopentest recover state --from-backup backup-789

# Backup and restore
autopentest backup create --campaign campaign-456 --full
autopentest backup restore --backup-id backup-789
autopentest backup schedule --daily --retention 30d

# Data integrity verification
autopentest verify integrity --all-data
autopentest verify checksums --evidence-only
autopentest verify consistency --cross-reference

Integration Examples

CI/CD Pipeline Integration

# .github/workflows/autonomous-security-test.yml
name: Autonomous Security Testing
on:
  schedule:
    - cron: '0 2 * * 0'  # Weekly on Sunday at 2 AM
  workflow_dispatch:

jobs:
  autonomous-pentest:
    runs-on: ubuntu-latest
    steps:
    - name: Setup AutoPentest
      run: |
        pip install autopentest
        autopentest config set openai_api_key ${{ secrets.OPENAI_API_KEY }}
        autopentest config set autonomous_mode true
        autopentest config set safety_controls true

    - name: Run Autonomous Penetration Test
      run: |
        autopentest campaign create --name "ci_security_test"
        autopentest campaign start --target ${{ env.TARGET_DOMAIN }} --autonomous
        autopentest campaign wait --timeout 3600

    - name: Generate Security Report
      run: |
        autopentest report generate --campaign ci_security_test --format json > security_report.json
        autopentest report generate --campaign ci_security_test --format pdf > security_report.pdf

    - name: Upload Results
      uses: actions/upload-artifact@v3
      with:
        name: security-assessment-results
        path: |
          security_report.json
          security_report.pdf

SOAR Platform Integration

# integrations/soar_integration.py
import requests
import json
from autopentest.core.integration import BaseIntegration

class SOARIntegration(BaseIntegration):
    def __init__(self, soar_url, api_key):
        self.soar_url = soar_url
        self.api_key = api_key

    def create_incident(self, vulnerability):
        incident_data = {
            "title": f"Critical Vulnerability: {vulnerability.name}",
            "description": vulnerability.description,
            "severity": self.map_severity(vulnerability.severity),
            "source": "autopentest",
            "artifacts": [
                {
                    "type": "ip",
                    "value": vulnerability.target_ip
                },
                {
                    "type": "cve",
                    "value": vulnerability.cve
                }
            ]
        }

        headers = {
            "Authorization": f"Bearer {self.api_key}",
            "Content-Type": "application/json"
        }

        response = requests.post(
            f"{self.soar_url}/api/incidents",
            headers=headers,
            json=incident_data
        )

        return response.json()

    def trigger_playbook(self, playbook_name, context):
        playbook_data = {
            "playbook": playbook_name,
            "context": context,
            "auto_execute": True
        }

        headers = {
            "Authorization": f"Bearer {self.api_key}",
            "Content-Type": "application/json"
        }

        response = requests.post(
            f"{self.soar_url}/api/playbooks/execute",
            headers=headers,
            json=playbook_data
        )

        return response.json()

Best Practices

Autonomous Testing Strategy

# Gradual autonomy increase
autopentest config set autonomy_level 1  # Supervised
autopentest config set autonomy_level 3  # Semi-autonomous
autopentest config set autonomy_level 5  # Fully autonomous

# Risk-based approach
autopentest config set risk_tolerance low    # Conservative
autopentest config set risk_tolerance medium # Balanced
autopentest config set risk_tolerance high   # Aggressive

# Continuous learning
autopentest ai train --from-campaigns --improve-accuracy
autopentest ai update-models --latest-threats
autopentest ai calibrate --false-positive-reduction

Quality Assurance

# Validation and verification
autopentest validate findings --all-vulnerabilities
autopentest verify exploits --proof-of-concept
autopentest cross-reference --multiple-sources

# Accuracy improvement
autopentest accuracy measure --campaign campaign-456
autopentest accuracy improve --false-positive-analysis
autopentest accuracy benchmark --industry-standards

Operational Security

# Stealth and evasion
autopentest stealth enable --advanced-evasion
autopentest stealth randomize --timing --user-agents
autopentest stealth encrypt --communications --payloads

# Operational security
autopentest opsec enable --anti-forensics
autopentest opsec clean --artifacts --logs
autopentest opsec verify --no-traces-left

Resources

Documentation

• AutoPentest Documentation
• AI Integration Guide
• API Reference

Community

• AutoPentest GitHub
• Research Papers
• Security Community Forum

Training

• Autonomous Pentesting Course
• AI Security Testing Certification
• Video Tutorials