Metadata-Version: 2.4
Name: adpentest
Version: 2.23.0
Summary: Active Directory penetration testing framework with automatic Domain Controller detection
Author-email: Netanel Cyber <nsh531@gmail.com>
License: MIT
Project-URL: Homepage, https://github.com/netanelcyber/AdPentestAI-Python
Project-URL: Repository, https://github.com/netanelcyber/AdPentestAI-Python.git
Project-URL: Issues, https://github.com/netanelcyber/AdPentestAI-Python/issues
Project-URL: Documentation, https://github.com/netanelcyber/AdPentestAI-Python/blob/main/README.md
Keywords: active-directory,penetration-testing,ad-enumeration,kerberos,smb,ldap,security,offensive-security,red-team
Classifier: Development Status :: 4 - Beta
Classifier: Environment :: Console
Classifier: Intended Audience :: Information Technology
Classifier: Intended Audience :: System Administrators
Classifier: License :: OSI Approved :: MIT License
Classifier: Natural Language :: English
Classifier: Operating System :: OS Independent
Classifier: Programming Language :: Python :: 3
Classifier: Programming Language :: Python :: 3.10
Classifier: Programming Language :: Python :: 3.11
Classifier: Programming Language :: Python :: 3.12
Classifier: Topic :: System :: Networking
Classifier: Topic :: System :: Systems Administration
Classifier: Topic :: Security
Requires-Python: >=3.10
Description-Content-Type: text/markdown
License-File: LICENSE
Requires-Dist: httpx<1,>=0.27
Requires-Dist: dnspython<3,>=2.4
Requires-Dist: ldap3<3,>=2.9
Requires-Dist: jinja2>=3.0
Requires-Dist: SQLAlchemy<3,>=2.0
Provides-Extra: dev
Requires-Dist: pytest>=7.0; extra == "dev"
Requires-Dist: black>=23.0; extra == "dev"
Requires-Dist: flake8>=6.0; extra == "dev"
Requires-Dist: mypy>=1.0; extra == "dev"
Dynamic: license-file

# AdPentestAI-Python

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[![License: MIT](https://img.shields.io/badge/License-MIT-yellow.svg)](LICENSE)
[![Python 3.10+](https://img.shields.io/badge/python-3.10+-blue.svg)](https://www.python.org/downloads/)
[![PyPI](https://img.shields.io/pypi/v/adpentest)](https://pypi.org/project/adpentest/)

**Active Directory penetration testing framework** with automatic Domain Controller detection, multi-threaded tool execution, WAF bypass engine, CVE scanning, and SQLite scan history.

> **For authorized penetration testing only.** Always get explicit written permission before testing any systems.

---

## Table of Contents

- [Quick Start](#quick-start)
- [Features](#features)
- [Installation](#installation)
- [Usage](#usage)
- [CVE Scanners](#cve-scanners)
- [WAF Detection & Bypass](#waf-detection--bypass)
- [Scan History Database](#scan-history-database)
- [DC Detection Strategies](#dc-detection-strategies)
- [Tool Registry](#tool-registry)
- [Email Protocol Enumeration](#email-protocol-enumeration)
- [DNS Configuration](#dns-configuration)
- [Architecture](#architecture)
- [Contributing](#contributing)
- [License](#license)

---

## Quick Start

```bash
pip install adpentest

# Dry-run — preview what would execute, no actual tool runs
adpentest --target 10.0.0.1 --mode dry-run --scope-confirmed

# Active scan with auto DC detection
adpentest --target corp.local --mode active --scope-confirmed

# View scan history
adpentest --history

# View only current verified CVE findings
adpentest --cve-report
```

### Confirmed CVE findings

The CVE report, HTML findings, and dashboard show only confirmed findings.
An open port, service banner, signing observation, or high correlation score
does not establish a specific CVE. All built-in heuristic scanners return
`assessment: "unverified"` until target-specific proof is available. Passive
correlations are retained under `passive_cve_scan.observations`; `matches`
contains no unverified candidates. Raw tool observations remain available.

Supply inventory collected from the target with `--cve-evidence FILE.json`.
The file is an array of proofs keyed by exact CVE and target. Each proof must
include this structure, replacing placeholders with observed facts:

```json
[
  {
    "cve": "CVE-2025-33073",
    "target": "192.0.2.10",
    "method": "vendor-version-and-patch-inventory",
    "checked_at": "<UTC timestamp of the inventory>",
    "vendor": "<exact vendor in the official record>",
    "product": "<exact product in the official record>",
    "version": "<observed product/build version>",
    "platform": "<platform if the official record restricts it>",
    "patch_state": "missing",
    "prerequisites_verified": true,
    "advisory_url": "<vendor advisory listed in the official record>",
    "evidence": {
      "product_version": {"source": "<inventory source>", "value": "<same observed version>"},
      "patch_inventory": {"source": "<patch inventory source>", "value": {"missing": ["<applicable vendor patch>"]}},
      "prerequisites": {"source": "<configuration source>", "value": ["<CVE-specific condition verified on this target>"]}
    }
  }
]
```

The verifier fetches the official [CVE List](https://github.com/CVEProject/cvelistV5)
record, requires `PUBLISHED`, checks CVE identity, advisory, product, platform,
and affected version range, and uses the record's severity. Reserved, rejected,
missing, mismatched, or unverifiable records do not qualify. Inventory and
record verification expire after 24 hours; metadata refreshes at least hourly
when used. Unsupported version formats stay unverified. The inventory proof
confirms applicability and missing updates; it does not perform exploitation.
Existing historical rows are retained, and legacy `vulnerable=true` flags
without this proof are excluded from current reports.

## Features

### Core Capabilities

- **Auto DC Detection** — discovers Domain Controllers via DNS SRV records, LDAP RootDSE probes, port fingerprinting, and subnet sweep
- **Multi-threaded execution** — 16 parallel workers for tool execution, 32 workers for port/DNS/credential tasks (10-15x speedup)
- **35+ AD/SMB/Kerberos/ADCS/Email tools** — cross-platform binary tools + pure Python implementations
- **7 CVE scanners** — automated detection of critical AD vulnerabilities (CVSS 7.5-9.4)
- **WAF detection & bypass** — identifies WAF/CDN vendors and attempts bypass via HTTP spoofing, raw LDAP/Kerberos, TCP fragmentation
- **SQLite scan history** — persistent storage of all scan runs, tool results, and CVE findings
- **Auto-install** — missing tools installed automatically via apt/pip/git
- **Safety** — `dry-run` is the default mode; `--scope-confirmed` required for authorization

### Attack Vectors

| Category | Tools | Description |
|----------|-------|-------------|
| **Reconnaissance** | nmap, masscan, enum4linux-ng, rpcdump, bloodhound-python, ldapdomaindump | Network & AD enumeration |
| **SMB** | smbclient, smbmap, crackmapexec, impacket | Null sessions, share enum, signing detection, credential testing |
| **Kerberos** | GetUserSPNs, AS-REP roast, Kerberoast, kerbrute | SPN enum, ticket extraction, user enumeration |
| **ADCS** | certipy (find, shadow, ESC1, ESC3, ESC9) | Certificate template analysis & exploitation |
| **Email** | SMTP/POP3/IMAP enum & auth testing | User discovery, credential testing, Exchange detection |
| **Privilege Escalation** | ACL scanner, GPO abuse, delegation chain, auto privesc | Permission analysis & escalation paths |
| **Persistence** | Golden/silver ticket, DCshadow, skeleton key, DSRM, SID history | Domain persistence techniques |
| **Coercion & Relay** | PetitPotam, PrinterBug, NTLM relay | Authentication coercion attacks |
| **CVE Scanning** | 7 dedicated scanners | Certighost, ResetNightmare, NTLM bypass, RC4, RPC RCE |

---

## Installation

### From PyPI

```bash
pip install adpentest
```

### From Source

```bash
git clone https://github.com/netanelcyber/AdPentestAI-Python.git
cd AdPentestAI-Python
pip install -e .
```

### Dependencies

| Package | Version | Purpose |
|---------|---------|---------|
| `httpx` | >= 0.27 | HTTP client for EWS/web enumeration |
| `dnspython` | >= 2.4 | DNS resolution with SRV record support |
| `ldap3` | >= 2.9 | LDAP operations (RootDSE, anonymous bind) |
| `SQLAlchemy` | >= 2.0, < 3 | ORM models, transactions and SQLite migrations |
| `jinja2` | >= 3.0 | HTML report rendering |

Standard library modules used: `smtplib`, `poplib`, `imaplib`, `socket`, `concurrent.futures`, `subprocess`, `sqlite3`, `json`.

---

## Usage

### Basic Scans

```bash
# Dry-run (check tools, detect DCs, preview commands — no actual execution)
adpentest --target 10.0.0.1 --mode dry-run --scope-confirmed

# Active scan with auto DC detection
adpentest --target corp.local --mode active --scope-confirmed

# Custom timeout and no auto-install of missing tools
adpentest --target 192.168.1.10 --mode active --scope-confirmed --timeout 600 --no-auto-install

# Custom DNS servers
adpentest --target corp.local --mode active --scope-confirmed --dns-server 1.1.1.1,8.8.8.8

# Connect via VPN before scanning
adpentest --target 10.10.10.1 --mode active --scope-confirmed --vpn lab.ovpn
```

### Scan History & Reports

```bash
# Show all past scan runs
adpentest --history

# Show last 5 runs
adpentest --history --history-limit 5

# Show all vulnerable CVE findings across all runs
adpentest --cve-report

# Show details for a specific run
adpentest --run-details run-8824073e5124-20260904055457

# Use custom database path
adpentest --history --db-path /path/to/custom.db
```

### HTML Pentest Report Generation

Generate an executive-ready, standalone, and interactive HTML penetration test report (<100KB):

```bash
# Generate report during active scan
adpentest --target corp.local --mode active --scope-confirmed --html-report report.html

# Generate report from an existing JSON output file
python -m adpentest.report_generator scan_results.json report.html
```

- **0.0 - 10.0 Executive Risk Score** with CVSS & severity metrics gauge
- **Interactive Dark / Light mode** toggle & print-optimized layout
- **Target architecture & Domain Controller detection** breakdown
- **Categorized security findings** with remediation advice
- **Collapsible tool execution logs** with timing and duration metrics


### Lab Setup

```bash
# Interactive lab setup orchestrator
adpentest --setup-labs
```

### Output Format

All scan output is JSON:

```json
{
  "status": "completed",
  "run_id": "run-abc123-20260901120000",
  "db_path": "~/.adpentest/scan_history.db",
  "dc_detection": {
    "dc_count": 2,
    "detected_domain": "corp.local",
    "domain_controllers": [...]
  },
  "execution": {
    "result_count": 35,
    "completed": 28,
    "failed": 7
  }
}
```

See [`examples/sample-dry-run-output.json`](examples/sample-dry-run-output.json) for a complete example.

---

## CVE Scanners

The framework includes 7 built-in CVE scanners that run as part of every scan. All scanners are **safe and read-only** — they use port probes, anonymous LDAP queries, and raw protocol checks only.

| CVE | Name | CVSS | Description |
|-----|------|------|-------------|
| CVE-2026-59270 | Spring LDAP | 9.4 | Hardcoded credentials in Spring Security embedded LDAP (UnboundIdContainer) |
| CVE-2026-54121 | Certighost | 8.8 | AD CS enrollment bypass — certificate enrollment for arbitrary computer accounts |
| CVE-2025-54918 | NTLM LDAP Bypass | 8.1 | NTLM authentication bypass on DC LDAP — privilege escalation to SYSTEM |
| CVE-2026-33826 | AD RPC RCE | 8.0 | Windows AD RPC remote code execution via improper input validation |
| CVE-2026-27912 | ResetNightmare | 8.0 | Kerberos kpasswd password reset bypass via UPN collision — full domain takeover |
| CVE-2026-24294 | NTLM Reflection | 7.8 | NTLM reflection via SMB port multiplexing (Server 2025 / Win 11 24H2) |
| CVE-2026-20833 | Kerberos RC4 | 7.5 | KDC accepts RC4-HMAC encryption — enables Kerberoasting attacks |

### What Each Scanner Checks

**CVE-2026-59270** — Attempts LDAP bind with known hardcoded credentials (`uid=admin,ou=system` / `secret`) on ports 389, 636, 53389, 33389, 10389, 8389. Reports exposed entry count.

**CVE-2026-54121** — Queries AD CS Enrollment Services and certificate templates via LDAP. Identifies templates with `ENROLLEE_SUPPLIES_SUBJECT` flag or risky enrollment configurations.

**CVE-2025-54918** — Checks if LDAP accepts NTLM/GSS-SPNEGO authentication without enforced signing. Extracts DC functional level and domain context.

**CVE-2026-33826** — Probes RPC endpoint mapper (port 135), confirms AD DC via LDAP, checks for exposed RPC-related ports (135, 593, 445, 139).

**CVE-2026-27912** — Checks if kpasswd (port 464) and Kerberos (port 88) are open. Queries `ms-DS-MachineAccountQuota` to assess exploitation feasibility.

**CVE-2026-24294** — Sends SMB2 Negotiate to detect protocol version and signing mode. Checks for alternative SMB ports (8445, 9445, etc.) indicating port multiplexing.

**CVE-2026-20833** — Sends raw Kerberos AS-REQ with RC4 (etype 23), AES256 (etype 18), and AES128 (etype 17) to detect which encryption types the KDC accepts.

---

## WAF Detection & Bypass

When scanning targets behind WAF/CDN services, the framework automatically:

1. **Detects WAF vendor** — checks HTTP headers and body content for signatures of 17+ WAF vendors (Incapsula/Imperva, Cloudflare, Akamai, AWS WAF, Azure Front Door, Sucuri, etc.)
2. **Attempts bypass** via 5 technique layers:
   - **HTTP bypass** — header spoofing (X-Forwarded-For, X-Real-IP, CF-Connecting-IP), User-Agent rotation, path obfuscation, verb tampering
   - **Raw LDAP** — BER-encoded LDAPv3 anonymous bind directly to port 389
   - **Raw Kerberos** — AS-REQ with TCP framing to port 88
   - **TCP fragmentation** — 1 byte per TCP segment with TCP_NODELAY
   - **Email/HTTP** — OWA, EWS NTLM handshake, Autodiscover, ActiveSync, MAPI probing

If raw LDAP or Kerberos bypasses the WAF, the framework extracts domain info and adjusts DC detection confidence accordingly.

---

## Scan History Database

All scan data is automatically stored through SQLAlchemy ORM in SQLite at
`~/.adpentest/scan_history.db`. Version **2.23.0** unifies scanner and diagnostic
storage with related models, transaction rollback, host/domain inventory and
normalized JSON tool outputs. Existing SQLite files are upgraded automatically
without rebuilding their tables or deleting their history.

```bash
pip install --upgrade "adpentest==2.23.0"
adpentest --db-migrate --db-path ./scan_history.db
adpentest --db-info --db-path ./scan_history.db
adpentest --db-normalize --db-path ./scan_history.db
```

These are local maintenance commands. `--db-path` works for both scans and
reports; `ADPENTEST_DB_PATH` supplies the default when no explicit path is given.
See the [ORM guide](https://github.com/netanelcyber/AdPentestAI-Python/blob/02863122cd24503b07f1207267d89c8631396c40/docs/ORM.md)
for migration behavior and integration examples.

### Database Schema

**`scan_runs`** — One row per scan execution:
- `run_id`, `target`, `mode`, `started_at`, `finished_at`, `status`
- `dc_count`, `live_hosts`, `tools_executed`, `tools_succeeded`, `tools_failed`
- `cves_checked`, `cves_vulnerable`

**`tool_results`** — One row per tool execution:
- `tool`, `host`, `is_dc`, `fqdn`, `status`, `duration_sec`, `output`, `error`

**`cve_findings`** — One row per CVE check:
- `cve_id`, `target`, `cvss`, `severity`, `vulnerable`, `impact`, `details_json`

**`diagnostic_results`** retains command, stdout, stderr, return code and the
complete diagnostic result. **`tool_result_kv`** indexes valid JSON outputs by
path, key, value and type. **`domains`**, **`hosts`** and **`scan_hosts`** link
observations to runs; **`schema_migrations`** records applied upgrades.

```python
from sqlalchemy import select
from adpentest.database import ScanDatabase
from adpentest.models import ScanRun

with ScanDatabase("scan_history.db") as db:
    with db.session(write=False) as session:
        for run in session.scalars(select(ScanRun)):
            print(run.run_id, len(run.tool_results), len(run.hosts))
```

### Querying Directly

```bash
# Open the database
sqlite3 ~/.adpentest/scan_history.db

# Current verified findings use the repository confirmation policy:
adpentest --cve-report --db-path ~/.adpentest/scan_history.db

# Scan history summary
SELECT run_id, target, mode, status, tools_executed, cves_vulnerable, started_at FROM scan_runs ORDER BY started_at DESC;

# Tool success rate
SELECT tool, COUNT(*) as runs, SUM(CASE WHEN status='completed' THEN 1 ELSE 0 END) as ok FROM tool_results GROUP BY tool ORDER BY runs DESC;
```

---

## DC Detection Strategies

The framework uses a multi-strategy pipeline to discover Domain Controllers:

| Strategy | Method | Confidence |
|----------|--------|------------|
| DNS SRV | Queries `_ldap._tcp.dc._msdcs.<domain>` | High (0.9) |
| LDAP RootDSE | Anonymous bind to extract domain/forest info | High (0.9) |
| Port fingerprint | Checks Kerberos (88), LDAP (389/636), GC (3268/3269) | Medium (0.7) |
| Subnet sweep | Kerberos port 88 scan on /24 → /23 → /22 | Medium (0.6) |

When WAF is detected blocking ports, the bypass engine runs automatically. If raw LDAP/Kerberos bypasses succeed, confidence is adjusted to 0.7 ("waf-bypassed"); otherwise 0.1 ("waf-blocked").

---

## Tool Registry

### Available Tools (35+)

**Binary tools:** nmap, masscan, enum4linux-ng, rpcdump, smbclient, bloodhound-python, certipy, ldapdomaindump, kerbrute, crackmapexec, smbmap, impacket (secretsdump, psexec)

**Windows-native:** powershell_ldap_enum, powershell_smb_enum, powershell_ad_recon

**Kerberos:** GetUserSPNs, AS_REP_roast, kerberoast

**ADCS:** certipy_shadow, certipy_esc1, certipy_esc3, certipy_esc9

**Email:** smtp_enum, smtp_auth_test, pop3_auth_test, imap_auth_test, email_server_discovery

**Exploitation:** ntlm_null_session, auto_privesc, golden_ticket, silver_ticket, delegation_abuse, trust_enumeration, trust_abuse, petitpotam, printerbug, ntlm_relay, acl_scanner, acl_exploit, gpo_abuse, delegation_chain, sid_history, dsrm_backdoor, dcshadow, golden_gmsa, skeleton_key

**CVE scanners:** cve_2026_59270, cve_2026_54121, cve_2025_54918, cve_2026_33826, cve_2026_27912, cve_2026_24294, cve_2026_20833

---

### SMB protocol version testing

The built-in `smb_version_test` tool negotiates SMB 2.0.2, 2.1, 3.0, 3.0.2,
and 3.1.1 on TCP 445 and independently checks SMBv1. It uses the current Python
interpreter and is included in the careful active tool set. Dry-run only
previews its command; active execution sends negotiation requests without
authenticating or accessing shares.

The API is also available independently of the full scan workflow:

```python
from adpentest.core import test_smb_versions

result = test_smb_versions("192.0.2.10", timeout=5.0)
```

Existing result keys are retained. Support and security fields use `true` for
an observed positive, `false` for an explicit negative, and `null` when the
probe is inconclusive. Each entry in `dialect_results` retains its negotiation
error and status code. `max_dialect` is the highest successfully observed
dialect; partial failures return `completed-with-errors`. Signing and encryption
fields describe that dialect. Encryption capability does not establish share
encryption enforcement, and SMBv1 support does not confirm a specific CVE.

Wire formats follow Microsoft's [SMB2 NEGOTIATE request](https://learn.microsoft.com/en-us/openspecs/windows_protocols/ms-smb2/e14db7ff-763a-4263-8b10-0c3944f52fc5)
and [response](https://learn.microsoft.com/en-us/openspecs/windows_protocols/ms-smb2/63abf97c-0d09-47e2-88d6-6bfa552949a5)
specifications, including SMB 3.1.1 preauthentication and encryption contexts.

## Email Protocol Enumeration

Pure Python email enumeration using standard library (no external dependencies):

- **SMTP VRFY** — discover valid usernames via VRFY command
- **SMTP RCPT TO** — validate recipients via RCPT TO
- **Credential testing** — automatic fallback chain: SMTP → POP3 → IMAP
- **Exchange detection** — OWA, EWS NTLM handshake (extracts domain/DC/forest from NTLM challenge), Autodiscover, ActiveSync, MAPI
- **Parallel testing** — 32 concurrent workers for credential testing

Ports scanned: 25, 465, 587 (SMTP), 110, 995 (POP3), 143, 993 (IMAP).

---

## DNS Configuration

### Priority Order

1. **CLI arguments** (`--dns-server`, `--dns-timeout`) — highest priority
2. **Environment variables** (`DNS_SERVERS`, `DNS_TIMEOUT`)
3. **System default DNS** — auto-detected
4. **Public DNS fallback** — Google (8.8.8.8, 8.8.4.4), Cloudflare (1.1.1.1, 1.0.0.1)

```bash
# CLI
adpentest --target corp.local --mode active --scope-confirmed --dns-server 192.168.1.1,8.8.8.8 --dns-timeout 5.0

# Environment
export DNS_SERVERS=192.168.1.1,1.1.1.1
export DNS_TIMEOUT=5.0
adpentest --target corp.local --mode active --scope-confirmed
```

---

## Architecture

### Single-File Design

The scanner remains in `adpentest/core.py`. Shared persistence lives in
`adpentest/database.py`, with public integrations in `adpentest/models.py`.
The same ORM source is embedded in the standalone scanner so deployments retain
their existing command interface.

### Execution Pipeline

```
Input: --target 10.0.0.1 --mode active --scope-confirmed
  │
  ├── Scope validation (dry-run vs active)
  ├── Tool discovery (scan $PATH)
  ├── SQLite run initialization
  │
  ├── DC Detection (multi-strategy)
  │   ├── DNS SRV queries
  │   ├── LDAP RootDSE probe
  │   ├── Port fingerprint (+ WAF detect/bypass)
  │   └── Subnet sweep (/24 → /23 → /22)
  │
  ├── Domain discovery + FQDN resolution
  ├── Email server discovery (MX + port scan)
  │
  ├── Parallel Tool Execution (ThreadPoolExecutor, 16 workers)
  │   ├── AD tools against DCs (prioritized)
  │   ├── CVE scanners against all targets
  │   └── Results → SQLite (tool_results + cve_findings)
  │
  └── Output: JSON + SQLite database
```

### Threading Model

| Pool | Workers | Purpose |
|------|---------|---------|
| Tool execution | 16 | AD diagnostic tools in parallel |
| Port scanning | 32 | Concurrent TCP port checks |
| DNS resolution | 32 | Concurrent DNS queries |
| Credential testing | 32 | SMTP/POP3/IMAP auth testing |

---

## Contributing

Contributions are welcome! See [CONTRIBUTING.md](CONTRIBUTING.md) for setup instructions and [CODE_OF_CONDUCT.md](CODE_OF_CONDUCT.md) for community guidelines.

Check the [open issues](https://github.com/netanelcyber/AdPentestAI-Python/issues) for tasks labeled `good-first-issue` or `help-wanted`.

### Adding a New CVE Scanner

1. Add scanner function `scan_cve_YYYY_NNNNN(target, timeout)` returning a dict with `cve`, `cvss`, `severity`, `vulnerable`, `impact`, `remediation`
2. Add tool name `cve_YYYY_NNNNN_short_name` to `AD_TOOLS` set
3. Add to `PIP_PACKAGES` (empty list for pure Python)
4. Add to `EXECUTABLES` (python3/python/python.exe)
5. Add `build_ad_command` handler

### Adding a New Tool

1. Add tool name to `AD_TOOLS` set
2. Add package mapping to `PIP_PACKAGES`/`APT_PACKAGES`/`WINGET_PACKAGES`
3. Add executable names to `EXECUTABLES` dict
4. Implement command building in `build_ad_command()`

---

## License

[MIT](LICENSE)

---

**Disclaimer:** This tool is designed for authorized penetration testing and security research only. Users are responsible for obtaining proper authorization before testing any systems. The authors assume no liability for misuse.
