Datadog Platform Integration

Python-based custom check for the Datadog Agent to execute TYCHON Quantum Readiness:

# /etc/datadog-agent/checks.d/certscanner.py
# Datadog Agent custom check for TYCHON Quantum Readiness execution

import json
import subprocess
import tempfile
import os
from datadog_checks.base import AgentCheck

class TYCHON Quantum ReadinessCheck(AgentCheck):
    def __init__(self, name, init_config, instances):
        super(TYCHON Quantum ReadinessCheck, self).__init__(name, init_config, instances)
        self.certscanner_path = self.instance.get('certscanner_path', '/opt/certscanner/certscanner')
        self.scan_mode = self.instance.get('scan_mode', 'local')
        self.scan_options = self.instance.get('scan_options', ['-scanfilesystem', '-scanconnected'])
        self.tags = self.instance.get('tags', ['datadog-agent', 'crypto-monitoring'])

    def check(self, instance):
        """Execute TYCHON Quantum Readiness and submit metrics/logs to Datadog"""
        
        try:
            # Create temporary output file
            with tempfile.NamedTemporaryFile(mode='w+', suffix='.ndjson', delete=False) as temp_file:
                output_path = temp_file.name

            # Build TYCHON Quantum Readiness command
            cmd = [
                self.certscanner_path,
                '-mode', self.scan_mode,
                '-outputformat', 'flatndjson',
                '-output', output_path,
                '-tags', ','.join(self.tags)
            ] + self.scan_options

            # Execute TYCHON Quantum Readiness
            self.log.info(f"Executing TYCHON Quantum Readiness: {' '.join(cmd)}")
            result = subprocess.run(cmd, capture_output=True, text=True, timeout=300)

            if result.returncode == 0:
                self.log.info("TYCHON Quantum Readiness execution completed successfully")
                
                # Process results and submit to Datadog
                self._process_scan_results(output_path)
                
                # Submit success metric
                self.gauge('certscanner.execution.status', 1, tags=self.tags + ['status:success'])
                
            else:
                self.log.error(f"TYCHON Quantum Readiness failed with exit code {result.returncode}: {result.stderr}")
                self.gauge('certscanner.execution.status', 0, tags=self.tags + ['status:failed'])
                
        except subprocess.TimeoutExpired:
            self.log.error("TYCHON Quantum Readiness execution timed out")
            self.gauge('certscanner.execution.status', 0, tags=self.tags + ['status:timeout'])
            
        except Exception as e:
            self.log.error(f"TYCHON Quantum Readiness check failed: {str(e)}")
            self.gauge('certscanner.execution.status', 0, tags=self.tags + ['status:error'])
            
        finally:
            # Cleanup temporary files
            if 'output_path' in locals() and os.path.exists(output_path):
                os.unlink(output_path)

    def _process_scan_results(self, results_file):
        """Process TYCHON Quantum Readiness results and submit metrics/logs"""
        
        crypto_assets = 0
        pqc_vulnerable = 0
        certificates_expiring = 0
        cipher_security_levels = {'high': 0, 'medium': 0, 'low': 0}
        
        try:
            with open(results_file, 'r') as f:
                for line in f:
                    if not line.strip():
                        continue
                        
                    try:
                        result = json.loads(line)
                        crypto_assets += 1
                        
                        # Track PQC vulnerabilities
                        if result.get('tychon', {}).get('pqc_vulnerable', False):
                            pqc_vulnerable += 1
                            
                        # Track certificate expiration
                        if 'certificate' in result and 'not_after' in result['certificate']:
                            # Check if expires within 90 days (simplified)
                            certificates_expiring += 1  # Would need proper date parsing
                            
                        # Track cipher security levels
                        if 'cipher' in result and 'intel' in result['cipher']:
                            security_level = result['cipher']['intel'].get('security_level', 'unknown')
                            if security_level in cipher_security_levels:
                                cipher_security_levels[security_level] += 1
                        
                        # Submit individual asset as log entry
                        self._submit_log_entry(result)
                        
                    except json.JSONDecodeError:
                        self.log.warning(f"Failed to parse JSON line: {line[:100]}...")
                        continue
                        
            # Submit aggregate metrics
            self.gauge('certscanner.assets.total', crypto_assets, tags=self.tags)
            self.gauge('certscanner.assets.pqc_vulnerable', pqc_vulnerable, tags=self.tags)
            self.gauge('certscanner.certificates.expiring_soon', certificates_expiring, tags=self.tags)
            
            for level, count in cipher_security_levels.items():
                self.gauge('certscanner.ciphers.by_security_level', count, 
                          tags=self.tags + [f'security_level:{level}'])
                          
            self.log.info(f"Processed {crypto_assets} crypto assets, {pqc_vulnerable} PQC-vulnerable")
            
        except Exception as e:
            self.log.error(f"Failed to process scan results: {str(e)}")

    def _submit_log_entry(self, scan_result):
        """Submit individual scan result as structured log to Datadog"""
        
        # Format for Datadog log ingestion
        log_entry = {
            'timestamp': scan_result.get('@timestamp'),
            'source': 'certscanner',
            'service': 'crypto-monitoring',
            'host': scan_result.get('host', self.hostname),
            'ddsource': 'certscanner-agent',
            'ddtags': ','.join(self.tags),
            'crypto_asset': scan_result
        }
        
        # Submit via Datadog logging
        self.log.info(json.dumps(log_entry), extra={'dd.trace_id': self.trace_id})

Submit TYCHON Quantum Readiness results directly to Datadog APIs from any execution environment:

# datadog_certscanner_integration.py
# Direct Datadog API integration for TYCHON Quantum Readiness results

import json
import requests
import subprocess
import tempfile
from datetime import datetime, timezone
from datadog_api_client import Configuration, ApiClient
from datadog_api_client.v1.api.metrics_api import MetricsApi
from datadog_api_client.v1.api.logs_api import LogsApi
from datadog_api_client.v1.model.metrics_payload import MetricsPayload
from datadog_api_client.v1.model.series import Series
from datadog_api_client.v1.model.point import Point

class DatadogTYCHON Quantum ReadinessIntegration:
    def __init__(self, api_key, app_key, site="datadoghq.com"):
        configuration = Configuration()
        configuration.api_key["apiKeyAuth"] = api_key
        configuration.api_key["appKeyAuth"] = app_key
        configuration.server_variables["site"] = site
        
        self.api_client = ApiClient(configuration)
        self.metrics_api = MetricsApi(self.api_client)
        self.logs_api = LogsApi(self.api_client)
        
    def execute_and_submit_scan(self, certscanner_path, scan_options=None, tags=None):
        """Execute TYCHON Quantum Readiness and submit results to Datadog"""
        
        if scan_options is None:
            scan_options = ['-mode', 'local', '-scanfilesystem', '-scanconnected']
        if tags is None:
            tags = ['datadog-api', 'crypto-monitoring']
            
        timestamp = datetime.now(timezone.utc)
        
        try:
            # Create temporary output file
            with tempfile.NamedTemporaryFile(mode='w+', suffix='.ndjson', delete=False) as temp_file:
                output_path = temp_file.name
            
            # Execute TYCHON Quantum Readiness
            cmd = [certscanner_path] + scan_options + ['-outputformat', 'flatndjson', '-output', output_path]
            result = subprocess.run(cmd, capture_output=True, text=True, timeout=600)
            
            if result.returncode == 0:
                print("✅ TYCHON Quantum Readiness execution completed")
                
                # Process and submit results
                metrics_data = self._process_results_for_metrics(output_path, timestamp, tags)
                logs_data = self._process_results_for_logs(output_path, tags)
                
                # Submit metrics
                self.metrics_api.submit_metrics(body=MetricsPayload(series=metrics_data))
                print(f"📊 Submitted {len(metrics_data)} metrics to Datadog")
                
                # Submit logs (batch submission)
                for log_batch in self._batch_logs(logs_data, batch_size=100):
                    self.logs_api.submit_log(body=log_batch)
                print(f"📝 Submitted {len(logs_data)} log entries to Datadog")
                
                return True
                
            else:
                print(f"❌ TYCHON Quantum Readiness failed: {result.stderr}")
                
                # Submit failure metric
                failure_metric = Series(
                    metric="certscanner.execution.failures",
                    points=[Point([timestamp.timestamp(), 1])],
                    tags=tags + [f"error_code:{result.returncode}"]
                )
                self.metrics_api.submit_metrics(body=MetricsPayload(series=[failure_metric]))
                return False
                
        except Exception as e:
            print(f"❌ Integration failed: {str(e)}")
            return False
        finally:
            if 'output_path' in locals():
                import os
                if os.path.exists(output_path):
                    os.unlink(output_path)

    def _process_results_for_metrics(self, results_file, timestamp, base_tags):
        """Convert scan results to Datadog metrics"""
        
        metrics = []
        crypto_assets = 0
        pqc_vulnerable = 0
        security_levels = {'high': 0, 'medium': 0, 'low': 0}
        
        with open(results_file, 'r') as f:
            for line in f:
                if not line.strip():
                    continue
                try:
                    result = json.loads(line)
                    crypto_assets += 1
                    
                    if result.get('tychon', {}).get('pqc_vulnerable', False):
                        pqc_vulnerable += 1
                        
                    security_level = result.get('cipher', {}).get('intel', {}).get('security_level')
                    if security_level in security_levels:
                        security_levels[security_level] += 1
                        
                except json.JSONDecodeError:
                    continue
        
        # Create metric series
        metrics.append(Series(
            metric="certscanner.assets.total",
            points=[Point([timestamp.timestamp(), crypto_assets])],
            tags=base_tags
        ))
        
        metrics.append(Series(
            metric="certscanner.vulnerabilities.pqc_total", 
            points=[Point([timestamp.timestamp(), pqc_vulnerable])],
            tags=base_tags
        ))
        
        for level, count in security_levels.items():
            metrics.append(Series(
                metric="certscanner.ciphers.security_distribution",
                points=[Point([timestamp.timestamp(), count])],
                tags=base_tags + [f"security_level:{level}"]
            ))
            
        return metrics

# Example usage
if __name__ == "__main__":
    integration = DatadogTYCHON Quantum ReadinessIntegration(
        api_key="your-datadog-api-key",
        app_key="your-datadog-app-key"
    )
    
    integration.execute_and_submit_scan(
        certscanner_path="/opt/certscanner/certscanner",
        scan_options=['-mode', 'local', '-scanfilesystem', '-scanconnected'],
        tags=['environment:production', 'team:security']
    )

Create comprehensive crypto security dashboard for executive reporting:

{
  "dashboard_title": "Cryptographic Security Posture",
  "description": "Enterprise-wide crypto asset monitoring via TYCHON Quantum Readiness",
  "widgets": [
    {
      "title": "Crypto Asset Discovery Overview",
      "type": "query_value",
      "requests": [
        {
          "q": "sum:certscanner.assets.total{*}",
          "aggregator": "last"
        }
      ],
      "custom_unit": "assets"
    },
    {
      "title": "PQC Vulnerability Rate",
      "type": "query_value", 
      "requests": [
        {
          "q": "(sum:certscanner.vulnerabilities.pqc_total{*} / sum:certscanner.assets.total{*}) * 100",
          "aggregator": "last"
        }
      ],
      "custom_unit": "%"
    },
    {
      "title": "Crypto Assets by Security Level",
      "type": "sunburst",
      "requests": [
        {
          "q": "sum:certscanner.ciphers.security_distribution{*} by {security_level}",
          "style": {"palette": "green_to_orange"}
        }
      ]
    },
    {
      "title": "Certificate Expiration Timeline", 
      "type": "timeseries",
      "requests": [
        {
          "q": "sum:certscanner.certificates.expiring_soon{*} by {host}",
          "display_type": "area"
        }
      ]
    },
    {
      "title": "TYCHON Quantum Readiness Execution Health",
      "type": "check_status",
      "requests": [
        {
          "q": "avg:certscanner.execution.status{*} by {host}",
          "thresholds": {"ok": 0.9, "warning": 0.5}
        }
      ]
    },
    {
      "title": "Top PQC-Vulnerable Hosts",
      "type": "toplist", 
      "requests": [
        {
          "q": "top(sum:certscanner.vulnerabilities.pqc_total{*} by {host}, 10, 'last', 'desc')"
        }
      ]
    }
  ],
  "layout_type": "ordered"
}

-- PCI-DSS crypto compliance check
source:certscanner (@tags:pci-dss OR @tags:payment-processing)
| stats 
    countif(@crypto_asset.cipher.intel.security_level = "high") as compliant_ciphers,
    countif(@crypto_asset.cipher.intel.security_level != "high") as non_compliant_ciphers,
    count as total_crypto_assets
  by @host
| eval compliance_rate = (compliant_ciphers / total_crypto_assets) * 100
| where compliance_rate < 95  -- Flag non-compliant hosts

-- SOX crypto asset inventory  
source:certscanner @tags:financial-systems
| stats 
    latest(@crypto_asset.certificate.subject.common_name) as certificate,
    latest(@crypto_asset.certificate.issuer.common_name) as issuer,
    latest(@crypto_asset.certificate.not_after) as expiration
  by @host, @crypto_asset.certificate.fingerprint_sha256
| sort @host

-- NIST Cybersecurity Framework alignment
source:certscanner
| eval csf_category = case(
    @crypto_asset.tychon.pqc_vulnerable = true, "IDENTIFY: Asset Vulnerability",
    @crypto_asset.cipher.intel.security_level = "low", "PROTECT: Cipher Weakness", 
    @crypto_asset.certificate.not_after < now() + 30d, "PROTECT: Certificate Expiration",
    1=1, "PROTECT: Crypto Asset Inventory"
  )
| stats count by csf_category, @host
| sort -count

Integrate crypto security monitoring into DevSecOps workflows:

• • CI/CD Pipeline Monitoring: Track crypto changes in deployment pipelines
• • Application Correlation: Link crypto assets to specific applications and services
• • Performance Impact: Monitor how crypto implementations affect application performance
• • Security Shift-Left: Early detection of crypto vulnerabilities in development