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July 26, 2022

Self-Learning AI for Zero-Day and N-Day Attack Defense

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26
Jul 2022
Explore the differences between zero-day and n-day attacks on different customer servers to learn how Darktrace detects and prevents cyber threats effectively.

Key Terms:

Zero-day | A recently discovered security vulnerability in computer software that has no currently available fix or patch. Its name come from the reality that vendors have “zero days” to act and respond.

N-day | A vulnerability that emerges in computer software in which a vendor is aware and may have already issued (or are currently working on) a patch or fix. Active exploits often already exist and await abuse by nefarious actors.

Traditional security solutions often apply signature-based-detection when identifying cyber threats, helping to defend against legacy attacks but consequently missing novel ones. Therefore, security teams often lend a lot of focus to ensuring that the risk of zero-day vulnerabilities is reduced [1]. As explored in this blog, however, organizations can face just as much of a risk from n-day attacks, since they invite the most attention from malicious actors [2]. This is due in part to the reduced complexity, cost and time invested in researching and finding new exploits compared with that found when attackers exploit zero-days. 

This blog will examine both a zero-day and n-day attack that two different Darktrace customers faced in the fall of 2021. This will include the activity Darktrace detected, along with the steps taken by Darktrace/Network to intervene. It will then compare the incidents, discuss the possible dangers of third-party integrations, and assess the deprecation of legacy security tools.

Revisiting zero-day attacks 

Zero-days are among the greatest concerns security teams face in the era of modern technology and networking. Defending critical systems from zero-day compromises is a task most legacy security solutions are often unable to handle. Due to the complexity of uncovering new security flaws and developing elaborate code that can exploit them, these attacks are often carried out by funded or experienced groups such as nation-state actors and APTs. One of history’s most prolific zero-days, ‘Stuxnet’, sent security teams worldwide into a global panic in 2010. This involved a widespread attack on Iranian nuclear infrastructure and was widely accepted to be a result of nation-state actors [3]. The Stuxnet worm took advantage of four zero-day exploits, compromising over 200,000 devices and physically damaging around 10% of the 9,000 critical centrifuges at the Natanz nuclear site. 

More recently, 2021 saw the emergence of several critical zero-day vulnerabilities within SonicWall’s product suite [4]. SonicWall is a security hardware manufacturer that provides hardware firewall devices, unified threat management, VPN gateways and network security solutions. Some of these vulnerabilities lie within their Secure Mobile Access (SMA) 100 series (for example, CVE-2019-7481, CVE-2021-20016 and CVE-2021-20038 to name a few). These directly affected VPN devices and often allowed attackers easy remote access to company devices. CVE-2021-20016 in particular incorporates an SQL-Injection vulnerability within SonicWall’s SSL VPN SMA 100 product line [5]. If exploited, this defect would allow an unauthenticated remote attacker to perform their own malicious SQL query in order to access usernames, passwords and other session related information. 

The N-day underdog

The shadow cast by zero-day attacks often shrouds that of n-day attacks. N-days, however, often pose an equal - if not greater - risk to the majority of organizations, particularly those in industrial sectors. Since these vulnerabilities have fixes available, all of the hard work around research is already done; malicious actors only need to view proof of concepts (POCs) or, if proficient in coding, reverse-engineer software to reveal code-changes (binary diffing) in order to exploit these security flaws in the wild. These vulnerabilities are typically attributed to opportunistic hackers and script-kiddies, where little research or heavy lifting is required.  

August 2021 gave rise to a critical vulnerability in Atlassian Confluence servers, namely CVE-2021-26084 [6]. Confluence is a widely used collaboration wiki tool and knowledge-sharing platform. As introduced and discussed a few months ago in a previous Darktrace blog (Explore Internet-Facing System Vulnerabilities), this vulnerability allows attackers to remotely execute code on internet-facing servers after exploiting injection vulnerabilities in Object-Graph Navigation Language (OGNL). Whilst Confluence had patches and fixes available to users, attackers still jumped on this opportunity and began scanning the internet for signs of critical devices serving this outdated software [7]. Once identified, they would  exploit the vulnerability, often installing crypto mining software onto the device. More recently, Darktrace explored a new vulnerability (CVE-2022-26134), disclosed midway through 2022, that affected Confluence servers and data centers using similar techniques to that found in CVE-2021-26084 [8]. 

SonicWall in the wild – 1. Zero-day attack

At the beginning of August 2021, Darktrace prevented an attack from taking place within a European automotive customer’s environment (Figure 1). The attack targeted a vulnerable internet-facing SonicWall VPN server, and while the attacker’s motive remains unclear, similar historic events suggest that they intended to perform ransomware encryption or data exfiltration. 

Figure 1: Timeline of the SonicWall attack 

Darktrace was unable to confirm the definite tactics, techniques and procedures (TTPs) used by the attacker to compromise the customer’s environment, as the device was compromised before Darktrace installation and coverage. However, from looking at recently disclosed SonicWall VPN vulnerabilities and patterns of behaviour, it is likely CVE-2021-20016 played a part. At some point after this initial infection, it is also believed the device was able to move laterally to a domain controller (DC) using administrative credentials; it was this server that then initiated the anomalous activity that Darktrace detected and alerted on. 

On August 5th 2021 , Darktrace observed this compromised domain controller engaging in unusual ICMP scanning - a protocol used to discover active devices within an environment and create a map of an organization’s network topology. Shortly after, the infected server began scanning devices for open RDP ports and enumerating SMB shares using unorthodox methods. SMB delete and HTTP requests (over port 445 and 80 respectively) were made for files named delete.me in the root directory of numerous network shares using the user agent Microsoft WebDAV. However, no such files appeared to exist within the environment. This may have been the result of an attacker probing devices in the network in an effort to see their responses and gather information on properties and vulnerabilities they could later exploit. 

Soon the infected DC began establishing RDP tunnels back to the VPN server and making requests to an internal DNS server for multiple endpoints relating to exploit kits, likely in an effort to strengthen the attacker’s foothold within the environment. Some of the endpoints requested relate to:

-       EternalBlue vulnerability 

-       Petit Potam NTLM hash attack tool

-       Unusual GitHub repositories

-       Unusual Python repositories  

The DC made outgoing NTLM requests to other internal devices, implying the successful installation of Petit Potam exploitation tools. The server then began performing NTLM reconnaissance, making over 1,000 successful logins under ‘Administrator’ to several other internal devices. Around the same time, the device was also seen making anonymous SMBv1 logins to numerous internal devices, (possibly symptomatic of the attacker probing machines for EternalBlue vulnerabilities). 

Interestingly, the device also made numerous failed authentication attempts using a spoofed credential for one of the organization’s security managers. This was likely in an attempt to hide themselves using ‘Living off the Land’ (LotL) techniques. However, whilst the attacker clearly did their research on the company, they failed to acknowledge the typical naming convention used for credentials within the environment. This ultimately backfired and made the compromise more obvious and unusual. 

In the morning of the following day, the initially compromised VPN server began conducting further reconnaissance, engaging in similar activity to that observed by the domain controller. Until now, the customer had set Darktrace RESPOND to run in human confirmation mode, meaning interventions were not made autonomously but required confirmation by a member of the internal security team. However, thanks to Proactive Threat Notifications (PTNs) delivered by Darktrace’s dedicated SOC team, the customer was made immediately aware of this unusual behaviour, allowing them to apply manual Darktrace RESPOND blocks to all outgoing connections (Figure 2). This gave the security team enough time to respond and remediate before serious damage could be done.

Figure 2: Darktrace RESPOND model breach showing the manually applied “Quarantine Device” action taken against the compromised VPN server. This screenshot displays the UI from Darktrace version 5.1

Confluence in the wild – 2. N-day attack

Towards the end of 2021, Darktrace saw a European broadcasting customer leave an Atlassian Confluence internet-facing server unpatched and vulnerable to crypto-mining malware using CVE-2021-26084. Thanks to Darktrace, this attack was entirely immobilized within only a few hours of the initial infection, protecting the organization from damage (Figure 3). 

Figure 3: Timeline of the Confluence attack

On midday on September 1st 2021, an unpatched Confluence server was seen receiving SSL connections over port 443 from a suspicious new endpoint, 178.238.226[.]127.  The connections were encrypted, meaning Darktrace was unable to view the contents and ascertain what requests were being made. However, with the disclosure of CVE-2021-26084 just 7 days prior to this activity, it is likely that the TTPs used involved injecting OGNL expressions to Confluence server memory; allowing the attacker to remotely execute code on the vulnerable server.

Immediately after successful exploitation of the Confluence server, the infected device was observed making outgoing HTTP GET requests to several external endpoints using a new user agent (curl/7.61.1). Curl was used to silently download and configure multiple suspicious files relating to XMRig cryptocurrency miner, including ld.sh, XMRig and config.json. Subsequent outgoing connections were then made to europe.randomx-hub.miningpoolhub[.]com · 172.105.210[.]117 using the JSON-RPC protocol, seen alongside the mining credential maillocal.confluence (Figure 4). Only 3 seconds after initial compromise, the infected device began attempting to mine cryptocurrency using the Minergate protocol but was instantly and autonomously blocked by Darktrace RESPOND. This prevented the server from abusing system resources and generating profits for the attacker.

Figure 4: A graph showing the frequency of external connections using the JSON-RPC protocol made by the breach device over a 48-hour window. The orange-red dots represent models that breached as a result of this activity, demonstrating the “waterfall” effect commonly seen when a device suffers a compromise. This screenshot displays the UI from Darktrace version 5.1

In the afternoon, the malware persisted with its infection. The compromised server began making successive HTTP GET requests to a new rare endpoint 195.19.192[.]28 using the same curl user agent (Figures 5 & 6). These requests were for executable and dynamic library files associated with Kinsing malware (but fortunately were also blocked by Darktrace RESPOND). Kinsing is a malware strain found in numerous attack campaigns which is often associated with crypto-jacking, and has appeared in previous Darktrace blogs [9].

Figure 5: Cyber AI Analyst summarising the unusual download of Kinsing software using the new curl user agent. This screenshot displays the UI from Darktrace version 5.1

The attacker then began making HTTP POST requests to an IP 185.154.53[.]140, using the same curl user agent; likely a method for the attacker to maintain persistence within the network and establish a foothold using its C2 infrastructure. The Confluence server was then again seen attempting to mine cryptocurrency using the Minergate protocol. It made outgoing JSON-RPC connections to a different new endpoint, 45.129.2[.]107, using the following mining credential: ‘42J8CF9sQoP9pMbvtcLgTxdA2KN4ZMUVWJk6HJDWzixDLmU2Ar47PUNS5XHv4Kmfdh8aA9fbZmKHwfmFo8Wup8YtS5Kdqh2’. This was once again blocked by Darktrace RESPOND (Figure 7). 

Figure 6: VirusTotal showing the unusualness of one of these external IPs [10]
Figure 7: Log data showing the action taken by Darktrace RESPOND in response to the device breaching the “Crypto Currency Mining Activity” model. This screenshot displays the UI from Darktrace version 5.1

The final activity seen from this device involved the download of additional shell scripts over HTTP associated with Kinsing, namely spre.sh and unk.sh, from 194.38.20[.]199 and 195.3.146[.]118 respectively (Figure 8). A new user agent (Wget/1.19.5 (linux-gnu)) was used when connecting to the latter endpoint, which also began concurrently initiating repeated connections indicative of C2 beaconing. These scripts help to spread the Kinsing malware laterally within the environment and may have been the attacker's last ditch efforts at furthering their compromise before Darktrace RESPOND blocked all connections from the infected Confluence server [11]. With Darktrace RESPOND's successful actions, the customer’s security team were then able to perform their own response and remediation. 

Figure 8: Cyber AI Analyst revealing the last ditch efforts made by the threat actor to download further malicious software. This screenshot displays the UI from Darktrace version 5.1

Darktrace Coverage: N- vs Zero-days

In the SonicWall case the attacker was unable to achieve their actions on objectives (thanks to Darktrace's intervention). However, this incident displayed tactics of a more stealthy and sophisticated attacker - they had an exploited machine but waited for the right moment to execute their malicious code and initiate a full compromise. Due to the lack of visibility over attacker motive, it is difficult to deduce what type of actor led to this intrusion. However, with the disclosure of a zero-day vulnerability (CVE-2021-20016) not long before this attack, along with a seemingly dormant initially compromised device, it is highly possible that it was carried out by a sophisticated cyber criminal or gang. 

On the other hand, the Confluence case engaged in a slightly more noisy approach; it dropped crypto mining malware on vulnerable devices in the hope that the target’s security team did not maintain visibility over their network or would merely turn a blind eye. The files downloaded and credentials observed alongside the mining activity heavily imply the use of Kinsing malware [11]. Since this vulnerability (CVE-2021-26084) emerged as an n-day attack with likely easily accessible POCs, as well as there being a lack of LotL techniques and the motive being long term monetary gain, it is possible this attack was conducted by a less sophisticated or amateur actor (script-kiddie); one that opportunistically exploits known vulnerabilities in internet-facing devices in order to make a quick profit [12].

Whilst Darktrace RESPOND was enabled in human confirmation mode only during the start of the SonicWall attack, Darktrace’s Cyber AI Analyst still offered invaluable insight into the unusual activity associated with the infected machines during both the Confluence and SonicWall compromises. SOC analysts were able to see these uncharacteristic behaviours and escalate the incident through Darktrace’s PTN and ATE services. Analysts then worked through these tickets with the customers, providing support and guidance and, in the SonicWall case, quickly helping to configure Darktrace RESPOND. In both scenarios, Darktrace RESPOND was able to block abnormal connections and enforce a device’s pattern of life, affording the security team enough time to isolate the infected machines and prevent further threats such as ransomware detonation or data exfiltration. 

Concluding thoughts and dangers of third-party integrations 

Organizations with internet-facing devices will inevitably suffer opportunistic zero-day and n-day attacks. While little can be done to remove the risk of zero-days entirely, ensuring that organizations keep their systems up to date will at the very least help prevent opportunistic and script-kiddies from exploiting n-day vulnerabilities.  

However, it is often not always possible for organizations to keep their systems up to date, especially for those who require continuous availability. This may also pose issues for organizations that rely on, and put their trust in, third party integrations such as those explored in this blog (Confluence and SonicWall), as enforcing secure software is almost entirely out of their hands. Moreover, with the rising prevalence of remote working, it is essential now more than ever that organizations ensure their VPN devices are shielded from external threats, guidance on which has been released by the NSA/CISA [13].

These two case studies have shown that whilst organizations can configure their networks and firewalls to help identify known indicators of compromise (IoC), this ‘rearview mirror’ approach will not account for, or protect against, any new and undisclosed IoCs. With the aid of Self-Learning AI and anomaly detection, Darktrace can detect the slightest deviation from a device’s normal pattern of life and respond autonomously without the need for rules and signatures. This allows for the disruption and prevention of known and novel attacks before irreparable damage is caused- reassuring security teams that their digital estates are secure. 

Thanks to Paul Jennings for his contributions to this blog.

Appendices: SonicWall (Zero-day)

Darktrace model detections

·      AIA / Suspicious Chain of Administrative Credentials

·      Anomalous Connection / Active Remote Desktop Tunnel

·      Anomalous Connection / SMB Enumeration

·      Anomalous Connection / Unusual Internal Remote Desktop

·      Compliance / High Priority Compliance Model Breach

·      Compliance / Outgoing NTLM Request from DC

·      Device / Anomalous RDP Followed By Multiple Model Breaches

·      Device / Anomalous SMB Followed By Multiple Model Breaches

·      Device / ICMP Address Scan

·      Device / Large Number of Model Breaches

·      Device / Large Number of Model Breaches from Critical Network Device

·      Device / Multiple Lateral Movement Model Breaches (PTN/Enhanced Monitoring model)

·      Device / Network Scan

·      Device / Possible SMB/NTLM Reconnaissance

·      Device / RDP Scan

·      Device / Reverse DNS Sweep

·      Device / SMB Session Bruteforce

·      Device / Suspicious Network Scan Activity (PTN/Enhanced Monitoring model)

·      Unusual Activity / Possible RPC Recon Activity

Darktrace RESPOND (Antigena) actions (as displayed in example)

·      Antigena / Network / Manual / Quarantine Device

MITRE ATT&CK Techniques Observed
IoCs

Appendices: Confluence (N-day)

Darktrace model detections

·      Anomalous Connection / New User Agent to IP Without Hostname

·      Anomalous Connection / Posting HTTP to IP Without Hostname

·      Anomalous File / EXE from Rare External Location

·      Anomalous File / Script from Rare Location

·      Compliance / Crypto Currency Mining Activity

·      Compromise / High Priority Crypto Currency Mining (PTN/Enhanced Monitoring model)

·      Device / Initial Breach Chain Compromise (PTN/Enhanced Monitoring model)

·      Device / Internet Facing Device with High Priority Alert

·      Device / New User Agent

Darktrace RESPOND (Antigena) actions (displayed in example)

·      Antigena / Network / Compliance / Antigena Crypto Currency Mining Block

·      Antigena / Network / External Threat / Antigena File then New Outbound Block

·      Antigena / Network / External Threat / Antigena Suspicious Activity Block

·      Antigena / Network / External Threat / Antigena Suspicious File Block

·      Antigena / Network / Significant Anomaly / Antigena Block Enhanced Monitoring

MITRE ATT&CK Techniques Observed
IOCs

References:

[1] https://securitybrief.asia/story/why-preventing-zero-day-attacks-is-crucial-for-businesses

[2] https://electricenergyonline.com/energy/magazine/1150/article/Security-Sessions-More-Dangerous-Than-Zero-Days-The-N-Day-Threat.htm

[3] https://www.wired.com/2014/11/countdown-to-zero-day-stuxnet/

[4] https://cve.mitre.org/cgi-bin/cvekey.cgi?keyword=SonicWall+2021 

[5] https://cve.mitre.org/cgi-bin/cvename.cgi?name=CVE-2021-20016

[6] https://cve.mitre.org/cgi-bin/cvename.cgi?name=CVE-2021-26084

[7] https://www.zdnet.com/article/us-cybercom-says-mass-exploitation-of-atlassian-confluence-vulnerability-ongoing-and-expected-to-accelerate/

[8] https://cve.mitre.org/cgi-bin/cvename.cgi?name=CVE-2022-26134

[9] https://attack.mitre.org/software/S0599/

[10] https://www.virustotal.com/gui/ip-address/195.19.192.28/detection 

[11] https://sysdig.com/blog/zoom-into-kinsing-kdevtmpfsi/

[12] https://github.com/alt3kx/CVE-2021-26084_PoC

[13] https://www.nsa.gov/Press-Room/Press-Releases-Statements/Press-Release-View/Article/2791320/nsa-cisa-release-guidance-on-selecting-and-hardening-remote-access-vpns/

Inside the SOC
Darktrace cyber analysts are world-class experts in threat intelligence, threat hunting and incident response, and provide 24/7 SOC support to thousands of Darktrace customers around the globe. Inside the SOC is exclusively authored by these experts, providing analysis of cyber incidents and threat trends, based on real-world experience in the field.
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Lewis Morgan
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February 13, 2025

Why Darktrace / EMAIL excels against APTs

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What are APTs?

An Advanced Persistent Threat (APT) describes an adversary with sophisticated levels of expertise and significant resources, with the ability to carry out targeted cyber campaigns. These campaigns may penetrate an organization and remain undetected for long periods, allowing attackers to gather intelligence or cause damage over time.

Over the last few decades, the term APT has evolved from being almost exclusively associated with nation-state actors to a broader definition that includes highly skilled, well-resourced threat groups. While still distinct from mass, opportunistic cybercrime or "spray and pray" attacks, APT now refers to the elite tier of adversaries, whether state-sponsored or not, who demonstrate advanced capabilities, persistence, and a clear strategic focus. This shift reflects the growing sophistication of cyber threats, where non-state actors can now rival nation-states in executing covert, methodical intrusions to achieve long-term objectives.

These attacks are resource-intensive for threat actors to execute, but the potential rewards—ranging from financial gain to sensitive data theft—can be significant. In 2020, Business Email Compromise (BEC) attacks netted cybercriminals over $1.8 billion.1

And recently, the advent of AI has helped to automate launching these attacks, lowering the barriers to entry and making it more efficient to orchestrate the kind of attack that might previously have taken weeks to create. Research shows that AI can do 90% of a threat actor’s work2 – reducing time-to-target by automating tasks rapidly and avoiding errors in phishing communications. Email remains the most popular vector for initiating these sophisticated attacks, making it a critical battleground for cyber defense.

What makes APTs so successful?

The success of Advanced Persistent Threats (APTs) lies in their precision, persistence, and ability to exploit human and technical vulnerabilities. These attacks are carefully tailored to specific targets, using techniques like social engineering and spear phishing to gain initial access.

Once inside, attackers move laterally through networks, often remaining undetected for months or even years, silently gathering intelligence or preparing for a decisive strike. Alternatively, they might linger inside an account within the M365 environment, which could be even more valuable in terms of gathering information – in 2023 the average time to identify a breach in 2023 was 204 days.3

The subtle and long-term outlook nature of APTs makes them highly effective, as traditional security measures often fail to identify the subtle signs of compromise.

How Darktrace’s approach is designed to catch the most advanced threats

Luckily for our customers, Darktrace’s AI approach is uniquely equipped to detect and neutralize APTs. Unlike the majority of email security solutions that rely on static rules and signatures, or that train their AI on previous known-bad attack patterns, Darktrace leverages Self-Learning AI that baselines normal patterns of behavior within an organization, to immediately detect unusual activity that may signal an APT in progress.  

But in the modern era of email threats, no email security solution can guarantee 100% effectiveness. Because attackers operate with great sophistication, carefully adapting their tactics to evade detection – whether by altering attachments, leveraging compromised accounts, or moving laterally across an organization – a siloed security approach risks missing these subtle, multi-domain threats. That’s why a robust defense-in-depth strategy is essential to mitigate APTs.

Real-world threat finds: Darktrace / EMAIL in action

Let’s take a look at some real-world scenarios where Darktrace / EMAIL stopped tactics associated with APT campaigns in their tracks – from adversary-in-the-middle attacks to suspicious lateral movement.

1: How Darktrace disrupted an adversary-in-the-middle attack by identifying abnormal login redirects and blocking credential exfiltration

In October 2024, Darktrace detected an adversary-in-the-middle (AiTM) attack targeting a Darktrace customer. The attack began with a phishing email from a seemingly legitimate Dropbox address, which contained multiple link payloads inviting the recipient to access a file. Other solutions would have struggled to catch this attack, as the initial AitM attack was launched through delivering a malicious URL through a trusted vendor or service. Once compromised, the threat actor could have laid low on the target account, gathering reconnaissance, without detection from the email security solution.  

Darktrace / EMAIL identified the abnormal login redirects and flagged the suspicious activity. Darktrace / IDENTITY then detected unusual login patterns and blocked credential exfiltration attempts, effectively disrupting the attack and preventing the adversary from gaining unauthorized access. Read more.

Figure 1: Overview of the malicious email in the Darktrace / EMAIL console, highlighting Dropbox associated content/link payloads

2: How Darktrace stopped lateral movement to block NTLM hash theft

In early 2024, Darktrace detected an attack by the TA577 threat group, which aimed to steal NTLM hashes to gain unauthorized access to systems. The attack began with phishing emails containing ZIP files that connected to malicious infrastructure.  

A traditional email security solution would have likely missed this attack by focusing too heavily on analyzing the zip file payloads or relying on reputation analysis to understand whether the infrastructure was registered as bad before this activity was a recognized IoC.

Because it correlates activity across domains, Darktrace identified unusual lateral movement within the network and promptly blocked the attempts to steal NTLM hashes, effectively preventing the attackers from accessing sensitive credentials and securing the network. Read more.

Figure 2: A summary of anomaly indicators seen for a campaign email sent by TA577, as detected by Darktrace / EMAIL

3: How Darktrace prevented the WarmCookie backdoor deployment embedded in phishing emails

In mid-2024, Darktrace identified a phishing campaign targeting organizations with emails impersonating recruitment firms. These emails contained malicious links that, when clicked, deployed the WarmCookie backdoor.  

These emails are difficult to detect, as they use social engineering tactics to manipulate users into engaging with emails and following the embedded malicious links – but if a security solution is not analysing content and context, these could be allowed through.

In several observed cases across customer environments, Darktrace detected and blocked the suspicious behavior associated with WarmCookie that had already managed to evade customers’ native email security. By using behavioral analysis to correlate anomalous activity across the digital estate, Darktrace was able to identify the backdoor malware strain and notify customers. Read more.

Conclusion

These threat examples highlight a key principle of the Darktrace approach – that a backwards-facing approach grounded in threat intelligence will always be one step behind.

Most threat actors operate in campaigns, carefully crafting attacks and testing them across multiple targets. Once a campaign is identified, good defenders and traditional security solutions quickly update their defenses with new threat intelligence, rules, and signatures. However, APTs have the resources to rapidly adapt – spinning up new infrastructure, modifying payloads and altering their attack footprint to evade detection.

This is where Darktrace / EMAIL excels. Only by analyzing each user, message and interaction can an email security solution hope to catch the types of highly-sophisticated attacks that have the potential to cause major reputational and financial damage. Darktrace / EMAIL ensures that even the most subtle threats are detected and blocked with autonomous response, before causing impact – helping organizations remain one step ahead of increasingly adaptive threat actors.

Download the Darktrace / EMAIL Solution Brief

Discover the most advanced cloud-native AI email security solution to protect your domain and brand while preventing phishing, novel social engineering, business email compromise, account takeover, and data loss.

  • Gain up to 13 days of earlier threat detection and maximize ROI on your current email security
  • Experience 20-25% more threat blocking power with Darktrace / EMAIL
  • Stop the 58% of threats bypassing traditional email security

References

[1] FBI Internet Crime Report 2020

[2] https://www.optiv.com/insights/discover/blog/future-security-automation-how-ai-machine-learning-and-automation-are

[3] IBM Cost of a Data Breach Report 2023

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February 11, 2025

NIS2 Compliance: Interpreting 'State-of-the-Art' for Organisations

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NIS2 Background

17 October 2024 marked the deadline for European Union (EU) Member States to implement the NIS2 Directive into national law. The Directive aims to enhance the EU’s cybersecurity posture by establishing a high common level of cybersecurity for critical infrastructure and services. It builds on its predecessor, the 2018 NIS Directive, by expanding the number of sectors in scope, enforcing greater reporting requirements and encouraging Member States to ensure regulated organisations adopt ‘state-of-the-art' security measures to protect their networks, OT and IT systems.  

Timeline of NIS2
Figure 1: Timeline of NIS2

The challenge of NIS2 & 'state-of-the-art'

Preamble (51) - "Member States should encourage the use of any innovative technology, including artificial intelligence, the use of which could improve the detection and prevention of cyberattacks, enabling resources to be diverted towards cyberattacks more effectively."
Article 21 - calls on Member States to ensure that essential and important entities “take appropriate and proportionate” cyber security measures, and that they do so by “taking into account the state-of-the-art and, where applicable, relevant European and international standards, as well as the cost of implementation.”

Regulartory expectations and ambiguity of NIS2

While organisations in scope can rely on technical guidance provided by ENISA1 , the EU’s agency for cybersecurity, or individual guidelines provided by Member States or Public-Private Partnerships where they have been published,2 the mention of ‘state-of-the-art' remains up to interpretation in most Member States. The use of the phrase implies that cybersecurity measures must evolve continuously to keep pace with emerging threats and technological advancements without specifying what ‘state-of-the-art’ actually means for a given context and risk.3  

This ambiguity makes it difficult for organisations to determine what constitutes compliance at any given time and could lead to potential inconsistencies in implementation and enforcement. Moreover, the rapid pace of technological change means that what is considered "state-of-the-art" today will become outdated, further complicating compliance efforts.

However, this is not unique to NIS regulation. As EU scholars have noted, while “state-of-the-art" is widely referred to in legal text relating to technology, there is no standardised legal definition of what it actually constitutes.4

Defining state-of-the-art cybersecurity

In this blog, we outline technical considerations for state-of-the-art cybersecurity. We draw from expertise within our own business and in academia as well as guidelines and security standards set by national agencies, such as Germany’s Federal Office for Information Security (BSI) or Spain’s National Security Framework (ENS), to put forward five criteria to define state-of-the-art cybersecurity.

The five core criteria include:

  • Continuous monitoring
  • Incident correlation
  • Detection of anomalous activity
  • Autonomous response
  • Proactive cyber resilience

These principles build on long-standing security considerations, such as business continuity, vulnerability management and basic security hygiene practices.  

Although these considerations are written in the context of the NIS2 Directive, they are likely to also be relevant for other jurisdictions. We hope these criteria help organisations understand how to best meet their responsibilities under the NIS2 Directive and assist Competent Authorities in defining compliance expectations for the organisations they regulate.  

Ultimately, adopting state-of-the-art cyber defences is crucial for ensuring that organisations are equipped with the best tools to combat new and fast-growing threats. Leading technical authorities, such as the UK National Cyber Security Centre (NCSC), recognise that adoption of AI-powered cyber defences will offset the increased volume and impact of AI on cyber threats.5

State of the art cybersecurity in the context of NIS2

1. Continuous monitoring

Continuous monitoring is required to protect an increasingly complex attack surface from attackers.

First, organisations' attack surfaces have expanded following the widespread adoption of hybrid or cloud infrastructures and the increased adoption of connected Internet of Things (IoT) devices.6 This exponential growth creates a complex digital environment for organisations, making it difficult for security teams to track all internet-facing assets and identify potential vulnerabilities.

Second, with the significant increase in the speed and sophistication of cyber-attacks, organisations face a greater need to detect security threats and non-compliance issues in real-time.  

Continuous monitoring, defined by the U.S. National Institute of Standards and Technology (NIST) as the ability to maintain “ongoing awareness of information security, vulnerabilities, and threats to support organizational risk management decisions,”7 has therefore become a cornerstone of an effective cybersecurity strategy. By implementing continuous monitoring, organisations can ensure a real-time understanding of their attack surface and that new external assets are promptly accounted for. For instance, Spain’s technical guidelines for regulation, as set forth by the National Security Framework (Royal Decree 311/2022), highlight the importance of adopting continuous monitoring to detect anomalous activities or behaviours and to ensure timely responses to potential threats (article 10).8  

This can be achieved through the following means:  

All assets that form part of an organisation's estate, both known and unknown, must be identified and continuously monitored for current and emerging risks. Germany’s BSI mandates the continuous monitoring of all protocol and logging data in real-time (requirement #110).9 This should be conducted alongside any regular scans to detect unknown devices or cases of shadow IT, or the use of unauthorised or unmanaged applications and devices within an organisation, which can expose internet-facing assets to unmonitored risks. Continuous monitoring can therefore help identify potential risks and high-impact vulnerabilities within an organisation's digital estate and eliminate potential gaps and blind spots.

Organisations looking to implement more efficient continuous monitoring strategies may turn to automation, but, as the BSI notes, it is important for responsible parties to be immediately warned if an alert is raised (reference 110).10 Following the BSI’s recommendations, the alert must be examined and, if necessary, contained within a short period of time corresponding with the analysis of the risk at hand.

Finally, risk scoring and vulnerability mapping are also essential parts of this process. Looking across the Atlantic, the US’ National Institute of Standards and Technology (NIST) defines continuous monitoring as “maintaining ongoing awareness of information security, vulnerabilities, and threats to support organizational risk management decisions”.11 Continuous monitoring helps identify potential risks and significant vulnerabilities within an organisation's digital assets, fostering a dynamic understanding of risk. By doing so, risk scoring and vulnerability mapping allows organisations to prioritise the risks associated with their most critically exposed assets.

2. Correlation of incidents across your entire environment

Viewing and correlating incident alerts when working with different platforms and tools poses significant challenges to SecOps teams. Security professionals often struggle to cross-reference alerts efficiently, which can lead to potential delays in identifying and responding to threats. The complexity of managing multiple sources of information can overwhelm teams, making it difficult to maintain a cohesive understanding of the security landscape.

This fragmentation underscores the need for a centralised approach that provides a "single pane of glass" view of all cybersecurity alerts. These systems streamline the process of monitoring and responding to incidents, enabling security teams to act more swiftly and effectively. By consolidating alerts into a unified interface, organisations can enhance their ability to detect and mitigate threats, ultimately improving their overall security posture.  

To achieve consolidation, organisations should consider the role automation can play when reviewing and correlating incidents. This is reflected in Spain’s technical guidelines for national security regulations regarding the requirements for the “recording of activity” (reinforcement R5).12 Specifically, the guidelines state that:  

"The system shall implement tools to analyses and review system activity and audit information, in search of possible or actual security compromises. An automatic system for collection of records, correlation of events and automatic response to them shall be available”.13  

Similarly, the German guidelines stress that automated central analysis is essential not only for recording all protocol and logging data generated within the system environment but also to ensure that the data is correlated to ensure that security-relevant processes are visible (article 115).14

Correlating disparate incidents and alerts is especially important when considering the increased connectivity between IT and OT environments driven by business and functional requirements. Indeed, organisations that believe they have air-gapped systems are now becoming aware of points of IT/OT convergence within their systems. It is therefore crucial for organisations managing both IT and OT environments to be able to visualise and secure devices across all IT and OT protocols in real-time to identify potential spillovers.  

By consolidating data into a centralised system, organisations can achieve a more resilient posture. This approach exposes and eliminates gaps between people, processes, and technology before they can be exploited by malicious actors. As seen in the German and Spanish guidelines, a unified view of security alerts not only enhances the efficacy of threat detection and response but also ensures comprehensive visibility and control over the organisation's cybersecurity posture.

3. Detection of anomalous activity  

Recent research highlights the emergence of a "new normal" in cybersecurity, marked by an increase in zero-day vulnerabilities. Indeed, for the first time since sharing their annual list, the Five Eyes intelligence alliance reported that in 2023, the majority of the most routinely exploited vulnerabilities were initially exploited as zero-days.15  

To effectively combat these advanced threats, policymakers, industry and academic stakeholders alike recognise the importance of anomaly-based techniques to detect both known and unknown attacks.

As AI-enabled threats become more prevalent,16 traditional cybersecurity methods that depend on lists of "known bads" are proving inadequate against rapidly evolving and sophisticated attacks. These legacy approaches are limited because they can only identify threats that have been previously encountered and cataloged. However, cybercriminals are constantly developing new, never-before-seen threats, such as signatureless ransomware or living off the land techniques, which can easily bypass these outdated defences.

The importance of anomaly detection in cybersecurity can be found in Spain’s technical guidelines, which states that “tools shall be available to automate the prevention and response process by detecting and identifying anomalies17” (reinforcement R4 prevention and automatic response to "incident management”).  

Similarly, the UK NCSC’s Cyber Assessment Framework (CAF) highlights how anomaly-based detection systems are capable of detecting threats that “evade standard signature-based security solutions” (Principle C2 - Proactive Security Event Discovery18). The CAF’s C2 principle further outlines:  

“The science of anomaly detection, which goes beyond using pre-defined or prescriptive pattern matching, is a challenging area. Capabilities like machine learning are increasingly being shown to have applicability and potential in the field of intrusion detection.”19

By leveraging machine learning and multi-layered AI techniques, organisations can move away from static rules and signatures, adopting a more behavioural approach to identifying and containing risks. This shift not only enhances the detection of emerging threats but also provides a more robust defence mechanism.

A key component of this strategy is behavioral zero trust, which focuses on identifying unauthorized and out-of-character attempts by users, devices, or systems. Implementing a robust procedure to verify each user and issuing the minimum required access rights based on their role and established patterns of activity is essential. Organisations should therefore be encouraged to follow a robust procedure to verify each user and issue the minimum required access rights based on their role and expected or established patterns of activity. By doing so, organisations can stay ahead of emerging threats and embrace a more dynamic and resilient cybersecurity strategy.  

4. Autonomous response

The speed at which cyber-attacks occur means that defenders must be equipped with tools that match the sophistication and agility of those used by attackers. Autonomous response tools are thus essential for modern cyber defence, as they enable organisations to respond to both known and novel threats in real time.  

These tools leverage a deep contextual and behavioral understanding of the organisation to take precise actions, effectively containing threats without disrupting business operations.

To avoid unnecessary business disruptions and maintain robust security, especially in more sensitive networks such as OT environments, it is crucial for organisations to determine the appropriate response depending on their environment. This can range from taking autonomous and native actions, such as isolating or blocking devices, or integrating their autonomous response tool with firewalls or other security tools to taking customized actions.  

Autonomous response solutions should also use a contextual understanding of the business environment to make informed decisions, allowing them to contain threats swiftly and accurately. This means that even as cyber-attacks evolve and become more sophisticated, organisations can maintain continuous protection without compromising operational efficiency.  

Indeed, research into the adoption of autonomous cyber defences points to the importance of implementing “organisation-specific" and “context-informed” approaches.20  To decide the appropriate level of autonomy for each network action, it is argued, it is essential to use evidence-based risk prioritisation that is customised to the specific operations, assets, and data of individual enterprises.21

By adopting autonomous response solutions, organisations can ensure their defences are as dynamic and effective as the threats they face, significantly enhancing their overall security posture.

5. Proactive cyber resilience  

Adopting a proactive approach to cybersecurity is crucial for organisations aiming to safeguard their operations and reputation. By hardening their defences enough so attackers are unable to target them effectively, organisations can save significant time and money. This proactive stance helps reduce business disruption, reputational damage, and the need for lengthy, resource-intensive incident responses.

Proactive cybersecurity incorporates many of the strategies outlined above. This can be seen in a recent survey of information technology practitioners, which outlines four components of a proactive cybersecurity culture: (1) visibility of corporate assets, (2) leveraging intelligent and modern technology, (3) adopting consistent and comprehensive training methods and (4) implementing risk response procedures.22 To this, we may also add continuous monitoring which allows organisations to understand the most vulnerable and high-value paths across their architectures, allowing them to secure their critical assets more effectively.  

Alongside these components, a proactive cyber strategy should be based on a combined business context and knowledge, ensuring that security measures are aligned with the organisation's specific needs and priorities.  

This proactive approach to cyber resilience is reflected in Spain’s technical guidance (article 8.2): “Prevention measures, which may incorporate components geared towards deterrence or reduction of the exposure surface, should eliminate or reduce the likelihood of threats materializing.”23 It can also be found in the NCSC’s CAF, which outlines how organisations can achieve “proactive attack discovery” (see Principle C2).24 Likewise, Belgium’s NIS2 transposition guidelines mandate the use of preventive measures to ensure the continued availability of services in the event of exceptional network failures (article 30).25  

Ultimately, a proactive approach to cybersecurity not only enhances protection but also lowers regulatory risk and supports the overall resilience and stability of the organisation.

Looking forward

The NIS2 Directive marked a significant regulatory milestone in strengthening cybersecurity across the EU.26 Given the impact of emerging technologies, such as AI, on cybersecurity, it is to see that Member States are encouraged to promote the adoption of ‘state-of-the-art' cybersecurity across regulated entities.  

In this blog, we have sought to translate what state-of-the-art cybersecurity may look like for organisations looking to enhance their cybersecurity posture. To do so, we have built on existing cybersecurity guidance, research and our own experience as an AI-cybersecurity company to outline five criteria: continuous monitoring, incident correlation, detection of anomalous activity, autonomous response, and proactive cyber resilience.

By embracing these principles and evolving cybersecurity practices in line with the state-of-the-art, organisations can comply with the NIS2 Directive while building a resilient cybersecurity posture capable of withstanding evolutions in the cyber threat landscape. Looking forward, it will be interesting to see how other jurisdictions embrace new technologies, such as AI, in solving the cybersecurity problem.

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References

[1] https://www.enisa.europa.eu/publications/implementation-guidance-on-nis-2-security-measures

[2] https://www.teletrust.de/fileadmin/user_upload/2023-05_TeleTrusT_Guideline_State_of_the_art_in_IT_security_EN.pdf

[3] https://kpmg.com/uk/en/home/insights/2024/04/what-does-nis2-mean-for-energy-businesses.html

[4] https://orbilu.uni.lu/bitstream/10993/50878/1/SCHMITZ_IFIP_workshop_sota_author-pre-print.pdf

[5]https://www.ncsc.gov.uk/report/impact-of-ai-on-cyber-threat

[6] https://www.sciencedirect.com/science/article/pii/S2949715923000793

[7] https://csrc.nist.gov/glossary/term/information_security_continuous_monitoring

[8] https://ens.ccn.cni.es/es/docman/documentos-publicos/39-boe-a-2022-7191-national-security-framework-ens/file

[10] https://www.bsi.bund.de/SharedDocs/Downloads/DE/BSI/KRITIS/Konkretisierung_Anforderungen_Massnahmen_KRITIS.html

[11] https://nvlpubs.nist.gov/nistpubs/legacy/sp/nistspecialpublication800-137.pdf

[12] https://ens.ccn.cni.es/es/docman/documentos-publicos/39-boe-a-2022-7191-national-security-framework-ens/file

[13] https://ens.ccn.cni.es/es/docman/documentos-publicos/39-boe-a-2022-7191-national-security-framework-ens/file

[14] https://www.bsi.bund.de/SharedDocs/Downloads/DE/BSI/KRITIS/Konkretisierung_Anforderungen_Massnahmen_KRITIS.html

[15] https://therecord.media/surge-zero-day-exploits-five-eyes-report

[16] https://www.ncsc.gov.uk/report/impact-of-ai-on-cyber-threat

[17] https://ens.ccn.cni.es/es/docman/documentos-publicos/39-boe-a-2022-7191-national-security-framework-ens/file

[18] https://www.ncsc.gov.uk/collection/cyber-assessment-framework/caf-objective-c-detecting-cyber-security-events/principle-c2-proactive-security-event-discovery

[19] https://www.ncsc.gov.uk/collection/cyber-assessment-framework/caf-objective-c-detecting-cyber-security-events/principle-c2-proactive-security-event-discovery

[20] https://cetas.turing.ac.uk/publications/autonomous-cyber-defence-autonomous-agents

[21] https://cetas.turing.ac.uk/publications/autonomous-cyber-defence-autonomous-agents

[22] https://www.researchgate.net/publication/376170443_Cultivating_Proactive_Cybersecurity_Culture_among_IT_Professional_to_Combat_Evolving_Threats

[23] https://ens.ccn.cni.es/es/docman/documentos-publicos/39-boe-a-2022-7191-national-security-framework-ens/file

[24] https://www.ncsc.gov.uk/collection/cyber-assessment-framework/caf-objective-c-detecting-cyber-security-events/principle-c2-proactive-security-event-discovery

[25] https://www.ejustice.just.fgov.be/mopdf/2024/05/17_1.pdf#page=49

[26] ENISA, NIS Directive 2

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About the author
Livia Fries
Public Policy Manager, EMEA
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