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March 13, 2024

Simulated vs. Real Malware: What You Need To Know

Learn how Darktrace distinguishes between simulated and real malware. Discover the advanced detection techniques used to protect your network.
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.
Written by
Priya Thapa
Cyber Analyst
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13
Mar 2024

Distinguishing attack simulations from the real thing

In an era marked by the omnipresence of digital technologies and the relentless advancement of cyber threats, organizations face an ongoing battle to safeguard their digital environment. Although red and blue team exercises have long served as cornerstones in evaluating organizational defenses, their reliance on manual processes poses significant constraints [1]. Led by seasoned security professionals, these tests offer invaluable insights into security readiness but can be marred by their resource-intensive and infrequent testing cycles. The gaps between assessments leave organizations open to undetected vulnerabilities, compromising the true state of their security environment. In response to the ever-changing threat landscape, organizations are adopting a proactive stance towards cyber security to fortify their defenses.

At the forefront, these efforts tend to revolve around simulated attacks, a process designed to test an organization's security posture against both known and emerging threats in a safe and controlled environment [2]. These meticulously orchestrated simulations imitate the tactics, techniques, and procedures (TTPs) employed by actual adversaries and provide organizations with invaluable insights into their security resilience and vulnerabilities. By immersing themselves in simulated attack scenarios, security teams can proactively probe for vulnerabilities, adopt a more aggressive defense posture, and stay ahead of evolving cyber threats.

Distinguishing between simulated malware observations and authentic malware activities stands as a critical imperative for organizations bolstering their cyber defenses. While simulated platforms offer controlled scenarios for testing known attack patterns, Darktrace’s Self-Learning AI can detect known and unknown threats, identify zero-day threats, and previously unseen malware variants, including attack simulations. Whereas simulated platforms focus on specific known attack vectors, Darktrace DETECT™ and Darktrace RESPOND™ can identify and contain both known and unknown threats across the entire attack surface, providing unparalleled protection of the cyber estate.

Darktrace’s Coverage of Simulated Attacks

In January 2024, the Darktrace Security Operations Center (SOC) received a high volume of alerts relating to an unspecified malware strain that was affecting multiple customers across the fleet, raising concerns, and prompting the Darktrace Analyst team to swiftly investigate the multitude of incident. Initially, these activities were identified as malicious, exhibiting striking resemblance to the characteristics of Remcos, a sophisticated remote access trojan (RAT) that can be used to fully control and monitor any Windows computer from XP and onwards [3]. However, further investigation revealed that these activities were intricately linked to a simulated malware provider.

This discovery underscores a pivotal insight into Darktrace’s capabilities. To this point, leveraging advanced AI, Darktrace operates with a sophisticated framework that extends beyond conventional threat detection. By analyzing network behavior and anomalies, Darktrace not only discerns between simulated threats, such as those orchestrated by breach and attack simulation platforms and genuine malicious activities but can also autonomously respond to these threats with RESPOND. This showcases Darktrace’s advanced capabilities in effectively mitigating cyber threats.

Attack Simulation Process: Initial Access and Intrusion

Darktrace initially observed devices breaching several DETECT models relating to the hostname “new-tech-savvy[.]com”, an endpoint that was flagged as malicious by multiple open-source intelligence (OSINT) vendors [4].

In addition, multiple HTML Application (HTA) file downloads were observed from the malicious endpoint, “new-tech-savvy[.]com/5[.]hta”. HTA files are often seen as part of the UAC-0050 campaign, known for its cyber-attacks against Ukrainian targets, which tends to leverage the Remcos RAT with advanced evasion techniques [5] [6]. Such files are often critical components of a malware operation, serving as conduits for the deployment of malicious payloads onto a compromised system. Often, within the HTA file resides a VBScript which, upon execution, triggers a PowerShell script. This PowerShell script is designed to facilitate the download of a malicious payload, namely “word_update.exe”, from a remote server. Upon successful execution, “word_update.exe” is launched, invoking cmd.exe and initiating the sharing of malicious data. This process results in the execution of explorer.exe, with the malicious RemcosRAT concealed within the memory of explorer.exe. [7].

As the customers were subscribed to Darktrace’s Proactive Threat Notification (PTN) service, an Enhanced Monitoring model was breached upon detection of the malicious HTA file. Enhanced Monitoring models are high-fidelity DETECT models designed to identify activity likely to be indicative of compromise. These PTN alerts were swiftly investigated by Darktrace’s round the clock SOC team.

Following this successful detection, Darktrace RESPOND took immediate action by autonomously blocking connections to the malicious endpoint, effectively preventing additional download attempts. Similar activity may be seen in the case of a legitimate malware attack; however, in this instance, the hostname associated with the download confirmed the detected malicious activity was the result of an attack simulation.

Figure 1: The Breach Log displays the model breach, “Anomalous File/Incoming HTA File”, where a device was detected downloading the HTA file, “5.hta” from the endpoint, “new-tech-savvy[.]com”.
'
Figure 2: The Model Breach Event Log shows a device making connections to the endpoint, “new-tech-savvy[.]com”. As a result, theRESPOND model, “Antigena/Network/External Threat/Antigena File then New Outbound Block", breached and connections to this malicious endpoint were blocked.
Figure 3: The Breach Log further showcases another RESPOND model, “Antigena/Network/External Threat/Antigena Suspicious File Block", which was triggered when the device downloaded a  HTA file from the malicious endpoint, “new-tech-savvy[.]com".

In other cases, Darktrace observed SSL and HTTP connections also attributed to the same simulated malware provider, highlighting Darktrace’s capability to distinguish between legitimate and simulated malware attack activity.

Figure 4: The Model Breach “Anomalous Connection/Low and Slow Exfiltration" displays the hostname of a simulated malware provider, confirming the detected malicious activity as the result of an attack simulation.
Figure 5: The Model Breach Event Log shows the SSL connections made to an endpoint associated with the simulated malware provider.
Figure 6: Darktrace’s Advanced Search displays SSL connection logs to the endpoint of the simulated malware provider around the time the simulation activity was observed.

Upon detection of the malicious activity occurring within affected customer networks, Darktrace’s Cyber AI Analyst™ investigated and correlated the events at machine speed. Figure 8 illustrates the synopsis and additional technical information that AI Analyst generated on one customer’s environment, detailing that over 220 HTTP queries to 18 different endpoints for a single device were seen. The investigation process can also be seen in the screenshot, showcasing Darktrace’s ability to provide ‘explainable AI’ detail. AI Analyst was able to autonomously search for all HTTP connections made by the breach device and identified a single suspicious software agent making one HTTP request to the endpoint, 45.95.147[.]236.

Furthermore, the malicious endpoints, 45.95.147[.]236, previously observed in SSH attacks using brute-force or stolen credentials, and “tangible-drink.surge[.]sh”, associated with the Androxgh0st malware [8] [9] [10], were detected to have been requested by another device.

This highlights Darktrace’s ability to link and correlate seemingly separate events occurring on different devices, which could indicate a malicious attack spreading across the network.  AI Analyst was also able to identify a username associated with the simulated malware prior to the activity through Kerberos Authentication Service (AS) requests. The device in question was also tagged as a ‘Security Device’ – such tags provide human analysts with valuable context about expected device activity, and in this case, the tag corroborates with the testing activity seen. This exemplifies how Darktrace’s Cyber AI Analyst takes on the labor-intensive task of analyzing thousands of connections to hundreds of endpoints at a rapid pace, then compiling results into a single pane that provides customer security teams with the information needed to evaluate activities observed on a device.

All in all, this demonstrates how Darktrace’s Self-Learning AI is capable of offering an unparalleled level of awareness and visibility over any anomalous and potentially malicious behavior on the network, saving security teams and administrators a great deal of time.

Figure 7: Cyber AI Analyst Incident Log containing a summary of the attack simulation activity,, including relevant technical details, and the AI investigation process.

Conclusion

Simulated cyber-attacks represent the ever-present challenge of testing and validating security defenses, while the threat of legitimate compromise exemplifies the constant risk of cyber threats in today’s digital landscape. Darktrace emerges as the solution to this conflict, offering real-time detection and response capabilities that identify and mitigate simulated and authentic threats alike.

While simulations are crafted to mimic legitimate threats within predefined parameters and controlled environments, the capabilities of Darktrace DETECT transcend these limitations. Even in scenarios where intent is not malicious, Darktrace’s ability to identify anomalies and raise alerts remains unparalleled. Moreover, Darktrace’s AI Analyst and autonomous response technology, RESPOND, underscore Darktrace’s indispensable role in safeguarding organizations against emerging threats.

Credit to Priya Thapa, Cyber Analyst, Tiana Kelly, Cyber Analyst & Analyst Team Lead

Appendices

Model Breaches

Darktrace DETECT Model Breach Coverage

Anomalous File / Incoming HTA File

Anomalous Connection / Low and Slow Exfiltration

Darktrace RESPOND Model Breach Coverage

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

Cyber AI Analyst Incidents

• Possible HTTP Command and Control

• Suspicious File Download

List of IoCs

IP Address

38.52.220[.]2 - Malicious Endpoint

46.249.58[.]40 - Malicious Endpoint

45.95.147[.]236 - Malicious Endpoint

Hostname

tangible-drink.surge[.]sh - Malicious Endpoint

new-tech-savvy[.]com - Malicious Endpoint

References

1.     https://xmcyber.com/glossary/what-are-breach-and-attack-simulations/

2.     https://www.picussecurity.com/resource/glossary/what-is-an-attack-simulation

3.     https://success.trendmicro.com/dcx/s/solution/1123281-remcos-malware-information?language=en_US&sfdcIFrameOrigin=null

4.     https://www.virustotal.com/gui/url/c145cf7010545791602e9585f447347c75e5f19a0850a24e12a89325ded88735

5.     https://www.virustotal.com/gui/url/7afd19e5696570851e6413d08b6f0c8bd42f4b5a19d1e1094e0d1eb4d2e62ce5

6.     https://thehackernews.com/2024/01/uac-0050-group-using-new-phishing.html

7.     https://www.uptycs.com/blog/remcos-rat-uac-0500-pipe-method

8.     https://www.virustotal.com/gui/ip-address/45.95.147.236/community

9.     https://www.virustotal.com/gui/domain/tangible-drink.surge.sh/community

10.  https://www.cisa.gov/news-events/cybersecurity-advisories/aa24-016a

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.
Written by
Priya Thapa
Cyber Analyst

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May 20, 2026

Prompt Security in Enterprise AI: Strengths, Weaknesses, and Common Approaches

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How enterprise AI Agents are changing the risk landscape  

Generative AI Agents are changing the way work gets done inside enterprises, and subsequently how security risks may emerge. Organizations have quickly realized that providing these agents with wider access to tooling, internal information, and granting permissions for the agent to perform autonomous actions can greatly increase the efficiency of employee workflows.

Early deployments of Generative AI systems led many organizations to scope individual components as self-contained applications: a chat interface, a model, and a prompt, with guardrails placed at the boundary. Research from Gartner has shown that while the volume and scope of Agentic AI deployments in enterprise environments is rapidly accelerating, many of the mechanisms required to manage risk, trust, and cost are still maturing.

The issue now resides on whether an agent can be influenced, misdirected, or manipulated in ways that leads to unsafe behavior across a broader system.

Why prompt security matters in enterprise AI

Prompt security matters in enterprise AI because prompts are the primary way users and systems interact with Agentic AI models, making them one of the earliest and most visible indicators of how these systems are being used and where risk may emerge.

For security teams, prompt monitoring is a logical starting point for understanding enterprise AI usage, providing insight into what types of questions are being asked and tasks are being given to AI Agents, how these systems are being guided, and whether interactions align with expected behavior. Complete prompt security takes this one step further, filtering out or blocking sensitive or dangerous content to prevent risks like prompt injection and data leakage.

However, visibility only at the prompt layer can create a false sense of security. Prompts show what was asked, but not always why it was asked, or what downstream actions were triggered by the agent across connected systems, data sources, or applications.

What prompt security reveals  

The primary function of prompt security is to minimize risks associated with generative and agentic AI use, but monitoring and analysis of prompts can also grant insight into use cases for particular agents and model. With comprehensive prompt security, security teams should be able to answer the following questions for each prompt:

  • What task was the user attempting to complete?
  • What data was included in the request, and was any of the data high-risk or confidential?
  • Was the interaction high-risk, potentially malicious, or in violation of company policy?
  • Was the prompt anomalous (in comparison to previous prompts sent to the agent / model)?

Improving visibility at this layer is a necessary first step, allowing organizations to establish a baseline for how AI systems are being used and where potential risks may exist.  

Prompt security alone does not provide a complete view of risk. Further data is needed to understand how the prompt is interpreted, how context is applied, what autonomous actions the agent takes (if any), or what downstream systems are affected. Understanding the outcome of a query is just as important for complete prompt security as understanding the input prompt itself – for example, a perfectly normal, low-risk prompt may inadvertently result in an agent taking a high-risk action.

Comprehensive AI security systems like Darktrace / SECURE AI can monitor and analyze both the prompt submitted to a Generative AI system, as well as the responses and chain-of-thought of the system, providing greater insight into the behavior of the system. Darktrace / SECURE AI builds on the core Darktrace methodology, learning the expected behaviors of your organization and identifying deviations from the expected pattern of life.

How organizations address prompt security today

As prompt-level visibility has become a focus, a range of approaches have emerged to make this activity more observable and controllable. Various monitoring and logging tools aim to capture prompt inputs to be analyzed after the fact.  

Input validation and filtering systems attempt to intervene earlier, inspecting prompts before they reach the model. These controls look for known jailbreak patterns, language indicative of adversarial attacks, or ambiguous instructions which could push the system off course.

Importantly, for a prompt security solution to be accurate and effective, prompts must be continually observed and governed, rather than treated as a point-in-time snapshot.  

Where prompt security breaks down in real environments

In more complex environments, especially those involving multiple agents or extensive tool use, AI security becomes harder to define and control.

Agent-to-Agent communications can be harder to monitor and trace as these happen without direct user interaction. Communication between agents can create routes for potential context leakage between agents, unintentional privilege escalation, or even data leakage from a higher privileged agent to a lower privileged one.

Risk is shaped not just by what is asked, but by the conditions in which that prompt operates and the actions an agent takes. Controls at the orchestration layer are starting to reflect this reality. Techniques such as context isolation, scoped memory, and role-based boundaries aim to limit how far a prompt’s influence can extend.  

Furthermore, Shadow AI usage can be difficult to monitor. AI systems that are deployed outside of formal governance structures and Generative AI systems hosted on unknown endpoints can fly under the radar and can go unseen by monitoring tools, leaving a critical opening where adversarial prompts may go undetected. Darktrace / SECURE AI features comprehensive detection of Shadow AI usage, helping organizations identify potential risk areas.

How prompt security fits in a broader AI risk model

Prompt security is an important starting point, but it is not a complete security strategy. As AI systems become more integrated into enterprise environments, the risks extend to what resources the system can access, how it interprets context, and what actions it is allowed to take across connected tools and workflows.

This creates a gap between visibility and control. Prompt security alone allows security teams to observe prompt activity but falls short of creating a clear understanding of how that activity translates into real-world impact across the organization.

Closing that gap requires a broader approach, one that connects signals across human and AI agent identities, SaaS, cloud, and endpoint environments. It means understanding not just how an AI system is being used, but how that usage interacts with the rest of the digital estate.

Prompt security, in that sense, is less of a standalone solution and more of an entry point into a larger problem: securing AI across the enterprise as a whole.

Explore how Darktrace / SECURE AI brings prompt security to enterprises

Darktrace brings more than a decade of AI expertise, built on an enterprise‑wide platform designed to operate in and understand the behaviors of the complex, ambiguous environments where today’s AI now lives. With Darktrace / SECURE AI, enterprises can safely adopt, manage, monitor, and build AI within their business.  

Learn about Darktrace / SECURE AI here.

Sign up today to stay informed about innovations across securing AI.

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Jamie Bali
Technical Author (AI) Developer

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May 20, 2026

State of AI Cybersecurity 2026: 77% of security stacks include AI, but trust is lagging

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Findings in this blog are taken from Darktrace’s annual State of AI Cybersecurity Report 2026.

AI is a contributing member of nearly every modern cybersecurity team. As we discussed earlier in this blog series, rapid AI adoption is expanding the attack surface in ways that security professionals have never before experienced while also empowering attackers to operate at unprecedented speed and scale. It’s only logical that defenders are harnessing the power of AI to fight back.

After all, AI can help cybersecurity teams spot the subtle signs of novel threats before humans can, investigate events more quickly and thoroughly, and automate response. But although AI has been widely adopted, this technology is also frequently misunderstood, and occasionally viewed with suspicion.

For CISOs, the cybersecurity marketplace can be noisy. Making sense of competing vendors’ claims to distinguish the solutions that truly deliver on AI’s full potential from those that do not isn’t always easy. Without a nuanced understanding of the different types of AI used across the cybersecurity stack, it is difficult to make informed decisions about which vendors to work with or how to gain the most value from their solutions. Many security leaders are turning to Managed Security Service Providers (MSSPs) for guidance and support.

The right kinds of AI in the right places?

Back in 2024, when we first conducted this annual survey, more than a quarter of respondents were only vaguely familiar with generative AI or hadn’t heard of it at all. Today, GenAI plays a role in 77% of security stacks. This percentage marks a rapid increase in both awareness and adoption over a relatively short period of time.

According to security professionals, different types of AI are widely integrated into cybersecurity tooling:

  • 67% report that their organization’s security stack uses supervised machine learning
  • 67% report that theirs uses agentic AI
  • 58% report that theirs uses natural language processing (NLP)
  • 35% report that theirs uses unsupervised machine learning

But their responses suggest that organizations aren’t always using the most valuable types of AI for the most relevant use cases.

Despite all the recent attention AI has gotten, supervised machine learning isn’t new. Cybersecurity vendors have been experimenting with models trained on hand-labeled datasets for over a decade. These systems are fed large numbers of examples of malicious activity – for instance, strains of ransomware – and use these examples to generalize common indicators of maliciousness – such as the TTPs of multiple known ransomware strains – so that the models can identify similar attacks in the future. This approach is more effective than signature-based detection, since it isn’t tied to an individual byte sequence or file hash. However, supervised machine learning models can miss patterns or features outside the training data set. When adversarial behavior shifts, these systems can’t easily pivot.

Unsupervised machine learning, by contrast, can identify key patterns and trends in unlabeled data without human input. This enables it to classify information independently and detect anomalies without needing to be taught about past threats. Unsupervised learning can continuously learn about an environment and adapt in real time.

One key distinction between supervised and unsupervised machine learning is that supervised learning algorithms require periodic updating and re-training, whereas unsupervised machine learning trains itself while it works.

The question of trust

Even as AI moves into the mainstream, security professionals are eyeing it with a mix of enthusiasm and caution. Although 89% say they have good visibility into the reasoning behind AI-generated outputs, 74% are limiting AI’s ability to take autonomous action in their SOC until explainability improves. 86% do not allow AI to take even small remediation actions without human oversight.

This model, commonly known as “human in the loop,” is currently the norm across the industry. It seems like a best-of-both-worlds approach that allows teams to experience the benefits of AI-accelerated response without relinquishing control – or needing to trust an AI system.

Keeping humans somewhat in the loop is essential for getting the best out of AI. Analysts will always need to review alerts, make judgement calls, and set guardrails for AI's behavior. Their input helps AI models better understand what “normal” looks like, improving their accuracy over time.

However, relying on human confirmation has real costs – it delays response, increases the cognitive burden analysts must bear, and creates potential coverage gaps when security teams are overwhelmed or unavailable. The traditional model, in which humans monitor and act on every alert, is no longer workable at scale.

If organizations depend too heavily on in-the-loop humans, they risk recreating the very problem AI is meant to solve: backlogs of alerts waiting for analyst review. Removing the human from the loop can buy back valuable time, which analysts can then invest in building a proactive security posture. They can also focus more closely on the most critical incidents, where human attention is truly needed.

Allowing AI to operate autonomously requires trust in its decision-making. This trust can be built gradually over time, with autonomous operations expanding as trust grows. But it also requires knowledge and understanding of AI — what it is, how it works, and how best to deploy it at enterprise scale.

Looking for help in all the right places

To gain access to these capabilities in a way that’s efficient and scalable, growing numbers of security leaders are looking for outsourced support. In fact, 85% of security professionals prefer to obtain new SOC capabilities in the form of a managed service.

This makes sense: Managed Security Service Providers (MSSPs) can deliver deep, continuously available expertise without the cost and complexity of building an in-house team. Outsourcing also allows organizations to scale security coverage up or down as needs change, stay current with evolving threats and regulatory requirements, and leverage AI-native detection and response without needing to manage the AI tools themselves.

Preferences for MSSP-delivered security operations are particularly strong in the education, energy (87%), and healthcare sectors. This makes sense: all are high-value targets for threat actors, and all tend to have limited cybersecurity budgets, so the need for a partner who can deliver affordable access to expertise at scale is strong. Retailers also voiced a strong preference for MSSP-delivered services. These companies are tasked with managing large volumes of consumer personal and financial data, and with transforming an industry traditionally thought of as a late adopter to a vanguard of cyber defense. Technology companies, too, have a marked preference for SOC capabilities delivered by MSSPs. This may simply be because they understand the complexity of the threat landscape – and the advantages of specialized expertise — so well.

In order to help as many organizations as possible – from major enterprises to small and midmarket companies – benefit from enterprise-grade, AI-native security, Darktrace is making it easier for MSSPs to deliver its technology. The ActiveAI Security Portal introduces an alert dashboard designed to increase the speed and efficiency of alert triage, while a new AI-powered managed email security solution is giving MSSPs an edge in the never-ending fight against advanced phishing attacks – helping partners as well as organizations succeed on the frontlines of cyber defense.

Explore the full State of AI Cybersecurity 2026 report for deeper insights into how security leaders are responding to AI-driven risks.

Learn more about securing AI in your enterprise.

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