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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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June 24, 2026

A New Security Challenge: The Curious Case of Prompt Language Analysis

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Why prompt analysis is emerging as a key AI security challenge

If securing AI has been one of the defining cybersecurity conversations of the past year, prompt analysis is quickly becoming one of its most interesting frontiers.

Security leaders are under pressure to understand how AI is being used across the business. In some organizations, that means governing employee use of chatbots. In others, it means overseeing copilots embedded into SaaS platforms, monitoring coding assistants, or assessing the growing footprint of autonomous agents. However different these use cases may appear on the surface, they share a common factor: humans and machines are usually interacting with enterprise systems through language.  

How prompt language differs from traditional security telemetry

For years, defenders have become used to working with familiar forms of telemetry: email traffic, network connections, API calls, endpoint processes, authentication events. Prompt language is different. It is not simply another log source. It is an expression of intent, instruction, curiosity, urgency, and sometimes manipulation. It reflects the end-goal of a user or agent, but not always with enough surrounding context to interpret the risk correctly.

Why existing security approaches only partially explain prompt risk

A growing number of vendors are approaching the task of securing AI from the angle they know best. Perimeter vendors are extending web or browser controls into AI usage. Identity vendors are emphasizing agent permissions and access governance. Data security and DLP providers are focusing on content inspection and exfiltration risk. All of these perspectives matter, but individually can’t fully explain the problem.

The challenge with securing AI is not just that a new application category has emerged. It is that language has become a new operating layer in the enterprise.

Employees now use prompts to summarize documents, generate code, analyze spreadsheets, query internal knowledge, and trigger multi-step actions through agents. In each case, prompt language acts as the interface between human intent and machine execution. That makes prompts incredibly valuable from a security perspective as they can hint at misuse, policy violations, data exposure, or attempts to circumvent controls. However, they can also be deeply ambiguous when viewed in isolation. That ambiguity is the heart of the issue.

Prompts as behavioral signals, not just text to classify

A prompt by itself tells you what was asked. It does not necessarily tell you whether the request is expected, risky, accidental, or entirely legitimate in context. Two nearly identical prompts can carry very different meanings depending on the role and function of who issued them, what systems they can access, and what actions followed. In other words, prompts are not just text to classify. They are behavioral signals to interpret.

Example: How context changes prompt risk entirely

Consider a common enterprise scenario. An employee is pulled into a new project with an aggressive deadline. Almost overnight, their use of AI tools spikes. They begin prompting more frequently, working across unfamiliar documents, querying new data sources, and interacting with more systems than usual to accelerate delivery. Viewed narrowly, this may look suspicious. Prompt volume increases, file access patterns change, API and SaaS activity rise. From some vantage points, it may resemble insider risk or unmanaged AI usage.

But now add context. Imagine that, earlier that day, the employee received instructions from a senior leader asking them to support a time-sensitive initiative. Their communication history shows that this leader is a legitimate reporting-line superior. Their recent collaboration patterns align with the new project team. Their subsequent activity, while unusual for that individual’s baseline, is consistent with the business task they were assigned.

What initially looked like a risk event may actually be a normal response to business pressure. Without the surrounding context of communication, organizational relationships, and broader behavioral patterns, prompt activity alone could generate more noise than insight.

The reverse is also true. A prompt may appear benign on the surface while the context around it suggests elevated risk. A request that seems routine could originate from a compromised user, a newly connected external agent, a shadow AI workflow, or a user acting outside their normal role. The language itself may not contain anything obviously malicious, but the surrounding conditions may tell a very different story.

What security teams need to analyze prompts effectively

The future of prompt analysis is not just about understanding language. It is about understanding language in context.

To do that well, security teams need more than prompt inspection. They need to understand:

  • Who is issuing the prompt, whether human or agent
  • How that identity normally behaves across the enterprise
  • What systems, data, and workflows are connected to the interaction
  • Which relationships and communications explain the surrounding activity
  • Whether the downstream actions align with expected business behavior

When those layers are absent, prompt analysis can become another isolated control surface: useful in theory, but limited in practice. Security teams may detect unusual wording but miss the operational function behind it, overreact to benign changes in behavior, or miss subtle misuse because the prompt itself did not appear dangerous.

How organizations should think about prompt analysis going forward

Security teams have seen this pattern before. In the cloud, posture without runtime context left important gaps. In identity, access control without behavioral understanding missed misuse that looked legitimate on paper. In data security, content inspection without business context often created friction without resolving risk. AI is exposing the same lesson again: controls are strongest when they are coordinated, not isolated. As organizations work to secure AI and identify gaps across their security operations, prompt analysis will become an increasingly important source of insight, but only as part of a broader strategy.

Prompt analysis will undoubtedly become more common, as prompts are one of the clearest windows into how people and agents are using AI systems. However, what matters most is not simply collecting prompts or filtering dangerous phrases, but being able to place that language inside a wider behavioral and operational picture.

Figure 1: Darktrace / SECURE AI reconstructs the full sequence of events, showing every user and agent interaction in context, with risky prompts highlighted and categorized, including PII, sensitive data, and other policy violations.

At Darktrace, this is the key lesson emerging from the market: prompt language does matter, but it does not stand alone. It is most valuable when treated as a new behavioral input that can enrich understanding across the enterprise, not as a self-contained source of truth.

Why prompts become less useful when analyzed in isolation

The curious case of prompt language analysis, then, is this: the more important prompts become, the less useful they are in a vacuum.

The real opportunity is not just to see what was asked. It is to understand why it was asked, what it meant in that moment, and what happened next.

For a deeper look at how organizations are approaching this challenge from the strengths of prompt analysis to its limitations in isolation see Prompt Security in Enterprise AI: Strengths, Weaknesses, and Common Approaches, which expands on the role prompt-level controls play within a broader, context-driven security strategy.

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About the author
Nabil Zoldjalali
VP, Field CISO

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June 23, 2026

サイバーセキュリティにおけるフロンティアAIの利用を推進: ダークトレース、OpenAIのDaybreakサイバーパートナープログラムに参加、防御AIのインテグレーションを模索

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ダークトレース、OpenAIのDaybreakサイバーパートナープログラムに参加

今日、ダークトレースがOpenAIのDaybreakサイバーパートナープログラムに参加したことが発表されました。私たちはOpenAIと協調して、OpenAIのサイバー機能をダークトレースの製品およびサービスにどう統合できるかを検証することで、ダークトレースの顧客に対して新たな機能を提供していきます。

このパートナーシップは、ダークトレースのビヘイビアAIモデリングをOpenAIの先進的コンテキスト機能と組み合わせることによりセキュリティチームに対して新たなレベルの理解を提供する、画期的な機会となります。この効果を理解していただくために、私たちがこの問題についてどう考えているかを説明することから始めたいと思います。

ダークトレースでは、サイバーセキュリティは防御対象のビジネスを理解する必要があるという基本的信念に基づいてAIを構築してきました。そのため、当社の自己学習型AIは、ユーザーやアイデンティティ、ネットワークやクラウド、Eメールやコラボレーションツール、そして現在はDarktrace / SECURE AI™の展開によりAIシステムやエージェントまでを含めて、各組織のデジタル環境全体における正常および異常な動作の理解を支援するよう設計されています。

私たちの目標は、これまでも単に既知の攻撃をより速く見つけることではありませんでした。自分たちの組織がどのように動作しているか、潜在的なリスクと影響、そして混乱がどこで起こり得るかを防御者が理解し、これまで見たことも想像したこともない未知の脅威に備えられるようにするためでした。

それはまさに今日の脅威ランドスケープで起こっていることです。攻撃は常に変化し続け、手法は移り変わり、インフラは進化し、攻撃者はより速く、正確に、そして状況に応じて動いています。そして今や彼らにはさらに多くの自動化とAIが味方についています。攻撃者は、アイデンティティ、信頼されたサービス、SaaSアプリケーション、およびビジネスワークフローを悪用しています。脅威は必ず外部から侵入しているわけではありません。脅威はしばしば組織内部から、内部関係者による脅威や悪意を持ったエージェントの形でやって来ることもあります。 

こうした現実のなかで、防御者は組織についての深いAIモデリングと、特定された脅威を具体的なビジネスコンテキストに結びつけ、この情報を現実の価値に変換し、リスクが障害に発展する前にアクションを取ることができるAIを必要としています。

私たちがOpenAIとの提携に見出しているチャンスはここにあります。

OpenAIのDaybreakサイバーパートナープログラムとは何か、そしてなぜダークトレースが参加するのか

OpenAI Daybreakサイバーパートナープログラムは、サイバーセキュリティへのAIの安全な利用を推進するためのプログラムです。プログラムの新たな段階として、OpenAIはダークトレースを含む選ばれた信頼できるパートナーと協調し、範囲を限定した製品インテグレーション、マネージド型サービス、パートナーを通じて提供される防御機能を検証します。私たちはOpenAIの高度なフロンティアAI機能が、日々利用しているツールやワークフローを通じてどのように防御者を支援できるかを模索します。

ダークトレースにとって、これは私たちの専門知識と過去10年間にわたって行ってきた取り組みの自然な延長線上にあります。それは、最も効果的なAI技術の組み合わせを安全かつ確実に適用することにより、組織を理解し、悪意あるアクティビティを最も早い兆候で検知し、サイバー防御者がより迅速に行動できるよう支援することです。

OpenAI Daybreakサイバーパートナープログラムで利用可能な高度なモデルとより精密なセーフガードを活用することで、ダークトレースとOpenAIは、組織のデジタルエステートについてのDarktraceのリアルタイムの動作理解と、広範なビジネスコンテキストを解釈するOpenAIの能力を組み合わせます。  

このユニークかつ強力な知見の組み合わせにより、技術的リスクについてより深いコンテキストを提供し、収益、業務、レジリエンスへの潜在的な影響に基づいて作業負荷や調査の優先順位を判断するのに役立てることができます。さらに、セキュリティチームや経営幹部に対して、どのイベントがビジネスにとって最も重要であるか、なぜ重要であるか、そしてどのような対応を取るべきかについての情報を提供することができます。たとえば、エージェントが侵害されていることを見つけるだけでなく、その侵害されたエージェントが今後3時間以内に注文の履行を停止させる可能性がある、ということを指摘することができます。

なぜダークトレースとOpenAIの提携が防御者にとって重要なのか

今日のセキュリティチームは、より多くのアタックサーフェスを管理し、より複雑な環境を保護しなければならず、脅威の量も増大しています。

迅速に行動する能力はきわめて重要ですが、それに加えて最もビジネスに影響を与えるリスクに集中できることも必要です。攻撃者がAIを使って大規模なフィッシングを行い、偵察を自動化し、弱点を見つけ、通常のビジネス活動に溶け込むことができる今、このことは特に重要です。同時に、組織とその従業員はAIを活用したイノベーションを進めており、そのことがアタックサーフェスをさらに広げ、新たなリスクをもたらしています。防御者は、こうした複雑な環境に対応し、安全で透明性があり、レジリエンスの強化に役立つAIを必要としています。また、組織全体でAIを安全に導入し、管理し、防御する方法が必要です。

OpenAI Daybreakサイバーパートナープログラムへの参加は、その方向へのさらなる一歩です。私たちはまだこの作業の初期段階にあり、慎重かつ規律あるアプローチで取り組んでいます。ただ、方向性は明確です。組織を守るには、攻撃だけでなくビジネスを理解するAIが必要です。

ダークトレースでは、まさにその点に重点をおいており、OpenAIとのこのパートナーシップに大きく期待しています。

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