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July 11, 2023

Detecting and Responding to Vendor Email Compromises (VEC)

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11
Jul 2023
Learn how Darktrace detected and responded to a March 2023 Vendor Email Compromise (VEC) attacks on customer in the energy industry. Read more here!

Threat Trends: Email Landscape

As organizations and security teams around the world continue to improve their cyber hygiene and strengthen the defenses of their digital environments, threat actors are being forced to adapt and employ more advanced, sophisticated attack methods to achieve their goals.

Vendor Email Compromise (VEC) is one such elaborate and sophisticated type of Business Email Compromise (BEC) attack which exploits pre-existing trusted business relationships to impersonate vendors, with the goal of launching a targeted attack on the vendor’s customers [1].  

In March 2023, Darktrace/Email™ detected an example of a VEC attack on the network of a customer in the energy sector. Darktrace’s Self-Learning AI worked to successfully neutralize the VEC attack before it was able to take hold, by blocking the malicious emails so that they did not reach the inboxes of the intended recipients.

Business Email Compromise (BEC)

BEC is the practice of using deceitful emails to trick an organization into transferring funds or divulging sensitive information to a malicious actor. BEC attacks can have devastating financial consequences for organizations, with the FBI reporting a total of USD 2.7 billion in losses from BEC attacks in 2022 [2].  Along with ransomware attacks, BEC attacks are one of the greatest cyber threats facing organizations.

Vendor Email Compromise (VEC)

VEC represents a “new milestone in the evolution of BEC attacks” having taken BEC attacks “to a whole new level of sophistication” [3]. Traditional BEC attacks involve the impersonation of an upper or middle-management employee by a cybercriminal, who attempts to trick a senior executive or employee with access to the company’s finances into transferring funds [4]. Thus, they are crafted to target a specific individual within an organization.

On the other hand, VEC attack campaigns take this attack style even further as they tend to require a greater understanding of existing vendor-customer business relationships. A cyber-criminal gains access to a legitimate vendor account, the process of which may take months to design and fully implement, and uses the account to spread malicious emails to the vendor’s customers. VEC attacks are complex and difficult to detect, however they share some common features [1,3]:

1. Reconnaissance on the vendor and their customer base – the threat actor conducts in-depth research in an attempt to be as convincing as possible in their impersonation efforts. This process may take weeks or months to complete.

2. Credential stealing through phishing campaigns – the threat actor tricks the vendor’s employees into revealing confidential data or corporate credentials in order to gain access to one of the email accounts belonging to the vendor.

3. Account takeover - once the attacker has gained access to one of the vendor’s email accounts, they will create mailbox rules which forward emails meeting certain conditions (such as having ‘Invoice’ in their subject line) to the threat actor’s inbox. This is typically a lengthy process and requires the malicious actors to harvest as much sensitive information as they need in order to successfully masquerade as vendor employees.

4. Deceitful emails are sent to the vendor’s customers – the attacker crafts and sends a highly sophisticated and difficult to detect email campaign to targeted individuals amongst the vendor’s customers. These emails, which may be embedded into existing email threads, will typically contain instructions on how to wire money to the bank account of an attacker.

There have been many high-profile cases of BEC attacks over the years, one of the most famous being the vendor-impersonating BEC attacks carried out between 2013 and 2015 [5]. This BEC campaign resulted in victim companies transferring a total of USD 120 million to bank accounts under the attacker’s control. As the threat of BEC, and in particular VEC, attacks continue to rise, so too does the importance of being able to detect and respond to them.

Observed VEC Attack  

In March 2023, Darktrace/Email observed a VEC attack on an energy company. Email communication between this customer and one of their third-party vendors was common and took place as part of expected business activity, earning previous emails tags such as “Known Domain Relationship”, “Known Correspondent”, and “Established Domain Relationship”. These tags identify the sender relationship as trusted, causing Darktrace’s AI to typically attribute an anomaly score of 0% to emails from this third-party sender.

Just fifty minutes after the above legitimate email was observed, a group of suspicious emails were sent from the same domain, indicating that the trusted third-party had been compromised. Darktrace’s AI picked up on the peculiarity of these emails straight away, detecting elements of the mails which were out of character compared to the sender’s usual pattern of life, and as a result attributing these emails a 100% anomaly score despite the trusted relationship between the customer and sender domain. These suspicious emails were part of a targeted phishing attack, sent to high value individuals such as the company’s CTO and various company directors.  

Figure 1: Darktrace/Email's interface highlighting tags indicating the trusted relationship between the third-party domain and the customer.

Using methods outside of Darktrace’s visibility, a malicious actor managed to hijack the corporate account of a senior employee of this vendor company. The actor abused this email account to send deceitful emails to multiple employees at the energy company, including senior executives.

Figure 2: This screenshot shows Darktrace/Email’s assessment of emails from the vendor account pre-compromise and post-compromise.

Each of the emails sent by the attacker contained a link to a malicious file hosted inside a SharePoint repository associated with a university that had no association with the energy company. The malicious actor therefore appears to have leveraged a previously hijacked SharePoint repository to host their payload.

Cyber-criminals frequently use legitimate file storage domains to host malicious payloads as traditional gateways often fail to defend against them using reputation checks. The SharePoint file which the attacker sought to distribute to employees of the energy company likely provided wire transfer or bank account update instructions. If the attacker had succeeded in delivering these emails to these employees’ mailboxes, then the employees may have been tricked into performing actions resulting in the transfer of funds to a malicious actor. However, the attacker’s attempts to deliver these emails were thwarted by Darktrace/Email.

Darktrace Coverage

Despite the malicious actor sending their deceitful emails from a trusted vendor account, a range of anomalies were detected by Darktrace’s AI, causing the malicious emails to be given a 100% anomaly score and thus held from their recipients’ mailboxes. Such abnormalities, which represented a deviation in normal behavior, included:

  • The presence of an unexpected, out of character file storage link (known to be used for hosting malicious content)
  • The geographical source of the email
  • The anomalous linguistic structure and content of the email body, which earned the emails a high inducement score
Figure 3: Darktrace/Email’s overview of one of the malicious VEC emails it observed.

Darktrace has a series of models designed to trigger when anomalous features, such as those described above, are detected. The emails which made up this particular VEC attack breached a number of notable Darktrace/Email models. The presence of the suspicious link in the emails caused multiple link-related models to breach, which in turn elicited Darktrace RESPOND™ to perform its ‘double lock link’ action – an action which ensures that a user who has clicked on it cannot follow it to its original source. Models which breached due to the suspicious SharePoint link include:

Link / Link To File Storage

  • Link / Low Link Association
  • Link / New Unknown Link
  • Link / Outlook Hijack
  • Link / Relative Sender Anomaly + New Unknown Link
  • Link / Unknown Storage Service
  • Link / Visually Prominent Link Unexpected for Sender
  • Unusual / Unusual Login Location + Unknown Link

The out-of-character and suspicious linguistic aspects of the emails caused the following Darktrace/Email models to breach:

  • High Anomaly Sender
  • Proximity / Phishing
  • Proximity / Phishing and New Activity
  • Unusual / Inducement Shift High
  • Unusual / Undisclosed Recipients
  • Unusual / Unusual Login Location
  • Unusual / Off Topic

Due to the combination of suspicious features that were detected, tags such as ‘Phishing Link’ and ‘Out of Character’ were also added to these emails by Darktrace/Email. Darktrace’s coverage of these emails’ anomalous features ultimately led Darktrace RESPOND to perform its most severe inhibitive action, ‘hold message’. Applying this action stopped the emails from entering their recipients’ mailboxes. By detecting deviations from the sender’s normal email behavior, Darktrace/Email was able to completely neutralize the emails, and prevent them from potentially leading to significant financial harm.

Conclusion

Despite bypassing the customer’s other security measures, Darktrace/Email successfully identified and held these malicious emails, blocking them from reaching the inboxes of the intended recipients and thus preventing a successful targeted VEC attack. The elaborate and sophisticated nature of VEC attacks makes them particularly perilous to customers, and they can be hard to detect due to their exploitation of trusted relationships, and in this case, their use of legitimate services to host malicious files.

Darktrace’s anomaly-based approach to threat detection means it is uniquely placed to identify deviations in common email behavior, while its autonomous response capabilities allow it to take preventative action against emerging threats without latency.

Credits to: Sam Lister, Senior Analyst, for his contributions to this blog.

Appendices

MITRE ATT&CK Mapping

Tactic - Techniques

Resource Development

  • T1586.002 – Compromise Accounts: Email Accounts
  • T1584.006 – Compromise Infrastructure: Web Services
  • T1608.005 – Stage Capabilities: Link Target

Initial Access

  • T1195 – Supply Chain Compromise
  • T1566.002 – Phishing : Spearphishing Link

References

[1] https://www.cloudflare.com/en-gb/learning/email-security/what-is-vendor-email-compromise/

[2] https://www.ic3.gov/Media/PDF/AnnualReport/2022_IC3Report.pdf

[3] https://heimdalsecurity.com/blog/vendor-email-compromise-vec/

[4] https://www.ncsc.gov.uk/files/Business-email-compromise-infographic.pdf  

[5] https://www.justice.gov/usao-sdny/pr/lithuanian-man-sentenced-5-years-prison-theft-over-120-million-fraudulent-business

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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Tiana Kelly
Deputy Team Lead, London & Cyber Analyst
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March 18, 2025

Survey findings: How is AI Impacting the SOC?

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There’s no question that AI is already impacting the SOC – augmenting, assisting, and filling the gaps left by staff and skills shortages. We surveyed over 1,500 cybersecurity professionals from around the world to uncover their attitudes to AI cybersecurity in 2025. Our findings revealed striking trends in how AI is changing the way security leaders think about hiring and SOC transformation. Download the full report for the big picture, available now.

Download the full report to explore these findings in depth

The AI-human conundrum

Let’s start with some context. As the cybersecurity sector has rapidly evolved to integrate AI into all elements of cyber defense, the pace of technological advancement is outstripping the development of necessary skills. Given the ongoing challenges in security operations, such as employee burnout, high turnover rates, and talent shortages, recruiting personnel to bridge these skills gaps remains an immense challenge in today’s landscape.

But here, our main findings on this topic seem to contradict each other.

There’s no question over the impact of AI-powered threats – nearly three-quarters (74%) agree that AI-powered threats now pose a significant challenge for their organization.  

When we look at how security leaders are defending against AI-powered threats, over 3 out of 5 (62%) see insufficient personnel to manage tools and alerts as the biggest barrier.  

Yet at the same time, increasing cyber security staff is at the bottom of the priority list for survey participants, with only 11% planning to increase cybersecurity staff in 2025 – less than in 2024. What 64% of stakeholders are committed to, however, is adding new AI-powered tools onto their existing security stacks.

The conclusion? Due to pressures around hiring, defensive AI is becoming integral to the SOC as a means of augmenting understaffed teams.

How is AI plugging skills shortages in the SOC?

As explored in our recent white paper, the CISO’s Guide to Navigating the Cybersecurity Skills Shortage, 71% of organizations report unfilled cybersecurity positions, leading to the estimation that less than 10% of alerts are thoroughly vetted. In this scenario, AI has become an essential multiplier to relieve the burden on security teams.

95% of respondents agree that AI-powered solutions can significantly improve the speed and efficiency of their defenses. But how?

The area security leaders expect defensive AI to have the biggest impact is on improving threat detection, followed by autonomous response to threats and identifying exploitable vulnerabilities.

Interestingly, the areas that participants ranked less highly (reducing alert fatigue and running phishing simulation), are the tasks that AI already does well and can therefore be used already to relieve the burden of manual, repetitive work on the SOC.

Different perspectives from different sides of the SOC

CISOs and SecOps teams aren’t necessarily aligned on the AI defense question – while CISOs tend to see it as a strategic game-changer, SecOps teams on the front lines may be more sceptical, wary of its real-world reliability and integration into workflows.  

From the data, we see that while less than a quarter of execs doubt that AI-powered solutions will block and automatically respond to AI threats, about half of SecOps aren’t convinced. And only 17% of CISOs lack confidence in the ability of their teams to implement and use AI-powered solutions, whereas over 40% those in the team doubt their own ability to do so.

This gap feeds into the enthusiasm that executives share about adding AI-driven tools into the stack, while day-to-day users of the tools are more interested in improving security awareness training and improving cybersecurity tool integration.

Levels of AI understanding in the SOC

AI is only as powerful as the people who use it, and levels of AI expertise in the SOC can make or break its real-world impact. If security leaders want to unlock AI’s full potential, they must bridge the knowledge gap—ensuring teams understand not just the different types of AI, but where it can be applied for maximum value.

Only 42% of security professionals are confident that they fully understand all the types of AI in their organization’s security stack.

This data varies between job roles – executives report higher levels of understanding (60% say they know exactly which types of AI are being used) than participants in other roles. Despite having a working knowledge of using the tools day-to-day, SecOps practitioners were more likely to report having a “reasonable understanding” of the types of AI in use in their organization (42%).  

Whether this reflects a general confidence in executives rather than technical proficiency it’s hard to say, but it speaks to the importance of AI-human collaboration – introducing AI tools for cybersecurity to plug the gaps in human teams will only be effective if security professionals are supported with the correct education and training.  

Download the full report to explore these findings in depth

The full report for Darktrace’s State of AI Cybersecurity is out now. Download the paper to dig deeper into these trends, and see how results differ by industry, region, organization size, and job title.  

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March 18, 2025

Darktrace's Detection of State-Linked ShadowPad Malware

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An integral part of cybersecurity is anomaly detection, which involves identifying unusual patterns or behaviors in network traffic that could indicate malicious activity, such as a cyber-based intrusion. However, attribution remains one of the ever present challenges in cybersecurity. Attribution involves the process of accurately identifying and tracing the source to a specific threat actor(s).

Given the complexity of digital networks and the sophistication of attackers who often use proxies or other methods to disguise their origin, pinpointing the exact source of a cyberattack is an arduous task. Threat actors can use proxy servers, botnets, sophisticated techniques, false flags, etc. Darktrace’s strategy is rooted in the belief that identifying behavioral anomalies is crucial for identifying both known and novel threat actor campaigns.

The ShadowPad cluster

Between July 2024 and November 2024, Darktrace observed a cluster of activity threads sharing notable similarities. The threads began with a malicious actor using compromised user credentials to log in to the target organization's Check Point Remote Access virtual private network (VPN) from an attacker-controlled, remote device named 'DESKTOP-O82ILGG'.  In one case, the IP from which the initial login was carried out was observed to be the ExpressVPN IP address, 194.5.83[.]25. After logging in, the actor gained access to service account credentials, likely via exploitation of an information disclosure vulnerability affecting Check Point Security Gateway devices. Recent reporting suggests this could represent exploitation of CVE-2024-24919 [27,28]. The actor then used these compromised service account credentials to move laterally over RDP and SMB, with files related to the modular backdoor, ShadowPad, being delivered to the  ‘C:\PerfLogs\’ directory of targeted internal systems. ShadowPad was seen communicating with its command-and-control (C2) infrastructure, 158.247.199[.]185 (dscriy.chtq[.]net), via both HTTPS traffic and DNS tunneling, with subdomains of the domain ‘cybaq.chtq[.]net’ being used in the compromised devices’ TXT DNS queries.

Darktrace’s Advanced Search data showing the VPN-connected device initiating RDP connections to a domain controller (DC). The device subsequently distributes likely ShadowPad-related payloads and makes DRSGetNCChanges requests to a second DC.
Figure 1: Darktrace’s Advanced Search data showing the VPN-connected device initiating RDP connections to a domain controller (DC). The device subsequently distributes likely ShadowPad-related payloads and makes DRSGetNCChanges requests to a second DC.
Event Log data showing a DC making DNS queries for subdomains of ‘cbaq.chtq[.]net’ to 158.247.199[.]185 after receiving SMB and RDP connections from the VPN-connected device, DESKTOP-O82ILGG.
Figure 2: Event Log data showing a DC making DNS queries for subdomains of ‘cbaq.chtq[.]net’ to 158.247.199[.]185 after receiving SMB and RDP connections from the VPN-connected device, DESKTOP-O82ILGG.

Darktrace observed these ShadowPad activity threads within the networks of European-based customers in the manufacturing and financial sectors.  One of these intrusions was followed a few months later by likely state-sponsored espionage activity, as detailed in the investigation of the year in Darktrace’s Annual Threat Report 2024.

Related ShadowPad activity

Additional cases of ShadowPad were observed across Darktrace’s customer base in 2024. In some cases, common C2 infrastructure with the cluster discussed above was observed, with dscriy.chtq[.]net and cybaq.chtq[.]net both involved; however, no other common features were identified. These ShadowPad infections were observed between April and November 2024, with customers across multiple regions and sectors affected.  Darktrace’s observations align with multiple other public reports that fit the timeframe of this campaign.

Darktrace has also observed other cases of ShadowPad without common infrastructure since September 2024, suggesting the use of this tool by additional threat actors.

The data theft thread

One of the Darktrace customers impacted by the ShadowPad cluster highlighted above was a European manufacturer. A distinct thread of activity occurred within this organization’s network several months after the ShadowPad intrusion, in October 2024.

The thread involved the internal distribution of highly masqueraded executable files via Sever Message Block (SMB) and WMI (Windows Management Instrumentation), the targeted collection of sensitive information from an internal server, and the exfiltration of collected information to a web of likely compromised sites. This observed thread of activity, therefore, consisted of three phrases: lateral movement, collection, and exfiltration.

The lateral movement phase began when an internal user device used an administrative credential to distribute files named ‘ProgramData\Oracle\java.log’ and 'ProgramData\Oracle\duxwfnfo' to the c$ share on another internal system.  

Darktrace model alert highlighting an SMB write of a file named ‘ProgramData\Oracle\java.log’ to the c$ share on another device.
Figure 3: Darktrace model alert highlighting an SMB write of a file named ‘ProgramData\Oracle\java.log’ to the c$ share on another device.

Over the next few days, Darktrace detected several other internal systems using administrative credentials to upload files with the following names to the c$ share on internal systems:

ProgramData\Adobe\ARM\webservices.dll

ProgramData\Adobe\ARM\wksprt.exe

ProgramData\Oracle\Java\wksprt.exe

ProgramData\Oracle\Java\webservices.dll

ProgramData\Microsoft\DRM\wksprt.exe

ProgramData\Microsoft\DRM\webservices.dll

ProgramData\Abletech\Client\webservices.dll

ProgramData\Abletech\Client\client.exe

ProgramData\Adobe\ARM\rzrmxrwfvp

ProgramData\3Dconnexion\3DxWare\3DxWare.exe

ProgramData\3Dconnexion\3DxWare\webservices.dll

ProgramData\IDMComp\UltraCompare\updater.exe

ProgramData\IDMComp\UltraCompare\webservices.dll

ProgramData\IDMComp\UltraCompare\imtrqjsaqmm

Cyber AI Analyst highlighting an SMB write of a file named ‘ProgramData\Adobe\ARM\webservices.dll’ to the c$ share on an internal system.
Figure 4: Cyber AI Analyst highlighting an SMB write of a file named ‘ProgramData\Adobe\ARM\webservices.dll’ to the c$ share on an internal system.

The threat actor appears to have abused the Microsoft RPC (MS-RPC) service, WMI, to execute distributed payloads, as evidenced by the ExecMethod requests to the IWbemServices RPC interface which immediately followed devices’ SMB uploads.  

Cyber AI Analyst data highlighting a thread of activity starting with an SMB data upload followed by ExecMethod requests.
Figure 5: Cyber AI Analyst data highlighting a thread of activity starting with an SMB data upload followed by ExecMethod requests.

Several of the devices involved in these lateral movement activities, both on the source and destination side, were subsequently seen using administrative credentials to download tens of GBs of sensitive data over SMB from a specially selected server.  The data gathering stage of the threat sequence indicates that the threat actor had a comprehensive understanding of the organization’s system architecture and had precise objectives for the information they sought to extract.

Immediately after collecting data from the targeted server, devices went on to exfiltrate stolen data to multiple sites. Several other likely compromised sites appear to have been used as general C2 infrastructure for this intrusion activity. The sites used by the threat actor for C2 and data exfiltration purport to be sites for companies offering a variety of service, ranging from consultancy to web design.

Screenshot of one of the likely compromised sites used in the intrusion. 
Figure 6: Screenshot of one of the likely compromised sites used in the intrusion.

At least 16 sites were identified as being likely data exfiltration or C2 sites used by this threat actor in their operation against this organization. The fact that the actor had such a wide web of compromised sites at their disposal suggests that they were well-resourced and highly prepared.  

Darktrace model alert highlighting an internal device slowly exfiltrating data to the external endpoint, yasuconsulting[.]com.
Figure 7: Darktrace model alert highlighting an internal device slowly exfiltrating data to the external endpoint, yasuconsulting[.]com.
Darktrace model alert highlighting an internal device downloading nearly 1 GB of data from an internal system just before uploading a similar volume of data to another suspicious endpoint, www.tunemmuhendislik[.]com    
Figure 8: Darktrace model alert highlighting an internal device downloading nearly 1 GB of data from an internal system just before uploading a similar volume of data to another suspicious endpoint, www.tunemmuhendislik[.]com  

Cyber AI Analyst spotlight

Cyber AI Analyst identifying and piecing together the various steps of a ShadowPad intrusion.
Figure 9: Cyber AI Analyst identifying and piecing together the various steps of a ShadowPad intrusion.  
Cyber AI Analyst Incident identifying and piecing together the various steps of the data theft activity.
Figure 10: Cyber AI Analyst Incident identifying and piecing together the various steps of the data theft activity.

As shown in the above figures, Cyber AI Analyst’s ability to thread together the different steps of these attack chains are worth highlighting.

In the ShadowPad attack chains, Cyber AI Analyst was able to identify SMB writes from the VPN subnet to the DC, and the C2 connections from the DC. It was also able to weave together this activity into a single thread representing the attacker’s progression.

Similarly, in the data exfiltration attack chain, Cyber AI Analyst identified and connected multiple types of lateral movement over SMB and WMI and external C2 communication to various external endpoints, linking them in a single, connected incident.

These Cyber AI Analyst actions enabled a quicker understanding of the threat actor sequence of events and, in some cases, faster containment.

Attribution puzzle

Publicly shared research into ShadowPad indicates that it is predominantly used as a backdoor in People’s Republic of China (PRC)-sponsored espionage operations [5][6][7][8][9][10]. Most publicly reported intrusions involving ShadowPad  are attributed to the China-based threat actor, APT41 [11][12]. Furthermore, Google Threat Intelligence Group (GTIG) recently shared their assessment that ShadowPad usage is restricted to clusters associated with APT41 [13]. Interestingly, however, there have also been public reports of ShadowPad usage in unattributed intrusions [5].

The data theft activity that later occurred in the same Darktrace customer network as one of these ShadowPad compromises appeared to be the targeted collection and exfiltration of sensitive data. Such an objective indicates the activity may have been part of a state-sponsored operation. The tactics, techniques, and procedures (TTPs), artifacts, and C2 infrastructure observed in the data theft thread appear to resemble activity seen in previous Democratic People’s Republic of Korea (DPRK)-linked intrusion activities [15] [16] [17] [18] [19].

The distribution of payloads to the following directory locations appears to be a relatively common behavior in DPRK-sponsored intrusions.

Observed examples:

C:\ProgramData\Oracle\Java\  

C:\ProgramData\Adobe\ARM\  

C:\ProgramData\Microsoft\DRM\  

C:\ProgramData\Abletech\Client\  

C:\ProgramData\IDMComp\UltraCompare\  

C:\ProgramData\3Dconnexion\3DxWare\

Additionally, the likely compromised websites observed in the data theft thread, along with some of the target URI patterns seen in the C2 communications to these sites, resemble those seen in previously reported DPRK-linked intrusion activities.

No clear evidence was found to link the ShadowPad compromise to the subsequent data theft activity that was observed on the network of the manufacturing customer. It should be noted, however, that no clear signs of initial access were found for the data theft thread – this could suggest the ShadowPad intrusion itself represents the initial point of entry that ultimately led to data exfiltration.

Motivation-wise, it seems plausible for the data theft thread to have been part of a DPRK-sponsored operation. DPRK is known to pursue targets that could potentially fulfil its national security goals and had been publicly reported as being active in months prior to this intrusion [21]. Furthermore, the timing of the data theft aligns with the ratification of the mutual defense treaty between DPRK and Russia and the subsequent accused activities [20].

Darktrace assesses with medium confidence that a nation-state, likely DPRK, was responsible, based on our investigation, the threat actor applied resources, patience, obfuscation, and evasiveness combined with external reporting, collaboration with the cyber community, assessing the attacker’s motivation and world geopolitical timeline, and undisclosed intelligence.

Conclusion

When state-linked cyber activity occurs within an organization’s environment, previously unseen C2 infrastructure and advanced evasion techniques will likely be used. State-linked cyber actors, through their resources and patience, are able to bypass most detection methods, leaving anomaly-based methods as a last line of defense.

Two threads of activity were observed within Darktrace’s customer base over the last year: The first operation involved the abuse of Check Point VPN credentials to log in remotely to organizations’ networks, followed by the distribution of ShadowPad to an internal domain controller. The second operation involved highly targeted data exfiltration from the network of one of the customers impacted by the previously mentioned ShadowPad activity.

Despite definitive attribution remaining unresolved, both the ShadowPad and data exfiltration activities were detected by Darktrace’s Self-Learning AI, with Cyber AI Analyst playing a significant role in identifying and piecing together the various steps of the intrusion activities.  

Credit to Sam Lister (R&D Detection Analyst), Emma Foulger (Principal Cyber Analyst), Nathaniel Jones (VP), and the Darktrace Threat Research team.

Appendices

Darktrace / NETWORK model alerts

User / New Admin Credentials on Client

Anomalous Connection / Unusual Admin SMB Session

Compliance / SMB Drive Write  

Device / Anomalous SMB Followed By Multiple Model Breaches

Anomalous File / Internal / Unusual SMB Script Write

User / New Admin Credentials on Client  

Anomalous Connection / Unusual Admin SMB Session

Compliance / SMB Drive Write

Device / Anomalous SMB Followed By Multiple Model Breaches

Anomalous File / Internal / Unusual SMB Script Write

Device / New or Uncommon WMI Activity

Unusual Activity / Internal Data Transfer

Anomalous Connection / Download and Upload

Anomalous Server Activity / Rare External from Server

Compromise / Beacon to Young Endpoint

Compromise / Agent Beacon (Short Period)

Anomalous Server Activity / Anomalous External Activity from Critical Network Device

Anomalous Connection / POST to PHP on New External Host

Compromise / Sustained SSL or HTTP Increase

Compromise / Sustained TCP Beaconing Activity To Rare Endpoint

Anomalous Connection / Multiple Failed Connections to Rare Endpoint

Device / Multiple C2 Model Alerts

Anomalous Connection / Data Sent to Rare Domain

Anomalous Connection / Download and Upload

Unusual Activity / Unusual External Data Transfer

Anomalous Connection / Low and Slow Exfiltration

Anomalous Connection / Uncommon 1 GiB Outbound  

MITRE ATT&CK mapping

(Technique name – Tactic ID)

ShadowPad malware threads

Initial Access - Valid Accounts: Domain Accounts (T1078.002)

Initial Access - External Remote Services (T1133)

Privilege Escalation - Exploitation for Privilege Escalation (T1068)

Privilege Escalation - Valid Accounts: Default Accounts (T1078.001)

Defense Evasion - Masquerading: Match Legitimate Name or Location (T1036.005)

Lateral Movement - Remote Services: Remote Desktop Protocol (T1021.001)

Lateral Movement - Remote Services: SMB/Windows Admin Shares (T1021.002)

Command and Control - Proxy: Internal Proxy (T1090.001)

Command and Control - Application Layer Protocol: Web Protocols (T1071.001)

Command and Control - Encrypted Channel: Asymmetric Cryptography (T1573.002)

Command and Control - Application Layer Protocol: DNS (T1071.004)

Data theft thread

Resource Development - Compromise Infrastructure: Domains (T1584.001)

Privilege Escalation - Valid Accounts: Default Accounts (T1078.001)

Privilege Escalation - Valid Accounts: Domain Accounts (T1078.002)

Execution - Windows Management Instrumentation (T1047)

Defense Evasion - Masquerading: Match Legitimate Name or Location (T1036.005)

Defense Evasion - Obfuscated Files or Information (T1027)

Lateral Movement - Remote Services: SMB/Windows Admin Shares (T1021.002)

Collection - Data from Network Shared Drive (T1039)

Command and Control - Application Layer Protocol: Web Protocols (T1071.001)

Command and Control - Encrypted Channel: Asymmetric Cryptography (T1573.002)

Command and Control - Proxy: External Proxy (T1090.002)

Exfiltration - Exfiltration Over C2 Channel (T1041)

Exfiltration - Data Transfer Size Limits (T1030)

List of indicators of compromise (IoCs)

IP addresses and/or domain names (Mid-high confidence):

ShadowPad thread

- dscriy.chtq[.]net • 158.247.199[.]185 (endpoint of C2 comms)

- cybaq.chtq[.]net (domain name used for DNS tunneling)  

Data theft thread

- yasuconsulting[.]com (45.158.12[.]7)

- hobivan[.]net (94.73.151[.]72)

- mediostresbarbas.com[.]ar (75.102.23[.]3)

- mnmathleague[.]org (185.148.129[.]24)

- goldenborek[.]com (94.138.200[.]40)

- tunemmuhendislik[.]com (94.199.206[.]45)

- anvil.org[.]ph (67.209.121[.]137)

- partnerls[.]pl (5.187.53[.]50)

- angoramedikal[.]com (89.19.29[.]128)

- awork-designs[.]dk (78.46.20[.]225)

- digitweco[.]com (38.54.95[.]190)

- duepunti-studio[.]it (89.46.106[.]61)

- scgestor.com[.]br (108.181.92[.]71)

- lacapannadelsilenzio[.]it (86.107.36[.]15)

- lovetamagotchith[.]com (203.170.190[.]137)

- lieta[.]it (78.46.146[.]147)

File names (Mid-high confidence):

ShadowPad thread:

- perflogs\1.txt

- perflogs\AppLaunch.exe

- perflogs\F4A3E8BE.tmp

- perflogs\mscoree.dll

Data theft thread

- ProgramData\Oracle\java.log

- ProgramData\Oracle\duxwfnfo

- ProgramData\Adobe\ARM\webservices.dll

- ProgramData\Adobe\ARM\wksprt.exe

- ProgramData\Oracle\Java\wksprt.exe

- ProgramData\Oracle\Java\webservices.dll

- ProgramData\Microsoft\DRM\wksprt.exe

- ProgramData\Microsoft\DRM\webservices.dll

- ProgramData\Abletech\Client\webservices.dll

- ProgramData\Abletech\Client\client.exe

- ProgramData\Adobe\ARM\rzrmxrwfvp

- ProgramData\3Dconnexion\3DxWare\3DxWare.exe

- ProgramData\3Dconnexion\3DxWare\webservices.dll

- ProgramData\IDMComp\UltraCompare\updater.exe

- ProgramData\IDMComp\UltraCompare\webservices.dll

- ProgramData\IDMComp\UltraCompare\imtrqjsaqmm

- temp\HousecallLauncher64.exe

Attacker-controlled device hostname (Mid-high confidence)

- DESKTOP-O82ILGG

References  

[1] https://www.kaspersky.com/about/press-releases/shadowpad-how-attackers-hide-backdoor-in-software-used-by-hundreds-of-large-companies-around-the-world  

[2] https://media.kasperskycontenthub.com/wp-content/uploads/sites/43/2017/08/07172148/ShadowPad_technical_description_PDF.pdf

[3] https://blog.avast.com/new-investigations-in-ccleaner-incident-point-to-a-possible-third-stage-that-had-keylogger-capacities

[4] https://securelist.com/operation-shadowhammer-a-high-profile-supply-chain-attack/90380/

[5] https://assets.sentinelone.com/c/Shadowpad?x=P42eqA

[6] https://www.cyfirma.com/research/the-origins-of-apt-41-and-shadowpad-lineage/

[7] https://www.csoonline.com/article/572061/shadowpad-has-become-the-rat-of-choice-for-several-state-sponsored-chinese-apts.html

[8] https://global.ptsecurity.com/analytics/pt-esc-threat-intelligence/shadowpad-new-activity-from-the-winnti-group

[9] https://cymulate.com/threats/shadowpad-privately-sold-malware-espionage-tool/

[10] https://www.secureworks.com/research/shadowpad-malware-analysis

[11] https://blog.talosintelligence.com/chinese-hacking-group-apt41-compromised-taiwanese-government-affiliated-research-institute-with-shadowpad-and-cobaltstrike-2/

[12] https://hackerseye.net/all-blog-items/tails-from-the-shadow-apt-41-injecting-shadowpad-with-sideloading/

[13] https://cloud.google.com/blog/topics/threat-intelligence/scatterbrain-unmasking-poisonplug-obfuscator

[14] https://www.domaintools.com/wp-content/uploads/conceptualizing-a-continuum-of-cyber-threat-attribution.pdf

[15] https://www.nccgroup.com/es/research-blog/north-korea-s-lazarus-their-initial-access-trade-craft-using-social-media-and-social-engineering/  

[16] https://www.microsoft.com/en-us/security/blog/2021/01/28/zinc-attacks-against-security-researchers/

[17] https://www.microsoft.com/en-us/security/blog/2022/09/29/zinc-weaponizing-open-source-software/  

[18] https://www.welivesecurity.com/en/eset-research/lazarus-luring-employees-trojanized-coding-challenges-case-spanish-aerospace-company/  

[19] https://blogs.jpcert.or.jp/en/2021/01/Lazarus_malware2.html  

[20] https://usun.usmission.gov/joint-statement-on-the-unlawful-arms-transfer-by-the-democratic-peoples-republic-of-korea-to-russia/

[21] https://media.defense.gov/2024/Jul/25/2003510137/-1/-1/1/Joint-CSA-North-Korea-Cyber-Espionage-Advance-Military-Nuclear-Programs.PDF  

[22] https://kyivindependent.com/first-north-korean-troops-deployed-to-front-line-in-kursk-oblast-ukraines-military-intelligence-says/

[23] https://www.microsoft.com/en-us/security/blog/2024/12/04/frequent-freeloader-part-i-secret-blizzard-compromising-storm-0156-infrastructure-for-espionage/  

[24] https://www.microsoft.com/en-us/security/blog/2024/12/11/frequent-freeloader-part-ii-russian-actor-secret-blizzard-using-tools-of-other-groups-to-attack-ukraine/  

[25] https://www.sentinelone.com/labs/chamelgang-attacking-critical-infrastructure-with-ransomware/    

[26] https://thehackernews.com/2022/06/state-backed-hackers-using-ransomware.html/  

[27] https://blog.checkpoint.com/security/check-point-research-explains-shadow-pad-nailaolocker-and-its-protection/

[28] https://www.orangecyberdefense.com/global/blog/cert-news/meet-nailaolocker-a-ransomware-distributed-in-europe-by-shadowpad-and-plugx-backdoors

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About the author
Sam Lister
SOC Analyst
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