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September 13, 2023

How Darktrace Stopped Akira Ransomware

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13
Sep 2023
Learn how Darktrace is uniquely placed to identify and contain the novel Akira ransomware strain, first observed in March 2023.

Introduction to Akira Ransomware

In the face of a seemingly never-ending production line of novel ransomware strains, security teams across the threat landscape are continuing to see a myriad of new variants and groups targeting their networks. Naturally, new strains and threat groups present unique challenges to organizations. The use of previously unseen tactics, techniques, and procedures (TTPs) means that threat actors can often completely bypass traditional rule and signature-based security solutions, thus rendering an organization’s digital environment vulnerable to attack.

What is Akira Ransomware?

One such example of a novel ransomware family is Akira, which was first observed in the wild in March 2023. Much like many other strains, Akira is known to target corporate networks worldwide, encrypting sensitive files and demanding huge sums of money to retrieve the data and stop it from being posted online [1].

Key characteristics of Akira Ransomware

  • Targeted Attacks: Focuses on specific industries and organizations, often targeting those with valuable data.
  • Double Extortion Tactics: Employs double extortion by encrypting data and threatening to release it publicly if the ransom is not paid.
  • Advanced Encryption: Utilizes sophisticated encryption algorithms to ensure that data recovery is impossible without the decryption key.
  • Custom Ransom Notes: Delivers personalized ransom notes tailored to the victim, often containing detailed instructions and specific payment demands.
  • Stealth Techniques: Uses advanced evasion techniques to avoid detection by security tools and to remain undetected for extended periods.
  • Fast Encryption Process: Known for its rapid encryption process, minimizing the time window for detection and response by the victim.
  • Frequent Updates: Regularly updates its malware to bypass the latest security defenses and to improve its effectiveness.
  • Professional Communication: Maintains professional and often polite communication with victims to facilitate ransom payments and decryption.

Darktrace AI capabilities detect Akira Ransomware

In late May 2023, Darktrace observed multiple instances of Akira ransomware affecting networks across its customer base. Thanks to its anomaly-based approach to threat detection, Darktrace successfully identified the novel ransomware attacks and provided full visibility over the cyber kill chain, from the initial compromise to the eventual file encryptions and ransom notes. In cases where Darktrace was enabled in autonomous response mode, these attacks were mitigated the early stages of the attack, thus minimizing any disruption or damage to customer networks.

Initial access and privileged escalation

Methods used by Akira ransomware for privileged escalation

The Akira ransomware group typically uses spear-phishing campaigns containing malicious downloads or links as their primary initial access vector; however, they have also been known to use Remote Desktop Protocol (RDP) brute-force attacks to access target networks [2].

While Darktrace did observe the early access activities that are detailed below, it is very likely that the actual initial intrusion happened prior to this, through targeted phishing attacks that fell outside of Darktrace’s purview. The first indicators of compromise (IoCs) that Darktrace observed on customer networks affected by Darktrace were typically unusual RDP sessions, and the use of compromised administrative credentials.

Darktrace detection of initial access and priviledged escalation

On one Darktrace customer’s network (customer A), Darktrace identified a highly privileged credential being used for the first time on an internal server on May 21, 2023. Around a week later, this server was observed establishing RDP connections with multiple internal destination devices via port 3389. Further investigation carried out by the customer revealed that this credential had indeed been compromised. On May 30, Darktrace detected another device scanning internal devices and repeatedly failing to authenticate via Kerberos.

As the customer had integrated Darktrace with Microsoft Defender, their security team received additional cyber threat intelligence from Microsoft which, coupled with the anomaly alerts provided by Darktrace, helped to further contextualize these anomalous events. One specific detail gleaned from this integration was that the anomalous scanning activity and failed authentication attempts were carried out using the compromised administrative credentials mentioned earlier.

By integrating Microsoft Defender with Darktrace, customers can efficiently close security gaps across their digital infrastructure. While Darktrace understands customer environments and provides valuable network-level insights, by integrating with Microsoft Defender, customers can further enrich these insights with endpoint-specific information and activity.

In another customer’s network (customer B), Darktrace detected a device, later observed writing a ransom note, receiving an unusual RDP connection from another internal device. The RDP cookie used during this activity was an administrative RDP cookie that appeared to have been compromised. This device was also observed making multiple connections to the domain, api.playanext[.]com, and using the user agent , AnyDesk/7.1.11, indicating the use of the AnyDesk remote desktop service.

Although this external domain does not appear directly related to Akira ransomware, open-source intelligence (OSINT) found associations with multiple malicious files, and it appeared to be associated with the AnyDesk user agent, AnyDesk/6.0.1 [3]. The connections to this endpoint likely represented the malicious use of AnyDesk to remotely control the customer’s device, rather than Akira command-and-control (C2) infrastructure or payloads. Alternatively, it could be indicative of a spoofing attempt in which the threat actor is attempting to masquerade as legitimate remote desktop service to remain undetected by security tools.

Around the same time, Darktrace observed many devices on customer B’s network making anomalous internal RDP connections and authenticating via Kerberos, NTLM, or SMB using the same administrative credential. These devices were later confirmed to be affected by Akira Ransomware.

Figure 1 shows how Darktrace detected one of those internal devices failing to login via SMB multiple times with a certain credential (indication of a possible SMB/NTLM brute force), before successfully accessing other internal devices via SMB, NTLM and RDP using the likely compromised administrative credential mentioned earlier.

Figure 1: Model Breach Event Log indicating unusual SMB, NTLM and RDP activity with different credentials detected which led to the Darktrace model breaches, "Unusual Admin RDP Session” and “Successful Admin Brute-Force Activity”.

Darktrace models observed for initial access and privilege escalation:

  • Device / Anomalous RDP Followed By Multiple Model Breaches
  • Anomalous Connection / Unusual Admin RDP Session
  • New Admin Credentials on Server
  • Possible SMB/NTLM Brute Force Indicator
  • Unusual Activity / Successful Admin Brute-Force Activity

Internal Reconnaissance and Lateral Movement

The next step Darktrace observed during Akira Ransomware attacks across the customer was internal reconnaissance and lateral movement.

How Akira Ransomware conducts internal reconnaissance

In another customer’s environment (customer C), after authenticating via NTLM using a compromised credential, a domain controller was observed accessing a large amount of SMB shares it had never previously accessed. Darktrace understood that this SMB activity represented a deviation in the device’s expected behavior and recognized that it could be indicative of SMB enumeration. Darktrace observed the device making at least 196 connections to 34 unique internal IPs via port 445. SMB actions read, write, and delete were observed during those connections. This domain controller was also one of many devices on the customer’s network that was received incoming connections from an external endpoint over port 3389 using the RDP protocol, indicating that the devices were likely being remotely controlled from outside the network. While there were no direct OSINT links with this endpoint and Akira ransomware, the domain controller in question was later confirmed to be compromised and played a key role in this phase of the attack.

Moreover, this represents the second IoC that Darktrace observed that had no obvious connection to Akira, likely indicating that Akira actors are establishing entirely new infrastructure to carry out their attacks, or even utilizing newly compromised legitimate infrastructure. As Darktrace adopts an anomaly-based approach to threat detection, it can recognize suspicious activity indicative of an emerging ransomware attack based on its unusualness, rather than having to rely on previously observed IoCs and lists of ‘known-bads’.

Darktrace further observed a flurry of activity related to lateral movement around this time, primarily via SMB writes of suspicious files to other internal destinations. One particular device on customer C’s network was detected transferring multiple executable (.exe) and script files to other internal devices via SMB.

Darktrace recognized that these transfers represented a deviation from the device’s normal SMB activity and may have indicated threat actors were attempting to compromise additional devices via the transfer of malicious software.

Figure 2: Advanced Search results showing 20 files associated with suspicious SMB write activity, amongst them executable files and dynamic link libraries (DLLs).

Darktrace DETECT models observed for internal reconnaissance and lateral movement:

  • Device / RDP Scan
  • Anomalous Connection / SMB Enumeration
  • Anomalous Connection / Possible Share Enumeration Activity
  • Scanning of Multiple Devices (Cyber AI Analyst Incident)
  • Device / Possible SMB/NTLM Reconnaissance
  • Compliance / Incoming Remote Desktop
  • Compliance / Outgoing NTLM Request from DC
  • Unusual Activity / Internal Data Transfer
  • Security Integration / Lateral Movement and Integration Detection
  • Device / Anomalous SMB Followed By Multiple Model Breaches

Ransomware deployment

In the final phase of Akira ransomware attacks detected on Darktrace customer networks, Darktrace identified the file extension “.akira” being added after encryption to a variety of files on the affected network shares, as well as a ransom note titled “akira_readme.txt” being dropped on affected devices.

On customer A’s network, after nearly 9,000 login failures and 2,000 internal connection attempts indicative of scanning activity, one device was detected transferring suspicious files over SMB to other internal devices. The device was then observed connecting to another internal device via SMB and continuing suspicious file activity, such as appending files on network shares with the “.akira” extension, and performing suspicious writes to SMB shares on other internal devices.

Darktrace’s autonomous threat investigator, Cyber AI Analyst™, was able to analyze the multiple events related to this encryption activity and collate them into one AI Analyst incident, presenting a detailed and comprehensive summary of the entire incident within 10 minutes of Darktrace’s initial detection. Rather than simply viewing individual breaches as standalone activity, AI Analyst can identify the individual steps of an ongoing attack to provide complete visibility over emerging compromises and their kill chains. Not only does this bolster the network’s defenses, but the autonomous investigations carried out by AI Analyst also help to save the security team’s time and resources in triaging and monitoring ongoing incidents.

Figure 3: Darktrace Cyber AI Analyst incident correlated multiple model breaches together to show Akira ransomware encryption activity.

In addition to analyzing and compiling Darktrace model breaches, AI Analyst also leveraged the host-level insights provided by Microsoft Defender to enrich its investigation into the encryption event. By using the Security Integration model breaches, AI Analyst can retrieve timestamp and device details from a Defender alert and further investigate any unusual activity surrounding the alert to present a full picture of the suspicious activity.

In customer B’s environment, following the unusual RDP sessions and rare external connections using the AnyDesk user agent, an affected device was later observed writing around 2,000 files named "akira_readme.txt" to multiple internal SMB shares. This represented the malicious actor dropping ransom notes, containing the demands and extortion attempts of the actors.

Figure 4: Model Breach Event Log indicating the ransom note detected on May 12, 2023, which led to the Darktrace DETECT model breach, Anomalous Server Activity / Write to Network Accessible WebRoot.
Figure 5: Packet Capture (PCAP) demonstrating the Akira ransom note captured from the connection details seen in Figure 4.

As a result of this ongoing activity, an Enhanced Monitoring model breach, a high-fidelity detection model type that detects activities that are more likely to be indicative of compromise, was escalated to Darktrace’s Security Operations Center (SOC) who, in turn were able to further investigate and triage this ransomware activity. Customers who have subscribed to Darktrace’s Proactive Threat Notification (PTN) service would receive an alert from the SOC team, advising urgent follow up action.

Darktrace detection models observed during ransomware deployment:

  • Security Integration / Integration Ransomware Incident
  • Security Integration / High Severity Integration Detection
  • Security Integration / Integration Ransomware Detected
  • Device / Suspicious File Writes to Multiple Hidden SMB Shares
  • Compliance / SMB Drive Write
  • Compromise / Ransomware / Suspicious SMB Activity (Proactive Threat Notification Alerted by the Darktrace SOC)
  • Anomalous File / Internal / Additional Extension Appended to SMB File
  • Anomalous File / Internal / Unusual SMB Script Write
  • Compromise / Ransomware / Ransom or Offensive Words Written to SMB
  • Anomalous Server Activity /Write to Network Accessible WebRoot
  • Anomalous Server Activity /Write to Network Accessible WebRoot

Darktrace autonomous response neutralizes Akira Ransomware

When Darktrace is configured in autonomous response mode, it is able to follow up successful threat identifications with instant autonomous actions that stop malicious actors in their tracks and prevent them from achieving their end goals.

In the examples of Darktrace customers affected by Akira Ransomware outlined above, only customer A had autonomous response mode enabled during their ransomware attack. The autonomous response capability of Darktrace helped the customer to minimize disruption to the business through multiple targeted actions on devices affected by ransomware.

One action carried out by Darktrace's Autonomous Respose was to block all on-going traffic from affected devices. In doing so, Darktrace effectively shuts down communications between devices affected by Akira and the malicious infrastructure used by threat actors, preventing the spread of data on the client network or threat actor payloads.

Another crucial response action applied on this customer’s network was combat Akira was to “Enforce a Pattern of Life” on affected devices. This action is designed to prevent devices from performing any activity that would constitute a deviation from their expected behavior, while allowing them to continue their ‘usual’ business operations without causing any disruption.

While the initial intrusion of the attack on customer A’s network likely fell outside of the scope of Darktrace’s visibility, Darktrace was able to minimize the disruption caused by Akira, containing the ransomware and allowing the customer to further investigate and remediate.

Darktrace Autonomous Response model breaches:

  • Antigena / Network / External Threat / Antigena Ransomware Block
  • Antigena / Network / External Threat / Antigena Suspicious Activity Block
  • Antigena / Network / Significant Anomaly / Antigena Enhanced Monitoring from Server Block
  • Antigena / Network / External Threat / Antigena Suspicious Activity Block
  • Antigena / Network / External Threat / Antigena File then New Outbound Block
  • Antigena / Network / Insider Threat / Antigena Unusual Privileged User Activities Block
  • Antigena / Network / Significant Anomaly / Antigena Breaches Over Time Block
  • Antigena / Network / Significant Anomaly / Antigena Significant Anomaly from Client Block
  • Antigena / Network /Insider Threat /Antigena SMB Enumeration Block

Conclusion

The impact of cyber attacks

Novel ransomware strains like Akira Ransomware present a significant challenge to security teams across the globe due to the constant evolution of attack methods and tactics, making it huge a challenge for security teams to stay up to date with the most current threat intelligence.  

Therefore, it is paramount for organizations to adopt a technology designed around an intelligent decision maker able to identify unusual activity that could be indicative of a ransomware attack without depending solely on rules, signatures, or statistic lists of malicious IoCs.

Importance of AI-powered cybersecurity solutions

Darktrace identified Akira ransomware at every stage of the attack’s kill chain on multiple customer networks, even when threat actors were utilizing seemingly legitimate services (or spoofed versions of them) to carry out malicious activity. While this may have gone unnoticed by traditional security tools, Darktrace’s anomaly-based detection enabled it to recognize malicious activity for what it was. When enabled in autonomous response mode, Darktrace is able to follow up initial detections with machine-speed preventative actions to stop the spread of ransomware and minimize the damage caused to customer networks.  

There is no silver bullet to defend against novel cyber-attacks, however Darktrace’s anomaly-based approach to threat detection and autonomous response capabilities are uniquely placed to detect and respond to cyber disruption without latency.

Credit to: Manoel Kadja, Cyber Analyst, Nahisha Nobregas, SOC Analyst.

Appendices

IOC - Type - Description/Confidence

202.175.136[.]197 - External destination IP -Incoming RDP Connection

api.playanext[.]com - External hostname - Possible RDP Host

.akira - File Extension - Akira Ransomware Extension

akira_readme.txt - Text File - Akira Ransom Note

AnyDesk/7.1.11 - User Agent -AnyDesk User Agent

MITRE ATT&CK Mapping

Tactic & Technique

DISCOVERY

T1083 - File and Directory Discovery

T1046 - Network Service Scanning

T1135 - Network Share Discovery

RECONNAISSANCE

T1595.002 - Vulnerability Scanning

CREDENTIAL ACCESS, COLLECTION

T1557.001 - LLMNR/NBT-NS Poisoning and SMB Relay

DEFENSE EVASION, LATERAL MOVEMENT

T1550.002 - Pass the Hash

DEFENSE EVASION, PERSISTENCE, PRIVILEGE ESCALATION, INITIAL ACCESS

T1078 - Valid Accounts

DEFENSE EVASION

T1006 - Direct Volume Access

LATERAL MOVEMENT

T1563.002 - RDP Hijacking

T1021.001 - Remote Desktop Protocol

T1080 - Taint Shared Content

T1021.002 - SMB/Windows Admin Shares

INITIAL ACCESS

T1190 - Exploit Public-Facing Application

T1199 - Trusted Relationship

PERSISTENCE, INITIAL ACCESS

T1133 - External Remote Services

PERSISTENCE

T1505.003 - Web Shell

IMPACT

T1486 - Data Encrypted for Impact

References

[1] https://www.bleepingcomputer.com/news/security/meet-akira-a-new-ransomware-operation-targeting-the-enterprise/

[2] https://www.civilsdaily.com/news/cert-in-warns-against-akira-ransomware/#:~:text=Spread%20Methods%3A%20Akira%20ransomware%20is,Desktop%20connections%20to%20infiltrate%20systems

[3] https://hybrid-analysis.com/sample/0ee9baef94c80647eed30fa463447f000ec1f50a49eecfb71df277a2ca1fe4db?environmentId=100

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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Manoel Kadja
Cyber Analyst
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November 19, 2024

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Darktrace Leading the Future of Network Detection and Response with Recognition from KuppingerCole

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KuppingerCole has recognized Darktrace as an overall Leader, Product Leader, Market Leader and Innovation Leader in the KuppingerCole Leadership Compass: Network Detection and Response (2024).

With the perimeter all but dissolved, Network Detection and Response (NDR) tools are quickly becoming a critical component of the security stack, as the main tool to span the modern network. NDRs connect on-premises infrastructure to cloud, remote workers, identities, SaaS applications, and IoT/OT – something not available to EDR that requires agents and isolates visibility to individual devices.

KuppingerCole Analysts AG designated Darktrace an ‘Overall Leader’ position because of our continual innovation around user-led security. Self-Learning AI together with automated triage through Cyber AI Analyst and real-time autonomous response actions have been instrumental to security teams in stopping potential threats before they become a breach. With this time saved, Darktrace is leading beyond reactive security to truly harden a network, allowing the team to spend more time in preventive security measures.

Network Detection and Response protects where others fail to reach

NDR solutions operate at the network level, deploying inside or parallel to your network to ingest raw traffic via virtual or physical sensors. This gives them unprecedented potential to identify anomalies and possible breaches in any network - far beyond simple on-prem, into dynamic virtual environments, cloud or hybrid networks, cloud applications, and even remote devices accessing the corporate network via ZTNA or VPN.

Rather than looking at processes level data, NDR can detect the lateral movement of an adversary across multiple assets by analyzing network traffic patterns which endpoint solutions may not be able to identify [1]. In the face of a growing, complex environment, organizations large and small, will benefit from using NDRs either in conjunction, or as the foundation for, their Extended Detection and Response (XDR) for a unified view that improves their overall threat detection, ease of investigation and faster response times.

Today's NDR solutions are expected to include advanced ML and artificial intelligence (AI) algorithms [1]

Traditional IDS & IPS systems are labor intensive, requiring continuous rule creation, outdated signature maintenance, and manual monitoring for false positives or incorrect actions. This is no longer viable against a higher volume and changing landscape, making NDR the natural network tool to level against these evolutions. The role of AI in NDRs is designed to meet this challenge, “to reduce both the labor need for analysis and false positives, as well as add value by improving anomaly detection and overall security posture” .

Celebrating success in leadership and innovation

Darktrace is proud to have been recognized as an NDR “Overall Leader” in KuppingerCole Analyst AG’s Leadership Compass. The report gave further recognition to Darktrace as a ‘Product Leader”, “Innovation Leader” and “Market Leader”.

Maximum scores were received for core product categories, in addition to market presence and financial strength. Particular attention was directed to our innovation. This year has seen several NDR updates via Darktrace’s ActiveAI Security Platform version 6.2 which has enhanced investigation workflows and provided new AI transparency within the toolset.

Positive scores were also received for Darktrace’s deployment ecosystem and surrounding support, minimizing the need for extraneous integrations through a unique platform architecture that connects with over 90 other vendors.

High Scores received in Darktrace’s KuppingerCole Spider Chart across Core NDR capability areas
Figure 1: High Scores received in Darktrace’s KuppingerCole Spider Chart across Core NDR capability areas

Darktrace’s pioneering AI approach sets it apart

Darktrace / NETWORK’s approach is fundamentally different to other NDRs. Continual anomaly-based detection (our Self-Learning AI), understands what is normal across each of your network entities, and then examines deviations from these behaviors rather than needing to apply static rules or ML to adversary techniques. As a result, Darktrace / NETWORK can focus on surfacing the novel threats that cannot be anticipated, whilst our proactive solutions expose gaps that can be exploited and reduce the risk of known threats.    

Across the millions of possible network events that may occur, Darktrace’s Cyber AI Analyst reduces that manual workload for SOC teams by presenting only what is most important in complete collated incidents. This accelerates SOC Level 2 analyses of incidents by 10x2, giving time back, first for any necessary response and then for preventive workflows.

Finally, when incidents begin to escalate, Darktrace can natively (or via third-party) autonomously respond and take precise actions based on a contextual understanding of both the affected assets and incident in question so that threats can be disarmed without impacting wider operations.

Within the KuppingerCole report, several standout strengths were listed:

  • Cyber AI Analyst was celebrated as a core differentiator, enhancing both visibility and investigation into critical network issues and allowing a faster response.
  • Darktrace / NETWORK was singled for its user benefits. Both a clear interface for analysts with advanced filtering and analytical tools, and efficient role-based access control (RBAC) and configuration options for administrators.
  • At the product level, Darktrace was recognized for complete network traffic analysis (NTA) capabilities allowing extensive analysis into components like application use/type, fingerprinting, source/destination communication, in addition to comprehensive protocol support across a range of network device types from IT, OT, IoT and mobiles and detailed MITRE ATT&CK mapping.
  • Finally, at the heart of it, Darktrace’s innovation was highlighted in relation to its intrinsic Self Learning AI, utilizing multiple layers of deep learning, neural networks, LLMs, NLP, Generative AI and more to understand network activity and filter it for what’s critical on an individual customer level.

Going beyond reactive security

Darktrace’s visibility and AI-enabled detection, investigation and response enable security teams to focus on hardening gaps in their network through contextual relevance & priority. Darktrace / NETWORK explicitly gives time back to security teams allowing them to focus on the bigger strategic and governance workflows that sometimes get overlooked. This is enabled through proactive solutions intrinsically connected to our NDR:

  • Darktrace / Proactive Exposure Management, which looks beyond just CVE risks to instead discover, prioritize and validate risks by business impact and how to mobilize against them early, to reduce the number of real threats security teams face.
  • Darktrace / Incident Readiness & Recovery, a solution rather than service-based approach to incident response (IR) that lets teams respond in the best way to each incident and proactively test their familiarity and effectiveness of IR workflows with sophisticated incident simulations involving their own analysts and assets.

Together, these solutions allow Darktrace / NETWORK to go beyond the traditional NDR and shift teams to a more hardened and proactive state.

Putting customers first

Customers continue to sit at the forefront of Darktrace R&D, with their emerging needs and pain points being the direct inspiration for our continued innovation.

This year Darktrace / NETWORK has protected thousands of customers against the latest attacks, from data exfil and destruction, to unapproved privilege escalation and ransomware including strains like Medusa, Qilin and AlphV BlackCat.

In each instance, Darktrace / NETWORK was able to provide a holistic lens of the anomalies present in their traffic, collated those that were important, and either responded or gave teams the ability to take targeted actions against their threats – even when adversaries pivoted. In one example of a Gootloader compromise, Darktrace ensured a SOC went from detection to recovery within 5 days, 92.8% faster than the average containment time of 69 days.

Results like these, focused on user-led security, have secured Darktrace’s position within the latest NDR Leadership Compass.

To find out more about what makes Darktrace / NETWORK special, read the full KuppingerCole report.

References

[1] Osman Celik, KuppingerCole Leadership Compass:Network Detection and Response (2024)

[2] Darktrace's AI Analyst customer fleet data

[3] https://www.ibm.com/reports/data-breach

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Gabriel Few-Wiegratz
Product Marketing Manager

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November 1, 2024

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Inside the SOC

Phishing and Persistence: Darktrace’s Role in Defending Against a Sophisticated Account Takeover

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The exploitation of SaaS platforms

As businesses continue to grow and evolve, the need for sharing ideas through productivity and cloud Software-as-a-Service (SaaS) platforms is becoming increasingly crucial. However, these platforms have also become prime targets for cyber attackers.

Threat actors often exploit these widely-used services to gain unauthorized access, steal sensitive information, and disrupt business operations. The growing reliance on SaaS platforms makes them attractive entry points for cybercriminals, who use sophisticated techniques such as phishing, social engineering, and malware to compromise these systems.

Services like Microsoft 365 are regularly targeted by threat actors looking for an entry point into an organization’s environment to carry out malicious activities. Securing these platforms is crucial to protect business data and ensure operational continuity.

Darktrace / EMAIL detection of the phishing attack

In a recent case, Darktrace observed a customer in the manufacturing sector receiving a phishing email that led to a threat actor logging in and creating an email rule. Threat actors often create email rules to move emails to their inbox, avoiding detection. Additionally, Darktrace detected a spoofed domain registered by the threat actor. Despite already having access to the customer’s SaaS account, the actor seemingly registered this domain to maintain persistence on the network, allowing them to communicate with the spoofed domain and conduct further malicious activity.

Darktrace / EMAIL can help prevent compromises like this one by blocking suspicious emails as soon as they are identified. Darktrace’s AI-driven email detection and response recognizes anomalies that might indicate phishing attempts and applies mitigative actions autonomously to prevent the escalation of an attack.

Unfortunately, in this case, Darktrace was not configured in Autonomous Response mode at the time of the attack, meaning actions had to be manually applied by the customer’s security team. Had it been fully enabled, it would have held the emails, preventing them from reaching the intended recipient and stopping the attack at its inception.

However, Darktrace’s Managed Threat Detection alerted the Security Operations Center (SOC) team to the compromise, enabling them to thoroughly investigate the incident and notify the customer before further damage could occur.

The Managed Threat Detection service continuously monitors customer networks for suspicious activities that may indicate an emerging threat. When such activities are detected, alerts are sent to Darktrace’s expert Cyber Analysts for triage, significantly speeding up the remediation process.

Attack Overview

On May 2, 2024, Darktrace detected a threat actor targeting a customer in the manufacturing sector then an unusual login to their SaaS environment was observed prior to the creation of a new email rule.

Darktrace immediately identified the login as suspicious due to the rarity of the source IP (31.222.254[.]27) and ASN, coupled with the absence of multi-factor authentication (MFA), which was typically required for this account.

The new email rule was intended to mark emails as read and moved to the ‘Conversation History’ folder for inbound emails from a specific domain. The rule was named “….,,,”, likely the attacker attempting to setup their new rule with an unnoteworthy name to ensure it would not be noticed by the account’s legitimate owner. Likewise, by moving emails from a specific domain to ‘Conversation History’, a folder that is rarely used by most users, any phishing emails sent by that domain would remain undetected by the user.

Darktrace’s detection of the unusual SaaS login and subsequent creation of the new email rule “….,,,”.
Figure 1: Darktrace’s detection of the unusual SaaS login and subsequent creation of the new email rule “….,,,”.

The domain in question was identified as being newly registered and an example of a typosquat domain. Typosquatting involves registering new domains with intentional misspelling designed to convince users to visit fake, and often malicious, websites. This technique is often used in phishing campaigns to create a sense of legitimacy and trust and deceive users into providing sensitive information. In this case, the suspicious domain closely resembled several of the customer’s internal domains, indicating an attempt to impersonate the organization’s legitimate internal sites to gain the target’s trust. Furthermore, the creation of this lookalike domain suggests that the attack was highly targeted at this specific customer.

Interestingly, the threat actor registered this spoofed domain despite already having account access. This was likely intended to ensure persistence on the network without having to launch additional phishing attacks. Such use of spoofed domain could allow an attacker to maintain a foothold in their target network and escalate their malicious activities without having to regain access to the account. This persistence can be used for various purposes, including data exfiltration, spreading malware, or launching further attacks.

Following this, Darktrace detected a highly anomalous email being sent to the customer’s account from the same location as the initial unsual SaaS login. Darktrace’s anomaly-based detection is able to identify threats that human security teams and traditional signature-based methods might miss. By analyzing the expected behavior of network users, Darktrace can recognize the subtle deviations from the norm that may indicate malicious activity. Unfortunately, in this instance, without Darktrace’s Autonomous Response capability enabled, the phishing email was able to successfully reach the recipient. While Darktrace / EMAIL did suggest that the email should be held from the recipients inbox, the customer was required to manually approve it.

Despite this, the Darktrace SOC team were still able to support the customer as they were subscribed to the Managed Threat Detection service. Following the detection of the highlight anomalous activity surrounding this compromise, namely the unusual SaaS login followed by a new email rule, an alert was sent to the Darktrace SOC for immediate triage, who then contacted the customer directly urging immediate action.

Conclusion

This case underscores the need to secure SaaS platforms like Microsoft 365 against sophisticated cyber threats. As businesses increasingly rely on these platforms, they become prime targets for attackers seeking unauthorized access and disruption.

Darktrace’s anomaly-based detection and response capabilities are crucial in identifying and mitigating such threats. In this instance, Darktrace detected a phishing email that led to a threat actor logging in and creating a suspicious email rule. The actor also registered a spoofed domain to maintain persistence on the network.

Darktrace / EMAIL, with its AI-driven detection and analysis, can block suspicious emails before they reach the intended recipient, preventing attacks at their inception. Meanwhile, Darktrace’s SOC team promptly investigated the activity and alerted the customer to the compromise, enabling them to take immediate action to remediate the issue and prevent any further damage.

Credit to Vivek Rajan (Cyber Security Analyst) and Ryan Traill (Threat Content Lead).

Appendices

Darktrace Model Detections

  • SaaS / Access / Unusual External Source for SaaS Credential Use
  • SaaS / Compromise / Login From Rare Endpoint While User Is Active
  • SaaS / Resource / Unusual Access to Delegated Resource by Non Owner
  • SaaS / Email Nexus / Unusual Login Location Following Sender Spoof
  • Compliance / Anomalous New Email Rule
  • SaaS / Compromise / Unusual Login and New Email Rule

Indicators of Compromise (IoCs)

IoC - Type - Description + Confidence

31.222.254[.]27 – IP -  Suspicious Login Endpoint

MITRE ATT&CK Mapping

Tactic – Technqiue – Sub-technique of (if applicable)

Cloud Accounts - DEFENSE EVASION, PERSISTENCE, PRIVILEGE ESCALATION, INITIAL ACCESS - T1078.004 - T1078

Cloud Service Dashboard – DISCOVERY - T1538

Compromise Accounts - RESOURCE DEVELOPMENT - T1586

Steal Web Session Cookie - CREDENTIAL ACCESS - T1539

Outlook Rules – PERSISTENCE - T1137.005 - T1137

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About the author
Vivek Rajan
Cyber Analyst
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