April 6, 2023

Understanding Qakbot Infections and Attack Paths

Explore the network-based analysis of Qakbot infections with Darktrace. Learn about the various attack paths used by cybercriminals and Darktrace's response.

Written by

Sam Lister

Specialist Security Researcher

Written by

Connor Mooney

SOC Analyst

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

Sam Lister

Specialist Security Researcher

Written by

Connor Mooney

SOC Analyst

Apr 2023

Security vendors around the world are forced to quickly adapt, react, and respond to known attack vectors and threats. In the face of this, malicious actors are constantly looking for novel ways to gain access to networks. Whether that’s through new exploitations of network vulnerabilities or new delivery methods, attackers and their methods are continually evolving. Although it is valuable for organizations to leverage threat intelligence to keep abreast of known threats to their networks, intelligence alone is not enough to defend against increasingly versatile attackers. Having an autonomous decision maker able to detect and respond to emerging threats, even those employing novel or unknown techniques, is paramount to defend against network compromise.

At the end of January 2023, threat actors began to abuse OneNote attachments to deliver the malware strain, Qakbot, onto users' devices. Widespread adoption of this novel delivery method resulted in a surge in Qakbot infections across Darktrace's customer base between the end of January 2023 and the end of February 2023. Using its Self-Learning AI, Darktrace was able to uncover and respond to these so-called ‘QakNote’ infections as the new trend emerged. Darktrace detected and responded to the threat at multiple stages of the kill chain, preventing damaging and widespread compromise to customer networks.

Qakbot and The Recent Weaponization of OneNote

Qakbot first appeared in 2007 as a banking trojan designed to steal sensitive data such as banking credentials. Since then, Qakbot has evolved into a highly modular, multi-purpose tool, with backdoor, payload delivery, reconnaissance, lateral movement, and data exfiltration capabilities. Although Qakbot's primary delivery method has always been email-based, threat actors have been known to modify their email-based delivery methods of Qakbot in the face of changing circumstances. In the first half of 2022, Microsoft started rolling out versions of Office which block XL4 and VBA macros by default [1]/[2]/[3]. Prior to this change, Qakbot email campaigns typically consisted in the spreading of deceitful emails with Office attachments containing malicious macros. In the face of Microsoft's default blocking of macros, threat actors appeared to cease delivering Qakbot via Office attachments, and shifted to primarily using HTML attachments, through a method known as 'HTML smuggling' [4]/[5]. After the public disclosure [6] of the Follina vulnerability (CVE-2022-30190) in Microsoft Support Diagnostic Tool (MSDT) in May 2022, Qakbot actors were seen capitalizing on the vulnerability to facilitate their email-based delivery of Qakbot payloads [7]/[8]/[9].

Given the inclination of Qakbot actors to adapt their email-based delivery methods, it is no surprise that they were quick to capitalize on the novel OneNote-based delivery method which emerged in December 2022. Since December 2022, threat actors have been seen using OneNote attachments to deliver a variety of malware strains, ranging from Formbook [10] to AsynRAT [11] to Emotet [12]. The abuse of OneNote documents to deliver malware is made possible by the fact that OneNote allows for the embedding of executable file types such as HTA files, CMD files, and BAT files. At the end of January 2023, actors started to leverage OneNote attachments to deliver Qakbot [13]/[14]. The adoption of this novel delivery method by Qakbot actors resulted in a surge in Qakbot infections in the wider threat landscape and across the Darktrace customer base.

Observed Activity Chains

Between January 31 and February 24, 2023, Darktrace observed variations of the following pattern of activity across its customer base:

1. User's device contacts OneNote-related endpoint

2. User's device makes an external GET request with an empty Host header, a target URI whose final segment consists in 5 or 6 digits followed by '.dat', and a User-Agent header referencing either cURL or PowerShell. The GET request is responded to with a DLL file

3. User's device makes SSL connections over ports 443 and 2222 to unusual external endpoints, and makes TCP connections over port 65400 to 23.111.114[.]52

4. User's device makes SSL connections over port 443 to an external host named 'bonsars[.]com' (IP: 194.165.16[.]56) and TCP connections over port 443 to 78.31.67[.]7

5. User’s device makes call to Endpoint Mapper service on internal systems and then connects to the Service Control Manager (SCM)

6. User's device uploads files with algorithmically generated names and ‘.dll’ or ‘.dll.cfg’ file extensions to SMB shares on internal systems

7. User's device makes Service Control requests to the systems to which it uploaded ‘.dll’ and ‘.dll.cfg’ files

Further investigation of these chains of activity revealed that they were parts of Qakbot infections initiated via interactions with malicious OneNote attachments.

Figure 1: Steps of observed QakNote infections.

Delivery Phase

Users' interactions with malicious OneNote attachments, which were evidenced by devices' HTTPS connections to OneNote-related endpoints, such as 'www.onenote[.]com', 'contentsync.onenote[.]com', and 'learningtools.onenote[.]com', resulted in the retrieval of Qakbot DLLs from unusual, external endpoints. In some cases, the user's interaction with the malicious OneNote attachment caused their device to fetch a Qakbot DLL using cURL, whereas, in other cases, it caused their device to download a Qakbot DLL using PowerShell. These different outcomes reflected variations in the contents of the executable files embedded within the weaponized OneNote attachments. In addition to having cURL and PowerShell User-Agent headers, the HTTP requests triggered by interaction with these OneNote attachments had other distinctive features, such as empty host headers and target URIs whose last segment consists in 5 or 6 digits followed by '.dat'.

Figure 2: Model breach highlighting a user’s device making a HTTP GET request to 198.44.140[.]78 with a PowerShell User-Agent header and the target URI ‘/210/184/187737.dat’.

Figure 3: Model breach highlighting a user’s device making a HTTP GET request to 103.214.71[.]45 with a cURL User-Agent header and the target URI ‘/70802.dat’.

Figure 4: Event Log showing a user’s device making a GET request with a cURL User-Agent header to 185.231.205[.]246 after making an SSL connection to contentsync.onenote[.]com.

Figure 5: Event Log showing a user’s device making a GET request with a cURL User-Agent header to 185.231.205[.]246 after making an SSL connection to www.onenote[.]com.

Command and Control Phase

After fetching Qakbot DLLs, users’ devices were observed making numerous SSL connections over ports 443 and 2222 to highly unusual, external endpoints, as well as large volumes of TCP connections over port 65400 to 23.111.114[.]52. These connections represented Qakbot-infected devices communicating with command and control (C2) infrastructure. Qakbot-infected devices were also seen making intermittent connections to legitimate endpoints, such as 'xfinity[.]com', 'yahoo[.]com', 'verisign[.]com', 'oracle[.]com', and 'broadcom[.]com', likely due to Qakbot making connectivity checks.

Figure 6: Event Log showing a user’s device contacting Qakbot C2 infrastructure and making connectivity checks to legitimate domains.

Figure 7: Event Log showing a user’s device contacting Qakbot C2 infrastructure and making connectivity checks to legitimate domains.

Cobalt Strike and VNC Phase

After Qakbot-infected devices established communication with C2 servers, they were observed making SSL connections to the external endpoint, bonsars[.]com, and TCP connections to the external endpoint, 78.31.67[.]7. The SSL connections to bonsars[.]com were C2 connections from Cobalt Strike Beacon, and the TCP connections to 78.31.67[.]7 were C2 connections from Qakbot’s Virtual Network Computing (VNC) module [15]/[16]. The occurrence of these connections indicate that actors leveraged Qakbot infections to drop Cobalt Strike Beacon along with a VNC payload onto infected systems. The deployment of Cobalt Strike and VNC likely provided actors with ‘hands-on-keyboard’ access to the Qakbot-infected systems.

Figure 8: Advanced Search logs showing a user’s device contacting OneNote endpoints, fetching a Qakbot DLL over HTTP, making SSL connections to Qakbot infrastructure and connectivity checks to legitimate domains, and then making SSL connections to the Cobalt Strike endpoint, bonsars[.]com.

Figure 9: Event Log showing a user’s device contacting the Cobalt Strike C2 endpoint, bonsars[.]com, and the VNC C2 endpoint, 78.31.67[.]7, whilst simultaneously contacting the Qakbot C2 endpoint, 47.32.78[.]150.

Lateral Movement Phase

After dropping Cobalt Strike Beacon and a VNC module onto Qakbot-infected systems, actors leveraged their strengthened foothold to connect to the Service Control Manager (SCM) on internal systems in preparation for lateral movement. Before connecting to the SCM, infected systems were seen making calls to the Endpoint Mapper service, likely to identify exposed Microsoft Remote Procedure Call (MSRPC) services on internal systems. The MSRPC service, Service Control Manager (SCM), is known to be abused by Cobalt Strike to create and start services on remote systems. Connections to this service were evidenced by OpenSCManager2 (Opnum: 0x40) and OpenSCManagerW (Opnum: 0xf) calls to the svcctl RPC interface.

Figure 10: Advanced Search logs showing a user’s device contacting the Endpoint Mapper and Service Control Manager (SCM) services on internal systems.

After connecting to the SCM on internal systems, infected devices were seen using SMB to distribute files with ‘.dll’ and ‘.dll.cfg’ extensions to SMB shares. These uploads were followed by CreateWowService (Opnum: 0x3c) calls to the svcctl interface, likely intended to execute the uploaded payloads. The naming conventions of the uploaded files indicate that they were Qakbot payloads.

Figure 11: Advanced Search logs showing a user’s device making Service Control DCE-RPC requests to internal systems after uploading ‘.dll’ and ‘.dll.cfg’ files to them over SMB.

Fortunately, none of the observed QakNote infections escalated further than this. If these infections had escalated, it is likely that they would have resulted in the widespread detonation of additional malicious payloads, such as ransomware.

Darktrace Coverage of QakNote Activity

Figure 1 shows the steps involved in the QakNote infections observed across Darktrace’s customer base. How far attackers got along this chain was in part determined by the following three factors:

Whether the targeted customer had Darktrace/Email
Whether the targeted customer had Darktrace RESPOND/Network
Whether the targeted customer acted in response to Darktrace DETECT/Network alerts

The presence of Darktrace/Email typically stopped QakNote infections from moving past the initial infection stage. The presence of RESPOND/Network significantly slowed down observed activity chains, however, infections left unattended and not mitigated by the security teams were able to progress further along the attack chain.

Darktrace observed varying properties in the QakNote emails detected across the customer base. OneNote attachments were typically detected as either ‘application/octet-stream’ files or as ‘application/x-tar’ files. In some cases, the weaponized OneNote attachment embedded a malicious file, whereas in other cases, the OneNote file embedded a malicious link (typically a ‘.png’ or ‘.gif’ link) instead. In all cases Darktrace observed, QakNote emails used subject lines starting with ‘RE’ or ‘FW’ to manipulating their recipients into thinking that such emails were part of an existing email chain/thread. In some cases, emails impersonated users known to their recipients by including the names of such users in their header-from personal names. In many cases, QakNote emails appear to have originated from likely hijacked email accounts. These are highly successful methods of social engineering often employed by threat actors to exploit a user’s trust in known contacts or services, convincing them to open malicious emails and making it harder for security tools to detect.

The fact that observed QakNote emails used the fake-reply method, were sent from unknown email accounts, and contained attachments with unusual MIME types, caused such emails to breach the following Darktrace/Email models:

Association / Unknown Sender
Attachment / Unknown File
Attachment / Unsolicited Attachment
Attachment / Highly Unusual Mime
Attachment / Unsolicited Anomalous Mime
Attachment / Unusual Mime for Organisation
Unusual / Fake Reply
Unusual / Unusual Header TLD
Unusual / Fake Reply + Unknown Sender
Unusual / Unusual Connection from Unknown
Unusual / Off Topic

QakNote emails impersonating known users also breached the following DETECT & RESPOND/Email models:

Unusual / Unrelated Personal Name Address
Spoof / Basic Known Entity Similarities
Spoof / Internal User Similarities
Spoof / External User Similarities
Spoof / Internal User Similarities + Unrelated Personal Name Address
Spoof / External User Similarities + Unrelated Personal Name Address
Spoof / Internal User Similarities + Unknown File
Spoof / External User Similarities + Fake Reply
Spoof / Possible User Spoof from New Address - Enhanced Internal Similarities
Spoof / Whale

The actions taken by Darktrace on the observed emails is ultimately determined by Darktrace/Email models are breached. Those emails which did not breach Spoofing models (due to lack of impersonation indicators) received the ‘Convert Attachment’ action. This action converts suspicious attachments into neutralized PDFs, in this case successfully unweaponizing the malicious OneNote attachments. QakNote emails which did breach Spoofing models (due to the presence of impersonation indicators) received the strongest possible action, ‘Hold Message’. This action prevents suspicious emails from reaching the recipients’ mailbox.

Figure 12: Email log showing a malicious OneNote email (without impersonation indicators) which received a 87% anomaly score, a ‘Move to junk’ action, and a ‘Convert attachment’ actions from Darktrace/Email.

Figure 13: Email log showing a malicious OneNote email (with impersonation indicators) which received an anomaly score of 100% and a ‘Hold message’ action from Darktrace/Email.

Figure 14: Email log showing a malicious OneNote email (with impersonation indicators) which received an anomaly score of 100% and a ‘Hold message’ action from Darktrace/Email.

If threat actors managed to get past the first stage of the QakNote kill chain, likely due to the absence of appropriate email security tools, the execution of the subsequent steps resulted in strong intervention from Darktrace/Network.

Interactions with malicious OneNote attachments caused their devices to fetch a Qakbot DLL from a remote server via HTTP GET requests with an empty Host header and either a cURL or PowerShell User-Agent header. These unusual HTTP behaviors caused the following Darktrace/Network models to breach:

Device / New User Agent
Device / New PowerShell User Agent
Device / New User Agent and New IP
Anomalous Connection / New User Agent to IP Without Hostname
Anomalous Connection / Powershell to Rare External
Anomalous File / Numeric File Download
Anomalous File / EXE from Rare External Location
Anomalous File / New User Agent Followed By Numeric File Download

For customers with RESPOND/Network active, these breaches resulted in the following autonomous actions:

Enforce group pattern of life for 30 minutes
Enforce group pattern of life for 2 hours
Block connections to relevant external endpoints over relevant ports for 2 hours
Block all outgoing traffic for 10 minutes

Figure 15: Event Log showing a user’s device receiving Darktrace RESPOND/Network actions after downloading a Qakbot DLL.

Figure 16: Event Log showing a user’s device receiving Darktrace RESPOND/Network actions after downloading a Qakbot DLL.

Successful, uninterrupted downloads of Qakbot DLLs resulted in connections to Qakbot C2 servers, and subsequently to Cobalt Strike and VNC C2 connections. These C2 activities resulted in breaches of the following DETECT/Network models:

Compromise / Suspicious TLS Beaconing To Rare External
Compromise / Large Number of Suspicious Successful Connections
Compromise / Large Number of Suspicious Failed Connections
Compromise / Sustained SSL or HTTP Increase
Compromise / Sustained TCP Beaconing Activity To Rare Endpoint
Compromise / Beaconing Activity To External Rare
Compromise / Slow Beaconing Activity To External Rare
Anomalous Connection / Multiple Connections to New External TCP Port
Anomalous Connection / Multiple Failed Connections to Rare Endpoint
Device / Initial Breach Chain Compromise

For customers with RESPOND/Network active, these breaches caused RESPOND to autonomously perform the following actions:

Block connections to relevant external endpoints over relevant ports for 1 hour

Figure 17: Event Log showing a user’s device receiving RESPOND/Network actions after contacting the Qakbot C2 endpoint, Cobalt Strike C2 endpoint, bonsars[.]com.

In cases where C2 connections were allowed to continue, actors attempted to move laterally through usage of SMB and Service Control Manager. This lateral movement activity caused the following DETECT/Network models to breach:

Device / Possible SMB/NTLM Reconnaissance
Anomalous Connection / New or Uncommon Service Control

For customers with RESPOND/Network enabled, these breaches caused RESPOND to autonomously perform the following actions:

Block connections to relevant internal endpoints over port 445 for 1 hour

Figure 18: Event Log shows a user’s device receiving RESPOND/Network actions after contacting the Qakbot C2 endpoint, 5.75.205[.]43, and distributing ‘.dll’ and ‘.dll.cfg’ files internally.

The QakNote infections observed across Darktrace’s customer base involved several steps, each of which elicited alerts and autonomous preventative actions from Darktrace. By autonomously investigating the alerts from DETECT, Darktrace’s Cyber AI Analyst was able to connect the distinct steps of observed QakNote infections into single incidents. It then produced incident logs to present in-depth details of the activity it uncovered, provide full visibility for customer security teams.

Figure 19: AI Analyst incident entry showing the steps of a QakNote infection which AI Analyst connected following its autonomous investigations.

Conclusion

Faced with the emerging threat of QakNote infections, Darktrace demonstrated its ability to autonomously detect and respond to arising threats in a constantly evolving threat landscape. The attack chains which Darktrace observed across its customer base involved the delivery of Qakbot via malicious OneNote attachments, the usage of ports 65400 and 2222 for Qakbot C2 communication, the usage of Cobalt Strike Beacon and VNC for ‘hands-on-keyboard’ activity, and the usage of SMB and Service Control Manager for lateral movement.

Despite the novelty of the OneNote-based delivery method, Darktrace was able to identify QakNote infections across its customer base at various stages of the kill chain, using its autonomous anomaly-based detection to identify unusual activity or deviations from expected behavior. When active, Darktrace/Email neutralized malicious QakNote attachments sent to employees. In cases where Darktrace/Email was not active, Darktrace/Network detected and slowed down the unusual network activities which inevitably ensued from Qakbot infections. Ultimately, this intervention from Darktrace’s products prevented infections from leading to further harmful activity, such as data exfiltration and the detonation of ransomware.

Darktrace is able to offer customers an unparalleled level of network security by combining both Darktrace/Network and Darktrace/Email, safeguarding both their email and network environments. With its suite of products, including DETECT and RESPOND, Darktrace can autonomously uncover threats to customer networks and instantaneously intervene to prevent suspicious activity leading to damaging compromises.

Appendices

MITRE ATT&CK Mapping

Initial Access:

T1566.001 – Phishing: Spearphishing Attachment

Execution:

T1204.001 – User Execution: Malicious Link

T1204.002 – User Execution: Malicious File

T1569.002 – System Services: Service Execution

Lateral Movement:

T1021.002 – Remote Services: SMB/Windows Admin Shares

Command and Control:‍

T1573.002 – Encrypted Channel : Asymmetric Cryptography

T1571 – Non-Standard Port

T1105 – Ingress Tool Transfer

T1095 – Non-Application Layer Protocol

T1219 – Remote Access Software

List of IOCs

IP Addresses and/or Domain Names:

- 103.214.71[.]45 - Qakbot download infrastructure

- 141.164.35[.]94 - Qakbot download infrastructure

- 95.179.215[.]225 - Qakbot download infrastructure

- 128.254.207[.]55 - Qakbot download infrastructure

- 141.164.35[.]94 - Qakbot download infrastructure

- 172.96.137[.]149 - Qakbot download infrastructure

- 185.231.205[.]246 - Qakbot download infrastructure

- 216.128.146[.]67 - Qakbot download infrastructure

- 45.155.37[.]170 - Qakbot download infrastructure

- 85.239.41[.]55 - Qakbot download infrastructure

- 45.67.35[.]108 - Qakbot download infrastructure

- 77.83.199[.]12 - Qakbot download infrastructure

- 45.77.63[.]210 - Qakbot download infrastructure

- 198.44.140[.]78 - Qakbot download infrastructure

- 47.32.78[.]150 - Qakbot C2 infrastructure

- 197.204.13[.]52 - Qakbot C2 infrastructure

- 68.108.122[.]180 - Qakbot C2 infrastructure

- 2.50.48[.]213 - Qakbot C2 infrastructure

- 66.180.227[.]60 - Qakbot C2 infrastructure

- 190.206.75[.]58 - Qakbot C2 infrastructure

- 109.150.179[.]236 - Qakbot C2 infrastructure

- 86.202.48[.]142 - Qakbot C2 infrastructure

- 143.159.167[.]159 - Qakbot C2 infrastructure

- 5.75.205[.]43 - Qakbot C2 infrastructure

- 184.176.35[.]223 - Qakbot C2 infrastructure

- 208.187.122[.]74 - Qakbot C2 infrastructure

- 23.111.114[.]52 - Qakbot C2 infrastructure

- 74.12.134[.]53 – Qakbot C2 infrastructure

- bonsars[.]com • 194.165.16[.]56 - Cobalt Strike C2 infrastructure

- 78.31.67[.]7 - VNC C2 infrastructure

Target URIs of GET Requests for Qakbot DLLs:

- /70802.dat

- /51881.dat

- /12427.dat

- /70136.dat

- /35768.dat

- /41981.dat

- /30622.dat

- /72286.dat

- /46557.dat

- /33006.dat

- /300332.dat

- /703558.dat

- /760433.dat

- /210/184/187737.dat

- /469/387/553748.dat

- /282/535806.dat

User-Agent Headers of GET Requests for Qakbot DLLs:

- curl/7.83.1

- curl/7.55.1

- Mozilla/5.0 (Windows NT; Windows NT 10.0; en-US) WindowsPowerShell/5.1.19041.2364

- Mozilla/5.0 (Windows NT; Windows NT 10.0; en-US) WindowsPowerShell/5.1.17763.3770

- Mozilla/5.0 (Windows NT; Windows NT 10.0; en-GB) WindowsPowerShell/5.1.19041.2364

SHA256 Hashes of Downloaded Qakbot DLLs:

- 83e9bdce1276d2701ff23b1b3ac7d61afc97937d6392ed6b648b4929dd4b1452

- ca95a5dcd0194e9189b1451fa444f106cbabef3558424d9935262368dba5f2c6

- fa067ff1116b4c8611eae9ed4d59a19d904a8d3c530b866c680a7efeca83eb3d

- e6853589e42e1ab74548b5445b90a5a21ff0d7f8f4a23730cffe285e2d074d9e

- d864d93b8fd4c5e7fb136224460c7b98f99369fc9418bae57de466d419abeaf6

- c103c24ccb1ff18cd5763a3bb757ea2779a175a045e96acbb8d4c19cc7d84bea

Names of Internally Distributed Qakbot DLLs:

- rpwpmgycyzghm.dll

- rpwpmgycyzghm.dll.cfg

- guapnluunsub.dll

- guapnluunsub.dll.cfg

- rskgvwfaqxzz.dll

- rskgvwfaqxzz.dll.cfg

- hkfjhcwukhsy.dll

- hkfjhcwukhsy.dll.cfg

- uqailliqbplm.dll

- uqailliqbplm.dll.cfg

- ghmaorgvuzfos.dll

- ghmaorgvuzfos.dll.cfg

Links Found Within Neutralized QakNote Email Attachments:

- hxxps://khatriassociates[.]com/MBt/3.gif

- hxxps://spincotech[.]com/8CoBExd/3.gif

- hxxps://minaato[.]com/tWZVw/3.gif

- hxxps://famille2point0[.]com/oghHO/01.png

- hxxps://sahifatinews[.]com/jZbaw/01.png

- hxxp://87.236.146[.]112/62778.dat

- hxxp://87.236.146[.]112/59076.dat

- hxxp://185.231.205[.]246/73342.dat

References

[1] https://techcommunity.microsoft.com/t5/excel-blog/excel-4-0-xlm-macros-now-restricted-by-default-for-customer/ba-p/3057905

[2] https://techcommunity.microsoft.com/t5/microsoft-365-blog/helping-users-stay-safe-blocking-internet-macros-by-default-in/ba-p/3071805

[3] https://learn.microsoft.com/en-us/deployoffice/security/internet-macros-blocked

[4] https://www.cyfirma.com/outofband/html-smuggling-a-stealthier-approach-to-deliver-malware/

[5] https://www.trustwave.com/en-us/resources/blogs/spiderlabs-blog/html-smuggling-the-hidden-threat-in-your-inbox/

[6] https://twitter.com/nao_sec/status/1530196847679401984

[7] https://www.fortiguard.com/threat-signal-report/4616/qakbot-delivered-through-cve-2022-30190-follina

[8] https://isc.sans.edu/diary/rss/28728

[9] https://darktrace.com/blog/qakbot-resurgence-evolving-along-with-the-emerging-threat-landscape

[10] https://www.trustwave.com/en-us/resources/blogs/spiderlabs-blog/trojanized-onenote-document-leads-to-formbook-malware/

[11] https://www.proofpoint.com/uk/blog/threat-insight/onenote-documents-increasingly-used-to-deliver-malware

[12] https://www.malwarebytes.com/blog/threat-intelligence/2023/03/emotet-onenote

[13] https://blog.cyble.com/2023/02/01/qakbots-evolution-continues-with-new-strategies/

[14] https://news.sophos.com/en-us/2023/02/06/qakbot-onenote-attacks/

[15] https://isc.sans.edu/diary/rss/29210

[16] https://unit42.paloaltonetworks.com/feb-wireshark-quiz-answers/

Written by

Sam Lister

Specialist Security Researcher

Written by

Connor Mooney

SOC Analyst

Inside the SOC

Written by

Sam Lister

Specialist Security Researcher

Written by

Connor Mooney

SOC Analyst

•

July 13, 2026

Nathaniel Jones

VP, Security & AI Strategy, Field CISO

•

July 24, 2026

Carlos Gray

Senior Product Marketing Manager, Email

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Email

July 24, 2026

Darktrace / EMAIL Expands Behavioral Defense Across Email and Collaboration Workflows

Email and collaboration tools do more than carry messages. They are where organizations approve payments, share sensitive data, reset credentials, and make thousands of everyday decisions. Increasingly, they are interfaces through which humans direct AI agents in their daily activity. Email, Slack and Teams are high volume, rich with sensitive data, and an easy place to hide malicious activity.

The opportunity isn’t lost on bad actors. Darktrace / EMAIL detected more than 32 million high-confidence phishing emails globally in 2025, and 70% of those messages passed DMARC authentication. Phishing is increasingly difficult to detect and familiar trust signals alone are not enough. People and security teams need to understand how a message fits the normal behavior of the sender, recipient, and organization. They also need to correlate activity across platforms to spot threats that span multiple channels.

To effectively secure against today’s evolved threats, security teams need to act at two levels: they need to help each employee make a safer decision ‘in the moment’, and they need to understand the wider patterns that may expose the business to risk.

Darktrace is introducing four new capabilities in Darktrace / EMAIL to address both challenges. The new features explain suspicious content more clearly to end users, strengthen the capabilities of Darktrace / Adaptive Human Defense with richer guidance, let organizations define their own patterns for detecting sensitive data in messages, and give security teams a process-level view of risk across email and collaboration workflows.

Darktrace / EMAIL Inbox Analysis highlights risky content within your emails

A warning is more useful when it explains what the user should look at. To help do that, we’ve expanded Darktrace / EMAIL’s Inbox Analysis Add-In to highlight potentially dangerous content within the body of emails that Darktrace / EMAIL flags as potentially suspicious or high risk.

The add-in can highlight language designed to create urgency, financial references, requests for payment, suspicious links, and content that is unusual for the sender. Each highlighted element includes a pop up that explains why it may be suspicious. Instead of asking an employee to accept a verdict without context, the analysis helps them examine the message and make a more informed decision.

Enhanced Just-In-Time Training Banners in Darktrace / Adaptive Human Defense

Enhanced Just-In-Time Training Banners build on the same principle. The banners now include a contextual header, actionable advice, and specific detection context. This gives employees more useful guidance at the point of risk without adding unnecessary information or cognitive load.

Together, the capabilities help turn a warning into a short learning moment. Employees can see what looks unusual, understand what action to take, and build their judgment.

Custom Sensitive Data Detection in Darktrace / EMAIL - Data Loss Prevention

Sensitive data is different for every business. Standard categories such as payment card details or government identifiers matter, but organizations also have their own customer codes, project names, research formats, account structures, and internal identifiers.

Custom Sensitive Data Detection in Darktrace / EMAIL - Data Loss Prevention allows administrators to write custom expressions for the data their organization needs to protect. Matched content can trigger existing model actions and data loss prevention (DLP) workflows, extending Darktrace's DLP capabilities.

This extends data loss detection beyond a fixed library of common data types. Security teams can apply controls to information that is sensitive in the context of their own organization and adapt those controls as the business changes.

Introducing Email and Collaboration Workflow Risk Posture Dashboards

Some of the most important risks are not isolated events. They are repeated ways of working that create an opening for error, misuse, or attack. For example, a payment request may be one suspicious message, but a recurring approval workflow that relies on weak verification is a business process risk.

The new Email and Collaboration Workflow Risk Posture Dashboard analyzes email and collaboration data across Email, Microsoft Teams, Slack and Zoom to provide a process-level view of risk in the organization. These may include financial authorization workflows, sensitive data sharing patterns, and activity that could expose credentials.

The dashboard brings these patterns into a view and provides actionable recommendations. This helps security teams determine where to investigate or strengthen controls, where ownership needs to be clarified, and where the business may need to change a risky process. It gives CISOs a clearer view of how human and communication risk is embedded in everyday operations, not only where individual alerts occur.

Behavior connects the individual decision to the wider risk

These capabilities build on Darktrace’s unique behavioral approach to security. We use Adaptive AI to learn how people and AI normally behave within an organization, creating the context needed to recognize when activity changes.

Within the Darktrace Behavioral Defense Platform, Darktrace / EMAIL helps protect people against phishing, account takeover, data exfiltration, and human risk across email and collaboration tools. The new capabilities extend that protection in both directions. They give employees clearer context for the decision in front of them, while giving security leaders a broader view of the workflows and behavior that create risk across the organization.

The result is not simply more alerts. It is a better understanding of why something is risky, what action to take, and where the organization can reduce risk before a familiar process becomes an easy route for an attacker.

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About the author

Carlos Gray

Senior Product Marketing Manager, Email

Blog

July 24, 2026

When Guardrails Break: Why Securing AI Requires Behavioral Detection and Autonomous Containment

Bottom line up front: Governance, guardrails, identity controls, and secure development are necessary to secure AI, but they are not sufficient. AI systems are probabilistic, adaptive, and non-deterministic. Therefore, organizations need two additional layers of security:

Behavioral-based detection that can identify when AI begins to act outside its intended purpose; and
Surgical, explainable autonomous containment that can stop risky activity before it causes material damage.

That capability depends on multiple specialized AI models working together, not one LLM making every decision.

Organizations are embedding AI into development, business operations, and security workflows faster than most security programs can adapt. The risk is no longer limited to the model. It extends across prompts, data, identities, agents, memory, APIs, tools, permissions, and the trust relationships connecting them.

In my recent blog, Securing AI: Analysis of the Complete Security Stack with Governance and Controls, I outlined a defense-in-depth strategy spanning governance, identity, data security, secure development, runtime detection, autonomous containment, and recovery. The most urgent requirement across that architecture is the ability to understand how AI behaves in practice and contain it when that behavior becomes risky.

Why non-deterministic systems require behavioral-based detection

Traditional controls remain foundational. Organizations need least privilege, strong identity controls, secure-by-design architecture, data governance, AI inventories, guardrails, testing, and clear boundaries on autonomy.

But deterministic controls, which assume predictable and repeatable behavior, cannot fully secure non-deterministic systems, where the same input may not always produce the same outcome.

AI agents can interpret the same instruction differently, chain individually authorized actions into an unsafe outcome, or pursue a legitimate goal through a method the organization did not anticipate. One of the most recent examples of this is the incident that OpenAI and Hugging Face jointly disclosed, where an autonomous agent escaped its intended testing boundaries and compromised Hugging Face infrastructure.

An agent may have permission to access data and invoke a tool, but that does not mean every use of that access is appropriate. It is not enough to know whether an action is allowed. Organizations need to know whether it makes sense.

Is this normal for this agent?
Is it acting within its intended purpose?
Is it accessing unusual data, invoking an unexpected tool, or beginning to drift?
Do a series of ordinary-looking actions become risky when viewed together?

Behavioral-based detection specific to an environment or organization with an understanding of context and risk enables provides the needed detection engineering for AI systems. It learns normal activity across people, systems, data, devices, and AI agents, then identifies deviations and evaluates their risk, intent, and context. This enables detection of misuse, abuse, compromise, manipulation, and unintended behavior even when no known attack signature or explicit policy violation exists.

Why accuracy is the foundation for SOC optimization

AI will only improve the SOC if it produces accurate, explainable, and actionable outcomes.

If analysts must manually validate every AI-generated finding because they cannot understand the evidence or confidence behind it, automation has not reduced workload. It has moved the workload. False positives increase fatigue. False negatives cause the most risk and damage to organizations. Inaccurate autonomous actions can disrupt critical operations.

Accuracy is therefore more than a model-performance metric. It is the prerequisite for analyst trust, SOC optimization, and safe autonomous response.

That accuracy is unlikely to come from one model.

Generative AI is valuable for natural-language analysis, summarization, and human interaction. But an LLM should not be the sole analytical engine for behavioral-based detection, investigation, risk assessment, and containment. Interpretability and consistency are required for high-consequence security decisions.

A stronger architecture uses multiple specialized AI systems collaboratively:

Behavioral models can establish normal activity.
Unsupervised learning can identify novel anomalies.
Graph analysis can evaluate relationships among agents, identities, systems, and tools.
Other models can correlate events, investigate competing hypotheses, and assess risk.
Semantic models can analyze language where behavior-based language analysis is needed but this can be used in tandem with vector embeddings, graph neural networks, and a variety of other AI systems.

Each model contributes a different analytical perspective. Their outputs can corroborate one another, improving accuracy and creating a more reliable basis for response. The objective is not one model operating as an oracle. It is layered, adaptive intelligence designed to produce decisions the SOC can understand and trust.

Autonomous containment is required to secure autonomous systems

Many SOCs remain hesitant to trust LLM-based agents with autonomous containment. That concern is reasonable. A poorly selected response can isolate the wrong asset, stop a critical workflow, block a legitimate identity, or create more operational damage than the original incident.

But relying exclusively on human response is also not viable.

AI systems can operate at machine speed. They can expose sensitive data, execute workflows, modify records, call tools, or propagate actions across connected systems before an analyst can investigate and intervene. The behavior may be unintentional, the result of an agent optimizing toward a goal, or caused by misuse, compromise, prompt injection, or offensive AI.

Intent affects the investigation. It does not change the need to stop the damage.

Organizations need autonomous response, but it must be surgical and explainable. The objective is not to shut down an entire agent, user, application, or business process whenever an anomaly occurs. It is to interrupt the specific risky behavior: block an unusual connection, constrain a tool call, stop an abnormal data transfer, or temporarily limit an agent when it is performing anomalous, risky activity.

That buys humans time. It stops the spread, limits damage, and allows the SOC to investigate without unnecessarily disrupting the business.

Layered, Adaptive AI provides a path forward

Darktrace has spent more than a decade researching and operationalizing layered, behavioral, Adaptive AI that learns a specific organization rather than relying only on historic attacks or predefined signatures.

The approach is designed to understand normal behavior, identify anomalous activity, assess its risk, correlate related events, autonomously investigate, and, when necessary, apply targeted containment while normal operations continue.

That sequence matters. Autonomous response cannot simply be added to the end of an LLM workflow. Trusted containment depends on broad visibility, continuous behavioral understanding, multiple analytical techniques, risk and context evaluation, autonomous investigation, explainability, and precise response actions.

This represents a more responsible model for security autonomy: not automation for its own sake, but controlled autonomy built to improve security outcomes and protect business operations.

Security must enable AI adoption

The answer for security teams is not to block AI. Organizations are adopting it to improve productivity, accelerate development, and create new business value.

But innovation without behavioral detection and autonomous containment is not sustainable.

Organizations should continue investing in governance, identity, least privilege, data security, secure MLOps, guardrails, testing, evaluation, validation, verification, kill switches, rollback, and forensic readiness. At the same time, they cannot wait for every governance program to mature before addressing runtime risk.

Behavioral-based detection and autonomous containment provide an immediate layer of resilience. They allow organizations to detect exploitation and risky AI behavior they did not anticipate, contain it at machine speed, and preserve human control over broader remediation.

The future of AI security will not be defined by a single model making every decision. It will be defined by multiple specialized AI systems working collaboratively, with sufficient accuracy, transparency, and context to support trusted autonomous action.

Surgical, explainable autonomous containment is no longer a future capability. It is a requirement for scaling AI securely today.

Learn how to build a defense-in-depth strategy for securing AI at scale in our talk at Black Hat on August 5 at 3:15 PM.

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About the author

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Check out this article by Darktrace: Understanding Qakbot Infections and Attack Paths

Understanding Qakbot Infections and Attack Paths

Qakbot and The Recent Weaponization of OneNote

Observed Activity Chains

Delivery Phase

Command and Control Phase

Cobalt Strike and VNC Phase

Lateral Movement Phase

Darktrace Coverage of QakNote Activity

Conclusion

Appendices

MITRE ATT&CK Mapping

List of IOCs

References

Security After Signatures: Operating in a World of Pre‑CVE Disclosure Exploitation, Collapsed Trust Boundaries, and Autonomous Systems

Darktrace / EMAIL Expands Behavioral Defense Across Email and Collaboration Workflows

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July 24, 2026

When Guardrails Break: Why Securing AI Requires Behavioral Detection and Autonomous Containment

Why non-deterministic systems require behavioral-based detection

Why accuracy is the foundation for SOC optimization

Autonomous containment is required to secure autonomous systems

Layered, Adaptive AI provides a path forward

Security must enable AI adoption