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Exploring the Cyber AI Loop as an Analyst: PREVENT/ASM & DETECT

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02
Jan 2023
02
Jan 2023
This blog explores the use of Darktrace PREVENT/ASM and Darktrace DETECT/Network as triage tools for security teams and the increased visibility provided when they complement each other. An example and mock scenario from an Australian environmental customer is also highlighted.

On countless occasions, Darktrace has observed cyber-attacks disrupting business operations by using a vulnerable internet-facing asset as a starting point for infection. Finding that one entry point could be all a threat actor needs to compromise an entire organization. With the objective to prevent such vulnerabilities from being exploited, Darktrace’s latest product family includes Attack Surface Management (ASM) to continuously monitor customer attack surfaces for risks, high-impact vulnerabilities and potential external threats. 

An attack surface is the sum of exposed and internet-facing assets and the associated risks a hacker can exploit to carry out a cyber-attack. PREVENT/ASM uses AI to understand what external assets belong to an organization by searching beyond known servers, networks, and IPs across public data sources. 

This blog discusses how Darktrace PREVENT/ASM could combine with DETECT to find potential vulnerabilities and subsequent exploitation within network traffic. In particular, this blog will investigate the assets of a large Australian company which operates in the environmental sciences industry.   

Introducing ASM

In order to understand the link between PREVENT and DETECT, the core features of ASM should first be showcased.

Figure 1: The PREVENT/ASM dashboard.

When facing the landing page, the UI highlights the number of registered assets identified (with zero prior deployment). The tool then organizes the information gathered online in an easily assessable manner. Analysts can see vulnerable assets according to groupings like ‘Misconfiguration’, ‘Social Media Threat’ and ‘Information Leak’ which shows the type of risk posed to said assets.

Figure 2: The Network tab identifies the external facing assets and their hierarchy in a graphical format.

The Network tab helps analysts to filter further to take more rapid action on the most vulnerable assets and interact with them to gather more information. The image below has been filtered by assets with the ‘highest scoring’ risk.

Figure 3: PREVENT/ASM showing a high scoring asset.

Interacting with the showcased asset selected above allows pivoting to the following page, this provides more granular information around risk metrics and the asset itself. This includes a more detailed description of what the vulnerabilities are, as well as general information about the endpoint including its location, URL, web status and technologies used.

  Figure 4: Asset pages for an external web page at risk.

Filtering does not end here. Within the Insights tab, analysts can use the search bar to craft personalized queries and narrow their focus to specific types of risk such as vulnerable software, open ports, or potential cybersquatting attempts from malicious actors impersonating company brands. Likewise, filters can be made for assets that may be running software at risk from a new CVE. 

Figure 5: Insights page with custom queries to search for assets at risk of Log4J exploitation.

For each of the entries that can be read on the left-hand side, a query that could resemble the one on the top right exists. This allows users to locate specific findings beyond those risks that are categorized as critical. These broader searches can range from viewing the inventory as a whole, to seeing exposed APIs, expiring certificates, or potential shadow IT. Queries will return a list with all the assets matching the given criteria, and users can then explore them further by viewing the asset page as seen in Figure 4.

Compromise Scenario

Now that a basic explanation of PREVENT/ASM has been given, this scenario will continue to look at the Australian customer but show how Darktrace can follow a potential compromise of an at-risk ASM asset into the network. 

Having certain ports open could make it particularly easy for an attacker to access an internet-facing asset, particularly those sensitive ones such as 3389 (RDP), 445 (SMB), 135 (RPC Epmapper). Alternatively, a vulnerable program with a well-known exploitation could also aid the task for threat actors.

In this specific case, PREVENT/ASM identified multiple external assets that belonged to the customer with port 3389 open. One of these assets can be labelled as ‘Server A'. Whilst RDP connections can be protected with a password for a given user, if those were weak to bruteforce, it could be an easy task for an attacker to establish an admin session remotely to the victim machine.

Figure 6: Insights tab query filtering for open RDP port 3389.

N or zero-day vulnerabilities associated with the protocol could also be exploited; for example, CVE-2019-0708 exploits an RCE vulnerability in Remote Desktop where an unauthenticated attacker connects to the target system using RDP and sends specially crafted requests. This vulnerability is pre-authentication and requires no user interaction. 

Certain protocols are known to be sensitive according to the control they provide on a destination machine. These are developed for administrative purposes but have the potential to ease an attacker’s job if accessible. Thanks to PREVENT/ASM, security teams can anticipate such activity by having visibility over those assets that could be vulnerable. If this RDP were successfully exploited, DETECT/Network would then highlight the unusual activity performed by the compromised device as the attacker moved through the kill chain.  

There are several models within DETECT/Network which monitor for risks against internet facing assets. For example, ‘Server A’ which had an open 3389 port on ASM registered the following model breach in the network:

Figure 7: Breach log showing Anomalous Server Activity / New Internet Facing System model for ‘Server A’.

A model like this could highlight a misconfiguration that has caused an internal device to become unexpectedly open to the internet. It could also suggest a compromised device that has now been opened to the internet to allow further exploitation. If the result of a sudden change, such an asset would also be detected by ASM and highlighted within the ‘New Assets’ part of the Insights page. Ultimately this connection was not malicious, however it shows the ability for security teams to track between PREVENT to DETECT and verify an initial compromise.  

A mock scenario can take this further. Using the continued example of an open port 3389 intrusion, new RDP cookies may be registered (perhaps even administrative). This could enable further lateral movement and eventual privilege escalation. Various DETECT models would highlight actions of this nature, two examples are below:

Figure 8: RDP Lateral Movement related model breaches on customer.

Alongside efforts to move laterally, Darktrace may find attempts at reconnaissance or C2 communication from compromised internet facing devices by looking at Darktrace DETECT model breaches including ‘Network Scan’, ‘SMB Scanning’ and ‘Active Directory Reconnaissance’. In this case the network also saw repeated failed internal connections followed by the ‘LDAP Brute-Force Activity model’ around the same time as the RDP activity. Had this been malicious, DETECT would then continue to provide visibility into the C2 and eventual malware deployment stages. 

With the combined visibility of both tools, Darktrace users have support for greater triage across the whole kill chain. For customers also using RESPOND, actions will be taken from the DETECT alerting to subsequently block malicious activity. In doing so, inputs will have fed across the whole Cyber AI Loop by having learnt from PREVENT, DETECT and RESPOND.

This feed from the Cyber AI Loop works both ways. In Figure 9, below, a DETECT model breach shows a customer alert from an internet facing device: 

Figure 9: Model breach on internet-facing server.

This breach took place because an established server suddenly started serving HTTP sessions on a port commonly used for HTTPS (secure) connections. This could be an indicator that a criminal may have gained control of the device and set it to listen on the given port and enable direct connection to the attacker’s machine or command and control server. This device can be viewed by an analyst in its Darktrace PREVENT version, where new metrics can be observed from a perspective outside of the network.

Figure 10: Assets page for server. PREVENT shows few risks for this asset. 

This page reports the associated risks that could be leveraged by malicious actors. In this case, the events are not correlated, but in the event of an attack, this backwards pivoting could help to pinpoint a weak link in the chain and show what allowed the attacker into the network. In doing so this supports the remediation and recovery process. More importantly though, it allows organizations to be proactive and take appropriate security measures required before it could ever be exploited.

Concluding Thoughts

The combination of PREVENT/ASM with DETECT/Network provides wide and in-depth visibility over a company’s infrastructure. Through the Cyber AI Loop, this coverage is continually learning and updating based on inputs from both. PREVENT/ASM can show companies the potential weaknesses that a cybercriminal could take advantage of. In turn this allows them to prioritize patching, updating, and management of their internet facing assets. At the same time, Darktrace DETECT will show the anomalous behavior of any of these internet facing devices, enabling security teams or RESPOND to stop an attack. Use of these tools by an analyst together is effective in gaining informed security data which can be fed back to IT management. Leveraging this allows normal company operations to be performed without the worry of cyber disruption.

Credit to: Emma Foulger, Senior Cyber Analyst at Darktrace

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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Appleby law firm uses Darktrace and Microsoft for proactive cyber resilience and compliance

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02
May 2024

Security Challenges for Appleby law firm

Appleby is an international law firm that provides offshore legal advice to clients. As such, assuring confidentiality is one of our priorities. I regularly discuss cybersecurity with our clients and prospects who want to know that their data will be protected.

Like all security teams, we are working to keep ahead of the evolving cyber threat landscape while also managing our internal tools and infrastructure.

Although we already applied security philosophies like defense-in-depth and multi-tiered protection, we wanted to expand our coverage especially given the increase in working from home. These improvements would be especially impactful given our lean security team, which must provide 24/7 coverage for our 10 offices around the globe that span several jurisdictions and time zones.

Given these challenges and goals, we turned to Darktrace.

Going beyond an XDR with Darktrace and Microsoft

We wanted to move away from point solutions, and after doing extensive research, we chose to consolidate around Darktrace and Microsoft. This helped us achieve increased coverage, seamless security operations, and even reduced costs.

While considering our upgrade from E3 to E5, we went through an extensive TCO exercise. After reviewing our stack, we were able to sunset legacy tools and consolidate our vendors into an integrated and cost-efficient modern platform built around Darktrace and Microsoft. We now have a single portal to manage security for all our coverage areas, improving upon what we had with our legacy eXtended Detection and Response (XDR) tool.

Darktrace’s AI-led understanding of our business operations, people, processes, and technology has helped us automate so our small team can easily achieve continuous detection, investigation, and response across our systems. This has helped us save time and overcome resource limitations, giving us comprehensive cyber resilience and new opportunities to move past firefighting to take proactive measures that harden our environment.

Darktrace and Microsoft have allowed us to simplify workflows and reduce costs without compromising security. In fact, it’s now stronger than ever.

Proactive protection with Darktrace PREVENT/Attack Surface Management™

I come from a physical security background, so I’ve always been keen on the prevention side. You would always rather prevent somebody from entering in the first place than deal with them once they are inside. With that mindset, we’re pushing our strongest controls to the boundary to stop threat actors before they gain access to our systems.

To help us with that, we use Darktrace PREVENT/Attack Surface Management™ (ASM). With just our brand name, it was able to reveal our entire attack surface, including shadow IT we didn’t know was there. PREVENT/ASM continuously monitors our exposures with AI and reports its findings to my team with actionable insights that contain key metrics and prioritizations based on critical risk. This enables us to maximize our impact with limited time and resources.

PREVENT/ASM has already identified typo squatting domains that threat actors set up to impersonate our brand in phishing attacks. Finding this type of brand abuse not only defends our company from attackers who could damage our reputation, but also protects our clients and vendors who could be targeted with these imitations. PREVENT/ASM even collects the necessary data needed for my team to file a Notice and Takedown order.

In addition to finding vulnerabilities such as brand abuse, PREVENT/ASM integrates with our other Darktrace products to give us platform-wide coverage. This is key because an attacker will never hit only one point, they’re going to hit a sequence of targets to try to get in.

Now, we can easily understand vulnerabilities and attacks because of the AI outputs flowing across the Darktrace platform as part of the comprehensive, interconnected system. I have already made a practice of seeing an alert in Darktrace DETECT/Network and clicking through to the PREVENT/ASM interface to get more context.

Achieving compliance standards for our clients

We work hard to ensure confidentiality for our clients and prospects and we also frequently work with regulated entities, so we must demonstrate that we have controls in place.

With Darktrace in our security stack, we have 24/7 coverage and can provide evidence of how autonomous responses have successfully blocked malicious activity in the past. When I have demonstrated how Darktrace works to regulators, it ticks several of their boxes. Our Darktrace coverage has been critical in helping us achieve ISO27001 compliance, the world’s best-known standard for information security management systems.

Darktrace continues to prove its value. Last year, we brought a red team into our office for penetration testing. As soon as the first tester plugged into our network, Darktrace shut him out. We spent hours clearing the alerts and blocks to let the red team continue working, which validated that Darktrace stopped them at every step.

The red team reported that our controls are effective and even in the top 10% of all companies they had ever tested. That feedback, when presented to ISO auditors, regulators, and clients, immediately answers a lot of their more arduous questions and concerns.

Darktrace helps us meet compliance frameworks while reassuring both my team and our clients that our digital infrastructure is safe.

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About the author
Michael Hughes
CISO, Appleby (guest contributor)

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Inside the SOC

Detecting Attacks Across Email, SaaS, and Network Environments with Darktrace’s AI Platform Approach

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30
Apr 2024

The State of AI in Cybersecurity

In a recent survey outlined in Darktrace’s State of AI Cyber Security whitepaper, 95% of cyber security professionals agree that AI-powered security solutions will improve their organization’s detection of cyber-threats [1]. Crucially, a combination of multiple AI methods is the most effective to improve cybersecurity; improving threat detection, accelerating threat investigation and response, and providing visibility across an organization’s digital environment.

In March 2024, Darktrace’s AI-led security platform was able to detect suspicious activity affecting a customer’s email, Software-as-a-Service (SaaS), and network environments, whilst its applied supervised learning capability, Cyber AI Analyst, autonomously correlated and connected all of these events together in one single incident, explained concisely using natural language processing.

Attack Overview

Following an initial email attack vector, an attacker logged into a compromised SaaS user account from the Netherlands, changed inbox rules, and leveraged the account to send thousands of phishing emails to internal and external users. Internal users fell victim to the emails by clicking on contained suspicious links that redirected them to newly registered suspicious domains hosted on same IP address as the hijacked SaaS account login. This activity triggered multiple alerts in Darktrace DETECT™ on both the network and SaaS side, all of which were correlated into one Cyber AI Analyst incident.

In this instance, Darktrace RESPOND™ was not active on any of the customer’s environments, meaning the compromise was able to escalate until their security team acted on the alerts raised by DETECT. Had RESPOND been enabled at the time of the attack, it would have been able to apply swift actions to contain the attack by blocking connections to suspicious endpoints on the network side and disabling users deviating from their normal behavior on the customer’s SaaS environment.

Nevertheless, thanks to DETECT and Cyber AI Analyst, Darktrace was able to provide comprehensive visibility across the customer’s three digital estate environments, decreasing both investigation and response time which enabled them to quickly enact remediation during the attack. This highlights the crucial role that Darktrace’s combined AI approach can play in anomaly detection cyber defense

Attack Details & Darktrace Coverage

Attack timeline

1. Email: the initial attack vector  

The initial attack vector was likely email, as on March 18, 2024, Darktrace observed a user device making several connections to the email provider “zixmail[.]net”, shortly before it connected to the first suspicious domain. Darktrace/Email identified multiple unusual inbound emails from an unknown sender that contained a suspicious link. Darktrace recognized these emails as potentially malicious and locked the link, ensuring that recipients could not directly click it.

Suspected initial compromise email from an unknown sender, containing a suspicious link, which was locked by Darktrace/Email.
Figure 1: Suspected initial compromise email from an unknown sender, containing a suspicious link, which was locked by Darktrace/Email.

2. Escalation to Network

Later that day, despite Darktrace/Email having locked the link in the suspicious email, the user proceeded to click on it and was directed to a suspicious external location, namely “rz8js7sjbef[.]latovafineart[.]life”, which triggered the Darktrace/Network DETECT model “Suspicious Domain”. Darktrace/Email was able to identify that this domain had only been registered 4 days before this activity and was hosted on an IP address based in the Netherlands, 193.222.96[.]9.

3. SaaS Account Hijack

Just one minute later, Darktrace/Apps observed the user’s Microsoft 365 account logging into the network from the same IP address. Darktrace understood that this represented unusual SaaS activity for this user, who had only previously logged into the customer’s SaaS environment from the US, triggering the “Unusual External Source for SaaS Credential Use” model.

4. SaaS Account Updates

A day later, Darktrace identified an unusual administrative change on the user’s Microsoft 365 account. After logging into the account, the threat actor was observed setting up a new multi-factor authentication (MFA) method on Microsoft Authenticator, namely requiring a 6-digit code to authenticate. Darktrace understood that this authentication method was different to the methods previously used on this account; this, coupled with the unusual login location, triggered the “Unusual Login and Account Update” DETECT model.

5. Obfuscation Email Rule

On March 20, Darktrace detected the threat actor creating a new email rule, named “…”, on the affected account. Attackers are typically known to use ambiguous or obscure names when creating new email rules in order to evade the detection of security teams and endpoints users.

The parameters for the email rule were:

“AlwaysDeleteOutlookRulesBlob: False, Force: False, MoveToFolder: RSS Feeds, Name: ..., MarkAsRead: True, StopProcessingRules: True.”

This rule was seemingly created with the intention of obfuscating the sending of malicious emails, as the rule would move sent emails to the "RSS Feeds” folder, a commonly used tactic by attackers as the folder is often left unchecked by endpoint users. Interestingly, Darktrace identified that, despite the initial unusual login coming from the Netherlands, the email rule was created from a different destination IP, indicating that the attacker was using a Virtual Private Network (VPN) after gaining a foothold in the network.

Hijacked SaaS account making an anomalous login from the unusual Netherlands-based IP, before creating a new email rule.
Figure 2: Hijacked SaaS account making an anomalous login from the unusual Netherlands-based IP, before creating a new email rule.

6. Outbound Phishing Emails Sent

Later that day, the attacker was observed using the compromised customer account to send out numerous phishing emails to both internal and external recipients. Darktrace/Email detected a significant spike in inbound emails on the compromised account, with the account receiving bounce back emails or replies in response to the phishing emails. Darktrace further identified that the phishing emails contained a malicious DocSend link hidden behind the text “Click Here”, falsely claiming to be a link to the presentation platform Prezi.

Figure 3: Darktrace/Email detected that the DocSend link displayed via text “Click Here”, was embedded in a Prezi link.
Figure 3: Darktrace/Email detected that the DocSend link displayed via text “Click Here”, was embedded in a Prezi link.

7. Suspicious Domains and Redirects

After the phishing emails were sent, multiple other internal users accessed the DocSend link, which directed them to another suspicious domain, “thecalebgroup[.]top”, which had been registered on the same day and was hosted on the aforementioned Netherlands-based IP, 193.222.96[.]91. At the time of the attack, this domain had not been reported by any open-source intelligence (OSINT), but it has since been flagged as malicious by multiple vendors [2].

External Sites Summary showing the suspicious domain that had never previously been seen on the network. A total of 11 “Suspicious Domain” models were triggered in response to this activity.
Figure 4: External Sites Summary showing the suspicious domain that had never previously been seen on the network. A total of 11 “Suspicious Domain” models were triggered in response to this activity.  

8. Cyber AI Analyst’s Investigation

As this attack was unfolding, Darktrace’s Cyber AI Analyst was able to autonomously investigate the events, correlating them into one wider incident and continually adding a total of 14 new events to the incident as more users fell victim to the phishing links.

Cyber AI Analyst successfully weaved together the initial suspicious domain accessed in the initial email attack vector (Figure 5), the hijack of the SaaS account from the Netherlands IP (Figure 6), and the connection to the suspicious redirect link (Figure 7). Cyber AI Analyst was also able to uncover other related activity that took place at the time, including a potential attempt to exfiltrate data out of the customer’s network.

By autonomously analyzing the thousands of connections taking place on a network at any given time, Darktrace’s Cyber AI Analyst is able to detect seemingly separate anomalous events and link them together in one incident. This not only provides organizations with full visibility over potential compromises on their networks, but also saves their security teams precious time ensuring they can quickly scope out the ongoing incident and begin remediation.

Figure 5: Cyber AI Analyst correlated the attack’s sequence, starting with the initial suspicious domain accessed in the initial email attack vector.
Figure 5: Cyber AI Analyst correlated the attack’s sequence, starting with the initial suspicious domain accessed in the initial email attack vector.
Figure 6: As the attack progressed, Cyber AI Analyst correlated and appended additional events to the same incident, including the SaaS account hijack from the Netherlands-based IP.
Figure 6: As the attack progressed, Cyber AI Analyst correlated and appended additional events to the same incident, including the SaaS account hijack from the Netherlands-based IP.
Cyber AI Analyst correlated and appended additional events to the same incident, including additional users connecting to the suspicious redirect link following the outbound phishing emails being sent.
Figure 7: Cyber AI Analyst correlated and appended additional events to the same incident, including additional users connecting to the suspicious redirect link following the outbound phishing emails being sent.

Conclusion

In this scenario, Darktrace demonstrated its ability to detect and correlate suspicious activities across three critical areas of a customer’s digital environment: email, SaaS, and network.

It is essential that cyber defenders not only adopt AI but use a combination of AI technology capable of learning and understanding the context of an organization’s entire digital infrastructure. Darktrace’s anomaly-based approach to threat detection allows it to identify subtle deviations from the expected behavior in network devices and SaaS users, indicating potential compromise. Meanwhile, Cyber AI Analyst dynamically correlates related events during an ongoing attack, providing organizations and their security teams with the information needed to respond and remediate effectively.

Credit to Zoe Tilsiter, Analyst Consulting Lead (EMEA), Brianna Leddy, Director of Analysis

Appendices

References

[1] https://darktrace.com/state-of-ai-cyber-security

[2] https://www.virustotal.com/gui/domain/thecalebgroup.top

Darktrace DETECT Model Coverage

SaaS Models

- SaaS / Access / Unusual External Source for SaaS Credential Use

- SaaS / Compromise / Unusual Login and Account Update

- SaaS / Compliance / Anomalous New Email Rule

- SaaS / Compromise / Unusual Login and New Email Rule

Network Models

- Device / Suspicious Domain

- Multiple Device Correlations / Multiple Devices Breaching Same Model

Cyber AI Analyst Incidents

- Possible Hijack of Office365 Account

- Possible SSL Command and Control

Indicators of Compromise (IoCs)

IoC – Type – Description

193.222.96[.]91 – IP – Unusual Login Source

thecalebgroup[.]top – Domain – Possible C2 Endpoint

rz8js7sjbef[.]latovafineart[.]life – Domain – Possible C2 Endpoint

https://docsend[.]com/view/vcdmsmjcskw69jh9 - Domain - Phishing Link

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About the author
Zoe Tilsiter
Cyber Analyst
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