Attacking and Defending Mobile Applications
Jerod Brennen, Jacadis
Agenda
• AppSec in the SDLC
• Mobile Apps From an Attacker’s POV
• Defensive Tools and Techniques
• Resources
The Secret to Learning Code
“One of the best techniques to learn to code is
to reverse engineer existing code.”
From http://lifehacker.com/learn-to-code-by-breaking-someone-elses-code-1442438673 &
http://blog.teamtreehouse.com/the-secret-to-learning-code
APPSEC IN THE SDLC
Understand Your Environment
• What development methodologies do we follow?
• What programming languages do we use?
• What risk/security frameworks do we follow?
• What third-party libraries do we use?
• What stages in the development process
require approval from the security team?
Understand Your Platform - iOS
• Sandbox directories in iOS
• Defend apps from one another
• Keychain data is stored outside of the sandbox
Image from https://developer.apple.com/library/ios/doc
umentation/iphone/conceptual/iphoneospr
ogrammingguide/TheiOSEnvironment/Thei
OSEnvironment.html
Understand Your Platform - Android
Two android apps,
distinct sandboxes
Two android apps,
shared sandbox
Understand Your Platform - BlackBerry
• QNX micro kernel
• Allocates virtual memory to each process
• Process manager functions like a traffic cop
• Need to explicitly grant data access to each app
Image from http://crackberry.com/history-qnx-and-
it%E2%80%99s-implementation-
blackberry-10
Understand Your Platform - Windows
• Security provided by Windows 7
• Surface Shell manages apps, windows, orientation, and user sessions
• Surface and Windows Integration handles critical failures
Image from http://msdn.microsoft.com/en-
us/library/ff727809.aspx
Three Key Security Checks
• Source Code Security Reviews – Manual Reviews – Reverse Binaries
• Security Tests in QA – Positive AND Negative Test Cases
• Analysis of “Deployed” Apps – Automated Scans – Manual Analysis
Source Code Reviews (OWASP)
• Methodology (v1.1, current) – Preparation – Security Code Review in the SDLC – Security Code Review Coverage – Application Threat Modeling – Code Review Metrics
• Methodology (v2.0, due in January 2014) – Preparation – Application Threat Modeling – Understanding Code Layout/Design/Architecture – Reviewing by Technical Control – Reviewing by Vulnerability – Security Code Review for Agile Development
The SQA Process
• Initiation
• Planning
• Tracking
• Training
• Reviews
• Issue Resolution
• Testing
• Audit
• Process Improvement
List from http://www.verndale.com/Our-Thinking/9-Steps-of-the-SQA-Process.aspx
Test Cases
• Positive AND Negative
• Top 10 Negative Test Cases – Embedded Single Quote – Required Data Entry – Field Type Test – Field Size Test – Numeric Bounds Test – Numeric Limits Test – Date Bounds Test – Date Validity – Web Session Testing – Performance Changes
List from http://www.sqatester.com/methodology/Top10NegativeTestCases.htm
Application Analysis • Automated scanning tools and manual analysis
• OWASP Testing Guide (v3)
– Information Gathering – Configuration Management Testing – Authentication Testing – Session Management Testing – Authorization Testing – Business Logic Testing – Data Validation Testing – Testing for Denial of Service – Web Services Testing – AJAX Testing
• Version 4 in development (some material available)
MOBILE APPS FROM AN ATTACKER’S POV
There’s Gold in Them There Hills…
From Blue Coat Systems 2013 Mobile Malware Report
OWASP Top 10 Mobile Risks
Image from https://www.owasp.org/index.php/OWASP_Mobile_Security_Project#tab=Top_
Ten_Mobile_Risks
Data at Rest - Deconstructing .ipa Files
• Download from app store – Mac OS X 10.7 Lion: ~/Music/iTunes/iTunes
Media/Mobile Applications/
– Mac OS X 10.6: ~/Music/iTunes/Mobile Applications/
– Windows 7: C:\Users\Username\My
Music\iTunes\iTunes Media\Mobile Applications\
• Extract app to folder using 7-zip
• Manually examine the files using Notepad++ or prgrep
• Look for sensitive info (integration points) – Connection strings
– Calls to Internet-facing web services
– Calls to other local resources
Advanced App Analysis - iOS • otool (run on binary, get size of encrypted payload)
– https://developer.apple.com/library/mac/documentation/Darwin/Reference/ManPages/man1/otool.1.html
• gdb (dump payload and payload size) – https://www.gnu.org/software/gdb/
• ldid (sign new binary) – http://gitweb.saurik.com/ldid.git
• IDA Pro with objc-helper – https://www.hex-rays.com/products/ida/support/download.shtml – https://code.google.com/p/zynamics/source/checkout?repo=objc-helper
• Class Dump
– http://cydia.saurik.com/info/class-dump/
• Theos – http://iphonedevwiki.net/index.php/Theos
Data at Rest - Deconstructing .apk Files
• Download from app store – Copy .apk file from rooted Android device to
laptop via USB cable
– Send .apk file from non-rooted Android device to Dropbox via APK Extractor
– Alternately, you can download some .apk
files from .apk archive sites
• Extract app to folder using 7-zip
• Manually examine the files using Notepad++ or prgrep
• Look for sensitive info (integration points) – Connection strings
– Calls to Internet-facing web services
– Calls to other local resources
Advanced App Analysis - Android • APKTool
– https://code.google.com/p/android-apktool/
• dex2jar – https://code.google.com/p/dex2jar/
• Smali – https://code.google.com/p/smali/
• androguard – https://code.google.com/p/androguard/
• APKManager – http://xdafileserver.nl/index.php?dir=Samsung%2FGalaxy+S
+III%2FCUSTOM+ROMS%2Fwanamlite%2FApkManager%2FV6.1
• Obfuscate your code with ProGuard and DexGuard
– http://proguard.sourceforge.net/ – ProGuard is included in Android SDK; DexGuard is not
Data in Motion - Monitoring App Traffic
• Plug laptop into wired network connection
• Created an ad hoc wireless network on laptop
• Connect mobile device to ad hoc wireless network
• Start Wireshark on laptop
– Capture ALL packets between mobile device and server
• Use mobile device as a normal end user
• Analyze Wireshark traffic
– Unencrypted credentials
– Unencrypted account information
– Connection strings to servers (including third parties)
DEFENSIVE TOOLS & TECHNIQUES
Developer Training • OWASP Resources
– Top 10 Application Security Risks – Top 10 Mobile Security Risks
– WebGoat Project (Java)
– Mutillidae (PHP) – Bricks (PHP and MySQL)
• SANS Courses
– SEC542: Web App Penetration Testing and Ethical Hacking – DEV522: Defending Web Applications Security Essentials
– DEV541: Secure Coding in Java/JEE
– DEV544: Secure Coding in .NET
• Web Application Security Consortium
– Web Security Articles
– Web Security Glossary – Web Hacking Incidents Database (WHID)
– WASC Threat Classification v2
Code Obfuscation Techniques • Implement anti-debug techniques
– Limit runtime manipulation – Write critical portions of code in low-level C
• Restrict debuggers – Tell the OS to prohibit debuggers from attaching to process – Android apps – android:debuggable=“false” in manifest
• Trace checking – When trace detected, take defensive action
• Optimizations – Hide complex logic with built-in compiler optimizations
• Stripping binaries – Strips the symbol table
List from https://viaforensics.com/resources/reports/best-practices-ios-android-secure-mobile-development/code-complexity-obfuscation/
Santoku Linux
• Sponsored by viaForensics
• ‘Three uses’
– Mobile Forensics • Firmware flashing tools • Imaging tools • Forensics tools (free + commercial)
– Mobile Malware Analysis
• Mobile device emulators
• Network service simulators • Decompilation and disassembly
tools • Access to malware databases
– Mobile Security Testing • Decompilation and disassembly
tools • Customized app analysis scripts
MobiSec Linux
• More robust than Santoku
• Includes Blackberry tools
• Includes emulators and simulators
• Includes links to mobile infrastructure tools – BES Express
– Google Mobile Management – iPhone Configuration Tool
• Includes Smartphone
Pentest Framework (SPF)
Windows App Security Tools
• Microsoft SDL Threat Modeling Tool
• FxCop – Static analyzer
• BinScope – Binary analyzer
• MiniFuzz File Fuzzer – Analyzes file-handling code
• Banned.h – Header file
– Remove banned functions from code
All five (5) tools can be downloaded from
http://msdn.microsoft.com/en-us/library/windowsphone/develop/ff402533(v=vs.105).aspx
iOS AppSec Cheat Sheet
Image from https://www.owasp.org/index.php/IOS_Application_Security_Testing_Cheat_Sheet
RESOURCES
Resources - General • Secure Mobile Development: 42+ Best Practices for Secure iOS
and Android Development – https://viaforensics.com/mobile-security/secure-mobile-development-
42-practices-secure-ios-android-development.html
• Secure Mobile Application Development Reference – http://www.denimgroup.com/media/pdfs/MobileDevReference.pdf
• Developing Secure Mobile Applications – http://www.slideshare.net/denimgroup/developing-secure-mobile-
applications-17732256
• Security Assessment of BlackBerry Applications – http://resources.infosecinstitute.com/security-assessment-of-
blackberry-applications/
• Mobile App Security Code Reviews – http://www.slideshare.net/denimgroup/mobile-application-security-code-reviews
• OWASP Advanced Mobile Application Code Review Techniques – https://www.owasp.org/index.php/File:OWASP_Advanced_Mobile_Application_Co
de_Review_Techniques.pptx
• Santoku Linux – https://santoku-linux.com/
• MobiSec Linux – http://mobisec.secureideas.net/
Resources - Android • Understanding Android’s Security Framework (Tutorial)
– http://siis.cse.psu.edu/android_sec_tutorial.html
• Android Developer Security Tips – http://developer.android.com/training/articles/security-
tips.html
• Understanding Security on Android – http://www.ibm.com/developerworks/library/x-
androidsecurity/
• Creating Secure (BlackBerry) Apps
– http://developer.blackberry.com/bbos/java/documentation/security_overview_1981777_11.html
• BlackBerry 10 Security Considerations – http://developer.blackberry.com/native/documentation/cascad
es/best_practices/security/
Resources - Windows • Security for Windows Phone (includes tool links)
– http://msdn.microsoft.com/en-us/library/windowsphone/develop/ff402533(v=vs.105).aspx
• WebBrowser control security best practices for Windows Phone – http://msdn.microsoft.com/en-
us/library/windowsphone/develop/ff462081(v=vs.105).aspx
• Web service security for Windows Phone – http://msdn.microsoft.com/en-
us/library/windowsphone/develop/gg521147(v=vs.105).aspx
• How to encrypt data in a Windows Phone app – http://msdn.microsoft.com/en-
us/library/windowsphone/develop/hh487164(v=vs.105).aspx
• Data for Windows Phone – http://msdn.microsoft.com/en-
us/library/windowsphone/develop/ff402541(v=vs.105).aspx
• Hardening Windows 8 Apps for the Windows Store – http://www.youtube.com/watch?v=5pxfy5GyQ5g
Resources - iOS • iOS Application Security tutorial series (pen testing)
– http://resources.infosecinstitute.com/ios-application-security-part-1-setting-up-a-mobile-pentesting-platform/
• iOS Introduction to Secure Coding Guide – https://developer.apple.com/library/ios/documentation/Securit
y/Conceptual/SecureCodingGuide/Introduction.html#//apple_ref/doc/uid/TP40002415
• iOS App Sandboxing – https://developer.apple.com/app-sandboxing/
• Reverse Engineering an iOS Application – http://dinezhshetty.blogspot.com/2013/01/reverse-
engineering-ios-application.html
• iOS Applications Reverse Engineering – http://media.hacking-
lab.com/scs3/scs3_pdf/SCS3_2011_Bachmann.pdf
• Secure Development on iOS – https://www.isecpartners.com/media/12985/secure_developm
ent_on_ios.pdf
Contact Info
Jerod Brennen, CISSP CTO & Principal Security Consultant, Jacadis
LinkedIn: http://www.linkedin/com/in/slandail
Twitter: https://twitter.com/slandail
http://www.jacadis.com/