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eXtend Security on Xcode
Vol.01 Mar/26/2014
Tokuji Akamine
Raymund Pedraita
DU, Rakuten, Inc.
http://www.rakuten.co.jp/
About Us
• Who we are
– Tokuji Akamine @tokujia
• Lead Security Engineer, Rakuten Inc.
– Raymund Dante Pedraita (redwud)
• Senior Security Engineer, Rakuten Inc.
Statistics : iOS Apps
• More than 1 million apps on the AppStore
• Users spent $ 10 billion for paid apps
• 3 billion apps were downloaded
• Almost half of all smartphone owners were
concerned about privacy
• 90% of iOS mobile apps show security
vulnerabilities
References:
http://www.apple.com/pr/library/2014/01/07App-Store-Sales-Top-10-Billion-in-2013.html
http://www.mobilesecurity.com/articles/656-smartphone-users-reveal-mobile-privacy-fears
http://www.zdnet.com/hp-research-finds-vulnerabilities-in-9-of-10-mobile-apps-
7000023324/
Statistics : iOS Apps
• According to the IOActive’s research, many
banking apps have security issues
– 40% of the audited apps did not validate the
authenticity of SSL certificates presented.
– Many of the apps (90%) contained several non-SSL
links
– 50% of the apps are vulnerable to JavaScript
injections via insecure UIWebView implementations.
Reference: http://blog.ioactive.com/2014/01/personal-banking-apps-leak-info-through.html
So, what can we use?
• Security Awareness and Education
– OWASP Top 10 Mobile Risks
– iGoat, DVIA
• Secure Development
– OWASP Top 10 Mobile Controls
– iOS Developer Cheat Sheet
– iMAS
• Security Testing
– iOS Application Security Testing Cheat Sheet
– Anything else?
Reference: OWASP Mobile Security Project
Security Testing Tools
for iOS Apps
• Free Tools
– Dynamic Analysis Tools, Pen-testing frameworks:
iAuditor, iNalyzer, snoop-it, Introspy-iOS
• Commercial Tools
– Static Security Analysis Tools & Service: Veracode,
Cxsuite, Fortify, AppScan Source and maybe more …
Motivations
• No free security source code analysis tools
• A lot of manual work for security testing
• Can't fully depend on grep and scripts.
• Security coding guideline doesn’t work well by
itself
• Introduce an early detection tool
Xcode Plug-in
• We extend security on Xcode with our plug-in
– Centralize developer-friendly security features on the
IDE
– Provide a solution to avoid making vulnerabilities
– Detect vulnerabilities at earlier phases of
development
– Cut down the cost of manual security testing
Intro of Xcode plug-in
development
• Choose “Bundle” as a template and “Cocoa” as
a Framework
• Configure build settings
(XCGCReady, XCPluginHasUI, XC4Compatible,
Deployment Location, Wrapper Extension, etc.)
• Create a Class
• Build
• Relaunch Xcode
Xcode plug-in development
continues …
• Internal Frameworks
– IDEKit, IDEFoundation
/Applications/Xcode.app/Contents/Frameworks/
– DVTKit, DVTFoundation
/Applications/Xcode.app/Contents/SharedFrameworks/
– IDESourceEditor, IDEQuickHelp, Xcode3UI, etc.
/Applications/Xcode.app/Contents/PlugIns/
– DevToolsCore, etc.
/Applications/Xcode.app/Contents/OtherFrameworks/
– WebKit, etc.
/Applications/Xcode.app/Developer/Platforms/MacOSX.platform/D
eveloper/SDKs/MacOSX[ver].sdk/System/Library/Frameworks/
Xcode plug-in development
continues …
• Obtain internal class information with class-
dump to look for useful Class, Methods,
Properties
@interface IDESourceCodeEditor : IDEEditor <NSTextViewDelegate, NSMenuDelegate, NSPopoverDelegate,
…>
…
+ (id)keyPathsForValuesAffectingIsWorkspaceBuilding;
+ (void)revertStateWithDictionary:(id)arg1 withSourceTextView:(id)arg2 withEditorDocument:(id)arg3;
+ (void)commitStateToDictionary:(id)arg1 withSourceTextView:(id)arg2;
+ (long long)version;
+ (void)configureStateSavingObjectPersistenceByName:(id)arg1;
@property(retain) IDESingleFileProcessingToolbarController *singleFileProcessingToolbarController; // …
@property(retain) IDEAnalyzerResultsExplorer *analyzerResultsExplorer; // …
@property(retain, nonatomic) DVTSourceExpression *mouseOverExpression; // …
@property(retain) IDESourceCodeEditorContainerView *containerView; // …
@property(retain) DVTSourceTextView *textView; // …
…
Available Xcode Plug-ins
• XVim
• Injection
• BBUncrustifyPlugin
• Xcode Fixins
• XcodeColors
• OMColorSense
• KSImageNamed-Xcode
• XcodeExplorer
etc.
XSecurity
• XSecurity
– Quick Security Help with built-in Security Guidelines
– Real-time Vulnerability Notifications
– Static Analysis with Clang Static Analyzer
Feature 1: Quick Security Help
• Quick Help
– Display concise reference documentation without
taking focus away from the file you’re editing.
Feature 1: Quick Security Help
• Quick Security Help
– Add security guidelines in reference documentation.
– Added to both Quick Help Inspector and the Quick
Help Window
– Can automatically display and hide the inspector
area.
Feature 1: Quick Security Help
Quick Help Window
Quick Help Inspector
Feature 2: Real-time
Vulnerability Notifications
• Real-time Vulnerability Notifications
– Show the vulnerability as it is being created.
– Instant bug know-how to developers.
– Early prevention.
Feature 2: Real-time
Vulnerability Notifications
• Detection Triggers
– When the source is modified.
– When switching between source files.
• Methodology
– Research parts of Xcode, how it works.
– Categorize vulnerabilities according to
characteristics.
– Heavy use of RegEx
Feature 2: Real-time
Vulnerability Notifications
Feature 3: Clang Static
Security Analyzer
• Clang
– A compiler front-end for C family languages
– It uses LLVM as its back end
– Creates an abstract syntax tree (AST) of the code
– LLVM Community (Mainly professionals from Apple,
Google, ARM, Intel, etc.)
Feature 3: Clang Static
Security Analyzer
• Clang Static Analyzer
– A source code analysis tool that can find bugs in C,
C++ and Objective-C programs.
– Can run from CLI and within Xcode
– 100% open source and part of Clang project
• Alternative static code analysis tool: OCLint
Feature 3: Clang Static
Security Analyzer
• It boils down to checkers
– Static analyzer engine can do path-sensitive
exploration of the program.
– Checkers implement the logic for bug detection
– And, construct bug reports.
– Well-documented
http://clang-analyzer.llvm.org/checker_dev_manual.html
Feature 3: Clang Static
Security Analyzer
• Analyzer in action
Feature 3: Clang Static
Security Analyzer
• CI with Security Checkers
Detectable Vulnerabilities
Category Vulnerability Real-time Checker
Insecure Data
Storage
Insecure Keychain Storage ● ●
Insecure NSUserDefaults Usage ● ●
Unencrypted Data in plist File ●
Insecure Permanent Credential
Storage
● ●
Insufficient Transport
Layer Security
Ignores Certificate Validation Errors
● ●
Security Decisions
Via Untrusted Inputs
Abusing URL Schemes
● ●
Side Channel Data
Leakage
Leaking Web Caches ●
Leaking Logs ● ●
Leaking Pasteboard ●
Client Side Injection SQL Injection (SQLite) ●
XSecurity Project
• XSecurity Project
https://github.com/XSecurity/
@prj_xsecurity
Future Plans
• We aim to…
– Make configurations flexible or customizable guideline
in Quick Security Help
– Have an option to select rules
– Improve reporting functionalities
– Develop more rules for real-time vulnerability
notifications and checkers
Next vulnerabilities
Category Vulnerability
Insufficient Transport Layer Security Data Transport Over Unencrypted Channel
Query String for Sensitive Data
Certificate Unpinning
Sensitive Information Disclosure Hard Coded Sensitive Information
Query String for Sensitive Data
Broken Cryptography Use Vulnerable Encryption Algorithms
Poor Authorization & Authentication Invalid Usage of Persistent Identifier
Insecure OAuth implementation
Client Side Injection Cross Site Scripting
Questions?
Thank you
References
• References
– OWASP Mobile Security Project
– Mac Developer Library
– The LLVM project
– OCLint
– Clang Scan-Build Jenkins Plugin

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eXtend Security on Xcode

  • 1. eXtend Security on Xcode Vol.01 Mar/26/2014 Tokuji Akamine Raymund Pedraita DU, Rakuten, Inc. http://www.rakuten.co.jp/
  • 2. About Us • Who we are – Tokuji Akamine @tokujia • Lead Security Engineer, Rakuten Inc. – Raymund Dante Pedraita (redwud) • Senior Security Engineer, Rakuten Inc.
  • 3. Statistics : iOS Apps • More than 1 million apps on the AppStore • Users spent $ 10 billion for paid apps • 3 billion apps were downloaded • Almost half of all smartphone owners were concerned about privacy • 90% of iOS mobile apps show security vulnerabilities References: http://www.apple.com/pr/library/2014/01/07App-Store-Sales-Top-10-Billion-in-2013.html http://www.mobilesecurity.com/articles/656-smartphone-users-reveal-mobile-privacy-fears http://www.zdnet.com/hp-research-finds-vulnerabilities-in-9-of-10-mobile-apps- 7000023324/
  • 4. Statistics : iOS Apps • According to the IOActive’s research, many banking apps have security issues – 40% of the audited apps did not validate the authenticity of SSL certificates presented. – Many of the apps (90%) contained several non-SSL links – 50% of the apps are vulnerable to JavaScript injections via insecure UIWebView implementations. Reference: http://blog.ioactive.com/2014/01/personal-banking-apps-leak-info-through.html
  • 5. So, what can we use? • Security Awareness and Education – OWASP Top 10 Mobile Risks – iGoat, DVIA • Secure Development – OWASP Top 10 Mobile Controls – iOS Developer Cheat Sheet – iMAS • Security Testing – iOS Application Security Testing Cheat Sheet – Anything else? Reference: OWASP Mobile Security Project
  • 6. Security Testing Tools for iOS Apps • Free Tools – Dynamic Analysis Tools, Pen-testing frameworks: iAuditor, iNalyzer, snoop-it, Introspy-iOS • Commercial Tools – Static Security Analysis Tools & Service: Veracode, Cxsuite, Fortify, AppScan Source and maybe more …
  • 7. Motivations • No free security source code analysis tools • A lot of manual work for security testing • Can't fully depend on grep and scripts. • Security coding guideline doesn’t work well by itself • Introduce an early detection tool
  • 8. Xcode Plug-in • We extend security on Xcode with our plug-in – Centralize developer-friendly security features on the IDE – Provide a solution to avoid making vulnerabilities – Detect vulnerabilities at earlier phases of development – Cut down the cost of manual security testing
  • 9. Intro of Xcode plug-in development • Choose “Bundle” as a template and “Cocoa” as a Framework • Configure build settings (XCGCReady, XCPluginHasUI, XC4Compatible, Deployment Location, Wrapper Extension, etc.) • Create a Class • Build • Relaunch Xcode
  • 10. Xcode plug-in development continues … • Internal Frameworks – IDEKit, IDEFoundation /Applications/Xcode.app/Contents/Frameworks/ – DVTKit, DVTFoundation /Applications/Xcode.app/Contents/SharedFrameworks/ – IDESourceEditor, IDEQuickHelp, Xcode3UI, etc. /Applications/Xcode.app/Contents/PlugIns/ – DevToolsCore, etc. /Applications/Xcode.app/Contents/OtherFrameworks/ – WebKit, etc. /Applications/Xcode.app/Developer/Platforms/MacOSX.platform/D eveloper/SDKs/MacOSX[ver].sdk/System/Library/Frameworks/
  • 11. Xcode plug-in development continues … • Obtain internal class information with class- dump to look for useful Class, Methods, Properties @interface IDESourceCodeEditor : IDEEditor <NSTextViewDelegate, NSMenuDelegate, NSPopoverDelegate, …> … + (id)keyPathsForValuesAffectingIsWorkspaceBuilding; + (void)revertStateWithDictionary:(id)arg1 withSourceTextView:(id)arg2 withEditorDocument:(id)arg3; + (void)commitStateToDictionary:(id)arg1 withSourceTextView:(id)arg2; + (long long)version; + (void)configureStateSavingObjectPersistenceByName:(id)arg1; @property(retain) IDESingleFileProcessingToolbarController *singleFileProcessingToolbarController; // … @property(retain) IDEAnalyzerResultsExplorer *analyzerResultsExplorer; // … @property(retain, nonatomic) DVTSourceExpression *mouseOverExpression; // … @property(retain) IDESourceCodeEditorContainerView *containerView; // … @property(retain) DVTSourceTextView *textView; // … …
  • 12. Available Xcode Plug-ins • XVim • Injection • BBUncrustifyPlugin • Xcode Fixins • XcodeColors • OMColorSense • KSImageNamed-Xcode • XcodeExplorer etc.
  • 13. XSecurity • XSecurity – Quick Security Help with built-in Security Guidelines – Real-time Vulnerability Notifications – Static Analysis with Clang Static Analyzer
  • 14. Feature 1: Quick Security Help • Quick Help – Display concise reference documentation without taking focus away from the file you’re editing.
  • 15. Feature 1: Quick Security Help • Quick Security Help – Add security guidelines in reference documentation. – Added to both Quick Help Inspector and the Quick Help Window – Can automatically display and hide the inspector area.
  • 16. Feature 1: Quick Security Help Quick Help Window Quick Help Inspector
  • 17. Feature 2: Real-time Vulnerability Notifications • Real-time Vulnerability Notifications – Show the vulnerability as it is being created. – Instant bug know-how to developers. – Early prevention.
  • 18. Feature 2: Real-time Vulnerability Notifications • Detection Triggers – When the source is modified. – When switching between source files. • Methodology – Research parts of Xcode, how it works. – Categorize vulnerabilities according to characteristics. – Heavy use of RegEx
  • 20. Feature 3: Clang Static Security Analyzer • Clang – A compiler front-end for C family languages – It uses LLVM as its back end – Creates an abstract syntax tree (AST) of the code – LLVM Community (Mainly professionals from Apple, Google, ARM, Intel, etc.)
  • 21. Feature 3: Clang Static Security Analyzer • Clang Static Analyzer – A source code analysis tool that can find bugs in C, C++ and Objective-C programs. – Can run from CLI and within Xcode – 100% open source and part of Clang project • Alternative static code analysis tool: OCLint
  • 22. Feature 3: Clang Static Security Analyzer • It boils down to checkers – Static analyzer engine can do path-sensitive exploration of the program. – Checkers implement the logic for bug detection – And, construct bug reports. – Well-documented http://clang-analyzer.llvm.org/checker_dev_manual.html
  • 23. Feature 3: Clang Static Security Analyzer • Analyzer in action
  • 24. Feature 3: Clang Static Security Analyzer • CI with Security Checkers
  • 25. Detectable Vulnerabilities Category Vulnerability Real-time Checker Insecure Data Storage Insecure Keychain Storage ● ● Insecure NSUserDefaults Usage ● ● Unencrypted Data in plist File ● Insecure Permanent Credential Storage ● ● Insufficient Transport Layer Security Ignores Certificate Validation Errors ● ● Security Decisions Via Untrusted Inputs Abusing URL Schemes ● ● Side Channel Data Leakage Leaking Web Caches ● Leaking Logs ● ● Leaking Pasteboard ● Client Side Injection SQL Injection (SQLite) ●
  • 26. XSecurity Project • XSecurity Project https://github.com/XSecurity/ @prj_xsecurity
  • 27. Future Plans • We aim to… – Make configurations flexible or customizable guideline in Quick Security Help – Have an option to select rules – Improve reporting functionalities – Develop more rules for real-time vulnerability notifications and checkers
  • 28. Next vulnerabilities Category Vulnerability Insufficient Transport Layer Security Data Transport Over Unencrypted Channel Query String for Sensitive Data Certificate Unpinning Sensitive Information Disclosure Hard Coded Sensitive Information Query String for Sensitive Data Broken Cryptography Use Vulnerable Encryption Algorithms Poor Authorization & Authentication Invalid Usage of Persistent Identifier Insecure OAuth implementation Client Side Injection Cross Site Scripting
  • 31. References • References – OWASP Mobile Security Project – Mac Developer Library – The LLVM project – OCLint – Clang Scan-Build Jenkins Plugin