ruby--ruby/test/rubygems/test_gem_security.rb

require 'rubygems/test_case'
require 'rubygems/security'
require 'rubygems/fix_openssl_warnings' if RUBY_VERSION < "1.9"

unless defined?(OpenSSL::SSL) then
  warn 'Skipping Gem::Security tests.  openssl not found.'
end

class TestGemSecurity < Gem::TestCase

  CHILD_KEY = load_key 'child'

  ALTERNATE_CERT = load_cert 'child'
  CHILD_CERT     = load_cert 'child'
  EXPIRED_CERT   = load_cert 'expired'

  def setup
    super

    @SEC = Gem::Security
  end

  def test_class_create_cert
    name = PUBLIC_CERT.subject
    key = PRIVATE_KEY

    cert = @SEC.create_cert name, key, 60, Gem::Security::EXTENSIONS, 5

    assert_kind_of OpenSSL::X509::Certificate, cert

    assert_equal    2,                     cert.version
    assert_equal    5,                     cert.serial
    assert_equal    key.public_key.to_pem, cert.public_key.to_pem
    assert_in_delta Time.now,              cert.not_before, 10
    assert_in_delta Time.now + 60,         cert.not_after, 10
    assert_equal    name.to_s,             cert.subject.to_s

    assert_equal 3, cert.extensions.length,
                 cert.extensions.map { |e| e.to_a.first }

    constraints = cert.extensions.find { |ext| ext.oid == 'basicConstraints' }
    assert_equal 'CA:FALSE', constraints.value

    key_usage = cert.extensions.find { |ext| ext.oid == 'keyUsage' }
    assert_equal 'Digital Signature, Key Encipherment, Data Encipherment',
                 key_usage.value

    key_ident = cert.extensions.find { |ext| ext.oid == 'subjectKeyIdentifier' }
    assert_equal 59, key_ident.value.length
    assert_equal '5F:43:6E:F6:9A:8E:45:25:E9:22:E3:7D:37:5E:A4:D5:36:02:85:1B',
                 key_ident.value

    assert_equal '', cert.issuer.to_s
    assert_equal name.to_s, cert.subject.to_s
  end

  def test_class_create_cert_self_signed
    subject = PUBLIC_CERT.subject

    cert = @SEC.create_cert_self_signed subject, PRIVATE_KEY, 60

    assert_equal '/CN=nobody/DC=example', cert.issuer.to_s
  end

  def test_class_create_cert_email
    email = 'nobody@example'
    name = PUBLIC_CERT.subject
    key = PRIVATE_KEY

    cert = @SEC.create_cert_email email, key, 60

    assert_kind_of OpenSSL::X509::Certificate, cert

    assert_equal    2,                     cert.version
    assert_equal    1,                     cert.serial
    assert_equal    key.public_key.to_pem, cert.public_key.to_pem
    assert_in_delta Time.now,              cert.not_before, 10
    assert_in_delta Time.now + 60,         cert.not_after, 10
    assert_equal    name.to_s,             cert.subject.to_s
    assert_equal    name.to_s,             cert.issuer.to_s

    assert_equal 5, cert.extensions.length,
                 cert.extensions.map { |e| e.to_a.first }

    constraints = cert.extensions.find { |ext| ext.oid == 'subjectAltName' }
    assert_equal 'email:nobody@example', constraints.value

    constraints = cert.extensions.find { |ext| ext.oid == 'basicConstraints' }
    assert_equal 'CA:FALSE', constraints.value

    key_usage = cert.extensions.find { |ext| ext.oid == 'keyUsage' }
    assert_equal 'Digital Signature, Key Encipherment, Data Encipherment',
                 key_usage.value

    key_ident = cert.extensions.find { |ext| ext.oid == 'subjectKeyIdentifier' }
    assert_equal 59, key_ident.value.length
    assert_equal '5F:43:6E:F6:9A:8E:45:25:E9:22:E3:7D:37:5E:A4:D5:36:02:85:1B',
                 key_ident.value
  end

  def test_class_create_key
    key = @SEC.create_key 1024

    assert_kind_of OpenSSL::PKey::RSA, key
  end

  def test_class_email_to_name
    assert_equal '/CN=nobody/DC=example',
                 @SEC.email_to_name('nobody@example').to_s

    assert_equal '/CN=nobody/DC=example/DC=com',
                 @SEC.email_to_name('nobody@example.com').to_s

    assert_equal '/CN=no.body/DC=example',
                 @SEC.email_to_name('no.body@example').to_s

    assert_equal '/CN=no_body/DC=example',
                 @SEC.email_to_name('no+body@example').to_s
  end

  def test_class_re_sign
    re_signed = Gem::Security.re_sign EXPIRED_CERT, PRIVATE_KEY, 60

    assert_in_delta Time.now,      re_signed.not_before, 10
    assert_in_delta Time.now + 60, re_signed.not_after,  10
    assert_equal EXPIRED_CERT.serial + 1, re_signed.serial

    assert re_signed.verify PUBLIC_KEY
  end

  def test_class_re_sign_not_self_signed
    e = assert_raises Gem::Security::Exception do
      Gem::Security.re_sign CHILD_CERT, CHILD_KEY
    end

    child_alt_name = CHILD_CERT.extensions.find do |extension|
      extension.oid == 'subjectAltName'
    end

    assert_equal "#{child_alt_name.value} is not self-signed, contact " +
                 "#{ALTERNATE_CERT.issuer} to obtain a valid certificate",
                 e.message
  end

  def test_class_re_sign_wrong_key
    e = assert_raises Gem::Security::Exception do
      Gem::Security.re_sign ALTERNATE_CERT, PRIVATE_KEY
    end

    assert_equal "incorrect signing key for re-signing " +
                 "#{ALTERNATE_CERT.subject}",
                 e.message
  end

  def test_class_reset
    trust_dir = @SEC.trust_dir

    @SEC.reset

    refute_equal trust_dir, @SEC.trust_dir
  end

  def test_class_sign
    issuer = PUBLIC_CERT.subject
    signee = OpenSSL::X509::Name.parse "/CN=signee/DC=example"

    key  = PRIVATE_KEY
    cert = OpenSSL::X509::Certificate.new
    cert.subject = signee

    cert.subject    = signee
    cert.public_key = key.public_key

    signed = @SEC.sign cert, key, PUBLIC_CERT, 60

    assert_equal    key.public_key.to_pem, signed.public_key.to_pem
    assert_equal    signee.to_s,           signed.subject.to_s
    assert_equal    issuer.to_s,           signed.issuer.to_s

    assert_in_delta Time.now,              signed.not_before, 10
    assert_in_delta Time.now + 60,         signed.not_after, 10

    assert_equal 4, signed.extensions.length,
                 signed.extensions.map { |e| e.to_a.first }

    constraints = signed.extensions.find { |ext| ext.oid == 'issuerAltName' }
    assert_equal 'email:nobody@example', constraints.value, 'issuerAltName'

    constraints = signed.extensions.find { |ext| ext.oid == 'basicConstraints' }
    assert_equal 'CA:FALSE', constraints.value

    key_usage = signed.extensions.find { |ext| ext.oid == 'keyUsage' }
    assert_equal 'Digital Signature, Key Encipherment, Data Encipherment',
                 key_usage.value

    key_ident =
      signed.extensions.find { |ext| ext.oid == 'subjectKeyIdentifier' }
    assert_equal 59, key_ident.value.length
    assert_equal '5F:43:6E:F6:9A:8E:45:25:E9:22:E3:7D:37:5E:A4:D5:36:02:85:1B',
                 key_ident.value

    assert signed.verify key
  end

  def test_class_sign_AltName
    issuer = PUBLIC_CERT.subject
    signee = OpenSSL::X509::Name.parse "/CN=signee/DC=example"

    cert = @SEC.create_cert_email 'signee@example', PRIVATE_KEY

    signed = @SEC.sign cert, PRIVATE_KEY, PUBLIC_CERT, 60

    assert_equal    PUBLIC_KEY.to_pem, signed.public_key.to_pem
    assert_equal    signee.to_s,       signed.subject.to_s
    assert_equal    issuer.to_s,       signed.issuer.to_s

    assert_in_delta Time.now,          signed.not_before, 10
    assert_in_delta Time.now + 60,     signed.not_after, 10

    assert_equal 5, signed.extensions.length,
                 signed.extensions.map { |e| e.to_a.first }

    constraints = signed.extensions.find { |ext| ext.oid == 'issuerAltName' }
    assert_equal 'email:nobody@example', constraints.value, 'issuerAltName'

    constraints = signed.extensions.find { |ext| ext.oid == 'subjectAltName' }
    assert_equal 'email:signee@example', constraints.value, 'subjectAltName'

    constraints = signed.extensions.find { |ext| ext.oid == 'basicConstraints' }
    assert_equal 'CA:FALSE', constraints.value

    key_usage = signed.extensions.find { |ext| ext.oid == 'keyUsage' }
    assert_equal 'Digital Signature, Key Encipherment, Data Encipherment',
                 key_usage.value

    key_ident =
      signed.extensions.find { |ext| ext.oid == 'subjectKeyIdentifier' }
    assert_equal 59, key_ident.value.length
    assert_equal '5F:43:6E:F6:9A:8E:45:25:E9:22:E3:7D:37:5E:A4:D5:36:02:85:1B',
                 key_ident.value

    assert signed.verify PUBLIC_KEY
  end

  def test_class_trust_dir
    trust_dir = @SEC.trust_dir

    expected = File.join Gem.user_home, '.gem/trust'

    assert_equal expected, trust_dir.dir
  end

  def test_class_write
    key = @SEC.create_key 1024

    path = File.join @tempdir, 'test-private_key.pem'

    @SEC.write key, path

    assert_path_exists path

    key_from_file = File.read path

    assert_equal key.to_pem, key_from_file
  end

  def test_class_write_encrypted
    key = @SEC.create_key 1024

    path = File.join @tempdir, 'test-private_encrypted_key.pem'

    passphrase = 'It should be long.'

    @SEC.write key, path, 0600, passphrase

    assert_path_exists path

    key_from_file =  OpenSSL::PKey::RSA.new File.read(path), passphrase

    assert_equal key.to_pem, key_from_file.to_pem
  end

  def test_class_write_encrypted_cipher
    key = @SEC.create_key 1024

    path = File.join @tempdir, 'test-private_encrypted__with_non_default_cipher_key.pem'

    passphrase = 'It should be long.'

    cipher = OpenSSL::Cipher.new 'AES-192-CBC'

    @SEC.write key, path, 0600, passphrase, cipher

    assert_path_exists path

    key_file_contents = File.read(path)

    assert key_file_contents.split("\n")[2].match(cipher.name)

    key_from_file = OpenSSL::PKey::RSA.new key_file_contents, passphrase

    assert_equal key.to_pem, key_from_file.to_pem
  end

end if defined?(OpenSSL::SSL)