Prevent decryption of messages using SED instead of SEIP packets and create dedicated exceptions for MDC related errors

2024-12-23 11:27:57 +01:00 · 2021-04-27 12:27:25 +02:00 · 2021-04-27 12:27:25 +02:00 · 6ee8a9416f
commit 6ee8a9416f
parent eb47e5caa3
9 changed files with 237 additions and 25 deletions
--- a/pgpainless-core/src/main/java/org/pgpainless/decryption_verification/DecryptionStreamFactory.java
+++ b/pgpainless-core/src/main/java/org/pgpainless/decryption_verification/DecryptionStreamFactory.java
@ -55,6 +55,7 @@ import org.bouncycastle.openpgp.operator.PublicKeyDataDecryptorFactory;
 import org.pgpainless.algorithm.CompressionAlgorithm;
 import org.pgpainless.algorithm.StreamEncoding;
 import org.pgpainless.algorithm.SymmetricKeyAlgorithm;
+import org.pgpainless.exception.MessageNotIntegrityProtectedException;
 import org.pgpainless.implementation.ImplementationFactory;
 import org.pgpainless.key.OpenPgpV4Fingerprint;
 import org.pgpainless.key.protection.SecretKeyRingProtector;
@ -201,8 +202,11 @@ public final class DecryptionStreamFactory {
        while (encryptedDataIterator.hasNext()) {
            PGPEncryptedData encryptedData = encryptedDataIterator.next();

-            if (encryptedData instanceof PGPPBEEncryptedData) {
+            if (!encryptedData.isIntegrityProtected()) {
+                throw new MessageNotIntegrityProtectedException();
+            }

+            if (encryptedData instanceof PGPPBEEncryptedData) {
                PGPPBEEncryptedData pbeEncryptedData = (PGPPBEEncryptedData) encryptedData;
                if (decryptionPassphrase != null) {
                    PBEDataDecryptorFactory passphraseDecryptor = ImplementationFactory.getInstance()
@ -213,7 +217,6 @@ public final class DecryptionStreamFactory {
                        throw new PGPException("Data is not encrypted.");
                    }
                    resultBuilder.setSymmetricKeyAlgorithm(symmetricKeyAlgorithm);
-                    resultBuilder.setIntegrityProtected(pbeEncryptedData.isIntegrityProtected());

                    try {
                        return pbeEncryptedData.getDataStream(passphraseDecryptor);
@ -278,8 +281,6 @@ public final class DecryptionStreamFactory {
        LOGGER.log(LEVEL, "Message is encrypted using " + symmetricKeyAlgorithm);
        resultBuilder.setSymmetricKeyAlgorithm(symmetricKeyAlgorithm);

-        resultBuilder.setIntegrityProtected(encryptedSessionKey.isIntegrityProtected());
-
        if (encryptedSessionKey.isIntegrityProtected()) {
            IntegrityProtectedInputStream integrityProtected =
                    new IntegrityProtectedInputStream(encryptedSessionKey.getDataStream(dataDecryptor), encryptedSessionKey);
--- a/pgpainless-core/src/main/java/org/pgpainless/decryption_verification/OpenPgpMetadata.java
+++ b/pgpainless-core/src/main/java/org/pgpainless/decryption_verification/OpenPgpMetadata.java
@ -41,14 +41,12 @@ public class OpenPgpMetadata {
    private final List<DetachedSignature> detachedSignatures;
    private final SymmetricKeyAlgorithm symmetricKeyAlgorithm;
    private final CompressionAlgorithm compressionAlgorithm;
-    private final boolean integrityProtected;
    private final FileInfo fileInfo;

    public OpenPgpMetadata(Set<Long> recipientKeyIds,
                           OpenPgpV4Fingerprint decryptionFingerprint,
                           SymmetricKeyAlgorithm symmetricKeyAlgorithm,
                           CompressionAlgorithm algorithm,
-                           boolean integrityProtected,
                           List<OnePassSignature> onePassSignatures,
                           List<DetachedSignature> detachedSignatures,
                           FileInfo fileInfo) {
@ -57,7 +55,6 @@ public class OpenPgpMetadata {
        this.decryptionFingerprint = decryptionFingerprint;
        this.symmetricKeyAlgorithm = symmetricKeyAlgorithm;
        this.compressionAlgorithm = algorithm;
-        this.integrityProtected = integrityProtected;
        this.detachedSignatures = Collections.unmodifiableList(detachedSignatures);
        this.onePassSignatures = Collections.unmodifiableList(onePassSignatures);
        this.fileInfo = fileInfo;
@ -83,10 +80,6 @@ public class OpenPgpMetadata {
        return compressionAlgorithm;
    }

-    public boolean isIntegrityProtected() {
-        return integrityProtected;
-    }
-
    public Set<PGPSignature> getSignatures() {
        Set<PGPSignature> signatures = new HashSet<>();
        for (DetachedSignature detachedSignature : detachedSignatures) {
@ -245,7 +238,6 @@ public class OpenPgpMetadata {
        private final List<OnePassSignature> onePassSignatures = new ArrayList<>();
        private SymmetricKeyAlgorithm symmetricKeyAlgorithm = SymmetricKeyAlgorithm.NULL;
        private CompressionAlgorithm compressionAlgorithm = CompressionAlgorithm.UNCOMPRESSED;
-        private boolean integrityProtected = false;
        private FileInfo fileInfo;

        public Builder addRecipientKeyId(Long keyId) {
@ -272,11 +264,6 @@ public class OpenPgpMetadata {
            return this;
        }

-        public Builder setIntegrityProtected(boolean integrityProtected) {
-            this.integrityProtected = integrityProtected;
-            return this;
-        }
-
        public void addDetachedSignature(DetachedSignature signature) {
            this.detachedSignatures.add(signature);
        }
@ -292,7 +279,7 @@ public class OpenPgpMetadata {

        public OpenPgpMetadata build() {
            return new OpenPgpMetadata(recipientFingerprints, decryptionFingerprint,
-                    symmetricKeyAlgorithm, compressionAlgorithm, integrityProtected,
+                    symmetricKeyAlgorithm, compressionAlgorithm,
                    onePassSignatures, detachedSignatures, fileInfo);
        }
    }
--- a/pgpainless-core/src/main/java/org/pgpainless/exception/MessageNotIntegrityProtectedException.java
+++ b/pgpainless-core/src/main/java/org/pgpainless/exception/MessageNotIntegrityProtectedException.java
@ -0,0 +1,26 @@
+/*
+ * Copyright 2021 Paul Schaub.
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     http://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+package org.pgpainless.exception;
+
+import org.bouncycastle.openpgp.PGPException;
+
+public class MessageNotIntegrityProtectedException extends PGPException {
+
+    public MessageNotIntegrityProtectedException() {
+        super("Message is encrypted using a 'Symmetrically Encrypted Data' (SED) packet, which enables certain types of attacks. " +
+                "A 'Symmetrically Encrypted Integrity Protected' (SEIP) packet should be used instead.");
+    }
+}
--- a/pgpainless-core/src/main/java/org/pgpainless/exception/ModificationDetectionException.java
+++ b/pgpainless-core/src/main/java/org/pgpainless/exception/ModificationDetectionException.java
@ -0,0 +1,25 @@
+/*
+ * Copyright 2021 Paul Schaub.
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     http://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+package org.pgpainless.exception;
+
+import java.io.IOException;
+
+/**
+ * Exception that gets thrown when the verification of a modification detection code failed.
+ */
+public class ModificationDetectionException extends IOException {
+
+}
--- a/pgpainless-core/src/main/java/org/pgpainless/util/IntegrityProtectedInputStream.java
+++ b/pgpainless-core/src/main/java/org/pgpainless/util/IntegrityProtectedInputStream.java
@ -20,6 +20,7 @@ import java.io.InputStream;

 import org.bouncycastle.openpgp.PGPEncryptedData;
 import org.bouncycastle.openpgp.PGPException;
+import org.pgpainless.exception.ModificationDetectionException;

 public class IntegrityProtectedInputStream extends InputStream {

@ -41,10 +42,10 @@ public class IntegrityProtectedInputStream extends InputStream {
        if (encryptedData.isIntegrityProtected()) {
            try {
                if (!encryptedData.verify()) {
-                    throw new PGPException("Modification Detection failed.");
+                    throw new ModificationDetectionException();
                }
            } catch (PGPException e) {
-                throw new IOException(e);
+                throw new IOException("Failed to verify integrity protection", e);
            }
        }
    }
--- a/pgpainless-core/src/test/java/org/pgpainless/decryption_verification/DecryptAndVerifyMessageTest.java
+++ b/pgpainless-core/src/test/java/org/pgpainless/decryption_verification/DecryptAndVerifyMessageTest.java
@ -78,7 +78,6 @@ public class DecryptAndVerifyMessageTest {

        assertArrayEquals(expected, actual);

-        assertTrue(metadata.isIntegrityProtected());
        assertTrue(metadata.isEncrypted());
        assertTrue(metadata.isSigned());
        assertTrue(metadata.isVerified());
--- a/pgpainless-core/src/test/java/org/pgpainless/decryption_verification/ModificationDetectionTests.java
+++ b/pgpainless-core/src/test/java/org/pgpainless/decryption_verification/ModificationDetectionTests.java
@ -29,11 +29,15 @@ import org.bouncycastle.openpgp.PGPException;
 import org.bouncycastle.openpgp.PGPSecretKeyRing;
 import org.bouncycastle.openpgp.PGPSecretKeyRingCollection;
 import org.bouncycastle.util.io.Streams;
+import org.junit.jupiter.api.Test;
 import org.junit.jupiter.params.ParameterizedTest;
 import org.junit.jupiter.params.provider.MethodSource;
 import org.pgpainless.PGPainless;
+import org.pgpainless.exception.MessageNotIntegrityProtectedException;
+import org.pgpainless.exception.ModificationDetectionException;
 import org.pgpainless.implementation.ImplementationFactory;
 import org.pgpainless.key.protection.SecretKeyRingProtector;
+import org.pgpainless.util.Passphrase;

 public class ModificationDetectionTests {

@ -120,6 +124,12 @@ public class ModificationDetectionTests {
            "=miES\n" +
            "-----END PGP PRIVATE KEY BLOCK-----\n";

+    /**
+     * Messages containing a missing MDC shall fail to decrypt.
+     * @param implementationFactory
+     * @throws IOException
+     * @throws PGPException
+     */
    @ParameterizedTest
    @MethodSource("org.pgpainless.util.TestUtil#provideImplementationFactories")
    public void testMissingMDC(ImplementationFactory implementationFactory) throws IOException, PGPException {
@ -183,7 +193,7 @@ public class ModificationDetectionTests {

        ByteArrayOutputStream out = new ByteArrayOutputStream();
        Streams.pipeAll(decryptionStream, out);
-        assertThrows(IOException.class, decryptionStream::close);
+        assertThrows(ModificationDetectionException.class, decryptionStream::close);
    }

    @ParameterizedTest
@ -214,7 +224,172 @@ public class ModificationDetectionTests {

        ByteArrayOutputStream out = new ByteArrayOutputStream();
        Streams.pipeAll(decryptionStream, out);
-        assertThrows(IOException.class, decryptionStream::close);
+        assertThrows(ModificationDetectionException.class, decryptionStream::close);
+    }
+
+    @Test
+    public void decryptMessageWithSEDPacket() throws IOException, PGPException {
+        Passphrase passphrase = Passphrase.fromPassword("flowcrypt compatibility tests");
+        String key = "-----BEGIN PGP PRIVATE KEY BLOCK-----\r\n" +
+                "Version: FlowCrypt 6.9.1 Gmail Encryption\r\n" +
+                "Comment: Seamlessly send and receive encrypted email\r\n" +
+                "\r\n" +
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+                "929TCb5uI/KwcqIMlP5Ih5hj0+0C34v5XnkNDLO8G3bcQ+NAb3ydUg5FpERy\r\n" +
+                "0vW5TtgQmf04CdPJ341urINodtrUSabiOqBHSTLVaaYbSFcGF7Ur4lRwDlx3\r\n" +
+                "50JqAcbp8Dl2eKMjW7EkHnTaKKC7lJwG62I3XbVg4mdkgzNAOF9UKjdHVn7Q\r\n" +
+                "/DU3m67ZN5wwSruffu6DWNrDnytpl9Hdw2s9AF5UN1WfxobO7OD2vQPJ8Fcg\r\n" +
+                "8kPUgnJ1OzBtvzNP53Aorbd8RDxx7rBQBtCFQN8Uq1ksUKiYNqbeRZ6vOtmH\r\n" +
+                "LhiyhjMsrF0cog7r86dAAlWQJLnv+zUtdZ2LGS3aGMjAb7Y/iOVS5Q6/7Zw9\r\n" +
+                "3wKAAfl7vFdZ7TFzq/p1/+xwc42WtO96XjFCtqKtpQ4sGRMUt7zUuq8ZJk26\r\n" +
+                "ja94/v6iHhR9GID3HNiDLRvpQPFiK5PM5p6EI0Z5JfL5OQjvsmv/ltu5XmO6\r\n" +
+                "08uXoZJM7IwPBdGZ7yNrDu0E9MEU7UW5kgSQzeGESV+jw2rXxU6wXeIAhkGh\r\n" +
+                "um7f0JoKqYYOjRDLAXOtJgVAHGcto+U4XJQK4Bv7ohCpP0M+hSrEU1uYGC1G\r\n" +
+                "4O6GSpN+4WV99i+JLFBya0R0ZUZfKQuU0EjRXX39WKT5LX7cUTTMHtuY3Xd/\r\n" +
+                "BC/YMFqbk5+MZ0P1L1awJGkhMSc1qCrQ1OEtMk49ak2IrT+E19gQ6lR3q7yQ\r\n" +
+                "B5D7ys/Z5X0ZbTsy6GK5JZE3X31of/DTbigqWLENk3oh5OaDNZ1hYUmHe03s\r\n" +
+                "QuVrwD8TWqig4/KfQgFrUDLEdTZJezUsybHzjzWw5E8+5WrlBnx5PERaZzBF\r\n" +
+                "wubVzAIAD9NsRGAzEF0ZBIsqzcxMQzF0jnvtl7YENQuH9ZYNuZY9h9f8uczV\r\n" +
+                "6WM2HmQioFUswnzC+FNwC9Re+NNjrtdQAsVJAnn2BW4tvXlYb37foe0r8WDk\r\n" +
+                "ULZ4Q8LBaQQYAQgAEwUCWfupZAkQrawnnJUJMgcCGwwACgkQrawnnJUJMge5\r\n" +
+                "uA/+NA4zV+NWRNIpkyTDPD7FGi4pmFcMUs96Wzcedx244au4ixLLprSOib5e\r\n" +
+                "A1UImjRWptJII6rZJCHVrB/rFJVQhSHaJQCsSd8K0N1DOOrv4oaGrL9zyzPd\r\n" +
+                "ATW8izY9rzIRaNg9Si8DvULfKIheLI429RWDfeYFjFPVJ8n55gwaf28Nptxs\r\n" +
+                "yo4mEWhf+pF/l8HaQtOzLB82PE4NXwrzf2MogNz3W5BMvcWZo1Vma4Iz1IJf\r\n" +
+                "HdNlZYJO1vMC7u/7JYAztyH50mXT9Jh6U2jim5OElFRNEUh35E1L2G6XzRdO\r\n" +
+                "JrEXbghF7EO+iekIyRScf2pE+vNBhL2iwnJs+ChgFDFIGnR+Zjwl3rG8mux0\r\n" +
+                "iykse5vOToid8SEZ16nu7WF9b8hIxOrM7NBAIaWVD9oqsw8u+n30Mp0DB+pc\r\n" +
+                "0Mnhy0xjMWdTmLcp+Ur5R2uZ6QCZ0lYzLFYs7ZW4X6mT3TwtGWa7eBNIRiyA\r\n" +
+                "Bm5g3jhTi8swQXhv8MtG6eLix8H5/XDOZS91y6PlUdAjfDS34/IeMlS8SM1Q\r\n" +
+                "IlBkLHqJ18viQNHqw9iYbf557NA6BVqo3A2OVPyyCVaKRoYH3LTcSEpxMciq\r\n" +
+                "OHsqtYlSo7dRyJOEUQ6bWERIAH5vC95fBLgdqted+a5Kq/7hx8sfrYdL1lJy\r\n" +
+                "tiL0VgGWS0GVL1cZMUwhvvu8bxI=\r\n" +
+                "=2z30\r\n" +
+                "-----END PGP PRIVATE KEY BLOCK-----\r\n";
+        // longId = "ADAC279C95093207"
+
+        PGPSecretKeyRing secretKeyRing = PGPainless.readKeyRing().secretKeyRing(key);
+
+        String ciphertext = "-----BEGIN PGP MESSAGE-----\n" +
+                "Version: FlowCrypt 5.5.9 Gmail Encryption flowcrypt.com\n" +
+                "Comment: Seamlessly send, receive and search encrypted email\n" +
+                "\n" +
+                "wcFMA0taL/zmLZUBAQ/7Bwida5vvhXv5Zi+qJbG/QPst11jWfljDQlw1VLzF\n" +
+                "ou8ofoIEHpvoFgXegZUnoQXBmlHGD+XLs9jG/TV1mtE2RWq4hDtqiTQ6rEIa\n" +
+                "brN3Nx77Yr+4EN1aKI20aTLEPTIjVU2GH2i9DAmjHteBU3nkL9Z3yecB8Pn8\n" +
+                "EdhpCRY6cj2yrhJ5MPwmXrus9OFv39wA2DqYpqW5Be+KD8mipZ2CtJo5xtin\n" +
+                "aeEhpWSDsdg26rjx1nz4dA0NcFzZK2p/BPfPIFzRvmoXoWFigpUnwryEoCqX\n" +
+                "/tgmcrv7PqiYT5oziPmMuBc1lb7icI/Aq69uXz2z6+4MJHOlcTEFygV36J+1\n" +
+                "1opcjoX+JKJNn1nvHovBxuemcMwriJdmDj4Hmfo4zkd6ryUtGVrMVn8DbRp6\n" +
+                "TWB/0MSE8cmfuiA5DgzdGbrevdL6RxnQDmalTHJ5oxurFQVoLwpmbgd36C4Q\n" +
+                "xMfG1xEqFn5zvrCTGHg2OfS2cynal8CQDG0ZQCoWwdb0kT5D6bx7QKcuyy1/\n" +
+                "1TXKnp1NamD5Uhu1+XuxD7EbvDYUWYh3bkqgslsoX+OUl+ONdtMD5PswArd5\n" +
+                "KisD9UJuddJShL4clBUPoXeNrRxrU6HqjP5T4fapK684MeizicHIRpAww7fu\n" +
+                "Z8YtaySZ/hoOAKWsx0rV4grgJV7pryj4ARBRa1pLL9rBwUwDS1ov/OYtlQEB\n" +
+                "D/47fyD/6BvepqWmZXj7VLl2y63eE0b/6hf5K+Izv5A/+5l/EnjFx0rq+qeX\n" +
+                "6hftYZBUAbbBvKfxq9D5xsWg3tnhFv2sYIE3YpkCSzZpWJmahHwQOVNT0ASw\n" +
+                "gbO25OiTPlYPqfSkGYe0palbL+4T5dLOwVilmrZ2bQf/rLePwA4RQpWDPYio\n" +
+                "NDU0Xfi7TQcHQrZTpwFbVzNPXgCHnQkqF+s0v8RDJHnt9vVs2KEpi49V/YgN\n" +
+                "+gZnZOeADL0rbre/PrIck1YSjZLbrWtQVk4+sCf0TjvixJ7MNjA4NgdZPo0M\n" +
+                "Hke/9XBFie3NiZaW/cEIVZ7WnjB3IbhkmOMJd4LgdHKgmswJwCYm+XvpOI19\n" +
+                "FzU1vzZmfOA1nEJSuuCDNVUoKYIQA5UEYJrVJeGnVN5sU5jkdlX9xPtYceww\n" +
+                "YFmLisuf9Ev0HC7v27KwYQRDPNYRA8GeK/jY6aZdg+VccsnzEigdYL5Tm4JI\n" +
+                "Zrxp/G807bZvt0yZwWh0gpWOFgbVgrm4Hpji5ilDyulZSW+8nJxB5tDoPzL4\n" +
+                "j4w9malje0c60GWNtiyCPLURyN63C2q144UpQjSU5r66oP1yF2A97aXKbf4p\n" +
+                "qO7cSNWEOTpqJkJrNFVKQdWvXZ+mvW1PQFmkkwish2HiQIXmWb04uV1pI8hR\n" +
+                "6YWk2ox9aZiJ664MpncgyJ5uIMlzVfYrX+AZRtBW36RgCTprIv6l1M5NcHMy\n" +
+                "zEscTaSY/e+pM5HzQKSzX+zHLa5kk5L7veX+1G33saiqSJ/fK13+k7qDNZQD\n" +
+                "nbtaebfh2JS0Pdbub6FUFjPHR5PydU9ltuppGEeYrOe1SxwiZ6BZfIXO2/8M\n" +
+                "hA==\n" +
+                "=B/NE\n" +
+                "-----END PGP MESSAGE-----\n" +
+                "\n";
+
+        assertThrows(MessageNotIntegrityProtectedException.class, () -> PGPainless.decryptAndOrVerify()
+                .onInputStream(new ByteArrayInputStream(ciphertext.getBytes(StandardCharsets.UTF_8)))
+                .decryptWith(SecretKeyRingProtector.unlockAllKeysWith(passphrase, secretKeyRing), new PGPSecretKeyRingCollection(Collections.singleton(secretKeyRing)))
+                .doNotVerify()
+                .build());
    }

    private PGPSecretKeyRingCollection getDecryptionKey() throws IOException, PGPException {
--- a/pgpainless-core/src/test/java/org/pgpainless/encryption_signing/EncryptDecryptTest.java
+++ b/pgpainless-core/src/test/java/org/pgpainless/encryption_signing/EncryptDecryptTest.java
@ -195,7 +195,6 @@ public class EncryptDecryptTest {
        assertArrayEquals(secretMessage, decryptedSecretMessage.toByteArray());
        OpenPgpMetadata result = decryptor.getResult();
        assertTrue(result.containsVerifiedSignatureFrom(senderPub));
-        assertTrue(result.isIntegrityProtected());
        assertTrue(result.isSigned());
        assertTrue(result.isEncrypted());
        assertTrue(result.isVerified());
--- a/pgpainless-core/src/test/java/org/pgpainless/encryption_signing/SigningTest.java
+++ b/pgpainless-core/src/test/java/org/pgpainless/encryption_signing/SigningTest.java
@ -111,7 +111,6 @@ public class SigningTest {
        assertTrue(metadata.isEncrypted());
        assertTrue(metadata.isSigned());
        assertTrue(metadata.isVerified());
-        assertTrue(metadata.isIntegrityProtected());
        assertTrue(metadata.containsVerifiedSignatureFrom(KeyRingUtils.publicKeyRingFrom(cryptieKeys)));
        assertFalse(metadata.containsVerifiedSignatureFrom(julietKeys));
    }