pgpainless/pgpainless-core/src/test/java/investigations/ModifiedPublicKeysInvestiga...

284 lines
18 KiB
Java

// SPDX-FileCopyrightText: 2021 Paul Schaub <vanitasvitae@fsfe.org>
//
// SPDX-License-Identifier: Apache-2.0
package investigations;
import static org.junit.jupiter.api.Assertions.assertDoesNotThrow;
import static org.junit.jupiter.api.Assertions.assertThrows;
import java.io.IOException;
import java.security.InvalidAlgorithmParameterException;
import java.security.NoSuchAlgorithmException;
import org.bouncycastle.openpgp.PGPException;
import org.bouncycastle.openpgp.PGPSecretKey;
import org.bouncycastle.openpgp.PGPSecretKeyRing;
import org.junit.jupiter.api.Test;
import org.pgpainless.PGPainless;
import org.pgpainless.exception.KeyIntegrityException;
import org.pgpainless.key.generation.type.rsa.RsaLength;
import org.pgpainless.key.protection.SecretKeyRingProtector;
import org.pgpainless.key.protection.UnlockSecretKey;
import org.pgpainless.key.util.KeyIdUtil;
import org.pgpainless.s2k.Passphrase;
public class ModifiedPublicKeysInvestigation {
private static final String DSA = "-----BEGIN PGP PRIVATE KEY BLOCK-----\n" +
"Version: OpenPGP.js VERSION\n" +
"Comment: https://openpgpjs.org\n" +
"\n" +
"xcLBBF7gtMkRCAC3vDJOsVLxDrh78Mm8hgwpxIPJp47p2AZH2DPrv0hqigc7\n" +
"zqaF9DGZpovOEag3t192bIxY81Nv7HKsjdhMhPnpXY5xrWhcZm2qYWQ37Hy6\n" +
"GBQCYJpYWIz8y1OohbK72lvoOp8zfLY5L6QtQvenZFWLZEhM27uY0mvEwZhK\n" +
"w8BnZinqviupyL58pDG2nSvJZBC3JSPpRUt9m/91aKdF1bM2EeL8PSExfRaD\n" +
"YrDEcWhtXR+WOHMNNjIzCJH1bYGXzokMYbgX5TfbTAqUvxWlbpSPe+jTDDei\n" +
"xCZ1qNiYKJARb9Du8KDaFu7D1/DlE+Y6xQY8QxuF5GIig8/j9DXMBGuHAQCx\n" +
"NS8+e0LZ63YHiPWHDAPeGztx2QoLRoy26LUC+gw9Fwf+MiaaKCc8IAom8nSV\n" +
"JUW6BYBhxAQ4oXja/rIXfjfHMTpHyAv2D6rzYWs4MTpjwq/bp+f61PZA7LF4\n" +
"hI2fvZIh5A+7pkzhDQ3vsR0JlHCN7zjdyDkecqXoxF2Li+0A1iofcC9iApFf\n" +
"hVeGhEETtCJ75MjTcG4HH9icSsIeO99ez6fbw8xtD4cm8/cCZviRJzY2NWaP\n" +
"OUFee4DoHXBqJvmA9tZ7GCa1yJj3QNcMSV4+g5bom/kbiJWE3Kxvt3vbt9HY\n" +
"uutjK6t95VoL8Gn/KeRmcafyvHb5v03IJOZYtWVtMnnhzp4eULB5NIMnNO+j\n" +
"2Fp0BT2hG9tRuiR7NhT6pUAi2AgAgbYnNdmQbUw8SOszWckiI5Cy43jhuR7U\n" +
"8yQKxLK2sGATyEbORgo1R5ykMsOm5stviqSleihqaij01dtrufhNRNuW/hHy\n" +
"yhEzMLJCjOQ2K1OOlavmNPnUvBOKSaHIIGxtDf6kUhuXTUZeuoX+SqzemlEN\n" +
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"pKa6uN1YSbFhPGFdVjyUTsDJodQKXCAcDiuXkxqhU3yTps/9pdQTFV+nHnFo\n" +
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"2hbuw9fw5RPmOsUGPEMbheRiIoPP4/Q1zARrhwf+MiaaKCc8IAom8nSVJUW6\n" +
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"lpqEmyYIT0CdQrr3fxJfpVgLZKzRkacecbJD1yBg75x6DlEPf4ScClygymzQ\n" +
"W0YBJ4/aQBBwn0uBGJUsvU5vBjN4uNNvoKkT4PGPGWw4duzTjwAg9UPirsQf\n" +
"DOgSBtA8VJpCvY8uZwu1rMybSitgo3SWnsmB0Sfk7FpPcWx5wbuF5aWENiBG\n" +
"TcecGrWHlB7mHDJ2VKnqvsn0Ned13lgCrbVri5WcodB30IXAK1xknQD+SBiL\n" +
"Ere8Wxf5Ge/dsi9ygdin0lwfveLHmreO9rLOLXA40q1bfVMguUcx+oSQHad1\n" +
"YXft1/4JAwgOjqeNUGKHFQDYG8nEzqEAT8zs6r+WYXwJAWHjwO4kFQjxy6Fv\n" +
"dv9JnfXweIWvrfaoytJ4PX9yy0y2EHyMmH2p+ZXGBSphERJjdzdgjZU95cGF\n" +
"VMpOoyoUpg/CeAQYEQgACQUCX/RDtQIbDAAhCRCxvR8Ensh/PRYhBA/hAsFZ\n" +
"yBjvLX2ffrG9HwSeyH8925EBAJ5ILo/q8Z01vCiCdEV/i2nMEevI7EHG5DtM\n" +
"RuvLdJPtAP9VND4sdnrXUXoUn6OgUmKoV0KKcTUPEnMqQ8QgfVDEJA==\n" +
"=p9kX\n" +
"-----END PGP PRIVATE KEY BLOCK-----";
private static final String ELGAMAL = "-----BEGIN PGP PRIVATE KEY BLOCK-----\n" +
"Version: OpenPGP.js VERSION\n" +
"Comment: https://openpgpjs.org\n" +
"\n" +
"xcJ2BF7gtMkRCACn33NmdVvNmFRs7wp/EYbfFo3eHygwJDx93cpi++YDWf57\n" +
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"odB30IXAK1xknQD+SBiLEre8Wxf5Ge/dsi9ygdin0lwfveLHmreO9rLOLXA4\n" +
"0q1bfVMguUcx+oSQHad1YXft1/4JAwiUPMqEIUCgsACIlVF2VExLGCEnlGvC\n" +
"r6xO8HZyFotZCvTaqdpAeEwR3j8iPuLHZ6UM4qM0iWKGnXwvwnXQb9gNCQjv\n" +
"sQi3ZA0XU9VyF0Br2pWC8O1pSzsfR6nCeAQYEQgACQUCX66q8gIbDAAhCRBf\n" +
"BKz0T9gisRYhBJsPXWgA3qU0mfRVx18ErPRP2CKxAT4A/1Me/0H9uMxhqeL8\n" +
"IZ2L59G9ofFMud0g1eUzYaAN+XLtAQCkR7SCspq4PWYYY+YcnhWWMPAA1TM6\n" +
"TsMBqN9H5d+2XQ==\n" +
"=lI+G\n" +
"-----END PGP PRIVATE KEY BLOCK-----\n";
// created with exploit code by cure53.de
private static final String INJECTED_KEY = "-----BEGIN PGP PRIVATE KEY BLOCK-----\n" +
"Version: PGPainless\n" +
"Comment: F594 D7CC E7D0 1F15 1511 4395 C075 FD34 4B2A D41A\n" +
"Comment: Juliet <juliet@montague.lit>\n" +
"\n" +
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"53woGsMh+KYDInE2XET7xpl5Ufscy2X3AMnFZlEDAQgH/gkDArgFuyIOfkRHYHi3\n" +
"iHCxic2RPt8FkLlQMjg66rKPv7sAye1tJG0QeEBOvDeTq0f64OddF7BuBe5t/wUg\n" +
"qABg8nj8tku9Tj8vUjnowraha5+JATMEGAEKAB0FAmGx9LYCngECmwwFlgIDAQAE\n" +
"iwkIBwWVCgkICwAKCRDAdf00SyrUGmfyB/9aVNKuDTH6yRZWPYoypA6UCChvJb38\n" +
"K4aW2DexljtmuA7i4lbomFkltbbEiZOw2+Q1uan2gVrhwPIh9aRFZH4H4djlVzEh\n" +
"Xg4G51N548Ye4xWHw7LLttoRghfUB4skgAxvuj5eBRfQJBM4/qm1V3QXGkbYPKuD\n" +
"QDgApRZNt5Cal4uD+dj7rxhq+RUC0KbFKMXQoGtgqeeKZ0AtLgjxDR/7NXo21YS2\n" +
"6hEQTtowHm3gFQPyC9LHZbnlp6lmz3gVTeR79kQkbwGjeFZtnbVboSwIYuurq4vc\n" +
"gHJaPa2iv3d1AmhtqLXIGfVPuW5+ldPDIeXGcVa1QWy+tPqf+d2V0O3SnKkEYbH0\n" +
"thIIKoZIzj0DAQcCAwSdwn1X0Iad1ljcVzuhCLfQgmfe6vslc/DzTrXK9zM/JeZ7\n" +
"pYQZybmkIqVr+azNDGR5A1queAf9Z6jgbPSR2uQlAwEIB/4JAwK4BbsiDn5ER2Aj\n" +
"XvTPCUUX6hL8kG3mybW/Y9B3GzMSAUjYm0waLsvmu8f/miOqZ/sprMQKhpFE76f7\n" +
"1NvDh2ZjMwVO3BOs2PRfnAOPE8KXiQEzBBgBCgAdBQJhsfS2Ap4BApsMBZYCAwEA\n" +
"BIsJCAcFlQoJCAsACgkQwHX9NEsq1BoVPQf/QY4yo51KqtpxxZ3DGc+A11kcQC2M\n" +
"GSJR7kMAlGY/wMhjVVVhdvU0d1tNUI//qil/xjdCHggGnIC0k6Gn64j2KDbwGn/n\n" +
"ptCO7X4w9r/dHjWe0s7OSVBKs8fF7/7gX3eejQ3IXV6CrwIZ1nP5Ugd5ywX2ciLE\n" +
"T1bWeJWPaNV+dz+ZzZqgd/vM8dmDUw3bfolJRdxdRIzJyq6TgdG/U8Ae2TkGEHyM\n" +
"a3ZBwq51y2Y6z9WuangJ00RFjnQOZvXsueJKepLPTioo4TJXaYkD7VOYNxFIJQPt\n" +
"7Yv10ZA5XaaMrWtWG6vei9Ji53/bYNRVqs5jcNS168zeMOYgwrEaDbpU3g==\n" +
"=WEYQ\n" +
"-----END PGP PRIVATE KEY BLOCK-----";
@Test
public void assertModifiedDSAKeyThrowsKeyIntegrityException() throws IOException {
SecretKeyRingProtector protector = SecretKeyRingProtector.unlockAnyKeyWith(Passphrase.fromPassword("12345678"));
PGPSecretKeyRing dsa = PGPainless.readKeyRing().secretKeyRing(DSA);
assertThrows(KeyIntegrityException.class, () ->
UnlockSecretKey.unlockSecretKey(dsa.getSecretKey(KeyIdUtil.fromLongKeyId("b1bd1f049ec87f3d")), protector));
assertThrows(KeyIntegrityException.class, () ->
UnlockSecretKey.unlockSecretKey(dsa.getSecretKey(KeyIdUtil.fromLongKeyId("f5ffdf6d71dd5789")), protector));
}
@Test
public void assertModifiedElGamalKeyThrowsKeyIntegrityException() throws IOException {
SecretKeyRingProtector protector = SecretKeyRingProtector.unlockAnyKeyWith(Passphrase.fromPassword("12345678"));
PGPSecretKeyRing elgamal = PGPainless.readKeyRing().secretKeyRing(ELGAMAL);
assertThrows(KeyIntegrityException.class, () ->
UnlockSecretKey.unlockSecretKey(elgamal.getSecretKey(KeyIdUtil.fromLongKeyId("f5ffdf6d71dd5789")), protector));
}
@Test
public void assertInjectedKeyRingFailsToUnlockPrimaryKey() throws IOException {
PGPSecretKeyRing secretKeys = PGPainless.readKeyRing().secretKeyRing(INJECTED_KEY);
SecretKeyRingProtector protector = SecretKeyRingProtector.unlockAnyKeyWith(Passphrase.fromPassword("pass"));
assertThrows(KeyIntegrityException.class, () ->
UnlockSecretKey.unlockSecretKey(secretKeys.getSecretKey(), protector));
}
@Test
public void assertCannotUnlockElGamalPrimaryKeyDueToDummyS2K() throws IOException {
SecretKeyRingProtector protector = SecretKeyRingProtector.unlockAnyKeyWith(Passphrase.fromPassword("12345678"));
PGPSecretKeyRing elgamal = PGPainless.readKeyRing().secretKeyRing(ELGAMAL);
assertThrows(PGPException.class, () ->
UnlockSecretKey.unlockSecretKey(elgamal.getSecretKey(KeyIdUtil.fromLongKeyId("5f04acf44fd822b1")), protector));
}
@Test
public void assertUnmodifiedRSAKeyDoesNotThrow() throws PGPException, InvalidAlgorithmParameterException, NoSuchAlgorithmException {
PGPSecretKeyRing secretKeys = PGPainless.generateKeyRing()
.simpleRsaKeyRing("Unmodified", RsaLength._4096, "987654321");
SecretKeyRingProtector protector = SecretKeyRingProtector.unlockAnyKeyWith(Passphrase.fromPassword("987654321"));
for (PGPSecretKey secretKey : secretKeys) {
assertDoesNotThrow(() ->
UnlockSecretKey.unlockSecretKey(secretKey, protector));
}
}
@Test
public void assertUnmodifiedECKeyDoesNotThrow() throws PGPException, InvalidAlgorithmParameterException, NoSuchAlgorithmException {
PGPSecretKeyRing secretKeys = PGPainless.generateKeyRing()
.simpleEcKeyRing("Unmodified", "987654321");
SecretKeyRingProtector protector = SecretKeyRingProtector.unlockAnyKeyWith(Passphrase.fromPassword("987654321"));
for (PGPSecretKey secretKey : secretKeys) {
assertDoesNotThrow(() ->
UnlockSecretKey.unlockSecretKey(secretKey, protector));
}
}
@Test
public void assertUnmodifiedModernKeyDoesNotThrow() throws PGPException, InvalidAlgorithmParameterException, NoSuchAlgorithmException {
PGPSecretKeyRing secretKeys = PGPainless.generateKeyRing()
.modernKeyRing("Unmodified", "987654321");
SecretKeyRingProtector protector = SecretKeyRingProtector.unlockAnyKeyWith(Passphrase.fromPassword("987654321"));
for (PGPSecretKey secretKey : secretKeys) {
assertDoesNotThrow(() ->
UnlockSecretKey.unlockSecretKey(secretKey, protector));
}
}
}