/* Copyright (C) 2014-2019 Tal Aloni . All rights reserved. * * You can redistribute this program and/or modify it under the terms of * the GNU Lesser Public License as published by the Free Software Foundation, * either version 3 of the License, or (at your option) any later version. */ using System; using System.Collections.Generic; using System.Text; using Microsoft.VisualStudio.TestTools.UnitTesting; using SMBLibrary.Authentication.NTLM; using Utilities; namespace SMBLibrary.Tests { /// /// [MS-NLMP] Tests /// [TestClass] public class NTLMAuthenticationTests { [TestMethod] public void LMv1HashTest() { byte[] hash = NTLMCryptography.LMOWFv1("Password"); byte[] expected = new byte[] { 0xe5, 0x2c, 0xac, 0x67, 0x41, 0x9a, 0x9a, 0x22, 0x4a, 0x3b, 0x10, 0x8f, 0x3f, 0xa6, 0xcb, 0x6d }; Assert.IsTrue(ByteUtils.AreByteArraysEqual(hash, expected)); } [TestMethod] public void NTv1HashTest() { byte[] hash = NTLMCryptography.NTOWFv1("Password"); byte[] expected = new byte[] { 0xa4, 0xf4, 0x9c, 0x40, 0x65, 0x10, 0xbd, 0xca, 0xb6, 0x82, 0x4e, 0xe7, 0xc3, 0x0f, 0xd8, 0x52 }; Assert.IsTrue(ByteUtils.AreByteArraysEqual(hash, expected)); } [TestMethod] public void NTv2HashTest() { byte[] hash = NTLMCryptography.NTOWFv2("Password", "User", "Domain"); byte[] expected = new byte[] { 0x0c, 0x86, 0x8a, 0x40, 0x3b, 0xfd, 0x7a, 0x93, 0xa3, 0x00, 0x1e, 0xf2, 0x2e, 0xf0, 0x2e, 0x3f }; Assert.IsTrue(ByteUtils.AreByteArraysEqual(hash, expected)); } [TestMethod] public void LMv1ResponseTest() { byte[] challenge = new byte[] { 0x01, 0x23, 0x45, 0x67, 0x89, 0xab, 0xcd, 0xef }; byte[] response = NTLMCryptography.ComputeLMv1Response(challenge, "Password"); byte[] expected = { 0x98, 0xde, 0xf7, 0xb8, 0x7f, 0x88, 0xaa, 0x5d, 0xaf, 0xe2, 0xdf, 0x77, 0x96, 0x88, 0xa1, 0x72, 0xde, 0xf1, 0x1c, 0x7d, 0x5c, 0xcd, 0xef, 0x13 }; Assert.IsTrue(ByteUtils.AreByteArraysEqual(response, expected)); } [TestMethod] public void NTLMv1ResponseTest() { byte[] challenge = new byte[] { 0x01, 0x23, 0x45, 0x67, 0x89, 0xab, 0xcd, 0xef }; byte[] response = NTLMCryptography.ComputeNTLMv1Response(challenge, "Password"); byte[] expected = { 0x67, 0xc4, 0x30, 0x11, 0xf3, 0x02, 0x98, 0xa2, 0xad, 0x35, 0xec, 0xe6, 0x4f, 0x16, 0x33, 0x1c, 0x44, 0xbd, 0xbe, 0xd9, 0x27, 0x84, 0x1f, 0x94}; Assert.IsTrue(ByteUtils.AreByteArraysEqual(response, expected)); } [TestMethod] public void LMv2ResponseTest() { byte[] serverChallenge = new byte[] { 0x01, 0x23, 0x45, 0x67, 0x89, 0xab, 0xcd, 0xef }; byte[] clientChallenge = new byte[] { 0xaa, 0xaa, 0xaa, 0xaa, 0xaa, 0xaa, 0xaa, 0xaa }; byte[] response = NTLMCryptography.ComputeLMv2Response(serverChallenge, clientChallenge, "Password", "User", "Domain"); byte[] expected = new byte[] { 0x86, 0xc3, 0x50, 0x97, 0xac, 0x9c, 0xec, 0x10, 0x25, 0x54, 0x76, 0x4a, 0x57, 0xcc, 0xcc, 0x19, 0xaa, 0xaa, 0xaa, 0xaa, 0xaa, 0xaa, 0xaa, 0xaa}; Assert.IsTrue(ByteUtils.AreByteArraysEqual(response, expected)); } [TestMethod] public void NTLMv2ResponseTest() { byte[] serverChallenge = new byte[] { 0x01, 0x23, 0x45, 0x67, 0x89, 0xab, 0xcd, 0xef }; byte[] clientChallenge = new byte[] { 0xaa, 0xaa, 0xaa, 0xaa, 0xaa, 0xaa, 0xaa, 0xaa }; DateTime time = DateTime.FromFileTimeUtc(0); // same as new byte[8] NTLMv2ClientChallenge clientChallengeStructure = new NTLMv2ClientChallenge(time, clientChallenge, "Domain", "Server"); byte[] clientChallengeStructurePadded = clientChallengeStructure.GetBytesPadded(); byte[] clientNTProof = NTLMCryptography.ComputeNTLMv2Proof(serverChallenge, clientChallengeStructurePadded, "Password", "User", "Domain"); byte[] expectedNTProof = new byte[] { 0x68, 0xcd, 0x0a, 0xb8, 0x51, 0xe5, 0x1c, 0x96, 0xaa, 0xbc, 0x92, 0x7b, 0xeb, 0xef, 0x6a, 0x1c }; Assert.IsTrue(ByteUtils.AreByteArraysEqual(clientNTProof, expectedNTProof)); } [TestMethod] public void NTLMv2ChallengeMessageTest() { byte[] expected = new byte[]{0x4e, 0x54, 0x4c, 0x4d, 0x53, 0x53, 0x50, 0x00, 0x02, 0x00, 0x00, 0x00, 0x0c, 0x00, 0x0c, 0x00, 0x38, 0x00, 0x00, 0x00, 0x37, 0x82, 0x8a, 0xe2, 0x01, 0x23, 0x45, 0x67, 0x89, 0xab, 0xcd, 0xef, 0x00, 0x00, 0x00, 0x00, 0x00, 0x00, 0x00, 0x00, 0x24, 0x00, 0x24, 0x00, 0x44, 0x00, 0x00, 0x00, 0x06, 0x00, 0x70, 0x17, 0x00, 0x00, 0x00, 0x0f, 0x53, 0x00, 0x65, 0x00, 0x72, 0x00, 0x76, 0x00, 0x65, 0x00, 0x72, 0x00, 0x02, 0x00, 0x0c, 0x00, 0x44, 0x00, 0x6f, 0x00, 0x6d, 0x00, 0x61, 0x00, 0x69, 0x00, 0x6e, 0x00, 0x01, 0x00, 0x0c, 0x00, 0x53, 0x00, 0x65, 0x00, 0x72, 0x00, 0x76, 0x00, 0x65, 0x00, 0x72, 0x00, 0x00, 0x00, 0x00, 0x00}; byte[] serverChallenge = new byte[] { 0x01, 0x23, 0x45, 0x67, 0x89, 0xab, 0xcd, 0xef }; ChallengeMessage message = new ChallengeMessage(); message.ServerChallenge = serverChallenge; message.Version = new NTLMVersion(6, 0, 6000, NTLMVersion.NTLMSSP_REVISION_W2K3); message.NegotiateFlags = NegotiateFlags.UnicodeEncoding | NegotiateFlags.OEMEncoding | NegotiateFlags.TargetNameSupplied | NegotiateFlags.Sign | NegotiateFlags.Seal | NegotiateFlags.NTLMSessionSecurity | NegotiateFlags.AlwaysSign | NegotiateFlags.TargetTypeServer | NegotiateFlags.ExtendedSessionSecurity | NegotiateFlags.TargetInfo | NegotiateFlags.Version | NegotiateFlags.Use128BitEncryption | NegotiateFlags.KeyExchange | NegotiateFlags.Use56BitEncryption; message.TargetName = "Server"; message.TargetInfo = AVPairUtils.GetAVPairSequence("Domain", "Server"); byte[] messageBytes = message.GetBytes(); Assert.IsTrue(ByteUtils.AreByteArraysEqual(expected, messageBytes)); } [TestMethod] public void NTLMv2AuthenticateMessageTest() { byte[] expected = new byte[] { 0x4e, 0x54, 0x4c, 0x4d, 0x53, 0x53, 0x50, 0x00, 0x03, 0x00, 0x00, 0x00, 0x18, 0x00, 0x18, 0x00, 0x6c, 0x00, 0x00, 0x00, 0x54, 0x00, 0x54, 0x00, 0x84, 0x00, 0x00, 0x00, 0x0c, 0x00, 0x0c, 0x00, 0x48, 0x00, 0x00, 0x00, 0x08, 0x00, 0x08, 0x00, 0x54, 0x00, 0x00, 0x00, 0x10, 0x00, 0x10, 0x00, 0x5c, 0x00, 0x00, 0x00, 0x10, 0x00, 0x10, 0x00, 0xd8, 0x00, 0x00, 0x00, 0x35, 0x82, 0x88, 0xe2, 0x05, 0x01, 0x28, 0x0a, 0x00, 0x00, 0x00, 0x0f, 0x44, 0x00, 0x6f, 0x00, 0x6d, 0x00, 0x61, 0x00, 0x69, 0x00, 0x6e, 0x00, 0x55, 0x00, 0x73, 0x00, 0x65, 0x00, 0x72, 0x00, 0x43, 0x00, 0x4f, 0x00, 0x4d, 0x00, 0x50, 0x00, 0x55, 0x00, 0x54, 0x00, 0x45, 0x00, 0x52, 0x00, 0x86, 0xc3, 0x50, 0x97, 0xac, 0x9c, 0xec, 0x10, 0x25, 0x54, 0x76, 0x4a, 0x57, 0xcc, 0xcc, 0x19, 0xaa, 0xaa, 0xaa, 0xaa, 0xaa, 0xaa, 0xaa, 0xaa, 0x68, 0xcd, 0x0a, 0xb8, 0x51, 0xe5, 0x1c, 0x96, 0xaa, 0xbc, 0x92, 0x7b, 0xeb, 0xef, 0x6a, 0x1c, 0x01, 0x01, 0x00, 0x00, 0x00, 0x00, 0x00, 0x00, 0x00, 0x00, 0x00, 0x00, 0x00, 0x00, 0x00, 0x00, 0xaa, 0xaa, 0xaa, 0xaa, 0xaa, 0xaa, 0xaa, 0xaa, 0x00, 0x00, 0x00, 0x00, 0x02, 0x00, 0x0c, 0x00, 0x44, 0x00, 0x6f, 0x00, 0x6d, 0x00, 0x61, 0x00, 0x69, 0x00, 0x6e, 0x00, 0x01, 0x00, 0x0c, 0x00, 0x53, 0x00, 0x65, 0x00, 0x72, 0x00, 0x76, 0x00, 0x65, 0x00, 0x72, 0x00, 0x00, 0x00, 0x00, 0x00, 0x00, 0x00, 0x00, 0x00, 0xc5, 0xda, 0xd2, 0x54, 0x4f, 0xc9, 0x79, 0x90, 0x94, 0xce, 0x1c, 0xe9, 0x0b, 0xc9, 0xd0, 0x3e}; AuthenticateMessage cmp = new AuthenticateMessage(expected); byte[] sessionKey = {0xc5, 0xda, 0xd2, 0x54, 0x4f, 0xc9, 0x79, 0x90, 0x94, 0xce, 0x1c, 0xe9, 0x0b, 0xc9, 0xd0, 0x3e}; byte[] serverChallenge = new byte[] { 0x01, 0x23, 0x45, 0x67, 0x89, 0xab, 0xcd, 0xef }; byte[] clientChallenge = new byte[] { 0xaa, 0xaa, 0xaa, 0xaa, 0xaa, 0xaa, 0xaa, 0xaa }; DateTime time = DateTime.FromFileTimeUtc(0); // same as new byte[8] NTLMv2ClientChallenge clientChallengeStructure = new NTLMv2ClientChallenge(time, clientChallenge, "Domain", "Server"); byte[] clientChallengeStructurePadded = clientChallengeStructure.GetBytesPadded(); byte[] clientNTProof = NTLMCryptography.ComputeNTLMv2Proof(serverChallenge, clientChallengeStructurePadded, "Password", "User", "Domain"); AuthenticateMessage message = new AuthenticateMessage(); message.EncryptedRandomSessionKey = sessionKey; message.Version = new NTLMVersion(5, 1, 2600, NTLMVersion.NTLMSSP_REVISION_W2K3); message.NegotiateFlags = NegotiateFlags.UnicodeEncoding | NegotiateFlags.TargetNameSupplied | NegotiateFlags.Sign | NegotiateFlags.Seal | NegotiateFlags.NTLMSessionSecurity | NegotiateFlags.AlwaysSign | NegotiateFlags.ExtendedSessionSecurity | NegotiateFlags.TargetInfo | NegotiateFlags.Version | NegotiateFlags.Use128BitEncryption | NegotiateFlags.KeyExchange | NegotiateFlags.Use56BitEncryption; message.DomainName = "Domain"; message.WorkStation = "COMPUTER"; message.UserName = "User"; message.LmChallengeResponse = NTLMCryptography.ComputeLMv2Response(serverChallenge, clientChallenge, "Password", "User", "Domain"); message.NtChallengeResponse = ByteUtils.Concatenate(clientNTProof, clientChallengeStructurePadded); byte[] messageBytes = message.GetBytes(); // The payload entries may be distributed differently so we use cmp.GetBytes() Assert.IsTrue(ByteUtils.AreByteArraysEqual(messageBytes, cmp.GetBytes())); } public void TestAll() { LMv1HashTest(); NTv1HashTest(); NTv2HashTest(); LMv1ResponseTest(); NTLMv1ResponseTest(); LMv2ResponseTest(); NTLMv2ResponseTest(); NTLMv2ChallengeMessageTest(); NTLMv2AuthenticateMessageTest(); } } }