litellm/tests/test_litellm/proxy/client/cli/test_auth_commands.py

import json
import os
import sys
import tempfile
import time
from pathlib import Path
from unittest.mock import MagicMock, Mock, mock_open, patch

sys.path.insert(
    0, os.path.abspath("../../..")
)  # Adds the parent directory to the system path


import pytest
from click.testing import CliRunner

from litellm.proxy.client.cli.commands.auth import (
    clear_token,
    get_stored_api_key,
    get_token_file_path,
    load_token,
    login,
    logout,
    save_token,
    whoami,
)


class TestTokenUtilities:
    """Test token file utility functions"""

    def test_get_token_file_path(self):
        """Test getting token file path"""
        with (
            patch("pathlib.Path.home") as mock_home,
            patch("pathlib.Path.mkdir") as mock_mkdir,
        ):
            mock_home.return_value = Path("/home/user")

            result = get_token_file_path()

            assert result == "/home/user/.litellm/token.json"
            mock_mkdir.assert_called_once_with(exist_ok=True)

    def test_get_token_file_path_creates_directory(self):
        """Test that get_token_file_path creates the config directory"""
        with (
            patch("pathlib.Path.home") as mock_home,
            patch("pathlib.Path.mkdir") as mock_mkdir,
        ):
            mock_home.return_value = Path("/home/user")

            get_token_file_path()

            mock_mkdir.assert_called_once_with(exist_ok=True)

    def test_save_token(self):
        """Test saving token data to file"""
        token_data = {
            "key": "test-key",
            "user_id": "test-user",
            "timestamp": 1234567890,
        }

        with (
            patch("builtins.open", mock_open()) as mock_file,
            patch(
                "litellm.proxy.client.cli.commands.auth.get_token_file_path"
            ) as mock_path,
            patch("os.chmod") as mock_chmod,
        ):

            mock_path.return_value = "/test/path/token.json"

            save_token(token_data)

            mock_file.assert_called_once_with("/test/path/token.json", "w")
            mock_file().write.assert_called()
            mock_chmod.assert_called_once_with("/test/path/token.json", 0o600)

            # Verify JSON content was written correctly
            written_content = "".join(
                call[0][0] for call in mock_file().write.call_args_list
            )
            parsed_content = json.loads(written_content)
            assert parsed_content == token_data

    def test_load_token_success(self):
        """Test loading token data from file successfully"""
        token_data = {
            "key": "test-key",
            "user_id": "test-user",
            "timestamp": 1234567890,
        }

        with (
            patch("builtins.open", mock_open(read_data=json.dumps(token_data))),
            patch(
                "litellm.proxy.client.cli.commands.auth.get_token_file_path"
            ) as mock_path,
            patch("os.path.exists", return_value=True),
        ):

            mock_path.return_value = "/test/path/token.json"

            result = load_token()

            assert result == token_data

    def test_load_token_file_not_exists(self):
        """Test loading token when file doesn't exist"""
        with (
            patch(
                "litellm.proxy.client.cli.commands.auth.get_token_file_path"
            ) as mock_path,
            patch("os.path.exists", return_value=False),
        ):

            mock_path.return_value = "/test/path/token.json"

            result = load_token()

            assert result is None

    def test_load_token_json_decode_error(self):
        """Test loading token with invalid JSON"""
        with (
            patch("builtins.open", mock_open(read_data="invalid json")),
            patch(
                "litellm.proxy.client.cli.commands.auth.get_token_file_path"
            ) as mock_path,
            patch("os.path.exists", return_value=True),
        ):

            mock_path.return_value = "/test/path/token.json"

            result = load_token()

            assert result is None

    def test_load_token_io_error(self):
        """Test loading token with IO error"""
        with (
            patch("builtins.open", side_effect=IOError("Permission denied")),
            patch(
                "litellm.proxy.client.cli.commands.auth.get_token_file_path"
            ) as mock_path,
            patch("os.path.exists", return_value=True),
        ):

            mock_path.return_value = "/test/path/token.json"

            result = load_token()

            assert result is None

    def test_clear_token_file_exists(self):
        """Test clearing token when file exists"""
        with (
            patch(
                "litellm.proxy.client.cli.commands.auth.get_token_file_path"
            ) as mock_path,
            patch("os.path.exists", return_value=True),
            patch("os.remove") as mock_remove,
        ):

            mock_path.return_value = "/test/path/token.json"

            clear_token()

            mock_remove.assert_called_once_with("/test/path/token.json")

    def test_clear_token_file_not_exists(self):
        """Test clearing token when file doesn't exist"""
        with (
            patch(
                "litellm.proxy.client.cli.commands.auth.get_token_file_path"
            ) as mock_path,
            patch("os.path.exists", return_value=False),
            patch("os.remove") as mock_remove,
        ):

            mock_path.return_value = "/test/path/token.json"

            clear_token()

            mock_remove.assert_not_called()

    def test_get_stored_api_key_success(self):
        """Test getting stored API key successfully"""
        token_data = {"key": "test-api-key-123", "user_id": "test-user"}

        with patch(
            "litellm.litellm_core_utils.cli_token_utils.load_cli_token",
            return_value=token_data,
        ):
            result = get_stored_api_key()
            assert result == "test-api-key-123"

    def test_get_stored_api_key_no_token(self):
        """Test getting stored API key when no token exists"""
        with patch(
            "litellm.litellm_core_utils.cli_token_utils.load_cli_token",
            return_value=None,
        ):
            result = get_stored_api_key()
            assert result is None

    def test_get_stored_api_key_no_key_field(self):
        """Test getting stored API key when token has no key field"""
        token_data = {"user_id": "test-user"}

        with patch(
            "litellm.litellm_core_utils.cli_token_utils.load_cli_token",
            return_value=token_data,
        ):
            result = get_stored_api_key()
            assert result is None


class TestLoginCommand:
    """Test login CLI command"""

    def setup_method(self):
        """Setup for each test"""
        self.runner = CliRunner()

    def test_login_success(self):
        """Test successful login flow with single team (JWT generated immediately)"""
        mock_context = Mock()
        mock_context.obj = {"base_url": "https://test.example.com"}

        # Mock the requests for successful authentication with single team
        mock_response = Mock()
        mock_response.status_code = 200
        mock_response.json.return_value = {
            "status": "ready",
            "key": "eyJhbGciOiJIUzI1NiIsInR5cCI6IkpXVCJ9.test.jwt",
            "user_id": "test-user-123",
            "team_id": "team-1",
            "teams": ["team-1"],
        }

        with (
            patch("webbrowser.open") as mock_browser,
            patch("requests.get", return_value=mock_response) as mock_get,
            patch("litellm.proxy.client.cli.commands.auth.save_token") as mock_save,
            patch(
                "litellm.proxy.client.cli.interface.show_commands"
            ) as mock_show_commands,
            patch("litellm._uuid.uuid.uuid4", return_value="test-uuid-123"),
        ):

            result = self.runner.invoke(login, obj=mock_context.obj)

            assert result.exit_code == 0
            assert "✅ Login successful!" in result.output
            assert "Automatically assigned to team: team-1" in result.output

            # Verify browser was opened with correct URL
            mock_browser.assert_called_once()
            call_args = mock_browser.call_args[0][0]
            assert "https://test.example.com/sso/key/generate" in call_args
            assert "sk-test-uuid-123" in call_args

            # Verify JWT was saved
            mock_save.assert_called_once()
            saved_data = mock_save.call_args[0][0]
            assert saved_data["key"] == "eyJhbGciOiJIUzI1NiIsInR5cCI6IkpXVCJ9.test.jwt"
            assert saved_data["user_id"] == "test-user-123"

            # Verify commands were shown
            mock_show_commands.assert_called_once()

    def test_login_timeout(self):
        """Test login timeout scenario"""
        mock_context = Mock()
        mock_context.obj = {"base_url": "https://test.example.com"}

        # Mock response that never returns ready status
        mock_response = Mock()
        mock_response.status_code = 200
        mock_response.json.return_value = {"status": "pending"}

        with (
            patch("webbrowser.open"),
            patch("requests.get", return_value=mock_response),
            patch("time.sleep") as mock_sleep,
            patch("litellm._uuid.uuid.uuid4", return_value="test-uuid-123"),
        ):

            # Mock time.sleep to avoid actual delays in tests
            result = self.runner.invoke(login, obj=mock_context.obj)

            assert result.exit_code == 0
            assert "❌ Authentication timed out" in result.output

    def test_login_http_error(self):
        """Test login with HTTP error"""
        mock_context = Mock()
        mock_context.obj = {"base_url": "https://test.example.com"}

        # Mock response with HTTP error
        mock_response = Mock()
        mock_response.status_code = 500

        with (
            patch("webbrowser.open"),
            patch("requests.get", return_value=mock_response),
            patch("time.sleep"),
            patch("litellm._uuid.uuid.uuid4", return_value="test-uuid-123"),
        ):

            result = self.runner.invoke(login, obj=mock_context.obj)

            assert result.exit_code == 0
            assert "❌ Authentication timed out" in result.output

    def test_login_request_exception(self):
        """Test login with request exception"""
        import requests

        mock_context = Mock()
        mock_context.obj = {"base_url": "https://test.example.com"}

        with (
            patch("webbrowser.open"),
            patch(
                "requests.get",
                side_effect=requests.RequestException("Connection failed"),
            ),
            patch("time.sleep"),
            patch("litellm._uuid.uuid.uuid4", return_value="test-uuid-123"),
        ):

            result = self.runner.invoke(login, obj=mock_context.obj)

            assert result.exit_code == 0
            assert "❌ Authentication timed out" in result.output

    def test_login_keyboard_interrupt(self):
        """Test login cancelled by user"""
        mock_context = Mock()
        mock_context.obj = {"base_url": "https://test.example.com"}

        with (
            patch("webbrowser.open"),
            patch("requests.get", side_effect=KeyboardInterrupt),
            patch("litellm._uuid.uuid.uuid4", return_value="test-uuid-123"),
        ):

            result = self.runner.invoke(login, obj=mock_context.obj)

            assert result.exit_code == 0
            assert "❌ Authentication cancelled by user" in result.output

    def test_login_no_api_key_in_response(self):
        """Test login when response doesn't contain API key"""
        mock_context = Mock()
        mock_context.obj = {"base_url": "https://test.example.com"}

        # Mock response without API key
        mock_response = Mock()
        mock_response.status_code = 200
        mock_response.json.return_value = {
            "status": "ready"
            # Missing 'key' field
        }

        with (
            patch("webbrowser.open"),
            patch("requests.get", return_value=mock_response),
            patch("time.sleep"),
            patch("litellm._uuid.uuid.uuid4", return_value="test-uuid-123"),
        ):

            result = self.runner.invoke(login, obj=mock_context.obj)

            assert result.exit_code == 0
            assert "❌ Authentication timed out" in result.output

    def test_login_general_exception(self):
        """Test login with general exception (not requests exception)"""
        mock_context = Mock()
        mock_context.obj = {"base_url": "https://test.example.com"}

        with (
            patch("webbrowser.open"),
            patch("requests.get", side_effect=ValueError("Invalid value")),
            patch("litellm._uuid.uuid.uuid4", return_value="test-uuid-123"),
        ):

            result = self.runner.invoke(login, obj=mock_context.obj)

            assert result.exit_code == 0
            assert "❌ Authentication failed: Invalid value" in result.output


class TestLogoutCommand:
    """Test logout CLI command"""

    def setup_method(self):
        """Setup for each test"""
        self.runner = CliRunner()

    def test_logout_success(self):
        """Test successful logout"""
        with patch("litellm.proxy.client.cli.commands.auth.clear_token") as mock_clear:
            result = self.runner.invoke(logout)

            assert result.exit_code == 0
            assert "✅ Logged out successfully" in result.output
            mock_clear.assert_called_once()


class TestWhoamiCommand:
    """Test whoami CLI command"""

    def setup_method(self):
        """Setup for each test"""
        self.runner = CliRunner()

    def test_whoami_authenticated(self):
        """Test whoami when user is authenticated"""
        token_data = {
            "user_email": "test@example.com",
            "user_id": "test-user-123",
            "user_role": "admin",
            "timestamp": time.time() - 3600,  # 1 hour ago
        }

        with patch(
            "litellm.proxy.client.cli.commands.auth.load_token", return_value=token_data
        ):
            result = self.runner.invoke(whoami)

            assert result.exit_code == 0
            assert "✅ Authenticated" in result.output
            assert "test@example.com" in result.output
            assert "test-user-123" in result.output
            assert "admin" in result.output
            assert "Token age: 1.0 hours" in result.output

    def test_whoami_not_authenticated(self):
        """Test whoami when user is not authenticated"""
        with patch(
            "litellm.proxy.client.cli.commands.auth.load_token", return_value=None
        ):
            result = self.runner.invoke(whoami)

            assert result.exit_code == 0
            assert "❌ Not authenticated" in result.output
            assert "Run 'litellm-proxy login'" in result.output

    def test_whoami_old_token(self):
        """Test whoami with old token showing warning"""
        token_data = {
            "user_email": "test@example.com",
            "user_id": "test-user-123",
            "user_role": "admin",
            "timestamp": time.time() - (25 * 3600),  # 25 hours ago
        }

        with patch(
            "litellm.proxy.client.cli.commands.auth.load_token", return_value=token_data
        ):
            result = self.runner.invoke(whoami)

            assert result.exit_code == 0
            assert "✅ Authenticated" in result.output
            assert "⚠️ Warning: Token is more than 24 hours old" in result.output

    def test_whoami_missing_fields(self):
        """Test whoami with token missing some fields"""
        token_data = {
            "timestamp": time.time()
            - 3600
            # Missing user_email, user_id, user_role
        }

        with patch(
            "litellm.proxy.client.cli.commands.auth.load_token", return_value=token_data
        ):
            result = self.runner.invoke(whoami)

            assert result.exit_code == 0
            assert "✅ Authenticated" in result.output
            assert (
                "Unknown" in result.output
            )  # Should show "Unknown" for missing fields

    def test_whoami_no_timestamp(self):
        """Test whoami with token missing timestamp"""
        token_data = {
            "user_email": "test@example.com",
            "user_id": "test-user-123",
            "user_role": "admin",
            # Missing timestamp
        }

        with (
            patch(
                "litellm.proxy.client.cli.commands.auth.load_token",
                return_value=token_data,
            ),
            patch("time.time", return_value=1000),
        ):

            result = self.runner.invoke(whoami)

            assert result.exit_code == 0
            assert "✅ Authenticated" in result.output
            # Should calculate age based on timestamp=0
            assert "Token age:" in result.output


class TestCLIKeyRegenerationFlow:
    """Test the end-to-end CLI key regeneration flow from CLI perspective"""

    def setup_method(self):
        """Setup for each test"""
        self.runner = CliRunner()

    def test_login_with_team_selection_flow(self):
        """Test complete login flow when user has multiple teams - should prompt for selection"""
        mock_context = Mock()
        mock_context.obj = {"base_url": "https://test.example.com"}

        # Mock first response - requires team selection
        mock_first_response = Mock()
        mock_first_response.status_code = 200
        mock_first_response.json.return_value = {
            "status": "ready",
            "requires_team_selection": True,
            "user_id": "test-user-456",
            "teams": ["team-alpha", "team-beta", "team-gamma"],
            # New richer response with team details including aliases
            "team_details": [
                {"team_id": "team-alpha", "team_alias": "Alpha Team"},
                {"team_id": "team-beta", "team_alias": "Beta Team"},
                {"team_id": "team-gamma", "team_alias": "Gamma Team"},
            ],
        }

        # Mock second response after team selection - JWT with selected team
        mock_second_response = Mock()
        mock_second_response.status_code = 200
        mock_second_response.json.return_value = {
            "status": "ready",
            "key": "eyJhbGciOiJIUzI1NiIsInR5cCI6IkpXVCJ9.team-beta.jwt",
            "user_id": "test-user-456",
            "team_id": "team-beta",
            "teams": ["team-alpha", "team-beta", "team-gamma"],
        }

        # Simulate user selecting team #2 (team-beta)
        with (
            patch("webbrowser.open") as mock_browser,
            patch(
                "requests.get", side_effect=[mock_first_response, mock_second_response]
            ) as mock_get,
            patch("litellm.proxy.client.cli.commands.auth.save_token") as mock_save,
            patch(
                "litellm.proxy.client.cli.interface.show_commands"
            ) as mock_show_commands,
            patch("litellm._uuid.uuid.uuid4", return_value="session-uuid-456"),
            patch("click.prompt", return_value="2"),
        ):  # User selects index 2

            result = self.runner.invoke(login, obj=mock_context.obj)

            assert result.exit_code == 0
            assert "✅ Login successful!" in result.output
            assert "team-beta" in result.output
            # Ensure we surface the human-readable team alias to the user
            assert "Beta Team" in result.output

            # Verify browser was opened
            mock_browser.assert_called_once()
            call_args = mock_browser.call_args[0][0]
            assert "https://test.example.com/sso/key/generate" in call_args

            # Verify two polling requests were made
            assert mock_get.call_count == 2

            # First poll should be without team_id
            first_poll_url = mock_get.call_args_list[0][0][0]
            assert "sk-session-uuid-456" in first_poll_url
            assert "team_id=" not in first_poll_url

            # Second poll should include team_id=team-beta
            second_poll_url = mock_get.call_args_list[1][0][0]
            assert "team_id=team-beta" in second_poll_url

            # Verify JWT was saved
            mock_save.assert_called_once()
            saved_data = mock_save.call_args[0][0]
            assert (
                saved_data["key"]
                == "eyJhbGciOiJIUzI1NiIsInR5cCI6IkpXVCJ9.team-beta.jwt"
            )
            assert saved_data["user_id"] == "test-user-456"

            mock_show_commands.assert_called_once()

    def test_login_without_teams_flow(self):
        """Test complete login flow when user has no teams - JWT generated without team"""
        mock_context = Mock()
        mock_context.obj = {"base_url": "https://test.example.com"}

        # Mock response with no teams
        mock_response = Mock()
        mock_response.status_code = 200
        mock_response.json.return_value = {
            "status": "ready",
            "key": "eyJhbGciOiJIUzI1NiIsInR5cCI6IkpXVCJ9.no-team.jwt",
            "user_id": "test-user-solo",
            "team_id": None,
            "teams": [],
        }

        with (
            patch("webbrowser.open") as mock_browser,
            patch("requests.get", return_value=mock_response),
            patch("litellm.proxy.client.cli.commands.auth.save_token") as mock_save,
            patch("litellm.proxy.client.cli.interface.show_commands"),
            patch("litellm._uuid.uuid.uuid4", return_value="session-uuid-solo"),
        ):

            result = self.runner.invoke(login, obj=mock_context.obj)

            assert result.exit_code == 0
            assert "✅ Login successful!" in result.output

            # Verify browser was opened
            mock_browser.assert_called_once()
            call_args = mock_browser.call_args[0][0]
            assert "https://test.example.com/sso/key/generate" in call_args
            assert "source=litellm-cli" in call_args
            assert "key=sk-session-uuid-solo" in call_args

            # Verify JWT was saved
            mock_save.assert_called_once()
            saved_data = mock_save.call_args[0][0]
            assert (
                saved_data["key"] == "eyJhbGciOiJIUzI1NiIsInR5cCI6IkpXVCJ9.no-team.jwt"
            )
            assert saved_data["user_id"] == "test-user-solo"