/**
 * Route-level coverage for the plugin install security floor:
 *
 * - Cloud-managed instances (PAPERCLIP_MANAGED_CONFIG present) may only
 *   install plugins whose source canonicalizes into the bundled plugin
 *   catalog root; npm installs and arbitrary local paths are rejected.
 * - Every instance canonicalizes and validates `localPath` (traversal,
 *   symlink, and absolute-path handling) before the loader runs.
 * - Self-hosted non-localPath install validation is unchanged.
 */
import express from "express";
import { randomUUID } from "node:crypto";
import { mkdir, mkdtemp, realpath, rm, symlink, writeFile } from "node:fs/promises";
import os from "node:os";
import path from "node:path";
import request from "supertest";
import { afterAll, afterEach, beforeAll, describe, expect, it, vi } from "vitest";
import { createDb, plugins } from "@paperclipai/db";
import { pluginLoader, REPO_ROOT } from "../services/plugin-loader.js";
import {
  getEmbeddedPostgresTestSupport,
  startEmbeddedPostgresTestDatabase,
} from "./helpers/embedded-postgres.js";

const mockLifecycle = vi.hoisted(() => ({
  load: vi.fn(),
  upgrade: vi.fn(),
  unload: vi.fn(),
  enable: vi.fn(),
  disable: vi.fn(),
}));

vi.mock("../services/plugin-lifecycle.js", () => ({
  pluginLifecycleManager: () => mockLifecycle,
}));

vi.mock("../services/activity-log.js", () => ({
  logActivity: vi.fn(),
}));

vi.mock("../services/live-events.js", () => ({
  publishGlobalLiveEvent: vi.fn(),
}));

const embeddedPostgresSupport = await getEmbeddedPostgresTestSupport();
const describeEmbeddedPostgres = embeddedPostgresSupport.supported ? describe : describe.skip;

if (!embeddedPostgresSupport.supported) {
  console.warn(
    `Skipping plugin install route security tests on this host: ${embeddedPostgresSupport.reason ?? "unsupported environment"}`,
  );
}

const CLOUD_MANAGED_CONFIG = JSON.stringify({
  v: 1,
  mode: "cloud",
  catalogVersion: "2026.720.0",
  features: {},
  plugins: { autoInstall: [] },
});

const repoPluginRoot = path.join(REPO_ROOT, "packages", "plugins");

type FixturePlugin = {
  packageName: string;
  pluginKey: string;
  packageRoot: string;
};

/**
 * Create a valid, already-built plugin package (dist written directly, so no
 * pnpm auto-build runs during install) at an arbitrary directory.
 */
async function createBuiltPluginFixture(parentDir: string, nameSuffix: string): Promise<FixturePlugin> {
  const slug = `plugin-install-guard-${nameSuffix}-${randomUUID().slice(0, 8)}`;
  const packageName = `@paperclipai/${slug}`;
  const pluginKey = `paperclip.${slug.replace(/^plugin-/, "").replace(/-/g, "_")}`;
  const packageRoot = path.join(parentDir, slug);
  const distDir = path.join(packageRoot, "dist");

  await mkdir(distDir, { recursive: true });
  await writeFile(
    path.join(packageRoot, "package.json"),
    JSON.stringify({
      name: packageName,
      version: "0.1.0",
      private: true,
      type: "module",
      paperclipPlugin: {
        manifest: "./dist/manifest.js",
        worker: "./dist/worker.js",
      },
    }, null, 2),
    "utf8",
  );

  const manifest = {
    id: pluginKey,
    apiVersion: 1,
    version: "0.1.0",
    displayName: "Install Guard Fixture",
    description: "Plugin fixture for install-route security floor coverage.",
    author: "Paperclip",
    categories: ["automation"],
    capabilities: ["companies.read"],
    entrypoints: {
      worker: "./dist/worker.js",
    },
  };
  await writeFile(
    path.join(distDir, "manifest.js"),
    `export default ${JSON.stringify(manifest, null, 2)};\n`,
    "utf8",
  );
  await writeFile(path.join(distDir, "worker.js"), "export {};\n", "utf8");

  return { packageName, pluginKey, packageRoot };
}

async function createInstallApp(db: ReturnType<typeof createDb>) {
  const [{ pluginRoutes }, { errorHandler }] = await Promise.all([
    import("../routes/plugins.js"),
    import("../middleware/index.js"),
  ]);

  const loader = pluginLoader(db, {
    enableLocalFilesystem: false,
    enableNpmDiscovery: false,
  });

  const app = express();
  app.use(express.json());
  app.use((req, _res, next) => {
    req.actor = {
      type: "board",
      userId: "admin-1",
      source: "session",
      isInstanceAdmin: true,
      companyIds: [],
    } as typeof req.actor;
    next();
  });
  app.use("/api", pluginRoutes(db as never, loader as never, {} as never, undefined, {} as never, {} as never));
  app.use(errorHandler);
  return app;
}

describeEmbeddedPostgres("plugin install route security floor", () => {
  let db!: ReturnType<typeof createDb>;
  let tempDb: Awaited<ReturnType<typeof startEmbeddedPostgresTestDatabase>> | null = null;
  const cleanupPaths = new Set<string>();
  const originalManagedConfig = process.env["PAPERCLIP_MANAGED_CONFIG"];

  beforeAll(async () => {
    tempDb = await startEmbeddedPostgresTestDatabase("paperclip-plugin-install-guard-");
    db = createDb(tempDb.connectionString);
  }, 20_000);

  afterEach(async () => {
    vi.clearAllMocks();
    await db.delete(plugins);
    for (const cleanupPath of cleanupPaths) {
      await rm(cleanupPath, { recursive: true, force: true });
    }
    cleanupPaths.clear();
    if (originalManagedConfig === undefined) {
      delete process.env["PAPERCLIP_MANAGED_CONFIG"];
    } else {
      process.env["PAPERCLIP_MANAGED_CONFIG"] = originalManagedConfig;
    }
  });

  afterAll(async () => {
    await tempDb?.cleanup();
  }, 30_000);

  describe("cloud-managed instances", () => {
    it("rejects npm installs outright", async () => {
      process.env["PAPERCLIP_MANAGED_CONFIG"] = CLOUD_MANAGED_CONFIG;
      const app = await createInstallApp(db);

      const res = await request(app)
        .post("/api/plugins/install")
        .send({ packageName: "paperclip-plugin-anything", version: "1.0.0" });

      expect(res.status).toBe(403);
      expect(res.body.error).toContain("npm installs are disabled on cloud-managed instances");
      expect(mockLifecycle.load).not.toHaveBeenCalled();
    });

    it("rejects npm installs even when the managed config document is corrupted", async () => {
      // The fail-closed startup parser refuses to boot a managed instance
      // with a corrupted document, so boot with a valid one and corrupt it
      // afterwards: the install floor must still hold because it keys off
      // the variable's presence at request time, never its parsed content.
      process.env["PAPERCLIP_MANAGED_CONFIG"] = CLOUD_MANAGED_CONFIG;
      const app = await createInstallApp(db);
      process.env["PAPERCLIP_MANAGED_CONFIG"] = "{definitely not json";

      const res = await request(app)
        .post("/api/plugins/install")
        .send({ packageName: "paperclip-plugin-anything" });

      expect(res.status).toBe(403);
      expect(mockLifecycle.load).not.toHaveBeenCalled();
    });

    it("rejects localPath installs from outside the bundled catalog root", async () => {
      process.env["PAPERCLIP_MANAGED_CONFIG"] = CLOUD_MANAGED_CONFIG;
      const outsideDir = await mkdtemp(path.join(os.tmpdir(), "guard-outside-"));
      cleanupPaths.add(outsideDir);
      const fixture = await createBuiltPluginFixture(outsideDir, "outside");
      const app = await createInstallApp(db);

      const res = await request(app)
        .post("/api/plugins/install")
        .send({ packageName: fixture.packageRoot, isLocalPath: true });

      expect(res.status).toBe(403);
      expect(res.body.error).toContain("bundled plugin catalog");
      expect(mockLifecycle.load).not.toHaveBeenCalled();
    });

    it("rejects localPath traversal that escapes the bundled catalog root", async () => {
      process.env["PAPERCLIP_MANAGED_CONFIG"] = CLOUD_MANAGED_CONFIG;
      const app = await createInstallApp(db);

      // Starts under packages/plugins but canonicalizes to the repo's server
      // directory — a real, readable directory outside the catalog.
      const traversalPath = path.join(repoPluginRoot, "..", "..", "server");
      const res = await request(app)
        .post("/api/plugins/install")
        .send({ packageName: traversalPath, isLocalPath: true });

      expect(res.status).toBe(403);
      expect(res.body.error).toContain("bundled plugin catalog");
      expect(mockLifecycle.load).not.toHaveBeenCalled();
    });

    it("rejects a symlink inside the catalog root that points outside it", async () => {
      process.env["PAPERCLIP_MANAGED_CONFIG"] = CLOUD_MANAGED_CONFIG;
      const outsideDir = await mkdtemp(path.join(os.tmpdir(), "guard-symlink-target-"));
      cleanupPaths.add(outsideDir);
      const fixture = await createBuiltPluginFixture(outsideDir, "symlink-target");

      const linkPath = path.join(repoPluginRoot, `guard-sneaky-link-${randomUUID().slice(0, 8)}`);
      cleanupPaths.add(linkPath);
      await symlink(fixture.packageRoot, linkPath, "dir");
      const app = await createInstallApp(db);

      const res = await request(app)
        .post("/api/plugins/install")
        .send({ packageName: linkPath, isLocalPath: true });

      expect(res.status).toBe(403);
      expect(res.body.error).toContain("bundled plugin catalog");
      expect(mockLifecycle.load).not.toHaveBeenCalled();
    });

    it("allows installing a plugin from inside the bundled catalog root", async () => {
      process.env["PAPERCLIP_MANAGED_CONFIG"] = CLOUD_MANAGED_CONFIG;
      const fixture = await createBuiltPluginFixture(repoPluginRoot, "bundled");
      cleanupPaths.add(fixture.packageRoot);
      const app = await createInstallApp(db);

      const res = await request(app)
        .post("/api/plugins/install")
        .send({ packageName: fixture.packageRoot, isLocalPath: true });

      expect(res.status).toBe(200);
      expect(res.body.packageName).toBe(fixture.packageName);
      expect(res.body.pluginKey).toBe(fixture.pluginKey);
      expect(mockLifecycle.load).toHaveBeenCalledTimes(1);
    }, 30_000);
  });

  describe("all instances: localPath canonicalization", () => {
    it("rejects a nonexistent localPath with a validation error", async () => {
      const app = await createInstallApp(db);

      const res = await request(app)
        .post("/api/plugins/install")
        .send({ packageName: "/nonexistent/plugin/dir", isLocalPath: true });

      expect(res.status).toBe(400);
      expect(res.body.error).toContain("Invalid localPath");
      expect(res.body.error).toContain("does not exist");
      expect(mockLifecycle.load).not.toHaveBeenCalled();
    });

    it("rejects a localPath containing a null byte", async () => {
      const app = await createInstallApp(db);

      const res = await request(app)
        .post("/api/plugins/install")
        .send({ packageName: "/tmp/foo\u0000bar", isLocalPath: true });

      expect(res.status).toBe(400);
      expect(res.body.error).toContain("Invalid localPath");
      expect(res.body.error).toContain("null byte");
      expect(mockLifecycle.load).not.toHaveBeenCalled();
    });

    it("rejects a localPath that resolves to a file", async () => {
      const outsideDir = await mkdtemp(path.join(os.tmpdir(), "guard-file-"));
      cleanupPaths.add(outsideDir);
      const filePath = path.join(outsideDir, "plugin.tgz");
      await writeFile(filePath, "not a directory", "utf8");
      const app = await createInstallApp(db);

      const res = await request(app)
        .post("/api/plugins/install")
        .send({ packageName: filePath, isLocalPath: true });

      expect(res.status).toBe(400);
      expect(res.body.error).toContain("Invalid localPath");
      expect(res.body.error).toContain("not a directory");
      expect(mockLifecycle.load).not.toHaveBeenCalled();
    });

    it("canonicalizes traversal segments before installing (self-hosted)", async () => {
      const outsideDir = await mkdtemp(path.join(os.tmpdir(), "guard-traversal-"));
      cleanupPaths.add(outsideDir);
      const fixture = await createBuiltPluginFixture(outsideDir, "traversal");
      const slug = path.basename(fixture.packageRoot);
      const traversalPath = path.join(outsideDir, "..", path.basename(outsideDir), ".", slug);
      const app = await createInstallApp(db);

      const res = await request(app)
        .post("/api/plugins/install")
        .send({ packageName: traversalPath, isLocalPath: true });

      expect(res.status).toBe(200);
      expect(res.body.packageName).toBe(fixture.packageName);
      expect(res.body.packagePath).toBe(await realpath(fixture.packageRoot));
      expect(mockLifecycle.load).toHaveBeenCalledTimes(1);
    }, 30_000);

    it("resolves symlinked localPath installs to the real target (self-hosted)", async () => {
      const outsideDir = await mkdtemp(path.join(os.tmpdir(), "guard-selfhosted-symlink-"));
      cleanupPaths.add(outsideDir);
      const fixture = await createBuiltPluginFixture(outsideDir, "symlinked");
      const linkPath = path.join(outsideDir, "linked-plugin");
      await symlink(fixture.packageRoot, linkPath, "dir");
      const app = await createInstallApp(db);

      const res = await request(app)
        .post("/api/plugins/install")
        .send({ packageName: linkPath, isLocalPath: true });

      expect(res.status).toBe(200);
      expect(res.body.packageName).toBe(fixture.packageName);
      expect(res.body.packagePath).toBe(await realpath(fixture.packageRoot));
      expect(mockLifecycle.load).toHaveBeenCalledTimes(1);
    }, 30_000);
  });

  describe("self-hosted npm installs (behavior unchanged)", () => {
    it("still rejects package names with invalid characters", async () => {
      const app = await createInstallApp(db);

      const res = await request(app)
        .post("/api/plugins/install")
        .send({ packageName: "bad<name>" });

      expect(res.status).toBe(400);
      expect(res.body.error).toBe("packageName contains invalid characters");
      expect(mockLifecycle.load).not.toHaveBeenCalled();
    });

    it("does not apply the cloud floor when PAPERCLIP_MANAGED_CONFIG is absent", async () => {
      const app = await createInstallApp(db);

      // A well-formed npm package name passes route validation and reaches
      // the loader (which fails here because npm cannot resolve the package
      // in the test environment) — proving the 403 floor did not trigger.
      const res = await request(app)
        .post("/api/plugins/install")
        .send({ packageName: `paperclip-plugin-guard-missing-${randomUUID().slice(0, 8)}` });

      expect(res.status).toBe(400);
      expect(res.body.error).toContain("npm install failed");
      expect(mockLifecycle.load).not.toHaveBeenCalled();
    }, 150_000);
  });
});