#!/usr/bin/env python3 """Closed-loop drill for ENG-407: does this machine's Python trust what its OS trusts, and does sign-in reach the cloud? mint write root.pem and leaf.pem (SAN localhost + 127.0.0.1) signed under that root verify serve leaf.pem on 127.0.0.1; stock certifi MUST refuse it, the armed backend trust MUST accept it (the workflow installed root.pem into the OS store first), and https://api.openswarm.com MUST verify armed signin POST the real /api/auth/signin-activate (no lifespan) with a junk token: armed -> a 4xx FROM THE CLOUD (TLS passed, the service answered our junk token) armed-foreign-ca -> still a cloud 4xx with SSL_CERT_FILE pointing at a CA file that cannot verify anything; only the OS store can have done the verifying stock-foreign-ca -> 502 CERTIFICATE_VERIFY_FAILED, the field failure reproduced on demand Exit 0 only when every direction holds; every assertion prints what it saw. """ import datetime import http.server import ipaddress import os import ssl import sys import tempfile import threading from pathlib import Path CLOUD = "https://api.openswarm.com/api/health" def p_say(ok: bool, what: str) -> None: print(("PASS " if ok else "FAIL ") + what, flush=True) if not ok: sys.exit(1) def p_mint(out: Path) -> None: from cryptography import x509 from cryptography.hazmat.primitives import hashes, serialization from cryptography.hazmat.primitives.asymmetric import ec from cryptography.x509.oid import ExtendedKeyUsageOID, NameOID now = datetime.datetime.now(datetime.timezone.utc) root_key = ec.generate_private_key(ec.SECP256R1()) root_name = x509.Name([x509.NameAttribute(NameOID.COMMON_NAME, "OpenSwarm ENG-407 throwaway drill root")]) root = ( x509.CertificateBuilder().subject_name(root_name).issuer_name(root_name).public_key(root_key.public_key()) .serial_number(x509.random_serial_number()).not_valid_before(now - datetime.timedelta(days=1)).not_valid_after(now + datetime.timedelta(days=2)) .add_extension(x509.BasicConstraints(ca=True, path_length=0), critical=True) .add_extension(x509.KeyUsage(digital_signature=True, key_cert_sign=True, crl_sign=True, content_commitment=False, key_encipherment=False, data_encipherment=False, key_agreement=False, encipher_only=False, decipher_only=False), critical=True) .add_extension(x509.SubjectKeyIdentifier.from_public_key(root_key.public_key()), critical=False) .sign(root_key, hashes.SHA256()) ) leaf_key = ec.generate_private_key(ec.SECP256R1()) leaf = ( x509.CertificateBuilder().subject_name(x509.Name([x509.NameAttribute(NameOID.COMMON_NAME, "localhost")])).issuer_name(root_name) .public_key(leaf_key.public_key()).serial_number(x509.random_serial_number()) .not_valid_before(now - datetime.timedelta(days=1)).not_valid_after(now + datetime.timedelta(days=2)) .add_extension(x509.SubjectAlternativeName([x509.DNSName("localhost"), x509.IPAddress(ipaddress.ip_address("127.0.0.1"))]), critical=False) .add_extension(x509.BasicConstraints(ca=False, path_length=None), critical=True) .add_extension(x509.ExtendedKeyUsage([ExtendedKeyUsageOID.SERVER_AUTH]), critical=False) .add_extension(x509.AuthorityKeyIdentifier.from_issuer_public_key(root_key.public_key()), critical=False) .sign(root_key, hashes.SHA256()) ) out.mkdir(parents=True, exist_ok=True) (out / "root.pem").write_bytes(root.public_bytes(serialization.Encoding.PEM)) (out / "leaf.pem").write_bytes( leaf_key.private_bytes(serialization.Encoding.PEM, serialization.PrivateFormat.PKCS8, serialization.NoEncryption()) + leaf.public_bytes(serialization.Encoding.PEM) + root.public_bytes(serialization.Encoding.PEM) ) print(f"minted {out / 'root.pem'} and {out / 'leaf.pem'}") class P_Handler(http.server.BaseHTTPRequestHandler): def do_GET(self) -> None: self.send_response(200) self.end_headers() self.wfile.write(b"hello") def log_message(self, *args) -> None: pass class P_Server(http.server.ThreadingHTTPServer): def handle_error(self, request, client_address) -> None: pass def p_serve(leaf: Path) -> str: ctx = ssl.SSLContext(ssl.PROTOCOL_TLS_SERVER) ctx.load_cert_chain(leaf) server = P_Server(("127.0.0.1", 0), P_Handler) server.socket = ctx.wrap_socket(server.socket, server_side=True) threading.Thread(target=server.serve_forever, daemon=True).start() return f"https://localhost:{server.server_address[1]}/" def p_get(url: str) -> str: import httpx try: r = httpx.get(url, timeout=15) return f"HTTP {r.status_code}" except Exception as e: return f"{type(e).__name__}: {str(e)[:160]}" def p_verify(d: Path) -> None: import platform url = p_serve(d / "leaf.pem") stock = p_get(url) p_say("HTTP" not in stock, f"stock certifi refuses the OS-only root: {stock}") from backend.config.os_trust import install_os_trust source = install_os_trust() p_say(source == "os-store", f"backend trust armed on {platform.system()}: {source}") armed = p_get(url) p_say(armed == "HTTP 200", f"armed backend trust accepts a leaf under the root the OS trusts: {armed}") cloud = p_get(CLOUD) p_say(cloud.startswith("HTTP"), f"armed backend trust verifies the sign-in service: {cloud}") def p_signin(mode: str) -> None: data_root = tempfile.mkdtemp(prefix="osw-drill-") os.environ["OPENSWARM_DATA_ROOT"] = data_root os.environ["OPENSWARM_HEADLESS"] = "1" if mode.endswith("foreign-ca"): foreign = Path(data_root) / "foreign-ca" p_mint(foreign) os.environ["SSL_CERT_FILE"] = str(foreign / "root.pem") sys.path.insert(0, str(Path(__file__).resolve().parents[1])) import backend.main as main if mode.startswith("stock"): import truststore truststore.extract_from_ssl() from fastapi.testclient import TestClient r = TestClient(main.app).post("/api/auth/signin-activate", json={"token": "drill-" * 8, "signin_method": "google"}) detail = str(r.json().get("detail", ""))[:200] if r.headers.get("content-type", "").startswith("application/json") else r.text[:200] seen = f"{mode}: HTTP {r.status_code} {detail}" if mode.startswith("stock"): p_say(r.status_code == 502 and "CERTIFICATE_VERIFY_FAILED" in detail, "field failure reproduced, " + seen) else: # A junk token earns a 4xx FROM THE CLOUD; the failure being drilled is our own 502 before any byte reached it. p_say(r.status_code in (400, 401) and "Could not reach" not in detail, "sign-in reached the cloud over TLS, " + seen) if __name__ == "__main__": cmd, arg = (sys.argv + [None, None])[1:3] if cmd == "mint" and arg: p_mint(Path(arg)) elif cmd == "verify" and arg: sys.path.insert(0, str(Path(__file__).resolve().parents[1])) p_verify(Path(arg)) elif cmd == "signin" and arg in ("armed", "armed-foreign-ca", "stock-foreign-ca"): p_signin(arg) else: print(__doc__) sys.exit(2)