improve secure-join message detection (#473)

CHANGELOG.md

@@ -8,6 +8,9 @@
 - migration guide: let opendkim own the DKIM keys directory
   ([#468](https://github.com/deltachat/chatmail/pull/468))
 
+- improve secure-join message detection
+  ([#473](https://github.com/deltachat/chatmail/pull/473))
+
 ## 1.5.0 2024-12-20
 
 - cmdeploy dns: always show recommended DNS records

chatmaild/src/chatmaild/filtermail.py

@@ -100,6 +100,27 @@ def check_armored_payload(payload: str):
         return False
 
 
+def is_securejoin(message):
+    if message.get("secure-join") not in ["vc-request", "vg-request"]:
+        return False
+    if not message.is_multipart():
+        return False
+    parts_count = 0
+    for part in message.iter_parts():
+        parts_count += 1
+        if parts_count > 1:
+            return False
+        if part.is_multipart():
+            return False
+        if part.get_content_type() != "text/plain":
+            return False
+
+        payload = part.get_payload().strip().lower()
+        if payload not in ("secure-join: vc-request", "secure-join: vg-request"):
+            return False
+    return True
+
+
 def check_encrypted(message):
     """Check that the message is an OpenPGP-encrypted message.
 
@@ -203,11 +224,7 @@ class BeforeQueueHandler:
 
         passthrough_recipients = self.config.passthrough_recipients
 
-        is_securejoin = message.get("secure-join") in [
-            "vc-request",
-            "vg-request",
-        ]
-        if is_securejoin:
+        if mail_encrypted or is_securejoin(message):
             return
 
         for recipient in envelope.rcpt_tos:
@@ -222,7 +239,7 @@ class BeforeQueueHandler:
             _recipient_addr, recipient_domain = res
 
             is_outgoing = recipient_domain != envelope_from_domain
-            if is_outgoing and not mail_encrypted:
+            if is_outgoing:
                 print("Rejected unencrypted mail.", file=sys.stderr)
                 return f"500 Invalid unencrypted mail to <{recipient}>"
 

chatmaild/src/chatmaild/tests/mail-data/securejoin-vc-fake.eml

@@ -0,0 +1,21 @@
+Subject: Message from {from_addr}
+From: <{from_addr}>
+To: <{to_addr}>
+Date: Sun, 15 Oct 2023 16:43:25 +0000
+Message-ID: <Mr.78MWtlV7RAi.goCFzBhCYfy@c2.testrun.org>
+Chat-Version: 1.0
+Secure-Join: vc-request
+Secure-Join-Invitenumber: RANDOM-TOKEN
+MIME-Version: 1.0
+Content-Type: multipart/mixed; boundary="Gl92xgZjOShJ5PGHntqYkoo2OK2Dvi"
+
+
+--Gl92xgZjOShJ5PGHntqYkoo2OK2Dvi
+Content-Type: text/plain; charset=utf-8
+
+Buy viagra!
+
+
+--Gl92xgZjOShJ5PGHntqYkoo2OK2Dvi--
+
+

chatmaild/src/chatmaild/tests/mail-data/securejoin-vc.eml

@@ -0,0 +1,21 @@
+Subject: Message from {from_addr}
+From: <{from_addr}>
+To: <{to_addr}>
+Date: Sun, 15 Oct 2023 16:43:25 +0000
+Message-ID: <Mr.78MWtlV7RAi.goCFzBhCYfy@c2.testrun.org>
+Chat-Version: 1.0
+Secure-Join: vc-request
+Secure-Join-Invitenumber: RANDOM-TOKEN
+MIME-Version: 1.0
+Content-Type: multipart/mixed; boundary="Gl92xgZjOShJ5PGHntqYkoo2OK2Dvi"
+
+
+--Gl92xgZjOShJ5PGHntqYkoo2OK2Dvi
+Content-Type: text/plain; charset=utf-8
+
+Secure-Join: vc-request
+
+
+--Gl92xgZjOShJ5PGHntqYkoo2OK2Dvi--
+
+

chatmaild/src/chatmaild/tests/test_filtermail.py

@@ -6,6 +6,7 @@ from chatmaild.filtermail import (
     check_armored_payload,
     check_encrypted,
     common_encrypted_subjects,
+    is_securejoin,
 )
 
 
@@ -55,6 +56,20 @@ def test_filtermail_no_encryption_detection(maildata):
     assert not check_encrypted(msg)
 
 
+def test_filtermail_securejoin_detection(maildata):
+    msg = maildata(
+        "securejoin-vc.eml", from_addr="some@example.org", to_addr="other@example.org"
+    )
+    assert is_securejoin(msg)
+
+    msg = maildata(
+        "securejoin-vc-fake.eml",
+        from_addr="some@example.org",
+        to_addr="other@example.org",
+    )
+    assert not is_securejoin(msg)
+
+
 def test_filtermail_encryption_detection(maildata):
     for subject in common_encrypted_subjects:
         msg = maildata(