diff --git a/pkg/interface/src/logic/lib/tokenizeMessage.js b/pkg/interface/src/logic/lib/tokenizeMessage.js
index 19f2313166..84c25492ea 100644
--- a/pkg/interface/src/logic/lib/tokenizeMessage.js
+++ b/pkg/interface/src/logic/lib/tokenizeMessage.js
@@ -1,7 +1,7 @@
 import urbitOb from 'urbit-ob';
 import { parsePermalink, permalinkToReference } from '~/logic/lib/permalinks';
 
-const URL_REGEX = new RegExp(String(/^([^[\]]*?)(([\w\-\+]+:\/\/)[-a-zA-Z0-9:@;?&=\/%\+\.\*!'\(\),\$_\{\}\^~\[\]`#|]+[-a-zA-Z0-9:@;?&=\/%\+\*!'\(\)\$_\{\}\^~\[\]`#|])([\s\S]*)/.source));
+const URL_REGEX = new RegExp(String(/^([\s\S]*?)(([\w\-\+]+:\/\/)[-a-zA-Z0-9:@;?&=\/%\+\.\*!'\(\),\$_\{\}\^~\[\]`#|]+[-a-zA-Z0-9:@;?&=\/%\+\*!'\(\)\$_\{\}\^~\[\]`#|])([\s\S]*)/.source));
 
 const PATP_REGEX = /^([\s\S]*?)(~[a-z_-]+)([\s\S]*)/;
 
@@ -18,7 +18,15 @@ export const isUrl = (str) => {
 };
 
 const raceRegexes = (str) => {
-  const link = str.match(URL_REGEX);
+  let link = str.match(URL_REGEX);
+  while(link?.[1]?.endsWith('(')) {
+    const resumePos = link[1].length + link[2].length;
+    const resume = str.slice(resumePos);
+    link = resume.match(URL_REGEX);
+    if(link) {
+      link[1] = str.slice(0, resumePos) + link[1];
+    }
+  }
   const groupRef = str.match(GROUP_REGEX);
   const mention = str.match(PATP_REGEX);
   let pfix = str;
diff --git a/pkg/interface/src/logic/lib/tokenizeMessage.test.js b/pkg/interface/src/logic/lib/tokenizeMessage.test.js
index e65f139d1c..2ddb4c1f66 100644
--- a/pkg/interface/src/logic/lib/tokenizeMessage.test.js
+++ b/pkg/interface/src/logic/lib/tokenizeMessage.test.js
@@ -127,5 +127,15 @@ describe('tokenizeMessage', () => {
     expect(text).toBe('oh no, ');
     expect(reference.group).toBe('/ship/~sampel/group-123-abc');
   });
+  it('should handle permalinks after inline urls', () => {
+    const example = 'test [test](https://tlon.io) web+urbitgraph://group/~middev/the-forge/graph/~littel-wolfur/writs-7082/170141184505164612398001831549075456000/2/170141184505164722986064231401764421632';
+
+    const [{ text }, { reference: { graph } }] = tokenizeMessage(example);
+
+    expect(text).toBe('test [test](https://tlon.io) ');
+    expect(graph.group).toBe('/ship/~middev/the-forge');
+    expect(graph.graph).toBe('/ship/~littel-wolfur/writs-7082');
+    expect(graph.index).toBe('/170141184505164612398001831549075456000/2/170141184505164722986064231401764421632');
+  });
 });