diff --git a/crates/oxc_formatter/src/write/class.rs b/crates/oxc_formatter/src/write/class.rs
index 73dd78a7cc3d0..3ea38d2aadddc 100644
--- a/crates/oxc_formatter/src/write/class.rs
+++ b/crates/oxc_formatter/src/write/class.rs
@@ -469,13 +469,30 @@ impl<'a> Format<'a> for FormatClass<'a, '_> {
 ///
 /// Heritage clauses are grouped when:
 /// 1. Superclass and/or implements are more than one
-/// 2. There are comments in the heritage clause area
-/// 3. There are trailing line comments after type parameters
+/// 2. The superclass is a member expression without type arguments, or the implements clause is a qualified name without type arguments
+/// 3. There are comments in the heritage clause area
+/// 4. There are trailing line comments after type parameters
 fn should_group<'a>(class: &Class<'a>, f: &Formatter<'_, 'a>) -> bool {
     if usize::from(class.super_class.is_some()) + class.implements.len() > 1 {
         return true;
     }
 
+    if !class.is_expression()
+        && ((class.super_type_arguments.is_none()
+            && class
+                .super_class
+                .as_ref()
+                .is_some_and(|super_class|
+                    super_class.is_member_expression() ||
+                    matches!(&super_class, Expression::ChainExpression(chain) if chain.expression.is_member_expression())
+                ))
+            || class.implements.first().is_some_and(|implements| {
+                implements.type_arguments.is_none() && implements.expression.is_qualified_name()
+            }))
+    {
+        return true;
+    }
+
     let comments = f.comments();
 
     let id_span = class.id.as_ref().map(GetSpan::span);
diff --git a/crates/oxc_formatter/src/write/mod.rs b/crates/oxc_formatter/src/write/mod.rs
index de5eb5cdae67f..32f2e9916eeb1 100644
--- a/crates/oxc_formatter/src/write/mod.rs
+++ b/crates/oxc_formatter/src/write/mod.rs
@@ -1301,10 +1301,16 @@ impl<'a> FormatWrite<'a> for AstNode<'a, TSInterfaceDeclaration<'a>> {
         let extends = self.extends();
         let body = self.body();
 
+        // Determines whether to use group mode for formatting the `extends` clause.
+        // 1. If there are multiple `extends`, we always use group mode.
+        // 2. If there is a single `extends` that is a member expression without type arguments, we use group mode.
+        // 3. If there are comments between the `id` and the `extends`, we use group mode.
         let group_mode = extends.len() > 1
             || extends.as_ref().first().is_some_and(|first| {
-                let prev_span = type_parameters.as_ref().map_or(id.span(), GetSpan::span);
-                f.comments().has_comment_in_range(prev_span.end, first.span().start)
+                (first.expression.is_member_expression() && first.type_arguments.is_none()) || {
+                    let prev_span = type_parameters.as_ref().map_or(id.span(), GetSpan::span);
+                    f.comments().has_comment_in_range(prev_span.end, first.span().start)
+                }
             });
 
         let format_id = format_with(|f| {
diff --git a/crates/oxc_formatter/tests/fixtures/ts/class/issue-16259.ts b/crates/oxc_formatter/tests/fixtures/ts/class/issue-16259.ts
new file mode 100644
index 0000000000000..d007ff37ba061
--- /dev/null
+++ b/crates/oxc_formatter/tests/fixtures/ts/class/issue-16259.ts
@@ -0,0 +1,6 @@
+export class longlonglonglonglonglonglonglonglonglonglongclassname
+  extends someobjectsomepropertysomeotherproperty.SomeClass {}
+
+export interface longlonglonglonglonglonglonglonglonglonglongclassname
+  extends someobjectsomepropertysomeotherproperty.SomeClass {}
+  
\ No newline at end of file
diff --git a/crates/oxc_formatter/tests/fixtures/ts/class/issue-16259.ts.snap b/crates/oxc_formatter/tests/fixtures/ts/class/issue-16259.ts.snap
new file mode 100644
index 0000000000000..d2e6d28788b43
--- /dev/null
+++ b/crates/oxc_formatter/tests/fixtures/ts/class/issue-16259.ts.snap
@@ -0,0 +1,30 @@
+---
+source: crates/oxc_formatter/tests/fixtures/mod.rs
+---
+==================== Input ====================
+export class longlonglonglonglonglonglonglonglonglonglongclassname
+  extends someobjectsomepropertysomeotherproperty.SomeClass {}
+
+export interface longlonglonglonglonglonglonglonglonglonglongclassname
+  extends someobjectsomepropertysomeotherproperty.SomeClass {}
+  
+==================== Output ====================
+------------------
+{ printWidth: 80 }
+------------------
+export class longlonglonglonglonglonglonglonglonglonglongclassname
+  extends someobjectsomepropertysomeotherproperty.SomeClass {}
+
+export interface longlonglonglonglonglonglonglonglonglonglongclassname
+  extends someobjectsomepropertysomeotherproperty.SomeClass {}
+
+-------------------
+{ printWidth: 100 }
+-------------------
+export class longlonglonglonglonglonglonglonglonglonglongclassname
+  extends someobjectsomepropertysomeotherproperty.SomeClass {}
+
+export interface longlonglonglonglonglonglonglonglonglonglongclassname
+  extends someobjectsomepropertysomeotherproperty.SomeClass {}
+
+===================== End =====================
diff --git a/tasks/prettier_conformance/snapshots/prettier.ts.snap.md b/tasks/prettier_conformance/snapshots/prettier.ts.snap.md
index 1ab91b2483ddd..a3b3a9ecf1aa3 100644
--- a/tasks/prettier_conformance/snapshots/prettier.ts.snap.md
+++ b/tasks/prettier_conformance/snapshots/prettier.ts.snap.md
@@ -1,4 +1,4 @@
-ts compatibility: 574/604 (95.03%)
+ts compatibility: 575/604 (95.20%)
 
 # Failed
 
@@ -17,7 +17,6 @@ ts compatibility: 574/604 (95.03%)
 | typescript/chain-expression/test.ts | 💥 | 0.00% |
 | typescript/class/empty-method-body.ts | 💥 | 80.00% |
 | typescript/class/quoted-property.ts | 💥 | 66.67% |
-| typescript/class-and-interface/heritage-break/member-expression-like.ts | 💥 | 54.55% |
 | typescript/comments/mapped_types.ts | 💥 | 96.77% |
 | typescript/comments/method_types.ts | 💥 | 82.05% |
 | typescript/decorators-ts/angular.ts | 💥 | 87.50% |