diff --git a/web/src/pages/dataset/compilation/llm-wiki-view.tsx b/web/src/pages/dataset/compilation/llm-wiki-view.tsx
index b8f56289c90..d9ce278fe0b 100644
--- a/web/src/pages/dataset/compilation/llm-wiki-view.tsx
+++ b/web/src/pages/dataset/compilation/llm-wiki-view.tsx
@@ -25,6 +25,7 @@ import CompilationEmptyState from './empty-state';
 import { useCompilationArtifact } from './hooks/use-compilation-artifact';
 import { useRunEndEffect } from './hooks/use-run-end-effect';
 import { CompilationLoadingCard } from './loading-card';
+import { canGenerateWiki } from './wiki-generation-eligibility';
 import { WikiDetailContent } from './wiki-detail-content';
 import { WikiLeftPanel } from './wiki-left-panel';
 
@@ -63,7 +64,7 @@ export function LlmWikiView() {
     setLeftTab(value as LeftPanelTab);
   }, []);
 
-  const canGenerate = (knowledgeBase?.chunk_count ?? 0) > 0;
+  const canGenerate = canGenerateWiki(knowledgeBase);
   const isLoading = topicListLoading && topics.length === 0;
   const isEmpty = topics.length === 0 && !topicListLoading;
 
diff --git a/web/src/pages/dataset/compilation/wiki-generation-eligibility.test.ts b/web/src/pages/dataset/compilation/wiki-generation-eligibility.test.ts
new file mode 100644
index 00000000000..503b9d1144e
--- /dev/null
+++ b/web/src/pages/dataset/compilation/wiki-generation-eligibility.test.ts
@@ -0,0 +1,71 @@
+import { IDataset } from '@/interfaces/database/dataset';
+
+import { canGenerateWiki } from './wiki-generation-eligibility';
+
+function dataset(overrides: Partial<IDataset> = {}): IDataset {
+  return {
+    chunk_count: 1,
+    pipeline_id: '',
+    parser_config: {},
+    ...overrides,
+  } as IDataset;
+}
+
+function parserConfig(
+  overrides: Record<string, unknown>,
+): IDataset['parser_config'] {
+  return overrides as unknown as IDataset['parser_config'];
+}
+
+describe('canGenerateWiki', () => {
+  it('requires parsed chunks', () => {
+    expect(canGenerateWiki(dataset({ chunk_count: 0, pipeline_id: 'pipeline' }))).toBe(
+      false,
+    );
+  });
+
+  it('blocks generation when no compilation configuration is present', () => {
+    expect(canGenerateWiki(dataset())).toBe(false);
+  });
+
+  it('allows pipeline-backed datasets', () => {
+    expect(canGenerateWiki(dataset({ pipeline_id: 'pipeline-id' }))).toBe(true);
+  });
+
+  it('allows the singular parser-config template group field', () => {
+    expect(
+      canGenerateWiki(
+        dataset({
+          parser_config: parserConfig({
+            compilation_template_group_id: ['group-id'],
+          }),
+        }),
+      ),
+    ).toBe(true);
+  });
+
+  it('allows the plural parser-config template group field', () => {
+    expect(
+      canGenerateWiki(
+        dataset({
+          parser_config: parserConfig({
+            compilation_template_group_ids: ['group-id'],
+          }),
+        }),
+      ),
+    ).toBe(true);
+  });
+
+  it('ignores blank pipeline and template group values', () => {
+    expect(
+      canGenerateWiki(
+        dataset({
+          pipeline_id: '   ',
+          parser_config: parserConfig({
+            compilation_template_group_id: [' ', ''],
+          }),
+        }),
+      ),
+    ).toBe(false);
+  });
+});
diff --git a/web/src/pages/dataset/compilation/wiki-generation-eligibility.ts b/web/src/pages/dataset/compilation/wiki-generation-eligibility.ts
new file mode 100644
index 00000000000..b678ce5663c
--- /dev/null
+++ b/web/src/pages/dataset/compilation/wiki-generation-eligibility.ts
@@ -0,0 +1,34 @@
+import { IDataset } from '@/interfaces/database/dataset';
+
+type CompilationParserConfig = IDataset['parser_config'] & {
+  compilation_template_group_id?: string | string[];
+  compilation_template_group_ids?: string | string[];
+};
+
+function hasConfiguredGroup(value: unknown): boolean {
+  if (Array.isArray(value)) {
+    return value.some(
+      (groupId) => typeof groupId === 'string' && groupId.trim().length > 0,
+    );
+  }
+
+  return typeof value === 'string' && value.trim().length > 0;
+}
+
+export function canGenerateWiki(knowledgeBase?: IDataset): boolean {
+  if ((knowledgeBase?.chunk_count ?? 0) <= 0) {
+    return false;
+  }
+
+  const parserConfig = knowledgeBase?.parser_config as
+    | CompilationParserConfig
+    | undefined;
+  const compilationGroupIds =
+    parserConfig?.compilation_template_group_ids ??
+    parserConfig?.compilation_template_group_id;
+
+  return (
+    Boolean(knowledgeBase?.pipeline_id?.trim()) ||
+    hasConfiguredGroup(compilationGroupIds)
+  );
+}