diff --git a/public/app/features/explore/ContentOutline/ContentOutline.tsx b/public/app/features/explore/ContentOutline/ContentOutline.tsx
index a40362363de..415f34f3e52 100644
--- a/public/app/features/explore/ContentOutline/ContentOutline.tsx
+++ b/public/app/features/explore/ContentOutline/ContentOutline.tsx
@@ -7,6 +7,7 @@ import { reportInteraction } from '@grafana/runtime';
 import { useStyles2, PanelContainer, CustomScrollbar } from '@grafana/ui';
 
 import { ContentOutlineItemContextProps, useContentOutlineContext } from './ContentOutlineContext';
+import { ITEM_TYPES } from './ContentOutlineItem';
 import { ContentOutlineItemButton } from './ContentOutlineItemButton';
 
 function scrollableChildren(item: ContentOutlineItemContextProps) {
@@ -56,7 +57,12 @@ export function ContentOutline({ scroller, panelId }: { scroller: HTMLElement |
     }, {});
   });
 
-  const scrollIntoView = (ref: HTMLElement | null, itemPanelId: string, customOffsetTop = 0) => {
+  const scrollIntoView = (
+    ref: HTMLElement | null,
+    itemPanelId: string,
+    itemType: ITEM_TYPES | undefined,
+    customOffsetTop = 0
+  ) => {
     let scrollValue = 0;
     let el: HTMLElement | null | undefined = ref;
 
@@ -73,11 +79,24 @@ export function ContentOutline({ scroller, panelId }: { scroller: HTMLElement |
       top: scrollValue + customOffsetTop,
       behavior: 'smooth',
     });
+  };
 
-    reportInteraction('explore_toolbar_contentoutline_clicked', {
-      item: 'select_section',
-      type: itemPanelId,
-    });
+  const handleItemClicked = (item: ContentOutlineItemContextProps) => {
+    if (item.level === 'child' && item.type === 'filter') {
+      const activeParent = outlineItems.find((parent) => {
+        return parent.children?.find((child) => child.id === item.id);
+      });
+
+      if (activeParent) {
+        scrollIntoView(activeParent.ref, activeParent.panelId, activeParent.type, activeParent.customTopOffset);
+      }
+    } else {
+      scrollIntoView(item.ref, item.panelId, item.type, item.customTopOffset);
+      reportInteraction('explore_toolbar_contentoutline_clicked', {
+        item: 'select_section',
+        type: item.panelId,
+      });
+    }
   };
 
   const toggle = () => {
@@ -131,16 +150,6 @@ export function ContentOutline({ scroller, panelId }: { scroller: HTMLElement |
     }
   }, [outlineItems, verticalScroll]);
 
-  const activateFilter = (filterId: string) => {
-    const activeParent = outlineItems.find((item) => {
-      return item.children?.find((child) => child.id === filterId);
-    });
-
-    if (activeParent) {
-      scrollIntoView(activeParent.ref, activeParent.panelId, activeParent.customTopOffset);
-    }
-  };
-
   return (
     <PanelContainer className={styles.wrapper} id={panelId}>
       <CustomScrollbar>
@@ -173,7 +182,7 @@ export function ContentOutline({ scroller, panelId }: { scroller: HTMLElement |
                       isChildActive(item, activeSectionChildId) && !contentOutlineExpanded && sectionsExpanded[item.id],
                   })}
                   icon={item.icon}
-                  onClick={() => scrollIntoView(item.ref, item.panelId)}
+                  onClick={() => handleItemClicked(item)}
                   tooltip={item.title}
                   collapsible={isCollapsible(item)}
                   collapsed={!sectionsExpanded[item.id]}
@@ -208,9 +217,7 @@ export function ContentOutline({ scroller, panelId }: { scroller: HTMLElement |
                           })}
                           indentStyle={styles.indentChild}
                           onClick={(e) => {
-                            child.type === 'filter'
-                              ? activateFilter(child.id)
-                              : scrollIntoView(child.ref, child.panelId, child.customTopOffset);
+                            handleItemClicked(child);
                             child.onClick?.(e);
                           }}
                           tooltip={child.title}
diff --git a/public/app/features/explore/Logs/Logs.tsx b/public/app/features/explore/Logs/Logs.tsx
index 0544b3720fd..6cce1574c5c 100644
--- a/public/app/features/explore/Logs/Logs.tsx
+++ b/public/app/features/explore/Logs/Logs.tsx
@@ -262,6 +262,10 @@ const UnthemedLogs: React.FunctionComponent<Props> = (props: Props) => {
             highlight: currentLevelSelected && !allLevelsSelected,
             onClick: (e: React.MouseEvent) => {
               toggleLegendRef.current?.(level.levelStr, mapMouseEventToMode(e));
+              reportInteraction('explore_toolbar_contentoutline_clicked', {
+                item: 'section',
+                type: `Logs:filter:${level.levelStr}`,
+              });
             },
             ref: null,
             color: LogLevelColor[level.logLevel],
@@ -658,6 +662,11 @@ const UnthemedLogs: React.FunctionComponent<Props> = (props: Props) => {
           </Trans>
         </span>
       );
+
+      reportInteraction('explore_toolbar_contentoutline_clicked', {
+        item: 'section',
+        type: 'Logs:pinned:pinned-log-limit-reached',
+      });
       return;
     }
 
@@ -677,16 +686,31 @@ const UnthemedLogs: React.FunctionComponent<Props> = (props: Props) => {
       ref: null,
       color: LogLevelColor[row.logLevel],
       childOnTop: true,
-      onClick: () => onOpenContext(row, () => {}),
+      onClick: () => {
+        onOpenContext(row, () => {});
+        reportInteraction('explore_toolbar_contentoutline_clicked', {
+          item: 'section',
+          type: 'Logs:pinned:pinned-log-clicked',
+        });
+      },
       onRemove: (id: string) => {
         unregister?.(id);
         if (getPinnedLogsCount() < PINNED_LOGS_LIMIT) {
           setPinLineButtonTooltipTitle('Pin to content outline');
         }
+        reportInteraction('explore_toolbar_contentoutline_clicked', {
+          item: 'section',
+          type: 'Logs:pinned:pinned-log-deleted',
+        });
       },
     });
 
     props.onPinLineCallback?.();
+
+    reportInteraction('explore_toolbar_contentoutline_clicked', {
+      item: 'section',
+      type: 'Logs:pinned:pinned-log-added',
+    });
   };
 
   const getPinnedLogsCount = () => {