diff --git a/frappe/core/doctype/doctype/doctype.py b/frappe/core/doctype/doctype/doctype.py
index 1b9f6b50f8..58ec4f8afa 100644
--- a/frappe/core/doctype/doctype/doctype.py
+++ b/frappe/core/doctype/doctype/doctype.py
@@ -1841,34 +1841,84 @@ def validate_permissions(doctype, for_remove=False, alert=False):
 
 	def check_permission_dependency(d):
 		if d.cancel and not d.submit:
-			frappe.throw(_("{0}: Cannot set Cancel without Submit").format(get_txt(d)))
+			frappe.throw(
+				_("{0}: The 'Cancel' permission cannot be granted without the 'Submit' permission.").format(
+					get_txt(d)
+				)
+			)
 
 		if (d.submit or d.cancel or d.amend) and not d.write:
-			frappe.throw(_("{0}: Cannot set Submit, Cancel, Amend without Write").format(get_txt(d)))
-		if d.amend and not d.write:
-			frappe.throw(_("{0}: Cannot set Amend without Cancel").format(get_txt(d)))
+			frappe.throw(
+				_(
+					"{0}: The 'Submit', 'Cancel', and 'Amend' permissions cannot be granted without the 'Write' permission."
+				).format(get_txt(d))
+			)
+		if d.amend and not d.create:
+			frappe.throw(
+				_("{0}: The 'Amend' permission cannot be granted without the 'Create' permission.").format(
+					get_txt(d)
+				)
+			)
 		if d.get("import") and not d.create:
-			frappe.throw(_("{0}: Cannot set Import without Create").format(get_txt(d)))
+			frappe.throw(
+				_("{0}: The 'Import' permission cannot be granted without the 'Create' permission.").format(
+					get_txt(d)
+				)
+			)
 
 	def remove_rights_for_single(d):
 		if not issingle:
 			return
 
-		if d.report:
-			frappe.msgprint(_("Report cannot be set for Single types"))
-			d.report = 0
+		if d.get("report"):
+			d.set("report", 0)
+			frappe.msgprint(
+				_(
+					"{0}: The 'Report' permission was removed because it cannot be granted for a 'single' DocType."
+				).format(get_txt(d))
+			)
+
+		if d.get("import"):
 			d.set("import", 0)
+			frappe.msgprint(
+				_(
+					"{0}: The 'Import' permission was removed because it cannot be granted for a 'single' DocType."
+				).format(get_txt(d))
+			)
+
+		if d.get("export"):
 			d.set("export", 0)
+			frappe.msgprint(
+				_(
+					"{0}: The 'Export' permission was removed because it cannot be granted for a 'single' DocType."
+				).format(get_txt(d))
+			)
 
 	def check_if_submittable(d):
-		if d.submit and not issubmittable:
-			frappe.throw(_("{0}: Cannot set Assign Submit if not Submittable").format(get_txt(d)))
-		elif d.amend and not issubmittable:
-			frappe.throw(_("{0}: Cannot set Assign Amend if not Submittable").format(get_txt(d)))
+		if issubmittable:
+			return
+
+		if d.submit:
+			frappe.throw(
+				_("{0}: The 'Submit' permission cannot be granted for a non-submittable DocType.").format(
+					get_txt(d)
+				)
+			)
+
+		if d.amend:
+			frappe.throw(
+				_("{0}: The 'Amend' permission cannot be granted for a non-submittable DocType.").format(
+					get_txt(d)
+				)
+			)
 
 	def check_if_importable(d):
 		if d.get("import") and not isimportable:
-			frappe.throw(_("{0}: Cannot set import as {1} is not importable").format(get_txt(d), doctype))
+			frappe.throw(
+				_("{0}: The 'Import' permission cannot be granted for a non-importable DocType.").format(
+					get_txt(d)
+				)
+			)
 
 	def validate_permission_for_all_role(d):
 		if frappe.session.user == "Administrator":
@@ -1878,7 +1928,7 @@ def validate_permissions(doctype, for_remove=False, alert=False):
 			if d.role in AUTOMATIC_ROLES:
 				frappe.throw(
 					_(
-						"Row # {0}: Non administrator user can not set the role {1} to the custom doctype"
+						"Row # {0}: Non-administrator users cannot add the role {1} to a custom DocType."
 					).format(d.idx, frappe.bold(_(d.role))),
 					title=_("Permissions Error"),
 				)
@@ -1888,7 +1938,7 @@ def validate_permissions(doctype, for_remove=False, alert=False):
 			if d.role in roles:
 				frappe.throw(
 					_(
-						"Row # {0}: Non administrator user can not set the role {1} to the custom doctype"
+						"Row # {0}: Non-administrator users cannot add the role {1} to a custom DocType."
 					).format(d.idx, frappe.bold(_(d.role))),
 					title=_("Permissions Error"),
 				)