diff --git a/erpnext/accounts/doctype/payment_request/payment_request.py b/erpnext/accounts/doctype/payment_request/payment_request.py
index e216d14..b690fed 100644
--- a/erpnext/accounts/doctype/payment_request/payment_request.py
+++ b/erpnext/accounts/doctype/payment_request/payment_request.py
@@ -119,12 +119,16 @@
 			self.reference_doctype in ["Sales Order"] and ref_doc.advance_payment_status == "Not Requested"
 		):
 			ref_doc.db_set("advance_payment_status", "Requested")
+			ref_doc.set_status(update=True)
+			ref_doc.notify_update()
 
 		if (
 			self.reference_doctype in ["Purchase Order"]
 			and ref_doc.advance_payment_status == "Not Initiated"
 		):
 			ref_doc.db_set("advance_payment_status", "Initiated")
+			ref_doc.set_status(update=True)
+			ref_doc.notify_update()
 
 	def request_phone_payment(self):
 		controller = _get_payment_gateway_controller(self.payment_gateway)
@@ -164,6 +168,39 @@
 		self.check_if_payment_entry_exists()
 		self.set_as_cancelled()
 
+		if self.reference_doctype in ["Sales Order", "Purchase Order"]:
+
+			ref_doc = frappe.get_doc(self.reference_doctype, self.reference_name)
+			if self.reference_doctype in ["Sales Order"] and ref_doc.advance_payment_status == "Requested":
+				peer_pr = frappe.db.count(
+					"Payment Request",
+					{
+						"reference_doctype": self.reference_doctype,
+						"reference_name": self.reference_name,
+						"docstatus": 1,
+					},
+				)
+				if not peer_pr:
+					ref_doc.db_set("advance_payment_status", "Not Requested")
+					ref_doc.set_status(update=True)
+					ref_doc.notify_update()
+
+			if (
+				self.reference_doctype in ["Purchase Order"] and ref_doc.advance_payment_status == "Initiated"
+			):
+				peer_pr = frappe.db.count(
+					"Payment Request",
+					{
+						"reference_doctype": self.reference_doctype,
+						"reference_name": self.reference_name,
+						"docstatus": 1,
+					},
+				)
+				if not peer_pr:
+					ref_doc.db_set("advance_payment_status", "Not Initiated")
+					ref_doc.set_status(update=True)
+					ref_doc.notify_update()
+
 	def make_invoice(self):
 		ref_doc = frappe.get_doc(self.reference_doctype, self.reference_name)
 		if hasattr(ref_doc, "order_type") and getattr(ref_doc, "order_type") == "Shopping Cart":
diff --git a/erpnext/buying/doctype/purchase_order/purchase_order_list.js b/erpnext/buying/doctype/purchase_order/purchase_order_list.js
index 6594746..d39d7f9 100644
--- a/erpnext/buying/doctype/purchase_order/purchase_order_list.js
+++ b/erpnext/buying/doctype/purchase_order/purchase_order_list.js
@@ -1,6 +1,6 @@
 frappe.listview_settings['Purchase Order'] = {
 	add_fields: ["base_grand_total", "company", "currency", "supplier",
-		"supplier_name", "per_received", "per_billed", "status"],
+		"supplier_name", "per_received", "per_billed", "status", "advance_payment_status"],
 	get_indicator: function (doc) {
 		if (doc.status === "Closed") {
 			return [__("Closed"), "green", "status,=,Closed"];
@@ -8,6 +8,8 @@
 			return [__("On Hold"), "orange", "status,=,On Hold"];
 		} else if (doc.status === "Delivered") {
 			return [__("Delivered"), "green", "status,=,Closed"];
+		} else if (doc.advance_payment_status == "Initiated") {
+			return [__("To Pay"), "gray", "advance_payment_status,=,Initiated"];
 		} else if (flt(doc.per_received, 2) < 100 && doc.status !== "Closed") {
 			if (flt(doc.per_billed, 2) < 100) {
 				return [__("To Receive and Bill"), "orange",
diff --git a/erpnext/buying/report/purchase_order_analysis/purchase_order_analysis.js b/erpnext/buying/report/purchase_order_analysis/purchase_order_analysis.js
index 91506c0..3bf4f2b 100644
--- a/erpnext/buying/report/purchase_order_analysis/purchase_order_analysis.js
+++ b/erpnext/buying/report/purchase_order_analysis/purchase_order_analysis.js
@@ -54,7 +54,7 @@
 			"fieldtype": "MultiSelectList",
 			"width": "80",
 			get_data: function(txt) {
-				let status = ["To Bill", "To Receive", "To Receive and Bill", "Completed"]
+				let status = ["To Pay", "To Bill", "To Receive", "To Receive and Bill", "Completed"]
 				let options = []
 				for (let option of status){
 					options.push({
diff --git a/erpnext/controllers/status_updater.py b/erpnext/controllers/status_updater.py
index 73a248f..2b79b89 100644
--- a/erpnext/controllers/status_updater.py
+++ b/erpnext/controllers/status_updater.py
@@ -54,6 +54,10 @@
 			"eval:self.per_delivered < 100 and self.per_billed == 100 and self.docstatus == 1 and not self.skip_delivery_note",
 		],
 		[
+			"To Pay",
+			"eval:self.advance_payment_status == 'Requested' and self.docstatus == 1",
+		],
+		[
 			"Completed",
 			"eval:(self.per_delivered == 100 or self.skip_delivery_note) and self.per_billed == 100 and self.docstatus == 1",
 		],
@@ -63,16 +67,20 @@
 	],
 	"Purchase Order": [
 		["Draft", None],
-		[
-			"To Receive and Bill",
-			"eval:self.per_received < 100 and self.per_billed < 100 and self.docstatus == 1",
-		],
 		["To Bill", "eval:self.per_received >= 100 and self.per_billed < 100 and self.docstatus == 1"],
 		[
 			"To Receive",
 			"eval:self.per_received < 100 and self.per_billed == 100 and self.docstatus == 1",
 		],
 		[
+			"To Receive and Bill",
+			"eval:self.per_received < 100 and self.per_billed < 100 and self.docstatus == 1",
+		],
+		[
+			"To Pay",
+			"eval:self.advance_payment_status == 'Initiated' and self.docstatus == 1",
+		],
+		[
 			"Completed",
 			"eval:self.per_received >= 100 and self.per_billed == 100 and self.docstatus == 1",
 		],
diff --git a/erpnext/selling/doctype/sales_order/sales_order.json b/erpnext/selling/doctype/sales_order/sales_order.json
index 7fb49a9..084537e 100644
--- a/erpnext/selling/doctype/sales_order/sales_order.json
+++ b/erpnext/selling/doctype/sales_order/sales_order.json
@@ -1270,7 +1270,7 @@
    "no_copy": 1,
    "oldfieldname": "status",
    "oldfieldtype": "Select",
-   "options": "\nDraft\nOn Hold\nTo Deliver and Bill\nTo Bill\nTo Deliver\nCompleted\nCancelled\nClosed",
+   "options": "\nDraft\nOn Hold\nTo Pay\nTo Deliver and Bill\nTo Bill\nTo Deliver\nCompleted\nCancelled\nClosed",
    "print_hide": 1,
    "read_only": 1,
    "reqd": 1,
diff --git a/erpnext/selling/doctype/sales_order/sales_order_list.js b/erpnext/selling/doctype/sales_order/sales_order_list.js
index 518f018..37686a8 100644
--- a/erpnext/selling/doctype/sales_order/sales_order_list.js
+++ b/erpnext/selling/doctype/sales_order/sales_order_list.js
@@ -1,6 +1,6 @@
 frappe.listview_settings['Sales Order'] = {
 	add_fields: ["base_grand_total", "customer_name", "currency", "delivery_date",
-		"per_delivered", "per_billed", "status", "order_type", "name", "skip_delivery_note"],
+		"per_delivered", "per_billed", "status", "advance_payment_status", "order_type", "name", "skip_delivery_note"],
 	get_indicator: function (doc) {
 		if (doc.status === "Closed") {
 			// Closed
@@ -10,6 +10,8 @@
 			return [__("On Hold"), "orange", "status,=,On Hold"];
 		} else if (doc.status === "Completed") {
 			return [__("Completed"), "green", "status,=,Completed"];
+		} else if (doc.advance_payment_status === "Requested") {
+			return [__("To Pay"), "gray", "advance_payment_status,=,Requested"];
 		} else if (!doc.skip_delivery_note && flt(doc.per_delivered, 2) < 100) {
 			if (frappe.datetime.get_diff(doc.delivery_date) < 0) {
 			// not delivered & overdue
diff --git a/erpnext/selling/report/payment_terms_status_for_sales_order/payment_terms_status_for_sales_order.py b/erpnext/selling/report/payment_terms_status_for_sales_order/payment_terms_status_for_sales_order.py
index 3682c5f..00acc80 100644
--- a/erpnext/selling/report/payment_terms_status_for_sales_order/payment_terms_status_for_sales_order.py
+++ b/erpnext/selling/report/payment_terms_status_for_sales_order/payment_terms_status_for_sales_order.py
@@ -209,7 +209,7 @@
 		)
 		.where(
 			(so.docstatus == 1)
-			& (so.status.isin(["To Deliver and Bill", "To Bill"]))
+			& (so.status.isin(["To Deliver and Bill", "To Bill", "To Pay"]))
 			& (so.payment_terms_template != "NULL")
 			& (so.company == conditions.company)
 			& (so.transaction_date[conditions.start_date : conditions.end_date])
diff --git a/erpnext/selling/report/sales_order_analysis/sales_order_analysis.js b/erpnext/selling/report/sales_order_analysis/sales_order_analysis.js
index ac3d3db..fc685e0 100644
--- a/erpnext/selling/report/sales_order_analysis/sales_order_analysis.js
+++ b/erpnext/selling/report/sales_order_analysis/sales_order_analysis.js
@@ -56,7 +56,7 @@
 			"fieldtype": "MultiSelectList",
 			"width": "80",
 			get_data: function(txt) {
-				let status = ["To Bill", "To Deliver", "To Deliver and Bill", "Completed"]
+				let status = ["To Pay", "To Bill", "To Deliver", "To Deliver and Bill", "Completed"]
 				let options = []
 				for (let option of status){
 					options.push({