diff --git a/security/R-cran-openssl/Makefile b/security/R-cran-openssl/Makefile
index 389da3d11e7d..2f4c658c1ebe 100644
--- a/security/R-cran-openssl/Makefile
+++ b/security/R-cran-openssl/Makefile
@@ -2,8 +2,7 @@
 # $FreeBSD$
 
 PORTNAME=	openssl
-PORTVERSION=	1.1
-PORTREVISION=	2
+PORTVERSION=	1.4.1
 CATEGORIES=	security
 DISTNAME=	${PORTNAME}_${PORTVERSION}
 
@@ -12,6 +11,9 @@ COMMENT=	Toolkit for Encryption, Signatures and Certificates Based on OpenSSL
 
 LICENSE=	MIT
 
+CRAN_DEPENDS=	R-cran-askpass>0:security/R-cran-askpass
+BUILD_DEPENDS=	${CRAN_DEPENDS}
+RUN_DEPENDS=	${CRAN_DEPENDS}
 TEST_DEPENDS=	bash:shells/bash
 
 USES=		cran:auto-plist,compiles shebangfix ssl
diff --git a/security/R-cran-openssl/distinfo b/security/R-cran-openssl/distinfo
index 56ba183b9a4c..23b5136643d8 100644
--- a/security/R-cran-openssl/distinfo
+++ b/security/R-cran-openssl/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1542520782
-SHA256 (openssl_1.1.tar.gz) = fb5f8d8d856132b8c618cfec3ff19ef7a163c46c9384cb51e65cd131327bbd51
-SIZE (openssl_1.1.tar.gz) = 1192772
+TIMESTAMP = 1564836555
+SHA256 (openssl_1.4.1.tar.gz) = f7fbecc75254fc43297a95a4338c674ab9ba2ec056b59e027d16d23122161fc6
+SIZE (openssl_1.4.1.tar.gz) = 1206885