Index: head/security/R-cran-openssl/Makefile
===================================================================
--- head/security/R-cran-openssl/Makefile	(revision 512770)
+++ head/security/R-cran-openssl/Makefile	(revision 512771)
@@ -1,21 +1,23 @@
 # Created by: TAKATSU Tomonari <tota@FreeBSD.org>
 # $FreeBSD$
 
 PORTNAME=	openssl
-PORTVERSION=	1.1
-PORTREVISION=	2
+PORTVERSION=	1.4.1
 CATEGORIES=	security
 DISTNAME=	${PORTNAME}_${PORTVERSION}
 
 MAINTAINER=	tota@FreeBSD.org
 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
 
 SHEBANG_FILES=	${WRKSRC}/tests/google.dk/generate.bash
 
 .include <bsd.port.mk>
Index: head/security/R-cran-openssl/distinfo
===================================================================
--- head/security/R-cran-openssl/distinfo	(revision 512770)
+++ head/security/R-cran-openssl/distinfo	(revision 512771)
@@ -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