diff --git a/tests/solidity/simple/fuzzed/boolean_assert3.sol b/tests/solidity/simple/fuzzed/boolean_assert3.sol
new file mode 100644
index 00000000..2cb54b1d
--- /dev/null
+++ b/tests/solidity/simple/fuzzed/boolean_assert3.sol
@@ -0,0 +1,78 @@
+//! { "modes": [ "Y", "E" ], "cases": [ {
+//!     "name": "ascending",
+//!     "inputs": [
+//!         {
+//!             "method": "check_entrypoint",
+//!             "calldata": [
+//!                 "0xffffffffffffffffffffffffffffffffffffffffffffffffffffffffffffffff",
+//!                 "0x0000000000000000000000000000000000000000000000000000000000000001",
+//!                 "0x0000000000000000000000000000000000000000000000000000000000000001",
+//!                 "0x0000000000000000000000000000000000000000000000000000000000000001",
+//!                 "0x0000000000000000000000000000000000000000000000000000000000000001",
+//!                 "0x8000000000000000000000000000000000000000000000000000000000000000",
+//!                 "0x0000000000000000000000000000000000000000000000000000000000000001",
+//!                 "0x0000000000000000000000000000000000000000000000000000000000000001"
+//!             ]
+//!         }
+//!     ],
+//!     "expected": []
+//! } ] }
+// SPDX-License-Identifier: MIT
+
+pragma solidity ^0.8.19;
+
+contract Test {
+    function s2hXjFWPyapaGiK1tZz2jNcQY1JrtK(
+        int256 assert_in0
+    ) internal returns (int256) {
+        unchecked {
+            int256[] memory local_XK6Oqet7KEYtXPReoj9pF = new int256[](
+                uint256(1)
+            );
+            local_XK6Oqet7KEYtXPReoj9pF[0] = int256(0);
+            return (int256(91) +
+                ((((((((-(int256(69) & int256(0))) -
+                    (local_XK6Oqet7KEYtXPReoj9pF[0] -
+                        ((assert_in0 & assert_in0) & assert_in0))) &
+                    assert_in0) - int256(48)) + int256(48)) - int256(0)) %
+                    ((-((int256(0) - int256(1)) | int256(0))) *
+                        int256(
+                            656351264638999427177499478048227053149820491983367252068740783576363867779
+                        ))) -
+                    ((((int256(1) - int256(0)) *
+                        (int256(43) & (int256(67) & int256(0)))) &
+                        (int256(54) / int256(1))) + int256(91))));
+        }
+    }
+
+    function check_entrypoint(
+        int256 assert_in0,
+        bool assert_in1,
+        bool assert_in2,
+        bool assert_in3,
+        bool assert_in4,
+        int256 assert_in5,
+        bool assert_in6,
+        bool assert_in7
+    ) public {
+        unchecked {
+            int256[] memory local_yGDGmTtbLx4k7Ovg55g0ibIZM = new int256[](
+                uint256(1)
+            );
+            local_yGDGmTtbLx4k7Ovg55g0ibIZM[0] = int256(59);
+            int256 assert_out1 = ((assert_in5 / assert_in0) %
+                (assert_in0 %
+                    int256(
+                        656351264638999427177499478048227053149820491983367252068740783576363867779
+                    )));
+            int256 assert_out2 = ((((((((-(-(int256(0) & int256(43)))) *
+                int256(1)) | int256(0)) - (-(int256(48) & int256(0)))) |
+                int256(0)) | assert_in5) /
+                ((local_yGDGmTtbLx4k7Ovg55g0ibIZM[0] +
+                    (assert_in0 - int256(59))) &
+                    (-(-((assert_in0 - int256(0)) / int256(1)))))) %
+                s2hXjFWPyapaGiK1tZz2jNcQY1JrtK(assert_in0));
+            assert((assert_out1 == assert_out2));
+        }
+    }
+}