diff --git a/libraries/scripting/jvm-host-test/test/kotlin/script/experimental/jvmhost/test/ResolveDependenciesTest.kt b/libraries/scripting/jvm-host-test/test/kotlin/script/experimental/jvmhost/test/ResolveDependenciesTest.kt
new file mode 100644
index 00000000000..ac03e8d4749
--- /dev/null
+++ b/libraries/scripting/jvm-host-test/test/kotlin/script/experimental/jvmhost/test/ResolveDependenciesTest.kt
@@ -0,0 +1,121 @@
+/*
+ * Copyright 2010-2019 JetBrains s.r.o. and Kotlin Programming Language contributors.
+ * Use of this source code is governed by the Apache 2.0 license that can be found in the license/LICENSE.txt file.
+ */
+
+package kotlin.script.experimental.jvmhost.test
+
+import junit.framework.TestCase
+import org.junit.Ignore
+import org.junit.Test
+import java.io.File
+import kotlin.script.experimental.api.*
+import kotlin.script.experimental.host.toScriptSource
+import kotlin.script.experimental.jvm.*
+import kotlin.script.experimental.jvm.util.classpathFromClass
+import kotlin.script.experimental.jvmhost.BasicJvmScriptingHost
+
+class ResolveDependenciesTest : TestCase() {
+
+    private val configurationWithDependenciesFromClassloader = ScriptCompilationConfiguration {
+        dependencies(JvmDependencyFromClassLoader { ShouldBeVisibleFromScript::class.java.classLoader })
+    }
+
+    private val configurationWithDependenciesFromClasspath = ScriptCompilationConfiguration {
+        updateClasspath(classpathFromClass(ShouldBeVisibleFromScript::class))
+    }
+
+    private val thisPackage = ShouldBeVisibleFromScript::class.java.`package`.name
+
+    private val classAccessScript = "${thisPackage}.ShouldBeVisibleFromScript().x".toScriptSource()
+    private val classImportScript = "import ${thisPackage}.ShouldBeVisibleFromScript\nShouldBeVisibleFromScript().x".toScriptSource()
+
+    private val funAndValAccessScript =
+        "$thisPackage.funShouldBeVisibleFromScript($thisPackage.valShouldBeVisibleFromScript)".toScriptSource()
+
+    private val funAndValImportScript =
+        """
+            import $thisPackage.funShouldBeVisibleFromScript
+            import $thisPackage.valShouldBeVisibleFromScript
+            funShouldBeVisibleFromScript(valShouldBeVisibleFromScript)
+        """.trimMargin().toScriptSource()
+
+    @Test
+    fun testResolveClassFromClassloader() {
+        runScriptAndCheckResult(classAccessScript, configurationWithDependenciesFromClassloader, null, 42)
+        runScriptAndCheckResult(classImportScript, configurationWithDependenciesFromClassloader, null, 42)
+    }
+
+    @Test
+    fun testResolveClassFromClasspath() {
+        runScriptAndCheckResult(classAccessScript, configurationWithDependenciesFromClasspath, null, 42)
+        runScriptAndCheckResult(classImportScript, configurationWithDependenciesFromClasspath, null, 42)
+    }
+
+    @Ignore
+    @Test
+    // This doesn't work since there is no way to resolve a top-level function/property via reflection now (see #KT-33892)
+    fun ignore_testResolveFunAndValFromClassloader() {
+        runScriptAndCheckResult(funAndValAccessScript, configurationWithDependenciesFromClassloader, null, 42)
+        runScriptAndCheckResult(funAndValImportScript, configurationWithDependenciesFromClassloader, null, 42)
+    }
+
+    @Test
+    fun testResolveFunAndValFromClasspath() {
+        runScriptAndCheckResult(funAndValAccessScript, configurationWithDependenciesFromClasspath, null, 42)
+        runScriptAndCheckResult(funAndValImportScript, configurationWithDependenciesFromClasspath, null, 42)
+    }
+
+    @Test
+    fun testResolveClassFromClassloaderIsolated() {
+        val evaluationConfiguration = ScriptEvaluationConfiguration {
+            jvm {
+                baseClassLoader(null)
+            }
+        }
+        runScriptAndCheckResult(classAccessScript, configurationWithDependenciesFromClassloader, evaluationConfiguration, 42)
+    }
+
+    @Test
+    fun testResolveClassesFromClassloaderAndClassPath() {
+        val script = """
+            org.jetbrains.kotlin.mainKts.MainKtsConfigurator()
+            ${thisPackage}.ShouldBeVisibleFromScript().x
+        """.trimIndent().toScriptSource()
+        val classpath = listOf(
+            File("dist/kotlinc/lib/kotlin-main-kts.jar").also {
+                assertTrue("kotlin-main-kts.jar not found, run dist task: ${it.absolutePath}", it.exists())
+            }
+        )
+        val compilationConfiguration = configurationWithDependenciesFromClassloader.with {
+            updateClasspath(classpath)
+        }
+        runScriptAndCheckResult(script, compilationConfiguration, null, 42)
+    }
+
+    private fun <T> runScriptAndCheckResult(
+        script: SourceCode,
+        compilationConfiguration: ScriptCompilationConfiguration,
+        evaluationConfiguration: ScriptEvaluationConfiguration?,
+        expectedResult: T
+    ) {
+        val res = BasicJvmScriptingHost().eval(script, compilationConfiguration, evaluationConfiguration).valueOrThrow().returnValue
+        when (res) {
+            is ResultValue.Value -> assertEquals(expectedResult, res.value)
+            is ResultValue.Error -> throw res.error
+            else -> throw Exception("Unexpected evaluation result: $res")
+        }
+    }
+
+}
+
+@Suppress("unused")
+class ShouldBeVisibleFromScript {
+    val x = 42
+}
+
+@Suppress("unused")
+fun funShouldBeVisibleFromScript(x: Int) = x * 7
+
+@Suppress("unused")
+val valShouldBeVisibleFromScript = 6
diff --git a/libraries/scripting/jvm-host-test/test/kotlin/script/experimental/jvmhost/test/ResolveFromClassloaderTest.kt b/libraries/scripting/jvm-host-test/test/kotlin/script/experimental/jvmhost/test/ResolveFromClassloaderTest.kt
deleted file mode 100644
index f0713f2310e..00000000000
--- a/libraries/scripting/jvm-host-test/test/kotlin/script/experimental/jvmhost/test/ResolveFromClassloaderTest.kt
+++ /dev/null
@@ -1,75 +0,0 @@
-/*
- * Copyright 2010-2019 JetBrains s.r.o. and Kotlin Programming Language contributors.
- * Use of this source code is governed by the Apache 2.0 license that can be found in the license/LICENSE.txt file.
- */
-
-package kotlin.script.experimental.jvmhost.test
-
-import junit.framework.TestCase
-import org.junit.Test
-import java.io.File
-import kotlin.script.experimental.api.*
-import kotlin.script.experimental.host.toScriptSource
-import kotlin.script.experimental.jvm.JvmDependency
-import kotlin.script.experimental.jvm.JvmDependencyFromClassLoader
-import kotlin.script.experimental.jvm.baseClassLoader
-import kotlin.script.experimental.jvm.jvm
-import kotlin.script.experimental.jvmhost.BasicJvmScriptingHost
-
-class ResolveFromClassloaderTest : TestCase() {
-
-    @Test
-    fun testResolveFromClassloader() {
-        val script = "${ShouldBeVisibleFromScript::class.java.name}().x".toScriptSource()
-        val compilationConfiguration = ScriptCompilationConfiguration {
-            dependencies(JvmDependencyFromClassLoader { ShouldBeVisibleFromScript::class.java.classLoader })
-        }
-        val res = BasicJvmScriptingHost().eval(script, compilationConfiguration, null).valueOrThrow().returnValue as ResultValue.Value
-        assertEquals(42, res.value)
-    }
-
-    @Test
-    fun testResolveFromClassloaderIsolated() {
-        val script = "${ShouldBeVisibleFromScript::class.java.name}().x".toScriptSource()
-        val compilationConfiguration = ScriptCompilationConfiguration {
-            dependencies(JvmDependencyFromClassLoader { ShouldBeVisibleFromScript::class.java.classLoader })
-        }
-        val evaluationConfiguration = ScriptEvaluationConfiguration {
-            jvm {
-                baseClassLoader(null)
-            }
-        }
-        val res = BasicJvmScriptingHost().eval(script, compilationConfiguration, evaluationConfiguration).valueOrThrow().returnValue
-        when (res) {
-            is ResultValue.Value -> assertEquals(42, res.value)
-            is ResultValue.Error -> throw res.error
-            else -> throw Exception("Unexpected evaluation result: $res")
-        }
-    }
-
-    @Test
-    fun testResolveFromClassloaderAndClassPath() {
-        val script = """
-            org.jetbrains.kotlin.mainKts.MainKtsConfigurator()
-            ${ShouldBeVisibleFromScript::class.java.name}().x
-        """.trimIndent().toScriptSource()
-        val classpath = listOf(
-            File("dist/kotlinc/lib/kotlin-main-kts.jar").also {
-                assertTrue("kotlin-main-kts.jar not found, run dist task: ${it.absolutePath}", it.exists())
-            }
-        )
-        val compilationConfiguration = ScriptCompilationConfiguration {
-            dependencies(
-                JvmDependencyFromClassLoader { ShouldBeVisibleFromScript::class.java.classLoader },
-                JvmDependency(classpath)
-            )
-        }
-        val res = BasicJvmScriptingHost().eval(script, compilationConfiguration, null).valueOrThrow().returnValue as ResultValue.Value
-        assertEquals(42, res.value)
-    }
-}
-
-@Suppress("unused")
-class ShouldBeVisibleFromScript {
-    val x = 42
-}
diff --git a/libraries/scripting/jvm/src/kotlin/script/experimental/jvm/util/jvmClasspathUtil.kt b/libraries/scripting/jvm/src/kotlin/script/experimental/jvm/util/jvmClasspathUtil.kt
index 6ba5e6bd538..fd61e3dea6c 100644
--- a/libraries/scripting/jvm/src/kotlin/script/experimental/jvm/util/jvmClasspathUtil.kt
+++ b/libraries/scripting/jvm/src/kotlin/script/experimental/jvm/util/jvmClasspathUtil.kt
@@ -115,10 +115,10 @@ internal fun ClassLoader.rawClassPathFromKeyResourcePath(keyResourcePath: String
             (url.openConnection() as? JarURLConnection)?.jarFileURL?.toFileOrNull()
         } else url.toFileOrNull()?.let { file ->
             if (keyResourcePathDepth < 0) {
-                keyResourcePathDepth = keyResourcePath.trim('/').count { it == '/' }
+                keyResourcePathDepth = if (keyResourcePath.isBlank()) 0 else (keyResourcePath.trim('/').count { it == '/' } + 1)
             }
             var root = file
-            for (i in 0..keyResourcePathDepth) {
+            for (i in 0 until keyResourcePathDepth) {
                 root = root.parentFile
             }
             root