Hi,
when I change our ldap URL to ldaps I get following message and stack trace:
We have imported the custom and intermediate certificate to trust store. In Applications like Sonarqube, Nexus or JIRA it works fine with the same certificates.

No Connection to ldaps://xxx.xyz : javax.naming.CommunicationException: simple bind failed: xxx.xyz:636 [Root exception is javax.net.ssl.SSLHandshakeException: sun.security.validator.ValidatorException: PKIX path validation failed: java.security.cert.CertPathValidatorException: Algorithm constraints check failed: 1.2.840.113549.1.1.10]

javax.naming.CommunicationException: simple bind failed: xxx.xyz:636 [Root exception is javax.net.ssl.SSLHandshakeException: sun.security.validator.ValidatorException: PKIX path validation failed: java.security.cert.CertPathValidatorException: Algorithm constraints check failed: 1.2.840.113549.1.1.10]
at com.sun.jndi.ldap.LdapClient.authenticate(LdapClient.java:219)
at com.sun.jndi.ldap.LdapCtx.connect(LdapCtx.java:2788)
at com.sun.jndi.ldap.LdapCtx.<init>(LdapCtx.java:319)
at com.sun.jndi.ldap.LdapCtxFactory.getUsingURL(LdapCtxFactory.java:192)
at com.sun.jndi.ldap.LdapCtxFactory.getUsingURLs(LdapCtxFactory.java:210)
at com.sun.jndi.ldap.LdapCtxFactory.getLdapCtxInstance(LdapCtxFactory.java:153)
at com.sun.jndi.ldap.LdapCtxFactory.getInitialContext(LdapCtxFactory.java:83)
at javax.naming.spi.NamingManager.getInitialContext(NamingManager.java:684)
at javax.naming.InitialContext.getDefaultInitCtx(InitialContext.java:313)
at javax.naming.InitialContext.init(InitialContext.java:244)
at javax.naming.InitialContext.<init>(InitialContext.java:216)
at javax.naming.directory.InitialDirContext.<init>(InitialDirContext.java:101)
at hudson.security.LDAPSecurityRealm$DescriptorImpl.doCheckServer(LDAPSecurityRealm.java:1058)
at sun.reflect.NativeMethodAccessorImpl.invoke0(Native Method)
at sun.reflect.NativeMethodAccessorImpl.invoke(NativeMethodAccessorImpl.java:62)
at sun.reflect.DelegatingMethodAccessorImpl.invoke(DelegatingMethodAccessorImpl.java:43)
at java.lang.reflect.Method.invoke(Method.java:497)
at org.kohsuke.stapler.Function$InstanceFunction.invoke(Function.java:298)
at org.kohsuke.stapler.Function.bindAndInvoke(Function.java:161)
at org.kohsuke.stapler.Function.bindAndInvokeAndServeResponse(Function.java:96)
at org.kohsuke.stapler.MetaClass$1.doDispatch(MetaClass.java:121)
at org.kohsuke.stapler.NameBasedDispatcher.dispatch(NameBasedDispatcher.java:53)
at org.kohsuke.stapler.Stapler.tryInvoke(Stapler.java:746)
at org.kohsuke.stapler.Stapler.invoke(Stapler.java:876)
at org.kohsuke.stapler.MetaClass$6.doDispatch(MetaClass.java:249)
at org.kohsuke.stapler.NameBasedDispatcher.dispatch(NameBasedDispatcher.java:53)
at org.kohsuke.stapler.Stapler.tryInvoke(Stapler.java:746)
at org.kohsuke.stapler.Stapler.invoke(Stapler.java:876)
at org.kohsuke.stapler.Stapler.invoke(Stapler.java:649)
at org.kohsuke.stapler.Stapler.service(Stapler.java:238)
at javax.servlet.http.HttpServlet.service(HttpServlet.java:848)
at org.eclipse.jetty.servlet.ServletHolder.handle(ServletHolder.java:686)
at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1494)
at hudson.util.PluginServletFilter$1.doFilter(PluginServletFilter.java:123)
at hudson.plugins.greenballs.GreenBallFilter.doFilter(GreenBallFilter.java:58)
at hudson.util.PluginServletFilter$1.doFilter(PluginServletFilter.java:120)
at hudson.util.PluginServletFilter.doFilter(PluginServletFilter.java:114)
at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1482)
at hudson.security.csrf.CrumbFilter.doFilter(CrumbFilter.java:91)
at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1482)
at hudson.security.ChainedServletFilter$1.doFilter(ChainedServletFilter.java:84)
at hudson.security.UnwrapSecurityExceptionFilter.doFilter(UnwrapSecurityExceptionFilter.java:51)
at hudson.security.ChainedServletFilter$1.doFilter(ChainedServletFilter.java:87)
at jenkins.security.ExceptionTranslationFilter.doFilter(ExceptionTranslationFilter.java:117)
at hudson.security.ChainedServletFilter$1.doFilter(ChainedServletFilter.java:87)
at org.acegisecurity.providers.anonymous.AnonymousProcessingFilter.doFilter(AnonymousProcessingFilter.java:125)
at hudson.security.ChainedServletFilter$1.doFilter(ChainedServletFilter.java:87)
at org.acegisecurity.ui.rememberme.RememberMeProcessingFilter.doFilter(RememberMeProcessingFilter.java:142)
at hudson.security.ChainedServletFilter$1.doFilter(ChainedServletFilter.java:87)
at org.acegisecurity.ui.AbstractProcessingFilter.doFilter(AbstractProcessingFilter.java:271)
at hudson.security.ChainedServletFilter$1.doFilter(ChainedServletFilter.java:87)
at jenkins.security.BasicHeaderProcessor.doFilter(BasicHeaderProcessor.java:93)
at hudson.security.ChainedServletFilter$1.doFilter(ChainedServletFilter.java:87)
at org.acegisecurity.context.HttpSessionContextIntegrationFilter.doFilter(HttpSessionContextIntegrationFilter.java:249)
at hudson.security.HttpSessionContextIntegrationFilter2.doFilter(HttpSessionContextIntegrationFilter2.java:67)
at hudson.security.ChainedServletFilter$1.doFilter(ChainedServletFilter.java:87)
at hudson.security.ChainedServletFilter.doFilter(ChainedServletFilter.java:76)
at hudson.security.HudsonFilter.doFilter(HudsonFilter.java:171)
at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1482)
at org.kohsuke.stapler.compression.CompressionFilter.doFilter(CompressionFilter.java:49)
at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1482)
at hudson.util.CharacterEncodingFilter.doFilter(CharacterEncodingFilter.java:81)
at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1482)
at org.kohsuke.stapler.DiagnosticThreadNameFilter.doFilter(DiagnosticThreadNameFilter.java:30)
at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1474)
at org.eclipse.jetty.servlet.ServletHandler.doHandle(ServletHandler.java:499)
at org.eclipse.jetty.server.handler.ScopedHandler.handle(ScopedHandler.java:137)
at org.eclipse.jetty.security.SecurityHandler.handle(SecurityHandler.java:533)
at org.eclipse.jetty.server.session.SessionHandler.doHandle(SessionHandler.java:231)
at org.eclipse.jetty.server.handler.ContextHandler.doHandle(ContextHandler.java:1086)
at org.eclipse.jetty.servlet.ServletHandler.doScope(ServletHandler.java:428)
at org.eclipse.jetty.server.session.SessionHandler.doScope(SessionHandler.java:193)
at org.eclipse.jetty.server.handler.ContextHandler.doScope(ContextHandler.java:1020)
at org.eclipse.jetty.server.handler.ScopedHandler.handle(ScopedHandler.java:135)
at org.eclipse.jetty.server.handler.HandlerWrapper.handle(HandlerWrapper.java:116)
at org.eclipse.jetty.server.Server.handle(Server.java:370)
at org.eclipse.jetty.server.AbstractHttpConnection.handleRequest(AbstractHttpConnection.java:489)
at org.eclipse.jetty.server.AbstractHttpConnection.headerComplete(AbstractHttpConnection.java:949)
at org.eclipse.jetty.server.AbstractHttpConnection$RequestHandler.headerComplete(AbstractHttpConnection.java:1011)
at org.eclipse.jetty.http.HttpParser.parseNext(HttpParser.java:644)
at org.eclipse.jetty.http.HttpParser.parseAvailable(HttpParser.java:235)
at org.eclipse.jetty.server.AsyncHttpConnection.handle(AsyncHttpConnection.java:82)
at org.eclipse.jetty.io.nio.SelectChannelEndPoint.handle(SelectChannelEndPoint.java:668)
at org.eclipse.jetty.io.nio.SelectChannelEndPoint$1.run(SelectChannelEndPoint.java:52)
at winstone.BoundedExecutorService$1.run(BoundedExecutorService.java:77)
at java.util.concurrent.ThreadPoolExecutor.runWorker(ThreadPoolExecutor.java:1142)
at java.util.concurrent.ThreadPoolExecutor$Worker.run(ThreadPoolExecutor.java:617)
at java.lang.Thread.run(Thread.java:745)
Caused by: javax.net.ssl.SSLHandshakeException: sun.security.validator.ValidatorException: PKIX path validation failed: java.security.cert.CertPathValidatorException: Algorithm constraints check failed: 1.2.840.113549.1.1.10
at sun.security.ssl.Alerts.getSSLException(Alerts.java:192)
at sun.security.ssl.SSLSocketImpl.fatal(SSLSocketImpl.java:1937)
at sun.security.ssl.Handshaker.fatalSE(Handshaker.java:302)
at sun.security.ssl.Handshaker.fatalSE(Handshaker.java:296)
at sun.security.ssl.ClientHandshaker.serverCertificate(ClientHandshaker.java:1478)
at sun.security.ssl.ClientHandshaker.processMessage(ClientHandshaker.java:212)
at sun.security.ssl.Handshaker.processLoop(Handshaker.java:979)
at sun.security.ssl.Handshaker.process_record(Handshaker.java:914)
at sun.security.ssl.SSLSocketImpl.readRecord(SSLSocketImpl.java:1050)
at sun.security.ssl.SSLSocketImpl.performInitialHandshake(SSLSocketImpl.java:1363)
at sun.security.ssl.SSLSocketImpl.writeRecord(SSLSocketImpl.java:735)
at sun.security.ssl.AppOutputStream.write(AppOutputStream.java:123)
at java.io.BufferedOutputStream.flushBuffer(BufferedOutputStream.java:82)
at java.io.BufferedOutputStream.flush(BufferedOutputStream.java:140)
at com.sun.jndi.ldap.Connection.writeRequest(Connection.java:426)
at com.sun.jndi.ldap.Connection.writeRequest(Connection.java:399)
at com.sun.jndi.ldap.LdapClient.ldapBind(LdapClient.java:359)
at com.sun.jndi.ldap.LdapClient.authenticate(LdapClient.java:214)
... 87 more
Caused by: sun.security.validator.ValidatorException: PKIX path validation failed: java.security.cert.CertPathValidatorException: Algorithm constraints check failed: 1.2.840.113549.1.1.10
at sun.security.validator.PKIXValidator.doValidate(PKIXValidator.java:352)
at sun.security.validator.PKIXValidator.engineValidate(PKIXValidator.java:249)
at sun.security.validator.Validator.validate(Validator.java:260)
at sun.security.ssl.X509TrustManagerImpl.validate(X509TrustManagerImpl.java:324)
at sun.security.ssl.X509TrustManagerImpl.checkTrusted(X509TrustManagerImpl.java:229)
at sun.security.ssl.X509TrustManagerImpl.checkServerTrusted(X509TrustManagerImpl.java:124)
at sun.security.ssl.ClientHandshaker.serverCertificate(ClientHandshaker.java:1460)
... 100 more
Caused by: java.security.cert.CertPathValidatorException: Algorithm constraints check failed: 1.2.840.113549.1.1.10
at sun.security.provider.certpath.PKIXMasterCertPathValidator.validate(PKIXMasterCertPathValidator.java:129)
at sun.security.provider.certpath.PKIXCertPathValidator.validate(PKIXCertPathValidator.java:212)
at sun.security.provider.certpath.PKIXCertPathValidator.validate(PKIXCertPathValidator.java:140)
at sun.security.provider.certpath.PKIXCertPathValidator.engineValidate(PKIXCertPathValidator.java:79)
at java.security.cert.CertPathValidator.validate(CertPathValidator.java:292)
at sun.security.validator.PKIXValidator.doValidate(PKIXValidator.java:347)
... 106 more