tests/club/wpia/gigi/pages/account/TestCertificateAdd.java

   1 package club.wpia.gigi.pages.account;
   2
   3 import static org.hamcrest.CoreMatchers.*;
   4 import static org.junit.Assert.*;
   5
   6 import java.io.ByteArrayInputStream;
   7 import java.io.IOException;
   8 import java.io.InputStreamReader;
   9 import java.io.OutputStream;
  10 import java.io.UnsupportedEncodingException;
  11 import java.net.HttpURLConnection;
  12 import java.net.MalformedURLException;
  13 import java.net.URL;
  14 import java.net.URLConnection;
  15 import java.net.URLEncoder;
  16 import java.security.GeneralSecurityException;
  17 import java.security.KeyPair;
  18 import java.security.Signature;
  19 import java.security.cert.Certificate;
  20 import java.security.cert.CertificateException;
  21 import java.security.cert.CertificateFactory;
  22 import java.security.cert.X509Certificate;
  23 import java.text.SimpleDateFormat;
  24 import java.util.Arrays;
  25 import java.util.Base64;
  26 import java.util.Calendar;
  27 import java.util.Date;
  28 import java.util.TimeZone;
  29 import java.util.Vector;
  30 import java.util.regex.Matcher;
  31 import java.util.regex.Pattern;
  32
  33 import org.junit.Test;
  34
  35 import club.wpia.gigi.crypto.SPKAC;
  36 import club.wpia.gigi.dbObjects.CertificateOwner;
  37 import club.wpia.gigi.dbObjects.Digest;
  38 import club.wpia.gigi.pages.account.certs.CertificateAdd;
  39 import club.wpia.gigi.pages.account.certs.CertificateRequest;
  40 import club.wpia.gigi.testUtils.ClientTest;
  41 import club.wpia.gigi.testUtils.IOUtils;
  42 import club.wpia.gigi.util.PEM;
  43 import sun.security.pkcs.PKCS7;
  44 import sun.security.pkcs.PKCS9Attribute;
  45 import sun.security.pkcs10.PKCS10Attribute;
  46 import sun.security.pkcs10.PKCS10Attributes;
  47 import sun.security.util.ObjectIdentifier;
  48 import sun.security.x509.CertificateExtensions;
  49 import sun.security.x509.DNSName;
  50 import sun.security.x509.ExtendedKeyUsageExtension;
  51 import sun.security.x509.GeneralName;
  52 import sun.security.x509.GeneralNameInterface;
  53 import sun.security.x509.GeneralNames;
  54 import sun.security.x509.RFC822Name;
  55 import sun.security.x509.SubjectAlternativeNameExtension;
  56 import sun.security.x509.X509Key;
  57
  58 public class TestCertificateAdd extends ClientTest {
  59
  60     private static class OnPageError extends Error {
  61
  62         private static final long serialVersionUID = 1L;
  63
  64         public OnPageError(String page) {
  65             super(page);
  66         }
  67     }
  68
  69     KeyPair kp = generateKeypair();
  70
  71     /**
  72      * This KeyPair is used for testing the KeyCheck for proper rejection of
  73      * invalid keys. The generated keys suffers from small factors.
  74      */
  75     KeyPair kpBroken = generateBrokenKeypair();
  76
  77     String csrf;
  78
  79     public TestCertificateAdd() throws GeneralSecurityException, IOException {
  80         TestDomain.addDomain(cookie, uniq + ".tld");
  81
  82     }
  83
  84     @Test
  85     public void testSimpleServer() throws IOException, GeneralSecurityException {
  86         PKCS10Attributes atts = buildAtts(new ObjectIdentifier[] {
  87                 CertificateRequest.OID_KEY_USAGE_SSL_SERVER
  88         }, new DNSName(uniq + ".tld"));
  89
  90         String pem = generatePEMCSR(kp, "CN=a." + uniq + ".tld", atts);
  91         String[] res = fillOutForm("CSR=" + URLEncoder.encode(pem, "UTF-8"));
  92         assertArrayEquals(new String[] {
  93                 "server", CertificateRequest.DEFAULT_CN, "dns:a." + uniq + ".tld\ndns:" + uniq + ".tld\n", Digest.SHA512.toString()
  94         }, res);
  95     }
  96
  97     @Test
  98     public void testSimpleMail() throws IOException, GeneralSecurityException {
  99         PKCS10Attributes atts = buildAtts(new ObjectIdentifier[] {
 100                 CertificateRequest.OID_KEY_USAGE_EMAIL_PROTECTION
 101         }, new DNSName("a." + uniq + ".tld"), new DNSName("b." + uniq + ".tld"), new RFC822Name(email));
 102
 103         String pem = generatePEMCSR(kp, "CN=a b", atts, "SHA384WithRSA");
 104
 105         String[] res = fillOutForm("CSR=" + URLEncoder.encode(pem, "UTF-8"));
 106         assertArrayEquals(new String[] {
 107                 "mail", "a b", "email:" + email + "\ndns:a." + uniq + ".tld\ndns:b." + uniq + ".tld\n", Digest.SHA384.toString()
 108         }, res);
 109     }
 110
 111     @Test
 112     public void testSimpleClient() throws IOException, GeneralSecurityException {
 113         PKCS10Attributes atts = buildAtts(new ObjectIdentifier[] {
 114                 CertificateRequest.OID_KEY_USAGE_SSL_CLIENT
 115         }, new RFC822Name(email));
 116
 117         String pem = generatePEMCSR(kp, "CN=a b,email=" + email, atts, "SHA256WithRSA");
 118
 119         String[] res = fillOutForm("CSR=" + URLEncoder.encode(pem, "UTF-8"));
 120         assertArrayEquals(new String[] {
 121                 "client", "a b", "email:" + email + "\n", Digest.SHA256.toString()
 122         }, res);
 123     }
 124
 125     @Test
 126     public void testSPKAC() throws GeneralSecurityException, IOException {
 127         testSPKAC(false);
 128         testSPKAC(true);
 129     }
 130
 131     @Test
 132     public void testIssue() throws IOException, GeneralSecurityException {
 133         PKCS10Attributes atts = buildAtts(new ObjectIdentifier[] {
 134                 CertificateRequest.OID_KEY_USAGE_SSL_CLIENT
 135         }, new RFC822Name(email));
 136
 137         String pem = generatePEMCSR(kp, "CN=a b,email=" + email, atts, "SHA512WithRSA");
 138
 139         String[] res = fillOutForm("CSR=" + URLEncoder.encode(pem, "UTF-8"));
 140         assertArrayEquals(new String[] {
 141                 "client", "a b", "email:" + email + "\n", Digest.SHA512.toString()
 142         }, res);
 143
 144         HttpURLConnection huc = (HttpURLConnection) ncert.openConnection();
 145         huc.setRequestProperty("Cookie", cookie);
 146         huc.setDoOutput(true);
 147         OutputStream out = huc.getOutputStream();
 148         out.write(("csrf=" + URLEncoder.encode(csrf, "UTF-8")).getBytes("UTF-8"));
 149         out.write(("&CN=" + URLEncoder.encode(CertificateRequest.DEFAULT_CN, "UTF-8") + "&profile=client&SANs=" + URLEncoder.encode("email:" + email + "\n", "UTF-8")).getBytes("UTF-8"));
 150         out.write(("&hash_alg=SHA512").getBytes("UTF-8"));
 151         URLConnection uc = authenticate(new URL(huc.getHeaderField("Location") + ".crt"));
 152         String crt = IOUtils.readURL(new InputStreamReader(uc.getInputStream(), "UTF-8"));
 153
 154         uc = authenticate(new URL(huc.getHeaderField("Location") + ".cer"));
 155         byte[] cer = IOUtils.readURL(uc.getInputStream());
 156         assertArrayEquals(cer, PEM.decode("CERTIFICATE", crt));
 157
 158         uc = authenticate(new URL(huc.getHeaderField("Location") + ".cer?install&chain"));
 159         byte[] pkcs7 = IOUtils.readURL(uc.getInputStream());
 160         PKCS7 p7 = new PKCS7(pkcs7);
 161         byte[] sub = verifyChain(p7.getCertificates());
 162         assertArrayEquals(cer, sub);
 163         assertEquals("application/x-x509-user-cert", uc.getHeaderField("Content-type"));
 164
 165         uc = authenticate(new URL(huc.getHeaderField("Location")));
 166         String gui = IOUtils.readURL(uc);
 167         Pattern p = Pattern.compile("-----BEGIN CERTIFICATE-----[^-]+-----END CERTIFICATE-----");
 168         Matcher m = p.matcher(gui);
 169         assertTrue(m.find());
 170         byte[] cert = PEM.decode("CERTIFICATE", m.group(0));
 171         Certificate c = CertificateFactory.getInstance("X509").generateCertificate(new ByteArrayInputStream(cert));
 172         gui = c.toString();
 173         assertThat(gui, containsString("clientAuth"));
 174         assertThat(gui, containsString("CN=" + CertificateRequest.DEFAULT_CN));
 175         assertThat(gui, containsString("SHA512withRSA"));
 176         assertThat(gui, containsString("RFC822Name: " + email));
 177
 178     }
 179
 180     private byte[] verifyChain(X509Certificate[] x509Certificates) throws GeneralSecurityException {
 181         X509Certificate current = null;
 182         nextCert:
 183         while (true) {
 184             for (int i = 0; i < x509Certificates.length; i++) {
 185                 X509Certificate cert = x509Certificates[i];
 186                 if (current == null) {
 187                     if (cert.getSubjectX500Principal().equals(cert.getIssuerX500Principal())) {
 188                         current = cert;
 189                         continue nextCert;
 190                     }
 191                 } else {
 192                     if (cert.getSubjectX500Principal().equals(cert.getIssuerX500Principal())) {
 193                         continue;
 194                     }
 195                     if (current.getSubjectX500Principal().equals(cert.getIssuerX500Principal())) {
 196                         Signature s = Signature.getInstance(cert.getSigAlgName());
 197                         s.initVerify(current.getPublicKey());
 198                         s.update(cert.getTBSCertificate());
 199                         assertTrue(s.verify(cert.getSignature()));
 200                         current = cert;
 201                         continue nextCert;
 202                     }
 203                 }
 204             }
 205             assertNotNull(current);
 206             return current.getEncoded();
 207         }
 208     }
 209
 210     @Test
 211     public void testValidityPeriodCalendar() throws IOException, GeneralSecurityException {
 212         testCertificateValidityRelative(Calendar.YEAR, 2, "2y", true);
 213         testCertificateValidityRelative(Calendar.YEAR, 1, "1y", true);
 214         testCertificateValidityRelative(Calendar.MONTH, 3, "3m", true);
 215         testCertificateValidityRelative(Calendar.MONTH, 7, "7m", true);
 216         testCertificateValidityRelative(Calendar.MONTH, 13, "13m", true);
 217
 218         testCertificateValidityRelative(Calendar.MONTH, 13, "-1m", false);
 219     }
 220
 221     @Test
 222     public void testValidityPeriodWhishStart() throws IOException, GeneralSecurityException {
 223         long now = System.currentTimeMillis();
 224         final long MS_PER_DAY = 24 * 60 * 60 * 1000;
 225         now -= now % MS_PER_DAY;
 226         now += MS_PER_DAY;
 227         SimpleDateFormat sdf = new SimpleDateFormat("yyyy-MM-dd");
 228         sdf.setTimeZone(TimeZone.getTimeZone("UTC"));
 229
 230         Date start = new Date(now);
 231         Date end = new Date(now + MS_PER_DAY * 10);
 232         String validity = "&validFrom=" + sdf.format(start) + "&validity=" + sdf.format(end);
 233         X509Certificate res = createCertWithValidity(validity, false);
 234         assertNotNull(validity, res);
 235         assertEquals(start, res.getNotBefore());
 236         assertEquals(end, res.getNotAfter());
 237     }
 238
 239     private void testCertificateValidityRelative(int field, int amount, String length, boolean shouldsucceed) throws IOException, GeneralSecurityException, UnsupportedEncodingException, MalformedURLException, CertificateException {
 240         X509Certificate parsed = createCertWithValidity("&validFrom=now&validity=" + length, false);
 241         if (parsed == null) {
 242             assertTrue( !shouldsucceed);
 243             return;
 244         } else {
 245             assertTrue(shouldsucceed);
 246         }
 247
 248         long now = System.currentTimeMillis();
 249         Date start = parsed.getNotBefore();
 250         Date end = parsed.getNotAfter();
 251         Calendar c = Calendar.getInstance();
 252         c.setTimeZone(TimeZone.getTimeZone("UTC"));
 253         c.setTime(start);
 254         c.add(field, amount);
 255         assertTrue(Math.abs(start.getTime() - now) < 10000);
 256         assertEquals(c.getTime(), end);
 257     }
 258
 259     private X509Certificate createCertWithValidity(String validity, boolean login) throws IOException, GeneralSecurityException, UnsupportedEncodingException, MalformedURLException, CertificateException {
 260         PKCS10Attributes atts = buildAtts(new ObjectIdentifier[] {
 261                 CertificateRequest.OID_KEY_USAGE_SSL_CLIENT
 262         }, new RFC822Name(email));
 263
 264         String pem = generatePEMCSR(kp, "CN=a b", atts, "SHA512WithRSA");
 265         fillOutForm("CSR=" + URLEncoder.encode(pem, "UTF-8"));
 266
 267         HttpURLConnection huc = (HttpURLConnection) ncert.openConnection();
 268         huc.setRequestProperty("Cookie", cookie);
 269         huc.setDoOutput(true);
 270         OutputStream out = huc.getOutputStream();
 271         out.write(("csrf=" + URLEncoder.encode(csrf, "UTF-8")).getBytes("UTF-8"));
 272         out.write(("&profile=client&CN=" + CertificateRequest.DEFAULT_CN + "&SANs=" + URLEncoder.encode("email:" + email + "\n", "UTF-8")).getBytes("UTF-8"));
 273         out.write(("&hash_alg=SHA512&").getBytes("UTF-8"));
 274         if (login) {
 275             out.write(("login=1&").getBytes("UTF-8"));
 276         }
 277         out.write(validity.getBytes("UTF-8"));
 278
 279         String certurl = huc.getHeaderField("Location");
 280         if (certurl == null) {
 281             return null;
 282         }
 283         URLConnection uc = authenticate(new URL(certurl + ".crt"));
 284         String crt = IOUtils.readURL(new InputStreamReader(uc.getInputStream(), "UTF-8"));
 285
 286         CertificateFactory cf = CertificateFactory.getInstance("X.509");
 287         X509Certificate parsed = (X509Certificate) cf.generateCertificate(new ByteArrayInputStream(crt.getBytes("UTF-8")));
 288         return parsed;
 289     }
 290
 291     private URLConnection authenticate(URL url) throws IOException {
 292         URLConnection uc = url.openConnection();
 293         uc.setRequestProperty("Cookie", cookie);
 294         return uc;
 295     }
 296
 297     protected String testSPKAC(boolean correctChallenge) throws GeneralSecurityException, IOException {
 298         HttpURLConnection uc = (HttpURLConnection) ncert.openConnection();
 299         uc.setRequestProperty("Cookie", cookie);
 300         String s = IOUtils.readURL(uc);
 301
 302         csrf = extractPattern(s, Pattern.compile("<input [^>]*name='csrf' [^>]*value='([^']*)'>"));
 303         String challenge = extractPattern(s, Pattern.compile("<keygen [^>]*name=\"SPKAC\" [^>]*challenge=\"([^\"]*)\"/>"));
 304
 305         SPKAC spk = new SPKAC((X509Key) kp.getPublic(), challenge + (correctChallenge ? "" : "b"));
 306         Signature sign = Signature.getInstance("SHA512WithRSA");
 307         sign.initSign(kp.getPrivate());
 308         try {
 309             String[] res = fillOutFormDirect("SPKAC=" + URLEncoder.encode(Base64.getEncoder().encodeToString(spk.getEncoded(sign)), "UTF-8"));
 310             if ( !correctChallenge) {
 311                 fail("Should not succeed with wrong challenge.");
 312             }
 313             assertArrayEquals(new String[] {
 314                     "client", CertificateRequest.DEFAULT_CN, "", Digest.SHA512.toString()
 315             }, res);
 316         } catch (OnPageError e) {
 317             String error = fetchStartErrorMessage(e.getMessage());
 318             assertTrue(error, error.startsWith("<p>Challenge mismatch"));
 319         }
 320         return csrf;
 321     }
 322
 323     private PKCS10Attributes buildAtts(ObjectIdentifier[] ekuOIDs, GeneralNameInterface... SANs) throws IOException {
 324         CertificateExtensions attributeValue = new CertificateExtensions();
 325         GeneralNames names = new GeneralNames();
 326
 327         for (GeneralNameInterface name : SANs) {
 328             names.add(new GeneralName(name));
 329         }
 330         attributeValue.set("SANs", new SubjectAlternativeNameExtension(names));
 331         PKCS10Attributes atts = new PKCS10Attributes(new PKCS10Attribute[] {
 332                 new PKCS10Attribute(PKCS9Attribute.EXTENSION_REQUEST_OID, attributeValue)
 333         });
 334         ExtendedKeyUsageExtension eku = new ExtendedKeyUsageExtension(//
 335                 new Vector<>(Arrays.<ObjectIdentifier>asList(ekuOIDs)));
 336         attributeValue.set("eku", eku);
 337         return atts;
 338     }
 339
 340     private final URL ncert = new URL("https://" + getServerName() + CertificateAdd.PATH);
 341
 342     private String[] fillOutForm(String pem) throws IOException {
 343         HttpURLConnection uc = (HttpURLConnection) ncert.openConnection();
 344         uc.setRequestProperty("Cookie", cookie);
 345         csrf = getCSRF(uc);
 346         return fillOutFormDirect(pem);
 347
 348     }
 349
 350     private String[] fillOutFormDirect(String pem) throws IOException {
 351
 352         HttpURLConnection uc = (HttpURLConnection) ncert.openConnection();
 353         uc.setRequestProperty("Cookie", cookie);
 354         uc.setDoOutput(true);
 355         uc.getOutputStream().write(("csrf=" + URLEncoder.encode(csrf, "UTF-8") + "&" + pem).getBytes("UTF-8"));
 356         uc.getOutputStream().flush();
 357
 358         return extractFormData(uc);
 359     }
 360
 361     private String[] extractFormData(HttpURLConnection uc) throws IOException, Error {
 362         String result = IOUtils.readURL(uc);
 363         if (hasError().matches(result)) {
 364             throw new OnPageError(result);
 365         }
 366
 367         String profileKey = extractPattern(result, Pattern.compile("<option value=\"([^\"]*)\" selected>"));
 368         String resultingCN = extractPattern(result, Pattern.compile("<input [^>]*name='CN' [^>]*value='([^']*)'/>"));
 369         String txt = extractPattern(result, Pattern.compile("<textarea [^>]*name='SANs' [^>]*>([^<]*)</textarea>"));
 370         String md = extractPattern(result, Pattern.compile("<input type=\"radio\" [^>]*name=\"hash_alg\" value=\"([^\"]*)\" checked='checked'/>"));
 371         return new String[] {
 372                 profileKey, resultingCN, txt, md
 373         };
 374     }
 375
 376     private String extractPattern(String result, Pattern p) {
 377         Matcher m = p.matcher(result);
 378         assertTrue(m.find());
 379         String resultingCN = m.group(1);
 380         return resultingCN;
 381     }
 382
 383     @Test
 384     public void testSetLoginEnabled() throws IOException, GeneralSecurityException {
 385         X509Certificate parsedLoginNotEnabled = createCertWithValidity("&validFrom=now&validity=1m", false);
 386         assertNull(CertificateOwner.getByEnabledSerial(parsedLoginNotEnabled.getSerialNumber().toString(16).toLowerCase()));
 387
 388         X509Certificate parsedLoginEnabled = createCertWithValidity("&validFrom=now&validity=1m", true);
 389         assertEquals(u, CertificateOwner.getByEnabledSerial(parsedLoginEnabled.getSerialNumber().toString(16).toLowerCase()));
 390     }
 391
 392     @Test
 393     public void testInvalidKeyInCSR() throws IOException, GeneralSecurityException {
 394         PKCS10Attributes atts = buildAtts(new ObjectIdentifier[] {
 395                 CertificateRequest.OID_KEY_USAGE_SSL_SERVER
 396         }, new DNSName(uniq + ".tld"));
 397
 398         String pem = generatePEMCSR(kpBroken, "CN=a." + uniq + ".tld", atts);
 399
 400         HttpURLConnection huc = post(CertificateAdd.PATH, "CSR=" + URLEncoder.encode(pem, "UTF-8"));
 401         assertThat(IOUtils.readURL(huc), hasError());
 402     }
 403
 404 }