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
  92         String[] res = fillOutForm("CSR=" + URLEncoder.encode(pem, "UTF-8"));
  93         assertArrayEquals(new String[] {
  94                 "server", CertificateRequest.DEFAULT_CN, "dns:a." + uniq + ".tld\ndns:" + uniq + ".tld\n", Digest.SHA512.toString()
  95         }, res);
  96     }
  97
  98     @Test
  99     public void testSimpleMail() throws IOException, GeneralSecurityException {
 100         PKCS10Attributes atts = buildAtts(new ObjectIdentifier[] {
 101                 CertificateRequest.OID_KEY_USAGE_EMAIL_PROTECTION
 102         }, new DNSName("a." + uniq + ".tld"), new DNSName("b." + uniq + ".tld"), new RFC822Name(email));
 103
 104         String pem = generatePEMCSR(kp, "CN=a b", atts, "SHA384WithRSA");
 105
 106         String[] res = fillOutForm("CSR=" + URLEncoder.encode(pem, "UTF-8"));
 107         assertArrayEquals(new String[] {
 108                 "mail", "a b", "email:" + email + "\ndns:a." + uniq + ".tld\ndns:b." + uniq + ".tld\n", Digest.SHA384.toString()
 109         }, res);
 110     }
 111
 112     @Test
 113     public void testSimpleClient() throws IOException, GeneralSecurityException {
 114         PKCS10Attributes atts = buildAtts(new ObjectIdentifier[] {
 115                 CertificateRequest.OID_KEY_USAGE_SSL_CLIENT
 116         }, new RFC822Name(email));
 117
 118         String pem = generatePEMCSR(kp, "CN=a b,email=" + email, atts, "SHA256WithRSA");
 119
 120         String[] res = fillOutForm("CSR=" + URLEncoder.encode(pem, "UTF-8"));
 121         assertArrayEquals(new String[] {
 122                 "client", "a b", "email:" + email + "\n", Digest.SHA256.toString()
 123         }, res);
 124     }
 125
 126     @Test
 127     public void testSPKAC() throws GeneralSecurityException, IOException {
 128         testSPKAC(false);
 129         testSPKAC(true);
 130     }
 131
 132     @Test
 133     public void testIssue() throws IOException, GeneralSecurityException {
 134         PKCS10Attributes atts = buildAtts(new ObjectIdentifier[] {
 135                 CertificateRequest.OID_KEY_USAGE_SSL_CLIENT
 136         }, new RFC822Name(email));
 137
 138         String pem = generatePEMCSR(kp, "CN=a b,email=" + email, atts, "SHA512WithRSA");
 139
 140         String[] res = fillOutForm("CSR=" + URLEncoder.encode(pem, "UTF-8"));
 141         assertArrayEquals(new String[] {
 142                 "client", "a b", "email:" + email + "\n", Digest.SHA512.toString()
 143         }, res);
 144
 145         HttpURLConnection huc = (HttpURLConnection) ncert.openConnection();
 146         huc.setRequestProperty("Cookie", cookie);
 147         huc.setDoOutput(true);
 148         OutputStream out = huc.getOutputStream();
 149         out.write(("csrf=" + URLEncoder.encode(csrf, "UTF-8")).getBytes("UTF-8"));
 150         out.write(("&CN=" + URLEncoder.encode(CertificateRequest.DEFAULT_CN, "UTF-8") + "&profile=client&SANs=" + URLEncoder.encode("email:" + email + "\n", "UTF-8")).getBytes("UTF-8"));
 151         out.write(("&hash_alg=SHA512").getBytes("UTF-8"));
 152         URLConnection uc = authenticate(new URL(huc.getHeaderField("Location") + ".crt"));
 153         String crt = IOUtils.readURL(new InputStreamReader(uc.getInputStream(), "UTF-8"));
 154
 155         uc = authenticate(new URL(huc.getHeaderField("Location") + ".cer"));
 156         byte[] cer = IOUtils.readURL(uc.getInputStream());
 157         assertArrayEquals(cer, PEM.decode("CERTIFICATE", crt));
 158
 159         uc = authenticate(new URL(huc.getHeaderField("Location") + ".cer?install&chain"));
 160         byte[] pkcs7 = IOUtils.readURL(uc.getInputStream());
 161         PKCS7 p7 = new PKCS7(pkcs7);
 162         byte[] sub = verifyChain(p7.getCertificates());
 163         assertArrayEquals(cer, sub);
 164         assertEquals("application/x-x509-user-cert", uc.getHeaderField("Content-type"));
 165
 166         uc = authenticate(new URL(huc.getHeaderField("Location")));
 167         String gui = IOUtils.readURL(uc);
 168         Pattern p = Pattern.compile("-----BEGIN CERTIFICATE-----[^-]+-----END CERTIFICATE-----");
 169         Matcher m = p.matcher(gui);
 170         assertTrue(m.find());
 171         byte[] cert = PEM.decode("CERTIFICATE", m.group(0));
 172         Certificate c = CertificateFactory.getInstance("X509").generateCertificate(new ByteArrayInputStream(cert));
 173         gui = c.toString();
 174         assertThat(gui, containsString("clientAuth"));
 175         assertThat(gui, containsString("CN=" + CertificateRequest.DEFAULT_CN));
 176         assertThat(gui, containsString("SHA512withRSA"));
 177         assertThat(gui, containsString("RFC822Name: " + email));
 178
 179     }
 180
 181     private byte[] verifyChain(X509Certificate[] x509Certificates) throws GeneralSecurityException {
 182         X509Certificate current = null;
 183         nextCert:
 184         while (true) {
 185             for (int i = 0; i < x509Certificates.length; i++) {
 186                 X509Certificate cert = x509Certificates[i];
 187                 if (current == null) {
 188                     if (cert.getSubjectX500Principal().equals(cert.getIssuerX500Principal())) {
 189                         current = cert;
 190                         continue nextCert;
 191                     }
 192                 } else {
 193                     if (cert.getSubjectX500Principal().equals(cert.getIssuerX500Principal())) {
 194                         continue;
 195                     }
 196                     if (current.getSubjectX500Principal().equals(cert.getIssuerX500Principal())) {
 197                         Signature s = Signature.getInstance(cert.getSigAlgName());
 198                         s.initVerify(current.getPublicKey());
 199                         s.update(cert.getTBSCertificate());
 200                         assertTrue(s.verify(cert.getSignature()));
 201                         current = cert;
 202                         continue nextCert;
 203                     }
 204                 }
 205             }
 206             assertNotNull(current);
 207             return current.getEncoded();
 208         }
 209     }
 210
 211     @Test
 212     public void testValidityPeriodCalendar() throws IOException, GeneralSecurityException {
 213         testCertificateValidityRelative(Calendar.YEAR, 2, "2y", true);
 214         testCertificateValidityRelative(Calendar.YEAR, 1, "1y", true);
 215         testCertificateValidityRelative(Calendar.MONTH, 3, "3m", true);
 216         testCertificateValidityRelative(Calendar.MONTH, 7, "7m", true);
 217         testCertificateValidityRelative(Calendar.MONTH, 13, "13m", true);
 218
 219         testCertificateValidityRelative(Calendar.MONTH, 13, "-1m", false);
 220     }
 221
 222     @Test
 223     public void testValidityPeriodWhishStart() throws IOException, GeneralSecurityException {
 224         long now = System.currentTimeMillis();
 225         final long MS_PER_DAY = 24 * 60 * 60 * 1000;
 226         now -= now % MS_PER_DAY;
 227         now += MS_PER_DAY;
 228         SimpleDateFormat sdf = new SimpleDateFormat("yyyy-MM-dd");
 229         sdf.setTimeZone(TimeZone.getTimeZone("UTC"));
 230
 231         Date start = new Date(now);
 232         Date end = new Date(now + MS_PER_DAY * 10);
 233         String validity = "&validFrom=" + sdf.format(start) + "&validity=" + sdf.format(end);
 234         X509Certificate res = createCertWithValidity(validity, false);
 235         assertNotNull(validity, res);
 236         assertEquals(start, res.getNotBefore());
 237         assertEquals(end, res.getNotAfter());
 238     }
 239
 240     private void testCertificateValidityRelative(int field, int amount, String length, boolean shouldsucceed) throws IOException, GeneralSecurityException, UnsupportedEncodingException, MalformedURLException, CertificateException {
 241         X509Certificate parsed = createCertWithValidity("&validFrom=now&validity=" + length, false);
 242         if (parsed == null) {
 243             assertTrue( !shouldsucceed);
 244             return;
 245         } else {
 246             assertTrue(shouldsucceed);
 247         }
 248
 249         long now = System.currentTimeMillis();
 250         Date start = parsed.getNotBefore();
 251         Date end = parsed.getNotAfter();
 252         Calendar c = Calendar.getInstance();
 253         c.setTimeZone(TimeZone.getTimeZone("UTC"));
 254         c.setTime(start);
 255         c.add(field, amount);
 256         assertTrue(Math.abs(start.getTime() - now) < 10000);
 257         assertEquals(c.getTime(), end);
 258     }
 259
 260     private X509Certificate createCertWithValidity(String validity, boolean login) throws IOException, GeneralSecurityException, UnsupportedEncodingException, MalformedURLException, CertificateException {
 261         PKCS10Attributes atts = buildAtts(new ObjectIdentifier[] {
 262                 CertificateRequest.OID_KEY_USAGE_SSL_CLIENT
 263         }, new RFC822Name(email));
 264
 265         String pem = generatePEMCSR(kp, "CN=a b", atts, "SHA512WithRSA");
 266         fillOutForm("CSR=" + URLEncoder.encode(pem, "UTF-8"));
 267
 268         HttpURLConnection huc = (HttpURLConnection) ncert.openConnection();
 269         huc.setRequestProperty("Cookie", cookie);
 270         huc.setDoOutput(true);
 271         OutputStream out = huc.getOutputStream();
 272         out.write(("csrf=" + URLEncoder.encode(csrf, "UTF-8")).getBytes("UTF-8"));
 273         out.write(("&profile=client&CN=" + CertificateRequest.DEFAULT_CN + "&SANs=" + URLEncoder.encode("email:" + email + "\n", "UTF-8")).getBytes("UTF-8"));
 274         out.write(("&hash_alg=SHA512&").getBytes("UTF-8"));
 275         if (login) {
 276             out.write(("login=1&").getBytes("UTF-8"));
 277         }
 278         out.write(validity.getBytes("UTF-8"));
 279
 280         String certurl = huc.getHeaderField("Location");
 281         if (certurl == null) {
 282             return null;
 283         }
 284         URLConnection uc = authenticate(new URL(certurl + ".crt"));
 285         String crt = IOUtils.readURL(new InputStreamReader(uc.getInputStream(), "UTF-8"));
 286
 287         CertificateFactory cf = CertificateFactory.getInstance("X.509");
 288         X509Certificate parsed = (X509Certificate) cf.generateCertificate(new ByteArrayInputStream(crt.getBytes("UTF-8")));
 289         return parsed;
 290     }
 291
 292     private URLConnection authenticate(URL url) throws IOException {
 293         URLConnection uc = url.openConnection();
 294         uc.setRequestProperty("Cookie", cookie);
 295         return uc;
 296     }
 297
 298     protected String testSPKAC(boolean correctChallenge) throws GeneralSecurityException, IOException {
 299         HttpURLConnection uc = (HttpURLConnection) ncert.openConnection();
 300         uc.setRequestProperty("Cookie", cookie);
 301         String s = IOUtils.readURL(uc);
 302
 303         csrf = extractPattern(s, Pattern.compile("<input [^>]*name='csrf' [^>]*value='([^']*)'>"));
 304         String challenge = extractPattern(s, Pattern.compile("<keygen [^>]*name=\"SPKAC\" [^>]*challenge=\"([^\"]*)\"/>"));
 305
 306         SPKAC spk = new SPKAC((X509Key) kp.getPublic(), challenge + (correctChallenge ? "" : "b"));
 307         Signature sign = Signature.getInstance("SHA512WithRSA");
 308         sign.initSign(kp.getPrivate());
 309         try {
 310             String[] res = fillOutFormDirect("SPKAC=" + URLEncoder.encode(Base64.getEncoder().encodeToString(spk.getEncoded(sign)), "UTF-8"));
 311             if ( !correctChallenge) {
 312                 fail("Should not succeed with wrong challenge.");
 313             }
 314             assertArrayEquals(new String[] {
 315                     "client", CertificateRequest.DEFAULT_CN, "", Digest.SHA512.toString()
 316             }, res);
 317         } catch (OnPageError e) {
 318             String error = fetchStartErrorMessage(e.getMessage());
 319             assertTrue(error, error.startsWith("<p>Challenge mismatch"));
 320         }
 321         return csrf;
 322     }
 323
 324     private PKCS10Attributes buildAtts(ObjectIdentifier[] ekuOIDs, GeneralNameInterface... SANs) throws IOException {
 325         CertificateExtensions attributeValue = new CertificateExtensions();
 326         GeneralNames names = new GeneralNames();
 327
 328         for (GeneralNameInterface name : SANs) {
 329             names.add(new GeneralName(name));
 330         }
 331         attributeValue.set("SANs", new SubjectAlternativeNameExtension(names));
 332         PKCS10Attributes atts = new PKCS10Attributes(new PKCS10Attribute[] {
 333                 new PKCS10Attribute(PKCS9Attribute.EXTENSION_REQUEST_OID, attributeValue)
 334         });
 335         ExtendedKeyUsageExtension eku = new ExtendedKeyUsageExtension(//
 336                 new Vector<>(Arrays.<ObjectIdentifier>asList(ekuOIDs)));
 337         attributeValue.set("eku", eku);
 338         return atts;
 339     }
 340
 341     private final URL ncert = new URL("https://" + getServerName() + CertificateAdd.PATH);
 342
 343     private String[] fillOutForm(String pem) throws IOException {
 344         HttpURLConnection uc = (HttpURLConnection) ncert.openConnection();
 345         uc.setRequestProperty("Cookie", cookie);
 346         csrf = getCSRF(uc);
 347         return fillOutFormDirect(pem);
 348
 349     }
 350
 351     private String[] fillOutFormDirect(String pem) throws IOException {
 352
 353         HttpURLConnection uc = (HttpURLConnection) ncert.openConnection();
 354         uc.setRequestProperty("Cookie", cookie);
 355         uc.setDoOutput(true);
 356         uc.getOutputStream().write(("csrf=" + URLEncoder.encode(csrf, "UTF-8") + "&" + pem).getBytes("UTF-8"));
 357         uc.getOutputStream().flush();
 358
 359         return extractFormData(uc);
 360     }
 361
 362     private String[] extractFormData(HttpURLConnection uc) throws IOException, Error {
 363         String result = IOUtils.readURL(uc);
 364         if (hasError().matches(result)) {
 365             throw new OnPageError(result);
 366         }
 367
 368         String profileKey = extractPattern(result, Pattern.compile("<option value=\"([^\"]*)\" selected>"));
 369         String resultingCN = extractPattern(result, Pattern.compile("<input [^>]*name='CN' [^>]*value='([^']*)'/>"));
 370         String txt = extractPattern(result, Pattern.compile("<textarea [^>]*name='SANs' [^>]*>([^<]*)</textarea>"));
 371         String md = extractPattern(result, Pattern.compile("<input type=\"radio\" [^>]*name=\"hash_alg\" value=\"([^\"]*)\" checked='checked'/>"));
 372         return new String[] {
 373                 profileKey, resultingCN, txt, md
 374         };
 375     }
 376
 377     private String extractPattern(String result, Pattern p) {
 378         Matcher m = p.matcher(result);
 379         assertTrue(m.find());
 380         String resultingCN = m.group(1);
 381         return resultingCN;
 382     }
 383
 384     @Test
 385     public void testSetLoginEnabled() throws IOException, GeneralSecurityException {
 386         X509Certificate parsedLoginNotEnabled = createCertWithValidity("&validFrom=now&validity=1m", false);
 387         assertNull(CertificateOwner.getByEnabledSerial(parsedLoginNotEnabled.getSerialNumber().toString(16).toLowerCase()));
 388
 389         X509Certificate parsedLoginEnabled = createCertWithValidity("&validFrom=now&validity=1m", true);
 390         assertEquals(u, CertificateOwner.getByEnabledSerial(parsedLoginEnabled.getSerialNumber().toString(16).toLowerCase()));
 391     }
 392
 393     @Test
 394     public void testInvalidKeyInCSR() throws IOException, GeneralSecurityException {
 395         PKCS10Attributes atts = buildAtts(new ObjectIdentifier[] {
 396                 CertificateRequest.OID_KEY_USAGE_SSL_SERVER
 397         }, new DNSName(uniq + ".tld"));
 398
 399         String pem = generatePEMCSR(kpBroken, "CN=a." + uniq + ".tld", atts);
 400
 401         HttpURLConnection huc = post(CertificateAdd.PATH, "CSR=" + URLEncoder.encode(pem, "UTF-8"));
 402         assertThat(IOUtils.readURL(huc), hasError());
 403     }
 404
 405 }