1 package club.wpia.gigi.pages.account;
3 import static org.hamcrest.CoreMatchers.*;
4 import static org.junit.Assert.*;
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;
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;
33 import org.junit.Test;
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;
58 public class TestCertificateAdd extends ClientTest {
60 private static class OnPageError extends Error {
62 private static final long serialVersionUID = 1L;
64 public OnPageError(String page) {
69 KeyPair kp = generateKeypair();
72 * This KeyPair is used for testing the KeyCheck for proper rejection of
73 * invalid keys. The generated keys suffers from small factors.
75 KeyPair kpBroken = generateBrokenKeypair();
79 public TestCertificateAdd() throws GeneralSecurityException, IOException {
80 TestDomain.addDomain(cookie, uniq + ".tld");
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"));
90 String pem = generatePEMCSR(kp, "CN=a." + uniq + ".tld", atts);
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()
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));
104 String pem = generatePEMCSR(kp, "CN=a b", atts, "SHA384WithRSA");
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()
113 public void testSimpleClient() throws IOException, GeneralSecurityException {
114 PKCS10Attributes atts = buildAtts(new ObjectIdentifier[] {
115 CertificateRequest.OID_KEY_USAGE_SSL_CLIENT
116 }, new RFC822Name(email));
118 String pem = generatePEMCSR(kp, "CN=a b,email=" + email, atts, "SHA256WithRSA");
120 String[] res = fillOutForm("CSR=" + URLEncoder.encode(pem, "UTF-8"));
121 assertArrayEquals(new String[] {
122 "client", "a b", "email:" + email + "\n", Digest.SHA256.toString()
127 public void testSPKAC() throws GeneralSecurityException, IOException {
133 public void testIssue() throws IOException, GeneralSecurityException {
134 PKCS10Attributes atts = buildAtts(new ObjectIdentifier[] {
135 CertificateRequest.OID_KEY_USAGE_SSL_CLIENT
136 }, new RFC822Name(email));
138 String pem = generatePEMCSR(kp, "CN=a b,email=" + email, atts, "SHA512WithRSA");
140 String[] res = fillOutForm("CSR=" + URLEncoder.encode(pem, "UTF-8"));
141 assertArrayEquals(new String[] {
142 "client", "a b", "email:" + email + "\n", Digest.SHA512.toString()
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"));
155 uc = authenticate(new URL(huc.getHeaderField("Location") + ".cer"));
156 byte[] cer = IOUtils.readURL(uc.getInputStream());
157 assertArrayEquals(cer, PEM.decode("CERTIFICATE", crt));
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"));
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));
174 assertThat(gui, containsString("clientAuth"));
175 assertThat(gui, containsString("CN=" + CertificateRequest.DEFAULT_CN));
176 assertThat(gui, containsString("SHA512withRSA"));
177 assertThat(gui, containsString("RFC822Name: " + email));
181 private byte[] verifyChain(X509Certificate[] x509Certificates) throws GeneralSecurityException {
182 X509Certificate current = null;
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())) {
193 if (cert.getSubjectX500Principal().equals(cert.getIssuerX500Principal())) {
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()));
206 assertNotNull(current);
207 return current.getEncoded();
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);
219 testCertificateValidityRelative(Calendar.MONTH, 13, "-1m", false);
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;
228 SimpleDateFormat sdf = new SimpleDateFormat("yyyy-MM-dd");
229 sdf.setTimeZone(TimeZone.getTimeZone("UTC"));
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());
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);
246 assertTrue(shouldsucceed);
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"));
255 c.add(field, amount);
256 assertTrue(Math.abs(start.getTime() - now) < 10000);
257 assertEquals(c.getTime(), end);
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));
265 String pem = generatePEMCSR(kp, "CN=a b", atts, "SHA512WithRSA");
266 fillOutForm("CSR=" + URLEncoder.encode(pem, "UTF-8"));
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"));
276 out.write(("login=1&").getBytes("UTF-8"));
278 out.write(validity.getBytes("UTF-8"));
280 String certurl = huc.getHeaderField("Location");
281 if (certurl == null) {
284 URLConnection uc = authenticate(new URL(certurl + ".crt"));
285 String crt = IOUtils.readURL(new InputStreamReader(uc.getInputStream(), "UTF-8"));
287 CertificateFactory cf = CertificateFactory.getInstance("X.509");
288 X509Certificate parsed = (X509Certificate) cf.generateCertificate(new ByteArrayInputStream(crt.getBytes("UTF-8")));
292 private URLConnection authenticate(URL url) throws IOException {
293 URLConnection uc = url.openConnection();
294 uc.setRequestProperty("Cookie", cookie);
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);
303 csrf = extractPattern(s, Pattern.compile("<input [^>]*name='csrf' [^>]*value='([^']*)'>"));
304 String challenge = extractPattern(s, Pattern.compile("<keygen [^>]*name=\"SPKAC\" [^>]*challenge=\"([^\"]*)\"/>"));
306 SPKAC spk = new SPKAC((X509Key) kp.getPublic(), challenge + (correctChallenge ? "" : "b"));
307 Signature sign = Signature.getInstance("SHA512WithRSA");
308 sign.initSign(kp.getPrivate());
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.");
314 assertArrayEquals(new String[] {
315 "client", CertificateRequest.DEFAULT_CN, "", Digest.SHA512.toString()
317 } catch (OnPageError e) {
318 String error = fetchStartErrorMessage(e.getMessage());
319 assertTrue(error, error.startsWith("<p>Challenge mismatch"));
324 private PKCS10Attributes buildAtts(ObjectIdentifier[] ekuOIDs, GeneralNameInterface... SANs) throws IOException {
325 CertificateExtensions attributeValue = new CertificateExtensions();
326 GeneralNames names = new GeneralNames();
328 for (GeneralNameInterface name : SANs) {
329 names.add(new GeneralName(name));
331 attributeValue.set("SANs", new SubjectAlternativeNameExtension(names));
332 PKCS10Attributes atts = new PKCS10Attributes(new PKCS10Attribute[] {
333 new PKCS10Attribute(PKCS9Attribute.EXTENSION_REQUEST_OID, attributeValue)
335 ExtendedKeyUsageExtension eku = new ExtendedKeyUsageExtension(//
336 new Vector<>(Arrays.<ObjectIdentifier>asList(ekuOIDs)));
337 attributeValue.set("eku", eku);
341 private final URL ncert = new URL("https://" + getServerName() + CertificateAdd.PATH);
343 private String[] fillOutForm(String pem) throws IOException {
344 HttpURLConnection uc = (HttpURLConnection) ncert.openConnection();
345 uc.setRequestProperty("Cookie", cookie);
347 return fillOutFormDirect(pem);
351 private String[] fillOutFormDirect(String pem) throws IOException {
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();
359 return extractFormData(uc);
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);
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
377 private String extractPattern(String result, Pattern p) {
378 Matcher m = p.matcher(result);
379 assertTrue(m.find());
380 String resultingCN = m.group(1);
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()));
389 X509Certificate parsedLoginEnabled = createCertWithValidity("&validFrom=now&validity=1m", true);
390 assertEquals(u, CertificateOwner.getByEnabledSerial(parsedLoginEnabled.getSerialNumber().toString(16).toLowerCase()));
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"));
399 String pem = generatePEMCSR(kpBroken, "CN=a." + uniq + ".tld", atts);
401 HttpURLConnection huc = post(CertificateAdd.PATH, "CSR=" + URLEncoder.encode(pem, "UTF-8"));
402 assertThat(IOUtils.readURL(huc), hasError());