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);
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()
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));
103 String pem = generatePEMCSR(kp, "CN=a b", atts, "SHA384WithRSA");
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()
112 public void testSimpleClient() throws IOException, GeneralSecurityException {
113 PKCS10Attributes atts = buildAtts(new ObjectIdentifier[] {
114 CertificateRequest.OID_KEY_USAGE_SSL_CLIENT
115 }, new RFC822Name(email));
117 String pem = generatePEMCSR(kp, "CN=a b,email=" + email, atts, "SHA256WithRSA");
119 String[] res = fillOutForm("CSR=" + URLEncoder.encode(pem, "UTF-8"));
120 assertArrayEquals(new String[] {
121 "client", "a b", "email:" + email + "\n", Digest.SHA256.toString()
126 public void testSPKAC() throws GeneralSecurityException, IOException {
132 public void testIssue() throws IOException, GeneralSecurityException {
133 PKCS10Attributes atts = buildAtts(new ObjectIdentifier[] {
134 CertificateRequest.OID_KEY_USAGE_SSL_CLIENT
135 }, new RFC822Name(email));
137 String pem = generatePEMCSR(kp, "CN=a b,email=" + email, atts, "SHA512WithRSA");
139 String[] res = fillOutForm("CSR=" + URLEncoder.encode(pem, "UTF-8"));
140 assertArrayEquals(new String[] {
141 "client", "a b", "email:" + email + "\n", Digest.SHA512.toString()
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"));
154 uc = authenticate(new URL(huc.getHeaderField("Location") + ".cer"));
155 byte[] cer = IOUtils.readURL(uc.getInputStream());
156 assertArrayEquals(cer, PEM.decode("CERTIFICATE", crt));
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"));
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));
173 assertThat(gui, containsString("clientAuth"));
174 assertThat(gui, containsString("CN=" + CertificateRequest.DEFAULT_CN));
175 assertThat(gui, containsString("SHA512withRSA"));
176 assertThat(gui, containsString("RFC822Name: " + email));
180 private byte[] verifyChain(X509Certificate[] x509Certificates) throws GeneralSecurityException {
181 X509Certificate current = null;
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())) {
192 if (cert.getSubjectX500Principal().equals(cert.getIssuerX500Principal())) {
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()));
205 assertNotNull(current);
206 return current.getEncoded();
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);
218 testCertificateValidityRelative(Calendar.MONTH, 13, "-1m", false);
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;
227 SimpleDateFormat sdf = new SimpleDateFormat("yyyy-MM-dd");
228 sdf.setTimeZone(TimeZone.getTimeZone("UTC"));
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());
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);
245 assertTrue(shouldsucceed);
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"));
254 c.add(field, amount);
255 assertTrue(Math.abs(start.getTime() - now) < 10000);
256 assertEquals(c.getTime(), end);
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));
264 String pem = generatePEMCSR(kp, "CN=a b", atts, "SHA512WithRSA");
265 fillOutForm("CSR=" + URLEncoder.encode(pem, "UTF-8"));
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"));
275 out.write(("login=1&").getBytes("UTF-8"));
277 out.write(validity.getBytes("UTF-8"));
279 String certurl = huc.getHeaderField("Location");
280 if (certurl == null) {
283 URLConnection uc = authenticate(new URL(certurl + ".crt"));
284 String crt = IOUtils.readURL(new InputStreamReader(uc.getInputStream(), "UTF-8"));
286 CertificateFactory cf = CertificateFactory.getInstance("X.509");
287 X509Certificate parsed = (X509Certificate) cf.generateCertificate(new ByteArrayInputStream(crt.getBytes("UTF-8")));
291 private URLConnection authenticate(URL url) throws IOException {
292 URLConnection uc = url.openConnection();
293 uc.setRequestProperty("Cookie", cookie);
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);
302 csrf = extractPattern(s, Pattern.compile("<input [^>]*name='csrf' [^>]*value='([^']*)'>"));
303 String challenge = extractPattern(s, Pattern.compile("<keygen [^>]*name=\"SPKAC\" [^>]*challenge=\"([^\"]*)\"/>"));
305 SPKAC spk = new SPKAC((X509Key) kp.getPublic(), challenge + (correctChallenge ? "" : "b"));
306 Signature sign = Signature.getInstance("SHA512WithRSA");
307 sign.initSign(kp.getPrivate());
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.");
313 assertArrayEquals(new String[] {
314 "client", CertificateRequest.DEFAULT_CN, "", Digest.SHA512.toString()
316 } catch (OnPageError e) {
317 String error = fetchStartErrorMessage(e.getMessage());
318 assertTrue(error, error.startsWith("<p>Challenge mismatch"));
323 private PKCS10Attributes buildAtts(ObjectIdentifier[] ekuOIDs, GeneralNameInterface... SANs) throws IOException {
324 CertificateExtensions attributeValue = new CertificateExtensions();
325 GeneralNames names = new GeneralNames();
327 for (GeneralNameInterface name : SANs) {
328 names.add(new GeneralName(name));
330 attributeValue.set("SANs", new SubjectAlternativeNameExtension(names));
331 PKCS10Attributes atts = new PKCS10Attributes(new PKCS10Attribute[] {
332 new PKCS10Attribute(PKCS9Attribute.EXTENSION_REQUEST_OID, attributeValue)
334 ExtendedKeyUsageExtension eku = new ExtendedKeyUsageExtension(//
335 new Vector<>(Arrays.<ObjectIdentifier>asList(ekuOIDs)));
336 attributeValue.set("eku", eku);
340 private final URL ncert = new URL("https://" + getServerName() + CertificateAdd.PATH);
342 private String[] fillOutForm(String pem) throws IOException {
343 HttpURLConnection uc = (HttpURLConnection) ncert.openConnection();
344 uc.setRequestProperty("Cookie", cookie);
346 return fillOutFormDirect(pem);
350 private String[] fillOutFormDirect(String pem) throws IOException {
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();
358 return extractFormData(uc);
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);
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
376 private String extractPattern(String result, Pattern p) {
377 Matcher m = p.matcher(result);
378 assertTrue(m.find());
379 String resultingCN = m.group(1);
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()));
388 X509Certificate parsedLoginEnabled = createCertWithValidity("&validFrom=now&validity=1m", true);
389 assertEquals(u, CertificateOwner.getByEnabledSerial(parsedLoginEnabled.getSerialNumber().toString(16).toLowerCase()));
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"));
398 String pem = generatePEMCSR(kpBroken, "CN=a." + uniq + ".tld", atts);
400 HttpURLConnection huc = post(CertificateAdd.PATH, "CSR=" + URLEncoder.encode(pem, "UTF-8"));
401 assertThat(IOUtils.readURL(huc), hasError());