Version2.4 2021-04-29T20:11:15Z 10.1021/jm300687e Gaussian16 RevisionB.01 SBUNGAY 07-Nov-2018 #N HF/6-31G(d) OPT=(MaxStep=1) FREQ IOp(6/10=2,6/11=2,6/12=2) DUDE c1ccc(cc1)c2c3ccccc3[nH]c2C(=O)NN C00168352 RHF 6-31G(d) (6D,7F) c1ccc(cc1)c2c3ccccc3[nH]c2C(=O)NN C01[X(C15H13N3O1)] 90 C1 311 NNC(=O)c1[nH]c2c(c1c1ccccc1)cccc2 NNC(=O)c1[nH]c2c(c1c1ccccc1)cccc2 NNC(=O)c1[nH]c2ccccc2c1c3ccccc3 InChIKey=YJCHFYZYBSUQDQ-UHFFFAOYSA-N InChI=1S/C15H13N3O/c16-18-15(19)14-13(10-6-2-1-3-7-10)11-8-4-5-9-12(11)17-14/h1-9,17H,16H2,(H,18,19) InChI=1/C15H13N3O/c16-18-15(19)14-13(10-6-2-1-3-7-10)11-8-4-5-9-12(11)17-14/h1-9,17H,16H2,(H,18,19)/f/h18H c1ccc(cc1)c2c3ccccc3[nH]c2C(=O)NN C01[X(C15H13N3O1)] 90 C01 311 NNC(=O)c1[nH]c2c(c1c1ccccc1)cccc2 NNC(=O)C1=[C]([C]2[C]([CH][CH][CH][CH]2)N1)[C]1[CH][CH][CH][CH][CH]1 NNC(=O)C1=C([C]2[CH][CH][CH][CH][CH]2)[C]3[CH][CH][CH][CH][C]3N1 InChIKey=YJCHFYZYBSUQDQ-UHFFFAOYSA-N InChI=1S/C15H13N3O/c16-18-15(19)14-13(10-6-2-1-3-7-10)11-8-4-5-9-12(11)17-14/h1-9,17H,16H2,(H,18,19) InChI=1/C15H13N3O/c16-18-15(19)14-13(10-6-2-1-3-7-10)11-8-4-5-9-12(11)17-14/h1-9,17H,16H2,(H,18,19)/f/h18H 1332.0299961956 -813.7843333 1-A 5172.2462 66 245 311 |A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A| -20.53119 -15.61475 -15.60932 -15.59093 -11.35529 -11.27338 -11.27105 -11.24125 -11.23561 -11.23536 -11.23421 -11.23357 -11.22853 -11.22424 -11.22363 -11.22315 -11.22186 -11.21937 -11.21769 -1.40395 -1.31119 -1.30143 -1.15087 -1.14134 -1.09218 -1.07867 -1.01359 -1.00571 -1.00268 -0.98144 -0.87235 -0.84592 -0.82212 -0.81174 -0.79375 -0.76819 -0.74541 -0.71525 -0.70304 -0.68837 -0.68061 -0.65250 -0.62912 -0.62872 -0.61802 -0.60619 -0.60111 -0.59190 -0.58453 -0.57489 -0.56283 -0.55089 -0.51561 -0.50361 -0.49163 -0.48221 -0.47643 -0.47033 -0.44016 -0.42639 -0.40625 -0.39235 -0.32840 -0.32241 -0.30647 -0.28433 |A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A| 0.10184 0.14619 0.15539 0.16621 0.19596 0.21037 0.23034 0.24736 0.25288 0.26525 0.28925 0.30006 0.30430 0.30723 0.32155 0.32678 0.33780 0.34443 0.35617 0.37287 0.38949 0.39845 0.42847 0.43104 0.45306 0.45913 0.47602 0.48514 0.49614 0.50676 0.51369 0.54101 0.55233 0.55725 0.57285 0.61640 0.64165 0.66016 0.69734 0.71625 0.72893 0.74380 0.75293 0.75808 0.77251 0.77723 0.78239 0.79624 0.80169 0.80650 0.81310 0.82394 0.82852 0.83259 0.83461 0.83970 0.84855 0.85174 0.85619 0.86240 0.86698 0.87851 0.88688 0.88825 0.90010 0.91120 0.92652 0.93018 0.94101 0.95005 0.98729 0.99869 1.00763 1.02024 1.02783 1.03274 1.04039 1.07177 1.08905 1.09990 1.10972 1.11540 1.11871 1.12558 1.12944 1.13097 1.14208 1.14860 1.16077 1.17911 1.18076 1.19055 1.19626 1.19782 1.20919 1.21827 1.22486 1.22922 1.23533 1.24562 1.25986 1.27434 1.29034 1.30136 1.32425 1.34181 1.35380 1.37001 1.38664 1.39541 1.41757 1.44054 1.44505 1.45311 1.47179 1.50715 1.52172 1.52855 1.53316 1.54779 1.58300 1.59182 1.60634 1.63580 1.65266 1.66787 1.69572 1.71513 1.72167 1.72926 1.74107 1.75481 1.76340 1.76858 1.78253 1.78669 1.80564 1.80991 1.82894 1.87659 1.88187 1.91938 1.94297 1.99751 2.04590 2.06074 2.10111 2.10702 2.11992 2.13234 2.14799 2.16032 2.17053 2.17345 2.19371 2.21011 2.21805 2.22925 2.24527 2.27492 2.28531 2.28994 2.32000 2.32491 2.34351 2.35344 2.35935 2.39075 2.41101 2.42725 2.42918 2.45228 2.47970 2.48865 2.48967 2.49893 2.51157 2.53826 2.55764 2.57098 2.58359 2.59400 2.60038 2.62149 2.64861 2.65275 2.66312 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251.10586 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 32 33 34 35 36 37 38 39 40 41 42 43 44 45 46 47 48 49 50 51 52 53 54 55 56 57 58 59 60 61 62 63 64 65 66 67 68 69 70 71 72 73 74 75 76 77 78 79 80 81 82 83 84 85 86 87 88 89 90 |A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A| 47.0130 54.4655 81.6741 83.0211 98.8292 122.9053 183.8475 217.5399 231.2238 257.6465 264.4368 335.5315 347.7481 376.5253 414.1737 451.0238 459.7811 476.3436 492.5111 532.9724 618.1474 634.0839 663.4147 670.5690 678.9111 681.1017 748.3817 776.9011 780.4181 836.8316 844.5433 852.7433 858.5314 887.7932 930.1298 958.6460 965.8838 983.1850 1042.5364 1056.5176 1074.8098 1079.0436 1091.5883 1103.7573 1110.2835 1113.6808 1123.8226 1135.0830 1181.6299 1187.5668 1215.3485 1234.3200 1240.1010 1301.4389 1306.1525 1324.5828 1330.7530 1363.3262 1378.0413 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0.1276 0.1749 0.2033 0.3764 0.4756 0.3363 0.6248 0.1782 0.2666 0.5209 0.6531 0.5727 0.9437 0.6956 0.8059 1.0878 1.7205 0.5779 2.0487 0.6831 2.0493 1.1371 0.6316 0.9589 1.8111 1.9208 1.3432 0.6841 0.7970 2.1022 1.3818 1.2818 0.9175 3.0206 3.9907 0.9895 1.0361 1.4467 0.9855 1.7105 1.8870 2.1128 2.0969 1.6083 1.3972 2.6099 1.1989 2.1034 1.7221 2.3642 2.7271 2.8959 4.1584 1.4655 1.9640 2.7204 3.2570 3.2980 3.8378 4.3225 3.6674 2.8446 10.6666 9.4851 11.7603 10.8743 11.2229 2.3102 22.0198 7.1946 7.2156 7.2691 7.2958 7.3441 7.3803 7.4144 7.4424 7.5548 8.6423 9.2003 9.5872 9.6218 5.6630 0.7493 5.5984 1.5377 1.5292 2.1530 38.5294 47.8363 11.3270 6.6719 1.3504 6.5467 2.8612 6.8868 35.2409 79.2253 30.5263 5.2483 7.0822 3.0157 16.3244 30.4259 11.3571 23.9560 0.0477 100.4819 1.0052 34.0925 2.9495 54.3251 102.0185 19.3666 10.4666 3.2587 76.8670 1.3693 1.9327 17.0267 67.6325 30.9196 0.9367 9.7034 0.8829 1.7556 0.5599 1.4357 0.4613 2.3094 31.3017 34.4718 13.6178 6.0294 18.9056 37.7086 1.3600 10.3395 7.9624 70.8179 99.5526 6.8965 142.7123 8.5017 15.5138 32.2025 22.5802 6.2993 11.9994 8.3222 11.6362 142.6974 60.0073 6.5424 24.7921 15.2004 0.4391 37.7294 340.5008 1.4052 0.1662 10.2692 17.2620 47.8732 32.1706 34.8350 20.9295 3.0619 1.9044 23.4790 4.4672 90.3856 3.0468 8.3040 5.4337 4.7265 3.7402 1.6468 3.0832 1.8153 4.6902 0.6482 2.8281 4.0488 2.6481 3.9922 1.6217 8.9586 3.1712 1.0054 2.1968 0.5018 1.9855 5.4351 3.6622 2.3141 4.9101 2.4325 4.3620 0.9832 3.4740 4.2326 2.4827 0.6176 7.8459 6.0156 9.8432 2.9127 1.8073 7.2054 3.7353 4.9577 0.0670 11.2696 33.5171 1.7942 6.0711 24.0065 0.7613 14.9861 4.2548 7.6863 8.3856 5.6498 19.8451 20.1506 5.0593 37.9177 4.8296 16.7318 2.4808 19.9391 76.0046 5.2650 11.9196 31.7247 72.9052 4.7752 60.7536 4.3195 18.1153 9.2092 196.6024 22.5627 77.2772 105.0011 122.9164 11.5963 54.4477 40.3188 47.1036 123.1963 116.9322 37.5932 164.5173 233.2277 195.3846 65.8221 154.0388 50.2102 103.3852 103.9340 0.6775 0.7308 0.7381 0.7335 0.7490 0.7498 0.7494 0.6108 0.6895 0.3994 0.7362 0.2823 0.7447 0.2546 0.5409 0.7216 0.4565 0.7260 0.2954 0.7470 0.7486 0.4236 0.6982 0.7407 0.7401 0.4307 0.2568 0.6658 0.3217 0.3541 0.7411 0.6235 0.1883 0.5052 0.0771 0.5357 0.7235 0.4083 0.1908 0.3433 0.1633 0.7313 0.0921 0.1083 0.1743 0.2096 0.4209 0.0346 0.2387 0.2633 0.6215 0.5637 0.4980 0.2195 0.2168 0.1533 0.2261 0.4247 0.1809 0.1384 0.4575 0.6892 0.4601 0.5716 0.6863 0.6454 0.2823 0.6491 0.3208 0.4850 0.2010 0.4438 0.1572 0.2234 0.5026 0.6831 0.1558 0.7435 0.6965 0.7465 0.7349 0.7482 0.2228 0.1398 0.0990 0.1840 0.1496 0.1591 0.6648 0.2461 0.8078 0.8444 0.8493 0.8462 0.8565 0.8570 0.8568 0.7584 0.8162 0.5708 0.8481 0.4403 0.8537 0.4058 0.7021 0.8383 0.6268 0.8413 0.4561 0.8552 0.8563 0.5951 0.8223 0.8510 0.8507 0.6021 0.4086 0.7994 0.4868 0.5230 0.8513 0.7681 0.3169 0.6713 0.1431 0.6977 0.8396 0.5798 0.3204 0.5111 0.2807 0.8448 0.1687 0.1954 0.2968 0.3466 0.5924 0.0668 0.3854 0.4168 0.7666 0.7210 0.6649 0.3600 0.3563 0.2659 0.3689 0.5962 0.3063 0.2432 0.6278 0.8160 0.6303 0.7274 0.8140 0.7845 0.4403 0.7872 0.4857 0.6532 0.3347 0.6147 0.2717 0.3653 0.6689 0.8117 0.2695 0.8529 0.8211 0.8548 0.8472 0.8560 0.3644 0.2453 0.1802 0.3109 0.2603 0.2745 0.7987 0.3950 298.150 1.00000 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 32 6 6 6 6 6 6 6 6 6 6 6 6 6 7 1 6 6 8 7 7 1 1 1 1 1 1 1 1 1 1 1 1 12.00000 12.00000 12.00000 12.00000 12.00000 12.00000 12.00000 12.00000 12.00000 12.00000 12.00000 12.00000 12.00000 14.00307 1.00783 12.00000 12.00000 15.99491 14.00307 14.00307 1.00783 1.00783 1.00783 1.00783 1.00783 1.00783 1.00783 1.00783 1.00783 1.00783 1.00783 1.00783 4340.35451 4986.45229 8718.98650 0.99938 0.03534 0.00067 -0.03534 0.99937 -0.00408 -0.00082 0.00406 0.99999 1 0.01996 0.01737 0.00993 0.41581 0.36193 0.20699 67.64 78.36 117.51 119.45 142.19 176.83 264.52 312.99 332.68 370.70 380.47 482.76 500.33 541.74 595.90 648.92 661.52 685.35 708.61 766.83 889.38 912.31 954.51 964.80 976.80 979.95 1076.75 1117.79 1122.85 1204.01 1215.11 1226.91 1235.24 1277.34 1338.25 1379.28 1389.69 1414.58 1499.98 1520.09 1546.41 1552.50 1570.55 1588.06 1597.45 1602.34 1616.93 1633.13 1700.10 1708.64 1748.62 1775.91 1784.23 1872.48 1879.26 1905.78 1914.66 1961.52 1982.69 2032.87 2038.29 2095.02 2118.78 2147.23 2278.24 2315.50 2331.08 2390.00 2401.59 2441.60 2526.58 2552.29 2575.82 2608.16 2617.85 2676.69 2875.24 4823.39 4829.02 4839.49 4846.30 4855.47 4865.19 4870.39 4882.61 4924.99 5381.81 5476.36 5538.31 5594.66 0.274472 0.289072 0.290016 0.231822 -813.509861 -813.495261 -813.494317 -813.552511 1.951836D-04 MUNgauss RevisionA2.1 retrievium 29-Apr-2021 DUDE c1ccc(cc1)c2c3ccccc3[nH]c2C(=O)NN C00168352 RHF 6-31G(d) (6D,10F) C1 251.105862 |X|Y|Z| 51.228607 47.804553 16.204109 34.109000 15 6 7 14 1 |36.858105| |13.754820|36.858105| |7.923879|13.754189|36.858105| |6.824111|7.905634|13.693393|36.858105| |7.942414|6.897963|7.952833|13.668523|36.858105| |13.750946|7.955920|6.874595|7.884656|13.761549|36.858105| |4.454894|5.036375|7.574988|12.826654|7.661930|5.057781|36.858105| |3.652719|3.897738|5.138953|7.329577|5.999814|4.233140|13.127766|36.858105| |3.524384|3.590336|4.377269|5.838009|5.566833|4.161656|7.273149|13.599738|36.858105| |2.823414|2.860448|3.349222|4.124552|4.013702|3.240466|5.009517|7.974454|13.873291|36.858105| |2.456552|2.531265|2.978633|3.573561|3.368766|2.757033|4.543079|6.873836|7.881608|13.552652|36.858105| |2.487304|2.618421|3.165879|3.813531|3.434849|2.763883|5.244306|7.794950|6.743356|7.861907|13.871621|36.858105| |2.945927|3.164907|4.028728|5.116191|4.313574|3.296445|8.307041|13.649420|7.895177|6.935194|8.052928|13.649770|36.858105| |2.939935|3.241393|4.207013|5.145590|4.136118|3.207872|8.466689|8.522765|5.360270|4.649690|5.166746|7.604888|13.912044|53.358707| |2.597629|2.872220|3.618044|4.156114|3.427760|2.773800|6.013901|6.018187|4.302372|3.961077|4.569679|6.688652|9.107441|26.067027|0.500000| |3.619949|4.143813|5.832947|7.410781|5.244544|3.914846|14.037011|8.493309|5.251586|4.171722|4.182026|5.279116|8.505096|18.676508|0.252238|36.858105| |3.448317|4.032629|5.399295|5.837665|4.384353|3.552339|7.372562|5.127221|3.750751|3.145478|3.175140|3.847723|5.226714|10.424800|0.193538|12.781759|36.858105| |3.751883|4.631587|6.184279|5.787671|4.291787|3.656580|6.166643|4.320740|3.353143|2.809651|2.770071|3.218416|4.161720|7.328422|0.139674|8.053700|15.998878|73.516695| |2.836391|3.167485|3.915174|4.266703|3.542010|2.959627|5.244296|4.222464|3.228862|2.840768|2.970112|3.652951|4.659635|9.368271|0.198267|8.003652|13.842878|14.908419|53.358707| |2.580753|2.866640|3.369011|3.481680|3.000101|2.628872|3.916030|3.250900|2.630019|2.355450|2.443540|2.896339|3.480037|6.260481|0.134683|5.179589|8.016672|12.438691|18.677579|53.358707| |17.711763|8.907539|5.638467|4.926138|5.645632|8.906899|3.559609|3.041063|2.991916|2.479696|2.177604|2.187892|2.528802|3.433170|0.062994|3.013068|2.928192|5.669331|3.376944|3.142302|0.500000| |8.914332|17.715485|8.939262|5.636903|4.964816|5.651710|4.102287|3.298498|3.063888|2.524363|2.271701|2.351444|2.784142|3.918076|0.072587|3.580755|3.617898|7.590143|3.951792|3.677591|0.214687|0.500000| |5.646536|8.928378|17.775702|8.927766|5.656472|4.957454|6.992935|4.855336|4.028495|3.187140|2.922663|3.173431|4.037714|5.959209|0.107267|6.100143|5.958024|13.051983|5.675506|4.894963|0.124166|0.215910|0.500000| |5.651628|4.964601|5.651198|8.905393|17.712408|8.935435|7.115090|6.393983|6.182685|4.461348|3.694653|3.713080|4.597728|5.771517|0.096696|5.046992|4.092705|6.786104|4.716835|3.957964|0.124225|0.107719|0.124267|0.500000| |8.905224|5.649699|4.952358|5.624561|8.928329|17.710934|4.123996|3.674849|3.747650|3.030648|2.581126|2.546659|2.948095|3.862549|0.069024|3.325563|3.043808|5.487294|3.582672|3.227677|0.214452|0.124115|0.107592|0.215952|0.500000| |4.037511|3.976392|4.677206|6.201243|6.452399|4.900348|6.468384|8.841694|17.731310|8.937236|5.612676|4.885490|5.617511|5.906788|0.099657|4.561389|3.447416|5.686159|4.001988|3.340169|0.094472|0.092664|0.114493|0.195113|0.122506|0.500000| |2.657145|2.643661|2.990110|3.565569|3.598059|3.034758|4.035811|5.655806|8.967802|17.720764|8.874903|5.628918|4.984742|5.014155|0.090020|3.408473|2.692751|4.371358|3.341659|2.837845|0.065948|0.065467|0.078622|0.110472|0.080655|0.215420|0.500000| |2.171909|2.223532|2.556162|2.977715|2.854437|2.410991|3.616963|4.952420|5.635706|8.874729|17.714121|8.986653|5.691386|5.635327|0.106872|3.417939|2.725160|4.289095|3.544349|2.986132|0.054297|0.056182|0.070013|0.086381|0.063625|0.123959|0.215505|0.500000| |2.213677|2.335231|2.779768|3.239087|2.932283|2.423071|4.281509|5.571139|4.883918|5.596558|8.904011|17.711768|8.819329|9.141337|0.187980|4.598988|3.586757|5.337012|4.858221|3.911544|0.054746|0.059133|0.078518|0.087078|0.062527|0.106368|0.123714|0.215071|0.500000| |2.728832|2.959355|3.609613|4.122201|3.555002|2.928726|5.207830|4.421941|3.372907|3.002468|3.188164|3.987463|5.061789|10.214987|0.212336|7.667908|9.426369|10.987256|25.967911|12.630856|0.066439|0.074499|0.103122|0.100230|0.073406|0.084052|0.071596|0.077458|0.109015|0.500000| |2.281806|2.510677|2.909997|3.009964|2.634980|2.327601|3.415142|2.962433|2.435235|2.228775|2.351241|2.796594|3.256333|5.769755|0.129913|4.427174|6.073708|9.471077|13.235977|25.972092|0.057308|0.066313|0.086356|0.071812|0.059019|0.062749|0.055045|0.059358|0.078923|0.219486|0.500000| |2.603798|2.832538|3.247982|3.383206|3.010425|2.670750|3.673476|3.058109|2.516963|2.251134|2.309540|2.688739|3.198018|5.523798|0.114667|4.604584|6.611836|10.739266|13.057756|25.912026|0.065097|0.073873|0.093488|0.081557|0.067575|0.065990|0.055784|0.057828|0.073602|0.223777|0.323045|0.500000| 812.770962 -4565.676818 1717.884936 -110.793512 -2145.814432 1332.030092 -813.784340 2.001247 4061FFFFFFFFFFFB 42CC997ECAE87802 425BBBA1BD00745F 41323D4000000000 B7C16C2614EA0800 425390CA9E65FFFF