Version2.4 2021-05-04T14:12:43Z 10.1021/jm300687e Gaussian16 RevisionB.01 SBUNGAY 02-Apr-2019 #N HF/6-31G(d) OPT=(MaxStep=1) FREQ IOp(6/10=2,6/11=2,6/12=2) DUDE c1ccc(cc1)Cc2nnc3n2nc(s3)c4ccc(cc4)O C59168947 RHF 6-31G(d) (6D,7F) c1ccc(cc1)Cc2nnc3n2nc(s3)c4ccc(cc4)O C01[X(C16H12N4O1S1)] 96 C1 358 Oc1ccc(cc1)c1nn2c(s1)nnc2Cc1ccccc1 Oc1ccc(cc1)c1nn2c(s1)nnc2Cc1ccccc1 Oc1ccc(cc1)c2sc3nnc(Cc4ccccc4)n3n2 InChIKey=OWDGDQDBMSVPPF-UHFFFAOYSA-N InChI=1S/C16H12N4OS/c21-13-8-6-12(7-9-13)15-19-20-14(17-18-16(20)22-15)10-11-4-2-1-3-5-11/h1-9,21H,10H2 InChI=1/C16H12N4OS/c21-13-8-6-12(7-9-13)15-19-20-14(17-18-16(20)22-15)10-11-4-2-1-3-5-11/h1-9,21H,10H2 c1ccc(cc1)Cc2nnc3n2nc(s3)c4ccc(cc4)O C01[X(C16H12N4O1S1)] 96 C01 358 Oc1ccc(cc1)c1nn2c(s1)nnc2Cc1ccccc1 O[C]1[CH][CH][C]([CH][CH]1)C1=NN2[C]([N][N][C]2C[C]2[CH][CH][CH][CH][CH]2)S1 O[C]1[CH][CH][C]([CH][CH]1)C2=NN3[C](C[C]4[CH][CH][CH][CH][CH]4)[N][N][C]3S2 InChIKey=OWDGDQDBMSVPPF-UHFFFAOYSA-N InChI=1S/C16H12N4OS/c21-13-8-6-12(7-9-13)15-19-20-14(17-18-16(20)22-15)10-11-4-2-1-3-5-11/h1-9,21H,10H2 InChI=1/C16H12N4OS/c21-13-8-6-12(7-9-13)15-19-20-14(17-18-16(20)22-15)10-11-4-2-1-3-5-11/h1-9,21H,10H2 1765.5858121457 -1302.991035 1-A 8556.4466 80 278 358 |A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A| -92.00499 -20.61750 -15.67190 -15.63991 -15.57850 -15.57784 -11.35090 -11.33288 -11.33054 -11.30890 -11.27109 -11.26935 -11.26815 -11.25452 -11.25101 -11.24886 -11.24466 -11.23398 -11.23274 -11.23242 -11.23117 -11.22932 -9.01552 -6.69787 -6.69715 -6.69488 -1.45818 -1.43878 -1.34450 -1.19626 -1.16881 -1.15578 -1.13417 -1.07431 -1.05086 -1.04743 -1.02850 -1.01617 -0.95796 -0.90532 -0.87431 -0.84659 -0.83338 -0.82992 -0.80844 -0.77540 -0.76554 -0.70847 -0.70500 -0.69587 -0.68845 -0.65425 -0.64565 -0.63848 -0.63134 -0.62633 -0.61876 -0.61533 -0.59551 -0.58804 -0.58075 -0.56550 -0.56241 -0.55257 -0.54752 -0.52067 -0.50474 -0.49936 -0.49407 -0.49211 -0.48354 -0.46196 -0.45810 -0.42449 -0.39582 -0.36818 -0.34176 -0.33506 -0.32647 -0.32222 |A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A| 0.07881 0.11423 0.13874 0.14274 0.14922 0.17704 0.20222 0.20635 0.21936 0.22415 0.24250 0.24780 0.26716 0.27863 0.28488 0.30316 0.30811 0.31378 0.31703 0.33310 0.34136 0.34715 0.35518 0.36182 0.38088 0.38425 0.41593 0.42032 0.42271 0.44139 0.45426 0.46708 0.47807 0.48340 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1214.8783 1249.9210 1290.7027 1300.1674 1303.1142 1312.0497 1350.5907 1361.4246 1381.7262 1412.5600 1422.4515 1470.1868 1482.1387 1501.2868 1511.5899 1583.4072 1597.4794 1618.6908 1624.2208 1671.5653 1695.7149 1717.0086 1750.4584 1781.8667 1787.1246 1811.8741 1813.5047 1817.5690 3237.1093 3286.1976 3351.2084 3356.0077 3358.4185 3367.4988 3375.2277 3376.4683 3387.5832 3404.1258 3407.5916 4111.8981 5.5333 3.7199 3.8757 7.5478 9.0071 6.1259 8.5344 8.0988 5.4350 5.8801 7.7297 6.8493 3.4376 1.1168 3.5986 8.6264 7.9157 2.9198 3.0336 4.1811 4.0027 8.2302 2.9736 6.9022 6.4622 5.7515 6.5484 6.2958 6.8582 7.8253 7.9426 9.7452 2.5865 3.9277 1.9590 3.8155 5.5964 4.0173 4.7918 1.3416 1.6595 1.2482 1.8221 1.9672 4.1104 1.3744 6.1953 1.3528 1.3613 2.6726 1.3322 2.3019 7.0735 10.2474 1.8100 1.7795 2.0888 2.3266 1.2679 1.1536 1.2926 2.1142 1.7707 1.8040 4.0683 2.9425 3.5752 1.4861 1.3317 1.4665 9.5075 6.3858 2.7994 1.2655 1.7028 2.1704 2.9211 8.8354 10.8798 5.9665 5.2391 5.2416 5.4914 10.5430 1.0627 1.1039 1.0867 1.0918 1.0893 1.0928 1.0908 1.0960 1.0990 1.0953 1.0944 1.0668 0.0008 0.0016 0.0019 0.0129 0.0234 0.0273 0.1096 0.1284 0.1045 0.2343 0.3313 0.3454 0.2364 0.0842 0.2912 0.7763 0.8734 0.3575 0.3764 0.5457 0.6160 1.3008 0.5845 1.4879 1.5038 1.3523 1.7720 1.7150 1.9535 2.5022 2.6734 3.3845 0.9154 1.4754 0.7676 1.6152 2.5927 1.9519 2.3765 0.6700 0.8730 0.6772 1.1017 1.2757 2.6980 0.9532 4.3401 0.9642 0.9755 1.9438 0.9970 1.7357 5.5718 8.2414 1.4943 1.5448 1.8164 2.1416 1.2445 1.1489 1.2932 2.1444 1.9030 1.9701 4.5762 3.4592 4.2621 1.8926 1.7236 1.9475 12.7992 9.4331 4.2091 1.9536 2.6467 3.5730 4.9489 15.3470 19.6415 11.1615 9.8586 10.1384 10.6408 20.5209 6.5609 7.0236 7.1905 7.2447 7.2388 7.3014 7.3217 7.3616 7.4305 7.4783 7.4872 10.6276 0.2964 0.4409 0.2783 0.2932 1.0047 0.9507 2.7535 0.4769 2.6798 1.0072 0.2149 2.1110 1.7824 147.9022 1.5830 1.6985 2.3339 0.0497 0.5082 9.2549 1.8313 3.1713 5.2460 25.8997 9.8735 14.6617 8.6811 0.4894 6.9924 28.6043 8.8868 2.8264 21.0377 6.6207 74.1445 1.4470 3.0462 2.4465 10.9255 6.8105 67.7421 0.1209 2.1362 6.1808 26.3411 0.7780 0.6126 0.7025 0.0970 1.6373 0.3019 1.6733 15.5605 18.8764 2.3119 14.5000 1.0644 86.7769 6.3514 81.1328 0.6629 0.4139 0.5539 61.5319 162.6663 15.6420 160.4478 3.3052 23.3409 1.4428 23.9806 168.9708 35.9343 3.4853 17.6027 15.8983 222.9104 183.3533 33.0384 19.9738 0.6067 5.2841 203.3537 35.7963 15.9076 6.2559 4.2553 19.8747 0.4222 20.1266 6.4596 40.9105 22.6134 5.3856 1.2291 119.6787 2.8341 10.6849 5.3607 3.3242 2.0914 1.4591 0.9777 0.3967 3.3341 2.6874 1.4735 4.0532 0.5971 2.4307 1.2638 0.7005 1.7909 0.0372 0.4322 0.1821 2.2663 3.4907 0.6915 6.5529 3.3256 2.8588 4.5228 6.4331 5.7836 4.1944 4.5796 0.6799 0.2236 3.3141 1.7972 14.2469 9.4368 22.4272 4.0090 5.7697 0.8020 2.6458 1.5553 2.1167 6.9536 2.5962 24.8427 0.6416 0.0623 0.5202 0.4474 7.1639 10.0655 7.8314 0.4057 3.5884 4.9193 8.6400 8.5394 29.0033 4.1581 6.2929 1.1441 13.9746 141.1478 11.9903 5.5038 1.3850 2.8047 1.4362 55.1587 5.4278 13.9788 12.9210 4.8843 0.9125 3.5705 78.6863 20.5771 41.2929 8.1084 20.3946 578.4172 350.1827 89.7228 75.0696 26.2150 90.8438 88.4915 72.7660 43.2816 17.5012 265.7310 113.4909 81.0755 124.3743 0.7261 0.7465 0.7493 0.6731 0.6735 0.7411 0.6749 0.7496 0.7499 0.7183 0.4189 0.4351 0.7443 0.7491 0.3183 0.2662 0.6095 0.7500 0.6769 0.6797 0.1663 0.7051 0.4320 0.4544 0.1817 0.4136 0.7357 0.7397 0.5712 0.4609 0.1463 0.0663 0.7350 0.6040 0.7416 0.1345 0.3473 0.0409 0.3911 0.4153 0.6763 0.7500 0.3157 0.2989 0.1509 0.7397 0.1020 0.3655 0.6523 0.6929 0.4026 0.1281 0.3046 0.6756 0.6210 0.7499 0.5550 0.6155 0.6357 0.1651 0.7352 0.3087 0.0764 0.3300 0.2687 0.2657 0.1065 0.3774 0.7005 0.5557 0.2911 0.7459 0.2839 0.7500 0.7387 0.6291 0.3657 0.1719 0.7258 0.2787 0.7236 0.5489 0.3991 0.2958 0.0622 0.5548 0.6921 0.3430 0.7422 0.5905 0.5799 0.6492 0.1064 0.2405 0.2181 0.2926 0.8413 0.8549 0.8567 0.8046 0.8049 0.8513 0.8059 0.8569 0.8571 0.8361 0.5905 0.6063 0.8534 0.8566 0.4829 0.4205 0.7573 0.8571 0.8073 0.8093 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1.00783 4579.3791 11430.2664 15068.4628 0.99997 0.00753 0.00138 -0.00753 0.99997 0.00356 -0.00135 -0.00357 0.99999 1 0.01891 0.00758 0.00575 0.39410 0.15789 0.11977 22.37 38.94 41.27 77.45 95.62 125.10 212.40 235.99 259.93 374.13 388.08 420.95 491.50 514.54 533.25 562.29 622.64 655.86 660.23 677.17 735.35 745.20 831.03 870.29 904.22 908.91 975.05 978.30 1000.40 1059.93 1087.46 1104.65 1115.14 1148.82 1173.32 1219.56 1275.83 1306.55 1320.03 1324.64 1359.53 1380.69 1457.50 1509.44 1518.60 1561.02 1568.86 1582.52 1586.74 1598.55 1621.58 1627.65 1663.60 1680.98 1703.15 1746.45 1747.94 1798.36 1857.03 1870.65 1874.89 1887.75 1943.20 1958.79 1988.00 2032.36 2046.59 2115.27 2132.47 2160.02 2174.84 2278.17 2298.42 2328.93 2336.89 2405.01 2439.76 2470.39 2518.52 2563.71 2571.27 2606.88 2609.23 2615.08 4657.48 4728.11 4821.64 4828.55 4832.02 4845.08 4856.20 4857.98 4873.98 4897.78 4902.76 5916.10 0.275369 0.291689 0.292633 0.227476 -1302.715666 -1302.699346 -1302.698402 -1302.763559 2.185376D-04 MUNgauss RevisionA2.1 retrievium 04-May-2021 DUDE c1ccc(cc1)Cc2nnc3n2nc(s3)c4ccc(cc4)O C59168947 RHF 6-31G(d) (6D,10F) C1 308.073183 |X|Y|Z| 47.666754 76.902291 19.243660 41.318782 21 6 7 16 16 4 1 |36.858105| |13.773606|36.858105| |7.934451|13.727633|36.858105| |6.831697|7.903093|13.738866|36.858105| |7.931543|6.886302|7.962859|13.688917|36.858105| |13.728490|7.955301|6.890579|7.905727|13.774448|36.858105| |4.421466|5.001325|7.528952|12.531815|7.546286|5.011983|36.858105| |3.740337|4.011665|5.330076|7.564021|6.101327|4.316176|12.740903|36.858105| |3.224267|3.293213|4.054384|5.479551|5.174262|3.818830|7.650512|14.785318|53.358707| |2.828503|2.874643|3.399410|4.230068|4.084376|3.257370|5.243050|8.753113|18.885779|53.358707| |2.938774|3.066005|3.660380|4.378297|4.027596|3.275074|5.287820|8.865605|12.282127|20.288532|36.858105| |3.470541|3.778905|4.820036|5.878866|4.880719|3.811393|7.514425|14.011193|12.095412|11.934592|14.137727|53.358707| |3.459190|3.937852|4.955895|5.276525|4.262563|3.564462|5.942706|7.571961|7.433508|7.558193|8.175631|19.127583|53.358707| |2.944584|3.242089|3.800075|3.970052|3.456637|3.022532|4.317389|5.457562|6.189416|6.996779|7.826308|12.092312|20.417475|36.858105| |2.569471|2.694754|3.078730|3.391950|3.150476|2.744178|3.774547|5.116302|6.730411|9.126662|10.937859|10.302360|9.971819|10.675485|388.023441| |2.679097|2.973194|3.333861|3.280482|2.896824|2.651722|3.404870|3.914022|4.589737|5.024857|4.906192|7.284979|10.765695|12.943755|47.599897|36.858105| |2.251294|2.445413|2.681475|2.664258|2.417931|2.241319|2.785641|3.189244|3.933003|4.407036|4.109695|5.604391|7.118882|7.613031|42.358024|13.675421|36.858105| |2.060167|2.236789|2.395011|2.328592|2.130846|2.017578|2.387741|2.633930|3.271868|3.574341|3.175663|4.392600|5.399743|5.055682|29.707489|7.896444|13.820026|36.858105| |2.151680|2.367646|2.495454|2.354932|2.141981|2.059829|2.358554|2.520053|3.080241|3.269010|2.862988|4.115372|5.138866|4.477257|24.991966|6.844567|7.964164|13.719035|36.858105| |2.514562|2.835557|2.993053|2.745838|2.451451|2.362961|2.696831|2.830769|3.361869|3.493327|3.090721|4.652321|6.103054|5.081852|25.907842|7.908811|6.889005|7.918433|13.713999|36.858105| |2.884591|3.295849|3.612044|3.346169|2.918207|2.744368|3.312652|3.556792|4.091805|4.258613|3.931050|6.173257|9.007439|7.697305|33.098092|13.690692|7.952617|6.872406|7.947173|13.803551|36.858105| |1.924120|2.099069|2.174758|2.045479|1.882513|1.832957|2.036671|2.143291|2.656414|2.797547|2.383905|3.393740|4.068872|3.402799|20.186401|4.616397|5.293190|8.155544|14.171996|7.948293|5.230061|73.516695| |17.714728|8.913788|5.641258|4.930318|5.642328|8.899980|3.538337|3.104441|3.747831|3.370236|2.566662|4.007533|4.041408|2.609676|16.407228|2.434522|2.082518|1.935714|2.035800|2.360215|2.638979|3.280703|0.500000| |8.917503|17.710455|8.916695|5.634361|4.958382|5.649580|4.083076|3.387553|3.852451|3.445539|2.721005|4.482027|4.828921|3.003210|17.593346|2.862300|2.376876|2.218290|2.395357|2.894869|3.270452|3.818398|0.214706|0.500000| |5.648266|8.920760|17.704286|8.921521|5.653359|4.960111|6.985509|5.031249|5.168217|4.414302|3.560027|6.453831|7.041428|3.921362|21.804816|3.512964|2.804672|2.516295|2.647494|3.216125|3.888063|4.087501|0.124165|0.215668|0.500000| |5.642666|4.957871|5.657031|8.911686|17.704130|8.925238|7.025077|6.383368|8.221099|6.241059|4.240644|6.606609|5.434518|3.322528|22.749788|2.743636|2.332258|2.043550|2.021770|2.270010|2.685833|3.167836|0.124100|0.107598|0.124240|0.500000| |8.904602|5.652007|4.960900|5.634330|8.935669|17.714377|4.091908|3.723303|4.729868|4.132829|2.991902|4.533157|4.204478|2.707513|18.081287|2.398138|2.068434|1.873921|1.902399|2.147881|2.454433|3.037217|0.214533|0.124130|0.107641|0.215677|0.500000| |3.979726|4.291209|5.853828|8.853728|6.799972|4.629903|17.591629|9.160002|10.029454|6.626746|4.535213|7.732509|6.171754|3.552544|23.385660|2.884329|2.441022|2.121639|2.087626|2.342345|2.794085|3.254388|0.090598|0.099276|0.150884|0.194692|0.109194|0.500000| |3.977393|4.770956|7.303063|8.877834|5.587721|4.183909|17.569464|9.004179|8.059186|6.148191|4.781615|9.287778|8.325194|4.379916|25.889476|3.541898|2.881026|2.482564|2.472138|2.849572|3.501865|3.787255|0.090528|0.113578|0.224666|0.140963|0.096214|0.302699|0.500000| |2.109278|2.258955|2.486445|2.530561|2.324436|2.136182|2.696816|3.162816|4.020390|4.657699|4.328933|5.535357|6.552941|6.977877|48.453258|8.870225|17.719342|9.007434|5.672240|4.960676|5.642034|7.612066|0.054192|0.060407|0.071521|0.063368|0.055251|0.066540|0.076657|0.500000| |1.851035|1.987769|2.114328|2.071988|1.918077|1.822489|2.133073|2.349362|2.975946|3.266804|2.835591|3.832445|4.513802|4.104202|26.245465|5.618386|8.895418|17.748260|8.949151|5.648935|4.954261|13.314091|0.048642|0.054787|0.061359|0.051549|0.047463|0.053418|0.061324|0.216071|0.500000| |2.546402|2.898314|2.983703|2.665020|2.384162|2.340025|2.562689|2.612682|3.102355|3.163253|2.734224|4.154346|5.287368|4.135663|21.939017|5.632498|4.958763|5.632867|8.891816|17.697526|8.934256|12.731379|0.067190|0.084433|0.089538|0.060707|0.059032|0.062221|0.075424|0.107628|0.124204|0.500000| |3.394822|4.027408|4.463334|3.957702|3.353465|3.157041|3.782408|3.915852|4.351448|4.372727|3.993196|6.671428|10.020495|7.138348|30.837934|8.923874|5.654844|4.954236|5.653741|8.950274|17.749638|7.494089|0.084876|0.111235|0.135494|0.083422|0.076679|0.086519|0.111795|0.124019|0.107589|0.215868|0.500000| |1.958823|2.148670|2.201064|2.040293|1.875700|1.843054|2.007532|2.079463|2.563723|2.665254|2.253548|3.251622|3.892579|3.159697|18.574164|4.160883|4.438432|6.057747|10.005891|7.774338|4.988645|35.746666|0.052492|0.061867|0.064859|0.048965|0.047633|0.050142|0.058478|0.101292|0.152240|0.229677|0.116783|0.500000| 1301.758698 -6591.219363 2368.138039 -147.254372 -3068.576998 1765.585939 -1302.991059 2.000947 4091FFFFFFFFFFFC 436377DC3B91409D 42EF262D2C1B9A95 4180C997FFFFFFFE 37BA22391F5F0BFF 4369B24BA384A6D8