Version2.4 2021-05-22T02:31:52Z 10.1021/jm300687e Gaussian16 RevisionB.01 SBUNGAY 16-Dec-2020 #N HF/6-31G(d) OPT=(MaxStep=1) FREQ IOp(6/10=2,6/11=2,6/12=2) DUDE C[C@]1(C(=O)N(C(=O)N1)Cc2nnc(o2)c3ccc(cc3)Br)c4ccc(c(c4)Cl)Cl C21699317 RHF 6-31G(d) (6D,7F) C[C@]1(C(=O)N(C(=O)N1)Cc2nnc(o2)c3ccc(cc3)Br)c4ccc(c(c4)Cl)Cl C01[X(C19H13Br1Cl2N4O3)] 120 C1 484 Brc1ccc(cc1)c1nnc(o1)CN1C(=O)N[C@](C1=O)(C)c1ccc(c(c1)Cl)Cl Brc1ccc(cc1)c1nnc(o1)CN1C(=O)N[C@](C1=O)(C)c1ccc(c(c1)Cl)Cl C[C@@]1(NC(=O)N(Cc2oc(nn2)c3ccc(Br)cc3)C1=O)c4ccc(Cl)c(Cl)c4 InChIKey=BPLYWKGICMHOQJ-LJQANCHMSA-N InChI=1S/C19H13BrCl2N4O3/c1-19(11-4-7-13(21)14(22)8-11)17(27)26(18(28)23-19)9-15-24-25-16(29-15)10-2-5-12(20)6-3-10/h2-8H,9H2,1H3,(H,23,28)/t19-/m1/s1 InChI=1/C19H13BrCl2N4O3/c1-19(11-4-7-13(21)14(22)8-11)17(27)26(18(28)23-19)9-15-24-25-16(29-15)10-2-5-12(20)6-3-10/h2-8H,9H2,1H3,(H,23,28)/t19-/m1/s1/f/h23H C[C@]1(C(=O)N(C(=O)N1)Cc2nnc(o2)c3ccc(cc3)Br)c4ccc(c(c4)Cl)Cl C01[X(C19H13Br1Cl2N4O3)] 120 C01 484 Brc1ccc(cc1)c1nnc(o1)CN1C(=O)N[C@](C1=O)(C)c1ccc(c(c1)Cl)Cl Br[C]1[CH][CH][C]([CH][CH]1)c1nnc(o1)CN1C(=O)N[C@](C1=O)(C)[C]1[CH][CH][C]([C]([CH]1)Cl)Cl C[C@@]1(NC(=O)N(Cc2oc(nn2)[C]3[CH][CH][C](Br)[CH][CH]3)C1=O)[C]4[CH][CH][C](Cl)[C](Cl)[CH]4 InChIKey=BPLYWKGICMHOQJ-LJQANCHMSA-N InChI=1S/C19H13BrCl2N4O3/c1-19(11-4-7-13(21)14(22)8-11)17(27)26(18(28)23-19)9-15-24-25-16(29-15)10-2-5-12(20)6-3-10/h2-8H,9H2,1H3,(H,23,28)/t19-/m1/s1 InChI=1/C19H13BrCl2N4O3/c1-19(11-4-7-13(21)14(22)8-11)17(27)26(18(28)23-19)9-15-24-25-16(29-15)10-2-5-12(20)6-3-10/h2-8H,9H2,1H3,(H,23,28)/t19-/m1/s1/f/h23H 3289.1632377003 -4658.3422549 1-A 25079.2306 124 360 484 |A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A|A| -490.07689 -104.84363 -104.84238 -64.48839 -58.62789 -58.62602 -58.62592 -20.67612 -20.58268 -20.56279 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50.7296 4.4845 53.7473 26.0345 8.4873 0.2878 17.0126 6.0778 48.5339 39.6525 33.0058 10.2404 0.9232 64.6602 29.2628 36.7595 35.8341 18.4799 23.3300 105.7831 380.0350 239.8719 4.2119 15.5499 71.5232 83.8500 5.5872 9.7902 3.1314 2.7343 142.9948 45.8798 887.9365 231.0832 18.2928 3.1163 33.3933 11.3028 0.2353 2.1823 1.6793 0.5943 2.7140 0.7594 2.7961 0.4318 74.3775 1.8652 1.6805 3.9544 2.1336 5.5729 0.7779 0.5079 1.1605 1.2856 0.3935 1.1913 0.2768 1.0244 1.2730 0.5867 1.5459 2.8849 0.6038 1.2929 0.1945 1.5697 1.4468 1.3457 0.3354 0.2688 1.6090 4.1269 2.0932 0.0644 1.1172 2.3712 1.9646 4.6655 0.8762 2.9390 4.9875 0.9799 4.9399 0.2297 2.7702 8.5096 6.1613 10.0046 7.1652 0.7285 3.7056 2.2264 4.1940 6.9892 5.2101 1.6487 2.3522 1.5615 2.4604 2.8679 1.7120 1.8381 2.1237 0.5867 25.3825 4.8295 0.4620 2.2254 5.6072 5.0202 0.5921 5.5010 8.9234 67.5436 4.9804 8.6884 1.7496 6.0471 10.8274 1.2056 12.5885 5.3278 3.8186 0.7773 5.8316 30.2350 4.4510 13.7288 36.5603 0.0444 2.1860 13.2031 13.1855 1.4030 3.9463 3.3689 11.7447 26.1499 9.9487 8.5021 11.3901 11.7693 0.9684 0.1779 5.8710 42.6253 42.6623 60.0858 796.0882 243.1616 1.2399 13.0486 130.5995 92.5903 89.9709 35.9189 50.9701 44.0768 63.8937 46.1654 59.0384 141.7018 96.1826 44.9972 58.5159 0.7473 0.7466 0.7500 0.7468 0.7284 0.7420 0.7213 0.7497 0.7493 0.6226 0.7331 0.6037 0.7164 0.4419 0.7337 0.7051 0.2468 0.3759 0.2343 0.1168 0.1897 0.3471 0.4999 0.5430 0.2842 0.6682 0.7465 0.6548 0.3062 0.5559 0.3461 0.6926 0.3008 0.6907 0.4366 0.1315 0.6367 0.5532 0.6489 0.1309 0.7148 0.0894 0.1738 0.1772 0.4820 0.1894 0.2213 0.0685 0.1300 0.6009 0.6831 0.2920 0.3394 0.6421 0.6834 0.7449 0.7093 0.3476 0.7035 0.1352 0.4841 0.7430 0.5196 0.1291 0.5030 0.7482 0.7170 0.1123 0.2465 0.3783 0.4779 0.6718 0.7111 0.5245 0.6315 0.1378 0.2522 0.2999 0.4186 0.4037 0.1869 0.1499 0.3832 0.3064 0.7281 0.4321 0.7295 0.3326 0.7475 0.3557 0.3531 0.3353 0.2998 0.4886 0.6477 0.7496 0.7368 0.6588 0.5593 0.4883 0.2361 0.5836 0.5499 0.3577 0.2469 0.5993 0.3517 0.0633 0.0607 0.7296 0.7488 0.6106 0.6138 0.4968 0.7367 0.1575 0.1730 0.1616 0.2289 0.2554 0.8554 0.8549 0.8571 0.8550 0.8429 0.8519 0.8381 0.8569 0.8567 0.7674 0.8460 0.7529 0.8347 0.6129 0.8464 0.8270 0.3959 0.5464 0.3797 0.2092 0.3189 0.5153 0.6666 0.7039 0.4426 0.8011 0.8548 0.7914 0.4688 0.7146 0.5143 0.8184 0.4625 0.8171 0.6078 0.2324 0.7780 0.7123 0.7871 0.2316 0.8337 0.1641 0.2961 0.3011 0.6505 0.3184 0.3624 0.1282 0.2302 0.7507 0.8117 0.4520 0.5068 0.7821 0.8119 0.8538 0.8300 0.5159 0.8259 0.2382 0.6524 0.8525 0.6839 0.2287 0.6693 0.8560 0.8352 0.2019 0.3955 0.5489 0.6467 0.8037 0.8312 0.6881 0.7741 0.2422 0.4028 0.4614 0.5901 0.5752 0.3150 0.2608 0.5541 0.4691 0.8427 0.6035 0.8436 0.4991 0.8555 0.5247 0.5219 0.5022 0.4614 0.6564 0.7862 0.8569 0.8484 0.7943 0.7174 0.6562 0.3820 0.7370 0.7096 0.5269 0.3960 0.7494 0.5204 0.1190 0.1145 0.8437 0.8563 0.7582 0.7607 0.6638 0.8484 0.2721 0.2950 0.2782 0.3725 0.4068 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 33 34 35 36 37 38 39 40 41 42 6 6 6 8 7 6 8 7 6 6 7 7 6 8 6 6 6 6 6 6 35 6 6 6 6 6 6 17 17 1 1 1 1 1 1 1 1 1 1 1 1 1 12.00000 12.00000 12.00000 15.99491 14.00307 12.00000 15.99491 14.00307 12.00000 12.00000 14.00307 14.00307 12.00000 15.99491 12.00000 12.00000 12.00000 12.00000 12.00000 12.00000 78.91834 12.00000 12.00000 12.00000 12.00000 12.00000 12.00000 34.96885 34.96885 1.00783 1.00783 1.00783 1.00783 1.00783 1.00783 1.00783 1.00783 1.00783 1.00783 1.00783 1.00783 1.00783 8654.9670 43145.2736 49039.2692 0.99991 -0.01228 0.00571 0.01229 0.99992 -0.00044 -0.00570 0.00051 0.99998 1 0.01001 0.00201 0.00177 0.20852 0.04183 0.03680 9.08 17.08 35.74 40.96 49.34 74.07 96.43 109.29 122.05 148.98 208.72 226.25 244.36 291.46 307.98 315.33 342.37 365.56 375.79 387.89 415.27 422.11 467.82 477.34 510.18 552.44 579.48 613.44 658.93 674.00 690.61 710.72 720.10 726.00 753.44 785.81 818.40 858.10 953.15 981.93 994.57 1042.53 1063.92 1088.90 1121.99 1122.24 1130.98 1147.68 1179.93 1188.71 1216.39 1230.61 1273.10 1360.59 1370.36 1375.82 1384.70 1452.79 1482.56 1544.41 1549.59 1584.66 1588.45 1595.70 1599.51 1618.99 1623.55 1632.06 1668.69 1697.95 1710.57 1726.16 1734.07 1774.73 1804.09 1822.12 1836.29 1846.30 1853.77 1876.32 1880.62 1977.78 2020.22 2030.28 2035.88 2090.21 2145.85 2179.33 2213.96 2218.66 2245.92 2255.69 2256.68 2293.25 2323.35 2352.23 2359.08 2379.04 2400.83 2525.91 2527.61 2582.80 2588.98 2635.14 2656.20 2872.99 2957.84 4634.73 4723.43 4731.80 4781.42 4824.44 4883.26 4891.37 4892.14 4908.68 4913.80 4921.03 4929.62 5580.31 0.320919 0.344702 0.345646 0.260670 -4658.021335 -4657.997553 -4657.996609 -4658.081585 2.850109D-04 MUNgauss RevisionA2.1 retrievium 22-May-2021 DUDE C[C@]1(C(=O)N(C(=O)N1)Cc2nnc(o2)c3ccc(cc3)Br)c4ccc(c(c4)Cl)Cl C21699317 RHF 6-31G(d) (6D,10F) C1 493.954807 |X|Y|Z| 142.931858 61.409598 29.657130 63.850573 23 6 7 8 18 4 1 |36.858105| |12.395809|36.858105| |7.600592|12.404898|36.858105| |6.223231|7.810041|16.033411|73.516695| |5.641486|8.151318|13.929657|14.846915|53.358707| |5.655194|8.105291|8.319735|9.867084|18.628102|36.858105| |4.328555|5.442337|5.564195|7.499673|11.304565|16.032937|73.516695| |7.722864|13.131924|8.297008|9.794745|11.762944|14.011359|14.767346|53.358707| |4.076955|5.086482|7.654009|11.694866|17.928194|7.621804|11.737353|7.211424|36.858105| |3.767906|4.201489|5.693714|9.347654|10.584898|5.835549|9.870229|5.931670|12.745709|36.858105| |3.070596|3.335133|4.153079|6.949423|7.256292|4.583769|8.482750|4.825378|7.673817|15.081856|53.358707| |2.921553|3.004319|3.607718|6.207991|5.795688|3.784811|6.876692|4.241660|5.309491|8.999528|18.797227|53.358707| |3.387534|3.365735|4.101374|7.178833|6.288279|3.982654|6.858754|4.585844|5.400437|9.083806|12.209015|20.434307|36.858105| |4.201299|4.315789|5.749047|9.939940|9.004730|5.127843|8.252088|5.730797|7.778730|14.215253|11.986308|11.984094|14.189202|73.516695| |3.196167|3.002672|3.477304|6.240989|4.964190|3.262270|5.568832|3.990478|3.934464|5.443925|7.267742|10.513268|12.998142|13.959688|36.858105| |2.636683|2.489441|2.790213|4.973186|4.008249|2.729713|4.796588|3.370007|3.179678|4.185316|6.054948|8.790273|7.727005|9.205006|13.692832|36.858105| |2.420005|2.239171|2.447057|4.401691|3.418776|2.358033|4.116664|2.995956|2.636767|3.266802|4.589364|5.990869|5.098101|7.016857|7.928304|13.796288|36.858105| |2.570563|2.314460|2.504575|4.568574|3.390093|2.325683|3.977043|3.024646|2.547375|3.061623|4.110016|5.078475|4.510796|6.732585|6.907930|7.981785|13.753881|36.858105| |3.072362|2.702310|2.957007|5.475537|3.899555|2.621954|4.373448|3.440476|2.879872|3.450300|4.418564|5.332328|5.078600|8.017261|7.925516|6.859091|7.901011|13.785364|36.858105| |3.555470|3.179813|3.631236|6.713454|4.854544|3.165733|5.218975|4.044781|3.637192|4.597323|5.683619|7.037383|7.673154|11.919990|13.720899|7.919763|6.861646|7.983616|13.763547|36.858105| |2.170088|1.949821|2.056595|3.755976|2.752109|1.918708|3.293560|2.545196|2.041651|2.349871|3.162631|3.718819|3.113750|4.915794|4.094537|4.607611|6.700474|10.053613|6.705829|4.606848|2539.412838| |7.498780|12.441165|7.546088|11.064001|7.530870|5.465593|7.399611|10.449712|4.005230|3.292546|3.714509|3.361279|2.699195|5.878070|2.457204|2.095264|1.919445|1.990296|2.287776|2.603810|58.668656|36.858105| |5.254882|7.476890|5.311263|7.935996|6.238849|4.941387|7.149275|9.186498|3.498888|2.885771|3.362270|3.024704|2.366095|5.000158|2.151827|1.875668|1.724164|1.768396|1.990448|2.234281|52.796539|13.740232|36.858105| |3.997511|4.987164|4.014618|6.482560|4.801966|3.668136|5.607031|6.166224|2.885734|2.431518|2.895243|2.632136|2.043441|4.223649|1.884030|1.665340|1.547683|1.591117|1.775771|1.960010|48.261258|7.919120|13.770557|36.858105| |3.751423|4.406447|3.747596|6.436078|4.333018|3.150690|4.825905|5.109521|2.675343|2.287221|2.725209|2.506500|1.960969|4.037658|1.830757|1.618248|1.515909|1.572516|1.762814|1.929395|48.046962|6.822288|7.929457|13.782040|36.858105| |4.359365|5.000958|4.338260|7.820346|4.707896|3.275654|4.901069|5.300154|2.885025|2.475729|2.903906|2.688735|2.138802|4.461196|2.008096|1.752947|1.643374|1.722229|1.959354|2.152753|52.336225|7.897336|6.890860|7.971069|13.722094|36.858105| |6.180492|7.536775|6.141068|10.888502|6.037738|4.090089|5.835212|6.883540|3.497315|2.960267|3.375550|3.111242|2.517652|5.408100|2.342443|2.003510|1.859499|1.953917|2.260094|2.533434|58.271735|13.710345|7.980613|6.913255|7.935811|13.774792|36.858105| |3.464392|3.664744|3.440047|6.590803|3.829739|2.614238|4.019681|4.027889|2.468577|2.184610|2.601288|2.449836|1.951945|3.992059|1.868074|1.645477|1.563052|1.653032|1.876852|2.024033|51.017533|4.776426|4.236115|4.758406|6.976386|10.991395|7.104745|448.794386| |2.818936|3.146312|2.814006|4.935408|3.390267|2.471915|3.926278|3.839753|2.185385|1.909369|2.325406|2.157563|1.670630|3.363295|1.575218|1.414521|1.337138|1.384845|1.532752|1.652278|42.969242|4.211102|4.782259|7.090922|10.999319|6.968787|4.748356|47.572411|448.794386| |17.622227|8.767652|6.849901|11.667705|6.622766|4.524502|6.384701|7.625094|3.748222|3.502302|3.908918|3.774419|3.248794|7.095564|3.144547|2.589362|2.411157|2.612933|3.179207|3.622982|75.726073|6.823349|4.700039|3.808218|3.796815|4.686957|6.776837|31.240704|23.067932|0.500000| |17.569582|8.822147|5.520576|8.304452|6.152765|4.874079|7.009671|9.363246|3.414195|3.183023|3.660163|3.506939|2.920305|6.158986|2.800258|2.380914|2.219805|2.355635|2.753516|3.079472|69.359255|6.847934|5.330483|4.118772|3.797218|4.243015|5.617836|26.917229|23.105649|0.301182|0.500000| |17.564982|8.794464|7.013805|10.260959|7.905401|5.865319|8.197813|9.685435|4.306407|4.232325|4.665195|4.534377|3.976290|8.812947|3.776103|3.045886|2.763468|2.934734|3.558876|4.231328|82.052927|5.475546|4.223987|3.320817|3.111105|3.521022|4.664857|23.551178|19.559511|0.300941|0.300167|0.500000| |6.946821|8.818490|5.879763|7.736303|8.311099|9.378009|13.104143|26.042145|4.277057|3.743651|4.326044|3.897163|3.069822|6.527251|2.736756|2.357843|2.120609|2.141156|2.407317|2.772824|62.071727|6.329395|6.158682|4.305790|3.522519|3.552337|4.403706|21.998718|21.760774|0.139957|0.197681|0.182703|0.500000| |3.504818|4.369190|5.781673|8.847582|12.511287|7.137464|12.669864|6.624527|17.666418|9.085763|9.873454|6.585174|4.554802|10.247830|3.408968|2.880395|2.407719|2.296321|2.531488|3.101135|63.726899|3.621634|3.337546|2.789114|2.545484|2.667167|3.134040|18.303389|16.953929|0.088869|0.084721|0.101497|0.112804|0.500000| |3.810123|4.709521|7.349311|13.184484|12.664753|5.735134|8.758228|6.152200|17.621155|8.992945|8.446535|6.343111|4.825775|11.896660|3.681300|2.991664|2.522140|2.466526|2.803817|3.498803|67.929824|3.944703|3.400710|2.877369|2.738022|3.003204|3.613210|21.008074|18.032814|0.101655|0.088580|0.108284|0.102641|0.300021|0.500000| |2.428268|2.345088|2.626653|4.629065|3.867625|2.664033|4.791599|3.237827|3.137182|4.158206|6.447599|9.794924|7.161988|8.484032|8.920344|17.747933|8.927745|5.663114|4.947192|5.644254|130.249558|1.988323|1.803462|1.604954|1.550579|1.663350|1.887441|12.487872|10.932547|0.065535|0.061395|0.077017|0.063108|0.080917|0.081278|0.500000| |2.143897|2.000912|2.163092|3.874544|3.036419|2.120653|3.744998|2.701055|2.345309|2.848930|4.077928|5.193603|4.141973|5.864114|5.639352|8.921103|17.759707|8.916139|5.636190|4.949438|220.117860|1.738718|1.580187|1.428975|1.398943|1.505174|1.685076|11.533078|9.993130|0.059169|0.055335|0.067102|0.053501|0.060525|0.062430|0.214581|0.500000| |3.115771|2.679649|2.879073|5.398170|3.689968|2.487878|4.102782|3.343339|2.666705|3.071447|3.871539|4.473648|4.124671|6.956085|5.638997|4.948062|5.634631|8.925277|17.759117|8.908940|220.225908|2.302054|1.992046|1.789466|1.794503|2.011068|2.312669|15.661977|12.552177|0.091966|0.078119|0.098529|0.065197|0.065207|0.072984|0.107481|0.124153|0.500000| |4.257134|3.739049|4.383487|8.328519|5.594329|3.527548|5.611750|4.568315|4.060753|4.950080|5.703458|6.538140|7.054937|13.459773|8.902540|5.636080|4.948096|5.671455|8.943449|17.742605|130.408661|3.000448|2.505884|2.176647|2.153008|2.443478|2.940226|18.339882|14.580217|0.123484|0.098640|0.141881|0.085331|0.093138|0.109900|0.124113|0.107498|0.215225|0.500000| 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