data_G86 # _chem_comp.id G86 _chem_comp.name "N-(tert-butoxycarbonyl)-O-tert-butyl-L-threonyl-N-{(2R)-5-ethoxy-5-oxo-1-[(3S)-2-oxopyrrolidin-3-yl]pentan-2-yl}-L-phenylalaninamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C33 H52 N4 O8" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-07-25 _chem_comp.pdbx_modified_date 2012-08-03 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 632.788 _chem_comp.one_letter_code ? _chem_comp.three_letter_code G86 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 3ZVG _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal G86 C1 C1 C 0 1 N N N -19.859 -5.876 -14.726 -7.448 1.559 2.075 C1 G86 1 G86 C2 C2 C 0 1 N N N -18.464 -5.749 -16.806 -8.220 -0.580 1.041 C2 G86 2 G86 C3 C3 C 0 1 N N N -6.335 -8.906 -12.799 7.688 4.145 1.125 C3 G86 3 G86 C4 C4 C 0 1 N N N -18.292 -3.967 -15.050 -8.994 1.607 0.113 C4 G86 4 G86 C5 C5 C 0 1 N N N -5.163 -8.736 -13.768 7.647 5.322 2.101 C5 G86 5 G86 C7 C7 C 0 1 Y N N -7.119 -11.112 -16.014 -2.704 3.857 -0.160 C7 G86 6 G86 C9 C9 C 0 1 Y N N -7.686 -12.365 -16.315 -2.610 4.559 -1.347 C9 G86 7 G86 C11 C11 C 0 1 Y N N -9.075 -12.508 -16.494 -1.474 4.449 -2.127 C11 G86 8 G86 C12 C12 C 0 1 N N N -16.122 -4.208 -11.466 -3.254 -4.629 -0.104 C12 G86 9 G86 C13 C13 C 0 1 N N N -18.500 -5.465 -15.307 -7.820 0.870 0.761 C13 G86 10 G86 C14 C14 C 0 1 N N N -11.982 -5.619 -12.218 -3.462 -1.776 -2.101 C14 G86 11 G86 O15 O15 O 0 1 N N N -17.459 -6.245 -14.692 -6.679 0.893 -0.137 O15 G86 12 G86 C17 C17 C 0 1 N N N -16.028 -5.981 -14.763 -5.550 0.299 0.294 C17 G86 13 G86 O19 O19 O 0 1 N N N -15.613 -5.233 -15.658 -5.540 -0.288 1.357 O19 G86 14 G86 N21 N21 N 0 1 N N N -15.233 -6.613 -13.877 -4.431 0.356 -0.455 N21 G86 15 G86 C23 C23 C 0 1 N N S -13.771 -6.455 -13.842 -3.234 -0.381 -0.041 C23 G86 16 G86 C25 C25 C 0 1 N N R -13.475 -5.707 -12.527 -3.305 -1.812 -0.580 C25 G86 17 G86 O27 O27 O 0 1 N N N -13.984 -4.366 -12.693 -2.104 -2.508 -0.241 O27 G86 18 G86 C29 C29 C 0 1 N N N -14.710 -3.635 -11.662 -2.310 -3.649 0.595 C29 G86 19 G86 C31 C31 C 0 1 N N N -13.099 -7.794 -13.932 -2.008 0.302 -0.590 C31 G86 20 G86 N33 N33 N 0 1 N N N -12.009 -7.884 -14.675 -0.799 0.052 -0.049 N33 G86 21 G86 O35 O35 O 0 1 N N N -13.598 -8.760 -13.369 -2.110 1.077 -1.517 O35 G86 22 G86 C37 C37 C 0 1 N N S -11.282 -9.144 -14.834 0.404 0.639 -0.644 C37 G86 23 G86 C39 C39 C 0 1 N N N -10.691 -9.526 -13.481 1.599 -0.214 -0.305 C39 G86 24 G86 C41 C41 C 0 1 N N N -10.227 -8.893 -15.920 0.611 2.050 -0.090 C41 G86 25 G86 C43 C43 C 0 1 N N N -14.832 -2.190 -12.155 -2.928 -3.204 1.922 C43 G86 26 G86 C45 C45 C 0 1 N N N -13.956 -3.600 -10.328 -0.969 -4.335 0.861 C45 G86 27 G86 O47 O47 O 0 1 N N N -10.066 -8.681 -12.844 1.460 -1.213 0.368 O47 G86 28 G86 N49 N49 N 0 1 N N N -10.917 -10.766 -13.014 2.823 0.134 -0.748 N49 G86 29 G86 C51 C51 C 0 1 Y N N -9.326 -10.108 -16.067 -0.525 2.935 -0.533 C51 G86 30 G86 C53 C53 C 0 1 Y N N -7.936 -9.979 -15.889 -1.661 3.045 0.247 C53 G86 31 G86 C55 C55 C 0 1 Y N N -9.879 -11.379 -16.381 -0.432 3.637 -1.720 C55 G86 32 G86 C57 C57 C 0 1 N N R -10.420 -11.222 -11.705 4.000 -0.631 -0.329 C57 G86 33 G86 C59 C59 C 0 1 N N N -11.658 -11.654 -10.888 4.167 -1.849 -1.239 C59 G86 34 G86 C61 C61 C 0 1 N N S -12.671 -10.502 -10.606 5.304 -2.728 -0.712 C61 G86 35 G86 C63 C63 C 0 1 N N N -9.431 -12.361 -11.960 5.245 0.253 -0.426 C63 G86 36 G86 C65 C65 C 0 1 N N N -13.701 -10.835 -9.546 4.940 -3.314 0.634 C65 G86 37 G86 O66 O66 O 0 1 N N N -14.301 -11.910 -9.460 4.975 -2.711 1.686 O66 G86 38 G86 N69 N69 N 0 1 N N N -13.886 -9.820 -8.813 4.571 -4.599 0.495 N69 G86 39 G86 C71 C71 C 0 1 N N N -13.173 -8.581 -9.161 4.629 -5.021 -0.910 C71 G86 40 G86 C73 C73 C 0 1 N N N -12.085 -9.175 -10.082 5.500 -3.962 -1.623 C73 G86 41 G86 C82 C82 C 0 1 N N N -8.107 -11.837 -12.531 5.133 1.404 0.576 C82 G86 42 G86 C84 C84 C 0 1 N N N -7.301 -10.962 -11.579 6.359 2.274 0.480 C84 G86 43 G86 O86 O86 O 0 1 N N N -6.201 -10.151 -12.096 6.480 3.352 1.271 O86 G86 44 G86 O88 O88 O 0 1 N N N -7.517 -10.941 -10.362 7.233 2.002 -0.308 O88 G86 45 G86 H1 H1 H 0 1 N N N -19.875 -5.667 -13.646 -6.612 1.035 2.537 H1 G86 46 G86 H1A H1A H 0 1 N N N -20.657 -5.304 -15.221 -7.163 2.593 1.876 H1A G86 47 G86 H1B H1B H 0 1 N N N -20.019 -6.951 -14.894 -8.304 1.543 2.750 H1B G86 48 G86 H2 H2 H 0 1 N N N -17.486 -5.451 -17.213 -9.066 -0.597 1.728 H2 G86 49 G86 H2A H2A H 0 1 N N N -18.621 -6.824 -16.979 -8.501 -1.066 0.107 H2A G86 50 G86 H2B H2B H 0 1 N N N -19.259 -5.177 -17.307 -7.378 -1.109 1.487 H2B G86 51 G86 H3 H3 H 0 1 N N N -6.336 -8.076 -12.077 7.754 4.521 0.104 H3 G86 52 G86 H3A H3A H 0 1 N N N -7.279 -8.904 -13.363 8.558 3.524 1.340 H3A G86 53 G86 H4 H4 H 0 1 N N N -17.320 -3.655 -15.461 -8.709 2.640 -0.086 H4 G86 54 G86 H4A H4A H 0 1 N N N -19.096 -3.396 -15.537 -9.259 1.116 -0.823 H4A G86 55 G86 H4B H4B H 0 1 N N N -18.310 -3.775 -13.967 -9.850 1.590 0.787 H4B G86 56 G86 H5 H5 H 0 1 N N N -5.267 -7.782 -14.306 6.777 5.942 1.886 H5 G86 57 G86 H5A H5A H 0 1 N N N -4.218 -8.738 -13.205 7.581 4.945 3.122 H5A G86 58 G86 H5B H5B H 0 1 N N N -5.161 -9.566 -14.490 8.554 5.917 1.991 H5B G86 59 G86 H7 H7 H 0 1 N N N -6.051 -11.023 -15.879 -3.589 3.947 0.453 H7 G86 60 G86 H9 H9 H 0 1 N N N -7.046 -13.230 -16.410 -3.424 5.193 -1.664 H9 G86 61 G86 H11 H11 H 0 1 N N N -9.507 -13.473 -16.714 -1.402 4.997 -3.055 H11 G86 62 G86 H12 H12 H 0 1 N N N -16.644 -3.638 -10.684 -2.850 -4.888 -1.083 H12 G86 63 G86 H12A H12A H 0 0 N N N -16.682 -4.134 -12.410 -3.352 -5.532 0.499 H12A G86 64 G86 H12B H12B H 0 0 N N N -16.051 -5.263 -11.164 -4.233 -4.166 -0.227 H12B G86 65 G86 H14 H14 H 0 1 N N N -11.834 -5.077 -11.272 -2.645 -1.203 -2.538 H14 G86 66 G86 H14A H14A H 0 0 N N N -11.566 -6.633 -12.128 -3.442 -2.794 -2.492 H14A G86 67 G86 H14B H14B H 0 0 N N N -11.470 -5.083 -13.031 -4.412 -1.308 -2.358 H14B G86 68 G86 HN21 HN21 H 0 0 N N N -15.660 -7.222 -13.208 -4.417 0.885 -1.268 HN21 G86 69 G86 H23 H23 H 0 1 N N N -13.378 -5.884 -14.696 -3.181 -0.405 1.047 H23 G86 70 G86 H25 H25 H 0 1 N N N -13.946 -6.251 -11.695 -4.160 -2.325 -0.138 H25 G86 71 G86 HN33 HN33 H 0 0 N N N -11.671 -7.067 -15.142 -0.726 -0.516 0.734 HN33 G86 72 G86 H37 H37 H 0 1 N N N -11.913 -9.989 -15.148 0.288 0.688 -1.727 H37 G86 73 G86 H41 H41 H 0 1 N N N -10.732 -8.698 -16.878 0.638 2.012 0.999 H41 G86 74 G86 H41A H41A H 0 0 N N N -9.617 -8.022 -15.638 1.552 2.453 -0.463 H41A G86 75 G86 H43 H43 H 0 1 N N N -13.828 -1.766 -12.300 -3.130 -4.079 2.540 H43 G86 76 G86 H43A H43A H 0 0 N N N -15.378 -2.173 -13.110 -2.234 -2.544 2.442 H43A G86 77 G86 H43B H43B H 0 0 N N N -15.378 -1.593 -11.409 -3.860 -2.673 1.729 H43B G86 78 G86 H45 H45 H 0 1 N N N -12.949 -3.188 -10.486 -0.490 -4.577 -0.087 H45 G86 79 G86 H45A H45A H 0 0 N N N -14.503 -2.967 -9.614 -0.325 -3.665 1.432 H45A G86 80 G86 H45B H45B H 0 0 N N N -13.875 -4.621 -9.926 -1.135 -5.251 1.429 H45B G86 81 G86 HN49 HN49 H 0 0 N N N -11.443 -11.403 -13.577 2.925 0.892 -1.346 HN49 G86 82 G86 H53 H53 H 0 1 N N N -7.503 -9.017 -15.658 -1.734 2.497 1.175 H53 G86 83 G86 H55 H55 H 0 1 N N N -10.944 -11.470 -16.535 0.455 3.551 -2.330 H55 G86 84 G86 H57 H57 H 0 1 N N N -9.886 -10.448 -11.134 3.869 -0.963 0.701 H57 G86 85 G86 H59 H59 H 0 1 N N N -12.183 -12.435 -11.457 3.240 -2.423 -1.252 H59 G86 86 G86 H59A H59A H 0 0 N N N -11.307 -12.041 -9.920 4.403 -1.518 -2.250 H59A G86 87 G86 H61 H61 H 0 1 N N N -13.083 -10.386 -11.619 6.227 -2.153 -0.641 H61 G86 88 G86 H63 H63 H 0 1 N N N -9.229 -12.875 -11.009 6.130 -0.341 -0.199 H63 G86 89 G86 H63A H63A H 0 0 N N N -9.876 -13.062 -12.681 5.326 0.656 -1.435 H63A G86 90 G86 HN69 HN69 H 0 0 N N N -14.497 -9.859 -8.023 4.302 -5.174 1.228 HN69 G86 91 G86 H71 H71 H 0 1 N N N -13.812 -7.844 -9.669 5.091 -6.005 -0.989 H71 G86 92 G86 H71A H71A H 0 0 N N N -12.759 -8.061 -8.284 3.628 -5.037 -1.340 H71A G86 93 G86 H73 H73 H 0 1 N N N -11.154 -9.352 -9.524 5.131 -3.767 -2.629 H73 G86 94 G86 H73A H73A H 0 0 N N N -11.860 -8.491 -10.914 6.546 -4.268 -1.645 H73A G86 95 G86 H82 H82 H 0 1 N N N -7.487 -12.707 -12.792 4.247 1.997 0.349 H82 G86 96 G86 H82A H82A H 0 0 N N N -8.341 -11.235 -13.422 5.051 1.000 1.585 H82A G86 97 # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal G86 C1 C13 SING N N 1 G86 C2 C13 SING N N 2 G86 C3 C5 SING N N 3 G86 C3 O86 SING N N 4 G86 C4 C13 SING N N 5 G86 C7 C9 DOUB Y N 6 G86 C7 C53 SING Y N 7 G86 C9 C11 SING Y N 8 G86 C11 C55 DOUB Y N 9 G86 C12 C29 SING N N 10 G86 C13 O15 SING N N 11 G86 C14 C25 SING N N 12 G86 O15 C17 SING N N 13 G86 C17 O19 DOUB N N 14 G86 C17 N21 SING N N 15 G86 N21 C23 SING N N 16 G86 C23 C25 SING N N 17 G86 C23 C31 SING N N 18 G86 C25 O27 SING N N 19 G86 O27 C29 SING N N 20 G86 C29 C43 SING N N 21 G86 C29 C45 SING N N 22 G86 C31 N33 SING N N 23 G86 C31 O35 DOUB N N 24 G86 N33 C37 SING N N 25 G86 C37 C39 SING N N 26 G86 C37 C41 SING N N 27 G86 C39 O47 DOUB N N 28 G86 C39 N49 SING N N 29 G86 C41 C51 SING N N 30 G86 N49 C57 SING N N 31 G86 C51 C53 DOUB Y N 32 G86 C51 C55 SING Y N 33 G86 C57 C59 SING N N 34 G86 C57 C63 SING N N 35 G86 C59 C61 SING N N 36 G86 C61 C65 SING N N 37 G86 C61 C73 SING N N 38 G86 C63 C82 SING N N 39 G86 C65 O66 DOUB N N 40 G86 C65 N69 SING N N 41 G86 N69 C71 SING N N 42 G86 C71 C73 SING N N 43 G86 C82 C84 SING N N 44 G86 C84 O86 SING N N 45 G86 C84 O88 DOUB N N 46 G86 C1 H1 SING N N 47 G86 C1 H1A SING N N 48 G86 C1 H1B SING N N 49 G86 C2 H2 SING N N 50 G86 C2 H2A SING N N 51 G86 C2 H2B SING N N 52 G86 C3 H3 SING N N 53 G86 C3 H3A SING N N 54 G86 C4 H4 SING N N 55 G86 C4 H4A SING N N 56 G86 C4 H4B SING N N 57 G86 C5 H5 SING N N 58 G86 C5 H5A SING N N 59 G86 C5 H5B SING N N 60 G86 C7 H7 SING N N 61 G86 C9 H9 SING N N 62 G86 C11 H11 SING N N 63 G86 C12 H12 SING N N 64 G86 C12 H12A SING N N 65 G86 C12 H12B SING N N 66 G86 C14 H14 SING N N 67 G86 C14 H14A SING N N 68 G86 C14 H14B SING N N 69 G86 N21 HN21 SING N N 70 G86 C23 H23 SING N N 71 G86 C25 H25 SING N N 72 G86 N33 HN33 SING N N 73 G86 C37 H37 SING N N 74 G86 C41 H41 SING N N 75 G86 C41 H41A SING N N 76 G86 C43 H43 SING N N 77 G86 C43 H43A SING N N 78 G86 C43 H43B SING N N 79 G86 C45 H45 SING N N 80 G86 C45 H45A SING N N 81 G86 C45 H45B SING N N 82 G86 N49 HN49 SING N N 83 G86 C53 H53 SING N N 84 G86 C55 H55 SING N N 85 G86 C57 H57 SING N N 86 G86 C59 H59 SING N N 87 G86 C59 H59A SING N N 88 G86 C61 H61 SING N N 89 G86 C63 H63 SING N N 90 G86 C63 H63A SING N N 91 G86 N69 HN69 SING N N 92 G86 C71 H71 SING N N 93 G86 C71 H71A SING N N 94 G86 C73 H73 SING N N 95 G86 C73 H73A SING N N 96 G86 C82 H82 SING N N 97 G86 C82 H82A SING N N 98 # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor G86 InChI InChI 1.03 "InChI=1S/C33H52N4O8/c1-9-43-26(38)16-15-24(20-23-17-18-34-28(23)39)35-29(40)25(19-22-13-11-10-12-14-22)36-30(41)27(21(2)44-32(3,4)5)37-31(42)45-33(6,7)8/h10-14,21,23-25,27H,9,15-20H2,1-8H3,(H,34,39)(H,35,40)(H,36,41)(H,37,42)/t21-,23+,24-,25+,27+/m1/s1" G86 InChIKey InChI 1.03 SNZMLKYHPQYHPN-DPURIWRLSA-N G86 SMILES ACDLabs 12.01 "O=C(OC(C)(C)C)NC(C(=O)NC(C(=O)NC(CC1C(=O)NCC1)CCC(=O)OCC)Cc2ccccc2)C(OC(C)(C)C)C" G86 SMILES_CANONICAL CACTVS 3.370 "CCOC(=O)CC[C@H](C[C@@H]1CCNC1=O)NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@@H](NC(=O)OC(C)(C)C)[C@@H](C)OC(C)(C)C" G86 SMILES CACTVS 3.370 "CCOC(=O)CC[CH](C[CH]1CCNC1=O)NC(=O)[CH](Cc2ccccc2)NC(=O)[CH](NC(=O)OC(C)(C)C)[CH](C)OC(C)(C)C" G86 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "CCOC(=O)CC[C@H](C[C@@H]1CCNC1=O)NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@H]([C@@H](C)OC(C)(C)C)NC(=O)OC(C)(C)C" G86 SMILES "OpenEye OEToolkits" 1.7.2 "CCOC(=O)CCC(CC1CCNC1=O)NC(=O)C(Cc2ccccc2)NC(=O)C(C(C)OC(C)(C)C)NC(=O)OC(C)(C)C" # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier G86 "SYSTEMATIC NAME" ACDLabs 12.01 "N-(tert-butoxycarbonyl)-O-tert-butyl-L-threonyl-N-[(1R)-4-ethoxy-4-oxo-1-{[(3S)-2-oxopyrrolidin-3-yl]methyl}butyl]-L-phenylalaninamide" G86 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "ethyl (4R)-4-[[(2S)-2-[[(2S,3R)-3-[(2-methylpropan-2-yl)oxy]-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanoyl]amino]-3-phenyl-propanoyl]amino]-5-[(3S)-2-oxidanylidenepyrrolidin-3-yl]pentanoate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site G86 "Create component" 2011-07-25 EBI #