data_G84 # _chem_comp.id G84 _chem_comp.name "O-tert-butyl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-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 "C43 H54 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 754.911 _chem_comp.one_letter_code ? _chem_comp.three_letter_code G84 _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 3ZVE _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 G84 C1 C1 C 0 1 Y N N 7.569 19.588 13.438 9.237 0.646 -0.605 C1 G84 1 G84 C2 C2 C 0 1 Y N N 6.423 19.696 12.659 8.585 -0.562 -0.372 C2 G84 2 G84 C3 C3 C 0 1 N N N -5.943 9.514 16.070 -8.821 4.926 -1.730 C3 G84 3 G84 C4 C4 C 0 1 N N N 5.390 18.994 13.331 7.332 -0.258 0.412 C4 G84 4 G84 C5 C5 C 0 1 N N N -5.430 8.866 14.786 -8.634 5.941 -2.860 C5 G84 5 G84 C6 C6 C 0 1 Y N N 5.950 18.461 14.526 7.317 1.237 0.611 C6 G84 6 G84 C7 C7 C 0 1 Y N N -6.300 11.705 12.493 1.649 2.907 0.282 C7 G84 7 G84 C8 C8 C 0 1 Y N N 7.282 18.849 14.559 8.457 1.753 0.000 C8 G84 8 G84 C9 C9 C 0 1 Y N N -7.109 12.803 12.184 1.657 3.617 1.468 C9 G84 9 G84 C10 C10 C 0 1 Y N N 8.787 20.174 13.066 10.435 0.650 -1.322 C10 G84 10 G84 C11 C11 C 0 1 Y N N -6.538 14.078 12.005 0.491 3.758 2.197 C11 G84 11 G84 C12 C12 C 0 1 N N N 3.507 15.517 17.973 0.616 -5.416 -0.055 C12 G84 12 G84 C13 C13 C 0 1 N N N 3.969 18.874 12.807 6.097 -0.697 -0.379 C13 G84 13 G84 C14 C14 C 0 1 N N N 1.000 12.988 15.865 1.232 -2.898 1.828 C14 G84 14 G84 C15 C15 C 0 1 Y N N 8.825 20.886 11.863 10.961 -0.536 -1.791 C15 G84 15 G84 O15 O15 O 0 1 N N N 3.039 18.341 13.755 4.910 -0.507 0.434 O15 G84 16 G84 C16 C16 C 0 1 Y N N 7.671 20.997 11.068 10.306 -1.731 -1.555 C16 G84 17 G84 C17 C17 C 0 1 N N N 2.521 16.987 13.585 3.730 -0.847 -0.119 C17 G84 18 G84 C18 C18 C 0 1 Y N N 6.455 20.405 11.452 9.121 -1.743 -0.840 C18 G84 19 G84 C19 C19 C 0 1 Y N N 8.139 18.501 15.606 8.690 3.129 0.038 C19 G84 20 G84 O19 O19 O 0 1 N N N 2.790 16.394 12.543 3.694 -1.290 -1.250 O19 G84 21 G84 C20 C20 C 0 1 Y N N 7.623 17.732 16.655 7.795 3.963 0.675 C20 G84 22 G84 C21 C21 C 0 1 Y N N 6.280 17.333 16.637 6.665 3.441 1.280 C21 G84 23 G84 N21 N21 N 0 1 N N N 1.782 16.441 14.560 2.589 -0.697 0.583 N21 G84 24 G84 C22 C22 C 0 1 Y N N 5.432 17.688 15.575 6.427 2.078 1.247 C22 G84 25 G84 C23 C23 C 0 1 N N S 1.219 15.100 14.475 1.319 -1.170 0.026 C23 G84 26 G84 C25 C25 C 0 1 N N R 1.614 14.389 15.779 1.159 -2.663 0.318 C25 G84 27 G84 O27 O27 O 0 1 N N N 3.055 14.307 15.870 -0.105 -3.112 -0.174 O27 G84 28 G84 C29 C29 C 0 1 N N N 3.733 14.236 17.159 -0.040 -4.333 -0.914 C29 G84 29 G84 C31 C31 C 0 1 N N N -0.279 15.203 14.403 0.180 -0.410 0.656 C31 G84 30 G84 N33 N33 N 0 1 N N N -0.945 14.324 13.658 -1.029 -0.393 0.061 N33 G84 31 G84 O35 O35 O 0 1 N N N -0.848 16.081 15.025 0.352 0.185 1.698 O35 G84 32 G84 C37 C37 C 0 1 N N S -2.413 14.374 13.586 -2.102 0.443 0.605 C37 G84 33 G84 C39 C39 C 0 1 N N N -3.011 14.076 14.946 -3.437 -0.131 0.207 C39 G84 34 G84 C41 C41 C 0 1 N N N -2.824 13.307 12.568 -1.972 1.864 0.052 C41 G84 35 G84 C43 C43 C 0 1 N N N 5.222 14.077 16.845 0.787 -4.117 -2.182 C43 G84 36 G84 C45 C45 C 0 1 N N N 3.305 13.027 18.005 -1.455 -4.773 -1.296 C45 G84 37 G84 O47 O47 O 0 1 N N N -2.594 13.116 15.610 -3.488 -1.139 -0.465 O47 G84 38 G84 N49 N49 N 0 1 N N N -3.972 14.901 15.400 -4.575 0.476 0.599 N49 G84 39 G84 C51 C51 C 0 1 Y N N -4.335 13.133 12.451 -0.691 2.482 0.552 C51 G84 40 G84 C53 C53 C 0 1 Y N N -4.913 11.864 12.625 0.475 2.340 -0.177 C53 G84 41 G84 C55 C55 C 0 1 Y N N -5.158 14.228 12.127 -0.683 3.191 1.738 C55 G84 42 G84 C57 C57 C 0 1 N N R -4.621 14.706 16.721 -5.872 -0.140 0.308 C57 G84 43 G84 C59 C59 C 0 1 N N N -4.433 15.996 17.535 -6.192 -1.183 1.381 C59 G84 44 G84 C61 C61 C 0 1 N N S -2.944 16.280 17.825 -7.470 -1.932 0.998 C61 G84 45 G84 C63 C63 C 0 1 N N N -6.107 14.417 16.495 -6.959 0.936 0.303 C63 G84 46 G84 C65 C65 C 0 1 N N N -2.682 17.406 18.792 -7.256 -2.733 -0.268 C65 G84 47 G84 O66 O66 O 0 1 N N N -3.268 18.473 18.790 -7.242 -2.270 -1.388 O66 G84 48 G84 N69 N69 N 0 1 N N N -1.685 17.051 19.609 -7.082 -4.032 0.031 N69 G84 49 G84 C71 C71 C 0 1 N N N -1.032 15.784 19.289 -7.146 -4.259 1.479 C71 G84 50 G84 C73 C73 C 0 1 N N N -2.164 15.129 18.475 -7.815 -2.996 2.066 C73 G84 51 G84 C82 C82 C 0 1 N N N -6.384 13.009 15.948 -6.706 1.910 -0.850 C82 G84 52 G84 C84 C84 C 0 1 N N N -5.875 11.928 16.895 -7.777 2.971 -0.855 C84 G84 53 G84 O86 O86 O 0 1 N N N -5.243 10.742 16.338 -7.758 3.938 -1.785 O86 G84 54 G84 O88 O88 O 0 1 N N N -5.946 12.057 18.121 -8.652 2.950 -0.023 O88 G84 55 G84 H3 H3 H 0 1 N N N -7.016 9.730 15.959 -8.788 5.442 -0.770 H3 G84 56 G84 H3A H3A H 0 1 N N N -5.785 8.821 16.909 -9.785 4.430 -1.843 H3A G84 57 G84 H4 H4 H 0 1 N N N 4.323 18.756 13.211 7.360 -0.765 1.376 H4 G84 58 G84 H5 H5 H 0 1 N N N -5.979 7.931 14.602 -9.431 6.682 -2.818 H5 G84 59 G84 H5A H5A H 0 1 N N N -5.584 9.554 13.941 -7.670 6.437 -2.747 H5A G84 60 G84 H5B H5B H 0 1 N N N -4.357 8.647 14.889 -8.666 5.425 -3.820 H5B G84 61 G84 H7 H7 H 0 1 N N N -6.745 10.731 12.631 2.559 2.801 -0.290 H7 G84 62 G84 H9 H9 H 0 1 N N N -8.176 12.673 12.082 2.575 4.060 1.826 H9 G84 63 G84 H10 H10 H 0 1 N N N 9.666 20.079 13.687 10.950 1.581 -1.509 H10 G84 64 G84 H11 H11 H 0 1 N N N -7.162 14.929 11.776 0.498 4.312 3.124 H11 G84 65 G84 H12 H12 H 0 1 N N N 4.029 15.436 18.938 0.047 -5.544 0.866 H12 G84 66 G84 H12A H12A H 0 0 N N N 3.900 16.380 17.415 0.631 -6.357 -0.606 H12A G84 67 G84 H12B H12B H 0 0 N N N 2.430 15.654 18.149 1.637 -5.120 0.186 H12B G84 68 G84 H13 H13 H 0 1 N N N 3.626 19.880 12.524 6.016 -0.098 -1.286 H13 G84 69 G84 H13A H13A H 0 0 N N N 3.985 18.204 11.934 6.192 -1.749 -0.645 H13A G84 70 G84 H14 H14 H 0 1 N N N 1.304 12.511 16.809 0.375 -2.428 2.310 H14 G84 71 G84 H14A H14A H 0 0 N N N -0.097 13.066 15.830 1.220 -3.969 2.030 H14A G84 72 G84 H14B H14B H 0 0 N N N 1.352 12.381 15.018 2.152 -2.465 2.220 H14B G84 73 G84 H15 H15 H 0 1 N N N 9.745 21.353 11.543 11.887 -0.531 -2.346 H15 G84 74 G84 H16 H16 H 0 1 N N N 7.720 21.550 10.141 10.722 -2.656 -1.925 H16 G84 75 G84 H18 H18 H 0 1 N N N 5.573 20.494 10.835 8.611 -2.677 -0.657 H18 G84 76 G84 H19 H19 H 0 1 N N N 9.172 18.817 15.606 9.570 3.541 -0.433 H19 G84 77 G84 H20 H20 H 0 1 N N N 8.260 17.446 17.479 7.977 5.027 0.703 H20 G84 78 G84 H21 H21 H 0 1 N N N 5.890 16.743 17.453 5.968 4.097 1.778 H21 G84 79 G84 HN21 HN21 H 0 0 N N N 1.609 16.979 15.385 2.608 -0.275 1.456 HN21 G84 80 G84 H22 H22 H 0 1 N N N 4.400 17.371 15.567 5.545 1.672 1.719 H22 G84 81 G84 H23 H23 H 0 1 N N N 1.583 14.558 13.590 1.312 -1.008 -1.052 H23 G84 82 G84 H25 H25 H 0 1 N N N 1.223 14.977 16.622 1.959 -3.217 -0.175 H25 G84 83 G84 HN33 HN33 H 0 0 N N N -0.445 13.626 13.145 -1.189 -0.934 -0.728 HN33 G84 84 G84 H37 H37 H 0 1 N N N -2.772 15.369 13.284 -2.026 0.468 1.692 H37 G84 85 G84 H41 H41 H 0 1 N N N -2.435 13.604 11.583 -1.958 1.830 -1.037 H41 G84 86 G84 H41A H41A H 0 0 N N N -2.391 12.346 12.884 -2.819 2.463 0.386 H41A G84 87 G84 H43 H43 H 0 1 N N N 5.378 13.158 16.262 0.729 -5.006 -2.810 H43 G84 88 G84 H43A H43A H 0 0 N N N 5.568 14.944 16.263 0.396 -3.260 -2.730 H43A G84 89 G84 H43B H43B H 0 0 N N N 5.790 14.016 17.785 1.827 -3.932 -1.911 H43B G84 90 G84 H45 H45 H 0 1 N N N 3.463 12.102 17.430 -2.045 -4.927 -0.393 H45 G84 91 G84 H45A H45A H 0 0 N N N 3.905 12.993 18.926 -1.922 -4.001 -1.908 H45A G84 92 G84 H45B H45B H 0 0 N N N 2.240 13.120 18.264 -1.406 -5.704 -1.861 H45B G84 93 G84 HN49 HN49 H 0 0 N N N -4.258 15.670 14.829 -4.535 1.322 1.073 HN49 G84 94 G84 H53 H53 H 0 1 N N N -4.291 11.013 12.860 0.469 1.786 -1.104 H53 G84 95 G84 H55 H55 H 0 1 N N N -4.713 15.200 11.971 -1.594 3.302 2.308 H55 G84 96 G84 H57 H57 H 0 1 N N N -4.177 13.862 17.269 -5.833 -0.623 -0.668 H57 G84 97 G84 H59 H59 H 0 1 N N N -4.847 16.838 16.961 -5.366 -1.890 1.458 H59 G84 98 G84 H59A H59A H 0 0 N N N -4.964 15.889 18.492 -6.336 -0.686 2.340 H59A G84 99 G84 H61 H61 H 0 1 N N N -2.613 16.499 16.799 -8.297 -1.234 0.872 H61 G84 100 G84 H63 H63 H 0 1 N N N -6.625 14.517 17.460 -7.934 0.467 0.175 H63 G84 101 G84 H63A H63A H 0 0 N N N -6.491 15.148 15.768 -6.938 1.479 1.248 H63A G84 102 G84 HN69 HN69 H 0 0 N N N -1.405 17.615 20.386 -6.934 -4.729 -0.627 HN69 G84 103 G84 H71 H71 H 0 1 N N N -0.103 15.910 18.714 -7.748 -5.141 1.697 H71 G84 104 G84 H71A H71A H 0 0 N N N -0.751 15.205 20.181 -6.142 -4.378 1.887 H71A G84 105 G84 H73 H73 H 0 1 N N N -2.821 14.539 19.131 -7.378 -2.736 3.030 H73 G84 106 G84 H73A H73A H 0 0 N N N -1.750 14.459 17.706 -8.893 -3.129 2.150 H73A G84 107 G84 H82 H82 H 0 1 N N N -7.470 12.886 15.822 -5.731 2.379 -0.722 H82 G84 108 G84 H82A H82A H 0 0 N N N -5.874 12.899 14.979 -6.727 1.368 -1.795 H82A G84 109 # 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 G84 C1 C2 DOUB Y N 1 G84 C1 C8 SING N N 2 G84 C1 C10 SING Y N 3 G84 C2 C4 SING N N 4 G84 C2 C18 SING Y N 5 G84 C3 C5 SING N N 6 G84 C3 O86 SING N N 7 G84 C4 C6 SING N N 8 G84 C4 C13 SING N N 9 G84 C6 C8 DOUB Y N 10 G84 C6 C22 SING Y N 11 G84 C7 C9 DOUB Y N 12 G84 C7 C53 SING Y N 13 G84 C8 C19 SING Y N 14 G84 C9 C11 SING Y N 15 G84 C10 C15 DOUB Y N 16 G84 C11 C55 DOUB Y N 17 G84 C12 C29 SING N N 18 G84 C13 O15 SING N N 19 G84 C14 C25 SING N N 20 G84 C15 C16 SING Y N 21 G84 O15 C17 SING N N 22 G84 C16 C18 DOUB Y N 23 G84 C17 O19 DOUB N N 24 G84 C17 N21 SING N N 25 G84 C19 C20 DOUB Y N 26 G84 C20 C21 SING Y N 27 G84 C21 C22 DOUB Y N 28 G84 N21 C23 SING N N 29 G84 C23 C25 SING N N 30 G84 C23 C31 SING N N 31 G84 C25 O27 SING N N 32 G84 O27 C29 SING N N 33 G84 C29 C43 SING N N 34 G84 C29 C45 SING N N 35 G84 C31 N33 SING N N 36 G84 C31 O35 DOUB N N 37 G84 N33 C37 SING N N 38 G84 C37 C39 SING N N 39 G84 C37 C41 SING N N 40 G84 C39 O47 DOUB N N 41 G84 C39 N49 SING N N 42 G84 C41 C51 SING N N 43 G84 N49 C57 SING N N 44 G84 C51 C53 DOUB Y N 45 G84 C51 C55 SING Y N 46 G84 C57 C59 SING N N 47 G84 C57 C63 SING N N 48 G84 C59 C61 SING N N 49 G84 C61 C65 SING N N 50 G84 C61 C73 SING N N 51 G84 C63 C82 SING N N 52 G84 C65 O66 DOUB N N 53 G84 C65 N69 SING N N 54 G84 N69 C71 SING N N 55 G84 C71 C73 SING N N 56 G84 C82 C84 SING N N 57 G84 C84 O86 SING N N 58 G84 C84 O88 DOUB N N 59 G84 C3 H3 SING N N 60 G84 C3 H3A SING N N 61 G84 C4 H4 SING N N 62 G84 C5 H5 SING N N 63 G84 C5 H5A SING N N 64 G84 C5 H5B SING N N 65 G84 C7 H7 SING N N 66 G84 C9 H9 SING N N 67 G84 C10 H10 SING N N 68 G84 C11 H11 SING N N 69 G84 C12 H12 SING N N 70 G84 C12 H12A SING N N 71 G84 C12 H12B SING N N 72 G84 C13 H13 SING N N 73 G84 C13 H13A SING N N 74 G84 C14 H14 SING N N 75 G84 C14 H14A SING N N 76 G84 C14 H14B SING N N 77 G84 C15 H15 SING N N 78 G84 C16 H16 SING N N 79 G84 C18 H18 SING N N 80 G84 C19 H19 SING N N 81 G84 C20 H20 SING N N 82 G84 C21 H21 SING N N 83 G84 N21 HN21 SING N N 84 G84 C22 H22 SING N N 85 G84 C23 H23 SING N N 86 G84 C25 H25 SING N N 87 G84 N33 HN33 SING N N 88 G84 C37 H37 SING N N 89 G84 C41 H41 SING N N 90 G84 C41 H41A SING N N 91 G84 C43 H43 SING N N 92 G84 C43 H43A SING N N 93 G84 C43 H43B SING N N 94 G84 C45 H45 SING N N 95 G84 C45 H45A SING N N 96 G84 C45 H45B SING N N 97 G84 N49 HN49 SING N N 98 G84 C53 H53 SING N N 99 G84 C55 H55 SING N N 100 G84 C57 H57 SING N N 101 G84 C59 H59 SING N N 102 G84 C59 H59A SING N N 103 G84 C61 H61 SING N N 104 G84 C63 H63 SING N N 105 G84 C63 H63A SING N N 106 G84 N69 HN69 SING N N 107 G84 C71 H71 SING N N 108 G84 C71 H71A SING N N 109 G84 C73 H73 SING N N 110 G84 C73 H73A SING N N 111 G84 C82 H82 SING N N 112 G84 C82 H82A SING N N 113 # 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 G84 InChI InChI 1.03 ;InChI=1S/C43H54N4O8/c1-6-53-37(48)21-20-30(25-29-22-23-44-39(29)49)45-40(50)36(24-28-14-8-7-9-15-28)46-41(51)38(27(2)55-43(3,4)5)47-42(52)54-26-35-33-18-12-10-16-31(33)32-17-11-13-19-34(32)35/h7-19,27,29-30,35-36,38H,6,20-26H2,1-5H3,(H,44,49)(H,45,50)(H,46,51)(H,47,52)/t27-,29+,30-,36+,38+/m1/s1 ; G84 InChIKey InChI 1.03 KZMJRFUAZFUTII-YAPRVMGASA-N G84 SMILES ACDLabs 12.01 "O=C(OCC3c1ccccc1c2ccccc23)NC(C(=O)NC(C(=O)NC(CC4C(=O)NCC4)CCC(=O)OCC)Cc5ccccc5)C(OC(C)(C)C)C" G84 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)OCC3c4ccccc4c5ccccc35)[C@@H](C)OC(C)(C)C" G84 SMILES CACTVS 3.370 "CCOC(=O)CC[CH](C[CH]1CCNC1=O)NC(=O)[CH](Cc2ccccc2)NC(=O)[CH](NC(=O)OCC3c4ccccc4c5ccccc35)[CH](C)OC(C)(C)C" G84 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)OCC3c4ccccc4-c5c3cccc5" G84 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)OCC3c4ccccc4-c5c3cccc5" # 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 G84 "SYSTEMATIC NAME" ACDLabs 12.01 "O-tert-butyl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-threonyl-N-[(1R)-4-ethoxy-4-oxo-1-{[(3S)-2-oxopyrrolidin-3-yl]methyl}butyl]-L-phenylalaninamide" G84 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "ethyl (4R)-4-[[(2S)-2-[[(2S,3R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-[(2-methylpropan-2-yl)oxy]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 G84 "Create component" 2011-07-25 EBI #