data_EG5 # _chem_comp.id EG5 _chem_comp.name ;(3~{S},7~{R},10~{R},13~{R})-4-[(3~{S},6~{R},8~{a}~{S})-1'-[(2~{S})-2-acetamido-3-(2-chlorophenyl)propanoyl]-5-oxidanylidene-spiro[1,2,3,8~{a}-tetrahydroindolizine-6,2'-pyrrolidine]-3-yl]carbonyl-2-oxidanylidene-1,4-diazatricyclo[8.3.0.0^{3,7}]tridec-8-ene-13-carboxylic acid ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C35 H40 Cl N5 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-03-16 _chem_comp.pdbx_modified_date 2018-03-23 _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 678.174 _chem_comp.one_letter_code ? _chem_comp.three_letter_code EG5 _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 5NCP _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 EG5 C32 C1 C 0 1 N N N 46.502 27.645 -1.591 -5.118 2.359 -0.993 C32 EG5 1 EG5 O5 O1 O 0 1 N N N 45.963 26.865 -0.805 -4.025 2.182 -1.487 O5 EG5 2 EG5 C33 C2 C 0 1 N N N 45.859 27.965 -2.938 -5.927 3.574 -1.369 C33 EG5 3 EG5 CL CL1 CL 0 0 N N N 49.191 25.142 1.273 -5.661 -2.999 0.352 CL EG5 4 EG5 C15 C3 C 0 1 Y N N 49.761 25.246 -0.382 -6.431 -2.207 -0.987 C15 EG5 5 EG5 C19 C4 C 0 1 Y N N 49.906 24.054 -1.091 -7.625 -2.695 -1.486 C19 EG5 6 EG5 C18 C5 C 0 1 Y N N 50.347 24.106 -2.412 -8.239 -2.064 -2.552 C18 EG5 7 EG5 C17 C6 C 0 1 Y N N 50.611 25.325 -3.023 -7.659 -0.944 -3.118 C17 EG5 8 EG5 C16 C7 C 0 1 Y N N 50.450 26.511 -2.330 -6.466 -0.455 -2.619 C16 EG5 9 EG5 C14 C8 C 0 1 Y N N 50.017 26.476 -0.997 -5.855 -1.082 -1.550 C14 EG5 10 EG5 C13 C9 C 0 1 N N N 49.887 27.706 -0.327 -4.554 -0.549 -1.007 C13 EG5 11 EG5 C12 C10 C 0 1 N N S 48.410 28.113 -0.112 -4.828 0.282 0.248 C12 EG5 12 EG5 N4 N1 N 0 1 N N N 47.667 28.278 -1.371 -5.612 1.466 -0.113 N4 EG5 13 EG5 C11 C11 C 0 1 N N N 48.360 29.479 0.587 -3.521 0.713 0.861 C11 EG5 14 EG5 O4 O2 O 0 1 N N N 49.005 30.434 0.179 -3.100 1.833 0.666 O4 EG5 15 EG5 N5 N2 N 0 1 N N N 47.647 29.552 1.723 -2.819 -0.148 1.625 N5 EG5 16 EG5 C30 C12 C 0 1 N N N 46.854 28.573 2.496 -3.209 -1.535 1.937 C30 EG5 17 EG5 C29 C13 C 0 1 N N N 46.997 29.127 3.892 -1.878 -2.255 2.268 C29 EG5 18 EG5 C34 C14 C 0 1 N N N 46.631 30.515 3.565 -1.100 -1.143 3.019 C34 EG5 19 EG5 C35 C15 C 0 1 N N R 47.601 30.866 2.476 -1.535 0.140 2.281 C35 EG5 20 EG5 C31 C16 C 0 1 N N N 48.885 31.257 2.903 -0.504 0.492 1.241 C31 EG5 21 EG5 O3 O3 O 0 1 N N N 49.793 30.466 3.209 -0.456 -0.116 0.193 O3 EG5 22 EG5 N3 N3 N 0 1 N N N 49.206 32.539 2.985 0.363 1.491 1.490 N3 EG5 23 EG5 C26 C17 C 0 1 N N N 46.958 31.836 1.674 -1.706 1.252 3.273 C26 EG5 24 EG5 C28 C18 C 0 1 N N N 47.305 33.181 1.699 -0.785 2.138 3.521 C28 EG5 25 EG5 C27 C19 C 0 1 N N S 48.260 33.622 2.592 0.540 2.112 2.817 C27 EG5 26 EG5 C24 C20 C 0 1 N N N 49.240 34.629 2.030 1.020 3.549 2.507 C24 EG5 27 EG5 C9 C21 C 0 1 N N N 50.160 34.634 3.201 1.977 3.288 1.309 C9 EG5 28 EG5 C10 C22 C 0 1 N N S 50.533 33.160 3.310 1.257 2.158 0.538 C10 EG5 29 EG5 C20 C23 C 0 1 N N N 51.008 32.969 4.618 2.268 1.174 0.007 C20 EG5 30 EG5 O6 O4 O 0 1 N N N 50.211 32.725 5.517 2.249 0.022 0.384 O6 EG5 31 EG5 N2 N4 N 0 1 N N N 52.309 33.172 4.856 3.193 1.575 -0.887 N2 EG5 32 EG5 C22 C24 C 0 1 N N N 53.472 33.444 3.942 3.255 2.897 -1.548 C22 EG5 33 EG5 C23 C25 C 0 1 N N N 54.593 32.841 4.736 4.522 2.903 -2.442 C23 EG5 34 EG5 C8 C26 C 0 1 N N R 54.315 33.510 6.036 5.379 1.792 -1.803 C8 EG5 35 EG5 C21 C27 C 0 1 N N S 52.876 33.063 6.204 4.321 0.787 -1.375 C21 EG5 36 EG5 C25 C28 C 0 1 N N N 52.389 34.030 7.072 4.810 -0.294 -0.526 C25 EG5 37 EG5 O7 O5 O 0 1 N N N 51.821 35.045 6.649 4.061 -0.657 0.356 O7 EG5 38 EG5 C7 C29 C 0 1 N N N 55.087 33.120 7.192 6.408 1.224 -2.681 C7 EG5 39 EG5 C6 C30 C 0 1 N N N 54.654 32.858 8.498 6.982 0.101 -2.649 C6 EG5 40 EG5 C5 C31 C 0 1 N N R 53.329 32.853 8.968 6.900 -1.059 -1.734 C5 EG5 41 EG5 C4 C32 C 0 1 N N N 53.103 33.131 10.466 8.296 -1.263 -1.088 C4 EG5 42 EG5 C3 C33 C 0 1 N N N 53.343 34.611 10.468 7.989 -2.039 0.208 C3 EG5 43 EG5 C2 C34 C 0 1 N N R 52.335 35.043 9.401 6.504 -1.772 0.491 C2 EG5 44 EG5 N1 N5 N 0 1 N N N 52.609 33.997 8.352 5.977 -0.935 -0.601 N1 EG5 45 EG5 C1 C35 C 0 1 N N N 51.026 35.062 9.861 5.755 -3.078 0.558 C1 EG5 46 EG5 O2 O6 O 0 1 N N N 50.679 36.105 10.468 6.075 -3.988 1.491 O2 EG5 47 EG5 O1 O7 O 0 1 N N N 50.291 34.099 9.563 4.866 -3.305 -0.228 O1 EG5 48 EG5 H10 H1 H 0 1 N N N 44.916 27.407 -3.037 -6.875 3.559 -0.832 H10 EG5 49 EG5 H11 H2 H 0 1 N N N 45.655 29.044 -2.999 -5.373 4.475 -1.104 H11 EG5 50 EG5 H9 H3 H 0 1 N N N 46.543 27.675 -3.749 -6.117 3.566 -2.442 H9 EG5 51 EG5 H1 H4 H 0 1 N N N 49.680 23.107 -0.624 -8.078 -3.570 -1.043 H1 EG5 52 EG5 H2 H5 H 0 1 N N N 50.485 23.189 -2.966 -9.171 -2.445 -2.942 H2 EG5 53 EG5 H3 H6 H 0 1 N N N 50.945 25.347 -4.050 -8.139 -0.451 -3.951 H3 EG5 54 EG5 H4 H7 H 0 1 N N N 50.656 27.456 -2.811 -6.013 0.419 -3.063 H4 EG5 55 EG5 H5 H8 H 0 1 N N N 50.377 27.626 0.655 -3.897 -1.382 -0.755 H5 EG5 56 EG5 H6 H9 H 0 1 N N N 50.384 28.486 -0.922 -4.075 0.076 -1.760 H6 EG5 57 EG5 H7 H10 H 0 1 N N N 47.918 27.362 0.523 -5.386 -0.318 0.967 H7 EG5 58 EG5 H8 H11 H 0 1 N N N 48.038 28.876 -2.081 -6.486 1.608 0.282 H8 EG5 59 EG5 H12 H12 H 0 1 N N N 45.803 28.559 2.172 -3.876 -1.557 2.798 H12 EG5 60 EG5 H13 H13 H 0 1 N N N 47.275 27.560 2.418 -3.686 -1.998 1.073 H13 EG5 61 EG5 H15 H14 H 0 1 N N N 46.298 28.663 4.604 -2.050 -3.116 2.914 H15 EG5 62 EG5 H14 H15 H 0 1 N N N 48.024 29.041 4.277 -1.356 -2.551 1.357 H14 EG5 63 EG5 H17 H16 H 0 1 N N N 46.758 31.174 4.436 -1.394 -1.108 4.068 H17 EG5 64 EG5 H16 H17 H 0 1 N N N 45.593 30.577 3.206 -0.024 -1.295 2.927 H16 EG5 65 EG5 H18 H18 H 0 1 N N N 46.164 31.518 1.014 -2.641 1.321 3.808 H18 EG5 66 EG5 H19 H19 H 0 1 N N N 46.830 33.877 1.024 -0.980 2.911 4.250 H19 EG5 67 EG5 H20 H20 H 0 1 N N N 47.791 34.042 3.494 1.278 1.567 3.405 H20 EG5 68 EG5 H21 H21 H 0 1 N N N 49.728 34.277 1.109 0.187 4.187 2.213 H21 EG5 69 EG5 H22 H22 H 0 1 N N N 48.780 35.612 1.848 1.559 3.974 3.354 H22 EG5 70 EG5 H23 H23 H 0 1 N N N 51.046 35.258 3.012 2.070 4.179 0.689 H23 EG5 71 EG5 H24 H24 H 0 1 N N N 49.650 34.986 4.110 2.954 2.955 1.660 H24 EG5 72 EG5 H25 H25 H 0 1 N N N 51.284 32.896 2.551 0.678 2.579 -0.284 H25 EG5 73 EG5 H27 H26 H 0 1 N N N 53.621 34.522 3.784 2.367 3.046 -2.163 H27 EG5 74 EG5 H26 H27 H 0 1 N N N 53.349 32.945 2.970 3.326 3.684 -0.798 H26 EG5 75 EG5 H28 H28 H 0 1 N N N 54.511 31.746 4.806 4.271 2.655 -3.473 H28 EG5 76 EG5 H29 H29 H 0 1 N N N 55.580 33.110 4.332 5.031 3.866 -2.386 H29 EG5 77 EG5 H30 H30 H 0 1 N N N 54.345 34.602 5.906 5.867 2.188 -0.913 H30 EG5 78 EG5 H31 H31 H 0 1 N N N 52.814 32.040 6.602 3.979 0.310 -2.293 H31 EG5 79 EG5 H32 H32 H 0 1 N N N 56.149 33.015 7.026 6.726 1.872 -3.485 H32 EG5 80 EG5 H33 H33 H 0 1 N N N 55.422 32.635 9.224 7.680 -0.045 -3.461 H33 EG5 81 EG5 H34 H34 H 0 1 N N N 52.824 31.913 8.701 6.640 -1.949 -2.307 H34 EG5 82 EG5 H35 H35 H 0 1 N N N 52.080 32.878 10.783 8.938 -1.851 -1.743 H35 EG5 83 EG5 H42 H36 H 0 1 N N N 53.826 32.595 11.099 8.756 -0.302 -0.859 H42 EG5 84 EG5 H38 H37 H 0 1 N N N 54.375 34.858 10.179 8.160 -3.105 0.060 H38 EG5 85 EG5 H36 H38 H 0 1 N N N 53.119 35.060 11.447 8.605 -1.667 1.026 H36 EG5 86 EG5 H37 H39 H 0 1 N N N 52.629 36.029 9.013 6.400 -1.238 1.436 H37 EG5 87 EG5 H39 H40 H 0 1 N N N 49.753 36.058 10.675 5.567 -4.811 1.495 H39 EG5 88 # 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 EG5 C17 C18 DOUB Y N 1 EG5 C17 C16 SING Y N 2 EG5 C33 C32 SING N N 3 EG5 C18 C19 SING Y N 4 EG5 C16 C14 DOUB Y N 5 EG5 C32 N4 SING N N 6 EG5 C32 O5 DOUB N N 7 EG5 N4 C12 SING N N 8 EG5 C19 C15 DOUB Y N 9 EG5 C14 C15 SING Y N 10 EG5 C14 C13 SING N N 11 EG5 C15 CL SING N N 12 EG5 C13 C12 SING N N 13 EG5 C12 C11 SING N N 14 EG5 O4 C11 DOUB N N 15 EG5 C11 N5 SING N N 16 EG5 C26 C28 DOUB N N 17 EG5 C26 C35 SING N N 18 EG5 C28 C27 SING N N 19 EG5 N5 C35 SING N N 20 EG5 N5 C30 SING N N 21 EG5 C24 C27 SING N N 22 EG5 C24 C9 SING N N 23 EG5 C35 C31 SING N N 24 EG5 C35 C34 SING N N 25 EG5 C30 C29 SING N N 26 EG5 C27 N3 SING N N 27 EG5 C31 N3 SING N N 28 EG5 C31 O3 DOUB N N 29 EG5 N3 C10 SING N N 30 EG5 C9 C10 SING N N 31 EG5 C10 C20 SING N N 32 EG5 C34 C29 SING N N 33 EG5 C22 C23 SING N N 34 EG5 C22 N2 SING N N 35 EG5 C20 N2 SING N N 36 EG5 C20 O6 DOUB N N 37 EG5 C23 C8 SING N N 38 EG5 N2 C21 SING N N 39 EG5 C8 C21 SING N N 40 EG5 C8 C7 SING N N 41 EG5 C21 C25 SING N N 42 EG5 O7 C25 DOUB N N 43 EG5 C25 N1 SING N N 44 EG5 C7 C6 DOUB N N 45 EG5 N1 C5 SING N N 46 EG5 N1 C2 SING N N 47 EG5 C6 C5 SING N N 48 EG5 C5 C4 SING N N 49 EG5 C2 C1 SING N N 50 EG5 C2 C3 SING N N 51 EG5 O1 C1 DOUB N N 52 EG5 C1 O2 SING N N 53 EG5 C4 C3 SING N N 54 EG5 C33 H10 SING N N 55 EG5 C33 H11 SING N N 56 EG5 C33 H9 SING N N 57 EG5 C19 H1 SING N N 58 EG5 C18 H2 SING N N 59 EG5 C17 H3 SING N N 60 EG5 C16 H4 SING N N 61 EG5 C13 H5 SING N N 62 EG5 C13 H6 SING N N 63 EG5 C12 H7 SING N N 64 EG5 N4 H8 SING N N 65 EG5 C30 H12 SING N N 66 EG5 C30 H13 SING N N 67 EG5 C29 H15 SING N N 68 EG5 C29 H14 SING N N 69 EG5 C34 H17 SING N N 70 EG5 C34 H16 SING N N 71 EG5 C26 H18 SING N N 72 EG5 C28 H19 SING N N 73 EG5 C27 H20 SING N N 74 EG5 C24 H21 SING N N 75 EG5 C24 H22 SING N N 76 EG5 C9 H23 SING N N 77 EG5 C9 H24 SING N N 78 EG5 C10 H25 SING N N 79 EG5 C22 H27 SING N N 80 EG5 C22 H26 SING N N 81 EG5 C23 H28 SING N N 82 EG5 C23 H29 SING N N 83 EG5 C8 H30 SING N N 84 EG5 C21 H31 SING N N 85 EG5 C7 H32 SING N N 86 EG5 C6 H33 SING N N 87 EG5 C5 H34 SING N N 88 EG5 C4 H35 SING N N 89 EG5 C4 H42 SING N N 90 EG5 C3 H38 SING N N 91 EG5 C3 H36 SING N N 92 EG5 C2 H37 SING N N 93 EG5 O2 H39 SING N N 94 # 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 EG5 InChI InChI 1.03 ;InChI=1S/C35H40ClN5O7/c1-20(42)37-26(19-22-5-2-3-6-25(22)36)30(43)39-17-4-15-35(39)16-13-24-9-11-27(41(24)34(35)48)31(44)38-18-14-21-7-8-23-10-12-28(33(46)47)40(23)32(45)29(21)38/h2-3,5-8,13,16,21,23-24,26-29H,4,9-12,14-15,17-19H2,1H3,(H,37,42)(H,46,47)/t21-,23-,24-,26-,27-,28+,29-,35+/m0/s1 ; EG5 InChIKey InChI 1.03 AYDUPBNKBXOHLZ-LMFSJQDSSA-N EG5 SMILES_CANONICAL CACTVS 3.385 "CC(=O)N[C@@H](Cc1ccccc1Cl)C(=O)N2CCC[C@]23C=C[C@@H]4CC[C@H](N4C3=O)C(=O)N5CC[C@@H]6C=C[C@H]7CC[C@@H](N7C(=O)[C@@H]56)C(O)=O" EG5 SMILES CACTVS 3.385 "CC(=O)N[CH](Cc1ccccc1Cl)C(=O)N2CCC[C]23C=C[CH]4CC[CH](N4C3=O)C(=O)N5CC[CH]6C=C[CH]7CC[CH](N7C(=O)[CH]56)C(O)=O" EG5 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC(=O)N[C@@H](Cc1ccccc1Cl)C(=O)N2CCC[C@]23C=C[C@@H]4CC[C@H](N4C3=O)C(=O)N5CC[C@H]6[C@H]5C(=O)N7[C@H](CC[C@@H]7C(=O)O)C=C6" EG5 SMILES "OpenEye OEToolkits" 2.0.6 "CC(=O)NC(Cc1ccccc1Cl)C(=O)N2CCCC23C=CC4CCC(N4C3=O)C(=O)N5CCC6C5C(=O)N7C(CCC7C(=O)O)C=C6" # 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 EG5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 ;(3~{S},7~{R},10~{R},13~{R})-4-[(3~{S},6~{R},8~{a}~{S})-1'-[(2~{S})-2-acetamido-3-(2-chlorophenyl)propanoyl]-5-oxidanylidene-spiro[1,2,3,8~{a}-tetrahydroindolizine-6,2'-pyrrolidine]-3-yl]carbonyl-2-oxidanylidene-1,4-diazatricyclo[8.3.0.0^{3,7}]tridec-8-ene-13-carboxylic acid ; # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site EG5 "Create component" 2018-03-16 EBI EG5 "Initial release" 2018-03-28 RCSB #