data_A1EUP
# 
_chem_comp.id                                    A1EUP 
_chem_comp.name                                  "(1~{S},3~{R},4~{R},5~{R})-1-[[(1~{R},2~{S})-2-(4-chlorophenyl)cyclopropyl]methoxy]-3-[(~{Z})-3-imidazo[4,5-b]pyridin-1-yl-3-phenyl-prop-2-enoyl]oxy-4,5-bis(oxidanyl)cyclohexane-1-carboxylic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C32 H30 Cl N3 O7" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2025-08-01 
_chem_comp.pdbx_modified_date                    2025-11-14 
_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                        604.049 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ? 
_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        9W1R 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBC 
_chem_comp.pdbx_pcm                              ? 
# 
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.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
A1EUP C12  C1  C  0 1 N N R N N N 133.733 121.335 101.377 3.339  1.117  -2.127 C12  A1EUP 1  
A1EUP C13  C2  C  0 1 N N S N N N 135.103 121.111 100.741 3.967  -0.104 -2.802 C13  A1EUP 2  
A1EUP C14  C3  C  0 1 N N N N N N 134.819 120.599 102.157 2.472  0.177  -2.967 C14  A1EUP 3  
A1EUP C15  C4  C  0 1 N N N N N N 133.515 122.818 101.772 3.163  1.073  -0.608 C15  A1EUP 4  
A1EUP C16  C5  C  0 1 N N S N N N 132.912 124.180 103.675 2.588  2.440  1.275  C16  A1EUP 5  
A1EUP C17  C6  C  0 1 Y N N N N N 136.413 121.912 100.558 4.365  -1.258 -1.919 C17  A1EUP 6  
A1EUP C18  C7  C  0 1 N N N N N N 134.280 124.280 104.362 1.647  1.358  1.810  C18  A1EUP 7  
A1EUP C19  C8  C  0 1 N N N N N N 131.787 124.245 104.702 2.045  3.820  1.651  C19  A1EUP 8  
A1EUP C20  C9  C  0 1 N N R N N N 134.451 123.132 105.361 0.257  1.544  1.200  C20  A1EUP 9  
A1EUP C21  C10 C  0 1 N N R N N N 131.931 123.066 105.664 0.654  4.005  1.041  C21  A1EUP 10 
A1EUP C22  C11 C  0 1 N N R N N N 133.297 123.082 106.362 -0.286 2.924  1.576  C22  A1EUP 11 
A1EUP C23  C12 C  0 1 Y N N N N N 137.630 121.630 101.425 5.684  -1.670 -1.874 C23  A1EUP 12 
A1EUP C24  C13 C  0 1 Y N N N N N 136.489 123.016 99.513  3.413  -1.902 -1.151 C24  A1EUP 13 
A1EUP C25  C14 C  0 1 N N N N N N 132.747 125.352 102.700 3.957  2.258  1.876  C25  A1EUP 14 
A1EUP C26  C15 C  0 1 Y N N N N N 138.900 122.452 101.216 6.050  -2.729 -1.064 C26  A1EUP 15 
A1EUP C27  C16 C  0 1 Y N N N N N 137.768 123.829 99.301  3.778  -2.960 -0.341 C27  A1EUP 16 
A1EUP C28  C17 C  0 1 Y N N N N N 138.986 123.552 100.166 5.097  -3.376 -0.299 C28  A1EUP 17 
A1EUP C29  C18 C  0 1 N N N N N N 136.801 122.684 105.548 -1.623 0.135  0.887  C29  A1EUP 18 
A1EUP C30  C19 C  0 1 N N N N N N 138.110 122.746 106.376 -2.527 -0.859 1.318  C30  A1EUP 19 
A1EUP C31  C20 C  0 1 N N N N N N 139.246 122.045 106.185 -3.537 -1.261 0.498  C31  A1EUP 20 
A1EUP C32  C21 C  0 1 Y N N N N N 140.385 122.326 107.202 -4.483 -2.301 0.949  C32  A1EUP 21 
A1EUP C33  C22 C  0 1 Y N N N N N 140.247 121.105 104.080 -4.168 0.568  -1.040 C33  A1EUP 22 
A1EUP C34  C23 C  0 1 Y N N N N N 138.703 119.894 105.002 -3.356 -1.276 -1.950 C34  A1EUP 23 
A1EUP C35  C24 C  0 1 Y N N N N N 141.807 121.818 107.002 -4.527 -3.537 0.300  C35  A1EUP 24 
A1EUP C36  C25 C  0 1 Y N N N N N 140.070 123.141 108.450 -5.334 -2.055 2.029  C36  A1EUP 25 
A1EUP C37  C26 C  0 1 Y N N N N N 140.065 119.963 103.320 -4.122 0.702  -2.439 C37  A1EUP 26 
A1EUP C38  C27 C  0 1 Y N N N N N 141.297 122.136 103.653 -4.653 1.615  -0.269 C38  A1EUP 27 
A1EUP C39  C28 C  0 1 Y N N N N N 142.905 122.100 108.022 -5.413 -4.504 0.727  C39  A1EUP 28 
A1EUP C40  C29 C  0 1 Y N N N N N 141.167 123.432 109.474 -6.215 -3.031 2.444  C40  A1EUP 29 
A1EUP C41  C30 C  0 1 Y N N N N N 142.587 122.916 109.267 -6.257 -4.252 1.794  C41  A1EUP 30 
A1EUP C42  C31 C  0 1 Y N N N N N 142.099 121.912 102.449 -5.071 2.766  -0.916 C42  A1EUP 31 
A1EUP C43  C32 C  0 1 Y N N N N N 141.891 120.692 101.644 -4.994 2.836  -2.299 C43  A1EUP 32 
A1EUP N09  N1  N  0 1 Y N N N N N 139.405 121.053 105.107 -3.677 -0.694 -0.758 N09  A1EUP 33 
A1EUP N10  N2  N  0 1 Y N N N N N 139.120 119.238 103.888 -3.617 -0.459 -2.928 N10  A1EUP 34 
A1EUP N11  N3  N  0 1 Y N N N N N 140.889 119.718 102.062 -4.538 1.829  -3.012 N11  A1EUP 35 
A1EUP O02  O1  O  0 1 N N N N N N 132.816 122.916 103.017 2.674  2.334  -0.148 O02  A1EUP 36 
A1EUP O03  O2  O  0 1 N N N N N N 135.647 123.313 106.093 -0.621 0.533  1.700  O03  A1EUP 37 
A1EUP O04  O3  O  0 1 N N N N N N 131.849 121.887 104.909 0.741  3.899  -0.382 O04  A1EUP 38 
A1EUP O05  O4  O  0 1 N N N N N N 133.431 121.903 107.108 -1.585 3.096  1.006  O05  A1EUP 39 
A1EUP O06  O5  O  0 1 N N N N N N 133.743 126.056 102.372 5.040  2.720  1.232  O06  A1EUP 40 
A1EUP O07  O6  O  0 1 N N N N N N 131.604 125.614 102.231 4.081  1.696  2.938  O07  A1EUP 41 
A1EUP O08  O7  O  0 1 N N N N N N 136.742 122.147 104.496 -1.746 0.633  -0.216 O08  A1EUP 42 
A1EUP CL01 CL1 CL 0 0 N N N N N N 140.493 124.485 99.951  5.556  -4.706 0.718  CL01 A1EUP 43 
A1EUP H1   H1  H  0 1 N N N N N N 132.873 120.764 100.998 3.568  2.098  -2.545 H1   A1EUP 44 
A1EUP H2   H2  H  0 1 N N N N N N 135.061 120.283 100.018 4.610  0.073  -3.664 H2   A1EUP 45 
A1EUP H3   H3  H  0 1 N N N N N N 134.726 119.519 102.343 1.776  -0.474 -2.437 H3   A1EUP 46 
A1EUP H4   H4  H  0 1 N N N N N N 135.297 121.081 103.023 2.131  0.538  -3.937 H4   A1EUP 47 
A1EUP H5   H5  H  0 1 N N N N N N 134.493 123.313 101.868 2.451  0.290  -0.348 H5   A1EUP 48 
A1EUP H6   H6  H  0 1 N N N N N N 132.927 123.317 100.988 4.123  0.862  -0.137 H6   A1EUP 49 
A1EUP H7   H7  H  0 1 N N N N N N 135.074 124.223 103.603 2.034  0.375  1.542  H7   A1EUP 50 
A1EUP H8   H8  H  0 1 N N N N N N 134.351 125.240 104.895 1.582  1.439  2.895  H8   A1EUP 51 
A1EUP H9   H9  H  0 1 N N N N N N 131.852 125.189 105.262 1.979  3.901  2.736  H9   A1EUP 52 
A1EUP H10  H10 H  0 1 N N N N N N 130.815 124.188 104.190 2.715  4.590  1.270  H10  A1EUP 53 
A1EUP H11  H11 H  0 1 N N N N N N 134.481 122.182 104.807 0.323  1.463  0.115  H11  A1EUP 54 
A1EUP H12  H12 H  0 1 N N N N N N 131.134 123.111 106.421 0.268  4.988  1.309  H12  A1EUP 55 
A1EUP H13  H13 H  0 1 N N N N N N 133.352 123.965 107.016 -0.352 3.004  2.661  H13  A1EUP 56 
A1EUP H14  H14 H  0 1 N N N N N N 137.597 120.858 102.179 6.429  -1.165 -2.471 H14  A1EUP 57 
A1EUP H15  H15 H  0 1 N N N N N N 135.621 123.230 98.908  2.384  -1.577 -1.184 H15  A1EUP 58 
A1EUP H16  H16 H  0 1 N N N N N N 139.763 122.247 101.831 7.081  -3.050 -1.029 H16  A1EUP 59 
A1EUP H17  H17 H  0 1 N N N N N N 137.805 124.595 98.541  3.034  -3.462 0.260  H17  A1EUP 60 
A1EUP H18  H18 H  0 1 N N N N N N 138.112 123.435 107.208 -2.418 -1.301 2.297  H18  A1EUP 61 
A1EUP H19  H19 H  0 1 N N N N N N 137.942 119.552 105.688 -2.945 -2.268 -2.064 H19  A1EUP 62 
A1EUP H20  H20 H  0 1 N N N N N N 142.043 121.245 106.118 -3.869 -3.735 -0.533 H20  A1EUP 63 
A1EUP H21  H21 H  0 1 N N N N N N 139.069 123.514 108.612 -5.302 -1.103 2.537  H21  A1EUP 64 
A1EUP H22  H22 H  0 1 N N N N N N 141.446 123.029 104.241 -4.702 1.535  0.807  H22  A1EUP 65 
A1EUP H23  H23 H  0 1 N N N N N N 143.904 121.722 107.862 -5.449 -5.460 0.226  H23  A1EUP 66 
A1EUP H24  H24 H  0 1 N N N N N N 140.933 124.011 110.356 -6.874 -2.842 3.279  H24  A1EUP 67 
A1EUP H25  H25 H  0 1 N N N N N N 143.357 123.127 109.994 -6.949 -5.013 2.123  H25  A1EUP 68 
A1EUP H26  H26 H  0 1 N N N N N N 142.841 122.638 102.150 -5.454 3.601  -0.349 H26  A1EUP 69 
A1EUP H27  H27 H  0 1 N N N N N N 142.476 120.522 100.752 -5.322 3.734  -2.801 H27  A1EUP 70 
A1EUP H28  H28 H  0 1 N N N N N N 131.936 121.136 105.484 -0.106 4.007  -0.836 H28  A1EUP 71 
A1EUP H29  H29 H  0 1 N N N N N N 132.724 121.846 107.740 -1.991 3.951  1.204  H29  A1EUP 72 
A1EUP H30  H30 H  0 1 N N N N N N 133.466 126.737 101.770 5.898  2.579  1.657  H30  A1EUP 73 
# 
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 
A1EUP C27  C24 DOUB Y N 1  
A1EUP C27  C28 SING Y N 2  
A1EUP C24  C17 SING Y N 3  
A1EUP CL01 C28 SING N N 4  
A1EUP C28  C26 DOUB Y N 5  
A1EUP C17  C13 SING N N 6  
A1EUP C17  C23 DOUB Y N 7  
A1EUP C13  C12 SING N N 8  
A1EUP C13  C14 SING N N 9  
A1EUP C26  C23 SING Y N 10 
A1EUP C12  C15 SING N N 11 
A1EUP C12  C14 SING N N 12 
A1EUP C43  N11 DOUB Y N 13 
A1EUP C43  C42 SING Y N 14 
A1EUP C15  O02 SING N N 15 
A1EUP N11  C37 SING Y N 16 
A1EUP O07  C25 DOUB N N 17 
A1EUP O06  C25 SING N N 18 
A1EUP C42  C38 DOUB Y N 19 
A1EUP C25  C16 SING N N 20 
A1EUP O02  C16 SING N N 21 
A1EUP C37  N10 SING Y N 22 
A1EUP C37  C33 DOUB Y N 23 
A1EUP C38  C33 SING Y N 24 
A1EUP C16  C18 SING N N 25 
A1EUP C16  C19 SING N N 26 
A1EUP N10  C34 DOUB Y N 27 
A1EUP C33  N09 SING Y N 28 
A1EUP C18  C20 SING N N 29 
A1EUP O08  C29 DOUB N N 30 
A1EUP C19  C21 SING N N 31 
A1EUP O04  C21 SING N N 32 
A1EUP C34  N09 SING Y N 33 
A1EUP N09  C31 SING N N 34 
A1EUP C20  O03 SING N N 35 
A1EUP C20  C22 SING N N 36 
A1EUP C29  O03 SING N N 37 
A1EUP C29  C30 SING N N 38 
A1EUP C21  C22 SING N N 39 
A1EUP C31  C30 DOUB N Z 40 
A1EUP C31  C32 SING N N 41 
A1EUP C22  O05 SING N N 42 
A1EUP C35  C32 DOUB Y N 43 
A1EUP C35  C39 SING Y N 44 
A1EUP C32  C36 SING Y N 45 
A1EUP C39  C41 DOUB Y N 46 
A1EUP C36  C40 DOUB Y N 47 
A1EUP C41  C40 SING Y N 48 
A1EUP C12  H1  SING N N 49 
A1EUP C13  H2  SING N N 50 
A1EUP C14  H3  SING N N 51 
A1EUP C14  H4  SING N N 52 
A1EUP C15  H5  SING N N 53 
A1EUP C15  H6  SING N N 54 
A1EUP C18  H7  SING N N 55 
A1EUP C18  H8  SING N N 56 
A1EUP C19  H9  SING N N 57 
A1EUP C19  H10 SING N N 58 
A1EUP C20  H11 SING N N 59 
A1EUP C21  H12 SING N N 60 
A1EUP C22  H13 SING N N 61 
A1EUP C23  H14 SING N N 62 
A1EUP C24  H15 SING N N 63 
A1EUP C26  H16 SING N N 64 
A1EUP C27  H17 SING N N 65 
A1EUP C30  H18 SING N N 66 
A1EUP C34  H19 SING N N 67 
A1EUP C35  H20 SING N N 68 
A1EUP C36  H21 SING N N 69 
A1EUP C38  H22 SING N N 70 
A1EUP C39  H23 SING N N 71 
A1EUP C40  H24 SING N N 72 
A1EUP C41  H25 SING N N 73 
A1EUP C42  H26 SING N N 74 
A1EUP C43  H27 SING N N 75 
A1EUP O04  H28 SING N N 76 
A1EUP O05  H29 SING N N 77 
A1EUP O06  H30 SING N N 78 
# 
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 
A1EUP InChI            InChI                1.06  "InChI=1S/C32H30ClN3O7/c33-22-10-8-19(9-11-22)23-13-21(23)17-42-32(31(40)41)15-26(37)29(39)27(16-32)43-28(38)14-25(20-5-2-1-3-6-20)36-18-35-30-24(36)7-4-12-34-30/h1-12,14,18,21,23,26-27,29,37,39H,13,15-17H2,(H,40,41)/b25-14-/t21-,23+,26+,27+,29+,32-/m0/s1" 
A1EUP InChIKey         InChI                1.06  MYXPHMOLFCUDIL-MLFVSVOESA-N                                                                                                                                                                                                                                      
A1EUP SMILES_CANONICAL CACTVS               3.385 "O[C@@H]1C[C@@](C[C@@H](OC(=O)/C=C(n2cnc3ncccc23)/c4ccccc4)[C@@H]1O)(OC[C@@H]5C[C@@H]5c6ccc(Cl)cc6)C(O)=O"                                                                                                                                                       
A1EUP SMILES           CACTVS               3.385 "O[CH]1C[C](C[CH](OC(=O)C=C(n2cnc3ncccc23)c4ccccc4)[CH]1O)(OC[CH]5C[CH]5c6ccc(Cl)cc6)C(O)=O"                                                                                                                                                                     
A1EUP SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)/C(=C/C(=O)O[C@@H]2C[C@@](C[C@H]([C@H]2O)O)(C(=O)O)OC[C@@H]3C[C@@H]3c4ccc(cc4)Cl)/n5cnc6c5cccn6"                                                                                                                                                      
A1EUP SMILES           "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)C(=CC(=O)OC2CC(CC(C2O)O)(C(=O)O)OCC3CC3c4ccc(cc4)Cl)n5cnc6c5cccn6"                                                                                                                                                                                    
# 
_pdbx_chem_comp_identifier.comp_id           A1EUP 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.7 
_pdbx_chem_comp_identifier.identifier        "(1~{S},3~{R},4~{R},5~{R})-1-[[(1~{R},2~{S})-2-(4-chlorophenyl)cyclopropyl]methoxy]-3-[(~{Z})-3-imidazo[4,5-b]pyridin-1-yl-3-phenyl-prop-2-enoyl]oxy-4,5-bis(oxidanyl)cyclohexane-1-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 
A1EUP "Create component" 2025-08-01 PDBC 
A1EUP "Initial release"  2025-11-19 RCSB 
# 
