data_A1EP9
# 
_chem_comp.id                                    A1EP9 
_chem_comp.name                                  "(2~{R},3~{R})-2-phenyl-3-(phenylmethyl)cyclopropane-1,1-dicarboxylic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H16 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2025-05-12 
_chem_comp.pdbx_modified_date                    2026-06-05 
_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                        296.317 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1EP9 
_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        9U7C 
_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 
A1EP9 C10  C1  C 0 1 Y N N N N N 117.370 -59.662 182.068 -3.112 1.575  0.850  C10  A1EP9 1  
A1EP9 C13  C2  C 0 1 Y N N N N N 119.949 -59.144 181.195 -4.269 0.173  -1.232 C13  A1EP9 2  
A1EP9 C15  C3  C 0 1 N N R N N N 116.133 -63.399 180.327 1.140  -0.312 1.280  C15  A1EP9 3  
A1EP9 C17  C4  C 0 1 Y N N N N N 118.666 -63.694 180.124 1.718  2.089  0.872  C17  A1EP9 4  
A1EP9 C20  C5  C 0 1 Y N N N N N 118.347 -65.676 178.189 4.021  1.376  -0.482 C20  A1EP9 5  
A1EP9 C21  C6  C 0 1 Y N N N N N 117.227 -65.061 178.748 3.193  0.398  0.037  C21  A1EP9 6  
A1EP9 C02  C7  C 0 1 N N N N N N 114.947 -62.185 178.340 0.837  -1.132 -1.165 C02  A1EP9 7  
A1EP9 C03  C8  C 0 1 N N N N N N 114.936 -62.562 179.837 0.509  -1.300 0.296  C03  A1EP9 8  
A1EP9 C04  C9  C 0 1 N N N N N N 113.579 -62.739 180.543 0.321  -2.721 0.761  C04  A1EP9 9  
A1EP9 C07  C10 C 0 1 N N R N N N 116.032 -61.915 180.701 -0.353 -0.221 0.955  C07  A1EP9 10 
A1EP9 C08  C11 C 0 1 N N N N N N 116.800 -60.847 179.883 -0.815 0.946  0.080  C08  A1EP9 11 
A1EP9 C09  C12 C 0 1 Y N N N N N 117.776 -60.087 180.804 -2.315 0.906  -0.060 C09  A1EP9 12 
A1EP9 C11  C13 C 0 1 Y N N N N N 118.262 -58.988 182.897 -4.488 1.538  0.723  C11  A1EP9 13 
A1EP9 C12  C14 C 0 1 Y N N N N N 119.556 -58.730 182.461 -5.067 0.837  -0.319 C12  A1EP9 14 
A1EP9 C14  C15 C 0 1 Y N N N N N 119.075 -59.830 180.366 -2.894 0.200  -1.098 C14  A1EP9 15 
A1EP9 C16  C16 C 0 1 Y N N N N N 117.386 -64.068 179.710 2.042  0.754  0.714  C16  A1EP9 16 
A1EP9 C18  C17 C 0 1 Y N N N N N 119.785 -64.310 179.564 2.543  3.067  0.349  C18  A1EP9 17 
A1EP9 C19  C18 C 0 1 Y N N N N N 119.628 -65.301 178.597 3.694  2.711  -0.329 C19  A1EP9 18 
A1EP9 O01  O1  O 0 1 N N N N N N 115.405 -63.000 177.490 -0.029 -0.817 -1.947 O01  A1EP9 19 
A1EP9 O05  O2  O 0 1 N N N N N N 112.515 -62.592 179.872 -0.488 -2.973 1.622  O05  A1EP9 20 
A1EP9 O06  O3  O 0 1 N N N N N N 113.530 -63.014 181.776 1.053  -3.707 0.218  O06  A1EP9 21 
A1EP9 O22  O4  O 0 1 N N N N N N 114.491 -61.059 177.982 2.092  -1.332 -1.599 O22  A1EP9 22 
A1EP9 H101 H1  H 0 0 N N N N N N 116.362 -59.856 182.404 -2.659 2.123  1.664  H101 A1EP9 23 
A1EP9 H131 H2  H 0 0 N N N N N N 120.950 -58.928 180.851 -4.722 -0.375 -2.046 H131 A1EP9 24 
A1EP9 H151 H3  H 0 0 N N N N N N 115.808 -64.000 181.189 1.418  -0.690 2.263  H151 A1EP9 25 
A1EP9 H171 H4  H 0 0 N N N N N N 118.789 -62.929 180.876 0.818  2.367  1.401  H171 A1EP9 26 
A1EP9 H201 H5  H 0 0 N N N N N N 118.223 -66.443 177.439 4.920  1.098  -1.011 H201 A1EP9 27 
A1EP9 H211 H6  H 0 0 N N N N N N 116.236 -65.355 178.434 3.449  -0.645 -0.082 H211 A1EP9 28 
A1EP9 H071 H7  H 0 0 N N N N N N 115.779 -61.668 181.742 -1.056 -0.539 1.724  H071 A1EP9 29 
A1EP9 H081 H8  H 0 0 N N N N N N 117.366 -61.340 179.079 -0.518 1.887  0.543  H081 A1EP9 30 
A1EP9 H082 H9  H 0 0 N N N N N N 116.083 -60.137 179.445 -0.356 0.866  -0.906 H082 A1EP9 31 
A1EP9 H111 H10 H 0 0 N N N N N N 117.949 -58.666 183.879 -5.110 2.057  1.436  H111 A1EP9 32 
A1EP9 H121 H11 H 0 0 N N N N N N 120.252 -58.211 183.103 -6.141 0.816  -0.424 H121 A1EP9 33 
A1EP9 H141 H12 H 0 0 N N N N N N 119.397 -60.162 179.390 -2.271 -0.323 -1.809 H141 A1EP9 34 
A1EP9 H181 H13 H 0 0 N N N N N N 120.775 -64.018 179.881 2.287  4.109  0.468  H181 A1EP9 35 
A1EP9 H191 H14 H 0 0 N N N N N N 120.495 -65.778 178.164 4.340  3.475  -0.734 H191 A1EP9 36 
A1EP9 H1   H15 H 0 1 N N N N N N 112.623 -63.078 182.051 0.897  -4.602 0.548  H1   A1EP9 37 
A1EP9 H2   H16 H 0 1 N N N N N N 114.562 -60.973 177.039 2.254  -1.212 -2.544 H2   A1EP9 38 
# 
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 
A1EP9 O01 C02  DOUB N N 1  
A1EP9 O22 C02  SING N N 2  
A1EP9 C20 C19  DOUB Y N 3  
A1EP9 C20 C21  SING Y N 4  
A1EP9 C02 C03  SING N N 5  
A1EP9 C19 C18  SING Y N 6  
A1EP9 C21 C16  DOUB Y N 7  
A1EP9 C18 C17  DOUB Y N 8  
A1EP9 C16 C17  SING Y N 9  
A1EP9 C16 C15  SING N N 10 
A1EP9 C03 C15  SING N N 11 
A1EP9 C03 C04  SING N N 12 
A1EP9 C03 C07  SING N N 13 
A1EP9 O05 C04  DOUB N N 14 
A1EP9 C08 C07  SING N N 15 
A1EP9 C08 C09  SING N N 16 
A1EP9 C15 C07  SING N N 17 
A1EP9 C14 C09  DOUB Y N 18 
A1EP9 C14 C13  SING Y N 19 
A1EP9 C04 O06  SING N N 20 
A1EP9 C09 C10  SING Y N 21 
A1EP9 C13 C12  DOUB Y N 22 
A1EP9 C10 C11  DOUB Y N 23 
A1EP9 C12 C11  SING Y N 24 
A1EP9 C10 H101 SING N N 25 
A1EP9 C13 H131 SING N N 26 
A1EP9 C15 H151 SING N N 27 
A1EP9 C17 H171 SING N N 28 
A1EP9 C20 H201 SING N N 29 
A1EP9 C21 H211 SING N N 30 
A1EP9 C07 H071 SING N N 31 
A1EP9 C08 H081 SING N N 32 
A1EP9 C08 H082 SING N N 33 
A1EP9 C11 H111 SING N N 34 
A1EP9 C12 H121 SING N N 35 
A1EP9 C14 H141 SING N N 36 
A1EP9 C18 H181 SING N N 37 
A1EP9 C19 H191 SING N N 38 
A1EP9 O06 H1   SING N N 39 
A1EP9 O22 H2   SING N N 40 
# 
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 
A1EP9 InChI            InChI                1.06  "InChI=1S/C18H16O4/c19-16(20)18(17(21)22)14(11-12-7-3-1-4-8-12)15(18)13-9-5-2-6-10-13/h1-10,14-15H,11H2,(H,19,20)(H,21,22)/t14-,15+/m1/s1" 
A1EP9 InChIKey         InChI                1.06  FEPODUVKSSAVKJ-CABCVRRESA-N                                                                                                                
A1EP9 SMILES_CANONICAL CACTVS               3.385 "OC(=O)C1([C@H](Cc2ccccc2)[C@@H]1c3ccccc3)C(O)=O"                                                                                          
A1EP9 SMILES           CACTVS               3.385 "OC(=O)C1([CH](Cc2ccccc2)[CH]1c3ccccc3)C(O)=O"                                                                                             
A1EP9 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)C[C@@H]2[C@@H](C2(C(=O)O)C(=O)O)c3ccccc3"                                                                                       
A1EP9 SMILES           "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)CC2C(C2(C(=O)O)C(=O)O)c3ccccc3"                                                                                                 
# 
_pdbx_chem_comp_identifier.comp_id           A1EP9 
_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        "(2~{R},3~{R})-2-phenyl-3-(phenylmethyl)cyclopropane-1,1-dicarboxylic 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 
A1EP9 "Create component" 2025-05-12 PDBC 
A1EP9 "Initial release"  2026-06-10 RCSB 
# 
