data_A1EQA
# 
_chem_comp.id                                    A1EQA 
_chem_comp.name                                  "(2~{R},3~{R})-2-[(3-hydroxyphenyl)methyl]-3-phenyl-cyclopropane-1,1-dicarboxylic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H16 O5" 
_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                        312.317 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1EQA 
_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        9U85 
_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 
A1EQA C1  C1  C 0 1 N N N N N N 32.794 -34.545 48.804 -1.382 1.183  -1.096 C1  A1EQA 1  
A1EQA C2  C2  C 0 1 N N N N N N 32.022 -34.674 47.516 -0.956 1.306  0.345  C2  A1EQA 2  
A1EQA C3  C3  C 0 1 N N N N N N 32.765 -35.310 46.375 -0.923 2.708  0.896  C3  A1EQA 3  
A1EQA C4  C4  C 0 1 N N R N N N 31.305 -33.348 47.254 0.097  0.320  0.856  C4  A1EQA 4  
A1EQA C5  C5  C 0 1 N N N N N N 30.671 -32.333 48.221 0.637  -0.714 -0.134 C5  A1EQA 5  
A1EQA C6  C6  C 0 1 Y N N N N N 29.358 -31.851 47.617 2.114  -0.491 -0.339 C6  A1EQA 6  
A1EQA C7  C7  C 0 1 Y N N N N N 28.890 -32.289 46.355 2.552  0.361  -1.336 C7  A1EQA 7  
A1EQA C8  C8  C 0 1 Y N N N N N 27.666 -31.844 45.841 3.906  0.567  -1.526 C8  A1EQA 8  
A1EQA C9  C9  C 0 1 Y N N N N N 26.885 -30.953 46.579 4.824  -0.077 -0.720 C9  A1EQA 9  
A1EQA C10 C10 C 0 1 Y N N N N N 27.332 -30.510 47.830 4.387  -0.931 0.282  C10 A1EQA 10 
A1EQA C11 C11 C 0 1 Y N N N N N 28.552 -30.959 48.342 3.027  -1.132 0.474  C11 A1EQA 11 
A1EQA C12 C12 C 0 1 N N R N N N 30.474 -34.678 47.295 -1.361 0.181  1.299  C12 A1EQA 12 
A1EQA C13 C13 C 0 1 Y N N N N N 29.797 -35.444 48.446 -2.155 -0.965 0.727  C13 A1EQA 13 
A1EQA C14 C14 C 0 1 Y N N N N N 29.402 -34.865 49.668 -1.673 -2.257 0.824  C14 A1EQA 14 
A1EQA C15 C15 C 0 1 Y N N N N N 28.815 -35.613 50.695 -2.401 -3.308 0.300  C15 A1EQA 15 
A1EQA C16 C16 C 0 1 Y N N N N N 28.593 -36.979 50.533 -3.612 -3.068 -0.322 C16 A1EQA 16 
A1EQA C17 C17 C 0 1 Y N N N N N 28.972 -37.585 49.336 -4.094 -1.776 -0.420 C17 A1EQA 17 
A1EQA C18 C18 C 0 1 Y N N N N N 29.566 -36.831 48.310 -3.369 -0.725 0.110  C18 A1EQA 18 
A1EQA O1  O1  O 0 1 N N N N N N 32.190 -34.476 49.904 -1.592 -0.029 -1.633 O1  A1EQA 19 
A1EQA O2  O2  O 0 1 N N N N N N 32.580 -36.665 46.125 -1.825 3.612  0.483  O2  A1EQA 20 
A1EQA O3  O3  O 0 1 N N N N N N 33.543 -34.645 45.641 -0.085 3.018  1.709  O3  A1EQA 21 
A1EQA O4  O4  O 0 1 N N N N N N 26.572 -29.622 48.585 5.288  -1.566 1.077  O4  A1EQA 22 
A1EQA O5  O5  O 0 1 N N N N N N 34.183 -34.478 48.791 -1.539 2.176  -1.766 O5  A1EQA 23 
A1EQA H1  H1  H 0 1 N N N N N N 31.449 -32.958 46.236 0.814  0.687  1.591  H1  A1EQA 24 
A1EQA H2  H2  H 0 1 N N N N N N 30.479 -32.814 49.192 0.472  -1.716 0.261  H2  A1EQA 25 
A1EQA H3  H3  H 0 1 N N N N N N 31.351 -31.480 48.362 0.119  -0.609 -1.088 H3  A1EQA 26 
A1EQA H4  H4  H 0 1 N N N N N N 29.488 -32.979 45.778 1.836  0.865  -1.968 H4  A1EQA 27 
A1EQA H5  H5  H 0 1 N N N N N N 27.327 -32.189 44.876 4.246  1.233  -2.306 H5  A1EQA 28 
A1EQA H6  H6  H 0 1 N N N N N N 25.940 -30.607 46.187 5.881  0.084  -0.869 H6  A1EQA 29 
A1EQA H8  H7  H 0 1 N N N N N N 28.880 -30.614 49.311 2.684  -1.793 1.256  H8  A1EQA 30 
A1EQA H9  H8  H 0 1 N N N N N N 30.180 -35.034 46.297 -1.603 0.454  2.326  H9  A1EQA 31 
A1EQA H10 H9  H 0 1 N N N N N N 29.558 -33.807 49.818 -0.727 -2.445 1.310  H10 A1EQA 32 
A1EQA H11 H10 H 0 1 N N N N N N 28.533 -35.129 51.618 -2.024 -4.318 0.375  H11 A1EQA 33 
A1EQA H12 H11 H 0 1 N N N N N N 28.135 -37.558 51.321 -4.181 -3.889 -0.733 H12 A1EQA 34 
A1EQA H13 H12 H 0 1 N N N N N N 28.808 -38.643 49.196 -5.040 -1.588 -0.906 H13 A1EQA 35 
A1EQA H14 H13 H 0 1 N N N N N N 29.853 -37.325 47.393 -3.747 0.283  0.038  H14 A1EQA 36 
A1EQA H15 H14 H 0 1 N N N N N N 32.822 -34.382 50.607 -1.865 -0.057 -2.560 H15 A1EQA 37 
A1EQA H16 H15 H 0 1 N N N N N N 33.106 -36.924 45.377 -1.764 4.499  0.865  H16 A1EQA 38 
A1EQA H7  H16 H 0 1 N N N N N N 27.023 -29.431 49.399 5.525  -1.073 1.874  H7  A1EQA 39 
# 
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 
A1EQA O3  C3  DOUB N N 1  
A1EQA C8  C7  DOUB Y N 2  
A1EQA C8  C9  SING Y N 3  
A1EQA O2  C3  SING N N 4  
A1EQA C7  C6  SING Y N 5  
A1EQA C3  C2  SING N N 6  
A1EQA C9  C10 DOUB Y N 7  
A1EQA C4  C12 SING N N 8  
A1EQA C4  C2  SING N N 9  
A1EQA C4  C5  SING N N 10 
A1EQA C12 C2  SING N N 11 
A1EQA C12 C13 SING N N 12 
A1EQA C2  C1  SING N N 13 
A1EQA C6  C5  SING N N 14 
A1EQA C6  C11 DOUB Y N 15 
A1EQA C10 C11 SING Y N 16 
A1EQA C10 O4  SING N N 17 
A1EQA C18 C13 DOUB Y N 18 
A1EQA C18 C17 SING Y N 19 
A1EQA C13 C14 SING Y N 20 
A1EQA O5  C1  DOUB N N 21 
A1EQA C1  O1  SING N N 22 
A1EQA C17 C16 DOUB Y N 23 
A1EQA C14 C15 DOUB Y N 24 
A1EQA C16 C15 SING Y N 25 
A1EQA C4  H1  SING N N 26 
A1EQA C5  H2  SING N N 27 
A1EQA C5  H3  SING N N 28 
A1EQA C7  H4  SING N N 29 
A1EQA C8  H5  SING N N 30 
A1EQA C9  H6  SING N N 31 
A1EQA C11 H8  SING N N 32 
A1EQA C12 H9  SING N N 33 
A1EQA C14 H10 SING N N 34 
A1EQA C15 H11 SING N N 35 
A1EQA C16 H12 SING N N 36 
A1EQA C17 H13 SING N N 37 
A1EQA C18 H14 SING N N 38 
A1EQA O1  H15 SING N N 39 
A1EQA O2  H16 SING N N 40 
A1EQA O4  H7  SING N N 41 
# 
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 
A1EQA InChI            InChI                1.06  "InChI=1S/C18H16O5/c19-13-8-4-5-11(9-13)10-14-15(12-6-2-1-3-7-12)18(14,16(20)21)17(22)23/h1-9,14-15,19H,10H2,(H,20,21)(H,22,23)/t14-,15+/m1/s1" 
A1EQA InChIKey         InChI                1.06  PIPIBDYBFSTNIZ-CABCVRRESA-N                                                                                                                     
A1EQA SMILES_CANONICAL CACTVS               3.385 "Oc1cccc(C[C@@H]2[C@H](c3ccccc3)C2(C(O)=O)C(O)=O)c1"                                                                                            
A1EQA SMILES           CACTVS               3.385 "Oc1cccc(C[CH]2[CH](c3ccccc3)C2(C(O)=O)C(O)=O)c1"                                                                                               
A1EQA SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)[C@H]2[C@H](C2(C(=O)O)C(=O)O)Cc3cccc(c3)O"                                                                                           
A1EQA SMILES           "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)C2C(C2(C(=O)O)C(=O)O)Cc3cccc(c3)O"                                                                                                   
# 
_pdbx_chem_comp_identifier.comp_id           A1EQA 
_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-[(3-hydroxyphenyl)methyl]-3-phenyl-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 
A1EQA "Create component" 2025-05-12 PDBC 
A1EQA "Initial release"  2026-06-10 RCSB 
# 
