data_WRK
# 
_chem_comp.id                                    WRK 
_chem_comp.name                                  "[2,18-bis(2-carboxyethyl)-7,12-diethenyl-3,8,13,17-tetramethyl-21-(2-oxo-3-phenylpropyl)porphyrin-21-iumato(2-)-kappa~3~N~22~,N~23~,N~24~]iron(2+)" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C43 H41 Fe N4 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     2022-10-27 
_chem_comp.pdbx_modified_date                    2023-12-01 
_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                        749.654 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     WRK 
_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   Y 
_chem_comp.pdbx_model_coordinates_db_code        8ESS 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
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_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_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 
WRK CHA C1  C  0 1 N N N N N N 37.923 2.186  11.160 ? ? ? CHA WRK 1  
WRK CHB C2  C  0 1 N N N N N N 37.069 5.284  7.577  ? ? ? CHB WRK 2  
WRK CHC C3  C  0 1 N N N N N N 32.733 6.324  9.368  ? ? ? CHC WRK 3  
WRK CHD C4  C  0 1 N N N N N N 33.612 3.282  13.075 ? ? ? CHD WRK 4  
WRK C1A C5  C  0 1 N N N N N N 38.149 3.020  10.062 ? ? ? C1A WRK 5  
WRK C2A C6  C  0 1 N N N N N N 39.320 3.020  9.217  ? ? ? C2A WRK 6  
WRK C3A C7  C  0 1 N N N N N N 39.079 3.919  8.175  ? ? ? C3A WRK 7  
WRK C4A C8  C  0 1 N N N N N N 37.777 4.439  8.374  ? ? ? C4A WRK 8  
WRK CMA C9  C  0 1 N N N N N N 40.019 4.279  7.063  ? ? ? CMA WRK 9  
WRK CAA C10 C  0 1 N N N N N N 40.545 2.168  9.424  ? ? ? CAA WRK 10 
WRK CBA C11 C  0 1 N N N N N N 40.620 0.992  8.433  ? ? ? CBA WRK 11 
WRK CGA C12 C  0 1 N N N N N N 39.405 0.102  8.450  ? ? ? CGA WRK 12 
WRK O1A O1  O  0 1 N N N N N N 39.215 -0.497 9.584  ? ? ? O1A WRK 13 
WRK O2A O2  O  0 1 N N N N N N 38.665 -0.040 7.492  ? ? ? O2A WRK 14 
WRK C1B C13 C  0 1 N N N N N N 35.809 5.825  7.676  ? ? ? C1B WRK 15 
WRK C2B C14 C  0 1 N N N N N N 35.213 6.800  6.774  ? ? ? C2B WRK 16 
WRK C3B C15 C  0 1 N N N N N N 33.996 7.090  7.323  ? ? ? C3B WRK 17 
WRK C4B C16 C  0 1 N N N N N N 33.862 6.306  8.517  ? ? ? C4B WRK 18 
WRK CMB C17 C  0 1 N N N N N N 35.832 7.302  5.501  ? ? ? CMB WRK 19 
WRK CAB C18 C  0 1 N N N N N N 32.974 8.010  6.828  ? ? ? CAB WRK 20 
WRK CBB C19 C  0 1 N N N N N N 33.194 9.186  6.259  ? ? ? CBB WRK 21 
WRK C1C C20 C  0 1 Y N N N N N 32.609 5.630  10.566 ? ? ? C1C WRK 22 
WRK C2C C21 C  0 1 Y N N N N N 31.488 5.770  11.482 ? ? ? C2C WRK 23 
WRK C3C C22 C  0 1 Y N N N N N 31.767 4.904  12.528 ? ? ? C3C WRK 24 
WRK C4C C23 C  0 1 Y N N N N N 33.006 4.258  12.235 ? ? ? C4C WRK 25 
WRK CMC C24 C  0 1 N N N N N N 30.311 6.677  11.278 ? ? ? CMC WRK 26 
WRK CAC C25 C  0 1 N N N N N N 31.006 4.646  13.761 ? ? ? CAC WRK 27 
WRK CBC C26 C  0 1 N N N N N N 29.890 5.198  14.175 ? ? ? CBC WRK 28 
WRK C1D C27 C  0 1 N N N N N N 34.792 2.693  12.876 ? ? ? C1D WRK 29 
WRK C2D C28 C  0 1 N N N N N N 35.217 1.348  13.333 ? ? ? C2D WRK 30 
WRK C3D C29 C  0 1 N N N N N N 36.448 1.062  12.773 ? ? ? C3D WRK 31 
WRK C4D C30 C  0 1 N N N N N N 36.880 2.201  11.991 ? ? ? C4D WRK 32 
WRK CMD C31 C  0 1 N N N N N N 34.378 0.422  14.162 ? ? ? CMD WRK 33 
WRK CAD C32 C  0 1 N N N N N N 37.190 -0.243 12.883 ? ? ? CAD WRK 34 
WRK CBD C33 C  0 1 N N N N N N 36.807 -1.252 11.806 ? ? ? CBD WRK 35 
WRK CGD C34 C  0 1 N N N N N N 35.664 -2.140 12.202 ? ? ? CGD WRK 36 
WRK O1D O3  O  0 1 N N N N N N 35.802 -3.129 12.890 ? ? ? O1D WRK 37 
WRK O2D O4  O  0 1 N N N N N N 34.507 -1.742 11.747 ? ? ? O2D WRK 38 
WRK NA  N1  N  0 1 N N R N N N 37.226 3.895  9.545  ? ? ? NA  WRK 39 
WRK NB  N2  N  0 1 N N N N N N 34.957 5.553  8.725  ? ? ? NB  WRK 40 
WRK NC  N3  N  0 1 Y N N N N N 33.516 4.707  11.057 ? ? ? NC  WRK 41 
WRK ND  N4  N  0 1 N N N N N N 35.910 3.147  12.210 ? ? ? ND  WRK 42 
WRK FE  FE1 FE 2 0 N N N N N N 35.148 3.979  9.998  ? ? ? FE  WRK 43 
WRK O1  O5  O  0 1 N N N N N N 37.267 3.806  14.517 ? ? ? O1  WRK 44 
WRK C40 C35 C  0 1 N N N N N N 36.330 4.522  12.418 ? ? ? C40 WRK 45 
WRK C41 C36 C  0 1 N N N N N N 36.972 4.730  13.792 ? ? ? C41 WRK 46 
WRK C43 C37 C  0 1 N N N N N N 37.202 6.164  14.219 ? ? ? C43 WRK 47 
WRK C44 C38 C  0 1 Y N N N N N 35.931 6.948  14.001 ? ? ? C44 WRK 48 
WRK C45 C39 C  0 1 Y N N N N N 35.790 7.775  12.896 ? ? ? C45 WRK 49 
WRK C46 C40 C  0 1 Y N N N N N 34.584 8.394  12.628 ? ? ? C46 WRK 50 
WRK C47 C41 C  0 1 Y N N N N N 33.507 8.209  13.465 ? ? ? C47 WRK 51 
WRK C48 C42 C  0 1 Y N N N N N 33.637 7.414  14.575 ? ? ? C48 WRK 52 
WRK C49 C43 C  0 1 Y N N N N N 34.842 6.787  14.846 ? ? ? C49 WRK 53 
WRK H1  H1  H  0 1 N N N N N N 38.681 1.443  11.359 ? ? ? H1  WRK 54 
WRK H2  H2  H  0 1 N N N N N N 37.603 5.591  6.690  ? ? ? H2  WRK 55 
WRK H3  H3  H  0 1 N N N N N N 31.894 6.930  9.060  ? ? ? H3  WRK 56 
WRK H4  H4  H  0 1 N N N N N N 33.064 2.990  13.959 ? ? ? H4  WRK 57 
WRK H5  H5  H  0 1 N N N N N N 40.955 3.712  7.175  ? ? ? H5  WRK 58 
WRK H6  H6  H  0 1 N N N N N N 39.555 4.033  6.097  ? ? ? H6  WRK 59 
WRK H7  H7  H  0 1 N N N N N N 40.237 5.357  7.102  ? ? ? H7  WRK 60 
WRK H8  H8  H  0 1 N N N N N N 40.526 1.766  10.448 ? ? ? H8  WRK 61 
WRK H9  H9  H  0 1 N N N N N N 41.438 2.797  9.293  ? ? ? H9  WRK 62 
WRK H10 H10 H  0 1 N N N N N N 41.500 0.382  8.685  ? ? ? H10 WRK 63 
WRK H11 H11 H  0 1 N N N N N N 40.736 1.401  7.418  ? ? ? H11 WRK 64 
WRK H12 H12 H  0 1 N N N N N N 38.435 -1.037 9.531  ? ? ? H12 WRK 65 
WRK H13 H13 H  0 1 N N N N N N 36.828 6.853  5.375  ? ? ? H13 WRK 66 
WRK H14 H14 H  0 1 N N N N N N 35.194 7.024  4.649  ? ? ? H14 WRK 67 
WRK H15 H15 H  0 1 N N N N N N 35.926 8.397  5.546  ? ? ? H15 WRK 68 
WRK H16 H16 H  0 1 N N N N N N 31.944 7.703  6.936  ? ? ? H16 WRK 69 
WRK H17 H17 H  0 1 N N N N N N 32.362 9.790  5.928  ? ? ? H17 WRK 70 
WRK H18 H18 H  0 1 N N N N N N 34.205 9.541  6.127  ? ? ? H18 WRK 71 
WRK H19 H19 H  0 1 N N N N N N 29.523 6.138  10.732 ? ? ? H19 WRK 72 
WRK H20 H20 H  0 1 N N N N N N 29.924 7.001  12.255 ? ? ? H20 WRK 73 
WRK H21 H21 H  0 1 N N N N N N 30.623 7.557  10.697 ? ? ? H21 WRK 74 
WRK H22 H22 H  0 1 N N N N N N 31.425 3.897  14.417 ? ? ? H22 WRK 75 
WRK H23 H23 H  0 1 N N N N N N 29.454 4.894  15.115 ? ? ? H23 WRK 76 
WRK H24 H24 H  0 1 N N N N N N 29.408 5.956  13.576 ? ? ? H24 WRK 77 
WRK H25 H25 H  0 1 N N N N N N 33.453 0.935  14.464 ? ? ? H25 WRK 78 
WRK H26 H26 H  0 1 N N N N N N 34.126 -0.471 13.572 ? ? ? H26 WRK 79 
WRK H27 H27 H  0 1 N N N N N N 34.940 0.122  15.059 ? ? ? H27 WRK 80 
WRK H28 H28 H  0 1 N N N N N N 36.974 -0.685 13.867 ? ? ? H28 WRK 81 
WRK H29 H29 H  0 1 N N N N N N 38.268 -0.039 12.802 ? ? ? H29 WRK 82 
WRK H30 H30 H  0 1 N N N N N N 37.682 -1.884 11.593 ? ? ? H30 WRK 83 
WRK H31 H31 H  0 1 N N N N N N 36.522 -0.701 10.897 ? ? ? H31 WRK 84 
WRK H32 H32 H  0 1 N N N N N N 34.956 -3.539 13.029 ? ? ? H32 WRK 85 
WRK H33 H33 H  0 1 N N N N N N 37.061 4.790  11.641 ? ? ? H33 WRK 86 
WRK H34 H34 H  0 1 N N N N N N 35.450 5.177  12.335 ? ? ? H34 WRK 87 
WRK H35 H35 H  0 1 N N N N N N 37.476 6.193  15.284 ? ? ? H35 WRK 88 
WRK H36 H36 H  0 1 N N N N N N 38.014 6.602  13.620 ? ? ? H36 WRK 89 
WRK H37 H37 H  0 1 N N N N N N 36.631 7.937  12.239 ? ? ? H37 WRK 90 
WRK H38 H38 H  0 1 N N N N N N 34.486 9.026  11.758 ? ? ? H38 WRK 91 
WRK H39 H39 H  0 1 N N N N N N 32.563 8.688  13.249 ? ? ? H39 WRK 92 
WRK H40 H40 H  0 1 N N N N N N 32.797 7.276  15.240 ? ? ? H40 WRK 93 
WRK H41 H41 H  0 1 N N N N N N 34.935 6.166  15.725 ? ? ? H41 WRK 94 
# 
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 
WRK CMB C2B SING N N 1   
WRK CBB CAB DOUB N N 2   
WRK C2B C3B DOUB N N 3   
WRK C2B C1B SING N N 4   
WRK CAB C3B SING N N 5   
WRK CMA C3A SING N N 6   
WRK C3B C4B SING N N 7   
WRK O2A CGA DOUB N N 8   
WRK CHB C1B SING N N 9   
WRK CHB C4A DOUB N N 10  
WRK C1B NB  DOUB N N 11  
WRK C3A C4A SING N N 12  
WRK C3A C2A DOUB N N 13  
WRK C4A NA  SING N N 14  
WRK CBA CGA SING N N 15  
WRK CBA CAA SING N N 16  
WRK CGA O1A SING N N 17  
WRK C4B NB  SING N N 18  
WRK C4B CHC DOUB N N 19  
WRK NB  FE  SING N N 20  
WRK C2A CAA SING N N 21  
WRK C2A C1A SING N N 22  
WRK CHC C1C SING N N 23  
WRK NA  FE  SING N N 24  
WRK NA  C1A SING N N 25  
WRK FE  NC  SING N N 26  
WRK C1A CHA DOUB N Z 27  
WRK C1C NC  SING Y N 28  
WRK C1C C2C DOUB Y N 29  
WRK NC  C4C SING Y N 30  
WRK CHA C4D SING N N 31  
WRK CMC C2C SING N N 32  
WRK C2C C3C SING Y N 33  
WRK O2D CGD DOUB N N 34  
WRK CBD CGD SING N N 35  
WRK CBD CAD SING N N 36  
WRK C4D ND  DOUB N N 37  
WRK C4D C3D SING N N 38  
WRK CGD O1D SING N N 39  
WRK ND  C40 SING N N 40  
WRK ND  C1D SING N N 41  
WRK C4C C3C DOUB Y N 42  
WRK C4C CHD SING N N 43  
WRK C40 C41 SING N N 44  
WRK C3C CAC SING N N 45  
WRK C46 C45 DOUB Y N 46  
WRK C46 C47 SING Y N 47  
WRK C3D CAD SING N N 48  
WRK C3D C2D DOUB N N 49  
WRK C1D CHD DOUB N Z 50  
WRK C1D C2D SING N N 51  
WRK C45 C44 SING Y N 52  
WRK C2D CMD SING N N 53  
WRK C47 C48 DOUB Y N 54  
WRK CAC CBC DOUB N N 55  
WRK C41 C43 SING N N 56  
WRK C41 O1  DOUB N N 57  
WRK C44 C43 SING N N 58  
WRK C44 C49 DOUB Y N 59  
WRK C48 C49 SING Y N 60  
WRK CHA H1  SING N N 61  
WRK CHB H2  SING N N 62  
WRK CHC H3  SING N N 63  
WRK CHD H4  SING N N 64  
WRK CMA H5  SING N N 65  
WRK CMA H6  SING N N 66  
WRK CMA H7  SING N N 67  
WRK CAA H8  SING N N 68  
WRK CAA H9  SING N N 69  
WRK CBA H10 SING N N 70  
WRK CBA H11 SING N N 71  
WRK O1A H12 SING N N 72  
WRK CMB H13 SING N N 73  
WRK CMB H14 SING N N 74  
WRK CMB H15 SING N N 75  
WRK CAB H16 SING N N 76  
WRK CBB H17 SING N N 77  
WRK CBB H18 SING N N 78  
WRK CMC H19 SING N N 79  
WRK CMC H20 SING N N 80  
WRK CMC H21 SING N N 81  
WRK CAC H22 SING N N 82  
WRK CBC H23 SING N N 83  
WRK CBC H24 SING N N 84  
WRK CMD H25 SING N N 85  
WRK CMD H26 SING N N 86  
WRK CMD H27 SING N N 87  
WRK CAD H28 SING N N 88  
WRK CAD H29 SING N N 89  
WRK CBD H30 SING N N 90  
WRK CBD H31 SING N N 91  
WRK O1D H32 SING N N 92  
WRK C40 H33 SING N N 93  
WRK C40 H34 SING N N 94  
WRK C43 H35 SING N N 95  
WRK C43 H36 SING N N 96  
WRK C45 H37 SING N N 97  
WRK C46 H38 SING N N 98  
WRK C47 H39 SING N N 99  
WRK C48 H40 SING N N 100 
WRK C49 H41 SING N N 101 
# 
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 
WRK SMILES           ACDLabs              12.01 "O=C(O)CCC1=C(C)C2=Cc3c(C=C)c(C)c4C=C5C(C=C)=C(C)C=6C=C7C(C)=C(CCC(=O)O)C(=CC1=[N+]2CC(=O)Cc1ccccc1)N7[Fe](n43)N5=6"                                                                                                                                                                                                            
WRK InChI            InChI                1.06  "InChI=1S/C43H42N4O5.Fe/c1-7-30-24(3)34-19-35-26(5)32(14-16-42(49)50)39(46-35)22-41-33(15-17-43(51)52)27(6)40(47(41)23-29(48)18-28-12-10-9-11-13-28)21-38-31(8-2)25(4)36(45-38)20-37(30)44-34;/h7-13,19-22H,1-2,14-18,23H2,3-6H3,(H3,44,45,46,49,50,51,52);/q;+2/p-1/b34-19-,35-19-,36-20-,37-20-,38-21-,39-22-,40-21-,41-22-;" 
WRK InChIKey         InChI                1.06  ISLBRLBQTVPQLF-SCENSBSMSA-M                                                                                                                                                                                                                                                                                                     
WRK SMILES_CANONICAL CACTVS               3.385 "CC1=C(CCC(O)=O)\C2=C\C3=[N+](CC(=O)Cc4ccccc4)C(=C\c5n6[Fe][N@@]2C1=CC7=NC(=Cc6c(C)c5C=C)C(=C7C)C=C)/C(=C3CCC(O)=O)C"                                                                                                                                                                                                           
WRK SMILES           CACTVS               3.385 "CC1=C(CCC(O)=O)C2=CC3=[N+](CC(=O)Cc4ccccc4)C(=Cc5n6[Fe][N]2C1=CC7=NC(=Cc6c(C)c5C=C)C(=C7C)C=C)C(=C3CCC(O)=O)C"                                                                                                                                                                                                                 
WRK SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1c2n3c(c1C=C)/C=C\4/C(=C(C(=[N+]4CC(=O)Cc5ccccc5)/C=C\6/C(=C(C7=CC8=[N]([Fe]3N76)C(=C2)C(=C8C)C=C)C)CCC(=O)O)CCC(=O)O)C"                                                                                                                                                                                                     
WRK SMILES           "OpenEye OEToolkits" 2.0.7 "Cc1c2n3c(c1C=C)C=C4C(=C(C(=[N+]4CC(=O)Cc5ccccc5)C=C6C(=C(C7=CC8=[N]([Fe]3N76)C(=C2)C(=C8C)C=C)C)CCC(=O)O)CCC(=O)O)C"                                                                                                                                                                                                           
# 
_pdbx_chem_comp_identifier.comp_id           WRK 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           ACDLabs 
_pdbx_chem_comp_identifier.program_version   12.01 
_pdbx_chem_comp_identifier.identifier        "[2,18-bis(2-carboxyethyl)-7,12-diethenyl-3,8,13,17-tetramethyl-21-(2-oxo-3-phenylpropyl)porphyrin-21-iumato(2-)-kappa~3~N~22~,N~23~,N~24~]iron(1+)" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
WRK "Create component"     2022-10-27 RCSB 
WRK "Modify formal charge" 2022-11-16 RCSB 
WRK "Initial release"      2023-12-06 RCSB 
# 
