data_FMI
# 
_chem_comp.id                                    FMI 
_chem_comp.name                                  "FE-(4-MESOPORPHYRINONE)-R-ISOMER" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C34 H36 Fe N4 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    2 
_chem_comp.pdbx_initial_date                     2004-02-18 
_chem_comp.pdbx_modified_date                    2025-11-10 
_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                        636.518 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     FMI 
_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        1S73 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_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 
FMI FE  FE1 FE 0 0 N N S N N N 28.251 92.370  52.191 0.959  -0.250 -0.030 FE  FMI 1  
FMI NA  N1  N  0 1 Y N N N N N 29.096 94.154  51.656 0.013  1.326  0.141  NA  FMI 2  
FMI NB  N2  N  1 1 N N S N N N 29.239 92.484  53.966 2.476  0.369  -0.904 NB  FMI 3  
FMI NC  N3  N  1 1 N N S N N N 27.072 90.875  52.893 1.727  -1.362 1.229  NC  FMI 4  
FMI ND  N4  N  0 1 N N R N N N 27.005 92.520  50.581 -0.400 -1.354 -0.629 ND  FMI 5  
FMI C1A C1  C  0 1 Y N N N N N 28.854 94.869  50.503 -1.356 1.411  -0.004 C1A FMI 6  
FMI CHA C2  C  0 1 N N N N N N 27.932 94.528  49.522 -2.112 0.382  -0.579 CHA FMI 7  
FMI C4D C3  C  0 1 N N N N N N 27.089 93.428  49.546 -1.663 -0.896 -0.943 C4D FMI 8  
FMI C1B C4  C  0 1 N N N N N N 30.232 93.395  54.325 2.573  1.622  -1.316 C1B FMI 9  
FMI CHB C5  C  0 1 N N N N N N 30.662 94.457  53.525 1.733  2.664  -0.902 CHB FMI 10 
FMI C4A C6  C  0 1 Y N N N N N 30.134 94.803  52.291 0.552  2.559  -0.161 C4A FMI 11 
FMI C1C C7  C  0 1 N N N N N N 27.282 90.172  54.061 3.047  -1.404 1.452  C1C FMI 12 
FMI CHC C8  C  0 1 N N N N N N 28.244 90.480  55.014 3.969  -0.943 0.490  CHC FMI 13 
FMI C4B C9  C  0 1 N N N N N N 29.138 91.537  54.986 3.687  -0.164 -0.642 C4B FMI 14 
FMI C1D C10 C  0 1 N N N N N N 26.011 91.633  50.216 -0.495 -2.687 -0.284 C1D FMI 15 
FMI CHD C11 C  0 1 N N N N N N 25.550 90.582  50.998 0.241  -3.224 0.775  CHD FMI 16 
FMI C4C C12 C  0 1 N N N N N N 26.034 90.233  52.253 1.214  -2.561 1.554  C4C FMI 17 
FMI C2A C13 C  0 1 Y N N N N N 29.722 96.017  50.451 -1.628 2.736  0.345  C2A FMI 18 
FMI CAA C14 C  0 1 N N N N N N 29.703 97.090  49.397 -2.968 3.292  0.753  CAA FMI 19 
FMI C3A C15 C  0 1 Y N N N N N 30.540 95.949  51.521 -0.442 3.448  0.248  C3A FMI 20 
FMI CMA C16 C  0 1 N N N N N N 31.651 96.931  51.882 -0.259 4.917  0.533  CMA FMI 21 
FMI CBA C17 C  0 1 N N N N N N 28.556 98.071  49.544 -3.127 3.177  2.271  CBA FMI 22 
FMI CGA C18 C  0 1 N N N N N N 28.566 99.110  48.447 -4.467 3.732  2.679  CGA FMI 23 
FMI O1A O1  O  0 1 N N N N N N 29.623 99.750  48.258 -4.827 3.736  3.972  O1A FMI 24 
FMI O2A O2  O  0 1 N N N N N N 27.529 99.285  47.776 -5.218 4.174  1.842  O2A FMI 25 
FMI C2B C19 C  0 1 N N R N N N 30.667 93.063  55.753 3.872  1.679  -2.083 C2B FMI 26 
FMI CLB C20 C  0 1 N N N N N N 32.115 92.509  55.585 3.608  1.712  -3.590 CLB FMI 27 
FMI CMB C21 C  0 1 N N N N N N 30.666 94.442  56.458 4.700  2.891  -1.652 CMB FMI 28 
FMI CNB C22 C  0 1 N N N N N N 29.162 94.691  56.731 6.008  2.923  -2.445 CNB FMI 29 
FMI C3B C23 C  0 1 N N N N N N 30.001 91.862  56.088 4.573  0.373  -1.684 C3B FMI 30 
FMI OAB O3  O  0 1 N N N N N N 30.198 91.512  57.385 5.602  -0.098 -2.120 OAB FMI 31 
FMI C2C C24 C  0 1 N N N N N N 26.280 89.141  54.206 3.156  -2.194 2.668  C2C FMI 32 
FMI CMC C25 C  0 1 N N N N N N 26.121 88.258  55.448 4.288  -2.189 3.662  CMC FMI 33 
FMI C3C C26 C  0 1 N N N N N N 25.512 89.173  53.089 1.999  -2.950 2.718  C3C FMI 34 
FMI CAC C27 C  0 1 N N N N N N 24.380 88.405  52.777 1.626  -3.969 3.764  CAC FMI 35 
FMI CBC C28 C  0 1 N N N N N N 23.997 87.118  53.355 0.753  -3.307 4.832  CBC FMI 36 
FMI C2D C29 C  0 1 N N N N N N 25.591 91.900  48.860 -1.550 -3.138 -1.078 C2D FMI 37 
FMI CMD C30 C  0 1 N N N N N N 24.606 91.058  48.050 -1.858 -4.574 -1.416 CMD FMI 38 
FMI C3D C31 C  0 1 N N N N N N 26.259 93.003  48.446 -2.264 -2.025 -1.501 C3D FMI 39 
FMI CAD C32 C  0 1 N N N N N N 26.180 93.697  47.068 -3.472 -2.035 -2.402 CAD FMI 40 
FMI CBD C33 C  0 1 N N N N N N 25.275 94.925  47.113 -4.743 -2.026 -1.550 CBD FMI 41 
FMI CGD C34 C  0 1 N N N N N N 25.201 95.668  45.789 -5.951 -2.035 -2.451 CGD FMI 42 
FMI O1D O4  O  0 1 N N N N N N 24.537 96.729  45.752 -7.184 -2.029 -1.920 O1D FMI 43 
FMI O2D O5  O  0 1 N N N N N N 25.797 95.203  44.793 -5.810 -2.048 -3.651 O2D FMI 44 
FMI H1  H1  H  0 1 N N N N N N 27.866 95.179  48.663 -3.155 0.596  -0.763 H1  FMI 45 
FMI H2  H2  H  0 1 N N N N N N 31.476 95.060  53.900 2.031  3.662  -1.189 H2  FMI 46 
FMI H3  H3  H  0 1 N N N N N N 28.301 89.824  55.870 5.003  -1.219 0.640  H3  FMI 47 
FMI H4  H4  H  0 1 N N N N N N 24.746 89.984  50.596 0.045  -4.256 1.025  H4  FMI 48 
FMI H5  H5  H  0 1 N N N N N N 29.623 96.607  48.412 -3.032 4.339  0.460  H5  FMI 49 
FMI H6  H6  H  0 1 N N N N N N 30.648 97.650  49.455 -3.760 2.727  0.262  H6  FMI 50 
FMI H7  H7  H  0 1 N N N N N N 31.238 97.741  52.501 -0.005 5.055  1.584  H7  FMI 51 
FMI H8  H8  H  0 1 N N N N N N 32.437 96.405  52.444 0.544  5.311  -0.090 H8  FMI 52 
FMI H9  H9  H  0 1 N N N N N N 32.079 97.354  50.962 -1.185 5.448  0.310  H9  FMI 53 
FMI H10 H10 H  0 1 N N N N N N 28.643 98.578  50.516 -3.063 2.129  2.565  H10 FMI 54 
FMI H11 H11 H  0 1 N N N N N N 27.606 97.518  49.503 -2.335 3.741  2.763  H11 FMI 55 
FMI H12 H12 H  0 1 N N N N N N 29.498 100.365 47.544 -5.696 4.102  4.185  H12 FMI 56 
FMI H13 H13 H  0 1 N N N N N N 32.521 92.238  56.571 3.014  2.592  -3.836 H13 FMI 57 
FMI H14 H14 H  0 1 N N N N N N 32.094 91.618  54.940 4.557  1.753  -4.124 H14 FMI 58 
FMI H15 H15 H  0 1 N N N N N N 32.751 93.280  55.126 3.065  0.813  -3.883 H15 FMI 59 
FMI H16 H16 H  0 1 N N N N N N 31.238 94.407  57.397 4.136  3.804  -1.845 H16 FMI 60 
FMI H17 H17 H  0 1 N N N N N N 31.084 95.221  55.803 4.923  2.819  -0.588 H17 FMI 61 
FMI H18 H18 H  0 1 N N N N N N 29.036 95.659  57.238 6.572  2.010  -2.253 H18 FMI 62 
FMI H19 H19 H  0 1 N N N N N N 28.613 94.703  55.778 5.786  2.994  -3.510 H19 FMI 63 
FMI H20 H20 H  0 1 N N N N N N 28.768 93.888  57.371 6.599  3.786  -2.138 H20 FMI 64 
FMI H22 H22 H  0 1 N N N N N N 26.919 88.491  56.168 4.095  -1.440 4.430  H22 FMI 65 
FMI H23 H23 H  0 1 N N N N N N 25.142 88.450  55.911 4.368  -3.172 4.127  H23 FMI 66 
FMI H24 H24 H  0 1 N N N N N N 26.188 87.200  55.156 5.221  -1.953 3.150  H24 FMI 67 
FMI H25 H25 H  0 1 N N N N N N 23.525 89.069  52.975 1.072  -4.784 3.297  H25 FMI 68 
FMI H26 H26 H  0 1 N N N N N N 24.456 88.217  51.696 2.531  -4.363 4.227  H26 FMI 69 
FMI H27 H27 H  0 1 N N N N N N 23.056 86.776  52.899 1.306  -2.492 5.299  H27 FMI 70 
FMI H28 H28 H  0 1 N N N N N N 24.788 86.379  53.161 -0.152 -2.913 4.370  H28 FMI 71 
FMI H29 H29 H  0 1 N N N N N N 23.858 87.230  54.440 0.483  -4.043 5.589  H29 FMI 72 
FMI H30 H30 H  0 1 N N N N N N 25.153 90.270  47.512 -2.531 -4.988 -0.664 H30 FMI 73 
FMI H31 H31 H  0 1 N N N N N N 23.873 90.598  48.729 -2.334 -4.623 -2.395 H31 FMI 74 
FMI H32 H32 H  0 1 N N N N N N 24.083 91.701  47.326 -0.933 -5.150 -1.432 H32 FMI 75 
FMI H33 H33 H  0 1 N N N N N N 25.780 92.985  46.331 -3.456 -1.152 -3.040 H33 FMI 76 
FMI H34 H34 H  0 1 N N N N N N 27.191 94.008  46.766 -3.456 -2.932 -3.021 H34 FMI 77 
FMI H35 H35 H  0 1 N N N N N N 25.660 95.614  47.879 -4.759 -2.909 -0.911 H35 FMI 78 
FMI H36 H36 H  0 1 N N N N N N 24.261 94.601  47.388 -4.759 -1.129 -0.931 H36 FMI 79 
FMI H37 H37 H  0 1 N N N N N N 24.570 97.093  44.875 -7.928 -2.036 -2.538 H37 FMI 80 
# 
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 
FMI O2D CGD DOUB N N 1  
FMI O1D CGD SING N N 2  
FMI CGD CBD SING N N 3  
FMI CAD CBD SING N N 4  
FMI CAD C3D SING N N 5  
FMI O2A CGA DOUB N N 6  
FMI CMD C2D SING N N 7  
FMI O1A CGA SING N N 8  
FMI C3D C2D DOUB N N 9  
FMI C3D C4D SING N N 10 
FMI CGA CBA SING N N 11 
FMI C2D C1D SING N N 12 
FMI CAA CBA SING N N 13 
FMI CAA C2A SING N N 14 
FMI CHA C4D DOUB N N 15 
FMI CHA C1A SING N N 16 
FMI C4D ND  SING N N 17 
FMI C1D ND  SING N N 18 
FMI C1D CHD DOUB N N 19 
FMI C2A C1A DOUB Y N 20 
FMI C2A C3A SING Y N 21 
FMI C1A NA  SING Y N 22 
FMI ND  FE  SING N N 23 
FMI CHD C4C SING N N 24 
FMI C3A CMA SING N N 25 
FMI C3A C4A DOUB Y N 26 
FMI NA  FE  SING N N 27 
FMI NA  C4A SING Y N 28 
FMI FE  NC  SING N N 29 
FMI FE  NB  SING N N 30 
FMI C4C NC  DOUB N N 31 
FMI C4C C3C SING N N 32 
FMI C4A CHB SING N N 33 
FMI CAC C3C SING N N 34 
FMI CAC CBC SING N N 35 
FMI NC  C1C SING N N 36 
FMI C3C C2C DOUB N N 37 
FMI CHB C1B DOUB N N 38 
FMI NB  C1B SING N N 39 
FMI NB  C4B DOUB N N 40 
FMI C1C C2C SING N N 41 
FMI C1C CHC DOUB N N 42 
FMI C2C CMC SING N N 43 
FMI C1B C2B SING N N 44 
FMI C4B CHC SING N N 45 
FMI C4B C3B SING N N 46 
FMI CLB C2B SING N N 47 
FMI C2B C3B SING N N 48 
FMI C2B CMB SING N N 49 
FMI C3B OAB DOUB N N 50 
FMI CMB CNB SING N N 51 
FMI CHA H1  SING N N 52 
FMI CHB H2  SING N N 53 
FMI CHC H3  SING N N 54 
FMI CHD H4  SING N N 55 
FMI CAA H5  SING N N 56 
FMI CAA H6  SING N N 57 
FMI CMA H7  SING N N 58 
FMI CMA H8  SING N N 59 
FMI CMA H9  SING N N 60 
FMI CBA H10 SING N N 61 
FMI CBA H11 SING N N 62 
FMI O1A H12 SING N N 63 
FMI CLB H13 SING N N 64 
FMI CLB H14 SING N N 65 
FMI CLB H15 SING N N 66 
FMI CMB H16 SING N N 67 
FMI CMB H17 SING N N 68 
FMI CNB H18 SING N N 69 
FMI CNB H19 SING N N 70 
FMI CNB H20 SING N N 71 
FMI CMC H22 SING N N 72 
FMI CMC H23 SING N N 73 
FMI CMC H24 SING N N 74 
FMI CAC H25 SING N N 75 
FMI CAC H26 SING N N 76 
FMI CBC H27 SING N N 77 
FMI CBC H28 SING N N 78 
FMI CBC H29 SING N N 79 
FMI CMD H30 SING N N 80 
FMI CMD H31 SING N N 81 
FMI CMD H32 SING N N 82 
FMI CAD H33 SING N N 83 
FMI CAD H34 SING N N 84 
FMI CBD H35 SING N N 85 
FMI CBD H36 SING N N 86 
FMI O1D H37 SING N N 87 
# 
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 
FMI SMILES           ACDLabs              14.52   "O=C(O)CCC=1C2=Cc3c(CCC(=O)O)c(C)c4C=C5[N+]6=C(C=C7[N+]8=C(C=C(C=1C)N2[Fe]86n43)C(CC)=C7C)C(=O)C5(C)CC"                                                                                                                                       
FMI InChI            InChI                1.06    "InChI=1S/C34H38N4O5.Fe/c1-7-20-17(3)24-14-29-33(43)34(6,8-2)30(38-29)16-25-19(5)22(10-12-32(41)42)28(37-25)15-27-21(9-11-31(39)40)18(4)23(36-27)13-26(20)35-24;/h13-16H,7-12H2,1-6H3,(H4,35,36,37,38,39,40,41,42,43);/q;+4/p-2/t34-;/m1./s1" 
FMI InChIKey         InChI                1.06    RRFOXEHBNIETRO-MDYNBEAQSA-L                                                                                                                                                                                                                   
FMI SMILES_CANONICAL CACTVS               3.385   "CCC1=C(C)C2=CC3=[N@+]4C(=Cc5n6c(C=C7[N@]8C(=CC1=[N@@+]2[Fe@]468)C(=C7CCC(O)=O)C)c(CCC(O)=O)c5C)[C@@](C)(CC)C3=O"                                                                                                                             
FMI SMILES           CACTVS               3.385   "CCC1=C(C)C2=CC3=[N+]4C(=Cc5n6c(C=C7[N]8C(=CC1=[N+]2[Fe]468)C(=C7CCC(O)=O)C)c(CCC(O)=O)c5C)[C](C)(CC)C3=O"                                                                                                                                    
FMI SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "CCC1=C(c2cc3[n+]4c(cc5c(c(c6n5[Fe]47[n+]2c1cc8n7c(c6)c(c8C)CCC(=O)O)CCC(=O)O)C)C(C3=O)(C)CC)C"                                                                                                                                               
FMI SMILES           "OpenEye OEToolkits" 3.1.0.0 "CCC1=C(c2cc3[n+]4c(cc5c(c(c6n5[Fe]47[n+]2c1cc8n7c(c6)c(c8C)CCC(=O)O)CCC(=O)O)C)C(C3=O)(C)CC)C"                                                                                                                                               
# 
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 
FMI "SYSTEMATIC NAME" ACDLabs              14.52   "(T-4-R)-[(3R,22S,23R)-8,12-bis(2-carboxyethyl)-3,17-diethyl-3,7,13,18-tetramethyl-2-oxo-2H,3H-porphine-22,23-diido-kappa~4~N~21~,N~22~,N~23~,N~24~]iron(2+)"                                                                                                                 
FMI "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "3-[9,15-diethyl-20-(3-hydroxy-3-oxopropyl)-5,10,15,19-tetramethyl-14-oxidanylidene-2,22-diaza-23,25-diazonia-1$l^{4}-ferraoctacyclo[11.9.1.1^{1,8}.1^{3,21}.0^{2,6}.0^{16,23}.0^{18,22}.0^{11,25}]pentacosa-3(24),4,6,8(25),9,11,13(23),16,18,20-decaen-4-yl]propanoic 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 
FMI "Create component"   2004-02-18 RCSB 
FMI "Modify descriptor"  2011-06-04 RCSB 
FMI "Other modification" 2025-11-10 RCSB 
# 
