data_HEA # _chem_comp.id HEA _chem_comp.name HEME-A _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C49 H56 Fe N4 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge ? _chem_comp.pdbx_initial_date 1999-07-08 _chem_comp.pdbx_modified_date 2026-09-16 _chem_comp.pdbx_ambiguous_flag Y _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 852.837 _chem_comp.one_letter_code ? _chem_comp.three_letter_code HEA _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details MetalCoord _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1OCR _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB _chem_comp.pdbx_comp_type "metal-containing ligand" _chem_comp.pdbx_pcm Y # 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 HEA FE FE FE ? 0 N N N N N N 128.545 329.698 187.689 -3.747 0.213 0.362 FE HEA 1 HEA CHA CHA C 0 1 N N N N N N 128.777 327.941 184.851 -7.130 0.609 0.257 CHA HEA 2 HEA CHB CHB C 0 1 N N N N N N 126.567 331.953 186.154 -3.421 3.370 1.618 CHB HEA 3 HEA CHC CHC C 0 1 N N N N N N 128.068 331.331 190.689 -0.442 -0.334 0.910 CHC HEA 4 HEA CHD CHD C 0 1 N N N N N N 130.271 327.377 189.354 -4.119 -3.020 -0.666 CHD HEA 5 HEA NA NA N -1 1 N N N N N N 127.802 329.891 185.853 -5.077 1.726 0.889 NA HEA 6 HEA C1A C1A C 0 1 N N N N N N 127.900 328.972 184.815 -6.420 1.737 0.675 C1A HEA 7 HEA C2A C2A C 0 1 N N N N N N 127.053 329.314 183.685 -6.936 3.002 0.910 C2A HEA 8 HEA C3A C3A C 0 1 N N N N N N 126.384 330.462 184.050 -5.864 3.838 1.313 C3A HEA 9 HEA C4A C4A C 0 1 N N N N N N 126.860 330.806 185.399 -4.741 3.014 1.291 C4A HEA 10 HEA CMA CMA C 0 1 N N N N N N 125.407 331.078 183.320 -5.992 5.248 1.648 CMA HEA 11 HEA OMA OMA O 0 1 N N N N N N 124.830 332.030 183.777 -5.108 5.981 2.038 OMA HEA 12 HEA CAA CAA C 0 1 N N N N N N 127.033 328.526 182.352 -8.373 3.422 0.761 CAA HEA 13 HEA CBA CBA C 0 1 N N N N N N 127.690 329.233 181.156 -8.720 3.905 -0.644 CBA HEA 14 HEA CGA CGA C 0 1 N N N N N N 127.839 328.343 179.926 -10.162 4.373 -0.819 CGA HEA 15 HEA O1A O1A O 0 1 N N N N N N 127.728 328.874 178.808 -11.013 3.529 -1.170 O1A HEA 16 HEA O2A O2A O -1 1 N N N N N N 128.071 327.128 180.066 -10.418 5.576 -0.602 O2A HEA 17 HEA NB NB N 0 1 N N N N N N 127.621 331.328 188.282 -2.175 1.344 1.145 NB HEA 18 HEA C1B C1B C 0 1 N N N N N N 126.775 332.107 187.534 -2.246 2.615 1.632 C1B HEA 19 HEA C2B C2B C 0 1 N N N N N N 126.214 333.199 188.303 -1.029 2.983 2.154 C2B HEA 20 HEA C3B C3B C 0 1 N N N N N N 126.686 333.078 189.579 -0.153 1.932 1.961 C3B HEA 21 HEA C4B C4B C 0 1 N N N N N N 127.545 331.877 189.554 -0.890 0.927 1.317 C4B HEA 22 HEA CMB CMB C 0 1 N N N N N N 125.331 334.279 187.785 -0.671 4.297 2.804 CMB HEA 23 HEA NC NC N -1 1 Y N N N N N 128.993 329.369 189.641 -2.477 -1.432 0.186 NC HEA 24 HEA C1C C1C C 0 1 Y N N N N N 128.677 330.137 190.751 -1.133 -1.429 0.381 C1C HEA 25 HEA C2C C2C C 0 1 Y N N N N N 129.218 329.578 191.967 -0.589 -2.644 -0.035 C2C HEA 26 HEA C3C C3C C 0 1 Y N N N N N 129.831 328.436 191.612 -1.644 -3.465 -0.488 C3C HEA 27 HEA C4C C4C C 0 1 Y N N N N N 129.705 328.346 190.155 -2.790 -2.681 -0.350 C4C HEA 28 HEA CMC CMC C 0 1 N N N N N N 128.984 330.119 193.347 0.859 -3.054 0.005 CMC HEA 29 HEA CAC CAC C 0 1 N N N N N N 130.421 327.411 192.494 -1.439 -4.842 -1.033 CAC HEA 30 HEA CBC CBC C 0 1 N N N N N N 131.243 327.686 193.503 -2.245 -5.834 -1.333 CBC HEA 31 HEA ND ND N 0 1 N N N N N N 129.330 328.008 187.225 -5.361 -1.007 -0.123 ND HEA 32 HEA C1D C1D C 0 1 N N N N N N 129.950 327.096 188.037 -5.313 -2.312 -0.506 C1D HEA 33 HEA C2D C2D C 0 1 N N N N N N 130.286 325.844 187.305 -6.589 -2.798 -0.662 C2D HEA 34 HEA C3D C3D C 0 1 N N N N N N 129.868 326.074 186.027 -7.452 -1.771 -0.407 C3D HEA 35 HEA C4D C4D C 0 1 N N N N N N 129.257 327.370 186.005 -6.680 -0.669 -0.084 C4D HEA 36 HEA CMD CMD C 0 1 N N N N N N 131.020 324.567 187.784 -6.982 -4.198 -1.060 CMD HEA 37 HEA CAD CAD C 0 1 N N N N N N 130.226 325.294 184.755 -8.959 -1.835 -0.465 CAD HEA 38 HEA CBD CBD C 0 1 N N N N N N 129.665 323.926 184.738 -9.635 -2.273 0.832 CBD HEA 39 HEA CGD CGD C 0 1 N N N N N N 129.962 323.214 183.475 -9.557 -1.266 1.977 CGD HEA 40 HEA O1D O1D O 0 1 N N N N N N 129.305 323.556 182.469 -10.405 -0.350 2.011 O1D HEA 41 HEA O2D O2D O -1 1 N N N N N N 130.828 322.310 183.503 -8.648 -1.410 2.821 O2D HEA 42 HEA C11 C11 C 0 1 N N S N N N 126.314 333.947 190.754 1.311 1.906 2.367 C11 HEA 43 HEA O11 O11 O 0 1 N N N N N N 126.033 333.109 191.884 1.589 0.677 3.061 O11 HEA 44 HEA C12 C12 C 0 1 N N N N N N 127.452 334.845 191.216 2.248 2.126 1.160 C12 HEA 45 HEA C13 C13 C 0 1 N N N N N N 127.021 335.941 192.171 3.645 2.668 1.496 C13 HEA 46 HEA C14 C14 C 0 1 N N N N N N 128.227 336.670 192.701 4.564 2.860 0.317 C14 HEA 47 HEA C15 C15 C 0 1 N N N N N N 128.497 337.942 192.379 5.907 2.939 0.258 C15 HEA 48 HEA C16 C16 C 0 1 N N N N N N 129.628 338.727 192.934 6.606 3.065 -1.085 C16 HEA 49 HEA C17 C17 C 0 1 N N N N N N 129.364 339.372 194.306 6.629 1.790 -1.951 C17 HEA 50 HEA C18 C18 C 0 1 N N N N N N 128.313 340.452 194.277 7.466 0.671 -1.381 C18 HEA 51 HEA C19 C19 C 0 1 N N N N N N 128.561 341.766 194.447 8.790 0.433 -1.444 C19 HEA 52 HEA C20 C20 C 0 1 N N N N N N 127.397 342.673 194.363 9.380 -0.765 -0.721 C20 HEA 53 HEA C21 C21 C 0 1 N N N N N N 127.391 343.552 193.140 9.327 -2.088 -1.511 C21 HEA 54 HEA C22 C22 C 0 1 N N N N N N 127.152 342.788 191.844 9.763 -3.307 -0.731 C22 HEA 55 HEA C23 C23 C 0 1 N N N N N N 126.404 343.224 190.797 9.696 -4.608 -1.036 C23 HEA 56 HEA C24 C24 C 0 1 N N N N N N 125.405 344.339 190.899 9.157 -5.198 -2.335 C24 HEA 57 HEA C25 C25 C 0 1 N N N N N N 126.560 342.627 189.437 10.174 -5.668 -0.053 C25 HEA 58 HEA C26 C26 C 0 1 N N N N N N 127.589 338.640 191.413 6.842 2.943 1.451 C26 HEA 59 HEA C27 C27 C 0 1 N N N N N N 129.872 342.428 194.867 9.803 1.271 -2.197 C27 HEA 60 HEA HHA HHA H 0 1 N N N N N N 129.122 327.541 183.909 -8.066 0.727 0.193 HHA HEA 61 HEA HHB HHB H 0 1 N N N N N N 126.143 332.794 185.625 -3.313 4.284 1.830 HHB HEA 62 HEA HHC HHC H 0 1 N N N N N N 127.986 331.900 191.603 0.494 -0.446 0.977 HHC HEA 63 HEA HHD HHD H 0 1 N N N N N N 131.047 326.773 189.801 -4.209 -3.847 -1.111 HHD HEA 64 HEA HMA HMA H 0 1 N N N N N N 125.153 330.712 182.336 -6.840 5.641 1.541 HMA HEA 65 HEA HAA1 HAA1 H 0 0 N N N N N N 127.574 327.583 182.517 -8.578 4.139 1.400 HAA1 HEA 66 HEA HAA2 HAA2 H 0 0 N N N N N N 125.980 328.344 182.091 -8.963 2.673 0.993 HAA2 HEA 67 HEA HBA1 HBA1 H 0 0 N N N N N N 127.063 330.094 180.881 -8.550 3.172 -1.281 HBA1 HEA 68 HEA HBA2 HBA2 H 0 0 N N N N N N 128.693 329.563 181.463 -8.119 4.648 -0.881 HBA2 HEA 69 HEA H2A H2A H 0 1 N N N N N N 128.141 326.718 179.212 -7.881 2.377 6.368 H2A HEA 70 HEA HMB1 HMB1 H 0 0 N N N N N N 125.067 334.962 188.605 -0.201 4.136 3.638 HMB1 HEA 71 HEA HMB2 HMB2 H 0 0 N N N N N N 125.859 334.838 186.998 -1.470 4.810 2.997 HMB2 HEA 72 HEA HMB3 HMB3 H 0 0 N N N N N N 124.415 333.835 187.368 -0.100 4.808 2.208 HMB3 HEA 73 HEA HMC1 HMC1 H 0 0 N N N N N N 128.055 329.695 193.755 0.932 -3.986 0.264 HMC1 HEA 74 HEA HMC2 HMC2 H 0 0 N N N N N N 129.828 329.844 193.996 1.344 -2.517 0.651 HMC2 HEA 75 HEA HMC3 HMC3 H 0 0 N N N N N N 128.898 331.215 193.301 1.255 -2.934 -0.873 HMC3 HEA 76 HEA HAC HAC H 0 1 N N N N N N 130.171 326.377 192.310 -0.545 -5.065 -1.241 HAC HEA 77 HEA HBC1 HBC1 H 0 0 N N N N N N 131.639 326.886 194.110 -1.895 -6.620 -1.718 HBC1 HEA 78 HEA HBC2 HBC2 H 0 0 N N N N N N 131.514 328.710 193.715 -3.164 -5.780 -1.134 HBC2 HEA 79 HEA HMD1 HMD1 H 0 0 N N N N N N 131.083 323.847 186.955 -7.816 -4.446 -0.631 HMD1 HEA 80 HEA HMD2 HMD2 H 0 0 N N N N N N 132.034 324.831 188.118 -6.297 -4.828 -0.786 HMD2 HEA 81 HEA HMD3 HMD3 H 0 0 N N N N N N 130.464 324.116 188.619 -7.092 -4.243 -2.024 HMD3 HEA 82 HEA HAD1 HAD1 H 0 0 N N N N N N 129.826 325.842 183.889 -9.234 -2.447 -1.182 HAD1 HEA 83 HEA HAD2 HAD2 H 0 0 N N N N N N 131.322 325.219 184.693 -9.314 -0.955 -0.718 HAD2 HEA 84 HEA HBD1 HBD1 H 0 0 N N N N N N 130.103 323.358 185.572 -9.225 -3.117 1.131 HBD1 HEA 85 HEA HBD2 HBD2 H 0 0 N N N N N N 128.573 323.994 184.853 -10.584 -2.457 0.645 HBD2 HEA 86 HEA H2D H2D H 0 1 N N N N N N 130.910 321.922 182.640 -8.560 5.998 1.178 H2D HEA 87 HEA H11 H11 H 0 1 N N N N N N 125.461 334.556 190.421 1.485 2.645 3.008 H11 HEA 88 HEA HO1 HO1 H 0 1 N N N N N N 125.798 333.650 192.629 2.330 0.732 3.484 HO1 HEA 89 HEA H121 H121 H 0 0 N N N N N N 128.193 334.217 191.731 1.817 2.748 0.537 H121 HEA 90 HEA H122 H122 H 0 0 N N N N N N 127.892 335.321 190.327 2.352 1.273 0.688 H122 HEA 91 HEA H131 H131 H 0 0 N N N N N N 126.372 336.652 191.638 4.069 2.055 2.134 H131 HEA 92 HEA H132 H132 H 0 0 N N N N N N 126.469 335.494 193.011 3.544 3.527 1.960 H132 HEA 93 HEA H14 H14 H 0 1 N N N N N N 128.900 336.148 193.366 4.108 2.952 -0.515 H14 HEA 94 HEA H161 H161 H 0 0 N N N N N N 130.484 338.045 193.046 7.531 3.354 -0.941 H161 HEA 95 HEA H162 H162 H 0 0 N N N N N N 129.853 339.536 192.223 6.162 3.773 -1.596 H162 HEA 96 HEA H171 H171 H 0 0 N N N N N N 129.024 338.584 194.994 6.956 2.017 -2.844 H171 HEA 97 HEA H172 H172 H 0 0 N N N N N N 130.304 339.821 194.659 5.712 1.470 -2.068 H172 HEA 98 HEA H18 H18 H 0 1 N N N N N N 127.289 340.152 194.108 6.950 0.033 -0.899 H18 HEA 99 HEA H201 H201 H 0 0 N N N N N N 126.487 342.056 194.342 8.899 -0.889 0.123 H201 HEA 100 HEA H202 H202 H 0 0 N N N N N N 127.410 343.324 195.249 10.315 -0.576 -0.494 H202 HEA 101 HEA H211 H211 H 0 0 N N N N N N 126.586 344.293 193.254 9.890 -2.004 -2.306 H211 HEA 102 HEA H212 H212 H 0 0 N N N N N N 128.370 344.048 193.070 8.413 -2.227 -1.830 H212 HEA 103 HEA H22 H22 H 0 1 N N N N N N 127.616 341.818 191.749 10.156 -3.098 0.112 H22 HEA 104 HEA H241 H241 H 0 0 N N N N N N 124.933 344.500 189.918 8.878 -4.495 -2.938 H241 HEA 105 HEA H242 H242 H 0 0 N N N N N N 124.634 344.074 191.637 8.395 -5.768 -2.145 H242 HEA 106 HEA H243 H243 H 0 0 N N N N N N 125.915 345.260 191.216 9.848 -5.724 -2.768 H243 HEA 107 HEA H251 H251 H 0 0 N N N N N N 125.867 343.118 188.739 10.499 -5.253 0.761 H251 HEA 108 HEA H252 H252 H 0 0 N N N N N N 127.594 342.771 189.090 10.894 -6.183 -0.450 H252 HEA 109 HEA H253 H253 H 0 0 N N N N N N 126.335 341.551 189.481 9.441 -6.264 0.170 H253 HEA 110 HEA H261 H261 H 0 0 N N N N N N 127.943 339.669 191.254 6.342 2.911 2.278 H261 HEA 111 HEA H262 H262 H 0 0 N N N N N N 127.589 338.100 190.455 7.379 3.751 1.442 H262 HEA 112 HEA H263 H263 H 0 0 N N N N N N 126.568 338.663 191.821 7.428 2.172 1.407 H263 HEA 113 HEA H271 H271 H 0 0 N N N N N N 129.735 343.519 194.911 9.370 2.011 -2.643 H271 HEA 114 HEA H272 H272 H 0 0 N N N N N N 130.170 342.055 195.858 10.250 0.723 -2.861 H272 HEA 115 HEA H273 H273 H 0 0 N N N N N N 130.656 342.187 194.134 10.462 1.620 -1.577 H273 HEA 116 # 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 _chem_comp_bond.pdbx_metal_coordination_flag _chem_comp_bond.pdbx_metal_pi_flag HEA FE NA SING N N 1 Y N HEA FE NB SING N N 2 Y N HEA FE NC SING N N 3 Y N HEA FE ND SING N N 4 Y N HEA CHA C1A DOUB N N 5 N N HEA CHA C4D SING N N 6 N N HEA CHA HHA SING N N 7 N N HEA CHB C4A DOUB N N 8 N N HEA CHB C1B SING N N 9 N N HEA CHB HHB SING N N 10 N N HEA CHC C4B DOUB N N 11 N N HEA CHC C1C SING N N 12 N N HEA CHC HHC SING N N 13 N N HEA CHD C4C SING N N 14 N N HEA CHD C1D DOUB N N 15 N N HEA CHD HHD SING N N 16 N N HEA NA C1A SING Y N 17 N N HEA NA C4A SING Y N 18 N N HEA C1A C2A SING Y N 19 N N HEA C2A C3A DOUB Y N 20 N N HEA C2A CAA SING N N 21 N N HEA C3A C4A SING Y N 22 N N HEA C3A CMA SING N N 23 N N HEA CMA OMA DOUB N N 24 N N HEA CMA HMA SING N N 25 N N HEA CAA CBA SING N N 26 N N HEA CAA HAA1 SING N N 27 N N HEA CAA HAA2 SING N N 28 N N HEA CBA CGA SING N N 29 N N HEA CBA HBA1 SING N N 30 N N HEA CBA HBA2 SING N N 31 N N HEA CGA O1A DOUB N N 32 N N HEA CGA O2A SING N N 33 N N HEA O2A H2A SING N N 34 N N HEA NB C1B DOUB N N 35 N N HEA NB C4B SING N N 36 N N HEA C1B C2B SING N N 37 N N HEA C2B C3B DOUB N N 38 N N HEA C2B CMB SING N N 39 N N HEA C3B C4B SING N N 40 N N HEA C3B C11 SING N N 41 N N HEA CMB HMB1 SING N N 42 N N HEA CMB HMB2 SING N N 43 N N HEA CMB HMB3 SING N N 44 N N HEA NC C1C SING Y N 45 N N HEA NC C4C SING Y N 46 N N HEA C1C C2C DOUB Y N 47 N N HEA C2C C3C SING Y N 48 N N HEA C2C CMC SING N N 49 N N HEA C3C C4C DOUB Y N 50 N N HEA C3C CAC SING N N 51 N N HEA CMC HMC1 SING N N 52 N N HEA CMC HMC2 SING N N 53 N N HEA CMC HMC3 SING N N 54 N N HEA CAC CBC DOUB N N 55 N N HEA CAC HAC SING N N 56 N N HEA CBC HBC1 SING N N 57 N N HEA CBC HBC2 SING N N 58 N N HEA ND C1D SING N N 59 N N HEA ND C4D DOUB N N 60 N N HEA C1D C2D SING N N 61 N N HEA C2D C3D DOUB N N 62 N N HEA C2D CMD SING N N 63 N N HEA C3D C4D SING N N 64 N N HEA C3D CAD SING N N 65 N N HEA CMD HMD1 SING N N 66 N N HEA CMD HMD2 SING N N 67 N N HEA CMD HMD3 SING N N 68 N N HEA CAD CBD SING N N 69 N N HEA CAD HAD1 SING N N 70 N N HEA CAD HAD2 SING N N 71 N N HEA CBD CGD SING N N 72 N N HEA CBD HBD1 SING N N 73 N N HEA CBD HBD2 SING N N 74 N N HEA CGD O1D DOUB N N 75 N N HEA CGD O2D SING N N 76 N N HEA O2D H2D SING N N 77 N N HEA C11 O11 SING N N 78 N N HEA C11 C12 SING N N 79 N N HEA C11 H11 SING N N 80 N N HEA O11 HO1 SING N N 81 N N HEA C12 C13 SING N N 82 N N HEA C12 H121 SING N N 83 N N HEA C12 H122 SING N N 84 N N HEA C13 C14 SING N N 85 N N HEA C13 H131 SING N N 86 N N HEA C13 H132 SING N N 87 N N HEA C14 C15 DOUB N E 88 N N HEA C14 H14 SING N N 89 N N HEA C15 C16 SING N N 90 N N HEA C15 C26 SING N N 91 N N HEA C16 C17 SING N N 92 N N HEA C16 H161 SING N N 93 N N HEA C16 H162 SING N N 94 N N HEA C17 C18 SING N N 95 N N HEA C17 H171 SING N N 96 N N HEA C17 H172 SING N N 97 N N HEA C18 C19 DOUB N E 98 N N HEA C18 H18 SING N N 99 N N HEA C19 C20 SING N N 100 N N HEA C19 C27 SING N N 101 N N HEA C20 C21 SING N N 102 N N HEA C20 H201 SING N N 103 N N HEA C20 H202 SING N N 104 N N HEA C21 C22 SING N N 105 N N HEA C21 H211 SING N N 106 N N HEA C21 H212 SING N N 107 N N HEA C22 C23 DOUB N N 108 N N HEA C22 H22 SING N N 109 N N HEA C23 C24 SING N N 110 N N HEA C23 C25 SING N N 111 N N HEA C24 H241 SING N N 112 N N HEA C24 H242 SING N N 113 N N HEA C24 H243 SING N N 114 N N HEA C25 H251 SING N N 115 N N HEA C25 H252 SING N N 116 N N HEA C25 H253 SING N N 117 N N HEA C26 H261 SING N N 118 N N HEA C26 H262 SING N N 119 N N HEA C26 H263 SING N N 120 N N HEA C27 H271 SING N N 121 N N HEA C27 H272 SING N N 122 N N HEA C27 H273 SING N N 123 N N # 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 HEA SMILES ACDLabs 12.01 "O=C(O)CCC1=C(C2=Cc4c(c(c3C=C5C(=C(C=6C=C7C(C=O)=C(C8=CC1=N2[Fe](n34)(N5=6)N78)CCC(=O)O)C)C(O)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)C)C)/C=C)C" HEA InChI InChI 1.03 "InChI=1S/C49H58N4O6.Fe/c1-9-34-31(6)39-25-45-49(46(55)18-12-17-30(5)16-11-15-29(4)14-10-13-28(2)3)33(8)40(52-45)24-44-37(27-54)36(20-22-48(58)59)43(53-44)26-42-35(19-21-47(56)57)32(7)38(51-42)23-41(34)50-39;/h9,13,15,17,23-27,46,55H,1,10-12,14,16,18-22H2,2-8H3,(H4,50,51,52,53,54,56,57,58,59);/q;+2/p-2/b29-15+,30-17+,38-23-,39-25-,40-24-,41-23-,42-26-,43-26-,44-24-,45-25-;/t46-;/m0./s1" HEA InChIKey InChI 1.03 ZGGYGTCPXNDTRV-PRYGPKJJSA-L HEA SMILES_CANONICAL CACTVS 3.370 "CC(C)=CCC/C(C)=C/CC/C(C)=C/CC[C@H](O)C1=C(C)C2=N3|[Fe]45|N6=C(C=c7n4c(=C2)c(C=O)c7CCC(O)=O)C(=C(C)C6=Cc8n5c(C=C13)c(C)c8C=C)CCC(O)=O" HEA SMILES CACTVS 3.370 "CC(C)=CCCC(C)=CCCC(C)=CCC[CH](O)C1=C(C)C2=N3|[Fe]45|N6=C(C=c7n4c(=C2)c(C=O)c7CCC(O)=O)C(=C(C)C6=Cc8n5c(C=C13)c(C)c8C=C)CCC(O)=O" HEA SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "Cc1c2n3c(c1C=C)C=C4C(=C(C5=[N]4[Fe]36[N]7=C(C=C8N6C(=C5)C(=C8C=O)CCC(=O)O)C(=C(C7=C2)[C@H](CC/C=C(\C)/CC/C=C(\C)/CCC=C(C)C)O)C)CCC(=O)O)C" HEA SMILES "OpenEye OEToolkits" 1.7.2 "Cc1c2n3c(c1C=C)C=C4C(=C(C5=[N]4[Fe]36[N]7=C(C=C8N6C(=C5)C(=C8C=O)CCC(=O)O)C(=C(C7=C2)C(CCC=C(C)CCC=C(C)CCC=C(C)C)O)C)CCC(=O)O)C" # _pdbx_chem_comp_identifier.comp_id HEA _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 "[3,3'-{7-ethenyl-17-formyl-12-[(1S,4E,8E)-1-hydroxy-5,9,13-trimethyltetradeca-4,8,12-trien-1-yl]-3,8,13-trimethylporphyrin-2,18-diyl-kappa~4~N~21~,N~22~,N~23~,N~24~}dipropanoato(2-)]iron" # loop_ _pdbx_chem_comp_atom_coordination.geometry_id _pdbx_chem_comp_atom_coordination.comp_id _pdbx_chem_comp_atom_coordination.atom_id _pdbx_chem_comp_atom_coordination.number _pdbx_chem_comp_atom_coordination.geometry_calculated _pdbx_chem_comp_atom_coordination.geometry_generic _pdbx_chem_comp_atom_coordination.geometry_abbr _pdbx_chem_comp_atom_coordination.provenance 1 HEA FE 6 octahedron octahedral OCT FindGeo 1 HEA FE 6 octahedral octahedral OCT MetalCoord 2 HEA FE 5 "square pyramid" "square pyramidal" SPY FindGeo 2 HEA FE 5 square-pyramid "square pyramidal" SQP MetalCoord # loop_ _pdbx_chem_comp_atom_coordination_sphere.id _pdbx_chem_comp_atom_coordination_sphere.geometry_id _pdbx_chem_comp_atom_coordination_sphere.comp_id _pdbx_chem_comp_atom_coordination_sphere.atom_id _pdbx_chem_comp_atom_coordination_sphere.descriptor _pdbx_chem_comp_atom_coordination_sphere.provenance 1 1 HEA FE "@OCT{Fe,N,N,N,N,N,N}" MetalCoord 2 1 HEA FE "@OCT{Fe,N,N,N,N,N,O}" MetalCoord 3 1 HEA FE "@OCT{Fe,C,N,N,N,N,N}" MetalCoord 4 2 HEA FE "@SQP{Fe,N,N,N,N,N}" MetalCoord # loop_ _pdbx_chem_comp_pcm.pcm_id _pdbx_chem_comp_pcm.comp_id _pdbx_chem_comp_pcm.modified_residue_id _pdbx_chem_comp_pcm.type _pdbx_chem_comp_pcm.category _pdbx_chem_comp_pcm.polypeptide_position _pdbx_chem_comp_pcm.comp_id_linking_atom _pdbx_chem_comp_pcm.modified_residue_id_linking_atom _pdbx_chem_comp_pcm.uniprot_specific_ptm_accession _pdbx_chem_comp_pcm.uniprot_generic_ptm_accession _pdbx_chem_comp_pcm.position 1 HEA HIS None "Metal coordination" "Any position" FE NE2 ? ? "Amino-acid side chain" 2 HEA HIS None "Metal coordination" "Any position" FE CE1 ? ? "Amino-acid side chain" 3 HEA HIS None "Metal coordination" "Any position" FE ND1 ? ? "Amino-acid side chain" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site HEA "Create component" 1999-07-08 RCSB HEA "Other modification" 2011-08-02 RCSB HEA "Other modification" 2023-10-11 RCSB HEA "Other modification" 2026-07-17 RCSB HEA "Other modification" 2026-07-31 RCSB HEA "Other modification" 2026-09-16 RCSB #