data_FE9 # _chem_comp.id FE9 _chem_comp.name "iron-guanylyl pyridinol cofactor" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H23 Fe N6 O13 P S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge ? _chem_comp.pdbx_initial_date 2013-08-01 _chem_comp.pdbx_modified_date 2026-07-31 _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 686.323 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FE9 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details MetalCoord _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 4JJG _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 FE9 O2 O2 O 0 1 N N N N N N -5.500 -22.093 -29.162 -5.021 -3.572 -1.235 O2 FE9 1 FE9 FE FE FE ? 0 N N N N N N -7.454 -21.465 -27.091 -6.900 -3.819 1.556 FE FE9 2 FE9 C1F C1F C -1 1 N N N N N N -8.472 -22.740 -27.937 -5.749 -5.159 1.192 C1F FE9 3 FE9 O1F O1F O 1 1 N N N N N N -9.135 -23.572 -28.469 -4.969 -6.064 0.945 O1F FE9 4 FE9 C2F C2F C -1 1 N N N N N N -7.741 -22.204 -25.416 -7.596 -5.193 2.552 C2F FE9 5 FE9 O2F O2F O 1 1 N N N N N N -7.954 -22.678 -24.330 -8.058 -6.106 3.216 O2F FE9 6 FE9 C8 C8 C -1 1 N N N N N N -8.767 -19.999 -27.337 -8.106 -2.370 2.036 C8 FE9 7 FE9 O18 O18 O 0 1 N N N N N N -9.575 -20.002 -26.165 -9.067 -3.127 1.997 O18 FE9 8 FE9 C7 C7 C 0 1 N N N N N N -8.901 -19.039 -28.461 -7.146 -1.266 2.152 C7 FE9 9 FE9 C6 C6 C 0 1 N N N N N N -7.809 -19.540 -29.360 -6.006 -1.254 1.167 C6 FE9 10 FE9 N1 N1 N -1 1 N N N N N N -7.118 -20.595 -28.934 -5.970 -2.376 0.432 N1 FE9 11 FE9 C5 C5 C 0 1 N N N N N N -7.575 -18.924 -30.583 -5.050 -0.214 1.046 C5 FE9 12 FE9 C5M C5M C 0 1 N N N N N N -8.394 -17.729 -31.023 -5.103 1.019 1.910 C5M FE9 13 FE9 C4 C4 C 0 1 N N N N N N -6.568 -19.413 -31.385 -4.040 -0.373 0.077 C4 FE9 14 FE9 C3 C3 C 0 1 N N N N N N -5.797 -20.508 -30.928 -4.012 -1.512 -0.729 C3 FE9 15 FE9 C3M C3M C 0 1 N N N N N N -4.672 -21.114 -31.736 -2.942 -1.701 -1.775 C3M FE9 16 FE9 C2 C2 C 0 1 N N N N N N -6.152 -21.039 -29.683 -5.020 -2.530 -0.535 C2 FE9 17 FE9 O3P O3P O 0 1 N N N N N N -6.327 -18.795 -32.584 -3.022 0.589 -0.171 O3P FE9 18 FE9 P1 P1 P 0 1 N N N N N N -6.721 -19.402 -34.019 -2.311 1.939 0.383 P1 FE9 19 FE9 O1P O1P O 0 1 N N N N N N -5.601 -19.114 -35.020 -3.141 3.116 0.079 O1P FE9 20 FE9 O2P O2P O -1 1 N N N N N N -7.240 -20.823 -33.863 -1.861 1.756 1.774 O2P FE9 21 FE9 "O5'" "O5'" O 0 1 N N N N N N -8.018 -18.512 -34.299 -0.944 2.040 -0.553 "O5'" FE9 22 FE9 "C5'" "C5'" C 0 1 N N N N N N -7.896 -17.144 -34.708 -0.037 0.915 -0.620 "C5'" FE9 23 FE9 "C4'" "C4'" C 0 1 N N R N N N -8.850 -16.936 -35.885 1.325 1.380 -1.089 "C4'" FE9 24 FE9 "O4'" "O4'" O 0 1 N N N N N N -9.034 -15.548 -36.125 2.216 1.471 0.043 "O4'" FE9 25 FE9 "C1'" "C1'" C 0 1 N N R N N N -9.271 -15.379 -37.518 3.552 1.154 -0.341 "C1'" FE9 26 FE9 "C2'" "C2'" C 0 1 N N R N N N -8.294 -16.337 -38.152 3.535 0.809 -1.835 "C2'" FE9 27 FE9 "O2'" "O2'" O 0 1 N N N N N N -8.782 -16.668 -39.452 4.005 1.913 -2.585 "O2'" FE9 28 FE9 "C3'" "C3'" C 0 1 N N S N N N -8.336 -17.504 -37.188 2.058 0.461 -2.077 "C3'" FE9 29 FE9 "O3'" "O3'" O 0 1 N N N N N N -9.345 -18.422 -37.597 1.669 0.729 -3.420 "O3'" FE9 30 FE9 N9A N9A N 0 1 Y N N N N N -9.141 -13.953 -37.915 4.047 0.056 0.493 N9A FE9 31 FE9 C4A C4A C 0 1 Y N N N N N -10.179 -13.128 -38.051 5.370 -0.163 0.836 C4A FE9 32 FE9 N3A N3A N 0 1 N N N N N N -11.523 -13.294 -37.920 6.427 0.601 0.466 N3A FE9 33 FE9 C2A C2A C 0 1 N N N N N N -12.391 -12.295 -38.153 7.578 0.140 0.952 C2A FE9 34 FE9 N2A N2A N 0 1 N N N N N N -13.724 -12.554 -37.998 8.724 0.791 0.673 N2A FE9 35 FE9 N1A N1A N 0 1 N N N N N N -11.937 -11.062 -38.509 7.670 -0.985 1.739 N1A FE9 36 FE9 C6A C6A C 0 1 N N N N N N -10.595 -10.839 -38.647 6.598 -1.785 2.131 C6A FE9 37 FE9 O6A O6A O 0 1 N N N N N N -10.117 -9.608 -38.995 6.790 -2.782 2.843 O6A FE9 38 FE9 C5A C5A C 0 1 Y N N N N N -9.688 -11.887 -38.426 5.370 -1.298 1.616 C5A FE9 39 FE9 N7A N7A N 0 1 Y N N N N N -8.349 -12.002 -38.487 4.081 -1.795 1.767 N7A FE9 40 FE9 C8A C8A C 0 1 Y N N N N N -8.019 -13.267 -38.169 3.337 -0.961 1.081 C8A FE9 41 FE9 H8 H8 H 0 1 N N N N N N -8.721 -18.003 -28.137 -7.679 -0.452 2.031 H8 FE9 42 FE9 H9 H9 H 0 1 N N N N N N -9.143 -17.493 -30.252 -5.909 1.038 2.446 H9 FE9 43 FE9 H10 H10 H 0 1 N N N N N N -7.731 -16.863 -31.167 -5.095 1.811 1.349 H10 FE9 44 FE9 H11 H11 H 0 1 N N N N N N -8.904 -17.962 -31.970 -4.333 1.039 2.502 H11 FE9 45 FE9 H12 H12 H 0 1 N N N N N N -4.225 -21.948 -31.175 -2.885 -2.635 -2.034 H12 FE9 46 FE9 H13 H13 H 0 1 N N N N N N -5.067 -21.486 -32.693 -2.081 -1.426 -1.419 H13 FE9 47 FE9 H14 H14 H 0 1 N N N N N N -3.905 -20.349 -31.928 -3.153 -1.164 -2.558 H14 FE9 48 FE9 H15 H15 H 0 1 N N N N N N -6.768 -21.400 -34.452 2.414 -1.323 -2.674 H15 FE9 49 FE9 H16 H16 H 0 1 N N N N N N -6.862 -16.935 -35.020 0.044 0.497 0.276 H16 FE9 50 FE9 H17 H17 H 0 1 N N N N N N -8.171 -16.477 -33.878 -0.399 0.237 -1.247 H17 FE9 51 FE9 H18 H18 H 0 1 N N N N N N -9.813 -17.410 -35.645 1.224 2.280 -1.496 H18 FE9 52 FE9 H19 H19 H 0 1 N N N N N N -10.290 -15.717 -37.758 4.135 1.973 -0.195 H19 FE9 53 FE9 H20 H20 H 0 1 N N N N N N -7.286 -15.899 -38.189 4.101 0.013 -2.003 H20 FE9 54 FE9 H21 H21 H 0 1 N N N N N N -8.181 -17.272 -39.872 4.105 1.698 -3.392 H21 FE9 55 FE9 H22 H22 H 0 1 N N N N N N -7.347 -17.971 -37.069 1.896 -0.496 -1.865 H22 FE9 56 FE9 H23 H23 H 0 1 N N N N N N -9.372 -19.154 -36.992 0.907 0.410 -3.580 H23 FE9 57 FE9 H24 H24 H 0 1 N N N N N N -14.027 -13.465 -37.719 8.700 1.513 0.174 H24 FE9 58 FE9 H25 H25 H 0 1 N N N N N N -14.396 -11.832 -38.164 9.495 0.507 0.982 H25 FE9 59 FE9 H26 H26 H 0 1 N N N N N N -12.586 -10.318 -38.670 8.479 -1.233 2.028 H26 FE9 60 FE9 H27 H27 H 0 1 N N N N N N -7.015 -13.664 -38.126 2.403 -1.045 1.002 H27 FE9 61 FE9 H1 H1 H 0 1 N Y N N N N -9.889 -19.107 -28.941 -6.796 -1.246 3.067 H1 FE9 62 FE9 O1 O1 O -1 1 N Y N N N N ? ? ? -5.598 -3.559 3.238 O1 FE9 63 FE9 S1 S1 S -1 1 N Y N N N N ? ? ? -8.086 -4.447 -0.340 S1 FE9 64 FE9 HS1 HS1 H 0 1 N Y N N N N ? ? ? -9.121 -5.009 -0.006 HS1 FE9 65 FE9 H2 H2 H 0 1 N N N N N N ? ? ? -6.063 -3.561 3.969 H2 FE9 66 # 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 FE9 "O2'" "C2'" SING N N 1 N N FE9 O6A C6A DOUB N N 2 N N FE9 C6A N1A SING N N 3 N N FE9 C6A C5A SING N N 4 N N FE9 N1A C2A SING N N 5 N N FE9 N7A C5A SING Y N 6 N N FE9 N7A C8A DOUB Y N 7 N N FE9 C5A C4A DOUB Y N 8 N N FE9 C8A N9A SING Y N 9 N N FE9 C2A N2A SING N N 10 N N FE9 C2A N3A DOUB N N 11 N N FE9 "C2'" "C1'" SING N N 12 N N FE9 "C2'" "C3'" SING N N 13 N N FE9 C4A N3A SING N N 14 N N FE9 C4A N9A SING Y N 15 N N FE9 N9A "C1'" SING N N 16 N N FE9 "O3'" "C3'" SING N N 17 N N FE9 "C1'" "O4'" SING N N 18 N N FE9 "C3'" "C4'" SING N N 19 N N FE9 "O4'" "C4'" SING N N 20 N N FE9 "C4'" "C5'" SING N N 21 N N FE9 O1P P1 DOUB N N 22 N N FE9 "C5'" "O5'" SING N N 23 N N FE9 "O5'" P1 SING N N 24 N N FE9 P1 O2P SING N N 25 N N FE9 P1 O3P SING N N 26 N N FE9 O3P C4 SING N N 27 N N FE9 C3M C3 SING N N 28 N N FE9 C4 C3 DOUB N N 29 N N FE9 C4 C5 SING N N 30 N N FE9 C5M C5 SING N N 31 N N FE9 C3 C2 SING N N 32 N N FE9 C5 C6 DOUB N N 33 N N FE9 C2 O2 DOUB N N 34 N N FE9 C2 N1 SING N N 35 N N FE9 C6 N1 SING N N 36 N N FE9 C6 C7 SING N N 37 N N FE9 N1 FE SING N N 38 Y N FE9 O1F C1F TRIP N N 39 N N FE9 C7 C8 SING N N 40 N N FE9 C1F FE SING N N 41 Y N FE9 C8 FE SING N N 42 Y N FE9 C8 O18 DOUB N N 43 N N FE9 FE C2F SING N N 44 Y N FE9 C2F O2F TRIP N N 45 N N FE9 C7 H8 SING N N 46 N N FE9 C5M H9 SING N N 47 N N FE9 C5M H10 SING N N 48 N N FE9 C5M H11 SING N N 49 N N FE9 C3M H12 SING N N 50 N N FE9 C3M H13 SING N N 51 N N FE9 C3M H14 SING N N 52 N N FE9 O2P H15 SING N N 53 N N FE9 "C5'" H16 SING N N 54 N N FE9 "C5'" H17 SING N N 55 N N FE9 "C4'" H18 SING N N 56 N N FE9 "C1'" H19 SING N N 57 N N FE9 "C2'" H20 SING N N 58 N N FE9 "O2'" H21 SING N N 59 N N FE9 "C3'" H22 SING N N 60 N N FE9 "O3'" H23 SING N N 61 N N FE9 N2A H24 SING N N 62 N N FE9 N2A H25 SING N N 63 N N FE9 N1A H26 SING N N 64 N N FE9 C8A H27 SING N N 65 N N FE9 C7 H1 SING N N 66 N N FE9 FE O1 SING N N 67 Y N FE9 FE S1 SING N N 68 Y N FE9 S1 HS1 SING N N 69 N N FE9 O1 H2 SING N N 70 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 FE9 InChI InChI 1.03 "InChI=1S/C19H22N6O10P.2CO.Fe.H2O.H2S/c1-7-9(3-4-26)22-16(29)8(2)14(7)35-36(31,32)33-5-10-12(27)13(28)18(34-10)25-6-21-11-15(25)23-19(20)24-17(11)30;2*1-2;;;/h6,10,12-13,18,27-28H,3,5H2,1-2H3,(H5,20,22,23,24,29,30,31,32);;;;2*1H2/q;2*+1;+5;;/p-3/t10-,12-,13-,18-;;;;;/m1...../s1" FE9 InChIKey InChI 1.03 AEHOAZNVUAGELD-VPXBKTNXSA-K FE9 SMILES_CANONICAL CACTVS 3.385 "CC1=C(O[P](O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)n3cnc4C(=O)NC(=Nc34)N)C(=C5CC(=O)[Fe++](O)(S)(C#[O+])(C#[O+])N5C1=O)C" FE9 SMILES CACTVS 3.385 "CC1=C(O[P](O)(=O)OC[CH]2O[CH]([CH](O)[CH]2O)n3cnc4C(=O)NC(=Nc34)N)C(=C5CC(=O)[Fe++](O)(S)(C#[O+])(C#[O+])N5C1=O)C" FE9 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC1=C2CC(=O)[Fe+2](N2C(=O)C(=C1OP(=O)(O)OC[C@@H]3[C@H]([C@H]([C@@H](O3)n4cnc5c4N=C(NC5=O)N)O)O)C)(C#[O+])(C#[O+])(O)S" FE9 SMILES "OpenEye OEToolkits" 1.7.6 "CC1=C2CC(=O)[Fe+2](N2C(=O)C(=C1OP(=O)(O)OCC3C(C(C(O3)n4cnc5c4N=C(NC5=O)N)O)O)C)(C#[O+])(C#[O+])(O)S" # 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 _pdbx_chem_comp_atom_coordination.representative_entry_id 1 FE9 FE 6 octahedral octahedral OCT MetalCoord 6HUZ 1 FE9 FE 6 octahedron octahedral OCT FindGeo 4YT4 2 FE9 FE 5 square-pyramid "square pyramidal" SQP MetalCoord 6HAV 2 FE9 FE 5 "square pyramid" "square pyramidal" SPY FindGeo 6HUY # 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 _pdbx_chem_comp_atom_coordination_sphere.representative_entry_id 1 1 FE9 FE "@OCT{Fe,C,C,N,O,C,S}" MetalCoord 6HUZ 2 1 FE9 FE "@OCT{Fe,C,C,C,N,C,S}" MetalCoord 4JJF 3 2 FE9 FE "@SQP{Fe,C,C,N,S,C}" MetalCoord 6HAV # 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 FE9 ASP None "Metal coordination" "Any position" FE OD2 ? ? "Amino-acid side chain" 2 FE9 CYS None "Metal coordination" "Any position" FE SG ? ? "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 FE9 "Create component" 2013-08-01 RCSB FE9 "Initial release" 2013-08-07 RCSB FE9 "Other modification" 2026-07-17 RCSB FE9 "Other modification" 2026-07-31 RCSB #