data_89R # _chem_comp.id 89R _chem_comp.name "fluorinated heme" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C34 H33 F3 Fe N4 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-05-23 _chem_comp.pdbx_modified_date 2017-08-11 _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 674.490 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 89R _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 5XL0 _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.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 89R C1 C1 C 0 1 N N N 29.648 13.096 15.157 ? ? ? C1 89R 1 89R C2 C2 C 0 1 N N N 26.300 10.041 17.016 ? ? ? C2 89R 2 89R C15 C3 C 0 1 N N N 27.590 10.602 16.584 ? ? ? C15 89R 3 89R C14 C4 C 0 1 N N N 28.887 9.978 16.705 ? ? ? C14 89R 4 89R C7 C5 C 0 1 N N N 28.984 14.252 14.801 ? ? ? C7 89R 5 89R C12 C6 C 0 1 N N N 29.063 11.980 15.737 ? ? ? C12 89R 6 89R C10 C7 C 0 1 N N N 29.378 18.640 14.686 ? ? ? C10 89R 7 89R C3 C8 C 0 1 N N N 22.827 13.011 15.490 ? ? ? C3 89R 8 89R C13 C9 C 0 1 N N N 29.823 10.835 16.165 ? ? ? C13 89R 9 89R C11 C10 C 0 1 N N N 28.495 18.731 15.930 ? ? ? C11 89R 10 89R C6 C11 C 0 1 N N N 29.654 15.428 14.292 ? ? ? C6 89R 11 89R C8 C12 C 0 1 N N N 31.137 15.573 14.082 ? ? ? C8 89R 12 89R C5 C13 C 0 1 N N N 28.669 16.348 14.049 ? ? ? C5 89R 13 89R C9 C14 C 0 1 N N N 28.848 17.755 13.533 ? ? ? C9 89R 14 89R C4 C15 C 0 1 N N N 27.412 15.724 14.403 ? ? ? C4 89R 15 89R O2 O1 O 0 1 N N N 22.301 19.699 11.749 ? ? ? O2 89R 16 89R O3 O2 O 0 1 N N N 23.753 18.909 10.305 ? ? ? O3 89R 17 89R O1 O3 O 0 1 N N N 28.927 18.315 17.036 ? ? ? O1 89R 18 89R N N1 N 0 1 N N N 27.622 14.453 14.863 ? ? ? N 89R 19 89R C C16 C 0 1 N N N 26.159 16.321 14.281 ? ? ? C 89R 20 89R O O4 O 0 1 N N N 27.360 19.250 15.858 ? ? ? O 89R 21 89R C16 C17 C 0 1 Y N N 25.071 10.574 16.705 ? ? ? C16 89R 22 89R C17 C18 C 0 1 Y N N 23.829 9.872 16.934 ? ? ? C17 89R 23 89R C18 C19 C 0 1 Y N N 22.837 10.702 16.495 ? ? ? C18 89R 24 89R C19 C20 C 0 1 Y N N 23.489 11.908 16.013 ? ? ? C19 89R 25 89R C20 C21 C 0 1 N N N 23.414 14.187 15.042 ? ? ? C20 89R 26 89R C21 C22 C 0 1 N N N 22.687 15.332 14.525 ? ? ? C21 89R 27 89R C22 C23 C 0 1 N N N 23.625 16.268 14.163 ? ? ? C22 89R 28 89R C23 C24 C 0 1 N N N 24.931 15.689 14.466 ? ? ? C23 89R 29 89R C24 C25 C 0 1 N N N 21.196 15.441 14.415 ? ? ? C24 89R 30 89R C25 C26 C 0 1 N N N 23.332 17.617 13.551 ? ? ? C25 89R 31 89R C26 C27 C 0 1 N N N 23.074 17.446 12.047 ? ? ? C26 89R 32 89R C27 C28 C 0 1 N N N 23.038 18.778 11.322 ? ? ? C27 89R 33 89R C28 C29 C 0 1 N N N 23.684 8.500 17.541 ? ? ? C28 89R 34 89R C29 C30 C 0 1 N N N 23.208 7.533 16.474 ? ? ? C29 89R 35 89R C30 C31 C 0 1 N N N 31.312 10.658 15.990 ? ? ? C30 89R 36 89R C31 C32 C 0 1 N N N 32.175 11.296 17.054 ? ? ? C31 89R 37 89R C32 C33 C 0 1 N N N 21.361 10.426 16.512 ? ? ? C32 89R 38 89R C33 C34 C 0 1 N N N 29.175 8.620 17.246 ? ? ? C33 89R 39 89R F F1 F 0 1 N N N 30.434 8.558 17.722 ? ? ? F 89R 40 89R F1 F2 F 0 1 N N N 28.281 8.227 18.177 ? ? ? F1 89R 41 89R F2 F3 F 0 1 N N N 29.119 7.766 16.216 ? ? ? F2 89R 42 89R N1 N2 N 0 1 N N N 27.722 11.835 16.006 ? ? ? N1 89R 43 89R N2 N3 N 0 1 Y N N 24.842 11.811 16.154 ? ? ? N2 89R 44 89R N3 N4 N 0 1 N N N 24.762 14.429 14.994 ? ? ? N3 89R 45 89R FE FE1 FE 0 0 N N N 26.227 13.156 15.569 ? ? ? FE 89R 46 89R H1 H1 H 0 1 N N N 30.711 13.057 14.969 ? ? ? H1 89R 47 89R H2 H2 H 0 1 N N N 26.320 9.146 17.621 ? ? ? H2 89R 48 89R H3 H3 H 0 1 N N N 30.354 18.238 14.996 ? ? ? H3 89R 49 89R H4 H4 H 0 1 N N N 29.510 19.659 14.293 ? ? ? H4 89R 50 89R H5 H5 H 0 1 N N N 21.751 12.948 15.425 ? ? ? H5 89R 51 89R H6 H6 H 0 1 N N N 31.643 14.642 14.379 ? ? ? H6 89R 52 89R H7 H7 H 0 1 N N N 31.339 15.777 13.020 ? ? ? H7 89R 53 89R H8 H8 H 0 1 N N N 31.514 16.406 14.693 ? ? ? H8 89R 54 89R H9 H9 H 0 1 N N N 29.570 17.756 12.703 ? ? ? H9 89R 55 89R H10 H10 H 0 1 N N N 27.882 18.146 13.180 ? ? ? H10 89R 56 89R H11 H11 H 0 1 N N N 22.387 20.460 11.187 ? ? ? H11 89R 57 89R H12 H12 H 0 1 N N N 28.275 18.469 17.709 ? ? ? H12 89R 58 89R H13 H13 H 0 1 N N N 26.138 17.369 14.019 ? ? ? H13 89R 59 89R H14 H14 H 0 1 N N N 20.732 14.518 14.792 ? ? ? H14 89R 60 89R H15 H15 H 0 1 N N N 20.846 16.297 15.011 ? ? ? H15 89R 61 89R H16 H16 H 0 1 N N N 20.916 15.589 13.362 ? ? ? H16 89R 62 89R H17 H17 H 0 1 N N N 24.193 18.284 13.703 ? ? ? H17 89R 63 89R H18 H18 H 0 1 N N N 22.442 18.052 14.029 ? ? ? H18 89R 64 89R H19 H19 H 0 1 N N N 22.108 16.940 11.908 ? ? ? H19 89R 65 89R H20 H20 H 0 1 N N N 23.877 16.829 11.617 ? ? ? H20 89R 66 89R H21 H21 H 0 1 N N N 22.950 8.535 18.360 ? ? ? H21 89R 67 89R H22 H22 H 0 1 N N N 24.656 8.166 17.933 ? ? ? H22 89R 68 89R H23 H23 H 0 1 N N N 23.100 6.529 16.910 ? ? ? H23 89R 69 89R H24 H24 H 0 1 N N N 22.237 7.869 16.082 ? ? ? H24 89R 70 89R H25 H25 H 0 1 N N N 23.942 7.500 15.655 ? ? ? H25 89R 71 89R H26 H26 H 0 1 N N N 31.526 9.579 15.983 ? ? ? H26 89R 72 89R H27 H27 H 0 1 N N N 31.593 11.094 15.020 ? ? ? H27 89R 73 89R H28 H28 H 0 1 N N N 33.235 11.106 16.829 ? ? ? H28 89R 74 89R H29 H29 H 0 1 N N N 31.992 12.381 17.072 ? ? ? H29 89R 75 89R H30 H30 H 0 1 N N N 31.926 10.866 18.035 ? ? ? H30 89R 76 89R H31 H31 H 0 1 N N N 21.067 9.941 15.569 ? ? ? H31 89R 77 89R H32 H32 H 0 1 N N N 21.122 9.762 17.356 ? ? ? H32 89R 78 89R H33 H33 H 0 1 N N N 20.812 11.373 16.624 ? ? ? H33 89R 79 # # 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 89R O3 C27 DOUB N N 1 89R C27 O2 SING N N 2 89R C27 C26 SING N N 3 89R C26 C25 SING N N 4 89R C9 C5 SING N N 5 89R C9 C10 SING N N 6 89R C25 C22 SING N N 7 89R C5 C6 DOUB N N 8 89R C5 C4 SING N N 9 89R C8 C6 SING N N 10 89R C22 C23 SING N N 11 89R C22 C21 DOUB N N 12 89R C C4 DOUB N N 13 89R C C23 SING N N 14 89R C6 C7 SING N N 15 89R C4 N SING N N 16 89R C24 C21 SING N N 17 89R C23 N3 DOUB N N 18 89R C21 C20 SING N N 19 89R C10 C11 SING N N 20 89R C7 N SING N N 21 89R C7 C1 DOUB N N 22 89R N FE SING N N 23 89R N3 C20 SING N N 24 89R N3 FE SING N N 25 89R C20 C3 DOUB N N 26 89R C1 C12 SING N N 27 89R C3 C19 SING N N 28 89R FE N1 SING N N 29 89R FE N2 SING N N 30 89R C12 N1 DOUB N N 31 89R C12 C13 SING N N 32 89R O C11 DOUB N N 33 89R C11 O1 SING N N 34 89R C30 C13 SING N N 35 89R C30 C31 SING N N 36 89R N1 C15 SING N N 37 89R C19 N2 SING Y N 38 89R C19 C18 DOUB Y N 39 89R N2 C16 SING Y N 40 89R C13 C14 DOUB N N 41 89R F2 C33 SING N N 42 89R C29 C28 SING N N 43 89R C18 C32 SING N N 44 89R C18 C17 SING Y N 45 89R C15 C14 SING N N 46 89R C15 C2 DOUB N N 47 89R C14 C33 SING N N 48 89R C16 C17 DOUB Y N 49 89R C16 C2 SING N N 50 89R C17 C28 SING N N 51 89R C33 F SING N N 52 89R C33 F1 SING N N 53 89R C1 H1 SING N N 54 89R C2 H2 SING N N 55 89R C10 H3 SING N N 56 89R C10 H4 SING N N 57 89R C3 H5 SING N N 58 89R C8 H6 SING N N 59 89R C8 H7 SING N N 60 89R C8 H8 SING N N 61 89R C9 H9 SING N N 62 89R C9 H10 SING N N 63 89R O2 H11 SING N N 64 89R O1 H12 SING N N 65 89R C H13 SING N N 66 89R C24 H14 SING N N 67 89R C24 H15 SING N N 68 89R C24 H16 SING N N 69 89R C25 H17 SING N N 70 89R C25 H18 SING N N 71 89R C26 H19 SING N N 72 89R C26 H20 SING N N 73 89R C28 H21 SING N N 74 89R C28 H22 SING N N 75 89R C29 H23 SING N N 76 89R C29 H24 SING N N 77 89R C29 H25 SING N N 78 89R C30 H26 SING N N 79 89R C30 H27 SING N N 80 89R C31 H28 SING N N 81 89R C31 H29 SING N N 82 89R C31 H30 SING N N 83 89R C32 H31 SING N N 84 89R C32 H32 SING N N 85 89R C32 H33 SING N N 86 # # 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 89R InChI InChI 1.03 "InChI=1S/C34H35F3N4O4.Fe/c1-6-19-16(3)23-12-24-17(4)21(8-10-31(42)43)28(39-24)14-29-22(9-11-32(44)45)18(5)25(40-29)13-27-20(7-2)33(34(35,36)37)30(41-27)15-26(19)38-23;/h12-15H,6-11H2,1-5H3,(H4,38,39,40,41,42,43,44,45);/q;+2/p-2/b23-12-,24-12-,25-13-,26-15-,27-13-,28-14-,29-14-,30-15-;" 89R InChIKey InChI 1.03 CNPAYGPAEWLGQO-MZUFGXIUSA-L 89R SMILES_CANONICAL CACTVS 3.385 "CCc1c(C)c2C=C3N=C(C=C4[N@@]5[Fe]n2c1C=C6N=C(C=C5C(=C4CCC(O)=O)C)C(=C6C(F)(F)F)CC)C(=C3C)CCC(O)=O" 89R SMILES CACTVS 3.385 "CCc1c(C)c2C=C3N=C(C=C4[N]5[Fe]n2c1C=C6N=C(C=C5C(=C4CCC(O)=O)C)C(=C6C(F)(F)F)CC)C(=C3C)CCC(O)=O" 89R SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CCc1c(c2n3c1C=C4C(=C(C5=[N]4[Fe]36[N]7=C(C=C8N6C(=C5)C(=C8CCC(=O)O)C)C(=C(C7=C2)C)CCC(=O)O)CC)C(F)(F)F)C" 89R SMILES "OpenEye OEToolkits" 2.0.6 "CCc1c(c2n3c1C=C4C(=C(C5=[N]4[Fe]36[N]7=C(C=C8N6C(=C5)C(=C8CCC(=O)O)C)C(=C(C7=C2)C)CCC(=O)O)CC)C(F)(F)F)C" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 89R "Create component" 2017-05-23 RCSB 89R "Initial release" 2017-08-16 RCSB ##