data_CLN # _chem_comp.id CLN _chem_comp.name "SULFUR SUBSTITUTED PROTOPORPHYRIN IX" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C34 H32 Fe N4 O4 S" _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 2026-07-31 _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 648.552 _chem_comp.one_letter_code ? _chem_comp.three_letter_code CLN _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 1YMC _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI _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 CLN FE FE FE ? 0 N N N N N N 14.266 29.144 4.817 -0.704 -0.048 -0.044 FE CLN 1 CLN CHA CHA C 0 1 N N N N N N 15.316 32.420 4.961 2.650 0.461 -0.304 CHA CLN 2 CLN CHB CHB C 0 1 N N N N N N 13.992 29.163 8.248 -0.298 -3.248 -1.073 CHB CLN 3 CLN CHC CHC C 0 1 N N N N N N 13.137 25.961 4.776 -4.021 -0.599 0.503 CHC CLN 4 CLN CHD CHD C 0 1 N N N N N N 14.927 29.034 1.485 -1.173 3.273 0.591 CHD CLN 5 CLN NA "N A" N 0 1 N N N N N N 14.677 30.499 6.326 0.901 -1.196 -0.598 NA CLN 6 CLN C1A C1A C 0 1 N N N N N N 14.962 31.840 6.173 2.211 -0.821 -0.625 C1A CLN 7 CLN C2A C2A C 0 1 N N N N N N 14.875 32.505 7.503 2.992 -1.882 -1.039 C2A CLN 8 CLN C3A C3A C 0 1 N N N N N N 14.545 31.592 8.408 2.155 -2.936 -1.251 C3A CLN 9 CLN C4A C4A C 0 1 N N N N N N 14.392 30.317 7.649 0.877 -2.501 -0.991 C4A CLN 10 CLN CMA CMA C 0 1 N N N N N N 14.270 31.647 9.867 2.570 -4.313 -1.706 CMA CLN 11 CLN CAA CAA C 0 1 N N N N N N 15.117 34.007 7.645 4.491 -1.876 -1.206 CAA CLN 12 CLN CBA CBA C 0 1 N N N N N N 13.840 34.960 7.773 5.265 -2.186 0.073 CBA CLN 13 CLN CGA CGA C 0 1 N N N N N N 12.870 34.755 6.604 6.782 -2.139 -0.078 CGA CLN 14 CLN O1A O1A O 0 1 N N N N N N 13.510 34.921 5.511 7.344 -1.026 -0.003 O1A CLN 15 CLN O2A O2A O -1 1 N N N N N N 11.649 34.436 6.811 7.386 -3.216 -0.270 O2A CLN 16 CLN NB "N B" N -1 1 N N S N N N 13.711 27.836 6.245 -1.953 -1.677 -0.258 NB CLN 17 CLN C1B C1B C 0 1 N N N N N N 13.460 28.098 7.578 -1.603 -2.914 -0.705 C1B CLN 18 CLN C2B C2B C 0 1 N N N N N N 12.803 26.968 8.170 -2.712 -3.760 -0.703 C2B CLN 19 CLN C3B C3B C 0 1 N N N N N N 12.604 26.062 7.217 -3.829 -3.022 -0.257 C3B CLN 20 CLN C4B C4B C 0 1 N N N N N N 13.168 26.571 5.998 -3.319 -1.753 0.018 C4B CLN 21 CLN CMB CMB C 0 1 N N N N N N 12.452 26.893 9.721 -2.753 -5.205 -1.126 CMB CLN 22 CLN CAB CAB C 0 1 N N N N N N 11.958 24.638 7.261 -5.207 -3.593 -0.129 CAB CLN 23 CLN CBB CBB C 0 1 N N N N N N 12.935 23.670 7.540 -6.381 -3.109 0.205 CBB CLN 24 CLN NC "N C" N 0 1 N N N N N N 14.057 27.662 3.343 -2.311 1.122 0.448 NC CLN 25 CLN C1C C1C C 0 1 N N N N N N 13.541 26.368 3.511 -3.591 0.703 0.687 C1C CLN 26 CLN C2C C2C C 0 1 N N R N N N 13.479 25.568 2.236 -4.508 1.817 1.199 C2C CLN 27 CLN C3C C3C C 0 1 N N R N N N 14.275 26.536 1.356 -3.677 3.073 0.818 C3C CLN 28 CLN C4C C4C C 0 1 N N N N N N 14.565 27.778 2.071 -2.294 2.476 0.616 C4C CLN 29 CLN CMC CMC C 0 1 N N N N N N 12.119 24.997 1.918 -4.847 1.673 2.667 CMC CLN 30 CLN CAC CAC C 0 1 N N N N N N 14.746 26.137 0.163 -4.220 3.609 -0.481 CAC CLN 31 CLN CBC CBC C 0 1 N N N N N N 14.978 24.711 0.093 -5.461 3.149 -0.776 CBC CLN 32 CLN S S S 0 1 N N N N N N 14.555 24.210 1.861 -6.097 1.944 0.273 S CLN 33 CLN ND "N D" N -1 1 Y N N N N N 14.932 30.483 3.492 0.544 1.590 0.109 ND CLN 34 CLN C1D C1D C 0 1 Y N N N N N 15.306 30.188 2.172 0.190 2.880 0.388 C1D CLN 35 CLN C2D C2D C 0 1 Y N N N N N 16.055 31.265 1.625 1.308 3.673 0.455 C2D CLN 36 CLN C3D C3D C 0 1 Y N N N N N 16.140 32.218 2.575 2.383 2.876 0.194 C3D CLN 37 CLN C4D C4D C 0 1 Y N N N N N 15.467 31.733 3.745 1.902 1.596 -0.004 C4D CLN 38 CLN CMD CMD C 0 1 N N N N N N 16.601 31.373 0.211 1.355 5.152 0.741 CMD CLN 39 CLN CAD CAD C 0 1 N N N N N N 16.904 33.567 2.418 3.828 3.306 0.151 CAD CLN 40 CLN CBD CBD C 0 1 N N N N N N 18.272 33.493 2.999 4.568 3.139 1.475 CBD CLN 41 CLN CGD CGD C 0 1 N N N N N N 19.346 34.487 2.801 6.085 3.265 1.372 CGD CLN 42 CLN O1D O1D O 0 1 N N N N N N 19.770 34.703 1.627 6.602 4.366 1.656 O1D CLN 43 CLN O2D O2D O -1 1 N N N N N N 19.755 35.023 3.905 6.733 2.261 1.009 O2D CLN 44 CLN HHA HHA H 0 1 N N N N N N 15.489 33.486 4.953 3.589 0.568 -0.248 HHA CLN 45 CLN HHB HHB H 0 1 N N N N N N 14.102 29.084 9.319 -0.200 -4.096 -1.480 HHB CLN 46 CLN HHC HHC H 0 1 N N N N N N 12.715 24.967 4.798 -4.910 -0.760 0.766 HHC CLN 47 CLN HHD HHD H 0 1 N N N N N N 14.904 29.094 0.407 -1.327 4.196 0.711 HHD CLN 48 CLN HMA1 HMA1 H 0 0 N N N N N N 14.029 30.638 10.233 1.947 -4.976 -1.369 HMA1 CLN 49 CLN HMA2 HMA2 H 0 0 N N N N N N 15.159 32.026 10.393 3.455 -4.524 -1.368 HMA2 CLN 50 CLN HMA3 HMA3 H 0 0 N N N N N N 13.419 32.318 10.055 2.580 -4.345 -2.676 HMA3 CLN 51 CLN HAA1 HAA1 H 0 0 N N N N N N 15.729 34.157 8.546 4.778 -0.997 -1.538 HAA1 CLN 52 CLN HAA2 HAA2 H 0 0 N N N N N N 15.682 34.333 6.759 4.752 -2.525 -1.895 HAA2 CLN 53 CLN HBA1 HBA1 H 0 0 N N N N N N 13.318 34.735 8.715 5.009 -3.083 0.388 HBA1 CLN 54 CLN HBA2 HBA2 H 0 0 N N N N N N 14.175 36.008 7.781 4.999 -1.541 0.768 HBA2 CLN 55 CLN H2A H2A H 0 1 N N N N N N 11.206 34.319 5.979 7.756 -2.666 -0.197 H2A CLN 56 CLN HMB1 HMB1 H 0 0 N N N N N N 11.954 25.937 9.939 -3.312 -5.713 -0.517 HMB1 CLN 57 CLN HMB2 HMB2 H 0 0 N N N N N N 13.378 26.966 10.310 -1.862 -5.587 -1.112 HMB2 CLN 58 CLN HMB3 HMB3 H 0 0 N N N N N N 11.782 27.724 9.986 -3.115 -5.271 -2.024 HMB3 CLN 59 CLN HAB HAB H 0 1 N N N N N N 10.911 24.430 7.100 -5.282 -4.512 -0.329 HAB CLN 60 CLN HBB1 HBB1 H 0 0 N N N N N N 12.659 22.628 7.607 -7.130 -3.681 0.235 HBB1 CLN 61 CLN HBB2 HBB2 H 0 0 N N N N N N 13.963 23.967 7.688 -6.485 -2.194 0.399 HBB2 CLN 62 CLN H3C H3C H 0 1 N N N N N N 13.359 26.953 0.911 -3.668 3.764 1.520 H3C CLN 63 CLN HMC1 HMC1 H 0 0 N N N N N N 12.169 24.432 0.975 -5.399 2.418 2.948 HMC1 CLN 64 CLN HMC2 HMC2 H 0 0 N N N N N N 11.804 24.326 2.731 -4.031 1.660 3.191 HMC2 CLN 65 CLN HMC3 HMC3 H 0 0 N N N N N N 11.392 25.816 1.816 -5.331 0.846 2.807 HMC3 CLN 66 CLN HAC HAC H 0 1 N N N N N N 14.932 26.812 -0.659 -3.738 4.207 -1.033 HAC CLN 67 CLN HBC HBC H 0 1 N N N N N N 15.303 24.103 -0.739 -5.961 3.463 -1.510 HBC CLN 68 CLN HMD1 HMD1 H 0 0 N N N N N N 15.841 31.826 -0.443 2.149 5.367 1.257 HMD1 CLN 69 CLN HMD2 HMD2 H 0 0 N N N N N N 17.504 32.002 0.214 0.574 5.418 1.252 HMD2 CLN 70 CLN HMD3 HMD3 H 0 0 N N N N N N 16.854 30.370 -0.162 1.374 5.645 -0.096 HMD3 CLN 71 CLN HAD1 HAD1 H 0 0 N N N N N N 16.983 33.810 1.348 3.888 4.246 -0.126 HAD1 CLN 72 CLN HAD2 HAD2 H 0 0 N N N N N N 16.340 34.359 2.933 4.300 2.789 -0.538 HAD2 CLN 73 CLN HBD1 HBD1 H 0 0 N N N N N N 18.122 33.441 4.088 4.352 2.254 1.849 HBD1 CLN 74 CLN HBD2 HBD2 H 0 0 N N N N N N 18.689 32.540 2.640 4.239 3.817 2.109 HBD2 CLN 75 CLN H2D H2D H 0 1 N N N N N N 20.456 35.637 3.719 6.437 0.087 1.386 H2D CLN 76 # 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 CLN FE NA SING N N 1 Y N CLN FE NB SING N N 2 Y N CLN FE NC SING N N 3 Y N CLN FE ND SING N N 4 Y N CLN CHA C1A DOUB N N 5 N N CLN CHA C4D SING N N 6 N N CLN CHA HHA SING N N 7 N N CLN CHB C4A SING N N 8 N N CLN CHB C1B DOUB N N 9 N N CLN CHB HHB SING N N 10 N N CLN CHC C4B DOUB N N 11 N N CLN CHC C1C SING N N 12 N N CLN CHC HHC SING N N 13 N N CLN CHD C4C DOUB N N 14 N N CLN CHD C1D SING N N 15 N N CLN CHD HHD SING N N 16 N N CLN NA C1A SING N N 17 N N CLN NA C4A DOUB N N 18 N N CLN C1A C2A SING N N 19 N N CLN C2A C3A DOUB N N 20 N N CLN C2A CAA SING N N 21 N N CLN C3A C4A SING N N 22 N N CLN C3A CMA SING N N 23 N N CLN CMA HMA1 SING N N 24 N N CLN CMA HMA2 SING N N 25 N N CLN CMA HMA3 SING N N 26 N N CLN CAA CBA SING N N 27 N N CLN CAA HAA1 SING N N 28 N N CLN CAA HAA2 SING N N 29 N N CLN CBA CGA SING N N 30 N N CLN CBA HBA1 SING N N 31 N N CLN CBA HBA2 SING N N 32 N N CLN CGA O1A DOUB N N 33 N N CLN CGA O2A SING N N 34 N N CLN O2A H2A SING N N 35 N N CLN NB C1B SING N N 36 N N CLN NB C4B SING N N 37 N N CLN C1B C2B SING N N 38 N N CLN C2B C3B DOUB N N 39 N N CLN C2B CMB SING N N 40 N N CLN C3B C4B SING N N 41 N N CLN C3B CAB SING N N 42 N N CLN CMB HMB1 SING N N 43 N N CLN CMB HMB2 SING N N 44 N N CLN CMB HMB3 SING N N 45 N N CLN CAB CBB DOUB N N 46 N N CLN CAB HAB SING N N 47 N N CLN CBB HBB1 SING N N 48 N N CLN CBB HBB2 SING N N 49 N N CLN NC C1C DOUB N N 50 N N CLN NC C4C SING N N 51 N N CLN C1C C2C SING N N 52 N N CLN C2C C3C SING N N 53 N N CLN C2C CMC SING N N 54 N N CLN C2C S SING N N 55 N N CLN C3C C4C SING N N 56 N N CLN C3C CAC SING N N 57 N N CLN C3C H3C SING N N 58 N N CLN CMC HMC1 SING N N 59 N N CLN CMC HMC2 SING N N 60 N N CLN CMC HMC3 SING N N 61 N N CLN CAC CBC DOUB N N 62 N N CLN CAC HAC SING N N 63 N N CLN CBC S SING N N 64 N N CLN CBC HBC SING N N 65 N N CLN ND C1D SING Y N 66 N N CLN ND C4D SING Y N 67 N N CLN C1D C2D DOUB Y N 68 N N CLN C2D C3D SING Y N 69 N N CLN C2D CMD SING N N 70 N N CLN C3D C4D DOUB Y N 71 N N CLN C3D CAD SING N N 72 N N CLN CMD HMD1 SING N N 73 N N CLN CMD HMD2 SING N N 74 N N CLN CMD HMD3 SING N N 75 N N CLN CAD CBD SING N N 76 N N CLN CAD HAD1 SING N N 77 N N CLN CAD HAD2 SING N N 78 N N CLN CBD CGD SING N N 79 N N CLN CBD HBD1 SING N N 80 N N CLN CBD HBD2 SING N N 81 N N CLN CGD O1D DOUB N N 82 N N CLN CGD O2D SING N N 83 N N CLN O2D H2D SING N N 84 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 CLN InChI InChI 1.06 "InChI=1S/C34H34N4O4S.Fe/c1-6-20-17(2)24-13-25-18(3)21(7-9-32(39)40)27(35-25)15-28-22(8-10-33(41)42)19(4)26(36-28)14-30-23-11-12-43-34(23,5)31(38-30)16-29(20)37-24;/h6,11-16,23H,1,7-10H2,2-5H3,(H4,35,36,37,38,39,40,41,42);/q;+2/p-2/t23-,34-;/m1./s1" CLN InChIKey InChI 1.06 XAZJCRKXDLHNIU-ZIOPHDENSA-L CLN SMILES_CANONICAL CACTVS 3.385 "CC1=C(CCC(O)=O)C2=Cc3n4[Fe][N@]5C(=CC1=N2)C(=C(C=C)C5=CC6=NC(=Cc4c(C)c3CCC(O)=O)[C@H]7C=CS[C@@]67C)C" CLN SMILES CACTVS 3.385 "CC1=C(CCC(O)=O)C2=Cc3n4[Fe][N]5C(=CC1=N2)C(=C(C=C)C5=CC6=NC(=Cc4c(C)c3CCC(O)=O)[CH]7C=CS[C]67C)C" CLN SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1c2n3c(c1CCC(=O)O)C=C4C(=C(C5=[N]4[Fe]36[N]7=C(C=C8N6C(=C5)C(=C8C=C)C)[C@]9(C(C7=C2)C=CS9)C)C)CCC(=O)O" CLN SMILES "OpenEye OEToolkits" 2.0.7 "Cc1c2n3c(c1CCC(=O)O)C=C4C(=C(C5=[N]4[Fe]36[N]7=C(C=C8N6C(=C5)C(=C8C=C)C)C9(C(C7=C2)C=CS9)C)C)CCC(=O)O" # 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 CLN FE 6 octahedron octahedral OCT FindGeo 1YMC 1 CLN FE 6 octahedral octahedral OCT MetalCoord 1YMC # _pdbx_chem_comp_atom_coordination_sphere.id 1 _pdbx_chem_comp_atom_coordination_sphere.geometry_id 1 _pdbx_chem_comp_atom_coordination_sphere.comp_id CLN _pdbx_chem_comp_atom_coordination_sphere.atom_id FE _pdbx_chem_comp_atom_coordination_sphere.descriptor "@OCT{Fe,C,N,N,N,N,N}" _pdbx_chem_comp_atom_coordination_sphere.provenance MetalCoord _pdbx_chem_comp_atom_coordination_sphere.representative_entry_id 1YMC # _pdbx_chem_comp_pcm.pcm_id 1 _pdbx_chem_comp_pcm.comp_id CLN _pdbx_chem_comp_pcm.modified_residue_id HIS _pdbx_chem_comp_pcm.type None _pdbx_chem_comp_pcm.category "Metal coordination" _pdbx_chem_comp_pcm.polypeptide_position "Any position" _pdbx_chem_comp_pcm.comp_id_linking_atom FE _pdbx_chem_comp_pcm.modified_residue_id_linking_atom NE2 _pdbx_chem_comp_pcm.uniprot_specific_ptm_accession ? _pdbx_chem_comp_pcm.uniprot_generic_ptm_accession ? _pdbx_chem_comp_pcm.position "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 CLN "Create component" 1999-07-08 EBI CLN "Modify descriptor" 2023-09-23 RCSB CLN "Other modification" 2026-07-17 RCSB CLN "Other modification" 2026-07-31 RCSB #