data_A1IG8
# 
_chem_comp.id                                    A1IG8 
_chem_comp.name                                  "Pyochelin Fe(III) isomer" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H14 Fe N2 O3 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "(2R,4R)-2-[(4S)-2-(2-hydroxyphenyl)-4,5-dihydro-1,3-thiazol-4-yl]-3-methyl-1,3-thiazolidine-4-carboxylic acid; iron" 
_chem_comp.pdbx_formal_charge                    3 
_chem_comp.pdbx_initial_date                     2024-07-03 
_chem_comp.pdbx_modified_date                    2025-02-21 
_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                        378.248 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1IG8 
_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        9FVQ 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
_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 
A1IG8 N1   N1  N  0 1 N N N N N N -70.427 -18.097 -3.224 -70.427 -18.097 -3.224 N1   A1IG8 1  
A1IG8 C4   C1  C  0 1 Y N N N N N -71.976 -14.035 -1.185 -71.976 -14.035 -1.185 C4   A1IG8 2  
A1IG8 C5   C2  C  0 1 Y N N N N N -71.019 -14.851 -1.766 -71.019 -14.851 -1.766 C5   A1IG8 3  
A1IG8 C6   C3  C  0 1 Y N N N N N -71.378 -16.083 -2.313 -71.378 -16.083 -2.313 C6   A1IG8 4  
A1IG8 C13  C4  C  0 1 N N N N N N -68.176 -17.731 -3.855 -68.176 -17.731 -3.855 C13  A1IG8 5  
A1IG8 C15  C5  C  0 1 N N R N N N -69.502 -19.873 -4.717 -69.502 -19.873 -4.717 C15  A1IG8 6  
A1IG8 C17  C6  C  0 1 N N R N N N -70.216 -21.469 -2.935 -70.216 -21.469 -2.935 C17  A1IG8 7  
A1IG8 C1   C7  C  0 1 Y N N N N N -72.744 -16.510 -2.280 -72.744 -16.510 -2.280 C1   A1IG8 8  
A1IG8 O1   O1  O  0 1 N N N N N N -73.198 -17.699 -2.779 -73.198 -17.699 -2.779 O1   A1IG8 9  
A1IG8 S1   S1  S  0 1 N N N N N N -68.698 -16.157 -3.164 -68.698 -16.157 -3.164 S1   A1IG8 10 
A1IG8 C2   C8  C  0 1 Y N N N N N -73.681 -15.652 -1.706 -73.681 -15.652 -1.706 C2   A1IG8 11 
A1IG8 N2   N2  N  0 1 N N N N N N -70.595 -20.618 -4.079 -70.595 -20.618 -4.079 N2   A1IG8 12 
A1IG8 S2   S2  S  0 1 N N N N N N -67.973 -20.856 -4.342 -67.973 -20.856 -4.342 S2   A1IG8 13 
A1IG8 C3   C9  C  0 1 Y N N N N N -73.304 -14.445 -1.147 -73.304 -14.445 -1.147 C3   A1IG8 14 
A1IG8 C12  C10 C  0 1 N N N N N N -70.279 -16.869 -2.889 -70.279 -16.869 -2.889 C12  A1IG8 15 
A1IG8 C14  C11 C  0 1 N N S N N N -69.483 -18.372 -4.332 -69.483 -18.372 -4.332 C14  A1IG8 16 
A1IG8 C16  C12 C  0 1 N N N N N N -68.681 -21.805 -2.976 -68.681 -21.805 -2.976 C16  A1IG8 17 
A1IG8 C18  C13 C  0 1 N N N N N N -70.910 -21.515 -5.188 -70.910 -21.515 -5.188 C18  A1IG8 18 
A1IG8 C19  C14 C  0 1 N N N N N N -70.720 -20.800 -1.645 -70.720 -20.800 -1.645 C19  A1IG8 19 
A1IG8 O21  O2  O  0 1 N N N N N N -71.522 -19.847 -1.802 -71.522 -19.847 -1.802 O21  A1IG8 20 
A1IG8 O20  O3  O  0 1 N N N N N N -70.346 -21.277 -0.551 -70.346 -21.277 -0.551 O20  A1IG8 21 
A1IG8 FE3  FE3 FE 3 0 N N N N N N -72.116 -19.206 -3.588 -72.116 -19.206 -3.588 FE3  A1IG8 22 
A1IG8 H4   H1  H  0 1 N N N N N N -71.691 -13.083 -0.763 -71.691 -13.083 -0.763 H4   A1IG8 23 
A1IG8 H5   H2  H  0 1 N N N N N N -69.988 -14.531 -1.796 -69.988 -14.531 -1.796 H5   A1IG8 24 
A1IG8 H131 H3  H  0 0 N N N N N N -67.691 -18.354 -3.089 -67.691 -18.354 -3.089 H131 A1IG8 25 
A1IG8 H132 H4  H  0 0 N N N N N N -67.484 -17.579 -4.696 -67.484 -17.579 -4.696 H132 A1IG8 26 
A1IG8 H15  H5  H  0 1 N N N N N N -69.618 -19.939 -5.809 -69.618 -19.939 -5.809 H15  A1IG8 27 
A1IG8 H17  H6  H  0 1 N N N N N N -70.752 -22.425 -3.034 -70.752 -22.425 -3.034 H17  A1IG8 28 
A1IG8 H2   H7  H  0 1 N N N N N N -74.723 -15.936 -1.698 -74.723 -15.936 -1.698 H2   A1IG8 29 
A1IG8 H3   H8  H  0 1 N N N N N N -74.046 -13.816 -0.678 -74.046 -13.816 -0.678 H3   A1IG8 30 
A1IG8 H14  H10 H  0 1 N N N N N N -69.822 -17.808 -5.213 -69.822 -17.808 -5.213 H14  A1IG8 31 
A1IG8 H162 H11 H  0 0 N N N N N N -68.534 -22.882 -3.147 -68.534 -22.882 -3.147 H162 A1IG8 32 
A1IG8 H161 H12 H  0 0 N N N N N N -68.205 -21.516 -2.028 -68.205 -21.516 -2.027 H161 A1IG8 33 
A1IG8 H182 H13 H  0 0 N N N N N N -71.737 -22.180 -4.899 -71.737 -22.180 -4.899 H182 A1IG8 34 
A1IG8 H181 H14 H  0 0 N N N N N N -71.207 -20.922 -6.066 -71.207 -20.922 -6.066 H181 A1IG8 35 
A1IG8 H183 H15 H  0 0 N N N N N N -70.024 -22.118 -5.435 -70.024 -22.118 -5.435 H183 A1IG8 36 
# 
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 
A1IG8 C18 N2   SING N N 1  
A1IG8 C15 S2   SING N N 2  
A1IG8 C15 C14  SING N N 3  
A1IG8 C15 N2   SING N N 4  
A1IG8 S2  C16  SING N N 5  
A1IG8 C14 C13  SING N N 6  
A1IG8 C14 N1   SING N N 7  
A1IG8 N2  FE3  SING N N 8  
A1IG8 N2  C17  SING N N 9  
A1IG8 C13 S1   SING N N 10 
A1IG8 FE3 N1   SING N N 11 
A1IG8 FE3 O1   SING N N 12 
A1IG8 FE3 O21  SING N N 13 
A1IG8 N1  C12  DOUB N N 14 
A1IG8 S1  C12  SING N N 15 
A1IG8 C16 C17  SING N N 16 
A1IG8 C17 C19  SING N N 17 
A1IG8 C12 C6   SING N N 18 
A1IG8 O1  C1   SING N N 19 
A1IG8 C6  C1   DOUB Y N 20 
A1IG8 C6  C5   SING Y N 21 
A1IG8 C1  C2   SING Y N 22 
A1IG8 O21 C19  SING N N 23 
A1IG8 C5  C4   DOUB Y N 24 
A1IG8 C2  C3   DOUB Y N 25 
A1IG8 C19 O20  DOUB N N 26 
A1IG8 C4  C3   SING Y N 27 
A1IG8 C4  H4   SING N N 28 
A1IG8 C5  H5   SING N N 29 
A1IG8 C13 H131 SING N N 30 
A1IG8 C13 H132 SING N N 31 
A1IG8 C15 H15  SING N N 32 
A1IG8 C17 H17  SING N N 33 
A1IG8 C2  H2   SING N N 34 
A1IG8 C3  H3   SING N N 35 
A1IG8 C14 H14  SING N N 36 
A1IG8 C16 H162 SING N N 37 
A1IG8 C16 H161 SING N N 38 
A1IG8 C18 H182 SING N N 39 
A1IG8 C18 H181 SING N N 40 
A1IG8 C18 H183 SING N N 41 
# 
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 
A1IG8 InChI            InChI                1.06  "InChI=1S/C14H16N2O3S2.Fe/c1-16-10(14(18)19)7-21-13(16)9-6-20-12(15-9)8-4-2-3-5-11(8)17;/h2-5,9-10,13,17H,6-7H2,1H3,(H,18,19);/q;+5/p-2/t9-,10-,13+;/m0./s1" 
A1IG8 InChIKey         InChI                1.06  HWRIECVKLKDJBT-VWKQLAEWSA-L                                                                                                                                  
A1IG8 SMILES_CANONICAL CACTVS               3.385 "CN1[C@H]2CS[C@@H]1[C@@H]3CSC(=N3)c4ccccc4O[Fe+3]OC2=O"                                                                                                      
A1IG8 SMILES           CACTVS               3.385 "CN1[CH]2CS[CH]1[CH]3CSC(=N3)c4ccccc4O[Fe+3]OC2=O"                                                                                                           
A1IG8 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[N]12[C@H]3CS[C@@H]1[C@@H]4CSC5=[N]4[Fe+3]2(Oc6c5cccc6)OC3=O"                                                                                              
A1IG8 SMILES           "OpenEye OEToolkits" 2.0.7 "C[N]12C3CSC1C4CSC5=[N]4[Fe+3]2(Oc6c5cccc6)OC3=O"                                                                                                            
# 
_pdbx_chem_comp_identifier.comp_id           A1IG8 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.7 
_pdbx_chem_comp_identifier.identifier        "(2~{R},4~{R})-2-[(4~{S})-2-(2-hydroxyphenyl)-4,5-dihydro-1,3-thiazol-4-yl]-3-methyl-1,3-thiazolidine-4-carboxylic acid" 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      A1IG8 
_pdbx_chem_comp_synonyms.name         "(2R,4R)-2-[(4S)-2-(2-hydroxyphenyl)-4,5-dihydro-1,3-thiazol-4-yl]-3-methyl-1,3-thiazolidine-4-carboxylic acid; iron" 
_pdbx_chem_comp_synonyms.provenance   PDB 
_pdbx_chem_comp_synonyms.type         ? 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1IG8 "Create component" 2024-07-03 PDBE 
A1IG8 "Initial release"  2025-02-26 RCSB 
# 
