data_A1IRQ
# 
_chem_comp.id                                    A1IRQ 
_chem_comp.name                                  "(2~{S},5~{R})-5-(3-hydroxyphenyl)-1-[2-[[(2~{S})-3-(4-hydroxyphenyl)-2-sulfanyl-propanoyl]amino]ethanoyl]pyrrolidine-2-carboxylic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H24 N2 O6 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-10-09 
_chem_comp.pdbx_modified_date                    2025-04-11 
_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                        444.501 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1IRQ 
_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        9H1A 
_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 
A1IRQ C11  C1  C 0 1 N N N N N N 4.987  -13.681 -18.890 -4.924 2.528  -0.491 C11  A1IRQ 1  
A1IRQ C12  C2  C 0 1 N N N N N N 5.027  -15.199 -18.593 -5.510 1.144  -0.875 C12  A1IRQ 2  
A1IRQ C13  C3  C 0 1 N N R N N N 4.314  -15.809 -19.822 -4.262 0.347  -1.307 C13  A1IRQ 3  
A1IRQ C15  C4  C 0 1 Y N N N N N 6.044  -17.579 -20.415 -3.634 -1.510 0.246  C15  A1IRQ 4  
A1IRQ C16  C5  C 0 1 Y N N N N N 7.032  -18.100 -21.237 -3.743 -2.823 0.683  C16  A1IRQ 5  
A1IRQ C18  C6  C 0 1 Y N N N N N 7.407  -17.423 -22.400 -4.599 -3.699 0.031  C18  A1IRQ 6  
A1IRQ C19  C7  C 0 1 Y N N N N N 6.786  -16.221 -22.741 -5.339 -3.263 -1.051 C19  A1IRQ 7  
A1IRQ C20  C8  C 0 1 Y N N N N N 5.780  -15.682 -21.909 -5.227 -1.955 -1.484 C20  A1IRQ 8  
A1IRQ C22  C9  C 0 1 N N S N N N -1.253 -16.574 -23.043 3.043  0.636  -0.266 C22  A1IRQ 9  
A1IRQ C25  C10 C 0 1 Y N N N N N -3.595 -15.460 -22.785 5.250  -0.009 0.665  C25  A1IRQ 10 
A1IRQ C02  C11 C 0 1 N N N N N N 0.125  -16.387 -22.377 1.714  1.264  0.064  C02  A1IRQ 11 
A1IRQ C04  C12 C 0 1 N N N N N N 2.623  -16.173 -22.419 -0.713 1.362  -0.133 C04  A1IRQ 12 
A1IRQ C05  C13 C 0 1 N N N N N N 2.753  -14.881 -21.597 -1.813 0.606  -0.834 C05  A1IRQ 13 
A1IRQ C07  C14 C 0 1 N N S N N N 3.816  -13.520 -19.510 -3.563 2.128  0.130  C07  A1IRQ 14 
A1IRQ C08  C15 C 0 1 N N N N N N 3.870  -12.325 -20.486 -3.745 1.705  1.565  C08  A1IRQ 15 
A1IRQ C14  C16 C 0 1 Y N N N N N 5.410  -16.360 -20.763 -4.376 -1.080 -0.836 C14  A1IRQ 16 
A1IRQ C24  C17 C 0 1 N N N N N N -2.340 -16.151 -22.087 3.966  0.726  0.952  C24  A1IRQ 17 
A1IRQ C26  C18 C 0 1 Y N N N N N -4.885 -15.791 -22.342 5.357  -1.354 0.965  C26  A1IRQ 18 
A1IRQ C27  C19 C 0 1 Y N N N N N -5.988 -15.201 -22.925 6.533  -2.030 0.703  C27  A1IRQ 19 
A1IRQ C28  C20 C 0 1 Y N N N N N -5.823 -14.291 -23.933 7.606  -1.358 0.137  C28  A1IRQ 20 
A1IRQ C30  C21 C 0 1 Y N N N N N -4.534 -13.960 -24.373 7.496  -0.008 -0.164 C30  A1IRQ 21 
A1IRQ C31  C22 C 0 1 Y N N N N N -3.429 -14.547 -23.787 6.316  0.662  0.096  C31  A1IRQ 22 
A1IRQ N03  N1  N 0 1 N N N N N N 1.345  -16.336 -23.187 0.580  0.752  -0.454 N03  A1IRQ 23 
A1IRQ N06  N2  N 0 1 N N N N N N 3.608  -14.830 -20.365 -3.096 0.991  -0.684 N06  A1IRQ 24 
A1IRQ O01  O1  O 0 1 N N N N N N 0.193  -16.344 -21.209 1.664  2.230  0.796  O01  A1IRQ 25 
A1IRQ O09  O2  O 0 1 N N N N N N 3.531  -11.200 -20.109 -3.975 0.549  1.830  O09  A1IRQ 26 
A1IRQ O10  O3  O 0 1 N N N N N N 4.282  -12.474 -21.704 -3.652 2.613  2.549  O10  A1IRQ 27 
A1IRQ O17  O4  O 0 1 N N N N N N 7.684  -19.359 -20.870 -3.014 -3.249 1.748  O17  A1IRQ 28 
A1IRQ O21  O5  O 0 1 N N N N N N 2.188  -13.903 -21.933 -1.543 -0.348 -1.532 O21  A1IRQ 29 
A1IRQ O29  O6  O 0 1 N N N N N N -6.944 -13.698 -24.520 8.764  -2.020 -0.122 O29  A1IRQ 30 
A1IRQ S23  S1  S 0 1 N N N N N N -1.264 -18.358 -23.333 3.797  1.515  -1.662 S23  A1IRQ 31 
A1IRQ H112 H1  H 0 0 N N N N N N 5.822  -13.385 -19.542 -4.782 3.151  -1.375 H112 A1IRQ 32 
A1IRQ H111 H2  H 0 0 N N N N N N 5.024  -13.096 -17.959 -5.555 3.031  0.241  H111 A1IRQ 33 
A1IRQ H121 H3  H 0 0 N N N N N N 6.063  -15.560 -18.517 -5.988 0.676  -0.014 H121 A1IRQ 34 
A1IRQ H122 H4  H 0 0 N N N N N N 4.487  -15.435 -17.664 -6.215 1.239  -1.701 H122 A1IRQ 35 
A1IRQ H131 H5  H 0 0 N N N N N N 3.680  -16.643 -19.488 -4.163 0.372  -2.392 H131 A1IRQ 36 
A1IRQ H151 H6  H 0 0 N N N N N N 5.759  -18.100 -19.513 -2.972 -0.825 0.755  H151 A1IRQ 37 
A1IRQ H181 H7  H 0 0 N N N N N N 8.179  -17.831 -23.036 -4.686 -4.721 0.369  H181 A1IRQ 38 
A1IRQ H191 H8  H 0 0 N N N N N N 7.075  -15.702 -23.643 -6.004 -3.945 -1.559 H191 A1IRQ 39 
A1IRQ H201 H9  H 0 0 N N N N N N 5.304  -14.747 -22.166 -5.806 -1.617 -2.331 H201 A1IRQ 40 
A1IRQ H221 H10 H 0 0 N N N N N N -1.318 -16.058 -24.012 2.895  -0.410 -0.532 H221 A1IRQ 41 
A1IRQ H042 H11 H 0 0 N N N N N N 2.711  -17.023 -21.726 -0.717 2.400  -0.466 H042 A1IRQ 42 
A1IRQ H041 H12 H 0 0 N N N N N N 3.454  -16.199 -23.139 -0.875 1.325  0.944  H041 A1IRQ 43 
A1IRQ H071 H13 H 0 0 N N N N N N 2.972  -13.398 -18.816 -2.857 2.956  0.065  H071 A1IRQ 44 
A1IRQ H242 H14 H 0 0 N N N N N N -2.693 -17.044 -21.550 4.186  1.772  1.164  H242 A1IRQ 45 
A1IRQ H241 H15 H 0 0 N N N N N N -1.909 -15.438 -21.369 3.474  0.276  1.814  H241 A1IRQ 46 
A1IRQ H261 H16 H 0 0 N N N N N N -5.015 -16.508 -21.545 4.521  -1.877 1.406  H261 A1IRQ 47 
A1IRQ H271 H17 H 0 0 N N N N N N -6.981 -15.458 -22.586 6.616  -3.081 0.938  H271 A1IRQ 48 
A1IRQ H301 H18 H 0 0 N N N N N N -4.404 -13.245 -25.172 8.331  0.517  -0.604 H301 A1IRQ 49 
A1IRQ H311 H19 H 0 0 N N N N N N -2.436 -14.284 -24.121 6.229  1.712  -0.142 H311 A1IRQ 50 
A1IRQ H031 H20 H 0 0 N N N N N N 1.327  -16.405 -24.184 0.619  -0.021 -1.039 H031 A1IRQ 51 
A1IRQ H1   H21 H 0 1 N N N N N N 4.258  -11.636 -22.151 -3.777 2.294  3.454  H1   A1IRQ 52 
A1IRQ H171 H22 H 0 0 N N N N N N 8.333  -19.583 -21.527 -3.459 -3.137 2.599  H171 A1IRQ 53 
A1IRQ H291 H23 H 0 0 N N N N N N -6.665 -13.094 -25.198 8.802  -2.417 -1.003 H291 A1IRQ 54 
A1IRQ H231 H24 H 0 0 N N N N N N -2.423 -18.533 -23.896 3.920  2.771  -1.198 H231 A1IRQ 55 
# 
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 
A1IRQ C02 O01  DOUB N N 1  
A1IRQ C04 N03  SING N N 2  
A1IRQ C05 C04  SING N N 3  
A1IRQ C07 N06  SING N N 4  
A1IRQ O09 C08  DOUB N N 5  
A1IRQ O10 C08  SING N N 6  
A1IRQ C08 C07  SING N N 7  
A1IRQ C11 C07  SING N N 8  
A1IRQ C12 C11  SING N N 9  
A1IRQ C13 C12  SING N N 10 
A1IRQ C14 C13  SING N N 11 
A1IRQ C15 C14  DOUB Y N 12 
A1IRQ C16 C15  SING Y N 13 
A1IRQ O17 C16  SING N N 14 
A1IRQ C18 C16  DOUB Y N 15 
A1IRQ C19 C18  SING Y N 16 
A1IRQ C20 C19  DOUB Y N 17 
A1IRQ N06 C05  SING N N 18 
A1IRQ O21 C05  DOUB N N 19 
A1IRQ N03 C02  SING N N 20 
A1IRQ C22 C02  SING N N 21 
A1IRQ S23 C22  SING N N 22 
A1IRQ C24 C22  SING N N 23 
A1IRQ C25 C24  SING N N 24 
A1IRQ C26 C25  DOUB Y N 25 
A1IRQ C27 C26  SING Y N 26 
A1IRQ C28 C27  DOUB Y N 27 
A1IRQ O29 C28  SING N N 28 
A1IRQ C30 C28  SING Y N 29 
A1IRQ C31 C30  DOUB Y N 30 
A1IRQ N06 C13  SING N N 31 
A1IRQ C14 C20  SING Y N 32 
A1IRQ C25 C31  SING Y N 33 
A1IRQ C11 H112 SING N N 34 
A1IRQ C11 H111 SING N N 35 
A1IRQ C12 H121 SING N N 36 
A1IRQ C12 H122 SING N N 37 
A1IRQ C13 H131 SING N N 38 
A1IRQ C15 H151 SING N N 39 
A1IRQ C18 H181 SING N N 40 
A1IRQ C19 H191 SING N N 41 
A1IRQ C20 H201 SING N N 42 
A1IRQ C22 H221 SING N N 43 
A1IRQ C04 H042 SING N N 44 
A1IRQ C04 H041 SING N N 45 
A1IRQ C07 H071 SING N N 46 
A1IRQ C24 H242 SING N N 47 
A1IRQ C24 H241 SING N N 48 
A1IRQ C26 H261 SING N N 49 
A1IRQ C27 H271 SING N N 50 
A1IRQ C30 H301 SING N N 51 
A1IRQ C31 H311 SING N N 52 
A1IRQ N03 H031 SING N N 53 
A1IRQ O10 H1   SING N N 54 
A1IRQ O17 H171 SING N N 55 
A1IRQ O29 H291 SING N N 56 
A1IRQ S23 H231 SING N N 57 
# 
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 
A1IRQ InChI            InChI                1.06  "InChI=1S/C22H24N2O6S/c25-15-6-4-13(5-7-15)10-19(31)21(28)23-12-20(27)24-17(8-9-18(24)22(29)30)14-2-1-3-16(26)11-14/h1-7,11,17-19,25-26,31H,8-10,12H2,(H,23,28)(H,29,30)/t17-,18+,19+/m1/s1" 
A1IRQ InChIKey         InChI                1.06  YPWYWKIJWOXKKV-QYZOEREBSA-N                                                                                                                                                                  
A1IRQ SMILES_CANONICAL CACTVS               3.385 "OC(=O)[C@@H]1CC[C@@H](N1C(=O)CNC(=O)[C@@H](S)Cc2ccc(O)cc2)c3cccc(O)c3"                                                                                                                      
A1IRQ SMILES           CACTVS               3.385 "OC(=O)[CH]1CC[CH](N1C(=O)CNC(=O)[CH](S)Cc2ccc(O)cc2)c3cccc(O)c3"                                                                                                                            
A1IRQ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(cc(c1)O)[C@H]2CC[C@H](N2C(=O)CNC(=O)[C@H](Cc3ccc(cc3)O)S)C(=O)O"                                                                                                                       
A1IRQ SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc(cc(c1)O)C2CCC(N2C(=O)CNC(=O)C(Cc3ccc(cc3)O)S)C(=O)O"                                                                                                                                   
# 
_pdbx_chem_comp_identifier.comp_id           A1IRQ 
_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~{S},5~{R})-5-(3-hydroxyphenyl)-1-[2-[[(2~{S})-3-(4-hydroxyphenyl)-2-sulfanyl-propanoyl]amino]ethanoyl]pyrrolidine-2-carboxylic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1IRQ "Create component" 2024-10-09 PDBE 
A1IRQ "Initial release"  2025-04-16 RCSB 
# 
