data_A1I5A
# 
_chem_comp.id                                    A1I5A 
_chem_comp.name                                  quinaprilat 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H26 N2 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "(3S)-2-[(2S)-2-[[(2S)-1-oxidanyl-1-oxidanylidene-4-phenyl-butan-2-yl]amino]propanoyl]-3,4-dihydro-1H-isoquinoline-3-carboxylic acid" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2025-03-03 
_chem_comp.pdbx_modified_date                    2025-08-29 
_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                        410.463 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1I5A 
_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        9QAP 
_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 
A1I5A C4  C1  C 0 1 N N N N N N 13.428 3.897 19.891 3.443  1.176  -0.179 C4  A1I5A 1  
A1I5A C14 C2  C 0 1 N N N N N N 15.651 3.954 25.803 -2.648 0.377  1.244  C14 A1I5A 2  
A1I5A C5  C3  C 0 1 N N N N N N 12.750 2.617 19.527 3.542  -0.044 0.739  C5  A1I5A 3  
A1I5A C6  C4  C 0 1 Y N N N N N 12.192 2.475 18.129 4.956  -0.565 0.732  C6  A1I5A 4  
A1I5A C11 C5  C 0 1 Y N N N N N 11.892 3.607 17.363 5.873  -0.088 1.649  C11 A1I5A 5  
A1I5A C7  C6  C 0 1 Y N N N N N 11.881 1.211 17.638 5.335  -1.523 -0.190 C7  A1I5A 6  
A1I5A C8  C7  C 0 1 Y N N N N N 11.297 1.080 16.389 6.632  -2.001 -0.197 C8  A1I5A 7  
A1I5A C9  C8  C 0 1 Y N N N N N 11.018 2.207 15.629 7.550  -1.521 0.718  C9  A1I5A 8  
A1I5A C10 C9  C 0 1 Y N N N N N 11.346 3.456 16.099 7.171  -0.566 1.642  C10 A1I5A 9  
A1I5A C12 C10 C 0 1 N N N N N N 15.078 2.774 21.448 1.936  2.976  -0.977 C12 A1I5A 10 
A1I5A C13 C11 C 0 1 N N N N N N 13.944 4.860 24.182 -0.989 -0.454 -0.363 C13 A1I5A 11 
A1I5A N1  N1  N 0 1 N N N N N N 14.457 5.156 21.752 1.112  0.700  -0.761 N1  A1I5A 12 
A1I5A N2  N2  N 0 1 N N N N N N 14.285 4.332 25.387 -2.132 -0.644 0.326  N2  A1I5A 13 
A1I5A C3  C12 C 0 1 N N S N N N 13.975 3.849 21.326 2.007  1.704  -0.171 C3  A1I5A 14 
A1I5A C1  C13 C 0 1 N N N N N N 15.713 6.450 23.425 -0.988 1.911  -1.111 C1  A1I5A 15 
A1I5A C2  C14 C 0 1 N N S N N N 15.039 5.114 23.147 -0.261 0.862  -0.266 C2  A1I5A 16 
A1I5A O1  O1  O 0 1 N N N N N N 16.199 3.046 20.951 1.214  3.039  -1.944 O1  A1I5A 17 
A1I5A O2  O2  O 0 1 N N N N N N 14.841 1.705 22.093 2.675  4.039  -0.621 O2  A1I5A 18 
A1I5A O3  O3  O 0 1 N N N N N N 12.770 5.073 23.903 -0.546 -1.342 -1.060 O3  A1I5A 19 
A1I5A C15 C15 C 0 1 Y N N N N N 15.965 4.584 27.131 -4.133 0.541  1.038  C15 A1I5A 20 
A1I5A C16 C16 C 0 1 Y N N N N N 17.119 5.295 27.364 -4.754 1.627  1.639  C16 A1I5A 21 
A1I5A C17 C17 C 0 1 Y N N N N N 17.317 5.914 28.605 -6.113 1.824  1.496  C17 A1I5A 22 
A1I5A C18 C18 C 0 1 Y N N N N N 16.368 5.868 29.587 -6.859 0.933  0.748  C18 A1I5A 23 
A1I5A C19 C19 C 0 1 Y N N N N N 15.176 5.214 29.331 -6.242 -0.144 0.146  C19 A1I5A 24 
A1I5A C20 C20 C 0 1 Y N N N N N 14.968 4.551 28.101 -4.874 -0.342 0.284  C20 A1I5A 25 
A1I5A C21 C21 C 0 1 N N N N N N 13.697 3.819 27.734 -4.265 -1.524 -0.423 C21 A1I5A 26 
A1I5A C22 C22 C 0 1 N N S N N N 13.185 4.246 26.344 -2.912 -1.885 0.187  C22 A1I5A 27 
A1I5A C23 C23 C 0 1 N N N N N N 12.465 5.593 26.543 -2.184 -2.845 -0.718 C23 A1I5A 28 
A1I5A O4  O4  O 0 1 N N N N N N 13.115 6.637 26.456 -2.062 -2.594 -1.893 O4  A1I5A 29 
A1I5A O5  O5  O 0 1 N N N N N N 11.203 5.551 26.788 -1.672 -3.981 -0.218 O5  A1I5A 30 
A1I5A H1  H1  H 0 1 N N N N N N 14.262 4.072 19.195 4.119  1.954  0.176  H1  A1I5A 31 
A1I5A H2  H2  H 0 1 N N N N N N 12.704 4.722 19.810 3.719  0.890  -1.194 H2  A1I5A 32 
A1I5A H3  H3  H 0 1 N N N N N N 15.717 2.860 25.892 -2.456 0.071  2.272  H3  A1I5A 33 
A1I5A H4  H4  H 0 1 N N N N N N 16.373 4.305 25.051 -2.148 1.326  1.049  H4  A1I5A 34 
A1I5A H5  H5  H 0 1 N N N N N N 11.913 2.481 20.227 3.266  0.242  1.754  H5  A1I5A 35 
A1I5A H6  H6  H 0 1 N N N N N N 13.482 1.808 19.669 2.867  -0.822 0.384  H6  A1I5A 36 
A1I5A H7  H7  H 0 1 N N N N N N 12.085 4.594 17.756 5.576  0.657  2.372  H7  A1I5A 37 
A1I5A H8  H8  H 0 1 N N N N N N 12.095 0.333 18.230 4.617  -1.899 -0.904 H8  A1I5A 38 
A1I5A H9  H9  H 0 1 N N N N N N 11.058 0.099 16.006 6.928  -2.750 -0.916 H9  A1I5A 39 
A1I5A H10 H10 H 0 1 N N N N N N 10.542 2.102 14.665 8.564  -1.894 0.712  H10 A1I5A 40 
A1I5A H11 H11 H 0 1 N N N N N N 11.177 4.324 15.480 7.888  -0.190 2.357  H11 A1I5A 41 
A1I5A H12 H12 H 0 1 N N N N N N 15.164 5.463 21.115 1.140  0.739  -1.769 H12 A1I5A 42 
A1I5A H14 H14 H 0 1 N N N N N N 13.148 3.549 21.986 1.700  1.907  0.855  H14 A1I5A 43 
A1I5A H15 H15 H 0 1 N N N N N N 16.144 6.440 24.437 -0.557 2.894  -0.919 H15 A1I5A 44 
A1I5A H16 H16 H 0 1 N N N N N N 16.512 6.618 22.688 -0.877 1.666  -2.167 H16 A1I5A 45 
A1I5A H17 H17 H 0 1 N N N N N N 14.970 7.258 23.351 -2.045 1.919  -0.848 H17 A1I5A 46 
A1I5A H18 H18 H 0 1 N N N N N N 15.787 4.310 23.207 -0.236 1.188  0.774  H18 A1I5A 47 
A1I5A H19 H19 H 0 1 N N N N N N 15.629 1.175 22.129 2.595  4.832  -1.168 H19 A1I5A 48 
A1I5A H20 H20 H 0 1 N N N N N N 17.870 5.376 26.592 -4.170 2.322  2.224  H20 A1I5A 49 
A1I5A H21 H21 H 0 1 N N N N N N 18.242 6.440 28.790 -6.590 2.671  1.966  H21 A1I5A 50 
A1I5A H22 H22 H 0 1 N N N N N N 16.545 6.334 30.545 -7.924 1.080  0.636  H22 A1I5A 51 
A1I5A H23 H23 H 0 1 N N N N N N 14.397 5.210 30.079 -6.828 -0.839 -0.437 H23 A1I5A 52 
A1I5A H24 H24 H 0 1 N N N N N N 12.925 4.044 28.485 -4.936 -2.378 -0.337 H24 A1I5A 53 
A1I5A H25 H25 H 0 1 N N N N N N 13.896 2.737 27.725 -4.129 -1.280 -1.477 H25 A1I5A 54 
A1I5A H26 H26 H 0 1 N N N N N N 12.451 3.504 25.998 -3.058 -2.340 1.167  H26 A1I5A 55 
A1I5A H27 H27 H 0 1 N N N N N N 10.870 6.435 26.887 -1.214 -4.566 -0.837 H27 A1I5A 56 
# 
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 
A1I5A C9  C10 DOUB Y N 1  
A1I5A C9  C8  SING Y N 2  
A1I5A C10 C11 SING Y N 3  
A1I5A C8  C7  DOUB Y N 4  
A1I5A C11 C6  DOUB Y N 5  
A1I5A C7  C6  SING Y N 6  
A1I5A C6  C5  SING N N 7  
A1I5A C5  C4  SING N N 8  
A1I5A C4  C3  SING N N 9  
A1I5A O1  C12 DOUB N N 10 
A1I5A C3  C12 SING N N 11 
A1I5A C3  N1  SING N N 12 
A1I5A C12 O2  SING N N 13 
A1I5A N1  C2  SING N N 14 
A1I5A C2  C1  SING N N 15 
A1I5A C2  C13 SING N N 16 
A1I5A O3  C13 DOUB N N 17 
A1I5A C13 N2  SING N N 18 
A1I5A N2  C14 SING N N 19 
A1I5A N2  C22 SING N N 20 
A1I5A C14 C15 SING N N 21 
A1I5A C22 C23 SING N N 22 
A1I5A C22 C21 SING N N 23 
A1I5A O4  C23 DOUB N N 24 
A1I5A C23 O5  SING N N 25 
A1I5A C15 C16 SING Y N 26 
A1I5A C15 C20 DOUB Y N 27 
A1I5A C16 C17 DOUB Y N 28 
A1I5A C21 C20 SING N N 29 
A1I5A C20 C19 SING Y N 30 
A1I5A C17 C18 SING Y N 31 
A1I5A C19 C18 DOUB Y N 32 
A1I5A C4  H1  SING N N 33 
A1I5A C4  H2  SING N N 34 
A1I5A C14 H3  SING N N 35 
A1I5A C14 H4  SING N N 36 
A1I5A C5  H5  SING N N 37 
A1I5A C5  H6  SING N N 38 
A1I5A C11 H7  SING N N 39 
A1I5A C7  H8  SING N N 40 
A1I5A C8  H9  SING N N 41 
A1I5A C9  H10 SING N N 42 
A1I5A C10 H11 SING N N 43 
A1I5A N1  H12 SING N N 44 
A1I5A C3  H14 SING N N 45 
A1I5A C1  H15 SING N N 46 
A1I5A C1  H16 SING N N 47 
A1I5A C1  H17 SING N N 48 
A1I5A C2  H18 SING N N 49 
A1I5A O2  H19 SING N N 50 
A1I5A C16 H20 SING N N 51 
A1I5A C17 H21 SING N N 52 
A1I5A C18 H22 SING N N 53 
A1I5A C19 H23 SING N N 54 
A1I5A C21 H24 SING N N 55 
A1I5A C21 H25 SING N N 56 
A1I5A C22 H26 SING N N 57 
A1I5A O5  H27 SING N N 58 
# 
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 
A1I5A InChI            InChI                1.06  "InChI=1S/C23H26N2O5/c1-15(24-19(22(27)28)12-11-16-7-3-2-4-8-16)21(26)25-14-18-10-6-5-9-17(18)13-20(25)23(29)30/h2-10,15,19-20,24H,11-14H2,1H3,(H,27,28)(H,29,30)/t15-,19-,20-/m0/s1" 
A1I5A InChIKey         InChI                1.06  FLSLEGPOVLMJMN-YSSFQJQWSA-N                                                                                                                                                           
A1I5A SMILES_CANONICAL CACTVS               3.385 "C[C@H](N[C@@H](CCc1ccccc1)C(O)=O)C(=O)N2Cc3ccccc3C[C@H]2C(O)=O"                                                                                                                      
A1I5A SMILES           CACTVS               3.385 "C[CH](N[CH](CCc1ccccc1)C(O)=O)C(=O)N2Cc3ccccc3C[CH]2C(O)=O"                                                                                                                          
A1I5A SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@@H](C(=O)N1Cc2ccccc2C[C@H]1C(=O)O)N[C@@H](CCc3ccccc3)C(=O)O"                                                                                                                     
A1I5A SMILES           "OpenEye OEToolkits" 2.0.7 "CC(C(=O)N1Cc2ccccc2CC1C(=O)O)NC(CCc3ccccc3)C(=O)O"                                                                                                                                   
# 
_pdbx_chem_comp_identifier.comp_id           A1I5A 
_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        "(3~{S})-2-[(2~{S})-2-[[(2~{S})-1-oxidanyl-1-oxidanylidene-4-phenyl-butan-2-yl]amino]propanoyl]-3,4-dihydro-1~{H}-isoquinoline-3-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 
A1I5A "Create component" 2025-03-03 PDBE 
A1I5A "Modify name"      2025-03-10 PDBE 
A1I5A "Initial release"  2025-09-03 RCSB 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      A1I5A 
_pdbx_chem_comp_synonyms.name         "(3S)-2-[(2S)-2-[[(2S)-1-oxidanyl-1-oxidanylidene-4-phenyl-butan-2-yl]amino]propanoyl]-3,4-dihydro-1H-isoquinoline-3-carboxylic acid" 
_pdbx_chem_comp_synonyms.provenance   PDB 
_pdbx_chem_comp_synonyms.type         ? 
# 
