data_QE9
# 
_chem_comp.id                                    QE9 
_chem_comp.name                                  "(2~{S},4~{R})-~{N}-[[2-(2-methoxyethoxy)-4-(4-methyl-1,3-thiazol-5-yl)phenyl]methyl]-1-[(2~{R})-3-methyl-2-(3-methyl-1,2-oxazol-5-yl)butanoyl]-4-oxidanyl-pyrrolidine-2-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H36 N4 O6 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-10-26 
_chem_comp.pdbx_modified_date                    2023-02-10 
_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                        556.674 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     QE9 
_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        8BDM 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
# 
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 
QE9 C1  C1  C 0 1 N N S 38.834 29.436 1.727  1.859  -0.090 0.889  C1  QE9 1  
QE9 N1  N1  N 0 1 N N N 38.894 29.022 0.309  3.246  0.138  0.460  N1  QE9 2  
QE9 C2  C2  C 0 1 N N N 38.364 27.669 0.072  3.719  1.406  1.047  C2  QE9 3  
QE9 C3  C3  C 0 1 N N R 37.689 27.302 1.386  2.431  2.223  1.317  C3  QE9 4  
QE9 C4  C4  C 0 1 N N N 38.460 28.111 2.429  1.446  1.111  1.765  C4  QE9 5  
QE9 C5  C5  C 0 1 N N N 40.144 30.034 2.267  0.958  -0.180 -0.316 C5  QE9 6  
QE9 O1  O1  O 0 1 N N N 41.239 29.623 1.869  1.425  -0.078 -1.431 O1  QE9 7  
QE9 N2  N2  N 0 1 N N N 40.025 30.960 3.233  -0.366 -0.374 -0.155 N2  QE9 8  
QE9 C6  C6  C 0 1 N N N 39.347 29.896 -0.617 3.967  -0.676 -0.336 C6  QE9 9  
QE9 O2  O2  O 0 1 N N N 39.600 31.044 -0.293 3.508  -1.742 -0.687 O2  QE9 10 
QE9 C7  C7  C 0 1 N N R 39.427 29.446 -2.086 5.343  -0.261 -0.790 C7  QE9 11 
QE9 C8  C8  C 0 1 Y N N 38.340 30.209 -2.796 6.375  -0.839 0.144  C8  QE9 12 
QE9 C9  C9  C 0 1 N N N 40.810 29.646 -2.700 5.590  -0.781 -2.208 C9  QE9 13 
QE9 C10 C10 C 0 1 N N N 41.946 28.999 -1.917 4.612  -0.111 -3.174 C10 QE9 14 
QE9 C11 C11 C 0 1 N N N 40.759 29.110 -4.131 7.025  -0.456 -2.627 C11 QE9 15 
QE9 C12 C12 C 0 1 Y N N 38.219 31.489 -3.221 7.270  -0.148 0.891  C12 QE9 16 
QE9 C13 C13 C 0 1 Y N N 36.887 31.599 -3.739 7.991  -1.153 1.575  C13 QE9 17 
QE9 N3  N3  N 0 1 Y N N 36.244 30.475 -3.598 7.487  -2.291 1.195  N3  QE9 18 
QE9 O3  O3  O 0 1 Y N N 37.166 29.571 -2.973 6.586  -2.136 0.404  O3  QE9 19 
QE9 O4  O4  O 0 1 N N N 36.303 27.671 1.370  2.638  3.175  2.362  O4  QE9 20 
QE9 C14 C14 C 0 1 N N N 36.221 32.802 -4.347 9.124  -0.947 2.548  C14 QE9 21 
QE9 C15 C15 C 0 1 N N N 41.195 31.413 4.077  -1.241 -0.461 -1.327 C15 QE9 22 
QE9 C16 C16 C 0 1 Y N N 41.475 30.565 5.304  -2.663 -0.677 -0.876 C16 QE9 23 
QE9 C17 C17 C 0 1 Y N N 40.469 29.772 5.868  -3.209 -1.947 -0.906 C17 QE9 24 
QE9 C18 C18 C 0 1 Y N N 40.733 28.975 6.979  -4.510 -2.153 -0.495 C18 QE9 25 
QE9 C19 C19 C 0 1 Y N N 41.995 28.962 7.587  -5.278 -1.077 -0.047 C19 QE9 26 
QE9 C20 C20 C 0 1 Y N N 42.994 29.776 7.056  -4.726 0.204  -0.018 C20 QE9 27 
QE9 C21 C21 C 0 1 Y N N 42.734 30.575 5.955  -3.418 0.398  -0.427 C21 QE9 28 
QE9 C22 C22 C 0 1 Y N N 42.241 28.181 8.833  -6.673 -1.294 0.394  C22 QE9 29 
QE9 C23 C23 C 0 1 Y N N 42.725 28.613 10.053 -7.617 -1.996 -0.269 C23 QE9 30 
QE9 N4  N4  N 0 1 Y N N 43.025 27.622 10.960 -8.783 -2.039 0.338  N4  QE9 31 
QE9 C24 C24 C 0 1 Y N N 42.578 26.491 10.527 -8.885 -1.421 1.467  C24 QE9 32 
QE9 S1  S1  S 0 1 Y N N 41.735 26.549 9.026  -7.398 -0.688 1.882  S1  QE9 33 
QE9 C25 C25 C 0 1 N N N 42.891 30.041 10.482 -7.357 -2.671 -1.591 C25 QE9 34 
QE9 O5  O5  O 0 1 N N N 43.785 31.289 5.430  -2.874 1.643  -0.395 O5  QE9 35 
QE9 C26 C26 C 0 1 N N N 44.428 32.324 6.175  -3.708 2.703  0.078  C26 QE9 36 
QE9 C27 C27 C 0 1 N N N 44.603 33.499 5.243  -2.929 4.020  0.042  C27 QE9 37 
QE9 O6  O6  O 0 1 N N N 43.758 34.624 5.640  -2.623 4.355  -1.313 O6  QE9 38 
QE9 C28 C28 C 0 1 N N N 42.317 34.571 5.837  -1.893 5.575  -1.459 C28 QE9 39 
QE9 H1  H1  H 0 1 N N N 38.020 30.161 1.872  1.795  -1.011 1.469  H1  QE9 40 
QE9 H2  H2  H 0 1 N N N 37.637 27.673 -0.753 4.252  1.217  1.979  H2  QE9 41 
QE9 H3  H3  H 0 1 N N N 39.177 26.966 -0.159 4.362  1.933  0.342  H3  QE9 42 
QE9 H4  H4  H 0 1 N N N 37.812 26.227 1.583  2.081  2.712  0.408  H4  QE9 43 
QE9 H5  H5  H 0 1 N N N 37.829 28.306 3.308  0.416  1.403  1.558  H5  QE9 44 
QE9 H6  H6  H 0 1 N N N 39.367 27.572 2.741  1.578  0.881  2.822  H6  QE9 45 
QE9 H7  H7  H 0 1 N N N 39.127 31.366 3.401  -0.739 -0.455 0.737  H7  QE9 46 
QE9 H8  H8  H 0 1 N N N 39.184 28.374 -2.128 5.415  0.826  -0.784 H8  QE9 47 
QE9 H9  H9  H 0 1 N N N 41.005 30.727 -2.750 5.441  -1.860 -2.230 H9  QE9 48 
QE9 H10 H10 H 0 1 N N N 41.961 29.400 -0.893 4.697  0.972  -3.085 H10 QE9 49 
QE9 H11 H11 H 0 1 N N N 41.793 27.910 -1.882 4.847  -0.410 -4.196 H11 QE9 50 
QE9 H12 H12 H 0 1 N N N 42.904 29.219 -2.411 3.594  -0.416 -2.931 H12 QE9 51 
QE9 H13 H13 H 0 1 N N N 41.743 29.238 -4.606 7.722  -0.933 -1.938 H13 QE9 52 
QE9 H14 H14 H 0 1 N N N 40.497 28.042 -4.113 7.201  -0.826 -3.637 H14 QE9 53 
QE9 H15 H15 H 0 1 N N N 40.000 29.664 -4.703 7.174  0.624  -2.605 H15 QE9 54 
QE9 H16 H16 H 0 1 N N N 38.969 32.265 -3.179 7.402  0.923  0.949  H16 QE9 55 
QE9 H17 H17 H 0 1 N N N 35.902 27.433 2.198  3.319  3.833  2.165  H17 QE9 56 
QE9 H18 H18 H 0 1 N N N 35.185 32.551 -4.617 10.070 -0.936 2.006  H18 QE9 57 
QE9 H19 H19 H 0 1 N N N 36.221 33.627 -3.620 8.991  0.003  3.065  H19 QE9 58 
QE9 H20 H20 H 0 1 N N N 36.771 33.108 -5.249 9.131  -1.759 3.275  H20 QE9 59 
QE9 H21 H21 H 0 1 N N N 42.095 31.403 3.444  -1.178 0.466  -1.897 H21 QE9 60 
QE9 H22 H22 H 0 1 N N N 40.994 32.441 4.413  -0.927 -1.296 -1.953 H22 QE9 61 
QE9 H23 H23 H 0 1 N N N 39.479 29.778 5.437  -2.616 -2.780 -1.253 H23 QE9 62 
QE9 H24 H24 H 0 1 N N N 39.947 28.353 7.381  -4.934 -3.146 -0.520 H24 QE9 63 
QE9 H25 H25 H 0 1 N N N 43.976 29.784 7.505  -5.315 1.040  0.328  H25 QE9 64 
QE9 H35 H35 H 0 1 N N N 45.409 31.977 6.533  -4.589 2.785  -0.559 H35 QE9 65 
QE9 H36 H36 H 0 1 N N N 43.805 32.613 7.034  -4.018 2.492  1.102  H36 QE9 66 
QE9 H37 H37 H 0 1 N N N 44.332 33.190 4.223  -3.533 4.811  0.485  H37 QE9 67 
QE9 H38 H38 H 0 1 N N N 45.656 33.818 5.262  -2.003 3.910  0.607  H38 QE9 68 
QE9 H39 H39 H 0 1 N N N 41.950 35.565 6.132  -2.475 6.399  -1.048 H39 QE9 69 
QE9 H40 H40 H 0 1 N N N 41.830 34.264 4.900  -0.946 5.497  -0.926 H40 QE9 70 
QE9 H41 H41 H 0 1 N N N 42.082 33.843 6.628  -1.700 5.758  -2.516 H41 QE9 71 
QE9 H26 H26 H 0 1 N N N 42.723 25.569 11.070 -9.782 -1.378 2.067  H26 QE9 72 
QE9 H27 H27 H 0 1 N N N 43.250 30.073 11.521 -7.077 -3.710 -1.419 H27 QE9 73 
QE9 H28 H28 H 0 1 N N N 43.622 30.538 9.827  -8.260 -2.634 -2.201 H28 QE9 74 
QE9 H29 H29 H 0 1 N N N 41.923 30.560 10.412 -6.547 -2.157 -2.108 H29 QE9 75 
# 
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 
QE9 C14 C13 SING N N 1  
QE9 C11 C9  SING N N 2  
QE9 C13 N3  DOUB Y N 3  
QE9 C13 C12 SING Y N 4  
QE9 N3  O3  SING Y N 5  
QE9 C12 C8  DOUB Y N 6  
QE9 O3  C8  SING Y N 7  
QE9 C8  C7  SING N N 8  
QE9 C9  C7  SING N N 9  
QE9 C9  C10 SING N N 10 
QE9 C7  C6  SING N N 11 
QE9 C6  O2  DOUB N N 12 
QE9 C6  N1  SING N N 13 
QE9 C2  N1  SING N N 14 
QE9 C2  C3  SING N N 15 
QE9 N1  C1  SING N N 16 
QE9 O4  C3  SING N N 17 
QE9 C3  C4  SING N N 18 
QE9 C1  C5  SING N N 19 
QE9 C1  C4  SING N N 20 
QE9 O1  C5  DOUB N N 21 
QE9 C5  N2  SING N N 22 
QE9 N2  C15 SING N N 23 
QE9 C15 C16 SING N N 24 
QE9 C27 O6  SING N N 25 
QE9 C27 C26 SING N N 26 
QE9 C16 C17 DOUB Y N 27 
QE9 C16 C21 SING Y N 28 
QE9 O5  C21 SING N N 29 
QE9 O5  C26 SING N N 30 
QE9 O6  C28 SING N N 31 
QE9 C17 C18 SING Y N 32 
QE9 C21 C20 DOUB Y N 33 
QE9 C18 C19 DOUB Y N 34 
QE9 C20 C19 SING Y N 35 
QE9 C19 C22 SING N N 36 
QE9 C22 S1  SING Y N 37 
QE9 C22 C23 DOUB Y N 38 
QE9 S1  C24 SING Y N 39 
QE9 C23 C25 SING N N 40 
QE9 C23 N4  SING Y N 41 
QE9 C24 N4  DOUB Y N 42 
QE9 C1  H1  SING N N 43 
QE9 C2  H2  SING N N 44 
QE9 C2  H3  SING N N 45 
QE9 C3  H4  SING N N 46 
QE9 C4  H5  SING N N 47 
QE9 C4  H6  SING N N 48 
QE9 N2  H7  SING N N 49 
QE9 C7  H8  SING N N 50 
QE9 C9  H9  SING N N 51 
QE9 C10 H10 SING N N 52 
QE9 C10 H11 SING N N 53 
QE9 C10 H12 SING N N 54 
QE9 C11 H13 SING N N 55 
QE9 C11 H14 SING N N 56 
QE9 C11 H15 SING N N 57 
QE9 C12 H16 SING N N 58 
QE9 O4  H17 SING N N 59 
QE9 C14 H18 SING N N 60 
QE9 C14 H19 SING N N 61 
QE9 C14 H20 SING N N 62 
QE9 C15 H21 SING N N 63 
QE9 C15 H22 SING N N 64 
QE9 C17 H23 SING N N 65 
QE9 C18 H24 SING N N 66 
QE9 C20 H25 SING N N 67 
QE9 C26 H35 SING N N 68 
QE9 C26 H36 SING N N 69 
QE9 C27 H37 SING N N 70 
QE9 C27 H38 SING N N 71 
QE9 C28 H39 SING N N 72 
QE9 C28 H40 SING N N 73 
QE9 C28 H41 SING N N 74 
QE9 C24 H26 SING N N 75 
QE9 C25 H27 SING N N 76 
QE9 C25 H28 SING N N 77 
QE9 C25 H29 SING N N 78 
# 
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 
QE9 InChI            InChI                1.06    "InChI=1S/C28H36N4O6S/c1-16(2)25(24-10-17(3)31-38-24)28(35)32-14-21(33)12-22(32)27(34)29-13-20-7-6-19(26-18(4)30-15-39-26)11-23(20)37-9-8-36-5/h6-7,10-11,15-16,21-22,25,33H,8-9,12-14H2,1-5H3,(H,29,34)/t21-,22+,25-/m1/s1" 
QE9 InChIKey         InChI                1.06    WWEGKLBXPISXSU-OTNCWRBYSA-N                                                                                                                                                                                                  
QE9 SMILES_CANONICAL CACTVS               3.385   "COCCOc1cc(ccc1CNC(=O)[C@@H]2C[C@@H](O)CN2C(=O)[C@H](C(C)C)c3onc(C)c3)c4scnc4C"                                                                                                                                              
QE9 SMILES           CACTVS               3.385   "COCCOc1cc(ccc1CNC(=O)[CH]2C[CH](O)CN2C(=O)[CH](C(C)C)c3onc(C)c3)c4scnc4C"                                                                                                                                                   
QE9 SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "Cc1cc(on1)[C@@H](C(C)C)C(=O)N2C[C@@H](C[C@H]2C(=O)NCc3ccc(cc3OCCOC)c4c(ncs4)C)O"                                                                                                                                            
QE9 SMILES           "OpenEye OEToolkits" 3.1.0.0 "Cc1cc(on1)C(C(C)C)C(=O)N2CC(CC2C(=O)NCc3ccc(cc3OCCOC)c4c(ncs4)C)O"                                                                                                                                                          
# 
_pdbx_chem_comp_identifier.comp_id           QE9 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   3.1.0.0 
_pdbx_chem_comp_identifier.identifier        "(2~{S},4~{R})-~{N}-[[2-(2-methoxyethoxy)-4-(4-methyl-1,3-thiazol-5-yl)phenyl]methyl]-1-[(2~{R})-3-methyl-2-(3-methyl-1,2-oxazol-5-yl)butanoyl]-4-oxidanyl-pyrrolidine-2-carboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
QE9 "Create component" 2022-10-26 PDBE 
QE9 "Initial release"  2023-02-15 RCSB 
# 
