data_QOE
# 
_chem_comp.id                                    QOE 
_chem_comp.name                                  "(2~{S},3~{R})-~{N}-[(5~{S},8~{S},10~{S})-5-methyl-10-oxidanyl-2,7-bis(oxidanylidene)-1,6-diazacyclododec-8-yl]-3-oxidanyl-2-(3-phenylpropanoylamino)butanamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H36 N4 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         HB335 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2020-07-09 
_chem_comp.pdbx_modified_date                    2024-09-27 
_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                        476.566 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     QOE 
_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        6ZP8 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
_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 
QOE C4  C1  C 0 1 Y N N N N N 55.494 -133.011 33.061 -8.120  0.581  0.650  C4  QOE 1  
QOE C5  C2  C 0 1 Y N N N N N 54.348 -132.392 32.595 -9.220  0.379  1.462  C5  QOE 2  
QOE C6  C3  C 0 1 Y N N N N N 53.271 -132.162 33.407 -9.583  -0.904 1.828  C6  QOE 3  
QOE C7  C4  C 0 1 Y N N N N N 53.347 -132.574 34.710 -8.846  -1.984 1.381  C7  QOE 4  
QOE C8  C5  C 0 1 Y N N N N N 54.487 -133.190 35.178 -7.747  -1.782 0.567  C8  QOE 5  
QOE C15 C6  C 0 1 N N N N N N 61.177 -134.472 37.278 -0.106  0.071  -0.322 C15 QOE 6  
QOE C17 C7  C 0 1 N N S N N N 61.246 -135.769 39.307 2.213   -0.679 -0.330 C17 QOE 7  
QOE C21 C8  C 0 1 N N N N N N 59.243 -138.604 40.591 5.401   -2.408 -1.030 C21 QOE 8  
QOE C22 C9  C 0 1 N N N N N N 59.715 -139.021 41.957 6.554   -2.361 -0.026 C22 QOE 9  
QOE C24 C10 C 0 1 N N N N N N 61.601 -138.024 43.234 6.053   -0.144 0.765  C24 QOE 10 
QOE C26 C11 C 0 1 N N N N N N 62.925 -137.741 43.183 6.395   1.308  0.980  C26 QOE 11 
QOE C28 C12 C 0 1 N N S N N N 63.481 -135.519 42.217 4.089   2.246  1.202  C28 QOE 12 
QOE C27 C13 C 0 1 N N N N N N 63.249 -136.297 43.493 5.387   1.931  1.949  C27 QOE 13 
QOE C29 C14 C 0 1 N N N N N N 63.774 -134.100 42.581 3.316   3.335  1.948  C29 QOE 14 
QOE N30 N1  N 0 1 N N N N N N 62.311 -135.535 41.373 3.274   1.002  1.143  N30 QOE 15 
QOE C31 C15 C 0 1 N N N N N N 62.381 -135.756 40.032 3.021   0.579  -0.141 C31 QOE 16 
QOE O32 O1  O 0 1 N N N N N N 63.448 -135.946 39.510 3.439   1.200  -1.095 O32 QOE 17 
QOE O25 O2  O 0 1 N N N N N N 60.927 -137.757 44.212 4.985   -0.589 1.130  O25 QOE 18 
QOE N23 N2  N 0 1 N N N N N N 61.099 -138.655 42.117 6.970   -0.950 0.150  N23 QOE 19 
QOE C19 C16 C 0 1 N N S N N N 59.520 -137.189 40.309 4.069   -2.350 -0.280 C19 QOE 20 
QOE O20 O3  O 0 1 N N N N N N 58.461 -136.737 39.575 3.646   -3.676 0.043  O20 QOE 21 
QOE C18 C17 C 0 1 N N N N N N 60.670 -137.133 39.406 3.015   -1.680 -1.164 C18 QOE 22 
QOE N16 N3  N 0 1 N N N N N N 61.573 -135.559 37.913 0.963   -0.356 -1.023 N16 QOE 23 
QOE O33 O4  O 0 1 N N N N N N 60.543 -133.596 37.819 -0.061  0.108  0.889  O33 QOE 24 
QOE C14 C18 C 0 1 N N S N N N 61.511 -134.339 35.814 -1.356  0.503  -1.043 C14 QOE 25 
QOE C34 C19 C 0 1 N N R N N N 62.610 -133.355 35.727 -1.252  1.987  -1.400 C34 QOE 26 
QOE C36 C20 C 0 1 N N N N N N 63.848 -133.915 36.331 -0.107  2.194  -2.393 C36 QOE 27 
QOE O35 O5  O 0 1 N N N N N N 62.865 -133.161 34.390 -2.479  2.422  -1.991 O35 QOE 28 
QOE N13 N4  N 0 1 N N N N N N 60.366 -133.687 35.205 -2.518  0.290  -0.177 N13 QOE 29 
QOE C12 C21 C 0 1 N N N N N N 59.140 -134.168 35.318 -3.740  0.112  -0.719 C12 QOE 30 
QOE O37 O6  O 0 1 N N N N N N 58.896 -135.185 35.920 -3.876  0.129  -1.924 O37 QOE 31 
QOE C1  C22 C 0 1 N N N N N N 58.017 -133.390 34.686 -4.935  -0.108 0.172  C1  QOE 32 
QOE C2  C23 C 0 1 N N N N N N 56.673 -134.042 34.892 -6.188  -0.280 -0.689 C2  QOE 33 
QOE C3  C24 C 0 1 Y N N N N N 55.566 -133.414 34.362 -7.383  -0.500 0.203  C3  QOE 34 
QOE H1  H1  H 0 1 N N N N N N 56.329 -133.175 32.396 -7.839  1.583  0.360  H1  QOE 35 
QOE H2  H2  H 0 1 N N N N N N 54.302 -132.082 31.562 -9.795  1.224  1.812  H2  QOE 36 
QOE H3  H3  H 0 1 N N N N N N 52.387 -131.670 33.031 -10.441 -1.061 2.464  H3  QOE 37 
QOE H4  H4  H 0 1 N N N N N N 52.510 -132.416 35.374 -9.129  -2.986 1.667  H4  QOE 38 
QOE H5  H5  H 0 1 N N N N N N 54.532 -133.503 36.211 -7.171  -2.627 0.218  H5  QOE 39 
QOE H6  H6  H 0 1 N N N N N N 60.517 -135.022 39.654 1.986   -1.115 0.643  H6  QOE 40 
QOE H7  H7  H 0 1 N N N N N N 58.158 -138.771 40.526 5.474   -1.558 -1.708 H7  QOE 41 
QOE H8  H8  H 0 1 N N N N N N 59.754 -139.221 39.837 5.456   -3.335 -1.602 H8  QOE 42 
QOE H9  H9  H 0 1 N N N N N N 59.111 -138.515 42.724 6.224   -2.767 0.930  H9  QOE 43 
QOE H10 H10 H 0 1 N N N N N N 59.609 -140.110 42.065 7.393   -2.945 -0.404 H10 QOE 44 
QOE H11 H11 H 0 1 N N N N N N 63.445 -138.378 43.913 7.398   1.387  1.399  H11 QOE 45 
QOE H12 H12 H 0 1 N N N N N N 63.291 -137.970 42.171 6.357   1.835  0.027  H12 QOE 46 
QOE H13 H13 H 0 1 N N N N N N 64.342 -135.947 41.682 4.319   2.584  0.191  H13 QOE 47 
QOE H14 H14 H 0 1 N N N N N N 64.157 -136.255 44.112 5.180   1.231  2.758  H14 QOE 48 
QOE H15 H15 H 0 1 N N N N N N 62.409 -135.848 44.043 5.801   2.851  2.361  H15 QOE 49 
QOE H16 H16 H 0 1 N N N N N N 64.664 -134.063 43.226 3.926   4.237  2.008  H16 QOE 50 
QOE H17 H17 H 0 1 N N N N N N 63.959 -133.518 41.666 2.393   3.556  1.412  H17 QOE 51 
QOE H18 H18 H 0 1 N N N N N N 62.914 -133.674 43.119 3.079   2.989  2.954  H18 QOE 52 
QOE H19 H19 H 0 1 N N N N N N 61.415 -135.378 41.789 2.953   0.537  1.931  H19 QOE 53 
QOE H20 H20 H 0 1 N N N N N N 61.732 -138.872 41.374 7.832   -0.622 -0.150 H20 QOE 54 
QOE H21 H21 H 0 1 N N N N N N 59.694 -136.615 41.231 4.193   -1.775 0.637  H21 QOE 55 
QOE H22 H22 H 0 1 N N N N N N 57.676 -136.749 40.110 4.267   -4.162 0.603  H22 QOE 56 
QOE H23 H23 H 0 1 N N N N N N 60.348 -137.454 38.404 2.343   -2.438 -1.567 H23 QOE 57 
QOE H24 H24 H 0 1 N N N N N N 61.446 -137.818 39.779 3.507   -1.157 -1.984 H24 QOE 58 
QOE H25 H25 H 0 1 N N N N N N 62.107 -136.248 37.423 0.905   -0.450 -1.987 H25 QOE 59 
QOE H26 H26 H 0 1 N N N N N N 61.762 -135.304 35.350 -1.471  -0.083 -1.955 H26 QOE 60 
QOE H27 H27 H 0 1 N N N N N N 62.328 -132.420 36.233 -1.059  2.566  -0.497 H27 QOE 61 
QOE H28 H28 H 0 1 N N N N N N 63.687 -134.086 37.406 -0.246  1.535  -3.250 H28 QOE 62 
QOE H29 H29 H 0 1 N N N N N N 64.096 -134.868 35.841 -0.100  3.231  -2.729 H29 QOE 63 
QOE H30 H30 H 0 1 N N N N N N 64.677 -133.205 36.193 0.841   1.963  -1.907 H30 QOE 64 
QOE H31 H31 H 0 1 N N N N N N 63.569 -132.531 34.290 -3.250  2.320  -1.416 H31 QOE 65 
QOE H32 H32 H 0 1 N N N N N N 60.509 -132.846 34.683 -2.409  0.276  0.787  H32 QOE 66 
QOE H33 H33 H 0 1 N N N N N N 58.208 -133.310 33.606 -4.780  -1.004 0.772  H33 QOE 67 
QOE H34 H34 H 0 1 N N N N N N 57.992 -132.384 35.129 -5.061  0.753  0.830  H34 QOE 68 
QOE H35 H35 H 0 1 N N N N N N 56.513 -134.129 35.977 -6.342  0.617  -1.289 H35 QOE 69 
QOE H36 H36 H 0 1 N N N N N N 56.724 -135.047 34.448 -6.062  -1.140 -1.346 H36 QOE 70 
# 
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 
QOE C5  C4  DOUB Y N 1  
QOE C5  C6  SING Y N 2  
QOE C4  C3  SING Y N 3  
QOE C6  C7  DOUB Y N 4  
QOE C3  C2  SING N N 5  
QOE C3  C8  DOUB Y N 6  
QOE O35 C34 SING N N 7  
QOE C1  C2  SING N N 8  
QOE C1  C12 SING N N 9  
QOE C7  C8  SING Y N 10 
QOE N13 C12 SING N N 11 
QOE N13 C14 SING N N 12 
QOE C12 O37 DOUB N N 13 
QOE C34 C14 SING N N 14 
QOE C34 C36 SING N N 15 
QOE C14 C15 SING N N 16 
QOE C15 O33 DOUB N N 17 
QOE C15 N16 SING N N 18 
QOE N16 C17 SING N N 19 
QOE C17 C18 SING N N 20 
QOE C17 C31 SING N N 21 
QOE C18 C19 SING N N 22 
QOE O32 C31 DOUB N N 23 
QOE O20 C19 SING N N 24 
QOE C31 N30 SING N N 25 
QOE C19 C21 SING N N 26 
QOE C21 C22 SING N N 27 
QOE N30 C28 SING N N 28 
QOE C22 N23 SING N N 29 
QOE N23 C24 SING N N 30 
QOE C28 C29 SING N N 31 
QOE C28 C27 SING N N 32 
QOE C26 C24 SING N N 33 
QOE C26 C27 SING N N 34 
QOE C24 O25 DOUB N N 35 
QOE C4  H1  SING N N 36 
QOE C5  H2  SING N N 37 
QOE C6  H3  SING N N 38 
QOE C7  H4  SING N N 39 
QOE C8  H5  SING N N 40 
QOE C17 H6  SING N N 41 
QOE C21 H7  SING N N 42 
QOE C21 H8  SING N N 43 
QOE C22 H9  SING N N 44 
QOE C22 H10 SING N N 45 
QOE C26 H11 SING N N 46 
QOE C26 H12 SING N N 47 
QOE C28 H13 SING N N 48 
QOE C27 H14 SING N N 49 
QOE C27 H15 SING N N 50 
QOE C29 H16 SING N N 51 
QOE C29 H17 SING N N 52 
QOE C29 H18 SING N N 53 
QOE N30 H19 SING N N 54 
QOE N23 H20 SING N N 55 
QOE C19 H21 SING N N 56 
QOE O20 H22 SING N N 57 
QOE C18 H23 SING N N 58 
QOE C18 H24 SING N N 59 
QOE N16 H25 SING N N 60 
QOE C14 H26 SING N N 61 
QOE C34 H27 SING N N 62 
QOE C36 H28 SING N N 63 
QOE C36 H29 SING N N 64 
QOE C36 H30 SING N N 65 
QOE O35 H31 SING N N 66 
QOE N13 H32 SING N N 67 
QOE C1  H33 SING N N 68 
QOE C1  H34 SING N N 69 
QOE C2  H35 SING N N 70 
QOE C2  H36 SING N N 71 
# 
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 
QOE InChI            InChI                1.03  "InChI=1S/C24H36N4O6/c1-15-8-10-20(31)25-13-12-18(30)14-19(23(33)26-15)27-24(34)22(16(2)29)28-21(32)11-9-17-6-4-3-5-7-17/h3-7,15-16,18-19,22,29-30H,8-14H2,1-2H3,(H,25,31)(H,26,33)(H,27,34)(H,28,32)/t15-,16+,18-,19-,22-/m0/s1" 
QOE InChIKey         InChI                1.03  MYKWJGODZLZGEA-MHRUYAEQSA-N                                                                                                                                                                                                       
QOE SMILES_CANONICAL CACTVS               3.385 "C[C@@H](O)[C@H](NC(=O)CCc1ccccc1)C(=O)N[C@H]2C[C@@H](O)CCNC(=O)CC[C@H](C)NC2=O"                                                                                                                                                  
QOE SMILES           CACTVS               3.385 "C[CH](O)[CH](NC(=O)CCc1ccccc1)C(=O)N[CH]2C[CH](O)CCNC(=O)CC[CH](C)NC2=O"                                                                                                                                                         
QOE SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@H]1CCC(=O)NCC[C@@H](C[C@@H](C(=O)N1)NC(=O)[C@H]([C@@H](C)O)NC(=O)CCc2ccccc2)O"                                                                                                                                               
QOE SMILES           "OpenEye OEToolkits" 2.0.7 "CC1CCC(=O)NCCC(CC(C(=O)N1)NC(=O)C(C(C)O)NC(=O)CCc2ccccc2)O"                                                                                                                                                                      
# 
_pdbx_chem_comp_identifier.comp_id           QOE 
_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},3~{R})-~{N}-[(5~{S},8~{S},10~{S})-5-methyl-10-oxidanyl-2,7-bis(oxidanylidene)-1,6-diazacyclododec-8-yl]-3-oxidanyl-2-(3-phenylpropanoylamino)butanamide" 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      QOE 
_pdbx_chem_comp_synonyms.name         HB335 
_pdbx_chem_comp_synonyms.provenance   ? 
_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 
QOE "Create component" 2020-07-09 PDBE 
QOE "Initial release"  2021-05-19 RCSB 
QOE "Modify PCM"       2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            QOE 
_pdbx_chem_comp_pcm.modified_residue_id                THR 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               C27 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   OG1 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
