data_GQU
# 
_chem_comp.id                                    GQU 
_chem_comp.name                                  "(3~{S},3~{a}~{S},6~{a}~{R})-2-[3-[3,5-bis(fluoranyl)phenyl]propanoyl]-~{N}-[(2~{S})-1-oxidanylidene-3-[(3~{S})-2-oxidanylidenepyrrolidin-3-yl]propan-2-yl]-3,3~{a},4,5,6,6~{a}-hexahydro-1~{H}-cyclopenta[c]pyrrole-3-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H29 F2 N3 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2020-09-23 
_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                        461.502 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GQU 
_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        7D3I 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
_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 
GQU C10 C1  C 0 1 N N S N N N -15.874 -25.986 0.134  -1.092 1.752  0.174  C10 GQU 1  
GQU C15 C2  C 0 1 N N N N N N -13.185 -28.929 2.424  -4.430 0.446  -2.579 C15 GQU 2  
GQU C17 C3  C 0 1 N N N N N N -12.443 -26.610 3.283  -5.000 -1.027 -0.667 C17 GQU 3  
GQU C20 C4  C 0 1 N N N N N N -10.123 -23.844 2.357  -4.070 -4.242 0.871  C20 GQU 4  
GQU C22 C5  C 0 1 N N N N N N -11.575 -24.372 4.077  -5.524 -2.482 1.297  C22 GQU 5  
GQU C24 C6  C 0 1 N N N N N N -16.083 -22.223 -0.248 2.523  0.371  0.045  C24 GQU 6  
GQU C26 C7  C 0 1 Y N N N N N -15.239 -20.052 -1.109 4.531  -1.077 0.190  C26 GQU 7  
GQU C28 C8  C 0 1 Y N N N N N -15.057 -17.723 -0.516 6.760  -0.793 1.022  C28 GQU 8  
GQU O01 O1  O 0 1 N N N N N N -15.044 -23.660 1.343  0.442  -0.555 0.664  O01 GQU 9  
GQU C02 C9  C 0 1 N N N N N N -15.660 -23.577 0.291  1.033  0.425  0.261  C02 GQU 10 
GQU N03 N1  N 0 1 N N N N N N -15.988 -24.642 -0.435 0.355  1.562  0.007  N03 GQU 11 
GQU C04 C10 C 0 1 N N N N N N -16.505 -24.632 -1.810 0.944  2.819  -0.484 C04 GQU 12 
GQU C05 C11 C 0 1 N N R N N N -16.954 -26.050 -2.049 -0.036 3.931  -0.045 C05 GQU 13 
GQU C06 C12 C 0 1 N N N N N N -18.463 -26.136 -1.868 0.111  4.138  1.479  C06 GQU 14 
GQU C07 C13 C 0 1 N N N N N N -18.738 -27.121 -0.732 -1.318 4.431  1.977  C07 GQU 15 
GQU C08 C14 C 0 1 N N N N N N -17.417 -27.791 -0.418 -2.279 3.828  0.941  C08 GQU 16 
GQU C09 C15 C 0 1 N N S N N N -16.311 -26.908 -0.980 -1.417 3.215  -0.174 C09 GQU 17 
GQU C11 C16 C 0 1 N N N N N N -14.476 -26.349 0.517  -1.837 0.828  -0.754 C11 GQU 18 
GQU O12 O2  O 0 1 N N N N N N -13.546 -26.025 -0.202 -1.268 0.334  -1.705 O12 GQU 19 
GQU N13 N2  N 0 1 N N N N N N -14.328 -26.951 1.692  -3.137 0.550  -0.528 N13 GQU 20 
GQU C14 C17 C 0 1 N N S N N N -13.029 -27.435 2.124  -3.862 -0.348 -1.431 C14 GQU 21 
GQU O16 O3  O 0 1 N N N N N N -11.914 -29.501 2.733  -4.248 1.638  -2.637 O16 GQU 22 
GQU C18 C18 C 0 1 N N S N N N -12.094 -25.160 2.904  -4.418 -1.909 0.439  C18 GQU 23 
GQU C19 C19 C 0 1 N N N N N N -10.967 -25.040 1.879  -3.726 -3.152 -0.168 C19 GQU 24 
GQU N21 N3  N 0 1 N N N N N N -10.519 -23.633 3.741  -5.307 -3.790 1.519  N21 GQU 25 
GQU O23 O4  O 0 1 N N N N N N -12.101 -24.393 5.174  -6.469 -1.853 1.724  O23 GQU 26 
GQU C25 C20 C 0 1 N N N N N N -14.872 -21.496 -0.808 3.041  -1.023 0.406  C25 GQU 27 
GQU C27 C21 C 0 1 Y N N N N N -14.749 -19.055 -0.282 5.391  -0.744 1.219  C27 GQU 28 
GQU F29 F1  F 0 1 N N N N N N -14.550 -16.785 0.298  7.600  -0.468 2.029  F29 GQU 29 
GQU C30 C22 C 0 1 Y N N N N N -15.840 -17.365 -1.602 7.269  -1.176 -0.207 C30 GQU 30 
GQU C31 C23 C 0 1 Y N N N N N -16.360 -18.364 -2.411 6.407  -1.514 -1.236 C31 GQU 31 
GQU F32 F2  F 0 1 N N N N N N -17.126 -18.015 -3.452 6.902  -1.893 -2.435 F32 GQU 32 
GQU C33 C24 C 0 1 Y N N N N N -16.061 -19.711 -2.178 5.037  -1.464 -1.037 C33 GQU 33 
GQU H1  H1  H 0 1 N N N N N N -16.545 -26.098 0.998  -1.375 1.545  1.206  H1  GQU 34 
GQU H2  H2  H 0 1 N N N N N N -14.119 -29.470 2.405  -5.000 -0.052 -3.349 H2  GQU 35 
GQU H4  H4  H 0 1 N N N N N N -13.181 -26.587 4.099  -5.645 -0.268 -0.225 H4  GQU 36 
GQU H5  H5  H 0 1 N N N N N N -11.526 -27.107 3.632  -5.582 -1.643 -1.354 H5  GQU 37 
GQU H6  H6  H 0 1 N N N N N N -9.050  -24.078 2.293  -4.232 -5.199 0.375  H6  GQU 38 
GQU H7  H7  H 0 1 N N N N N N -10.340 -22.951 1.752  -3.270 -4.331 1.606  H7  GQU 39 
GQU H8  H8  H 0 1 N N N N N N -16.524 -21.627 0.565  2.746  0.583  -1.000 H8  GQU 40 
GQU H9  H9  H 0 1 N N N N N N -16.827 -22.363 -1.046 3.009  1.114  0.678  H9  GQU 41 
GQU H10 H10 H 0 1 N N N N N N -15.715 -24.348 -2.521 1.923  2.980  -0.032 H10 GQU 42 
GQU H11 H11 H 0 1 N N N N N N -17.350 -23.935 -1.903 1.030  2.797  -1.570 H11 GQU 43 
GQU H12 H12 H 0 1 N N N N N N -16.662 -26.391 -3.053 0.058  4.851  -0.623 H12 GQU 44 
GQU H13 H13 H 0 1 N N N N N N -18.867 -25.146 -1.611 0.498  3.234  1.949  H13 GQU 45 
GQU H14 H14 H 0 1 N N N N N N -18.932 -26.494 -2.796 0.765  4.985  1.686  H14 GQU 46 
GQU H15 H15 H 0 1 N N N N N N -19.113 -26.586 0.153  -1.477 3.965  2.949  H15 GQU 47 
GQU H16 H16 H 0 1 N N N N N N -19.479 -27.870 -1.049 -1.474 5.508  2.049  H16 GQU 48 
GQU H17 H17 H 0 1 N N N N N N -17.379 -28.785 -0.888 -2.888 3.053  1.407  H17 GQU 49 
GQU H18 H18 H 0 1 N N N N N N -17.298 -27.895 0.671  -2.921 4.608  0.531  H18 GQU 50 
GQU H19 H19 H 0 1 N N N N N N -15.474 -27.502 -1.377 -1.864 3.332  -1.161 H19 GQU 51 
GQU H20 H20 H 0 1 N N N N N N -15.122 -27.073 2.287  -3.592 0.945  0.232  H20 GQU 52 
GQU H21 H21 H 0 1 N N N N N N -12.331 -27.345 1.278  -3.179 -1.105 -1.815 H21 GQU 53 
GQU H23 H23 H 0 1 N N N N N N -12.994 -24.669 2.506  -3.717 -1.340 1.050  H23 GQU 54 
GQU H24 H24 H 0 1 N N N N N N -11.375 -24.849 0.875  -2.648 -3.004 -0.236 H24 GQU 55 
GQU H25 H25 H 0 1 N N N N N N -10.361 -25.958 1.860  -4.148 -3.396 -1.143 H25 GQU 56 
GQU H26 H26 H 0 1 N N N N N N -10.053 -23.007 4.366  -5.892 -4.362 2.040  H26 GQU 57 
GQU H27 H27 H 0 1 N N N N N N -14.544 -21.991 -1.734 2.817  -1.234 1.451  H27 GQU 58 
GQU H28 H28 H 0 1 N N N N N N -14.057 -21.520 -0.070 2.555  -1.765 -0.227 H28 GQU 59 
GQU H29 H29 H 0 1 N N N N N N -14.119 -19.318 0.555  4.994  -0.445 2.178  H29 GQU 60 
GQU H30 H30 H 0 1 N N N N N N -16.042 -16.326 -1.815 8.337  -1.215 -0.362 H30 GQU 61 
GQU H31 H31 H 0 1 N N N N N N -16.465 -20.478 -2.822 4.365  -1.728 -1.839 H31 GQU 62 
# 
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 
GQU F32 C31 SING N N 1  
GQU C31 C33 DOUB Y N 2  
GQU C31 C30 SING Y N 3  
GQU C33 C26 SING Y N 4  
GQU C05 C06 SING N N 5  
GQU C05 C04 SING N N 6  
GQU C05 C09 SING N N 7  
GQU C06 C07 SING N N 8  
GQU C04 N03 SING N N 9  
GQU C30 C28 DOUB Y N 10 
GQU C26 C25 SING N N 11 
GQU C26 C27 DOUB Y N 12 
GQU C09 C08 SING N N 13 
GQU C09 C10 SING N N 14 
GQU C25 C24 SING N N 15 
GQU C07 C08 SING N N 16 
GQU C28 C27 SING Y N 17 
GQU C28 F29 SING N N 18 
GQU N03 C10 SING N N 19 
GQU N03 C02 SING N N 20 
GQU C24 C02 SING N N 21 
GQU O12 C11 DOUB N N 22 
GQU C10 C11 SING N N 23 
GQU C02 O01 DOUB N N 24 
GQU C11 N13 SING N N 25 
GQU N13 C14 SING N N 26 
GQU C19 C20 SING N N 27 
GQU C19 C18 SING N N 28 
GQU C14 C15 SING N N 29 
GQU C14 C17 SING N N 30 
GQU C20 N21 SING N N 31 
GQU C15 O16 DOUB N N 32 
GQU C18 C17 SING N N 33 
GQU C18 C22 SING N N 34 
GQU N21 C22 SING N N 35 
GQU C22 O23 DOUB N N 36 
GQU C10 H1  SING N N 37 
GQU C15 H2  SING N N 38 
GQU C17 H4  SING N N 39 
GQU C17 H5  SING N N 40 
GQU C20 H6  SING N N 41 
GQU C20 H7  SING N N 42 
GQU C24 H8  SING N N 43 
GQU C24 H9  SING N N 44 
GQU C04 H10 SING N N 45 
GQU C04 H11 SING N N 46 
GQU C05 H12 SING N N 47 
GQU C06 H13 SING N N 48 
GQU C06 H14 SING N N 49 
GQU C07 H15 SING N N 50 
GQU C07 H16 SING N N 51 
GQU C08 H17 SING N N 52 
GQU C08 H18 SING N N 53 
GQU C09 H19 SING N N 54 
GQU N13 H20 SING N N 55 
GQU C14 H21 SING N N 56 
GQU C18 H23 SING N N 57 
GQU C19 H24 SING N N 58 
GQU C19 H25 SING N N 59 
GQU N21 H26 SING N N 60 
GQU C25 H27 SING N N 61 
GQU C25 H28 SING N N 62 
GQU C27 H29 SING N N 63 
GQU C30 H30 SING N N 64 
GQU C33 H31 SING N N 65 
# 
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 
GQU InChI            InChI                1.03  "InChI=1S/C24H29F2N3O4/c25-17-8-14(9-18(26)11-17)4-5-21(31)29-12-16-2-1-3-20(16)22(29)24(33)28-19(13-30)10-15-6-7-27-23(15)32/h8-9,11,13,15-16,19-20,22H,1-7,10,12H2,(H,27,32)(H,28,33)/t15-,16-,19-,20-,22-/m0/s1" 
GQU InChIKey         InChI                1.03  ZUAZJPLYYVHKFN-NAFADOBPSA-N                                                                                                                                                                                         
GQU SMILES_CANONICAL CACTVS               3.385 "Fc1cc(F)cc(CCC(=O)N2C[C@@H]3CCC[C@@H]3[C@H]2C(=O)N[C@@H](C[C@@H]4CCNC4=O)C=O)c1"                                                                                                                                   
GQU SMILES           CACTVS               3.385 "Fc1cc(F)cc(CCC(=O)N2C[CH]3CCC[CH]3[CH]2C(=O)N[CH](C[CH]4CCNC4=O)C=O)c1"                                                                                                                                            
GQU SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1c(cc(cc1F)F)CCC(=O)N2C[C@@H]3CCC[C@@H]3[C@H]2C(=O)N[C@@H](C[C@@H]4CCNC4=O)C=O"                                                                                                                                   
GQU SMILES           "OpenEye OEToolkits" 2.0.7 "c1c(cc(cc1F)F)CCC(=O)N2CC3CCCC3C2C(=O)NC(CC4CCNC4=O)C=O"                                                                                                                                                           
# 
_pdbx_chem_comp_identifier.comp_id           GQU 
_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},3~{a}~{S},6~{a}~{R})-2-[3-[3,5-bis(fluoranyl)phenyl]propanoyl]-~{N}-[(2~{S})-1-oxidanylidene-3-[(3~{S})-2-oxidanylidenepyrrolidin-3-yl]propan-2-yl]-3,3~{a},4,5,6,6~{a}-hexahydro-1~{H}-cyclopenta[c]pyrrole-3-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 
GQU "Create component" 2020-09-23 PDBJ 
GQU "Initial release"  2020-10-07 RCSB 
GQU "Modify PCM"       2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            GQU 
_pdbx_chem_comp_pcm.modified_residue_id                CYS 
_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               C15 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   SG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
