data_WQU
# 
_chem_comp.id                                    WQU 
_chem_comp.name                                  "(2R,3R,4R,5S)-2-(hydroxymethyl)-1-[(3-{[4-(morpholin-4-yl)-2-nitroanilino]methyl}phenyl)methyl]piperidine-3,4,5-triol" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H32 N4 O7" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-10-14 
_chem_comp.pdbx_modified_date                    2023-02-17 
_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                        488.533 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     WQU 
_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        8EPJ 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
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 
WQU N1  N1  N 0  1 N N N -35.425 -30.862 -69.466 4.822  -0.169 -0.207 N1  WQU 1  
WQU N3  N2  N 1  1 N N N -41.977 -31.302 -63.682 -3.439 -2.600 -1.009 N3  WQU 2  
WQU C4  C1  C 0  1 N N N -36.423 -30.181 -69.057 3.934  -1.255 -0.641 C4  WQU 3  
WQU C5  C2  C 0  1 Y N N -36.912 -30.536 -67.603 2.863  -1.473 0.396  C5  WQU 4  
WQU C6  C3  C 0  1 Y N N -36.326 -29.897 -66.519 3.075  -2.364 1.432  C6  WQU 5  
WQU C7  C4  C 0  1 Y N N -36.680 -30.217 -65.197 2.092  -2.564 2.383  C7  WQU 6  
WQU C8  C5  C 0  1 Y N N -37.638 -31.186 -64.955 0.898  -1.872 2.300  C8  WQU 7  
WQU C10 C6  C 0  1 N N N -39.298 -32.911 -65.709 -0.613 -0.223 1.178  C10 WQU 8  
WQU C13 C7  C 0  1 Y N N -42.979 -29.831 -65.397 -5.071 -0.756 -0.730 C13 WQU 9  
WQU C15 C8  C 0  1 N N N -44.193 -27.130 -65.964 -7.713 0.110  0.071  C15 WQU 10 
WQU C17 C9  C 0  1 N N N -45.582 -26.713 -68.277 -8.238 2.898  -0.237 C17 WQU 11 
WQU C20 C10 C 0  1 Y N N -41.813 -31.048 -67.608 -3.192 0.789  0.602  C20 WQU 12 
WQU C21 C11 C 0  1 Y N N -37.887 -31.498 -67.369 1.671  -0.777 0.316  C21 WQU 13 
WQU C22 C12 C 0  1 N N N -35.703 -32.294 -69.638 4.091  1.101  -0.107 C22 WQU 14 
WQU C24 C13 C 0  1 N N R -33.382 -32.840 -69.885 6.237  2.340  -0.414 C24 WQU 15 
WQU C1  C14 C 0  1 N N R -32.994 -31.454 -69.741 6.953  0.993  -0.541 C1  WQU 16 
WQU C11 C15 C 0  1 Y N N -41.499 -31.518 -66.330 -2.858 -0.482 0.152  C11 WQU 17 
WQU C12 C16 C 0  1 Y N N -42.108 -30.908 -65.144 -3.799 -1.250 -0.519 C12 WQU 18 
WQU C14 C17 C 0  1 Y N N -43.253 -29.370 -66.692 -5.407 0.512  -0.275 C14 WQU 19 
WQU C16 C18 C 0  1 N N N -45.553 -26.423 -65.921 -9.106 0.665  -0.236 C16 WQU 20 
WQU C18 C19 C 0  1 N N N -44.509 -27.800 -68.266 -6.836 2.365  0.070  C18 WQU 21 
WQU C19 C20 C 0  1 Y N N -42.671 -29.974 -67.811 -4.464 1.283  0.391  C19 WQU 22 
WQU C2  C21 C 0  1 N N R -34.078 -30.674 -68.846 5.980  -0.046 -1.103 C2  WQU 23 
WQU C23 C22 C 0  1 N N S -34.617 -32.859 -70.545 5.008  2.174  0.484  C23 WQU 24 
WQU C3  C23 C 0  1 N N N -33.672 -29.279 -68.765 6.685  -1.399 -1.212 C3  WQU 25 
WQU C9  C24 C 0  1 Y N N -38.238 -31.826 -66.025 0.687  -0.981 1.265  C9  WQU 26 
WQU N2  N3  N 0  1 N N N -40.564 -32.695 -66.429 -1.571 -0.987 0.375  N2  WQU 27 
WQU N4  N4  N 0  1 N N N -44.162 -28.245 -66.901 -6.697 1.013  -0.489 N4  WQU 28 
WQU O1  O1  O 0  1 N N N -31.679 -31.407 -69.178 8.069  1.127  -1.423 O1  WQU 29 
WQU O2  O2  O 0  1 N N N -33.847 -28.744 -70.058 7.192  -1.777 0.069  O2  WQU 30 
WQU O3  O3  O -1 1 N N N -42.155 -32.666 -63.268 -3.867 -2.994 -2.079 O3  WQU 31 
WQU O4  O4  O 0  1 N N N -41.799 -30.387 -62.635 -2.714 -3.317 -0.342 O4  WQU 32 
WQU O5  O5  O 0  1 N N N -46.298 -26.591 -67.085 -9.212 1.992  0.288  O5  WQU 33 
WQU O6  O6  O 0  1 N N N -35.008 -34.250 -70.860 4.303  3.414  0.562  O6  WQU 34 
WQU O7  O7  O 0  1 N N N -32.349 -33.509 -70.787 7.125  3.301  0.162  O7  WQU 35 
WQU H2  H2  H 0  1 N N N -36.142 -29.118 -69.074 3.470  -0.988 -1.591 H2  WQU 36 
WQU H3  H3  H 0  1 N N N -37.260 -30.350 -69.750 4.512  -2.170 -0.764 H3  WQU 37 
WQU H4  H4  H 0  1 N N N -35.580 -29.136 -66.696 4.007  -2.905 1.497  H4  WQU 38 
WQU H5  H5  H 0  1 N N N -36.205 -29.708 -64.371 2.257  -3.261 3.192  H5  WQU 39 
WQU H6  H6  H 0  1 N N N -37.914 -31.440 -63.942 0.130  -2.029 3.043  H6  WQU 40 
WQU H7  H7  H 0  1 N N N -39.502 -32.900 -64.628 -1.015 -0.074 2.180  H7  WQU 41 
WQU H8  H8  H 0  1 N N N -38.893 -33.893 -65.996 -0.438 0.746  0.709  H8  WQU 42 
WQU H9  H9  H 0  1 N N N -43.455 -29.341 -64.560 -5.803 -1.354 -1.252 H9  WQU 43 
WQU H10 H10 H 0  1 N N N -43.964 -27.511 -64.958 -7.580 0.038  1.151  H10 WQU 44 
WQU H11 H11 H 0  1 N N N -43.427 -26.399 -66.263 -7.608 -0.878 -0.375 H11 WQU 45 
WQU H12 H12 H 0  1 N N N -45.092 -25.750 -68.483 -8.365 3.877  0.225  H12 WQU 46 
WQU H13 H13 H 0  1 N N N -46.294 -26.942 -69.083 -8.366 2.984  -1.316 H13 WQU 47 
WQU H14 H14 H 0  1 N N N -41.374 -31.536 -68.466 -2.460 1.387  1.125  H14 WQU 48 
WQU H15 H15 H 0  1 N N N -38.374 -31.993 -68.196 1.507  -0.078 -0.490 H15 WQU 49 
WQU H16 H16 H 0  1 N N N -36.691 -32.433 -70.101 3.763  1.411  -1.100 H16 WQU 50 
WQU H17 H17 H 0  1 N N N -35.681 -32.802 -68.662 3.222  0.970  0.538  H17 WQU 51 
WQU H18 H18 H 0  1 N N N -33.424 -33.349 -68.911 5.923  2.680  -1.401 H18 WQU 52 
WQU H19 H19 H 0  1 N N N -32.985 -30.976 -70.732 7.301  0.672  0.441  H19 WQU 53 
WQU H20 H20 H 0  1 N N N -45.383 -25.347 -65.768 -9.259 0.687  -1.316 H20 WQU 54 
WQU H21 H21 H 0  1 N N N -46.130 -26.827 -65.076 -9.861 0.029  0.225  H21 WQU 55 
WQU H22 H22 H 0  1 N N N -44.879 -28.666 -68.835 -6.091 3.023  -0.377 H22 WQU 56 
WQU H23 H23 H 0  1 N N N -43.603 -27.405 -68.748 -6.689 2.330  1.150  H23 WQU 57 
WQU H24 H24 H 0  1 N N N -42.883 -29.615 -68.807 -4.724 2.271  0.741  H24 WQU 58 
WQU H25 H25 H 0  1 N N N -34.074 -31.123 -67.842 5.643  0.269  -2.090 H25 WQU 59 
WQU H26 H26 H 0  1 N N N -34.576 -32.266 -71.471 5.326  1.872  1.482  H26 WQU 60 
WQU H27 H27 H 0  1 N N N -32.617 -29.206 -68.461 5.977  -2.151 -1.559 H27 WQU 61 
WQU H28 H28 H 0  1 N N N -34.301 -28.740 -68.041 7.510  -1.322 -1.921 H28 WQU 62 
WQU H29 H29 H 0  1 N N N -41.128 -33.486 -66.192 -1.314 -1.843 -0.001 H29 WQU 63 
WQU H30 H30 H 0  1 N N N -31.409 -30.502 -69.077 8.727  1.773  -1.130 H30 WQU 64 
WQU H31 H31 H 0  1 N N N -33.594 -27.828 -70.059 7.653  -2.627 0.075  H31 WQU 65 
WQU H32 H32 H 0  1 N N N -35.846 -34.250 -71.307 3.511  3.382  1.117  H32 WQU 66 
WQU H33 H33 H 0  1 N N N -31.502 -33.506 -70.356 6.736  4.179  0.272  H33 WQU 67 
# 
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 
WQU O6  C23 SING N N 1  
WQU O7  C24 SING N N 2  
WQU C23 C24 SING N N 3  
WQU C23 C22 SING N N 4  
WQU O2  C3  SING N N 5  
WQU C24 C1  SING N N 6  
WQU C1  O1  SING N N 7  
WQU C1  C2  SING N N 8  
WQU C22 N1  SING N N 9  
WQU N1  C4  SING N N 10 
WQU N1  C2  SING N N 11 
WQU C4  C5  SING N N 12 
WQU C2  C3  SING N N 13 
WQU C17 C18 SING N N 14 
WQU C17 O5  SING N N 15 
WQU C18 N4  SING N N 16 
WQU C19 C20 DOUB Y N 17 
WQU C19 C14 SING Y N 18 
WQU C20 C11 SING Y N 19 
WQU C5  C21 DOUB Y N 20 
WQU C5  C6  SING Y N 21 
WQU C21 C9  SING Y N 22 
WQU O5  C16 SING N N 23 
WQU N4  C14 SING N N 24 
WQU N4  C15 SING N N 25 
WQU C14 C13 DOUB Y N 26 
WQU C6  C7  DOUB Y N 27 
WQU N2  C11 SING N N 28 
WQU N2  C10 SING N N 29 
WQU C11 C12 DOUB Y N 30 
WQU C9  C10 SING N N 31 
WQU C9  C8  DOUB Y N 32 
WQU C15 C16 SING N N 33 
WQU C13 C12 SING Y N 34 
WQU C7  C8  SING Y N 35 
WQU C12 N3  SING N N 36 
WQU N3  O3  SING N N 37 
WQU N3  O4  DOUB N N 38 
WQU C4  H2  SING N N 39 
WQU C4  H3  SING N N 40 
WQU C6  H4  SING N N 41 
WQU C7  H5  SING N N 42 
WQU C8  H6  SING N N 43 
WQU C10 H7  SING N N 44 
WQU C10 H8  SING N N 45 
WQU C13 H9  SING N N 46 
WQU C15 H10 SING N N 47 
WQU C15 H11 SING N N 48 
WQU C17 H12 SING N N 49 
WQU C17 H13 SING N N 50 
WQU C20 H14 SING N N 51 
WQU C21 H15 SING N N 52 
WQU C22 H16 SING N N 53 
WQU C22 H17 SING N N 54 
WQU C24 H18 SING N N 55 
WQU C1  H19 SING N N 56 
WQU C16 H20 SING N N 57 
WQU C16 H21 SING N N 58 
WQU C18 H22 SING N N 59 
WQU C18 H23 SING N N 60 
WQU C19 H24 SING N N 61 
WQU C2  H25 SING N N 62 
WQU C23 H26 SING N N 63 
WQU C3  H27 SING N N 64 
WQU C3  H28 SING N N 65 
WQU N2  H29 SING N N 66 
WQU O1  H30 SING N N 67 
WQU O2  H31 SING N N 68 
WQU O6  H32 SING N N 69 
WQU O7  H33 SING N N 70 
# 
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 
WQU SMILES           ACDLabs              12.01 "OCC1C(O)C(O)C(O)CN1Cc1cccc(c1)CNc1ccc(cc1[N+]([O-])=O)N1CCOCC1"                                                                                                                              
WQU InChI            InChI                1.06  "InChI=1S/C24H32N4O7/c29-15-21-23(31)24(32)22(30)14-27(21)13-17-3-1-2-16(10-17)12-25-19-5-4-18(11-20(19)28(33)34)26-6-8-35-9-7-26/h1-5,10-11,21-25,29-32H,6-9,12-15H2/t21-,22+,23-,24-/m1/s1" 
WQU InChIKey         InChI                1.06  PHNSFXOWQRZVGC-UEQSERJNSA-N                                                                                                                                                                   
WQU SMILES_CANONICAL CACTVS               3.385 "OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)CN1Cc2cccc(CNc3ccc(cc3[N+]([O-])=O)N4CCOCC4)c2"                                                                                                           
WQU SMILES           CACTVS               3.385 "OC[CH]1[CH](O)[CH](O)[CH](O)CN1Cc2cccc(CNc3ccc(cc3[N+]([O-])=O)N4CCOCC4)c2"                                                                                                                  
WQU SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(cc(c1)CN2C[C@@H]([C@H]([C@@H]([C@H]2CO)O)O)O)CNc3ccc(cc3[N+](=O)[O-])N4CCOCC4"                                                                                                          
WQU SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc(cc(c1)CN2CC(C(C(C2CO)O)O)O)CNc3ccc(cc3[N+](=O)[O-])N4CCOCC4"                                                                                                                            
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
WQU "SYSTEMATIC NAME" ACDLabs              12.01 "(2R,3R,4R,5S)-2-(hydroxymethyl)-1-[(3-{[4-(morpholin-4-yl)-2-nitroanilino]methyl}phenyl)methyl]piperidine-3,4,5-triol"                  
WQU "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(2~{R},3~{R},4~{R},5~{S})-2-(hydroxymethyl)-1-[[3-[[(4-morpholin-4-yl-2-nitro-phenyl)amino]methyl]phenyl]methyl]piperidine-3,4,5-triol" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
WQU "Create component" 2022-10-14 RCSB 
WQU "Initial release"  2023-02-22 RCSB 
# 
