data_WJU
# 
_chem_comp.id                                    WJU 
_chem_comp.name                                  "(5M)-5-[6-chloro-4-phenyl-2-(piperidin-1-yl)quinolin-3-yl]-1,3,4-oxadiazol-2(3H)-one" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H19 Cl N4 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-05-15 
_chem_comp.pdbx_modified_date                    2023-06-09 
_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                        406.865 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     WJU 
_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        7G0A 
_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 
WJU C10  C1  C  0 1 Y N N 3.814  6.597  19.432 0.789  -0.328 -0.056 C10  WJU 1  
WJU C11  C2  C  0 1 Y N N 2.541  5.961  19.198 1.303  -1.714 -0.099 C11  WJU 2  
WJU C13  C3  C  0 1 Y N N 1.255  3.932  19.122 2.492  -3.525 0.939  C13  WJU 3  
WJU C15  C4  C  0 1 Y N N 0.149  6.005  18.663 1.567  -3.800 -1.259 C15  WJU 4  
WJU C16  C5  C  0 1 Y N N 1.343  6.688  18.880 1.085  -2.508 -1.225 C16  WJU 5  
WJU C17  C6  C  0 1 N N N 4.252  6.605  17.005 -1.555 -1.178 -0.120 C17  WJU 6  
WJU C20  C7  C  0 1 N N N 7.218  6.873  16.617 -2.787 2.270  -1.234 C20  WJU 7  
WJU C21  C8  C  0 1 N N N 7.302  7.166  15.256 -4.311 2.410  -1.276 C21  WJU 8  
WJU C22  C9  C  0 1 N N N 8.106  8.384  15.129 -4.785 3.151  -0.022 C22  WJU 9  
WJU C23  C10 C  0 1 N N N 7.561  9.536  16.034 -4.323 2.384  1.220  C23  WJU 10 
WJU C24  C11 C  0 1 N N N 7.549  8.959  17.475 -2.799 2.244  1.189  C24  WJU 11 
WJU C27  C12 C  0 1 N N N 3.482  6.819  14.956 -2.866 -2.816 0.515  C27  WJU 12 
WJU C1   C13 C  0 1 Y N N 3.937  6.878  23.146 3.885  1.684  0.046  C1   WJU 13 
WJU C2   C14 C  0 1 Y N N 5.181  7.521  23.345 3.361  2.974  0.085  C2   WJU 14 
WJU C3   C15 C  0 1 Y N N 5.920  7.866  22.214 2.015  3.185  0.079  C3   WJU 15 
WJU C4   C16 C  0 1 Y N N 5.458  7.565  20.935 1.137  2.090  0.031  C4   WJU 16 
WJU C5   C17 C  0 1 Y N N 4.246  6.912  20.776 1.673  0.780  -0.008 C5   WJU 17 
WJU C6   C18 C  0 1 Y N N 3.492  6.567  21.902 3.062  0.598  0.000  C6   WJU 18 
WJU N7   N1  N  0 1 Y N N 6.279  7.897  19.844 -0.190 2.277  0.025  N7   WJU 19 
WJU C8   C19 C  0 1 Y N N 5.885  7.557  18.603 -1.035 1.271  -0.024 C8   WJU 20 
WJU C9   C20 C  0 1 Y N N 4.643  6.920  18.389 -0.586 -0.068 -0.066 C9   WJU 21 
WJU C12  C21 C  0 1 Y N N 2.430  4.623  19.309 2.015  -2.231 0.985  C12  WJU 22 
WJU C14  C22 C  0 1 Y N N 0.125  4.659  18.813 2.267  -4.309 -0.179 C14  WJU 23 
WJU N18  N2  N  0 1 N N N 6.683  7.814  17.517 -2.396 1.529  -0.028 N18  WJU 24 
WJU CL19 CL1 CL 0 0 N N N 2.973  6.399  24.482 5.606  1.457  0.056  CL19 WJU 25 
WJU N25  N3  N  0 1 N N N 4.361  5.387  16.363 -2.117 -1.641 -1.201 N25  WJU 26 
WJU N26  N4  N  0 1 N N N 3.942  5.432  15.043 -2.964 -2.694 -0.826 N26  WJU 27 
WJU O28  O1  O  0 1 N N N 3.725  7.490  16.179 -1.999 -1.883 0.944  O28  WJU 28 
WJU O29  O2  O  0 1 N N N 3.133  7.417  13.912 -3.454 -3.624 1.209  O29  WJU 29 
WJU H34  H1  H  0 1 N N N 1.219  2.857  19.214 3.039  -3.928 1.778  H34  WJU 30 
WJU H36  H2  H  0 1 N N N -0.745 6.541  18.379 1.399  -4.416 -2.130 H36  WJU 31 
WJU H37  H3  H  0 1 N N N 1.369  7.765  18.809 0.539  -2.112 -2.069 H37  WJU 32 
WJU H38  H4  H  0 1 N N N 8.242  6.658  16.957 -2.448 1.731  -2.118 H38  WJU 33 
WJU H39  H5  H  0 1 N N N 6.603  5.965  16.707 -2.332 3.261  -1.215 H39  WJU 34 
WJU H40  H6  H  0 1 N N N 7.786  6.336  14.720 -4.600 2.974  -2.163 H40  WJU 35 
WJU H41  H7  H  0 1 N N N 6.296  7.332  14.843 -4.766 1.421  -1.308 H41  WJU 36 
WJU H42  H8  H  0 1 N N N 9.142  8.159  15.424 -4.360 4.155  -0.009 H42  WJU 37 
WJU H43  H9  H  0 1 N N N 8.087  8.716  14.080 -5.873 3.214  -0.027 H43  WJU 38 
WJU H44  H10 H  0 1 N N N 8.220  10.415 15.977 -4.621 2.928  2.116  H44  WJU 39 
WJU H45  H11 H  0 1 N N N 6.544  9.820  15.725 -4.778 1.393  1.227  H45  WJU 40 
WJU H46  H12 H  0 1 N N N 7.182  9.724  18.175 -2.343 3.235  1.196  H46  WJU 41 
WJU H47  H13 H  0 1 N N N 8.568  8.660  17.760 -2.468 1.686  2.065  H47  WJU 42 
WJU H30  H15 H  0 1 N N N 5.546  7.737  24.338 4.031  3.820  0.122  H30  WJU 43 
WJU H31  H16 H  0 1 N N N 6.865  8.375  22.332 1.625  4.191  0.110  H31  WJU 44 
WJU H32  H17 H  0 1 N N N 2.551  6.051  21.781 3.478  -0.398 -0.030 H32  WJU 45 
WJU H33  H18 H  0 1 N N N 3.316  4.059  19.560 2.191  -1.621 1.858  H33  WJU 46 
WJU H35  H19 H  0 1 N N N -0.812 4.137  18.686 2.639  -5.322 -0.209 H35  WJU 47 
WJU H48  H21 H  0 1 N N N 3.951  4.716  14.345 -3.515 -3.231 -1.416 H48  WJU 48 
# 
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 
WJU C1   C2  DOUB Y N 1  
WJU C2   C3  SING Y N 2  
WJU C3   C4  DOUB Y N 3  
WJU C4   C5  SING Y N 4  
WJU C1   C6  SING Y N 5  
WJU C5   C6  DOUB Y N 6  
WJU C4   N7  SING Y N 7  
WJU N7   C8  DOUB Y N 8  
WJU C8   C9  SING Y N 9  
WJU C5   C10 SING Y N 10 
WJU C9   C10 DOUB Y N 11 
WJU C10  C11 SING N N 12 
WJU C11  C12 DOUB Y N 13 
WJU C12  C13 SING Y N 14 
WJU C13  C14 DOUB Y N 15 
WJU C14  C15 SING Y N 16 
WJU C11  C16 SING Y N 17 
WJU C15  C16 DOUB Y N 18 
WJU C9   C17 SING N N 19 
WJU C8   N18 SING N N 20 
WJU N18  C20 SING N N 21 
WJU C20  C21 SING N N 22 
WJU C21  C22 SING N N 23 
WJU C22  C23 SING N N 24 
WJU N18  C24 SING N N 25 
WJU C23  C24 SING N N 26 
WJU C17  N25 DOUB N N 27 
WJU N25  N26 SING N N 28 
WJU N26  C27 SING N N 29 
WJU C17  O28 SING N N 30 
WJU C27  O28 SING N N 31 
WJU C27  O29 DOUB N N 32 
WJU C13  H34 SING N N 33 
WJU C15  H36 SING N N 34 
WJU C16  H37 SING N N 35 
WJU C20  H38 SING N N 36 
WJU C20  H39 SING N N 37 
WJU C21  H40 SING N N 38 
WJU C21  H41 SING N N 39 
WJU C22  H42 SING N N 40 
WJU C22  H43 SING N N 41 
WJU C23  H44 SING N N 42 
WJU C23  H45 SING N N 43 
WJU C24  H46 SING N N 44 
WJU C24  H47 SING N N 45 
WJU C2   H30 SING N N 46 
WJU C3   H31 SING N N 47 
WJU C6   H32 SING N N 48 
WJU C12  H33 SING N N 49 
WJU C14  H35 SING N N 50 
WJU N26  H48 SING N N 51 
WJU CL19 C1  SING N N 52 
# 
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 
WJU SMILES           ACDLabs              12.01 "O=C1NN=C(O1)c1c(nc2ccc(Cl)cc2c1c1ccccc1)N1CCCCC1"                                                                                                            
WJU InChI            InChI                1.06  "InChI=1S/C22H19ClN4O2/c23-15-9-10-17-16(13-15)18(14-7-3-1-4-8-14)19(21-25-26-22(28)29-21)20(24-17)27-11-5-2-6-12-27/h1,3-4,7-10,13H,2,5-6,11-12H2,(H,26,28)" 
WJU InChIKey         InChI                1.06  KKPOBHHCNGNCLR-UHFFFAOYSA-N                                                                                                                                   
WJU SMILES_CANONICAL CACTVS               3.385 "Clc1ccc2nc(N3CCCCC3)c(C4=NNC(=O)O4)c(c5ccccc5)c2c1"                                                                                                          
WJU SMILES           CACTVS               3.385 "Clc1ccc2nc(N3CCCCC3)c(C4=NNC(=O)O4)c(c5ccccc5)c2c1"                                                                                                          
WJU SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)c2c3cc(ccc3nc(c2C4=NNC(=O)O4)N5CCCCC5)Cl"                                                                                                          
WJU SMILES           "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)c2c3cc(ccc3nc(c2C4=NNC(=O)O4)N5CCCCC5)Cl"                                                                                                          
# 
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 
WJU "SYSTEMATIC NAME" ACDLabs              12.01 "(5M)-5-[6-chloro-4-phenyl-2-(piperidin-1-yl)quinolin-3-yl]-1,3,4-oxadiazol-2(3H)-one" 
WJU "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "5-(6-chloranyl-4-phenyl-2-piperidin-1-yl-quinolin-3-yl)-3~{H}-1,3,4-oxadiazol-2-one"  
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
WJU "Create component" 2023-05-15 RCSB 
WJU "Initial release"  2023-06-14 RCSB 
# 
