data_AU0
# 
_chem_comp.id                                    AU0 
_chem_comp.name                                  Caylin-1 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C30 H28 Cl4 N4 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "4-[[(4~{S},5~{R})-4,5-bis(3,4-dichlorophenyl)-2-(4-methoxy-2-propan-2-yloxy-phenyl)-4,5-dihydroimidazol-1-yl]carbonyl]piperazin-2-one" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2021-12-01 
_chem_comp.pdbx_modified_date                    2022-09-30 
_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                        650.380 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AU0 
_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        7QDQ 
_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 
AU0 N   N1  N  0 1 N N N -10.116 17.286 -12.433 1.065  -1.095 -2.291 N   AU0 1  
AU0 C   C1  C  0 1 N N N -13.711 22.984 -14.826 7.734  -2.509 -0.475 C   AU0 2  
AU0 O   O1  O  0 1 N N N -13.093 22.922 -13.560 6.726  -2.202 0.491  O   AU0 3  
AU0 C1  C2  C  0 1 Y N N -12.588 21.738 -13.181 5.531  -1.766 0.017  C1  AU0 4  
AU0 C10 C3  C  0 1 N N N -10.888 18.016 -11.720 1.794  -0.401 -1.479 C10 AU0 5  
AU0 C11 C4  C  0 1 N N S -9.860  16.003 -11.756 -0.161 -0.358 -2.627 C11 AU0 6  
AU0 C12 C5  C  0 1 Y N N -8.507  15.421 -12.077 -1.378 -1.127 -2.180 C12 AU0 7  
AU0 C13 C6  C  0 1 Y N N -8.244  14.054 -12.047 -2.513 -1.144 -2.969 C13 AU0 8  
AU0 C14 C7  C  0 1 Y N N -6.993  13.546 -12.322 -3.629 -1.849 -2.560 C14 AU0 9  
AU0 C15 C8  C  0 1 Y N N -5.948  14.408 -12.664 -3.612 -2.537 -1.360 C15 AU0 10 
AU0 C16 C9  C  0 1 Y N N -6.163  15.798 -12.695 -2.475 -2.520 -0.570 C16 AU0 11 
AU0 C17 C10 C  0 1 Y N N -7.440  16.278 -12.424 -1.356 -1.819 -0.984 C17 AU0 12 
AU0 C18 C11 C  0 1 N N R -10.064 16.435 -10.217 -0.037 0.961  -1.840 C18 AU0 13 
AU0 C19 C12 C  0 1 Y N N -8.778  16.785 -9.675  -1.164 1.097  -0.849 C19 AU0 14 
AU0 C2  C13 C  0 1 Y N N -12.691 20.558 -13.907 5.333  -1.643 -1.354 C2  AU0 15 
AU0 C20 C14 C  0 1 Y N N -8.033  15.874 -8.945  -2.256 1.890  -1.149 C20 AU0 16 
AU0 C21 C15 C  0 1 Y N N -6.777  16.198 -8.494  -3.290 2.016  -0.241 C21 AU0 17 
AU0 C22 C16 C  0 1 Y N N -6.238  17.428 -8.777  -3.234 1.347  0.969  C22 AU0 18 
AU0 C23 C17 C  0 1 Y N N -6.960  18.338 -9.516  -2.141 0.552  1.269  C23 AU0 19 
AU0 C24 C18 C  0 1 Y N N -8.214  18.024 -9.948  -1.109 0.423  0.356  C24 AU0 20 
AU0 C25 C19 C  0 1 N N N -11.686 17.999 -9.255  1.808  1.731  -0.319 C25 AU0 21 
AU0 C26 C20 C  0 1 N N N -13.884 18.328 -10.359 1.648  3.795  1.010  C26 AU0 22 
AU0 C27 C21 C  0 1 N N N -14.972 17.358 -9.817  1.853  5.144  0.320  C27 AU0 23 
AU0 C28 C22 C  0 1 N N N -14.872 18.731 -7.755  -0.209 4.624  -0.939 C28 AU0 24 
AU0 C29 C23 C  0 1 N N N -13.503 19.184 -8.198  -0.172 3.158  -0.602 C29 AU0 25 
AU0 C3  C24 C  0 1 Y N N -12.127 19.408 -13.396 4.124  -1.201 -1.842 C3  AU0 26 
AU0 C4  C25 C  0 1 Y N N -11.451 19.301 -12.200 3.092  -0.875 -0.959 C4  AU0 27 
AU0 C5  C26 C  0 1 Y N N -11.365 20.509 -11.460 3.293  -1.000 0.422  C5  AU0 28 
AU0 C6  C27 C  0 1 N N N -10.506 21.634 -9.494  2.534  -0.937 2.672  C6  AU0 29 
AU0 C7  C28 C  0 1 N N N -9.418  22.562 -10.050 1.645  -0.022 3.517  C7  AU0 30 
AU0 C8  C29 C  0 1 N N N -10.126 21.217 -8.086  2.210  -2.398 2.989  C8  AU0 31 
AU0 C9  C30 C  0 1 Y N N -11.933 21.685 -11.967 4.511  -1.450 0.902  C9  AU0 32 
AU0 N1  N2  N  0 1 N N N -10.983 17.539 -10.340 1.253  0.821  -1.143 N1  AU0 33 
AU0 N2  N3  N  0 1 N N N -12.880 18.642 -9.347  1.125  2.844  0.014  N2  AU0 34 
AU0 N3  N4  N  0 1 N N N -15.470 17.737 -8.514  0.688  5.498  -0.479 N3  AU0 35 
AU0 O1  O2  O  0 1 N N N -10.694 20.474 -10.264 2.295  -0.685 1.286  O1  AU0 36 
AU0 O2  O3  O  0 1 N N N -11.174 17.840 -8.141  2.925  1.547  0.125  O2  AU0 37 
AU0 O3  O4  O  0 1 N N N -15.377 19.201 -6.790  -1.094 5.030  -1.661 O3  AU0 38 
AU0 CL  CL1 CL 0 0 N N N -4.416  13.700 -12.955 -5.014 -3.421 -0.845 CL  AU0 39 
AU0 CL1 CL2 CL 0 0 N N N -4.894  17.002 -13.088 -2.451 -3.384 0.936  CL1 AU0 40 
AU0 CL2 CL3 CL 0 0 N N N -4.664  17.728 -8.218  -4.532 1.504  2.110  CL2 AU0 41 
AU0 CL3 CL4 CL 0 0 N N N -6.320  19.871 -9.883  -2.068 -0.288 2.786  CL3 AU0 42 
AU0 H2  H3  H  0 1 N N N -14.077 24.006 -15.006 8.636  -2.845 0.036  H2  AU0 43 
AU0 H3  H4  H  0 1 N N N -12.982 22.713 -15.604 7.375  -3.299 -1.135 H3  AU0 44 
AU0 H4  H5  H  0 1 N N N -14.557 22.281 -14.856 7.959  -1.619 -1.061 H4  AU0 45 
AU0 H   H7  H  0 1 N N N -10.644 15.277 -12.016 -0.206 -0.161 -3.698 H   AU0 46 
AU0 H15 H8  H  0 1 N N N -9.044  13.372 -11.801 -2.527 -0.607 -3.906 H15 AU0 47 
AU0 H16 H9  H  0 1 N N N -6.820  12.481 -12.273 -4.516 -1.861 -3.177 H16 AU0 48 
AU0 H17 H10 H  0 1 N N N -7.621  17.341 -12.481 -0.469 -1.806 -0.368 H17 AU0 49 
AU0 H1  H11 H  0 1 N N N -10.517 15.597 -9.667  -0.019 1.813  -2.519 H1  AU0 50 
AU0 H5  H12 H  0 1 N N N -13.205 20.542 -14.857 6.130  -1.894 -2.038 H5  AU0 51 
AU0 H18 H13 H  0 1 N N N -8.444  14.899 -8.728  -2.301 2.412  -2.093 H18 AU0 52 
AU0 H19 H14 H  0 1 N N N -6.212  15.483 -7.915  -4.143 2.636  -0.475 H19 AU0 53 
AU0 H20 H15 H  0 1 N N N -8.779  18.751 -10.512 -0.258 -0.200 0.588  H20 AU0 54 
AU0 H22 H16 H  0 1 N N N -13.386 17.858 -11.220 2.599  3.432  1.400  H22 AU0 55 
AU0 H21 H17 H  0 1 N N N -14.369 19.262 -10.681 0.933  3.903  1.826  H21 AU0 56 
AU0 H23 H18 H  0 1 N N N -15.814 17.346 -10.524 2.016  5.913  1.076  H23 AU0 57 
AU0 H24 H19 H  0 1 N N N -14.538 16.350 -9.747  2.728  5.087  -0.327 H24 AU0 58 
AU0 H26 H20 H  0 1 N N N -12.824 18.988 -7.355  -0.976 2.924  0.097  H26 AU0 59 
AU0 H27 H21 H  0 1 N N N -13.575 20.269 -8.367  -0.298 2.572  -1.512 H27 AU0 60 
AU0 H6  H22 H  0 1 N N N -12.224 18.509 -13.987 3.974  -1.106 -2.907 H6  AU0 61 
AU0 H7  H23 H  0 1 N N N -11.446 22.203 -9.443  3.581  -0.739 2.902  H7  AU0 62 
AU0 H8  H24 H  0 1 N N N -9.323  23.446 -9.402  1.827  -0.214 4.575  H8  AU0 63 
AU0 H9  H25 H  0 1 N N N -8.458  22.025 -10.080 1.875  1.019  3.292  H9  AU0 64 
AU0 H10 H26 H  0 1 N N N -9.692  22.880 -11.067 0.598  -0.220 3.288  H10 AU0 65 
AU0 H13 H27 H  0 1 N N N -9.974  22.113 -7.466  2.843  -3.049 2.388  H13 AU0 66 
AU0 H12 H28 H  0 1 N N N -10.932 20.605 -7.655  2.392  -2.589 4.047  H12 AU0 67 
AU0 H11 H29 H  0 1 N N N -9.196  20.630 -8.116  1.163  -2.596 2.760  H11 AU0 68 
AU0 H14 H30 H  0 1 N N N -11.855 22.590 -11.382 4.668  -1.552 1.965  H14 AU0 69 
AU0 H25 H31 H  0 1 N N N -16.273 17.266 -8.148  0.555  6.435  -0.693 H25 AU0 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 
AU0 C   O   SING N N 1  
AU0 C2  C3  DOUB Y N 2  
AU0 C2  C1  SING Y N 3  
AU0 O   C1  SING N N 4  
AU0 C3  C4  SING Y N 5  
AU0 C1  C9  DOUB Y N 6  
AU0 CL1 C16 SING N N 7  
AU0 CL  C15 SING N N 8  
AU0 C16 C15 DOUB Y N 9  
AU0 C16 C17 SING Y N 10 
AU0 C15 C14 SING Y N 11 
AU0 N   C11 SING N N 12 
AU0 N   C10 DOUB N N 13 
AU0 C17 C12 DOUB Y N 14 
AU0 C14 C13 DOUB Y N 15 
AU0 C4  C10 SING N N 16 
AU0 C4  C5  DOUB Y N 17 
AU0 C12 C13 SING Y N 18 
AU0 C12 C11 SING N N 19 
AU0 C9  C5  SING Y N 20 
AU0 C11 C18 SING N N 21 
AU0 C10 N1  SING N N 22 
AU0 C5  O1  SING N N 23 
AU0 C26 C27 SING N N 24 
AU0 C26 N2  SING N N 25 
AU0 N1  C18 SING N N 26 
AU0 N1  C25 SING N N 27 
AU0 O1  C6  SING N N 28 
AU0 C18 C19 SING N N 29 
AU0 C7  C6  SING N N 30 
AU0 C24 C19 DOUB Y N 31 
AU0 C24 C23 SING Y N 32 
AU0 CL3 C23 SING N N 33 
AU0 C27 N3  SING N N 34 
AU0 C19 C20 SING Y N 35 
AU0 C23 C22 DOUB Y N 36 
AU0 C6  C8  SING N N 37 
AU0 N2  C25 SING N N 38 
AU0 N2  C29 SING N N 39 
AU0 C25 O2  DOUB N N 40 
AU0 C20 C21 DOUB Y N 41 
AU0 C22 C21 SING Y N 42 
AU0 C22 CL2 SING N N 43 
AU0 N3  C28 SING N N 44 
AU0 C29 C28 SING N N 45 
AU0 C28 O3  DOUB N N 46 
AU0 C   H2  SING N N 47 
AU0 C   H3  SING N N 48 
AU0 C   H4  SING N N 49 
AU0 C11 H   SING N N 50 
AU0 C13 H15 SING N N 51 
AU0 C14 H16 SING N N 52 
AU0 C17 H17 SING N N 53 
AU0 C18 H1  SING N N 54 
AU0 C2  H5  SING N N 55 
AU0 C20 H18 SING N N 56 
AU0 C21 H19 SING N N 57 
AU0 C24 H20 SING N N 58 
AU0 C26 H22 SING N N 59 
AU0 C26 H21 SING N N 60 
AU0 C27 H23 SING N N 61 
AU0 C27 H24 SING N N 62 
AU0 C29 H26 SING N N 63 
AU0 C29 H27 SING N N 64 
AU0 C3  H6  SING N N 65 
AU0 C6  H7  SING N N 66 
AU0 C7  H8  SING N N 67 
AU0 C7  H9  SING N N 68 
AU0 C7  H10 SING N N 69 
AU0 C8  H13 SING N N 70 
AU0 C8  H12 SING N N 71 
AU0 C8  H11 SING N N 72 
AU0 C9  H14 SING N N 73 
AU0 N3  H25 SING N N 74 
# 
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 
AU0 InChI            InChI                1.06    "InChI=1S/C30H28Cl4N4O4/c1-16(2)42-25-14-19(41-3)6-7-20(25)29-36-27(17-4-8-21(31)23(33)12-17)28(18-5-9-22(32)24(34)13-18)38(29)30(40)37-11-10-35-26(39)15-37/h4-9,12-14,16,27-28H,10-11,15H2,1-3H3,(H,35,39)/t27-,28+/m0/s1" 
AU0 InChIKey         InChI                1.06    SOQGENPVVRSGAY-WUFINQPMSA-N                                                                                                                                                                                                  
AU0 SMILES_CANONICAL CACTVS               3.385   "COc1ccc(c(OC(C)C)c1)C2=N[C@H]([C@H](N2C(=O)N3CCNC(=O)C3)c4ccc(Cl)c(Cl)c4)c5ccc(Cl)c(Cl)c5"                                                                                                                                  
AU0 SMILES           CACTVS               3.385   "COc1ccc(c(OC(C)C)c1)C2=N[CH]([CH](N2C(=O)N3CCNC(=O)C3)c4ccc(Cl)c(Cl)c4)c5ccc(Cl)c(Cl)c5"                                                                                                                                    
AU0 SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "CC(C)Oc1cc(ccc1C2=N[C@H]([C@H](N2C(=O)N3CCNC(=O)C3)c4ccc(c(c4)Cl)Cl)c5ccc(c(c5)Cl)Cl)OC"                                                                                                                                    
AU0 SMILES           "OpenEye OEToolkits" 3.1.0.0 "CC(C)Oc1cc(ccc1C2=NC(C(N2C(=O)N3CCNC(=O)C3)c4ccc(c(c4)Cl)Cl)c5ccc(c(c5)Cl)Cl)OC"                                                                                                                                            
# 
_pdbx_chem_comp_identifier.comp_id           AU0 
_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        "4-[[(4~{S},5~{R})-4,5-bis(3,4-dichlorophenyl)-2-(4-methoxy-2-propan-2-yloxy-phenyl)-4,5-dihydroimidazol-1-yl]carbonyl]piperazin-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 
AU0 "Create component"     2021-12-01 PDBE 
AU0 "Modify descriptor"    2022-08-22 RCSB 
AU0 "Modify aromatic_flag" 2022-09-27 PDBE 
AU0 "Initial release"      2022-10-05 RCSB 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      AU0 
_pdbx_chem_comp_synonyms.name         "4-[[(4~{S},5~{R})-4,5-bis(3,4-dichlorophenyl)-2-(4-methoxy-2-propan-2-yloxy-phenyl)-4,5-dihydroimidazol-1-yl]carbonyl]piperazin-2-one" 
_pdbx_chem_comp_synonyms.provenance   PDB 
_pdbx_chem_comp_synonyms.type         ? 
# 
