data_EZJ
# 
_chem_comp.id                                    EZJ 
_chem_comp.name                                  "(2R)-2-({(2S,3S)-1-[(1H-benzimidazol-2-yl)methyl]-2-phenylpiperidin-3-yl}oxy)-2-(3,5-dichlorophenyl)ethan-1-ol" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H27 Cl2 N3 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2021-12-14 
_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                        496.428 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     EZJ 
_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        7T4W 
_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 
EZJ N   N1  N  0 1 N N N 12.963 13.487 -19.266 1.672  1.171  1.165  N   EZJ 1  
EZJ C   C1  C  0 1 N N N 11.555 16.667 -22.775 -2.897 2.314  -0.499 C   EZJ 2  
EZJ O   O1  O  0 1 N N N 10.411 16.881 -21.961 -2.453 1.830  -1.768 O   EZJ 3  
EZJ CL1 CL1 CL 0 0 N N N 13.294 11.627 -26.288 -2.132 -3.197 -2.025 CL1 EZJ 4  
EZJ C25 C2  C  0 1 Y N N 13.450 13.236 -25.656 -3.005 -2.126 -0.973 C25 EZJ 5  
EZJ C24 C3  C  0 1 Y N N 14.385 14.078 -26.212 -4.242 -2.497 -0.480 C24 EZJ 6  
EZJ C23 C4  C  0 1 Y N N 14.523 15.333 -25.656 -4.937 -1.643 0.358  C23 EZJ 7  
EZJ CL  CL2 CL 0 0 N N N 15.658 16.449 -26.367 -6.490 -2.108 0.978  CL  EZJ 8  
EZJ C22 C5  C  0 1 Y N N 13.771 15.739 -24.570 -4.393 -0.418 0.702  C22 EZJ 9  
EZJ C26 C6  C  0 1 Y N N 12.658 13.617 -24.593 -2.459 -0.904 -0.624 C26 EZJ 10 
EZJ C21 C7  C  0 1 Y N N 12.819 14.879 -24.032 -3.156 -0.048 0.209  C21 EZJ 11 
EZJ C1  C8  C  0 1 N N R 11.913 15.196 -22.869 -2.564 1.286  0.584  C1  EZJ 12 
EZJ O1  O2  O  0 1 N N N 12.495 14.930 -21.568 -1.145 1.161  0.702  O1  EZJ 13 
EZJ C2  C9  C  0 1 N N S 13.821 14.357 -21.412 -0.560 2.058  1.648  C2  EZJ 14 
EZJ C14 C10 C  0 1 N N S 13.637 13.093 -20.566 0.868  2.399  1.214  C14 EZJ 15 
EZJ C15 C11 C  0 1 Y N N 13.021 11.986 -21.377 0.839  3.034  -0.153 C15 EZJ 16 
EZJ C20 C12 C  0 1 Y N N 13.821 11.002 -21.949 0.930  4.408  -0.278 C20 EZJ 17 
EZJ C19 C13 C  0 1 Y N N 13.267 10.018 -22.753 0.903  4.990  -1.531 C19 EZJ 18 
EZJ C18 C14 C  0 1 Y N N 11.910 10.011 -23.004 0.785  4.200  -2.659 C18 EZJ 19 
EZJ C17 C15 C  0 1 Y N N 11.105 10.983 -22.444 0.694  2.826  -2.533 C17 EZJ 20 
EZJ C16 C16 C  0 1 Y N N 11.654 11.961 -21.628 0.726  2.243  -1.281 C16 EZJ 21 
EZJ C5  C17 C  0 1 N N N 13.821 14.462 -18.507 1.760  0.541  2.489  C5  EZJ 22 
EZJ C4  C18 C  0 1 N N N 14.091 15.708 -19.322 0.359  0.146  2.962  C4  EZJ 23 
EZJ C3  C19 C  0 1 N N N 14.687 15.364 -20.685 -0.524 1.395  3.028  C3  EZJ 24 
EZJ C6  C20 C  0 1 N N N 12.568 12.340 -18.383 3.009  1.439  0.619  C6  EZJ 25 
EZJ C7  C21 C  0 1 Y N N 11.488 12.672 -17.373 3.712  0.133  0.350  C7  EZJ 26 
EZJ N2  N2  N  0 1 Y N N 11.604 13.010 -16.065 3.736  -0.505 -0.851 N2  EZJ 27 
EZJ C13 C22 C  0 1 Y N N 10.327 13.262 -15.592 4.478  -1.658 -0.689 C13 EZJ 28 
EZJ C8  C23 C  0 1 Y N N 9.482  13.033 -16.677 4.888  -1.669 0.655  C8  EZJ 29 
EZJ N1  N3  N  0 1 Y N N 10.237 12.668 -17.792 4.390  -0.544 1.230  N1  EZJ 30 
EZJ C12 C24 C  0 1 Y N N 9.836  13.698 -14.368 4.849  -2.696 -1.533 C12 EZJ 31 
EZJ C11 C25 C  0 1 Y N N 8.461  13.852 -14.230 5.617  -3.731 -1.045 C11 EZJ 32 
EZJ C10 C26 C  0 1 Y N N 7.605  13.600 -15.297 6.022  -3.742 0.282  C10 EZJ 33 
EZJ C9  C27 C  0 1 Y N N 8.106  13.206 -16.531 5.666  -2.729 1.127  C9  EZJ 34 
EZJ H2  H2  H  0 1 N N N 12.406 17.214 -22.343 -2.395 3.255  -0.273 H2  EZJ 35 
EZJ H3  H3  H  0 1 N N N 11.349 17.048 -23.786 -3.974 2.475  -0.528 H3  EZJ 36 
EZJ H4  H4  H  0 1 N N N 10.217 17.810 -21.925 -2.632 2.433  -2.503 H4  EZJ 37 
EZJ H5  H5  H  0 1 N N N 14.988 13.768 -27.052 -4.667 -3.453 -0.749 H5  EZJ 38 
EZJ H6  H6  H  0 1 N N N 13.922 16.719 -24.141 -4.935 0.249  1.356  H6  EZJ 39 
EZJ H7  H7  H  0 1 N N N 11.916 12.938 -24.198 -1.491 -0.616 -1.005 H7  EZJ 40 
EZJ H8  H8  H  0 1 N N N 10.984 14.617 -22.979 -2.980 1.613  1.537  H8  EZJ 41 
EZJ H9  H9  H  0 1 N N N 14.264 14.101 -22.386 -1.153 2.971  1.699  H9  EZJ 42 
EZJ H10 H10 H  0 1 N N N 14.649 12.755 -20.298 1.309  3.094  1.928  H10 EZJ 43 
EZJ H11 H11 H  0 1 N N N 14.885 11.005 -21.765 1.022  5.025  0.603  H11 EZJ 44 
EZJ H12 H12 H  0 1 N N N 13.899 9.255  -23.184 0.974  6.064  -1.629 H12 EZJ 45 
EZJ H13 H13 H  0 1 N N N 11.479 9.248  -23.636 0.763  4.655  -3.638 H13 EZJ 46 
EZJ H14 H14 H  0 1 N N N 10.043 10.982 -22.642 0.601  2.208  -3.414 H14 EZJ 47 
EZJ H15 H15 H  0 1 N N N 11.014 12.709 -21.184 0.655  1.170  -1.183 H15 EZJ 48 
EZJ H16 H16 H  0 1 N N N 14.779 13.980 -18.261 2.387  -0.348 2.427  H16 EZJ 49 
EZJ H17 H17 H  0 1 N N N 13.304 14.746 -17.578 2.197  1.245  3.197  H17 EZJ 50 
EZJ H18 H18 H  0 1 N N N 14.798 16.348 -18.774 -0.073 -0.569 2.261  H18 EZJ 51 
EZJ H19 H19 H  0 1 N N N 13.145 16.250 -19.471 0.424  -0.308 3.951  H19 EZJ 52 
EZJ H20 H20 H  0 1 N N N 15.692 14.939 -20.542 -0.113 2.093  3.757  H20 EZJ 53 
EZJ H21 H21 H  0 1 N N N 14.759 16.281 -21.289 -1.534 1.112  3.322  H21 EZJ 54 
EZJ H22 H22 H  0 1 N N N 12.202 11.523 -19.023 2.916  2.000  -0.310 H22 EZJ 55 
EZJ H23 H23 H  0 1 N N N 13.461 12.004 -17.835 3.586  2.020  1.339  H23 EZJ 56 
EZJ H24 H24 H  0 1 N N N 12.453 13.067 -15.540 3.310  -0.206 -1.670 H24 EZJ 57 
EZJ H26 H26 H  0 1 N N N 10.504 13.911 -13.546 4.536  -2.693 -2.566 H26 EZJ 58 
EZJ H27 H27 H  0 1 N N N 8.053  14.171 -13.283 5.907  -4.540 -1.700 H27 EZJ 59 
EZJ H28 H28 H  0 1 N N N 6.539  13.712 -15.164 6.624  -4.559 0.651  H28 EZJ 60 
EZJ H29 H29 H  0 1 N N N 7.440  13.036 -17.364 5.987  -2.747 2.159  H29 EZJ 61 
# 
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 
EZJ CL  C23 SING N N 1  
EZJ CL1 C25 SING N N 2  
EZJ C24 C25 DOUB Y N 3  
EZJ C24 C23 SING Y N 4  
EZJ C25 C26 SING Y N 5  
EZJ C23 C22 DOUB Y N 6  
EZJ C26 C21 DOUB Y N 7  
EZJ C22 C21 SING Y N 8  
EZJ C21 C1  SING N N 9  
EZJ C18 C19 DOUB Y N 10 
EZJ C18 C17 SING Y N 11 
EZJ C1  C   SING N N 12 
EZJ C1  O1  SING N N 13 
EZJ C   O   SING N N 14 
EZJ C19 C20 SING Y N 15 
EZJ C17 C16 DOUB Y N 16 
EZJ C20 C15 DOUB Y N 17 
EZJ C16 C15 SING Y N 18 
EZJ O1  C2  SING N N 19 
EZJ C2  C3  SING N N 20 
EZJ C2  C14 SING N N 21 
EZJ C15 C14 SING N N 22 
EZJ C3  C4  SING N N 23 
EZJ C14 N   SING N N 24 
EZJ C4  C5  SING N N 25 
EZJ N   C5  SING N N 26 
EZJ N   C6  SING N N 27 
EZJ C6  C7  SING N N 28 
EZJ N1  C7  DOUB Y N 29 
EZJ N1  C8  SING Y N 30 
EZJ C7  N2  SING Y N 31 
EZJ C8  C9  DOUB Y N 32 
EZJ C8  C13 SING Y N 33 
EZJ C9  C10 SING Y N 34 
EZJ N2  C13 SING Y N 35 
EZJ C13 C12 DOUB Y N 36 
EZJ C10 C11 DOUB Y N 37 
EZJ C12 C11 SING Y N 38 
EZJ C   H2  SING N N 39 
EZJ C   H3  SING N N 40 
EZJ O   H4  SING N N 41 
EZJ C24 H5  SING N N 42 
EZJ C22 H6  SING N N 43 
EZJ C26 H7  SING N N 44 
EZJ C1  H8  SING N N 45 
EZJ C2  H9  SING N N 46 
EZJ C14 H10 SING N N 47 
EZJ C20 H11 SING N N 48 
EZJ C19 H12 SING N N 49 
EZJ C18 H13 SING N N 50 
EZJ C17 H14 SING N N 51 
EZJ C16 H15 SING N N 52 
EZJ C5  H16 SING N N 53 
EZJ C5  H17 SING N N 54 
EZJ C4  H18 SING N N 55 
EZJ C4  H19 SING N N 56 
EZJ C3  H20 SING N N 57 
EZJ C3  H21 SING N N 58 
EZJ C6  H22 SING N N 59 
EZJ C6  H23 SING N N 60 
EZJ N2  H24 SING N N 61 
EZJ C12 H26 SING N N 62 
EZJ C11 H27 SING N N 63 
EZJ C10 H28 SING N N 64 
EZJ C9  H29 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 
EZJ SMILES           ACDLabs              12.01 "Clc1cc(cc(Cl)c1)C(CO)OC1CCCN(Cc2[NH]c3ccccc3n2)C1c1ccccc1"                                                                                                                                                     
EZJ InChI            InChI                1.03  "InChI=1S/C27H27Cl2N3O2/c28-20-13-19(14-21(29)15-20)25(17-33)34-24-11-6-12-32(27(24)18-7-2-1-3-8-18)16-26-30-22-9-4-5-10-23(22)31-26/h1-5,7-10,13-15,24-25,27,33H,6,11-12,16-17H2,(H,30,31)/t24-,25-,27-/m0/s1" 
EZJ InChIKey         InChI                1.03  BBVDAZWVTVADSO-KLJDGLGGSA-N                                                                                                                                                                                     
EZJ SMILES_CANONICAL CACTVS               3.385 "OC[C@H](O[C@H]1CCCN(Cc2[nH]c3ccccc3n2)[C@H]1c4ccccc4)c5cc(Cl)cc(Cl)c5"                                                                                                                                         
EZJ SMILES           CACTVS               3.385 "OC[CH](O[CH]1CCCN(Cc2[nH]c3ccccc3n2)[CH]1c4ccccc4)c5cc(Cl)cc(Cl)c5"                                                                                                                                            
EZJ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)[C@H]2[C@H](CCCN2Cc3[nH]c4ccccc4n3)O[C@@H](CO)c5cc(cc(c5)Cl)Cl"                                                                                                                                      
EZJ SMILES           "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)C2C(CCCN2Cc3[nH]c4ccccc4n3)OC(CO)c5cc(cc(c5)Cl)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 
EZJ "SYSTEMATIC NAME" ACDLabs              12.01 "(2R)-2-({(2S,3S)-1-[(1H-benzimidazol-2-yl)methyl]-2-phenylpiperidin-3-yl}oxy)-2-(3,5-dichlorophenyl)ethan-1-ol"             
EZJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(2~{R})-2-[(2~{S},3~{S})-1-(1~{H}-benzimidazol-2-ylmethyl)-2-phenyl-piperidin-3-yl]oxy-2-[3,5-bis(chloranyl)phenyl]ethanol" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
EZJ "Create component" 2021-12-14 RCSB 
EZJ "Initial release"  2023-06-14 RCSB 
# 
