data_CZE
# 
_chem_comp.id                                    CZE 
_chem_comp.name                                  "(2-{4-[(S)-(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethoxy)acetic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H25 Cl N2 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "(S)-dextrocetirizine" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2015-09-16 
_chem_comp.pdbx_modified_date                    2015-12-18 
_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                        388.888 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     CZE 
_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        5DQF 
_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 
CZE OAC  O1  O  0 1 N N N -22.410 15.319 -15.566 7.854  -0.402 1.871  OAC  CZE 1  
CZE CBA  C1  C  0 1 N N N -22.843 15.330 -16.738 6.724  -0.772 1.247  CBA  CZE 2  
CZE OAD  O2  O  0 1 N N N -23.733 16.094 -17.176 6.017  -1.623 1.733  OAD  CZE 3  
CZE CAZ  C2  C  0 1 N N N -22.210 14.346 -17.705 6.337  -0.126 -0.058 CAZ  CZE 4  
CZE OAB  O3  O  0 1 N N N -23.153 14.146 -18.788 5.105  -0.684 -0.519 OAB  CZE 5  
CZE CAO  C3  C  0 1 N N N -24.224 13.198 -18.604 4.647  -0.137 -1.757 CAO  CZE 6  
CZE CAL  C4  C  0 1 N N N -25.440 13.681 -19.367 3.328  -0.804 -2.152 CAL  CZE 7  
CZE NAF  N1  N  0 1 N N N -26.645 12.881 -19.013 2.292  -0.461 -1.169 NAF  CZE 8  
CZE CAJ  C5  C  0 1 N N N -27.803 13.323 -19.786 1.173  -1.413 -1.228 CAJ  CZE 9  
CZE CAH  C6  C  0 1 N N N -29.057 12.537 -19.380 0.155  -1.068 -0.138 CAH  CZE 10 
CZE CAI  C7  C  0 1 N N N -26.962 13.021 -17.577 1.818  0.917  -1.363 CAI  CZE 11 
CZE CAG  C8  C  0 1 N N N -28.262 12.386 -17.171 0.800  1.262  -0.273 CAG  CZE 12 
CZE NAE  N2  N  0 1 N N N -29.320 12.881 -18.002 -0.318 0.310  -0.332 NAE  CZE 13 
CZE CAK  C9  C  0 1 N N S -30.628 12.162 -17.587 -1.354 0.653  0.651  CAK  CZE 14 
CZE CAM  C10 C  0 1 Y N N -31.882 12.698 -18.267 -2.523 -0.286 0.498  CAM  CZE 15 
CZE CAP  C11 C  0 1 Y N N -32.787 11.815 -18.866 -3.173 -0.768 1.618  CAP  CZE 16 
CZE CAT  C12 C  0 1 Y N N -33.943 12.312 -19.474 -4.245 -1.630 1.479  CAT  CZE 17 
CZE CAX  C13 C  0 1 Y N N -34.192 13.690 -19.481 -4.668 -2.009 0.217  CAX  CZE 18 
CZE CLAA CL1 CL 0 0 N N N -35.589 14.348 -20.207 -6.014 -3.090 0.041  CLAA CZE 19 
CZE CAU  C14 C  0 1 Y N N -33.294 14.566 -18.885 -4.017 -1.525 -0.904 CAU  CZE 20 
CZE CAQ  C15 C  0 1 Y N N -32.149 14.071 -18.279 -2.949 -0.659 -0.763 CAQ  CZE 21 
CZE CAN  C16 C  0 1 Y N N -30.869 12.155 -16.072 -1.815 2.070  0.421  CAN  CZE 22 
CZE CAR  C17 C  0 1 Y N N -30.835 13.339 -15.321 -1.987 2.540  -0.867 CAR  CZE 23 
CZE CAV  C18 C  0 1 Y N N -31.040 13.329 -13.939 -2.409 3.840  -1.078 CAV  CZE 24 
CZE CAY  C19 C  0 1 Y N N -31.295 12.129 -13.283 -2.660 4.668  -0.000 CAY  CZE 25 
CZE CAW  C20 C  0 1 Y N N -31.332 10.948 -14.026 -2.488 4.198  1.288  CAW  CZE 26 
CZE CAS  C21 C  0 1 Y N N -31.121 10.954 -15.405 -2.070 2.897  1.499  CAS  CZE 27 
CZE H1   H1  H  0 1 N N N -22.861 15.981 -15.055 8.060  -0.845 2.705  H1   CZE 28 
CZE H2   H2  H  0 1 N N N -22.012 13.391 -17.196 6.218  0.947  0.090  H2   CZE 29 
CZE H3   H3  H  0 1 N N N -21.267 14.755 -18.097 7.117  -0.306 -0.798 H3   CZE 30 
CZE H4   H4  H  0 1 N N N -24.467 13.118 -17.534 4.492  0.936  -1.645 H4   CZE 31 
CZE H5   H5  H  0 1 N N N -23.916 12.213 -18.985 5.392  -0.318 -2.532 H5   CZE 32 
CZE H6   H6  H  0 1 N N N -25.249 13.585 -20.446 3.024  -0.453 -3.138 H6   CZE 33 
CZE H7   H7  H  0 1 N N N -25.624 14.737 -19.119 3.461  -1.886 -2.177 H7   CZE 34 
CZE H9   H9  H  0 1 N N N -27.606 13.161 -20.856 0.695  -1.351 -2.205 H9   CZE 35 
CZE H10  H10 H  0 1 N N N -27.973 14.394 -19.602 1.548  -2.424 -1.069 H10  CZE 36 
CZE H11  H11 H  0 1 N N N -29.909 12.824 -20.014 -0.689 -1.755 -0.199 H11  CZE 37 
CZE H12  H12 H  0 1 N N N -28.877 11.456 -19.475 0.627  -1.156 0.841  H12  CZE 38 
CZE H13  H13 H  0 1 N N N -26.153 12.553 -16.997 2.662  1.604  -1.302 H13  CZE 39 
CZE H14  H14 H  0 1 N N N -27.012 14.093 -17.337 1.346  1.005  -2.342 H14  CZE 40 
CZE H15  H15 H  0 1 N N N -28.477 12.631 -16.120 1.279  1.200  0.704  H15  CZE 41 
CZE H16  H16 H  0 1 N N N -28.187 11.294 -17.285 0.426  2.273  -0.432 H16  CZE 42 
CZE H18  H18 H  0 1 N N N -30.521 11.112 -17.896 -0.945 0.563  1.657  H18  CZE 43 
CZE H19  H19 H  0 1 N N N -32.593 10.753 -18.859 -2.842 -0.473 2.603  H19  CZE 44 
CZE H20  H20 H  0 1 N N N -34.644 11.634 -19.938 -4.752 -2.007 2.354  H20  CZE 45 
CZE H21  H21 H  0 1 N N N -33.487 15.629 -18.893 -4.347 -1.820 -1.889 H21  CZE 46 
CZE H22  H22 H  0 1 N N N -31.455 14.754 -17.811 -2.441 -0.282 -1.638 H22  CZE 47 
CZE H23  H23 H  0 1 N N N -30.647 14.277 -15.821 -1.791 1.893  -1.709 H23  CZE 48 
CZE H24  H24 H  0 1 N N N -31.001 14.252 -13.380 -2.543 4.208  -2.085 H24  CZE 49 
CZE H25  H25 H  0 1 N N N -31.462 12.112 -12.216 -2.989 5.684  -0.165 H25  CZE 50 
CZE H26  H26 H  0 1 N N N -31.528 10.012 -13.524 -2.684 4.845  2.130  H26  CZE 51 
CZE H27  H27 H  0 1 N N N -31.153 10.027 -15.958 -1.940 2.528  2.506  H27  CZE 52 
# 
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 
CZE CLAA CAX SING N N 1  
CZE CAJ  CAH SING N N 2  
CZE CAJ  NAF SING N N 3  
CZE CAX  CAT DOUB Y N 4  
CZE CAX  CAU SING Y N 5  
CZE CAT  CAP SING Y N 6  
CZE CAH  NAE SING N N 7  
CZE CAL  NAF SING N N 8  
CZE CAL  CAO SING N N 9  
CZE NAF  CAI SING N N 10 
CZE CAU  CAQ DOUB Y N 11 
CZE CAP  CAM DOUB Y N 12 
CZE OAB  CAO SING N N 13 
CZE OAB  CAZ SING N N 14 
CZE CAQ  CAM SING Y N 15 
CZE CAM  CAK SING N N 16 
CZE NAE  CAK SING N N 17 
CZE NAE  CAG SING N N 18 
CZE CAZ  CBA SING N N 19 
CZE CAK  CAN SING N N 20 
CZE CAI  CAG SING N N 21 
CZE OAD  CBA DOUB N N 22 
CZE CBA  OAC SING N N 23 
CZE CAN  CAS DOUB Y N 24 
CZE CAN  CAR SING Y N 25 
CZE CAS  CAW SING Y N 26 
CZE CAR  CAV DOUB Y N 27 
CZE CAW  CAY DOUB Y N 28 
CZE CAV  CAY SING Y N 29 
CZE OAC  H1  SING N N 30 
CZE CAZ  H2  SING N N 31 
CZE CAZ  H3  SING N N 32 
CZE CAO  H4  SING N N 33 
CZE CAO  H5  SING N N 34 
CZE CAL  H6  SING N N 35 
CZE CAL  H7  SING N N 36 
CZE CAJ  H9  SING N N 37 
CZE CAJ  H10 SING N N 38 
CZE CAH  H11 SING N N 39 
CZE CAH  H12 SING N N 40 
CZE CAI  H13 SING N N 41 
CZE CAI  H14 SING N N 42 
CZE CAG  H15 SING N N 43 
CZE CAG  H16 SING N N 44 
CZE CAK  H18 SING N N 45 
CZE CAP  H19 SING N N 46 
CZE CAT  H20 SING N N 47 
CZE CAU  H21 SING N N 48 
CZE CAQ  H22 SING N N 49 
CZE CAR  H23 SING N N 50 
CZE CAV  H24 SING N N 51 
CZE CAY  H25 SING N N 52 
CZE CAW  H26 SING N N 53 
CZE CAS  H27 SING N N 54 
# 
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 
CZE SMILES           ACDLabs              12.01 "OC(=O)COCCN1CCN(CC1)C(c2ccccc2)c3ccc(cc3)Cl"                                                                                                   
CZE InChI            InChI                1.03  "InChI=1S/C21H25ClN2O3/c22-19-8-6-18(7-9-19)21(17-4-2-1-3-5-17)24-12-10-23(11-13-24)14-15-27-16-20(25)26/h1-9,21H,10-16H2,(H,25,26)/t21-/m0/s1" 
CZE InChIKey         InChI                1.03  ZKLPARSLTMPFCP-NRFANRHFSA-N                                                                                                                     
CZE SMILES_CANONICAL CACTVS               3.385 "OC(=O)COCCN1CCN(CC1)[C@@H](c2ccccc2)c3ccc(Cl)cc3"                                                                                              
CZE SMILES           CACTVS               3.385 "OC(=O)COCCN1CCN(CC1)[CH](c2ccccc2)c3ccc(Cl)cc3"                                                                                                
CZE SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)[C@@H](c2ccc(cc2)Cl)N3CCN(CC3)CCOCC(=O)O"                                                                                            
CZE SMILES           "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)C(c2ccc(cc2)Cl)N3CCN(CC3)CCOCC(=O)O"                                                                                                 
# 
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 
CZE "SYSTEMATIC NAME" ACDLabs              12.01 "(2-{4-[(S)-(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethoxy)acetic acid"     
CZE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "2-[2-[4-[(S)-(4-chlorophenyl)-phenyl-methyl]piperazin-1-yl]ethoxy]ethanoic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
CZE "Create component" 2015-09-16 RCSB 
CZE "Initial release"  2015-12-23 RCSB 
# 
