data_6ZO
# 
_chem_comp.id                                    6ZO 
_chem_comp.name                                  "(3,5-dichlorophenyl)methyl 4-[3-oxo-3-(2-oxo-2,3-dihydro-1,3-benzoxazol-6-yl)propyl]piperazine-1-carboxylate" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H21 Cl2 N3 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2016-08-01 
_chem_comp.pdbx_modified_date                    2016-08-05 
_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                        478.325 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     6ZO 
_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        5L0K 
_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 
6ZO C7   C1  C  0 1 N N N -25.076 18.526 -12.864 -4.973 1.112  -1.360 C7   6ZO 1  
6ZO C6   C2  C  0 1 Y N N -27.648 21.430 -14.654 -8.229 -0.875 0.566  C6   6ZO 2  
6ZO C1   C3  C  0 1 Y N N -26.015 19.523 -13.475 -6.124 0.412  -0.684 C1   6ZO 3  
6ZO C5   C4  C  0 1 Y N N -26.274 21.466 -14.870 -7.463 -1.549 -0.368 C5   6ZO 4  
6ZO C4   C5  C  0 1 Y N N -28.200 20.438 -13.847 -7.943 0.442  0.875  C4   6ZO 5  
6ZO C3   C6  C  0 1 Y N N -25.464 20.512 -14.277 -6.410 -0.904 -0.993 C3   6ZO 6  
6ZO C2   C7  C  0 1 Y N N -27.387 19.482 -13.251 -6.886 1.084  0.254  C2   6ZO 7  
6ZO O32  O1  O  0 1 N N N -23.110 9.831  -24.735 11.682 -0.551 0.043  O32  6ZO 8  
6ZO C30  C8  C  0 1 N N N -22.956 10.179 -23.585 10.483 -0.351 0.069  C30  6ZO 9  
6ZO O29  O2  O  0 1 N N N -21.720 10.473 -23.030 9.543  -1.299 0.203  O29  6ZO 10 
6ZO C26  C9  C  0 1 Y N N -22.025 10.785 -21.738 8.320  -0.714 0.191  C26  6ZO 11 
6ZO C24  C10 C  0 1 Y N N -21.174 11.175 -20.711 7.036  -1.214 0.293  C24  6ZO 12 
6ZO N31  N1  N  0 1 N N N -23.998 10.240 -22.659 9.894  0.857  -0.024 N31  6ZO 13 
6ZO C28  C11 C  0 1 Y N N -23.370 10.677 -21.510 8.520  0.661  0.044  C28  6ZO 14 
6ZO C27  C12 C  0 1 Y N N -23.941 10.935 -20.283 7.434  1.527  -0.002 C27  6ZO 15 
6ZO C25  C13 C  0 1 Y N N -23.101 11.326 -19.245 6.162  1.038  0.097  C25  6ZO 16 
6ZO C23  C14 C  0 1 Y N N -21.713 11.451 -19.446 5.946  -0.338 0.247  C23  6ZO 17 
6ZO C21  C15 C  0 1 N N N -20.823 11.873 -18.327 4.578  -0.860 0.354  C21  6ZO 18 
6ZO O22  O3  O  0 1 N N N -19.720 11.389 -18.201 4.392  -2.052 0.482  O22  6ZO 19 
6ZO C20  C16 C  0 1 N N N -21.286 12.917 -17.319 3.405  0.084  0.305  C20  6ZO 20 
6ZO C17  C17 C  0 1 N N N -20.292 14.086 -17.161 2.104  -0.711 0.436  C17  6ZO 21 
6ZO N16  N2  N  0 1 N N N -20.717 15.145 -16.213 0.961  0.210  0.388  N16  6ZO 22 
6ZO C14  C18 C  0 1 N N N -22.017 15.776 -16.544 0.855  0.850  -0.930 C14  6ZO 23 
6ZO C12  C19 C  0 1 N N N -22.203 17.022 -15.671 -0.230 1.931  -0.884 C12  6ZO 24 
6ZO C15  C20 C  0 1 N N N -20.743 14.703 -14.803 -0.286 -0.479 0.747  C15  6ZO 25 
6ZO C13  C21 C  0 1 N N N -21.032 15.873 -13.849 -1.419 0.547  0.861  C13  6ZO 26 
6ZO N11  N3  N  0 1 N N N -22.237 16.647 -14.236 -1.474 1.323  -0.387 N11  6ZO 27 
6ZO C9   C22 C  0 1 N N N -23.277 17.003 -13.379 -2.634 1.473  -1.057 C9   6ZO 28 
6ZO O10  O4  O  0 1 N N N -23.224 16.657 -12.217 -2.661 2.118  -2.087 O10  6ZO 29 
6ZO O8   O5  O  0 1 N N N -24.365 17.724 -13.806 -3.761 0.909  -0.586 O8   6ZO 30 
6ZO CL19 CL1 CL 0 0 N N N -25.569 22.673 -15.864 -7.822 -3.202 -0.757 CL19 6ZO 31 
6ZO CL18 CL2 CL 0 0 N N N -29.896 20.406 -13.596 -8.909 1.290  2.042  CL18 6ZO 32 
6ZO H1   H1  H  0 1 N N N -25.661 17.857 -12.216 -4.838 0.704  -2.361 H1   6ZO 33 
6ZO H2   H2  H  0 1 N N N -24.341 19.075 -12.257 -5.186 2.179  -1.428 H2   6ZO 34 
6ZO H3   H3  H  0 1 N N N -28.286 22.171 -15.112 -9.054 -1.377 1.051  H3   6ZO 35 
6ZO H4   H4  H  0 1 N N N -24.397 20.538 -14.440 -5.812 -1.430 -1.722 H4   6ZO 36 
6ZO H5   H5  H  0 1 N N N -27.815 18.716 -12.621 -6.662 2.112  0.495  H5   6ZO 37 
6ZO H6   H6  H  0 1 N N N -20.112 11.264 -20.885 6.875  -2.276 0.407  H6   6ZO 38 
6ZO H7   H7  H  0 1 N N N -24.964 10.021 -22.795 10.347 1.709  -0.124 H7   6ZO 39 
6ZO H8   H8  H  0 1 N N N -25.006 10.837 -20.132 7.595  2.589  -0.116 H8   6ZO 40 
6ZO H9   H9  H  0 1 N N N -23.519 11.536 -18.272 5.321  1.715  0.061  H9   6ZO 41 
6ZO H10  H10 H  0 1 N N N -22.253 13.322 -17.653 3.479  0.799  1.125  H10  6ZO 42 
6ZO H11  H11 H  0 1 N N N -21.411 12.429 -16.341 3.409  0.619  -0.645 H11  6ZO 43 
6ZO H12  H12 H  0 1 N N N -19.335 13.675 -16.807 2.030  -1.425 -0.384 H12  6ZO 44 
6ZO H13  H13 H  0 1 N N N -20.150 14.549 -18.149 2.100  -1.246 1.386  H13  6ZO 45 
6ZO H15  H15 H  0 1 N N N -22.027 16.064 -17.605 1.811  1.306  -1.190 H15  6ZO 46 
6ZO H16  H16 H  0 1 N N N -22.833 15.064 -16.349 0.593  0.102  -1.678 H16  6ZO 47 
6ZO H17  H17 H  0 1 N N N -21.366 17.715 -15.845 0.079  2.732  -0.213 H17  6ZO 48 
6ZO H18  H18 H  0 1 N N N -23.149 17.515 -15.939 -0.393 2.329  -1.886 H18  6ZO 49 
6ZO H19  H19 H  0 1 N N N -21.527 13.941 -14.682 -0.533 -1.209 -0.024 H19  6ZO 50 
6ZO H20  H20 H  0 1 N N N -19.766 14.267 -14.547 -0.158 -0.988 1.702  H20  6ZO 51 
6ZO H21  H21 H  0 1 N N N -21.183 15.471 -12.836 -2.366 0.030  1.014  H21  6ZO 52 
6ZO H22  H22 H  0 1 N N N -20.165 16.550 -13.850 -1.225 1.213  1.702  H22  6ZO 53 
# 
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 
6ZO O32  C30  DOUB N N 1  
6ZO C30  O29  SING N N 2  
6ZO C30  N31  SING N N 3  
6ZO O29  C26  SING N N 4  
6ZO N31  C28  SING N N 5  
6ZO C26  C28  DOUB Y N 6  
6ZO C26  C24  SING Y N 7  
6ZO C28  C27  SING Y N 8  
6ZO C24  C23  DOUB Y N 9  
6ZO C27  C25  DOUB Y N 10 
6ZO C23  C25  SING Y N 11 
6ZO C23  C21  SING N N 12 
6ZO C21  O22  DOUB N N 13 
6ZO C21  C20  SING N N 14 
6ZO C20  C17  SING N N 15 
6ZO C17  N16  SING N N 16 
6ZO C14  N16  SING N N 17 
6ZO C14  C12  SING N N 18 
6ZO N16  C15  SING N N 19 
6ZO CL19 C5   SING N N 20 
6ZO C12  N11  SING N N 21 
6ZO C5   C6   DOUB Y N 22 
6ZO C5   C3   SING Y N 23 
6ZO C15  C13  SING N N 24 
6ZO C6   C4   SING Y N 25 
6ZO C3   C1   DOUB Y N 26 
6ZO N11  C13  SING N N 27 
6ZO N11  C9   SING N N 28 
6ZO C4   CL18 SING N N 29 
6ZO C4   C2   DOUB Y N 30 
6ZO O8   C9   SING N N 31 
6ZO O8   C7   SING N N 32 
6ZO C1   C2   SING Y N 33 
6ZO C1   C7   SING N N 34 
6ZO C9   O10  DOUB N N 35 
6ZO C7   H1   SING N N 36 
6ZO C7   H2   SING N N 37 
6ZO C6   H3   SING N N 38 
6ZO C3   H4   SING N N 39 
6ZO C2   H5   SING N N 40 
6ZO C24  H6   SING N N 41 
6ZO N31  H7   SING N N 42 
6ZO C27  H8   SING N N 43 
6ZO C25  H9   SING N N 44 
6ZO C20  H10  SING N N 45 
6ZO C20  H11  SING N N 46 
6ZO C17  H12  SING N N 47 
6ZO C17  H13  SING N N 48 
6ZO C14  H15  SING N N 49 
6ZO C14  H16  SING N N 50 
6ZO C12  H17  SING N N 51 
6ZO C12  H18  SING N N 52 
6ZO C15  H19  SING N N 53 
6ZO C15  H20  SING N N 54 
6ZO C13  H21  SING N N 55 
6ZO C13  H22  SING N N 56 
# 
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 
6ZO SMILES           ACDLabs              12.01 "C(c1cc(cc(c1)Cl)Cl)OC(N4CCN(CCC(c3cc2OC(=O)Nc2cc3)=O)CC4)=O"                                                                                              
6ZO InChI            InChI                1.03  "InChI=1S/C22H21Cl2N3O5/c23-16-9-14(10-17(24)12-16)13-31-22(30)27-7-5-26(6-8-27)4-3-19(28)15-1-2-18-20(11-15)32-21(29)25-18/h1-2,9-12H,3-8,13H2,(H,25,29)" 
6ZO InChIKey         InChI                1.03  JMSUDQYHPSNBSN-UHFFFAOYSA-N                                                                                                                                
6ZO SMILES_CANONICAL CACTVS               3.385 "Clc1cc(Cl)cc(COC(=O)N2CCN(CC2)CCC(=O)c3ccc4NC(=O)Oc4c3)c1"                                                                                                
6ZO SMILES           CACTVS               3.385 "Clc1cc(Cl)cc(COC(=O)N2CCN(CC2)CCC(=O)c3ccc4NC(=O)Oc4c3)c1"                                                                                                
6ZO SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "c1cc2c(cc1C(=O)CCN3CCN(CC3)C(=O)OCc4cc(cc(c4)Cl)Cl)OC(=O)N2"                                                                                              
6ZO SMILES           "OpenEye OEToolkits" 2.0.5 "c1cc2c(cc1C(=O)CCN3CCN(CC3)C(=O)OCc4cc(cc(c4)Cl)Cl)OC(=O)N2"                                                                                              
# 
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 
6ZO "SYSTEMATIC NAME" ACDLabs              12.01 "(3,5-dichlorophenyl)methyl 4-[3-oxo-3-(2-oxo-2,3-dihydro-1,3-benzoxazol-6-yl)propyl]piperazine-1-carboxylate"                     
6ZO "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.5 "[3,5-bis(chloranyl)phenyl]methyl 4-[3-oxidanylidene-3-(2-oxidanylidene-3~{H}-1,3-benzoxazol-6-yl)propyl]piperazine-1-carboxylate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
6ZO "Create component" 2016-08-01 RCSB 
6ZO "Initial release"  2016-08-10 RCSB 
# 
