data_ZES
# 
_chem_comp.id                                    ZES 
_chem_comp.name                                  "[3-(4-BROMO-2-FLUORO-BENZYL)-7-CHLORO-2,4-DIOXO-3,4-DIHYDRO-2H-QUINAZOLIN-1-YL]-ACETIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H11 Br Cl F N2 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2001-04-11 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        441.636 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ZES 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1IEI 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
ZES C1   C1   C  0 1 Y N N -8.664 -2.449 10.059 -2.851 -0.307 -3.788 C1   ZES 1  
ZES C2   C2   C  0 1 Y N N -8.235 -1.242 10.596 -2.507 -1.032 -2.668 C2   ZES 2  
ZES C3   C3   C  0 1 Y N N -7.276 -0.496 9.880  -1.245 -0.864 -2.102 C3   ZES 3  
ZES C4   C4   C  0 1 Y N N -6.834 -0.841 8.617  -0.335 0.045  -2.669 C4   ZES 4  
ZES C5   C5   C  0 1 Y N N -7.254 -2.079 8.093  -0.695 0.762  -3.799 C5   ZES 5  
ZES C6   C6   C  0 1 Y N N -8.142 -2.864 8.822  -1.950 0.585  -4.351 C6   ZES 6  
ZES C10  C10  C  0 1 Y N N -6.573 0.581  10.524 -0.826 -1.613 -0.905 C10  ZES 7  
ZES N11  N11  N  0 1 Y N N -5.675 1.320  9.866  0.412  -1.395 -0.413 N11  ZES 8  
ZES C12  C12  C  0 1 Y N N -5.401 1.122  8.593  1.247  -0.520 -0.994 C12  ZES 9  
ZES N13  N13  N  0 1 Y N N -5.980 -0.011 7.962  0.915  0.188  -2.087 N13  ZES 10 
ZES C14  C14  C  0 1 N N N -5.050 2.408  10.543 0.852  -2.127 0.776  C14  ZES 11 
ZES C15  C15  C  0 1 Y N N -3.950 1.939  11.544 0.492  -1.342 2.011  C15  ZES 12 
ZES C18  C18  C  0 1 Y N N -2.969 2.890  11.888 1.007  -0.070 2.197  C18  ZES 13 
ZES C19  C19  C  0 1 Y N N -1.907 2.580  12.582 0.672  0.652  3.329  C19  ZES 14 
ZES C20  C20  C  0 1 Y N N -1.834 1.347  13.108 -0.168 0.099  4.278  C20  ZES 15 
ZES C21  C21  C  0 1 Y N N -2.779 0.403  12.913 -0.677 -1.173 4.093  C21  ZES 16 
ZES C22  C22  C  0 1 Y N N -3.859 0.682  12.100 -0.347 -1.893 2.960  C22  ZES 17 
ZES CL6  CL6  CL 0 0 N N N -8.610 -4.342 8.213  -2.404 1.490  -5.762 CL6  ZES 18 
ZES C27  C27  C  0 1 N N N -5.425 -0.396 6.723  1.882  1.126  -2.664 C27  ZES 19 
ZES C28  C28  C  0 1 N N N -3.892 -0.947 6.971  2.724  0.411  -3.690 C28  ZES 20 
ZES O31  O31  O  0 1 N N N -3.389 -1.223 8.023  2.536  -0.760 -3.915 O31  ZES 21 
ZES O32  O32  O  0 1 N N N -3.252 -1.064 5.753  3.682  1.077  -4.353 O32  ZES 22 
ZES O33  O33  O  0 1 N N N -4.630 1.872  8.021  2.352  -0.361 -0.511 O33  ZES 23 
ZES O34  O34  O  0 1 N N N -6.805 0.794  11.686 -1.577 -2.408 -0.372 O34  ZES 24 
ZES F35  F35  F  0 1 N N N -3.165 4.209  11.512 1.828  0.468  1.269  F35  ZES 25 
ZES BR3  BR3  BR 0 0 N N N -0.260 0.992  14.097 -0.620 1.082  5.828  BR3  ZES 26 
ZES H1   H1   H  0 1 N N N -9.386 -3.058 10.583 -3.828 -0.434 -4.231 H1   ZES 27 
ZES H2   H2   H  0 1 N N N -8.626 -0.884 11.537 -3.210 -1.727 -2.232 H2   ZES 28 
ZES H5   H5   H  0 1 N N N -6.890 -2.416 7.134  -0.001 1.459  -4.244 H5   ZES 29 
ZES H141 1H14 H  0 0 N N N -5.825 2.934  11.120 0.360  -3.099 0.807  H141 ZES 30 
ZES H142 2H14 H  0 0 N N N -4.582 3.062  9.793  1.932  -2.268 0.737  H142 ZES 31 
ZES H19  H19  H  0 1 N N N -1.111 3.295  12.728 1.070  1.645  3.473  H19  ZES 32 
ZES H21  H21  H  0 1 N N N -2.691 -0.562 13.389 -1.334 -1.605 4.834  H21  ZES 33 
ZES H22  H22  H  0 1 N N N -4.613 -0.066 11.905 -0.745 -2.887 2.817  H22  ZES 34 
ZES H271 1H27 H  0 0 N N N -5.404 0.467  6.041  2.524  1.517  -1.876 H271 ZES 35 
ZES H272 2H27 H  0 0 N N N -6.037 -1.193 6.276  1.349  1.949  -3.141 H272 ZES 36 
ZES H32  H32  H  0 1 N N N -2.370 -1.391 5.888  4.222  0.618  -5.011 H32  ZES 37 
# 
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 
ZES C1  C2   DOUB Y N 1  
ZES C1  C6   SING Y N 2  
ZES C1  H1   SING N N 3  
ZES C2  C3   SING Y N 4  
ZES C2  H2   SING N N 5  
ZES C3  C4   DOUB Y N 6  
ZES C3  C10  SING Y N 7  
ZES C4  C5   SING Y N 8  
ZES C4  N13  SING Y N 9  
ZES C5  C6   DOUB Y N 10 
ZES C5  H5   SING N N 11 
ZES C6  CL6  SING N N 12 
ZES C10 N11  SING Y N 13 
ZES C10 O34  DOUB N N 14 
ZES N11 C12  SING Y N 15 
ZES N11 C14  SING N N 16 
ZES C12 N13  SING Y N 17 
ZES C12 O33  DOUB N N 18 
ZES N13 C27  SING N N 19 
ZES C14 C15  SING N N 20 
ZES C14 H141 SING N N 21 
ZES C14 H142 SING N N 22 
ZES C15 C18  DOUB Y N 23 
ZES C15 C22  SING Y N 24 
ZES C18 C19  SING Y N 25 
ZES C18 F35  SING N N 26 
ZES C19 C20  DOUB Y N 27 
ZES C19 H19  SING N N 28 
ZES C20 C21  SING Y N 29 
ZES C20 BR3  SING N N 30 
ZES C21 C22  DOUB Y N 31 
ZES C21 H21  SING N N 32 
ZES C22 H22  SING N N 33 
ZES C27 C28  SING N N 34 
ZES C27 H271 SING N N 35 
ZES C27 H272 SING N N 36 
ZES C28 O31  DOUB N N 37 
ZES C28 O32  SING N N 38 
ZES O32 H32  SING N N 39 
# 
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 
ZES SMILES           ACDLabs              10.04 "Brc1ccc(c(F)c1)CN3C(=O)c2c(cc(Cl)cc2)N(C3=O)CC(=O)O"                                                                           
ZES SMILES_CANONICAL CACTVS               3.341 "OC(=O)CN1C(=O)N(Cc2ccc(Br)cc2F)C(=O)c3ccc(Cl)cc13"                                                                             
ZES SMILES           CACTVS               3.341 "OC(=O)CN1C(=O)N(Cc2ccc(Br)cc2F)C(=O)c3ccc(Cl)cc13"                                                                             
ZES SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc2c(cc1Cl)N(C(=O)N(C2=O)Cc3ccc(cc3F)Br)CC(=O)O"                                                                             
ZES SMILES           "OpenEye OEToolkits" 1.5.0 "c1cc2c(cc1Cl)N(C(=O)N(C2=O)Cc3ccc(cc3F)Br)CC(=O)O"                                                                             
ZES InChI            InChI                1.03  "InChI=1S/C17H11BrClFN2O4/c18-10-2-1-9(13(20)5-10)7-22-16(25)12-4-3-11(19)6-14(12)21(17(22)26)8-15(23)24/h1-6H,7-8H2,(H,23,24)" 
ZES InChIKey         InChI                1.03  SXONDGSPUVNZLO-UHFFFAOYSA-N                                                                                                     
# 
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 
ZES "SYSTEMATIC NAME" ACDLabs              10.04 "[3-(4-bromo-2-fluorobenzyl)-7-chloro-2,4-dioxo-3,4-dihydroquinazolin-1(2H)-yl]acetic acid" 
ZES "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[3-[(4-bromo-2-fluoro-phenyl)methyl]-7-chloro-2,4-dioxo-quinazolin-1-yl]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 
ZES "Create component"  2001-04-11 EBI  
ZES "Modify descriptor" 2011-06-04 RCSB 
# 
