data_388
# 
_chem_comp.id                                    388 
_chem_comp.name                                  "(2-{[(4-BROMO-2-FLUOROBENZYL)AMINO]CARBONYL}-5-CHLOROPHENOXY)ACETIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H12 Br Cl F N O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         IDD388 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-10-05 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        416.626 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     388 
_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        ? 
_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 
388 C1   C1   C  0 1 N N N 18.674 -6.075  13.939 2.695  -2.153 -3.651 C1   388 1  
388 N10  N10  N  0 1 N N N 18.015 -6.895  14.958 2.565  -2.056 -2.215 N10  388 2  
388 C11  C11  C  0 1 N N N 17.898 -8.225  14.805 1.910  -1.003 -1.568 C11  388 3  
388 O12  O12  O  0 1 N N N 18.499 -8.851  13.902 1.385  -0.061 -2.185 O12  388 4  
388 C2   C2   C  0 1 Y N N 17.649 -5.589  12.899 3.967  -1.525 -4.143 C2   388 5  
388 C7   C7   C  0 1 Y N N 18.095 -4.602  12.010 5.121  -2.293 -4.248 C7   388 6  
388 F9   F9   F  0 1 N N N 19.315 -4.079  12.219 5.113  -3.590 -3.911 F9   388 7  
388 C6   C6   C  0 1 Y N N 17.194 -3.993  11.102 6.301  -1.707 -4.706 C6   388 8  
388 C5   C5   C  0 1 Y N N 15.902 -4.498  10.995 6.319  -0.358 -5.057 C5   388 9  
388 BR8  BR8  BR 0 0 N N N 14.781 -3.745  9.725  7.918  0.436  -5.676 BR8  388 10 
388 C4   C4   C  0 1 Y N N 15.467 -5.567  11.780 5.157  0.407  -4.949 C4   388 11 
388 C3   C3   C  0 1 Y N N 16.353 -6.056  12.763 3.977  -0.179 -4.491 C3   388 12 
388 C8   C8   C  0 1 Y N N 17.034 -8.991  15.769 1.885  -1.036 -0.112 C8   388 13 
388 C9   C9   C  0 1 Y N N 16.554 -10.233 15.334 0.807  -0.463 0.561  C9   388 14 
388 C10  C10  C  0 1 Y N N 15.668 -10.981 16.127 0.764  -0.484 1.955  C10  388 15 
388 C12  C12  C  0 1 Y N N 15.456 -10.542 17.449 1.800  -1.079 2.676  C12  388 16 
388 CL1  CL1  CL 0 0 N N N 14.322 -11.428 18.418 1.747  -1.105 4.396  CL1  388 17 
388 C14  C14  C  0 1 Y N N 15.950 -9.328  17.896 2.878  -1.652 2.002  C14  388 18 
388 C15  C15  C  0 1 Y N N 16.801 -8.566  17.084 2.921  -1.631 0.608  C15  388 19 
388 O20  O20  O  0 1 N N N 17.476 -7.452  17.548 3.984  -2.196 -0.032 O20  388 20 
388 C21  C21  C  0 1 N N N 16.917 -6.764  18.678 5.273  -1.659 0.256  C21  388 21 
388 C22  C22  C  0 1 N N N 15.695 -5.995  18.301 6.317  -2.386 -0.545 C22  388 22 
388 O24  O24  O  0 1 N N N 15.511 -5.801  16.998 6.112  -3.316 -1.310 O24  388 23 
388 O23  O23  O  0 1 N N N 14.897 -5.501  19.078 7.544  -1.861 -0.300 O23  388 24 
388 H11  1H1  H  0 1 N N N 19.444 -6.676  13.434 1.824  -1.665 -4.102 H11  388 25 
388 H12  2H1  H  0 1 N N N 19.133 -5.201  14.424 2.651  -3.213 -3.921 H12  388 26 
388 HN10 HN10 H  0 0 N N N 17.647 -6.459  15.779 3.032  -2.767 -1.660 HN10 388 27 
388 H6   H6   H  0 1 N N N 17.505 -3.150  10.502 7.198  -2.317 -4.784 H6   388 28 
388 H4   H4   H  0 1 N N N 14.489 -6.003  11.640 5.154  1.460  -5.219 H4   388 29 
388 H3   H3   H  0 1 N N N 16.006 -6.826  13.437 3.076  0.424  -4.410 H3   388 30 
388 H9   H9   H  0 1 N N N 16.869 -10.621 14.376 -0.006 0.003  0.010  H9   388 31 
388 H10  H10  H  0 1 N N N 15.170 -11.857 15.739 -0.083 -0.033 2.466  H10  388 32 
388 H14  H14  H  0 1 N N N 15.678 -8.966  18.876 3.690  -2.117 2.557  H14  388 33 
388 H211 1H21 H  0 0 N N N 16.647 -7.504  19.446 5.274  -0.602 -0.023 H211 388 34 
388 H212 2H21 H  0 0 N N N 17.668 -6.056  19.058 5.474  -1.768 1.325  H212 388 35 
388 HO23 HO23 H  0 0 N N N 14.232 -5.028  18.592 8.246  -2.317 -0.812 HO23 388 36 
# 
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 
388 C1  C2   SING N N 1  
388 C1  N10  SING N N 2  
388 C1  H11  SING N N 3  
388 C1  H12  SING N N 4  
388 N10 C11  SING N N 5  
388 N10 HN10 SING N N 6  
388 C11 O12  DOUB N N 7  
388 C11 C8   SING N N 8  
388 C2  C7   DOUB Y N 9  
388 C2  C3   SING Y N 10 
388 C7  C6   SING Y N 11 
388 C7  F9   SING N N 12 
388 C6  C5   DOUB Y N 13 
388 C6  H6   SING N N 14 
388 C5  BR8  SING N N 15 
388 C5  C4   SING Y N 16 
388 C4  C3   DOUB Y N 17 
388 C4  H4   SING N N 18 
388 C3  H3   SING N N 19 
388 C8  C9   DOUB Y N 20 
388 C8  C15  SING Y N 21 
388 C9  C10  SING Y N 22 
388 C9  H9   SING N N 23 
388 C10 C12  DOUB Y N 24 
388 C10 H10  SING N N 25 
388 C12 C14  SING Y N 26 
388 C12 CL1  SING N N 27 
388 C14 C15  DOUB Y N 28 
388 C14 H14  SING N N 29 
388 C15 O20  SING N N 30 
388 O20 C21  SING N N 31 
388 C21 C22  SING N N 32 
388 C21 H211 SING N N 33 
388 C21 H212 SING N N 34 
388 C22 O24  DOUB N N 35 
388 C22 O23  SING N N 36 
388 O23 HO23 SING N N 37 
# 
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 
388 SMILES           ACDLabs              10.04 Brc1cc(F)c(cc1)CNC(=O)c2ccc(Cl)cc2OCC(=O)O                                                                                            
388 InChI            InChI                1.02b InChI=1/C16H12BrClFNO4/c17-10-2-1-9(13(19)5-10)7-20-16(23)12-4-3-11(18)6-14(12)24-8-15(21)22/h1-6H,7-8H2,(H,20,23)(H,21,22)/f/h20-21H 
388 InChIKey         InChI                1.02b ZLIGBZRXAQNUFO-BDGWVKIOCC                                                                                                             
388 SMILES_CANONICAL CACTVS               3.341 OC(=O)COc1cc(Cl)ccc1C(=O)NCc2ccc(Br)cc2F                                                                                              
388 SMILES           CACTVS               3.341 OC(=O)COc1cc(Cl)ccc1C(=O)NCc2ccc(Br)cc2F                                                                                              
388 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(c(cc1Cl)OCC(=O)O)C(=O)NCc2ccc(cc2F)Br                                                                                            
388 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(c(cc1Cl)OCC(=O)O)C(=O)NCc2ccc(cc2F)Br                                                                                            
# 
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 
388 "SYSTEMATIC NAME" ACDLabs              10.04 "{2-[(4-bromo-2-fluorobenzyl)carbamoyl]-5-chlorophenoxy}acetic acid"             
388 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[2-[(4-bromo-2-fluoro-phenyl)methylcarbamoyl]-5-chloro-phenoxy]ethanoic acid" 
# 
