data_GWE
# 
_chem_comp.id                                    GWE 
_chem_comp.name                                  N-{4-[amino(dihydroxy)-lambda~4~-sulfanyl]-2-methylphenyl}-2-(4-chloro-2-{[3-fluoro-5-(trifluoromethyl)phenyl]carbonyl}phenoxy)acetamide 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H19 Cl F4 N2 O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-07-03 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        546.919 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GWE 
_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        3DLG 
_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 
GWE C1   C1   C  0 1 Y N N -2.220  -34.568 22.675 -2.742 1.789  0.360  C1   GWE 1  
GWE C2   C2   C  0 1 Y N N -2.073  -34.765 24.169 -3.747 1.059  1.013  C2   GWE 2  
GWE C3   C3   C  0 1 Y N N -1.438  -35.895 24.624 -5.085 1.428  0.850  C3   GWE 3  
GWE C4   C4   C  0 1 Y N N -0.896  -36.912 23.697 -5.409 2.504  0.052  C4   GWE 4  
GWE C5   C5   C  0 1 Y N N -1.015  -36.747 22.354 -4.413 3.223  -0.591 C5   GWE 5  
GWE C6   C6   C  0 1 Y N N -1.701  -35.532 21.816 -3.087 2.869  -0.439 C6   GWE 6  
GWE CL1  CL1  CL 0 0 N N N -0.127  -38.310 24.356 -7.072 2.962  -0.149 CL1  GWE 7  
GWE C7   C7   C  0 1 N N N -2.591  -33.710 25.110 -3.393 -0.091 1.864  C7   GWE 8  
GWE O1   O1   O  0 1 N N N -3.699  -33.231 24.908 -3.426 0.016  3.075  O1   GWE 9  
GWE C8   C8   C  0 1 Y N N -1.805  -33.172 26.307 -2.997 -1.374 1.246  C8   GWE 10 
GWE C9   C9   C  0 1 Y N N -2.492  -32.571 27.400 -2.766 -2.496 2.045  C9   GWE 11 
GWE C10  C10  C  0 1 Y N N -1.748  -32.044 28.498 -2.398 -3.692 1.461  C10  GWE 12 
GWE C11  C11  C  0 1 Y N N -0.335  -32.134 28.511 -2.257 -3.779 0.084  C11  GWE 13 
GWE C12  C12  C  0 1 Y N N 0.349   -32.734 27.428 -2.485 -2.671 -0.711 C12  GWE 14 
GWE C13  C13  C  0 1 Y N N -0.386  -33.244 26.348 -2.859 -1.472 -0.140 C13  GWE 15 
GWE C14  C14  C  0 1 N N N 1.872   -32.834 27.396 -2.329 -2.774 -2.207 C14  GWE 16 
GWE F1   F1   F  0 1 N N N 2.388   -32.846 28.648 -1.952 -4.078 -2.547 F1   GWE 17 
GWE F2   F2   F  0 1 N N N 2.362   -31.766 26.713 -3.546 -2.464 -2.825 F2   GWE 18 
GWE F3   F3   F  0 1 N N N 2.264   -33.972 26.761 -1.346 -1.877 -2.636 F3   GWE 19 
GWE F4   F4   F  0 1 N N N -2.368  -31.446 29.505 -2.173 -4.779 2.231  F4   GWE 20 
GWE O2   O2   O  0 1 N N N -2.889  -33.448 22.250 -1.439 1.444  0.514  O2   GWE 21 
GWE C15  C15  C  0 1 N N N -3.418  -33.330 20.892 -0.472 2.234  -0.181 C15  GWE 22 
GWE C16  C16  C  0 1 N N N -4.823  -33.891 20.967 0.909  1.706  0.108  C16  GWE 23 
GWE O3   O3   O  0 1 N N N -5.320  -34.312 19.923 1.051  0.748  0.838  O3   GWE 24 
GWE N1   N1   N  0 1 N N N -5.469  -33.900 22.194 1.986  2.299  -0.444 N1   GWE 25 
GWE C17  C17  C  0 1 Y N N -6.550  -34.659 22.585 3.259  1.749  -0.257 C17  GWE 26 
GWE C18  C18  C  0 1 Y N N -7.309  -34.194 23.804 4.210  1.837  -1.266 C18  GWE 27 
GWE C19  C19  C  0 1 Y N N -8.376  -34.906 24.226 5.465  1.293  -1.080 C19  GWE 28 
GWE C20  C20  C  0 1 Y N N -8.818  -36.148 23.513 5.777  0.662  0.111  C20  GWE 29 
GWE C21  C21  C  0 1 Y N N -8.147  -36.571 22.427 4.833  0.572  1.117  C21  GWE 30 
GWE C22  C22  C  0 1 Y N N -6.976  -35.802 21.946 3.577  1.119  0.938  C22  GWE 31 
GWE C23  C23  C  0 1 N N N -6.906  -32.974 24.591 3.871  2.524  -2.564 C23  GWE 32 
GWE S1   S1   S  0 1 N N N -10.209 -37.058 24.114 7.424  -0.049 0.352  S1   GWE 33 
GWE N2   N2   N  0 1 N N N -9.679  -38.476 24.724 9.016  -0.737 0.584  N2   GWE 34 
GWE O4   O4   O  0 1 N N N -11.285 -37.361 22.860 7.183  -1.049 -0.951 O4   GWE 35 
GWE O5   O5   O  0 1 N N N -10.953 -36.189 25.344 6.986  -0.548 1.873  O5   GWE 36 
GWE H3   H3   H  0 1 N N N -1.332  -36.045 25.688 -5.864 0.870  1.349  H3   GWE 37 
GWE H5   H5   H  0 1 N N N -0.616  -37.489 21.678 -4.676 4.065  -1.215 H5   GWE 38 
GWE H6   H6   H  0 1 N N N -1.795  -35.401 20.748 -2.317 3.434  -0.943 H6   GWE 39 
GWE H9   H9   H  0 1 N N N -3.571  -32.514 27.398 -2.875 -2.428 3.118  H9   GWE 40 
GWE H11  H11  H  0 1 N N N 0.222   -31.744 29.350 -1.968 -4.716 -0.369 H11  GWE 41 
GWE H13  H13  H  0 1 N N N 0.141   -33.704 25.525 -3.041 -0.609 -0.764 H13  GWE 42 
GWE H15  H15  H  0 1 N N N -3.430  -32.280 20.564 -0.664 2.183  -1.253 H15  GWE 43 
GWE H15A H15A H  0 0 N N N -2.798  -33.871 20.161 -0.543 3.270  0.152  H15A GWE 44 
GWE HN1  HN1  H  0 1 N N N -5.103  -33.275 22.884 1.879  3.106  -0.970 HN1  GWE 45 
GWE H19  H19  H  0 1 N N N -8.923  -34.573 25.096 6.205  1.361  -1.864 H19  GWE 46 
GWE H21  H21  H  0 1 N N N -8.460  -37.466 21.909 5.079  0.078  2.045  H21  GWE 47 
GWE H22  H22  H  0 1 N N N -6.443  -36.146 21.072 2.842  1.054  1.727  H22  GWE 48 
GWE H23  H23  H  0 1 N N N -6.808  -33.239 25.654 4.118  3.583  -2.490 H23  GWE 49 
GWE H23A H23A H  0 0 N N N -5.942  -32.598 24.216 4.444  2.074  -3.374 H23A GWE 50 
GWE H23B H23B H  0 0 N N N -7.674  -32.194 24.477 2.806  2.413  -2.767 H23B GWE 51 
GWE HNS  HNS  H  0 1 N N N -9.571  -39.139 23.983 9.573  -0.653 -0.253 HNS  GWE 52 
GWE HNSA HNSA H  0 0 N N N -8.799  -38.336 25.177 9.482  -0.312 1.372  HNSA GWE 53 
GWE H18  H18  H  0 1 N N N -12.168 -37.418 23.206 6.322  -0.939 -1.378 H18  GWE 54 
GWE H191 H191 H  0 0 N N N -11.093 -36.756 26.093 7.686  -1.014 2.351  H191 GWE 55 
# 
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 
GWE C1  C2   SING Y N 1  
GWE C2  C3   DOUB Y N 2  
GWE C2  C7   SING N N 3  
GWE C3  H3   SING N N 4  
GWE C4  C3   SING Y N 5  
GWE C4  CL1  SING N N 6  
GWE C5  C4   DOUB Y N 7  
GWE C5  H5   SING N N 8  
GWE C6  C1   DOUB Y N 9  
GWE C6  C5   SING Y N 10 
GWE C6  H6   SING N N 11 
GWE C7  C8   SING N N 12 
GWE O1  C7   DOUB N N 13 
GWE C8  C13  DOUB Y N 14 
GWE C8  C9   SING Y N 15 
GWE C9  C10  DOUB Y N 16 
GWE C9  H9   SING N N 17 
GWE C10 C11  SING Y N 18 
GWE C10 F4   SING N N 19 
GWE C11 H11  SING N N 20 
GWE C12 C11  DOUB Y N 21 
GWE C13 C12  SING Y N 22 
GWE C13 H13  SING N N 23 
GWE C14 C12  SING N N 24 
GWE C14 F1   SING N N 25 
GWE F2  C14  SING N N 26 
GWE F3  C14  SING N N 27 
GWE O2  C1   SING N N 28 
GWE C15 O2   SING N N 29 
GWE C15 C16  SING N N 30 
GWE C15 H15  SING N N 31 
GWE C15 H15A SING N N 32 
GWE C16 N1   SING N N 33 
GWE O3  C16  DOUB N N 34 
GWE N1  C17  SING N N 35 
GWE N1  HN1  SING N N 36 
GWE C17 C18  SING Y N 37 
GWE C18 C19  DOUB Y N 38 
GWE C18 C23  SING N N 39 
GWE C19 H19  SING N N 40 
GWE C20 C19  SING Y N 41 
GWE C20 S1   SING N N 42 
GWE C21 C20  DOUB Y N 43 
GWE C21 H21  SING N N 44 
GWE C22 C17  DOUB Y N 45 
GWE C22 C21  SING Y N 46 
GWE C22 H22  SING N N 47 
GWE C23 H23  SING N N 48 
GWE C23 H23A SING N N 49 
GWE C23 H23B SING N N 50 
GWE S1  N2   SING N N 51 
GWE S1  O5   SING N N 52 
GWE N2  HNS  SING N N 53 
GWE N2  HNSA SING N N 54 
GWE O4  S1   SING N N 55 
GWE O4  H18  SING N N 56 
GWE O5  H191 SING N N 57 
# 
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 
GWE SMILES           ACDLabs              10.04 Clc2cc(c(OCC(=O)Nc1ccc(cc1C)S(O)(O)N)cc2)C(=O)c3cc(F)cc(c3)C(F)(F)F                                                                                                            
GWE InChI            InChI                1.02b InChI=1/C23H19ClF4N2O5S/c1-12-6-17(36(29,33)34)3-4-19(12)30-21(31)11-35-20-5-2-15(24)10-18(20)22(32)13-7-14(23(26,27)28)9-16(25)8-13/h2-10,33-34H,11,29H2,1H3,(H,30,31)/f/h30H 
GWE InChIKey         InChI                1.02b RXLXGVALXIAUEE-SREBMQDQCN                                                                                                                                                      
GWE SMILES_CANONICAL CACTVS               3.341 Cc1cc(ccc1NC(=O)COc2ccc(Cl)cc2C(=O)c3cc(F)cc(c3)C(F)(F)F)[S](N)(O)O                                                                                                            
GWE SMILES           CACTVS               3.341 Cc1cc(ccc1NC(=O)COc2ccc(Cl)cc2C(=O)c3cc(F)cc(c3)C(F)(F)F)[S](N)(O)O                                                                                                            
GWE SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1cc(ccc1NC(=O)COc2ccc(cc2C(=O)c3cc(cc(c3)F)C(F)(F)F)Cl)S(N)(O)O                                                                                                              
GWE SMILES           "OpenEye OEToolkits" 1.5.0 Cc1cc(ccc1NC(=O)COc2ccc(cc2C(=O)c3cc(cc(c3)F)C(F)(F)F)Cl)S(N)(O)O                                                                                                              
# 
_pdbx_chem_comp_identifier.comp_id           GWE 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           ACDLabs 
_pdbx_chem_comp_identifier.program_version   10.04 
_pdbx_chem_comp_identifier.identifier        N-{4-[amino(dihydroxy)-lambda~4~-sulfanyl]-2-methylphenyl}-2-(4-chloro-2-{[3-fluoro-5-(trifluoromethyl)phenyl]carbonyl}phenoxy)acetamide 
# 
