data_GWI
# 
_chem_comp.id                                    GWI 
_chem_comp.name                                  N-({4-[({4-chloro-2-[(3-chloro-5-cyanophenyl)carbonyl]phenoxy}acetyl)amino]-3-methylphenyl}sulfonyl)propanamide 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H21 Cl2 N3 O6 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-07-10 
_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                        574.432 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GWI 
_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        3DOL 
_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 
GWI C1   C1   C  0 1 Y N N -3.044  -35.510 22.632 -3.482 1.767  0.304  C1   GWI 1  
GWI C2   C2   C  0 1 Y N N -2.804  -35.674 24.110 -4.511 1.019  0.896  C2   GWI 2  
GWI C3   C3   C  0 1 Y N N -2.064  -36.734 24.554 -5.817 1.519  0.895  C3   GWI 3  
GWI C6   C6   C  0 1 Y N N -2.503  -36.440 21.771 -3.770 2.993  -0.277 C6   GWI 4  
GWI C4   C4   C  0 1 Y N N -1.491  -37.717 23.618 -6.084 2.740  0.313  C4   GWI 5  
GWI C5   C5   C  0 1 Y N N -1.696  -37.586 22.287 -5.064 3.475  -0.271 C5   GWI 6  
GWI CL   CL   CL 0 0 N N N -0.558  -39.021 24.244 -7.706 3.360  0.312  CL   GWI 7  
GWI C7   C7   C  0 1 N N N -3.386  -34.678 25.062 -4.217 -0.285 1.516  C7   GWI 8  
GWI O1   O1   O  0 1 N N N -4.521  -34.263 24.859 -4.171 -0.387 2.727  O1   GWI 9  
GWI C8   C8   C  0 1 Y N N -2.630  -34.155 26.282 -3.979 -1.471 0.665  C8   GWI 10 
GWI C9   C9   C  0 1 Y N N -1.251  -33.832 26.135 -3.802 -2.727 1.250  C9   GWI 11 
GWI C10  C10  C  0 1 Y N N -0.486  -33.356 27.219 -3.580 -3.837 0.456  C10  GWI 12 
GWI C11  C11  C  0 1 Y N N -1.094  -33.186 28.488 -3.531 -3.711 -0.919 C11  GWI 13 
GWI C12  C12  C  0 1 Y N N -2.477  -33.505 28.660 -3.707 -2.459 -1.516 C12  GWI 14 
GWI C13  C13  C  0 1 Y N N -3.247  -33.988 27.558 -3.936 -1.338 -0.722 C13  GWI 15 
GWI CL1  CL1  CL 0 0 N N N 1.207   -32.983 26.976 -3.360 -5.395 1.189  CL1  GWI 16 
GWI O2   O2   O  0 1 N N N -3.787  -34.425 22.237 -2.211 1.295  0.304  O2   GWI 17 
GWI C15  C15  C  0 1 N N N -4.372  -34.303 20.916 -1.216 2.111  -0.318 C15  GWI 18 
GWI C16  C16  C  0 1 N N N -5.729  -34.965 21.042 0.125  1.429  -0.222 C16  GWI 19 
GWI O3   O3   O  0 1 N N N -6.180  -35.441 19.996 0.219  0.351  0.326  O3   GWI 20 
GWI N1   N1   N  0 1 N N N -6.347  -35.003 22.264 1.219  2.018  -0.744 N1   GWI 21 
GWI C17  C17  C  0 1 Y N N -7.398  -35.758 22.726 2.444  1.342  -0.745 C17  GWI 22 
GWI C18  C18  C  0 1 Y N N -8.265  -35.232 23.865 3.339  1.525  -1.791 C18  GWI 23 
GWI C23  C23  C  0 1 N N N -8.019  -33.872 24.499 2.992  2.452  -2.927 C23  GWI 24 
GWI C19  C19  C  0 1 Y N N -9.293  -36.000 24.328 4.548  0.856  -1.788 C19  GWI 25 
GWI C20  C20  C  0 1 Y N N -9.597  -37.349 23.748 4.867  0.005  -0.746 C20  GWI 26 
GWI C21  C21  C  0 1 Y N N -8.829  -37.818 22.735 3.977  -0.180 0.297  C21  GWI 27 
GWI C22  C22  C  0 1 Y N N -7.708  -36.997 22.222 2.770  0.491  0.304  C22  GWI 28 
GWI N3   N3   N  0 1 N N N -12.187 -37.904 23.418 7.504  0.120  0.032  N3   GWI 29 
GWI C14  C14  C  0 1 N N N -13.109 -36.947 23.711 7.347  0.396  1.342  C14  GWI 30 
GWI C24  C24  C  0 1 N N N -14.437 -36.970 22.974 8.343  1.276  2.051  C24  GWI 31 
GWI S    S    S  0 1 N N N -10.939 -38.318 24.394 6.409  -0.847 -0.748 S    GWI 32 
GWI O4   O4   O  0 1 N N N -11.209 -37.869 25.767 6.234  -1.995 0.071  O4   GWI 33 
GWI C25  C25  C  0 1 N N N -15.615 -36.460 23.858 7.936  1.429  3.518  C25  GWI 34 
GWI O6   O6   O  0 1 N N N -12.912 -36.071 24.543 6.404  -0.064 1.949  O6   GWI 35 
GWI O5   O5   O  0 1 N N N -10.649 -39.737 24.341 6.828  -0.916 -2.104 O5   GWI 36 
GWI C26  C26  C  0 1 N N N -3.081  -33.337 29.951 -3.656 -2.330 -2.942 C26  GWI 37 
GWI N2   N2   N  0 1 N N N -3.546  -33.208 30.996 -3.615 -2.228 -4.072 N2   GWI 38 
GWI H3   H3   H  0 1 N N N -1.896  -36.854 25.614 -6.614 0.950  1.349  H3   GWI 39 
GWI H6   H6   H  0 1 N N N -2.665  -36.339 20.708 -2.981 3.571  -0.734 H6   GWI 40 
GWI H5   H5   H  0 1 N N N -1.278  -38.307 21.600 -5.282 4.431  -0.724 H5   GWI 41 
GWI H9   H9   H  0 1 N N N -0.780  -33.955 25.171 -3.839 -2.832 2.324  H9   GWI 42 
GWI H11  H11  H  0 1 N N N -0.515  -32.817 29.322 -3.357 -4.581 -1.535 H11  GWI 43 
GWI H13  H13  H  0 1 N N N -4.292  -34.226 27.690 -4.077 -0.369 -1.178 H13  GWI 44 
GWI H15  H15  H  0 1 N N N -4.470  -33.248 20.620 -1.472 2.261  -1.367 H15  GWI 45 
GWI H15A H15A H  0 0 N N N -3.750  -34.772 20.139 -1.170 3.076  0.187  H15A GWI 46 
GWI HN1  HN1  H  0 1 N N N -5.966  -34.370 22.938 1.158  2.910  -1.119 HN1  GWI 47 
GWI H23  H23  H  0 1 N N N -7.960  -33.982 25.592 3.341  3.458  -2.694 H23  GWI 48 
GWI H23A H23A H  0 0 N N N -7.073  -33.457 24.120 3.473  2.103  -3.840 H23A GWI 49 
GWI H23B H23B H  0 0 N N N -8.846  -33.194 24.243 1.911  2.466  -3.067 H23B GWI 50 
GWI H19  H19  H  0 1 N N N -9.905  -35.626 25.135 5.244  0.997  -2.602 H19  GWI 51 
GWI H21  H21  H  0 1 N N N -9.033  -38.787 22.303 4.229  -0.846 1.109  H21  GWI 52 
GWI H22  H22  H  0 1 N N N -7.107  -37.391 21.415 2.079  0.350  1.121  H22  GWI 53 
GWI HN3  HN3  H  0 1 N N N -12.278 -38.387 22.547 8.258  0.488  -0.454 HN3  GWI 54 
GWI H24  H24  H  0 1 N N N -14.357 -36.320 22.090 9.333  0.824  1.994  H24  GWI 55 
GWI H24A H24A H  0 0 N N N -14.651 -38.013 22.696 8.364  2.257  1.576  H24A GWI 56 
GWI H25  H25  H  0 1 N N N -15.270 -36.340 24.896 6.946  1.881  3.575  H25  GWI 57 
GWI H25A H25A H  0 0 N N N -15.968 -35.491 23.475 7.915  0.448  3.993  H25A GWI 58 
GWI H25B H25B H  0 0 N N N -16.438 -37.189 23.828 8.657  2.065  4.031  H25B GWI 59 
# 
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 
GWI C1  C2   DOUB Y N 1  
GWI C1  C6   SING Y N 2  
GWI C1  O2   SING N N 3  
GWI C2  C3   SING Y N 4  
GWI C2  C7   SING N N 5  
GWI C3  C4   DOUB Y N 6  
GWI C6  C5   DOUB N N 7  
GWI C4  C5   SING Y N 8  
GWI C4  CL   SING N N 9  
GWI C7  O1   DOUB Y N 10 
GWI C7  C8   SING N N 11 
GWI C8  C9   DOUB N N 12 
GWI C8  C13  SING N N 13 
GWI C9  C10  SING N N 14 
GWI C10 C11  DOUB Y N 15 
GWI C10 CL1  SING Y N 16 
GWI C11 C12  SING Y N 17 
GWI C12 C13  DOUB N N 18 
GWI C12 C26  SING Y N 19 
GWI O2  C15  SING N N 20 
GWI C15 C16  SING Y N 21 
GWI C16 O3   DOUB N N 22 
GWI C16 N1   SING Y N 23 
GWI N1  C17  SING N N 24 
GWI C17 C18  DOUB N N 25 
GWI C17 C22  SING N N 26 
GWI C18 C23  SING N N 27 
GWI C18 C19  SING N N 28 
GWI C19 C20  DOUB N N 29 
GWI C20 C21  SING N N 30 
GWI C20 S    SING N N 31 
GWI C21 C22  DOUB N N 32 
GWI N3  C14  SING N N 33 
GWI N3  S    SING Y N 34 
GWI C14 C24  SING Y N 35 
GWI C14 O6   DOUB N N 36 
GWI C24 C25  SING Y N 37 
GWI S   O4   DOUB N N 38 
GWI S   O5   DOUB N N 39 
GWI C26 N2   TRIP N N 40 
GWI C3  H3   SING Y N 41 
GWI C6  H6   SING N N 42 
GWI C5  H5   SING Y N 43 
GWI C9  H9   SING N N 44 
GWI C11 H11  SING Y N 45 
GWI C13 H13  SING N N 46 
GWI C15 H15  SING N N 47 
GWI C15 H15A SING N N 48 
GWI N1  HN1  SING N N 49 
GWI C23 H23  SING N N 50 
GWI C23 H23A SING N N 51 
GWI C23 H23B SING N N 52 
GWI C19 H19  SING N N 53 
GWI C21 H21  SING N N 54 
GWI C22 H22  SING N N 55 
GWI N3  HN3  SING N N 56 
GWI C24 H24  SING N N 57 
GWI C24 H24A SING N N 58 
GWI C25 H25  SING N N 59 
GWI C25 H25A SING N N 60 
GWI C25 H25B SING N N 61 
# 
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 
GWI SMILES           ACDLabs              10.04 N#Cc1cc(cc(Cl)c1)C(=O)c3cc(Cl)ccc3OCC(=O)Nc2ccc(cc2C)S(=O)(=O)NC(=O)CC                                                                                                                     
GWI InChI            InChI                1.02b InChI=1/C26H21Cl2N3O6S/c1-3-24(32)31-38(35,36)20-5-6-22(15(2)8-20)30-25(33)14-37-23-7-4-18(27)12-21(23)26(34)17-9-16(13-29)10-19(28)11-17/h4-12H,3,14H2,1-2H3,(H,30,33)(H,31,32)/f/h30-31H 
GWI InChIKey         InChI                1.02b GAQZNFUDILDDDI-PUXXYCQMCG                                                                                                                                                                  
GWI SMILES_CANONICAL CACTVS               3.341 CCC(=O)N[S](=O)(=O)c1ccc(NC(=O)COc2ccc(Cl)cc2C(=O)c3cc(Cl)cc(c3)C#N)c(C)c1                                                                                                                 
GWI SMILES           CACTVS               3.341 CCC(=O)N[S](=O)(=O)c1ccc(NC(=O)COc2ccc(Cl)cc2C(=O)c3cc(Cl)cc(c3)C#N)c(C)c1                                                                                                                 
GWI SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCC(=O)NS(=O)(=O)c1ccc(c(c1)C)NC(=O)COc2ccc(cc2C(=O)c3cc(cc(c3)Cl)C#N)Cl                                                                                                                   
GWI SMILES           "OpenEye OEToolkits" 1.5.0 CCC(=O)NS(=O)(=O)c1ccc(c(c1)C)NC(=O)COc2ccc(cc2C(=O)c3cc(cc(c3)Cl)C#N)Cl                                                                                                                   
# 
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 
GWI "SYSTEMATIC NAME" ACDLabs              10.04 N-({4-[({4-chloro-2-[(3-chloro-5-cyanophenyl)carbonyl]phenoxy}acetyl)amino]-3-methylphenyl}sulfonyl)propanamide  
GWI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[4-[2-[4-chloro-2-(3-chloro-5-cyano-phenyl)carbonyl-phenoxy]ethanoylamino]-3-methyl-phenyl]sulfonylpropanamide 
# 
