data_08S
# 
_chem_comp.id                                    08S 
_chem_comp.name                                  "3-CHLORO-6-FLUORO-N-[2-[4-[(5-PROPAN-2-YL-1,3,4-THIADIAZOL-2-YL)SULFAMOYL]PHENYL]ETHYL]-1-BENZOTHIOPHENE-2-CARBOXAMIDE" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H20 Cl F N4 O3 S3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2010-11-19 
_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                        539.066 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     08S 
_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        2XYW 
_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 
08S C1   C1   C  0 1 N N N -22.276 1.224  -7.889  -6.503 -4.566 0.386  C1   08S 1  
08S C2   C2   C  0 1 N N N -24.756 1.559  -7.239  -8.310 -3.679 1.867  C2   08S 2  
08S C3   C3   C  0 1 Y N N -18.363 1.744  -12.414 -1.601 1.412  -1.558 C3   08S 3  
08S C4   C4   C  0 1 Y N N -18.271 4.152  -13.056 -1.898 0.222  0.498  C4   08S 4  
08S C5   C5   C  0 1 Y N N -19.712 1.705  -12.748 -2.849 1.986  -1.406 C5   08S 5  
08S C6   C6   C  0 1 Y N N -19.640 4.060  -13.381 -3.146 0.797  0.651  C6   08S 6  
08S C7   C7   C  0 1 Y N N -17.864 1.815  -2.901  9.670  -0.608 0.290  C7   08S 7  
08S C8   C8   C  0 1 Y N N -17.287 2.455  -3.917  8.667  0.241  0.637  C8   08S 8  
08S C9   C9   C  0 1 Y N N -19.236 0.378  -4.527  8.107  -2.077 -0.783 C9   08S 9  
08S C10  C10  C  0 1 N N N -16.114 3.125  -12.241 0.235  -0.097 -0.772 C10  08S 10 
08S C11  C11  C  0 1 N N N -15.905 3.359  -10.820 1.290  0.790  -0.108 C11  08S 11 
08S C12  C12  C  0 1 Y N N -17.595 2.985  -12.569 -1.125 0.530  -0.606 C12  08S 12 
08S C13  C13  C  0 1 Y N N -20.310 2.848  -13.220 -3.621 1.679  -0.301 C13  08S 13 
08S C14  C14  C  0 1 Y N N -18.768 0.847  -3.184  9.400  -1.773 -0.422 C14  08S 14 
08S C15  C15  C  0 1 Y N N -17.619 2.054  -5.227  7.328  -0.045 0.279  C15  08S 15 
08S C16  C16  C  0 1 Y N N -18.572 1.043  -5.608  7.060  -1.218 -0.437 C16  08S 16 
08S C17  C17  C  0 1 Y N N -17.020 2.632  -6.254  6.168  0.702  0.544  C17  08S 17 
08S C18  C18  C  0 1 Y N N -17.252 2.265  -7.518  5.027  0.180  0.078  C18  08S 18 
08S C19  C19  C  0 1 Y N N -23.599 2.228  -9.353  -7.147 -2.173 0.276  C19  08S 19 
08S C20  C20  C  0 1 Y N N -23.103 3.329  -11.431 -6.524 0.136  -0.345 C20  08S 20 
08S C21  C21  C  0 1 N N N -23.753 1.206  -8.341  -7.664 -3.574 0.484  C21  08S 21 
08S C22  C22  C  0 1 N N N -16.488 2.883  -8.602  3.702  0.790  0.240  C22  08S 22 
08S N23  N23  N  0 1 Y N N -23.782 3.534  -9.288  -6.259 -1.575 1.001  N23  08S 23 
08S N24  N24  N  0 1 Y N N -23.510 4.188  -10.486 -5.937 -0.396 0.688  N24  08S 24 
08S N25  N25  N  0 1 N N N -16.694 2.533  -9.854  2.612  0.181  -0.269 N25  08S 25 
08S N26  N26  N  0 1 N N N -22.767 3.811  -12.717 -6.306 1.412  -0.843 N26  08S 26 
08S O27  O27  O  0 1 N N N -15.611 3.697  -8.471  3.587  1.846  0.833  O27  08S 27 
08S O28  O28  O  0 1 N N N -22.298 1.502  -13.719 -5.504 2.373  1.283  O28  08S 28 
08S O29  O29  O  0 1 N N N -21.881 3.398  -15.021 -5.194 3.615  -0.864 O29  08S 29 
08S F30  F30  F  0 1 N N N -19.142 0.453  -2.000  10.409 -2.606 -0.760 F30  08S 30 
08S S31  S31  S  0 1 Y N N -18.549 1.014  -7.446  5.332  -1.335 -0.753 S31  08S 31 
08S S32  S32  S  0 1 Y N N -23.065 1.682  -10.813 -7.641 -1.062 -1.003 S32  08S 32 
08S S33  S33  S  0 1 N N N -21.933 2.898  -13.678 -5.212 2.413  -0.107 S33  08S 33 
08S CL   CL   CL 0 0 N N N -15.978 3.735  -5.748  6.210  2.202  1.417  CL   08S 34 
08S H11C H11C H  0 0 N N N -21.621 1.228  -8.773  -5.763 -4.335 1.151  H11C 08S 35 
08S H12C H12C H  0 0 N N N -22.087 2.126  -7.289  -6.878 -5.578 0.536  H12C 08S 36 
08S H13C H13C H  0 0 N N N -22.067 0.330  -7.283  -6.043 -4.490 -0.599 H13C 08S 37 
08S H21  H21  H  0 1 N N N -24.169 0.239  -8.660  -8.405 -3.805 -0.282 H21  08S 38 
08S H21C H21C H  0 0 N N N -24.230 1.644  -6.277  -7.569 -3.448 2.632  H21C 08S 39 
08S H22C H22C H  0 0 N N N -25.240 2.517  -7.477  -9.137 -2.973 1.937  H22C 08S 40 
08S H23C H23C H  0 0 N N N -25.519 0.769  -7.171  -8.684 -4.692 2.017  H23C 08S 41 
08S H3   H3   H  0 1 N N N -17.877 0.856  -12.038 -0.999 1.648  -2.423 H3   08S 42 
08S H5   H5   H  0 1 N N N -20.279 0.793  -12.638 -3.221 2.675  -2.150 H5   08S 43 
08S H4   H4   H  0 1 N N N -17.741 5.086  -13.172 -1.526 -0.467 1.242  H4   08S 44 
08S H6   H6   H  0 1 N N N -20.168 4.926  -13.753 -3.749 0.557  1.514  H6   08S 45 
08S H7   H7   H  0 1 N N N -17.617 2.062  -1.879  10.688 -0.374 0.566  H7   08S 46 
08S H8   H8   H  0 1 N N N -16.586 3.257  -3.742  8.894  1.141  1.189  H8   08S 47 
08S H9   H9   H  0 1 N N N -19.993 -0.380 -4.666  7.901  -2.982 -1.336 H9   08S 48 
08S H101 H101 H  0 0 N N N -15.704 3.976  -12.805 0.462  -0.198 -1.833 H101 08S 49 
08S H102 H102 H  0 0 N N N -15.607 2.189  -12.517 0.241  -1.081 -0.304 H102 08S 50 
08S H111 H111 H  0 0 N N N -14.843 3.157  -10.617 1.284  1.775  -0.576 H111 08S 51 
08S H112 H112 H  0 0 N N N -16.244 4.392  -10.651 1.064  0.891  0.954  H112 08S 52 
08S H25  H25  H  0 1 N N N -17.311 1.795  -10.129 2.704  -0.661 -0.742 H25  08S 53 
08S H26  H26  H  0 1 N N N -23.632 3.996  -13.184 -6.795 1.718  -1.623 H26  08S 54 
# 
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 
08S C1  C21  SING N N 1  
08S C2  C21  SING N N 2  
08S C3  C5   SING Y N 3  
08S C3  C12  DOUB Y N 4  
08S C4  C6   DOUB Y N 5  
08S C4  C12  SING Y N 6  
08S C5  C13  DOUB Y N 7  
08S C6  C13  SING Y N 8  
08S C7  C8   SING Y N 9  
08S C7  C14  DOUB Y N 10 
08S C8  C15  DOUB Y N 11 
08S C9  C14  SING Y N 12 
08S C9  C16  DOUB Y N 13 
08S C10 C11  SING N N 14 
08S C10 C12  SING N N 15 
08S C11 N25  SING N N 16 
08S C13 S33  SING N N 17 
08S C14 F30  SING N N 18 
08S C15 C16  SING Y N 19 
08S C15 C17  SING Y N 20 
08S C16 S31  SING Y N 21 
08S C17 C18  DOUB Y N 22 
08S C17 CL   SING N N 23 
08S C18 C22  SING N N 24 
08S C18 S31  SING Y N 25 
08S C19 C21  SING N N 26 
08S C19 N23  DOUB Y N 27 
08S C19 S32  SING Y N 28 
08S C20 N24  DOUB Y N 29 
08S C20 N26  SING N N 30 
08S C20 S32  SING Y N 31 
08S C22 N25  SING N N 32 
08S C22 O27  DOUB N N 33 
08S N23 N24  SING Y N 34 
08S N26 S33  SING N N 35 
08S O28 S33  DOUB N N 36 
08S O29 S33  DOUB N N 37 
08S C1  H11C SING N N 38 
08S C1  H12C SING N N 39 
08S C1  H13C SING N N 40 
08S C21 H21  SING N N 41 
08S C2  H21C SING N N 42 
08S C2  H22C SING N N 43 
08S C2  H23C SING N N 44 
08S C3  H3   SING N N 45 
08S C5  H5   SING N N 46 
08S C4  H4   SING N N 47 
08S C6  H6   SING N N 48 
08S C7  H7   SING N N 49 
08S C8  H8   SING N N 50 
08S C9  H9   SING N N 51 
08S C10 H101 SING N N 52 
08S C10 H102 SING N N 53 
08S C11 H111 SING N N 54 
08S C11 H112 SING N N 55 
08S N25 H25  SING N N 56 
08S N26 H26  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 
08S SMILES_CANONICAL CACTVS               3.352 "CC(C)c1sc(N[S](=O)(=O)c2ccc(CCNC(=O)c3sc4cc(F)ccc4c3Cl)cc2)nn1"                                                                                                                 
08S SMILES           CACTVS               3.352 "CC(C)c1sc(N[S](=O)(=O)c2ccc(CCNC(=O)c3sc4cc(F)ccc4c3Cl)cc2)nn1"                                                                                                                 
08S SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "CC(C)c1nnc(s1)NS(=O)(=O)c2ccc(cc2)CCNC(=O)c3c(c4ccc(cc4s3)F)Cl"                                                                                                                 
08S SMILES           "OpenEye OEToolkits" 1.6.1 "CC(C)c1nnc(s1)NS(=O)(=O)c2ccc(cc2)CCNC(=O)c3c(c4ccc(cc4s3)F)Cl"                                                                                                                 
08S InChI            InChI                1.03  "InChI=1S/C22H20ClFN4O3S3/c1-12(2)21-26-27-22(33-21)28-34(30,31)15-6-3-13(4-7-15)9-10-25-20(29)19-18(23)16-8-5-14(24)11-17(16)32-19/h3-8,11-12H,9-10H2,1-2H3,(H,25,29)(H,27,28)" 
08S InChIKey         InChI                1.03  XDXFUKUYVISSEI-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 
08S "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "3-chloro-6-fluoro-N-[2-[4-[(5-propan-2-yl-1,3,4-thiadiazol-2-yl)sulfamoyl]phenyl]ethyl]-1-benzothiophene-2-carboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
08S "Create component"     2010-11-19 EBI  
08S "Modify aromatic_flag" 2011-06-04 RCSB 
08S "Modify descriptor"    2011-06-04 RCSB 
# 
