data_6KE
# 
_chem_comp.id                                    6KE 
_chem_comp.name                                  "(2S)-2-{[4-(4-chlorophenyl)-5-cyano-6-oxo-1,6-dihydropyrimidin-2-yl]sulfanyl}-N-(4-sulfamoylphenyl)propanamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H16 Cl N5 O4 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2016-04-22 
_chem_comp.pdbx_modified_date                    2016-06-24 
_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                        489.955 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     6KE 
_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        5J8Z 
_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 
6KE C1  C1  C  0 1 Y N N -5.308 2.369  15.742 -6.384 -0.548 -0.165 C1  6KE 1  
6KE C2  C2  C  0 1 Y N N -3.973 2.514  15.423 -5.690 -1.659 0.280  C2  6KE 2  
6KE C3  C3  C  0 1 Y N N -3.543 3.616  14.713 -4.311 -1.630 0.352  C3  6KE 3  
6KE C4  C4  C  0 1 Y N N -4.451 4.593  14.320 -3.621 -0.485 -0.022 C4  6KE 4  
6KE C5  C5  C  0 1 Y N N -5.794 4.442  14.650 -4.320 0.629  -0.468 C5  6KE 5  
6KE C6  C6  C  0 1 Y N N -6.217 3.334  15.356 -5.699 0.593  -0.543 C6  6KE 6  
6KE O1  O1  O  0 1 N N N -7.306 0.930  16.545 -8.517 0.392  -1.215 O1  6KE 7  
6KE C7  C7  C  0 1 N N N -2.719 6.185  13.536 -1.594 0.700  0.363  C7  6KE 8  
6KE C10 C8  C  0 1 N N N -1.923 10.241 13.134 2.176  2.273  0.033  C10 6KE 9  
6KE C11 C9  C  0 1 N N N -1.309 12.567 13.180 4.309  3.228  -0.227 C11 6KE 10 
6KE C12 C10 C  0 1 N N N -2.356 12.776 12.214 4.858  1.919  -0.222 C12 6KE 11 
6KE C13 C11 C  0 1 N N N -3.092 11.709 11.797 3.980  0.828  -0.093 C13 6KE 12 
6KE C8  C12 C  0 1 N N S -2.594 7.513  12.788 -0.089 0.767  0.332  C8  6KE 13 
6KE C9  C13 C  0 1 N N N -1.955 7.315  11.412 0.474  0.160  1.619  C9  6KE 14 
6KE O3  O2  O  0 1 N N N -1.767 5.677  14.083 -2.239 1.683  0.663  O3  6KE 15 
6KE C14 C14 C  0 1 N N N -2.675 14.047 11.667 6.269  1.714  -0.355 C14 6KE 16 
6KE O2  O3  O  0 1 N N N -5.312 1.062  17.921 -8.508 -1.957 -0.363 O2  6KE 17 
6KE C16 C15 C  0 1 Y N N -5.322 12.654 11.163 3.913  -1.536 -0.879 C16 6KE 18 
6KE C17 C16 C  0 1 Y N N -6.434 12.713 10.330 4.408  -2.823 -0.865 C17 6KE 19 
6KE C18 C17 C  0 1 Y N N -6.472 11.927 9.196  5.487  -3.145 -0.058 C18 6KE 20 
6KE C19 C18 C  0 1 Y N N -5.418 11.091 8.885  6.075  -2.176 0.738  C19 6KE 21 
6KE C20 C19 C  0 1 Y N N -4.310 11.045 9.725  5.590  -0.886 0.732  C20 6KE 22 
6KE C15 C20 C  0 1 Y N N -4.246 11.823 10.875 4.505  -0.555 -0.083 C15 6KE 23 
6KE CL  CL1 CL 0 0 N N N -7.859 11.964 8.163  6.103  -4.767 -0.045 CL  6KE 24 
6KE N4  N1  N  0 1 N N N -2.871 10.434 12.250 2.670  1.050  0.035  N4  6KE 25 
6KE N5  N2  N  0 1 N N N -2.934 15.078 11.227 7.389  1.552  -0.461 N5  6KE 26 
6KE O4  O4  O  0 1 N N N -0.587 13.461 13.645 5.029  4.204  -0.346 O4  6KE 27 
6KE N3  N3  N  0 1 N N N -1.151 11.260 13.597 2.973  3.369  -0.098 N3  6KE 28 
6KE S2  S1  S  0 1 N N N -1.575 8.640  13.807 0.436  2.494  0.199  S2  6KE 29 
6KE N2  N4  N  0 1 N N N -3.964 5.662  13.540 -2.224 -0.451 0.056  N2  6KE 30 
6KE S1  S2  S  0 1 N N N -5.878 0.949  16.611 -8.143 -0.588 -0.257 S1  6KE 31 
6KE N1  N5  N  0 1 N N N -5.299 -0.377 15.931 -8.722 -0.061 1.202  N1  6KE 32 
6KE H1  H1  H  0 1 N N N -3.262 1.762  15.731 -6.228 -2.549 0.571  H1  6KE 33 
6KE H2  H2  H  0 1 N N N -2.498 3.720  14.462 -3.770 -2.498 0.700  H2  6KE 34 
6KE H3  H3  H  0 1 N N N -6.509 5.195  14.352 -3.787 1.521  -0.760 H3  6KE 35 
6KE H4  H4  H  0 1 N N N -7.261 3.222  15.607 -6.243 1.458  -0.890 H4  6KE 36 
6KE H5  H5  H  0 1 N N N -3.582 7.985  12.684 0.282  0.207  -0.526 H5  6KE 37 
6KE H6  H6  H  0 1 N N N -1.879 8.285  10.900 1.563  0.208  1.597  H6  6KE 38 
6KE H7  H7  H  0 1 N N N -0.950 6.884  11.533 0.103  0.720  2.477  H7  6KE 39 
6KE H8  H8  H  0 1 N N N -2.577 6.632  10.814 0.158  -0.880 1.699  H8  6KE 40 
6KE H9  H9  H  0 1 N N N -5.294 13.267 12.052 3.072  -1.286 -1.509 H9  6KE 41 
6KE H10 H10 H  0 1 N N N -7.260 13.367 10.568 3.953  -3.582 -1.484 H10 6KE 42 
6KE H11 H11 H  0 1 N N N -5.453 10.478 7.997  6.916  -2.433 1.365  H11 6KE 43 
6KE H12 H12 H  0 1 N N N -3.485 10.393 9.479  6.049  -0.132 1.354  H12 6KE 44 
6KE H13 H13 H  0 1 N N N -0.439 11.054 14.268 2.579  4.255  -0.100 H13 6KE 45 
6KE H14 H14 H  0 1 N N N -4.620 6.084  12.914 -1.710 -1.256 -0.111 H14 6KE 46 
6KE H15 H15 H  0 1 N N N -5.627 -1.179 16.430 -9.575 0.399  1.248  H15 6KE 47 
6KE H16 H16 H  0 1 N N N -5.608 -0.426 14.981 -8.208 -0.213 2.011  H16 6KE 48 
# 
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 
6KE CL  C18 SING N N 1  
6KE C19 C18 DOUB Y N 2  
6KE C19 C20 SING Y N 3  
6KE C18 C17 SING Y N 4  
6KE C20 C15 DOUB Y N 5  
6KE C17 C16 DOUB Y N 6  
6KE C15 C16 SING Y N 7  
6KE C15 C13 SING N N 8  
6KE N5  C14 TRIP N N 9  
6KE C9  C8  SING N N 10 
6KE C14 C12 SING N N 11 
6KE C13 C12 DOUB N N 12 
6KE C13 N4  SING N N 13 
6KE C12 C11 SING N N 14 
6KE N4  C10 DOUB N N 15 
6KE C8  C7  SING N N 16 
6KE C8  S2  SING N N 17 
6KE C10 N3  SING N N 18 
6KE C10 S2  SING N N 19 
6KE C11 N3  SING N N 20 
6KE C11 O4  DOUB N N 21 
6KE C7  N2  SING N N 22 
6KE C7  O3  DOUB N N 23 
6KE N2  C4  SING N N 24 
6KE C4  C5  DOUB Y N 25 
6KE C4  C3  SING Y N 26 
6KE C5  C6  SING Y N 27 
6KE C3  C2  DOUB Y N 28 
6KE C6  C1  DOUB Y N 29 
6KE C2  C1  SING Y N 30 
6KE C1  S1  SING N N 31 
6KE N1  S1  SING N N 32 
6KE O1  S1  DOUB N N 33 
6KE S1  O2  DOUB N N 34 
6KE C2  H1  SING N N 35 
6KE C3  H2  SING N N 36 
6KE C5  H3  SING N N 37 
6KE C6  H4  SING N N 38 
6KE C8  H5  SING N N 39 
6KE C9  H6  SING N N 40 
6KE C9  H7  SING N N 41 
6KE C9  H8  SING N N 42 
6KE C16 H9  SING N N 43 
6KE C17 H10 SING N N 44 
6KE C19 H11 SING N N 45 
6KE C20 H12 SING N N 46 
6KE N3  H13 SING N N 47 
6KE N2  H14 SING N N 48 
6KE N1  H15 SING N N 49 
6KE N1  H16 SING N N 50 
# 
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 
6KE SMILES           ACDLabs              12.01 "c1(S(=O)(=O)N)ccc(cc1)NC(=O)C(SC=2NC(=O)C(=C(N=2)c3ccc(cc3)Cl)C#N)C"                                                                                                                 
6KE InChI            InChI                1.03  "InChI=1S/C20H16ClN5O4S2/c1-11(18(27)24-14-6-8-15(9-7-14)32(23,29)30)31-20-25-17(16(10-22)19(28)26-20)12-2-4-13(21)5-3-12/h2-9,11H,1H3,(H,24,27)(H2,23,29,30)(H,25,26,28)/t11-/m0/s1" 
6KE InChIKey         InChI                1.03  JDIGFAGHWNBGPU-NSHDSACASA-N                                                                                                                                                           
6KE SMILES_CANONICAL CACTVS               3.385 "C[C@H](SC1=NC(=C(C#N)C(=O)N1)c2ccc(Cl)cc2)C(=O)Nc3ccc(cc3)[S](N)(=O)=O"                                                                                                              
6KE SMILES           CACTVS               3.385 "C[CH](SC1=NC(=C(C#N)C(=O)N1)c2ccc(Cl)cc2)C(=O)Nc3ccc(cc3)[S](N)(=O)=O"                                                                                                               
6KE SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "C[C@@H](C(=O)Nc1ccc(cc1)S(=O)(=O)N)SC2=NC(=C(C(=O)N2)C#N)c3ccc(cc3)Cl"                                                                                                               
6KE SMILES           "OpenEye OEToolkits" 2.0.4 "CC(C(=O)Nc1ccc(cc1)S(=O)(=O)N)SC2=NC(=C(C(=O)N2)C#N)c3ccc(cc3)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 
6KE "SYSTEMATIC NAME" ACDLabs              12.01 "(2S)-2-{[4-(4-chlorophenyl)-5-cyano-6-oxo-1,6-dihydropyrimidin-2-yl]sulfanyl}-N-(4-sulfamoylphenyl)propanamide"            
6KE "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "(2~{S})-2-[[4-(4-chlorophenyl)-5-cyano-6-oxidanylidene-1~{H}-pyrimidin-2-yl]sulfanyl]-~{N}-(4-sulfamoylphenyl)propanamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
6KE "Create component" 2016-04-22 EBI  
6KE "Initial release"  2016-06-29 RCSB 
# 
