data_ZHK
# 
_chem_comp.id                                    ZHK 
_chem_comp.name                                  "(2R)-2-{[5-cyano-4-(3,4-dichlorophenyl)-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 H15 Cl2 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                     2013-04-05 
_chem_comp.pdbx_modified_date                    2014-05-29 
_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                        524.400 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ZHK 
_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        4JNK 
_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 
ZHK C1  C1   C  0 1 N N N 20.648 -15.908 0.253  0.216  -0.607 1.742  C1  ZHK 1  
ZHK C2  C2   C  0 1 N N R 20.083 -14.896 -0.749 -0.374 -1.060 0.405  C2  ZHK 2  
ZHK C3  C3   C  0 1 N N N 21.244 -14.113 -1.326 -1.875 -0.934 0.450  C3  ZHK 3  
ZHK O4  O4   O  0 1 N N N 21.596 -13.074 -0.803 -2.556 -1.893 0.746  O4  ZHK 4  
ZHK N5  N5   N  0 1 N N N 21.868 -14.628 -2.415 -2.461 0.245  0.162  N5  ZHK 5  
ZHK C6  C6   C  0 1 Y N N 22.954 -14.053 -3.097 -3.856 0.338  0.108  C6  ZHK 6  
ZHK C7  C7   C  0 1 Y N N 23.407 -14.654 -4.269 -4.490 1.514  0.487  C7  ZHK 7  
ZHK C8  C8   C  0 1 Y N N 24.474 -14.117 -4.969 -5.867 1.604  0.427  C8  ZHK 8  
ZHK C9  C9   C  0 1 Y N N 25.101 -12.974 -4.501 -6.614 0.526  -0.011 C9  ZHK 9  
ZHK C10 C10  C  0 1 Y N N 24.655 -12.375 -3.333 -5.985 -0.646 -0.389 C10 ZHK 10 
ZHK C11 C11  C  0 1 Y N N 23.587 -12.905 -2.637 -4.609 -0.743 -0.332 C11 ZHK 11 
ZHK S12 S12  S  0 1 N N N 26.459 -12.279 -5.390 -8.370 0.645  -0.086 S12 ZHK 12 
ZHK O13 O13  O  0 1 N N N 26.170 -12.488 -6.766 -8.866 -0.684 -0.017 O13 ZHK 13 
ZHK O14 O14  O  0 1 N N N 26.704 -10.997 -4.820 -8.743 1.662  0.834  O14 ZHK 14 
ZHK N15 N15  N  0 1 N N N 27.802 -13.192 -5.058 -8.759 1.212  -1.592 N15 ZHK 15 
ZHK S16 S16  S  0 1 N N N 18.848 -13.843 0.083  0.077  -2.786 0.101  S16 ZHK 16 
ZHK C17 C17  C  0 1 N N N 18.488 -12.571 -1.080 1.825  -2.623 -0.052 C17 ZHK 17 
ZHK N18 N18  N  0 1 N N N 17.639 -11.574 -0.708 2.575  -3.734 -0.294 N18 ZHK 18 
ZHK C20 C20  C  0 1 N N N 17.355 -10.565 -1.560 3.916  -3.637 -0.416 C20 ZHK 19 
ZHK O21 O21  O  0 1 N N N 16.598 -9.669  -1.222 4.594  -4.627 -0.633 O21 ZHK 20 
ZHK C22 C22  C  0 1 N N N 17.957 -10.573 -2.850 4.519  -2.360 -0.285 C22 ZHK 21 
ZHK C23 C23  C  0 1 N N N 18.820 -11.641 -3.177 3.689  -1.251 -0.035 C23 ZHK 22 
ZHK N24 N24  N  0 1 N N N 19.052 -12.593 -2.271 2.370  -1.428 0.067  N24 ZHK 23 
ZHK C25 C25  C  0 1 Y N N 19.501 -11.730 -4.490 4.273  0.100  0.108  C25 ZHK 24 
ZHK C26 C26  C  0 1 Y N N 20.865 -12.031 -4.502 5.381  0.300  0.934  C26 ZHK 25 
ZHK C27 C27  C  0 1 Y N N 21.550 -12.124 -5.692 5.922  1.562  1.065  C27 ZHK 26 
ZHK C28 C28  C  0 1 Y N N 20.883 -11.917 -6.884 5.368  2.630  0.379  C28 ZHK 27 
ZHK C29 C29  C  0 1 Y N N 19.532 -11.616 -6.886 4.268  2.438  -0.442 C29 ZHK 28 
ZHK C30 C30  C  0 1 Y N N 18.830 -11.521 -5.697 3.722  1.179  -0.585 C30 ZHK 29 
ZHK CL1 CL31 CL 0 0 N N N 18.751 -11.364 -8.415 3.580  3.783  -1.298 CL1 ZHK 30 
ZHK CL2 CL32 CL 0 0 N N N 21.734 -12.026 -8.393 6.054  4.216  0.550  CL2 ZHK 31 
ZHK C33 C33  C  0 1 N N N 17.685 -9.522  -3.784 5.938  -2.202 -0.405 C33 ZHK 32 
ZHK N34 N34  N  0 1 N N N 17.468 -8.687  -4.523 7.063  -2.077 -0.499 N34 ZHK 33 
ZHK H1  H1   H  0 1 N N N 19.824 -16.492 0.689  -0.177 -1.232 2.544  H1  ZHK 34 
ZHK H2  H2   H  0 1 N N N 21.345 -16.585 -0.263 1.302  -0.698 1.710  H2  ZHK 35 
ZHK H3  H3   H  0 1 N N N 21.181 -15.373 1.053  -0.056 0.433  1.926  H3  ZHK 36 
ZHK H4  H4   H  0 1 N N N 19.551 -15.426 -1.553 0.020  -0.435 -0.396 H4  ZHK 37 
ZHK H5  H5   H  0 1 N N N 21.523 -15.499 -2.765 -1.916 1.029  -0.007 H5  ZHK 38 
ZHK H6  H6   H  0 1 N N N 22.922 -15.547 -4.635 -3.908 2.356  0.830  H6  ZHK 39 
ZHK H7  H7   H  0 1 N N N 24.817 -14.588 -5.878 -6.361 2.518  0.722  H7  ZHK 40 
ZHK H8  H8   H  0 1 N N N 25.147 -11.487 -2.965 -6.571 -1.487 -0.730 H8  ZHK 41 
ZHK H9  H9   H  0 1 N N N 23.243 -12.426 -1.732 -4.118 -1.657 -0.632 H9  ZHK 42 
ZHK H10 H10  H  0 1 N N N 28.051 -13.082 -4.096 -9.245 2.047  -1.686 H10 ZHK 43 
ZHK H11 H11  H  0 1 N N N 27.604 -14.155 -5.243 -8.501 0.710  -2.381 H11 ZHK 44 
ZHK H19 H19  H  0 1 N N N 17.223 -11.589 0.201  2.144  -4.598 -0.380 H19 ZHK 45 
ZHK H12 H12  H  0 1 N N N 21.386 -12.192 -3.570 5.814  -0.532 1.470  H12 ZHK 46 
ZHK H13 H13  H  0 1 N N N 22.604 -12.358 -5.694 6.779  1.717  1.703  H13 ZHK 47 
ZHK H14 H14  H  0 1 N N N 17.775 -11.288 -5.702 2.865  1.029  -1.225 H14 ZHK 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 
ZHK CL1 C29 SING N N 1  
ZHK CL2 C28 SING N N 2  
ZHK C29 C28 DOUB Y N 3  
ZHK C29 C30 SING Y N 4  
ZHK C28 C27 SING Y N 5  
ZHK O13 S12 DOUB N N 6  
ZHK C30 C25 DOUB Y N 7  
ZHK C27 C26 DOUB Y N 8  
ZHK S12 N15 SING N N 9  
ZHK S12 O14 DOUB N N 10 
ZHK S12 C9  SING N N 11 
ZHK C8  C9  DOUB Y N 12 
ZHK C8  C7  SING Y N 13 
ZHK N34 C33 TRIP N N 14 
ZHK C26 C25 SING Y N 15 
ZHK C9  C10 SING Y N 16 
ZHK C25 C23 SING N N 17 
ZHK C7  C6  DOUB Y N 18 
ZHK C33 C22 SING N N 19 
ZHK C10 C11 DOUB Y N 20 
ZHK C23 C22 DOUB N N 21 
ZHK C23 N24 SING N N 22 
ZHK C6  C11 SING Y N 23 
ZHK C6  N5  SING N N 24 
ZHK C22 C20 SING N N 25 
ZHK N5  C3  SING N N 26 
ZHK N24 C17 DOUB N N 27 
ZHK C20 O21 DOUB N N 28 
ZHK C20 N18 SING N N 29 
ZHK C3  O4  DOUB N N 30 
ZHK C3  C2  SING N N 31 
ZHK C17 N18 SING N N 32 
ZHK C17 S16 SING N N 33 
ZHK C2  S16 SING N N 34 
ZHK C2  C1  SING N N 35 
ZHK C1  H1  SING N N 36 
ZHK C1  H2  SING N N 37 
ZHK C1  H3  SING N N 38 
ZHK C2  H4  SING N N 39 
ZHK N5  H5  SING N N 40 
ZHK C7  H6  SING N N 41 
ZHK C8  H7  SING N N 42 
ZHK C10 H8  SING N N 43 
ZHK C11 H9  SING N N 44 
ZHK N15 H10 SING N N 45 
ZHK N15 H11 SING N N 46 
ZHK N18 H19 SING N N 47 
ZHK C26 H12 SING N N 48 
ZHK C27 H13 SING N N 49 
ZHK C30 H14 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 
ZHK SMILES           ACDLabs              12.01 "N#CC2=C(N=C(SC(C(=O)Nc1ccc(cc1)S(=O)(=O)N)C)NC2=O)c3ccc(Cl)c(Cl)c3"                                                                                                                      
ZHK InChI            InChI                1.03  "InChI=1S/C20H15Cl2N5O4S2/c1-10(18(28)25-12-3-5-13(6-4-12)33(24,30)31)32-20-26-17(14(9-23)19(29)27-20)11-2-7-15(21)16(22)8-11/h2-8,10H,1H3,(H,25,28)(H2,24,30,31)(H,26,27,29)/t10-/m1/s1" 
ZHK InChIKey         InChI                1.03  YDJOCTZRWDYNJT-SNVBAGLBSA-N                                                                                                                                                               
ZHK SMILES_CANONICAL CACTVS               3.385 "C[C@@H](SC1=NC(=C(C#N)C(=O)N1)c2ccc(Cl)c(Cl)c2)C(=O)Nc3ccc(cc3)[S](N)(=O)=O"                                                                                                             
ZHK SMILES           CACTVS               3.385 "C[CH](SC1=NC(=C(C#N)C(=O)N1)c2ccc(Cl)c(Cl)c2)C(=O)Nc3ccc(cc3)[S](N)(=O)=O"                                                                                                               
ZHK SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@H](C(=O)Nc1ccc(cc1)S(=O)(=O)N)SC2=NC(=C(C(=O)N2)C#N)c3ccc(c(c3)Cl)Cl"                                                                                                                
ZHK SMILES           "OpenEye OEToolkits" 1.7.6 "CC(C(=O)Nc1ccc(cc1)S(=O)(=O)N)SC2=NC(=C(C(=O)N2)C#N)c3ccc(c(c3)Cl)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 
ZHK "SYSTEMATIC NAME" ACDLabs              12.01 "(2R)-2-{[5-cyano-4-(3,4-dichlorophenyl)-6-oxo-1,6-dihydropyrimidin-2-yl]sulfanyl}-N-(4-sulfamoylphenyl)propanamide"   
ZHK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2R)-2-[[5-cyano-4-(3,4-dichlorophenyl)-6-oxidanylidene-1H-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 
ZHK "Create component"   2013-04-05 RCSB 
ZHK "Initial release"    2013-05-22 RCSB 
ZHK "Other modification" 2013-05-23 RCSB 
ZHK "Other modification" 2014-05-29 RCSB 
# 
