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 #