data_8KU # _chem_comp.id 8KU _chem_comp.name "2-[(2S)-1-{[(2-chlorophenyl)sulfanyl]acetyl}pyrrolidin-2-yl]-N-{[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl}-5-hydroxy-6-oxo-1,6-dihydropyrimidine-4-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H25 Cl N4 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms SRI-30027 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-07-11 _chem_comp.pdbx_modified_date 2021-03-01 _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 541.018 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8KU _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 5WDW _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 8KU C1 C1 C 0 1 N N N 29.835 447.410 697.657 -0.141 3.736 1.346 C1 8KU 1 8KU C10 C2 C 0 1 Y N N 31.564 448.761 689.271 8.870 -3.115 -1.373 C10 8KU 2 8KU C11 C3 C 0 1 Y N N 30.712 449.478 690.100 8.094 -3.299 -0.242 C11 8KU 3 8KU C12 C4 C 0 1 Y N N 31.279 450.222 691.125 7.035 -2.456 0.011 C12 8KU 4 8KU C13 C5 C 0 1 N N N 30.662 451.096 692.184 6.012 -2.412 1.130 C13 8KU 5 8KU C14 C6 C 0 1 N N N 31.933 447.101 696.535 0.057 2.327 -0.518 C14 8KU 6 8KU C15 C7 C 0 1 N N S 33.144 446.246 696.224 -0.433 1.926 -1.885 C15 8KU 7 8KU C16 C8 C 0 1 N N N 33.761 446.391 693.783 -2.272 0.418 -1.089 C16 8KU 8 8KU C17 C9 C 0 1 N N N 32.412 446.667 693.151 -3.716 -0.004 -1.184 C17 8KU 9 8KU C18 C10 C 0 1 Y N N 30.453 444.634 693.687 -5.771 -1.598 -0.151 C18 8KU 10 8KU C19 C11 C 0 1 Y N N 30.548 443.308 694.115 -6.497 -0.904 -1.110 C19 8KU 11 8KU C2 C12 C 0 1 N N N 29.805 448.692 697.116 0.975 3.002 1.954 C2 8KU 12 8KU C20 C13 C 0 1 Y N N 29.687 442.829 695.085 -7.858 -1.110 -1.226 C20 8KU 13 8KU C21 C14 C 0 1 Y N N 28.728 443.653 695.631 -8.498 -2.004 -0.389 C21 8KU 14 8KU C22 C15 C 0 1 Y N N 28.617 444.962 695.218 -7.779 -2.697 0.569 C22 8KU 15 8KU C23 C16 C 0 1 Y N N 29.472 445.448 694.248 -6.417 -2.497 0.690 C23 8KU 16 8KU C24 C17 C 0 1 N N N 35.094 447.472 695.575 -2.665 2.362 -2.629 C24 8KU 17 8KU C25 C18 C 0 1 N N N 35.507 446.600 696.726 -1.692 2.961 -3.675 C25 8KU 18 8KU C26 C19 C 0 1 N N N 34.168 446.274 697.380 -0.402 3.143 -2.832 C26 8KU 19 8KU C3 C20 C 0 1 N N N 30.833 449.119 696.325 1.536 1.964 1.227 C3 8KU 20 8KU C4 C21 C 0 1 N N N 30.810 450.502 695.733 2.664 1.185 1.787 C4 8KU 21 8KU C5 C22 C 0 1 N N N 31.922 452.064 694.219 4.317 -0.598 1.622 C5 8KU 22 8KU C6 C23 C 0 1 N N S 31.892 451.838 692.720 4.927 -1.485 0.535 C6 8KU 23 8KU C7 C24 C 0 1 Y N N 32.653 450.242 691.289 6.736 -1.411 -0.855 C7 8KU 24 8KU C8 C25 C 0 1 Y N N 33.515 449.525 690.483 7.519 -1.235 -1.992 C8 8KU 25 8KU C9 C26 C 0 1 Y N N 32.939 448.788 689.464 8.577 -2.083 -2.246 C9 8KU 26 8KU N1 N1 N 0 1 N N N 31.849 450.816 694.963 3.274 0.247 1.035 N1 8KU 27 8KU N2 N2 N 0 1 N N N 31.890 448.342 696.043 1.047 1.669 0.009 N2 8KU 28 8KU N3 N3 N 0 1 N N N 33.957 446.697 695.079 -1.829 1.472 -1.803 N3 8KU 29 8KU N4 N4 N 0 1 N N N 30.931 446.633 697.347 -0.558 3.353 0.119 N4 8KU 30 8KU O1 O1 O 0 1 N N N 28.940 446.951 698.382 -0.679 4.660 1.932 O1 8KU 31 8KU O2 O2 O 0 1 N N N 28.737 449.440 697.420 1.442 3.329 3.185 O2 8KU 32 8KU O3 O3 O 0 1 N N N 33.049 451.009 692.344 5.667 -0.695 -0.411 O3 8KU 33 8KU O4 O4 O 0 1 N N N 29.870 451.269 695.935 3.041 1.392 2.924 O4 8KU 34 8KU O5 O5 O 0 1 N N N 34.664 445.891 693.117 -1.508 -0.191 -0.370 O5 8KU 35 8KU S1 S1 S 0 1 N N N 31.560 445.227 692.442 -4.033 -1.344 -0.004 S1 8KU 36 8KU CL1 CL1 CL 0 0 N N N 29.296 447.098 693.753 -5.515 -3.367 1.891 CL1 8KU 37 8KU H1 H1 H 0 1 N N N 31.151 448.174 688.464 9.703 -3.772 -1.571 H1 8KU 38 8KU H2 H2 H 0 1 N N N 29.642 449.457 689.952 8.319 -4.104 0.442 H2 8KU 39 8KU H3 H3 H 0 1 N N N 29.928 451.793 691.753 5.610 -3.406 1.328 H3 8KU 40 8KU H4 H4 H 0 1 N N N 30.180 450.496 692.970 6.442 -1.980 2.033 H4 8KU 41 8KU H5 H5 H 0 1 N N N 32.821 445.207 696.063 0.195 1.129 -2.284 H5 8KU 42 8KU H6 H6 H 0 1 N N N 32.561 447.401 692.346 -4.358 0.845 -0.951 H6 8KU 43 8KU H7 H7 H 0 1 N N N 31.759 447.098 693.924 -3.926 -0.352 -2.195 H7 8KU 44 8KU H8 H8 H 0 1 N N N 31.295 442.656 693.688 -5.998 -0.205 -1.765 H8 8KU 45 8KU H9 H9 H 0 1 N N N 29.767 441.804 695.416 -8.423 -0.571 -1.972 H9 8KU 46 8KU H10 H10 H 0 1 N N N 28.059 443.270 696.388 -9.562 -2.163 -0.482 H10 8KU 47 8KU H11 H11 H 0 1 N N N 27.865 445.606 695.650 -8.282 -3.394 1.222 H11 8KU 48 8KU H12 H12 H 0 1 N N N 35.890 447.560 694.821 -3.097 3.153 -2.016 H12 8KU 49 8KU H13 H13 H 0 1 N N N 34.792 448.476 695.909 -3.452 1.794 -3.125 H13 8KU 50 8KU H14 H14 H 0 1 N N N 36.012 445.688 696.374 -1.526 2.265 -4.498 H14 8KU 51 8KU H15 H15 H 0 1 N N N 36.168 447.141 697.419 -2.056 3.920 -4.044 H15 8KU 52 8KU H16 H16 H 0 1 N N N 33.899 447.048 698.114 -0.440 4.074 -2.266 H16 8KU 53 8KU H17 H17 H 0 1 N N N 34.212 445.295 697.879 0.482 3.114 -3.469 H17 8KU 54 8KU H18 H18 H 0 1 N N N 32.858 452.579 694.481 3.881 -1.224 2.401 H18 8KU 55 8KU H19 H19 H 0 1 N N N 31.066 452.695 694.500 5.094 0.032 2.055 H19 8KU 56 8KU H20 H20 H 0 1 N N N 31.961 452.812 692.214 4.153 -2.067 0.035 H20 8KU 57 8KU H21 H21 H 0 1 N N N 34.583 449.539 690.640 7.297 -0.431 -2.679 H21 8KU 58 8KU H22 H22 H 0 1 N N N 33.575 448.219 688.802 9.180 -1.941 -3.130 H22 8KU 59 8KU H23 H23 H 0 1 N N N 32.609 450.169 694.893 3.022 0.132 0.106 H23 8KU 60 8KU H24 H24 H 0 1 N N N 30.997 445.708 697.722 -1.293 3.818 -0.310 H24 8KU 61 8KU H25 H25 H 0 1 N N N 28.813 450.288 696.999 0.977 4.068 3.599 H25 8KU 62 # # 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 8KU C10 C9 DOUB Y N 1 8KU C10 C11 SING Y N 2 8KU C9 C8 SING Y N 3 8KU C11 C12 DOUB Y N 4 8KU C8 C7 DOUB Y N 5 8KU C12 C7 SING Y N 6 8KU C12 C13 SING N N 7 8KU C7 O3 SING N N 8 8KU C13 C6 SING N N 9 8KU O3 C6 SING N N 10 8KU S1 C17 SING N N 11 8KU S1 C18 SING N N 12 8KU C6 C5 SING N N 13 8KU O5 C16 DOUB N N 14 8KU C17 C16 SING N N 15 8KU C18 C19 DOUB Y N 16 8KU C18 C23 SING Y N 17 8KU CL1 C23 SING N N 18 8KU C16 N3 SING N N 19 8KU C19 C20 SING Y N 20 8KU C5 N1 SING N N 21 8KU C23 C22 DOUB Y N 22 8KU N1 C4 SING N N 23 8KU N3 C24 SING N N 24 8KU N3 C15 SING N N 25 8KU C20 C21 DOUB Y N 26 8KU C22 C21 SING Y N 27 8KU C24 C25 SING N N 28 8KU C4 O4 DOUB N N 29 8KU C4 C3 SING N N 30 8KU N2 C3 SING N N 31 8KU N2 C14 DOUB N N 32 8KU C15 C14 SING N N 33 8KU C15 C26 SING N N 34 8KU C3 C2 DOUB N N 35 8KU C14 N4 SING N N 36 8KU C25 C26 SING N N 37 8KU C2 O2 SING N N 38 8KU C2 C1 SING N N 39 8KU N4 C1 SING N N 40 8KU C1 O1 DOUB N N 41 8KU C10 H1 SING N N 42 8KU C11 H2 SING N N 43 8KU C13 H3 SING N N 44 8KU C13 H4 SING N N 45 8KU C15 H5 SING N N 46 8KU C17 H6 SING N N 47 8KU C17 H7 SING N N 48 8KU C19 H8 SING N N 49 8KU C20 H9 SING N N 50 8KU C21 H10 SING N N 51 8KU C22 H11 SING N N 52 8KU C24 H12 SING N N 53 8KU C24 H13 SING N N 54 8KU C25 H14 SING N N 55 8KU C25 H15 SING N N 56 8KU C26 H16 SING N N 57 8KU C26 H17 SING N N 58 8KU C5 H18 SING N N 59 8KU C5 H19 SING N N 60 8KU C6 H20 SING N N 61 8KU C8 H21 SING N N 62 8KU C9 H22 SING N N 63 8KU N1 H23 SING N N 64 8KU N4 H24 SING N N 65 8KU O2 H25 SING N N 66 # # 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 8KU SMILES ACDLabs 12.01 "C3(=O)C(O)=C(C(=O)NCC2Cc1ccccc1O2)N=C(N3)C4CCCN4C(CSc5ccccc5Cl)=O" 8KU InChI InChI 1.03 "InChI=1S/C26H25ClN4O5S/c27-17-7-2-4-10-20(17)37-14-21(32)31-11-5-8-18(31)24-29-22(23(33)26(35)30-24)25(34)28-13-16-12-15-6-1-3-9-19(15)36-16/h1-4,6-7,9-10,16,18,33H,5,8,11-14H2,(H,28,34)(H,29,30,35)/t16-,18-/m0/s1" 8KU InChIKey InChI 1.03 DAFZALMPATYNDF-WMZOPIPTSA-N 8KU SMILES_CANONICAL CACTVS 3.385 "OC1=C(N=C(NC1=O)[C@@H]2CCCN2C(=O)CSc3ccccc3Cl)C(=O)NC[C@@H]4Cc5ccccc5O4" 8KU SMILES CACTVS 3.385 "OC1=C(N=C(NC1=O)[CH]2CCCN2C(=O)CSc3ccccc3Cl)C(=O)NC[CH]4Cc5ccccc5O4" 8KU SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1ccc2c(c1)C[C@H](O2)CNC(=O)C3=C(C(=O)NC(=N3)[C@@H]4CCCN4C(=O)CSc5ccccc5Cl)O" 8KU SMILES "OpenEye OEToolkits" 2.0.6 "c1ccc2c(c1)CC(O2)CNC(=O)C3=C(C(=O)NC(=N3)C4CCCN4C(=O)CSc5ccccc5Cl)O" # # 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 8KU "SYSTEMATIC NAME" ACDLabs 12.01 "2-[(2S)-1-{[(2-chlorophenyl)sulfanyl]acetyl}pyrrolidin-2-yl]-N-{[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl}-5-hydroxy-6-oxo-1,6-dihydropyrimidine-4-carboxamide" 8KU "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "2-[(2~{S})-1-[2-(2-chlorophenyl)sulfanylethanoyl]pyrrolidin-2-yl]-~{N}-[[(2~{S})-2,3-dihydro-1-benzofuran-2-yl]methyl]-5-oxidanyl-6-oxidanylidene-1~{H}-pyrimidine-4-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 8KU "Create component" 2017-07-11 RCSB 8KU "Initial release" 2018-01-03 RCSB 8KU "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 8KU _pdbx_chem_comp_synonyms.name SRI-30027 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##