data_KU9 # _chem_comp.id KU9 _chem_comp.name "2-[(2S)-1-{[(2-chlorophenyl)sulfanyl]acetyl}pyrrolidin-2-yl]-N-(2,3-dihydro-1H-inden-2-yl)-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 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-06-27 _chem_comp.pdbx_modified_date 2017-12-29 _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 525.019 _chem_comp.one_letter_code ? _chem_comp.three_letter_code KU9 _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 5WAP _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 KU9 C1 C1 C 0 1 N N N -60.919 356.279 694.333 -5.512 0.982 -0.501 C1 KU9 1 KU9 C10 C2 C 0 1 Y N N -58.350 358.010 686.244 5.064 3.018 1.089 C10 KU9 2 KU9 C11 C3 C 0 1 Y N N -57.636 358.709 687.202 3.990 2.438 1.736 C11 KU9 3 KU9 C12 C4 C 0 1 Y N N -58.331 359.486 688.117 2.728 2.483 1.168 C12 KU9 4 KU9 C13 C5 C 0 1 N N N -57.817 360.338 689.248 1.408 1.933 1.666 C13 KU9 5 KU9 C14 C6 C 0 1 N N N -58.931 355.789 693.084 -3.963 -0.759 -0.245 C14 KU9 6 KU9 C15 C7 C 0 1 N N S -57.772 354.876 692.746 -3.680 -2.239 -0.244 C15 KU9 7 KU9 C16 C8 C 0 1 N N N -56.784 355.374 690.519 -1.189 -2.045 -0.458 C16 KU9 8 KU9 C17 C9 C 0 1 N N N -57.379 354.116 689.919 0.177 -2.370 0.090 C17 KU9 9 KU9 C18 C10 C 0 1 Y N N -60.165 353.878 690.201 2.950 -2.123 -0.196 C18 KU9 10 KU9 C19 C11 C 0 1 Y N N -60.088 352.616 690.790 2.916 -2.883 0.966 C19 KU9 11 KU9 C2 C12 C 0 1 N N N -60.976 357.492 693.650 -4.420 1.924 -0.222 C2 KU9 12 KU9 C20 C13 C 0 1 Y N N -61.046 352.222 691.706 4.096 -3.260 1.578 C20 KU9 13 KU9 C21 C14 C 0 1 Y N N -62.076 353.072 692.040 5.310 -2.881 1.035 C21 KU9 14 KU9 C22 C15 C 0 1 Y N N -62.165 354.323 691.468 5.349 -2.124 -0.122 C22 KU9 15 KU9 C23 C16 C 0 1 Y N N -61.211 354.720 690.552 4.172 -1.744 -0.739 C23 KU9 16 KU9 C24 C17 C 0 1 N N N -55.784 356.265 692.622 -2.309 -3.284 1.417 C24 KU9 17 KU9 C25 C18 C 0 1 N N N -56.166 355.992 694.064 -3.669 -4.026 1.390 C25 KU9 18 KU9 C26 C19 C 0 1 N N N -56.866 354.644 693.963 -4.599 -2.949 0.772 C26 KU9 19 KU9 C3 C20 C 0 1 N N N -60.021 357.795 692.725 -3.162 1.397 0.026 C3 KU9 20 KU9 C4 C21 C 0 1 N N N -60.058 359.098 691.977 -2.021 2.295 0.315 C4 KU9 21 KU9 C5 C22 C 0 1 N N N -59.044 360.429 690.177 0.329 2.666 0.841 C5 KU9 22 KU9 C6 C23 C 0 1 N N N -60.210 360.466 689.168 1.087 3.022 -0.455 C6 KU9 23 KU9 C7 C24 C 0 1 Y N N -59.717 359.556 688.075 2.543 3.109 -0.051 C7 KU9 24 KU9 C8 C25 C 0 1 Y N N -60.427 358.860 687.107 3.621 3.688 -0.698 C8 KU9 25 KU9 C9 C26 C 0 1 Y N N -59.729 358.084 686.198 4.879 3.648 -0.127 C9 KU9 26 KU9 N1 N1 N 0 1 N N N -59.122 359.253 691.024 -0.801 1.777 0.555 N1 KU9 27 KU9 N2 N2 N 0 1 N N N -59.009 356.959 692.445 -2.987 0.064 0.004 N2 KU9 28 KU9 N3 N3 N 0 1 N N N -56.794 355.521 691.854 -2.293 -2.483 0.179 N3 KU9 29 KU9 N4 N4 N 0 1 N N N -59.868 355.442 694.020 -5.227 -0.338 -0.493 N4 KU9 30 KU9 O1 O1 O 0 1 N N N -61.750 355.928 695.184 -6.641 1.380 -0.728 O1 KU9 31 KU9 O2 O2 O 0 1 N N N -62.003 358.298 693.957 -4.635 3.263 -0.208 O2 KU9 32 KU9 O3 O3 O 0 1 N N N -60.889 359.967 692.235 -2.185 3.499 0.334 O3 KU9 33 KU9 O4 O4 O 0 1 N N N -56.314 356.245 689.793 -1.294 -1.390 -1.474 O4 KU9 34 KU9 S1 S1 S 0 1 N N N -58.939 354.381 689.033 1.447 -1.646 -0.984 S1 KU9 35 KU9 CL1 CL1 CL 0 0 N N N -61.344 356.295 689.845 4.221 -0.794 -2.192 CL1 KU9 36 KU9 H1 H1 H 0 1 N N N -57.824 357.400 685.525 6.047 2.981 1.535 H1 KU9 37 KU9 H2 H2 H 0 1 N N N -56.558 358.651 687.236 4.135 1.949 2.688 H2 KU9 38 KU9 H3 H3 H 0 1 N N N -56.968 359.856 689.755 1.355 0.859 1.489 H3 KU9 39 KU9 H4 H4 H 0 1 N N N -57.514 361.333 688.891 1.285 2.149 2.727 H4 KU9 40 KU9 H5 H5 H 0 1 N N N -58.128 353.919 692.336 -3.843 -2.649 -1.241 H5 KU9 41 KU9 H6 H6 H 0 1 N N N -57.562 353.399 690.733 0.272 -1.958 1.095 H6 KU9 42 KU9 H7 H7 H 0 1 N N N -56.649 353.692 689.214 0.306 -3.452 0.127 H7 KU9 43 KU9 H8 H8 H 0 1 N N N -59.281 351.947 690.531 1.969 -3.179 1.391 H8 KU9 44 KU9 H9 H9 H 0 1 N N N -60.986 351.244 692.161 4.070 -3.851 2.481 H9 KU9 45 KU9 H10 H10 H 0 1 N N N -62.820 352.756 692.756 6.231 -3.177 1.516 H10 KU9 46 KU9 H11 H11 H 0 1 N N N -62.974 354.987 691.734 6.299 -1.829 -0.542 H11 KU9 47 KU9 H12 H12 H 0 1 N N N -54.772 355.892 692.406 -2.248 -2.634 2.290 H12 KU9 48 KU9 H13 H13 H 0 1 N N N -55.834 357.341 692.399 -1.487 -3.999 1.419 H13 KU9 49 KU9 H14 H14 H 0 1 N N N -55.276 355.932 694.708 -3.619 -4.910 0.756 H14 KU9 50 KU9 H15 H15 H 0 1 N N N -56.846 356.766 694.450 -3.990 -4.288 2.398 H15 KU9 51 KU9 H16 H16 H 0 1 N N N -57.452 354.424 694.867 -4.942 -2.251 1.536 H16 KU9 52 KU9 H17 H17 H 0 1 N N N -56.149 353.829 693.784 -5.445 -3.415 0.266 H17 KU9 53 KU9 H18 H18 H 0 1 N N N -59.014 361.357 690.766 -0.009 3.565 1.356 H18 KU9 54 KU9 H19 H19 H 0 1 N N N -60.379 361.486 688.792 0.948 2.241 -1.202 H19 KU9 55 KU9 H20 H20 H 0 1 N N N -61.138 360.083 689.617 0.743 3.981 -0.843 H20 KU9 56 KU9 H21 H21 H 0 1 N N N -61.504 358.923 687.064 3.478 4.177 -1.650 H21 KU9 57 KU9 H22 H22 H 0 1 N N N -60.268 357.530 685.444 5.717 4.102 -0.634 H22 KU9 58 KU9 H23 H23 H 0 1 N N N -58.449 358.525 690.893 -0.670 0.816 0.540 H23 KU9 59 KU9 H24 H24 H 0 1 N N N -59.789 354.562 694.488 -5.926 -0.986 -0.674 H24 KU9 60 KU9 H25 H25 H 0 1 N N N -61.931 359.106 693.463 -5.549 3.516 -0.395 H25 KU9 61 # 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 KU9 C9 C10 DOUB Y N 1 KU9 C9 C8 SING Y N 2 KU9 C10 C11 SING Y N 3 KU9 C8 C7 DOUB Y N 4 KU9 C11 C12 DOUB Y N 5 KU9 C7 C12 SING Y N 6 KU9 C7 C6 SING N N 7 KU9 C12 C13 SING N N 8 KU9 S1 C17 SING N N 9 KU9 S1 C18 SING N N 10 KU9 C6 C5 SING N N 11 KU9 C13 C5 SING N N 12 KU9 O4 C16 DOUB N N 13 KU9 CL1 C23 SING N N 14 KU9 C17 C16 SING N N 15 KU9 C5 N1 SING N N 16 KU9 C18 C23 DOUB Y N 17 KU9 C18 C19 SING Y N 18 KU9 C16 N3 SING N N 19 KU9 C23 C22 SING Y N 20 KU9 C19 C20 DOUB Y N 21 KU9 N1 C4 SING N N 22 KU9 C22 C21 DOUB Y N 23 KU9 C20 C21 SING Y N 24 KU9 N3 C24 SING N N 25 KU9 N3 C15 SING N N 26 KU9 C4 O3 DOUB N N 27 KU9 C4 C3 SING N N 28 KU9 N2 C3 SING N N 29 KU9 N2 C14 DOUB N N 30 KU9 C24 C25 SING N N 31 KU9 C3 C2 DOUB N N 32 KU9 C15 C14 SING N N 33 KU9 C15 C26 SING N N 34 KU9 C14 N4 SING N N 35 KU9 C2 O2 SING N N 36 KU9 C2 C1 SING N N 37 KU9 C26 C25 SING N N 38 KU9 N4 C1 SING N N 39 KU9 C1 O1 DOUB N N 40 KU9 C10 H1 SING N N 41 KU9 C11 H2 SING N N 42 KU9 C13 H3 SING N N 43 KU9 C13 H4 SING N N 44 KU9 C15 H5 SING N N 45 KU9 C17 H6 SING N N 46 KU9 C17 H7 SING N N 47 KU9 C19 H8 SING N N 48 KU9 C20 H9 SING N N 49 KU9 C21 H10 SING N N 50 KU9 C22 H11 SING N N 51 KU9 C24 H12 SING N N 52 KU9 C24 H13 SING N N 53 KU9 C25 H14 SING N N 54 KU9 C25 H15 SING N N 55 KU9 C26 H16 SING N N 56 KU9 C26 H17 SING N N 57 KU9 C5 H18 SING N N 58 KU9 C6 H19 SING N N 59 KU9 C6 H20 SING N N 60 KU9 C8 H21 SING N N 61 KU9 C9 H22 SING N N 62 KU9 N1 H23 SING N N 63 KU9 N4 H24 SING N N 64 KU9 O2 H25 SING N N 65 # 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 KU9 SMILES ACDLabs 12.01 "C3(=O)C(O)=C(C(=O)NC2Cc1ccccc1C2)N=C(N3)C4CCCN4C(CSc5c(cccc5)Cl)=O" KU9 InChI InChI 1.03 "InChI=1S/C26H25ClN4O4S/c27-18-8-3-4-10-20(18)36-14-21(32)31-11-5-9-19(31)24-29-22(23(33)26(35)30-24)25(34)28-17-12-15-6-1-2-7-16(15)13-17/h1-4,6-8,10,17,19,33H,5,9,11-14H2,(H,28,34)(H,29,30,35)/t19-/m0/s1" KU9 InChIKey InChI 1.03 UWHPAPZFSVMNKS-IBGZPJMESA-N KU9 SMILES_CANONICAL CACTVS 3.385 "OC1=C(N=C(NC1=O)[C@@H]2CCCN2C(=O)CSc3ccccc3Cl)C(=O)NC4Cc5ccccc5C4" KU9 SMILES CACTVS 3.385 "OC1=C(N=C(NC1=O)[CH]2CCCN2C(=O)CSc3ccccc3Cl)C(=O)NC4Cc5ccccc5C4" KU9 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1ccc2c(c1)CC(C2)NC(=O)C3=C(C(=O)NC(=N3)[C@@H]4CCCN4C(=O)CSc5ccccc5Cl)O" KU9 SMILES "OpenEye OEToolkits" 2.0.6 "c1ccc2c(c1)CC(C2)NC(=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 KU9 "SYSTEMATIC NAME" ACDLabs 12.01 "2-[(2S)-1-{[(2-chlorophenyl)sulfanyl]acetyl}pyrrolidin-2-yl]-N-(2,3-dihydro-1H-inden-2-yl)-5-hydroxy-6-oxo-1,6-dihydropyrimidine-4-carboxamide" KU9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "2-[(2~{S})-1-[2-(2-chlorophenyl)sulfanylethanoyl]pyrrolidin-2-yl]-~{N}-(2,3-dihydro-1~{H}-inden-2-yl)-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 KU9 "Create component" 2017-06-27 RCSB KU9 "Initial release" 2018-01-03 RCSB #