data_KR1 # _chem_comp.id KR1 _chem_comp.name "3-({3-[(2-amino-6-fluoropyridin-4-yl)methyl]-5-(1-methylethyl)-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl}carbonyl)-5-methylbenzonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H20 F N5 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-01-13 _chem_comp.pdbx_modified_date 2011-06-04 _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 421.424 _chem_comp.one_letter_code ? _chem_comp.three_letter_code KR1 _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 3LAK _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 KR1 C1 C1 C 0 1 N N N 9.777 10.611 22.432 -2.241 -1.897 -2.617 C1 KR1 1 KR1 F1 F1 F 0 1 N N N 4.640 7.066 17.535 5.320 -1.086 -1.205 F1 KR1 2 KR1 N1 N1 N 0 1 N N N 9.762 9.952 23.444 -2.219 -1.953 -3.751 N1 KR1 3 KR1 O1 O1 O 0 1 N N N 8.966 9.940 17.350 -0.878 0.350 2.791 O1 KR1 4 KR1 C2 C2 C 0 1 Y N N 10.062 12.889 21.384 -2.962 -2.792 -0.451 C2 KR1 5 KR1 N2 N2 N 0 1 N N N 8.631 13.237 13.825 0.967 3.467 -0.594 N2 KR1 6 KR1 O2 O2 O 0 1 N N N 10.886 13.675 13.463 -1.004 4.093 -1.426 O2 KR1 7 KR1 C3 C3 C 0 1 Y N N 9.776 11.460 21.244 -2.268 -1.827 -1.187 C3 KR1 8 KR1 N3 N3 N 0 1 N N N 7.776 12.052 15.735 1.069 1.643 0.881 N3 KR1 9 KR1 O3 O3 O 0 1 N N N 6.343 12.839 14.104 2.870 2.769 0.283 O3 KR1 10 KR1 C4 C4 C 0 1 Y N N 9.491 10.899 19.971 -1.603 -0.796 -0.526 C4 KR1 11 KR1 N4 N4 N 0 1 N N N 6.393 7.635 13.142 1.670 -3.779 -0.156 N4 KR1 12 KR1 C5 C5 C 0 1 Y N N 9.497 11.786 18.820 -1.635 -0.736 0.868 C5 KR1 13 KR1 N5 N5 N 0 1 Y N N 5.563 7.484 15.349 3.485 -2.375 -0.650 N5 KR1 14 KR1 C6 C6 C 0 1 Y N N 9.783 13.225 18.985 -2.333 -1.708 1.591 C6 KR1 15 KR1 C7 C7 C 0 1 Y N N 10.068 13.754 20.251 -2.994 -2.723 0.928 C7 KR1 16 KR1 C8 C8 C 0 1 N N N 9.202 11.200 17.489 -0.932 0.352 1.578 C8 KR1 17 KR1 C9 C9 C 0 1 N N N 9.153 11.921 16.222 -0.294 1.446 0.810 C9 KR1 18 KR1 C10 C10 C 0 1 N N N 10.381 15.282 20.389 -3.744 -3.767 1.714 C10 KR1 19 KR1 C11 C11 C 0 1 N N N 10.278 12.431 15.529 -1.046 2.266 0.028 C11 KR1 20 KR1 C12 C12 C 0 1 N N N 9.993 13.146 14.231 -0.370 3.336 -0.714 C12 KR1 21 KR1 C13 C13 C 0 1 N N N 7.533 12.727 14.523 1.666 2.630 0.193 C13 KR1 22 KR1 C14 C14 C 0 1 N N N 11.750 12.323 15.989 -2.538 2.079 -0.075 C14 KR1 23 KR1 C15 C15 C 0 1 N N N 12.653 11.579 14.909 -3.246 3.334 0.441 C15 KR1 24 KR1 C16 C16 C 0 1 N N N 12.327 13.700 16.291 -2.923 1.840 -1.536 C16 KR1 25 KR1 C17 C17 C 0 1 N N N 6.526 11.541 16.384 1.880 0.760 1.724 C17 KR1 26 KR1 C18 C18 C 0 1 Y N N 6.186 10.089 16.016 2.448 -0.354 0.882 C18 KR1 27 KR1 C19 C19 C 0 1 Y N N 6.496 9.554 14.654 1.779 -1.559 0.760 C19 KR1 28 KR1 C20 C20 C 0 1 Y N N 6.155 8.221 14.377 2.333 -2.564 -0.025 C20 KR1 29 KR1 C21 C21 C 0 1 Y N N 5.256 7.928 16.625 4.147 -1.235 -0.551 C21 KR1 30 KR1 C22 C22 C 0 1 Y N N 5.547 9.230 17.010 3.653 -0.193 0.214 C22 KR1 31 KR1 H2 H2 H 0 1 N N N 10.272 13.295 22.363 -3.478 -3.591 -0.962 H2 KR1 32 KR1 HN2 HN2 H 0 1 N N N 8.444 13.708 12.963 1.429 4.168 -1.081 HN2 KR1 33 KR1 H4 H4 H 0 1 N N N 9.277 9.846 19.862 -1.065 -0.048 -1.089 H4 KR1 34 KR1 HN4 HN4 H 0 1 N N N 6.069 6.689 13.154 2.052 -4.483 -0.703 HN4 KR1 35 KR1 HN4A HN4A H 0 0 N N N 5.907 8.145 12.432 0.826 -3.922 0.299 HN4A KR1 36 KR1 H6 H6 H 0 1 N N N 9.772 13.875 18.123 -2.358 -1.663 2.670 H6 KR1 37 KR1 H10 H10 H 0 1 N N N 11.463 15.447 20.277 -4.773 -3.440 1.863 H10 KR1 38 KR1 H10A H10A H 0 0 N N N 9.843 15.838 19.608 -3.739 -4.709 1.165 H10A KR1 39 KR1 H10B H10B H 0 0 N N N 10.057 15.634 21.379 -3.264 -3.908 2.682 H10B KR1 40 KR1 H14 H14 H 0 1 N N N 11.757 11.723 16.911 -2.839 1.220 0.525 H14 KR1 41 KR1 H15 H15 H 0 1 N N N 13.690 11.523 15.273 -3.018 4.175 -0.215 H15 KR1 42 KR1 H15A H15A H 0 0 N N N 12.266 10.562 14.746 -4.322 3.165 0.454 H15A KR1 43 KR1 H15B H15B H 0 0 N N N 12.627 12.138 13.962 -2.900 3.558 1.450 H15B KR1 44 KR1 H16 H16 H 0 1 N N N 13.373 13.597 16.616 -2.580 2.678 -2.144 H16 KR1 45 KR1 H16A H16A H 0 0 N N N 12.284 14.322 15.385 -2.457 0.920 -1.889 H16A KR1 46 KR1 H16B H16B H 0 0 N N N 11.740 14.176 17.091 -4.007 1.753 -1.617 H16B KR1 47 KR1 H17 H17 H 0 1 N N N 6.662 11.594 17.474 2.694 1.331 2.169 H17 KR1 48 KR1 H17A H17A H 0 0 N N N 5.690 12.179 16.063 1.258 0.339 2.513 H17A KR1 49 KR1 H19 H19 H 0 1 N N N 6.968 10.175 13.907 0.839 -1.716 1.267 H19 KR1 50 KR1 H22 H22 H 0 1 N N N 5.311 9.591 18.000 4.200 0.735 0.289 H22 KR1 51 # 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 KR1 C3 C1 SING N N 1 KR1 C1 N1 TRIP N N 2 KR1 C21 F1 SING N N 3 KR1 O1 C8 DOUB N N 4 KR1 C7 C2 DOUB Y N 5 KR1 C3 C2 SING Y N 6 KR1 C2 H2 SING N N 7 KR1 N2 C12 SING N N 8 KR1 N2 C13 SING N N 9 KR1 N2 HN2 SING N N 10 KR1 O2 C12 DOUB N N 11 KR1 C4 C3 DOUB Y N 12 KR1 C13 N3 SING N N 13 KR1 N3 C9 SING N N 14 KR1 N3 C17 SING N N 15 KR1 O3 C13 DOUB N N 16 KR1 C5 C4 SING Y N 17 KR1 C4 H4 SING N N 18 KR1 N4 C20 SING N N 19 KR1 N4 HN4 SING N N 20 KR1 N4 HN4A SING N N 21 KR1 C8 C5 SING N N 22 KR1 C5 C6 DOUB Y N 23 KR1 C20 N5 DOUB Y N 24 KR1 N5 C21 SING Y N 25 KR1 C6 C7 SING Y N 26 KR1 C6 H6 SING N N 27 KR1 C7 C10 SING N N 28 KR1 C9 C8 SING N N 29 KR1 C11 C9 DOUB N N 30 KR1 C10 H10 SING N N 31 KR1 C10 H10A SING N N 32 KR1 C10 H10B SING N N 33 KR1 C12 C11 SING N N 34 KR1 C11 C14 SING N N 35 KR1 C15 C14 SING N N 36 KR1 C14 C16 SING N N 37 KR1 C14 H14 SING N N 38 KR1 C15 H15 SING N N 39 KR1 C15 H15A SING N N 40 KR1 C15 H15B SING N N 41 KR1 C16 H16 SING N N 42 KR1 C16 H16A SING N N 43 KR1 C16 H16B SING N N 44 KR1 C18 C17 SING N N 45 KR1 C17 H17 SING N N 46 KR1 C17 H17A SING N N 47 KR1 C19 C18 DOUB Y N 48 KR1 C18 C22 SING Y N 49 KR1 C20 C19 SING Y N 50 KR1 C19 H19 SING N N 51 KR1 C21 C22 DOUB Y N 52 KR1 C22 H22 SING N N 53 # 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 KR1 SMILES_CANONICAL CACTVS 3.352 "CC(C)C1=C(N(Cc2cc(N)nc(F)c2)C(=O)NC1=O)C(=O)c3cc(C)cc(c3)C#N" KR1 SMILES CACTVS 3.352 "CC(C)C1=C(N(Cc2cc(N)nc(F)c2)C(=O)NC1=O)C(=O)c3cc(C)cc(c3)C#N" KR1 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "Cc1cc(cc(c1)C(=O)C2=C(C(=O)NC(=O)N2Cc3cc(nc(c3)F)N)C(C)C)C#N" KR1 SMILES "OpenEye OEToolkits" 1.7.0 "Cc1cc(cc(c1)C(=O)C2=C(C(=O)NC(=O)N2Cc3cc(nc(c3)F)N)C(C)C)C#N" KR1 InChI InChI 1.03 "InChI=1S/C22H20FN5O3/c1-11(2)18-19(20(29)15-5-12(3)4-13(6-15)9-24)28(22(31)27-21(18)30)10-14-7-16(23)26-17(25)8-14/h4-8,11H,10H2,1-3H3,(H2,25,26)(H,27,30,31)" KR1 InChIKey InChI 1.03 SORPAQIMHXALKW-UHFFFAOYSA-N # 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 KR1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "3-[3-[(2-azanyl-6-fluoro-pyridin-4-yl)methyl]-2,6-dioxo-5-propan-2-yl-pyrimidin-4-yl]carbonyl-5-methyl-benzenecarbonitrile" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site KR1 "Create component" 2010-01-13 RCSB KR1 "Modify aromatic_flag" 2011-06-04 RCSB KR1 "Modify descriptor" 2011-06-04 RCSB #