data_KBT # _chem_comp.id KBT _chem_comp.name "3-{[3-butyl-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 "C20 H23 N3 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-01-15 _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 353.415 _chem_comp.one_letter_code ? _chem_comp.three_letter_code KBT _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 3LAN _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 KBT C1 C1 C 0 1 N N N 6.654 10.291 16.094 3.277 1.844 -0.106 C1 KBT 1 KBT C2 C2 C 0 1 N N N 6.034 9.592 17.316 3.580 3.285 -0.523 C2 KBT 2 KBT C3 C3 C 0 1 N N N 5.669 8.141 16.945 4.710 3.841 0.346 C3 KBT 3 KBT C4 C4 C 0 1 N N N 7.019 11.746 16.480 2.148 1.288 -0.975 C4 KBT 4 KBT N5 N5 N 0 1 N N N 8.252 12.225 15.710 1.858 -0.091 -0.575 N5 KBT 5 KBT C6 C6 C 0 1 N N N 9.573 12.194 16.258 0.813 -0.342 0.287 C6 KBT 6 KBT C7 C7 C 0 1 N N N 9.643 11.658 17.684 -0.012 0.775 0.806 C7 KBT 7 KBT O8 O8 O 0 1 N N N 9.448 10.459 17.820 0.460 1.558 1.606 O8 KBT 8 KBT C9 C9 C 0 1 Y N N 9.901 12.527 18.908 -1.407 0.936 0.350 C9 KBT 9 KBT C10 C10 C 0 1 Y N N 9.879 11.915 20.196 -1.905 0.132 -0.677 C10 KBT 10 KBT C11 C11 C 0 1 Y N N 10.089 12.715 21.359 -3.222 0.291 -1.101 C11 KBT 11 KBT C12 C12 C 0 1 N N N 10.032 12.107 22.632 -3.741 -0.530 -2.153 C12 KBT 12 KBT N13 N13 N 0 1 N N N 9.951 11.615 23.667 -4.154 -1.181 -2.988 N13 KBT 13 KBT C14 C14 C 0 1 Y N N 10.333 14.129 21.255 -4.036 1.254 -0.496 C14 KBT 14 KBT C15 C15 C 0 1 Y N N 10.365 14.748 19.967 -3.537 2.046 0.519 C15 KBT 15 KBT C16 C16 C 0 1 N N N 10.622 16.250 19.816 -4.422 3.081 1.166 C16 KBT 16 KBT C17 C17 C 0 1 Y N N 10.141 13.951 18.806 -2.235 1.890 0.949 C17 KBT 17 KBT C18 C18 C 0 1 N N N 10.687 12.642 15.524 0.545 -1.622 0.657 C18 KBT 18 KBT C19 C19 C 0 1 N N N 12.143 12.646 16.031 -0.591 -1.932 1.598 C19 KBT 19 KBT C20 C20 C 0 1 N N N 12.756 14.089 16.032 -1.533 -2.945 0.944 C20 KBT 20 KBT C21 C21 C 0 1 N N N 13.014 11.664 15.156 -0.032 -2.520 2.896 C21 KBT 21 KBT C22 C22 C 0 1 N N N 10.339 13.147 14.114 1.388 -2.695 0.118 C22 KBT 22 KBT O23 O23 O 0 1 N N N 11.182 13.575 13.342 1.184 -3.856 0.422 O23 KBT 23 KBT N24 N24 N 0 1 N N N 9.053 13.127 13.711 2.394 -2.373 -0.721 N24 KBT 24 KBT C25 C25 C 0 1 N N N 8.027 12.680 14.465 2.614 -1.091 -1.061 C25 KBT 25 KBT O26 O26 O 0 1 N N N 6.902 12.720 13.965 3.526 -0.827 -1.819 O26 KBT 26 KBT H1 H1 H 0 1 N N N 5.931 10.298 15.265 4.171 1.233 -0.237 H1 KBT 27 KBT H1A H1A H 0 1 N N N 7.561 9.753 15.780 2.974 1.825 0.941 H1A KBT 28 KBT H2 H2 H 0 1 N N N 6.759 9.588 18.144 3.883 3.304 -1.569 H2 KBT 29 KBT H2A H2A H 0 1 N N N 5.127 10.131 17.626 2.686 3.896 -0.392 H2A KBT 30 KBT H3 H3 H 0 1 N N N 5.225 7.639 17.818 4.406 3.822 1.393 H3 KBT 31 KBT H3A H3A H 0 1 N N N 4.944 8.146 16.117 5.603 3.230 0.215 H3A KBT 32 KBT H3B H3B H 0 1 N N N 6.577 7.603 16.635 4.925 4.868 0.049 H3B KBT 33 KBT H4 H4 H 0 1 N N N 6.170 12.403 16.240 1.254 1.899 -0.844 H4 KBT 34 KBT H4A H4A H 0 1 N N N 7.233 11.787 17.558 2.451 1.308 -2.021 H4A KBT 35 KBT H10 H10 H 0 1 N N N 9.705 10.853 20.291 -1.271 -0.610 -1.141 H10 KBT 36 KBT H14 H14 H 0 1 N N N 10.491 14.720 22.145 -5.057 1.378 -0.824 H14 KBT 37 KBT H16 H16 H 0 1 N N N 11.702 16.429 19.713 -4.942 2.636 2.014 H16 KBT 38 KBT H16A H16A H 0 0 N N N 10.102 16.623 18.921 -3.812 3.916 1.510 H16A KBT 39 KBT H16B H16B H 0 0 N N N 10.246 16.777 20.705 -5.151 3.440 0.440 H16B KBT 40 KBT H17 H17 H 0 1 N N N 10.151 14.418 17.832 -1.853 2.510 1.747 H17 KBT 41 KBT H19 H19 H 0 1 N N N 12.144 12.297 17.074 -1.139 -1.017 1.820 H19 KBT 42 KBT H20 H20 H 0 1 N N N 13.792 14.048 16.399 -1.020 -3.900 0.833 H20 KBT 43 KBT H20A H20A H 0 0 N N N 12.746 14.492 15.009 -2.416 -3.077 1.570 H20A KBT 44 KBT H20B H20B H 0 0 N N N 12.160 14.740 16.689 -1.836 -2.579 -0.037 H20B KBT 45 KBT H21 H21 H 0 1 N N N 14.052 11.670 15.521 0.592 -1.777 3.391 H21 KBT 46 KBT H21A H21A H 0 0 N N N 12.605 10.646 15.231 -0.857 -2.798 3.553 H21A KBT 47 KBT H21B H21B H 0 0 N N N 12.993 11.992 14.106 0.564 -3.403 2.667 H21B KBT 48 KBT HN24 HN24 H 0 0 N N N 8.846 13.466 12.793 2.960 -3.071 -1.086 HN24 KBT 49 # 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 KBT C1 C4 SING N N 1 KBT C1 C2 SING N N 2 KBT C1 H1 SING N N 3 KBT C1 H1A SING N N 4 KBT C3 C2 SING N N 5 KBT C2 H2 SING N N 6 KBT C2 H2A SING N N 7 KBT C3 H3 SING N N 8 KBT C3 H3A SING N N 9 KBT C3 H3B SING N N 10 KBT N5 C4 SING N N 11 KBT C4 H4 SING N N 12 KBT C4 H4A SING N N 13 KBT C25 N5 SING N N 14 KBT N5 C6 SING N N 15 KBT C18 C6 DOUB N N 16 KBT C6 C7 SING N N 17 KBT C7 O8 DOUB N N 18 KBT C7 C9 SING N N 19 KBT C17 C9 DOUB Y N 20 KBT C9 C10 SING Y N 21 KBT C10 C11 DOUB Y N 22 KBT C10 H10 SING N N 23 KBT C14 C11 SING Y N 24 KBT C11 C12 SING N N 25 KBT C12 N13 TRIP N N 26 KBT C15 C14 DOUB Y N 27 KBT C14 H14 SING N N 28 KBT C17 C15 SING Y N 29 KBT C16 C15 SING N N 30 KBT C16 H16 SING N N 31 KBT C16 H16A SING N N 32 KBT C16 H16B SING N N 33 KBT C17 H17 SING N N 34 KBT C22 C18 SING N N 35 KBT C18 C19 SING N N 36 KBT C21 C19 SING N N 37 KBT C19 C20 SING N N 38 KBT C19 H19 SING N N 39 KBT C20 H20 SING N N 40 KBT C20 H20A SING N N 41 KBT C20 H20B SING N N 42 KBT C21 H21 SING N N 43 KBT C21 H21A SING N N 44 KBT C21 H21B SING N N 45 KBT O23 C22 DOUB N N 46 KBT N24 C22 SING N N 47 KBT N24 C25 SING N N 48 KBT N24 HN24 SING N N 49 KBT O26 C25 DOUB 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 KBT SMILES_CANONICAL CACTVS 3.352 "CCCCN1C(=O)NC(=O)C(=C1C(=O)c2cc(C)cc(c2)C#N)C(C)C" KBT SMILES CACTVS 3.352 "CCCCN1C(=O)NC(=O)C(=C1C(=O)c2cc(C)cc(c2)C#N)C(C)C" KBT SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CCCCN1C(=C(C(=O)NC1=O)C(C)C)C(=O)c2cc(cc(c2)C#N)C" KBT SMILES "OpenEye OEToolkits" 1.7.0 "CCCCN1C(=C(C(=O)NC1=O)C(C)C)C(=O)c2cc(cc(c2)C#N)C" KBT InChI InChI 1.03 "InChI=1S/C20H23N3O3/c1-5-6-7-23-17(16(12(2)3)19(25)22-20(23)26)18(24)15-9-13(4)8-14(10-15)11-21/h8-10,12H,5-7H2,1-4H3,(H,22,25,26)" KBT InChIKey InChI 1.03 PPJRWFFVCKGABJ-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 KBT "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "3-(3-butyl-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 KBT "Create component" 2010-01-15 RCSB KBT "Modify aromatic_flag" 2011-06-04 RCSB KBT "Modify descriptor" 2011-06-04 RCSB #