data_FKL # _chem_comp.id FKL _chem_comp.name "N-cyclopropyl-4-methyl-3-[8-methyl-7-oxo-2-(tetrahydro-2H-pyran-4-ylamino)-7,8-dihydropyrido[2,3-d]pyrimidin-6-yl]benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H27 N5 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-12-18 _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 433.503 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FKL _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 3FKL _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 FKL N1 N1 N 0 1 Y N N 22.557 7.034 30.197 3.617 -0.371 -0.856 N1 FKL 1 FKL N3 N3 N 0 1 Y N N 23.316 9.121 30.983 2.994 0.828 1.035 N3 FKL 2 FKL C4 C4 C 0 1 Y N N 21.349 7.559 29.924 2.375 -0.425 -1.300 C4 FKL 3 FKL C5 C5 C 0 1 Y N N 21.097 8.905 30.192 1.363 0.181 -0.540 C5 FKL 4 FKL C6 C6 C 0 1 Y N N 22.119 9.681 30.727 1.717 0.823 0.666 C6 FKL 5 FKL C8 C8 C 0 1 N N N 20.652 11.624 30.736 -0.535 1.419 1.059 C8 FKL 6 FKL C10 C10 C 0 1 N N N 19.849 9.478 29.928 0.015 0.156 -0.963 C10 FKL 7 FKL C15 C15 C 0 1 Y N N 18.170 12.294 28.805 -3.266 -0.087 0.036 C15 FKL 8 FKL C17 C17 C 0 1 Y N N 15.827 12.638 29.280 -5.021 0.750 -1.395 C17 FKL 9 FKL C20 C20 C 0 1 N N N 17.243 10.288 31.906 -1.808 2.496 -2.326 C20 FKL 10 FKL C21 C21 C 0 1 N N N 16.891 13.785 27.281 -5.573 -0.979 0.312 C21 FKL 11 FKL C24 C24 C 0 1 N N N 15.868 15.660 26.024 -7.827 -1.861 0.593 C24 FKL 12 FKL C26 C26 C 0 1 N N N 14.415 15.733 25.566 -9.072 -2.273 -0.196 C26 FKL 13 FKL C28 C28 C 0 1 N N N 26.838 7.156 32.173 7.621 0.286 0.181 C28 FKL 14 FKL O22 O22 O 0 1 N N N 17.735 13.583 26.419 -5.207 -1.710 1.212 O22 FKL 15 FKL N23 N23 N 0 1 N N N 15.950 14.739 27.166 -6.865 -0.980 -0.073 N23 FKL 16 FKL C25 C25 C 0 1 N N N 15.410 14.869 24.803 -9.192 -1.272 0.955 C25 FKL 17 FKL C16 C16 C 0 1 Y N N 16.946 12.887 28.486 -4.602 -0.090 -0.360 C16 FKL 18 FKL C18 C18 C 0 1 Y N N 15.943 11.794 30.386 -4.115 1.580 -2.023 C18 FKL 19 FKL C19 C19 C 0 1 Y N N 17.167 11.199 30.702 -2.790 1.587 -1.634 C19 FKL 20 FKL C14 C14 C 0 1 Y N N 18.291 11.447 29.910 -2.358 0.753 -0.602 C14 FKL 21 FKL C9 C9 C 0 1 N N N 19.626 10.836 30.203 -0.936 0.762 -0.186 C9 FKL 22 FKL O13 O13 O 0 1 N N N 20.468 12.838 30.983 -1.374 1.960 1.757 O13 FKL 23 FKL N7 N7 N 0 1 N N N 21.913 11.051 31.003 0.758 1.427 1.438 N7 FKL 24 FKL C12 C12 C 0 1 N N N 23.002 11.856 31.575 1.143 2.089 2.687 C12 FKL 25 FKL C2 C2 C 0 1 Y N N 23.543 7.810 30.716 3.913 0.242 0.285 C2 FKL 26 FKL N11 N11 N 0 1 N N N 24.762 7.277 30.989 5.229 0.269 0.703 N11 FKL 27 FKL C27 C27 C 0 1 N N N 25.831 8.112 31.523 6.268 -0.372 -0.107 C27 FKL 28 FKL C32 C32 C 0 1 N N N 26.471 8.789 30.312 6.350 -1.860 0.248 C32 FKL 29 FKL C31 C31 C 0 1 N N N 27.788 9.458 30.710 7.490 -2.503 -0.546 C31 FKL 30 FKL O30 O30 O 0 1 N N N 28.653 8.506 31.331 8.714 -1.825 -0.254 O30 FKL 31 FKL C29 C29 C 0 1 N N N 28.108 7.930 32.524 8.712 -0.441 -0.609 C29 FKL 32 FKL H4 H4 H 0 1 N N N 20.574 6.939 29.498 2.143 -0.925 -2.229 H4 FKL 33 FKL H10 H10 H 0 1 N N N 19.056 8.875 29.512 -0.261 -0.333 -1.885 H10 FKL 34 FKL H15 H15 H 0 1 N N N 19.035 12.493 28.189 -2.938 -0.731 0.839 H15 FKL 35 FKL H17 H17 H 0 1 N N N 14.878 13.095 29.041 -6.056 0.749 -1.704 H17 FKL 36 FKL H20 H20 H 0 1 N N N 17.261 9.240 31.573 -1.775 3.456 -1.810 H20 FKL 37 FKL H20A H20A H 0 0 N N N 18.158 10.508 32.475 -0.817 2.041 -2.310 H20A FKL 38 FKL H20B H20B H 0 0 N N N 16.364 10.453 32.547 -2.120 2.650 -3.359 H20B FKL 39 FKL H24 H24 H 0 1 N N N 16.663 16.389 26.239 -7.398 -2.595 1.276 H24 FKL 40 FKL H26 H26 H 0 1 N N N 13.482 15.468 26.086 -9.175 -1.888 -1.210 H26 FKL 41 FKL H26A H26A H 0 0 N N N 13.705 16.534 25.312 -9.462 -3.277 -0.032 H26A FKL 42 FKL H28 H28 H 0 1 N N N 26.402 6.728 33.088 7.589 1.333 -0.120 H28 FKL 43 FKL H28A H28A H 0 0 N N N 27.081 6.343 31.473 7.838 0.220 1.247 H28A FKL 44 FKL HN23 HN23 H 0 0 N N N 15.271 14.826 27.895 -7.157 -0.397 -0.791 HN23 FKL 45 FKL H25 H25 H 0 1 N N N 15.741 14.908 23.755 -9.661 -1.618 1.876 H25 FKL 46 FKL H25A H25A H 0 0 N N N 15.459 13.820 24.477 -9.374 -0.229 0.698 H25A FKL 47 FKL H18 H18 H 0 1 N N N 15.078 11.599 31.003 -4.444 2.228 -2.823 H18 FKL 48 FKL H12 H12 H 0 1 N N N 23.756 12.057 30.800 1.382 3.133 2.487 H12 FKL 49 FKL H12A H12A H 0 0 N N N 22.597 12.808 31.948 0.317 2.035 3.397 H12A FKL 50 FKL H12B H12B H 0 0 N N N 23.468 11.305 32.405 2.016 1.590 3.108 H12B FKL 51 FKL HN11 HN11 H 0 0 N N N 24.604 6.563 31.671 5.465 0.712 1.533 HN11 FKL 52 FKL H27 H27 H 0 1 N N N 25.491 8.861 32.253 6.027 -0.261 -1.164 H27 FKL 53 FKL H32 H32 H 0 1 N N N 26.669 8.033 29.538 6.541 -1.969 1.315 H32 FKL 54 FKL H32A H32A H 0 0 N N N 25.783 9.555 29.926 5.409 -2.347 -0.007 H32A FKL 55 FKL H31 H31 H 0 1 N N N 28.277 9.861 29.811 7.581 -3.553 -0.265 H31 FKL 56 FKL H31A H31A H 0 0 N N N 27.579 10.272 31.420 7.278 -2.429 -1.612 H31A FKL 57 FKL H29 H29 H 0 1 N N N 27.867 8.728 33.241 8.516 -0.339 -1.677 H29 FKL 58 FKL H29A H29A H 0 0 N N N 28.844 7.248 32.975 9.683 -0.004 -0.375 H29A FKL 59 # 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 FKL N1 C4 DOUB Y N 1 FKL N1 C2 SING Y N 2 FKL N3 C6 SING Y N 3 FKL N3 C2 DOUB Y N 4 FKL C4 C5 SING Y N 5 FKL C5 C6 DOUB Y N 6 FKL C5 C10 SING N N 7 FKL C6 N7 SING N N 8 FKL C8 C9 SING N N 9 FKL C8 O13 DOUB N N 10 FKL C8 N7 SING N N 11 FKL C10 C9 DOUB N N 12 FKL C15 C16 DOUB Y N 13 FKL C15 C14 SING Y N 14 FKL C17 C16 SING Y N 15 FKL C17 C18 DOUB Y N 16 FKL C20 C19 SING N N 17 FKL C21 O22 DOUB N N 18 FKL C21 N23 SING N N 19 FKL C21 C16 SING N N 20 FKL C24 C26 SING N N 21 FKL C24 N23 SING N N 22 FKL C24 C25 SING N N 23 FKL C26 C25 SING N N 24 FKL C28 C27 SING N N 25 FKL C28 C29 SING N N 26 FKL C18 C19 SING Y N 27 FKL C19 C14 DOUB Y N 28 FKL C14 C9 SING N N 29 FKL N7 C12 SING N N 30 FKL C2 N11 SING N N 31 FKL N11 C27 SING N N 32 FKL C27 C32 SING N N 33 FKL C32 C31 SING N N 34 FKL C31 O30 SING N N 35 FKL O30 C29 SING N N 36 FKL C4 H4 SING N N 37 FKL C10 H10 SING N N 38 FKL C15 H15 SING N N 39 FKL C17 H17 SING N N 40 FKL C20 H20 SING N N 41 FKL C20 H20A SING N N 42 FKL C20 H20B SING N N 43 FKL C24 H24 SING N N 44 FKL C26 H26 SING N N 45 FKL C26 H26A SING N N 46 FKL C28 H28 SING N N 47 FKL C28 H28A SING N N 48 FKL N23 HN23 SING N N 49 FKL C25 H25 SING N N 50 FKL C25 H25A SING N N 51 FKL C18 H18 SING N N 52 FKL C12 H12 SING N N 53 FKL C12 H12A SING N N 54 FKL C12 H12B SING N N 55 FKL N11 HN11 SING N N 56 FKL C27 H27 SING N N 57 FKL C32 H32 SING N N 58 FKL C32 H32A SING N N 59 FKL C31 H31 SING N N 60 FKL C31 H31A SING N N 61 FKL C29 H29 SING N N 62 FKL C29 H29A SING N N 63 # 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 FKL SMILES ACDLabs 10.04 "O=C(NC1CC1)c2cc(c(cc2)C)C=4C(=O)N(c3nc(ncc3C=4)NC5CCOCC5)C" FKL SMILES_CANONICAL CACTVS 3.341 "CN1C(=O)C(=Cc2cnc(NC3CCOCC3)nc12)c4cc(ccc4C)C(=O)NC5CC5" FKL SMILES CACTVS 3.341 "CN1C(=O)C(=Cc2cnc(NC3CCOCC3)nc12)c4cc(ccc4C)C(=O)NC5CC5" FKL SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1ccc(cc1C2=Cc3cnc(nc3N(C2=O)C)NC4CCOCC4)C(=O)NC5CC5" FKL SMILES "OpenEye OEToolkits" 1.5.0 "Cc1ccc(cc1C2=Cc3cnc(nc3N(C2=O)C)NC4CCOCC4)C(=O)NC5CC5" FKL InChI InChI 1.03 "InChI=1S/C24H27N5O3/c1-14-3-4-15(22(30)26-17-5-6-17)11-19(14)20-12-16-13-25-24(27-18-7-9-32-10-8-18)28-21(16)29(2)23(20)31/h3-4,11-13,17-18H,5-10H2,1-2H3,(H,26,30)(H,25,27,28)" FKL InChIKey InChI 1.03 HYTAHRCKAXESOF-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 FKL "SYSTEMATIC NAME" ACDLabs 10.04 "N-cyclopropyl-4-methyl-3-[8-methyl-7-oxo-2-(tetrahydro-2H-pyran-4-ylamino)-7,8-dihydropyrido[2,3-d]pyrimidin-6-yl]benzamide" FKL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N-cyclopropyl-4-methyl-3-[8-methyl-2-(oxan-4-ylamino)-7-oxo-pyrido[6,5-d]pyrimidin-6-yl]benzamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site FKL "Create component" 2008-12-18 RCSB FKL "Modify aromatic_flag" 2011-06-04 RCSB FKL "Modify descriptor" 2011-06-04 RCSB #