data_FMK # _chem_comp.id FMK _chem_comp.name "6-(2,4-difluorophenoxy)-8-methyl-2-{[(1S)-1-methyl-2-(2H-tetrazol-2-yl)ethyl]amino}pyrido[2,3-d]pyrimidin-7(8H)-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H16 F2 N8 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-12-31 _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 414.369 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FMK _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 3FMK _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 FMK C21 C21 C 0 1 Y N N 17.318 11.442 32.023 -5.706 -0.323 0.572 C21 FMK 1 FMK C20 C20 C 0 1 Y N N 16.037 10.898 31.927 -6.487 0.817 0.536 C20 FMK 2 FMK C24 C24 C 0 1 N N N 23.682 12.688 32.601 -0.219 -0.415 -2.944 C24 FMK 3 FMK C18 C18 C 0 1 Y N N 15.779 11.892 29.740 -4.533 2.145 0.115 C18 FMK 4 FMK C6 C6 C 0 1 Y N N 21.544 8.573 30.991 1.141 -1.477 1.610 C6 FMK 5 FMK C2 C2 C 0 1 N N S 26.044 8.554 32.665 5.051 -1.081 0.540 C2 FMK 6 FMK C3 C3 C 0 1 N N N 27.031 8.849 31.538 6.296 -0.304 0.106 C3 FMK 7 FMK C4 C4 C 0 1 Y N N 23.754 8.562 31.775 2.662 -1.017 -0.064 C4 FMK 8 FMK C11 C11 C 0 1 N N N 21.325 12.690 31.775 -1.857 -0.893 -1.217 C11 FMK 9 FMK C12 C12 C 0 1 N N N 20.220 12.030 31.257 -2.244 -1.227 0.103 C12 FMK 10 FMK C13 C13 C 0 1 N N N 20.286 10.657 30.987 -1.298 -1.427 1.061 C13 FMK 11 FMK C16 C16 C 0 1 Y N N 17.828 12.209 30.973 -4.333 -0.229 0.379 C16 FMK 12 FMK C17 C17 C 0 1 Y N N 17.057 12.434 29.837 -3.749 1.007 0.150 C17 FMK 13 FMK C8 C8 C 0 1 Y N N 21.457 9.940 31.248 0.107 -1.288 0.687 C8 FMK 14 FMK C9 C9 C 0 1 Y N N 22.568 10.595 31.776 0.436 -0.953 -0.644 C9 FMK 15 FMK N1 N1 N 0 1 N N N 24.905 7.889 32.038 3.983 -0.879 -0.443 N1 FMK 16 FMK C19 C19 C 0 1 Y N N 15.271 11.125 30.785 -5.901 2.051 0.307 C19 FMK 17 FMK F23 F23 F 0 1 N N N 14.036 10.599 30.684 -6.665 3.165 0.272 F23 FMK 18 FMK F22 F22 F 0 1 N N N 18.047 11.213 33.130 -6.276 -1.526 0.800 F22 FMK 19 FMK O15 O15 O 0 1 N N N 19.084 12.765 31.019 -3.562 -1.349 0.414 O15 FMK 20 FMK O14 O14 O 0 1 N N N 21.262 13.918 32.003 -2.718 -0.717 -2.061 O14 FMK 21 FMK N10 N10 N 0 1 N N N 22.515 11.981 32.045 -0.564 -0.763 -1.564 N10 FMK 22 FMK N5 N5 N 0 1 Y N N 23.692 9.890 32.025 1.716 -0.829 -0.972 N5 FMK 23 FMK N7 N7 N 0 1 Y N N 22.684 7.908 31.257 2.388 -1.333 1.196 N7 FMK 24 FMK C30 C30 C 0 1 N N N 26.668 7.630 33.704 5.385 -2.571 0.631 C30 FMK 25 FMK N25 N25 N 0 1 Y N N 26.478 9.836 30.611 6.010 1.132 0.134 N25 FMK 26 FMK N29 N29 N 0 1 Y N N 25.861 9.494 29.412 6.185 1.910 1.147 N29 FMK 27 FMK C28 C28 C 0 1 Y N N 25.497 10.686 28.883 5.820 3.118 0.795 C28 FMK 28 FMK N27 N27 N 0 1 Y N N 25.868 11.712 29.701 5.417 3.048 -0.473 N27 FMK 29 FMK N26 N26 N 0 1 Y N N 26.509 11.203 30.846 5.550 1.822 -0.851 N26 FMK 30 FMK H20 H20 H 0 1 N N N 15.640 10.302 32.736 -7.554 0.746 0.686 H20 FMK 31 FMK H24 H24 H 0 1 N N N 24.419 12.864 31.803 -1.131 -0.304 -3.530 H24 FMK 32 FMK H24A H24A H 0 0 N N N 23.360 13.652 33.022 0.336 0.523 -2.954 H24A FMK 33 FMK H24B H24B H 0 0 N N N 24.138 12.076 33.393 0.396 -1.206 -3.375 H24B FMK 34 FMK H18 H18 H 0 1 N N N 15.183 12.066 28.856 -4.078 3.108 -0.062 H18 FMK 35 FMK H6 H6 H 0 1 N N N 20.696 8.047 30.578 0.925 -1.729 2.638 H6 FMK 36 FMK H2 H2 H 0 1 N N N 25.750 9.479 33.182 4.721 -0.722 1.515 H2 FMK 37 FMK H3 H3 H 0 1 N N N 27.962 9.244 31.970 7.118 -0.525 0.788 H3 FMK 38 FMK H3A H3A H 0 1 N N N 27.228 7.917 30.987 6.575 -0.600 -0.905 H3A FMK 39 FMK H13 H13 H 0 1 N N N 19.427 10.149 30.575 -1.579 -1.683 2.072 H13 FMK 40 FMK H17 H17 H 0 1 N N N 17.451 13.031 29.028 -2.682 1.082 0.001 H17 FMK 41 FMK HN1 HN1 H 0 1 N N N 25.236 7.561 31.153 4.204 -0.648 -1.359 HN1 FMK 42 FMK H30 H30 H 0 1 N N N 26.818 6.633 33.265 4.498 -3.124 0.940 H30 FMK 43 FMK H30A H30A H 0 0 N N N 27.638 8.040 34.024 5.716 -2.929 -0.344 H30A FMK 44 FMK H30B H30B H 0 0 N N N 25.998 7.551 34.573 6.180 -2.721 1.362 H30B FMK 45 FMK H28 H28 H 0 1 N N N 24.983 10.808 27.941 5.843 4.003 1.415 H28 FMK 46 # 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 FMK C21 C20 DOUB Y N 1 FMK C21 C16 SING Y N 2 FMK C21 F22 SING N N 3 FMK C20 C19 SING Y N 4 FMK C24 N10 SING N N 5 FMK C18 C17 SING Y N 6 FMK C18 C19 DOUB Y N 7 FMK C6 C8 DOUB Y N 8 FMK C6 N7 SING Y N 9 FMK C2 C3 SING N N 10 FMK C2 N1 SING N N 11 FMK C2 C30 SING N N 12 FMK C3 N25 SING N N 13 FMK C4 N1 SING N N 14 FMK C4 N5 SING Y N 15 FMK C4 N7 DOUB Y N 16 FMK C11 C12 SING N N 17 FMK C11 O14 DOUB N N 18 FMK C11 N10 SING N N 19 FMK C12 C13 DOUB N N 20 FMK C12 O15 SING N N 21 FMK C13 C8 SING N N 22 FMK C16 C17 DOUB Y N 23 FMK C16 O15 SING N N 24 FMK C8 C9 SING Y N 25 FMK C9 N10 SING N N 26 FMK C9 N5 DOUB Y N 27 FMK C19 F23 SING N N 28 FMK N25 N29 SING Y N 29 FMK N25 N26 SING Y N 30 FMK N29 C28 DOUB Y N 31 FMK C28 N27 SING Y N 32 FMK N27 N26 DOUB Y N 33 FMK C20 H20 SING N N 34 FMK C24 H24 SING N N 35 FMK C24 H24A SING N N 36 FMK C24 H24B SING N N 37 FMK C18 H18 SING N N 38 FMK C6 H6 SING N N 39 FMK C2 H2 SING N N 40 FMK C3 H3 SING N N 41 FMK C3 H3A SING N N 42 FMK C13 H13 SING N N 43 FMK C17 H17 SING N N 44 FMK N1 HN1 SING N N 45 FMK C30 H30 SING N N 46 FMK C30 H30A SING N N 47 FMK C30 H30B SING N N 48 FMK C28 H28 SING N N 49 # 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 FMK SMILES ACDLabs 10.04 "Fc4ccc(OC=2C(=O)N(c1nc(ncc1C=2)NC(Cn3ncnn3)C)C)c(F)c4" FMK SMILES_CANONICAL CACTVS 3.341 "C[C@@H](Cn1ncnn1)Nc2ncc3C=C(Oc4ccc(F)cc4F)C(=O)N(C)c3n2" FMK SMILES CACTVS 3.341 "C[CH](Cn1ncnn1)Nc2ncc3C=C(Oc4ccc(F)cc4F)C(=O)N(C)c3n2" FMK SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@@H](Cn1ncnn1)Nc2ncc3c(n2)N(C(=O)C(=C3)Oc4ccc(cc4F)F)C" FMK SMILES "OpenEye OEToolkits" 1.5.0 "CC(Cn1ncnn1)Nc2ncc3c(n2)N(C(=O)C(=C3)Oc4ccc(cc4F)F)C" FMK InChI InChI 1.03 "InChI=1S/C18H16F2N8O2/c1-10(8-28-23-9-22-26-28)24-18-21-7-11-5-15(17(29)27(2)16(11)25-18)30-14-4-3-12(19)6-13(14)20/h3-7,9-10H,8H2,1-2H3,(H,21,24,25)/t10-/m0/s1" FMK InChIKey InChI 1.03 WIGNNIARPGHXFO-JTQLQIEISA-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 FMK "SYSTEMATIC NAME" ACDLabs 10.04 "6-(2,4-difluorophenoxy)-8-methyl-2-{[(1S)-1-methyl-2-(2H-tetrazol-2-yl)ethyl]amino}pyrido[2,3-d]pyrimidin-7(8H)-one" FMK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "6-(2,4-difluorophenoxy)-8-methyl-2-[[(2S)-1-(1,2,3,4-tetrazol-2-yl)propan-2-yl]amino]pyrido[6,5-d]pyrimidin-7-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site FMK "Create component" 2008-12-31 RCSB FMK "Modify aromatic_flag" 2011-06-04 RCSB FMK "Modify descriptor" 2011-06-04 RCSB #