data_FYW # _chem_comp.id FYW _chem_comp.name "6-[(3~{R})-3-oxidanylpyrrolidin-1-yl]-5-pyrimidin-5-yl-~{N}-[4-(trifluoromethyloxy)phenyl]pyridine-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H18 F3 N5 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-08-17 _chem_comp.pdbx_modified_date 2018-10-19 _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 445.395 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FYW _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 6HD4 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 FYW C2 C1 C 0 1 N N N 17.112 38.744 49.985 7.614 -0.543 -0.389 C2 FYW 1 FYW C41 C2 C 0 1 N N R 23.343 47.873 59.975 -6.411 2.470 -0.805 C41 FYW 2 FYW C43 C3 C 0 1 N N N 21.854 47.796 60.380 -6.599 1.078 -1.443 C43 FYW 3 FYW C46 C4 C 0 1 N N N 21.531 46.337 59.964 -5.279 0.328 -1.166 C46 FYW 4 FYW C11 C5 C 0 1 Y N N 19.090 42.413 52.724 3.010 1.096 0.361 C11 FYW 5 FYW C12 C6 C 0 1 Y N N 17.710 42.125 52.773 3.569 0.007 -0.294 C12 FYW 6 FYW C14 C7 C 0 1 Y N N 17.122 41.402 51.724 4.940 -0.159 -0.313 C14 FYW 7 FYW C18 C8 C 0 1 N N N 20.948 43.414 54.007 0.811 0.187 0.408 C18 FYW 8 FYW C20 C9 C 0 1 Y N N 21.298 44.088 55.301 -0.651 0.359 0.310 C20 FYW 9 FYW C21 C10 C 0 1 Y N N 22.256 45.103 55.346 -1.206 1.635 0.190 C21 FYW 10 FYW C24 C11 C 0 1 Y N N 21.927 45.375 57.699 -3.348 0.775 0.123 C24 FYW 11 FYW C25 C12 C 0 1 Y N N 20.877 44.408 57.699 -2.871 -0.542 0.237 C25 FYW 12 FYW C26 C13 C 0 1 Y N N 20.610 43.742 56.491 -1.500 -0.756 0.332 C26 FYW 13 FYW C28 C14 C 0 1 Y N N 20.198 43.885 58.926 -3.814 -1.686 0.256 C28 FYW 14 FYW C29 C15 C 0 1 Y N N 20.974 43.296 59.946 -4.921 -1.690 1.109 C29 FYW 15 FYW F1 F1 F 0 1 N N N 16.375 38.567 51.105 9.010 -0.557 -0.310 F1 FYW 16 FYW F3 F2 F 0 1 N N N 18.319 38.139 50.200 7.223 -0.486 -1.731 F3 FYW 17 FYW F4 F3 F 0 1 N N N 16.447 38.223 48.920 7.102 -1.707 0.197 F4 FYW 18 FYW O5 O1 O 0 1 N N N 17.269 40.137 49.694 7.108 0.600 0.304 O5 FYW 19 FYW C6 C16 C 0 1 Y N N 17.898 40.930 50.665 5.759 0.763 0.323 C6 FYW 20 FYW C7 C17 C 0 1 Y N N 19.288 41.138 50.669 5.201 1.852 0.977 C7 FYW 21 FYW C9 C18 C 0 1 Y N N 19.882 41.879 51.688 3.831 2.022 0.992 C9 FYW 22 FYW N16 N1 N 0 1 N N N 19.642 43.106 53.812 1.620 1.264 0.381 N16 FYW 23 FYW O19 O2 O 0 1 N N N 21.825 43.282 53.171 1.286 -0.928 0.512 O19 FYW 24 FYW N23 N2 N 0 1 Y N N 22.571 45.627 56.537 -2.509 1.800 0.102 N23 FYW 25 FYW N31 N3 N 0 1 Y N N 20.378 42.805 61.060 -5.737 -2.730 1.094 N31 FYW 26 FYW C32 C19 C 0 1 Y N N 19.033 42.813 61.198 -5.518 -3.751 0.289 C32 FYW 27 FYW N34 N4 N 0 1 Y N N 18.266 43.354 60.233 -4.486 -3.788 -0.530 N34 FYW 28 FYW C35 C20 C 0 1 Y N N 18.808 43.869 59.097 -3.625 -2.787 -0.584 C35 FYW 29 FYW N37 N5 N 0 1 N N N 22.265 46.242 58.706 -4.709 1.002 0.028 N37 FYW 30 FYW C38 C21 C 0 1 N N N 23.280 47.297 58.545 -4.993 2.443 -0.196 C38 FYW 31 FYW O49 O3 O 0 1 N N N 24.126 47.005 60.818 -7.386 2.683 0.217 O49 FYW 32 FYW H1 H1 H 0 1 N N N 23.705 48.912 59.974 -6.484 3.248 -1.565 H1 FYW 33 FYW H2 H2 H 0 1 N N N 21.243 48.523 59.825 -7.436 0.558 -0.977 H2 FYW 34 FYW H3 H3 H 0 1 N N N 21.717 47.951 61.460 -6.765 1.173 -2.516 H3 FYW 35 FYW H4 H4 H 0 1 N N N 20.451 46.188 59.815 -5.477 -0.723 -0.951 H4 FYW 36 FYW H5 H5 H 0 1 N N N 21.902 45.613 60.705 -4.603 0.421 -2.016 H5 FYW 37 FYW H6 H6 H 0 1 N N N 17.112 42.457 53.609 2.931 -0.712 -0.788 H6 FYW 38 FYW H7 H7 H 0 1 N N N 16.059 41.209 51.736 5.374 -1.006 -0.822 H7 FYW 39 FYW H8 H8 H 0 1 N N N 22.731 45.456 54.443 -0.557 2.498 0.169 H8 FYW 40 FYW H9 H9 H 0 1 N N N 19.870 42.955 56.469 -1.100 -1.755 0.420 H9 FYW 41 FYW H10 H10 H 0 1 N N N 22.047 43.236 59.839 -5.107 -0.857 1.771 H10 FYW 42 FYW H11 H11 H 0 1 N N N 19.897 40.722 49.880 5.839 2.569 1.472 H11 FYW 43 FYW H12 H12 H 0 1 N N N 20.949 42.044 51.684 3.397 2.869 1.502 H12 FYW 44 FYW H13 H13 H 0 1 N N N 19.003 43.405 54.521 1.239 2.157 0.375 H13 FYW 45 FYW H14 H14 H 0 1 N N N 18.576 42.387 62.079 -6.205 -4.584 0.303 H14 FYW 46 FYW H15 H15 H 0 1 N N N 18.165 44.266 58.325 -2.785 -2.822 -1.262 H15 FYW 47 FYW H16 H16 H 0 1 N N N 24.250 46.880 58.235 -4.271 2.869 -0.894 H16 FYW 48 FYW H17 H17 H 0 1 N N N 22.959 48.057 57.818 -4.975 2.986 0.749 H17 FYW 49 FYW H18 H18 H 0 1 N N N 24.162 47.364 61.697 -8.300 2.665 -0.100 H18 FYW 50 # 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 FYW F4 C2 SING N N 1 FYW O5 C2 SING N N 2 FYW O5 C6 SING N N 3 FYW C2 F3 SING N N 4 FYW C2 F1 SING N N 5 FYW C6 C7 DOUB Y N 6 FYW C6 C14 SING Y N 7 FYW C7 C9 SING Y N 8 FYW C9 C11 DOUB Y N 9 FYW C14 C12 DOUB Y N 10 FYW C11 C12 SING Y N 11 FYW C11 N16 SING N N 12 FYW O19 C18 DOUB N N 13 FYW N16 C18 SING N N 14 FYW C18 C20 SING N N 15 FYW C20 C21 DOUB Y N 16 FYW C20 C26 SING Y N 17 FYW C21 N23 SING Y N 18 FYW C26 C25 DOUB Y N 19 FYW N23 C24 DOUB Y N 20 FYW C24 C25 SING Y N 21 FYW C24 N37 SING N N 22 FYW C25 C28 SING N N 23 FYW C38 N37 SING N N 24 FYW C38 C41 SING N N 25 FYW N37 C46 SING N N 26 FYW C28 C35 DOUB Y N 27 FYW C28 C29 SING Y N 28 FYW C35 N34 SING Y N 29 FYW C29 N31 DOUB Y N 30 FYW C46 C43 SING N N 31 FYW C41 C43 SING N N 32 FYW C41 O49 SING N N 33 FYW N34 C32 DOUB Y N 34 FYW N31 C32 SING Y N 35 FYW C41 H1 SING N N 36 FYW C43 H2 SING N N 37 FYW C43 H3 SING N N 38 FYW C46 H4 SING N N 39 FYW C46 H5 SING N N 40 FYW C12 H6 SING N N 41 FYW C14 H7 SING N N 42 FYW C21 H8 SING N N 43 FYW C26 H9 SING N N 44 FYW C29 H10 SING N N 45 FYW C7 H11 SING N N 46 FYW C9 H12 SING N N 47 FYW N16 H13 SING N N 48 FYW C32 H14 SING N N 49 FYW C35 H15 SING N N 50 FYW C38 H16 SING N N 51 FYW C38 H17 SING N N 52 FYW O49 H18 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 FYW InChI InChI 1.03 "InChI=1S/C21H18F3N5O3/c22-21(23,24)32-17-3-1-15(2-4-17)28-20(31)13-7-18(14-8-25-12-26-9-14)19(27-10-13)29-6-5-16(30)11-29/h1-4,7-10,12,16,30H,5-6,11H2,(H,28,31)/t16-/m1/s1" FYW InChIKey InChI 1.03 LARFZNXVNANWFD-MRXNPFEDSA-N FYW SMILES_CANONICAL CACTVS 3.385 "O[C@@H]1CCN(C1)c2ncc(cc2c3cncnc3)C(=O)Nc4ccc(OC(F)(F)F)cc4" FYW SMILES CACTVS 3.385 "O[CH]1CCN(C1)c2ncc(cc2c3cncnc3)C(=O)Nc4ccc(OC(F)(F)F)cc4" FYW SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1NC(=O)c2cc(c(nc2)N3CC[C@H](C3)O)c4cncnc4)OC(F)(F)F" FYW SMILES "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1NC(=O)c2cc(c(nc2)N3CCC(C3)O)c4cncnc4)OC(F)(F)F" # 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 FYW "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "6-[(3~{R})-3-oxidanylpyrrolidin-1-yl]-5-pyrimidin-5-yl-~{N}-[4-(trifluoromethyloxy)phenyl]pyridine-3-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 FYW "Create component" 2018-08-17 EBI FYW "Initial release" 2018-10-24 RCSB #