data_FKY # _chem_comp.id FKY _chem_comp.name "2-{[(3R,4S)-3-fluoro-1-{[4-(trifluoromethoxy)phenyl]acetyl}piperidin-4-yl]oxy}-5-(1-methyl-1H-imidazol-4-yl)pyridine-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H23 F4 N5 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-04-09 _chem_comp.pdbx_modified_date 2018-06-15 _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 521.464 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FKY _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 6CZ4 _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 FKY C5 C1 C 0 1 Y N N -10.054 22.033 -27.359 -7.774 2.502 -0.076 C5 FKY 1 FKY C6 C2 C 0 1 N N N -10.468 24.133 -26.087 -9.767 4.053 0.021 C6 FKY 2 FKY C7 C3 C 0 1 Y N N -8.806 20.154 -28.540 -6.296 0.447 0.064 C7 FKY 3 FKY C8 C4 C 0 1 Y N N -9.940 19.389 -28.940 -6.233 -0.914 0.361 C8 FKY 4 FKY C10 C5 C 0 1 Y N N -8.486 17.780 -29.998 -3.885 -0.823 -0.184 C10 FKY 5 FKY C15 C6 C 0 1 N N R -7.174 14.838 -31.745 -0.593 -1.492 -1.523 C15 FKY 6 FKY C20 C7 C 0 1 N N N -6.220 12.102 -29.968 2.471 0.001 -0.604 C20 FKY 7 FKY C22 C8 C 0 1 N N N -6.583 11.097 -31.039 3.056 0.722 0.583 C22 FKY 8 FKY C24 C9 C 0 1 Y N N -5.447 8.998 -30.168 5.031 -0.610 1.349 C24 FKY 9 FKY C26 C10 C 0 1 Y N N -6.807 7.135 -29.350 7.266 0.010 0.744 C26 FKY 10 FKY C28 C11 C 0 1 Y N N -7.921 9.091 -30.307 5.410 1.325 -0.013 C28 FKY 11 FKY C1 C12 C 0 1 Y N N -8.900 21.401 -27.790 -7.580 1.182 0.182 C1 FKY 12 FKY N2 N1 N 0 1 Y N N -7.792 22.128 -27.408 -8.763 0.661 0.566 N2 FKY 13 FKY C3 C13 C 0 1 Y N N -8.264 23.169 -26.765 -9.668 1.599 0.555 C3 FKY 14 FKY N4 N2 N 0 1 Y N N -9.621 23.152 -26.712 -9.096 2.758 0.162 N4 FKY 15 FKY C9 C14 C 0 1 Y N N -9.809 18.179 -29.679 -5.001 -1.563 0.234 C9 FKY 16 FKY N11 N3 N 0 1 Y N N -7.372 18.495 -29.623 -3.992 0.468 -0.449 N11 FKY 17 FKY C12 C15 C 0 1 Y N N -7.549 19.646 -28.913 -5.138 1.109 -0.340 C12 FKY 18 FKY O13 O1 O 0 1 N N N -8.320 16.624 -30.718 -2.684 -1.436 -0.312 O13 FKY 19 FKY C14 C16 C 0 1 N N S -7.080 15.937 -30.659 -1.586 -0.629 -0.741 C14 FKY 20 FKY C16 C17 C 0 1 N N N -5.915 13.961 -31.729 0.566 -0.617 -2.011 C16 FKY 21 FKY N17 N4 N 0 1 N N N -5.912 13.412 -30.360 1.150 0.081 -0.858 N17 FKY 22 FKY C18 C18 C 0 1 N N N -5.615 14.403 -29.309 0.267 0.867 0.014 C18 FKY 23 FKY C19 C19 C 0 1 N N N -6.809 15.344 -29.240 -0.888 -0.025 0.480 C19 FKY 24 FKY O21 O2 O 0 1 N N N -6.215 11.769 -28.780 3.190 -0.652 -1.331 O21 FKY 25 FKY C23 C20 C 0 1 Y N N -6.649 9.697 -30.509 4.541 0.472 0.642 C23 FKY 26 FKY C25 C21 C 0 1 Y N N -5.525 7.720 -29.587 6.392 -0.842 1.404 C25 FKY 27 FKY C27 C22 C 0 1 Y N N -8.005 7.811 -29.723 6.771 1.092 0.031 C27 FKY 28 FKY O29 O3 O 0 1 N N N -6.886 5.862 -28.814 8.606 -0.215 0.798 O29 FKY 29 FKY C30 C23 C 0 1 N N N -6.809 5.800 -27.363 9.446 0.702 0.095 C30 FKY 30 FKY F31 F1 F 0 1 N N N -5.660 6.318 -26.872 9.116 0.689 -1.265 F31 FKY 31 FKY F32 F2 F 0 1 N N N -6.893 4.523 -26.953 9.261 1.991 0.607 F32 FKY 32 FKY F33 F3 F 0 1 N N N -7.844 6.467 -26.805 10.784 0.325 0.254 F33 FKY 33 FKY F34 F4 F 0 1 N N N -8.274 14.063 -31.485 -0.096 -2.502 -0.691 F34 FKY 34 FKY C35 C24 C 0 1 N N N -11.070 17.446 -30.051 -4.877 -3.002 0.536 C35 FKY 35 FKY N36 N5 N 0 1 N N N -10.959 16.125 -30.432 -5.956 -3.702 0.937 N36 FKY 36 FKY O37 O4 O 0 1 N N N -12.151 18.018 -30.013 -3.800 -3.556 0.423 O37 FKY 37 FKY H1 H1 H 0 1 N N N -11.074 21.710 -27.504 -7.028 3.212 -0.401 H1 FKY 38 FKY H2 H2 H 0 1 N N N -9.847 24.925 -25.644 -10.152 4.154 -0.994 H2 FKY 39 FKY H3 H3 H 0 1 N N N -11.139 24.571 -26.840 -10.592 4.113 0.730 H3 FKY 40 FKY H4 H4 H 0 1 N N N -11.066 23.652 -25.299 -9.056 4.854 0.221 H4 FKY 41 FKY H5 H5 H 0 1 N N N -10.927 19.737 -28.675 -7.113 -1.453 0.681 H5 FKY 42 FKY H6 H6 H 0 1 N N N -7.255 15.323 -32.729 -1.096 -1.941 -2.379 H6 FKY 43 FKY H7 H7 H 0 1 N N N -5.824 11.138 -31.834 2.871 1.792 0.486 H7 FKY 44 FKY H8 H8 H 0 1 N N N -7.565 11.364 -31.456 2.589 0.354 1.497 H8 FKY 45 FKY H9 H9 H 0 1 N N N -4.485 9.450 -30.356 4.350 -1.273 1.863 H9 FKY 46 FKY H10 H10 H 0 1 N N N -8.821 9.611 -30.601 5.025 2.167 -0.568 H10 FKY 47 FKY H11 H11 H 0 1 N N N -7.650 23.944 -26.331 -10.708 1.470 0.817 H11 FKY 48 FKY H12 H12 H 0 1 N N N -6.670 20.201 -28.619 -5.181 2.164 -0.567 H12 FKY 49 FKY H13 H13 H 0 1 N N N -6.253 16.615 -30.917 -1.953 0.173 -1.383 H13 FKY 50 FKY H14 H14 H 0 1 N N N -5.983 13.158 -32.477 1.324 -1.242 -2.482 H14 FKY 51 FKY H15 H15 H 0 1 N N N -5.012 14.561 -31.916 0.194 0.114 -2.730 H15 FKY 52 FKY H16 H16 H 0 1 N N N -5.475 13.898 -28.342 0.828 1.220 0.880 H16 FKY 53 FKY H17 H17 H 0 1 N N N -4.705 14.965 -29.565 -0.129 1.719 -0.539 H17 FKY 54 FKY H18 H18 H 0 1 N N N -6.593 16.161 -28.535 -1.602 0.571 1.049 H18 FKY 55 FKY H19 H19 H 0 1 N N N -7.695 14.789 -28.898 -0.499 -0.825 1.109 H19 FKY 56 FKY H20 H20 H 0 1 N N N -4.625 7.186 -29.322 6.775 -1.684 1.960 H20 FKY 57 FKY H21 H21 H 0 1 N N N -8.967 7.347 -29.560 7.450 1.751 -0.491 H21 FKY 58 FKY H22 H22 H 0 1 N N N -11.776 15.608 -30.687 -5.874 -4.648 1.135 H22 FKY 59 FKY H23 H23 H 0 1 N N N -10.062 15.684 -30.453 -6.815 -3.260 1.027 H23 FKY 60 # 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 FKY C15 C16 SING N N 1 FKY C15 F34 SING N N 2 FKY C15 C14 SING N N 3 FKY C16 N17 SING N N 4 FKY C22 C23 SING N N 5 FKY C22 C20 SING N N 6 FKY O13 C14 SING N N 7 FKY O13 C10 SING N N 8 FKY C14 C19 SING N N 9 FKY C23 C28 DOUB Y N 10 FKY C23 C24 SING Y N 11 FKY N36 C35 SING N N 12 FKY N17 C20 SING N N 13 FKY N17 C18 SING N N 14 FKY C28 C27 SING Y N 15 FKY C24 C25 DOUB Y N 16 FKY C35 O37 DOUB N N 17 FKY C35 C9 SING N N 18 FKY C10 C9 DOUB Y N 19 FKY C10 N11 SING Y N 20 FKY C20 O21 DOUB N N 21 FKY C27 C26 DOUB Y N 22 FKY C9 C8 SING Y N 23 FKY N11 C12 DOUB Y N 24 FKY C25 C26 SING Y N 25 FKY C26 O29 SING N N 26 FKY C18 C19 SING N N 27 FKY C8 C7 DOUB Y N 28 FKY C12 C7 SING Y N 29 FKY O29 C30 SING N N 30 FKY C7 C1 SING N N 31 FKY C1 N2 SING Y N 32 FKY C1 C5 DOUB Y N 33 FKY N2 C3 DOUB Y N 34 FKY C30 F32 SING N N 35 FKY C30 F31 SING N N 36 FKY C30 F33 SING N N 37 FKY C5 N4 SING Y N 38 FKY C3 N4 SING Y N 39 FKY N4 C6 SING N N 40 FKY C5 H1 SING N N 41 FKY C6 H2 SING N N 42 FKY C6 H3 SING N N 43 FKY C6 H4 SING N N 44 FKY C8 H5 SING N N 45 FKY C15 H6 SING N N 46 FKY C22 H7 SING N N 47 FKY C22 H8 SING N N 48 FKY C24 H9 SING N N 49 FKY C28 H10 SING N N 50 FKY C3 H11 SING N N 51 FKY C12 H12 SING N N 52 FKY C14 H13 SING N N 53 FKY C16 H14 SING N N 54 FKY C16 H15 SING N N 55 FKY C18 H16 SING N N 56 FKY C18 H17 SING N N 57 FKY C19 H18 SING N N 58 FKY C19 H19 SING N N 59 FKY C25 H20 SING N N 60 FKY C27 H21 SING N N 61 FKY N36 H22 SING N N 62 FKY N36 H23 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 FKY SMILES ACDLabs 12.01 "c1n(C)cnc1c2cc(c(nc2)OC4C(CN(C(=O)Cc3ccc(OC(F)(F)F)cc3)CC4)F)C(=O)N" FKY InChI InChI 1.03 "InChI=1S/C24H23F4N5O4/c1-32-12-19(31-13-32)15-9-17(22(29)35)23(30-10-15)36-20-6-7-33(11-18(20)25)21(34)8-14-2-4-16(5-3-14)37-24(26,27)28/h2-5,9-10,12-13,18,20H,6-8,11H2,1H3,(H2,29,35)/t18-,20+/m1/s1" FKY InChIKey InChI 1.03 XJIIVPVOGYFVME-QUCCMNQESA-N FKY SMILES_CANONICAL CACTVS 3.385 "Cn1cnc(c1)c2cnc(O[C@H]3CCN(C[C@H]3F)C(=O)Cc4ccc(OC(F)(F)F)cc4)c(c2)C(N)=O" FKY SMILES CACTVS 3.385 "Cn1cnc(c1)c2cnc(O[CH]3CCN(C[CH]3F)C(=O)Cc4ccc(OC(F)(F)F)cc4)c(c2)C(N)=O" FKY SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cn1cc(nc1)c2cc(c(nc2)O[C@H]3CCN(C[C@H]3F)C(=O)Cc4ccc(cc4)OC(F)(F)F)C(=O)N" FKY SMILES "OpenEye OEToolkits" 2.0.6 "Cn1cc(nc1)c2cc(c(nc2)OC3CCN(CC3F)C(=O)Cc4ccc(cc4)OC(F)(F)F)C(=O)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 FKY "SYSTEMATIC NAME" ACDLabs 12.01 "2-{[(3R,4S)-3-fluoro-1-{[4-(trifluoromethoxy)phenyl]acetyl}piperidin-4-yl]oxy}-5-(1-methyl-1H-imidazol-4-yl)pyridine-3-carboxamide" FKY "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "2-[(3~{R},4~{S})-3-fluoranyl-1-[2-[4-(trifluoromethyloxy)phenyl]ethanoyl]piperidin-4-yl]oxy-5-(1-methylimidazol-4-yl)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 FKY "Create component" 2018-04-09 RCSB FKY "Initial release" 2018-06-20 RCSB #