data_FZE # _chem_comp.id FZE _chem_comp.name "8-(((1R,2R,3R,5S)-2-(2-(4,4-difluorocyclohexyl)ethyl)-8-azabicyclo[3.2.1]octan-3-yl)amino)-3-methyl-5-(5-methylpyridin-3-yl)-1,7-naphthyridin-2(1H)-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C30 H37 F2 N5 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-08-20 _chem_comp.pdbx_modified_date 2018-09-21 _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 521.644 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FZE _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 6HDQ _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 FZE C15 C1 C 0 1 Y N N 25.238 5.995 6.014 -1.662 1.866 0.846 C15 FZE 1 FZE C21 C2 C 0 1 N N R 25.070 6.048 1.835 2.275 2.214 -0.238 C21 FZE 2 FZE C26 C3 C 0 1 N N R 25.734 5.840 -0.634 3.228 4.514 -0.052 C26 FZE 3 FZE C28 C4 C 0 1 N N N 26.746 4.732 -0.369 3.162 4.212 1.462 C28 FZE 4 FZE C01 C5 C 0 1 N N N 24.596 3.752 10.906 -5.995 0.478 3.824 C01 FZE 5 FZE C05 C6 C 0 1 Y N N 24.648 5.125 10.287 -5.626 0.739 2.387 C05 FZE 6 FZE C06 C7 C 0 1 Y N N 24.816 6.260 11.058 -6.612 0.945 1.439 C06 FZE 7 FZE N08 N1 N 0 1 Y N N 24.874 7.499 10.558 -6.305 1.174 0.176 N08 FZE 8 FZE C09 C8 C 0 1 Y N N 24.765 7.640 9.232 -5.055 1.220 -0.238 C09 FZE 9 FZE C11 C9 C 0 1 Y N N 24.590 6.579 8.353 -4.003 1.023 0.656 C11 FZE 10 FZE C12 C10 C 0 1 Y N N 24.533 5.307 8.917 -4.297 0.781 2.002 C12 FZE 11 FZE C14 C11 C 0 1 Y N N 24.471 6.765 6.875 -2.599 1.078 0.190 C14 FZE 12 FZE N17 N2 N 0 1 Y N N 25.207 6.058 4.672 -0.409 1.925 0.433 N17 FZE 13 FZE C18 C12 C 0 1 Y N N 24.371 6.919 4.067 0.030 1.248 -0.614 C18 FZE 14 FZE N19 N3 N 0 1 N N N 24.361 6.952 2.719 1.362 1.355 -0.996 N19 FZE 15 FZE C23 C13 C 0 1 N N N 25.533 6.760 0.564 2.163 3.653 -0.750 C23 FZE 16 FZE C31 C14 C 0 1 N N N 25.933 3.557 0.173 4.115 3.017 1.669 C31 FZE 17 FZE C34 C15 C 0 1 N N S 24.501 4.105 0.202 4.671 2.705 0.260 C34 FZE 18 FZE N36 N4 N 0 1 N N N 24.523 5.068 -0.914 4.558 3.995 -0.471 N36 FZE 19 FZE C38 C16 C 0 1 N N R 24.164 4.829 1.519 3.711 1.713 -0.415 C38 FZE 20 FZE C40 C17 C 0 1 N N N 24.089 3.810 2.661 3.857 0.336 0.235 C40 FZE 21 FZE C43 C18 C 0 1 N N N 22.737 3.667 3.359 2.994 -0.678 -0.519 C43 FZE 22 FZE C46 C19 C 0 1 N N N 22.687 2.633 4.488 3.140 -2.055 0.131 C46 FZE 23 FZE C48 C20 C 0 1 N N N 23.899 2.753 5.405 2.570 -2.013 1.550 C48 FZE 24 FZE C51 C21 C 0 1 N N N 23.876 1.728 6.533 2.716 -3.390 2.200 C51 FZE 25 FZE C54 C22 C 0 1 N N N 22.581 1.740 7.285 1.953 -4.428 1.374 C54 FZE 26 FZE F55 F1 F 0 1 N N N 22.558 0.691 8.168 2.087 -5.687 1.968 F55 FZE 27 FZE F56 F2 F 0 1 N N N 22.527 2.856 8.082 0.599 -4.078 1.322 F56 FZE 28 FZE C57 C23 C 0 1 N N N 21.362 1.688 6.416 2.524 -4.470 -0.045 C57 FZE 29 FZE C60 C24 C 0 1 N N N 21.418 2.752 5.319 2.377 -3.093 -0.695 C60 FZE 30 FZE C63 C25 C 0 1 Y N N 23.563 7.746 4.876 -0.839 0.425 -1.341 C63 FZE 31 FZE N64 N5 N 0 1 N N N 22.701 8.642 4.262 -0.410 -0.291 -2.437 N64 FZE 32 FZE C66 C26 C 0 1 N N N 21.868 9.485 4.900 -1.259 -1.077 -3.123 C66 FZE 33 FZE O67 O1 O 0 1 N N N 21.162 10.238 4.229 -0.846 -1.697 -4.088 O67 FZE 34 FZE C68 C27 C 0 1 N N N 21.879 9.441 6.357 -2.617 -1.201 -2.755 C68 FZE 35 FZE C69 C28 C 0 1 N N N 20.965 10.368 7.106 -3.533 -2.093 -3.552 C69 FZE 36 FZE C73 C29 C 0 1 N N N 22.705 8.573 6.989 -3.098 -0.520 -1.684 C73 FZE 37 FZE C75 C30 C 0 1 Y N N 23.589 7.687 6.282 -2.179 0.330 -0.932 C75 FZE 38 FZE H1 H1 H 0 1 N N N 25.918 5.284 6.460 -1.966 2.445 1.706 H1 FZE 39 FZE H2 H2 H 0 1 N N N 25.964 5.671 2.354 2.008 2.184 0.819 H2 FZE 40 FZE H3 H3 H 0 1 N N N 26.038 6.427 -1.513 3.104 5.575 -0.267 H3 FZE 41 FZE H4 H4 H 0 1 N N N 27.258 4.448 -1.300 3.504 5.073 2.036 H4 FZE 42 FZE H5 H5 H 0 1 N N N 27.489 5.060 0.373 2.146 3.941 1.751 H5 FZE 43 FZE H6 H6 H 0 1 N N N 25.612 3.334 10.958 -6.111 -0.595 3.980 H6 FZE 44 FZE H7 H7 H 0 1 N N N 24.176 3.823 11.920 -5.208 0.857 4.476 H7 FZE 45 FZE H8 H8 H 0 1 N N N 23.961 3.097 10.292 -6.933 0.983 4.056 H8 FZE 46 FZE H9 H9 H 0 1 N N N 24.906 6.139 12.127 -7.649 0.916 1.736 H9 FZE 47 FZE H10 H10 H 0 1 N N N 24.816 8.637 8.821 -4.844 1.411 -1.280 H10 FZE 48 FZE H11 H11 H 0 1 N N N 24.397 4.448 8.277 -3.507 0.625 2.722 H11 FZE 49 FZE H12 H12 H 0 1 N N N 24.690 7.865 2.478 1.687 0.859 -1.763 H12 FZE 50 FZE H13 H13 H 0 1 N N N 26.489 7.260 0.778 2.328 3.670 -1.828 H13 FZE 51 FZE H14 H14 H 0 1 N N N 24.777 7.513 0.297 1.171 4.045 -0.525 H14 FZE 52 FZE H15 H15 H 0 1 N N N 26.008 2.685 -0.493 4.926 3.290 2.345 H15 FZE 53 FZE H16 H16 H 0 1 N N N 26.269 3.277 1.182 3.569 2.158 2.060 H16 FZE 54 FZE H17 H17 H 0 1 N N N 23.778 3.297 0.016 5.694 2.329 0.294 H17 FZE 55 FZE H18 H18 H 0 1 N N N 23.711 5.652 -0.905 4.591 3.849 -1.468 H18 FZE 56 FZE H20 H20 H 0 1 N N N 23.147 5.230 1.397 3.945 1.644 -1.478 H20 FZE 57 FZE H21 H21 H 0 1 N N N 24.358 2.826 2.249 4.901 0.024 0.195 H21 FZE 58 FZE H22 H22 H 0 1 N N N 22.469 4.646 3.783 1.950 -0.367 -0.479 H22 FZE 59 FZE H23 H23 H 0 1 N N N 22.703 1.632 4.032 4.195 -2.328 0.172 H23 FZE 60 FZE H24 H24 H 0 1 N N N 24.810 2.601 4.808 3.113 -1.274 2.138 H24 FZE 61 FZE H25 H25 H 0 1 N N N 23.912 3.762 5.844 1.515 -1.741 1.510 H25 FZE 62 FZE H26 H26 H 0 1 N N N 24.027 0.726 6.104 3.771 -3.663 2.241 H26 FZE 63 FZE H27 H27 H 0 1 N N N 24.694 1.954 7.233 2.309 -3.360 3.211 H27 FZE 64 FZE H28 H28 H 0 1 N N N 20.471 1.860 7.038 3.578 -4.742 -0.004 H28 FZE 65 FZE H29 H29 H 0 1 N N N 21.297 0.694 5.949 1.980 -5.209 -0.633 H29 FZE 66 FZE H30 H30 H 0 1 N N N 21.389 3.748 5.786 1.323 -2.820 -0.735 H30 FZE 67 FZE H31 H31 H 0 1 N N N 20.546 2.631 4.659 2.784 -3.123 -1.706 H31 FZE 68 FZE H32 H32 H 0 1 N N N 22.698 8.664 3.262 0.517 -0.228 -2.716 H32 FZE 69 FZE H33 H33 H 0 1 N N N 21.091 10.213 8.188 -2.974 -2.554 -4.366 H33 FZE 70 FZE H34 H34 H 0 1 N N N 21.212 11.410 6.853 -3.938 -2.871 -2.904 H34 FZE 71 FZE H35 H35 H 0 1 N N N 19.922 10.160 6.825 -4.351 -1.500 -3.962 H35 FZE 72 FZE H36 H36 H 0 1 N N N 22.699 8.546 8.069 -4.134 -0.607 -1.393 H36 FZE 73 FZE H19 H19 H 0 1 N N N 24.828 4.104 3.421 3.533 0.388 1.274 H19 FZE 74 FZE H37 H37 H 0 1 N N N 21.993 3.379 2.602 3.319 -0.730 -1.558 H37 FZE 75 # 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 FZE N36 C26 SING N N 1 FZE N36 C34 SING N N 2 FZE C26 C28 SING N N 3 FZE C26 C23 SING N N 4 FZE C28 C31 SING N N 5 FZE C31 C34 SING N N 6 FZE C34 C38 SING N N 7 FZE C23 C21 SING N N 8 FZE C38 C21 SING N N 9 FZE C38 C40 SING N N 10 FZE C21 N19 SING N N 11 FZE C40 C43 SING N N 12 FZE N19 C18 SING N N 13 FZE C43 C46 SING N N 14 FZE C18 N17 DOUB Y N 15 FZE C18 C63 SING Y N 16 FZE O67 C66 DOUB N N 17 FZE N64 C63 SING N N 18 FZE N64 C66 SING N N 19 FZE C46 C60 SING N N 20 FZE C46 C48 SING N N 21 FZE N17 C15 SING Y N 22 FZE C63 C75 DOUB Y N 23 FZE C66 C68 SING N N 24 FZE C60 C57 SING N N 25 FZE C48 C51 SING N N 26 FZE C15 C14 DOUB Y N 27 FZE C75 C14 SING Y N 28 FZE C75 C73 SING N N 29 FZE C68 C73 DOUB N N 30 FZE C68 C69 SING N N 31 FZE C57 C54 SING N N 32 FZE C51 C54 SING N N 33 FZE C14 C11 SING N N 34 FZE C54 F56 SING N N 35 FZE C54 F55 SING N N 36 FZE C11 C12 DOUB Y N 37 FZE C11 C09 SING Y N 38 FZE C12 C05 SING Y N 39 FZE C09 N08 DOUB Y N 40 FZE C05 C01 SING N N 41 FZE C05 C06 DOUB Y N 42 FZE N08 C06 SING Y N 43 FZE C15 H1 SING N N 44 FZE C21 H2 SING N N 45 FZE C26 H3 SING N N 46 FZE C28 H4 SING N N 47 FZE C28 H5 SING N N 48 FZE C01 H6 SING N N 49 FZE C01 H7 SING N N 50 FZE C01 H8 SING N N 51 FZE C06 H9 SING N N 52 FZE C09 H10 SING N N 53 FZE C12 H11 SING N N 54 FZE N19 H12 SING N N 55 FZE C23 H13 SING N N 56 FZE C23 H14 SING N N 57 FZE C31 H15 SING N N 58 FZE C31 H16 SING N N 59 FZE C34 H17 SING N N 60 FZE N36 H18 SING N N 61 FZE C38 H20 SING N N 62 FZE C40 H21 SING N N 63 FZE C43 H22 SING N N 64 FZE C46 H23 SING N N 65 FZE C48 H24 SING N N 66 FZE C48 H25 SING N N 67 FZE C51 H26 SING N N 68 FZE C51 H27 SING N N 69 FZE C57 H28 SING N N 70 FZE C57 H29 SING N N 71 FZE C60 H30 SING N N 72 FZE C60 H31 SING N N 73 FZE N64 H32 SING N N 74 FZE C69 H33 SING N N 75 FZE C69 H34 SING N N 76 FZE C69 H35 SING N N 77 FZE C73 H36 SING N N 78 FZE C40 H19 SING N N 79 FZE C43 H37 SING N N 80 # 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 FZE InChI InChI 1.03 "InChI=1S/C30H37F2N5O/c1-17-11-20(15-33-14-17)24-16-34-28(27-23(24)12-18(2)29(38)37-27)36-26-13-21-4-6-25(35-21)22(26)5-3-19-7-9-30(31,32)10-8-19/h11-12,14-16,19,21-22,25-26,35H,3-10,13H2,1-2H3,(H,34,36)(H,37,38)/t21-,22-,25+,26-/m1/s1" FZE InChIKey InChI 1.03 XSDXNVMLXLEGSP-ULDOEVFSSA-N FZE SMILES_CANONICAL CACTVS 3.385 "Cc1cncc(c1)c2cnc(N[C@@H]3C[C@H]4CC[C@H](N4)[C@H]3CCC5CCC(F)(F)CC5)c6NC(=O)C(=Cc26)C" FZE SMILES CACTVS 3.385 "Cc1cncc(c1)c2cnc(N[CH]3C[CH]4CC[CH](N4)[CH]3CCC5CCC(F)(F)CC5)c6NC(=O)C(=Cc26)C" FZE SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1cc(cnc1)c2cnc(c3c2C=C(C(=O)N3)C)N[C@@H]4C[C@H]5CC[C@@H]([C@H]4CCC6CCC(CC6)(F)F)N5" FZE SMILES "OpenEye OEToolkits" 2.0.6 "Cc1cc(cnc1)c2cnc(c3c2C=C(C(=O)N3)C)NC4CC5CCC(C4CCC6CCC(CC6)(F)F)N5" # 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 FZE "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "8-[[(1~{S},2~{R},3~{R},5~{R})-2-[2-[4,4-bis(fluoranyl)cyclohexyl]ethyl]-8-azabicyclo[3.2.1]octan-3-yl]amino]-3-methyl-5-(5-methylpyridin-3-yl)-1~{H}-1,7-naphthyridin-2-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 FZE "Create component" 2018-08-20 EBI FZE "Initial release" 2018-09-26 RCSB #