data_FI6
# 
_chem_comp.id                                    FI6 
_chem_comp.name                                  "N-[(1R)-1-[3-(4-ethoxyphenyl)-4-oxidanylidene-pyrido[2,3-d]pyrimidin-2-yl]ethyl]-N-(pyridin-3-ylmethyl)-2-[4-(trifluoromethyloxy)phenyl]ethanamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C32 H28 F3 N5 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "(+/-)-AMG 487 " 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-07-20 
_chem_comp.pdbx_modified_date                    2023-11-24 
_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                        603.591 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     FI6 
_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        8K2W 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBC 
# 
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.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
FI6 C1  C1  C 0 1 N N N N N N 111.991 106.987 132.905 4.348  -3.932 -0.112 C1  FI6 1  
FI6 C2  C2  C 0 1 N N N N N N 112.275 107.912 134.047 2.963  -3.461 -0.558 C2  FI6 2  
FI6 C3  C3  C 0 1 Y N N N N N 111.222 109.795 135.110 1.071  -2.300 0.297  C3  FI6 3  
FI6 C4  C4  C 0 1 Y N N N N N 112.314 109.897 135.956 0.397  -2.663 -0.860 C4  FI6 4  
FI6 C5  C5  C 0 1 Y N N N N N 112.359 110.902 136.905 -0.897 -2.229 -1.069 C5  FI6 5  
FI6 C6  C6  C 0 1 Y N N N N N 111.286 111.761 137.061 -1.523 -1.429 -0.122 C6  FI6 6  
FI6 C7  C7  C 0 1 Y N N N N N 110.224 111.695 136.177 -0.847 -1.067 1.036  C7  FI6 7  
FI6 O1  O1  O 0 1 N N N N N N 111.170 108.817 134.153 2.348  -2.723 0.500  O1  FI6 8  
FI6 O2  O2  O 0 1 N N N N N N 113.272 113.606 137.034 -3.642 -2.357 1.248  O2  FI6 9  
FI6 O3  O3  O 0 1 N N N N N N 106.294 111.981 137.208 0.706  0.234  -1.523 O3  FI6 10 
FI6 O4  O4  O 0 1 N N N N N N 104.702 107.179 133.862 6.452  0.880  -0.672 O4  FI6 11 
FI6 C10 C8  C 0 1 Y N N N N N 112.531 114.758 138.954 -5.202 -1.008 0.133  C10 FI6 12 
FI6 C11 C9  C 0 1 Y N N N N N 111.523 114.782 139.958 -5.367 -0.018 -0.862 C11 FI6 13 
FI6 C12 C10 C 0 1 Y N N N N N 112.481 116.622 140.942 -7.641 0.032  -0.475 C12 FI6 14 
FI6 C13 C11 C 0 1 Y N N N N N 113.520 116.680 139.996 -7.551 -0.937 0.513  C13 FI6 15 
FI6 C14 C12 C 0 1 Y N N N N N 113.541 115.750 139.007 -6.316 -1.474 0.832  C14 FI6 16 
FI6 C15 C13 C 0 1 N N N N N N 110.443 112.946 139.075 -3.085 -0.041 -1.277 C15 FI6 17 
FI6 C16 C14 C 0 1 N N R N N N 109.288 111.969 139.215 -1.923 0.504  -2.065 C16 FI6 18 
FI6 C17 C15 C 0 1 N N N N N N 109.045 111.652 140.684 -2.446 1.260  -3.289 C17 FI6 19 
FI6 C18 C16 C 0 1 N N N N N N 107.546 113.786 138.847 -1.808 2.547  -0.564 C18 FI6 20 
FI6 C19 C17 C 0 1 Y N N N N N 108.095 114.826 137.912 -2.154 2.169  0.854  C19 FI6 21 
FI6 C20 C18 C 0 1 Y N N N N N 108.309 114.548 136.581 -3.339 1.517  1.135  C20 FI6 22 
FI6 C21 C19 C 0 1 Y N N N N N 109.091 116.652 136.159 -2.843 1.446  3.383  C21 FI6 23 
FI6 C22 C20 C 0 1 Y N N N N N 108.915 117.022 137.462 -1.643 2.101  3.179  C22 FI6 24 
FI6 C23 C21 C 0 1 Y N N N N N 108.412 116.097 138.345 -1.284 2.467  1.892  C23 FI6 25 
FI6 C24 C22 C 0 1 N N N N N N 107.289 111.576 137.810 0.175  1.219  -1.053 C24 FI6 26 
FI6 C25 C23 C 0 1 N N N N N N 107.678 110.114 137.789 0.995  2.220  -0.280 C25 FI6 27 
FI6 C26 C24 C 0 1 Y N N N N N 106.884 109.340 136.763 2.455  1.862  -0.385 C26 FI6 28 
FI6 C27 C25 C 0 1 Y N N N N N 105.588 108.919 137.023 3.193  2.285  -1.475 C27 FI6 29 
FI6 C28 C26 C 0 1 Y N N N N N 104.855 108.212 136.084 4.532  1.958  -1.573 C28 FI6 30 
FI6 C29 C27 C 0 1 Y N N N N N 105.421 107.901 134.856 5.135  1.204  -0.577 C29 FI6 31 
FI6 C30 C28 C 0 1 Y N N N N N 106.715 108.311 134.580 4.392  0.780  0.515  C30 FI6 32 
FI6 C31 C29 C 0 1 Y N N N N N 107.430 109.019 135.530 3.056  1.115  0.612  C31 FI6 33 
FI6 C32 C30 C 0 1 N N N N N N 103.443 106.816 134.097 7.003  0.089  0.383  C32 FI6 34 
FI6 C8  C31 C 0 1 Y N N N N N 110.180 110.700 135.218 0.447  -1.502 1.244  C8  FI6 35 
FI6 C9  C32 C 0 1 N N N N N N 112.475 113.705 137.952 -3.848 -1.508 0.400  C9  FI6 36 
FI6 F1  F1  F 0 1 N N N N N N 103.331 106.005 135.131 8.354  -0.161 0.121  F1  FI6 37 
FI6 F2  F2  F 0 1 N N N N N N 102.950 106.173 133.058 6.883  0.778  1.594  F2  FI6 38 
FI6 F3  F3  F 0 1 N N N N N N 102.650 107.848 134.312 6.311  -1.124 0.466  F3  FI6 39 
FI6 N1  N1  N 0 1 N N N N N N 111.363 112.843 138.029 -2.836 -0.988 -0.335 N1  FI6 40 
FI6 N2  N2  N 0 1 Y N N N N N 111.514 115.724 140.945 -6.579 0.460  -1.124 N2  FI6 41 
FI6 N3  N3  N 0 1 N N N N N N 110.517 113.865 139.984 -4.272 0.423  -1.529 N3  FI6 42 
FI6 N4  N4  N 0 1 N N N N N N 108.030 112.422 138.571 -1.147 1.418  -1.222 N4  FI6 43 
FI6 N5  N5  N 0 1 Y N N N N N 108.798 115.433 135.698 -3.646 1.179  2.372  N5  FI6 44 
FI6 H1  H1  H 0 1 N N N N N N 112.822 106.275 132.794 4.259  -4.498 0.815  H1  FI6 45 
FI6 H2  H2  H 0 1 N N N N N N 111.060 106.436 133.103 4.782  -4.568 -0.885 H2  FI6 46 
FI6 H3  H3  H 0 1 N N N N N N 111.882 107.571 131.979 4.991  -3.067 0.050  H3  FI6 47 
FI6 H4  H4  H 0 1 N N N N N N 112.380 107.337 134.979 3.061  -2.823 -1.436 H4  FI6 48 
FI6 H5  H5  H 0 1 N N N N N N 113.202 108.472 133.855 2.346  -4.326 -0.804 H5  FI6 49 
FI6 H6  H6  H 0 1 N N N N N N 113.129 109.193 135.875 0.884  -3.284 -1.597 H6  FI6 50 
FI6 H7  H7  H 0 1 N N N N N N 113.235 111.017 137.526 -1.422 -2.510 -1.970 H7  FI6 51 
FI6 H8  H8  H 0 1 N N N N N N 109.428 112.422 136.236 -1.334 -0.446 1.773  H8  FI6 52 
FI6 H9  H9  H 0 1 N N N N N N 112.474 117.367 141.724 -8.609 0.446  -0.719 H9  FI6 53 
FI6 H10 H10 H 0 1 N N N N N N 114.281 117.444 140.055 -8.439 -1.270 1.030  H10 FI6 54 
FI6 H11 H11 H 0 1 N N N N N N 114.324 115.766 138.264 -6.218 -2.230 1.597  H11 FI6 55 
FI6 H12 H12 H 0 1 N N N N N N 109.593 111.032 138.727 -1.287 -0.318 -2.391 H12 FI6 56 
FI6 H13 H13 H 0 1 N N N N N N 109.985 111.318 141.148 -3.092 0.604  -3.872 H13 FI6 57 
FI6 H14 H14 H 0 1 N N N N N N 108.683 112.554 141.199 -3.013 2.132  -2.962 H14 FI6 58 
FI6 H15 H15 H 0 1 N N N N N N 108.292 110.855 140.767 -1.606 1.582  -3.903 H15 FI6 59 
FI6 H16 H16 H 0 1 N N N N N N 107.835 114.055 139.874 -2.720 2.800  -1.105 H16 FI6 60 
FI6 H17 H17 H 0 1 N N N N N N 106.449 113.788 138.763 -1.138 3.407  -0.558 H17 FI6 61 
FI6 H18 H18 H 0 1 N N N N N N 108.069 113.557 136.225 -4.022 1.281  0.332  H18 FI6 62 
FI6 H19 H19 H 0 1 N N N N N N 109.487 117.381 135.467 -3.130 1.157  4.384  H19 FI6 63 
FI6 H20 H20 H 0 1 N N N N N N 109.166 118.020 137.791 -0.993 2.324  4.013  H20 FI6 64 
FI6 H21 H21 H 0 1 N N N N N N 108.264 116.366 139.381 -0.349 2.973  1.701  H21 FI6 65 
FI6 H22 H22 H 0 1 N N N N N N 107.493 109.681 138.783 0.835  3.216  -0.693 H22 FI6 66 
FI6 H23 H23 H 0 1 N N N N N N 108.748 110.033 137.547 0.692  2.207  0.766  H23 FI6 67 
FI6 H24 H24 H 0 1 N N N N N N 105.140 109.148 137.979 2.723  2.872  -2.250 H24 FI6 68 
FI6 H25 H25 H 0 1 N N N N N N 103.844 107.903 136.307 5.108  2.289  -2.425 H25 FI6 69 
FI6 H26 H26 H 0 1 N N N N N N 107.165 108.079 133.626 4.860  0.193  1.292  H26 FI6 70 
FI6 H27 H27 H 0 1 N N N N N N 108.440 109.330 135.305 2.477  0.786  1.462  H27 FI6 71 
FI6 H28 H28 H 0 1 N N N N N N 109.332 110.629 134.553 0.972  -1.220 2.145  H28 FI6 72 
# 
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 
FI6 C1  C2  SING N N 1  
FI6 F2  C32 SING N N 2  
FI6 O4  C32 SING N N 3  
FI6 O4  C29 SING N N 4  
FI6 C2  O1  SING N N 5  
FI6 C32 F3  SING N N 6  
FI6 C32 F1  SING N N 7  
FI6 O1  C3  SING N N 8  
FI6 C30 C29 DOUB Y N 9  
FI6 C30 C31 SING Y N 10 
FI6 C29 C28 SING Y N 11 
FI6 C3  C8  DOUB Y N 12 
FI6 C3  C4  SING Y N 13 
FI6 C8  C7  SING Y N 14 
FI6 C31 C26 DOUB Y N 15 
FI6 N5  C21 DOUB Y N 16 
FI6 N5  C20 SING Y N 17 
FI6 C4  C5  DOUB Y N 18 
FI6 C28 C27 DOUB Y N 19 
FI6 C21 C22 SING Y N 20 
FI6 C7  C6  DOUB Y N 21 
FI6 C20 C19 DOUB Y N 22 
FI6 C26 C27 SING Y N 23 
FI6 C26 C25 SING N N 24 
FI6 C5  C6  SING Y N 25 
FI6 O2  C9  DOUB N N 26 
FI6 C6  N1  SING N N 27 
FI6 O3  C24 DOUB N N 28 
FI6 C22 C23 DOUB Y N 29 
FI6 C25 C24 SING N N 30 
FI6 C24 N4  SING N N 31 
FI6 C19 C23 SING Y N 32 
FI6 C19 C18 SING N N 33 
FI6 C9  N1  SING N N 34 
FI6 C9  C10 SING N N 35 
FI6 N1  C15 SING N N 36 
FI6 N4  C18 SING N N 37 
FI6 N4  C16 SING N N 38 
FI6 C10 C14 DOUB Y N 39 
FI6 C10 C11 SING Y N 40 
FI6 C14 C13 SING Y N 41 
FI6 C15 C16 SING N N 42 
FI6 C15 N3  DOUB N N 43 
FI6 C16 C17 SING N N 44 
FI6 C11 N3  SING N N 45 
FI6 C11 N2  DOUB Y N 46 
FI6 C13 C12 DOUB Y N 47 
FI6 C12 N2  SING Y N 48 
FI6 C1  H1  SING N N 49 
FI6 C1  H2  SING N N 50 
FI6 C1  H3  SING N N 51 
FI6 C2  H4  SING N N 52 
FI6 C2  H5  SING N N 53 
FI6 C4  H6  SING N N 54 
FI6 C5  H7  SING N N 55 
FI6 C7  H8  SING N N 56 
FI6 C12 H9  SING N N 57 
FI6 C13 H10 SING N N 58 
FI6 C14 H11 SING N N 59 
FI6 C16 H12 SING N N 60 
FI6 C17 H13 SING N N 61 
FI6 C17 H14 SING N N 62 
FI6 C17 H15 SING N N 63 
FI6 C18 H16 SING N N 64 
FI6 C18 H17 SING N N 65 
FI6 C20 H18 SING N N 66 
FI6 C21 H19 SING N N 67 
FI6 C22 H20 SING N N 68 
FI6 C23 H21 SING N N 69 
FI6 C25 H22 SING N N 70 
FI6 C25 H23 SING N N 71 
FI6 C27 H24 SING N N 72 
FI6 C28 H25 SING N N 73 
FI6 C30 H26 SING N N 74 
FI6 C31 H27 SING N N 75 
FI6 C8  H28 SING N N 76 
# 
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 
FI6 InChI            InChI                1.06  "InChI=1S/C32H28F3N5O4/c1-3-43-25-14-10-24(11-15-25)40-30(38-29-27(31(40)42)7-5-17-37-29)21(2)39(20-23-6-4-16-36-19-23)28(41)18-22-8-12-26(13-9-22)44-32(33,34)35/h4-17,19,21H,3,18,20H2,1-2H3/t21-/m1/s1" 
FI6 InChIKey         InChI                1.06  WQTKNBPCJKRYPA-OAQYLSRUSA-N                                                                                                                                                                                
FI6 SMILES_CANONICAL CACTVS               3.385 "CCOc1ccc(cc1)N2C(=O)c3cccnc3N=C2[C@@H](C)N(Cc4cccnc4)C(=O)Cc5ccc(OC(F)(F)F)cc5"                                                                                                                           
FI6 SMILES           CACTVS               3.385 "CCOc1ccc(cc1)N2C(=O)c3cccnc3N=C2[CH](C)N(Cc4cccnc4)C(=O)Cc5ccc(OC(F)(F)F)cc5"                                                                                                                             
FI6 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CCOc1ccc(cc1)N2C(=O)c3cccnc3N=C2[C@@H](C)N(Cc4cccnc4)C(=O)Cc5ccc(cc5)OC(F)(F)F"                                                                                                                           
FI6 SMILES           "OpenEye OEToolkits" 2.0.7 "CCOc1ccc(cc1)N2C(=O)c3cccnc3N=C2C(C)N(Cc4cccnc4)C(=O)Cc5ccc(cc5)OC(F)(F)F"                                                                                                                                
# 
_pdbx_chem_comp_identifier.comp_id           FI6 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.7 
_pdbx_chem_comp_identifier.identifier        "~{N}-[(1~{R})-1-[3-(4-ethoxyphenyl)-4-oxidanylidene-pyrido[2,3-d]pyrimidin-2-yl]ethyl]-~{N}-(pyridin-3-ylmethyl)-2-[4-(trifluoromethyloxy)phenyl]ethanamide" 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      FI6 
_pdbx_chem_comp_synonyms.name         "(+/-)-AMG 487 " 
_pdbx_chem_comp_synonyms.provenance   PUBCHEM 
_pdbx_chem_comp_synonyms.type         ? 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
FI6 "Create component" 2023-07-20 PDBC 
FI6 "Initial release"  2023-11-29 RCSB 
# 
