data_FI3
# 
_chem_comp.id                                    FI3 
_chem_comp.name                                  "N-[4-({[(2,6-dichloro-3,5-dimethoxyphenyl)carbamoyl](6-{[4-(4-methylpiperazin-1-yl)phenyl]amino}pyrimidin-4-yl)amino}methyl)phenyl]propanamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C34 H38 Cl2 N8 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2014-09-02 
_chem_comp.pdbx_modified_date                    2024-09-27 
_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                        693.623 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     FI3 
_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        4R5S 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
_chem_comp.pdbx_pcm                              Y 
# 
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 
FI3 CAV CAV C  0 1 N N N N N N -51.080 -6.076 -19.483 -0.450  -8.078 -1.691 CAV FI3 1  
FI3 CAW CAW C  0 1 N N N N N N -50.485 -5.925 -20.866 0.822   -7.770 -0.899 CAW FI3 2  
FI3 CBL CBL C  0 1 N N N N N N -50.506 -4.463 -21.235 0.746   -6.369 -0.351 CBL FI3 3  
FI3 OAF OAF O  0 1 N N N N N N -50.309 -3.600 -20.395 -0.229  -5.683 -0.572 OAF FI3 4  
FI3 NBF NBF N  0 1 N N N N N N -50.748 -4.213 -22.510 1.763   -5.877 0.385  NBF FI3 5  
FI3 CBO CBO C  0 1 Y N N N N N -50.751 -2.945 -22.879 1.737   -4.545 0.813  CBO FI3 6  
FI3 CAO CAO C  0 1 Y N N N N N -51.198 -2.611 -24.141 2.915   -3.814 0.885  CAO FI3 7  
FI3 CAM CAM C  0 1 Y N N N N N -51.202 -1.291 -24.550 2.886   -2.499 1.308  CAM FI3 8  
FI3 CAN CAN C  0 1 Y N N N N N -50.297 -1.960 -22.024 0.531   -3.949 1.160  CAN FI3 9  
FI3 CAL CAL C  0 1 Y N N N N N -50.298 -0.637 -22.435 0.508   -2.634 1.582  CAL FI3 10 
FI3 CBN CBN C  0 1 Y N N N N N -50.752 -0.308 -23.699 1.684   -1.911 1.658  CBN FI3 11 
FI3 CBC CBC C  0 1 N N N N N N -50.770 0.994  -24.133 1.656   -0.476 2.119  CBC FI3 12 
FI3 NCB NCB N  0 1 N N N N N N -51.945 1.170  -24.979 1.469   0.404  0.963  NCB FI3 13 
FI3 CBM CBM C  0 1 N N N N N N -51.914 0.869  -26.282 2.540   0.876  0.295  CBM FI3 14 
FI3 OAG OAG O  0 1 N N N N N N -50.893 0.433  -26.790 2.386   1.530  -0.718 OAG FI3 15 
FI3 NBG NBG N  0 1 N N N N N N -53.001 1.055  -27.032 3.783   0.623  0.751  NBG FI3 16 
FI3 CBX CBX C  0 1 Y N N N N N -52.897 0.695  -28.305 4.891   1.207  0.124  CBX FI3 17 
FI3 CBU CBU C  0 1 Y N N N N N -52.269 1.502  -29.222 5.848   1.870  0.881  CBU FI3 18 
FI3 CLI CLI CL 0 0 N N N N N N -51.652 2.921  -28.825 5.673   1.973  2.605  CLI FI3 19 
FI3 CBT CBT C  0 1 Y N N N N N -53.419 -0.516 -28.689 5.036   1.120  -1.254 CBT FI3 20 
FI3 CLH CLH CL 0 0 N N N N N N -54.153 -1.472 -27.611 3.844   0.286  -2.202 CLH FI3 21 
FI3 CBV CBV C  0 1 Y N N N N N -53.312 -0.914 -30.006 6.134   1.699  -1.874 CBV FI3 22 
FI3 OBI OBI O  0 1 N N N N N N -53.832 -2.110 -30.333 6.276   1.614  -3.223 OBI FI3 23 
FI3 CAA CAA C  0 1 N N N N N N -52.886 -2.728 -31.205 7.430   2.233  -3.795 CAA FI3 24 
FI3 CAU CAU C  0 1 Y N N N N N -52.691 -0.130 -30.947 7.086   2.366  -1.118 CAU FI3 25 
FI3 CBW CBW C  0 1 Y N N N N N -52.183 1.074  -30.526 6.945   2.448  0.259  CBW FI3 26 
FI3 OBJ OBJ O  0 1 N N N N N N -51.568 1.882  -31.391 7.879   3.102  1.000  OBJ FI3 27 
FI3 CAB CAB C  0 1 N N N N N N -51.123 0.999  -32.413 8.978   3.681  0.293  CAB FI3 28 
FI3 C4  C4  C  0 1 Y N N N N N -53.071 1.634  -24.475 0.186   0.753  0.555  C4  FI3 29 
FI3 C5  C5  C  0 1 Y N N N N N -53.308 1.552  -23.115 -0.914  0.445  1.347  C5  FI3 30 
FI3 N3  N3  N  0 1 Y N N N N N -53.973 2.176  -25.277 -0.005  1.393  -0.597 N3  FI3 31 
FI3 C2  C2  C  0 1 Y N N N N N -55.157 2.668  -24.767 -1.217  1.727  -0.991 C2  FI3 32 
FI3 N1  N1  N  0 1 Y N N N N N -55.393 2.584  -23.413 -2.285  1.449  -0.273 N1  FI3 33 
FI3 C6  C6  C  0 1 Y N N N N N -54.491 2.040  -22.606 -2.178  0.816  0.894  C6  FI3 34 
FI3 NBH NBH N  0 1 N N N N N N -54.773 1.986  -21.318 -3.307  0.531  1.647  NBH FI3 35 
FI3 CBP CBP C  0 1 Y N N N N N -53.849 1.622  -20.448 -4.580  0.795  1.127  CBP FI3 36 
FI3 CAQ CAQ C  0 1 Y N N N N N -53.023 0.547  -20.683 -4.819  0.648  -0.233 CAQ FI3 37 
FI3 CAS CAS C  0 1 Y N N N N N -52.080 0.190  -19.733 -6.074  0.908  -0.746 CAS FI3 38 
FI3 CAP CAP C  0 1 Y N N N N N -53.744 2.322  -19.265 -5.606  1.198  1.972  CAP FI3 39 
FI3 CAR CAR C  0 1 Y N N N N N -52.806 1.970  -18.318 -6.861  1.458  1.460  CAR FI3 40 
FI3 CBR CBR C  0 1 Y N N N N N -51.977 0.902  -18.556 -7.098  1.316  0.099  CBR FI3 41 
FI3 NCA NCA N  0 1 N N N N N N -51.073 0.570  -17.645 -8.371  1.580  -0.421 NCA FI3 42 
FI3 CAZ CAZ C  0 1 N N N N N N -50.232 -0.611 -17.839 -8.895  0.414  -1.147 CAZ FI3 43 
FI3 CAX CAX C  0 1 N N N N N N -50.007 -1.321 -16.534 -10.249 0.768  -1.765 CAX FI3 44 
FI3 NBZ NBZ N  0 1 N N N N N N -49.605 -0.395 -15.477 -11.176 1.184  -0.703 NBZ FI3 45 
FI3 CAC CAC C  0 1 N N N N N N -49.418 -1.171 -14.250 -12.512 1.461  -1.249 CAC FI3 46 
FI3 CAY CAY C  0 1 N N N N N N -50.680 0.562  -15.243 -10.652 2.350  0.022  CAY FI3 47 
FI3 CBA CBA C  0 1 N N N N N N -50.899 1.409  -16.458 -9.297  1.996  0.641  CBA FI3 48 
FI3 H1  H1  H  0 1 N N N N N N -51.074 -7.137 -19.195 -1.316  -7.990 -1.035 H1  FI3 49 
FI3 H2  H2  H  0 1 N N N N N N -50.484 -5.497 -18.762 -0.546  -7.370 -2.514 H2  FI3 50 
FI3 H3  H3  H  0 1 N N N N N N -52.115 -5.703 -19.486 -0.395  -9.091 -2.088 H3  FI3 51 
FI3 H4  H4  H  0 1 N N N N N N -51.080 -6.500 -21.591 0.918   -8.478 -0.076 H4  FI3 52 
FI3 H5  H5  H  0 1 N N N N N N -49.449 -6.294 -20.867 1.688   -7.857 -1.555 H5  FI3 53 
FI3 H6  H6  H  0 1 N N N N N N -50.921 -4.949 -23.164 2.513   -6.446 0.618  H6  FI3 54 
FI3 H7  H7  H  0 1 N N N N N N -51.546 -3.383 -24.811 3.854   -4.273 0.612  H7  FI3 55 
FI3 H8  H8  H  0 1 N N N N N N -51.558 -1.031 -25.536 3.802   -1.930 1.364  H8  FI3 56 
FI3 H9  H9  H  0 1 N N N N N N -49.942 -2.220 -21.038 -0.388  -4.514 1.101  H9  FI3 57 
FI3 H10 H10 H  0 1 N N N N N N -49.945 0.136  -21.769 -0.429  -2.171 1.852  H10 FI3 58 
FI3 H11 H11 H  0 1 N N N N N N -49.859 1.208  -24.711 0.833   -0.336 2.820  H11 FI3 59 
FI3 H12 H12 H  0 1 N N N N N N -50.826 1.674  -23.270 2.598   -0.234 2.612  H12 FI3 60 
FI3 H13 H13 H  0 1 N N N N N N -53.844 1.442  -26.658 3.911   0.036  1.512  H13 FI3 61 
FI3 H14 H14 H  0 1 N N N N N N -53.258 -3.717 -31.509 7.420   3.299  -3.568 H14 FI3 62 
FI3 H15 H15 H  0 1 N N N N N N -52.745 -2.100 -32.097 8.329   1.781  -3.376 H15 FI3 63 
FI3 H16 H16 H  0 1 N N N N N N -51.925 -2.843 -30.681 7.421   2.091  -4.875 H16 FI3 64 
FI3 H17 H17 H  0 1 N N N N N N -52.606 -0.447 -31.976 7.940   2.816  -1.601 H17 FI3 65 
FI3 H18 H18 H  0 1 N N N N N N -50.595 1.572  -33.189 9.521   2.898  -0.238 H18 FI3 66 
FI3 H19 H19 H  0 1 N N N N N N -50.441 0.252  -31.981 8.606   4.414  -0.422 H19 FI3 67 
FI3 H20 H20 H  0 1 N N N N N N -51.989 0.489  -32.860 9.647   4.171  1.001  H20 FI3 68 
FI3 H21 H21 H  0 1 N N N N N N -52.573 1.110  -22.459 -0.792  -0.069 2.289  H21 FI3 69 
FI3 H22 H22 H  0 1 N N N N N N -55.890 3.114  -25.422 -1.338  2.246  -1.931 H22 FI3 70 
FI3 H23 H23 H  0 1 N N N N N N -55.691 2.222  -20.999 -3.214  0.150  2.534  H23 FI3 71 
FI3 H24 H24 H  0 1 N N N N N N -53.109 -0.014 -21.602 -4.022  0.330  -0.890 H24 FI3 72 
FI3 H25 H25 H  0 1 N N N N N N -51.424 -0.648 -19.914 -6.260  0.793  -1.804 H25 FI3 73 
FI3 H26 H26 H  0 1 N N N N N N -54.404 3.156  -19.078 -5.421  1.308  3.031  H26 FI3 74 
FI3 H27 H27 H  0 1 N N N N N N -52.724 2.529  -17.398 -7.659  1.771  2.117  H27 FI3 75 
FI3 H28 H28 H  0 1 N N N N N N -50.728 -1.296 -18.542 -8.197  0.133  -1.936 H28 FI3 76 
FI3 H29 H29 H  0 1 N N N N N N -49.262 -0.300 -18.253 -9.018  -0.420 -0.455 H29 FI3 77 
FI3 H30 H30 H  0 1 N N N N N N -50.940 -1.821 -16.234 -10.122 1.584  -2.477 H30 FI3 78 
FI3 H31 H31 H  0 1 N N N N N N -49.216 -2.073 -16.669 -10.653 -0.104 -2.280 H31 FI3 79 
FI3 H33 H33 H  0 1 N N N N N N -49.114 -0.499 -13.434 -12.904 0.561  -1.723 H33 FI3 80 
FI3 H34 H34 H  0 1 N N N N N N -50.362 -1.668 -13.983 -13.177 1.767  -0.442 H34 FI3 81 
FI3 H35 H35 H  0 1 N N N N N N -48.637 -1.929 -14.411 -12.444 2.260  -1.987 H35 FI3 82 
FI3 H36 H36 H  0 1 N N N N N N -50.411 1.208  -14.394 -10.529 3.184  -0.669 H36 FI3 83 
FI3 H37 H37 H  0 1 N N N N N N -51.606 0.017  -15.010 -11.350 2.631  0.811  H37 FI3 84 
FI3 H38 H38 H  0 1 N N N N N N -50.028 2.065  -16.603 -9.425  1.180  1.352  H38 FI3 85 
FI3 H39 H39 H  0 1 N N N N N N -51.800 2.023  -16.313 -8.893  2.868  1.155  H39 FI3 86 
# 
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 
FI3 CAB OBJ SING N N 1  
FI3 OBJ CBW SING N N 2  
FI3 CAA OBI SING N N 3  
FI3 CAU CBW DOUB Y N 4  
FI3 CAU CBV SING Y N 5  
FI3 CBW CBU SING Y N 6  
FI3 OBI CBV SING N N 7  
FI3 CBV CBT DOUB Y N 8  
FI3 CBU CLI SING N N 9  
FI3 CBU CBX DOUB Y N 10 
FI3 CBT CBX SING Y N 11 
FI3 CBT CLH SING N N 12 
FI3 CBX NBG SING N N 13 
FI3 NBG CBM SING N N 14 
FI3 OAG CBM DOUB N N 15 
FI3 CBM NCB SING N N 16 
FI3 N3  C2  DOUB Y N 17 
FI3 N3  C4  SING Y N 18 
FI3 NCB C4  SING N N 19 
FI3 NCB CBC SING N N 20 
FI3 C2  N1  SING Y N 21 
FI3 CAM CAO DOUB Y N 22 
FI3 CAM CBN SING Y N 23 
FI3 C4  C5  DOUB Y N 24 
FI3 CAO CBO SING Y N 25 
FI3 CBC CBN SING N N 26 
FI3 CBN CAL DOUB Y N 27 
FI3 N1  C6  DOUB Y N 28 
FI3 C5  C6  SING Y N 29 
FI3 CBO NBF SING N N 30 
FI3 CBO CAN DOUB Y N 31 
FI3 C6  NBH SING N N 32 
FI3 NBF CBL SING N N 33 
FI3 CAL CAN SING Y N 34 
FI3 NBH CBP SING N N 35 
FI3 CBL CAW SING N N 36 
FI3 CBL OAF DOUB N N 37 
FI3 CAW CAV SING N N 38 
FI3 CAQ CBP DOUB Y N 39 
FI3 CAQ CAS SING Y N 40 
FI3 CBP CAP SING Y N 41 
FI3 CAS CBR DOUB Y N 42 
FI3 CAP CAR DOUB Y N 43 
FI3 CBR CAR SING Y N 44 
FI3 CBR NCA SING N N 45 
FI3 CAZ NCA SING N N 46 
FI3 CAZ CAX SING N N 47 
FI3 NCA CBA SING N N 48 
FI3 CAX NBZ SING N N 49 
FI3 CBA CAY SING N N 50 
FI3 NBZ CAY SING N N 51 
FI3 NBZ CAC SING N N 52 
FI3 CAV H1  SING N N 53 
FI3 CAV H2  SING N N 54 
FI3 CAV H3  SING N N 55 
FI3 CAW H4  SING N N 56 
FI3 CAW H5  SING N N 57 
FI3 NBF H6  SING N N 58 
FI3 CAO H7  SING N N 59 
FI3 CAM H8  SING N N 60 
FI3 CAN H9  SING N N 61 
FI3 CAL H10 SING N N 62 
FI3 CBC H11 SING N N 63 
FI3 CBC H12 SING N N 64 
FI3 NBG H13 SING N N 65 
FI3 CAA H14 SING N N 66 
FI3 CAA H15 SING N N 67 
FI3 CAA H16 SING N N 68 
FI3 CAU H17 SING N N 69 
FI3 CAB H18 SING N N 70 
FI3 CAB H19 SING N N 71 
FI3 CAB H20 SING N N 72 
FI3 C5  H21 SING N N 73 
FI3 C2  H22 SING N N 74 
FI3 NBH H23 SING N N 75 
FI3 CAQ H24 SING N N 76 
FI3 CAS H25 SING N N 77 
FI3 CAP H26 SING N N 78 
FI3 CAR H27 SING N N 79 
FI3 CAZ H28 SING N N 80 
FI3 CAZ H29 SING N N 81 
FI3 CAX H30 SING N N 82 
FI3 CAX H31 SING N N 83 
FI3 CAC H33 SING N N 84 
FI3 CAC H34 SING N N 85 
FI3 CAC H35 SING N N 86 
FI3 CAY H36 SING N N 87 
FI3 CAY H37 SING N N 88 
FI3 CBA H38 SING N N 89 
FI3 CBA H39 SING N N 90 
# 
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 
FI3 SMILES           ACDLabs              12.01 "Clc1c(OC)cc(OC)c(Cl)c1NC(=O)N(c2ncnc(c2)Nc3ccc(cc3)N4CCN(C)CC4)Cc5ccc(NC(=O)CC)cc5"                                                                                                                                                              
FI3 InChI            InChI                1.03  "InChI=1S/C34H38Cl2N8O4/c1-5-30(45)40-24-8-6-22(7-9-24)20-44(34(46)41-33-31(35)26(47-3)18-27(48-4)32(33)36)29-19-28(37-21-38-29)39-23-10-12-25(13-11-23)43-16-14-42(2)15-17-43/h6-13,18-19,21H,5,14-17,20H2,1-4H3,(H,40,45)(H,41,46)(H,37,38,39)" 
FI3 InChIKey         InChI                1.03  JQGSJUDIVJFQRL-UHFFFAOYSA-N                                                                                                                                                                                                                       
FI3 SMILES_CANONICAL CACTVS               3.385 "CCC(=O)Nc1ccc(CN(C(=O)Nc2c(Cl)c(OC)cc(OC)c2Cl)c3cc(Nc4ccc(cc4)N5CCN(C)CC5)ncn3)cc1"                                                                                                                                                              
FI3 SMILES           CACTVS               3.385 "CCC(=O)Nc1ccc(CN(C(=O)Nc2c(Cl)c(OC)cc(OC)c2Cl)c3cc(Nc4ccc(cc4)N5CCN(C)CC5)ncn3)cc1"                                                                                                                                                              
FI3 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCC(=O)Nc1ccc(cc1)CN(c2cc(ncn2)Nc3ccc(cc3)N4CCN(CC4)C)C(=O)Nc5c(c(cc(c5Cl)OC)OC)Cl"                                                                                                                                                              
FI3 SMILES           "OpenEye OEToolkits" 1.7.6 "CCC(=O)Nc1ccc(cc1)CN(c2cc(ncn2)Nc3ccc(cc3)N4CCN(CC4)C)C(=O)Nc5c(c(cc(c5Cl)OC)OC)Cl"                                                                                                                                                              
# 
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 
FI3 "SYSTEMATIC NAME" ACDLabs              12.01 "N-[4-({[(2,6-dichloro-3,5-dimethoxyphenyl)carbamoyl](6-{[4-(4-methylpiperazin-1-yl)phenyl]amino}pyrimidin-4-yl)amino}methyl)phenyl]propanamide"       
FI3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[4-[[[2,6-bis(chloranyl)-3,5-dimethoxy-phenyl]carbamoyl-[6-[[4-(4-methylpiperazin-1-yl)phenyl]amino]pyrimidin-4-yl]amino]methyl]phenyl]propanamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
FI3 "Create component" 2014-09-02 PDBJ 
FI3 "Initial release"  2014-10-29 RCSB 
FI3 "Modify PCM"       2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            FI3 
_pdbx_chem_comp_pcm.modified_residue_id                CYS 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               CAV 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   SG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
