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 2014-10-24 _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 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 # 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 FI3 CAV CAV C 0 1 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 -50.485 -5.925 -20.866 0.822 -7.770 -0.899 CAW FI3 2 FI3 CBL CBL C 0 1 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 -50.309 -3.600 -20.395 -0.229 -5.683 -0.572 OAF FI3 4 FI3 NBF NBF N 0 1 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 -50.751 -2.945 -22.879 1.737 -4.545 0.813 CBO FI3 6 FI3 CAO CAO C 0 1 Y 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 -51.202 -1.291 -24.550 2.886 -2.499 1.308 CAM FI3 8 FI3 CAN CAN C 0 1 Y 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 -50.298 -0.637 -22.435 0.508 -2.634 1.582 CAL FI3 10 FI3 CBN CBN C 0 1 Y 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 -50.770 0.994 -24.133 1.656 -0.476 2.119 CBC FI3 12 FI3 NCB NCB N 0 1 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 -51.914 0.869 -26.282 2.540 0.876 0.295 CBM FI3 14 FI3 OAG OAG O 0 1 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 -53.001 1.055 -27.032 3.783 0.623 0.751 NBG FI3 16 FI3 CBX CBX C 0 1 Y 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 -52.269 1.502 -29.222 5.848 1.870 0.881 CBU FI3 18 FI3 CLI CLI CL 0 0 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 -53.419 -0.516 -28.689 5.036 1.120 -1.254 CBT FI3 20 FI3 CLH CLH CL 0 0 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 -53.312 -0.914 -30.006 6.134 1.699 -1.874 CBV FI3 22 FI3 OBI OBI O 0 1 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 -52.886 -2.728 -31.205 7.430 2.233 -3.795 CAA FI3 24 FI3 CAU CAU C 0 1 Y 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 -52.183 1.074 -30.526 6.945 2.448 0.259 CBW FI3 26 FI3 OBJ OBJ O 0 1 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 -51.123 0.999 -32.413 8.978 3.681 0.293 CAB FI3 28 FI3 C4 C4 C 0 1 Y 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 -53.308 1.552 -23.115 -0.914 0.445 1.347 C5 FI3 30 FI3 N3 N3 N 0 1 Y 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 -55.157 2.668 -24.767 -1.217 1.727 -0.991 C2 FI3 32 FI3 N1 N1 N 0 1 Y 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 -54.491 2.040 -22.606 -2.178 0.816 0.894 C6 FI3 34 FI3 NBH NBH N 0 1 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 -53.849 1.622 -20.448 -4.580 0.795 1.127 CBP FI3 36 FI3 CAQ CAQ C 0 1 Y 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 -52.080 0.190 -19.733 -6.074 0.908 -0.746 CAS FI3 38 FI3 CAP CAP C 0 1 Y 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 -52.806 1.970 -18.318 -6.861 1.458 1.460 CAR FI3 40 FI3 CBR CBR C 0 1 Y 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 -51.073 0.570 -17.645 -8.371 1.580 -0.421 NCA FI3 42 FI3 CAZ CAZ C 0 1 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 -50.007 -1.321 -16.534 -10.249 0.768 -1.765 CAX FI3 44 FI3 NBZ NBZ N 0 1 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 -49.418 -1.171 -14.250 -12.512 1.461 -1.249 CAC FI3 46 FI3 CAY CAY C 0 1 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 -50.899 1.409 -16.458 -9.297 1.996 0.641 CBA FI3 48 FI3 H1 H1 H 0 1 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 -50.484 -5.497 -18.762 -0.546 -7.370 -2.514 H2 FI3 50 FI3 H3 H3 H 0 1 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 -51.080 -6.500 -21.591 0.918 -8.478 -0.076 H4 FI3 52 FI3 H5 H5 H 0 1 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 -50.921 -4.949 -23.164 2.513 -6.446 0.618 H6 FI3 54 FI3 H7 H7 H 0 1 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 -51.558 -1.031 -25.536 3.802 -1.930 1.364 H8 FI3 56 FI3 H9 H9 H 0 1 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 -49.945 0.136 -21.769 -0.429 -2.171 1.852 H10 FI3 58 FI3 H11 H11 H 0 1 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 -50.826 1.674 -23.270 2.598 -0.234 2.612 H12 FI3 60 FI3 H13 H13 H 0 1 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 -53.258 -3.717 -31.509 7.420 3.299 -3.568 H14 FI3 62 FI3 H15 H15 H 0 1 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 -51.925 -2.843 -30.681 7.421 2.091 -4.875 H16 FI3 64 FI3 H17 H17 H 0 1 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 -50.595 1.572 -33.189 9.521 2.898 -0.238 H18 FI3 66 FI3 H19 H19 H 0 1 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 -51.989 0.489 -32.860 9.647 4.171 1.001 H20 FI3 68 FI3 H21 H21 H 0 1 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 -55.890 3.114 -25.422 -1.338 2.246 -1.931 H22 FI3 70 FI3 H23 H23 H 0 1 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 -53.109 -0.014 -21.602 -4.022 0.330 -0.890 H24 FI3 72 FI3 H25 H25 H 0 1 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 -54.404 3.156 -19.078 -5.421 1.308 3.031 H26 FI3 74 FI3 H27 H27 H 0 1 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 -50.728 -1.296 -18.542 -8.197 0.133 -1.936 H28 FI3 76 FI3 H29 H29 H 0 1 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 -50.940 -1.821 -16.234 -10.122 1.584 -2.477 H30 FI3 78 FI3 H31 H31 H 0 1 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 -49.114 -0.499 -13.434 -12.904 0.561 -1.723 H33 FI3 80 FI3 H34 H34 H 0 1 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 -48.637 -1.929 -14.411 -12.444 2.260 -1.987 H35 FI3 82 FI3 H36 H36 H 0 1 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 -51.606 0.017 -15.010 -11.350 2.631 0.811 H37 FI3 84 FI3 H38 H38 H 0 1 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 -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 #