data_IRE # _chem_comp.id IRE _chem_comp.name Gefitinib _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H24 Cl F N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-05-25 _chem_comp.pdbx_modified_date 2024-03-19 _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 446.902 _chem_comp.one_letter_code ? _chem_comp.three_letter_code IRE _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 2ITO _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.pdbx_n_terminal_atom_flag _chem_comp_atom.pdbx_backbone_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 IRE CAO CAO C 0 1 N N N N N N -45.480 -2.716 -15.745 -6.081 -3.141 0.640 CAO IRE 1 IRE CAL CAL C 0 1 N N N N N N -44.406 -3.592 -15.075 -7.579 -3.389 0.839 CAL IRE 2 IRE OAU OAU O 0 1 N N N N N N -43.457 -4.022 -16.108 -8.294 -2.897 -0.298 OAU IRE 3 IRE CAM CAM C 0 1 N N N N N N -44.075 -4.866 -17.134 -8.095 -1.502 -0.543 CAM IRE 4 IRE CAP CAP C 0 1 N N N N N N -45.255 -4.173 -17.846 -6.603 -1.234 -0.755 CAP IRE 5 IRE NBE NBE N 0 1 N N N N N N -46.131 -3.393 -16.914 -5.853 -1.705 0.419 NBE IRE 6 IRE CAN CAN C 0 1 N N N N N N -46.751 -2.319 -17.717 -4.420 -1.415 0.279 CAN IRE 7 IRE CAJ CAJ C 0 1 N N N N N N -48.276 -2.469 -17.821 -4.202 0.099 0.300 CAJ IRE 8 IRE CAK CAK C 0 1 N N N N N N -48.831 -1.483 -18.875 -2.709 0.401 0.155 CAK IRE 9 IRE OAV OAV O 0 1 N N N N N N -49.194 -0.154 -18.361 -2.505 1.815 0.175 OAV IRE 10 IRE CBA CBA C 0 1 Y N N N N N -50.235 0.478 -19.000 -1.224 2.256 0.056 CBA IRE 11 IRE CAZ CAZ C 0 1 Y N N N N N -51.131 1.201 -18.216 -0.961 3.633 0.069 CAZ IRE 12 IRE CAH CAH C 0 1 Y N N N N N -52.195 1.859 -18.839 0.328 4.104 -0.051 CAH IRE 13 IRE OAT OAT O 0 1 N N N N N N -50.948 1.228 -16.851 -1.988 4.512 0.199 OAT IRE 14 IRE CAA CAA C 0 1 N N N N N N -51.165 2.487 -16.195 -1.656 5.902 0.205 CAA IRE 15 IRE CAI CAI C 0 1 Y N N N N N -50.399 0.437 -20.394 -0.207 1.352 -0.069 CAI IRE 16 IRE C5 C5 C 0 1 Y N N N N N -51.458 1.101 -21.003 1.112 1.805 -0.192 C5 IRE 17 IRE C4 C4 C 0 1 Y N N N N N -52.352 1.807 -20.222 1.385 3.195 -0.185 C4 IRE 18 IRE N3 N3 N 0 1 Y N N N N N -53.370 2.446 -20.819 2.658 3.603 -0.305 N3 IRE 19 IRE C2 C2 C 0 1 Y N N N N N -53.559 2.411 -22.131 3.627 2.728 -0.431 C2 IRE 20 IRE N1 N1 N 0 1 Y N N N N N -52.731 1.745 -22.905 3.420 1.421 -0.447 N1 IRE 21 IRE C6 C6 C 0 1 Y N N N N N -51.681 1.085 -22.378 2.201 0.911 -0.324 C6 IRE 22 IRE NAS NAS N 0 1 N N N N N N -50.876 0.406 -23.183 1.999 -0.455 -0.336 NAS IRE 23 IRE CAY CAY C 0 1 Y N N N N N -50.978 0.472 -24.509 3.096 -1.323 -0.345 CAY IRE 24 IRE CAG CAG C 0 1 Y N N N N N -50.925 1.714 -25.133 4.257 -0.985 0.337 CAG IRE 25 IRE CAX CAX C 0 1 Y N N N N N -51.007 1.806 -26.512 5.339 -1.845 0.326 CAX IRE 26 IRE CL CL CL 0 0 N N N N N N -50.943 3.360 -27.240 6.791 -1.423 1.179 CL IRE 27 IRE CAW CAW C 0 1 Y N N N N N -51.141 0.667 -27.293 5.265 -3.044 -0.365 CAW IRE 28 IRE FAB FAB F 0 1 N N N N N N -51.218 0.793 -28.634 6.323 -3.884 -0.374 FAB IRE 29 IRE CAD CAD C 0 1 Y N N N N N -51.189 -0.585 -26.674 4.108 -3.383 -1.045 CAD IRE 30 IRE CAE CAE C 0 1 Y N N N N N -51.103 -0.682 -25.280 3.023 -2.528 -1.033 CAE IRE 31 IRE HAO1 HAO1 H 0 0 N N N N N N -46.254 -2.477 -15.001 -5.538 -3.462 1.529 HAO1 IRE 32 IRE HAO2 HAO2 H 0 0 N N N N N N -45.008 -1.786 -16.095 -5.731 -3.703 -0.225 HAO2 IRE 33 IRE HAL1 HAL1 H 0 0 N N N N N N -43.879 -3.011 -14.304 -7.759 -4.459 0.947 HAL1 IRE 34 IRE HAL2 HAL2 H 0 0 N N N N N N -44.878 -4.472 -14.613 -7.918 -2.870 1.735 HAL2 IRE 35 IRE HAM1 HAM1 H 0 0 N N N N N N -43.313 -5.122 -17.885 -8.648 -1.207 -1.434 HAM1 IRE 36 IRE HAM2 HAM2 H 0 0 N N N N N N -44.444 -5.786 -16.657 -8.449 -0.928 0.313 HAM2 IRE 37 IRE HAP1 HAP1 H 0 0 N N N N N N -44.851 -3.485 -18.604 -6.260 -1.766 -1.643 HAP1 IRE 38 IRE HAP2 HAP2 H 0 0 N N N N N N -45.867 -4.943 -18.339 -6.440 -0.164 -0.886 HAP2 IRE 39 IRE HAN1 HAN1 H 0 0 N N N N N N -46.523 -1.351 -17.247 -3.875 -1.872 1.105 HAN1 IRE 40 IRE HAN2 HAN2 H 0 0 N N N N N N -46.324 -2.345 -18.730 -4.057 -1.822 -0.665 HAN2 IRE 41 IRE HAJ1 HAJ1 H 0 0 N N N N N N -48.522 -3.499 -18.120 -4.747 0.556 -0.525 HAJ1 IRE 42 IRE HAJ2 HAJ2 H 0 0 N N N N N N -48.731 -2.252 -16.843 -4.565 0.505 1.245 HAJ2 IRE 43 IRE HAK1 HAK1 H 0 0 N N N N N N -48.064 -1.349 -19.652 -2.164 -0.056 0.981 HAK1 IRE 44 IRE HAK2 HAK2 H 0 0 N N N N N N -49.731 -1.933 -19.321 -2.346 -0.005 -0.789 HAK2 IRE 45 IRE HAH HAH H 0 1 N N N N N N -52.903 2.414 -18.242 0.522 5.166 -0.040 HAH IRE 46 IRE HAA1 HAA1 H 0 0 N N N N N N -50.987 2.374 -15.115 -0.983 6.111 1.037 HAA1 IRE 47 IRE HAA2 HAA2 H 0 0 N N N N N N -50.472 3.237 -16.604 -1.165 6.162 -0.733 HAA2 IRE 48 IRE HAA3 HAA3 H 0 0 N N N N N N -52.202 2.814 -16.364 -2.565 6.493 0.315 HAA3 IRE 49 IRE HAI HAI H 0 1 N N N N N N -49.696 -0.116 -20.999 -0.420 0.293 -0.073 HAI IRE 50 IRE H2 H2 H 0 1 N N N N N N -54.398 2.933 -22.566 4.640 3.090 -0.525 H2 IRE 51 IRE HAG HAG H 0 1 N N N N N N -50.819 2.610 -24.539 4.314 -0.051 0.875 HAG IRE 52 IRE HAD HAD H 0 1 N N N N N N -51.293 -1.479 -27.272 4.052 -4.318 -1.583 HAD IRE 53 IRE HAE HAE H 0 1 N N N N N N -51.134 -1.650 -24.803 2.119 -2.795 -1.560 HAE IRE 54 IRE H1 H1 H 0 1 N N N N N N -50.168 -0.175 -22.781 1.098 -0.812 -0.338 H1 IRE 55 # 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 IRE CAO CAL SING N N 1 IRE CAO NBE SING N N 2 IRE CAO HAO1 SING N N 3 IRE CAO HAO2 SING N N 4 IRE CAL OAU SING N N 5 IRE CAL HAL1 SING N N 6 IRE CAL HAL2 SING N N 7 IRE OAU CAM SING N N 8 IRE CAM CAP SING N N 9 IRE CAM HAM1 SING N N 10 IRE CAM HAM2 SING N N 11 IRE CAP NBE SING N N 12 IRE CAP HAP1 SING N N 13 IRE CAP HAP2 SING N N 14 IRE NBE CAN SING N N 15 IRE CAN CAJ SING N N 16 IRE CAN HAN1 SING N N 17 IRE CAN HAN2 SING N N 18 IRE CAJ CAK SING N N 19 IRE CAJ HAJ1 SING N N 20 IRE CAJ HAJ2 SING N N 21 IRE CAK OAV SING N N 22 IRE CAK HAK1 SING N N 23 IRE CAK HAK2 SING N N 24 IRE OAV CBA SING N N 25 IRE CBA CAZ DOUB Y N 26 IRE CBA CAI SING Y N 27 IRE CAZ CAH SING Y N 28 IRE CAZ OAT SING N N 29 IRE CAH C4 DOUB Y N 30 IRE CAH HAH SING N N 31 IRE OAT CAA SING N N 32 IRE CAA HAA1 SING N N 33 IRE CAA HAA2 SING N N 34 IRE CAA HAA3 SING N N 35 IRE CAI C5 DOUB Y N 36 IRE CAI HAI SING N N 37 IRE C5 C4 SING Y N 38 IRE C5 C6 SING Y N 39 IRE C4 N3 SING Y N 40 IRE N3 C2 DOUB Y N 41 IRE C2 N1 SING Y N 42 IRE C2 H2 SING N N 43 IRE N1 C6 DOUB Y N 44 IRE C6 NAS SING N N 45 IRE NAS CAY SING N N 46 IRE CAY CAG DOUB Y N 47 IRE CAY CAE SING Y N 48 IRE CAG CAX SING Y N 49 IRE CAG HAG SING N N 50 IRE CAX CL SING N N 51 IRE CAX CAW DOUB Y N 52 IRE CAW FAB SING N N 53 IRE CAW CAD SING Y N 54 IRE CAD CAE DOUB Y N 55 IRE CAD HAD SING N N 56 IRE CAE HAE SING N N 57 IRE NAS H1 SING N N 58 # 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 IRE SMILES ACDLabs 12.01 "Fc1ccc(cc1Cl)Nc1ncnc2cc(OC)c(cc12)OCCCN1CCOCC1" IRE InChI InChI 1.06 "InChI=1S/C22H24ClFN4O3/c1-29-20-13-19-16(12-21(20)31-8-2-5-28-6-9-30-10-7-28)22(26-14-25-19)27-15-3-4-18(24)17(23)11-15/h3-4,11-14H,2,5-10H2,1H3,(H,25,26,27)" IRE InChIKey InChI 1.06 XGALLCVXEZPNRQ-UHFFFAOYSA-N IRE SMILES_CANONICAL CACTVS 3.385 "COc1cc2ncnc(Nc3ccc(F)c(Cl)c3)c2cc1OCCCN4CCOCC4" IRE SMILES CACTVS 3.385 "COc1cc2ncnc(Nc3ccc(F)c(Cl)c3)c2cc1OCCCN4CCOCC4" IRE SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "COc1cc2c(cc1OCCCN3CCOCC3)c(ncn2)Nc4ccc(c(c4)Cl)F" IRE SMILES "OpenEye OEToolkits" 2.0.7 "COc1cc2c(cc1OCCCN3CCOCC3)c(ncn2)Nc4ccc(c(c4)Cl)F" # 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 IRE "SYSTEMATIC NAME" ACDLabs 12.01 "N-(3-chloro-4-fluorophenyl)-7-methoxy-6-[3-(morpholin-4-yl)propoxy]quinazolin-4-amine" IRE "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "~{N}-(3-chloranyl-4-fluoranyl-phenyl)-7-methoxy-6-(3-morpholin-4-ylpropoxy)quinazolin-4-amine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site IRE "Create component" 2006-05-25 EBI IRE "Modify descriptor" 2011-06-04 RCSB IRE "Modify name" 2014-10-07 EBI IRE "Modify model coordinates code" 2014-10-07 EBI IRE "Other modification" 2024-03-19 RCSB #