data_QAG # _chem_comp.id QAG _chem_comp.name "4-[(4-{4-[(E)-2-cyanoethenyl]-2,6-dimethylphenoxy}thieno[3,2-d]pyrimidin-2-yl)amino]-2-fluorobenzonitrile" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H16 F N5 O S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-10-09 _chem_comp.pdbx_modified_date 2020-01-31 _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 441.480 _chem_comp.one_letter_code ? _chem_comp.three_letter_code QAG _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 6UL5 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # # 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 QAG N N1 N 0 1 N N N 208.040 -30.262 41.753 6.939 2.633 -0.361 N QAG 1 QAG C C1 C 0 1 N N N 215.350 -28.288 38.229 -0.791 1.672 2.775 C QAG 2 QAG O O1 O 0 1 N N N 214.343 -25.787 37.211 -1.925 1.803 0.194 O QAG 3 QAG C1 C2 C 0 1 Y N N 213.915 -27.842 38.361 0.041 1.853 1.532 C1 QAG 4 QAG C10 C3 C 0 1 Y N N 213.460 -26.611 37.880 -0.575 1.911 0.287 C10 QAG 5 QAG C11 C4 C 0 1 Y N N 214.632 -26.002 35.906 -2.455 0.565 0.045 C11 QAG 6 QAG C12 C5 C 0 1 Y N N 215.435 -25.025 35.323 -3.844 0.394 -0.056 C12 QAG 7 QAG C13 C6 C 0 1 Y N N 216.871 -23.240 34.407 -6.352 0.270 -0.220 C13 QAG 8 QAG C14 C7 C 0 1 Y N N 216.586 -24.165 33.462 -5.758 -0.911 -0.295 C14 QAG 9 QAG C15 C8 C 0 1 Y N N 215.717 -25.246 33.973 -4.357 -0.897 -0.209 C15 QAG 10 QAG C16 C9 C 0 1 Y N N 214.497 -27.180 34.012 -2.184 -1.716 -0.154 C16 QAG 11 QAG C17 C10 C 0 1 Y N N 213.450 -29.478 33.694 0.054 -2.602 -0.235 C17 QAG 12 QAG C18 C11 C 0 1 Y N N 212.846 -29.579 34.945 0.898 -3.504 0.403 C18 QAG 13 QAG C19 C12 C 0 1 Y N N 212.313 -30.785 35.318 2.264 -3.310 0.376 C19 QAG 14 QAG C2 C13 C 0 1 Y N N 212.994 -28.635 39.033 1.410 1.967 1.632 C2 QAG 15 QAG C20 C14 C 0 1 Y N N 212.306 -31.896 34.494 2.798 -2.204 -0.296 C20 QAG 16 QAG C21 C15 C 0 1 N N N 211.724 -33.146 34.906 4.215 -1.998 -0.328 C21 QAG 17 QAG C22 C16 C 0 1 Y N N 212.886 -31.766 33.229 1.943 -1.300 -0.936 C22 QAG 18 QAG C23 C17 C 0 1 Y N N 213.448 -30.569 32.833 0.582 -1.501 -0.903 C23 QAG 19 QAG C3 C18 C 0 1 Y N N 211.688 -28.205 39.268 2.181 2.136 0.477 C3 QAG 20 QAG C4 C19 C 0 1 N N N 210.813 -28.982 40.150 3.643 2.258 0.578 C4 QAG 21 QAG C5 C20 C 0 1 N N N 209.491 -28.925 40.107 4.386 2.420 -0.538 C5 QAG 22 QAG C6 C21 C 0 1 N N N 208.701 -29.676 41.025 5.809 2.539 -0.439 C6 QAG 23 QAG C7 C22 C 0 1 Y N N 211.283 -26.973 38.753 1.557 2.188 -0.775 C7 QAG 24 QAG C8 C23 C 0 1 Y N N 212.157 -26.156 38.044 0.188 2.078 -0.863 C8 QAG 25 QAG C9 C24 C 0 1 N N N 211.701 -24.838 37.473 -0.486 2.140 -2.210 C9 QAG 26 QAG F F1 F 0 1 N N N 211.843 -30.941 36.581 3.085 -4.186 0.996 F QAG 27 QAG N1 N2 N 0 1 Y N N 215.225 -26.300 33.300 -3.479 -1.925 -0.252 N1 QAG 28 QAG N2 N3 N 0 1 N N N 214.174 -28.326 33.339 -1.324 -2.804 -0.209 N2 QAG 29 QAG N3 N4 N 0 1 N N N 211.247 -34.120 35.269 5.339 -1.835 -0.354 N3 QAG 30 QAG N4 N5 N 0 1 Y N N 214.135 -27.059 35.296 -1.670 -0.501 -0.012 N4 QAG 31 QAG S S1 S 0 1 Y N N 216.152 -23.576 35.939 -5.166 1.551 -0.027 S QAG 32 QAG H1 H1 H 0 1 N N N 215.926 -27.935 39.097 -1.084 2.648 3.162 H1 QAG 33 QAG H2 H2 H 0 1 N N N 215.390 -29.386 38.185 -1.684 1.095 2.533 H2 QAG 34 QAG H3 H3 H 0 1 N N N 215.781 -27.868 37.308 -0.209 1.141 3.528 H3 QAG 35 QAG H4 H4 H 0 1 N N N 217.489 -22.374 34.220 -7.419 0.425 -0.271 H4 QAG 36 QAG H5 H5 H 0 1 N N N 216.953 -24.119 32.447 -6.317 -1.827 -0.415 H5 QAG 37 QAG H6 H6 H 0 1 N N N 212.799 -28.726 35.606 0.485 -4.357 0.921 H6 QAG 38 QAG H7 H7 H 0 1 N N N 213.297 -29.611 39.383 1.886 1.927 2.600 H7 QAG 39 QAG H8 H8 H 0 1 N N N 212.895 -32.610 32.555 2.351 -0.445 -1.455 H8 QAG 40 QAG H9 H9 H 0 1 N N N 213.888 -30.480 31.851 -0.077 -0.803 -1.397 H9 QAG 41 QAG H10 H10 H 0 1 N N N 211.272 -29.637 40.875 4.123 2.217 1.544 H10 QAG 42 QAG H11 H11 H 0 1 N N N 209.006 -28.303 39.369 3.906 2.461 -1.504 H11 QAG 43 QAG H12 H12 H 0 1 N N N 210.266 -26.646 38.909 2.149 2.318 -1.669 H12 QAG 44 QAG H13 H13 H 0 1 N N N 211.316 -24.993 36.454 -0.736 3.174 -2.444 H13 QAG 45 QAG H14 H14 H 0 1 N N N 210.904 -24.420 38.106 0.188 1.747 -2.972 H14 QAG 46 QAG H15 H15 H 0 1 N N N 212.550 -24.139 37.442 -1.397 1.542 -2.188 H15 QAG 47 QAG H16 H16 H 0 1 N N N 214.524 -28.349 32.403 -1.683 -3.705 -0.231 H16 QAG 48 # # 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 QAG C23 C22 DOUB Y N 1 QAG C23 C17 SING Y N 2 QAG C22 C20 SING Y N 3 QAG N1 C15 DOUB Y N 4 QAG N1 C16 SING Y N 5 QAG N2 C17 SING N N 6 QAG N2 C16 SING N N 7 QAG C14 C15 SING Y N 8 QAG C14 C13 DOUB Y N 9 QAG C17 C18 DOUB Y N 10 QAG C15 C12 SING Y N 11 QAG C16 N4 DOUB Y N 12 QAG C13 S SING Y N 13 QAG C20 C21 SING N N 14 QAG C20 C19 DOUB Y N 15 QAG C21 N3 TRIP N N 16 QAG C18 C19 SING Y N 17 QAG N4 C11 SING Y N 18 QAG C19 F SING N N 19 QAG C12 C11 DOUB Y N 20 QAG C12 S SING Y N 21 QAG C11 O SING N N 22 QAG O C10 SING N N 23 QAG C9 C8 SING N N 24 QAG C10 C8 DOUB Y N 25 QAG C10 C1 SING Y N 26 QAG C8 C7 SING Y N 27 QAG C C1 SING N N 28 QAG C1 C2 DOUB Y N 29 QAG C7 C3 DOUB Y N 30 QAG C2 C3 SING Y N 31 QAG C3 C4 SING N N 32 QAG C5 C4 DOUB N E 33 QAG C5 C6 SING N N 34 QAG C6 N TRIP N N 35 QAG C H1 SING N N 36 QAG C H2 SING N N 37 QAG C H3 SING N N 38 QAG C13 H4 SING N N 39 QAG C14 H5 SING N N 40 QAG C18 H6 SING N N 41 QAG C2 H7 SING N N 42 QAG C22 H8 SING N N 43 QAG C23 H9 SING N N 44 QAG C4 H10 SING N N 45 QAG C5 H11 SING N N 46 QAG C7 H12 SING N N 47 QAG C9 H13 SING N N 48 QAG C9 H14 SING N N 49 QAG C9 H15 SING N N 50 QAG N2 H16 SING N N 51 # # 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 QAG SMILES ACDLabs 12.01 "N#CC=[C@H]c4cc(C)c(Oc2c1sccc1nc(n2)Nc3cc(F)c(C#N)cc3)c(c4)C" QAG InChI InChI 1.03 "InChI=1S/C24H16FN5OS/c1-14-10-16(4-3-8-26)11-15(2)21(14)31-23-22-20(7-9-32-22)29-24(30-23)28-18-6-5-17(13-27)19(25)12-18/h3-7,9-12H,1-2H3,(H,28,29,30)/b4-3+" QAG InChIKey InChI 1.03 WJBQILBCHRFMQR-ONEGZZNKSA-N QAG SMILES_CANONICAL CACTVS 3.385 "Cc1cc(/C=C/C#N)cc(C)c1Oc2nc(Nc3ccc(C#N)c(F)c3)nc4ccsc24" QAG SMILES CACTVS 3.385 "Cc1cc(C=CC#N)cc(C)c1Oc2nc(Nc3ccc(C#N)c(F)c3)nc4ccsc24" QAG SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1cc(cc(c1Oc2c3c(ccs3)nc(n2)Nc4ccc(c(c4)F)C#N)C)/C=C/C#N" QAG SMILES "OpenEye OEToolkits" 2.0.7 "Cc1cc(cc(c1Oc2c3c(ccs3)nc(n2)Nc4ccc(c(c4)F)C#N)C)C=CC#N" # # 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 QAG "SYSTEMATIC NAME" ACDLabs 12.01 "4-[(4-{4-[(E)-2-cyanoethenyl]-2,6-dimethylphenoxy}thieno[3,2-d]pyrimidin-2-yl)amino]-2-fluorobenzonitrile" QAG "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "4-[[4-[4-[(~{E})-2-cyanoethenyl]-2,6-dimethyl-phenoxy]thieno[3,2-d]pyrimidin-2-yl]amino]-2-fluoranyl-benzenecarbonitrile" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site QAG "Create component" 2019-10-09 RCSB QAG "Initial release" 2020-02-05 RCSB ##