data_9XE # _chem_comp.id 9XE _chem_comp.name "7-methoxy-3-methyl-2-[5-[4-(trifluoromethyloxy)phenyl]pyridin-3-yl]-1~{H}-quinolin-4-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H17 F3 N2 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-07-25 _chem_comp.pdbx_modified_date 2018-02-23 _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 426.388 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9XE _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 5OKD _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.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 9XE C12 C1 C 0 1 Y N N -65.748 -67.630 29.803 -1.014 2.341 -1.206 C12 9XE 1 9XE C15 C2 C 0 1 Y N N -65.711 -65.856 28.183 0.136 0.392 -0.385 C15 9XE 2 9XE C16 C3 C 0 1 Y N N -63.927 -65.788 26.442 2.625 0.479 -0.171 C16 9XE 3 9XE C20 C4 C 0 1 Y N N -62.847 -65.977 24.288 3.870 -1.408 0.638 C20 9XE 4 9XE C19 C5 C 0 1 Y N N -62.766 -64.591 24.205 5.048 -0.688 0.493 C19 9XE 5 9XE C18 C6 C 0 1 Y N N -63.266 -63.799 25.231 5.014 0.617 0.021 C18 9XE 6 9XE C11 C7 C 0 1 N N N -70.099 -60.239 33.674 -9.052 0.155 1.930 C11 9XE 7 9XE C6 C8 C 0 1 N N N -69.999 -66.009 30.536 -3.714 -1.600 -1.075 C6 9XE 8 9XE C5 C9 C 0 1 Y N N -69.827 -64.641 31.084 -4.807 -0.965 -0.319 C5 9XE 9 9XE C3 C10 C 0 1 Y N N -68.374 -62.695 31.514 -5.607 0.917 0.964 C3 9XE 10 9XE C2 C11 C 0 1 Y N N -69.469 -62.051 32.112 -6.824 0.274 1.111 C2 9XE 11 9XE N1 N1 N 0 1 Y N N -64.653 -68.170 29.241 0.132 2.979 -1.319 N1 9XE 12 9XE C8 C12 C 0 1 N N N -68.805 -66.640 29.917 -2.492 -0.904 -1.184 C8 9XE 13 9XE C9 C13 C 0 1 N N N -68.897 -68.030 29.323 -1.343 -1.516 -1.942 C9 9XE 14 9XE C10 C14 C 0 1 Y N N -66.307 -66.456 29.284 -1.059 1.028 -0.734 C10 9XE 15 9XE F2 F1 F 0 1 N N N -61.208 -62.130 23.778 7.315 0.684 1.439 F2 9XE 16 9XE C22 C15 C 0 1 N N N -60.991 -63.290 23.180 7.410 -0.464 0.645 C22 9XE 17 9XE F F2 F 0 1 N N N -60.576 -63.081 21.945 7.527 -0.093 -0.699 F 9XE 18 9XE F1 F3 F 0 1 N N N -60.096 -63.999 23.852 8.536 -1.202 1.025 F1 9XE 19 9XE O2 O1 O 0 1 N N N -62.208 -64.014 23.103 6.236 -1.261 0.818 O2 9XE 20 9XE C17 C16 C 0 1 Y N N -63.844 -64.398 26.345 3.809 1.201 -0.310 C17 9XE 21 9XE C21 C17 C 0 1 Y N N -63.428 -66.574 25.402 2.662 -0.829 0.308 C21 9XE 22 9XE C14 C18 C 0 1 Y N N -64.561 -66.424 27.628 1.327 1.105 -0.526 C14 9XE 23 9XE C13 C19 C 0 1 Y N N -64.048 -67.605 28.179 1.280 2.415 -1.001 C13 9XE 24 9XE C7 C20 C 0 1 N N N -67.528 -65.853 29.900 -2.350 0.320 -0.604 C7 9XE 25 9XE O O2 O 0 1 N N N -71.101 -66.600 30.588 -3.860 -2.699 -1.587 O 9XE 26 9XE C C21 C 0 1 Y N N -70.877 -63.968 31.677 -6.042 -1.597 -0.163 C 9XE 27 9XE N N2 N 0 1 N N N -67.457 -64.608 30.428 -3.362 0.916 0.093 N 9XE 28 9XE C4 C22 C 0 1 Y N N -68.501 -63.983 30.994 -4.585 0.301 0.252 C4 9XE 29 9XE C1 C23 C 0 1 Y N N -70.712 -62.689 32.184 -7.035 -0.981 0.542 C1 9XE 30 9XE O1 O3 O 0 1 N N N -69.298 -60.781 32.619 -7.820 0.871 1.815 O1 9XE 31 9XE H1 H1 H 0 1 N N N -66.200 -68.105 30.661 -1.932 2.842 -1.477 H1 9XE 32 9XE H2 H2 H 0 1 N N N -66.133 -64.957 27.759 0.138 -0.624 -0.016 H2 9XE 33 9XE H3 H3 H 0 1 N N N -62.459 -66.590 23.488 3.899 -2.422 1.008 H3 9XE 34 9XE H4 H4 H 0 1 N N N -63.206 -62.723 25.164 5.932 1.174 -0.090 H4 9XE 35 9XE H5 H5 H 0 1 N N N -69.767 -59.214 33.897 -9.759 0.742 2.515 H5 9XE 36 9XE H6 H6 H 0 1 N N N -71.154 -60.223 33.362 -9.462 -0.024 0.936 H6 9XE 37 9XE H7 H7 H 0 1 N N N -69.992 -60.863 34.573 -8.873 -0.798 2.427 H7 9XE 38 9XE H8 H8 H 0 1 N N N -67.423 -62.187 31.456 -5.451 1.890 1.407 H8 9XE 39 9XE H10 H10 H 0 1 N N N -69.920 -68.415 29.446 -1.669 -2.444 -2.411 H10 9XE 40 9XE H11 H11 H 0 1 N N N -68.647 -67.988 28.252 -1.004 -0.821 -2.711 H11 9XE 41 9XE H12 H12 H 0 1 N N N -68.190 -68.696 29.839 -0.523 -1.724 -1.255 H12 9XE 42 9XE H13 H13 H 0 1 N N N -64.232 -63.782 27.143 3.784 2.216 -0.678 H13 9XE 43 9XE H14 H14 H 0 1 N N N -63.493 -67.650 25.463 1.745 -1.389 0.421 H14 9XE 44 9XE H15 H15 H 0 1 N N N -63.168 -68.062 27.752 2.198 2.974 -1.113 H15 9XE 45 9XE H16 H16 H 0 1 N N N -71.843 -64.446 31.747 -6.213 -2.569 -0.602 H16 9XE 46 9XE H17 H17 H 0 1 N N N -71.550 -62.181 32.638 -7.990 -1.471 0.665 H17 9XE 47 9XE H9 H9 H 0 1 N N N -66.580 -64.129 30.394 -3.215 1.789 0.489 H9 9XE 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 9XE F C22 SING N N 1 9XE O2 C22 SING N N 2 9XE O2 C19 SING N N 3 9XE C22 F2 SING N N 4 9XE C22 F1 SING N N 5 9XE C19 C20 DOUB Y N 6 9XE C19 C18 SING Y N 7 9XE C20 C21 SING Y N 8 9XE C18 C17 DOUB Y N 9 9XE C21 C16 DOUB Y N 10 9XE C17 C16 SING Y N 11 9XE C16 C14 SING N N 12 9XE C14 C13 DOUB Y N 13 9XE C14 C15 SING Y N 14 9XE C13 N1 SING Y N 15 9XE C15 C10 DOUB Y N 16 9XE N1 C12 DOUB Y N 17 9XE C10 C12 SING Y N 18 9XE C10 C7 SING N N 19 9XE C9 C8 SING N N 20 9XE C7 C8 DOUB N N 21 9XE C7 N SING N N 22 9XE C8 C6 SING N N 23 9XE N C4 SING N N 24 9XE C6 O DOUB N N 25 9XE C6 C5 SING N N 26 9XE C4 C5 DOUB Y N 27 9XE C4 C3 SING Y N 28 9XE C5 C SING Y N 29 9XE C3 C2 DOUB Y N 30 9XE C C1 DOUB Y N 31 9XE C2 C1 SING Y N 32 9XE C2 O1 SING N N 33 9XE O1 C11 SING N N 34 9XE C12 H1 SING N N 35 9XE C15 H2 SING N N 36 9XE C20 H3 SING N N 37 9XE C18 H4 SING N N 38 9XE C11 H5 SING N N 39 9XE C11 H6 SING N N 40 9XE C11 H7 SING N N 41 9XE C3 H8 SING N N 42 9XE C9 H10 SING N N 43 9XE C9 H11 SING N N 44 9XE C9 H12 SING N N 45 9XE C17 H13 SING N N 46 9XE C21 H14 SING N N 47 9XE C13 H15 SING N N 48 9XE C H16 SING N N 49 9XE C1 H17 SING N N 50 9XE N H9 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 9XE InChI InChI 1.03 "InChI=1S/C23H17F3N2O3/c1-13-21(28-20-10-18(30-2)7-8-19(20)22(13)29)16-9-15(11-27-12-16)14-3-5-17(6-4-14)31-23(24,25)26/h3-12H,1-2H3,(H,28,29)" 9XE InChIKey InChI 1.03 ZZCQNODHORIHJA-UHFFFAOYSA-N 9XE SMILES_CANONICAL CACTVS 3.385 "COc1ccc2c(NC(=C(C)C2=O)c3cncc(c3)c4ccc(OC(F)(F)F)cc4)c1" 9XE SMILES CACTVS 3.385 "COc1ccc2c(NC(=C(C)C2=O)c3cncc(c3)c4ccc(OC(F)(F)F)cc4)c1" 9XE SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC1=C(Nc2cc(ccc2C1=O)OC)c3cc(cnc3)c4ccc(cc4)OC(F)(F)F" 9XE SMILES "OpenEye OEToolkits" 2.0.6 "CC1=C(Nc2cc(ccc2C1=O)OC)c3cc(cnc3)c4ccc(cc4)OC(F)(F)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 9XE "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "7-methoxy-3-methyl-2-[5-[4-(trifluoromethyloxy)phenyl]pyridin-3-yl]-1~{H}-quinolin-4-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 9XE "Create component" 2017-07-25 EBI 9XE "Initial release" 2018-02-28 RCSB #