data_B6N # _chem_comp.id B6N _chem_comp.name "1-[4-fluoranyl-2-(trifluoromethyl)phenyl]-9-(1~{H}-pyrazol-4-yl)benzo[h][1,6]naphthyridin-2-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H12 F4 N4 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-09-19 _chem_comp.pdbx_modified_date 2018-08-24 _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 424.350 _chem_comp.one_letter_code ? _chem_comp.three_letter_code B6N _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 6EIS _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 B6N FBC F1 F 0 1 N N N 0.338 -29.792 -12.826 -1.028 0.397 2.054 FBC B6N 1 B6N CBB C1 C 0 1 N N N 1.223 -29.040 -13.470 -0.766 1.711 1.653 CBB B6N 2 B6N FBD F2 F 0 1 N N N 0.920 -29.045 -14.755 -1.974 2.388 1.455 FBD B6N 3 B6N FBE F3 F 0 1 N N N 2.438 -29.547 -13.308 -0.025 2.362 2.645 FBE B6N 4 B6N CAD C2 C 0 1 Y N N 1.174 -27.724 -12.994 0.019 1.697 0.367 CAD B6N 5 B6N CAC C3 C 0 1 Y N N 0.725 -26.730 -13.856 1.274 2.272 0.317 CAC B6N 6 B6N CAB C4 C 0 1 Y N N 0.658 -25.409 -13.433 1.996 2.260 -0.864 CAB B6N 7 B6N FAA F4 F 0 1 N N N 0.219 -24.449 -14.285 3.223 2.823 -0.911 FAA B6N 8 B6N CAG C5 C 0 1 Y N N 1.039 -25.075 -12.139 1.462 1.670 -1.998 CAG B6N 9 B6N CAF C6 C 0 1 Y N N 1.486 -26.064 -11.270 0.208 1.094 -1.952 CAF B6N 10 B6N CAE C7 C 0 1 Y N N 1.563 -27.389 -11.692 -0.516 1.101 -0.767 CAE B6N 11 B6N NAH N1 N 0 1 N N N 2.000 -28.335 -10.839 -1.786 0.513 -0.717 NAH B6N 12 B6N CAV C8 C 0 1 Y N N 3.312 -28.706 -10.651 -1.909 -0.815 -0.412 CAV B6N 13 B6N CAU C9 C 0 1 Y N N 4.454 -28.167 -11.314 -0.781 -1.625 -0.142 CAU B6N 14 B6N CAT C10 C 0 1 Y N N 4.406 -27.153 -12.277 0.516 -1.101 -0.175 CAT B6N 15 B6N CAI C11 C 0 1 N N N 1.002 -28.920 -10.148 -2.880 1.260 -0.965 CAI B6N 16 B6N OAJ O1 O 0 1 N N N -0.156 -28.555 -10.352 -2.753 2.443 -1.231 OAJ B6N 17 B6N CAK C12 C 0 1 N N N 1.231 -29.923 -9.224 -4.169 0.691 -0.920 CAK B6N 18 B6N CAL C13 C 0 1 N N N 2.531 -30.326 -9.006 -4.326 -0.625 -0.626 CAL B6N 19 B6N CAM C14 C 0 1 Y N N 3.557 -29.721 -9.715 -3.177 -1.412 -0.360 CAM B6N 20 B6N CAN C15 C 0 1 Y N N 4.839 -30.173 -9.450 -3.283 -2.781 -0.045 CAN B6N 21 B6N NAO N2 N 0 1 Y N N 5.922 -29.621 -10.112 -2.222 -3.504 0.200 NAO B6N 22 B6N CAP C16 C 0 1 Y N N 5.733 -28.655 -11.012 -0.982 -2.993 0.167 CAP B6N 23 B6N CAQ C17 C 0 1 Y N N 6.870 -28.150 -11.637 0.131 -3.805 0.436 CAQ B6N 24 B6N CAR C18 C 0 1 Y N N 6.785 -27.144 -12.585 1.386 -3.281 0.401 CAR B6N 25 B6N CAS C19 C 0 1 Y N N 5.535 -26.643 -12.907 1.592 -1.929 0.095 CAS B6N 26 B6N CAW C20 C 0 1 Y N N 5.426 -25.673 -13.812 2.972 -1.381 0.062 CAW B6N 27 B6N CAX C21 C 0 1 Y N N 4.300 -25.238 -14.354 4.086 -2.029 -0.384 CAX B6N 28 B6N NAY N3 N 0 1 Y N N 4.654 -24.264 -15.195 5.131 -1.188 -0.245 NAY B6N 29 B6N NAZ N4 N 0 1 Y N N 5.892 -24.110 -15.167 4.657 0.012 0.300 NAZ B6N 30 B6N CBA C22 C 0 1 Y N N 6.435 -24.974 -14.308 3.367 -0.095 0.480 CBA B6N 31 B6N H1 H1 H 0 1 N N N 0.426 -26.987 -14.862 1.692 2.732 1.200 H1 B6N 32 B6N H2 H2 H 0 1 N N N 0.988 -24.048 -11.809 2.026 1.661 -2.919 H2 B6N 33 B6N H3 H3 H 0 1 N N N 1.775 -25.803 -10.263 -0.208 0.634 -2.837 H3 B6N 34 B6N H4 H4 H 0 1 N N N 3.442 -26.746 -12.544 0.675 -0.059 -0.410 H4 B6N 35 B6N H5 H5 H 0 1 N N N 0.412 -30.379 -8.687 -5.035 1.304 -1.122 H5 B6N 36 B6N H6 H6 H 0 1 N N N 2.748 -31.105 -8.290 -5.311 -1.065 -0.590 H6 B6N 37 B6N H7 H7 H 0 1 N N N 4.994 -30.958 -8.725 -4.260 -3.241 -0.004 H7 B6N 38 B6N H8 H8 H 0 1 N N N 7.838 -28.551 -11.377 -0.009 -4.850 0.673 H8 B6N 39 B6N H9 H9 H 0 1 N N N 7.674 -26.759 -13.062 2.234 -3.915 0.610 H9 B6N 40 B6N H10 H10 H 0 1 N N N 3.301 -25.597 -14.157 4.125 -3.034 -0.778 H10 B6N 41 B6N H11 H11 H 0 1 N N N 4.022 -23.737 -15.763 6.052 -1.382 -0.478 H11 B6N 42 B6N H12 H12 H 0 1 N N N 7.482 -25.081 -14.067 2.718 0.667 0.886 H12 B6N 43 # 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 B6N NAY NAZ SING Y N 1 B6N NAY CAX SING Y N 2 B6N NAZ CBA DOUB Y N 3 B6N FBD CBB SING N N 4 B6N CAX CAW DOUB Y N 5 B6N CBA CAW SING Y N 6 B6N FAA CAB SING N N 7 B6N CAC CAB DOUB Y N 8 B6N CAC CAD SING Y N 9 B6N CAW CAS SING N N 10 B6N CBB FBE SING N N 11 B6N CBB CAD SING N N 12 B6N CBB FBC SING N N 13 B6N CAB CAG SING Y N 14 B6N CAD CAE DOUB Y N 15 B6N CAS CAR DOUB Y N 16 B6N CAS CAT SING Y N 17 B6N CAR CAQ SING Y N 18 B6N CAT CAU DOUB Y N 19 B6N CAG CAF DOUB Y N 20 B6N CAE CAF SING Y N 21 B6N CAE NAH SING N N 22 B6N CAQ CAP DOUB Y N 23 B6N CAU CAP SING Y N 24 B6N CAU CAV SING Y N 25 B6N CAP NAO SING Y N 26 B6N NAH CAV SING N N 27 B6N NAH CAI SING N N 28 B6N CAV CAM DOUB Y N 29 B6N OAJ CAI DOUB N N 30 B6N CAI CAK SING N N 31 B6N NAO CAN DOUB Y N 32 B6N CAM CAN SING Y N 33 B6N CAM CAL SING N N 34 B6N CAK CAL DOUB N N 35 B6N CAC H1 SING N N 36 B6N CAG H2 SING N N 37 B6N CAF H3 SING N N 38 B6N CAT H4 SING N N 39 B6N CAK H5 SING N N 40 B6N CAL H6 SING N N 41 B6N CAN H7 SING N N 42 B6N CAQ H8 SING N N 43 B6N CAR H9 SING N N 44 B6N CAX H10 SING N N 45 B6N NAY H11 SING N N 46 B6N CBA H12 SING N N 47 # 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 B6N InChI InChI 1.03 "InChI=1S/C22H12F4N4O/c23-15-3-5-19(17(8-15)22(24,25)26)30-20(31)6-2-13-9-27-18-4-1-12(7-16(18)21(13)30)14-10-28-29-11-14/h1-11H,(H,28,29)" B6N InChIKey InChI 1.03 GDVQGEPAYBCRBS-UHFFFAOYSA-N B6N SMILES_CANONICAL CACTVS 3.385 "Fc1ccc(N2C(=O)C=Cc3cnc4ccc(cc4c23)c5c[nH]nc5)c(c1)C(F)(F)F" B6N SMILES CACTVS 3.385 "Fc1ccc(N2C(=O)C=Cc3cnc4ccc(cc4c23)c5c[nH]nc5)c(c1)C(F)(F)F" B6N SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc2c(cc1c3c[nH]nc3)c4c(cn2)C=CC(=O)N4c5ccc(cc5C(F)(F)F)F" B6N SMILES "OpenEye OEToolkits" 2.0.6 "c1cc2c(cc1c3c[nH]nc3)c4c(cn2)C=CC(=O)N4c5ccc(cc5C(F)(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 B6N "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "1-[4-fluoranyl-2-(trifluoromethyl)phenyl]-9-(1~{H}-pyrazol-4-yl)benzo[h][1,6]naphthyridin-2-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 B6N "Create component" 2017-09-19 EBI B6N "Initial release" 2018-08-29 RCSB #