data_G9L # _chem_comp.id G9L _chem_comp.name "8-fluoro-2-(3-piperidin-1-ylpropanoyl)-1,3,4,5-tetrahydrobenzo[c][1,6]naphthyridin-6(2H)-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H24 F N3 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-11-03 _chem_comp.pdbx_modified_date 2011-06-04 _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 357.422 _chem_comp.one_letter_code ? _chem_comp.three_letter_code G9L _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 3KI6 _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 G9L N11 N11 N 0 1 N N N 16.065 57.763 2.159 -5.247 0.436 0.025 N11 G9L 1 G9L N12 N12 N 0 1 N N N 18.960 57.055 5.724 -0.433 0.247 0.979 N12 G9L 2 G9L N13 N13 N 0 1 N N N 21.250 58.537 8.887 2.647 -2.333 0.003 N13 G9L 3 G9L OAA OAA O 0 1 N N N 19.502 56.189 3.727 -1.434 1.974 0.010 OAA G9L 4 G9L OAB OAB O 0 1 N N N 21.711 60.003 10.519 4.719 -2.794 -0.661 OAB G9L 5 G9L FAC FAC F 0 1 N N N 17.772 63.114 10.529 7.036 1.722 -0.813 FAC G9L 6 G9L CAD CAD C 0 1 Y N N 17.209 61.459 8.856 4.819 2.166 -0.098 CAD G9L 7 G9L CAE CAE C 0 1 Y N N 17.648 60.371 8.106 3.563 1.734 0.224 CAE G9L 8 G9L CAF CAF C 0 1 Y N N 19.311 61.402 10.080 5.531 -0.083 -0.583 CAF G9L 9 G9L CAG CAG C 0 1 N N N 14.602 59.668 0.535 -7.760 -0.573 -0.975 CAG G9L 10 G9L CAH CAH C 0 1 N N N 13.887 58.445 1.119 -7.680 0.686 -0.108 CAH G9L 11 G9L CAI CAI C 0 1 N N N 16.021 59.287 0.114 -6.596 -1.503 -0.621 CAI G9L 12 G9L CAJ CAJ C 0 1 N N N 18.073 58.098 3.615 -2.872 0.187 0.567 CAJ G9L 13 G9L CAK CAK C 0 1 N N N 20.970 56.819 7.133 0.317 -2.038 0.707 CAK G9L 14 G9L CAL CAL C 0 1 N N N 14.621 58.002 2.394 -6.327 1.366 -0.329 CAL G9L 15 G9L CAM CAM C 0 1 N N N 16.808 58.764 1.331 -5.275 -0.760 -0.826 CAM G9L 16 G9L CAN CAN C 0 1 N N N 16.607 57.697 3.533 -3.938 1.100 -0.042 CAN G9L 17 G9L CAO CAO C 0 1 N N N 19.796 56.076 6.412 -0.509 -1.096 1.579 CAO G9L 18 G9L CAP CAP C 0 1 N N N 18.277 58.085 6.486 0.891 0.875 0.924 CAP G9L 19 G9L CAR CAR C 0 1 N N N 18.895 57.054 4.365 -1.529 0.868 0.498 CAR G9L 20 G9L CAS CAS C 0 1 Y N N 18.059 62.008 9.821 5.803 1.268 -0.500 CAS G9L 21 G9L CAT CAT C 0 1 N N N 20.436 58.029 7.868 1.670 -1.444 0.394 CAT G9L 22 G9L CAU CAU C 0 1 N N N 19.234 58.631 7.578 1.922 -0.133 0.486 CAU G9L 23 G9L CAV CAV C 0 1 N N N 20.929 59.626 9.625 3.896 -1.963 -0.321 CAV G9L 24 G9L CAW CAW C 0 1 Y N N 18.858 59.733 8.358 3.261 0.373 0.148 CAW G9L 25 G9L CAX CAX C 0 1 Y N N 19.697 60.286 9.355 4.255 -0.542 -0.258 CAX G9L 26 G9L HN13 HN13 H 0 0 N N N 22.114 58.071 9.080 2.421 -3.275 -0.040 HN13 G9L 27 G9L HAD HAD H 0 1 N N N 16.225 61.873 8.694 5.052 3.219 -0.040 HAD G9L 28 G9L HAE HAE H 0 1 N N N 17.027 60.010 7.300 2.809 2.442 0.535 HAE G9L 29 G9L HAF HAF H 0 1 N N N 19.963 61.807 10.839 6.298 -0.776 -0.896 HAF G9L 30 G9L HAG HAG H 0 1 N N N 14.648 60.461 1.296 -8.705 -1.084 -0.789 HAG G9L 31 G9L HAGA HAGA H 0 0 N N N 14.046 60.031 -0.342 -7.698 -0.296 -2.028 HAGA G9L 32 G9L HAH HAH H 0 1 N N N 12.846 58.706 1.362 -8.481 1.371 -0.386 HAH G9L 33 G9L HAHA HAHA H 0 0 N N N 13.894 57.626 0.384 -7.782 0.412 0.942 HAHA G9L 34 G9L HAI HAI H 0 1 N N N 15.974 58.501 -0.654 -6.682 -1.812 0.421 HAI G9L 35 G9L HAIA HAIA H 0 0 N N N 16.529 60.173 -0.295 -6.624 -2.382 -1.264 HAIA G9L 36 G9L HAJ HAJ H 0 1 N N N 18.471 58.197 2.595 -3.121 -0.019 1.608 HAJ G9L 37 G9L HAJA HAJA H 0 0 N N N 18.149 59.058 4.146 -2.833 -0.749 0.010 HAJA G9L 38 G9L HAK HAK H 0 1 N N N 21.447 56.137 7.852 0.454 -2.983 1.232 HAK G9L 39 G9L HAKA HAKA H 0 0 N N N 21.710 57.143 6.386 -0.217 -2.221 -0.225 HAKA G9L 40 G9L HAL HAL H 0 1 N N N 14.166 57.067 2.752 -6.261 2.255 0.298 HAL G9L 41 G9L HALA HALA H 0 0 N N N 14.516 58.794 3.150 -6.231 1.652 -1.376 HALA G9L 42 G9L HAM HAM H 0 1 N N N 17.048 59.624 1.974 -5.184 -0.463 -1.871 HAM G9L 43 G9L HAMA HAMA H 0 0 N N N 17.725 58.282 0.960 -4.445 -1.414 -0.561 HAMA G9L 44 G9L HAN HAN H 0 1 N N N 16.025 58.382 4.167 -3.688 1.306 -1.083 HAN G9L 45 G9L HANA HANA H 0 0 N N N 16.511 56.662 3.893 -3.976 2.036 0.515 HANA G9L 46 G9L HAO HAO H 0 1 N N N 19.193 55.533 7.154 -0.100 -1.074 2.590 HAO G9L 47 G9L HAOA HAOA H 0 0 N N N 20.205 55.362 5.682 -1.546 -1.431 1.607 HAOA G9L 48 G9L HAP HAP H 0 1 N N N 17.979 58.904 5.814 0.869 1.702 0.215 HAP G9L 49 G9L HAPA HAPA H 0 0 N N N 17.381 57.659 6.961 1.153 1.254 1.912 HAPA G9L 50 # 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 G9L CAM N11 SING N N 1 G9L N11 CAL SING N N 2 G9L N11 CAN SING N N 3 G9L CAR N12 SING N N 4 G9L N12 CAO SING N N 5 G9L N12 CAP SING N N 6 G9L CAT N13 SING N N 7 G9L N13 CAV SING N N 8 G9L N13 HN13 SING N N 9 G9L OAA CAR DOUB N N 10 G9L CAV OAB DOUB N N 11 G9L CAS FAC SING N N 12 G9L CAE CAD DOUB Y N 13 G9L CAD CAS SING Y N 14 G9L CAD HAD SING N N 15 G9L CAE CAW SING Y N 16 G9L CAE HAE SING N N 17 G9L CAX CAF SING Y N 18 G9L CAS CAF DOUB Y N 19 G9L CAF HAF SING N N 20 G9L CAI CAG SING N N 21 G9L CAG CAH SING N N 22 G9L CAG HAG SING N N 23 G9L CAG HAGA SING N N 24 G9L CAH CAL SING N N 25 G9L CAH HAH SING N N 26 G9L CAH HAHA SING N N 27 G9L CAI CAM SING N N 28 G9L CAI HAI SING N N 29 G9L CAI HAIA SING N N 30 G9L CAN CAJ SING N N 31 G9L CAJ CAR SING N N 32 G9L CAJ HAJ SING N N 33 G9L CAJ HAJA SING N N 34 G9L CAO CAK SING N N 35 G9L CAK CAT SING N N 36 G9L CAK HAK SING N N 37 G9L CAK HAKA SING N N 38 G9L CAL HAL SING N N 39 G9L CAL HALA SING N N 40 G9L CAM HAM SING N N 41 G9L CAM HAMA SING N N 42 G9L CAN HAN SING N N 43 G9L CAN HANA SING N N 44 G9L CAO HAO SING N N 45 G9L CAO HAOA SING N N 46 G9L CAP CAU SING N N 47 G9L CAP HAP SING N N 48 G9L CAP HAPA SING N N 49 G9L CAU CAT DOUB N N 50 G9L CAU CAW SING N N 51 G9L CAX CAV SING N N 52 G9L CAW CAX DOUB Y N 53 # 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 G9L SMILES_CANONICAL CACTVS 3.352 "Fc1ccc2C3=C(CCN(C3)C(=O)CCN4CCCCC4)NC(=O)c2c1" G9L SMILES CACTVS 3.352 "Fc1ccc2C3=C(CCN(C3)C(=O)CCN4CCCCC4)NC(=O)c2c1" G9L SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1cc2c(cc1F)C(=O)NC3=C2CN(CC3)C(=O)CCN4CCCCC4" G9L SMILES "OpenEye OEToolkits" 1.7.0 "c1cc2c(cc1F)C(=O)NC3=C2CN(CC3)C(=O)CCN4CCCCC4" G9L InChI InChI 1.03 "InChI=1S/C20H24FN3O2/c21-14-4-5-15-16(12-14)20(26)22-18-6-11-24(13-17(15)18)19(25)7-10-23-8-2-1-3-9-23/h4-5,12H,1-3,6-11,13H2,(H,22,26)" G9L InChIKey InChI 1.03 CTOQXIXQHAILCA-UHFFFAOYSA-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 G9L "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "8-fluoro-2-(3-piperidin-1-ylpropanoyl)-1,3,4,5-tetrahydrobenzo[c][1,6]naphthyridin-6-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 G9L "Create component" 2009-11-03 RCSB G9L "Modify aromatic_flag" 2011-06-04 RCSB G9L "Modify descriptor" 2011-06-04 RCSB #