data_NN2 # _chem_comp.id NN2 _chem_comp.name "1-(2-CYCLOPROPYLETHYL)-3-(1,1-DIOXIDO-2H-1,2,4-BENZOTHIADIAZIN-3-YL)-6-FLUORO-4-HYDROXYQUINOLIN-2(1H)-ONE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H18 F N3 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-04-10 _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 427.449 _chem_comp.one_letter_code ? _chem_comp.three_letter_code NN2 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code ? _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 NN2 C4 C4 C 0 1 Y N N 9.923 -7.698 -17.123 4.271 -0.392 0.141 C4 NN2 1 NN2 C5 C5 C 0 1 Y N N 9.238 -8.645 -16.379 3.240 -1.335 0.244 C5 NN2 2 NN2 C6 C6 C 0 1 Y N N 8.583 -9.716 -16.989 3.577 -2.670 0.490 C6 NN2 3 NN2 C7 C7 C 0 1 Y N N 8.611 -9.850 -18.368 4.902 -3.036 0.602 C7 NN2 4 NN2 C8 C8 C 0 1 Y N N 9.288 -8.910 -19.123 5.907 -2.093 0.478 C8 NN2 5 NN2 C9 C9 C 0 1 Y N N 9.934 -7.834 -18.509 5.586 -0.764 0.248 C9 NN2 6 NN2 N3 N3 N 0 1 N N N 9.181 -8.570 -15.051 1.940 -0.964 0.125 N3 NN2 7 NN2 F21 F21 F 0 1 N N N 12.732 -6.122 -7.845 -4.505 4.293 0.699 F21 NN2 8 NN2 C15 C15 C 0 1 Y N N 11.854 -6.831 -8.560 -3.934 3.115 0.366 C15 NN2 9 NN2 C20 C20 C 0 1 Y N N 11.700 -6.568 -9.902 -2.562 2.988 0.382 C20 NN2 10 NN2 C19 C19 C 0 1 Y N N 10.801 -7.322 -10.644 -1.975 1.764 0.041 C19 NN2 11 NN2 C22 C22 C 0 1 Y N N 10.664 -7.009 -12.074 -0.516 1.612 0.045 C22 NN2 12 NN2 O23 O23 O 0 1 N N N 11.394 -6.004 -12.598 0.287 2.642 0.387 O23 NN2 13 NN2 C16 C16 C 0 1 Y N N 11.117 -7.839 -7.973 -4.734 2.035 0.009 C16 NN2 14 NN2 C17 C17 C 0 1 Y N N 10.210 -8.590 -8.717 -4.169 0.826 -0.333 C17 NN2 15 NN2 C18 C18 C 0 1 Y N N 10.037 -8.339 -10.076 -2.785 0.676 -0.325 C18 NN2 16 NN2 N14 N14 N 0 1 Y N N 9.118 -9.101 -10.852 -2.217 -0.535 -0.669 N14 NN2 17 NN2 C24 C24 C 0 1 N N N 8.301 -10.166 -10.257 -3.089 -1.653 -1.040 C24 NN2 18 NN2 C25 C25 C 0 1 N N N 7.134 -9.502 -9.534 -3.445 -2.458 0.212 C25 NN2 19 NN2 C26 C26 C 0 1 N N N 5.781 -9.982 -10.057 -4.356 -3.625 -0.175 C26 NN2 20 NN2 C30 C30 C 0 1 N N N 5.230 -9.397 -11.352 -4.731 -4.622 0.922 C30 NN2 21 NN2 C29 C29 C 0 1 N N N 4.660 -8.942 -10.006 -5.775 -3.634 0.397 C29 NN2 22 NN2 C27 C27 C 0 1 Y N N 8.942 -8.861 -12.234 -0.885 -0.715 -0.672 C27 NN2 23 NN2 O28 O28 O 0 1 N N N 8.120 -9.549 -12.889 -0.426 -1.801 -0.981 O28 NN2 24 NN2 C1 C1 C 0 1 Y N N 9.665 -7.743 -12.875 0.020 0.373 -0.308 C1 NN2 25 NN2 C2 C2 C 0 1 N N N 9.681 -7.552 -14.319 1.476 0.166 -0.315 C2 NN2 26 NN2 N11 N11 N 0 1 N N N 10.481 -6.597 -14.829 2.282 1.184 -0.796 N11 NN2 27 NN2 S10 S10 S 0 1 N N N 10.657 -6.452 -16.415 3.810 1.296 -0.120 S10 NN2 28 NN2 O13 O13 O 0 1 N N N 9.964 -5.255 -16.787 3.639 1.868 1.169 O13 NN2 29 NN2 O12 O12 O 0 1 N N N 12.033 -6.382 -16.806 4.663 1.790 -1.143 O12 NN2 30 NN2 H6 H6 H 0 1 N N N 8.055 -10.440 -16.387 2.801 -3.414 0.593 H6 NN2 31 NN2 H7 H7 H 0 1 N N N 8.110 -10.678 -18.847 5.157 -4.069 0.787 H7 NN2 32 NN2 H8 H8 H 0 1 N N N 9.318 -9.009 -20.198 6.941 -2.392 0.562 H8 NN2 33 NN2 H9 H9 H 0 1 N N N 10.446 -7.101 -19.115 6.368 -0.025 0.154 H9 NN2 34 NN2 H20 H20 H 0 1 N N N 12.273 -5.783 -10.373 -1.943 3.829 0.660 H20 NN2 35 NN2 HO23 HO23 H 0 0 N N N 11.566 -5.354 -11.927 1.197 2.320 0.325 HO23 NN2 36 NN2 H16 H16 H 0 1 N N N 11.245 -8.049 -6.921 -5.808 2.145 0.000 H16 NN2 37 NN2 H17 H17 H 0 1 N N N 9.638 -9.371 -8.238 -4.800 -0.006 -0.609 H17 NN2 38 NN2 H241 1H24 H 0 0 N N N 8.900 -10.764 -9.554 -4.000 -1.267 -1.495 H241 NN2 39 NN2 H242 2H24 H 0 0 N N N 7.926 -10.838 -11.043 -2.572 -2.297 -1.751 H242 NN2 40 NN2 H251 1H25 H 0 0 N N N 7.200 -8.418 -9.709 -2.534 -2.844 0.667 H251 NN2 41 NN2 H252 2H25 H 0 0 N N N 7.202 -9.745 -8.463 -3.963 -1.814 0.923 H252 NN2 42 NN2 H26 H26 H 0 1 N N N 5.937 -11.012 -9.703 -4.217 -4.015 -1.184 H26 NN2 43 NN2 H301 1H30 H 0 0 N N N 4.818 -9.800 -12.289 -4.840 -5.668 0.636 H301 NN2 44 NN2 H302 2H30 H 0 0 N N N 5.726 -8.828 -12.152 -4.330 -4.447 1.920 H302 NN2 45 NN2 H291 1H29 H 0 0 N N N 4.493 -7.980 -9.500 -6.059 -2.809 1.050 H291 NN2 46 NN2 H292 2H29 H 0 0 N N N 3.640 -8.998 -9.597 -6.570 -4.030 -0.234 H292 NN2 47 NN2 HN11 HN11 H 0 0 N N N 10.968 -5.975 -14.215 1.979 1.800 -1.482 HN11 NN2 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 NN2 C4 C5 SING Y N 1 NN2 C4 C9 DOUB Y N 2 NN2 C4 S10 SING N N 3 NN2 C5 C6 DOUB Y N 4 NN2 C5 N3 SING N N 5 NN2 C6 C7 SING Y N 6 NN2 C6 H6 SING N N 7 NN2 C7 C8 DOUB Y N 8 NN2 C7 H7 SING N N 9 NN2 C8 C9 SING Y N 10 NN2 C8 H8 SING N N 11 NN2 C9 H9 SING N N 12 NN2 N3 C2 DOUB N N 13 NN2 F21 C15 SING N N 14 NN2 C15 C20 DOUB Y N 15 NN2 C15 C16 SING Y N 16 NN2 C20 C19 SING Y N 17 NN2 C20 H20 SING N N 18 NN2 C19 C22 SING Y N 19 NN2 C19 C18 DOUB Y N 20 NN2 C22 O23 SING N N 21 NN2 C22 C1 DOUB Y N 22 NN2 O23 HO23 SING N N 23 NN2 C16 C17 DOUB Y N 24 NN2 C16 H16 SING N N 25 NN2 C17 C18 SING Y N 26 NN2 C17 H17 SING N N 27 NN2 C18 N14 SING Y N 28 NN2 N14 C24 SING N N 29 NN2 N14 C27 SING Y N 30 NN2 C24 C25 SING N N 31 NN2 C24 H241 SING N N 32 NN2 C24 H242 SING N N 33 NN2 C25 C26 SING N N 34 NN2 C25 H251 SING N N 35 NN2 C25 H252 SING N N 36 NN2 C26 C30 SING N N 37 NN2 C26 C29 SING N N 38 NN2 C26 H26 SING N N 39 NN2 C30 C29 SING N N 40 NN2 C30 H301 SING N N 41 NN2 C30 H302 SING N N 42 NN2 C29 H291 SING N N 43 NN2 C29 H292 SING N N 44 NN2 C27 O28 DOUB N N 45 NN2 C27 C1 SING Y N 46 NN2 C1 C2 SING N N 47 NN2 C2 N11 SING N N 48 NN2 N11 S10 SING N N 49 NN2 N11 HN11 SING N N 50 NN2 S10 O13 DOUB N N 51 NN2 S10 O12 DOUB N N 52 # 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 NN2 SMILES ACDLabs 10.04 "Fc3cc4C(O)=C(C2=Nc1c(cccc1)S(=O)(=O)N2)C(=O)N(c4cc3)CCC5CC5" NN2 SMILES_CANONICAL CACTVS 3.341 "OC1=C(C(=O)N(CCC2CC2)c3ccc(F)cc13)C4=Nc5ccccc5[S](=O)(=O)N4" NN2 SMILES CACTVS 3.341 "OC1=C(C(=O)N(CCC2CC2)c3ccc(F)cc13)C4=Nc5ccccc5[S](=O)(=O)N4" NN2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)N=C(NS2(=O)=O)C3=C(c4cc(ccc4N(C3=O)CCC5CC5)F)O" NN2 SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)N=C(NS2(=O)=O)C3=C(c4cc(ccc4N(C3=O)CCC5CC5)F)O" NN2 InChI InChI 1.03 "InChI=1S/C21H18FN3O4S/c22-13-7-8-16-14(11-13)19(26)18(21(27)25(16)10-9-12-5-6-12)20-23-15-3-1-2-4-17(15)30(28,29)24-20/h1-4,7-8,11-12,26H,5-6,9-10H2,(H,23,24)" NN2 InChIKey InChI 1.03 QEMCDXCXSVPAAB-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 NN2 "SYSTEMATIC NAME" ACDLabs 10.04 "1-(2-cyclopropylethyl)-3-(1,1-dioxido-2H-1,2,4-benzothiadiazin-3-yl)-6-fluoro-4-hydroxyquinolin-2(1H)-one" NN2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "1-(2-cyclopropylethyl)-3-(1,1-dioxo-2H-benzo[e][1,2,4]thiadiazin-3-yl)-6-fluoro-4-hydroxy-quinolin-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 NN2 "Create component" 2006-04-10 RCSB NN2 "Modify descriptor" 2011-06-04 RCSB #