data_QZ3 # _chem_comp.id QZ3 _chem_comp.name "N-[4-(3-CYANO-7-ETHYL-5-METHYL-2-OXO-1H-1,6-NAPHTHYRIDIN-4-YL)PHENYL]METHANESULFONAMIDE" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H18 N4 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-05-30 _chem_comp.pdbx_modified_date 2015-06-12 _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 382.436 _chem_comp.one_letter_code ? _chem_comp.three_letter_code QZ3 _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 4UNS _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 QZ3 C15 C15 C 0 1 N N N -15.725 11.142 8.151 0.172 -3.097 -0.071 C15 QZ3 1 QZ3 C18 C18 C 0 1 Y N N -16.858 7.767 7.753 -0.727 0.215 1.282 C18 QZ3 2 QZ3 C22 C22 C 0 1 Y N N -16.937 9.373 6.021 -0.919 -0.107 -1.111 C22 QZ3 3 QZ3 C19 C19 C 0 1 Y N N -18.180 7.448 7.525 -1.975 0.782 1.302 C19 QZ3 4 QZ3 C21 C21 C 0 1 Y N N -18.260 9.061 5.780 -2.167 0.461 -1.083 C21 QZ3 5 QZ3 C4 C4 C 0 1 Y N N -11.290 7.925 7.476 4.761 0.188 0.113 C4 QZ3 6 QZ3 C17 C17 C 0 1 Y N N -16.215 8.732 7.003 -0.185 -0.236 0.073 C17 QZ3 7 QZ3 C6 C6 C 0 1 Y N N -13.640 8.229 7.165 2.366 -0.014 0.094 C6 QZ3 8 QZ3 C5 C5 C 0 1 Y N N -12.425 8.682 7.620 3.632 -0.630 0.068 C5 QZ3 9 QZ3 C20 C20 C 0 1 Y N N -18.893 8.099 6.537 -2.703 0.909 0.122 C20 QZ3 10 QZ3 C3 C3 C 0 1 Y N N -11.396 6.701 6.864 4.592 1.554 0.181 C3 QZ3 11 QZ3 C7 C7 C 0 1 Y N N -13.650 6.988 6.557 2.288 1.378 0.163 C7 QZ3 12 QZ3 C11 C11 C 0 1 N N N -14.664 10.259 7.931 1.316 -2.237 -0.022 C11 QZ3 13 QZ3 C10 C10 C 0 1 N N N -14.822 9.064 7.333 1.157 -0.846 0.047 C10 QZ3 14 QZ3 C12 C12 C 0 1 N N N -13.351 10.760 8.401 2.668 -2.797 -0.046 C12 QZ3 15 QZ3 C9 C9 C 0 1 N N N -14.918 6.412 6.025 0.942 2.055 0.193 C9 QZ3 16 QZ3 C1 C1 C 0 1 N N N -9.600 5.954 5.332 5.731 3.471 -0.902 C1 QZ3 17 QZ3 C27 C27 C 0 1 N N N -21.309 10.356 6.126 -5.286 -0.697 1.167 C27 QZ3 18 QZ3 C2 C2 C 0 1 N N N -10.160 5.868 6.726 5.806 2.445 0.230 C2 QZ3 19 QZ3 N16 N16 N 0 1 N N N -16.613 11.862 8.324 -0.735 -3.780 -0.109 N16 QZ3 20 QZ3 N8 N8 N 0 1 Y N N -12.558 6.222 6.401 3.388 2.101 0.204 N8 QZ3 21 QZ3 N14 N14 N 0 1 N N N -12.294 9.920 8.222 3.748 -1.998 -0.001 N14 QZ3 22 QZ3 N23 N23 N 0 1 N N N -20.278 7.730 6.345 -3.969 1.484 0.146 N23 QZ3 23 QZ3 O13 O13 O 0 1 N N N -13.275 11.860 8.944 2.816 -4.004 -0.106 O13 QZ3 24 QZ3 O25 O25 O 0 1 N N N -20.976 8.740 4.062 -5.047 -0.046 -1.409 O25 QZ3 25 QZ3 O26 O26 O 0 1 N N N -22.743 8.234 5.769 -6.400 1.444 0.030 O26 QZ3 26 QZ3 S24 S24 S 0 1 N N N -21.407 8.714 5.449 -5.307 0.553 -0.147 S24 QZ3 27 QZ3 H18 H18 H 0 1 N N N -16.315 7.253 8.532 -0.161 0.121 2.197 H18 QZ3 28 QZ3 H19 H19 H 0 1 N N N -18.660 6.686 8.121 -2.394 1.131 2.234 H19 QZ3 29 QZ3 H22 H22 H 0 1 N N N -16.458 10.137 5.426 -0.504 -0.454 -2.045 H22 QZ3 30 QZ3 H21 H21 H 0 1 N N N -18.800 9.572 4.997 -2.734 0.561 -1.996 H21 QZ3 31 QZ3 H4 H4 H 0 1 N N N -10.337 8.283 7.835 5.752 -0.242 0.100 H4 QZ3 32 QZ3 H14 H14 H 0 1 N N N -11.390 10.209 8.537 4.632 -2.397 -0.017 H14 QZ3 33 QZ3 H23 H23 H 0 1 N N N -20.266 6.840 5.889 -4.069 2.430 0.335 H23 QZ3 34 QZ3 H21C H21C H 0 0 N N N -9.404 6.227 7.440 5.838 2.963 1.188 H21C QZ3 35 QZ3 H22C H22C H 0 0 N N N -10.407 4.820 6.950 6.705 1.840 0.113 H22C QZ3 36 QZ3 H91C H91C H 0 0 N N N -14.716 5.424 5.584 0.529 2.000 1.200 H91C QZ3 37 QZ3 H92C H92C H 0 0 N N N -15.645 6.306 6.844 1.054 3.100 -0.097 H92C QZ3 38 QZ3 H93C H93C H 0 0 N N N -15.329 7.080 5.254 0.268 1.556 -0.504 H93C QZ3 39 QZ3 H11C H11C H 0 0 N N N -8.695 5.333 5.261 6.609 4.116 -0.867 H11C QZ3 40 QZ3 H12C H12C H 0 0 N N N -10.350 5.592 4.613 5.699 2.954 -1.861 H12C QZ3 41 QZ3 H13C H13C H 0 0 N N N -9.347 7.000 5.103 4.832 4.076 -0.785 H13C QZ3 42 QZ3 H271 H271 H 0 0 N N N -22.007 11.016 5.590 -5.247 -0.203 2.138 H271 QZ3 43 QZ3 H272 H272 H 0 0 N N N -21.576 10.329 7.193 -6.189 -1.305 1.105 H272 QZ3 44 QZ3 H273 H273 H 0 0 N N N -20.284 10.738 6.014 -4.410 -1.334 1.049 H273 QZ3 45 # 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 QZ3 C15 C11 SING N N 1 QZ3 C15 N16 TRIP N N 2 QZ3 C18 C19 SING Y N 3 QZ3 C18 C17 DOUB Y N 4 QZ3 C22 C21 DOUB Y N 5 QZ3 C22 C17 SING Y N 6 QZ3 C19 C20 DOUB Y N 7 QZ3 C21 C20 SING Y N 8 QZ3 C4 C5 SING Y N 9 QZ3 C4 C3 DOUB Y N 10 QZ3 C17 C10 SING N N 11 QZ3 C6 C5 DOUB Y N 12 QZ3 C6 C7 SING Y N 13 QZ3 C6 C10 SING N N 14 QZ3 C5 N14 SING N N 15 QZ3 C20 N23 SING N N 16 QZ3 C3 C2 SING N N 17 QZ3 C3 N8 SING Y N 18 QZ3 C7 C9 SING N N 19 QZ3 C7 N8 DOUB Y N 20 QZ3 C11 C10 DOUB N N 21 QZ3 C11 C12 SING N N 22 QZ3 C12 N14 SING N N 23 QZ3 C12 O13 DOUB N N 24 QZ3 C1 C2 SING N N 25 QZ3 C27 S24 SING N N 26 QZ3 N23 S24 SING N N 27 QZ3 O25 S24 DOUB N N 28 QZ3 O26 S24 DOUB N N 29 QZ3 C18 H18 SING N N 30 QZ3 C19 H19 SING N N 31 QZ3 C22 H22 SING N N 32 QZ3 C21 H21 SING N N 33 QZ3 C4 H4 SING N N 34 QZ3 N14 H14 SING N N 35 QZ3 N23 H23 SING N N 36 QZ3 C2 H21C SING N N 37 QZ3 C2 H22C SING N N 38 QZ3 C9 H91C SING N N 39 QZ3 C9 H92C SING N N 40 QZ3 C9 H93C SING N N 41 QZ3 C1 H11C SING N N 42 QZ3 C1 H12C SING N N 43 QZ3 C1 H13C SING N N 44 QZ3 C27 H271 SING N N 45 QZ3 C27 H272 SING N N 46 QZ3 C27 H273 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 QZ3 SMILES ACDLabs 12.01 "O=S(=O)(Nc3ccc(C=2c1c(nc(cc1NC(=O)C=2C#N)CC)C)cc3)C" QZ3 InChI InChI 1.03 "InChI=1S/C19H18N4O3S/c1-4-13-9-16-17(11(2)21-13)18(15(10-20)19(24)22-16)12-5-7-14(8-6-12)23-27(3,25)26/h5-9,23H,4H2,1-3H3,(H,22,24)" QZ3 InChIKey InChI 1.03 RGARWRHBMWUMJL-UHFFFAOYSA-N QZ3 SMILES_CANONICAL CACTVS 3.385 "CCc1cc2NC(=O)C(=C(c3ccc(N[S](C)(=O)=O)cc3)c2c(C)n1)C#N" QZ3 SMILES CACTVS 3.385 "CCc1cc2NC(=O)C(=C(c3ccc(N[S](C)(=O)=O)cc3)c2c(C)n1)C#N" QZ3 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCc1cc2c(c(n1)C)C(=C(C(=O)N2)C#N)c3ccc(cc3)NS(=O)(=O)C" QZ3 SMILES "OpenEye OEToolkits" 1.7.6 "CCc1cc2c(c(n1)C)C(=C(C(=O)N2)C#N)c3ccc(cc3)NS(=O)(=O)C" # 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 QZ3 "SYSTEMATIC NAME" ACDLabs 12.01 "N-[4-(3-cyano-7-ethyl-5-methyl-2-oxo-1,2-dihydro-1,6-naphthyridin-4-yl)phenyl]methanesulfonamide" QZ3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[4-(3-cyano-7-ethyl-5-methyl-2-oxidanylidene-1H-1,6-naphthyridin-4-yl)phenyl]methanesulfonamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site QZ3 "Create component" 2014-05-30 EBI QZ3 "Initial release" 2015-06-17 RCSB #