data_U53 # _chem_comp.id U53 _chem_comp.name "ethyl 4-(2-cyanoethylsulfanyl)-6-methoxy-quinoline-3-carboxylate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H16 N2 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-04-06 _chem_comp.pdbx_modified_date 2017-02-10 _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 316.375 _chem_comp.one_letter_code ? _chem_comp.three_letter_code U53 _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 5G1Z _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 U53 O2 O1 O 0 1 N N N 20.535 46.070 59.555 2.753 -0.242 -0.845 O2 U53 1 U53 C12 C1 C 0 1 N N N 20.397 45.984 60.760 2.498 0.802 -0.277 C12 U53 2 U53 O1 O2 O 0 1 N N N 19.056 45.818 61.238 3.497 1.626 0.098 O1 U53 3 U53 C13 C2 C 0 1 N N N 18.003 46.060 60.284 4.852 1.202 -0.208 C13 U53 4 U53 C14 C3 C 0 1 N N N 17.626 47.508 60.295 5.842 2.257 0.289 C14 U53 5 U53 C10 C4 C 0 1 Y N N 21.596 46.324 61.558 1.101 1.170 -0.005 C10 U53 6 U53 C11 C5 C 0 1 Y N N 21.492 47.251 62.574 0.799 2.375 0.650 C11 U53 7 U53 N1 N1 N 0 1 Y N N 22.530 47.650 63.310 -0.435 2.727 0.905 N1 U53 8 U53 C4 C6 C 0 1 Y N N 23.786 47.265 63.025 -1.481 1.961 0.557 C4 U53 9 U53 C3 C7 C 0 1 Y N N 24.857 47.733 63.783 -2.792 2.369 0.845 C3 U53 10 U53 C2 C8 C 0 1 Y N N 26.093 47.233 63.430 -3.845 1.584 0.486 C2 U53 11 U53 C6 C9 C 0 1 Y N N 22.892 45.826 61.147 0.054 0.323 -0.403 C6 U53 12 U53 S S1 S 0 1 N N N 23.108 44.654 59.920 0.377 -1.197 -1.234 S U53 13 U53 C7 C10 C 0 1 N N N 23.923 43.204 60.545 0.518 -2.308 0.188 C7 U53 14 U53 C8 C11 C 0 1 N N N 23.232 42.875 61.860 0.807 -3.729 -0.302 C8 U53 15 U53 C9 C12 C 0 1 N N N 21.858 42.519 61.622 0.922 -4.633 0.854 C9 U53 16 U53 N N2 N 0 1 N N N 20.752 42.306 61.361 1.010 -5.330 1.746 N U53 17 U53 C5 C13 C 0 1 Y N N 24.020 46.325 61.928 -1.271 0.730 -0.108 C5 U53 18 U53 C15 C14 C 0 1 Y N N 25.273 45.871 61.617 -2.369 -0.060 -0.473 C15 U53 19 U53 C1 C15 C 0 1 Y N N 26.313 46.333 62.371 -3.643 0.368 -0.170 C1 U53 20 U53 O O3 O 0 1 N N N 27.572 45.849 62.045 -4.712 -0.395 -0.522 O U53 21 U53 C C16 C 0 1 N N N 27.716 44.933 60.925 -6.007 0.105 -0.179 C U53 22 U53 H1 H1 H 0 1 N N N 17.125 45.453 60.549 5.055 0.252 0.285 H1 U53 23 U53 H2 H2 H 0 1 N N N 18.351 45.782 59.278 4.960 1.082 -1.286 H2 U53 24 U53 H3 H3 H 0 1 N N N 16.822 47.684 59.565 5.638 3.208 -0.204 H3 U53 25 U53 H4 H4 H 0 1 N N N 17.276 47.788 61.300 5.734 2.377 1.367 H4 U53 26 U53 H5 H5 H 0 1 N N N 18.503 48.117 60.029 6.859 1.939 0.059 H5 U53 27 U53 H6 H6 H 0 1 N N N 20.521 47.675 62.784 1.605 3.028 0.952 H6 U53 28 U53 H7 H7 H 0 1 N N N 24.728 48.438 64.591 -2.967 3.307 1.352 H7 U53 29 U53 H8 H8 H 0 1 N N N 26.949 47.554 64.005 -4.851 1.906 0.712 H8 U53 30 U53 H9 H9 H 0 1 N N N 23.816 42.369 59.837 1.332 -1.974 0.831 H9 U53 31 U53 H10 H10 H 0 1 N N N 24.991 43.407 60.714 -0.416 -2.300 0.750 H10 U53 32 U53 H11 H11 H 0 1 N N N 23.748 42.031 62.341 -0.007 -4.063 -0.945 H11 U53 33 U53 H12 H12 H 0 1 N N N 23.271 43.753 62.521 1.741 -3.737 -0.864 H12 U53 34 U53 H13 H13 H 0 1 N N N 25.433 45.175 60.807 -2.217 -0.998 -0.987 H13 U53 35 U53 H14 H14 H 0 1 N N N 28.774 44.654 60.812 -6.163 1.070 -0.663 H14 U53 36 U53 H15 H15 H 0 1 N N N 27.117 44.029 61.111 -6.768 -0.598 -0.516 H15 U53 37 U53 H16 H16 H 0 1 N N N 27.366 45.422 60.004 -6.075 0.226 0.902 H16 U53 38 # 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 U53 O2 C12 DOUB N N 1 U53 S C7 SING N N 2 U53 S C6 SING N N 3 U53 C13 C14 SING N N 4 U53 C13 O1 SING N N 5 U53 C7 C8 SING N N 6 U53 C12 O1 SING N N 7 U53 C12 C10 SING N N 8 U53 C O SING N N 9 U53 C6 C10 DOUB Y N 10 U53 C6 C5 SING Y N 11 U53 N C9 TRIP N N 12 U53 C10 C11 SING Y N 13 U53 C15 C5 DOUB Y N 14 U53 C15 C1 SING Y N 15 U53 C9 C8 SING N N 16 U53 C5 C4 SING Y N 17 U53 O C1 SING N N 18 U53 C1 C2 DOUB Y N 19 U53 C11 N1 DOUB Y N 20 U53 C4 N1 SING Y N 21 U53 C4 C3 DOUB Y N 22 U53 C2 C3 SING Y N 23 U53 C13 H1 SING N N 24 U53 C13 H2 SING N N 25 U53 C14 H3 SING N N 26 U53 C14 H4 SING N N 27 U53 C14 H5 SING N N 28 U53 C11 H6 SING N N 29 U53 C3 H7 SING N N 30 U53 C2 H8 SING N N 31 U53 C7 H9 SING N N 32 U53 C7 H10 SING N N 33 U53 C8 H11 SING N N 34 U53 C8 H12 SING N N 35 U53 C15 H13 SING N N 36 U53 C H14 SING N N 37 U53 C H15 SING N N 38 U53 C H16 SING N N 39 # 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 U53 InChI InChI 1.03 "InChI=1S/C16H16N2O3S/c1-3-21-16(19)13-10-18-14-6-5-11(20-2)9-12(14)15(13)22-8-4-7-17/h5-6,9-10H,3-4,8H2,1-2H3" U53 InChIKey InChI 1.03 TZDUQSHGGUOAJU-UHFFFAOYSA-N U53 SMILES_CANONICAL CACTVS 3.385 "CCOC(=O)c1cnc2ccc(OC)cc2c1SCCC#N" U53 SMILES CACTVS 3.385 "CCOC(=O)c1cnc2ccc(OC)cc2c1SCCC#N" U53 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "CCOC(=O)c1cnc2ccc(cc2c1SCCC#N)OC" U53 SMILES "OpenEye OEToolkits" 2.0.5 "CCOC(=O)c1cnc2ccc(cc2c1SCCC#N)OC" # 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 U53 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.5 "ethyl 4-(2-cyanoethylsulfanyl)-6-methoxy-quinoline-3-carboxylate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site U53 "Create component" 2016-04-06 EBI U53 "Other modification" 2016-06-02 RCSB U53 "Initial release" 2017-02-15 RCSB #