data_LS3 # _chem_comp.id LS3 _chem_comp.name "3-{[(2,2-DIOXIDO-1,3-DIHYDRO-2-BENZOTHIEN-5-YL)AMINO]METHYLENE}-5-(1,3-OXAZOL-5-YL)-1,3-DIHYDRO-2H-INDOL-2-ONE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H15 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 2001-11-21 _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 393.416 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LS3 _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 1KE7 _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 LS3 O5 O5 O 0 1 N N N -10.910 52.353 11.763 3.725 0.037 0.647 O5 LS3 1 LS3 C6 C6 C 0 1 N N N -10.187 51.869 12.620 2.980 0.020 1.611 C6 LS3 2 LS3 N7 N7 N 0 1 N N N -9.642 52.527 13.699 3.358 -0.012 2.900 N7 LS3 3 LS3 C8 C8 C 0 1 Y N N -8.813 51.686 14.393 2.260 -0.024 3.751 C8 LS3 4 LS3 C9 C9 C 0 1 Y N N -7.997 51.908 15.613 2.168 -0.055 5.141 C9 LS3 5 LS3 C10 C10 C 0 1 Y N N -7.134 50.793 16.109 0.937 -0.061 5.755 C10 LS3 6 LS3 C11 C11 C 0 1 Y N N -7.015 49.494 15.355 -0.235 -0.036 4.994 C11 LS3 7 LS3 C12 C12 C 0 1 Y N N -6.139 48.427 15.820 -1.554 -0.043 5.663 C12 LS3 8 LS3 O13 O13 O 0 1 Y N N -5.834 48.223 17.142 -2.645 0.665 5.299 O13 LS3 9 LS3 C14 C14 C 0 1 Y N N -5.182 47.017 17.181 -3.627 0.374 6.163 C14 LS3 10 LS3 N15 N15 N 0 1 Y N N -4.876 46.575 15.941 -3.182 -0.481 7.040 N15 LS3 11 LS3 C16 C16 C 0 1 Y N N -5.464 47.414 15.061 -1.902 -0.767 6.757 C16 LS3 12 LS3 C17 C17 C 0 1 Y N N -7.873 49.331 14.139 -0.157 -0.005 3.603 C17 LS3 13 LS3 C18 C18 C 0 1 Y N N -8.792 50.406 13.706 1.086 0.000 2.986 C18 LS3 14 LS3 C19 C19 C 0 1 N N N -9.753 50.438 12.623 1.514 0.036 1.567 C19 LS3 15 LS3 C20 C20 C 0 1 N N N -10.173 49.412 11.846 0.716 0.074 0.460 C20 LS3 16 LS3 N21 N21 N 0 1 N N N -10.942 49.382 10.582 1.276 0.104 -0.780 N21 LS3 17 LS3 C22 C22 C 0 1 Y N N -11.117 48.283 9.773 0.459 0.144 -1.913 C22 LS3 18 LS3 C23 C23 C 0 1 Y N N -10.010 47.344 9.394 1.020 0.179 -3.176 C23 LS3 19 LS3 C24 C24 C 0 1 Y N N -10.297 46.197 8.533 0.222 0.214 -4.323 C24 LS3 20 LS3 C25 C25 C 0 1 N N N -9.336 45.163 8.091 0.776 0.249 -5.748 C25 LS3 21 LS3 S26 S26 S 0 1 N N N -9.921 44.450 6.562 -0.706 -0.194 -6.741 S26 LS3 22 LS3 O27 O27 O 0 1 N N N -9.684 43.032 6.511 -0.736 -1.600 -6.944 O27 LS3 23 LS3 O28 O28 O 0 1 N N N -9.457 45.308 5.509 -0.810 0.682 -7.855 O28 LS3 24 LS3 C29 C29 C 0 1 N N N -11.631 44.871 6.985 -1.963 0.268 -5.481 C29 LS3 25 LS3 C30 C30 C 0 1 Y N N -11.638 45.995 7.968 -1.145 0.223 -4.189 C30 LS3 26 LS3 C31 C31 C 0 1 Y N N -12.762 46.882 8.351 -1.708 0.193 -2.909 C31 LS3 27 LS3 C32 C32 C 0 1 Y N N -12.488 48.036 9.241 -0.923 0.153 -1.782 C32 LS3 28 LS3 H7N NH7 H 0 1 N N N -9.826 53.499 13.949 4.281 -0.025 3.199 H7N LS3 29 LS3 H91 1H9 H 0 1 N N N -8.031 52.878 16.138 3.067 -0.075 5.738 H91 LS3 30 LS3 H101 1H10 H 0 0 N N N -6.574 50.931 17.049 0.876 -0.085 6.833 H101 LS3 31 LS3 H141 1H14 H 0 0 N N N -4.932 46.466 18.103 -4.626 0.783 6.138 H141 LS3 32 LS3 H161 1H16 H 0 0 N N N -5.406 47.298 13.966 -1.263 -1.444 7.305 H161 LS3 33 LS3 H171 1H17 H 0 0 N N N -7.827 48.400 13.550 -1.058 0.014 3.009 H171 LS3 34 LS3 H201 1H20 H 0 0 N N N -9.842 48.467 12.308 -0.357 0.082 0.569 H201 LS3 35 LS3 H21N NH21 H 0 0 N N N -10.555 50.118 9.991 2.241 0.098 -0.877 H21N LS3 36 LS3 H231 1H23 H 0 0 N N N -8.978 47.498 9.751 2.095 0.177 -3.279 H231 LS3 37 LS3 H251 1H25 H 0 0 N N N -9.148 44.393 8.875 1.566 -0.489 -5.877 H251 LS3 38 LS3 H252 2H25 H 0 0 N N N -8.296 45.556 8.007 1.131 1.247 -6.003 H252 LS3 39 LS3 H291 1H29 H 0 0 N N N -12.204 43.988 7.351 -2.774 -0.459 -5.454 H291 LS3 40 LS3 H292 2H29 H 0 0 N N N -12.245 45.097 6.082 -2.348 1.271 -5.664 H292 LS3 41 LS3 H311 1H31 H 0 0 N N N -13.783 46.687 7.981 -2.783 0.200 -2.804 H311 LS3 42 LS3 H321 1H32 H 0 0 N N N -13.312 48.718 9.510 -1.377 0.129 -0.802 H321 LS3 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 LS3 O5 C6 DOUB N N 1 LS3 C6 N7 SING N N 2 LS3 C6 C19 SING N N 3 LS3 N7 C8 SING N N 4 LS3 N7 H7N SING N N 5 LS3 C8 C9 DOUB Y N 6 LS3 C8 C18 SING Y N 7 LS3 C9 C10 SING Y N 8 LS3 C9 H91 SING N N 9 LS3 C10 C11 DOUB Y N 10 LS3 C10 H101 SING N N 11 LS3 C11 C12 SING Y N 12 LS3 C11 C17 SING Y N 13 LS3 C12 O13 SING Y N 14 LS3 C12 C16 DOUB Y N 15 LS3 O13 C14 SING Y N 16 LS3 C14 N15 DOUB Y N 17 LS3 C14 H141 SING N N 18 LS3 N15 C16 SING Y N 19 LS3 C16 H161 SING N N 20 LS3 C17 C18 DOUB Y N 21 LS3 C17 H171 SING N N 22 LS3 C18 C19 SING N N 23 LS3 C19 C20 DOUB N Z 24 LS3 C20 N21 SING N N 25 LS3 C20 H201 SING N N 26 LS3 N21 C22 SING N N 27 LS3 N21 H21N SING N N 28 LS3 C22 C23 DOUB Y N 29 LS3 C22 C32 SING Y N 30 LS3 C23 C24 SING Y N 31 LS3 C23 H231 SING N N 32 LS3 C24 C25 SING N N 33 LS3 C24 C30 DOUB Y N 34 LS3 C25 S26 SING N N 35 LS3 C25 H251 SING N N 36 LS3 C25 H252 SING N N 37 LS3 S26 O27 DOUB N N 38 LS3 S26 O28 DOUB N N 39 LS3 S26 C29 SING N N 40 LS3 C29 C30 SING N N 41 LS3 C29 H291 SING N N 42 LS3 C29 H292 SING N N 43 LS3 C30 C31 SING Y N 44 LS3 C31 C32 DOUB Y N 45 LS3 C31 H311 SING N N 46 LS3 C32 H321 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 LS3 SMILES ACDLabs 10.04 "O=C3Nc2ccc(c1ocnc1)cc2/C3=C/Nc4ccc5c(c4)CS(=O)(=O)C5" LS3 SMILES_CANONICAL CACTVS 3.341 "O=C\1Nc2ccc(cc2C\1=C/Nc3ccc4C[S](=O)(=O)Cc4c3)c5ocnc5" LS3 SMILES CACTVS 3.341 "O=C1Nc2ccc(cc2C1=CNc3ccc4C[S](=O)(=O)Cc4c3)c5ocnc5" LS3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc2c(cc1c3cnco3)C(=CNc4ccc5c(c4)CS(=O)(=O)C5)C(=O)N2" LS3 SMILES "OpenEye OEToolkits" 1.5.0 "c1cc2c(cc1c3cnco3)C(=CNc4ccc5c(c4)CS(=O)(=O)C5)C(=O)N2" LS3 InChI InChI 1.03 "InChI=1S/C20H15N3O4S/c24-20-17(7-22-15-3-1-13-9-28(25,26)10-14(13)5-15)16-6-12(2-4-18(16)23-20)19-8-21-11-27-19/h1-8,11,22H,9-10H2,(H,23,24)/b17-7-" LS3 InChIKey InChI 1.03 FTQYGMLRLRXBPT-IDUWFGFVSA-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 LS3 "SYSTEMATIC NAME" ACDLabs 10.04 "(3Z)-3-{[(2,2-dioxido-1,3-dihydro-2-benzothiophen-5-yl)amino]methylidene}-5-(1,3-oxazol-5-yl)-1,3-dihydro-2H-indol-2-one" LS3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-[[(2,2-dioxo-1,3-dihydro-2-benzothiophen-5-yl)amino]methylidene]-5-(1,3-oxazol-5-yl)-1H-indol-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 LS3 "Create component" 2001-11-21 RCSB LS3 "Modify aromatic_flag" 2011-06-04 RCSB LS3 "Modify descriptor" 2011-06-04 RCSB #