data_ITB # _chem_comp.id ITB _chem_comp.name "2-(CARBOXYMETHYL)-1-OXO-1,2-DIHYDRONAPHTHO[1,2-D]ISOTHIAZOLE-4-CARBOXYLIC ACID 3,3-DIOXIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H9 N O7 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "2-CARBOXYMETHYL-1,3,3-TRIOXO-1,2-DIHYDRONAPHTHO[1,2-D]ISOTHIAZOLE-4-CARBOXYLIC ACID" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-11-15 _chem_comp.pdbx_modified_date 2020-06-17 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 335.289 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ITB _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 ITB C1 C1 C 0 1 Y N N 19.841 -7.606 17.807 3.151 -0.218 -1.339 C1 ITB 1 ITB C10 C10 C 0 1 Y N N 18.564 -7.792 17.289 4.105 0.433 -2.146 C10 ITB 2 ITB C14 C14 C 0 1 N N N 18.152 -8.494 16.021 3.974 1.755 -2.825 C14 ITB 3 ITB O19 O19 O 0 1 N N N 19.052 -8.892 15.277 3.010 2.497 -2.789 O19 ITB 4 ITB N15 N15 N 0 1 N N N 16.821 -8.445 15.830 5.193 2.013 -3.538 N15 ITB 5 ITB C20 C20 C 0 1 N N N 16.229 -9.632 15.215 5.402 3.238 -4.324 C20 ITB 6 ITB C21 C21 C 0 1 N N N 16.304 -10.967 15.877 5.992 4.286 -3.430 C21 ITB 7 ITB O23 O23 O 0 1 N N N 16.783 -11.132 17.117 6.177 5.438 -4.126 O23 ITB 8 ITB O22 O22 O 0 1 N N N 15.914 -11.990 15.280 6.277 4.156 -2.249 O22 ITB 9 ITB S16 S16 S 0 1 N N N 15.955 -7.804 16.928 6.383 0.792 -3.408 S16 ITB 10 ITB O18 O18 O 0 1 N N N 15.392 -6.587 16.358 6.538 0.109 -4.674 O18 ITB 11 ITB O17 O17 O 0 1 N N N 15.097 -8.727 17.639 7.497 1.263 -2.614 O17 ITB 12 ITB C9 C9 C 0 1 Y N N 17.386 -7.395 17.888 5.346 -0.168 -2.388 C9 ITB 13 ITB C8 C8 C 0 1 Y N N 17.413 -6.758 19.117 5.709 -1.393 -1.872 C8 ITB 14 ITB C11 C11 C 0 1 N N N 16.230 -6.239 19.881 7.001 -2.010 -2.128 C11 ITB 15 ITB O13 O13 O 0 1 N N N 15.220 -5.952 19.052 8.056 -1.403 -2.337 O13 ITB 16 ITB O12 O12 O 0 1 N N N 16.087 -6.043 21.062 6.939 -3.370 -2.115 O12 ITB 17 ITB C7 C7 C 0 1 Y N N 18.700 -6.617 19.579 4.778 -2.048 -1.072 C7 ITB 18 ITB C6 C6 C 0 1 Y N N 19.915 -6.954 19.053 3.512 -1.485 -0.798 C6 ITB 19 ITB C5 C5 C 0 1 Y N N 21.104 -6.673 19.752 2.600 -2.179 0.013 C5 ITB 20 ITB C4 C4 C 0 1 Y N N 22.268 -7.080 19.108 1.344 -1.650 0.300 C4 ITB 21 ITB C3 C3 C 0 1 Y N N 22.229 -7.732 17.863 0.979 -0.415 -0.221 C3 ITB 22 ITB C2 C2 C 0 1 Y N N 21.023 -7.999 17.212 1.869 0.293 -1.030 C2 ITB 23 ITB H201 1H20 H 0 0 N N N 15.156 -9.411 15.112 4.439 3.583 -4.708 H201 ITB 24 ITB H202 2H20 H 0 0 N N N 16.839 -9.771 14.310 6.089 3.022 -5.147 H202 ITB 25 ITB HO23 HO23 H 0 0 N N N 16.745 -12.052 17.352 6.563 6.145 -3.566 HO23 ITB 26 ITB HO12 HO12 H 0 0 N N N 15.219 -5.692 21.222 7.806 -3.796 -2.286 HO12 ITB 27 ITB H7 H7 H 0 1 N N N 18.763 -6.147 20.549 5.036 -3.020 -0.649 H7 ITB 28 ITB H5 H5 H 0 1 N N N 21.112 -6.180 20.713 2.862 -3.149 0.434 H5 ITB 29 ITB H4 H4 H 0 1 N N N 23.223 -6.891 19.575 0.652 -2.201 0.929 H4 ITB 30 ITB H3 H3 H 0 1 N N N 23.156 -8.034 17.398 0.000 0.000 0.001 H3 ITB 31 ITB H2 H2 H 0 1 N N N 21.015 -8.505 16.258 1.536 1.253 -1.412 H2 ITB 32 # # 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 ITB C1 C2 DOUB Y N 1 ITB C1 C10 SING Y N 2 ITB C1 C6 SING Y N 3 ITB C10 C14 SING N N 4 ITB C10 C9 DOUB Y N 5 ITB C14 O19 DOUB N N 6 ITB C14 N15 SING N N 7 ITB N15 C20 SING N N 8 ITB N15 S16 SING N N 9 ITB C20 C21 SING N N 10 ITB C20 H201 SING N N 11 ITB C20 H202 SING N N 12 ITB C21 O22 DOUB N N 13 ITB C21 O23 SING N N 14 ITB O23 HO23 SING N N 15 ITB S16 O18 DOUB N N 16 ITB S16 O17 DOUB N N 17 ITB S16 C9 SING N N 18 ITB C9 C8 SING Y N 19 ITB C8 C7 DOUB Y N 20 ITB C8 C11 SING N N 21 ITB C11 O13 DOUB N N 22 ITB C11 O12 SING N N 23 ITB O12 HO12 SING N N 24 ITB C7 C6 SING Y N 25 ITB C7 H7 SING N N 26 ITB C6 C5 DOUB Y N 27 ITB C5 C4 SING Y N 28 ITB C5 H5 SING N N 29 ITB C4 C3 DOUB Y N 30 ITB C4 H4 SING N N 31 ITB C3 C2 SING Y N 32 ITB C3 H3 SING N N 33 ITB C2 H2 SING N N 34 # # 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 ITB SMILES ACDLabs 10.04 "O=C(O)c2cc1ccccc1c3c2S(=O)(=O)N(C3=O)CC(=O)O" ITB SMILES_CANONICAL CACTVS 3.341 "OC(=O)CN1C(=O)c2c3ccccc3cc(C(O)=O)c2[S]1(=O)=O" ITB SMILES CACTVS 3.341 "OC(=O)CN1C(=O)c2c3ccccc3cc(C(O)=O)c2[S]1(=O)=O" ITB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)cc(c3c2C(=O)N(S3(=O)=O)CC(=O)O)C(=O)O" ITB SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)cc(c3c2C(=O)N(S3(=O)=O)CC(=O)O)C(=O)O" ITB InChI InChI 1.03 "InChI=1S/C14H9NO7S/c16-10(17)6-15-13(18)11-8-4-2-1-3-7(8)5-9(14(19)20)12(11)23(15,21)22/h1-5H,6H2,(H,16,17)(H,19,20)" ITB InChIKey InChI 1.03 ZTJGXDGAXGWOGR-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 ITB "SYSTEMATIC NAME" ACDLabs 10.04 "2-(carboxymethyl)-1-oxo-1,2-dihydronaphtho[1,2-d]isothiazole-4-carboxylic acid 3,3-dioxide" ITB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-(carboxymethyl)-1,3,3-trioxo-naphtho[4,3-d][1,2]thiazole-4-carboxylic acid" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site ITB "Create component" 2006-11-15 RCSB ITB "Modify descriptor" 2011-06-04 RCSB ITB "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id ITB _pdbx_chem_comp_synonyms.name "2-CARBOXYMETHYL-1,3,3-TRIOXO-1,2-DIHYDRONAPHTHO[1,2-D]ISOTHIAZOLE-4-CARBOXYLIC ACID" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##