data_272 # _chem_comp.id 272 _chem_comp.name "4-(6-HYDROXY-BENZO[D]ISOXAZOL-3-YL)BENZENE-1,3-DIOL" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C13 H9 N O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-08-02 _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 243.215 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 272 _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 1U3Q _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 272 C1 C1 C 0 1 Y N N 19.997 -4.271 17.373 -3.931 0.825 0.198 C1 272 1 272 C2 C2 C 0 1 Y N N 20.464 -4.246 16.027 -3.656 -0.496 -0.109 C2 272 2 272 C3 C3 C 0 1 Y N N 19.501 -4.103 14.998 -2.339 -0.913 -0.243 C3 272 3 272 C4 C4 C 0 1 Y N N 18.094 -3.984 15.233 -1.299 0.013 -0.061 C4 272 4 272 C5 C5 C 0 1 Y N N 17.606 -4.008 16.617 -1.594 1.343 0.242 C5 272 5 272 C6 C6 C 0 1 Y N N 18.575 -4.154 17.688 -2.895 1.739 0.372 C6 272 6 272 O10 O10 O 0 1 Y N N 19.719 -4.045 13.683 -1.770 -2.103 -0.528 O10 272 7 272 N11 N11 N 0 1 Y N N 18.556 -3.893 13.100 -0.364 -1.964 -0.540 N11 272 8 272 C12 C12 C 0 1 Y N N 17.452 -3.854 13.931 -0.043 -0.726 -0.271 C12 272 9 272 C13 C13 C 0 1 Y N N 16.010 -3.642 13.481 1.327 -0.171 -0.188 C13 272 10 272 C14 C14 C 0 1 Y N N 15.717 -3.396 12.078 2.351 -0.917 0.407 C14 272 11 272 C15 C15 C 0 1 Y N N 14.385 -3.185 11.606 3.632 -0.394 0.478 C15 272 12 272 C16 C16 C 0 1 Y N N 13.314 -3.214 12.531 3.894 0.869 -0.031 C16 272 13 272 C17 C17 C 0 1 Y N N 13.574 -3.458 13.929 2.878 1.610 -0.622 C17 272 14 272 C18 C18 C 0 1 Y N N 14.924 -3.672 14.411 1.601 1.097 -0.701 C18 272 15 272 O22 O22 O 0 1 N N N 12.158 -3.031 12.134 5.150 1.381 0.044 O22 272 16 272 O23 O23 O 0 1 N N N 16.582 -3.355 11.211 2.091 -2.152 0.909 O23 272 17 272 O24 O24 O 0 1 N N N 20.839 -4.392 18.271 -5.219 1.233 0.329 O24 272 18 272 H2 H2 H 0 1 N N N 21.537 -4.334 15.789 -4.464 -1.201 -0.243 H2 272 19 272 H5 H5 H 0 1 N N N 16.531 -3.918 16.847 -0.795 2.056 0.378 H5 272 20 272 H6 H6 H 0 1 N N N 18.232 -4.175 18.736 -3.121 2.767 0.611 H6 272 21 272 H15 H15 H 0 1 N N N 14.185 -3.001 10.536 4.424 -0.967 0.936 H15 272 22 272 H17 H17 H 0 1 N N N 12.729 -3.481 14.638 3.088 2.592 -1.019 H17 272 23 272 H18 H18 H 0 1 N N N 15.123 -3.856 15.479 0.814 1.675 -1.160 H18 272 24 272 H22 H22 H 0 1 N N N 11.439 -3.050 12.754 5.206 1.863 0.880 H22 272 25 272 H23 H23 H 0 1 N N N 16.390 -3.194 10.294 2.241 -2.782 0.191 H23 272 26 272 H24 H24 H 0 1 N N N 20.527 -4.408 19.168 -5.457 1.114 1.259 H24 272 27 # 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 272 C1 C2 DOUB Y N 1 272 C1 C6 SING Y N 2 272 C1 O24 SING N N 3 272 C2 C3 SING Y N 4 272 C2 H2 SING N N 5 272 C3 C4 DOUB Y N 6 272 C3 O10 SING Y N 7 272 C4 C5 SING Y N 8 272 C4 C12 SING Y N 9 272 C5 C6 DOUB Y N 10 272 C5 H5 SING N N 11 272 C6 H6 SING N N 12 272 O10 N11 SING Y N 13 272 N11 C12 DOUB Y N 14 272 C12 C13 SING Y N 15 272 C13 C14 DOUB Y N 16 272 C13 C18 SING Y N 17 272 C14 C15 SING Y N 18 272 C14 O23 SING N N 19 272 C15 C16 DOUB Y N 20 272 C15 H15 SING N N 21 272 C16 C17 SING Y N 22 272 C16 O22 SING N N 23 272 C17 C18 DOUB Y N 24 272 C17 H17 SING N N 25 272 C18 H18 SING N N 26 272 O22 H22 SING N N 27 272 O23 H23 SING N N 28 272 O24 H24 SING N N 29 # 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 272 SMILES ACDLabs 10.04 "n2oc1cc(O)ccc1c2c3ccc(O)cc3O" 272 SMILES_CANONICAL CACTVS 3.341 "Oc1ccc(c(O)c1)c2noc3cc(O)ccc23" 272 SMILES CACTVS 3.341 "Oc1ccc(c(O)c1)c2noc3cc(O)ccc23" 272 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc2c(cc1O)onc2c3ccc(cc3O)O" 272 SMILES "OpenEye OEToolkits" 1.5.0 "c1cc2c(cc1O)onc2c3ccc(cc3O)O" 272 InChI InChI 1.03 "InChI=1S/C13H9NO4/c15-7-1-3-9(11(17)5-7)13-10-4-2-8(16)6-12(10)18-14-13/h1-6,15-17H" 272 InChIKey InChI 1.03 NBTXJDAHLMMIGY-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 272 "SYSTEMATIC NAME" ACDLabs 10.04 "4-(6-hydroxy-1,2-benzisoxazol-3-yl)benzene-1,3-diol" 272 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-(6-hydroxy-1,2-benzoxazol-3-yl)benzene-1,3-diol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 272 "Create component" 2004-08-02 RCSB 272 "Modify aromatic_flag" 2011-06-04 RCSB 272 "Modify descriptor" 2011-06-04 RCSB #