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                    2008-10-14 
_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 N 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 InChI            InChI                1.02b InChI=1/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                1.02b NBTXJDAHLMMIGY-UHFFFAOYAB                                                          
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                                                       
# 
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   
# 
