data_GAG
# 
_chem_comp.id                                    GAG 
_chem_comp.name                                  "3-HYDROXYISOXAZOLE-4-CARBOXYLIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C4 H3 N O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-04-23 
_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                        129.071 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GAG 
_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        1T25 
_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 
GAG O20 O20 O 0 1 N N N 24.430 19.758 5.684 -2.031 0.033  -0.947 O20 GAG 1  
GAG C2  C2  C 0 1 Y N N 25.506 19.368 5.096 -0.677 0.015  -1.017 C2  GAG 2  
GAG C1  C1  C 0 1 Y N N 26.050 19.906 3.826 0.277  0.004  0.107  C1  GAG 3  
GAG COO COO C 0 1 N N N 25.485 20.986 2.988 -0.004 0.004  1.551  COO GAG 4  
GAG O12 O12 O 0 1 N N N 24.348 21.399 3.142 1.011  -0.013 2.436  O12 GAG 5  
GAG O11 O11 O 0 1 N N N 26.215 21.435 2.122 -1.154 0.018  1.945  O11 GAG 6  
GAG C5  C5  C 0 1 Y N N 27.209 19.180 3.590 1.496  -0.010 -0.527 C5  GAG 7  
GAG O4  O4  O 0 1 Y N N 27.385 18.289 4.632 1.240  -0.003 -1.837 O4  GAG 8  
GAG N3  N3  N 0 1 Y N N 26.327 18.403 5.529 0.061  0.014  -2.093 N3  GAG 9  
GAG H20 H20 H 0 1 N N N 24.081 19.413 6.497 -2.322 -0.888 -0.940 H20 GAG 10 
GAG H12 H12 H 0 1 N N N 23.985 22.092 2.603 0.825  -0.013 3.385  H12 GAG 11 
GAG H5  H5  H 0 1 N N N 27.878 19.292 2.720 2.469  -0.025 -0.058 H5  GAG 12 
# 
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 
GAG O20 C2  SING N N 1  
GAG O20 H20 SING N N 2  
GAG C2  C1  SING Y N 3  
GAG C2  N3  DOUB Y N 4  
GAG C1  COO SING N N 5  
GAG C1  C5  DOUB Y N 6  
GAG COO O12 SING N N 7  
GAG COO O11 DOUB N N 8  
GAG O12 H12 SING N N 9  
GAG C5  O4  SING Y N 10 
GAG C5  H5  SING N N 11 
GAG O4  N3  SING Y N 12 
# 
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 
GAG SMILES           ACDLabs              10.04 O=C(O)c1conc1O                                                  
GAG InChI            InChI                1.02b InChI=1/C4H3NO4/c6-3-2(4(7)8)1-9-5-3/h1H,(H,5,6)(H,7,8)/f/h6-7H 
GAG InChIKey         InChI                1.02b JLPHBZYAQYOJND-ZDKSUBDRCF                                       
GAG SMILES_CANONICAL CACTVS               3.341 OC(=O)c1conc1O                                                  
GAG SMILES           CACTVS               3.341 OC(=O)c1conc1O                                                  
GAG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1c(c(no1)O)C(=O)O                                              
GAG SMILES           "OpenEye OEToolkits" 1.5.0 c1c(c(no1)O)C(=O)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 
GAG "SYSTEMATIC NAME" ACDLabs              10.04 "3-hydroxyisoxazole-4-carboxylic acid"    
GAG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-hydroxy-1,2-oxazole-4-carboxylic acid" 
# 
