data_GI3
# 
_chem_comp.id                                    GI3 
_chem_comp.name                                  "CARBOXYLATE-SUBSTITUTED GLUCOIMIDAZOLE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C9 H13 N2 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     2006-10-07 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        245.209 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GI3 
_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        2J7F 
_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 
GI3 C1   C1   C 0 1 Y N N 34.138 24.157 38.718 2.954  2.453  -2.252 C1   GI3 1  
GI3 C2   C2   C 0 1 N N R 35.025 23.191 38.022 3.647  3.377  -3.181 C2   GI3 2  
GI3 O2   O2   O 0 1 N N N 36.228 23.044 38.804 3.456  2.789  -4.460 O2   GI3 3  
GI3 C3   C3   C 0 1 N N S 35.317 23.716 36.610 5.139  3.470  -2.846 C3   GI3 4  
GI3 C80  C80  C 0 1 Y N N 32.954 25.943 39.167 2.584  0.819  -0.738 C80  GI3 5  
GI3 O3   O3   O 0 1 N N N 35.644 22.579 35.816 5.340  4.448  -1.831 O3   GI3 6  
GI3 C4   C4   C 0 1 N N R 34.131 24.611 36.108 5.749  2.128  -2.389 C4   GI3 7  
GI3 N10  N10  N 1 1 Y N N 33.746 25.355 38.258 3.575  1.543  -1.399 N10  GI3 8  
GI3 O4   O4   O 0 1 N N N 34.064 24.946 34.706 5.747  1.236  -3.506 O4   GI3 9  
GI3 C5   C5   C 0 1 N N R 34.114 25.884 36.938 5.012  1.452  -1.207 C5   GI3 10 
GI3 C6   C6   C 0 1 N N N 33.086 26.909 36.498 5.387  2.069  0.142  C6   GI3 11 
GI3 O6   O6   O 0 1 N N N 31.751 26.424 36.659 6.778  1.904  0.335  O6   GI3 12 
GI3 N1   N1   N 0 1 Y N N 33.597 23.981 39.940 1.594  2.269  -2.089 N1   GI3 13 
GI3 C7   C7   C 0 1 Y N N 32.871 25.076 40.238 1.387  1.265  -1.162 C7   GI3 14 
GI3 C8   C8   C 0 1 N N N 32.139 25.301 41.494 0.079  0.803  -0.744 C8   GI3 15 
GI3 O8   O8   O 0 1 N N N 32.627 24.771 42.596 0.202  -0.186 0.174  O8   GI3 16 
GI3 O9   O9   O 0 1 N N N 31.139 25.992 41.504 -0.990 1.240  -1.159 O9   GI3 17 
GI3 H2   H2   H 0 1 N N N 34.545 22.190 37.920 3.156  4.355  -3.162 H2   GI3 18 
GI3 H1   H1   H 0 1 N N N 34.295 23.765 40.652 0.840  2.748  -2.561 H1   GI3 19 
GI3 HA   HA   H 0 1 N N N 36.796 22.426 38.359 4.327  2.753  -4.889 HA   GI3 20 
GI3 H3   H3   H 0 1 N N N 36.189 24.409 36.558 5.676  3.812  -3.739 H3   GI3 21 
GI3 HB   HB   H 0 1 N N N 35.825 22.904 34.942 6.298  4.557  -1.746 HB   GI3 22 
GI3 H4   H4   H 0 1 N N N 33.230 23.968 36.244 6.798  2.280  -2.108 H4   GI3 23 
GI3 H80  H80  H 0 1 N N N 32.473 26.930 39.057 2.839  0.056  -0.021 H80  GI3 24 
GI3 H5   H5   H 0 1 N N N 35.081 26.435 36.872 5.293  0.392  -1.181 H5   GI3 25 
GI3 HC   HC   H 0 1 N N N 33.346 25.488 34.402 4.828  1.176  -3.805 HC   GI3 26 
GI3 H6C1 1H6C H 0 0 N N N 33.272 27.247 35.452 4.846  1.563  0.939  H6C1 GI3 27 
GI3 H6C2 2H6C H 0 0 N N N 33.231 27.881 37.024 5.142  3.129  0.141  H6C2 GI3 28 
GI3 H6   H6   H 0 1 N N N 31.107 27.066 36.383 6.994  0.985  0.098  H6   GI3 29 
GI3 H8   H8   H 0 1 N N N 32.154 24.916 43.407 -0.666 -0.525 0.482  H8   GI3 30 
# 
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 
GI3 C1  C2   SING N N 1  
GI3 C1  N10  DOUB Y N 2  
GI3 C1  N1   SING Y N 3  
GI3 C2  O2   SING N N 4  
GI3 C2  C3   SING N N 5  
GI3 C2  H2   SING N N 6  
GI3 O2  HA   SING N N 7  
GI3 C3  O3   SING N N 8  
GI3 C3  C4   SING N N 9  
GI3 C3  H3   SING N N 10 
GI3 C80 N10  SING Y N 11 
GI3 C80 C7   DOUB Y N 12 
GI3 C80 H80  SING N N 13 
GI3 O3  HB   SING N N 14 
GI3 C4  O4   SING N N 15 
GI3 C4  C5   SING N N 16 
GI3 C4  H4   SING N N 17 
GI3 N10 C5   SING N N 18 
GI3 O4  HC   SING N N 19 
GI3 C5  C6   SING N N 20 
GI3 C5  H5   SING N N 21 
GI3 C6  O6   SING N N 22 
GI3 C6  H6C1 SING N N 23 
GI3 C6  H6C2 SING N N 24 
GI3 O6  H6   SING N N 25 
GI3 N1  C7   SING Y N 26 
GI3 N1  H1   SING N N 27 
GI3 C7  C8   SING N N 28 
GI3 C8  O8   SING N N 29 
GI3 C8  O9   DOUB N N 30 
GI3 O8  H8   SING N N 31 
# 
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 
GI3 SMILES           ACDLabs              10.04 O=C(O)c1c[n+]2c(n1)C(O)C(O)C(O)C2CO                                                                                                        
GI3 InChI            InChI                1.02b InChI=1/C9H12N2O6/c12-2-4-5(13)6(14)7(15)8-10-3(9(16)17)1-11(4)8/h1,4-7,12-15H,2H2,(H,16,17)/p+1/t4-,5-,6+,7-/m1/s1/fC9H13N2O6/h10,16H/q+1 
GI3 InChIKey         InChI                1.02b RYZHANTZYYFSGC-DTSUHOCJDN                                                                                                                  
GI3 SMILES_CANONICAL CACTVS               3.341 OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)c2[nH]c(c[n+]12)C(O)=O                                                                                  
GI3 SMILES           CACTVS               3.341 OC[CH]1[CH](O)[CH](O)[CH](O)c2[nH]c(c[n+]12)C(O)=O                                                                                         
GI3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1c([nH]c2[n+]1[C@@H]([C@H]([C@@H]([C@H]2O)O)O)CO)C(=O)O                                                                                   
GI3 SMILES           "OpenEye OEToolkits" 1.5.0 c1c([nH]c2[n+]1C(C(C(C2O)O)O)CO)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 
GI3 "SYSTEMATIC NAME" ACDLabs              10.04 (5R,6R,7S,8S)-2-carboxy-6,7,8-trihydroxy-5-(hydroxymethyl)-5,6,7,8-tetrahydro-1H-imidazo[1,2-a]pyridin-4-ium           
GI3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(5R,6R,7S,8S)-6,7,8-trihydroxy-5-(hydroxymethyl)-5,6,7,8-tetrahydro-1H-imidazo[1,2-a]pyridin-4-ium-2-carboxylic acid" 
# 
