data_GIM
# 
_chem_comp.id                                    GIM 
_chem_comp.name                                  GLUCOIMIDAZOLE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C8 H13 N2 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         (5S,6S,7R,8R)-5-(HYDROXYMETHYL)-1,5,6,7,8,8A-HEXAHYDROIMIDAZO[1,2-A]PYRIDINE-6,7,8-TRIOL 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     2006-02-10 
_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                        201.200 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GIM 
_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        2CEQ 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
GIM C1   C1   C 0 1 Y N N 118.913 38.780 63.385 -0.064 -1.293 0.153  C1   GIM 1  
GIM C2   C2   C 0 1 N N S 118.579 37.673 62.438 -1.518 -0.917 0.320  C2   GIM 2  
GIM N10  N10  N 1 1 Y N N 119.926 39.662 63.238 0.900  -0.449 -0.122 N10  GIM 3  
GIM C3   C3   C 0 1 N N S 119.574 37.674 61.274 -1.726 0.486  -0.263 C3   GIM 4  
GIM C4   C4   C 0 1 N N R 119.965 39.096 60.896 -0.632 1.414  0.276  C4   GIM 5  
GIM C5   C5   C 0 1 N N R 120.836 39.645 62.051 0.720  0.996  -0.311 C5   GIM 6  
GIM C6   C6   C 0 1 N N N 121.424 41.021 61.734 1.843  1.749  0.404  C6   GIM 7  
GIM C7   C7   C 0 1 Y N N 118.862 40.158 65.082 1.806  -2.420 0.036  C7   GIM 8  
GIM C8   C8   C 0 1 Y N N 119.895 40.535 64.256 2.058  -1.118 -0.197 C8   GIM 9  
GIM N1   N1   N 0 1 Y N N 118.265 39.074 64.530 0.459  -2.530 0.258  N1   GIM 10 
GIM O3   O3   O 0 1 N N N 118.955 37.008 60.168 -3.009 0.982  0.125  O3   GIM 11 
GIM O2   O2   O 0 1 N N N 118.661 36.396 63.081 -2.340 -1.855 -0.378 O2   GIM 12 
GIM O4   O4   O 0 1 N N N 120.682 39.035 59.662 -0.920 2.762  -0.103 O4   GIM 13 
GIM O6   O6   O 0 1 N N N 120.364 41.980 61.618 3.093  1.443  -0.218 O6   GIM 14 
GIM H2   H2   H 0 1 N N N 117.552 37.839 62.082 -1.778 -0.917 1.378  H2   GIM 15 
GIM H3   H3   H 0 1 N N N 120.497 37.151 61.565 -1.665 0.442  -1.351 H3   GIM 16 
GIM H4   H4   H 0 1 N N N 119.100 39.761 60.756 -0.595 1.341  1.362  H4   GIM 17 
GIM H5   H5   H 0 1 N N N 121.722 39.019 62.231 0.743  1.230  -1.375 H5   GIM 18 
GIM H6C1 1H6C H 0 0 N N N 121.979 40.972 60.786 1.874  1.446  1.451  H6C1 GIM 19 
GIM H6C2 2H6C H 0 0 N N N 122.105 41.324 62.543 1.658  2.821  0.342  H6C2 GIM 20 
GIM H7   H7   H 0 1 N N N 118.577 40.640 66.006 2.527  -3.224 0.047  H7   GIM 21 
GIM H8   H8   H 0 1 N N N 120.557 41.376 64.400 3.025  -0.688 -0.409 H8   GIM 22 
GIM H1   H1   H 0 1 N N N 117.482 38.579 64.906 -0.027 -3.346 0.454  H1   GIM 23 
GIM HB   HB   H 0 1 N N N 118.818 37.628 59.461 -3.665 0.370  -0.234 HB   GIM 24 
GIM HA   HA   H 0 1 N N N 118.679 35.710 62.424 -2.177 -2.721 0.021  HA   GIM 25 
GIM HC   HC   H 0 1 N N N 120.067 39.021 58.938 -1.777 2.984  0.286  HC   GIM 26 
GIM H6   H6   H 0 1 N N N 120.032 42.192 62.483 3.772  1.937  0.262  H6   GIM 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 
GIM C1  C2   SING N N 1  
GIM C1  N10  DOUB Y N 2  
GIM C1  N1   SING Y N 3  
GIM C2  C3   SING N N 4  
GIM C2  O2   SING N N 5  
GIM C2  H2   SING N N 6  
GIM N10 C5   SING N N 7  
GIM N10 C8   SING Y N 8  
GIM C3  C4   SING N N 9  
GIM C3  O3   SING N N 10 
GIM C3  H3   SING N N 11 
GIM C4  C5   SING N N 12 
GIM C4  O4   SING N N 13 
GIM C4  H4   SING N N 14 
GIM C5  C6   SING N N 15 
GIM C5  H5   SING N N 16 
GIM C6  O6   SING N N 17 
GIM C6  H6C1 SING N N 18 
GIM C6  H6C2 SING N N 19 
GIM C7  C8   DOUB Y N 20 
GIM C7  N1   SING Y N 21 
GIM C7  H7   SING N N 22 
GIM C8  H8   SING N N 23 
GIM N1  H1   SING N N 24 
GIM O3  HB   SING N N 25 
GIM O2  HA   SING N N 26 
GIM O4  HC   SING N N 27 
GIM O6  H6   SING N N 28 
# 
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 
GIM SMILES           ACDLabs              10.04 OCC2[n+]1ccnc1C(O)C(O)C2O                                                                                             
GIM InChI            InChI                1.02b InChI=1/C8H12N2O4/c11-3-4-5(12)6(13)7(14)8-9-1-2-10(4)8/h1-2,4-7,11-14H,3H2/p+1/t4-,5-,6+,7-/m1/s1/fC8H13N2O4/h9H/q+1 
GIM InChIKey         InChI                1.02b RZRDQZQPTISYKY-UGMCCUQJDC                                                                                             
GIM SMILES_CANONICAL CACTVS               3.341 OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)c2[nH]cc[n+]12                                                                     
GIM SMILES           CACTVS               3.341 OC[CH]1[CH](O)[CH](O)[CH](O)c2[nH]cc[n+]12                                                                            
GIM SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1c[n+]2c([nH]1)[C@@H]([C@H]([C@@H]([C@H]2CO)O)O)O                                                                    
GIM SMILES           "OpenEye OEToolkits" 1.5.0 c1c[n+]2c([nH]1)C(C(C(C2CO)O)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 
GIM "SYSTEMATIC NAME" ACDLabs              10.04 (5R,6R,7S,8S)-6,7,8-trihydroxy-5-(hydroxymethyl)-5,6,7,8-tetrahydro-1H-imidazo[1,2-a]pyridin-4-ium 
GIM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (5R,6R,7S,8S)-5-(hydroxymethyl)-5,6,7,8-tetrahydro-1H-imidazo[2,1-f]pyridin-4-ium-6,7,8-triol      
# 
