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 2021-03-13 _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 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" GIM InChI InChI 1.03 "InChI=1S/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" GIM InChIKey InChI 1.03 RZRDQZQPTISYKY-MVIOUDGNSA-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" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site GIM "Create component" 2006-02-10 EBI GIM "Modify descriptor" 2011-06-04 RCSB GIM "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id GIM _pdbx_chem_comp_synonyms.name "(5S,6S,7R,8R)-5-(HYDROXYMETHYL)-1,5,6,7,8,8A-HEXAHYDROIMIDAZO[1,2-A]PYRIDINE-6,7,8-TRIOL" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##