data_IDD # _chem_comp.id IDD _chem_comp.name "(5R,6R,7S,8S)-5-(HYDROXYMETHYL)-2-PHENYL-5,6,7,8-TETRAHYDROIMIDAZO[1,2-A]PYRIDINE-6,7,8-TRIOL" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H16 N2 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms GLUCO-PHENYLIMIDAZOLE _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2002-05-22 _chem_comp.pdbx_modified_date 2021-03-01 _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 276.288 _chem_comp.one_letter_code ? _chem_comp.three_letter_code IDD _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 1LQ2 _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 IDD C1 C1 C 0 1 Y N N 27.046 29.563 35.881 2.865 -0.141 0.017 C1 IDD 1 IDD C2 C2 C 0 1 Y N N 27.587 29.962 37.140 3.572 -1.233 -0.482 C2 IDD 2 IDD C3 C3 C 0 1 Y N N 28.316 31.180 37.243 4.952 -1.221 -0.473 C3 IDD 3 IDD C4 C4 C 0 1 Y N N 28.497 31.989 36.098 5.634 -0.128 0.031 C4 IDD 4 IDD C5 C5 C 0 1 Y N N 27.958 31.596 34.852 4.937 0.959 0.528 C5 IDD 5 IDD C6 C6 C 0 1 Y N N 27.238 30.386 34.745 3.557 0.960 0.518 C6 IDD 6 IDD C1B C1B C 0 1 Y N N 25.349 26.327 36.364 -0.655 -0.843 0.189 C1B IDD 7 IDD C2B C2B C 0 1 N N S 24.855 25.160 37.186 -1.877 -1.703 0.416 C2B IDD 8 IDD C3B C3B C 0 1 N N S 24.099 24.109 36.331 -3.087 -0.991 -0.201 C3B IDD 9 IDD C4B C4B C 0 1 N N R 23.396 24.770 35.093 -3.105 0.468 0.265 C4B IDD 10 IDD C5B C5B C 0 1 N N R 24.430 25.440 34.179 -1.939 1.225 -0.380 C5B IDD 11 IDD C6B C6B C 0 1 N N N 23.872 26.105 32.864 -1.806 2.607 0.264 C6B IDD 12 IDD O2B O2B O 0 1 N N N 25.945 24.562 37.894 -1.695 -2.975 -0.210 O2B IDD 13 IDD O3B O3B O 0 1 N N N 23.187 23.489 37.186 -4.289 -1.640 0.217 O3B IDD 14 IDD O4B O4B O 0 1 N N N 22.693 23.745 34.335 -4.339 1.076 -0.121 O4B IDD 15 IDD N1B N1B N 0 1 Y N N 25.158 26.464 35.026 -0.704 0.464 -0.170 N1B IDD 16 IDD O6B O6B O 0 1 N N N 23.010 27.245 33.141 -0.791 3.351 -0.413 O6B IDD 17 IDD N2B N2B N 0 1 Y N N 26.028 27.380 36.815 0.589 -1.203 0.295 N2B IDD 18 IDD C7B C7B C 0 1 Y N N 26.293 28.246 35.764 1.382 -0.148 0.011 C7B IDD 19 IDD C8B C8B C 0 1 Y N N 25.748 27.669 34.664 0.576 0.908 -0.283 C8B IDD 20 IDD H21 1H2 H 0 1 N N N 27.442 29.330 38.032 3.041 -2.087 -0.875 H21 IDD 21 IDD H31 1H3 H 0 1 N N N 28.741 31.497 38.210 5.501 -2.067 -0.860 H31 IDD 22 IDD H41 1H4 H 0 1 N N N 29.062 32.933 36.177 6.714 -0.123 0.036 H41 IDD 23 IDD H51 1H5 H 0 1 N N N 28.099 32.234 33.963 5.474 1.809 0.921 H51 IDD 24 IDD H61 1H6 H 0 1 N N N 26.824 30.082 33.769 3.014 1.809 0.907 H61 IDD 25 IDD H2B1 1H2B H 0 0 N N N 24.117 25.556 37.922 -2.037 -1.840 1.486 H2B1 IDD 26 IDD H3B1 1H3B H 0 0 N N N 24.803 23.359 35.901 -3.014 -1.025 -1.288 H3B1 IDD 27 IDD H4B1 1H4B H 0 0 N N N 22.680 25.542 35.460 -3.005 0.504 1.350 H4B1 IDD 28 IDD H5B1 1H5B H 0 0 N N N 25.097 24.636 33.789 -2.122 1.336 -1.449 H5B1 IDD 29 IDD H6B1 1H6B H 0 0 N N N 23.353 25.355 32.224 -1.535 2.494 1.313 H6B1 IDD 30 IDD H6B2 2H6B H 0 0 N N N 24.701 26.386 32.173 -2.756 3.136 0.189 H6B2 IDD 31 IDD HO21 1HO2 H 0 0 N N N 25.634 23.828 38.411 -0.926 -3.385 0.208 HO21 IDD 32 IDD HO31 1HO3 H 0 0 N N N 22.724 22.846 36.663 -4.237 -2.554 -0.096 HO31 IDD 33 IDD HO41 1HO4 H 0 0 N N N 22.268 24.145 33.586 -5.045 0.571 0.306 HO41 IDD 34 IDD HO61 1HO6 H 0 0 N N N 22.674 27.646 32.348 -0.739 4.213 0.023 HO61 IDD 35 IDD H8B1 1H8B H 0 0 N N N 25.779 28.104 33.651 0.891 1.905 -0.555 H8B1 IDD 36 # # 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 IDD C1 C2 DOUB Y N 1 IDD C1 C6 SING Y N 2 IDD C1 C7B SING Y N 3 IDD C2 C3 SING Y N 4 IDD C2 H21 SING N N 5 IDD C3 C4 DOUB Y N 6 IDD C3 H31 SING N N 7 IDD C4 C5 SING Y N 8 IDD C4 H41 SING N N 9 IDD C5 C6 DOUB Y N 10 IDD C5 H51 SING N N 11 IDD C6 H61 SING N N 12 IDD C1B C2B SING N N 13 IDD C1B N1B SING Y N 14 IDD C1B N2B DOUB Y N 15 IDD C2B C3B SING N N 16 IDD C2B O2B SING N N 17 IDD C2B H2B1 SING N N 18 IDD C3B C4B SING N N 19 IDD C3B O3B SING N N 20 IDD C3B H3B1 SING N N 21 IDD C4B C5B SING N N 22 IDD C4B O4B SING N N 23 IDD C4B H4B1 SING N N 24 IDD C5B C6B SING N N 25 IDD C5B N1B SING N N 26 IDD C5B H5B1 SING N N 27 IDD C6B O6B SING N N 28 IDD C6B H6B1 SING N N 29 IDD C6B H6B2 SING N N 30 IDD O2B HO21 SING N N 31 IDD O3B HO31 SING N N 32 IDD O4B HO41 SING N N 33 IDD N1B C8B SING Y N 34 IDD O6B HO61 SING N N 35 IDD N2B C7B SING Y N 36 IDD C7B C8B DOUB Y N 37 IDD C8B H8B1 SING N N 38 # # 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 IDD SMILES ACDLabs 10.04 "OC2c1nc(cn1C(C(O)C2O)CO)c3ccccc3" IDD SMILES_CANONICAL CACTVS 3.341 "OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)c2nc(cn12)c3ccccc3" IDD SMILES CACTVS 3.341 "OC[CH]1[CH](O)[CH](O)[CH](O)c2nc(cn12)c3ccccc3" IDD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)c2cn3c(n2)[C@@H]([C@H]([C@@H]([C@H]3CO)O)O)O" IDD SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)c2cn3c(n2)C(C(C(C3CO)O)O)O" IDD InChI InChI 1.03 "InChI=1S/C14H16N2O4/c17-7-10-11(18)12(19)13(20)14-15-9(6-16(10)14)8-4-2-1-3-5-8/h1-6,10-13,17-20H,7H2/t10-,11-,12+,13-/m1/s1" IDD InChIKey InChI 1.03 DLVNFMROYKHANV-FVCCEPFGSA-N # # 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 IDD "SYSTEMATIC NAME" ACDLabs 10.04 "(5R,6R,7S,8S)-5-(hydroxymethyl)-2-phenyl-5,6,7,8-tetrahydroimidazo[1,2-a]pyridine-6,7,8-triol" IDD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(5R,6R,7S,8S)-5-(hydroxymethyl)-2-phenyl-5,6,7,8-tetrahydroimidazo[2,1-f]pyridine-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 IDD "Create component" 2002-05-22 RCSB IDD "Modify aromatic_flag" 2011-06-04 RCSB IDD "Modify descriptor" 2011-06-04 RCSB IDD "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id IDD _pdbx_chem_comp_synonyms.name GLUCO-PHENYLIMIDAZOLE _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##