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                    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                        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 N 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 InChI            InChI                1.02b InChI=1/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                1.02b DLVNFMROYKHANV-FVCCEPFGBP                                                                                                   
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                                                                                        
# 
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 
# 
