data_PGI
# 
_chem_comp.id                                    PGI 
_chem_comp.name                                  "(5R,6R,7S,8S)-5-(HYDROXYMETHYL)-2-(2-PHENYLETHYL)-1,5,6,7,8,8A-HEXAHYDROIMIDAZO[1,2-A]PYRIDINE-6,7,8-TRIOL" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H21 N2 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     2006-02-10 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        305.349 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PGI 
_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        2CER 
_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 
PGI O6   O6   O 0 1 N N N 61.998 -69.554 8.820  -1.598 3.347  -0.043 O6   PGI 1  
PGI C6   C6   C 0 1 N N N 62.381 -70.902 9.016  -2.706 2.576  0.427  C6   PGI 2  
PGI C5   C5   C 0 1 N N R 63.692 -71.172 8.312  -2.735 1.230  -0.300 C5   PGI 3  
PGI C4   C4   C 0 1 N N R 64.910 -70.624 9.065  -3.988 0.452  0.113  C4   PGI 4  
PGI O4   O4   O 0 1 N N N 64.915 -71.099 10.418 -5.146 1.087  -0.434 O4   PGI 5  
PGI C3   C3   C 0 1 N N S 66.205 -71.006 8.288  -3.891 -0.982 -0.417 C3   PGI 6  
PGI O3   O3   O 0 1 N N N 67.438 -70.650 8.961  -5.133 -1.657 -0.203 O3   PGI 7  
PGI C2   C2   C 0 1 N N S 66.206 -70.366 6.905  -2.771 -1.713 0.333  C2   PGI 8  
PGI O2   O2   O 0 1 N N N 67.004 -71.180 6.052  -2.473 -2.944 -0.329 O2   PGI 9  
PGI N1   N1   N 1 1 Y N N 63.689 -70.546 6.969  -1.545 0.451  0.062  N1   PGI 10 
PGI C8   C8   C 0 1 Y N N 62.640 -70.211 6.202  -0.294 0.920  0.165  C8   PGI 11 
PGI C7   C7   C 0 1 Y N N 63.133 -69.651 5.036  0.509  -0.103 0.516  C7   PGI 12 
PGI N2   N2   N 0 1 Y N N 64.481 -69.656 5.174  -0.285 -1.212 0.627  N2   PGI 13 
PGI C1   C1   C 0 1 Y N N 64.820 -70.197 6.354  -1.546 -0.830 0.340  C1   PGI 14 
PGI C9   C9   C 0 1 N N N 62.315 -69.098 3.842  1.998  -0.038 0.743  C9   PGI 15 
PGI C10  C10  C 0 1 N N N 62.513 -67.577 3.706  2.725  -0.193 -0.594 C10  PGI 16 
PGI C14  C14  C 0 1 Y N N 62.024 -66.912 2.414  4.213  -0.128 -0.367 C14  PGI 17 
PGI C13  C13  C 0 1 Y N N 62.015 -65.510 2.362  4.924  -1.285 -0.110 C13  PGI 18 
PGI C12  C12  C 0 1 Y N N 61.580 -64.832 1.219  6.290  -1.226 0.099  C12  PGI 19 
PGI C15  C15  C 0 1 Y N N 61.591 -67.645 1.292  4.869  1.088  -0.421 C15  PGI 20 
PGI C16  C16  C 0 1 Y N N 61.158 -66.978 0.147  6.233  1.148  -0.209 C16  PGI 21 
PGI C11  C11  C 0 1 Y N N 61.152 -65.577 0.112  6.944  -0.009 0.049  C11  PGI 22 
PGI H6   H6   H 0 1 N N N 61.912 -69.123 9.662  -1.616 4.185  0.439  H6   PGI 23 
PGI H6C1 1H6C H 0 0 N N N 62.500 -71.094 10.093 -2.603 2.408  1.499  H6C1 PGI 24 
PGI H6C2 2H6C H 0 0 N N N 61.605 -71.563 8.603  -3.632 3.115  0.231  H6C2 PGI 25 
PGI H5   H5   H 0 1 N N N 63.777 -72.267 8.255  -2.749 1.397  -1.377 H5   PGI 26 
PGI H4   H4   H 0 1 N N N 64.863 -69.526 9.119  -4.064 0.434  1.201  H4   PGI 27 
PGI HA   HA   H 0 1 N N N 64.916 -72.049 10.421 -5.910 0.567  -0.151 HA   PGI 28 
PGI H3   H3   H 0 1 N N N 66.181 -72.104 8.221  -3.665 -0.963 -1.483 H3   PGI 29 
PGI HB   HB   H 0 1 N N N 68.137 -70.572 8.322  -5.027 -2.553 -0.550 HB   PGI 30 
PGI H2   H2   H 0 1 N N N 66.626 -69.351 6.973  -3.084 -1.914 1.357  H2   PGI 31 
PGI HC   HC   H 0 1 N N N 67.182 -70.713 5.244  -1.765 -3.369 0.175  HC   PGI 32 
PGI H8   H8   H 0 1 N N N 61.598 -70.353 6.450  0.016  1.940  -0.005 H8   PGI 33 
PGI HD   HD   H 0 1 N N N 65.128 -69.308 4.496  0.004  -2.106 0.866  HD   PGI 34 
PGI H9C1 1H9C H 0 0 N N N 61.249 -69.303 4.018  2.256  0.923  1.188  H9C1 PGI 35 
PGI H9C2 2H9C H 0 0 N N N 62.652 -69.589 2.917  2.298  -0.842 1.415  H9C2 PGI 36 
PGI H101 1H10 H 0 0 N N N 63.603 -67.430 3.707  2.467  -1.154 -1.039 H101 PGI 37 
PGI H102 2H10 H 0 0 N N N 61.962 -67.108 4.535  2.425  0.611  -1.266 H102 PGI 38 
PGI H13  H13  H 0 1 N N N 62.350 -64.945 3.219  4.413  -2.236 -0.071 H13  PGI 39 
PGI H12  H12  H 0 1 N N N 61.574 -63.752 1.190  6.845  -2.130 0.300  H12  PGI 40 
PGI H15  H15  H 0 1 N N N 61.594 -68.725 1.319  4.313  1.992  -0.623 H15  PGI 41 
PGI H16  H16  H 0 1 N N N 60.827 -67.541 -0.713 6.744  2.098  -0.247 H16  PGI 42 
PGI H11  H11  H 0 1 N N N 60.814 -65.066 -0.777 8.010  0.037  0.213  H11  PGI 43 
# 
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 
PGI O6  C6   SING N N 1  
PGI O6  H6   SING N N 2  
PGI C6  C5   SING N N 3  
PGI C6  H6C1 SING N N 4  
PGI C6  H6C2 SING N N 5  
PGI C5  C4   SING N N 6  
PGI C5  N1   SING N N 7  
PGI C5  H5   SING N N 8  
PGI C4  O4   SING N N 9  
PGI C4  C3   SING N N 10 
PGI C4  H4   SING N N 11 
PGI O4  HA   SING N N 12 
PGI C3  O3   SING N N 13 
PGI C3  C2   SING N N 14 
PGI C3  H3   SING N N 15 
PGI O3  HB   SING N N 16 
PGI C2  O2   SING N N 17 
PGI C2  C1   SING N N 18 
PGI C2  H2   SING N N 19 
PGI O2  HC   SING N N 20 
PGI N1  C8   SING Y N 21 
PGI N1  C1   DOUB Y N 22 
PGI C8  C7   DOUB Y N 23 
PGI C8  H8   SING N N 24 
PGI C7  N2   SING Y N 25 
PGI C7  C9   SING N N 26 
PGI N2  C1   SING Y N 27 
PGI N2  HD   SING N N 28 
PGI C9  C10  SING N N 29 
PGI C9  H9C1 SING N N 30 
PGI C9  H9C2 SING N N 31 
PGI C10 C14  SING N N 32 
PGI C10 H101 SING N N 33 
PGI C10 H102 SING N N 34 
PGI C14 C13  DOUB Y N 35 
PGI C14 C15  SING Y N 36 
PGI C13 C12  SING Y N 37 
PGI C13 H13  SING N N 38 
PGI C12 C11  DOUB Y N 39 
PGI C12 H12  SING N N 40 
PGI C15 C16  DOUB Y N 41 
PGI C15 H15  SING N N 42 
PGI C16 C11  SING Y N 43 
PGI C16 H16  SING N N 44 
PGI C11 H11  SING N N 45 
# 
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 
PGI SMILES           ACDLabs              10.04 "OCC2[n+]1cc(nc1C(O)C(O)C2O)CCc3ccccc3"                                                                                                         
PGI SMILES_CANONICAL CACTVS               3.341 "OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)c2[nH]c(CCc3ccccc3)c[n+]12"                                                                                 
PGI SMILES           CACTVS               3.341 "OC[CH]1[CH](O)[CH](O)[CH](O)c2[nH]c(CCc3ccccc3)c[n+]12"                                                                                        
PGI SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)CCc2c[n+]3c([nH]2)[C@@H]([C@H]([C@@H]([C@H]3CO)O)O)O"                                                                                
PGI SMILES           "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)CCc2c[n+]3c([nH]2)C(C(C(C3CO)O)O)O"                                                                                                  
PGI InChI            InChI                1.03  "InChI=1S/C16H20N2O4/c19-9-12-13(20)14(21)15(22)16-17-11(8-18(12)16)7-6-10-4-2-1-3-5-10/h1-5,8,12-15,19-22H,6-7,9H2/p+1/t12-,13-,14+,15-/m1/s1" 
PGI InChIKey         InChI                1.03  MLRMIFDEZCZOAE-APIJFGDWSA-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 
PGI "SYSTEMATIC NAME" ACDLabs              10.04 "(5R,6R,7S,8S)-6,7,8-trihydroxy-5-(hydroxymethyl)-2-(2-phenylethyl)-5,6,7,8-tetrahydro-1H-imidazo[1,2-a]pyridin-4-ium" 
PGI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(5R,6R,7S,8S)-5-(hydroxymethyl)-2-phenethyl-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 
PGI "Create component"  2006-02-10 EBI  
PGI "Modify descriptor" 2011-06-04 RCSB 
# 
