data_PGU
# 
_chem_comp.id                                    PGU 
_chem_comp.name                                  "N-({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methyl)-L-glutamic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C13 H19 N2 O9 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_chem_comp.pdbx_modified_date                    2024-09-27 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        378.272 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PGU 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1X28 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              Y 
# 
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.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
PGU N1   N1   N 0 1 Y N N N N N 40.731 104.333 -11.118 6.214  2.558  2.479  N1   PGU 1  
PGU C2   C2   C 0 1 Y N N N N N 40.242 105.493 -11.721 6.175  3.699  1.756  C2   PGU 2  
PGU C2A  C2A  C 0 1 N N N N N N 41.283 106.590 -11.596 7.361  4.597  1.891  C2A  PGU 3  
PGU C3   C3   C 0 1 Y N N N N N 38.901 105.443 -12.326 5.123  4.057  0.928  C3   PGU 4  
PGU O3   O3   O 0 1 N N N N N N 38.556 106.644 -12.876 5.147  5.221  0.227  O3   PGU 5  
PGU C4   C4   C 0 1 Y N N N N N 38.086 104.271 -12.322 4.047  3.186  0.840  C4   PGU 6  
PGU C4A  C4A  C 0 1 N N N N N N 36.683 104.244 -12.964 2.882  3.528  -0.044 C4A  PGU 7  
PGU C5   C5   C 0 1 Y N N N N N 38.741 103.150 -11.655 4.046  2.004  1.565  C5   PGU 8  
PGU C6   C6   C 0 1 Y N N N N N 40.011 103.167 -11.072 5.145  1.737  2.364  C6   PGU 9  
PGU C5A  C5A  C 0 1 N N N N N N 38.095 101.772 -11.508 2.915  1.036  1.505  C5A  PGU 10 
PGU O4P  O4P  O 0 1 N N N N N N 37.799 101.094 -12.670 3.148  0.098  0.460  O4P  PGU 11 
PGU P    P    P 0 1 N N N N N N 36.969 99.721  -12.760 2.046  -1.056 0.206  P    PGU 12 
PGU O1P  O1P  O 0 1 N N N N N N 37.618 98.762  -13.614 2.364  -2.005 -0.912 O1P  PGU 13 
PGU O2P  O2P  O 0 1 N N N N N N 35.569 100.183 -13.094 0.661  -0.237 0.045  O2P  PGU 14 
PGU O3P  O3P  O 0 1 N N N N N N 37.030 99.116  -11.368 1.905  -1.741 1.664  O3P  PGU 15 
PGU N    N    N 0 1 N N N N N N 36.060 105.601 -12.592 1.864  4.285  0.667  N    PGU 16 
PGU CA   CA   C 0 1 N N S N N N 34.870 105.976 -13.483 0.742  4.599  -0.215 CA   PGU 17 
PGU CB   CB   C 0 1 N N N N N N 33.764 104.897 -13.426 -0.406 5.300  0.532  CB   PGU 18 
PGU CG   CG   C 0 1 N N N N N N 32.839 104.865 -12.185 -0.935 4.587  1.780  CG   PGU 19 
PGU CD   CD   C 0 1 N N N N N N 33.589 104.682 -10.863 -1.572 3.250  1.496  CD   PGU 20 
PGU OE1  OE1  O 0 1 N N N N N N 33.554 105.624 -10.117 -1.520 2.409  2.559  OE1  PGU 21 
PGU OE2  OE2  O 0 1 N N N N N N 34.144 103.578 -10.729 -2.073 2.946  0.421  OE2  PGU 22 
PGU C    C    C 0 1 N N N N N N 34.317 107.367 -13.058 1.268  5.434  -1.368 C    PGU 23 
PGU O    O    O 0 1 N N N N N N 35.153 107.982 -12.186 0.611  5.169  -2.529 O    PGU 24 
PGU OXT  OXT  O 0 1 N N N N N N 33.188 107.879 -13.464 2.172  6.257  -1.295 OXT  PGU 25 
PGU H2A1 1H2A H 0 0 N N N N N N 41.535 106.738 -10.536 7.164  5.376  2.637  H2A1 PGU 26 
PGU H2A2 2H2A H 0 0 N N N N N N 42.188 106.301 -12.151 8.251  4.035  2.200  H2A2 PGU 27 
PGU H2A3 3H2A H 0 0 N N N N N N 40.881 107.526 -12.011 7.603  5.080  0.937  H2A3 PGU 28 
PGU HO3  HO3  H 0 1 N N N N N N 38.476 107.296 -12.190 5.788  5.838  0.617  HO3  PGU 29 
PGU H4A1 1H4A H 0 0 N N N N N N 36.083 103.411 -12.570 3.210  4.126  -0.901 H4A1 PGU 30 
PGU H4A2 2H4A H 0 0 N N N N N N 36.727 104.092 -14.053 2.411  2.622  -0.440 H4A2 PGU 31 
PGU H6   H6   H 0 1 N N N N N N 40.415 102.285 -10.598 5.205  0.829  2.956  H6   PGU 32 
PGU H5A1 1H5A H 0 0 N N N N N N 37.147 101.916 -10.968 2.805  0.486  2.450  H5A1 PGU 33 
PGU H5A2 2H5A H 0 0 N N N N N N 38.845 101.153 -10.993 1.962  1.548  1.311  H5A2 PGU 34 
PGU HO2P HO2P H 0 0 N N N N N N 35.067 100.280 -12.293 -0.157 -0.728 -0.185 HO2P PGU 35 
PGU HO3P HO3P H 0 0 N N N N N N 37.043 98.168  -11.434 1.351  -2.545 1.760  HO3P PGU 36 
PGU HN   HN   H 0 1 N N N N N N 36.762 106.307 -12.690 2.267  5.153  1.013  HN   PGU 37 
PGU HA   HA   H 0 1 N N N N N N 35.215 106.033 -14.526 0.378  3.651  -0.627 HA   PGU 38 
PGU HB1  1HB  H 0 1 N N N N N N 33.116 105.063 -14.299 -1.229 5.479  -0.171 HB1  PGU 39 
PGU HB2  2HB  H 0 1 N N N N N N 34.308 103.942 -13.393 -0.057 6.292  0.847  HB2  PGU 40 
PGU HG1  1HG  H 0 1 N N N N N N 32.295 105.820 -12.140 -0.142 4.444  2.522  HG1  PGU 41 
PGU HG2  2HG  H 0 1 N N N N N N 32.171 103.999 -12.301 -1.691 5.212  2.272  HG2  PGU 42 
PGU HOE1 HOE1 H 0 0 N N N N N N 34.045 105.423 -9.329  -1.917 1.524  2.410  HOE1 PGU 43 
PGU HO   HO   H 0 1 N N N N N N 34.786 108.820 -11.932 0.912  5.684  -3.307 HO   PGU 44 
# 
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 
PGU O1P P    DOUB N N 1  
PGU CA  CB   SING N N 2  
PGU CA  C    SING N N 3  
PGU CA  N    SING N N 4  
PGU OXT C    DOUB N N 5  
PGU CB  CG   SING N N 6  
PGU O2P P    SING N N 7  
PGU C   O    SING N N 8  
PGU C4A N    SING N N 9  
PGU C4A C4   SING N N 10 
PGU O3  C3   SING N N 11 
PGU P   O4P  SING N N 12 
PGU P   O3P  SING N N 13 
PGU O4P C5A  SING N N 14 
PGU C3  C4   DOUB Y N 15 
PGU C3  C2   SING Y N 16 
PGU C4  C5   SING Y N 17 
PGU CG  CD   SING N N 18 
PGU C2  C2A  SING N N 19 
PGU C2  N1   DOUB Y N 20 
PGU C5  C5A  SING N N 21 
PGU C5  C6   DOUB Y N 22 
PGU N1  C6   SING Y N 23 
PGU CD  OE2  DOUB N N 24 
PGU CD  OE1  SING N N 25 
PGU C2A H2A1 SING N N 26 
PGU C2A H2A2 SING N N 27 
PGU C2A H2A3 SING N N 28 
PGU O3  HO3  SING N N 29 
PGU C4A H4A1 SING N N 30 
PGU C4A H4A2 SING N N 31 
PGU C6  H6   SING N N 32 
PGU C5A H5A1 SING N N 33 
PGU C5A H5A2 SING N N 34 
PGU O2P HO2P SING N N 35 
PGU O3P HO3P SING N N 36 
PGU N   HN   SING N N 37 
PGU CA  HA   SING N N 38 
PGU CB  HB1  SING N N 39 
PGU CB  HB2  SING N N 40 
PGU CG  HG1  SING N N 41 
PGU CG  HG2  SING N N 42 
PGU OE1 HOE1 SING N N 43 
PGU O   HO   SING N N 44 
# 
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 
PGU SMILES           ACDLabs              10.04 "O=C(O)C(NCc1c(cnc(c1O)C)COP(=O)(O)O)CCC(=O)O"                                                                                                                    
PGU SMILES_CANONICAL CACTVS               3.341 "Cc1ncc(CO[P](O)(O)=O)c(CN[C@@H](CCC(O)=O)C(O)=O)c1O"                                                                                                             
PGU SMILES           CACTVS               3.341 "Cc1ncc(CO[P](O)(O)=O)c(CN[CH](CCC(O)=O)C(O)=O)c1O"                                                                                                               
PGU SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1c(c(c(cn1)COP(=O)(O)O)CN[C@@H](CCC(=O)O)C(=O)O)O"                                                                                                             
PGU SMILES           "OpenEye OEToolkits" 1.5.0 "Cc1c(c(c(cn1)COP(=O)(O)O)CNC(CCC(=O)O)C(=O)O)O"                                                                                                                  
PGU InChI            InChI                1.03  "InChI=1S/C13H19N2O9P/c1-7-12(18)9(8(4-14-7)6-24-25(21,22)23)5-15-10(13(19)20)2-3-11(16)17/h4,10,15,18H,2-3,5-6H2,1H3,(H,16,17)(H,19,20)(H2,21,22,23)/t10-/m0/s1" 
PGU InChIKey         InChI                1.03  JMRKOGDJNHPMHS-JTQLQIEISA-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 
PGU "SYSTEMATIC NAME" ACDLabs              10.04 "N-({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methyl)-L-glutamic acid"          
PGU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[[3-hydroxy-2-methyl-5-(phosphonooxymethyl)pyridin-4-yl]methylamino]pentanedioic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
PGU "Create component"  1999-07-08 RCSB 
PGU "Modify descriptor" 2011-06-04 RCSB 
PGU "Modify PCM"        2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            PGU 
_pdbx_chem_comp_pcm.modified_residue_id                LYS 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               C4A 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   NZ 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
