data_RGP
# 
_chem_comp.id                                    RGP 
_chem_comp.name                                  "GAMMA-GLUTAMYL PHOSPHATE" 
_chem_comp.type                                  "L-peptide linking" 
_chem_comp.pdbx_type                             ATOMP 
_chem_comp.formula                               "C5 H10 N O7 P" 
_chem_comp.mon_nstd_parent_comp_id               GLU 
_chem_comp.pdbx_synonyms                         "5-OXO-5-(PHOSPHONOOXY)-D-NORVALINE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-07-20 
_chem_comp.pdbx_modified_date                    2024-09-27 
_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                        227.109 
_chem_comp.one_letter_code                       E 
_chem_comp.three_letter_code                     RGP 
_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        ? 
_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 
RGP PA  PA  P 0 1 N N N N N N 7.734  -39.864 55.970 3.229  -0.059 0.014  PA  RGP 1  
RGP OA1 OA1 O 0 1 N N N N N N 7.253  -41.141 55.303 3.249  -1.503 0.337  OA1 RGP 2  
RGP OA2 OA2 O 0 1 N N N N N N 6.520  -39.100 56.497 3.359  0.137  -1.579 OA2 RGP 3  
RGP OA3 OA3 O 0 1 N N N N N N 8.570  -39.044 55.002 4.462  0.672  0.747  OA3 RGP 4  
RGP OE2 OE2 O 0 1 N N N N N N 8.705  -40.392 57.214 1.844  0.586  0.523  OE2 RGP 5  
RGP CD  CD  C 0 1 N N N N N N 9.301  -39.550 58.120 0.674  0.064  0.122  CD  RGP 6  
RGP OE1 OE1 O 0 1 N N N N N N 10.306 -38.857 57.958 0.660  -0.888 -0.621 OE1 RGP 7  
RGP CG  CG  C 0 1 N N N N N N 8.592  -39.529 59.487 -0.622 0.668  0.598  CG  RGP 8  
RGP CB  CB  C 0 1 N N N N N N 8.315  -38.113 60.016 -1.797 -0.108 -0.002 CB  RGP 9  
RGP CA  CA  C 0 1 N N R Y N N 6.939  -37.801 60.612 -3.113 0.504  0.482  CA  RGP 10 
RGP C   C   C 0 1 N N N Y N Y 5.773  -37.972 59.619 -4.266 -0.333 -0.009 C   RGP 11 
RGP OXT OXT O 0 1 N N N Y N Y 4.864  -39.026 60.016 -4.895 0.015  -0.980 OXT RGP 12 
RGP O   O   O 0 1 N N N Y N Y 5.688  -37.239 58.607 -4.595 -1.464 0.634  O   RGP 13 
RGP N   N   N 0 1 N N N Y Y N 6.979  -36.413 61.118 -3.240 1.870  -0.044 N   RGP 14 
RGP HA2 HA2 H 0 1 N N N N N N 6.625  -38.941 57.428 3.341  1.089  -1.746 HA2 RGP 15 
RGP HA3 HA3 H 0 1 N N N N N N 8.067  -38.873 54.215 5.270  0.258  0.414  HA3 RGP 16 
RGP HG1 HG1 H 0 1 N N N N N N 9.263  -40.019 60.208 -0.676 1.709  0.282  HG1 RGP 17 
RGP HG2 HG2 H 0 1 N N N N N N 7.628  -40.049 59.380 -0.670 0.615  1.686  HG2 RGP 18 
RGP HB1 HB1 H 0 1 N N N N N N 8.374  -37.474 59.123 -1.743 -1.150 0.314  HB1 RGP 19 
RGP HB2 HB2 H 0 1 N N N N N N 9.049  -37.930 60.815 -1.749 -0.055 -1.090 HB2 RGP 20 
RGP HA  HA  H 0 1 N N N Y N N 6.743  -38.527 61.415 -3.122 0.532  1.571  HA  RGP 21 
RGP HXT HO  H 0 1 N N N Y N Y 4.914  -37.474 58.109 -5.336 -2.001 0.319  HO  RGP 22 
RGP H   HN1 H 0 1 N N N Y Y N 7.804  -35.959 60.782 -2.400 2.362  0.221  HN1 RGP 23 
RGP H2  HN2 H 0 1 N Y N Y Y N 6.988  -36.422 62.118 -3.227 1.795  -1.050 HN2 RGP 24 
# 
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 
RGP PA  OA1 DOUB N N 1  
RGP PA  OA2 SING N N 2  
RGP PA  OA3 SING N N 3  
RGP PA  OE2 SING N N 4  
RGP OA2 HA2 SING N N 5  
RGP OA3 HA3 SING N N 6  
RGP OE2 CD  SING N N 7  
RGP CD  OE1 DOUB N N 8  
RGP CD  CG  SING N N 9  
RGP CG  CB  SING N N 10 
RGP CG  HG1 SING N N 11 
RGP CG  HG2 SING N N 12 
RGP CB  CA  SING N N 13 
RGP CB  HB1 SING N N 14 
RGP CB  HB2 SING N N 15 
RGP CA  C   SING N N 16 
RGP CA  N   SING N N 17 
RGP CA  HA  SING N N 18 
RGP C   OXT DOUB N N 19 
RGP C   O   SING N N 20 
RGP O   HXT SING N N 21 
RGP N   H   SING N N 22 
RGP N   H2  SING N N 23 
# 
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 
RGP SMILES           ACDLabs              10.04 "O=C(OP(=O)(O)O)CCC(C(=O)O)N"                                                                     
RGP SMILES_CANONICAL CACTVS               3.341 "N[C@H](CCC(=O)O[P](O)(O)=O)C(O)=O"                                                               
RGP SMILES           CACTVS               3.341 "N[CH](CCC(=O)O[P](O)(O)=O)C(O)=O"                                                                
RGP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C(CC(=O)OP(=O)(O)O)[C@H](C(=O)O)N"                                                               
RGP SMILES           "OpenEye OEToolkits" 1.5.0 "C(CC(=O)OP(=O)(O)O)C(C(=O)O)N"                                                                   
RGP InChI            InChI                1.03  "InChI=1S/C5H10NO7P/c6-3(5(8)9)1-2-4(7)13-14(10,11)12/h3H,1-2,6H2,(H,8,9)(H2,10,11,12)/t3-/m1/s1" 
RGP InChIKey         InChI                1.03  PJRXVIJAERNUIP-GSVOUGTGSA-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 
RGP "SYSTEMATIC NAME" ACDLabs              10.04 "5-oxo-5-(phosphonooxy)-D-norvaline"               
RGP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R)-2-amino-5-oxo-5-phosphonooxy-pentanoic 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 
RGP "Create component"      2005-07-20 RCSB 
RGP "Modify descriptor"     2011-06-04 RCSB 
RGP "Modify synonyms"       2020-06-05 PDBE 
RGP "Modify parent residue" 2021-06-25 PDBE 
RGP "Modify backbone"       2023-11-03 PDBE 
RGP "Modify PCM"            2024-09-27 PDBE 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      RGP 
_pdbx_chem_comp_synonyms.name         "5-OXO-5-(PHOSPHONOOXY)-D-NORVALINE" 
_pdbx_chem_comp_synonyms.provenance   ? 
_pdbx_chem_comp_synonyms.type         ? 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            RGP 
_pdbx_chem_comp_pcm.modified_residue_id                DGL 
_pdbx_chem_comp_pcm.type                               Phosphorylation 
_pdbx_chem_comp_pcm.category                           "Named protein 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               ? 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   ? 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
