data_RPI
# 
_chem_comp.id                                    RPI 
_chem_comp.name                                  phospho-arginine 
_chem_comp.type                                  "L-peptide linking" 
_chem_comp.pdbx_type                             ATOMP 
_chem_comp.formula                               "C6 H15 N4 O5 P" 
_chem_comp.mon_nstd_parent_comp_id               ARG 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2016-01-02 
_chem_comp.pdbx_modified_date                    2023-11-03 
_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                        254.181 
_chem_comp.one_letter_code                       R 
_chem_comp.three_letter_code                     RPI 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        5HBN 
_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.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 
RPI P   P   P 0 1 N N N N N N 22.184 27.498 8.357  -4.405 -0.075 -0.064 P   RPI 1  
RPI N   N   N 0 1 N N N Y Y N 25.496 26.248 15.174 4.470  -1.803 0.153  N   RPI 2  
RPI CA  CA  C 0 1 N N S Y N N 25.428 27.428 14.360 4.399  -0.449 -0.413 CA  RPI 3  
RPI CB  CB  C 0 1 N N N N N N 24.628 27.152 13.104 3.151  0.260  0.115  CB  RPI 4  
RPI CG  CG  C 0 1 N N N N N N 25.423 26.301 12.144 1.901  -0.458 -0.398 CG  RPI 5  
RPI CD  CD  C 0 1 N N N N N N 25.846 27.139 10.961 0.652  0.250  0.130  CD  RPI 6  
RPI NE  NE  N 0 1 N N N N N N 24.723 27.287 10.118 -0.544 -0.438 -0.362 NE  RPI 7  
RPI CZ  CZ  C 0 1 N N N N N N 24.909 27.203 8.739  -1.793 0.022  -0.016 CZ  RPI 8  
RPI NH1 NH1 N 0 1 N N N N N N 26.095 26.994 8.232  -1.912 1.070  0.750  NH1 RPI 9  
RPI NH2 NH2 N 0 1 N N N N N N 23.758 27.363 7.890  -2.915 -0.623 -0.477 NH2 RPI 10 
RPI O1P O1P O 0 1 N N N N N N 21.571 26.157 8.052  -4.584 1.437  -0.586 O1P RPI 11 
RPI O2P O2P O 0 1 N N N N N N 21.592 28.544 7.457  -5.437 -0.936 -0.683 O2P RPI 12 
RPI O3P O3P O 0 1 N N N N N N 22.033 27.820 9.814  -4.565 -0.112 1.538  O3P RPI 13 
RPI C   C   C 0 1 N N N Y N Y 24.844 28.624 15.093 5.626  0.328  -0.010 C   RPI 14 
RPI O   O   O 0 1 N N N Y N Y 23.736 29.142 14.750 6.282  -0.028 0.940  O   RPI 15 
RPI OXT OXT O 0 1 N Y N Y N Y 25.506 29.138 16.028 5.990  1.417  -0.706 OXT RPI 16 
RPI H   H1  H 0 1 N N N Y Y N 26.026 26.442 16.000 5.251  -2.314 -0.230 H1  RPI 17 
RPI H2  H2  H 0 1 N Y N Y Y N 24.571 25.966 15.430 4.517  -1.772 1.160  H2  RPI 18 
RPI HA  H4  H 0 1 N N N Y N N 26.448 27.697 14.050 4.350  -0.511 -1.500 H4  RPI 19 
RPI H5  H5  H 0 1 N N N N N N 24.377 28.106 12.618 3.157  0.244  1.205  H5  RPI 20 
RPI H6  H6  H 0 1 N N N N N N 23.702 26.623 13.374 3.144  1.293  -0.233 H6  RPI 21 
RPI H7  H7  H 0 1 N N N N N N 24.802 25.463 11.796 1.895  -0.442 -1.488 H7  RPI 22 
RPI H8  H8  H 0 1 N N N N N N 26.316 25.909 12.654 1.907  -1.491 -0.050 H8  RPI 23 
RPI H9  H9  H 0 1 N N N N N N 26.659 26.636 10.417 0.659  0.234  1.219  H9  RPI 24 
RPI H10 H10 H 0 1 N N N N N N 26.190 28.126 11.304 0.646  1.283  -0.219 H10 RPI 25 
RPI H11 H11 H 0 1 N N N N N N 23.814 27.449 10.502 -0.456 -1.218 -0.932 H11 RPI 26 
RPI H12 H12 H 0 1 N N N N N N 26.796 26.910 8.940  -1.120 1.526  1.075  H12 RPI 27 
RPI H14 H14 H 0 1 N N N N N N 23.933 27.396 6.906  -2.827 -1.403 -1.047 H14 RPI 28 
RPI H15 H15 H 0 1 N N N N N N 20.936 26.251 7.352  -3.939 2.059  -0.221 H15 RPI 29 
RPI H16 H16 H 0 1 N N N N N N 21.579 28.649 9.910  -5.424 0.199  1.854  H16 RPI 30 
RPI HXT H17 H 0 1 N Y N Y N Y 25.043 29.896 16.365 6.784  1.882  -0.410 H17 RPI 31 
# 
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 
RPI O2P P   DOUB N N 1  
RPI NH2 P   SING N N 2  
RPI NH2 CZ  SING N N 3  
RPI O1P P   SING N N 4  
RPI NH1 CZ  DOUB N N 5  
RPI P   O3P SING N N 6  
RPI CZ  NE  SING N N 7  
RPI NE  CD  SING N N 8  
RPI CD  CG  SING N N 9  
RPI CG  CB  SING N N 10 
RPI CB  CA  SING N N 11 
RPI CA  C   SING N N 12 
RPI CA  N   SING N N 13 
RPI O   C   DOUB N N 14 
RPI C   OXT SING N N 15 
RPI N   H   SING N N 16 
RPI N   H2  SING N N 17 
RPI CA  HA  SING N N 18 
RPI CB  H5  SING N N 19 
RPI CB  H6  SING N N 20 
RPI CG  H7  SING N N 21 
RPI CG  H8  SING N N 22 
RPI CD  H9  SING N N 23 
RPI CD  H10 SING N N 24 
RPI NE  H11 SING N N 25 
RPI NH1 H12 SING N N 26 
RPI NH2 H14 SING N N 27 
RPI O1P H15 SING N N 28 
RPI O3P H16 SING N N 29 
RPI OXT HXT SING N N 30 
# 
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 
RPI InChI            InChI                1.03  "InChI=1S/C6H15N4O5P/c7-4(5(11)12)2-1-3-9-6(8)10-16(13,14)15/h4H,1-3,7H2,(H,11,12)(H5,8,9,10,13,14,15)/t4-/m0/s1" 
RPI InChIKey         InChI                1.03  CCTIOCVIZPCTGO-BYPYZUCNSA-N                                                                                       
RPI SMILES_CANONICAL CACTVS               3.385 "N[C@@H](CCCNC(=N)N[P](O)(O)=O)C(O)=O"                                                                            
RPI SMILES           CACTVS               3.385 "N[CH](CCCNC(=N)N[P](O)(O)=O)C(O)=O"                                                                              
RPI SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "[H]/N=C(/NCCC[C@@H](C(=O)O)N)\NP(=O)(O)O"                                                                        
RPI SMILES           "OpenEye OEToolkits" 2.0.4 "C(CC(C(=O)O)N)CNC(=N)NP(=O)(O)O"                                                                                 
# 
_pdbx_chem_comp_identifier.comp_id           RPI 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.4 
_pdbx_chem_comp_identifier.identifier        "(2~{S})-2-azanyl-5-[(~{N}-phosphonocarbamimidoyl)amino]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 
RPI "Create component" 2016-01-02 EBI  
RPI "Modify name"      2016-01-02 EBI  
RPI "Initial release"  2016-10-12 RCSB 
RPI "Modify backbone"  2023-11-03 PDBE 
# 
