data_PRP
#

_chem_comp.id                                   PRP
_chem_comp.name                                 1-O-pyrophosphono-5-O-phosphono-alpha-D-ribofuranose
_chem_comp.type                                 D-saccharide
_chem_comp.pdbx_type                            ATOMS
_chem_comp.formula                              "C5 H13 O14 P3"
_chem_comp.mon_nstd_parent_comp_id              RIB
_chem_comp.pdbx_synonyms                        
;ALPHA-PHOSPHORIBOSYLPYROPHOSPHORIC ACID; 1-O-pyrophosphono-5-O-phosphono-alpha-D-ribose;
1-O-pyrophosphono-5-O-phosphono-D-ribose; 1-O-pyrophosphono-5-O-phosphono-ribose
;

_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    1999-07-08
_chem_comp.pdbx_modified_date                   2020-07-17
_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                       390.070
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    PRP
_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       1TC2
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 RCSB
#   #
loop_
_pdbx_chem_comp_synonyms.ordinal
_pdbx_chem_comp_synonyms.comp_id
_pdbx_chem_comp_synonyms.name
_pdbx_chem_comp_synonyms.provenance
_pdbx_chem_comp_synonyms.type
1  PRP  "ALPHA-PHOSPHORIBOSYLPYROPHOSPHORIC ACID"         PDB  ?  
2  PRP  1-O-pyrophosphono-5-O-phosphono-alpha-D-ribose    PDB  ?  
3  PRP  1-O-pyrophosphono-5-O-phosphono-D-ribose          PDB  ?  
4  PRP  1-O-pyrophosphono-5-O-phosphono-ribose            PDB  ?  
#   #
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
PRP  C1    C1    C  0  1  N  N  R  41.016  41.804  51.870   1.414  -0.754   0.218  C1    PRP   1  
PRP  C2    C2    C  0  1  N  N  R  39.675  42.493  51.935   2.820  -0.609  -0.404  C2    PRP   2  
PRP  C3    C3    C  0  1  N  N  S  39.972  43.609  52.894   2.562   0.095  -1.754  C3    PRP   3  
PRP  C4    C4    C  0  1  N  N  R  40.929  42.976  53.839   1.030   0.291  -1.792  C4    PRP   4  
PRP  C5    C5    C  0  1  N  N  N  40.085  42.509  55.009   0.494   0.087  -3.210  C5    PRP   5  
PRP  O1    O1    O  0  1  N  N  N  41.983  42.485  51.008   1.147   0.334   1.104  O1    PRP   6  
PRP  O2    O2    O  0  1  N  N  N  39.296  43.083  50.680   3.658   0.195   0.428  O2    PRP   7  
PRP  O3    O3    O  0  1  N  N  N  40.666  44.709  52.333   3.230   1.357  -1.796  O3    PRP   8  
PRP  O4    O4    O  0  1  N  N  N  41.523  41.852  53.148   0.508  -0.725  -0.905  O4    PRP   9  
PRP  O5    O5    O  0  1  N  N  N  40.848  41.708  55.877  -0.929   0.203  -3.202  O5    PRP  10  
PRP  P     P     P  0  1  N  N  N  41.368  42.202  57.322  -1.423  -0.021  -4.718  P     PRP  11  
PRP  O1P   O1P   O  0  1  N  N  N  40.251  42.900  57.990  -1.007  -1.364  -5.179  O1P   PRP  12  
PRP  O2P   O2P   O  0  1  N  N  N  42.548  43.095  57.149  -3.027   0.096  -4.784  O2P   PRP  13  
PRP  O3P   O3P   O  0  1  N  N  N  41.706  40.844  57.853  -0.764   1.099  -5.668  O3P   PRP  14  
PRP  PA    PA    P  0  1  N  N  R  43.232  41.813  50.185   0.157  -0.225   2.244  PA    PRP  15  
PRP  O1A   O1A   O  0  1  N  N  N  44.385  42.007  51.133  -1.092  -0.711   1.617  O1A   PRP  16  
PRP  O2A   O2A   O  0  1  N  N  N  42.894  40.398  49.928   0.871  -1.437   3.027  O2A   PRP  17  
PRP  O3A   O3A   O  0  1  N  N  N  43.293  42.678  48.941  -0.186   0.955   3.283  O3A   PRP  18  
PRP  PB    PB    P  0  1  N  N  N  42.315  42.779  47.781  -1.175   0.329   4.389  PB    PRP  19  
PRP  O1B   O1B   O  0  1  N  N  N  41.694  41.508  47.499  -0.498  -0.793   5.075  O1B   PRP  20  
PRP  O2B   O2B   O  0  1  N  N  N  43.008  43.240  46.591  -1.562   1.461   5.465  O2B   PRP  21  
PRP  O3B   O3B   O  0  1  N  N  N  41.257  43.786  48.012  -2.512  -0.208   3.671  O3B   PRP  22  
PRP  H1    H1    H  0  1  N  N  N  40.865  40.778  51.459   1.330  -1.703   0.748  H1    PRP  23  
PRP  H2    H2    H  0  1  N  N  N  38.851  41.794  52.212   3.270  -1.589  -0.564  H2    PRP  24  
PRP  H3    H3    H  0  1  N  N  N  39.015  44.010  53.302   2.886  -0.535  -2.582  H3    PRP  25  
PRP  H4    H4    H  0  1  N  N  N  41.741  43.653  54.190   0.767   1.284  -1.426  H4    PRP  26  
PRP  H51   H51   H  0  1  N  N  N  39.608  43.363  55.544   0.916   0.845  -3.870  H51   PRP  27  
PRP  H52   H52   H  0  1  N  N  N  39.158  41.988  54.670   0.776  -0.902  -3.566  H52   PRP  28  
PRP  HO2   HO2   H  0  1  N  Y  N  38.451  43.516  50.720   3.785  -0.292   1.253  HO2   PRP  29  
PRP  HO3   HO3   H  0  1  N  Y  N  40.854  45.415  52.939   4.177   1.174  -1.740  HO3   PRP  30  
PRP  HOP2  HOP2  H  0  0  N  N  N  42.854  43.385  57.999  -3.280  -0.044  -5.706  HOP2  PRP  31  
PRP  HOP3  HOP3  H  0  0  N  N  N  42.012  41.134  58.703  -1.059   1.957  -5.335  HOP3  PRP  32  
PRP  HOA2  HOA2  H  0  0  N  N  N  43.617  40.008  49.451   1.679  -1.079   3.420  HOA2  PRP  33  
PRP  HOB2  HOB2  H  0  0  N  N  N  42.397  43.303  45.866  -2.153   1.046   6.108  HOB2  PRP  34  
PRP  HOB3  HOB3  H  0  0  N  N  N  40.646  43.849  47.287  -2.921   0.552   3.236  HOB3  PRP  35  
#   #
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
PRP  C1   C2    SING  N  N   1  
PRP  C1   O1    SING  N  N   2  
PRP  C1   O4    SING  N  N   3  
PRP  C1   H1    SING  N  N   4  
PRP  C2   C3    SING  N  N   5  
PRP  C2   O2    SING  N  N   6  
PRP  C2   H2    SING  N  N   7  
PRP  C3   C4    SING  N  N   8  
PRP  C3   O3    SING  N  N   9  
PRP  C3   H3    SING  N  N  10  
PRP  C4   C5    SING  N  N  11  
PRP  C4   O4    SING  N  N  12  
PRP  C4   H4    SING  N  N  13  
PRP  C5   O5    SING  N  N  14  
PRP  C5   H51   SING  N  N  15  
PRP  C5   H52   SING  N  N  16  
PRP  O1   PA    SING  N  N  17  
PRP  O2   HO2   SING  N  N  18  
PRP  O3   HO3   SING  N  N  19  
PRP  O5   P     SING  N  N  20  
PRP  P    O1P   DOUB  N  N  21  
PRP  P    O2P   SING  N  N  22  
PRP  P    O3P   SING  N  N  23  
PRP  O2P  HOP2  SING  N  N  24  
PRP  O3P  HOP3  SING  N  N  25  
PRP  PA   O1A   DOUB  N  N  26  
PRP  PA   O2A   SING  N  N  27  
PRP  PA   O3A   SING  N  N  28  
PRP  O2A  HOA2  SING  N  N  29  
PRP  O3A  PB    SING  N  N  30  
PRP  PB   O1B   DOUB  N  N  31  
PRP  PB   O2B   SING  N  N  32  
PRP  PB   O3B   SING  N  N  33  
PRP  O2B  HOB2  SING  N  N  34  
PRP  O3B  HOB3  SING  N  N  35  
#   #
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
PRP  SMILES            ACDLabs               10.04  "O=P(OC1OC(C(O)C1O)COP(=O)(O)O)(O)OP(=O)(O)O"  
PRP  SMILES_CANONICAL  CACTVS                3.341  "O[C@H]1[C@@H](O)[C@H](O[C@@H]1CO[P](O)(O)=O)O[P@](O)(=O)O[P](O)(O)=O"  
PRP  SMILES            CACTVS                3.341  "O[CH]1[CH](O)[CH](O[CH]1CO[P](O)(O)=O)O[P](O)(=O)O[P](O)(O)=O"  
PRP  SMILES_CANONICAL  "OpenEye OEToolkits"  1.5.0  "C([C@@H]1[C@H]([C@H]([C@H](O1)O[P@@](=O)(O)OP(=O)(O)O)O)O)OP(=O)(O)O"  
PRP  SMILES            "OpenEye OEToolkits"  1.5.0  "C(C1C(C(C(O1)OP(=O)(O)OP(=O)(O)O)O)O)OP(=O)(O)O"  
PRP  InChI             InChI                 1.03   "InChI=1S/C5H13O14P3/c6-3-2(1-16-20(8,9)10)17-5(4(3)7)18-22(14,15)19-21(11,12)13/h2-7H,1H2,(H,14,15)(H2,8,9,10)(H2,11,12,13)/t2-,3-,4-,5-/m1/s1"  
PRP  InChIKey          InChI                 1.03   PQGCEDQWHSBAJP-TXICZTDVSA-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
PRP  "SYSTEMATIC NAME"            ACDLabs               10.04  "1-O-[(R)-hydroxy(phosphonooxy)phosphoryl]-5-O-phosphono-alpha-D-ribofuranose"  
PRP  "SYSTEMATIC NAME"            "OpenEye OEToolkits"  1.5.0  "[(2R,3R,4S,5R)-3,4-dihydroxy-5-(phosphonooxymethyl)oxolan-2-yl] phosphono hydrogen phosphate"  
PRP  "IUPAC CARBOHYDRATE SYMBOL"  PDB-CARE              1.0    a-D-Ribf1PO35PO3  
#
_pdbx_chem_comp_related.comp_id            PRP
_pdbx_chem_comp_related.related_comp_id    RIB
_pdbx_chem_comp_related.relationship_type  "Carbohydrate core"
_pdbx_chem_comp_related.details            ?
#   #
loop_
_pdbx_chem_comp_atom_related.ordinal
_pdbx_chem_comp_atom_related.comp_id
_pdbx_chem_comp_atom_related.atom_id
_pdbx_chem_comp_atom_related.related_comp_id
_pdbx_chem_comp_atom_related.related_atom_id
_pdbx_chem_comp_atom_related.related_type
 1  PRP  C1   RIB  C1   "Carbohydrate core"  
 2  PRP  C2   RIB  C2   "Carbohydrate core"  
 3  PRP  C3   RIB  C3   "Carbohydrate core"  
 4  PRP  C4   RIB  C4   "Carbohydrate core"  
 5  PRP  C5   RIB  C5   "Carbohydrate core"  
 6  PRP  O1   RIB  O1   "Carbohydrate core"  
 7  PRP  O2   RIB  O2   "Carbohydrate core"  
 8  PRP  O3   RIB  O3   "Carbohydrate core"  
 9  PRP  O4   RIB  O4   "Carbohydrate core"  
10  PRP  O5   RIB  O5   "Carbohydrate core"  
11  PRP  H1   RIB  H1   "Carbohydrate core"  
12  PRP  H2   RIB  H2   "Carbohydrate core"  
13  PRP  H3   RIB  H3   "Carbohydrate core"  
14  PRP  H4   RIB  H4   "Carbohydrate core"  
15  PRP  H51  RIB  H51  "Carbohydrate core"  
16  PRP  H52  RIB  H52  "Carbohydrate core"  
17  PRP  HO2  RIB  HO2  "Carbohydrate core"  
18  PRP  HO3  RIB  HO3  "Carbohydrate core"  
#   #
loop_
_pdbx_chem_comp_feature.comp_id
_pdbx_chem_comp_feature.type
_pdbx_chem_comp_feature.value
_pdbx_chem_comp_feature.source
_pdbx_chem_comp_feature.support
PRP  "CARBOHYDRATE ISOMER"                  D         PDB  ?  
PRP  "CARBOHYDRATE RING"                    furanose  PDB  ?  
PRP  "CARBOHYDRATE ANOMER"                  alpha     PDB  ?  
PRP  "CARBOHYDRATE PRIMARY CARBONYL GROUP"  aldose    PDB  ?  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
PRP  "Create component"          1999-07-08  RCSB  
PRP  "Modify descriptor"         2011-06-04  RCSB  
PRP  "Other modification"        2020-07-03  RCSB  
PRP  "Modify parent residue"     2020-07-17  RCSB  
PRP  "Modify name"               2020-07-17  RCSB  
PRP  "Modify synonyms"           2020-07-17  RCSB  
PRP  "Modify internal type"      2020-07-17  RCSB  
PRP  "Modify linking type"       2020-07-17  RCSB  
PRP  "Modify leaving atom flag"  2020-07-17  RCSB  
##
