data_FBP
#

_chem_comp.id                                   FBP
_chem_comp.name                                 "1,6-di-O-phosphono-beta-D-fructofuranose"
_chem_comp.type                                 "D-saccharide, beta linking"
_chem_comp.pdbx_type                            ATOMS
_chem_comp.formula                              "C6 H14 O12 P2"
_chem_comp.mon_nstd_parent_comp_id              FRU
_chem_comp.pdbx_synonyms                        
;BETA-FRUCTOSE-1,6-DIPHOSPHATE; FRUCTOSE-1,6-BISPHOSPHATE; 1,6-di-O-phosphono-beta-D-fructose;
1,6-di-O-phosphono-D-fructose; 1,6-di-O-phosphono-fructose
;

_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                        BFP
_chem_comp.formula_weight                       340.116
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    FBP
_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       1A5Z
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 EBI
#   #
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  FBP  "BETA-FRUCTOSE-1,6-DIPHOSPHATE"       PDB  ?  
2  FBP  "FRUCTOSE-1,6-BISPHOSPHATE"           PDB  ?  
3  FBP  "1,6-di-O-phosphono-beta-D-fructose"  PDB  ?  
4  FBP  "1,6-di-O-phosphono-D-fructose"       PDB  ?  
5  FBP  "1,6-di-O-phosphono-fructose"         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
FBP  P1    P1    P  0  1  N  N  N   99.925  23.147  35.799  -1.337   0.220   3.937  P1    FBP   1  
FBP  O1P   O1P   O  0  1  N  N  N  100.069  22.491  34.416  -1.479   1.676   3.719  O1P   FBP   2  
FBP  O2P   O2P   O  0  1  N  N  N   99.164  22.339  36.736  -2.773  -0.411   4.298  O2P   FBP   3  
FBP  O3P   O3P   O  0  1  N  N  N   99.436  24.517  35.475  -0.315  -0.043   5.153  O3P   FBP   4  
FBP  O1    O1    O  0  1  N  N  N  101.330  23.234  36.357  -0.768  -0.470   2.599  O1    FBP   5  
FBP  C1    C1    C  0  1  N  N  N  102.372  23.619  35.433   0.501   0.129   2.333  C1    FBP   6  
FBP  C2    C2    C  0  1  N  N  R  103.602  23.761  36.271   1.099  -0.485   1.066  C2    FBP   7  
FBP  O2    O2    O  0  1  N  Y  N  103.276  24.731  37.201   1.251  -1.896   1.237  O2    FBP   8  
FBP  C3    C3    C  0  1  N  N  S  104.860  24.229  35.485   2.472   0.156   0.771  C3    FBP   9  
FBP  O3    O3    O  0  1  N  N  N  104.641  25.561  34.956   3.538  -0.695   1.194  O3    FBP  10  
FBP  C4    C4    C  0  1  N  N  S  105.927  24.042  36.590   2.450   0.284  -0.776  C4    FBP  11  
FBP  O4    O4    O  0  1  N  N  N  107.308  24.188  36.165   3.263   1.375  -1.214  O4    FBP  12  
FBP  C5    C5    C  0  1  N  N  R  105.502  22.627  37.184   0.948   0.572  -1.027  C5    FBP  13  
FBP  O5    O5    O  0  1  N  N  N  104.024  22.526  36.940   0.247  -0.220  -0.054  O5    FBP  14  
FBP  C6    C6    C  0  1  N  N  N  105.781  22.568  38.676   0.551   0.147  -2.442  C6    FBP  15  
FBP  O6    O6    O  0  1  N  N  N  105.415  21.296  39.390  -0.849   0.361  -2.628  O6    FBP  16  
FBP  P2    P2    P  0  1  N  N  N  106.213  20.006  39.458  -1.195  -0.103  -4.130  P2    FBP  17  
FBP  O4P   O4P   O  0  1  N  N  N  107.448  20.270  38.657  -0.856  -1.534  -4.294  O4P   FBP  18  
FBP  O5P   O5P   O  0  1  N  N  N  105.202  19.056  38.878  -2.766   0.111  -4.410  O5P   FBP  19  
FBP  O6P   O6P   O  0  1  N  N  N  106.582  19.621  40.837  -0.339   0.773  -5.174  O6P   FBP  20  
FBP  HOP2  HOP2  H  0  0  N  N  N   99.075  22.744  37.590  -3.078   0.028   5.104  HOP2  FBP  21  
FBP  HOP3  HOP3  H  0  0  N  N  N   99.347  24.922  36.329  -0.251  -1.002   5.262  HOP3  FBP  22  
FBP  H11   H11   H  0  1  N  N  N  102.491  22.921  34.571   1.170  -0.049   3.174  H11   FBP  23  
FBP  H12   H12   H  0  1  N  N  N  102.128  24.525  34.831   0.373   1.202   2.190  H12   FBP  24  
FBP  HO2   HO2   H  0  1  N  Y  N  104.057  24.821  37.733   0.370  -2.251   1.418  HO2   FBP  25  
FBP  H3    H3    H  0  1  N  N  N  105.154  23.688  34.555   2.551   1.136   1.240  H3    FBP  26  
FBP  HO3   HO3   H  0  1  N  Y  N  105.409  25.846  34.475   4.361  -0.280   0.902  HO3   FBP  27  
FBP  H4    H4    H  0  1  N  N  N  105.933  24.850  37.357   2.756  -0.646  -1.252  H4    FBP  28  
FBP  HO4   HO4   H  0  1  N  Y  N  107.963  24.073  36.843   4.175   1.156  -0.979  HO4   FBP  29  
FBP  H5    H5    H  0  1  N  N  N  106.070  21.793  36.708   0.736   1.630  -0.876  H5    FBP  30  
FBP  H61   H61   H  0  1  N  N  N  106.854  22.803  38.863   1.108   0.739  -3.168  H61   FBP  31  
FBP  H62   H62   H  0  1  N  N  N  105.289  23.432  39.180   0.779  -0.908  -2.582  H62   FBP  32  
FBP  HOP5  HOP5  H  0  0  N  N  N  105.701  18.248  38.920  -2.930  -0.178  -5.318  HOP5  FBP  33  
FBP  HOP6  HOP6  H  0  0  N  N  N  107.081  18.813  40.879  -0.589   1.697  -5.035  HOP6  FBP  34  
#   #
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
FBP  P1   O1P   DOUB  N  N   1  
FBP  P1   O2P   SING  N  N   2  
FBP  P1   O3P   SING  N  N   3  
FBP  P1   O1    SING  N  N   4  
FBP  O2P  HOP2  SING  N  N   5  
FBP  O3P  HOP3  SING  N  N   6  
FBP  O1   C1    SING  N  N   7  
FBP  C1   C2    SING  N  N   8  
FBP  C1   H11   SING  N  N   9  
FBP  C1   H12   SING  N  N  10  
FBP  C2   O2    SING  N  N  11  
FBP  C2   C3    SING  N  N  12  
FBP  C2   O5    SING  N  N  13  
FBP  O2   HO2   SING  N  N  14  
FBP  C3   O3    SING  N  N  15  
FBP  C3   C4    SING  N  N  16  
FBP  C3   H3    SING  N  N  17  
FBP  O3   HO3   SING  N  N  18  
FBP  C4   O4    SING  N  N  19  
FBP  C4   C5    SING  N  N  20  
FBP  C4   H4    SING  N  N  21  
FBP  O4   HO4   SING  N  N  22  
FBP  C5   O5    SING  N  N  23  
FBP  C5   C6    SING  N  N  24  
FBP  C5   H5    SING  N  N  25  
FBP  C6   O6    SING  N  N  26  
FBP  C6   H61   SING  N  N  27  
FBP  C6   H62   SING  N  N  28  
FBP  O6   P2    SING  N  N  29  
FBP  P2   O4P   DOUB  N  N  30  
FBP  P2   O5P   SING  N  N  31  
FBP  P2   O6P   SING  N  N  32  
FBP  O5P  HOP5  SING  N  N  33  
FBP  O6P  HOP6  SING  N  N  34  
#   #
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
FBP  SMILES            ACDLabs               10.04  "O=P(O)(O)OCC1OC(O)(COP(=O)(O)O)C(O)C1O"  
FBP  SMILES_CANONICAL  CACTVS                3.341  "O[C@H]1[C@H](O)[C@@](O)(CO[P](O)(O)=O)O[C@@H]1CO[P](O)(O)=O"  
FBP  SMILES            CACTVS                3.341  "O[CH]1[CH](O)[C](O)(CO[P](O)(O)=O)O[CH]1CO[P](O)(O)=O"  
FBP  SMILES_CANONICAL  "OpenEye OEToolkits"  1.5.0  "C([C@@H]1[C@H]([C@@H]([C@](O1)(COP(=O)(O)O)O)O)O)OP(=O)(O)O"  
FBP  SMILES            "OpenEye OEToolkits"  1.5.0  "C(C1C(C(C(O1)(COP(=O)(O)O)O)O)O)OP(=O)(O)O"  
FBP  InChI             InChI                 1.03   "InChI=1S/C6H14O12P2/c7-4-3(1-16-19(10,11)12)18-6(9,5(4)8)2-17-20(13,14)15/h3-5,7-9H,1-2H2,(H2,10,11,12)(H2,13,14,15)/t3-,4-,5+,6-/m1/s1"  
FBP  InChIKey          InChI                 1.03   RNBGYGVWRKECFJ-ARQDHWQXSA-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
FBP  "SYSTEMATIC NAME"            ACDLabs               10.04  "1,6-di-O-phosphono-beta-D-fructofuranose"  
FBP  "SYSTEMATIC NAME"            "OpenEye OEToolkits"  1.5.0  "[(2R,3S,4S,5R)-2,3,4-trihydroxy-5-(phosphonooxymethyl)oxolan-2-yl]methyl dihydrogen phosphate"  
FBP  "IUPAC CARBOHYDRATE SYMBOL"  PDB-CARE              1.0    b-D-Fruf1PO36PO3  
#
_pdbx_chem_comp_related.comp_id            FBP
_pdbx_chem_comp_related.related_comp_id    FRU
_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  FBP  C1   FRU  C1   "Carbohydrate core"  
 2  FBP  C2   FRU  C2   "Carbohydrate core"  
 3  FBP  C3   FRU  C3   "Carbohydrate core"  
 4  FBP  C4   FRU  C4   "Carbohydrate core"  
 5  FBP  C5   FRU  C5   "Carbohydrate core"  
 6  FBP  C6   FRU  C6   "Carbohydrate core"  
 7  FBP  O1   FRU  O1   "Carbohydrate core"  
 8  FBP  O2   FRU  O2   "Carbohydrate core"  
 9  FBP  O3   FRU  O3   "Carbohydrate core"  
10  FBP  O4   FRU  O4   "Carbohydrate core"  
11  FBP  O5   FRU  O5   "Carbohydrate core"  
12  FBP  O6   FRU  O6   "Carbohydrate core"  
13  FBP  H11  FRU  H11  "Carbohydrate core"  
14  FBP  H12  FRU  H12  "Carbohydrate core"  
15  FBP  H3   FRU  H3   "Carbohydrate core"  
16  FBP  H4   FRU  H4   "Carbohydrate core"  
17  FBP  H5   FRU  H5   "Carbohydrate core"  
18  FBP  H61  FRU  H61  "Carbohydrate core"  
19  FBP  H62  FRU  H62  "Carbohydrate core"  
20  FBP  HO2  FRU  HO2  "Carbohydrate core"  
21  FBP  HO3  FRU  HO3  "Carbohydrate core"  
22  FBP  HO4  FRU  HO4  "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
FBP  "CARBOHYDRATE ISOMER"                  D         PDB  ?  
FBP  "CARBOHYDRATE RING"                    furanose  PDB  ?  
FBP  "CARBOHYDRATE ANOMER"                  beta      PDB  ?  
FBP  "CARBOHYDRATE PRIMARY CARBONYL GROUP"  ketose    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
FBP  "Create component"          1999-07-08  EBI   
FBP  "Modify descriptor"         2011-06-04  RCSB  
FBP  "Other modification"        2020-07-03  RCSB  
FBP  "Modify parent residue"     2020-07-17  RCSB  
FBP  "Modify name"               2020-07-17  RCSB  
FBP  "Modify synonyms"           2020-07-17  RCSB  
FBP  "Modify linking type"       2020-07-17  RCSB  
FBP  "Modify leaving atom flag"  2020-07-17  RCSB  
##
