data_F1P
#

_chem_comp.id                                   F1P
_chem_comp.name                                 1-O-phosphono-beta-D-fructopyranose
_chem_comp.type                                 D-saccharide
_chem_comp.pdbx_type                            ATOMS
_chem_comp.formula                              "C6 H13 O9 P"
_chem_comp.mon_nstd_parent_comp_id              BDF
_chem_comp.pdbx_synonyms                        
;BETA-D-FRUCTOPYRANOSE-1-PHOSPHATE; ((2R,3S,4R,5R)-TETRAHYDRO-2,3,4,5-TETRAHYDROXY-2H-PYRAN-2-YL)METHYL DIHYDROGEN
PHOSPHATE; 1-O-phosphono-beta-D-fructose; 1-O-phosphono-D-fructose; 1-O-phosphono-fructose
;

_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2006-02-28
_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                       260.136
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    F1P
_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       2DF8
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 RCSB
#   #
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
F1P  C1   C1   C  0  1  N  N  N  -1.443  -12.724  8.036  -0.755  -0.374   0.163  C1   F1P   1  
F1P  C2   C2   C  0  1  N  N  R   0.064  -12.713  7.391   0.631   0.001  -0.365  C2   F1P   2  
F1P  C3   C3   C  0  1  N  N  S   0.305  -11.658  6.300   1.685  -0.887   0.300  C3   F1P   3  
F1P  C4   C4   C  0  1  N  N  R   1.782  -11.861  5.755   3.068  -0.527  -0.258  C4   F1P   4  
F1P  C5   C5   C  0  1  N  N  R   2.034  -13.254  5.161   3.284   0.981  -0.091  C5   F1P   5  
F1P  C6   C6   C  0  1  N  N  N   1.640  -14.323  6.237   2.109   1.729  -0.726  C6   F1P   6  
F1P  O1   O1   O  0  1  N  N  N  -2.367  -12.987  6.933  -1.742   0.449  -0.462  O1   F1P   7  
F1P  O2   O2   O  0  1  N  Y  N   0.998  -12.501  8.363   0.670  -0.193  -1.780  O2   F1P   8  
F1P  O3   O3   O  0  1  N  N  N   0.120  -10.297  6.856   1.398  -2.259   0.022  O3   F1P   9  
F1P  O4   O4   O  0  1  N  N  N   2.110  -10.921  4.761   4.076  -1.243   0.459  O4   F1P  10  
F1P  O5   O5   O  0  1  N  N  N   1.239  -13.284  3.905   3.359   1.303   1.300  O5   F1P  11  
F1P  O6   O6   O  0  1  N  N  N   0.285  -14.014  6.745   0.896   1.371  -0.067  O6   F1P  12  
F1P  P1   P1   P  0  1  N  N  N  -3.941  -13.069  7.068  -3.168   0.002   0.137  P1   F1P  13  
F1P  O1P  O1P  O  0  1  N  N  N  -4.442  -11.683  7.272  -3.353  -1.453  -0.064  O1P  F1P  14  
F1P  O2P  O2P  O  0  1  N  N  N  -4.373  -13.809  5.844  -3.219   0.338   1.710  O2P  F1P  15  
F1P  O3P  O3P  O  0  1  N  N  N  -4.294  -13.881  8.378  -4.343   0.801  -0.621  O3P  F1P  16  
F1P  H11  H11  H  0  1  N  N  N  -1.672  -11.765  8.524  -0.959  -1.421  -0.064  H11  F1P  17  
F1P  H12  H12  H  0  1  N  N  N  -1.527  -13.508  8.803  -0.787  -0.224   1.242  H12  F1P  18  
F1P  H3   H3   H  0  1  N  N  N  -0.415  -11.774  5.477   1.673  -0.723   1.378  H3   F1P  19  
F1P  H4   H4   H  0  1  N  N  N   2.415  -11.729  6.645   3.116  -0.789  -1.315  H4   F1P  20  
F1P  H5   H5   H  0  1  N  N  N   3.081  -13.480  4.909   4.211   1.274  -0.583  H5   F1P  21  
F1P  H61  H61  H  0  1  N  N  N   2.363  -14.301  7.066   2.270   2.803  -0.632  H61  F1P  22  
F1P  H62  H62  H  0  1  N  N  N   1.646  -15.325  5.783   2.040   1.464  -1.781  H62  F1P  23  
F1P  HO2  HO2  H  0  1  N  Y  N   1.861  -12.452  7.968  -0.011   0.379  -2.159  HO2  F1P  24  
F1P  HO3  HO3  H  0  1  N  Y  N   0.080  -10.344  7.804   2.084  -2.782   0.459  HO3  F1P  25  
F1P  HO4  HO4  H  0  1  N  Y  N   2.184  -10.058  5.152   4.926  -0.987   0.076  HO4  F1P  26  
F1P  HO5  HO5  H  0  1  N  Y  N   0.313  -13.290  4.116   3.492   2.259   1.359  HO5  F1P  27  
F1P  H2P  H2P  H  0  1  N  N  N  -4.465  -13.200  5.121  -3.095   1.293   1.796  H2P  F1P  28  
F1P  H3P  H3P  H  0  1  N  N  N  -4.365  -14.805  8.169  -5.178   0.504  -0.234  H3P  F1P  29  
#   #
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
F1P  C1   C2   SING  N  N   1  
F1P  C1   O1   SING  N  N   2  
F1P  C1   H11  SING  N  N   3  
F1P  C1   H12  SING  N  N   4  
F1P  C2   C3   SING  N  N   5  
F1P  C2   O2   SING  N  N   6  
F1P  C2   O6   SING  N  N   7  
F1P  C3   C4   SING  N  N   8  
F1P  C3   O3   SING  N  N   9  
F1P  C3   H3   SING  N  N  10  
F1P  C4   C5   SING  N  N  11  
F1P  C4   O4   SING  N  N  12  
F1P  C4   H4   SING  N  N  13  
F1P  C5   C6   SING  N  N  14  
F1P  C5   O5   SING  N  N  15  
F1P  C5   H5   SING  N  N  16  
F1P  C6   O6   SING  N  N  17  
F1P  C6   H61  SING  N  N  18  
F1P  C6   H62  SING  N  N  19  
F1P  O1   P1   SING  N  N  20  
F1P  O2   HO2  SING  N  N  21  
F1P  O3   HO3  SING  N  N  22  
F1P  O4   HO4  SING  N  N  23  
F1P  O5   HO5  SING  N  N  24  
F1P  P1   O1P  DOUB  N  N  25  
F1P  P1   O2P  SING  N  N  26  
F1P  P1   O3P  SING  N  N  27  
F1P  O2P  H2P  SING  N  N  28  
F1P  O3P  H3P  SING  N  N  29  
#   #
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
F1P  SMILES            ACDLabs               10.04  "O=P(O)(O)OCC1(O)OCC(O)C(O)C1O"  
F1P  SMILES_CANONICAL  CACTVS                3.341  "O[C@@H]1CO[C@](O)(CO[P](O)(O)=O)[C@@H](O)[C@@H]1O"  
F1P  SMILES            CACTVS                3.341  "O[CH]1CO[C](O)(CO[P](O)(O)=O)[CH](O)[CH]1O"  
F1P  SMILES_CANONICAL  "OpenEye OEToolkits"  1.5.0  "C1[C@H]([C@H]([C@@H]([C@](O1)(COP(=O)(O)O)O)O)O)O"  
F1P  SMILES            "OpenEye OEToolkits"  1.5.0  "C1C(C(C(C(O1)(COP(=O)(O)O)O)O)O)O"  
F1P  InChI             InChI                 1.03   "InChI=1S/C6H13O9P/c7-3-1-14-6(10,5(9)4(3)8)2-15-16(11,12)13/h3-5,7-10H,1-2H2,(H2,11,12,13)/t3-,4-,5+,6-/m1/s1"  
F1P  InChIKey          InChI                 1.03   HXRNACQBNUPKDX-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
F1P  "SYSTEMATIC NAME"            ACDLabs               10.04  1-O-phosphono-beta-D-fructopyranose  
F1P  "SYSTEMATIC NAME"            "OpenEye OEToolkits"  1.5.0  "[(2R,3S,4R,5R)-2,3,4,5-tetrahydroxyoxan-2-yl]methyl dihydrogen phosphate"  
F1P  "IUPAC CARBOHYDRATE SYMBOL"  PDB-CARE              1.0    b-D-Frup1PO3  
#
_pdbx_chem_comp_related.comp_id            F1P
_pdbx_chem_comp_related.related_comp_id    BDF
_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  F1P  C1   BDF  C1   "Carbohydrate core"  
 2  F1P  C2   BDF  C2   "Carbohydrate core"  
 3  F1P  C3   BDF  C3   "Carbohydrate core"  
 4  F1P  C4   BDF  C4   "Carbohydrate core"  
 5  F1P  C5   BDF  C5   "Carbohydrate core"  
 6  F1P  C6   BDF  C6   "Carbohydrate core"  
 7  F1P  O1   BDF  O1   "Carbohydrate core"  
 8  F1P  O2   BDF  O2   "Carbohydrate core"  
 9  F1P  O3   BDF  O3   "Carbohydrate core"  
10  F1P  O4   BDF  O4   "Carbohydrate core"  
11  F1P  O5   BDF  O5   "Carbohydrate core"  
12  F1P  O6   BDF  O6   "Carbohydrate core"  
13  F1P  H11  BDF  H11  "Carbohydrate core"  
14  F1P  H12  BDF  H12  "Carbohydrate core"  
15  F1P  H3   BDF  H3   "Carbohydrate core"  
16  F1P  H4   BDF  H4   "Carbohydrate core"  
17  F1P  H5   BDF  H5   "Carbohydrate core"  
18  F1P  H61  BDF  H61  "Carbohydrate core"  
19  F1P  H62  BDF  H62  "Carbohydrate core"  
20  F1P  HO2  BDF  HO2  "Carbohydrate core"  
21  F1P  HO3  BDF  HO3  "Carbohydrate core"  
22  F1P  HO4  BDF  HO4  "Carbohydrate core"  
23  F1P  HO5  BDF  HO5  "Carbohydrate core"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
F1P  "Create component"          2006-02-28  RCSB  
F1P  "Modify descriptor"         2011-06-04  RCSB  
F1P  "Modify synonyms"           2020-05-27  PDBE  
F1P  "Other modification"        2020-07-03  RCSB  
F1P  "Modify parent residue"     2020-07-17  RCSB  
F1P  "Modify name"               2020-07-17  RCSB  
F1P  "Modify synonyms"           2020-07-17  RCSB  
F1P  "Modify linking type"       2020-07-17  RCSB  
F1P  "Modify leaving atom flag"  2020-07-17  RCSB  
#   #
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
F1P  "CARBOHYDRATE ISOMER"                  D         PDB  ?  
F1P  "CARBOHYDRATE RING"                    pyranose  PDB  ?  
F1P  "CARBOHYDRATE ANOMER"                  beta      PDB  ?  
F1P  "CARBOHYDRATE PRIMARY CARBONYL GROUP"  ketose    PDB  ?  
#   #
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  F1P  BETA-D-FRUCTOPYRANOSE-1-PHOSPHATE                                                           PDB  ?  
2  F1P  "((2R,3S,4R,5R)-TETRAHYDRO-2,3,4,5-TETRAHYDROXY-2H-PYRAN-2-YL)METHYL DIHYDROGEN PHOSPHATE"  PDB  ?  
3  F1P  1-O-phosphono-beta-D-fructose                                                               PDB  ?  
4  F1P  1-O-phosphono-D-fructose                                                                    PDB  ?  
5  F1P  1-O-phosphono-fructose                                                                      PDB  ?  
##
