data_GUF
#

_chem_comp.id                                   GUF
_chem_comp.name                                 "2-deoxy-2-fluoro-beta-D-glucopyranuronic acid"
_chem_comp.type                                 "D-saccharide, beta linking"
_chem_comp.pdbx_type                            ATOMS
_chem_comp.formula                              "C6 H9 F O6"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        
;2-deoxy-2-fluoro-beta-glucuronide; 2-deoxy-2-fluoro-beta-D-glucuronic acid; 2-deoxy-2-fluoro-D-glucuronic acid;
2-deoxy-2-fluoro-glucuronic acid
;

_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2012-02-02
_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                       196.130
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    GUF
_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       3VO0
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 PDBJ
#   #
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  GUF  2-deoxy-2-fluoro-beta-glucuronide          PDB  ?  
2  GUF  "2-deoxy-2-fluoro-beta-D-glucuronic acid"  PDB  ?  
3  GUF  "2-deoxy-2-fluoro-D-glucuronic acid"       PDB  ?  
4  GUF  "2-deoxy-2-fluoro-glucuronic acid"         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
GUF  O6B   O6A  O  0  1  N  N  N  47.271  1.840  24.921  -3.357  -0.358  -0.356  O6B   GUF   1  
GUF  C6    C6   C  0  1  N  N  N  46.650  2.569  24.114  -2.396   0.503   0.014  C6    GUF   2  
GUF  O6A   O6B  O  0  1  N  N  N  46.486  2.323  22.898  -2.673   1.464   0.692  O6A   GUF   3  
GUF  C5    C5   C  0  1  N  N  S  45.982  3.850  24.650  -0.970   0.272  -0.417  C5    GUF   4  
GUF  O5    O5   O  0  1  N  N  N  45.058  3.498  25.706  -0.162   1.374  -0.000  O5    GUF   5  
GUF  C4    C4   C  0  1  N  N  S  47.002  4.872  25.183  -0.446  -1.015   0.225  C4    GUF   6  
GUF  O4    O4   O  0  1  N  N  N  47.827  5.313  24.119  -1.217  -2.127  -0.235  O4    GUF   7  
GUF  C3    C3   C  0  1  N  N  S  46.274  6.100  25.769   1.021  -1.212  -0.169  C3    GUF   8  
GUF  O3    O3   O  0  1  N  N  N  47.231  6.951  26.414   1.541  -2.372   0.485  O3    GUF   9  
GUF  C2    C2   C  0  1  N  N  R  45.219  5.682  26.805   1.824   0.020   0.260  C2    GUF  10  
GUF  F2    F2   F  0  1  N  N  N  44.526  6.791  27.268   3.151  -0.117  -0.158  F2    GUF  11  
GUF  C1    C1   C  0  1  N  N  R  44.285  4.596  26.223   1.211   1.268  -0.383  C1    GUF  12  
GUF  O1    O1   O  0  1  N  Y  N  43.543  4.022  27.290   1.920   2.428   0.058  O1    GUF  13  
GUF  HO6B  H1   H  0  0  N  N  N  47.598  1.072  24.468  -4.256  -0.167  -0.055  HO6B  GUF  14  
GUF  H5    H2   H  0  1  N  N  N  45.428  4.319  23.823  -0.929   0.180  -1.502  H5    GUF  15  
GUF  H4    H3   H  0  1  N  N  N  47.604  4.400  25.974  -0.525  -0.940   1.310  H4    GUF  16  
GUF  HO4   H4   H  0  1  N  Y  N  48.457  5.944  24.447  -2.158  -2.067  -0.024  HO4   GUF  17  
GUF  H3    H5   H  0  1  N  N  N  45.775  6.640  24.951   1.095  -1.339  -1.249  H3    GUF  18  
GUF  HO3   H6   H  0  1  N  Y  N  46.788  7.709  26.777   2.467  -2.557   0.280  HO3   GUF  19  
GUF  H2    H7   H  0  1  N  N  N  45.759  5.222  27.646   1.791   0.116   1.346  H2    GUF  20  
GUF  H1    H8   H  0  1  N  N  N  43.631  5.032  25.453   1.281   1.189  -1.468  H1    GUF  21  
GUF  HO1   H9   H  0  1  N  Y  N  42.998  4.688  27.692   1.585   3.257  -0.310  HO1   GUF  22  
#   #
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
GUF  O6A  C6    DOUB  N  N   1  
GUF  C6   C5    SING  N  N   2  
GUF  C6   O6B   SING  N  N   3  
GUF  O4   C4    SING  N  N   4  
GUF  C5   C4    SING  N  N   5  
GUF  C5   O5    SING  N  N   6  
GUF  C4   C3    SING  N  N   7  
GUF  O5   C1    SING  N  N   8  
GUF  C3   O3    SING  N  N   9  
GUF  C3   C2    SING  N  N  10  
GUF  C1   C2    SING  N  N  11  
GUF  C1   O1    SING  N  N  12  
GUF  C2   F2    SING  N  N  13  
GUF  O6B  HO6B  SING  N  N  14  
GUF  C5   H5    SING  N  N  15  
GUF  C4   H4    SING  N  N  16  
GUF  O4   HO4   SING  N  N  17  
GUF  C3   H3    SING  N  N  18  
GUF  O3   HO3   SING  N  N  19  
GUF  C2   H2    SING  N  N  20  
GUF  C1   H1    SING  N  N  21  
GUF  O1   HO1   SING  N  N  22  
#   #
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
GUF  SMILES            ACDLabs               12.01  "FC1C(O)C(O)C(OC1O)C(=O)O"  
GUF  InChI             InChI                 1.03   "InChI=1S/C6H9FO6/c7-1-2(8)3(9)4(5(10)11)13-6(1)12/h1-4,6,8-9,12H,(H,10,11)/t1-,2-,3+,4+,6-/m1/s1"  
GUF  InChIKey          InChI                 1.03   LDVYRSUUUDDWHG-LVBGKUAWSA-N  
GUF  SMILES_CANONICAL  CACTVS                3.370  "O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1F)C(O)=O"  
GUF  SMILES            CACTVS                3.370  "O[CH]1O[CH]([CH](O)[CH](O)[CH]1F)C(O)=O"  
GUF  SMILES_CANONICAL  "OpenEye OEToolkits"  1.7.6  "[C@@H]1([C@@H]([C@H](O[C@H]([C@@H]1F)O)C(=O)O)O)O"  
GUF  SMILES            "OpenEye OEToolkits"  1.7.6  "C1(C(C(OC(C1F)O)C(=O)O)O)O"  
#   #
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
GUF  "SYSTEMATIC NAME"  ACDLabs               12.01  "2-deoxy-2-fluoro-beta-D-glucopyranuronic acid"  
GUF  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.7.6  "(2S,3S,4S,5R,6R)-5-fluoranyl-3,4,6-tris(oxidanyl)oxane-2-carboxylic acid"  
#   #
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
GUF  "CARBOHYDRATE ISOMER"                  D         PDB  ?  
GUF  "CARBOHYDRATE RING"                    pyranose  PDB  ?  
GUF  "CARBOHYDRATE ANOMER"                  beta      PDB  ?  
GUF  "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
GUF  "Create component"          2012-02-02  PDBJ  
GUF  "Other modification"        2020-07-03  RCSB  
GUF  "Modify synonyms"           2020-07-17  RCSB  
GUF  "Modify linking type"       2020-07-17  RCSB  
GUF  "Modify atom id"            2020-07-17  RCSB  
GUF  "Modify component atom id"  2020-07-17  RCSB  
GUF  "Modify leaving atom flag"  2020-07-17  RCSB  
##
