data_GPW
#

_chem_comp.id                                   GPW
_chem_comp.name                                 "1-(beta-D-glucopyranosyl)-5-(trifluoromethyl)pyrimidine-2,4(1H,3H)-dione"
_chem_comp.type                                 D-saccharide
_chem_comp.pdbx_type                            ATOMS
_chem_comp.formula                              "C11 H13 F3 N2 O7"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        
;1-(beta-D-glucosyl)-5-(trifluoromethyl)pyrimidine-2,4(1H,3H)-dione;
1-(D-glucosyl)-5-(trifluoromethyl)pyrimidine-2,4(1H,3H)-dione;
1-(glucosyl)-5-(trifluoromethyl)pyrimidine-2,4(1H,3H)-dione
;

_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2011-08-10
_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                       342.225
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    GPW
_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       3T3I
_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  GPW  "1-(beta-D-glucosyl)-5-(trifluoromethyl)pyrimidine-2,4(1H,3H)-dione"  PDB  ?  
2  GPW  "1-(D-glucosyl)-5-(trifluoromethyl)pyrimidine-2,4(1H,3H)-dione"       PDB  ?  
3  GPW  "1-(glucosyl)-5-(trifluoromethyl)pyrimidine-2,4(1H,3H)-dione"         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
GPW  F1   F1      F  0  1  N  N  N  38.463  25.080  29.908   4.311   1.261  -1.347  F1   GPW   1  
GPW  N1   N1      N  0  1  N  N  N  34.136  23.576  29.084   0.363   0.018   0.197  N1   GPW   2  
GPW  C2A  C2      C  0  1  N  N  N  33.432  24.421  29.976   0.502   0.233   1.518  C2A  GPW   3  
GPW  F2   F2      F  0  1  N  N  N  38.088  23.676  31.496   3.620  -0.782  -2.099  F2   GPW   4  
GPW  O2A  O2      O  0  1  N  N  N  32.203  24.515  29.880  -0.488   0.305   2.221  O2A  GPW   5  
GPW  F3   F3      F  0  1  N  N  N  38.147  22.995  29.523   4.957  -0.638  -0.253  F3   GPW   6  
GPW  N3   N3      N  0  1  N  N  N  34.126  25.169  30.952   1.720   0.369   2.073  N3   GPW   7  
GPW  C4A  C4      C  0  1  N  N  N  35.535  25.047  31.026   2.828   0.292   1.308  C4A  GPW   8  
GPW  O4A  O4      O  0  1  N  N  N  36.146  25.691  31.873   3.931   0.414   1.809  O4A  GPW   9  
GPW  C5A  C5      C  0  1  N  N  N  36.237  24.202  30.139   2.696   0.065  -0.084  C5A  GPW  10  
GPW  C6A  C6      C  0  1  N  N  N  35.532  23.471  29.169   1.462  -0.068  -0.614  C6A  GPW  11  
GPW  C7   C7      C  0  1  N  N  N  37.774  24.021  30.248   3.918  -0.025  -0.962  C7   GPW  12  
GPW  C1   "C1'"   C  0  1  N  N  R  33.359  22.826  28.045  -0.976  -0.133  -0.377  C1   GPW  13  
GPW  C2   "C2'"   C  0  1  N  N  R  33.812  23.072  26.567  -1.631  -1.399   0.180  C2   GPW  14  
GPW  O2   "O2'"   O  0  1  N  N  N  34.013  24.484  26.324  -0.869  -2.543  -0.210  O2   GPW  15  
GPW  C3   "C3'"   C  0  1  N  N  S  32.776  22.431  25.595  -3.053  -1.517  -0.378  C3   GPW  16  
GPW  O3   "O3'"   O  0  1  N  N  N  33.163  22.504  24.209  -3.698  -2.657   0.194  O3   GPW  17  
GPW  C4   "C4'"   C  0  1  N  N  S  32.527  20.955  25.973  -3.837  -0.251  -0.019  C4   GPW  18  
GPW  O4   "O4'"   O  0  1  N  N  N  31.375  20.492  25.240  -5.143  -0.318  -0.597  O4   GPW  19  
GPW  C5   "C5'"   C  0  1  N  N  R  32.329  20.752  27.513  -3.097   0.971  -0.569  C5   GPW  20  
GPW  O5   "O5'"   O  0  1  N  N  N  33.317  21.415  28.310  -1.772   1.004  -0.034  O5   GPW  21  
GPW  C6   "C6'"   C  0  1  N  N  N  32.449  19.346  28.063  -3.843   2.244  -0.163  C6   GPW  22  
GPW  O6   "O6'"   O  0  1  N  N  N  33.086  18.450  27.162  -3.218   3.376  -0.772  O6   GPW  23  
GPW  HN3  HN3     H  0  1  N  N  N  33.633  25.773  31.578   1.802   0.524   3.027  HN3  GPW  24  
GPW  H6   H6      H  0  1  N  N  N  36.066  22.826  28.487   1.342  -0.241  -1.673  H6   GPW  25  
GPW  H1   "H1'"   H  0  1  N  N  N  32.347  23.248  28.131  -0.900  -0.210  -1.462  H1   GPW  26  
GPW  H2   "H2'"   H  0  1  N  N  N  34.782  22.587  26.385  -1.670  -1.341   1.268  H2   GPW  27  
GPW  HO2  "HO2'"  H  0  1  N  Y  N  34.287  24.615  25.424  -1.227  -3.382   0.109  HO2  GPW  28  
GPW  H3   "H3'"   H  0  1  N  N  N  31.854  23.021  25.707  -3.011  -1.627  -1.462  H3   GPW  29  
GPW  HO3  "HO3'"  H  0  1  N  Y  N  32.493  22.098  23.671  -4.604  -2.793  -0.116  HO3  GPW  30  
GPW  H4   "H4'"   H  0  1  N  N  N  33.417  20.367  25.705  -3.922  -0.170   1.064  H4   GPW  31  
GPW  HO4  "HO4'"  H  0  1  N  Y  N  31.204  19.583  25.459  -5.667  -1.073  -0.296  HO4  GPW  32  
GPW  H5   "H5'"   H  0  1  N  N  N  31.301  21.137  27.586  -3.049   0.909  -1.656  H5   GPW  33  
GPW  H61  "H6'"   H  0  1  N  N  N  33.043  19.386  28.988  -4.879   2.179  -0.494  H61  GPW  34  
GPW  H62  "H6'A"  H  0  1  N  N  N  31.437  18.968  28.269  -3.813   2.352   0.921  H62  GPW  35  
GPW  HO6  "HO6'"  H  0  1  N  Y  N  33.135  17.587  27.555  -3.640   4.220  -0.558  HO6  GPW  36  
#   #
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
GPW  F1   C7   SING  N  N   1  
GPW  N1   C2A  SING  N  N   2  
GPW  N1   C6A  SING  N  N   3  
GPW  N1   C1   SING  N  N   4  
GPW  C2A  O2A  DOUB  N  N   5  
GPW  C2A  N3   SING  N  N   6  
GPW  F2   C7   SING  N  N   7  
GPW  F3   C7   SING  N  N   8  
GPW  N3   C4A  SING  N  N   9  
GPW  C4A  O4A  DOUB  N  N  10  
GPW  C4A  C5A  SING  N  N  11  
GPW  C5A  C6A  DOUB  N  N  12  
GPW  C5A  C7   SING  N  N  13  
GPW  C1   C2   SING  N  N  14  
GPW  C1   O5   SING  N  N  15  
GPW  C2   O2   SING  N  N  16  
GPW  C2   C3   SING  N  N  17  
GPW  C3   O3   SING  N  N  18  
GPW  C3   C4   SING  N  N  19  
GPW  C4   O4   SING  N  N  20  
GPW  C4   C5   SING  N  N  21  
GPW  C5   O5   SING  N  N  22  
GPW  C5   C6   SING  N  N  23  
GPW  C6   O6   SING  N  N  24  
GPW  N3   HN3  SING  N  N  25  
GPW  C6A  H6   SING  N  N  26  
GPW  C1   H1   SING  N  N  27  
GPW  C2   H2   SING  N  N  28  
GPW  O2   HO2  SING  N  N  29  
GPW  C3   H3   SING  N  N  30  
GPW  O3   HO3  SING  N  N  31  
GPW  C4   H4   SING  N  N  32  
GPW  O4   HO4  SING  N  N  33  
GPW  C5   H5   SING  N  N  34  
GPW  C6   H61  SING  N  N  35  
GPW  C6   H62  SING  N  N  36  
GPW  O6   HO6  SING  N  N  37  
#   #
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
GPW  SMILES            ACDLabs               12.01  "FC(F)(F)C1=CN(C(=O)NC1=O)C2OC(C(O)C(O)C2O)CO"  
GPW  InChI             InChI                 1.03   "InChI=1S/C11H13F3N2O7/c12-11(13,14)3-1-16(10(22)15-8(3)21)9-7(20)6(19)5(18)4(2-17)23-9/h1,4-7,9,17-20H,2H2,(H,15,21,22)/t4-,5-,6+,7-,9-/m1/s1"  
GPW  InChIKey          InChI                 1.03   NADUQTKHANBUDE-XSEHCYKFSA-N  
GPW  SMILES_CANONICAL  CACTVS                3.370  "OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)N2C=C(C(=O)NC2=O)C(F)(F)F"  
GPW  SMILES            CACTVS                3.370  "OC[CH]1O[CH]([CH](O)[CH](O)[CH]1O)N2C=C(C(=O)NC2=O)C(F)(F)F"  
GPW  SMILES_CANONICAL  "OpenEye OEToolkits"  1.7.2  "C1=C(C(=O)NC(=O)N1[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)C(F)(F)F"  
GPW  SMILES            "OpenEye OEToolkits"  1.7.2  "C1=C(C(=O)NC(=O)N1C2C(C(C(C(O2)CO)O)O)O)C(F)(F)F"  
#   #
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
GPW  "SYSTEMATIC NAME"  ACDLabs               12.01  "1-(beta-D-glucopyranosyl)-5-(trifluoromethyl)pyrimidine-2,4(1H,3H)-dione"  
GPW  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.7.2  "1-[(2R,3R,4S,5S,6R)-6-(hydroxymethyl)-3,4,5-tris(oxidanyl)oxan-2-yl]-5-(trifluoromethyl)pyrimidine-2,4-dione"  
#   #
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
GPW  "CARBOHYDRATE ISOMER"                  D         PDB  ?  
GPW  "CARBOHYDRATE RING"                    pyranose  PDB  ?  
GPW  "CARBOHYDRATE ANOMER"                  beta      PDB  ?  
GPW  "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
GPW  "Create component"          2011-08-10  RCSB  
GPW  "Other modification"        2020-07-03  RCSB  
GPW  "Modify synonyms"           2020-07-17  RCSB  
GPW  "Modify internal type"      2020-07-17  RCSB  
GPW  "Modify linking type"       2020-07-17  RCSB  
GPW  "Modify atom id"            2020-07-17  RCSB  
GPW  "Modify component atom id"  2020-07-17  RCSB  
GPW  "Modify leaving atom flag"  2020-07-17  RCSB  
##
