data_GPU
#

_chem_comp.id                                   GPU
_chem_comp.name                                 "5-bromo-1-(beta-D-glucopyranosyl)pyrimidine-2,4(1H,3H)-dione"
_chem_comp.type                                 D-saccharide
_chem_comp.pdbx_type                            ATOMS
_chem_comp.formula                              "C10 H13 Br N2 O7"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        
;5-bromo-1-(beta-D-glucosyl)pyrimidine-2,4(1H,3H)-dione; 5-bromo-1-(D-glucosyl)pyrimidine-2,4(1H,3H)-dione;
5-bromo-1-(glucosyl)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                       353.123
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    GPU
_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       3T3G
_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  GPU  "5-bromo-1-(beta-D-glucosyl)pyrimidine-2,4(1H,3H)-dione"  PDB  ?  
2  GPU  "5-bromo-1-(D-glucosyl)pyrimidine-2,4(1H,3H)-dione"       PDB  ?  
3  GPU  "5-bromo-1-(glucosyl)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
GPU  N1   N1      N   0  1  N  N  N  34.034  23.528  28.930   0.224  -0.804  -0.517  N1   GPU   1  
GPU  BR1  BR1     BR  0  1  N  N  N  38.086  23.948  29.923   3.446   1.358   0.830  BR1  GPU   2  
GPU  C2A  C2      C   0  1  N  N  N  33.357  24.368  29.851   0.784  -1.800  -1.227  C2A  GPU   3  
GPU  O2A  O2      O   0  1  N  N  N  32.130  24.492  29.832   0.073  -2.626  -1.765  O2A  GPU   4  
GPU  N3   N3      N   0  1  N  N  N  34.131  25.102  30.803   2.121  -1.894  -1.351  N3   GPU   5  
GPU  C4A  C4      C   0  1  N  N  N  35.531  24.976  30.827   2.924  -0.986  -0.761  C4A  GPU   6  
GPU  O4A  O4      O   0  1  N  N  N  36.148  25.652  31.637   4.134  -1.070  -0.873  O4A  GPU   7  
GPU  C5A  C5      C   0  1  N  N  N  36.183  24.142  29.910   2.348   0.068  -0.010  C5A  GPU   8  
GPU  C6A  C6      C   0  1  N  N  N  35.441  23.427  28.963   1.003   0.139   0.098  C6A  GPU   9  
GPU  C1   "C1'"   C   0  1  N  N  R  33.241  22.771  27.941  -1.235  -0.725  -0.405  C1   GPU  10  
GPU  C2   "C2'"   C   0  1  N  N  R  33.686  23.111  26.519  -1.647  -0.940   1.054  C2   GPU  11  
GPU  O2   "O2'"   O   0  1  N  N  N  33.820  24.551  26.378  -1.258  -2.250   1.472  O2   GPU  12  
GPU  C3   "C3'"   C   0  1  N  N  S  32.667  22.449  25.577  -3.168  -0.796   1.173  C3   GPU  13  
GPU  O3   "O3'"   O   0  1  N  N  N  33.171  22.448  24.251  -3.554  -0.922   2.543  O3   GPU  14  
GPU  C4   "C4'"   C   0  1  N  N  S  32.380  20.979  25.987  -3.581   0.583   0.649  C4   GPU  15  
GPU  O4   "O4'"   O   0  1  N  N  N  31.285  20.498  25.242  -5.005   0.701   0.688  O4   GPU  16  
GPU  C5   "C5'"   C   0  1  N  N  R  32.134  20.786  27.491  -3.094   0.739  -0.794  C5   GPU  17  
GPU  O5   "O5'"   O   0  1  N  N  N  33.327  21.325  28.036  -1.676   0.563  -0.838  O5   GPU  18  
GPU  C6   "C6'"   C   0  1  N  N  N  32.172  19.362  28.013  -3.451   2.137  -1.305  C6   GPU  19  
GPU  O6   "O6'"   O   0  1  N  N  N  33.305  18.685  27.453  -3.101   2.243  -2.686  O6   GPU  20  
GPU  HN3  HN3     H   0  1  N  N  N  33.674  25.708  31.455   2.509  -2.618  -1.867  HN3  GPU  21  
GPU  H6   H6      H   0  1  N  N  N  35.949  22.793  28.252   0.546   0.935   0.666  H6   GPU  22  
GPU  H1   "H1'"   H   0  1  N  N  N  32.208  23.075  28.168  -1.690  -1.494  -1.028  H1   GPU  23  
GPU  H2   "H2'"   H   0  1  N  N  N  34.682  22.720  26.264  -1.160  -0.196   1.684  H2   GPU  24  
GPU  HO2  "HO2'"  H   0  1  N  Y  N  34.097  24.759  25.493  -1.488  -2.454   2.389  HO2  GPU  25  
GPU  H3   "H3'"   H   0  1  N  N  N  31.734  23.028  25.642  -3.655  -1.572   0.583  H3   GPU  26  
GPU  HO3  "HO3'"  H   0  1  N  Y  N  32.539  22.038  23.672  -4.506  -0.841   2.692  HO3  GPU  27  
GPU  H4   "H4'"   H   0  1  N  N  N  33.288  20.400  25.762  -3.134   1.358   1.271  H4   GPU  28  
GPU  HO4  "HO4'"  H   0  1  N  Y  N  31.104  19.598  25.488  -5.383   0.608   1.572  HO4  GPU  29  
GPU  H5   "H5'"   H   0  1  N  N  N  31.145  21.203  27.732  -3.573  -0.011  -1.423  H5   GPU  30  
GPU  H61  "H6'"   H   0  1  N  N  N  32.255  19.374  29.110  -4.521   2.304  -1.187  H61  GPU  31  
GPU  H62  "H6'A"  H   0  1  N  N  N  31.249  18.838  27.722  -2.901   2.884  -0.732  H62  GPU  32  
GPU  HO6  "HO6'"  H   0  1  N  Y  N  33.333  17.792  27.777  -3.299   3.105  -3.077  HO6  GPU  33  
#   #
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
GPU  N1   C2A  SING  N  N   1  
GPU  N1   C6A  SING  N  N   2  
GPU  N1   C1   SING  N  N   3  
GPU  BR1  C5A  SING  N  N   4  
GPU  C2A  O2A  DOUB  N  N   5  
GPU  C2A  N3   SING  N  N   6  
GPU  N3   C4A  SING  N  N   7  
GPU  C4A  O4A  DOUB  N  N   8  
GPU  C4A  C5A  SING  N  N   9  
GPU  C5A  C6A  DOUB  N  N  10  
GPU  C1   C2   SING  N  N  11  
GPU  C1   O5   SING  N  N  12  
GPU  C2   O2   SING  N  N  13  
GPU  C2   C3   SING  N  N  14  
GPU  C3   O3   SING  N  N  15  
GPU  C3   C4   SING  N  N  16  
GPU  C4   O4   SING  N  N  17  
GPU  C4   C5   SING  N  N  18  
GPU  C5   O5   SING  N  N  19  
GPU  C5   C6   SING  N  N  20  
GPU  C6   O6   SING  N  N  21  
GPU  N3   HN3  SING  N  N  22  
GPU  C6A  H6   SING  N  N  23  
GPU  C1   H1   SING  N  N  24  
GPU  C2   H2   SING  N  N  25  
GPU  O2   HO2  SING  N  N  26  
GPU  C3   H3   SING  N  N  27  
GPU  O3   HO3  SING  N  N  28  
GPU  C4   H4   SING  N  N  29  
GPU  O4   HO4  SING  N  N  30  
GPU  C5   H5   SING  N  N  31  
GPU  C6   H61  SING  N  N  32  
GPU  C6   H62  SING  N  N  33  
GPU  O6   HO6  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
GPU  SMILES            ACDLabs               12.01  "BrC1=CN(C(=O)NC1=O)C2OC(C(O)C(O)C2O)CO"  
GPU  InChI             InChI                 1.03   "InChI=1S/C10H13BrN2O7/c11-3-1-13(10(19)12-8(3)18)9-7(17)6(16)5(15)4(2-14)20-9/h1,4-7,9,14-17H,2H2,(H,12,18,19)/t4-,5-,6+,7-,9-/m1/s1"  
GPU  InChIKey          InChI                 1.03   QNNGZNNVDUDIOK-XSEHCYKFSA-N  
GPU  SMILES_CANONICAL  CACTVS                3.370  "OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)N2C=C(Br)C(=O)NC2=O"  
GPU  SMILES            CACTVS                3.370  "OC[CH]1O[CH]([CH](O)[CH](O)[CH]1O)N2C=C(Br)C(=O)NC2=O"  
GPU  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)Br"  
GPU  SMILES            "OpenEye OEToolkits"  1.7.2  "C1=C(C(=O)NC(=O)N1C2C(C(C(C(O2)CO)O)O)O)Br"  
#   #
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
GPU  "SYSTEMATIC NAME"  ACDLabs               12.01  "5-bromo-1-(beta-D-glucopyranosyl)pyrimidine-2,4(1H,3H)-dione"  
GPU  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.7.2  "5-bromanyl-1-[(2R,3R,4S,5S,6R)-6-(hydroxymethyl)-3,4,5-tris(oxidanyl)oxan-2-yl]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
GPU  "CARBOHYDRATE ISOMER"                  D         PDB  ?  
GPU  "CARBOHYDRATE RING"                    pyranose  PDB  ?  
GPU  "CARBOHYDRATE ANOMER"                  beta      PDB  ?  
GPU  "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
GPU  "Create component"          2011-08-10  RCSB  
GPU  "Other modification"        2020-07-03  RCSB  
GPU  "Modify synonyms"           2020-07-17  RCSB  
GPU  "Modify internal type"      2020-07-17  RCSB  
GPU  "Modify linking type"       2020-07-17  RCSB  
GPU  "Modify atom id"            2020-07-17  RCSB  
GPU  "Modify component atom id"  2020-07-17  RCSB  
GPU  "Modify leaving atom flag"  2020-07-17  RCSB  
##
