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 ##