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 ##