data_05L # _chem_comp.id 05L _chem_comp.name "heptyl 1-seleno-beta-D-glucopyranoside" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C13 H26 O5 Se" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "heptyl 1-seleno-beta-D-glucoside; heptyl 1-seleno-D-glucoside; heptyl 1-seleno-glucoside" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-11-29 _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 341.303 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 05L _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 3USP _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 05L "heptyl 1-seleno-beta-D-glucoside" PDB ? 2 05L "heptyl 1-seleno-D-glucoside" PDB ? 3 05L "heptyl 1-seleno-glucoside" 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 05L SE SE SE 0 1 N N N 0.086 41.003 13.775 0.012 -1.350 0.338 SE 05L 1 05L C1 C1 C 0 1 N N S -0.348 42.559 12.656 -1.584 -0.434 -0.339 C1 05L 2 05L C2 C2 C 0 1 N N R -1.868 42.610 12.714 -2.831 -1.242 0.029 C2 05L 3 05L O2 O2 O 0 1 N N N -2.365 41.640 11.806 -2.773 -2.523 -0.602 O2 05L 4 05L C3 C3 C 0 1 N N S -2.322 43.990 12.217 -4.076 -0.491 -0.451 C3 05L 5 05L O3 O3 O 0 1 N N N -3.719 44.125 12.370 -5.248 -1.202 -0.047 O3 05L 6 05L C4 C4 C 0 1 N N S -1.618 45.032 13.102 -4.086 0.909 0.173 C4 05L 7 05L O4 O4 O 0 1 N N N -2.098 46.328 12.809 -5.206 1.645 -0.323 O4 05L 8 05L C5 C5 C 0 1 N N R -0.114 44.937 12.800 -2.790 1.634 -0.200 C5 05L 9 05L O5 O5 O 0 1 N N N 0.351 43.644 13.220 -1.671 0.867 0.247 O5 05L 10 05L C6 C6 C 0 1 N N N 0.686 45.973 13.585 -2.765 3.010 0.468 C6 05L 11 05L O6 O6 O 0 1 N N N 0.487 45.723 14.964 -1.614 3.733 0.027 O6 05L 12 05L "C1'" "C1'" C 0 1 N N N 1.535 40.215 12.722 1.425 -0.129 -0.258 "C1'" 05L 13 05L "C2'" "C2'" C 0 1 N N N 2.605 39.963 13.733 2.786 -0.673 0.180 "C2'" 05L 14 05L "C3'" "C3'" C 0 1 N N N 2.729 38.475 13.935 3.889 0.280 -0.285 "C3'" 05L 15 05L "C4'" "C4'" C 0 1 N N N 3.612 38.195 15.124 5.251 -0.263 0.152 "C4'" 05L 16 05L "C5'" "C5'" C 0 1 N N N 3.081 36.967 15.816 6.354 0.690 -0.313 "C5'" 05L 17 05L "C6'" "C6'" C 0 1 N N N 3.340 37.087 17.304 7.715 0.146 0.125 "C6'" 05L 18 05L "C7'" "C7'" C 0 1 N N N 3.580 35.702 17.835 8.818 1.099 -0.340 "C7'" 05L 19 05L H1 H1 H 0 1 N N N -0.001 42.311 11.642 -1.517 -0.341 -1.423 H1 05L 20 05L H2 H2 H 0 1 N N N -2.222 42.437 13.741 -2.876 -1.370 1.110 H2 05L 21 05L HO2 HO2 H 0 1 N Y N -3.315 41.649 11.821 -2.004 -3.053 -0.347 HO2 05L 22 05L H3 H3 H 0 1 N N N -2.016 44.126 11.169 -4.056 -0.407 -1.537 H3 05L 23 05L HO3 HO3 H 0 1 N Y N -3.991 44.981 12.060 -5.305 -2.100 -0.400 HO3 05L 24 05L H4 H4 H 0 1 N N N -1.789 44.781 14.159 -4.157 0.824 1.257 H4 05L 25 05L HO4 HO4 H 0 1 N Y N -1.656 46.962 13.361 -6.062 1.239 -0.126 HO4 05L 26 05L H5 H5 H 0 1 N N N 0.053 45.082 11.722 -2.740 1.754 -1.283 H5 05L 27 05L H61 H6 H 0 1 N N N 1.755 45.884 13.340 -3.666 3.562 0.197 H61 05L 28 05L H62 H6A H 0 1 N N N 0.335 46.985 13.334 -2.726 2.888 1.550 H62 05L 29 05L HO6 HO6 H 0 1 N Y N 0.976 46.357 15.475 -1.533 4.616 0.412 HO6 05L 30 05L "H1'" "H1'" H 0 1 N N N 1.212 39.276 12.250 1.399 -0.046 -1.344 "H1'" 05L 31 05L "H1'A" "H1'A" H 0 0 N N N 1.883 40.914 11.947 1.266 0.854 0.186 "H1'A" 05L 32 05L "H2'" "H2'" H 0 1 N N N 3.561 40.370 13.371 2.812 -0.756 1.266 "H2'" 05L 33 05L "H2'A" "H2'A" H 0 0 N N N 2.338 40.446 14.685 2.945 -1.656 -0.264 "H2'A" 05L 34 05L "H3'" "H3'" H 0 1 N N N 1.732 38.046 14.111 3.863 0.363 -1.372 "H3'" 05L 35 05L "H3'A" "H3'A" H 0 0 N N N 3.171 38.020 13.036 3.731 1.263 0.158 "H3'A" 05L 36 05L "H4'" "H4'" H 0 1 N N N 4.645 38.018 14.789 5.277 -0.346 1.239 "H4'" 05L 37 05L "H4'A" "H4'A" H 0 0 N N N 3.592 39.051 15.814 5.409 -1.246 -0.291 "H4'A" 05L 38 05L "H5'" "H5'" H 0 1 N N N 1.999 36.881 15.636 6.328 0.773 -1.399 "H5'" 05L 39 05L "H5'A" "H5'A" H 0 0 N N N 3.590 36.074 15.424 6.195 1.673 0.131 "H5'A" 05L 40 05L "H6'" "H6'" H 0 1 N N N 4.225 37.716 17.481 7.741 0.063 1.211 "H6'" 05L 41 05L "H6'A" "H6'A" H 0 0 N N N 2.467 37.534 17.802 7.874 -0.837 -0.319 "H6'A" 05L 42 05L "H7'" "H7'" H 0 1 N N N 3.772 35.752 18.917 9.788 0.712 -0.029 "H7'" 05L 43 05L "H7'A" "H7'A" H 0 0 N N N 2.693 35.079 17.649 8.792 1.182 -1.427 "H7'A" 05L 44 05L "H7'B" "H7'B" H 0 0 N N N 4.451 35.261 17.328 8.660 2.082 0.103 "H7'B" 05L 45 # # 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 05L C1 SE SING N N 1 05L "C1'" SE SING N N 2 05L C1 C2 SING N N 3 05L C1 O5 SING N N 4 05L C1 H1 SING N N 5 05L O2 C2 SING N N 6 05L C3 C2 SING N N 7 05L C2 H2 SING N N 8 05L O2 HO2 SING N N 9 05L C3 O3 SING N N 10 05L C3 C4 SING N N 11 05L C3 H3 SING N N 12 05L O3 HO3 SING N N 13 05L C5 C4 SING N N 14 05L O4 C4 SING N N 15 05L C4 H4 SING N N 16 05L O4 HO4 SING N N 17 05L C5 O5 SING N N 18 05L C5 C6 SING N N 19 05L C5 H5 SING N N 20 05L C6 O6 SING N N 21 05L C6 H61 SING N N 22 05L C6 H62 SING N N 23 05L O6 HO6 SING N N 24 05L "C1'" "C2'" SING N N 25 05L "C1'" "H1'" SING N N 26 05L "C1'" "H1'A" SING N N 27 05L "C2'" "C3'" SING N N 28 05L "C2'" "H2'" SING N N 29 05L "C2'" "H2'A" SING N N 30 05L "C3'" "C4'" SING N N 31 05L "C3'" "H3'" SING N N 32 05L "C3'" "H3'A" SING N N 33 05L "C4'" "C5'" SING N N 34 05L "C4'" "H4'" SING N N 35 05L "C4'" "H4'A" SING N N 36 05L "C5'" "C6'" SING N N 37 05L "C5'" "H5'" SING N N 38 05L "C5'" "H5'A" SING N N 39 05L "C6'" "C7'" SING N N 40 05L "C6'" "H6'" SING N N 41 05L "C6'" "H6'A" SING N N 42 05L "C7'" "H7'" SING N N 43 05L "C7'" "H7'A" SING N N 44 05L "C7'" "H7'B" SING N N 45 # # 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 05L SMILES ACDLabs 12.01 "[Se](CCCCCCC)C1OC(C(O)C(O)C1O)CO" 05L InChI InChI 1.03 "InChI=1S/C13H26O5Se/c1-2-3-4-5-6-7-19-13-12(17)11(16)10(15)9(8-14)18-13/h9-17H,2-8H2,1H3/t9-,10-,11+,12-,13+/m1/s1" 05L InChIKey InChI 1.03 SHGOSUGSVFEXFV-LBELIVKGSA-N 05L SMILES_CANONICAL CACTVS 3.370 "CCCCCCC[Se][C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O" 05L SMILES CACTVS 3.370 "CCCCCCC[Se][CH]1O[CH](CO)[CH](O)[CH](O)[CH]1O" 05L SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCCCCCC[Se][C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O" 05L SMILES "OpenEye OEToolkits" 1.7.6 "CCCCCCC[Se]C1C(C(C(C(O1)CO)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 05L "SYSTEMATIC NAME" ACDLabs 12.01 "heptyl 1-seleno-beta-D-glucopyranoside" 05L "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S,3R,4S,5S,6R)-2-heptylselanyl-6-(hydroxymethyl)oxane-3,4,5-triol" # # 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 05L "CARBOHYDRATE ISOMER" D PDB ? 05L "CARBOHYDRATE RING" pyranose PDB ? 05L "CARBOHYDRATE ANOMER" beta PDB ? 05L "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 05L "Create component" 2011-11-29 RCSB 05L "Other modification" 2020-07-03 RCSB 05L "Modify synonyms" 2020-07-17 RCSB 05L "Modify internal type" 2020-07-17 RCSB 05L "Modify linking type" 2020-07-17 RCSB 05L "Modify atom id" 2020-07-17 RCSB 05L "Modify component atom id" 2020-07-17 RCSB 05L "Modify leaving atom flag" 2020-07-17 RCSB ##