data_LSE # _chem_comp.id LSE _chem_comp.name "2-(trimethylsilyl)ethyl 4-O-beta-D-galactopyranosyl-6-Se-methyl-6-seleno-beta-D-glucopyranoside" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H36 O10 Se Si" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-12-03 _chem_comp.pdbx_modified_date 2020-02-14 _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 519.518 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LSE _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 3WLU _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 LSE O4 O4 O 0 1 N N N 42.058 3.685 163.849 -0.548 3.468 -0.752 O4 LSE 1 LSE C9 C9 C 0 1 N N R 43.271 4.172 163.337 -0.382 2.207 -0.101 C9 LSE 2 LSE C10 C10 C 0 1 N N R 43.114 4.529 161.837 0.879 1.518 -0.631 C10 LSE 3 LSE O3 O3 O 0 1 N N N 42.180 5.599 161.664 2.026 2.305 -0.305 O3 LSE 4 LSE C8 C8 C 0 1 N N R 44.340 3.080 163.517 -1.597 1.320 -0.387 C8 LSE 5 LSE O5 O5 O 0 1 N N N 44.684 2.876 164.849 -2.770 1.930 0.154 O5 LSE 6 LSE C13 C13 C 0 1 N N N 45.211 1.509 164.999 -3.981 1.237 -0.156 C13 LSE 7 LSE C14 C14 C 0 1 N N N 45.639 1.292 166.381 -5.166 1.975 0.471 C14 LSE 8 LSE SI SI15 SI 0 0 N N N 46.155 -0.495 166.747 -6.744 1.072 0.067 SI15 LSE 9 LSE C18 C18 C 0 1 N N N 46.570 -0.676 168.520 -6.661 -0.660 0.748 C18 LSE 10 LSE C17 C17 C 0 1 N N N 44.799 -1.663 166.477 -8.187 1.970 0.831 C17 LSE 11 LSE C16 C16 C 0 1 N N N 47.558 -1.004 165.626 -6.964 1.003 -1.782 C16 LSE 12 LSE O2 O2 O 0 1 N N N 45.534 3.544 162.955 -1.403 0.040 0.217 O2 LSE 13 LSE C7 C7 C 0 1 N N S 45.454 3.680 161.523 -0.265 -0.671 -0.274 C7 LSE 14 LSE C11 C11 C 0 1 N N N 46.870 3.944 160.952 -0.175 -2.032 0.419 C11 LSE 15 LSE SE6 SE6 SE 0 0 N N N 48.022 2.319 161.138 -1.723 -3.124 -0.081 SE6 LSE 16 LSE C12 C12 C 0 1 N N N 47.794 1.103 159.518 -1.360 -4.769 0.922 C12 LSE 17 LSE C6 C6 C 0 1 N N S 44.447 4.904 161.225 1.003 0.136 0.016 C6 LSE 18 LSE O1 O1 O 0 1 N N N 44.323 5.061 159.860 2.137 -0.545 -0.525 O1 LSE 19 LSE C5 C5 C 0 1 N N S 44.955 6.159 159.267 3.349 -0.321 0.197 C5 LSE 20 LSE O O O 0 1 N N N 44.270 7.283 159.749 3.717 1.057 0.096 O LSE 21 LSE C4 C4 C 0 1 N N R 44.743 6.108 157.728 4.464 -1.189 -0.393 C4 LSE 22 LSE O7 O7 O 0 1 N N N 45.497 4.991 157.255 4.124 -2.569 -0.242 O7 LSE 23 LSE C3 C3 C 0 1 N N S 45.265 7.363 157.084 5.773 -0.899 0.347 C3 LSE 24 LSE O8 O8 O 0 1 N N N 44.885 7.371 155.733 6.834 -1.651 -0.245 O8 LSE 25 LSE C2 C2 C 0 1 N N R 44.639 8.558 157.755 6.085 0.597 0.242 C2 LSE 26 LSE O9 O9 O 0 1 N N N 43.195 8.644 157.478 6.286 0.948 -1.128 O9 LSE 27 LSE C1 C1 C 0 1 N N R 44.856 8.476 159.257 4.908 1.397 0.808 C1 LSE 28 LSE C C C 0 1 N N N 44.152 9.630 159.991 5.186 2.893 0.651 C LSE 29 LSE O10 O10 O 0 1 N N N 44.446 9.575 161.329 4.144 3.640 1.283 O10 LSE 30 LSE H1 H1 H 0 1 N N N 42.165 3.470 164.768 -1.331 3.958 -0.468 H1 LSE 31 LSE H2 H2 H 0 1 N N N 43.589 5.073 163.882 -0.289 2.361 0.974 H2 LSE 32 LSE H3 H3 H 0 1 N N N 42.739 3.634 161.318 0.807 1.409 -1.713 H3 LSE 33 LSE H4 H4 H 0 1 N N N 41.346 5.358 162.050 2.010 3.197 -0.679 H4 LSE 34 LSE H5 H5 H 0 1 N N N 44.001 2.150 163.037 -1.714 1.200 -1.464 H5 LSE 35 LSE H6 H6 H 0 1 N N N 44.424 0.784 164.742 -4.110 1.197 -1.237 H6 LSE 36 LSE H7 H7 H 0 1 N N N 46.070 1.373 164.325 -3.932 0.224 0.242 H7 LSE 37 LSE H8 H8 H 0 1 N N N 46.496 1.950 166.587 -5.037 2.015 1.553 H8 LSE 38 LSE H9 H9 H 0 1 N N N 44.805 1.556 167.048 -5.215 2.989 0.073 H9 LSE 39 LSE H10 H10 H 0 1 N N N 45.711 -0.363 169.132 -6.532 -0.620 1.829 H10 LSE 40 LSE H11 H11 H 0 1 N N N 46.810 -1.728 168.735 -7.585 -1.188 0.511 H11 LSE 41 LSE H12 H12 H 0 1 N N N 47.439 -0.046 168.759 -5.817 -1.186 0.301 H12 LSE 42 LSE H13 H13 H 0 1 N N N 43.950 -1.395 167.123 -8.236 2.984 0.433 H13 LSE 43 LSE H14 H14 H 0 1 N N N 44.485 -1.623 165.423 -9.110 1.442 0.594 H14 LSE 44 LSE H15 H15 H 0 1 N N N 45.138 -2.681 166.720 -8.058 2.011 1.912 H15 LSE 45 LSE H16 H16 H 0 1 N N N 47.848 -2.042 165.848 -6.120 0.477 -2.229 H16 LSE 46 LSE H17 H17 H 0 1 N N N 47.234 -0.930 164.577 -7.888 0.475 -2.018 H17 LSE 47 LSE H18 H18 H 0 1 N N N 48.419 -0.340 165.792 -7.013 2.017 -2.180 H18 LSE 48 LSE H19 H19 H 0 1 N N N 45.041 2.769 161.066 -0.364 -0.817 -1.350 H19 LSE 49 LSE H20 H20 H 0 1 N N N 47.331 4.778 161.501 0.741 -2.537 0.111 H20 LSE 50 LSE H21 H21 H 0 1 N N N 46.787 4.208 159.887 -0.164 -1.889 1.500 H21 LSE 51 LSE H22 H22 H 0 1 N N N 48.432 0.214 159.633 -0.409 -5.189 0.599 H22 LSE 52 LSE H23 H23 H 0 1 N N N 46.742 0.791 159.439 -1.314 -4.542 1.987 H23 LSE 53 LSE H24 H24 H 0 1 N N N 48.084 1.647 158.607 -2.158 -5.489 0.739 H24 LSE 54 LSE H25 H25 H 0 1 N N N 44.841 5.810 161.709 1.125 0.248 1.094 H25 LSE 55 LSE H26 H26 H 0 1 N N N 46.030 6.196 159.497 3.202 -0.581 1.245 H26 LSE 56 LSE H27 H27 H 0 1 N N N 43.672 5.987 157.509 4.584 -0.958 -1.451 H27 LSE 57 LSE H28 H28 H 0 1 N N N 45.172 4.195 157.659 3.302 -2.822 -0.682 H28 LSE 58 LSE H29 H29 H 0 1 N N N 46.359 7.408 157.191 5.668 -1.177 1.396 H29 LSE 59 LSE H30 H30 H 0 1 N N N 45.210 8.161 155.317 6.699 -2.608 -0.220 H30 LSE 60 LSE H31 H31 H 0 1 N N N 45.131 9.468 157.381 6.986 0.822 0.813 H31 LSE 61 LSE H32 H32 H 0 1 N N N 42.833 9.406 157.915 7.014 0.475 -1.553 H32 LSE 62 LSE H33 H33 H 0 1 N N N 45.933 8.508 159.477 4.781 1.159 1.864 H33 LSE 63 LSE H34 H34 H 0 1 N N N 44.498 10.590 159.580 6.141 3.136 1.118 H34 LSE 64 LSE H35 H35 H 0 1 N N N 43.064 9.542 159.852 5.224 3.147 -0.408 H35 LSE 65 LSE H36 H36 H 0 1 N N N 44.010 10.289 161.779 4.255 4.598 1.223 H36 LSE 66 # # 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 LSE O8 C3 SING N N 1 LSE C3 C4 SING N N 2 LSE C3 C2 SING N N 3 LSE O7 C4 SING N N 4 LSE O9 C2 SING N N 5 LSE C4 C5 SING N N 6 LSE C2 C1 SING N N 7 LSE C1 O SING N N 8 LSE C1 C SING N N 9 LSE C5 O SING N N 10 LSE C5 O1 SING N N 11 LSE C12 SE6 SING N N 12 LSE O1 C6 SING N N 13 LSE C O10 SING N N 14 LSE C11 SE6 SING N N 15 LSE C11 C7 SING N N 16 LSE C6 C7 SING N N 17 LSE C6 C10 SING N N 18 LSE C7 O2 SING N N 19 LSE O3 C10 SING N N 20 LSE C10 C9 SING N N 21 LSE O2 C8 SING N N 22 LSE C9 C8 SING N N 23 LSE C9 O4 SING N N 24 LSE C8 O5 SING N N 25 LSE O5 C13 SING N N 26 LSE C13 C14 SING N N 27 LSE C16 SI SING N N 28 LSE C14 SI SING N N 29 LSE C17 SI SING N N 30 LSE SI C18 SING N N 31 LSE O4 H1 SING N N 32 LSE C9 H2 SING N N 33 LSE C10 H3 SING N N 34 LSE O3 H4 SING N N 35 LSE C8 H5 SING N N 36 LSE C13 H6 SING N N 37 LSE C13 H7 SING N N 38 LSE C14 H8 SING N N 39 LSE C14 H9 SING N N 40 LSE C18 H10 SING N N 41 LSE C18 H11 SING N N 42 LSE C18 H12 SING N N 43 LSE C17 H13 SING N N 44 LSE C17 H14 SING N N 45 LSE C17 H15 SING N N 46 LSE C16 H16 SING N N 47 LSE C16 H17 SING N N 48 LSE C16 H18 SING N N 49 LSE C7 H19 SING N N 50 LSE C11 H20 SING N N 51 LSE C11 H21 SING N N 52 LSE C12 H22 SING N N 53 LSE C12 H23 SING N N 54 LSE C12 H24 SING N N 55 LSE C6 H25 SING N N 56 LSE C5 H26 SING N N 57 LSE C4 H27 SING N N 58 LSE O7 H28 SING N N 59 LSE C3 H29 SING N N 60 LSE O8 H30 SING N N 61 LSE C2 H31 SING N N 62 LSE O9 H32 SING N N 63 LSE C1 H33 SING N N 64 LSE C H34 SING N N 65 LSE C H35 SING N N 66 LSE O10 H36 SING N N 67 # # 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 LSE SMILES ACDLabs 12.01 "O(C1C(OC(OCC[Si](C)(C)C)C(O)C1O)C[Se]C)C2OC(C(O)C(O)C2O)CO" LSE InChI InChI 1.03 "InChI=1S/C18H36O10SeSi/c1-29-8-10-16(28-18-14(23)12(21)11(20)9(7-19)26-18)13(22)15(24)17(27-10)25-5-6-30(2,3)4/h9-24H,5-8H2,1-4H3/t9-,10-,11+,12+,13-,14-,15-,16-,17-,18+/m1/s1" LSE InChIKey InChI 1.03 DAHDBHYUNUXOAL-MUKCROHVSA-N LSE SMILES_CANONICAL CACTVS 3.385 "C[Se]C[C@H]1O[C@@H](OCC[Si](C)(C)C)[C@H](O)[C@@H](O)[C@@H]1O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O" LSE SMILES CACTVS 3.385 "C[Se]C[CH]1O[CH](OCC[Si](C)(C)C)[CH](O)[CH](O)[CH]1O[CH]2O[CH](CO)[CH](O)[CH](O)[CH]2O" LSE SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[Si](C)(C)CCO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)C[Se]C)O[C@H]2[C@@H]([C@H]([C@H]([C@H](O2)CO)O)O)O)O)O" LSE SMILES "OpenEye OEToolkits" 1.7.6 "C[Si](C)(C)CCOC1C(C(C(C(O1)C[Se]C)OC2C(C(C(C(O2)CO)O)O)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 LSE "SYSTEMATIC NAME" ACDLabs 12.01 "2-(trimethylsilyl)ethyl 4-O-beta-D-galactopyranosyl-6-Se-methyl-6-seleno-beta-D-glucopyranoside" LSE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-[(2S,3S,4R,5R,6R)-2-(methylselanylmethyl)-4,5-bis(oxidanyl)-6-(2-trimethylsilylethoxy)oxan-3-yl]oxy-oxane-3,4,5-triol" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site LSE "Create component" 2013-12-03 PDBJ LSE "Initial release" 2014-11-05 RCSB LSE "Other modification" 2020-02-14 RCSB ##