data_XTG # _chem_comp.id XTG _chem_comp.name "4-NITROPHENYL 6-THIO-6-S-ALPHA-D-XYLOPYRANOSYL-BETA-D-GLUCOPYRANOSIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H23 N O11 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "4-NITROPHENYL-(6-S-ALPHA-D-XYLOPYRANOSYL)-BETA-D-GLUCOPYRANOSIDE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-11-17 _chem_comp.pdbx_modified_date 2021-03-01 _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 449.430 _chem_comp.one_letter_code ? _chem_comp.three_letter_code XTG _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 2F2H _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # # 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 XTG C14 C14 C 0 1 Y N N 141.386 60.115 132.666 -2.968 2.858 -1.182 C14 XTG 1 XTG C13 C13 C 0 1 Y N N 141.337 58.728 132.666 -2.192 3.937 -0.805 C13 XTG 2 XTG C12 C12 C 0 1 Y N N 142.467 57.986 132.327 -1.217 3.784 0.164 C12 XTG 3 XTG N1 N1 N 1 1 N N N 142.446 56.630 132.306 -0.386 4.941 0.566 N1 XTG 4 XTG O10 O10 O -1 1 N N N 143.604 55.992 131.815 -0.561 6.027 0.043 O10 XTG 5 XTG O11 O11 O 0 1 N N N 141.318 55.826 132.756 0.472 4.807 1.419 O11 XTG 6 XTG C17 C17 C 0 1 Y N N 143.630 58.674 131.972 -1.017 2.551 0.758 C17 XTG 7 XTG C16 C16 C 0 1 Y N N 143.677 60.056 131.979 -1.795 1.471 0.388 C16 XTG 8 XTG C15 C15 C 0 1 Y N N 142.550 60.789 132.331 -2.769 1.621 -0.588 C15 XTG 9 XTG O1 O1 O 0 1 N N N 142.525 62.150 132.394 -3.532 0.558 -0.957 O1 XTG 10 XTG C1 C1 C 0 1 N N S 143.790 62.849 132.701 -3.093 -0.556 -0.177 C1 XTG 11 XTG O5 O5 O 0 1 N N N 144.605 62.295 133.747 -1.749 -0.879 -0.526 O5 XTG 12 XTG C2 C2 C 0 1 N N R 143.523 64.313 133.103 -4.003 -1.756 -0.450 C2 XTG 13 XTG O2 O2 O 0 1 N N N 142.728 64.901 132.113 -5.352 -1.418 -0.125 O2 XTG 14 XTG C3 C3 C 0 1 N N S 144.833 65.072 133.241 -3.545 -2.936 0.414 C3 XTG 15 XTG O3 O3 O 0 1 N N N 144.625 66.378 133.662 -4.289 -4.105 0.063 O3 XTG 16 XTG C4 C4 C 0 1 N N S 145.681 64.286 134.193 -2.053 -3.178 0.163 C4 XTG 17 XTG O4 O4 O 0 1 N N N 146.959 64.832 134.322 -1.571 -4.176 1.065 O4 XTG 18 XTG C5 C5 C 0 1 N N S 145.842 62.930 133.562 -1.291 -1.870 0.391 C5 XTG 19 XTG C6 C6 C 0 1 N N N 147.105 62.356 134.111 0.205 -2.109 0.177 C6 XTG 20 XTG S6 S6 S 0 1 N N N 146.870 60.970 135.251 1.124 -0.602 0.595 S6 XTG 21 XTG C7 C7 C 0 1 N N R 147.709 61.192 136.910 2.816 -1.161 0.257 C7 XTG 22 XTG O9 O9 O 0 1 N N N 146.901 60.738 138.003 2.990 -1.324 -1.150 O9 XTG 23 XTG C11 C11 C 0 1 N N N 146.778 59.287 138.082 4.264 -1.931 -1.360 C11 XTG 24 XTG C10 C10 C 0 1 N N R 148.102 58.495 138.118 5.374 -0.955 -0.964 C10 XTG 25 XTG O8 O8 O 0 1 N N N 147.775 57.096 137.888 5.259 0.241 -1.738 O8 XTG 26 XTG C9 C9 C 0 1 N N S 149.079 59.022 137.036 5.238 -0.618 0.525 C9 XTG 27 XTG O7 O7 O 0 1 N N N 150.365 58.339 137.141 5.491 -1.785 1.310 O7 XTG 28 XTG C8 C8 C 0 1 N N R 149.120 60.582 137.112 3.809 -0.123 0.785 C8 XTG 29 XTG O6 O6 O 0 1 N N N 149.997 61.292 136.208 3.603 1.121 0.112 O6 XTG 30 XTG H14 H14 H 0 1 N N N 140.503 60.678 132.931 -3.729 2.979 -1.939 H14 XTG 31 XTG H13 H13 H 0 1 N N N 140.420 58.222 132.930 -2.346 4.901 -1.267 H13 XTG 32 XTG H17 H17 H 0 1 N N N 144.509 58.116 131.687 -0.255 2.434 1.514 H17 XTG 33 XTG H16 H16 H 0 1 N N N 144.590 60.566 131.711 -1.638 0.508 0.852 H16 XTG 34 XTG H1 H1 H 0 1 N N N 144.348 62.739 131.759 -3.141 -0.299 0.881 H1 XTG 35 XTG H2 H2 H 0 1 N N N 143.007 64.346 134.074 -3.939 -2.030 -1.504 H2 XTG 36 XTG HO2 HO2 H 0 1 N N N 141.850 65.034 132.449 -5.595 -0.669 -0.687 HO2 XTG 37 XTG H3 H3 H 0 1 N N N 145.342 65.167 132.271 -3.707 -2.703 1.467 H3 XTG 38 XTG HO3 HO3 H 0 1 N N N 144.577 66.402 134.611 -5.221 -3.903 0.225 HO3 XTG 39 XTG H4 H4 H 0 1 N N N 145.210 64.271 135.187 -1.905 -3.513 -0.864 H4 XTG 40 XTG HO4 HO4 H 0 1 N N N 147.339 64.956 133.460 -2.082 -4.978 0.893 HO4 XTG 41 XTG H5 H5 H 0 1 N N N 146.010 62.854 132.478 -1.460 -1.526 1.412 H5 XTG 42 XTG H61 1H6 H 0 1 N N N 147.591 63.158 134.686 0.386 -2.368 -0.866 H61 XTG 43 XTG H62 2H6 H 0 1 N N N 147.707 61.996 133.264 0.538 -2.927 0.817 H62 XTG 44 XTG H7 H7 H 0 1 N N N 147.843 62.284 136.901 2.990 -2.114 0.756 H7 XTG 45 XTG H111 1H11 H 0 0 N N N 146.269 58.979 137.157 4.370 -2.193 -2.412 H111 XTG 46 XTG H112 2H11 H 0 0 N N N 146.232 59.054 139.008 4.340 -2.832 -0.752 H112 XTG 47 XTG H10 H10 H 0 1 N N N 148.602 58.615 139.090 6.346 -1.415 -1.146 H10 XTG 48 XTG HO8 HO8 H 0 1 N N N 147.704 56.936 136.954 5.347 -0.017 -2.665 HO8 XTG 49 XTG H9 H9 H 0 1 N N N 148.735 58.785 136.018 5.950 0.164 0.792 H9 XTG 50 XTG HO7 HO7 H 0 1 N N N 150.717 58.191 136.271 6.398 -2.061 1.116 HO7 XTG 51 XTG H8 H8 H 0 1 N N N 149.534 60.725 138.121 3.659 0.013 1.856 H8 XTG 52 XTG HO6 HO6 H 0 1 N N N 149.547 61.448 135.386 2.693 1.392 0.297 HO6 XTG 53 # # 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 XTG C14 C13 DOUB Y N 1 XTG C14 C15 SING Y N 2 XTG C14 H14 SING N N 3 XTG C13 C12 SING Y N 4 XTG C13 H13 SING N N 5 XTG C12 N1 SING N N 6 XTG C12 C17 DOUB Y N 7 XTG N1 O10 SING N N 8 XTG N1 O11 DOUB N N 9 XTG C17 C16 SING Y N 10 XTG C17 H17 SING N N 11 XTG C16 C15 DOUB Y N 12 XTG C16 H16 SING N N 13 XTG C15 O1 SING N N 14 XTG O1 C1 SING N N 15 XTG C1 O5 SING N N 16 XTG C1 C2 SING N N 17 XTG C1 H1 SING N N 18 XTG O5 C5 SING N N 19 XTG C2 O2 SING N N 20 XTG C2 C3 SING N N 21 XTG C2 H2 SING N N 22 XTG O2 HO2 SING N N 23 XTG C3 O3 SING N N 24 XTG C3 C4 SING N N 25 XTG C3 H3 SING N N 26 XTG O3 HO3 SING N N 27 XTG C4 O4 SING N N 28 XTG C4 C5 SING N N 29 XTG C4 H4 SING N N 30 XTG O4 HO4 SING N N 31 XTG C5 C6 SING N N 32 XTG C5 H5 SING N N 33 XTG C6 S6 SING N N 34 XTG C6 H61 SING N N 35 XTG C6 H62 SING N N 36 XTG S6 C7 SING N N 37 XTG C7 O9 SING N N 38 XTG C7 C8 SING N N 39 XTG C7 H7 SING N N 40 XTG O9 C11 SING N N 41 XTG C11 C10 SING N N 42 XTG C11 H111 SING N N 43 XTG C11 H112 SING N N 44 XTG C10 O8 SING N N 45 XTG C10 C9 SING N N 46 XTG C10 H10 SING N N 47 XTG O8 HO8 SING N N 48 XTG C9 O7 SING N N 49 XTG C9 C8 SING N N 50 XTG C9 H9 SING N N 51 XTG O7 HO7 SING N N 52 XTG C8 O6 SING N N 53 XTG C8 H8 SING N N 54 XTG O6 HO6 SING N N 55 # # 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 XTG SMILES ACDLabs 10.04 "[O-][N+](=O)c3ccc(OC2OC(CSC1OCC(O)C(O)C1O)C(O)C(O)C2O)cc3" XTG SMILES_CANONICAL CACTVS 3.341 "O[C@@H]1CO[C@H](SC[C@H]2O[C@@H](Oc3ccc(cc3)[N+]([O-])=O)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H]1O" XTG SMILES CACTVS 3.341 "O[CH]1CO[CH](SC[CH]2O[CH](Oc3ccc(cc3)[N+]([O-])=O)[CH](O)[CH](O)[CH]2O)[CH](O)[CH]1O" XTG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1[N+](=O)[O-])O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CS[C@@H]3[C@@H]([C@H]([C@@H](CO3)O)O)O)O)O)O" XTG SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1[N+](=O)[O-])OC2C(C(C(C(O2)CSC3C(C(C(CO3)O)O)O)O)O)O" XTG InChI InChI 1.03 "InChI=1S/C17H23NO11S/c19-9-5-27-17(15(24)11(9)20)30-6-10-12(21)13(22)14(23)16(29-10)28-8-3-1-7(2-4-8)18(25)26/h1-4,9-17,19-24H,5-6H2/t9-,10-,11+,12-,13+,14-,15-,16-,17-/m1/s1" XTG InChIKey InChI 1.03 HQYVHBCTLFPWRQ-ZMFOIVQCSA-N # # 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 XTG "SYSTEMATIC NAME" ACDLabs 10.04 "4-nitrophenyl 6-thio-6-S-alpha-D-xylopyranosyl-beta-D-glucopyranoside" XTG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S,3R,4S,5S,6S)-2-(4-nitrophenoxy)-6-[[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]sulfanylmethyl]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 XTG "Create component" 2005-11-17 RCSB XTG "Modify descriptor" 2011-06-04 RCSB XTG "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id XTG _pdbx_chem_comp_synonyms.name "4-NITROPHENYL-(6-S-ALPHA-D-XYLOPYRANOSYL)-BETA-D-GLUCOPYRANOSIDE" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##