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                    2008-10-14 
_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                        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 InChI            InChI                1.02b InChI=1/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                1.02b HQYVHBCTLFPWRQ-ZMFOIVQCBO                                                                                                                                                     
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                                                                                                                 
# 
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 
# 
