data_XS2
# 
_chem_comp.id                                    XS2 
_chem_comp.name                                  METHYL4,4II,4III,4IV-TETRATHIO-BETA-D-XYLOPENTOSIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H44 O17 S4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-10-14 
_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                        756.877 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     XS2 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1XNK 
_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 
XS2 C1   C1   C 0 1 N N S 20.644 22.956 9.308  3.088  -1.962 9.810   C1   XS2 1  
XS2 O1   O1   O 0 1 N N N 21.358 22.241 8.307  2.553  -2.735 10.883  O1   XS2 2  
XS2 C6   C6   C 0 1 N N N 22.012 23.109 7.392  3.264  -3.953 11.048  C6   XS2 3  
XS2 C2   C2   C 0 1 N N R 21.500 23.102 10.568 2.304  -0.659 9.655   C2   XS2 4  
XS2 O2   O2   O 0 1 N N N 22.764 23.650 10.222 2.296  0.028  10.903  O2   XS2 5  
XS2 C3   C3   C 0 1 N N R 21.700 21.744 11.249 0.872  -0.922 9.178   C3   XS2 6  
XS2 O3   O3   O 0 1 N N N 22.347 21.940 12.498 0.261  0.324  8.845   O3   XS2 7  
XS2 C4   C4   C 0 1 N N R 20.366 21.015 11.477 0.902  -1.810 7.927   C4   XS2 8  
XS2 S1   S1   S 0 1 N N N 20.677 19.288 12.014 -0.783 -2.334 7.455   S1   XS2 9  
XS2 C5   C5   C 0 1 N N N 19.544 20.992 10.181 1.776  -3.045 8.140   C5   XS2 10 
XS2 O6   O6   O 0 1 N N N 19.410 22.323 9.634  3.089  -2.680 8.575   O6   XS2 11 
XS2 C7   C7   C 0 1 N N S 19.674 19.131 13.518 -0.345 -3.242 5.929   C7   XS2 12 
XS2 C8   C8   C 0 1 N N R 18.695 17.953 13.470 -1.607 -3.823 5.278   C8   XS2 13 
XS2 O8   O8   O 0 1 N N N 17.770 18.139 12.405 -2.190 -4.812 6.125   O8   XS2 14 
XS2 C9   C9   C 0 1 N N R 17.933 17.850 14.789 -1.276 -4.494 3.937   C9   XS2 15 
XS2 O9   O9   O 0 1 N N N 17.167 16.657 14.795 -2.510 -4.785 3.280   O9   XS2 16 
XS2 C10  C10  C 0 1 N N R 18.878 17.853 15.999 -0.422 -3.570 3.063   C10  XS2 17 
XS2 S2   S2   S 0 1 N N N 17.876 17.993 17.520 0.157  -4.437 1.564   S2   XS2 18 
XS2 C11  C11  C 0 1 N N N 19.853 19.034 15.899 0.775  -3.042 3.846   C11  XS2 19 
XS2 O12  O12  O 0 1 N N N 20.556 18.993 14.638 0.330  -2.368 5.024   O12  XS2 20 
XS2 C13  C13  C 0 1 N N S 19.070 17.844 18.883 1.028  -3.032 0.781   C13  XS2 21 
XS2 C14  C14  C 0 1 N N R 18.715 18.768 20.049 1.646  -3.468 -0.553  C14  XS2 22 
XS2 O14  O14  O 0 1 N N N 18.708 20.116 19.609 2.667  -4.440 -0.331  O14  XS2 23 
XS2 C15  C15  C 0 1 N N R 19.726 18.597 21.180 2.286  -2.277 -1.279  C15  XS2 24 
XS2 O15  O15  O 0 1 N N N 19.321 19.373 22.300 2.614  -2.699 -2.604  O15  XS2 25 
XS2 C16  C16  C 0 1 N N R 19.823 17.123 21.585 1.320  -1.089 -1.333  C16  XS2 26 
XS2 S3   S3   S 0 1 N N N 21.132 16.887 22.830 2.145  0.398  -1.998  S3   XS2 27 
XS2 C17  C17  C 0 1 N N N 20.117 16.266 20.346 0.758  -0.789 0.053   C17  XS2 28 
XS2 O18  O18  O 0 1 N N N 19.108 16.482 19.333 0.117  -1.950 0.583   O18  XS2 29 
XS2 C19  C19  C 0 1 N N R ?      ?      ?      2.675  -0.305 -3.603  C19  XS2 30 
XS2 C21  C21  C 0 1 N N R ?      ?      ?      3.804  0.190  -5.809  C21  XS2 31 
XS2 O21  O21  O 0 1 N N N ?      ?      ?      4.764  -0.854 -5.623  O21  XS2 32 
XS2 C20  C20  C 0 1 N N S ?      ?      ?      3.430  0.750  -4.428  C20  XS2 33 
XS2 O20  O20  O 0 1 N N N ?      ?      ?      4.625  1.166  -3.776  O20  XS2 34 
XS2 O24  O24  O 0 1 N N N ?      ?      ?      1.527  -0.770 -4.321  O24  XS2 35 
XS2 C23  C23  C 0 1 N N N ?      ?      ?      1.853  -1.374 -5.576  C23  XS2 36 
XS2 C22  C22  C 0 1 N N S ?      ?      ?      2.540  -0.356 -6.485  C22  XS2 37 
XS2 S4   S4   S 0 1 N N N ?      ?      ?      2.905  -1.104 -8.106  S4   XS2 38 
XS2 C25  C25  C 0 1 N N S ?      ?      ?      3.689  0.348  -8.888  C25  XS2 39 
XS2 O30  O30  O 0 1 N N N ?      ?      ?      2.794  1.467  -8.881  O30  XS2 40 
XS2 C29  C29  C 0 1 N N N ?      ?      ?      3.411  2.660  -9.362  C29  XS2 41 
XS2 C28  C28  C 0 1 N N R ?      ?      ?      3.887  2.499  -10.802 C28  XS2 42 
XS2 C27  C27  C 0 1 N N S ?      ?      ?      4.796  1.274  -10.933 C27  XS2 43 
XS2 O27  O27  O 0 1 N N N ?      ?      ?      5.088  1.025  -12.304 O27  XS2 44 
XS2 C26  C26  C 0 1 N N S ?      ?      ?      4.130  0.035  -10.324 C26  XS2 45 
XS2 O26  O26  O 0 1 N N N ?      ?      ?      2.980  -0.306 -11.103 O26  XS2 46 
XS2 O28  O28  O 0 1 N N N ?      ?      ?      4.588  3.671  -11.205 O28  XS2 47 
XS2 H1   H1   H 0 1 N N N 20.416 23.952 8.901  4.128  -1.741 10.073  H1   XS2 48 
XS2 H61  1H6  H 0 1 N N N 22.181 24.086 7.869  4.181  -3.924 10.454  H61  XS2 49 
XS2 H62  2H6  H 0 1 N N N 22.978 22.672 7.099  2.636  -4.788 10.729  H62  XS2 50 
XS2 H63  3H6  H 0 1 N N N 21.383 23.241 6.499  3.520  -4.074 12.103  H63  XS2 51 
XS2 H23  H23  H 0 1 N N N 20.981 23.773 11.269 2.808  -0.007 8.931   H23  XS2 52 
XS2 HO2  HO2  H 0 1 N N N 22.810 23.772 9.281  3.157  0.466  10.985  HO2  XS2 53 
XS2 H18  H18  H 0 1 N N N 22.317 21.119 10.586 0.282  -1.369 9.987   H18  XS2 54 
XS2 HO3  HO3  H 0 1 N N N 23.287 21.984 12.365 -0.547 0.109  8.354   HO3  XS2 55 
XS2 H4   H4   H 0 1 N N N 19.807 21.552 12.257 1.300  -1.225 7.089   H4   XS2 56 
XS2 H51  1H5  H 0 1 N N N 20.052 20.351 9.445  1.342  -3.740 8.868   H51  XS2 57 
XS2 H52  2H5  H 0 1 N N N 18.541 20.600 10.406 1.895  -3.595 7.199   H52  XS2 58 
XS2 H7   H7   H 0 1 N N N 19.057 20.037 13.609 0.335  -4.044 6.237   H7   XS2 59 
XS2 H17  H17  H 0 1 N N N 19.264 17.026 13.306 -2.360 -3.042 5.109   H17  XS2 60 
XS2 HO8  HO8  H 0 1 N N N 16.888 18.180 12.755 -2.999 -4.420 6.487   HO8  XS2 61 
XS2 H12  H12  H 0 1 N N N 17.278 18.730 14.871 -0.773 -5.452 4.120   H12  XS2 62 
XS2 HO9  HO9  H 0 1 N N N 16.996 16.386 13.901 -2.954 -3.935 3.142   HO9  XS2 63 
XS2 H10  H10  H 0 1 N N N 19.462 16.921 16.022 -1.042 -2.729 2.727   H10  XS2 64 
XS2 H111 1H11 H 0 0 N N N 19.290 19.976 15.970 1.471  -3.839 4.133   H111 XS2 65 
XS2 H112 2H11 H 0 0 N N N 20.582 18.969 16.720 1.334  -2.311 3.251   H112 XS2 66 
XS2 H13  H13  H 0 1 N N N 20.059 18.146 18.509 1.808  -2.727 1.488   H13  XS2 67 
XS2 H14  H14  H 0 1 N N N 17.714 18.504 20.422 0.891  -3.921 -1.209  H14  XS2 68 
XS2 H11  H11  H 0 1 N N N 18.706 20.695 20.362 3.457  -4.116 -0.789  H11  XS2 69 
XS2 H15  H15  H 0 1 N N N 20.713 18.937 20.832 3.227  -2.007 -0.784  H15  XS2 70 
XS2 H9   H9   H 0 1 N N N 19.231 18.810 23.060 1.776  -2.757 -3.087  H9   XS2 71 
XS2 H16  H16  H 0 1 N N N 18.864 16.812 22.025 0.498  -1.333 -2.017  H16  XS2 72 
XS2 H171 1H17 H 0 0 N N N 21.101 16.543 19.940 1.534  -0.458 0.756   H171 XS2 73 
XS2 H172 2H17 H 0 0 N N N 20.111 15.205 20.636 0.000  0.000  -0.000  H172 XS2 74 
XS2 H19  H19  H 0 1 N N N ?      ?      ?      3.322  -1.157 -3.362  H19  XS2 75 
XS2 H21  H21  H 0 1 N N N ?      ?      ?      4.285  0.967  -6.414  H21  XS2 76 
XS2 H6   H6   H 0 1 N N N ?      ?      ?      5.527  -0.622 -6.172  H6   XS2 77 
XS2 H20  H20  H 0 1 N N N ?      ?      ?      2.798  1.635  -4.578  H20  XS2 78 
XS2 H8   H8   H 0 1 N N N ?      ?      ?      5.195  1.550  -4.461  H8   XS2 79 
XS2 H231 1H23 H 0 0 N N N ?      ?      ?      0.910  -1.713 -6.019  H231 XS2 80 
XS2 H232 2H23 H 0 0 N N N ?      ?      ?      2.470  -2.263 -5.392  H232 XS2 81 
XS2 H22  H22  H 0 1 N N N ?      ?      ?      1.854  0.483  -6.657  H22  XS2 82 
XS2 H25  H25  H 0 1 N N N ?      ?      ?      4.561  0.596  -8.272  H25  XS2 83 
XS2 H291 1H29 H 0 0 N N N ?      ?      ?      4.237  2.942  -8.697  H291 XS2 84 
XS2 H292 2H29 H 0 0 N N N ?      ?      ?      2.678  3.472  -9.301  H292 XS2 85 
XS2 H28  H28  H 0 1 N N N ?      ?      ?      3.027  2.391  -11.473 H28  XS2 86 
XS2 H27  H27  H 0 1 N N N ?      ?      ?      5.753  1.469  -10.436 H27  XS2 87 
XS2 H3   H3   H 0 1 N N N ?      ?      ?      5.340  1.877  -12.693 H3   XS2 88 
XS2 H26  H26  H 0 1 N N N ?      ?      ?      4.816  -0.817 -10.367 H26  XS2 89 
XS2 H5   H5   H 0 1 N N N ?      ?      ?      2.980  0.293  -11.864 H5   XS2 90 
XS2 H2   H2   H 0 1 N N N ?      ?      ?      4.046  4.096  -11.888 H2   XS2 91 
# 
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 
XS2 C1  O1   SING N N 1  
XS2 C1  C2   SING N N 2  
XS2 C1  O6   SING N N 3  
XS2 C1  H1   SING N N 4  
XS2 O1  C6   SING N N 5  
XS2 C6  H61  SING N N 6  
XS2 C6  H62  SING N N 7  
XS2 C6  H63  SING N N 8  
XS2 C2  O2   SING N N 9  
XS2 C2  C3   SING N N 10 
XS2 C2  H23  SING N N 11 
XS2 O2  HO2  SING N N 12 
XS2 C3  O3   SING N N 13 
XS2 C3  C4   SING N N 14 
XS2 C3  H18  SING N N 15 
XS2 O3  HO3  SING N N 16 
XS2 C4  S1   SING N N 17 
XS2 C4  C5   SING N N 18 
XS2 C4  H4   SING N N 19 
XS2 S1  C7   SING N N 20 
XS2 C5  O6   SING N N 21 
XS2 C5  H51  SING N N 22 
XS2 C5  H52  SING N N 23 
XS2 C7  C8   SING N N 24 
XS2 C7  O12  SING N N 25 
XS2 C7  H7   SING N N 26 
XS2 C8  O8   SING N N 27 
XS2 C8  C9   SING N N 28 
XS2 C8  H17  SING N N 29 
XS2 O8  HO8  SING N N 30 
XS2 C9  O9   SING N N 31 
XS2 C9  C10  SING N N 32 
XS2 C9  H12  SING N N 33 
XS2 O9  HO9  SING N N 34 
XS2 C10 S2   SING N N 35 
XS2 C10 C11  SING N N 36 
XS2 C10 H10  SING N N 37 
XS2 S2  C13  SING N N 38 
XS2 C11 O12  SING N N 39 
XS2 C11 H111 SING N N 40 
XS2 C11 H112 SING N N 41 
XS2 C13 C14  SING N N 42 
XS2 C13 O18  SING N N 43 
XS2 C13 H13  SING N N 44 
XS2 C14 O14  SING N N 45 
XS2 C14 C15  SING N N 46 
XS2 C14 H14  SING N N 47 
XS2 O14 H11  SING N N 48 
XS2 C15 O15  SING N N 49 
XS2 C15 C16  SING N N 50 
XS2 C15 H15  SING N N 51 
XS2 O15 H9   SING N N 52 
XS2 C16 S3   SING N N 53 
XS2 C16 C17  SING N N 54 
XS2 C16 H16  SING N N 55 
XS2 S3  C19  SING N N 56 
XS2 C17 O18  SING N N 57 
XS2 C17 H171 SING N N 58 
XS2 C17 H172 SING N N 59 
XS2 C19 C20  SING N N 60 
XS2 C19 O24  SING N N 61 
XS2 C19 H19  SING N N 62 
XS2 C21 O21  SING N N 63 
XS2 C21 C20  SING N N 64 
XS2 C21 C22  SING N N 65 
XS2 C21 H21  SING N N 66 
XS2 O21 H6   SING N N 67 
XS2 C20 O20  SING N N 68 
XS2 C20 H20  SING N N 69 
XS2 O20 H8   SING N N 70 
XS2 O24 C23  SING N N 71 
XS2 C23 C22  SING N N 72 
XS2 C23 H231 SING N N 73 
XS2 C23 H232 SING N N 74 
XS2 C22 S4   SING N N 75 
XS2 C22 H22  SING N N 76 
XS2 S4  C25  SING N N 77 
XS2 C25 O30  SING N N 78 
XS2 C25 C26  SING N N 79 
XS2 C25 H25  SING N N 80 
XS2 O30 C29  SING N N 81 
XS2 C29 C28  SING N N 82 
XS2 C29 H291 SING N N 83 
XS2 C29 H292 SING N N 84 
XS2 C28 C27  SING N N 85 
XS2 C28 O28  SING N N 86 
XS2 C28 H28  SING N N 87 
XS2 C27 O27  SING N N 88 
XS2 C27 C26  SING N N 89 
XS2 C27 H27  SING N N 90 
XS2 O27 H3   SING N N 91 
XS2 C26 O26  SING N N 92 
XS2 C26 H26  SING N N 93 
XS2 O26 H5   SING N N 94 
XS2 O28 H2   SING N N 95 
# 
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 
XS2 SMILES           ACDLabs              10.04 S(C2COC(SC1C(O)C(O)C(OC)OC1)C(O)C2O)C5OCC(SC4OCC(SC3OCC(O)C(O)C3O)C(O)C4O)C(O)C5O 
XS2 InChI            InChI                1.02b 
;InChI=1/C26H44O17S4/c1-38-22-17(33)13(29)8(3-39-22)44-24-19(35)15(31)10(5-41-24)46-26-21(37)16(32)11(6-43-26)47-25-20(36)14(30)9(4-42-25)45-23-18(34)12(28)7(27)2-40-23/h7-37H,2-6H2,1H3/t7?,8-,9?,10-,11-,12?,13+,14?,15+,16+,17-,18?,19-,20?,21-,22+,23?,24+,25?,26+/m1/s1
;
XS2 InChIKey         InChI                1.02b MQRAMLPDLLEUIE-FUWKBOSUBC 
XS2 SMILES_CANONICAL CACTVS               3.341 CO[C@H]1OC[C@@H](S[C@@H]2OC[C@@H](S[C@@H]3OC[C@@H](SC4OCC(SC5OCC(O)C(O)C5O)C(O)C4O)[C@H](O)[C@H]3O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O 
XS2 SMILES           CACTVS               3.341 CO[CH]1OC[CH](S[CH]2OC[CH](S[CH]3OC[CH](SC4OCC(SC5OCC(O)C(O)C5O)C(O)C4O)[CH](O)[CH]3O)[CH](O)[CH]2O)[CH](O)[CH]1O 
XS2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CO[C@@H]1[C@@H]([C@H]([C@@H](CO1)S[C@H]2[C@@H]([C@H]([C@@H](CO2)S[C@H]3[C@@H]([C@H]([C@@H](CO3)S[C@@H]4[C@H]([C@H]([C@H](CO4)S[C@H]5[C@H]([C@H]([C@@H](CO5)O)O)O)O)O)O)O)O)O)O)O 
XS2 SMILES           "OpenEye OEToolkits" 1.5.0 COC1C(C(C(CO1)SC2C(C(C(CO2)SC3C(C(C(CO3)SC4C(C(C(CO4)SC5C(C(C(CO5)O)O)O)O)O)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 
XS2 "SYSTEMATIC NAME" ACDLabs              10.04 "methyl pentopyranosyl-(1->4)-4-thiopentopyranosyl-(1->4)-4-thio-beta-D-xylopyranosyl-(1->4)-4-thio-beta-D-xylopyranosyl-(1->4)-4-thio-alpha-D-xylopyranoside" 
XS2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 
(2S,3S,4S,5R)-2-[(3S,4R,5S,6R)-6-[(3R,4R,5R,6S)-6-[(3R,4R,5R,6S)-6-[(3R,4R,5R,6S)-4,5-dihydroxy-6-methoxy-oxan-3-yl]sulfanyl-4,5-dihydroxy-oxan-3-yl]sulfanyl-4,5-dihydroxy-oxan-3-yl]sulfanyl-4,5-dihydroxy-oxan-3-yl]sulfanyloxane-3,4,5-triol 
# 
