data_WZ3
# 
_chem_comp.id                                    WZ3 
_chem_comp.name                                  "methyl alpha-D-mannopyranosyl-(1->3)-[6-thio-alpha-D-mannopyranosyl-(1->6)]-beta-D-mannopyranoside" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H34 O15 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-01-09 
_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                        534.529 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     WZ3 
_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        3BVV 
_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 
WZ3 O21  O21  O 0 1 N N N 32.692 64.121 8.608  6.472  1.806  1.186  O21  WZ3 1  
WZ3 C21  C21  C 0 1 N N S 32.367 65.483 9.019  5.332  1.822  0.326  C21  WZ3 2  
WZ3 C31  C31  C 0 1 N N S 32.662 66.483 7.857  5.679  1.131  -0.997 C31  WZ3 3  
WZ3 O31  O31  O 0 1 N N N 33.913 66.071 7.238  6.806  1.778  -1.593 O31  WZ3 4  
WZ3 C41  C41  C 0 1 N N S 31.557 66.506 6.785  6.019  -0.336 -0.720 C41  WZ3 5  
WZ3 O41  O41  O 0 1 N N N 31.715 67.608 5.880  6.274  -1.009 -1.954 O41  WZ3 6  
WZ3 C51  C51  C 0 1 N N R 30.181 66.578 7.477  4.836  -1.001 -0.010 C51  WZ3 7  
WZ3 C61  C61  C 0 1 N N N 29.021 66.510 6.491  5.190  -2.451 0.324  C61  WZ3 8  
WZ3 O61  O61  O 0 1 N N N 27.773 66.673 7.202  4.047  -3.105 0.880  O61  WZ3 9  
WZ3 O51  O51  O 0 1 N N N 30.014 65.459 8.395  4.546  -0.291 1.196  O51  WZ3 10 
WZ3 C11  C11  C 0 1 N N R 30.904 65.531 9.535  4.175  1.074  0.994  C11  WZ3 11 
WZ3 O11  O11  O 0 1 N N N 30.644 66.694 10.357 3.020  1.137  0.156  O11  WZ3 12 
WZ3 C32  C32  C 0 1 N N S 29.667 66.613 11.387 1.823  0.668  0.780  C32  WZ3 13 
WZ3 C42  C42  C 0 1 N N R 29.830 67.690 12.479 0.616  1.409  0.197  C42  WZ3 14 
WZ3 O42  O42  O 0 1 N N N 31.169 67.809 12.957 0.720  2.802  0.499  O42  WZ3 15 
WZ3 C22  C22  C 0 1 N N S 28.256 66.859 10.847 1.662  -0.833 0.518  C22  WZ3 16 
WZ3 O22  O22  O 0 1 N N N 28.133 68.206 10.391 1.658  -1.074 -0.890 O22  WZ3 17 
WZ3 C12  C12  C 0 1 N N R 27.244 66.643 11.979 0.339  -1.310 1.123  C12  WZ3 18 
WZ3 O12  O12  O 0 1 N N N 25.965 66.973 11.446 0.156  -2.697 0.834  O12  WZ3 19 
WZ3 C72  C72  C 0 1 N N N 25.391 65.794 10.892 -0.998 -3.272 1.451  C72  WZ3 20 
WZ3 O52  O52  O 0 1 N N N 27.542 67.502 13.116 -0.738 -0.559 0.560  O52  WZ3 21 
WZ3 C52  C52  C 0 1 N N R 28.869 67.356 13.632 -0.666 0.845  0.814  C52  WZ3 22 
WZ3 C62  C62  C 0 1 N N N 29.021 68.296 14.804 -1.880 1.539  0.192  C62  WZ3 23 
WZ3 O62  O62  O 0 1 N N N 29.920 67.596 15.679 -3.070 1.098  0.849  O62  WZ3 24 
WZ3 C13  C13  C 0 1 N N S 30.191 68.340 16.871 -4.267 1.689  0.341  C13  WZ3 25 
WZ3 O53  O53  O 0 1 N N N 28.959 68.355 17.662 -4.530 1.182  -0.969 O53  WZ3 26 
WZ3 C53  C53  C 0 1 N N S 28.527 67.000 18.017 -4.679 -0.238 -1.026 C53  WZ3 27 
WZ3 C63  C63  C 0 1 N N N 27.027 66.945 18.375 -4.928 -0.667 -2.474 C63  WZ3 28 
WZ3 S63  S63  S 0 1 N N N 26.647 67.441 20.072 -3.460 -0.298 -3.474 S63  WZ3 29 
WZ3 C43  C43  C 0 1 N N S 29.562 66.414 18.999 -5.867 -0.660 -0.158 C43  WZ3 30 
WZ3 O43  O43  O 0 1 N N N 29.001 65.215 19.593 -5.983 -2.084 -0.167 O43  WZ3 31 
WZ3 C33  C33  C 0 1 N N S 30.893 66.268 18.195 -5.639 -0.175 1.277  C33  WZ3 32 
WZ3 O33  O33  O 0 1 N N N 31.956 65.615 18.922 -6.776 -0.500 2.079  O33  WZ3 33 
WZ3 C23  C23  C 0 1 N N S 31.337 67.662 17.659 -5.438 1.344  1.265  C23  WZ3 34 
WZ3 O23  O23  O 0 1 N N N 31.779 68.530 18.723 -6.627 1.978  0.787  O23  WZ3 35 
WZ3 HO21 HO21 H 0 0 N N N 32.763 64.084 7.661  6.324  2.228  2.044  HO21 WZ3 36 
WZ3 H21  H21  H 0 1 N N N 33.008 65.799 9.856  5.037  2.853  0.131  H21  WZ3 37 
WZ3 H31  H31  H 0 1 N N N 32.714 67.498 8.278  4.826  1.188  -1.673 H31  WZ3 38 
WZ3 HO31 HO31 H 0 0 N N N 33.788 65.981 6.300  6.663  2.714  -1.789 HO31 WZ3 39 
WZ3 H41  H41  H 0 1 N N N 31.632 65.583 6.191  6.903  -0.392 -0.085 H41  WZ3 40 
WZ3 HO41 HO41 H 0 0 N N N 31.750 68.420 6.372  7.010  -0.637 -2.460 HO41 WZ3 41 
WZ3 H51  H51  H 0 1 N N N 30.162 67.545 8.001  3.963  -0.981 -0.663 H51  WZ3 42 
WZ3 H61  H61  H 0 1 N N N 29.126 67.312 5.746  5.498  -2.968 -0.585 H61  WZ3 43 
WZ3 H61A H61A H 0 0 N N N 29.029 65.534 5.983  6.006  -2.469 1.046  H61A WZ3 44 
WZ3 HO61 HO61 H 0 0 N N N 27.943 66.709 8.136  4.200  -4.030 1.116  HO61 WZ3 45 
WZ3 H11  H11  H 0 1 N N N 30.727 64.668 10.194 3.952  1.536  1.956  H11  WZ3 46 
WZ3 H32  H32  H 0 1 N N N 29.810 65.601 11.795 1.877  0.848  1.854  H32  WZ3 47 
WZ3 H42  H42  H 0 1 N N N 29.586 68.667 12.036 0.592  1.271  -0.884 H42  WZ3 48 
WZ3 HO42 HO42 H 0 0 N N N 31.768 67.835 12.220 -0.013 3.333  0.159  HO42 WZ3 49 
WZ3 H22  H22  H 0 1 N N N 28.066 66.166 10.014 2.490  -1.374 0.978  H22  WZ3 50 
WZ3 HO22 HO22 H 0 0 N N N 28.106 68.792 11.138 1.559  -2.006 -1.130 HO22 WZ3 51 
WZ3 H12  H12  H 0 1 N N N 27.280 65.603 12.337 0.360  -1.163 2.203  H12  WZ3 52 
WZ3 H72  H72  H 0 1 N N N 25.243 65.931 9.811  -1.066 -4.326 1.183  H72  WZ3 53 
WZ3 H72A H72A H 0 0 N N N 26.065 64.942 11.065 -0.916 -3.177 2.534  H72A WZ3 54 
WZ3 H72B H72B H 0 0 N N N 24.421 65.598 11.373 -1.891 -2.751 1.107  H72B WZ3 55 
WZ3 H52  H52  H 0 1 N N N 29.086 66.340 13.993 -0.659 1.020  1.890  H52  WZ3 56 
WZ3 H62  H62  H 0 1 N N N 29.435 69.266 14.492 -1.780 2.618  0.307  H62  WZ3 57 
WZ3 H62A H62A H 0 0 N N N 28.061 68.538 15.284 -1.936 1.291  -0.868 H62A WZ3 58 
WZ3 H13  H13  H 0 1 N N N 30.506 69.368 16.636 -4.147 2.772  0.295  H13  WZ3 59 
WZ3 H53  H53  H 0 1 N N N 28.536 66.307 17.163 -3.771 -0.714 -0.657 H53  WZ3 60 
WZ3 H63  H63  H 0 1 N N N 26.493 67.626 17.696 -5.129 -1.737 -2.506 H63  WZ3 61 
WZ3 H63A H63A H 0 0 N N N 26.715 65.895 18.274 -5.785 -0.123 -2.872 H63A WZ3 62 
WZ3 HS63 HS63 H 0 0 N N N 26.556 66.384 20.823 -3.816 -0.720 -4.701 HS63 WZ3 63 
WZ3 H43  H43  H 0 1 N N N 29.802 67.046 19.867 -6.782 -0.218 -0.552 H43  WZ3 64 
WZ3 HO43 HO43 H 0 0 N N N 28.878 64.555 18.920 -6.716 -2.423 0.364  HO43 WZ3 65 
WZ3 H33  H33  H 0 1 N N N 30.681 65.596 17.350 -4.752 -0.657 1.689  H33  WZ3 66 
WZ3 HO33 HO33 H 0 0 N N N 32.695 65.472 18.342 -6.699 -0.221 3.001  HO33 WZ3 67 
WZ3 H23  H23  H 0 1 N N N 32.187 67.490 16.982 -5.220 1.691  2.275  H23  WZ3 68 
WZ3 HO23 HO23 H 0 0 N N N 31.876 68.027 19.523 -6.569 2.943  0.748  HO23 WZ3 69 
# 
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 
WZ3 O21 C21  SING N N 1  
WZ3 C21 C31  SING N N 2  
WZ3 C21 C11  SING N N 3  
WZ3 C31 O31  SING N N 4  
WZ3 C31 C41  SING N N 5  
WZ3 C41 O41  SING N N 6  
WZ3 C41 C51  SING N N 7  
WZ3 C51 C61  SING N N 8  
WZ3 C51 O51  SING N N 9  
WZ3 C61 O61  SING N N 10 
WZ3 O51 C11  SING N N 11 
WZ3 C11 O11  SING N N 12 
WZ3 O11 C32  SING N N 13 
WZ3 C32 C42  SING N N 14 
WZ3 C32 C22  SING N N 15 
WZ3 C42 O42  SING N N 16 
WZ3 C42 C52  SING N N 17 
WZ3 C22 O22  SING N N 18 
WZ3 C22 C12  SING N N 19 
WZ3 C12 O12  SING N N 20 
WZ3 C12 O52  SING N N 21 
WZ3 O12 C72  SING N N 22 
WZ3 O52 C52  SING N N 23 
WZ3 C52 C62  SING N N 24 
WZ3 C62 O62  SING N N 25 
WZ3 O62 C13  SING N N 26 
WZ3 C13 O53  SING N N 27 
WZ3 C13 C23  SING N N 28 
WZ3 O53 C53  SING N N 29 
WZ3 C53 C63  SING N N 30 
WZ3 C53 C43  SING N N 31 
WZ3 C63 S63  SING N N 32 
WZ3 C43 O43  SING N N 33 
WZ3 C43 C33  SING N N 34 
WZ3 C33 O33  SING N N 35 
WZ3 C33 C23  SING N N 36 
WZ3 C23 O23  SING N N 37 
WZ3 O21 HO21 SING N N 38 
WZ3 C21 H21  SING N N 39 
WZ3 C31 H31  SING N N 40 
WZ3 O31 HO31 SING N N 41 
WZ3 C41 H41  SING N N 42 
WZ3 O41 HO41 SING N N 43 
WZ3 C51 H51  SING N N 44 
WZ3 C61 H61  SING N N 45 
WZ3 C61 H61A SING N N 46 
WZ3 O61 HO61 SING N N 47 
WZ3 C11 H11  SING N N 48 
WZ3 C32 H32  SING N N 49 
WZ3 C42 H42  SING N N 50 
WZ3 O42 HO42 SING N N 51 
WZ3 C22 H22  SING N N 52 
WZ3 O22 HO22 SING N N 53 
WZ3 C12 H12  SING N N 54 
WZ3 C72 H72  SING N N 55 
WZ3 C72 H72A SING N N 56 
WZ3 C72 H72B SING N N 57 
WZ3 C52 H52  SING N N 58 
WZ3 C62 H62  SING N N 59 
WZ3 C62 H62A SING N N 60 
WZ3 C13 H13  SING N N 61 
WZ3 C53 H53  SING N N 62 
WZ3 C63 H63  SING N N 63 
WZ3 C63 H63A SING N N 64 
WZ3 S63 HS63 SING N N 65 
WZ3 C43 H43  SING N N 66 
WZ3 O43 HO43 SING N N 67 
WZ3 C33 H33  SING N N 68 
WZ3 O33 HO33 SING N N 69 
WZ3 C23 H23  SING N N 70 
WZ3 O23 HO23 SING N N 71 
# 
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 
WZ3 SMILES           ACDLabs              10.04 O(CC2OC(OC)C(O)C(OC1OC(CO)C(O)C(O)C1O)C2O)C3OC(C(O)C(O)C3O)CS 
WZ3 InChI            InChI                1.02b 
InChI=1/C19H34O15S/c1-29-17-15(28)16(34-19-14(27)11(24)8(21)5(2-20)31-19)10(23)6(32-17)3-30-18-13(26)12(25)9(22)7(4-35)33-18/h5-28,35H,2-4H2,1H3/t5-,6-,7-,8-,9-,10-,11+,12+,13+,14+,15+,16+,17-,18+,19-/m1/s1 
WZ3 InChIKey         InChI                1.02b WBIBEEBXYYTGCR-VWYHBGBYBG 
WZ3 SMILES_CANONICAL CACTVS               3.341 CO[C@@H]1O[C@H](CO[C@H]2O[C@H](CS)[C@@H](O)[C@H](O)[C@@H]2O)[C@@H](O)[C@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)[C@@H]1O 
WZ3 SMILES           CACTVS               3.341 CO[CH]1O[CH](CO[CH]2O[CH](CS)[CH](O)[CH](O)[CH]2O)[CH](O)[CH](O[CH]3O[CH](CO)[CH](O)[CH](O)[CH]3O)[CH]1O 
WZ3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CO[C@H]1[C@H]([C@H]([C@@H]([C@H](O1)CO[C@@H]2[C@H]([C@H]([C@@H]([C@H](O2)CS)O)O)O)O)O[C@@H]3[C@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O 
WZ3 SMILES           "OpenEye OEToolkits" 1.5.0 COC1C(C(C(C(O1)COC2C(C(C(C(O2)CS)O)O)O)O)OC3C(C(C(C(O3)CO)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 
WZ3 "SYSTEMATIC NAME" ACDLabs              10.04 "methyl alpha-D-mannopyranosyl-(1->3)-[6-thio-alpha-D-mannopyranosyl-(1->6)]-beta-D-mannopyranoside"                                                                                      
WZ3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2R,3S,4S,5S,6R)-2-[(2R,3S,4S,5R,6R)-3,5-dihydroxy-2-methoxy-6-[[(2S,3S,4S,5S,6S)-3,4,5-trihydroxy-6-(sulfanylmethyl)oxan-2-yl]oxymethyl]oxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol 
# 
