data_VAM
# 
_chem_comp.id                                    VAM 
_chem_comp.name                                  "METHYL 4-O-(4-THIO-BETA-D-GLUCOPYRANOSYL)-BETA-D-GLUCOPYRANOSIDE" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             ? 
_chem_comp.formula                               "C13 H24 O10 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-11-26 
_chem_comp.pdbx_modified_date                    2007-11-27 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        372.389 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     VAM 
_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        2VI0 
_chem_comp.pdbx_processing_site                  EBI
# 
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_ordinal 
VAM O10  O10  O 0 1 N N N 23.159 30.431 19.524 3.450  3.493  0.498  1  
VAM C12  C12  C 0 1 N N N 23.576 30.151 18.179 2.333  2.625  0.703  2  
VAM C11  C11  C 0 1 N N R 23.601 31.463 17.391 2.547  1.326  -0.077 3  
VAM O11  O11  O 0 1 N N N 22.299 32.094 17.419 3.672  0.628  0.460  4  
VAM C7   C7   C 0 1 N N R 22.252 33.298 16.642 3.978  -0.594 -0.215 5  
VAM O7   O7   O 0 1 N N N 21.045 33.693 15.987 5.129  -1.194 0.382  6  
VAM CM   CM   C 0 1 N N N 20.166 32.606 15.654 6.327  -0.430 0.232  7  
VAM C10  C10  C 0 1 N N S 24.662 32.434 17.933 1.299  0.448  0.041  8  
VAM O9   O9   O 0 1 N N N 25.893 31.690 17.911 0.184  1.121  -0.547 9  
VAM C9   C9   C 0 1 N N R 24.714 33.723 17.099 1.544  -0.875 -0.691 10 
VAM C8   C8   C 0 1 N N R 23.318 34.353 16.999 2.787  -1.549 -0.103 11 
VAM O8   O8   O 0 1 N N N 23.324 35.455 16.076 3.067  -2.749 -0.826 12 
VAM O1   O1   O 0 1 N N N 25.611 34.678 17.699 0.412  -1.730 -0.524 13 
VAM O6   O6   O 0 1 N N N 29.701 30.093 20.276 -4.567 2.007  -0.604 14 
VAM C2   C2   C 0 1 N N N 29.862 34.056 17.265 -2.786 -2.520 0.104  15 
VAM O2   O2   O 0 1 N N N 29.213 35.282 16.960 -1.766 -3.269 0.767  16 
VAM C3   C3   C 0 1 N N R 29.071 33.242 18.283 -2.594 -1.030 0.391  17 
VAM O3   O3   O 0 1 N N N 27.876 32.763 17.690 -1.364 -0.588 -0.186 18 
VAM C4   C4   C 0 1 N N S 29.835 32.024 18.781 -3.755 -0.239 -0.216 19 
VAM C5   C5   C 0 1 N N R 29.000 31.256 19.809 -3.525 1.256  0.024  20 
VAM C6   C6   C 0 1 N N R 27.670 30.877 19.178 -2.173 1.656  -0.575 21 
VAM C70  C70  C 0 1 N N R 27.009 32.122 18.630 -1.073 0.792  0.047  22 
VAM O5   O5   O 0 1 N N N 26.800 30.270 20.136 -1.915 3.033  -0.293 23 
VAM S10  S10  S 0 1 N N N 31.346 32.575 19.532 -5.311 -0.747 0.567  24 
VAM H10  H10  H 0 1 N N N 23.922 30.493 20.086 3.382  4.338  0.964  25 
VAM H121 1H12 H 0 0 N N N 24.581 29.703 18.187 2.238  2.400  1.765  26 
VAM H122 2H12 H 0 0 N N N 22.876 29.445 17.709 1.424  3.114  0.352  27 
VAM H11  H11  H 0 1 N N N 23.865 31.216 16.352 2.731  1.558  -1.126 28 
VAM HA   HA   H 0 1 N N N 24.439 32.781 18.953 1.091  0.250  1.093  29 
VAM H7   H7   H 0 1 N N N 22.622 32.927 15.675 4.180  -0.387 -1.266 30 
VAM H8   H8   H 0 1 N N N 23.046 34.754 17.987 2.610  -1.788 0.946  31 
VAM HMC1 1HMC H 0 0 N N N 19.941 32.632 14.577 6.545  -0.301 -0.828 32 
VAM HMC2 2HMC H 0 0 N N N 20.652 31.652 15.904 6.195  0.547  0.697  33 
VAM HMC3 3HMC H 0 0 N N N 19.231 32.702 16.226 7.154  -0.953 0.712  34 
VAM H9   H9   H 0 1 N N N 25.075 33.460 16.094 1.702  -0.681 -1.752 35 
VAM H70  H70  H 0 1 N N N 26.763 32.814 19.449 -1.027 0.978  1.120  36 
VAM H1   H1   H 0 1 N N N 25.808 34.412 18.589 0.498  -2.588 -0.962 37 
VAM HB   HB   H 0 1 N N N 23.325 36.273 16.559 3.846  -3.227 -0.510 38 
VAM H6   H6   H 0 1 N N N 29.856 29.502 19.548 -4.484 2.964  -0.492 39 
VAM H5   H5   H 0 1 N N N 28.818 31.897 20.684 -3.525 1.458  1.095  40 
VAM H2C1 1H2C H 0 0 N N N 29.961 33.468 16.341 -2.723 -2.694 -0.971 41 
VAM H2C2 2H2C H 0 0 N N N 30.848 34.285 17.696 -3.764 -2.838 0.466  42 
VAM H2   H2   H 0 1 N N N 29.068 35.772 17.761 -1.826 -4.224 0.629  43 
VAM H3   H3   H 0 1 N N N 28.873 33.916 19.129 -2.569 -0.868 1.469  44 
VAM H4   H4   H 0 1 N N N 30.051 31.353 17.936 -3.806 -0.432 -1.288 45 
VAM HC   HC   H 0 1 N N N 32.261 32.710 18.618 -6.226 0.017  -0.054 46 
VAM HD   HD   H 0 1 N N N 27.861 30.154 18.371 -2.192 1.501  -1.653 47 
VAM HE   HE   H 0 1 N N N 27.270 30.135 20.951 -1.073 3.355  -0.643 48 
# 
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 
VAM O10 C12  SING N N 1  
VAM C12 C11  SING N N 2  
VAM C11 O11  SING N N 3  
VAM C11 C10  SING N N 4  
VAM O11 C7   SING N N 5  
VAM C7  O7   SING N N 6  
VAM C7  C8   SING N N 7  
VAM O7  CM   SING N N 8  
VAM C10 O9   SING N N 9  
VAM C10 C9   SING N N 10 
VAM O9  C70  SING N N 11 
VAM C9  C8   SING N N 12 
VAM C9  O1   SING N N 13 
VAM C8  O8   SING N N 14 
VAM O6  C5   SING N N 15 
VAM C2  O2   SING N N 16 
VAM C2  C3   SING N N 17 
VAM C3  O3   SING N N 18 
VAM C3  C4   SING N N 19 
VAM O3  C70  SING N N 20 
VAM C4  C5   SING N N 21 
VAM C4  S10  SING N N 22 
VAM C5  C6   SING N N 23 
VAM C6  C70  SING N N 24 
VAM C6  O5   SING N N 25 
VAM O10 H10  SING N N 26 
VAM C12 H121 SING N N 27 
VAM C12 H122 SING N N 28 
VAM C11 H11  SING N N 29 
VAM C10 HA   SING N N 30 
VAM C7  H7   SING N N 31 
VAM C8  H8   SING N N 32 
VAM CM  HMC1 SING N N 33 
VAM CM  HMC2 SING N N 34 
VAM CM  HMC3 SING N N 35 
VAM C9  H9   SING N N 36 
VAM C70 H70  SING N N 37 
VAM O1  H1   SING N N 38 
VAM O8  HB   SING N N 39 
VAM O6  H6   SING N N 40 
VAM C5  H5   SING N N 41 
VAM C2  H2C1 SING N N 42 
VAM C2  H2C2 SING N N 43 
VAM O2  H2   SING N N 44 
VAM C3  H3   SING N N 45 
VAM C4  H4   SING N N 46 
VAM S10 HC   SING N N 47 
VAM C6  HD   SING N N 48 
VAM O5  HE   SING N N 49 
# 
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 
VAM SMILES           ACDLabs              10.04 O(C1C(OC(OC)C(O)C1O)CO)C2OC(C(S)C(O)C2O)CO                                                                                                      
VAM InChI            InChI                1.01  1/C13H24O10S/c1-20-12-8(18)6(16)10(4(2-14)21-12)23-13-9(19)7(17)11(24)5(3-15)22-13/h4-19,24H,2-3H2,1H3/t4-,5-,6-,7-,8-,9-,10-,11-,12-,13+/m1/s1 
VAM SMILES_CANONICAL CACTVS               3.341 CO[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](S)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O                                                            
VAM SMILES           CACTVS               3.341 CO[CH]1O[CH](CO)[CH](O[CH]2O[CH](CO)[CH](S)[CH](O)[CH]2O)[CH](O)[CH]1O                                                                          
VAM SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)S)O)O)O)O                                                        
VAM SMILES           "OpenEye OEToolkits" 1.5.0 COC1C(C(C(C(O1)CO)OC2C(C(C(C(O2)CO)S)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 
VAM "SYSTEMATIC NAME" ACDLabs              10.04 "methyl 4-O-(4-thio-beta-D-glucopyranosyl)-beta-D-glucopyranoside"                                                                       
VAM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2R,3R,4R,5S,6R)-5-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-sulfanyl-oxan-2-yl]oxy-6-(hydroxymethyl)-2-methoxy-oxane-3,4-diol 
# 
