data_DP5
# 
_chem_comp.id                                    DP5 
_chem_comp.name                                  1,4-DIMERCAPTO-ALPHA-D-GLUCOPYRANOSYL-(1-4)-S-1,4-DIMERCAPTO-BETA-D-GLUCOPYRANOSYL-(1-4)-S-1,4-DIMERCAPTO-BETA-D-GLUCOPYRANOSE 
_chem_comp.type                                  SACCHARIDE 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H32 O12 S4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        568.699 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DP5 
_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        1OVW 
_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 
DP5 C1A  C1A  C 0 1 N N S -10.705 75.004 139.257 -0.765 0.185  -3.996 C1A  DP5 1  
DP5 C2A  C2A  C 0 1 N N R -11.443 76.277 139.668 -1.704 0.492  -5.165 C2A  DP5 2  
DP5 C3A  C3A  C 0 1 N N R -11.724 76.266 141.164 -1.191 -0.223 -6.420 C3A  DP5 3  
DP5 C4A  C4A  C 0 1 N N S -12.418 74.970 141.532 0.274  0.166  -6.640 C4A  DP5 4  
DP5 C5A  C5A  C 0 1 N N R -11.606 73.775 141.126 1.064  -0.116 -5.361 C5A  DP5 5  
DP5 C6A  C6A  C 0 1 N N N -12.277 72.441 141.417 2.536  0.236  -5.583 C6A  DP5 6  
DP5 O2A  O2A  O 0 1 N N N -10.689 77.421 139.301 -3.021 0.031  -4.854 O2A  DP5 7  
DP5 O3A  O3A  O 0 1 N N N -12.393 77.434 141.463 -1.971 0.171  -7.550 O3A  DP5 8  
DP5 S4A  S4A  S 0 1 N N N -12.883 74.772 143.311 0.962  -0.807 -8.007 S4A  DP5 9  
DP5 O5A  O5A  O 0 1 N N N -11.379 73.836 139.721 0.544  0.668  -4.289 O5A  DP5 10 
DP5 O6A  O6A  O 0 1 N N N -13.650 72.482 141.027 3.302  -0.182 -4.452 O6A  DP5 11 
DP5 C1B  C1B  C 0 1 N N S -7.349  73.683 135.215 0.659  -0.051 1.346  C1B  DP5 12 
DP5 C2B  C2B  C 0 1 N N R -8.586  72.827 134.917 1.552  -0.204 0.112  C2B  DP5 13 
DP5 C3B  C3B  C 0 1 N N R -9.805  73.474 135.597 0.902  0.527  -1.067 C3B  DP5 14 
DP5 C4B  C4B  C 0 1 N N S -9.308  74.293 136.797 -0.532 0.015  -1.232 C4B  DP5 15 
DP5 C5B  C5B  C 0 1 N N R -8.632  75.500 136.213 -1.268 0.149  0.102  C5B  DP5 16 
DP5 C6B  C6B  C 0 1 N N N -8.159  76.490 137.206 -2.711 -0.331 -0.060 C6B  DP5 17 
DP5 O2B  O2B  O 0 1 N N N -8.898  72.757 133.500 2.837  0.361  0.376  O2B  DP5 18 
DP5 O3B  O3B  O 0 1 N N N -10.716 72.494 135.968 1.643  0.270  -2.262 O3B  DP5 19 
DP5 S4B  S4B  S 0 1 N N N -10.865 75.013 137.443 -1.385 0.996  -2.497 S4B  DP5 20 
DP5 O5B  O5B  O 0 1 N N N -7.481  75.038 135.478 -0.615 -0.639 1.095  O5B  DP5 21 
DP5 O6B  O6B  O 0 1 N N N -7.627  75.920 138.333 -3.437 -0.077 1.144  O6B  DP5 22 
DP5 C1C  C1C  C 0 1 N N S -4.024  69.635 135.503 -0.430 -0.190 6.770  C1C  DP5 23 
DP5 C2C  C2C  C 0 1 N N R -4.182  70.705 134.526 -1.409 -0.049 5.602  C2C  DP5 24 
DP5 C3C  C3C  C 0 1 N N R -4.785  71.922 135.287 -0.783 -0.668 4.348  C3C  DP5 25 
DP5 C4C  C4C  C 0 1 N N S -6.004  71.405 136.024 0.594  -0.035 4.124  C4C  DP5 26 
DP5 C5C  C5C  C 0 1 N N R -5.659  70.305 136.999 1.423  -0.175 5.403  C5C  DP5 27 
DP5 C6C  C6C  C 0 1 N N N -6.746  69.825 137.906 2.812  0.426  5.179  C6C  DP5 28 
DP5 S1C  S1C  S 0 1 N Y N -3.173  68.192 134.884 -1.176 0.504  8.270  S1C  DP5 29 
DP5 O2C  O2C  O 0 1 N N N -2.961  71.080 133.934 -2.627 -0.728 5.913  O2C  DP5 30 
DP5 O3C  O3C  O 0 1 N N N -4.962  72.934 134.353 -1.617 -0.412 3.216  O3C  DP5 31 
DP5 S4C  S4C  S 0 1 N N N -6.832  72.861 136.808 1.437  -0.881 2.759  S4C  DP5 32 
DP5 O5C  O5C  O 0 1 N N N -5.225  69.206 136.152 0.777  0.508  6.475  O5C  DP5 33 
DP5 O6C  O6C  O 0 1 N N N -7.970  69.545 137.380 3.589  0.287  6.371  O6C  DP5 34 
DP5 H1A  H1A  H 0 1 N N N -9.664  74.984 139.657 -0.726 -0.892 -3.836 H1A  DP5 35 
DP5 H2A  H2A  H 0 1 N N N -12.420 76.317 139.132 -1.727 1.567  -5.342 H2A  DP5 36 
DP5 H3A  H3A  H 0 1 N N N -10.806 76.267 141.797 -1.267 -1.302 -6.282 H3A  DP5 37 
DP5 H4A  H4A  H 0 1 N N N -13.372 75.031 140.959 0.336  1.228  -6.881 H4A  DP5 38 
DP5 H5A  H5A  H 0 1 N N N -10.666 73.818 141.724 0.979  -1.174 -5.109 H5A  DP5 39 
DP5 H6A1 1H6A H 0 0 N N N -11.734 71.590 140.942 2.635  1.314  -5.710 H6A1 DP5 40 
DP5 H6A2 2H6A H 0 0 N N N -12.156 72.138 142.483 2.900  -0.269 -6.476 H6A2 DP5 41 
DP5 HO2A AHO2 H 0 0 N N N -11.147 78.212 139.556 -3.301 0.501  -4.057 HO2A DP5 42 
DP5 HO3A AHO3 H 0 0 N N N -12.568 77.427 142.396 -2.885 -0.082 -7.361 HO3A DP5 43 
DP5 HS4A AHS4 H 0 0 N N N -13.318 73.959 143.541 0.140  -0.427 -9.002 HS4A DP5 44 
DP5 HO6A AHO6 H 0 0 N N N -14.069 71.649 141.208 4.221  0.058  -4.632 HO6A DP5 45 
DP5 H1B  H1B  H 0 1 N N N -6.688  73.705 134.317 0.532  1.007  1.572  H1B  DP5 46 
DP5 H2B  H2B  H 0 1 N N N -8.364  71.800 135.291 1.662  -1.261 -0.129 H2B  DP5 47 
DP5 H3B  H3B  H 0 1 N N N -10.336 74.159 134.896 0.887  1.599  -0.869 H3B  DP5 48 
DP5 H4B  H4B  H 0 1 N N N -8.677  73.714 137.511 -0.513 -1.032 -1.534 H4B  DP5 49 
DP5 H5B  H5B  H 0 1 N N N -9.393  76.019 135.585 -1.267 1.194  0.411  H5B  DP5 50 
DP5 H6B1 1H6B H 0 0 N N N -7.434  77.199 136.742 -3.181 0.202  -0.886 H6B1 DP5 51 
DP5 H6B2 2H6B H 0 0 N N N -8.973  77.204 137.471 -2.717 -1.401 -0.269 H6B2 DP5 52 
DP5 HO2B BHO2 H 0 0 N N N -9.664  72.226 133.315 3.209  -0.126 1.123  HO2B DP5 53 
DP5 HO3B BHO3 H 0 0 N N N -11.468 72.893 136.387 2.518  0.665  -2.138 HO3B DP5 54 
DP5 HO6B BHO6 H 0 0 N N N -7.323  76.555 138.970 -4.339 -0.394 0.999  HO6B DP5 55 
DP5 H1C  H1C  H 0 1 N N N -3.386  70.140 136.265 -0.208 -1.245 6.931  H1C  DP5 56 
DP5 H2C  H2C  H 0 1 N N N -4.841  70.353 133.698 -1.615 1.006  5.425  H2C  DP5 57 
DP5 H3C  H3C  H 0 1 N N N -4.147  72.383 136.077 -0.673 -1.743 4.486  H3C  DP5 58 
DP5 H4C  H4C  H 0 1 N N N -6.714  70.919 135.315 0.476  1.020  3.881  H4C  DP5 59 
DP5 H5C  H5C  H 0 1 N N N -4.903  70.705 137.714 1.522  -1.231 5.654  H5C  DP5 60 
DP5 H6C1 1H6C H 0 0 N N N -6.380  68.929 138.461 3.307  -0.095 4.360  H6C1 DP5 61 
DP5 H6C2 2H6C H 0 0 N N N -6.871  70.559 138.735 2.715  1.482  4.930  H6C2 DP5 62 
DP5 HS1C CHS1 H 0 0 N N N -3.070  67.494 135.520 -0.181 0.285  9.149  HS1C DP5 63 
DP5 HO2C CHO2 H 0 0 N N N -3.064  71.777 133.297 -2.987 -0.308 6.707  HO2C DP5 64 
DP5 HO3C CHO3 H 0 0 N N N -5.330  73.676 134.817 -2.495 -0.753 3.434  HO3C DP5 65 
DP5 HO6C CHO6 H 0 0 N N N -8.660  69.240 137.956 4.454  0.677  6.187  HO6C DP5 66 
# 
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 
DP5 C1A C2A  SING N N 1  
DP5 C1A O5A  SING N N 2  
DP5 C1A S4B  SING N N 3  
DP5 C1A H1A  SING N N 4  
DP5 C2A C3A  SING N N 5  
DP5 C2A O2A  SING N N 6  
DP5 C2A H2A  SING N N 7  
DP5 C3A C4A  SING N N 8  
DP5 C3A O3A  SING N N 9  
DP5 C3A H3A  SING N N 10 
DP5 C4A C5A  SING N N 11 
DP5 C4A S4A  SING N N 12 
DP5 C4A H4A  SING N N 13 
DP5 C5A C6A  SING N N 14 
DP5 C5A O5A  SING N N 15 
DP5 C5A H5A  SING N N 16 
DP5 C6A O6A  SING N N 17 
DP5 C6A H6A1 SING N N 18 
DP5 C6A H6A2 SING N N 19 
DP5 O2A HO2A SING N N 20 
DP5 O3A HO3A SING N N 21 
DP5 S4A HS4A SING N N 22 
DP5 O6A HO6A SING N N 23 
DP5 C1B C2B  SING N N 24 
DP5 C1B O5B  SING N N 25 
DP5 C1B S4C  SING N N 26 
DP5 C1B H1B  SING N N 27 
DP5 C2B C3B  SING N N 28 
DP5 C2B O2B  SING N N 29 
DP5 C2B H2B  SING N N 30 
DP5 C3B C4B  SING N N 31 
DP5 C3B O3B  SING N N 32 
DP5 C3B H3B  SING N N 33 
DP5 C4B C5B  SING N N 34 
DP5 C4B S4B  SING N N 35 
DP5 C4B H4B  SING N N 36 
DP5 C5B C6B  SING N N 37 
DP5 C5B O5B  SING N N 38 
DP5 C5B H5B  SING N N 39 
DP5 C6B O6B  SING N N 40 
DP5 C6B H6B1 SING N N 41 
DP5 C6B H6B2 SING N N 42 
DP5 O2B HO2B SING N N 43 
DP5 O3B HO3B SING N N 44 
DP5 O6B HO6B SING N N 45 
DP5 C1C C2C  SING N N 46 
DP5 C1C S1C  SING N N 47 
DP5 C1C O5C  SING N N 48 
DP5 C1C H1C  SING N N 49 
DP5 C2C C3C  SING N N 50 
DP5 C2C O2C  SING N N 51 
DP5 C2C H2C  SING N N 52 
DP5 C3C C4C  SING N N 53 
DP5 C3C O3C  SING N N 54 
DP5 C3C H3C  SING N N 55 
DP5 C4C C5C  SING N N 56 
DP5 C4C S4C  SING N N 57 
DP5 C4C H4C  SING N N 58 
DP5 C5C C6C  SING N N 59 
DP5 C5C O5C  SING N N 60 
DP5 C5C H5C  SING N N 61 
DP5 C6C O6C  SING N N 62 
DP5 C6C H6C1 SING N N 63 
DP5 C6C H6C2 SING N N 64 
DP5 S1C HS1C SING N N 65 
DP5 O2C HO2C SING N N 66 
DP5 O3C HO3C SING N N 67 
DP5 O6C HO6C SING N N 68 
# 
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 
DP5 SMILES           ACDLabs              10.04 S(C1C(OC(S)C(O)C1O)CO)C3OC(C(SC2OC(CO)C(S)C(O)C2O)C(O)C3O)CO                                                                                                                                              
DP5 InChI            InChI                1.02b InChI=1/C18H32O12S4/c19-1-4-13(31)7(22)11(26)17(29-4)34-15-6(3-21)30-18(12(27)9(15)24)33-14-5(2-20)28-16(32)10(25)8(14)23/h4-27,31-32H,1-3H2/t4-,5-,6-,7-,8-,9-,10-,11-,12-,13-,14-,15-,16+,17+,18+/m1/s1 
DP5 InChIKey         InChI                1.02b WBVXJPVNEKGLBK-FBMSAYSMBH                                                                                                                                                                                 
DP5 SMILES_CANONICAL CACTVS               3.341 OC[C@H]1O[C@@H](S[C@H]2[C@H](O)[C@@H](O)[C@@H](O[C@@H]2CO)S[C@H]3[C@H](O)[C@@H](O)[C@H](S)O[C@@H]3CO)[C@H](O)[C@@H](O)[C@@H]1S                                                                            
DP5 SMILES           CACTVS               3.341 OC[CH]1O[CH](S[CH]2[CH](O)[CH](O)[CH](O[CH]2CO)S[CH]3[CH](O)[CH](O)[CH](S)O[CH]3CO)[CH](O)[CH](O)[CH]1S                                                                                                   
DP5 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C([C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)S[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)O)S[C@@H]3[C@H](O[C@H]([C@@H]([C@H]3O)O)S)CO)CO)O)O)S)O                                                                         
DP5 SMILES           "OpenEye OEToolkits" 1.5.0 C(C1C(C(C(C(O1)SC2C(OC(C(C2O)O)SC3C(OC(C(C3O)O)S)CO)CO)O)O)S)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 
DP5 "SYSTEMATIC NAME" ACDLabs              10.04 4-thio-beta-D-glucopyranosyl-(1->4)-4-thio-beta-D-glucopyranosyl-(1->4)-1,4-dithio-beta-D-glucopyranose 
DP5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 
(2S,3R,4R,5S,6R)-2-[(2R,3S,4R,5R,6S)-6-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-2-(hydroxymethyl)-6-sulfanyl-oxan-3-yl]sulfanyl-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]sulfanyl-6-(hydroxymethyl)-5-sulfanyl-oxane-3,4-diol 
# 
