data_VDB
# 
_chem_comp.id                                    VDB 
_chem_comp.name                                  (1R,2S,3R,5Z,7E)-17-{(1R)-1-[(2-ethyl-2-hydroxybutyl)sulfanyl]ethyl}-2-(2-hydroxyethoxy)-9,10-secoestra-5,7,16-triene-1,3-diol 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H46 O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "(20R)-1alpha,25-dihydroxy-2beta-(2-hydroxyethoxy)-16-ene-22-thia-26,27-dimethyl-19,24-dinorvitamin D3" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-04-09 
_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                        494.727 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     VDB 
_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        2ZLA 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
VDB C29  C29  C 0 1 N N N 7.708  -0.703 29.648 10.066  -1.877 0.073  C29  VDB 1  
VDB C26  C26  C 0 1 N N N 8.339  0.463  28.866 8.944   -1.166 0.834  C26  VDB 2  
VDB C25  C25  C 0 1 N N N 9.388  0.108  27.776 7.626   -1.340 0.078  C25  VDB 3  
VDB C27  C27  C 0 1 N N N 8.728  -0.677 26.603 7.794   -0.847 -1.361 C27  VDB 4  
VDB C28  C28  C 0 1 N N N 7.597  0.012  25.814 8.156   0.639  -1.352 C28  VDB 5  
VDB O3   O3   O 0 1 N N N 10.417 -0.676 28.379 7.260   -2.721 0.069  O3   VDB 6  
VDB C23  C23  C 0 1 N N N 9.931  1.470  27.326 6.530   -0.526 0.770  C23  VDB 7  
VDB S22  S22  S 0 1 N N N 11.054 2.400  28.436 5.002   -0.620 -0.202 S22  VDB 8  
VDB C20  C20  C 0 1 N N R 12.751 1.734  28.102 3.842   0.388  0.762  C20  VDB 9  
VDB C21  C21  C 0 1 N N N 13.702 1.898  29.302 3.590   -0.280 2.116  C21  VDB 10 
VDB C17  C17  C 0 1 N N N 13.390 2.429  26.839 2.540   0.511  0.013  C17  VDB 11 
VDB C16  C16  C 0 1 N N N 14.169 1.796  25.931 2.203   -0.175 -1.071 C16  VDB 12 
VDB C15  C15  C 0 1 N N N 14.642 2.781  24.837 0.827   0.259  -1.569 C15  VDB 13 
VDB C14  C14  C 0 1 N N S 14.617 4.042  25.705 0.694   1.667  -0.985 C14  VDB 14 
VDB C13  C13  C 0 1 N N S 13.250 3.933  26.458 1.421   1.413  0.369  C13  VDB 15 
VDB C18  C18  C 0 1 N N N 11.906 4.076  25.632 0.454   0.608  1.239  C18  VDB 16 
VDB C12  C12  C 0 1 N N N 13.304 5.002  27.607 1.625   2.731  1.055  C12  VDB 17 
VDB C11  C11  C 0 1 N N N 13.539 6.466  27.087 0.236   3.255  1.467  C11  VDB 18 
VDB C9   C9   C 0 1 N N N 14.702 6.580  26.065 -0.705  3.383  0.272  C9   VDB 19 
VDB C8   C8   C 0 1 N N N 14.626 5.461  25.014 -0.680  2.124  -0.586 C8   VDB 20 
VDB C7   C7   C 0 1 N N N 14.518 5.646  23.647 -1.785  1.478  -0.940 C7   VDB 21 
VDB C6   C6   C 0 1 N N N 14.459 6.736  22.779 -3.100  1.982  -0.514 C6   VDB 22 
VDB C5   C5   C 0 1 N N N 14.323 6.903  21.417 -4.199  1.286  -0.787 C5   VDB 23 
VDB C10  C10  C 0 1 N N N 14.186 5.726  20.443 -5.568  1.838  -0.459 C10  VDB 24 
VDB C1   C1   C 0 1 N N R 14.760 6.002  19.046 -6.342  0.782  0.337  C1   VDB 25 
VDB O1   O1   O 0 1 N N N 14.386 4.900  18.223 -7.681  1.232  0.549  O1   VDB 26 
VDB C4   C4   C 0 1 N N N 14.288 8.357  20.884 -4.112  -0.076 -1.439 C4   VDB 27 
VDB C3   C3   C 0 1 N N R 14.718 8.509  19.398 -4.935  -1.067 -0.609 C3   VDB 28 
VDB O2   O2   O 0 1 N N N 16.142 8.523  19.425 -4.337  -1.222 0.680  O2   VDB 29 
VDB C2   C2   C 0 1 N N N 14.195 7.341  18.473 -6.363  -0.531 -0.447 C2   VDB 30 
VDB O4   O4   O 0 1 N N N 14.566 7.624  17.089 -7.156  -1.490 0.254  O4   VDB 31 
VDB C30  C30  C 0 1 N N N 13.449 8.187  16.359 -7.804  -2.440 -0.594 C30  VDB 32 
VDB C31  C31  C 0 1 N N N 13.967 8.152  14.915 -8.621  -3.413 0.259  C31  VDB 33 
VDB O5   O5   O 0 1 N N N 13.713 6.899  14.286 -9.678  -2.704 0.909  O5   VDB 34 
VDB H29  H29  H 0 1 N N N 7.557  -1.559 28.973 11.005  -1.753 0.611  H29  VDB 35 
VDB H29A H29A H 0 0 N N N 8.377  -0.998 30.470 9.832   -2.938 -0.011 H29A VDB 36 
VDB H29B H29B H 0 0 N N N 6.738  -0.386 30.060 10.158  -1.446 -0.924 H29B VDB 37 
VDB H26  H26  H 0 1 N N N 7.517  0.990  28.360 8.851   -1.598 1.830  H26  VDB 38 
VDB H26A H26A H 0 0 N N N 8.893  1.045  29.617 9.178   -0.105 0.917  H26A VDB 39 
VDB H27  H27  H 0 1 N N N 9.528  -0.898 25.881 8.589   -1.412 -1.848 H27  VDB 40 
VDB H27A H27A H 0 0 N N N 8.247  -1.542 27.082 6.860   -0.991 -1.906 H27A VDB 41 
VDB H28  H28  H 0 1 N N N 6.734  0.176  26.476 7.392   1.196  -0.810 H28  VDB 42 
VDB H28A H28A H 0 0 N N N 7.954  0.979  25.431 9.121   0.775  -0.864 H28A VDB 43 
VDB H28B H28B H 0 0 N N N 7.296  -0.628 24.972 8.212   1.005  -2.378 H28B VDB 44 
VDB HO3  HO3  H 0 1 N N N 11.098 -0.850 27.740 7.136   -3.101 0.949  HO3  VDB 45 
VDB H23  H23  H 0 1 N N N 10.495 1.287  26.399 6.352   -0.931 1.766  H23  VDB 46 
VDB H23A H23A H 0 0 N N N 9.035  2.105  27.260 6.846   0.513  0.851  H23A VDB 47 
VDB H20  H20  H 0 1 N N N 12.624 0.658  27.914 4.266   1.380  0.920  H20  VDB 48 
VDB H21  H21  H 0 1 N N N 14.741 1.937  28.944 3.166   -1.271 1.959  H21  VDB 49 
VDB H21A H21A H 0 0 N N N 13.462 2.830  29.835 4.532   -0.369 2.658  H21A VDB 50 
VDB H21B H21B H 0 0 N N N 13.581 1.044  29.984 2.894   0.326  2.696  H21B VDB 51 
VDB H16  H16  H 0 1 N N N 14.425 0.747  25.966 2.816   -0.932 -1.537 H16  VDB 52 
VDB H15  H15  H 0 1 N N N 15.633 2.545  24.422 0.800   0.287  -2.658 H15  VDB 53 
VDB H15A H15A H 0 0 N N N 14.046 2.810  23.913 0.049   -0.397 -1.178 H15A VDB 54 
VDB H14  H14  H 0 1 N N N 15.554 4.036  26.281 1.212   2.405  -1.598 H14  VDB 55 
VDB H18  H18  H 0 1 N N N 11.052 4.109  26.324 0.912   0.418  2.210  H18  VDB 56 
VDB H18A H18A H 0 0 N N N 11.936 5.004  25.042 -0.467  1.174  1.377  H18A VDB 57 
VDB H18B H18B H 0 0 N N N 11.797 3.214  24.957 0.229   -0.340 0.751  H18B VDB 58 
VDB H12  H12  H 0 1 N N N 12.344 4.978  28.143 2.247   2.596  1.940  H12  VDB 59 
VDB H12A H12A H 0 0 N N N 14.156 4.744  28.254 2.099   3.435  0.372  H12A VDB 60 
VDB H11  H11  H 0 1 N N N 12.616 6.808  26.596 -0.201  2.568  2.191  H11  VDB 61 
VDB H11A H11A H 0 0 N N N 13.808 7.082  27.958 0.351   4.234  1.934  H11A VDB 62 
VDB H9   H9   H 0 1 N N N 14.636 7.553  25.556 -1.720  3.555  0.632  H9   VDB 63 
VDB H9A  H9A  H 0 1 N N N 15.655 6.488  26.607 -0.396  4.232  -0.339 H9A  VDB 64 
VDB H7   H7   H 0 1 N N N 14.466 4.706  23.117 -1.719  0.584  -1.541 H7   VDB 65 
VDB H6   H6   H 0 1 N N N 14.539 7.678  23.300 -3.173  2.918  0.021  H6   VDB 66 
VDB H10  H10  H 0 1 N N N 14.726 4.868  20.869 -5.464  2.744  0.138  H10  VDB 67 
VDB H10A H10A H 0 0 N N N 13.110 5.538  20.316 -6.102  2.065  -1.382 H10A VDB 68 
VDB H1   H1   H 0 1 N N N 15.854 6.107  19.084 -5.855  0.624  1.299  H1   VDB 69 
VDB HO1  HO1  H 0 1 N N N 14.303 5.191  17.322 -7.744  2.062  1.041  HO1  VDB 70 
VDB H4   H4   H 0 1 N N N 13.255 8.724  20.975 -4.513  -0.024 -2.451 H4   VDB 71 
VDB H4A  H4A  H 0 1 N N N 15.011 8.930  21.482 -3.072  -0.401 -1.470 H4A  VDB 72 
VDB H3   H3   H 0 1 N N N 14.285 9.424  18.968 -4.962  -2.031 -1.115 H3   VDB 73 
VDB HO2  HO2  H 0 1 N N N 16.476 8.526  18.536 -3.430  -1.556 0.655  HO2  VDB 74 
VDB H2   H2   H 0 1 N N N 13.099 7.253  18.467 -6.793  -0.357 -1.433 H2   VDB 75 
VDB H30  H30  H 0 1 N N N 12.531 7.593  16.484 -8.466  -1.919 -1.285 H30  VDB 76 
VDB H30A H30A H 0 0 N N N 13.159 9.192  16.700 -7.054  -2.994 -1.158 H30A VDB 77 
VDB H31  H31  H 0 1 N N N 13.461 8.942  14.341 -9.043  -4.190 -0.378 H31  VDB 78 
VDB H31A H31A H 0 0 N N N 15.056 8.306  14.940 -7.975  -3.869 1.009  H31A VDB 79 
VDB HO5  HO5  H 0 1 N N N 13.656 7.022  13.346 -10.238 -3.259 1.468  HO5  VDB 80 
# 
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 
VDB C29 C26  SING N N 1  
VDB C26 C25  SING N N 2  
VDB C25 C27  SING N N 3  
VDB C25 O3   SING N N 4  
VDB C25 C23  SING N N 5  
VDB C27 C28  SING N N 6  
VDB C23 S22  SING N N 7  
VDB S22 C20  SING N N 8  
VDB C20 C21  SING N N 9  
VDB C20 C17  SING N N 10 
VDB C17 C16  DOUB N N 11 
VDB C17 C13  SING N N 12 
VDB C16 C15  SING N N 13 
VDB C15 C14  SING N N 14 
VDB C14 C13  SING N N 15 
VDB C14 C8   SING N N 16 
VDB C13 C18  SING N N 17 
VDB C13 C12  SING N N 18 
VDB C12 C11  SING N N 19 
VDB C11 C9   SING N N 20 
VDB C9  C8   SING N N 21 
VDB C8  C7   DOUB N N 22 
VDB C7  C6   SING N N 23 
VDB C6  C5   DOUB N N 24 
VDB C5  C10  SING N N 25 
VDB C5  C4   SING N N 26 
VDB C10 C1   SING N N 27 
VDB C1  O1   SING N N 28 
VDB C1  C2   SING N N 29 
VDB C4  C3   SING N N 30 
VDB C3  O2   SING N N 31 
VDB C3  C2   SING N N 32 
VDB C2  O4   SING N N 33 
VDB O4  C30  SING N N 34 
VDB C30 C31  SING N N 35 
VDB C31 O5   SING N N 36 
VDB C29 H29  SING N N 37 
VDB C29 H29A SING N N 38 
VDB C29 H29B SING N N 39 
VDB C26 H26  SING N N 40 
VDB C26 H26A SING N N 41 
VDB C27 H27  SING N N 42 
VDB C27 H27A SING N N 43 
VDB C28 H28  SING N N 44 
VDB C28 H28A SING N N 45 
VDB C28 H28B SING N N 46 
VDB O3  HO3  SING N N 47 
VDB C23 H23  SING N N 48 
VDB C23 H23A SING N N 49 
VDB C20 H20  SING N N 50 
VDB C21 H21  SING N N 51 
VDB C21 H21A SING N E 52 
VDB C21 H21B SING N N 53 
VDB C16 H16  SING N N 54 
VDB C15 H15  SING N N 55 
VDB C15 H15A SING N N 56 
VDB C14 H14  SING N N 57 
VDB C18 H18  SING N N 58 
VDB C18 H18A SING N N 59 
VDB C18 H18B SING N N 60 
VDB C12 H12  SING N N 61 
VDB C12 H12A SING N N 62 
VDB C11 H11  SING N N 63 
VDB C11 H11A SING N N 64 
VDB C9  H9   SING N N 65 
VDB C9  H9A  SING N N 66 
VDB C7  H7   SING N N 67 
VDB C6  H6   SING N N 68 
VDB C10 H10  SING N N 69 
VDB C10 H10A SING N N 70 
VDB C1  H1   SING N N 71 
VDB O1  HO1  SING N N 72 
VDB C4  H4   SING N N 73 
VDB C4  H4A  SING N N 74 
VDB C3  H3   SING N N 75 
VDB O2  HO2  SING N N 76 
VDB C2  H2   SING N N 77 
VDB C30 H30  SING N N 78 
VDB C30 H30A SING N N 79 
VDB C31 H31  SING N N 80 
VDB C31 H31A SING N N 81 
VDB O5  HO5  SING N N 82 
# 
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 
VDB SMILES           ACDLabs              10.04 O(CCO)C3C(O)C/C(=C/C=C1\CCCC2(C(=CCC12)C(SCC(O)(CC)CC)C)C)CC3O                                                                                                                                                
VDB InChI            InChI                1.02b InChI=1/C28H46O5S/c1-5-28(32,6-2)18-34-19(3)22-11-12-23-21(8-7-13-27(22,23)4)10-9-20-16-24(30)26(25(31)17-20)33-15-14-29/h9-11,19,23-26,29-32H,5-8,12-18H2,1-4H3/b20-9-,21-10+/t19-,23+,24-,25-,26-,27-/m1/s1 
VDB InChIKey         InChI                1.02b DUIYWCMQVXJTIP-XXAWZNHHBM                                                                                                                                                                                     
VDB SMILES_CANONICAL CACTVS               3.341 CCC(O)(CC)CS[C@H](C)C1=CC[C@H]2\C(CCC[C@]12C)=C\C=C3/C[C@@H](O)[C@H](OCCO)[C@H](O)C3                                                                                                                          
VDB SMILES           CACTVS               3.341 CCC(O)(CC)CS[CH](C)C1=CC[CH]2C(CCC[C]12C)=CC=C3C[CH](O)[CH](OCCO)[CH](O)C3                                                                                                                                    
VDB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCC(CC)(CS[C@H](C)C1=CC[C@@H]\2[C@@]1(CCC/C2=C\C=C3C[C@H](C([C@@H](C3)O)OCCO)O)C)O                                                                                                                            
VDB SMILES           "OpenEye OEToolkits" 1.5.0 CCC(CC)(CSC(C)C1=CCC2C1(CCCC2=CC=C3CC(C(C(C3)O)OCCO)O)C)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 
VDB "SYSTEMATIC NAME" ACDLabs              10.04 (1R,2S,3R,5Z,7E)-17-{(1R)-1-[(2-ethyl-2-hydroxybutyl)sulfanyl]ethyl}-2-(2-hydroxyethoxy)-9,10-secoestra-5,7,16-triene-1,3-diol                                                      
VDB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (1R,3R)-5-[(2E)-2-[(3aS,7aS)-1-[(1R)-1-(2-ethyl-2-hydroxy-butyl)sulfanylethyl]-7a-methyl-3a,5,6,7-tetrahydro-3H-inden-4-ylidene]ethylidene]-2-(2-hydroxyethoxy)cyclohexane-1,3-diol 
# 
