data_VDA
# 
_chem_comp.id                                    VDA 
_chem_comp.name                                  (1R,2R,3R,5Z)-17-{(1S)-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                         "(20S)-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                     VDA 
_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        2ZL9 
_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 
VDA O2   O2   O 0 1 N N N 16.341 8.598  19.342 6.511   1.467  0.718  O2   VDA 1  
VDA C1   C1   C 0 1 N N R 14.808 6.038  19.069 5.293   -1.082 0.352  C1   VDA 2  
VDA C2   C2   C 0 1 N N N 14.284 7.441  18.444 6.490   -0.628 -0.485 C2   VDA 3  
VDA C3   C3   C 0 1 N N R 14.911 8.713  19.348 6.500   0.897  -0.592 C3   VDA 4  
VDA C4   C4   C 0 1 N N N 14.394 8.548  20.899 5.247   1.363  -1.342 C4   VDA 5  
VDA C5   C5   C 0 1 N N N 14.551 7.136  21.544 4.031   0.795  -0.645 C5   VDA 6  
VDA C6   C6   C 0 1 N N N 14.434 6.930  22.870 3.020   1.581  -0.291 C6   VDA 7  
VDA C7   C7   C 0 1 N N N 14.950 5.820  23.721 1.791   0.993  0.266  C7   VDA 8  
VDA C8   C8   C 0 1 N N N 14.727 5.701  24.946 0.743   1.768  0.525  C8   VDA 9  
VDA C9   C9   C 0 1 N N N 14.513 6.971  26.034 0.742   3.271  0.271  C9   VDA 10 
VDA C10  C10  C 0 1 N N N 14.254 5.919  20.542 3.995   -0.690 -0.362 C10  VDA 11 
VDA C11  C11  C 0 1 N N N 13.256 6.821  27.019 -0.475  3.687  -0.552 C11  VDA 12 
VDA C12  C12  C 0 1 N N N 13.092 5.250  27.577 -1.780  3.086  0.001  C12  VDA 13 
VDA C13  C13  C 0 1 N N S 13.302 4.041  26.408 -1.613  1.595  0.024  C13  VDA 14 
VDA C14  C14  C 0 1 N N S 14.728 4.352  25.728 -0.544  1.235  1.087  C14  VDA 15 
VDA C15  C15  C 0 1 N N N 15.217 2.898  25.026 -0.741  -0.283 1.082  C15  VDA 16 
VDA C16  C16  C 0 1 N N N 14.366 1.844  25.787 -2.246  -0.419 0.870  C16  VDA 17 
VDA C17  C17  C 0 1 N N N 13.624 2.598  26.944 -2.730  0.665  0.301  C17  VDA 18 
VDA C18  C18  C 0 1 N N N 11.938 4.196  25.417 -1.029  1.184  -1.329 C18  VDA 19 
VDA C20  C20  C 0 1 N N S 12.798 2.164  28.343 -4.181  0.911  -0.027 C20  VDA 20 
VDA C21  C21  C 0 1 N N N 13.549 0.791  28.732 -4.731  2.010  0.885  C21  VDA 21 
VDA S22  S22  S 0 1 N N N 11.124 2.228  28.324 -5.126  -0.616 0.228  S22  VDA 22 
VDA C23  C23  C 0 1 N N N 10.551 1.217  27.346 -6.785  -0.172 -0.355 C23  VDA 23 
VDA C25  C25  C 0 1 N N N 9.335  0.372  27.818 -7.718  -1.375 -0.204 C25  VDA 24 
VDA O3   O3   O 0 1 N N N 10.242 -0.752 28.394 -7.875  -1.685 1.182  O3   VDA 25 
VDA C26  C26  C 0 1 N N N 8.236  0.757  28.508 -9.083  -1.041 -0.809 C26  VDA 26 
VDA C27  C27  C 0 1 N N N 9.195  -0.373 26.391 -7.118  -2.580 -0.931 C27  VDA 27 
VDA O1   O1   O 0 1 N N N 14.389 4.919  18.298 5.337   -2.500 0.518  O1   VDA 28 
VDA O4   O4   O 0 1 N N N 14.625 7.620  17.080 7.699   -1.069 0.137  O4   VDA 29 
VDA C30  C30  C 0 1 N N N 13.538 8.121  16.456 8.764   -1.326 -0.780 C30  VDA 30 
VDA C31  C31  C 0 1 N N N 14.128 8.244  14.878 10.001  -1.789 -0.007 C31  VDA 31 
VDA O5   O5   O 0 1 N N N 13.768 6.985  14.292 9.729   -3.045 0.619  O5   VDA 32 
VDA C29  C29  C 0 1 N N N 7.387  1.974  27.706 -9.650  0.208  -0.131 C29  VDA 33 
VDA C28  C28  C 0 1 N N N 8.167  -1.624 26.236 -8.052  -3.783 -0.782 C28  VDA 34 
VDA HO2  HO2  H 0 1 N N N 16.653 8.573  18.445 6.517   2.434  0.726  HO2  VDA 35 
VDA H1   H1   H 0 1 N N N 15.908 6.035  19.062 5.330   -0.600 1.329  H1   VDA 36 
VDA H2   H2   H 0 1 N N N 13.185 7.420  18.491 6.419   -1.061 -1.483 H2   VDA 37 
VDA H3   H3   H 0 1 N N N 14.592 9.680  18.933 7.389   1.218  -1.135 H3   VDA 38 
VDA H4   H4   H 0 1 N N N 14.978 9.251  21.512 5.199   2.452  -1.333 H4   VDA 39 
VDA H4A  H4A  H 0 1 N N N 13.311 8.738  20.869 5.281   1.003  -2.371 H4A  VDA 40 
VDA H6   H6   H 0 1 N N N 13.878 7.689  23.401 3.100   2.651  -0.411 H6   VDA 41 
VDA H7   H7   H 0 1 N N N 15.559 5.065  23.246 1.741   -0.067 0.463  H7   VDA 42 
VDA H9   H9   H 0 1 N N N 15.418 7.032  26.656 0.724   3.795  1.227  H9   VDA 43 
VDA H9A  H9A  H 0 1 N N N 14.325 7.869  25.427 1.649   3.543  -0.268 H9A  VDA 44 
VDA H10  H10  H 0 1 N N N 13.160 5.827  20.466 3.913   -1.240 -1.299 H10  VDA 45 
VDA H10A H10A H 0 0 N N N 14.780 5.056  20.976 3.142   -0.920 0.277  H10A VDA 46 
VDA H11  H11  H 0 1 N N N 13.400 7.489  27.881 -0.554  4.774  -0.542 H11  VDA 47 
VDA H11A H11A H 0 0 N N N 12.346 7.085  26.460 -0.338  3.353  -1.580 H11A VDA 48 
VDA H12  H12  H 0 1 N N N 13.852 5.093  28.357 -1.959  3.454  1.011  H12  VDA 49 
VDA H12A H12A H 0 0 N N N 12.056 5.157  27.933 -2.615  3.355  -0.646 H12A VDA 50 
VDA H14  H14  H 0 1 N N N 15.550 4.614  26.411 -0.770  1.679  2.056  H14  VDA 51 
VDA H15  H15  H 0 1 N N N 15.017 2.880  23.945 -0.191  -0.742 0.261  H15  VDA 52 
VDA H15A H15A H 0 0 N N N 16.300 2.721  25.108 -0.444  -0.714 2.038  H15A VDA 53 
VDA H16  H16  H 0 1 N N N 14.298 0.790  25.561 -2.833  -1.280 1.154  H16  VDA 54 
VDA H18  H18  H 0 1 N N N 11.033 4.230  26.041 -0.061  1.666  -1.469 H18  VDA 55 
VDA H18A H18A H 0 0 N N N 12.014 5.124  24.831 -0.903  0.102  -1.357 H18A VDA 56 
VDA H18B H18B H 0 0 N N N 11.881 3.335  24.735 -1.706  1.492  -2.126 H18B VDA 57 
VDA H20  H20  H 0 1 N N N 12.855 2.909  29.151 -4.270  1.224  -1.067 H20  VDA 58 
VDA H21  H21  H 0 1 N N N 13.720 0.196  27.823 -4.642  1.696  1.926  H21  VDA 59 
VDA H21A H21A H 0 0 N N N 14.515 1.023  29.205 -4.163  2.927  0.732  H21A VDA 60 
VDA H21B H21B H 0 0 N N N 12.925 0.218  29.433 -5.780  2.187  0.648  H21B VDA 61 
VDA H23  H23  H 0 1 N N N 10.224 1.780  26.459 -7.167  0.661  0.236  H23  VDA 62 
VDA H23A H23A H 0 0 N N N 11.359 0.488  27.183 -6.735  0.120  -1.404 H23A VDA 63 
VDA HO3  HO3  H 0 1 N N N 10.427 -1.390 27.715 -8.251  -0.964 1.706  HO3  VDA 64 
VDA H26  H26  H 0 1 N N N 7.574  -0.113 28.631 -8.970  -0.855 -1.878 H26  VDA 65 
VDA H26A H26A H 0 0 N N N 8.563  1.151  29.482 -9.763  -1.879 -0.656 H26A VDA 66 
VDA H27  H27  H 0 1 N N N 8.858  0.392  25.676 -6.997  -2.343 -1.988 H27  VDA 67 
VDA H27A H27A H 0 0 N N N 10.185 -0.824 26.230 -6.146  -2.818 -0.499 H27A VDA 68 
VDA HO1  HO1  H 0 1 N N N 14.296 5.178  17.389 4.606   -2.858 1.040  HO1  VDA 69 
VDA H30  H30  H 0 1 N N N 12.663 7.459  16.531 8.461   -2.105 -1.480 H30  VDA 70 
VDA H30A H30A H 0 0 N N N 13.162 9.064  16.879 8.999   -0.415 -1.329 H30A VDA 71 
VDA H31  H31  H 0 1 N N N 13.670 9.087  14.339 10.839  -1.900 -0.696 H31  VDA 72 
VDA H31A H31A H 0 0 N N N 15.210 8.440  14.840 10.252  -1.050 0.754  H31A VDA 73 
VDA HO5  HO5  H 0 1 N N N 13.688 7.085  13.351 10.472  -3.399 1.128  HO5  VDA 74 
VDA H29  H29  H 0 1 N N N 7.202  2.809  28.397 -9.677  0.054  0.948  H29  VDA 75 
VDA H29A H29A H 0 0 N N N 7.979  2.331  26.850 -9.017  1.065  -0.360 H29A VDA 76 
VDA H29B H29B H 0 0 N N N 6.426  1.576  27.348 -10.660 0.393  -0.498 H29B VDA 77 
VDA H28  H28  H 0 1 N N N 7.935  -1.779 25.172 -8.246  -3.962 0.276  H28  VDA 78 
VDA H28A H28A H 0 0 N N N 8.631  -2.533 26.646 -8.992  -3.578 -1.294 H28A VDA 79 
VDA H28B H28B H 0 0 N N N 7.239  -1.406 26.785 -7.583  -4.663 -1.220 H28B VDA 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 
VDA O2  C3   SING N N 1  
VDA C1  C2   SING N N 2  
VDA C1  C10  SING N N 3  
VDA C1  O1   SING N N 4  
VDA C2  C3   SING N N 5  
VDA C2  O4   SING N N 6  
VDA C3  C4   SING N N 7  
VDA C4  C5   SING N N 8  
VDA C5  C6   DOUB N N 9  
VDA C5  C10  SING N N 10 
VDA C6  C7   SING N N 11 
VDA C7  C8   DOUB N N 12 
VDA C8  C9   SING N N 13 
VDA C8  C14  SING N N 14 
VDA C9  C11  SING N N 15 
VDA C11 C12  SING N N 16 
VDA C12 C13  SING N N 17 
VDA C13 C14  SING N N 18 
VDA C13 C17  SING N E 19 
VDA C13 C18  SING N N 20 
VDA C14 C15  SING N N 21 
VDA C15 C16  SING N N 22 
VDA C16 C17  DOUB N N 23 
VDA C17 C20  SING N N 24 
VDA C20 C21  SING N N 25 
VDA C20 S22  SING N N 26 
VDA S22 C23  SING N N 27 
VDA C23 C25  SING N N 28 
VDA C25 O3   SING N N 29 
VDA C25 C26  SING N N 30 
VDA C25 C27  SING N N 31 
VDA C26 C29  SING N N 32 
VDA C27 C28  SING N N 33 
VDA O4  C30  SING N N 34 
VDA C30 C31  SING N N 35 
VDA C31 O5   SING N N 36 
VDA O2  HO2  SING N N 37 
VDA C1  H1   SING N N 38 
VDA C2  H2   SING N N 39 
VDA C3  H3   SING N N 40 
VDA C4  H4   SING N N 41 
VDA C4  H4A  SING N N 42 
VDA C6  H6   SING N N 43 
VDA C7  H7   SING N N 44 
VDA C9  H9   SING N N 45 
VDA C9  H9A  SING N N 46 
VDA C10 H10  SING N N 47 
VDA C10 H10A SING N N 48 
VDA C11 H11  SING N N 49 
VDA C11 H11A SING N N 50 
VDA C12 H12  SING N N 51 
VDA C12 H12A SING N N 52 
VDA C14 H14  SING N N 53 
VDA C15 H15  SING N N 54 
VDA C15 H15A SING N N 55 
VDA C16 H16  SING N N 56 
VDA C18 H18  SING N N 57 
VDA C18 H18A SING N N 58 
VDA C18 H18B SING N N 59 
VDA C20 H20  SING N N 60 
VDA C21 H21  SING N N 61 
VDA C21 H21A SING N N 62 
VDA C21 H21B SING N N 63 
VDA C23 H23  SING N N 64 
VDA C23 H23A SING N N 65 
VDA O3  HO3  SING N N 66 
VDA C26 H26  SING N N 67 
VDA C26 H26A SING N N 68 
VDA C27 H27  SING N N 69 
VDA C27 H27A SING N N 70 
VDA O1  HO1  SING N N 71 
VDA C30 H30  SING N N 72 
VDA C30 H30A SING N N 73 
VDA C31 H31  SING N N 74 
VDA C31 H31A SING N N 75 
VDA O5  HO5  SING N N 76 
VDA C29 H29  SING N N 77 
VDA C29 H29A SING N N 78 
VDA C29 H29B SING N N 79 
VDA C28 H28  SING N N 80 
VDA C28 H28A SING N N 81 
VDA C28 H28B 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 
VDA SMILES           ACDLabs              10.04 O(CCO)C3C(O)C/C(=C/C=C1\CCCC2(C(=CCC12)C(SCC(O)(CC)CC)C)C)CC3O                                                                                                                                                
VDA 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+/m0/s1 
VDA InChIKey         InChI                1.02b DUIYWCMQVXJTIP-YYDWSLPPBY                                                                                                                                                                                     
VDA SMILES_CANONICAL CACTVS               3.341 CCC(O)(CC)CS[C@@H](C)C1=CC[C@H]2C(/CCC[C@]12C)=C/C=C3/C[C@@H](O)[C@@H](OCCO)[C@H](O)C3                                                                                                                        
VDA 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                                                                                                                                    
VDA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCC(CC)(CS[C@@H](C)C1=CC[C@@H]2[C@@]1(CCCC2=CC=C3C[C@H](C([C@@H](C3)O)OCCO)O)C)O                                                                                                                              
VDA 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 
VDA "SYSTEMATIC NAME" ACDLabs              10.04 (1R,2S,3R,5Z,7E)-17-{(1S)-1-[(2-ethyl-2-hydroxybutyl)sulfanyl]ethyl}-2-(2-hydroxyethoxy)-9,10-secoestra-5,7,16-triene-1,3-diol                                                 
VDA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (1R,3R)-5-[2-[(3aS,7aS)-1-[(1S)-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 
# 
