data_VDZ
# 
_chem_comp.id                                    VDZ 
_chem_comp.name                                  5-{2-[1-(5-HYDROXY-1,5-DIMETHYL-HEXYL)-7A-METHYL-OCTAHYDRO-INDEN-4-YLIDENE]-ETHYLIDENE}-2-METHYLENE-CYCLOHEXANE-1,3-DIOL 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H44 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "2-METHYLENE-19-NOR-(20S)-1ALPHA,25-DIHYDROXY-VITAMIN D3; 2MD" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-12-17 
_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                        416.636 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     VDZ 
_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        1RJK 
_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 
VDZ O1   O1   O 0 1 N N N 60.750 4.465  2.321  6.816  2.554  -0.143 O1   VDZ 1  
VDZ C1   C1   C 0 1 N N R 60.342 5.624  1.550  6.105  1.316  -0.084 C1   VDZ 2  
VDZ C2   C2   C 0 1 N N N 60.774 6.948  2.031  6.552  0.531  1.128  C2   VDZ 3  
VDZ C28  C28  C 0 1 N N N 61.437 7.054  3.164  7.529  0.969  1.883  C28  VDZ 4  
VDZ C3   C3   C 0 1 N N R 60.568 8.207  1.231  5.852  -0.769 1.454  C3   VDZ 5  
VDZ O2   O2   O 0 1 N N N 59.068 8.230  1.261  6.086  -1.718 0.412  O2   VDZ 6  
VDZ C4   C4   C 0 1 N N N 60.935 8.127  -0.223 4.347  -0.497 1.574  C4   VDZ 7  
VDZ C10  C10  C 0 1 N N N 60.912 5.543  0.105  4.604  1.584  0.033  C10  VDZ 8  
VDZ C5   C5   C 0 1 N N N 60.738 6.773  -0.822 3.900  0.287  0.362  C5   VDZ 9  
VDZ C6   C6   C 0 1 N N N 60.373 6.819  -2.186 2.910  -0.158 -0.404 C6   VDZ 10 
VDZ C7   C7   C 0 1 N N N 60.087 5.589  -2.985 2.139  -1.342 0.005  C7   VDZ 11 
VDZ C8   C8   C 0 1 N N N 60.417 5.432  -4.250 1.071  -1.713 -0.693 C8   VDZ 12 
VDZ C9   C9   C 0 1 N N N 61.209 6.465  -5.004 0.504  -3.124 -0.627 C9   VDZ 13 
VDZ C11  C11  C 0 1 N N N 62.524 5.788  -5.463 -1.001 -3.089 -0.365 C11  VDZ 14 
VDZ C14  C14  C 0 1 N N S 60.079 4.108  -4.903 0.339  -0.772 -1.604 C14  VDZ 15 
VDZ C13  C13  C 0 1 N N R 61.472 3.461  -5.335 -1.131 -0.739 -1.095 C13  VDZ 16 
VDZ C12  C12  C 0 1 N N N 62.385 4.401  -6.141 -1.721 -2.109 -1.305 C12  VDZ 17 
VDZ C18  C18  C 0 1 N N N 62.288 3.114  -3.984 -1.100 -0.426 0.402  C18  VDZ 18 
VDZ C15  C15  C 0 1 N N N 59.198 3.027  -4.321 0.722  0.707  -1.515 C15  VDZ 19 
VDZ C16  C16  C 0 1 N N N 59.651 1.753  -5.105 -0.545 1.423  -2.062 C16  VDZ 20 
VDZ C17  C17  C 0 1 N N R 60.946 2.140  -5.909 -1.728 0.444  -1.841 C17  VDZ 21 
VDZ C20  C20  C 0 1 N N S 61.840 0.914  -6.008 -2.817 1.110  -0.997 C20  VDZ 22 
VDZ C21  C21  C 0 1 N N N 61.004 -0.108 -6.815 -3.379 2.318  -1.750 C21  VDZ 23 
VDZ C22  C22  C 0 1 N N N 63.271 1.147  -6.557 -3.941 0.106  -0.731 C22  VDZ 24 
VDZ C23  C23  C 0 1 N N N 64.070 -0.151 -6.592 -4.969 0.731  0.214  C23  VDZ 25 
VDZ C24  C24  C 0 1 N N N 65.574 0.014  -6.804 -6.093 -0.273 0.480  C24  VDZ 26 
VDZ C25  C25  C 0 1 N N N 66.378 -1.318 -6.672 -7.121 0.351  1.426  C25  VDZ 27 
VDZ C26  C26  C 0 1 N N N 67.692 -1.049 -7.347 -8.178 -0.693 1.790  C26  VDZ 28 
VDZ C27  C27  C 0 1 N N N 66.537 -1.890 -5.234 -6.419 0.831  2.698  C27  VDZ 29 
VDZ O3   O3   O 0 1 N N N 65.723 -2.313 -7.402 -7.749 1.461  0.781  O3   VDZ 30 
VDZ HO1  HO1  H 0 1 N N N 60.471 3.611  2.010  7.756  2.334  -0.205 HO1  VDZ 31 
VDZ H1   H1   H 0 1 N N N 59.231 5.567  1.633  6.302  0.737  -0.987 H1   VDZ 32 
VDZ H281 1H28 H 0 0 N N N 61.587 6.131  3.750  7.841  0.401  2.747  H281 VDZ 33 
VDZ H282 2H28 H 0 0 N N N 61.760 8.045  3.524  8.022  1.899  1.641  H282 VDZ 34 
VDZ H3   H3   H 0 1 N N N 61.168 9.055  1.635  6.229  -1.161 2.399  H3   VDZ 35 
VDZ HO2  HO2  H 0 1 N N N 58.938 9.024  0.756  7.042  -1.859 0.372  HO2  VDZ 36 
VDZ H41  1H4  H 0 1 N N N 60.385 8.899  -0.809 4.150  0.081  2.477  H41  VDZ 37 
VDZ H42  2H4  H 0 1 N N N 61.980 8.478  -0.383 3.807  -1.443 1.618  H42  VDZ 38 
VDZ H101 1H10 H 0 0 N N N 61.993 5.274  0.154  4.228  1.976  -0.912 H101 VDZ 39 
VDZ H102 2H10 H 0 0 N N N 60.492 4.643  -0.401 4.422  2.305  0.830  H102 VDZ 40 
VDZ H6   H6   H 0 1 N N N 60.310 7.825  -2.631 2.671  0.350  -1.327 H6   VDZ 41 
VDZ H7   H7   H 0 1 N N N 59.573 4.693  -2.596 2.440  -1.909 0.873  H7   VDZ 42 
VDZ H91  1H9  H 0 1 N N N 60.638 6.925  -5.844 0.692  -3.632 -1.573 H91  VDZ 43 
VDZ H92  2H9  H 0 1 N N N 61.379 7.398  -4.417 0.995  -3.671 0.177  H92  VDZ 44 
VDZ H111 1H11 H 0 0 N N N 63.088 6.478  -6.132 -1.410 -4.089 -0.512 H111 VDZ 45 
VDZ H112 2H11 H 0 0 N N N 63.230 5.716  -4.603 -1.175 -2.785 0.667  H112 VDZ 46 
VDZ H14  H14  H 0 1 N N N 59.353 4.456  -5.674 0.385  -1.121 -2.635 H14  VDZ 47 
VDZ H121 1H12 H 0 0 N N N 62.038 4.497  -7.196 -1.571 -2.412 -2.341 H121 VDZ 48 
VDZ H122 2H12 H 0 0 N N N 63.382 3.938  -6.326 -2.787 -2.090 -1.075 H122 VDZ 49 
VDZ H181 1H18 H 0 0 N N N 63.261 2.661  -4.285 -0.501 -1.176 0.918  H181 VDZ 50 
VDZ H182 2H18 H 0 0 N N N 62.408 3.994  -3.311 -0.662 0.560  0.558  H182 VDZ 51 
VDZ H183 3H18 H 0 0 N N N 61.709 2.470  -3.280 -2.116 -0.438 0.797  H183 VDZ 52 
VDZ H151 1H15 H 0 0 N N N 59.245 2.933  -3.210 1.588  0.920  -2.142 H151 VDZ 53 
VDZ H152 2H15 H 0 0 N N N 58.104 3.240  -4.368 0.912  0.995  -0.481 H152 VDZ 54 
VDZ H161 1H16 H 0 0 N N N 59.793 0.863  -4.448 -0.426 1.632  -3.125 H161 VDZ 55 
VDZ H162 2H16 H 0 0 N N N 58.847 1.327  -5.749 -0.717 2.349  -1.514 H162 VDZ 56 
VDZ H17  H17  H 0 1 N N N 60.804 2.390  -6.986 -2.136 0.121  -2.798 H17  VDZ 57 
VDZ H20  H20  H 0 1 N N N 62.097 0.541  -4.989 -2.392 1.439  -0.049 H20  VDZ 58 
VDZ H211 1H21 H 0 0 N N N 61.659 -1.007 -6.887 -3.804 1.989  -2.698 H211 VDZ 59 
VDZ H212 2H21 H 0 0 N N N 59.995 -0.312 -6.385 -4.155 2.792  -1.149 H212 VDZ 60 
VDZ H213 3H21 H 0 0 N N N 60.643 0.273  -7.798 -2.578 3.033  -1.939 H213 VDZ 61 
VDZ H221 1H22 H 0 0 N N N 63.250 1.641  -7.556 -4.425 -0.155 -1.673 H221 VDZ 62 
VDZ H222 2H22 H 0 0 N N N 63.804 1.940  -5.983 -3.526 -0.792 -0.275 H222 VDZ 63 
VDZ H231 1H23 H 0 0 N N N 63.876 -0.745 -5.668 -4.485 0.992  1.156  H231 VDZ 64 
VDZ H232 2H23 H 0 0 N N N 63.648 -0.839 -7.360 -5.384 1.629  -0.242 H232 VDZ 65 
VDZ H241 1H24 H 0 0 N N N 65.781 0.502  -7.784 -6.577 -0.534 -0.461 H241 VDZ 66 
VDZ H242 2H24 H 0 0 N N N 65.984 0.790  -6.117 -5.678 -1.171 0.937  H242 VDZ 67 
VDZ H261 1H26 H 0 0 N N N 68.266 -2.000 -7.252 -7.699 -1.539 2.282  H261 VDZ 68 
VDZ H262 2H26 H 0 0 N N N 67.594 -0.683 -8.395 -8.911 -0.248 2.464  H262 VDZ 69 
VDZ H263 3H26 H 0 0 N N N 68.229 -0.156 -6.949 -8.679 -1.035 0.884  H263 VDZ 70 
VDZ H271 1H27 H 0 0 N N N 67.111 -2.841 -5.139 -5.665 1.575  2.438  H271 VDZ 71 
VDZ H272 2H27 H 0 0 N N N 66.982 -1.114 -4.568 -7.151 1.276  3.371  H272 VDZ 72 
VDZ H273 3H27 H 0 0 N N N 65.533 -2.008 -4.763 -5.939 -0.015 3.189  H273 VDZ 73 
VDZ HO3  HO3  H 0 1 N N N 66.212 -3.123 -7.321 -8.179 1.116  -0.013 HO3  VDZ 74 
# 
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 
VDZ O1  C1   SING N N 1  
VDZ O1  HO1  SING N N 2  
VDZ C1  C2   SING N N 3  
VDZ C1  C10  SING N N 4  
VDZ C1  H1   SING N N 5  
VDZ C2  C28  DOUB N N 6  
VDZ C2  C3   SING N N 7  
VDZ C28 H281 SING N N 8  
VDZ C28 H282 SING N N 9  
VDZ C3  O2   SING N N 10 
VDZ C3  C4   SING N N 11 
VDZ C3  H3   SING N N 12 
VDZ O2  HO2  SING N N 13 
VDZ C4  C5   SING N N 14 
VDZ C4  H41  SING N N 15 
VDZ C4  H42  SING N N 16 
VDZ C10 C5   SING N N 17 
VDZ C10 H101 SING N N 18 
VDZ C10 H102 SING N N 19 
VDZ C5  C6   DOUB N N 20 
VDZ C6  C7   SING N N 21 
VDZ C6  H6   SING N N 22 
VDZ C7  C8   DOUB N E 23 
VDZ C7  H7   SING N N 24 
VDZ C8  C9   SING N N 25 
VDZ C8  C14  SING N N 26 
VDZ C9  C11  SING N N 27 
VDZ C9  H91  SING N N 28 
VDZ C9  H92  SING N N 29 
VDZ C11 C12  SING N N 30 
VDZ C11 H111 SING N N 31 
VDZ C11 H112 SING N N 32 
VDZ C14 C13  SING N N 33 
VDZ C14 C15  SING N N 34 
VDZ C14 H14  SING N N 35 
VDZ C13 C12  SING N N 36 
VDZ C13 C18  SING N N 37 
VDZ C13 C17  SING N N 38 
VDZ C12 H121 SING N N 39 
VDZ C12 H122 SING N N 40 
VDZ C18 H181 SING N N 41 
VDZ C18 H182 SING N N 42 
VDZ C18 H183 SING N N 43 
VDZ C15 C16  SING N N 44 
VDZ C15 H151 SING N N 45 
VDZ C15 H152 SING N N 46 
VDZ C16 C17  SING N N 47 
VDZ C16 H161 SING N N 48 
VDZ C16 H162 SING N N 49 
VDZ C17 C20  SING N N 50 
VDZ C17 H17  SING N N 51 
VDZ C20 C21  SING N N 52 
VDZ C20 C22  SING N N 53 
VDZ C20 H20  SING N N 54 
VDZ C21 H211 SING N N 55 
VDZ C21 H212 SING N N 56 
VDZ C21 H213 SING N N 57 
VDZ C22 C23  SING N N 58 
VDZ C22 H221 SING N N 59 
VDZ C22 H222 SING N N 60 
VDZ C23 C24  SING N N 61 
VDZ C23 H231 SING N N 62 
VDZ C23 H232 SING N N 63 
VDZ C24 C25  SING N N 64 
VDZ C24 H241 SING N N 65 
VDZ C24 H242 SING N N 66 
VDZ C25 C26  SING N N 67 
VDZ C25 C27  SING N N 68 
VDZ C25 O3   SING N N 69 
VDZ C26 H261 SING N N 70 
VDZ C26 H262 SING N N 71 
VDZ C26 H263 SING N N 72 
VDZ C27 H271 SING N N 73 
VDZ C27 H272 SING N N 74 
VDZ C27 H273 SING N N 75 
VDZ O3  HO3  SING N N 76 
# 
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 
VDZ SMILES           ACDLabs              10.04 OC3/C(=C)C(O)CC(=C\C=C1/CCCC2(C1CCC2C(C)CCCC(O)(C)C)C)\C3                                                                                                                                       
VDZ InChI            InChI                1.02b InChI=1/C27H44O3/c1-18(8-6-14-26(3,4)30)22-12-13-23-21(9-7-15-27(22,23)5)11-10-20-16-24(28)19(2)25(29)17-20/h10-11,18,22-25,28-30H,2,6-9,12-17H2,1,3-5H3/b21-11+/t18-,22+,23-,24+,25+,27+/m0/s1 
VDZ InChIKey         InChI                1.02b UHMPCVGLSKFXHR-NAQZCRMNBS                                                                                                                                                                       
VDZ SMILES_CANONICAL CACTVS               3.341 C[C@@H](CCCC(C)(C)O)[C@H]1CC[C@H]2C(/CCC[C@]12C)=C/C=C/3C[C@@H](O)C(=C)[C@H](O)C/3                                                                                                              
VDZ SMILES           CACTVS               3.341 C[CH](CCCC(C)(C)O)[CH]1CC[CH]2C(CCC[C]12C)=CC=C3C[CH](O)C(=C)[CH](O)C3                                                                                                                          
VDZ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@@H](CCCC(C)(C)O)[C@H]1CC[C@@H]\2[C@@]1(CCC/C2=C\C=C3C[C@H](C(=C)[C@@H](C3)O)O)C                                                                                                             
VDZ SMILES           "OpenEye OEToolkits" 1.5.0 CC(CCCC(C)(C)O)C1CCC2C1(CCCC2=CC=C3CC(C(=C)C(C3)O)O)C                                                                                                                                           
# 
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 
VDZ "SYSTEMATIC NAME" ACDLabs              10.04 (1R,3R,7E,17beta)-17-[(1S)-5-hydroxy-1,5-dimethylhexyl]-2-methylidene-9,10-secoestra-5,7-diene-1,3-diol                                                                    
VDZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (1R,3R)-5-[(2E)-2-[(1R,3aS,7aR)-1-[(2S)-6-hydroxy-6-methyl-heptan-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-2-methylidene-cyclohexane-1,3-diol 
# 
