data_VD5
# 
_chem_comp.id                                    VD5 
_chem_comp.name                                  (1R,3R,7E,17E)-17-(5-hydroxy-1,5-dimethylhexylidene)-2-methylene-9,10-secoestra-5,7-diene-1,3-diol 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H42 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-12-07 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        414.621 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     VD5 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2O4R 
_chem_comp.pdbx_subcomponent_list                ? 
_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_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
VD5 O2   O2   O 0 1 N N N 58.641 8.112  1.129  4.747 1.111   2.503  O2   VD5 1  
VD5 C3   C3   C 0 1 N N R 60.072 8.151  1.171  3.729 2.087   2.729  C3   VD5 2  
VD5 C2   C2   C 0 1 N N N 60.499 6.942  1.970  4.355 3.462   2.852  C2   VD5 3  
VD5 C28  C28  C 0 1 N N N 61.118 7.043  3.142  4.318 4.134   4.014  C28  VD5 4  
VD5 C1   C1   C 0 1 N N R 60.155 5.610  1.429  4.964 3.994   1.567  C1   VD5 5  
VD5 O1   O1   O 0 1 N N N 60.625 4.631  2.366  5.436 5.332   1.694  O1   VD5 6  
VD5 C10  C10  C 0 1 N N N 60.820 5.478  0.038  3.928 3.968   0.436  C10  VD5 7  
VD5 C4   C4   C 0 1 N N N 60.578 8.086  -0.267 2.725 2.029   1.568  C4   VD5 8  
VD5 C5   C5   C 0 1 N N N 60.554 6.688  -0.861 3.310 2.601   0.296  C5   VD5 9  
VD5 C6   C6   C 0 1 N N N 60.319 6.559  -2.204 3.302 1.930   -0.865 C6   VD5 10 
VD5 C7   C7   C 0 1 N N N 60.319 5.243  -2.888 2.717 0.622   -1.019 C7   VD5 11 
VD5 C8   C8   C 0 1 N N N 60.495 5.138  -4.246 2.710 -0.049  -2.180 C8   VD5 12 
VD5 C9   C9   C 0 1 N N N 60.670 6.370  -5.136 3.332 0.543   -3.429 C9   VD5 13 
VD5 C11  C11  C 0 1 N N N 61.924 6.213  -6.016 2.904 -0.189  -4.709 C11  VD5 14 
VD5 C12  C12  C 0 1 N N N 62.156 4.798  -6.619 3.085 -1.721  -4.669 C12  VD5 15 
VD5 C14  C14  C 0 1 N N R 60.607 3.814  -5.011 2.103 -1.414  -2.370 C14  VD5 16 
VD5 C13  C13  C 0 1 N N S 62.039 3.680  -5.563 3.009 -2.317  -3.242 C13  VD5 17 
VD5 C18  C18  C 0 1 N N N 63.138 3.765  -4.474 4.441 -2.505  -2.681 C18  VD5 18 
VD5 C15  C15  C 0 1 N N N 60.283 2.458  -4.380 1.757 -2.293  -1.168 C15  VD5 19 
VD5 C16  C16  C 0 1 N N N 61.031 1.433  -5.285 1.484 -3.660  -1.805 C16  VD5 20 
VD5 C17  C17  C 0 1 N N N 62.080 2.235  -6.034 2.289 -3.648  -3.086 C17  VD5 21 
VD5 C20  C20  C 0 1 N N N 62.926 1.715  -6.970 2.309 -4.670  -3.951 C20  VD5 22 
VD5 C21  C21  C 0 1 N N N 63.968 2.533  -7.707 3.124 -4.616  -5.213 C21  VD5 23 
VD5 C22  C22  C 0 1 N N N 62.889 0.263  -7.387 1.542 -5.946  -3.687 C22  VD5 24 
VD5 C23  C23  C 0 1 N N N 63.767 -0.575 -6.467 2.388 -7.007  -2.973 C23  VD5 25 
VD5 C24  C24  C 0 1 N N N 65.238 -0.430 -6.875 1.585 -8.297  -2.755 C24  VD5 26 
VD5 C25  C25  C 0 1 N N N 66.037 -1.695 -6.622 2.369 -9.429  -2.060 C25  VD5 27 
VD5 C27  C27  C 0 1 N N N 66.001 -2.175 -5.159 1.529 -10.695 -1.875 C27  VD5 28 
VD5 C26  C26  C 0 1 N N N 67.482 -1.399 -6.975 2.883 -8.939  -0.702 C26  VD5 29 
VD5 O3   O3   O 0 1 N N N 65.513 -2.745 -7.444 3.503 -9.752  -2.868 O3   VD5 30 
VD5 HO2  HO2  H 0 1 N N N 58.298 8.103  2.015  4.299 0.251   2.457  HO2  VD5 31 
VD5 H3   H3   H 0 1 N N N 60.475 9.063  1.635  3.220 1.803   3.657  H3   VD5 32 
VD5 H281 1H28 H 0 0 N N N 61.240 8.100  3.330  3.867 3.693   4.895  H281 VD5 33 
VD5 H282 2H28 H 0 0 N N N 61.436 6.231  3.779  4.738 5.131   4.091  H282 VD5 34 
VD5 H1   H1   H 0 1 N N N 59.073 5.464  1.297  5.828 3.374   1.298  H1   VD5 35 
VD5 HO1  HO1  H 0 1 N N N 60.729 3.795  1.926  5.206 5.783   0.867  HO1  VD5 36 
VD5 H101 1H10 H 0 0 N N N 60.416 4.582  -0.457 4.404 4.288   -0.501 H101 VD5 37 
VD5 H102 2H10 H 0 0 N N N 61.907 5.409  0.193  3.138 4.706   0.630  H102 VD5 38 
VD5 H41  1H4  H 0 1 N N N 61.618 8.444  -0.279 1.829 2.607   1.827  H41  VD5 39 
VD5 H42  2H4  H 0 1 N N N 59.905 8.708  -0.875 2.411 0.991   1.405  H42  VD5 40 
VD5 H6   H6   H 0 1 N N N 60.127 7.448  -2.786 3.758 2.390   -1.737 H6   VD5 41 
VD5 H7   H7   H 0 1 N N N 60.177 4.346  -2.304 2.260 0.160   -0.149 H7   VD5 42 
VD5 H91  1H9  H 0 1 N N N 60.780 7.263  -4.503 3.070 1.604   -3.518 H91  VD5 43 
VD5 H92  2H9  H 0 1 N N N 59.787 6.476  -5.783 4.424 0.480   -3.340 H92  VD5 44 
VD5 H111 1H11 H 0 0 N N N 62.797 6.451  -5.390 1.844 0.029   -4.896 H111 VD5 45 
VD5 H112 2H11 H 0 0 N N N 61.778 6.887  -6.873 3.450 0.218   -5.569 H112 VD5 46 
VD5 H121 1H12 H 0 0 N N N 61.399 4.623  -7.398 2.323 -2.164  -5.321 H121 VD5 47 
VD5 H122 2H12 H 0 0 N N N 63.177 4.770  -7.027 4.050 -1.978  -5.125 H122 VD5 48 
VD5 H14  H14  H 0 1 N N N 59.779 3.955  -5.721 1.152 -1.246  -2.905 H14  VD5 49 
VD5 H181 1H18 H 0 0 N N N 64.128 3.785  -4.952 4.679 -1.713  -1.964 H181 VD5 50 
VD5 H182 2H18 H 0 0 N N N 62.998 4.682  -3.883 4.531 -3.469  -2.173 H182 VD5 51 
VD5 H183 3H18 H 0 0 N N N 63.068 2.888  -3.814 5.177 -2.471  -3.489 H183 VD5 52 
VD5 H151 1H15 H 0 0 N N N 59.199 2.269  -4.372 0.888 -1.925  -0.613 H151 VD5 53 
VD5 H152 2H15 H 0 0 N N N 60.596 2.398  -3.327 2.599 -2.360  -0.467 H152 VD5 54 
VD5 H161 1H16 H 0 0 N N N 60.334 0.952  -5.987 0.418 -3.760  -2.036 H161 VD5 55 
VD5 H162 2H16 H 0 0 N N N 61.486 0.627  -4.691 1.785 -4.470  -1.134 H162 VD5 56 
VD5 H211 1H21 H 0 0 N N N 63.622 2.731  -8.732 2.478 -4.669  -6.095 H211 VD5 57 
VD5 H212 2H21 H 0 0 N N N 64.124 3.487  -7.182 3.706 -3.691  -5.285 H212 VD5 58 
VD5 H213 3H21 H 0 0 N N N 64.915 1.974  -7.742 3.829 -5.452  -5.247 H213 VD5 59 
VD5 H221 1H22 H 0 0 N N N 61.853 -0.103 -7.330 0.652 -5.712  -3.089 H221 VD5 60 
VD5 H222 2H22 H 0 0 N N N 63.266 0.177  -8.417 1.170 -6.363  -4.632 H222 VD5 61 
VD5 H231 1H23 H 0 0 N N N 63.641 -0.230 -5.430 2.733 -6.620  -2.007 H231 VD5 62 
VD5 H232 2H23 H 0 0 N N N 63.471 -1.631 -6.547 3.280 -7.218  -3.575 H232 VD5 63 
VD5 H241 1H24 H 0 0 N N N 65.684 0.387  -6.289 0.711 -8.047  -2.138 H241 VD5 64 
VD5 H242 2H24 H 0 0 N N N 65.269 -0.223 -7.955 1.205 -8.651  -3.721 H242 VD5 65 
VD5 H271 1H27 H 0 0 N N N 65.992 -3.275 -5.133 1.278 -11.153 -2.838 H271 VD5 66 
VD5 H272 2H27 H 0 0 N N N 66.890 -1.803 -4.629 0.603 -10.487 -1.329 H272 VD5 67 
VD5 H273 3H27 H 0 0 N N N 65.094 -1.790 -4.669 2.091 -11.455 -1.320 H273 VD5 68 
VD5 H261 1H26 H 0 0 N N N 67.586 -1.327 -8.068 3.536 -8.067  -0.824 H261 VD5 69 
VD5 H262 2H26 H 0 0 N N N 67.784 -0.447 -6.515 2.060 -8.666  -0.034 H262 VD5 70 
VD5 H263 3H26 H 0 0 N N N 68.124 -2.209 -6.598 3.488 -9.710  -0.210 H263 VD5 71 
VD5 HO3  HO3  H 0 1 N N N 65.397 -2.425 -8.331 3.306 -9.424  -3.758 HO3  VD5 72 
# 
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 
VD5 C21 C20  SING N N 1  
VD5 O3  C25  SING N N 2  
VD5 C22 C20  SING N N 3  
VD5 C22 C23  SING N N 4  
VD5 C26 C25  SING N N 5  
VD5 C20 C17  DOUB N E 6  
VD5 C24 C25  SING N N 7  
VD5 C24 C23  SING N N 8  
VD5 C25 C27  SING N N 9  
VD5 C12 C11  SING N N 10 
VD5 C12 C13  SING N N 11 
VD5 C17 C13  SING N N 12 
VD5 C17 C16  SING N N 13 
VD5 C11 C9   SING N N 14 
VD5 C13 C14  SING N N 15 
VD5 C13 C18  SING N N 16 
VD5 C16 C15  SING N N 17 
VD5 C9  C8   SING N N 18 
VD5 C14 C15  SING N N 19 
VD5 C14 C8   SING N N 20 
VD5 C8  C7   DOUB N E 21 
VD5 C7  C6   SING N N 22 
VD5 C6  C5   DOUB N N 23 
VD5 C5  C4   SING N N 24 
VD5 C5  C10  SING N N 25 
VD5 C4  C3   SING N N 26 
VD5 C10 C1   SING N N 27 
VD5 O2  C3   SING N N 28 
VD5 C3  C2   SING N N 29 
VD5 C1  C2   SING N N 30 
VD5 C1  O1   SING N N 31 
VD5 C2  C28  DOUB N N 32 
VD5 O2  HO2  SING N N 33 
VD5 C3  H3   SING N N 34 
VD5 C28 H281 SING N N 35 
VD5 C28 H282 SING N N 36 
VD5 C1  H1   SING N N 37 
VD5 O1  HO1  SING N N 38 
VD5 C10 H101 SING N N 39 
VD5 C10 H102 SING N N 40 
VD5 C4  H41  SING N N 41 
VD5 C4  H42  SING N N 42 
VD5 C6  H6   SING N N 43 
VD5 C7  H7   SING N N 44 
VD5 C9  H91  SING N N 45 
VD5 C9  H92  SING N N 46 
VD5 C11 H111 SING N N 47 
VD5 C11 H112 SING N N 48 
VD5 C12 H121 SING N N 49 
VD5 C12 H122 SING N N 50 
VD5 C14 H14  SING N N 51 
VD5 C18 H181 SING N N 52 
VD5 C18 H182 SING N N 53 
VD5 C18 H183 SING N N 54 
VD5 C15 H151 SING N N 55 
VD5 C15 H152 SING N N 56 
VD5 C16 H161 SING N N 57 
VD5 C16 H162 SING N N 58 
VD5 C21 H211 SING N N 59 
VD5 C21 H212 SING N N 60 
VD5 C21 H213 SING N N 61 
VD5 C22 H221 SING N N 62 
VD5 C22 H222 SING N N 63 
VD5 C23 H231 SING N N 64 
VD5 C23 H232 SING N N 65 
VD5 C24 H241 SING N N 66 
VD5 C24 H242 SING N N 67 
VD5 C27 H271 SING N N 68 
VD5 C27 H272 SING N N 69 
VD5 C27 H273 SING N N 70 
VD5 C26 H261 SING N N 71 
VD5 C26 H262 SING N N 72 
VD5 C26 H263 SING N N 73 
VD5 O3  HO3  SING N N 74 
# 
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 
VD5 SMILES           ACDLabs              10.04 OC3\C(=C)C(O)CC(=C\C=C1/CCCC2(C(=C(/C)CCCC(O)(C)C)\CCC12)C)\C3                                                                                                                              
VD5 InChI            InChI                1.02b InChI=1/C27H42O3/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/h10-11,23-25,28-30H,2,6-9,12-17H2,1,3-5H3/b21-11+,22-18+/t23-,24+,25+,27+/m0/s1 
VD5 InChIKey         InChI                1.02b PCPYFQNISYYIPU-QEWVMUDDBK                                                                                                                                                                   
VD5 SMILES_CANONICAL CACTVS               3.341 C\C(CCCC(C)(C)O)=C/1CC[C@H]2C(\CCC[C@]/12C)=C\C=C/3C[C@@H](O)C(=C)[C@H](O)C/3                                                                                                               
VD5 SMILES           CACTVS               3.341 CC(CCCC(C)(C)O)=C1CC[CH]2C(CCC[C]12C)=CC=C3C[CH](O)C(=C)[CH](O)C3                                                                                                                           
VD5 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C/C(=C\1/CC[C@@H]\2[C@@]1(CCC/C2=C\C=C3C[C@H](C(=C)[C@@H](C3)O)O)C)/CCCC(C)(C)O                                                                                                             
VD5 SMILES           "OpenEye OEToolkits" 1.5.0 CC(=C1CCC2C1(CCCC2=CC=C3CC(C(=C)C(C3)O)O)C)CCCC(C)(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 
VD5 "SYSTEMATIC NAME" ACDLabs              10.04 (1R,3R,7E,17E)-17-(5-hydroxy-1,5-dimethylhexylidene)-2-methylidene-9,10-secoestra-5,7-diene-1,3-diol                                                                   
VD5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (1R,3R)-5-[(2E)-2-[(1E,3aS,7aS)-1-(6-hydroxy-6-methyl-heptan-2-ylidene)-7a-methyl-2,3,3a,5,6,7-hexahydroinden-4-ylidene]ethylidene]-2-methylidene-cyclohexane-1,3-diol 
# 
