data_VD2
# 
_chem_comp.id                                    VD2 
_chem_comp.name                                  5-{2-[1-(5-HYDROXY-1,5-DIMETHYL-HEXYL)-7A-METHYL-OCTAHYDRO-INDEN-4-YLIDENE]-ETHYLIDENE}-2-METHYL-CYCLOHEXANE-1,3-DIOL 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H46 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "2-ALPHA-METHYL-19-NOR-1,25-DIHYDROXYVITAMIN D3; 2AM20R" 
_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                        418.652 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     VD2 
_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        1RKH 
_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 
VD2 O3   O3   O 0 1 N N N 65.992 -2.504 -7.436 -2.967 0.678  6.831  O3   VD2 1  
VD2 C25  C25  C 0 1 N N N 66.517 -1.403 -6.745 -1.771 0.289  7.510  C25  VD2 2  
VD2 C27  C27  C 0 1 N N N 67.388 -1.955 -5.566 -2.133 -0.492 8.774  C27  VD2 3  
VD2 C26  C26  C 0 1 N N N 67.346 -0.512 -7.646 -0.973 1.537  7.893  C26  VD2 4  
VD2 C24  C24  C 0 1 N N N 65.403 -0.624 -6.123 -0.926 -0.592 6.588  C24  VD2 5  
VD2 C23  C23  C 0 1 N N N 64.551 0.217  -6.903 -0.564 0.189  5.324  C23  VD2 6  
VD2 C22  C22  C 0 1 N N N 63.254 0.521  -6.194 0.280  -0.692 4.403  C22  VD2 7  
VD2 C20  C20  C 0 1 N N R 62.358 1.504  -7.004 0.643  0.089  3.139  C20  VD2 8  
VD2 C21  C21  C 0 1 N N N 61.534 0.610  -8.071 1.440  1.337  3.523  C21  VD2 9  
VD2 C17  C17  C 0 1 N N R 61.215 2.259  -6.168 1.488  -0.792 2.218  C17  VD2 10 
VD2 C16  C16  C 0 1 N N N 60.443 1.519  -4.989 0.672  -2.029 1.759  C16  VD2 11 
VD2 C13  C13  C 0 1 N N R 61.754 3.544  -5.519 1.829  -0.045 0.938  C13  VD2 12 
VD2 C18  C18  C 0 1 N N N 63.027 3.423  -4.433 0.657  0.860  0.557  C18  VD2 13 
VD2 C14  C14  C 0 1 N N S 60.329 4.037  -4.916 1.917  -1.180 -0.121 C14  VD2 14 
VD2 C15  C15  C 0 1 N N N 59.708 2.670  -4.206 0.663  -1.994 0.205  C15  VD2 15 
VD2 C12  C12  C 0 1 N N N 62.226 4.755  -6.478 3.110  0.744  0.873  C12  VD2 16 
VD2 C11  C11  C 0 1 N N N 62.357 6.179  -5.721 3.155  1.472  -0.480 C11  VD2 17 
VD2 C9   C9   C 0 1 N N N 60.940 6.542  -5.122 3.085  0.494  -1.652 C9   VD2 18 
VD2 C8   C8   C 0 1 N N N 60.562 5.320  -4.139 1.948  -0.498 -1.457 C8   VD2 19 
VD2 C7   C7   C 0 1 N N N 60.498 5.405  -2.852 1.047  -0.743 -2.402 C7   VD2 20 
VD2 C6   C6   C 0 1 N N N 60.719 6.664  -2.073 1.128  -0.044 -3.694 C6   VD2 21 
VD2 C5   C5   C 0 1 N N N 60.883 6.793  -0.703 0.287  -0.359 -4.674 C5   VD2 22 
VD2 C10  C10  C 0 1 N N N 60.942 5.589  0.250  -0.839 -1.341 -4.443 C10  VD2 23 
VD2 C4   C4   C 0 1 N N N 61.058 8.144  -0.027 0.437  0.250  -6.050 C4   VD2 24 
VD2 C3   C3   C 0 1 N N R 60.288 8.237  1.332  -0.913 0.833  -6.474 C3   VD2 25 
VD2 O2   O2   O 0 1 N N N 58.869 8.117  1.108  -0.828 1.303  -7.821 O2   VD2 26 
VD2 C2   C2   C 0 1 N N N 60.773 7.042  2.281  -1.988 -0.250 -6.378 C2   VD2 27 
VD2 C28  C28  C 0 1 N N N 62.136 6.947  2.988  -3.319 0.306  -6.887 C28  VD2 28 
VD2 C1   C1   C 0 1 N N R 60.331 5.684  1.679  -2.148 -0.695 -4.924 C1   VD2 29 
VD2 O1   O1   O 0 1 N N N 60.813 4.594  2.524  -2.451 0.439  -4.109 O1   VD2 30 
VD2 HO3  HO3  H 0 1 N N N 65.463 -2.169 -8.151 -3.439 -0.135 6.608  HO3  VD2 31 
VD2 H271 1H27 H 0 0 N N N 67.805 -1.079 -5.016 -2.735 0.135  9.430  H271 VD2 32 
VD2 H272 2H27 H 0 0 N N N 66.828 -2.656 -4.904 -2.701 -1.381 8.500  H272 VD2 33 
VD2 H273 3H27 H 0 0 N N N 68.173 -2.669 -5.904 -1.221 -0.789 9.291  H273 VD2 34 
VD2 H261 1H26 H 0 0 N N N 67.763 0.363  -7.096 -0.061 1.240  8.411  H261 VD2 35 
VD2 H262 2H26 H 0 0 N N N 68.150 -1.090 -8.157 -0.715 2.094  6.993  H262 VD2 36 
VD2 H263 3H26 H 0 0 N N N 66.765 -0.188 -8.541 -1.575 2.165  8.550  H263 VD2 37 
VD2 H241 1H24 H 0 0 N N N 64.757 -1.338 -5.561 -1.494 -1.481 6.315  H241 VD2 38 
VD2 H242 2H24 H 0 0 N N N 65.834 -0.006 -5.301 -0.014 -0.889 7.106  H242 VD2 39 
VD2 H231 1H23 H 0 0 N N N 65.074 1.153  -7.207 0.004  1.078  5.598  H231 VD2 40 
VD2 H232 2H23 H 0 0 N N N 64.367 -0.218 -7.913 -1.476 0.486  4.807  H232 VD2 41 
VD2 H221 1H22 H 0 0 N N N 62.702 -0.414 -5.943 -0.287 -1.581 4.130  H221 VD2 42 
VD2 H222 2H22 H 0 0 N N N 63.437 0.899  -5.161 1.193  -0.989 4.921  H222 VD2 43 
VD2 H20  H20  H 0 1 N N N 63.053 2.272  -7.414 -0.269 0.386  2.622  H20  VD2 44 
VD2 H211 1H21 H 0 0 N N N 60.892 1.313  -8.650 2.353  1.040  4.040  H211 VD2 45 
VD2 H212 2H21 H 0 0 N N N 62.189 -0.021 -8.715 1.698  1.895  2.622  H212 VD2 46 
VD2 H213 3H21 H 0 0 N N N 60.960 -0.221 -7.598 0.838  1.966  4.179  H213 VD2 47 
VD2 H17  H17  H 0 1 N N N 60.473 2.386  -6.991 2.398  -1.107 2.727  H17  VD2 48 
VD2 H161 1H16 H 0 0 N N N 59.767 0.701  -5.332 1.149  -2.943 2.111  H161 VD2 49 
VD2 H162 2H16 H 0 0 N N N 61.096 0.881  -4.349 -0.347 -1.967 2.141  H162 VD2 50 
VD2 H181 1H18 H 0 0 N N N 63.418 4.355  -3.962 0.809  1.246  -0.450 H181 VD2 51 
VD2 H182 2H18 H 0 0 N N N 62.749 2.701  -3.629 -0.269 0.289  0.591  H182 VD2 52 
VD2 H183 3H18 H 0 0 N N N 63.871 2.884  -4.924 0.597  1.692  1.259  H183 VD2 53 
VD2 H14  H14  H 0 1 N N N 59.526 4.380  -5.609 2.816  -1.780 0.025  H14  VD2 54 
VD2 H151 1H15 H 0 0 N N N 58.595 2.603  -4.209 0.739  -3.002 -0.204 H151 VD2 55 
VD2 H152 2H15 H 0 0 N N N 59.815 2.626  -3.097 -0.230 -1.492 -0.165 H152 VD2 56 
VD2 H121 1H12 H 0 0 N N N 63.179 4.496  -6.994 3.958  0.065  0.956  H121 VD2 57 
VD2 H122 2H12 H 0 0 N N N 61.550 4.841  -7.361 3.137  1.471  1.685  H122 VD2 58 
VD2 H111 1H11 H 0 0 N N N 63.165 6.187  -4.953 4.083  2.040  -0.547 H111 VD2 59 
VD2 H112 2H11 H 0 0 N N N 62.767 6.981  -6.377 2.313  2.161  -0.542 H112 VD2 60 
VD2 H91  1H9  H 0 1 N N N 60.904 7.541  -4.629 4.028  -0.048 -1.723 H91  VD2 61 
VD2 H92  2H9  H 0 1 N N N 60.165 6.750  -5.896 2.922  1.050  -2.575 H92  VD2 62 
VD2 H7   H7   H 0 1 N N N 60.258 4.416  -2.424 0.256  -1.456 -2.223 H7   VD2 63 
VD2 H6   H6   H 0 1 N N N 60.768 7.640  -2.583 1.870  0.725  -3.846 H6   VD2 64 
VD2 H101 1H10 H 0 0 N N N 60.488 4.711  -0.266 -0.655 -2.256 -5.004 H101 VD2 65 
VD2 H102 2H10 H 0 0 N N N 62.006 5.269  0.344  -0.912 -1.568 -3.379 H102 VD2 66 
VD2 H41  1H4  H 0 1 N N N 62.137 8.389  0.105  1.185  1.042  -6.020 H41  VD2 67 
VD2 H42  2H4  H 0 1 N N N 60.767 8.975  -0.710 0.743  -0.519 -6.759 H42  VD2 68 
VD2 H3   H3   H 0 1 N N N 60.497 9.222  1.809  -1.174 1.662  -5.816 H3   VD2 69 
VD2 HO2  HO2  H 0 1 N N N 58.401 8.173  1.933  -0.141 1.982  -7.837 HO2  VD2 70 
VD2 H2   H2   H 0 1 N N N 60.246 7.381  3.203  -1.696 -1.105 -6.988 H2   VD2 71 
VD2 H281 1H28 H 0 0 N N N 62.473 6.114  3.648  -4.086 -0.465 -6.820 H281 VD2 72 
VD2 H282 2H28 H 0 0 N N N 62.911 7.052  2.193  -3.611 1.162  -6.280 H282 VD2 73 
VD2 H283 3H28 H 0 0 N N N 62.250 7.885  3.579  -3.209 0.618  -7.926 H283 VD2 74 
VD2 H1   H1   H 0 1 N N N 59.219 5.607  1.624  -2.958 -1.421 -4.852 H1   VD2 75 
VD2 HO1  HO1  H 0 1 N N N 60.440 4.652  3.395  -2.544 0.115  -3.202 HO1  VD2 76 
# 
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 
VD2 O3  C25  SING N N 1  
VD2 O3  HO3  SING N N 2  
VD2 C25 C27  SING N N 3  
VD2 C25 C26  SING N N 4  
VD2 C25 C24  SING N N 5  
VD2 C27 H271 SING N N 6  
VD2 C27 H272 SING N N 7  
VD2 C27 H273 SING N N 8  
VD2 C26 H261 SING N N 9  
VD2 C26 H262 SING N N 10 
VD2 C26 H263 SING N N 11 
VD2 C24 C23  SING N N 12 
VD2 C24 H241 SING N N 13 
VD2 C24 H242 SING N N 14 
VD2 C23 C22  SING N N 15 
VD2 C23 H231 SING N N 16 
VD2 C23 H232 SING N N 17 
VD2 C22 C20  SING N N 18 
VD2 C22 H221 SING N N 19 
VD2 C22 H222 SING N N 20 
VD2 C20 C21  SING N N 21 
VD2 C20 C17  SING N N 22 
VD2 C20 H20  SING N N 23 
VD2 C21 H211 SING N N 24 
VD2 C21 H212 SING N N 25 
VD2 C21 H213 SING N N 26 
VD2 C17 C16  SING N N 27 
VD2 C17 C13  SING N N 28 
VD2 C17 H17  SING N N 29 
VD2 C16 C15  SING N N 30 
VD2 C16 H161 SING N N 31 
VD2 C16 H162 SING N N 32 
VD2 C13 C18  SING N N 33 
VD2 C13 C14  SING N N 34 
VD2 C13 C12  SING N N 35 
VD2 C18 H181 SING N N 36 
VD2 C18 H182 SING N N 37 
VD2 C18 H183 SING N N 38 
VD2 C14 C15  SING N N 39 
VD2 C14 C8   SING N N 40 
VD2 C14 H14  SING N N 41 
VD2 C15 H151 SING N N 42 
VD2 C15 H152 SING N N 43 
VD2 C12 C11  SING N N 44 
VD2 C12 H121 SING N N 45 
VD2 C12 H122 SING N N 46 
VD2 C11 C9   SING N N 47 
VD2 C11 H111 SING N N 48 
VD2 C11 H112 SING N N 49 
VD2 C9  C8   SING N N 50 
VD2 C9  H91  SING N N 51 
VD2 C9  H92  SING N N 52 
VD2 C8  C7   DOUB N E 53 
VD2 C7  C6   SING N N 54 
VD2 C7  H7   SING N N 55 
VD2 C6  C5   DOUB N N 56 
VD2 C6  H6   SING N N 57 
VD2 C5  C10  SING N N 58 
VD2 C5  C4   SING N N 59 
VD2 C10 C1   SING N N 60 
VD2 C10 H101 SING N N 61 
VD2 C10 H102 SING N N 62 
VD2 C4  C3   SING N N 63 
VD2 C4  H41  SING N N 64 
VD2 C4  H42  SING N N 65 
VD2 C3  O2   SING N N 66 
VD2 C3  C2   SING N N 67 
VD2 C3  H3   SING N N 68 
VD2 O2  HO2  SING N N 69 
VD2 C2  C28  SING N N 70 
VD2 C2  C1   SING N N 71 
VD2 C2  H2   SING N N 72 
VD2 C28 H281 SING N N 73 
VD2 C28 H282 SING N N 74 
VD2 C28 H283 SING N N 75 
VD2 C1  O1   SING N N 76 
VD2 C1  H1   SING N N 77 
VD2 O1  HO1  SING N N 78 
# 
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 
VD2 SMILES           ACDLabs              10.04 OC3CC(=C/C=C1\CCCC2(C)C(C(C)CCCC(O)(C)C)CCC12)\CC(O)C3C                                                                                                                                                   
VD2 InChI            InChI                1.02b InChI=1/C27H46O3/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/h10-11,18-19,22-25,28-30H,6-9,12-17H2,1-5H3/b20-10-,21-11+/t18-,19+,22-,23+,24-,25-,27-/m1/s1 
VD2 InChIKey         InChI                1.02b OZPNRDQPQFOURL-VJPYOZRWBC                                                                                                                                                                                 
VD2 SMILES_CANONICAL CACTVS               3.341 C[C@H](CCCC(C)(C)O)[C@H]1CC[C@H]2\C(CCC[C@]12C)=C\C=C/3C[C@@H](O)[C@H](C)[C@H](O)C/3                                                                                                                      
VD2 SMILES           CACTVS               3.341 C[CH](CCCC(C)(C)O)[CH]1CC[CH]2C(CCC[C]12C)=CC=C3C[CH](O)[CH](C)[CH](O)C3                                                                                                                                  
VD2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC1[C@@H](CC(=C\C=C\2/CCC[C@]3([C@H]2CC[C@@H]3[C@H](C)CCCC(C)(C)O)C)C[C@H]1O)O                                                                                                                            
VD2 SMILES           "OpenEye OEToolkits" 1.5.0 CC1C(CC(=CC=C2CCCC3(C2CCC3C(C)CCCC(C)(C)O)C)CC1O)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 
VD2 "SYSTEMATIC NAME" ACDLabs              10.04 (1R,2R,3R,5E,7E,17beta)-17-[(1R)-5-hydroxy-1,5-dimethylhexyl]-2-methyl-9,10-secoestra-5,7-diene-1,3-diol                                                              
VD2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (1R,3R)-5-[(2E)-2-[(1R,3aS,7aR)-1-[(2R)-6-hydroxy-6-methyl-heptan-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-2-methyl-cyclohexane-1,3-diol 
# 
