data_VD1
# 
_chem_comp.id                                    VD1 
_chem_comp.name                                  5-{2-[1-(1-METHYL-PROPYL)-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                               "C23 H36 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "1-ALPHA-HYDROXY-2-METHYLENE-19-NOR-(20S)-BISHOMOPREGNACALCIFEROL; 2MBISP" 
_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                        344.531 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     VD1 
_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        1RKG 
_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 
VD1 O2   O2   O 0 1 N N N 58.937 8.128  1.083  2.881  -2.381 -0.071 O2   VD1 1  
VD1 C3   C3   C 0 1 N N R 60.437 8.098  1.175  3.962  -1.687 0.556  C3   VD1 2  
VD1 C2   C2   C 0 1 N N N 60.695 6.869  2.009  4.722  -0.886 -0.476 C2   VD1 3  
VD1 C28  C28  C 0 1 N N N 61.359 7.021  3.137  5.970  -1.173 -0.755 C28  VD1 4  
VD1 C1   C1   C 0 1 N N R 60.264 5.525  1.564  4.018  0.252  -1.179 C1   VD1 5  
VD1 O1   O1   O 0 1 N N N 60.781 4.400  2.318  4.943  0.940  -2.023 O1   VD1 6  
VD1 C4   C4   C 0 1 N N N 60.939 7.994  -0.229 3.410  -0.724 1.615  C4   VD1 7  
VD1 C5   C5   C 0 1 N N N 60.753 6.639  -0.805 2.706  0.414  0.911  C5   VD1 8  
VD1 C10  C10  C 0 1 N N N 60.857 5.418  0.138  3.465  1.212  -0.125 C10  VD1 9  
VD1 C6   C6   C 0 1 N N N 60.486 6.662  -2.189 1.441  0.704  1.194  C6   VD1 10 
VD1 C7   C7   C 0 1 N N N 60.284 5.418  -2.984 0.727  1.725  0.411  C7   VD1 11 
VD1 C8   C8   C 0 1 N N N 60.492 5.312  -4.296 -0.571 1.927  0.610  C8   VD1 12 
VD1 C9   C9   C 0 1 N N N 61.001 6.426  -5.170 -1.268 3.216  0.197  C9   VD1 13 
VD1 C11  C11  C 0 1 N N N 62.360 5.999  -5.733 -2.526 2.915  -0.615 C11  VD1 14 
VD1 C12  C12  C 0 1 N N N 62.297 4.645  -6.496 -3.405 1.853  0.068  C12  VD1 15 
VD1 C13  C13  C 0 1 N N R 61.727 3.566  -5.556 -2.585 0.600  0.231  C13  VD1 16 
VD1 C18  C18  C 0 1 N N N 62.812 3.320  -4.368 -1.923 0.251  -1.103 C18  VD1 17 
VD1 C14  C14  C 0 1 N N S 60.288 3.958  -4.964 -1.454 0.903  1.257  C14  VD1 18 
VD1 C15  C15  C 0 1 N N N 59.665 2.729  -4.352 -0.854 -0.490 1.463  C15  VD1 19 
VD1 C17  C17  C 0 1 N N R 61.383 2.179  -6.139 -3.246 -0.645 0.802  C17  VD1 20 
VD1 C16  C16  C 0 1 N N N 60.269 1.576  -5.213 -2.114 -1.397 1.551  C16  VD1 21 
VD1 C20  C20  C 0 1 N N S 62.497 1.217  -6.581 -3.805 -1.514 -0.326 C20  VD1 22 
VD1 C21  C21  C 0 1 N N N 61.749 0.165  -7.432 -4.433 -2.777 0.267  C21  VD1 23 
VD1 C22  C22  C 0 1 N N N 63.631 1.891  -7.406 -4.869 -0.728 -1.095 C22  VD1 24 
VD1 C23  C23  C 0 1 N N N 65.026 1.668  -6.831 -5.340 -1.549 -2.298 C23  VD1 25 
VD1 HO2  HO2  H 0 1 N N N 58.774 8.902  0.557  3.273  -2.973 -0.727 HO2  VD1 26 
VD1 H3   H3   H 0 1 N N N 60.939 8.982  1.632  4.632  -2.405 1.029  H3   VD1 27 
VD1 H281 1H28 H 0 0 N N N 61.680 8.022  3.468  6.464  -1.988 -0.247 H281 VD1 28 
VD1 H282 2H28 H 0 0 N N N 61.547 6.121  3.747  6.504  -0.594 -1.494 H282 VD1 29 
VD1 H1   H1   H 0 1 N N N 59.156 5.457  1.671  3.198  -0.141 -1.779 H1   VD1 30 
VD1 HO1  HO1  H 0 1 N N N 60.504 3.537  2.032  5.272  0.293  -2.663 HO1  VD1 31 
VD1 H41  1H4  H 0 1 N N N 60.474 8.772  -0.878 4.231  -0.331 2.215  H41  VD1 32 
VD1 H42  2H4  H 0 1 N N N 62.004 8.314  -0.297 2.704  -1.250 2.256  H42  VD1 33 
VD1 H101 1H10 H 0 0 N N N 61.926 5.111  0.214  2.795  1.929  -0.599 H101 VD1 34 
VD1 H102 2H10 H 0 0 N N N 60.413 4.530  -0.371 4.288  1.739  0.358  H102 VD1 35 
VD1 H6   H6   H 0 1 N N N 60.434 7.661  -2.653 0.936  0.191  2.000  H6   VD1 36 
VD1 H7   H7   H 0 1 N N N 59.940 4.463  -2.550 1.258  2.309  -0.325 H7   VD1 37 
VD1 H91  1H9  H 0 1 N N N 60.275 6.716  -5.965 -1.543 3.777  1.090  H91  VD1 38 
VD1 H92  2H9  H 0 1 N N N 61.041 7.406  -4.640 -0.586 3.815  -0.406 H92  VD1 39 
VD1 H111 1H11 H 0 0 N N N 62.795 6.799  -6.375 -3.102 3.832  -0.731 H111 VD1 40 
VD1 H112 2H11 H 0 0 N N N 63.133 5.969  -4.930 -2.234 2.553  -1.601 H112 VD1 41 
VD1 H121 1H12 H 0 0 N N N 61.725 4.721  -7.450 -3.720 2.209  1.049  H121 VD1 42 
VD1 H122 2H12 H 0 0 N N N 63.283 4.354  -6.927 -4.279 1.644  -0.549 H122 VD1 43 
VD1 H181 1H18 H 0 0 N N N 62.399 2.539  -3.687 -1.287 1.078  -1.420 H181 VD1 44 
VD1 H182 2H18 H 0 0 N N N 63.826 3.065  -4.754 -1.319 -0.648 -0.986 H182 VD1 45 
VD1 H183 3H18 H 0 0 N N N 63.088 4.258  -3.832 -2.693 0.076  -1.855 H183 VD1 46 
VD1 H14  H14  H 0 1 N N N 59.425 4.196  -5.628 -1.869 1.285  2.190  H14  VD1 47 
VD1 H151 1H15 H 0 0 N N N 59.820 2.623  -3.253 -0.283 -0.532 2.390  H151 VD1 48 
VD1 H152 2H15 H 0 0 N N N 58.551 2.743  -4.304 -0.234 -0.773 0.613  H152 VD1 49 
VD1 H17  H17  H 0 1 N N N 61.019 2.349  -7.179 -4.040 -0.368 1.495  H17  VD1 50 
VD1 H161 1H16 H 0 0 N N N 60.640 0.727  -4.592 -2.393 -1.551 2.593  H161 VD1 51 
VD1 H162 2H16 H 0 0 N N N 59.492 1.017  -5.785 -1.920 -2.356 1.070  H162 VD1 52 
VD1 H20  H20  H 0 1 N N N 63.031 0.795  -5.697 -2.999 -1.793 -1.004 H20  VD1 53 
VD1 H211 1H21 H 0 0 N N N 62.557 -0.533 -7.752 -5.240 -2.498 0.945  H211 VD1 54 
VD1 H212 2H21 H 0 0 N N N 60.893 -0.326 -6.912 -4.832 -3.396 -0.537 H212 VD1 55 
VD1 H213 3H21 H 0 0 N N N 61.147 0.590  -8.268 -3.675 -3.337 0.815  H213 VD1 56 
VD1 H221 1H22 H 0 0 N N N 63.588 1.565  -8.471 -4.445 0.214  -1.442 H221 VD1 57 
VD1 H222 2H22 H 0 0 N N N 63.428 2.979  -7.535 -5.716 -0.526 -0.440 H222 VD1 58 
VD1 H231 1H23 H 0 0 N N N 65.838 2.151  -7.422 -4.493 -1.751 -2.953 H231 VD1 59 
VD1 H232 2H23 H 0 0 N N N 65.068 1.993  -5.765 -5.764 -2.491 -1.951 H232 VD1 60 
VD1 H233 3H23 H 0 0 N N N 65.228 0.579  -6.701 -6.098 -0.989 -2.846 H233 VD1 61 
# 
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 
VD1 O2  C3   SING N N 1  
VD1 O2  HO2  SING N N 2  
VD1 C3  C2   SING N N 3  
VD1 C3  C4   SING N N 4  
VD1 C3  H3   SING N N 5  
VD1 C2  C28  DOUB N N 6  
VD1 C2  C1   SING N N 7  
VD1 C28 H281 SING N N 8  
VD1 C28 H282 SING N N 9  
VD1 C1  O1   SING N N 10 
VD1 C1  C10  SING N N 11 
VD1 C1  H1   SING N N 12 
VD1 O1  HO1  SING N N 13 
VD1 C4  C5   SING N N 14 
VD1 C4  H41  SING N N 15 
VD1 C4  H42  SING N N 16 
VD1 C5  C10  SING N N 17 
VD1 C5  C6   DOUB N N 18 
VD1 C10 H101 SING N N 19 
VD1 C10 H102 SING N N 20 
VD1 C6  C7   SING N N 21 
VD1 C6  H6   SING N N 22 
VD1 C7  C8   DOUB N E 23 
VD1 C7  H7   SING N N 24 
VD1 C8  C9   SING N N 25 
VD1 C8  C14  SING N N 26 
VD1 C9  C11  SING N N 27 
VD1 C9  H91  SING N N 28 
VD1 C9  H92  SING N N 29 
VD1 C11 C12  SING N N 30 
VD1 C11 H111 SING N N 31 
VD1 C11 H112 SING N N 32 
VD1 C12 C13  SING N N 33 
VD1 C12 H121 SING N N 34 
VD1 C12 H122 SING N N 35 
VD1 C13 C18  SING N N 36 
VD1 C13 C14  SING N N 37 
VD1 C13 C17  SING N N 38 
VD1 C18 H181 SING N N 39 
VD1 C18 H182 SING N N 40 
VD1 C18 H183 SING N N 41 
VD1 C14 C15  SING N N 42 
VD1 C14 H14  SING N N 43 
VD1 C15 C16  SING N N 44 
VD1 C15 H151 SING N N 45 
VD1 C15 H152 SING N N 46 
VD1 C17 C16  SING N N 47 
VD1 C17 C20  SING N N 48 
VD1 C17 H17  SING N N 49 
VD1 C16 H161 SING N N 50 
VD1 C16 H162 SING N N 51 
VD1 C20 C21  SING N N 52 
VD1 C20 C22  SING N N 53 
VD1 C20 H20  SING N N 54 
VD1 C21 H211 SING N N 55 
VD1 C21 H212 SING N N 56 
VD1 C21 H213 SING N N 57 
VD1 C22 C23  SING N N 58 
VD1 C22 H221 SING N N 59 
VD1 C22 H222 SING N N 60 
VD1 C23 H231 SING N N 61 
VD1 C23 H232 SING N N 62 
VD1 C23 H233 SING N N 63 
# 
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 
VD1 SMILES           ACDLabs              10.04 OC3\C(=C)C(O)CC(=C\C=C1/CCCC2(C1CCC2C(C)CC)C)\C3                                                                                                                              
VD1 InChI            InChI                1.02b InChI=1/C23H36O2/c1-5-15(2)19-10-11-20-18(7-6-12-23(19,20)4)9-8-17-13-21(24)16(3)22(25)14-17/h8-9,15,19-22,24-25H,3,5-7,10-14H2,1-2,4H3/b18-9+/t15-,19+,20-,21+,22+,23+/m0/s1 
VD1 InChIKey         InChI                1.02b QSLUXQQUPXBIHH-YHSKWIAJBZ                                                                                                                                                     
VD1 SMILES_CANONICAL CACTVS               3.341 CC[C@H](C)[C@H]1CC[C@H]2C(/CCC[C@]12C)=C/C=C3/C[C@@H](O)C(=C)[C@H](O)C3                                                                                                       
VD1 SMILES           CACTVS               3.341 CC[CH](C)[CH]1CC[CH]2C(CCC[C]12C)=CC=C3C[CH](O)C(=C)[CH](O)C3                                                                                                                 
VD1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC[C@H](C)[C@H]1CC[C@@H]\2[C@@]1(CCC/C2=C\C=C3C[C@H](C(=C)[C@@H](C3)O)O)C                                                                                                     
VD1 SMILES           "OpenEye OEToolkits" 1.5.0 CCC(C)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 
VD1 "SYSTEMATIC NAME" ACDLabs              10.04 (1R,3R,7E,17beta)-2-methylidene-17-[(1S)-1-methylpropyl]-9,10-secoestra-5,7-diene-1,3-diol                                                             
VD1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (1R,3R)-5-[(2E)-2-[(1R,3aS,7aR)-1-[(2S)-butan-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-2-methylidene-cyclohexane-1,3-diol 
# 
