data_VD4
# 
_chem_comp.id                                    VD4 
_chem_comp.name                                  "(1R,3R,7E,17Z)-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                    2011-06-04 
_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                     VD4 
_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        ? 
_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 
VD4 O3   O3   O 0 1 N N N 66.078 -2.252 -7.503 7.140  8.952  4.590  O3   VD4 1  
VD4 C25  C25  C 0 1 N N N 66.739 -1.269 -6.736 7.393  8.537  3.246  C25  VD4 2  
VD4 C26  C26  C 0 1 N N N 68.170 -1.249 -7.255 7.336  9.769  2.340  C26  VD4 3  
VD4 C27  C27  C 0 1 N N N 66.717 -1.654 -5.252 8.794  7.918  3.201  C27  VD4 4  
VD4 C24  C24  C 0 1 N N N 66.045 0.071  -7.008 6.346  7.473  2.861  C24  VD4 5  
VD4 C23  C23  C 0 1 N N N 64.527 0.053  -6.721 6.355  6.219  3.748  C23  VD4 6  
VD4 C22  C22  C 0 1 N N N 63.735 1.292  -7.199 5.272  5.227  3.309  C22  VD4 7  
VD4 C20  C20  C 0 1 N N N 62.290 1.145  -6.736 5.226  3.992  4.181  C20  VD4 8  
VD4 C21  C21  C 0 1 N N N 61.561 -0.103 -7.151 6.275  3.877  5.251  C21  VD4 9  
VD4 C17  C17  C 0 1 N N N 61.605 2.055  -5.973 4.315  3.031  3.987  C17  VD4 10 
VD4 C13  C13  C 0 1 N N S 62.081 3.384  -5.416 3.258  2.992  2.897  C13  VD4 11 
VD4 C18  C18  C 0 1 N N N 62.979 3.133  -4.173 1.981  3.662  3.461  C18  VD4 12 
VD4 C12  C12  C 0 1 N N N 62.752 4.378  -6.379 3.615  3.610  1.528  C12  VD4 13 
VD4 C11  C11  C 0 1 N N N 62.901 5.798  -5.740 2.574  3.247  0.452  C11  VD4 14 
VD4 C9   C9   C 0 1 N N N 61.556 6.318  -5.195 2.271  1.742  0.373  C9   VD4 15 
VD4 C16  C16  C 0 1 N N N 60.173 1.758  -5.527 4.253  1.760  4.809  C16  VD4 16 
VD4 C15  C15  C 0 1 N N N 59.829 2.821  -4.470 3.151  0.923  4.142  C15  VD4 17 
VD4 C14  C14  C 0 1 N N R 60.680 3.933  -5.093 3.139  1.460  2.711  C14  VD4 18 
VD4 C8   C8   C 0 1 N N N 60.906 5.225  -4.341 2.046  1.119  1.735  C8   VD4 19 
VD4 C7   C7   C 0 1 N N N 60.634 5.370  -3.016 0.984  0.349  2.007  C7   VD4 20 
VD4 C6   C6   C 0 1 N N N 60.857 6.634  -2.250 -0.039 0.042  1.038  C6   VD4 21 
VD4 C5   C5   C 0 1 N N N 61.185 6.715  -0.931 -1.102 -0.728 1.309  C5   VD4 22 
VD4 C10  C10  C 0 1 N N N 61.414 5.471  -0.063 -2.160 -1.036 0.281  C10  VD4 23 
VD4 C1   C1   C 0 1 N N R 60.739 5.608  1.316  -3.556 -0.664 0.796  C1   VD4 24 
VD4 O1   O1   O 0 1 N N N 61.080 4.499  2.193  -4.504 -1.063 -0.190 O1   VD4 25 
VD4 C4   C4   C 0 1 N N N 61.362 8.074  -0.273 -1.344 -1.327 2.676  C4   VD4 26 
VD4 C3   C3   C 0 1 N N R 60.752 8.116  1.138  -2.754 -1.007 3.194  C3   VD4 27 
VD4 O2   O2   O 0 1 N N N 59.312 8.158  1.058  -2.808 0.374  3.553  O2   VD4 28 
VD4 C2   C2   C 0 1 N N N 61.143 6.902  1.936  -3.810 -1.307 2.148  C2   VD4 29 
VD4 C28  C28  C 0 1 N N N 61.769 7.041  3.093  -4.847 -2.113 2.427  C28  VD4 30 
VD4 HO3  HO3  H 0 1 N N N 65.929 -1.922 -8.381 6.221  8.713  4.780  HO3  VD4 31 
VD4 H261 1H26 H 0 0 N N N 68.162 -1.244 -8.355 6.399  10.319 2.470  H261 VD4 32 
VD4 H262 2H26 H 0 0 N N N 68.680 -0.346 -6.888 7.444  9.498  1.285  H262 VD4 33 
VD4 H263 3H26 H 0 0 N N N 68.702 -2.142 -6.897 8.135  10.476 2.596  H263 VD4 34 
VD4 H271 1H27 H 0 0 N N N 66.712 -2.750 -5.157 8.868  7.070  3.891  H271 VD4 35 
VD4 H272 2H27 H 0 0 N N N 67.610 -1.247 -4.755 9.049  7.571  2.194  H272 VD4 36 
VD4 H273 3H27 H 0 0 N N N 65.813 -1.241 -4.780 9.553  8.642  3.520  H273 VD4 37 
VD4 H241 1H24 H 0 0 N N N 66.506 0.832  -6.361 6.535  7.152  1.828  H241 VD4 38 
VD4 H242 2H24 H 0 0 N N N 66.170 0.289  -8.079 5.343  7.919  2.879  H242 VD4 39 
VD4 H231 1H23 H 0 0 N N N 64.399 -0.018 -5.631 7.340  5.741  3.698  H231 VD4 40 
VD4 H232 2H23 H 0 0 N N N 64.123 -0.800 -7.287 6.182  6.500  4.793  H232 VD4 41 
VD4 H221 1H22 H 0 0 N N N 63.771 1.358  -8.296 5.439  4.925  2.268  H221 VD4 42 
VD4 H222 2H22 H 0 0 N N N 64.176 2.208  -6.778 4.297  5.733  3.324  H222 VD4 43 
VD4 H211 1H21 H 0 0 N N N 61.383 -0.081 -8.236 6.160  4.672  5.994  H211 VD4 44 
VD4 H212 2H21 H 0 0 N N N 62.169 -0.984 -6.897 6.216  2.919  5.781  H212 VD4 45 
VD4 H213 3H21 H 0 0 N N N 60.598 -0.157 -6.623 7.276  3.950  4.813  H213 VD4 46 
VD4 H181 1H18 H 0 0 N N N 64.032 3.074  -4.486 1.788  3.324  4.483  H181 VD4 47 
VD4 H182 2H18 H 0 0 N N N 62.855 3.960  -3.459 2.091  4.751  3.473  H182 VD4 48 
VD4 H183 3H18 H 0 0 N N N 62.686 2.187  -3.694 1.111  3.411  2.845  H183 VD4 49 
VD4 H121 1H12 H 0 0 N N N 62.134 4.462  -7.285 4.600  3.251  1.200  H121 VD4 50 
VD4 H122 2H12 H 0 0 N N N 63.758 4.001  -6.614 3.691  4.701  1.606  H122 VD4 51 
VD4 H111 1H11 H 0 0 N N N 63.620 5.739  -4.910 2.920  3.601  -0.526 H111 VD4 52 
VD4 H112 2H11 H 0 0 N N N 63.250 6.492  -6.518 1.641  3.785  0.665  H112 VD4 53 
VD4 H91  1H9  H 0 1 N N N 61.728 7.213  -4.580 3.120  1.234  -0.102 H91  VD4 54 
VD4 H92  2H9  H 0 1 N N N 60.892 6.578  -6.033 1.404  1.583  -0.279 H92  VD4 55 
VD4 H161 1H16 H 0 0 N N N 59.481 1.820  -6.379 5.211  1.230  4.757  H161 VD4 56 
VD4 H162 2H16 H 0 0 N N N 60.083 0.741  -5.117 4.008  1.959  5.856  H162 VD4 57 
VD4 H151 1H15 H 0 0 N N N 58.757 3.057  -4.396 3.374  -0.148 4.187  H151 VD4 58 
VD4 H152 2H15 H 0 0 N N N 60.029 2.566  -3.419 2.190  1.088  4.643  H152 VD4 59 
VD4 H14  H14  H 0 1 N N N 60.055 4.215  -5.953 4.068  1.083  2.247  H14  VD4 60 
VD4 H7   H7   H 0 1 N N N 60.232 4.520  -2.485 0.884  -0.067 3.005  H7   VD4 61 
VD4 H6   H6   H 0 1 N N N 60.749 7.563  -2.789 0.064  0.459  0.040  H6   VD4 62 
VD4 H101 1H10 H 0 0 N N N 60.990 4.597  -0.579 -1.967 -0.506 -0.661 H101 VD4 63 
VD4 H102 2H10 H 0 0 N N N 62.497 5.354  0.093  -2.122 -2.105 0.030  H102 VD4 64 
VD4 H1   H1   H 0 1 N N N 59.649 5.589  1.172  -3.641 0.425  0.897  H1   VD4 65 
VD4 HO1  HO1  H 0 1 N N N 61.154 3.702  1.682  -4.008 -1.183 -1.013 HO1  VD4 66 
VD4 H41  1H4  H 0 1 N N N 62.438 8.290  -0.197 -1.215 -2.415 2.605  H41  VD4 67 
VD4 H42  2H4  H 0 1 N N N 60.843 8.822  -0.891 -0.597 -0.954 3.388  H42  VD4 68 
VD4 H3   H3   H 0 1 N N N 61.135 9.020  1.635  -2.936 -1.578 4.111  H3   VD4 69 
VD4 HO2  HO2  H 0 1 N N N 58.946 8.167  1.935  -2.134 0.508  4.237  HO2  VD4 70 
VD4 H281 1H28 H 0 0 N N N 61.890 8.105  3.235  -4.967 -2.539 3.417  H281 VD4 71 
VD4 H282 2H28 H 0 0 N N N 62.092 6.254  3.758  -5.583 -2.352 1.668  H282 VD4 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 
VD4 O3  C25  SING N N 1  
VD4 C26 C25  SING N N 2  
VD4 C22 C20  SING N N 3  
VD4 C22 C23  SING N N 4  
VD4 C21 C20  SING N N 5  
VD4 C24 C25  SING N N 6  
VD4 C24 C23  SING N N 7  
VD4 C25 C27  SING N N 8  
VD4 C20 C17  DOUB N Z 9  
VD4 C12 C11  SING N N 10 
VD4 C12 C13  SING N N 11 
VD4 C17 C16  SING N N 12 
VD4 C17 C13  SING N N 13 
VD4 C11 C9   SING N N 14 
VD4 C16 C15  SING N N 15 
VD4 C13 C14  SING N N 16 
VD4 C13 C18  SING N N 17 
VD4 C9  C8   SING N N 18 
VD4 C14 C15  SING N N 19 
VD4 C14 C8   SING N N 20 
VD4 C8  C7   DOUB N E 21 
VD4 C7  C6   SING N N 22 
VD4 C6  C5   DOUB N N 23 
VD4 C5  C4   SING N N 24 
VD4 C5  C10  SING N N 25 
VD4 C4  C3   SING N N 26 
VD4 C10 C1   SING N N 27 
VD4 O2  C3   SING N N 28 
VD4 C3  C2   SING N N 29 
VD4 C1  C2   SING N N 30 
VD4 C1  O1   SING N N 31 
VD4 C2  C28  DOUB N N 32 
VD4 O3  HO3  SING N N 33 
VD4 C26 H261 SING N N 34 
VD4 C26 H262 SING N N 35 
VD4 C26 H263 SING N N 36 
VD4 C27 H271 SING N N 37 
VD4 C27 H272 SING N N 38 
VD4 C27 H273 SING N N 39 
VD4 C24 H241 SING N N 40 
VD4 C24 H242 SING N N 41 
VD4 C23 H231 SING N N 42 
VD4 C23 H232 SING N N 43 
VD4 C22 H221 SING N N 44 
VD4 C22 H222 SING N N 45 
VD4 C21 H211 SING N N 46 
VD4 C21 H212 SING N N 47 
VD4 C21 H213 SING N N 48 
VD4 C18 H181 SING N N 49 
VD4 C18 H182 SING N N 50 
VD4 C18 H183 SING N N 51 
VD4 C12 H121 SING N N 52 
VD4 C12 H122 SING N N 53 
VD4 C11 H111 SING N N 54 
VD4 C11 H112 SING N N 55 
VD4 C9  H91  SING N N 56 
VD4 C9  H92  SING N N 57 
VD4 C16 H161 SING N N 58 
VD4 C16 H162 SING N N 59 
VD4 C15 H151 SING N N 60 
VD4 C15 H152 SING N N 61 
VD4 C14 H14  SING N N 62 
VD4 C7  H7   SING N N 63 
VD4 C6  H6   SING N N 64 
VD4 C10 H101 SING N N 65 
VD4 C10 H102 SING N N 66 
VD4 C1  H1   SING N N 67 
VD4 O1  HO1  SING N N 68 
VD4 C4  H41  SING N N 69 
VD4 C4  H42  SING N N 70 
VD4 C3  H3   SING N N 71 
VD4 O2  HO2  SING N N 72 
VD4 C28 H281 SING N N 73 
VD4 C28 H282 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 
VD4 SMILES           ACDLabs              10.04 "OC3\C(=C)C(O)CC(=C\C=C1/CCCC2(C(=C(\C)CCCC(O)(C)C)\CCC12)C)\C3"                                                                                                                               
VD4 SMILES_CANONICAL CACTVS               3.341 "CC(/CCCC(C)(C)O)=C/1CC[C@H]2C(/CCC[C@]/12C)=C/C=C3\C[C@@H](O)C(=C)[C@H](O)C3"                                                                                                                 
VD4 SMILES           CACTVS               3.341 "CC(CCCC(C)(C)O)=C1CC[CH]2C(CCC[C]12C)=CC=C3C[CH](O)C(=C)[CH](O)C3"                                                                                                                            
VD4 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"                                                                                                              
VD4 SMILES           "OpenEye OEToolkits" 1.5.0 "CC(=C1CCC2C1(CCCC2=CC=C3CC(C(=C)C(C3)O)O)C)CCCC(C)(C)O"                                                                                                                                       
VD4 InChI            InChI                1.03  "InChI=1S/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" 
VD4 InChIKey         InChI                1.03  PCPYFQNISYYIPU-DUKKOGHCSA-N                                                                                                                                                                    
# 
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 
VD4 "SYSTEMATIC NAME" ACDLabs              10.04 "(1R,3R,7E,17Z)-17-(5-hydroxy-1,5-dimethylhexylidene)-2-methylidene-9,10-secoestra-5,7-diene-1,3-diol"                                                                   
VD4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(1R,3R)-5-[(2E)-2-[(1Z,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" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
VD4 "Create component"  2006-12-07 EBI  
VD4 "Modify descriptor" 2011-06-04 RCSB 
# 
