data_XE4
# 
_chem_comp.id                                    XE4 
_chem_comp.name                                  "1,3-CYCLOHEXANEDIOL, 4-METHYLENE-5-[(2E)-[(1S,3AS,7AS)-OCTAHYDRO-1-(5-HYDROXY-5-METHYL-1,3-HEXADIYNYL)-7A-METHYL-4H-INDEN-4-YLIDENE]ETHYLIDENE]-, (1R,3S,5Z)" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H34 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         21-NOR-CALCITRIOL-20(22),23-DIYNE 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-06-20 
_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                        394.546 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     XE4 
_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        ? 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
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 
XE4 C1   C1   C 0 1 N N N 0.003  38.816 38.454 -5.543 0.472  -1.062 C1   XE4 1  
XE4 C2   C2   C 0 1 N N R 0.728  40.025 39.101 -5.683 1.994  -0.960 C2   XE4 2  
XE4 C3   C3   C 0 1 N N N 2.208  40.143 38.657 -5.885 2.399  0.501  C3   XE4 3  
XE4 C4   C4   C 0 1 N N S 3.008  38.845 38.926 -4.619 2.088  1.306  C4   XE4 4  
XE4 C5   C5   C 0 1 N N N 2.284  37.610 38.356 -4.320 0.604  1.171  C5   XE4 5  
XE4 C6   C6   C 0 1 N N N 0.789  37.513 38.646 -4.378 0.040  -0.194 C6   XE4 6  
XE4 C7   C7   C 0 1 N N N 0.117  36.396 39.089 -3.442 -0.822 -0.643 C7   XE4 7  
XE4 C8   C8   C 0 1 N N N 0.693  35.058 39.320 -2.331 -1.215 0.227  C8   XE4 8  
XE4 C9   C9   C 0 1 N N N 0.140  33.871 38.972 -1.407 -2.067 -0.217 C9   XE4 9  
XE4 C10  C10  C 0 1 N N N 2.952  36.702 37.598 -4.016 -0.147 2.230  C10  XE4 10 
XE4 O1   O1   O 0 1 N N N 0.683  39.883 40.525 -6.809 2.421  -1.729 O1   XE4 11 
XE4 O2   O2   O 0 1 N N N 4.311  38.958 38.325 -3.524 2.852  0.796  O2   XE4 12 
XE4 C11  C11  C 0 1 N N S 0.837  32.535 39.224 -0.248 -2.506 0.627  C11  XE4 13 
XE4 C12  C12  C 0 1 N N R 1.146  31.854 37.848 1.033  -2.117 -0.167 C12  XE4 14 
XE4 C13  C13  C 0 1 N N N -0.231 31.531 37.168 1.062  -2.945 -1.425 C13  XE4 15 
XE4 C14  C14  C 0 1 N N N -1.169 32.780 37.013 -0.106 -2.497 -2.319 C14  XE4 16 
XE4 C15  C15  C 0 1 N N N -1.222 33.718 38.261 -1.453 -2.663 -1.617 C15  XE4 17 
XE4 C16  C16  C 0 1 N N N 2.213  32.481 39.964 -0.028 -1.750 1.940  C16  XE4 18 
XE4 C17  C17  C 0 1 N N N 2.905  31.199 39.416 1.480  -1.994 2.228  C17  XE4 19 
XE4 C18  C18  C 0 1 N N R 1.972  30.627 38.321 2.143  -2.294 0.859  C18  XE4 20 
XE4 C19  C19  C 0 1 N N N 2.708  29.972 37.204 3.235  -1.343 0.599  C19  XE4 21 
XE4 C20  C20  C 0 1 N N N 3.300  29.453 36.277 4.107  -0.584 0.392  C20  XE4 22 
XE4 C21  C21  C 0 1 N N N 3.966  28.876 35.207 5.129  0.307  0.150  C21  XE4 23 
XE4 C22  C22  C 0 1 N N N 4.542  28.375 34.265 6.000  1.066  -0.057 C22  XE4 24 
XE4 C23  C23  C 0 1 N N N 5.237  27.763 33.122 7.093  2.017  -0.317 C23  XE4 25 
XE4 C24  C24  C 0 1 N N N 4.222  27.442 32.022 6.544  3.445  -0.281 C24  XE4 26 
XE4 O3   O3   O 0 1 N N N 5.845  26.556 33.570 8.101  1.869  0.685  O3   XE4 27 
XE4 C25  C25  C 0 1 N N N 6.334  28.696 32.602 7.697  1.737  -1.694 C25  XE4 28 
XE4 C26  C26  C 0 1 N N N 2.009  32.768 36.863 0.923  -0.637 -0.537 C26  XE4 29 
XE4 H11A 1H1  H 0 0 N N N -0.977 38.702 38.941 -5.353 0.190  -2.098 H11A XE4 30 
XE4 H12  2H1  H 0 1 N N N -0.108 39.006 37.376 -6.458 -0.005 -0.713 H12  XE4 31 
XE4 H2   H2   H 0 1 N N N 0.210  40.937 38.770 -4.780 2.468  -1.345 H2   XE4 32 
XE4 H31  1H3  H 0 1 N N N 2.672  40.953 39.239 -6.096 3.467  0.556  H31  XE4 33 
XE4 H32  2H3  H 0 1 N N N 2.233  40.352 37.577 -6.725 1.843  0.918  H32  XE4 34 
XE4 H4   H4   H 0 1 N N N 3.100  38.714 40.014 -4.781 2.334  2.355  H4   XE4 35 
XE4 H7   H7   H 0 1 N N N -0.938 36.511 39.287 -3.512 -1.221 -1.644 H7   XE4 36 
XE4 H8   H8   H 0 1 N N N 1.652  35.021 39.816 -2.261 -0.816 1.228  H8   XE4 37 
XE4 H101 1H10 H 0 0 N N N 3.997  36.743 37.329 -3.977 0.298  3.213  H101 XE4 38 
XE4 H102 2H10 H 0 0 N N N 2.251  35.931 37.312 -3.809 -1.199 2.104  H102 XE4 39 
XE4 HO1  HO1  H 0 1 N N N 0.673  38.960 40.752 -6.641 2.152  -2.643 HO1  XE4 40 
XE4 HO2  HO2  H 0 1 N N N 4.223  38.983 37.379 -2.751 2.625  1.330  HO2  XE4 41 
XE4 H11  H11  H 0 1 N N N 0.106  32.059 39.894 -0.284 -3.581 0.803  H11  XE4 42 
XE4 H131 1H13 H 0 0 N N N -0.753 30.814 37.819 0.949  -3.998 -1.168 H131 XE4 43 
XE4 H132 2H13 H 0 0 N N N -0.030 31.129 36.164 2.007  -2.789 -1.946 H132 XE4 44 
XE4 H141 1H14 H 0 0 N N N -2.188 32.390 36.871 -0.105 -3.095 -3.231 H141 XE4 45 
XE4 H142 2H14 H 0 0 N N N -0.800 33.373 36.163 0.029  -1.448 -2.583 H142 XE4 46 
XE4 H151 1H15 H 0 0 N N N -1.520 34.716 37.907 -1.693 -3.724 -1.547 H151 XE4 47 
XE4 H152 2H15 H 0 0 N N N -1.938 33.293 38.980 -2.225 -2.158 -2.197 H152 XE4 48 
XE4 H161 1H16 H 0 0 N N N 2.095  32.453 41.057 -0.646 -2.169 2.734  H161 XE4 49 
XE4 H162 2H16 H 0 0 N N N 2.813  33.378 39.750 -0.230 -0.687 1.812  H162 XE4 50 
XE4 H171 1H17 H 0 0 N N N 3.070  30.465 40.218 1.600  -2.846 2.898  H171 XE4 51 
XE4 H172 2H17 H 0 0 N N N 3.890  31.445 38.992 1.925  -1.103 2.672  H172 XE4 52 
XE4 H18  H18  H 0 1 N N N 1.337  29.818 38.711 2.519  -3.317 0.837  H18  XE4 53 
XE4 H241 1H24 H 0 0 N N N 4.488  26.487 31.546 5.775  3.558  -1.045 H241 XE4 54 
XE4 H242 2H24 H 0 0 N N N 4.232  28.243 31.269 6.114  3.645  0.700  H242 XE4 55 
XE4 H243 3H24 H 0 0 N N N 3.216  27.365 32.461 7.354  4.150  -0.473 H243 XE4 56 
XE4 HO3  HO3  H 0 1 N N N 5.980  25.976 32.830 7.680  2.054  1.536  HO3  XE4 57 
XE4 H251 1H25 H 0 0 N N N 7.313  28.207 32.712 8.506  2.442  -1.886 H251 XE4 58 
XE4 H252 2H25 H 0 0 N N N 6.324  29.632 33.181 8.088  0.720  -1.719 H252 XE4 59 
XE4 H253 3H25 H 0 0 N N N 6.153  28.920 31.540 6.928  1.850  -2.458 H253 XE4 60 
XE4 H261 1H26 H 0 0 N N N 1.451  32.928 35.929 0.000  -0.470 -1.093 H261 XE4 61 
XE4 H262 2H26 H 0 0 N N N 2.963  32.267 36.640 0.914  -0.035 0.371  H262 XE4 62 
XE4 H263 3H26 H 0 0 N N N 2.207  33.738 37.342 1.775  -0.352 -1.154 H263 XE4 63 
# 
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 
XE4 C1  C2   SING N N 1  
XE4 C1  C6   SING N N 2  
XE4 C1  H11A SING N N 3  
XE4 C1  H12  SING N N 4  
XE4 C2  C3   SING N N 5  
XE4 C2  O1   SING N N 6  
XE4 C2  H2   SING N N 7  
XE4 C3  C4   SING N N 8  
XE4 C3  H31  SING N N 9  
XE4 C3  H32  SING N N 10 
XE4 C4  C5   SING N N 11 
XE4 C4  O2   SING N N 12 
XE4 C4  H4   SING N N 13 
XE4 C5  C6   SING N N 14 
XE4 C5  C10  DOUB N N 15 
XE4 C6  C7   DOUB N Z 16 
XE4 C7  C8   SING N N 17 
XE4 C7  H7   SING N N 18 
XE4 C8  C9   DOUB N E 19 
XE4 C8  H8   SING N N 20 
XE4 C9  C11  SING N N 21 
XE4 C9  C15  SING N N 22 
XE4 C10 H101 SING N N 23 
XE4 C10 H102 SING N N 24 
XE4 O1  HO1  SING N N 25 
XE4 O2  HO2  SING N N 26 
XE4 C11 C12  SING N N 27 
XE4 C11 C16  SING N N 28 
XE4 C11 H11  SING N N 29 
XE4 C12 C13  SING N N 30 
XE4 C12 C18  SING N N 31 
XE4 C12 C26  SING N N 32 
XE4 C13 C14  SING N N 33 
XE4 C13 H131 SING N N 34 
XE4 C13 H132 SING N N 35 
XE4 C14 C15  SING N N 36 
XE4 C14 H141 SING N N 37 
XE4 C14 H142 SING N N 38 
XE4 C15 H151 SING N N 39 
XE4 C15 H152 SING N N 40 
XE4 C16 C17  SING N N 41 
XE4 C16 H161 SING N N 42 
XE4 C16 H162 SING N N 43 
XE4 C17 C18  SING N N 44 
XE4 C17 H171 SING N N 45 
XE4 C17 H172 SING N N 46 
XE4 C18 C19  SING N N 47 
XE4 C18 H18  SING N N 48 
XE4 C19 C20  TRIP N N 49 
XE4 C20 C21  SING N N 50 
XE4 C21 C22  TRIP N N 51 
XE4 C22 C23  SING N N 52 
XE4 C23 C24  SING N N 53 
XE4 C23 O3   SING N N 54 
XE4 C23 C25  SING N N 55 
XE4 C24 H241 SING N N 56 
XE4 C24 H242 SING N N 57 
XE4 C24 H243 SING N N 58 
XE4 O3  HO3  SING N N 59 
XE4 C25 H251 SING N N 60 
XE4 C25 H252 SING N N 61 
XE4 C25 H253 SING N N 62 
XE4 C26 H261 SING N N 63 
XE4 C26 H262 SING N N 64 
XE4 C26 H263 SING N N 65 
# 
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 
XE4 SMILES           ACDLabs              10.04 OC3C(=C)/C(=C\C=C1/CCCC2(C)C(C#CC#CC(O)(C)C)CCC12)CC(O)C3                                                                                                                                        
XE4 InChI            InChI                1.02b InChI=1/C26H34O3/c1-18-20(16-22(27)17-24(18)28)11-10-19-8-7-15-26(4)21(12-13-23(19)26)9-5-6-14-25(2,3)29/h10-11,21-24,27-29H,1,7-8,12-13,15-17H2,2-4H3/b19-10+,20-11-/t21-,22+,23-,24-,26+/m0/s1 
XE4 InChIKey         InChI                1.02b CEEUUHVULXTFGS-BQXVGYHGBE                                                                                                                                                                        
XE4 SMILES_CANONICAL CACTVS               3.341 CC(C)(O)C#CC#C[C@H]1CC[C@H]2/C(CCC[C@]12C)=C/C=C3/C[C@@H](O)C[C@H](O)C3=C                                                                                                                        
XE4 SMILES           CACTVS               3.341 CC(C)(O)C#CC#C[CH]1CC[CH]2C(CCC[C]12C)=CC=C3C[CH](O)C[CH](O)C3=C                                                                                                                                 
XE4 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@]12CCC/C(=C\C=C/3\C[C@H](C[C@@H](C3=C)O)O)/[C@@H]1CC[C@@H]2C#CC#CC(C)(C)O                                                                                                                    
XE4 SMILES           "OpenEye OEToolkits" 1.5.0 CC12CCCC(=CC=C3CC(CC(C3=C)O)O)C1CCC2C#CC#CC(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 
XE4 "SYSTEMATIC NAME" ACDLabs              10.04 "(1R,3S,5Z)-5-{(2E)-2-[(1S,3aS,7aS)-1-(5-hydroxy-5-methylhexa-1,3-diyn-1-yl)-7a-methyloctahydro-4H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexane-1,3-diol (non-preferred name)" 
XE4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (1R,3S,5Z)-5-[(2E)-2-[(1S,3aS,7aS)-1-(5-hydroxy-5-methyl-hexa-1,3-diynyl)-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidene-cyclohexane-1,3-diol           
# 
