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                   2021-03-13
_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  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"  
XE4  InChI             InChI                 1.03   "InChI=1S/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                 1.03   CEEUUHVULXTFGS-BQXVGYHGSA-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
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"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
XE4  "Create component"   2006-06-20  RCSB  
XE4  "Modify descriptor"  2011-06-04  RCSB  
XE4  "Modify synonyms"    2021-03-13  RCSB  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     XE4
_pdbx_chem_comp_synonyms.name        "21-NOR-CALCITRIOL-20(22),23-DIYNE"
_pdbx_chem_comp_synonyms.provenance  PDB
_pdbx_chem_comp_synonyms.type        ?
##
