data_AKX
#

_chem_comp.id                                   AKX
_chem_comp.name                                 "(1R,3R)-5-[(2E)-2-[(1R,3aS,7aR)-7a-methyl-1-[(2R)-6-oxidanyl-7-phenyl-6-(phenylmethyl)heptan-2-yl]-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-2-methylidene-cyclohexane-1,3-diol"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C39 H52 O3"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "2-methylidene-26,27-diphenyl-19-nor-1,25-dihydroxy vitamin D3"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2016-05-11
_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                       568.828
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    AKX
_chem_comp.pdbx_model_coordinates_details       ?
_chem_comp.pdbx_model_coordinates_missing_flag  N
_chem_comp.pdbx_ideal_coordinates_details       Corina
_chem_comp.pdbx_ideal_coordinates_missing_flag  N
_chem_comp.pdbx_model_coordinates_db_code       5B5B
_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
AKX  O3   O1   O  0  1  N  N  N  160.630  -0.554  50.985    5.649   0.774   0.679  O3   AKX   1  
AKX  C25  C1   C  0  1  N  N  N  160.033   0.784  51.002    5.570   0.131  -0.595  C25  AKX   2  
AKX  C27  C2   C  0  1  N  N  N  158.639   0.638  50.380    6.857   0.392  -1.379  C27  AKX   3  
AKX  C34  C3   C  0  1  Y  N  N  158.580   0.119  48.974    8.016  -0.264  -0.673  C34  AKX   4  
AKX  C39  C4   C  0  1  Y  N  N  158.513   0.969  47.866    8.366  -1.565  -0.980  C39  AKX   5  
AKX  C38  C5   C  0  1  Y  N  N  158.450   0.423  46.573    9.429  -2.167  -0.333  C38  AKX   6  
AKX  C37  C6   C  0  1  Y  N  N  158.460  -0.965  46.421   10.142  -1.467   0.622  C37  AKX   7  
AKX  C36  C7   C  0  1  Y  N  N  158.534  -1.790  47.539    9.793  -0.165   0.929  C36  AKX   8  
AKX  C35  C8   C  0  1  Y  N  N  158.588  -1.248  48.797    8.733   0.438   0.278  C35  AKX   9  
AKX  C26  C9   C  0  1  N  N  N  159.844   1.265  52.462    5.390  -1.375  -0.395  C26  AKX  10  
AKX  C28  C10  C  0  1  Y  N  N  159.295   2.684  52.708    4.136  -1.630   0.402  C28  AKX  11  
AKX  C33  C11  C  0  1  Y  N  N  157.913   2.928  52.773    3.006  -2.120  -0.225  C33  AKX  12  
AKX  C32  C12  C  0  1  Y  N  N  157.423   4.203  53.020    1.857  -2.354   0.506  C32  AKX  13  
AKX  C31  C13  C  0  1  Y  N  N  158.303   5.257  53.241    1.837  -2.098   1.865  C31  AKX  14  
AKX  C30  C14  C  0  1  Y  N  N  159.676   5.020  53.195    2.968  -1.608   2.492  C30  AKX  15  
AKX  C29  C15  C  0  1  Y  N  N  160.156   3.754  52.921    4.119  -1.379   1.761  C29  AKX  16  
AKX  C24  C16  C  0  1  N  N  N  160.840   1.768  50.119    4.377   0.689  -1.374  C24  AKX  17  
AKX  C23  C17  C  0  1  N  N  N  162.308   1.912  50.516    3.182   0.848  -0.432  C23  AKX  18  
AKX  C22  C18  C  0  1  N  N  N  163.037   2.999  49.685    2.025   1.511  -1.183  C22  AKX  19  
AKX  C20  C19  C  0  1  N  N  R  164.041   2.363  48.794    0.830   1.670  -0.240  C20  AKX  20  
AKX  C21  C20  C  0  1  N  N  N  163.308   1.297  47.965    1.193   2.642   0.884  C21  AKX  21  
AKX  C17  C21  C  0  1  N  N  R  164.936   3.324  47.936   -0.366   2.217  -1.022  C17  AKX  22  
AKX  C13  C22  C  0  1  N  N  R  164.453   4.559  47.153   -1.577   2.350  -0.110  C13  AKX  23  
AKX  C18  C23  C  0  1  N  N  N  163.253   4.317  46.249   -1.552   1.227   0.928  C18  AKX  24  
AKX  C12  C24  C  0  1  N  N  N  164.210   5.843  47.957   -1.808   3.670   0.587  C12  AKX  25  
AKX  C11  C25  C  0  1  N  N  N  164.083   7.088  47.020   -3.019   3.496   1.520  C11  AKX  26  
AKX  C9   C26  C  0  1  N  N  N  165.338   7.265  46.149   -4.272   3.082   0.750  C9   AKX  27  
AKX  C16  C27  C  0  1  N  N  N  165.645   2.520  46.837   -0.796   1.212  -2.122  C16  AKX  28  
AKX  C15  C28  C  0  1  N  N  N  166.098   3.475  45.705   -2.291   0.881  -1.851  C15  AKX  29  
AKX  C14  C29  C  0  1  N  N  S  165.678   4.799  46.257   -2.774   2.110  -1.073  C14  AKX  30  
AKX  C8   C30  C  0  1  N  N  N  165.524   6.002  45.343   -3.970   1.921  -0.187  C8   AKX  31  
AKX  C7   C31  C  0  1  N  N  N  165.506   5.978  43.974   -4.712   0.820  -0.218  C7   AKX  32  
AKX  C6   C32  C  0  1  N  N  N  165.300   7.231  43.193   -5.873   0.690   0.675  C6   AKX  33  
AKX  C5   C33  C  0  1  N  N  N  165.113   7.280  41.859   -6.547  -0.454   0.728  C5   AKX  34  
AKX  C10  C34  C  0  1  N  N  N  165.061   6.019  41.028   -7.817  -0.563   1.541  C10  AKX  35  
AKX  C1   C35  C  0  1  N  N  R  165.572   6.153  39.597   -8.943  -1.058   0.626  C1   AKX  36  
AKX  O1   O2   O  0  1  N  N  N  165.156   5.052  38.815   -9.298  -0.029  -0.299  O1   AKX  37  
AKX  C4   C36  C  0  1  N  N  N  164.898   8.620  41.174   -6.060  -1.668  -0.030  C4   AKX  38  
AKX  C3   C37  C  0  1  N  N  R  165.546   8.651  39.773   -7.191  -2.162  -0.942  C3   AKX  39  
AKX  O2   O3   O  0  1  N  N  N  166.974   8.643  39.861   -6.852  -3.443  -1.476  O2   AKX  40  
AKX  C2   C38  C  0  1  N  N  N  165.122   7.432  38.992   -8.453  -2.275  -0.127  C2   AKX  41  
AKX  C40  C39  C  0  1  N  N  N  164.411   7.488  37.872   -9.117  -3.403  -0.075  C40  AKX  42  
AKX  H1   H1   H  0  1  N  N  N  160.118  -1.137  51.533    5.764   1.733   0.629  H1   AKX  43  
AKX  H2   H2   H  0  1  N  N  N  158.164   1.630  50.389    6.762  -0.023  -2.382  H2   AKX  44  
AKX  H3   H3   H  0  1  N  N  N  158.062  -0.051  51.014    7.032   1.465  -1.444  H3   AKX  45  
AKX  H4   H4   H  0  1  N  N  N  158.510   2.040  48.003    7.809  -2.112  -1.726  H4   AKX  46  
AKX  H5   H5   H  0  1  N  N  N  158.395   1.068  45.709    9.702  -3.184  -0.572  H5   AKX  47  
AKX  H6   H6   H  0  1  N  N  N  158.410  -1.399  45.433   10.972  -1.937   1.129  H6   AKX  48  
AKX  H7   H7   H  0  1  N  N  N  158.549  -2.863  47.415   10.349   0.382   1.676  H7   AKX  49  
AKX  H8   H8   H  0  1  N  N  N  158.637  -1.898  49.658    8.460   1.456   0.517  H8   AKX  50  
AKX  H9   H9   H  0  1  N  N  N  159.152   0.561  52.948    5.308  -1.863  -1.367  H9   AKX  51  
AKX  H10  H10  H  0  1  N  N  N  160.828   1.209  52.951    6.249  -1.776   0.141  H10  AKX  52  
AKX  H11  H11  H  0  1  N  N  N  157.221   2.111  52.629    3.021  -2.320  -1.286  H11  AKX  53  
AKX  H12  H12  H  0  1  N  N  N  156.357   4.377  53.041    0.973  -2.736   0.016  H12  AKX  54  
AKX  H13  H13  H  0  1  N  N  N  157.927   6.248  53.446    0.939  -2.280   2.436  H13  AKX  55  
AKX  H14  H14  H  0  1  N  N  N  160.368   5.830  53.374    2.953  -1.408   3.553  H14  AKX  56  
AKX  H15  H15  H  0  1  N  N  N  161.223   3.592  52.871    5.003  -1.000   2.252  H15  AKX  57  
AKX  H16  H16  H  0  1  N  N  N  160.366   2.759  50.186    4.639   1.659  -1.795  H16  AKX  58  
AKX  H17  H17  H  0  1  N  N  N  160.798   1.411  49.079    4.115   0.002  -2.179  H17  AKX  59  
AKX  H18  H18  H  0  1  N  N  N  162.813   0.948  50.359    2.868  -0.133  -0.074  H18  AKX  60  
AKX  H19  H19  H  0  1  N  N  N  162.362   2.185  51.580    3.468   1.470   0.417  H19  AKX  61  
AKX  H20  H20  H  0  1  N  N  N  163.544   3.699  50.365    2.339   2.491  -1.540  H20  AKX  62  
AKX  H21  H21  H  0  1  N  N  N  162.303   3.546  49.076    1.739   0.889  -2.031  H21  AKX  63  
AKX  H22  H22  H  0  1  N  N  N  164.736   1.814  49.447    0.572   0.701   0.187  H22  AKX  64  
AKX  H23  H23  H  0  1  N  N  N  162.704   0.664  48.632    0.342   2.756   1.555  H23  AKX  65  
AKX  H24  H24  H  0  1  N  N  N  162.651   1.790  47.233    2.045   2.252   1.441  H24  AKX  66  
AKX  H25  H25  H  0  1  N  N  N  164.044   0.674  47.436    1.451   3.611   0.457  H25  AKX  67  
AKX  H26  H26  H  0  1  N  N  N  165.726   3.681  48.612   -0.119   3.182  -1.465  H26  AKX  68  
AKX  H27  H27  H  0  1  N  N  N  162.359   4.142  46.865   -0.705   1.371   1.600  H27  AKX  69  
AKX  H28  H28  H  0  1  N  N  N  163.091   5.198  45.611   -2.478   1.243   1.503  H28  AKX  70  
AKX  H29  H29  H  0  1  N  N  N  163.442   3.436  45.617   -1.455   0.266   0.423  H29  AKX  71  
AKX  H30  H30  H  0  1  N  N  N  165.053   5.998  48.646   -0.928   3.940   1.170  H30  AKX  72  
AKX  H31  H31  H  0  1  N  N  N  163.280   5.733  48.534   -2.016   4.446  -0.150  H31  AKX  73  
AKX  H32  H32  H  0  1  N  N  N  163.946   7.988  47.637   -2.788   2.731   2.261  H32  AKX  74  
AKX  H33  H33  H  0  1  N  N  N  163.209   6.956  46.366   -3.212   4.439   2.030  H33  AKX  75  
AKX  H34  H34  H  0  1  N  N  N  166.217   7.433  46.789   -5.044   2.780   1.458  H34  AKX  76  
AKX  H35  H35  H  0  1  N  N  N  165.207   8.123  45.474   -4.631   3.930   0.167  H35  AKX  77  
AKX  H36  H36  H  0  1  N  N  N  164.953   1.770  46.428   -0.686   1.666  -3.107  H36  AKX  78  
AKX  H37  H37  H  0  1  N  N  N  166.524   2.014  47.263   -0.193   0.307  -2.059  H37  AKX  79  
AKX  H38  H38  H  0  1  N  N  N  165.584   3.251  44.759   -2.840   0.775  -2.787  H38  AKX  80  
AKX  H39  H39  H  0  1  N  N  N  167.186   3.429  45.550   -2.382  -0.021  -1.245  H39  AKX  81  
AKX  H40  H40  H  0  1  N  N  N  166.479   5.081  46.956   -2.912   2.960  -1.741  H40  AKX  82  
AKX  H41  H41  H  0  1  N  N  N  165.643   5.041  43.454   -4.462   0.019  -0.899  H41  AKX  83  
AKX  H42  H42  H  0  1  N  N  N  165.301   8.166  43.734   -6.179   1.525   1.289  H42  AKX  84  
AKX  H43  H43  H  0  1  N  N  N  164.014   5.685  40.984   -7.669  -1.271   2.356  H43  AKX  85  
AKX  H44  H44  H  0  1  N  N  N  165.668   5.254  41.534   -8.075   0.415   1.948  H44  AKX  86  
AKX  H45  H45  H  0  1  N  N  N  166.671   6.166  39.639   -9.812  -1.326   1.227  H45  AKX  87  
AKX  H46  H46  H  0  1  N  N  N  165.454   4.245  39.219  -10.006  -0.275  -0.910  H46  AKX  88  
AKX  H47  H47  H  0  1  N  N  N  165.345   9.413  41.792   -5.194  -1.400  -0.634  H47  AKX  89  
AKX  H48  H48  H  0  1  N  N  N  163.818   8.800  41.072   -5.786  -2.454   0.675  H48  AKX  90  
AKX  H49  H49  H  0  1  N  N  N  165.203   9.554  39.246   -7.339  -1.453  -1.757  H49  AKX  91  
AKX  H50  H50  H  0  1  N  N  N  167.266   9.403  40.350   -7.524  -3.815  -2.063  H50  AKX  92  
AKX  H51  H51  H  0  1  N  N  N  164.105   8.444  37.474  -10.023  -3.470   0.509  H51  AKX  93  
AKX  H52  H52  H  0  1  N  N  N  164.139   6.577  37.359   -8.758  -4.266  -0.617  H52  AKX  94  
#   #
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
AKX  C40  C2   DOUB  N  N   1  
AKX  O1   C1   SING  N  N   2  
AKX  C2   C1   SING  N  N   3  
AKX  C2   C3   SING  N  N   4  
AKX  C1   C10  SING  N  N   5  
AKX  C3   O2   SING  N  N   6  
AKX  C3   C4   SING  N  N   7  
AKX  C10  C5   SING  N  N   8  
AKX  C4   C5   SING  N  N   9  
AKX  C5   C6   DOUB  N  N  10  
AKX  C6   C7   SING  N  N  11  
AKX  C7   C8   DOUB  N  E  12  
AKX  C8   C9   SING  N  N  13  
AKX  C8   C14  SING  N  N  14  
AKX  C15  C14  SING  N  N  15  
AKX  C15  C16  SING  N  N  16  
AKX  C9   C11  SING  N  N  17  
AKX  C18  C13  SING  N  N  18  
AKX  C14  C13  SING  N  N  19  
AKX  C37  C38  DOUB  Y  N  20  
AKX  C37  C36  SING  Y  N  21  
AKX  C38  C39  SING  Y  N  22  
AKX  C16  C17  SING  N  N  23  
AKX  C11  C12  SING  N  N  24  
AKX  C13  C17  SING  N  N  25  
AKX  C13  C12  SING  N  N  26  
AKX  C36  C35  DOUB  Y  N  27  
AKX  C39  C34  DOUB  Y  N  28  
AKX  C17  C20  SING  N  N  29  
AKX  C21  C20  SING  N  N  30  
AKX  C20  C22  SING  N  N  31  
AKX  C35  C34  SING  Y  N  32  
AKX  C34  C27  SING  N  N  33  
AKX  C22  C23  SING  N  N  34  
AKX  C24  C23  SING  N  N  35  
AKX  C24  C25  SING  N  N  36  
AKX  C27  C25  SING  N  N  37  
AKX  O3   C25  SING  N  N  38  
AKX  C25  C26  SING  N  N  39  
AKX  C26  C28  SING  N  N  40  
AKX  C28  C33  DOUB  Y  N  41  
AKX  C28  C29  SING  Y  N  42  
AKX  C33  C32  SING  Y  N  43  
AKX  C29  C30  DOUB  Y  N  44  
AKX  C32  C31  DOUB  Y  N  45  
AKX  C30  C31  SING  Y  N  46  
AKX  O3   H1   SING  N  N  47  
AKX  C27  H2   SING  N  N  48  
AKX  C27  H3   SING  N  N  49  
AKX  C39  H4   SING  N  N  50  
AKX  C38  H5   SING  N  N  51  
AKX  C37  H6   SING  N  N  52  
AKX  C36  H7   SING  N  N  53  
AKX  C35  H8   SING  N  N  54  
AKX  C26  H9   SING  N  N  55  
AKX  C26  H10  SING  N  N  56  
AKX  C33  H11  SING  N  N  57  
AKX  C32  H12  SING  N  N  58  
AKX  C31  H13  SING  N  N  59  
AKX  C30  H14  SING  N  N  60  
AKX  C29  H15  SING  N  N  61  
AKX  C24  H16  SING  N  N  62  
AKX  C24  H17  SING  N  N  63  
AKX  C23  H18  SING  N  N  64  
AKX  C23  H19  SING  N  N  65  
AKX  C22  H20  SING  N  N  66  
AKX  C22  H21  SING  N  N  67  
AKX  C20  H22  SING  N  N  68  
AKX  C21  H23  SING  N  N  69  
AKX  C21  H24  SING  N  N  70  
AKX  C21  H25  SING  N  N  71  
AKX  C17  H26  SING  N  N  72  
AKX  C18  H27  SING  N  N  73  
AKX  C18  H28  SING  N  N  74  
AKX  C18  H29  SING  N  N  75  
AKX  C12  H30  SING  N  N  76  
AKX  C12  H31  SING  N  N  77  
AKX  C11  H32  SING  N  N  78  
AKX  C11  H33  SING  N  N  79  
AKX  C9   H34  SING  N  N  80  
AKX  C9   H35  SING  N  N  81  
AKX  C16  H36  SING  N  N  82  
AKX  C16  H37  SING  N  N  83  
AKX  C15  H38  SING  N  N  84  
AKX  C15  H39  SING  N  N  85  
AKX  C14  H40  SING  N  N  86  
AKX  C7   H41  SING  N  N  87  
AKX  C6   H42  SING  N  N  88  
AKX  C10  H43  SING  N  N  89  
AKX  C10  H44  SING  N  N  90  
AKX  C1   H45  SING  N  N  91  
AKX  O1   H46  SING  N  N  92  
AKX  C4   H47  SING  N  N  93  
AKX  C4   H48  SING  N  N  94  
AKX  C3   H49  SING  N  N  95  
AKX  O2   H50  SING  N  N  96  
AKX  C40  H51  SING  N  N  97  
AKX  C40  H52  SING  N  N  98  
#   #
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
AKX  InChI             InChI                 1.03   "InChI=1S/C39H52O3/c1-28(12-10-23-39(42,26-30-13-6-4-7-14-30)27-31-15-8-5-9-16-31)34-20-21-35-33(17-11-22-38(34,35)3)19-18-32-24-36(40)29(2)37(41)25-32/h4-9,13-16,18-19,28,34-37,40-42H,2,10-12,17,20-27H2,1,3H3/b33-19+/t28-,34-,35+,36-,37-,38-/m1/s1"  
AKX  InChIKey          InChI                 1.03   RRDOSUMZWOEOPZ-BYWDIONYSA-N  
AKX  SMILES_CANONICAL  CACTVS                3.385  "C[C@H](CCCC(O)(Cc1ccccc1)Cc2ccccc2)[C@H]3CC[C@H]4C(/CCC[C@]34C)=C/C=C5\C[C@@H](O)C(=C)[C@H](O)C5"  
AKX  SMILES            CACTVS                3.385  "C[CH](CCCC(O)(Cc1ccccc1)Cc2ccccc2)[CH]3CC[CH]4C(CCC[C]34C)=CC=C5C[CH](O)C(=C)[CH](O)C5"  
AKX  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.4  "C[C@H](CCCC(Cc1ccccc1)(Cc2ccccc2)O)[C@H]3CC[C@@H]\4[C@@]3(CCC/C4=C\C=C5C[C@H](C(=C)[C@@H](C5)O)O)C"  
AKX  SMILES            "OpenEye OEToolkits"  2.0.4  "CC(CCCC(Cc1ccccc1)(Cc2ccccc2)O)C3CCC4C3(CCCC4=CC=C5CC(C(=C)C(C5)O)O)C"  
#
_pdbx_chem_comp_identifier.comp_id          AKX
_pdbx_chem_comp_identifier.type             "SYSTEMATIC NAME"
_pdbx_chem_comp_identifier.program          "OpenEye OEToolkits"
_pdbx_chem_comp_identifier.program_version  2.0.4
_pdbx_chem_comp_identifier.identifier       "(1~{R},3~{R})-5-[(2~{E})-2-[(1~{R},3~{a}~{S},7~{a}~{R})-7~{a}-methyl-1-[(2~{R})-6-oxidanyl-7-phenyl-6-(phenylmethyl)heptan-2-yl]-2,3,3~{a},5,6,7-hexahydro-1~{H}-inden-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
AKX  "Create component"  2016-05-11  PDBJ  
AKX  "Initial release"   2016-06-29  RCSB  
AKX  "Modify synonyms"   2021-03-13  RCSB  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     AKX
_pdbx_chem_comp_synonyms.name        "2-methylidene-26,27-diphenyl-19-nor-1,25-dihydroxy vitamin D3"
_pdbx_chem_comp_synonyms.provenance  PDB
_pdbx_chem_comp_synonyms.type        ?
##
