data_XPG
#

_chem_comp.id                                   XPG
_chem_comp.name                                 "7-[(1R,3R)-3-hydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopentyl]heptanoic acid"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C20 H34 O5"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "Prostaglandin E1"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2013-09-17
_chem_comp.pdbx_modified_date                   2021-03-01
_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                       354.481
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    XPG
_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       3WHX
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 PDBJ
#   #
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
XPG  C20  C20  C  0  1  N  N  N   5.856  -13.258  31.514   9.433  -3.164   0.597  C20  XPG   1  
XPG  C19  C19  C  0  1  N  N  N   7.109  -12.756  32.211   8.124  -3.103  -0.193  C19  XPG   2  
XPG  C18  C18  C  0  1  N  N  N   8.390  -13.158  31.483   7.179  -2.096   0.465  C18  XPG   3  
XPG  C17  C17  C  0  1  N  N  N   9.661  -12.641  32.157   5.870  -2.034  -0.325  C17  XPG   4  
XPG  C16  C16  C  0  1  N  N  N   9.862  -11.138  31.982   4.924  -1.027   0.333  C16  XPG   5  
XPG  C15  C15  C  0  1  N  N  S  11.310  -10.687  32.161   3.615  -0.966  -0.457  C15  XPG   6  
XPG  O15  O15  O  0  1  N  N  N  12.100  -11.305  31.137   3.871  -0.446  -1.764  O15  XPG   7  
XPG  C14  C14  C  0  1  N  N  N  11.927  -11.102  33.457   2.639  -0.068   0.258  C14  XPG   8  
XPG  C13  C13  C  0  1  N  N  N  12.718  -10.280  34.149   2.095   0.943  -0.374  C13  XPG   9  
XPG  C12  C12  C  0  1  N  N  R  13.399  -10.633  35.431   1.118   1.841   0.341  C12  XPG  10  
XPG  C11  C11  C  0  1  N  N  R  14.906  -10.442  35.236   1.566   3.322   0.241  C11  XPG  11  
XPG  O11  O11  O  0  1  N  N  N  15.461  -11.509  34.480   2.485   3.647   1.286  O11  XPG  12  
XPG  C10  C10  C  0  1  N  N  N  15.474  -10.422  36.654   0.230   4.084   0.425  C10  XPG  13  
XPG  C9   C9   C  0  1  N  N  N  14.355   -9.754  37.413  -0.793   3.237  -0.310  C9   XPG  14  
XPG  O9   O9   O  0  1  N  N  N  14.472   -9.320  38.546  -1.844   3.620  -0.767  O9   XPG  15  
XPG  C8   C8   C  0  1  N  N  R  13.071   -9.684  36.604  -0.252   1.824  -0.366  C8   XPG  16  
XPG  C7   C7   C  0  1  N  N  N  11.823   -9.982  37.440  -1.204   0.871   0.360  C7   XPG  17  
XPG  C6   C6   C  0  1  N  N  N  11.509  -11.453  37.749  -2.516   0.766  -0.420  C6   XPG  18  
XPG  C5   C5   C  0  1  N  N  N  12.470  -12.129  38.738  -3.467  -0.186   0.307  C5   XPG  19  
XPG  C4   C4   C  0  1  N  N  N  12.420  -11.672  40.205  -4.779  -0.291  -0.474  C4   XPG  20  
XPG  C3   C3   C  0  1  N  N  N  13.271  -12.515  41.165  -5.730  -1.243   0.253  C3   XPG  21  
XPG  C2   C2   C  0  1  N  N  N  14.107  -11.812  42.242  -7.042  -1.348  -0.527  C2   XPG  22  
XPG  C1   C1   C  0  1  N  N  N  13.549  -10.499  42.735  -7.979  -2.286   0.188  C1   XPG  23  
XPG  O1A  O1A  O  0  1  N  N  N  12.447  -10.526  43.326  -9.198  -2.532  -0.317  O1A  XPG  24  
XPG  O1B  O1B  O  0  1  N  N  N  14.246   -9.483  42.528  -7.633  -2.817   1.217  O1B  XPG  25  
XPG  H1   H1   H  0  1  N  N  N   4.968  -12.940  32.080   9.899  -2.179   0.605  H1   XPG  26  
XPG  H2   H2   H  0  1  N  N  N   5.810  -12.841  30.497   9.225  -3.476   1.621  H2   XPG  27  
XPG  H3   H3   H  0  1  N  N  N   5.882  -14.356  31.459  10.107  -3.882   0.129  H3   XPG  28  
XPG  H4   H4   H  0  1  N  N  N   7.137  -13.173  33.228   8.332  -2.791  -1.216  H4   XPG  29  
XPG  H5   H5   H  0  1  N  N  N   7.065  -11.658  32.266   7.658  -4.088  -0.200  H5   XPG  30  
XPG  H6   H6   H  0  1  N  N  N   8.350  -12.756  30.460   6.971  -2.407   1.488  H6   XPG  31  
XPG  H7   H7   H  0  1  N  N  N   8.438  -14.256  31.444   7.645  -1.111   0.473  H7   XPG  32  
XPG  H8   H8   H  0  1  N  N  N   9.602  -12.864  33.233   6.077  -1.723  -1.349  H8   XPG  33  
XPG  H9   H9   H  0  1  N  N  N  10.526  -13.163  31.721   5.403  -3.019  -0.333  H9   XPG  34  
XPG  H10  H10  H  0  1  N  N  N   9.534  -10.859  30.970   4.716  -1.339   1.356  H10  XPG  35  
XPG  H11  H11  H  0  1  N  N  N   9.241  -10.616  32.725   5.390  -0.042   0.340  H11  XPG  36  
XPG  H12  H12  H  0  1  N  N  N  11.357   -9.592  32.069   3.194  -1.967  -0.541  H12  XPG  37  
XPG  H13  H13  H  0  1  N  N  N  13.007  -11.037  31.231   4.248   0.444  -1.766  H13  XPG  38  
XPG  H14  H14  H  0  1  N  N  N  11.728  -12.091  33.843   2.387  -0.257   1.291  H14  XPG  39  
XPG  H15  H15  H  0  1  N  N  N  12.878   -9.288  33.754   2.346   1.133  -1.407  H15  XPG  40  
XPG  H16  H16  H  0  1  N  N  N  13.181  -11.673  35.715   1.015   1.540   1.384  H16  XPG  41  
XPG  H17  H17  H  0  1  N  N  N  15.094   -9.473  34.750   2.000   3.530  -0.737  H17  XPG  42  
XPG  H18  H18  H  0  1  N  N  N  16.394  -11.369  34.372   2.794   4.563   1.267  H18  XPG  43  
XPG  H19  H19  H  0  1  N  N  N  15.662  -11.440  37.027  -0.024   4.156   1.482  H19  XPG  44  
XPG  H20  H20  H  0  1  N  N  N  16.403   -9.835  36.707   0.294   5.076  -0.021  H20  XPG  45  
XPG  H21  H21  H  0  1  N  N  N  12.975   -8.666  36.199  -0.132   1.511  -1.403  H21  XPG  46  
XPG  H22  H22  H  0  1  N  N  N  11.939   -9.461  38.402  -0.745  -0.115   0.433  H22  XPG  47  
XPG  H23  H23  H  0  1  N  N  N  10.959   -9.567  36.901  -1.406   1.252   1.361  H23  XPG  48  
XPG  H24  H24  H  0  1  N  N  N  10.494  -11.504  38.171  -2.974   1.753  -0.493  H24  XPG  49  
XPG  H25  H25  H  0  1  N  N  N  11.542  -12.015  36.804  -2.314   0.385  -1.421  H25  XPG  50  
XPG  H26  H26  H  0  1  N  N  N  12.254  -13.207  38.722  -3.008  -1.173   0.379  H26  XPG  51  
XPG  H27  H27  H  0  1  N  N  N  13.493  -11.955  38.374  -3.669   0.195   1.308  H27  XPG  52  
XPG  H28  H28  H  0  1  N  N  N  12.776  -10.632  40.253  -5.238   0.696  -0.546  H28  XPG  53  
XPG  H29  H29  H  0  1  N  N  N  11.374  -11.717  40.543  -4.577  -0.672  -1.475  H29  XPG  54  
XPG  H30  H30  H  0  1  N  N  N  12.585  -13.198  41.687  -5.271  -2.230   0.326  H30  XPG  55  
XPG  H31  H31  H  0  1  N  N  N  13.969  -13.098  40.547  -5.932  -0.862   1.254  H31  XPG  56  
XPG  H32  H32  H  0  1  N  N  N  14.192  -12.491  43.104  -7.501  -0.361  -0.600  H32  XPG  57  
XPG  H33  H33  H  0  1  N  N  N  15.107  -11.622  41.826  -6.840  -1.729  -1.528  H33  XPG  58  
XPG  H34  H34  H  0  1  N  N  N  12.212   -9.647  43.600  -9.764  -3.141   0.177  H34  XPG  59  
#   #
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
XPG  O15  C15  SING  N  N   1  
XPG  C18  C17  SING  N  N   2  
XPG  C18  C19  SING  N  N   3  
XPG  C20  C19  SING  N  N   4  
XPG  C16  C17  SING  N  N   5  
XPG  C16  C15  SING  N  N   6  
XPG  C15  C14  SING  N  N   7  
XPG  C14  C13  DOUB  N  E   8  
XPG  C13  C12  SING  N  N   9  
XPG  O11  C11  SING  N  N  10  
XPG  C11  C12  SING  N  N  11  
XPG  C11  C10  SING  N  N  12  
XPG  C12  C8   SING  N  N  13  
XPG  C8   C9   SING  N  N  14  
XPG  C8   C7   SING  N  N  15  
XPG  C10  C9   SING  N  N  16  
XPG  C9   O9   DOUB  N  N  17  
XPG  C7   C6   SING  N  N  18  
XPG  C6   C5   SING  N  N  19  
XPG  C5   C4   SING  N  N  20  
XPG  C4   C3   SING  N  N  21  
XPG  C3   C2   SING  N  N  22  
XPG  C2   C1   SING  N  N  23  
XPG  O1B  C1   DOUB  N  N  24  
XPG  C1   O1A  SING  N  N  25  
XPG  C20  H1   SING  N  N  26  
XPG  C20  H2   SING  N  N  27  
XPG  C20  H3   SING  N  N  28  
XPG  C19  H4   SING  N  N  29  
XPG  C19  H5   SING  N  N  30  
XPG  C18  H6   SING  N  N  31  
XPG  C18  H7   SING  N  N  32  
XPG  C17  H8   SING  N  N  33  
XPG  C17  H9   SING  N  N  34  
XPG  C16  H10  SING  N  N  35  
XPG  C16  H11  SING  N  N  36  
XPG  C15  H12  SING  N  N  37  
XPG  O15  H13  SING  N  N  38  
XPG  C14  H14  SING  N  N  39  
XPG  C13  H15  SING  N  N  40  
XPG  C12  H16  SING  N  N  41  
XPG  C11  H17  SING  N  N  42  
XPG  O11  H18  SING  N  N  43  
XPG  C10  H19  SING  N  N  44  
XPG  C10  H20  SING  N  N  45  
XPG  C8   H21  SING  N  N  46  
XPG  C7   H22  SING  N  N  47  
XPG  C7   H23  SING  N  N  48  
XPG  C6   H24  SING  N  N  49  
XPG  C6   H25  SING  N  N  50  
XPG  C5   H26  SING  N  N  51  
XPG  C5   H27  SING  N  N  52  
XPG  C4   H28  SING  N  N  53  
XPG  C4   H29  SING  N  N  54  
XPG  C3   H30  SING  N  N  55  
XPG  C3   H31  SING  N  N  56  
XPG  C2   H32  SING  N  N  57  
XPG  C2   H33  SING  N  N  58  
XPG  O1A  H34  SING  N  N  59  
#   #
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
XPG  SMILES            ACDLabs               12.01  "O=C(O)CCCCCCC1C(=O)CC(O)C1/C=C/C(O)CCCCC"  
XPG  InChI             InChI                 1.03   "InChI=1S/C20H34O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h12-13,15-17,19,21,23H,2-11,14H2,1H3,(H,24,25)/b13-12+/t15-,16+,17+,19+/m0/s1"  
XPG  InChIKey          InChI                 1.03   GMVPRGQOIOIIMI-DWKJAMRDSA-N  
XPG  SMILES_CANONICAL  CACTVS                3.385  "CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(O)=O"  
XPG  SMILES            CACTVS                3.385  "CCCCC[CH](O)C=C[CH]1[CH](O)CC(=O)[CH]1CCCCCCC(O)=O"  
XPG  SMILES_CANONICAL  "OpenEye OEToolkits"  1.7.6  "CCCCC[C@@H](/C=C/[C@H]1[C@@H](CC(=O)[C@@H]1CCCCCCC(=O)O)O)O"  
XPG  SMILES            "OpenEye OEToolkits"  1.7.6  "CCCCCC(C=CC1C(CC(=O)C1CCCCCCC(=O)O)O)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
XPG  "SYSTEMATIC NAME"  ACDLabs               12.01  "(11alpha,12alpha,13E,15S)-11,15-dihydroxy-9-oxoprost-13-en-1-oic acid"  
XPG  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.7.6  "7-[(1R,2R,3R)-3-oxidanyl-5-oxidanylidene-2-[(E,3S)-3-oxidanyloct-1-enyl]cyclopentyl]heptanoic acid"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
XPG  "Create component"  2013-09-17  PDBJ  
XPG  "Initial release"   2014-09-10  RCSB  
XPG  "Modify synonyms"   2021-03-01  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     XPG
_pdbx_chem_comp_synonyms.name        "Prostaglandin E1"
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
