data_5OP
#

_chem_comp.id                                   5OP
_chem_comp.name                                 "(5E,13E)-11-HYDROXY-9,15-DIOXOPROSTA-5,13-DIEN-1-OIC ACID"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C20 H30 O5"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        15-OXO-PGE2
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2003-11-11
_chem_comp.pdbx_modified_date                   2020-06-17
_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                       350.449
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    5OP
_chem_comp.pdbx_model_coordinates_details       ?
_chem_comp.pdbx_model_coordinates_missing_flag  Y
_chem_comp.pdbx_ideal_coordinates_details       ?
_chem_comp.pdbx_ideal_coordinates_missing_flag  N
_chem_comp.pdbx_model_coordinates_db_code       1V3V
_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
5OP  C1    C1    C  0  1  N  N  N        ?       ?       ?  -1.064   8.264   0.031  C1    5OP   1  
5OP  C2    C2    C  0  1  N  N  N        ?       ?       ?  -0.319   7.018  -0.421  C2    5OP   2  
5OP  C3    C3    C  0  1  N  N  N  -21.010  65.631  -2.920  -1.128   5.750  -0.146  C3    5OP   3  
5OP  C4    C4    C  0  1  N  N  N  -19.675  65.414  -3.584  -0.358   4.498  -0.574  C4    5OP   4  
5OP  C5    C5    C  0  1  N  N  N  -18.553  65.030  -2.942  -1.126   3.210  -0.284  C5    5OP   5  
5OP  C6    C6    C  0  1  N  N  N  -17.278  64.841  -3.677  -0.354   1.972  -0.695  C6    5OP   6  
5OP  C7    C7    C  0  1  N  N  N  -16.034  64.413  -2.893  -1.049   0.666  -0.523  C7    5OP   7  
5OP  C8    C8    C  0  1  N  N  N  -16.224  63.066  -2.188  -0.447  -0.481  -0.864  C8    5OP   8  
5OP  C9    C9    C  0  1  N  N  N  -14.969  62.662  -1.403  -1.092  -1.821  -0.722  C9    5OP   9  
5OP  C10   C10   C  0  1  N  N  N        ?       ?       ?  -0.330  -2.782   0.205  C10   5OP  10  
5OP  O1    O1    O  0  1  N  N  N        ?       ?       ?   1.066  -2.813  -0.081  O1    5OP  11  
5OP  C11   C11   C  0  1  N  N  N        ?       ?       ?  -0.943  -4.151  -0.086  C11   5OP  12  
5OP  C12   C12   C  0  1  N  N  N        ?       ?       ?  -1.333  -4.024  -1.541  C12   5OP  13  
5OP  O2    O2    O  0  1  N  N  N        ?       ?       ?  -1.703  -4.970  -2.225  O2    5OP  14  
5OP  C13   C13   C  0  1  N  N  N  -15.121  61.321  -0.683  -1.213  -2.598  -2.047  C13   5OP  15  
5OP  C14   C14   C  0  1  N  N  N  -13.858  60.936   0.092  -2.412  -2.183  -2.883  C14   5OP  16  
5OP  C15   C15   C  0  1  N  N  N        ?       ?       ?  -2.378  -0.805  -3.487  C15   5OP  17  
5OP  C16   C16   C  0  1  N  N  N        ?       ?       ?  -1.290  -0.092  -3.817  C16   5OP  18  
5OP  C17   C17   C  0  1  N  N  N        ?       ?       ?  -1.346   1.277  -4.428  C17   5OP  19  
5OP  C18   C18   C  0  1  N  N  N        ?       ?       ?  -0.683   1.363  -5.810  C18   5OP  20  
5OP  C19   C19   C  0  1  N  N  N        ?       ?       ?  -0.719   2.763  -6.431  C19   5OP  21  
5OP  C20   C20   C  0  1  N  N  N        ?       ?       ?  -2.118   3.290  -6.666  C20   5OP  22  
5OP  O3    O3    O  0  1  N  N  N        ?       ?       ?  -2.158   4.647  -6.619  O3    5OP  23  
5OP  O4    O4    O  0  1  N  N  N  -17.240  65.031  -4.850   0.784   2.051  -1.154  O4    5OP  24  
5OP  O5    O5    O  0  1  N  N  N        ?       ?       ?  -3.102   2.604  -6.909  O5    5OP  25  
5OP  H11   1H1   H  0  1  N  N  N        ?       ?       ?  -0.469   9.158  -0.177  H11   5OP  26  
5OP  H12   2H1   H  0  1  N  N  N        ?       ?       ?  -1.265   8.232   1.107  H12   5OP  27  
5OP  H13A  3H1   H  0  0  N  N  N        ?       ?       ?  -2.020   8.361  -0.494  H13A  5OP  28  
5OP  H21   1H2   H  0  1  N  N  N        ?       ?       ?   0.644   6.966   0.101  H21   5OP  29  
5OP  H22   2H2   H  0  1  N  N  N        ?       ?       ?  -0.103   7.098  -1.493  H22   5OP  30  
5OP  H31   1H3   H  0  1  N  N  N  -21.929  66.011  -3.390  -2.081   5.799  -0.686  H31   5OP  31  
5OP  H32   2H3   H  0  1  N  N  N  -21.344  66.336  -2.144  -1.364   5.697   0.923  H32   5OP  32  
5OP  H41   1H4   H  0  1  N  N  N  -19.857  64.622  -4.325  -0.163   4.549  -1.652  H41   5OP  33  
5OP  H42   2H4   H  0  1  N  N  N  -19.412  66.442  -3.874   0.617   4.478  -0.072  H42   5OP  34  
5OP  H51   1H5   H  0  1  N  N  N  -18.354  65.811  -2.194  -1.374   3.130   0.780  H51   5OP  35  
5OP  H52   2H5   H  0  1  N  N  N  -18.797  64.013  -2.601  -2.082   3.216  -0.822  H52   5OP  36  
5OP  H7    H7    H  0  1  N  N  N  -15.126  64.995  -2.843  -2.056   0.679  -0.118  H7    5OP  37  
5OP  H8    H8    H  0  1  N  N  N  -17.127  62.476  -2.237   0.561  -0.477  -1.270  H8    5OP  38  
5OP  H9    H9    H  0  1  N  N  N  -14.533  63.672  -1.391  -2.097  -1.667  -0.305  H9    5OP  39  
5OP  H10   H10   H  0  1  N  N  N        ?       ?       ?  -0.443  -2.511   1.260  H10   5OP  40  
5OP  HO1   HO1   H  0  1  N  N  N        ?       ?       ?   1.446  -3.510   0.477  HO1   5OP  41  
5OP  H111  1H11  H  0  0  N  N  N        ?       ?       ?  -1.853  -4.312   0.498  H111  5OP  42  
5OP  H112  2H11  H  0  0  N  N  N        ?       ?       ?  -0.231  -4.969   0.046  H112  5OP  43  
5OP  H13   H13   H  0  1  N  N  N  -16.175  61.634  -0.725  -0.293  -2.527  -2.638  H13   5OP  44  
5OP  H141  1H14  H  0  0  N  N  N  -13.012  61.470  -0.366  -3.316  -2.258  -2.266  H141  5OP  45  
5OP  H142  2H14  H  0  0  N  N  N  -14.047  61.207   1.141  -2.532  -2.904  -3.702  H142  5OP  46  
5OP  H15   H15   H  0  1  N  N  N        ?       ?       ?  -3.356  -0.365  -3.674  H15   5OP  47  
5OP  H16   H16   H  0  1  N  N  N        ?       ?       ?  -0.297  -0.497  -3.642  H16   5OP  48  
5OP  H171  1H17  H  0  0  N  N  N        ?       ?       ?  -0.828   1.968  -3.751  H171  5OP  49  
5OP  H172  2H17  H  0  0  N  N  N        ?       ?       ?  -2.381   1.635  -4.498  H172  5OP  50  
5OP  H181  1H18  H  0  0  N  N  N        ?       ?       ?   0.369   1.080  -5.683  H181  5OP  51  
5OP  H182  2H18  H  0  0  N  N  N        ?       ?       ?  -1.125   0.622  -6.487  H182  5OP  52  
5OP  H191  1H19  H  0  0  N  N  N        ?       ?       ?  -0.231   2.731  -7.412  H191  5OP  53  
5OP  H192  2H19  H  0  0  N  N  N        ?       ?       ?  -0.164   3.462  -5.795  H192  5OP  54  
5OP  HO3   HO3   H  0  1  N  N  N        ?       ?       ?  -3.037   5.046  -6.794  HO3   5OP  55  
#   #
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
5OP  C1   C2    SING  N  N   1  
5OP  C1   H11   SING  N  N   2  
5OP  C1   H12   SING  N  N   3  
5OP  C1   H13A  SING  N  N   4  
5OP  C2   C3    SING  N  N   5  
5OP  C2   H21   SING  N  N   6  
5OP  C2   H22   SING  N  N   7  
5OP  C3   C4    SING  N  N   8  
5OP  C3   H31   SING  N  N   9  
5OP  C3   H32   SING  N  N  10  
5OP  C4   C5    SING  N  N  11  
5OP  C4   H41   SING  N  N  12  
5OP  C4   H42   SING  N  N  13  
5OP  C5   C6    SING  N  N  14  
5OP  C5   H51   SING  N  N  15  
5OP  C5   H52   SING  N  N  16  
5OP  C6   C7    SING  N  N  17  
5OP  C6   O4    DOUB  N  N  18  
5OP  C7   C8    DOUB  N  E  19  
5OP  C7   H7    SING  N  N  20  
5OP  C8   C9    SING  N  N  21  
5OP  C8   H8    SING  N  N  22  
5OP  C9   C10   SING  N  N  23  
5OP  C9   C13   SING  N  N  24  
5OP  C9   H9    SING  N  N  25  
5OP  C10  O1    SING  N  N  26  
5OP  C10  C11   SING  N  N  27  
5OP  C10  H10   SING  N  N  28  
5OP  O1   HO1   SING  N  N  29  
5OP  C11  C12   SING  N  N  30  
5OP  C11  H111  SING  N  N  31  
5OP  C11  H112  SING  N  N  32  
5OP  C12  O2    DOUB  N  N  33  
5OP  C12  C13   SING  N  N  34  
5OP  C13  C14   SING  N  N  35  
5OP  C13  H13   SING  N  N  36  
5OP  C14  C15   SING  N  N  37  
5OP  C14  H141  SING  N  N  38  
5OP  C14  H142  SING  N  N  39  
5OP  C15  C16   DOUB  N  N  40  
5OP  C15  H15   SING  N  N  41  
5OP  C16  C17   SING  N  N  42  
5OP  C16  H16   SING  N  N  43  
5OP  C17  C18   SING  N  N  44  
5OP  C17  H171  SING  N  N  45  
5OP  C17  H172  SING  N  N  46  
5OP  C18  C19   SING  N  N  47  
5OP  C18  H181  SING  N  N  48  
5OP  C18  H182  SING  N  N  49  
5OP  C19  C20   SING  N  N  50  
5OP  C19  H191  SING  N  N  51  
5OP  C19  H192  SING  N  N  52  
5OP  C20  O3    SING  N  N  53  
5OP  C20  O5    DOUB  N  N  54  
5OP  O3   HO3   SING  N  N  55  
#   #
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
5OP  SMILES            ACDLabs               10.04  "O=C(O)CCC/C=C/CC1C(=O)CC(O)C1\C=C\C(=O)CCCCC"  
5OP  SMILES_CANONICAL  CACTVS                3.341  "CCCCCC(=O)\C=C\[C@@H]1C(O)CC(=O)[C@H]1CC=CCCCC(O)=O"  
5OP  SMILES            CACTVS                3.341  "CCCCCC(=O)C=C[CH]1C(O)CC(=O)[CH]1CC=CCCCC(O)=O"  
5OP  SMILES_CANONICAL  "OpenEye OEToolkits"  1.5.0  "CCCCCC(=O)\C=C\[C@@H]1[C@@H](CC(=O)[C@H]1CC=CCCCC(=O)O)O"  
5OP  SMILES            "OpenEye OEToolkits"  1.5.0  "CCCCCC(=O)C=CC1C(CC(=O)C1CC=CCCCC(=O)O)O"  
5OP  InChI             InChI                 1.03   "InChI=1S/C20H30O5/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/h4,7,12-13,16-17,19,23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4?,13-12+"  
5OP  InChIKey          InChI                 1.03   YRTJDWROBKPZNV-SFTOQRQMSA-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
5OP  "SYSTEMATIC NAME"  ACDLabs               10.04  "(8beta,13E)-11-hydroxy-9,15-dioxoprosta-5,13-dien-1-oic acid"  
5OP  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.5.0  "7-[(1S,2S,3R)-3-hydroxy-5-oxo-2-[(E)-3-oxooct-1-enyl]cyclopentyl]hept-5-enoic 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
5OP  "Create component"   2003-11-11  RCSB  
5OP  "Modify descriptor"  2011-06-04  RCSB  
5OP  "Modify synonyms"    2020-06-05  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     5OP
_pdbx_chem_comp_synonyms.name        15-OXO-PGE2
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
