data_U51
#

_chem_comp.id                                   U51
_chem_comp.name                                 "(5Z)-7-{(1R,4S,5R,6R)-6-[(1E)-oct-1-en-1-yl]-2,3-diazabicyclo[2.2.1]hept-2-en-5-yl}hept-5-enoic acid"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C20 H32 N2 O2"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "9,11-AZOPROSTA-5Z,13E-DIEN-1-OIC ACID; U-51605"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2005-11-11
_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                       332.480
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    U51
_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       ?
_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
U51  OAW  OAW  O  0  1  N  N  N  -3.195   0.689   6.905  -6.873  -2.636   0.301  OAW  U51   1  
U51  CAV  CAV  C  0  1  N  N  N  -2.496   0.016   7.689  -5.852  -3.260   0.464  CAV  U51   2  
U51  OAX  OAX  O  0  1  N  N  N  -2.934  -1.026   8.224  -5.897  -4.494   0.991  OAX  U51   3  
U51  CAR  CAR  C  0  1  N  N  N  -1.099   0.458   8.027  -4.529  -2.657   0.070  CAR  U51   4  
U51  CAQ  CAQ  C  0  1  N  N  N  -0.676   1.671   7.197  -4.758  -1.258  -0.506  CAQ  U51   5  
U51  CAP  CAP  C  0  1  N  N  N   0.709   2.167   7.601  -3.414  -0.646  -0.907  CAP  U51   6  
U51  CAO  CAO  C  0  1  N  N  N   0.667   2.686   9.039  -3.639   0.732  -1.474  CAO  U51   7  
U51  CAN  CAN  C  0  1  N  N  N   1.634   2.470   9.935  -2.971   1.754  -0.999  CAN  U51   8  
U51  CAF  CAF  C  0  1  N  N  N   2.415   1.162  10.054  -1.859   1.531  -0.007  CAF  U51   9  
U51  CAD  CAD  C  0  1  N  N  R   3.833   1.362   9.494  -0.583   2.207  -0.511  CAD  U51  10  
U51  CAC  CAC  C  0  1  N  N  S   4.540   2.571  10.089  -0.710   3.762  -0.420  CAC  U51  11  
U51  CAB  CAB  C  0  1  N  N  N   5.965   2.202   9.704   0.809   4.165  -0.339  CAB  U51  12  
U51  NAT  NAT  N  0  1  N  N  N   4.684   2.272  11.522  -1.095   4.002   1.002  NAT  U51  13  
U51  NAS  NAS  N  0  1  N  N  N   5.484   1.315  11.676  -0.137   3.747   1.754  NAS  U51  14  
U51  CAA  CAA  C  0  1  N  N  R   5.992   0.848  10.397   1.039   3.297   0.953  CAA  U51  15  
U51  CAE  CAE  C  0  1  N  N  R   4.757   0.176   9.808   0.610   1.890   0.425  CAE  U51  16  
U51  CAG  CAG  C  0  1  N  N  N   5.151  -0.550   8.530   1.734   1.247  -0.345  CAG  U51  17  
U51  CAH  CAH  C  0  1  N  N  N   4.816  -1.814   8.280   2.149   0.047  -0.020  CAH  U51  18  
U51  CAI  CAI  C  0  1  N  N  N   5.339  -2.447   6.985   3.273  -0.596  -0.790  CAI  U51  19  
U51  CAJ  CAJ  C  0  1  N  N  N   4.152  -2.798   6.124   4.383  -1.010   0.177  CAJ  U51  20  
U51  CAK  CAK  C  0  1  N  N  N   4.302  -2.032   4.826   5.524  -1.664  -0.605  CAK  U51  21  
U51  CAL  CAL  C  0  1  N  N  N   3.480  -0.763   4.770   6.634  -2.078   0.363  CAL  U51  22  
U51  CAM  CAM  C  0  1  N  N  N   3.302  -0.377   3.311   7.775  -2.731  -0.419  CAM  U51  23  
U51  CAU  CAU  C  0  1  N  N  N   4.048   0.881   2.916   8.885  -3.146   0.548  CAU  U51  24  
U51  H1   H1   H  0  1  N  N  N  -3.825  -1.181   7.934  -6.769  -4.840   1.225  H1   U51  25  
U51  H2   H2   H  0  1  N  N  N  -0.404  -0.371   7.827  -3.885  -2.588   0.947  H2   U51  26  
U51  H3   H3   H  0  1  N  N  N  -1.057   0.723   9.094  -4.052  -3.286  -0.682  H3   U51  27  
U51  H4   H4   H  0  1  N  N  N  -1.405   2.481   7.350  -5.401  -1.327  -1.383  H4   U51  28  
U51  H5   H5   H  0  1  N  N  N  -0.659   1.389   6.134  -5.234  -0.629   0.245  H5   U51  29  
U51  H6   H6   H  0  1  N  N  N   1.430   1.339   7.531  -2.770  -0.576  -0.030  H6   U51  30  
U51  H7   H7   H  0  1  N  N  N   1.018   2.980   6.927  -2.938  -1.275  -1.659  H7   U51  31  
U51  H8   H8   H  0  1  N  N  N  -0.194   3.260   9.348  -4.352   0.877  -2.273  H8   U51  32  
U51  H10  H10  H  0  1  N  N  N   1.879   3.270  10.618  -3.218   2.756  -1.317  H10  U51  33  
U51  H12  H12  H  0  1  N  N  N   1.902   0.375   9.482  -2.140   1.958   0.956  H12  U51  34  
U51  H13  H13  H  0  1  N  N  N   2.476   0.866  11.112  -1.683   0.461   0.107  H13  U51  35  
U51  H14  H14  H  0  1  N  N  N   3.770   1.484   8.403  -0.363   1.896  -1.533  H14  U51  36  
U51  H15  H15  H  0  1  N  N  N   4.177   3.567   9.795  -1.322   4.246  -1.180  H15  U51  37  
U51  H16  H16  H  0  1  N  N  N   6.101   2.122   8.615   1.385   3.809  -1.194  H16  U51  38  
U51  H17  H17  H  0  1  N  N  N   6.708   2.901  10.115   0.952   5.231  -0.161  H17  U51  39  
U51  H20  H20  H  0  1  N  N  N   6.936   0.284  10.374   2.015   3.374   1.432  H20  U51  40  
U51  H21  H21  H  0  1  N  N  N   4.291  -0.510  10.531   0.292   1.251   1.249  H21  U51  41  
U51  H22  H22  H  0  1  N  N  N   5.729  -0.015   7.791   2.197   1.774  -1.166  H22  U51  42  
U51  H23  H23  H  0  1  N  N  N   4.197  -2.374   8.966   1.686  -0.480   0.801  H23  U51  43  
U51  H24  H24  H  0  1  N  N  N   5.912  -3.356   7.219   2.898  -1.477  -1.312  H24  U51  44  
U51  H25  H25  H  0  1  N  N  N   5.986  -1.732   6.455   3.670   0.114  -1.516  H25  U51  45  
U51  H26  H26  H  0  1  N  N  N   3.220  -2.506   6.629   4.758  -0.130   0.699  H26  U51  46  
U51  H27  H27  H  0  1  N  N  N   4.137  -3.880   5.924   3.986  -1.721   0.903  H27  U51  47  
U51  H28  H28  H  0  1  N  N  N   3.988  -2.686   3.999   5.149  -2.544  -1.127  H28  U51  48  
U51  H29  H29  H  0  1  N  N  N   5.362  -1.765   4.701   5.921  -0.953  -1.330  H29  U51  49  
U51  H30  H30  H  0  1  N  N  N   4.002   0.043   5.307   7.009  -1.197   0.885  H30  U51  50  
U51  H31  H31  H  0  1  N  N  N   2.497  -0.935   5.232   6.238  -2.789   1.088  H31  U51  51  
U51  H32  H32  H  0  1  N  N  N   2.230  -0.218   3.123   7.401  -3.612  -0.941  H32  U51  52  
U51  H33  H33  H  0  1  N  N  N   3.665  -1.206   2.686   8.172  -2.021  -1.145  H33  U51  53  
U51  H34  H34  H  0  1  N  N  N   3.871   1.094   1.851   9.698  -3.611  -0.009  H34  U51  54  
U51  H35  H35  H  0  1  N  N  N   3.690   1.725   3.523   9.260  -2.265   1.070  H35  U51  55  
U51  H36  H36  H  0  1  N  N  N   5.125   0.737   3.087   8.489  -3.856   1.274  H36  U51  56  
#   #
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
U51  CAU  CAM  SING  N  N   1  
U51  CAM  CAL  SING  N  N   2  
U51  CAL  CAK  SING  N  N   3  
U51  CAK  CAJ  SING  N  N   4  
U51  CAJ  CAI  SING  N  N   5  
U51  OAW  CAV  DOUB  N  N   6  
U51  CAI  CAH  SING  N  N   7  
U51  CAQ  CAP  SING  N  N   8  
U51  CAQ  CAR  SING  N  N   9  
U51  CAP  CAO  SING  N  N  10  
U51  CAV  CAR  SING  N  N  11  
U51  CAV  OAX  SING  N  N  12  
U51  CAH  CAG  DOUB  N  E  13  
U51  CAG  CAE  SING  N  N  14  
U51  CAO  CAN  DOUB  N  Z  15  
U51  CAD  CAE  SING  N  N  16  
U51  CAD  CAF  SING  N  N  17  
U51  CAD  CAC  SING  N  N  18  
U51  CAB  CAC  SING  N  N  19  
U51  CAB  CAA  SING  N  N  20  
U51  CAE  CAA  SING  N  N  21  
U51  CAN  CAF  SING  N  N  22  
U51  CAC  NAT  SING  N  N  23  
U51  CAA  NAS  SING  N  N  24  
U51  NAT  NAS  DOUB  N  N  25  
U51  OAX  H1   SING  N  N  26  
U51  CAR  H2   SING  N  N  27  
U51  CAR  H3   SING  N  N  28  
U51  CAQ  H4   SING  N  N  29  
U51  CAQ  H5   SING  N  N  30  
U51  CAP  H6   SING  N  N  31  
U51  CAP  H7   SING  N  N  32  
U51  CAO  H8   SING  N  N  33  
U51  CAN  H10  SING  N  N  34  
U51  CAF  H12  SING  N  N  35  
U51  CAF  H13  SING  N  N  36  
U51  CAD  H14  SING  N  N  37  
U51  CAC  H15  SING  N  N  38  
U51  CAB  H16  SING  N  N  39  
U51  CAB  H17  SING  N  N  40  
U51  CAA  H20  SING  N  N  41  
U51  CAE  H21  SING  N  N  42  
U51  CAG  H22  SING  N  N  43  
U51  CAH  H23  SING  N  N  44  
U51  CAI  H24  SING  N  N  45  
U51  CAI  H25  SING  N  N  46  
U51  CAJ  H26  SING  N  N  47  
U51  CAJ  H27  SING  N  N  48  
U51  CAK  H28  SING  N  N  49  
U51  CAK  H29  SING  N  N  50  
U51  CAL  H30  SING  N  N  51  
U51  CAL  H31  SING  N  N  52  
U51  CAM  H32  SING  N  N  53  
U51  CAM  H33  SING  N  N  54  
U51  CAU  H34  SING  N  N  55  
U51  CAU  H35  SING  N  N  56  
U51  CAU  H36  SING  N  N  57  
#   #
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
U51  SMILES            ACDLabs               12.01  "O=C(O)CCC/C=C\CC2C1N=NC(C1)C2/C=C/CCCCCC"  
U51  InChI             InChI                 1.03   "InChI=1S/C20H32N2O2/c1-2-3-4-5-6-9-12-16-17(19-15-18(16)21-22-19)13-10-7-8-11-14-20(23)24/h7,9-10,12,16-19H,2-6,8,11,13-15H2,1H3,(H,23,24)/b10-7-,12-9+/t16-,17-,18-,19+/m1/s1"  
U51  InChIKey          InChI                 1.03   SRIZDZJPKIYUPZ-IDUFWMFESA-N  
U51  SMILES_CANONICAL  CACTVS                3.370  "CCCCCC\C=C\[C@H]1[C@H]2C[C@H](N=N2)[C@@H]1C\C=C/CCCC(O)=O"  
U51  SMILES            CACTVS                3.370  "CCCCCCC=C[CH]1[CH]2C[CH](N=N2)[CH]1CC=CCCCC(O)=O"  
U51  SMILES_CANONICAL  "OpenEye OEToolkits"  1.7.6  "CCCCCC/C=C/[C@H]1[C@H]2C[C@@H]([C@@H]1CC=CCCCC(=O)O)N=N2"  
U51  SMILES            "OpenEye OEToolkits"  1.7.6  "CCCCCCC=CC1C2CC(C1CC=CCCCC(=O)O)N=N2"  
#   #
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
U51  "SYSTEMATIC NAME"  ACDLabs               12.01  "(5Z)-7-{(1R,4S,5R,6R)-6-[(1E)-oct-1-en-1-yl]-2,3-diazabicyclo[2.2.1]hept-2-en-5-yl}hept-5-enoic acid"  
U51  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.7.6  "7-[(1S,4R,5R,6R)-5-[(E)-oct-1-enyl]-2,3-diazabicyclo[2.2.1]hept-2-en-6-yl]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
U51  "Create component"    2005-11-11  RCSB  
U51  "Modify descriptor"   2011-06-04  RCSB  
U51  "Other modification"  2011-06-25  RCSB  
U51  "Modify synonyms"     2020-06-05  PDBE  
#   #
loop_
_pdbx_chem_comp_synonyms.ordinal
_pdbx_chem_comp_synonyms.comp_id
_pdbx_chem_comp_synonyms.name
_pdbx_chem_comp_synonyms.provenance
_pdbx_chem_comp_synonyms.type
1  U51  "9,11-AZOPROSTA-5Z,13E-DIEN-1-OIC ACID"  ?  ?  
2  U51  U-51605                                  ?  ?  
##
