data_O9H
#

_chem_comp.id                                   O9H
_chem_comp.name                                 "[(1~{R},3~{R})-1-acetyloxy-1-[4-methanoyl-5-(2-phenylmethoxyethyl)-2,3-dihydro-1,3-thiazol-2-yl]-4-methyl-pentan-3-yl]-methyl-azanium"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C22 H33 N2 O4 S"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   1
_chem_comp.pdbx_initial_date                    2020-02-24
_chem_comp.pdbx_modified_date                   2021-03-26
_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                       421.573
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    O9H
_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       6Y4M
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 PDBE
#   #
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
O9H  N1   N1   N  0  1  N  N  N  -3.593  26.024  14.891   1.370  -2.524  -0.601  N1   O9H   1  
O9H  C5   C1   C  0  1  N  N  N  -3.993  23.705  14.165  -0.804  -3.456  -0.079  C5   O9H   2  
O9H  O1   O1   O  0  1  N  N  N  -3.982  23.282  15.318  -0.275  -4.419   0.442  O1   O9H   3  
O9H  C1   C2   C  0  1  N  N  R  -2.721  28.304  15.129   2.924  -0.654  -0.206  C1   O9H   4  
O9H  C2   C3   C  0  1  N  N  S  -3.494  27.235  14.430   2.058  -1.391  -1.230  C2   O9H   5  
O9H  S1   S1   S  0  1  N  N  N  -4.337  27.535  12.955   0.706  -0.318  -1.812  S1   O9H   6  
O9H  C3   C4   C  0  1  N  N  N  -4.633  25.842  12.858  -0.590  -1.371  -1.223  C3   O9H   7  
O9H  C4   C5   C  0  1  N  N  N  -4.085  25.164  13.921  -0.014  -2.441  -0.643  C4   O9H   8  
O9H  C18  C6   C  0  1  N  N  N  -5.419  25.329  11.689  -2.070  -1.118  -1.352  C18  O9H   9  
O9H  C19  C7   C  0  1  N  N  N  -4.556  25.021  10.488  -2.539  -0.231  -0.196  C19  O9H  10  
O9H  O4   O2   O  0  1  N  N  N  -3.897  23.768  10.678  -3.942   0.009  -0.318  O4   O9H  11  
O9H  C20  C8   C  0  1  N  N  N  -2.841  23.543   9.752  -4.483   0.832   0.717  C20  O9H  12  
O9H  C21  C9   C  0  1  Y  N  N  -1.595  24.297  10.159  -5.961   1.019   0.490  C21  O9H  13  
O9H  C22  C10  C  0  1  Y  N  N  -0.911  23.953  11.312  -6.863   0.129   1.044  C22  O9H  14  
O9H  C23  C11  C  0  1  Y  N  N   0.233  24.642  11.688  -8.219   0.300   0.835  C23  O9H  15  
O9H  C24  C12  C  0  1  Y  N  N   0.699  25.680  10.914  -8.673   1.360   0.073  C24  O9H  16  
O9H  C25  C13  C  0  1  Y  N  N   0.028  26.032   9.767  -7.771   2.250  -0.480  C25  O9H  17  
O9H  C26  C14  C  0  1  Y  N  N  -1.116  25.344   9.389  -6.415   2.082  -0.267  C26  O9H  18  
O9H  C27  C15  C  0  1  N  N  N  -3.211  28.453  16.568   3.629   0.521  -0.886  C27  O9H  19  
O9H  C28  C16  C  0  1  N  N  R  -2.879  29.811  17.192   4.590   1.182   0.105  C28  O9H  20  
O9H  N3   N2   N  1  1  N  N  N  -3.165  30.909  16.231   5.659   0.237   0.456  N3   O9H  21  
O9H  C41  C17  C  0  1  N  N  N  -4.553  31.056  15.776   6.496   0.816   1.515  C41  O9H  22  
O9H  C42  C18  C  0  1  N  N  N  -3.553  30.073  18.547   5.202   2.431  -0.533  C42  O9H  23  
O9H  C43  C19  C  0  1  N  N  N  -2.787  31.110  19.355   5.845   2.057  -1.870  C43  O9H  24  
O9H  C44  C20  C  0  1  N  N  N  -3.736  28.798  19.362   4.107   3.473  -0.767  C44  O9H  25  
O9H  O7   O3   O  0  1  N  N  N  -1.308  27.944  15.162   2.084  -0.158   0.870  O7   O9H  26  
O9H  C45  C21  C  0  1  N  N  N  -0.563  28.118  14.062   2.647  -0.057   2.085  C45  O9H  27  
O9H  O8   O4   O  0  1  N  N  N  -1.015  28.418  12.993   3.802  -0.373   2.244  O8   O9H  28  
O9H  C46  C22  C  0  1  N  N  N   0.875  27.882  14.358   1.837   0.451   3.250  C46  O9H  29  
O9H  H1   H1   H  0  1  N  N  N  -4.213  26.022  15.675   1.842  -3.267  -0.194  H1   O9H  30  
O9H  H2   H2   H  0  1  N  N  N  -3.936  23.018  13.334  -1.881  -3.382  -0.109  H2   O9H  31  
O9H  H3   H3   H  0  1  N  N  N  -2.855  29.260  14.602   3.668  -1.339   0.201  H3   O9H  32  
O9H  H4   H4   H  0  1  N  N  N  -2.595  26.951  13.863   2.666  -1.731  -2.068  H4   O9H  33  
O9H  H5   H5   H  0  1  N  N  N  -6.159  26.091  11.403  -2.273  -0.618  -2.299  H5   O9H  34  
O9H  H6   H6   H  0  1  N  N  N  -5.939  24.408  11.993  -2.605  -2.067  -1.321  H6   O9H  35  
O9H  H7   H7   H  0  1  N  N  N  -3.804  25.815  10.365  -2.336  -0.731   0.751  H7   O9H  36  
O9H  H8   H8   H  0  1  N  N  N  -5.186  24.970   9.588  -2.003   0.719  -0.227  H8   O9H  37  
O9H  H9   H9   H  0  1  N  N  N  -3.158  23.883   8.755  -4.321   0.354   1.683  H9   O9H  38  
O9H  H10  H10  H  0  1  N  N  N  -2.615  22.467   9.718  -3.988   1.804   0.705  H10  O9H  39  
O9H  H11  H11  H  0  1  N  N  N  -1.271  23.140  11.925  -6.508  -0.699   1.639  H11  O9H  40  
O9H  H12  H12  H  0  1  N  N  N   0.759  24.363  12.589  -8.923  -0.395   1.268  H12  O9H  41  
O9H  H13  H13  H  0  1  N  N  N   1.589  26.217  11.207  -9.732   1.493  -0.090  H13  O9H  42  
O9H  H14  H14  H  0  1  N  N  N   0.392  26.846   9.158  -8.126   3.078  -1.076  H14  O9H  43  
O9H  H15  H15  H  0  1  N  N  N  -1.637  25.627   8.487  -5.711   2.777  -0.700  H15  O9H  44  
O9H  H16  H16  H  0  1  N  N  N  -4.303  28.323  16.578   4.190   0.159  -1.748  H16  O9H  45  
O9H  H17  H17  H  0  1  N  N  N  -2.743  27.666  17.178   2.888   1.250  -1.214  H17  O9H  46  
O9H  H18  H18  H  0  1  N  N  N  -1.794  29.816  17.375   4.045   1.464   1.006  H18  O9H  47  
O9H  H19  H19  H  0  1  N  N  N  -2.597  30.756  15.422   5.251  -0.626   0.783  H19  O9H  48  
O9H  H20  H20  H  0  1  N  N  N  -2.899  31.768  16.668   6.225   0.053  -0.358  H20  O9H  49  
O9H  H21  H21  H  0  1  N  N  N  -4.622  31.900  15.074   7.297   0.121   1.765  H21  O9H  50  
O9H  H22  H22  H  0  1  N  N  N  -4.873  30.132  15.271   6.925   1.755   1.166  H22  O9H  51  
O9H  H23  H23  H  0  1  N  N  N  -5.204  31.246  16.642   5.886   1.001   2.400  H23  O9H  52  
O9H  H24  H24  H  0  1  N  N  N  -4.553  30.483  18.343   5.961   2.844   0.132  H24  O9H  53  
O9H  H25  H25  H  0  1  N  N  N  -3.295  31.274  20.317   6.281   2.946  -2.325  H25  O9H  54  
O9H  H26  H26  H  0  1  N  N  N  -1.764  30.750  19.537   6.625   1.314  -1.703  H26  O9H  55  
O9H  H27  H27  H  0  1  N  N  N  -2.749  32.056  18.795   5.086   1.643  -2.535  H27  O9H  56  
O9H  H28  H28  H  0  1  N  N  N  -4.221  29.040  20.319   3.569   3.651   0.164  H28  O9H  57  
O9H  H29  H29  H  0  1  N  N  N  -4.365  28.091  18.801   4.558   4.404  -1.109  H29  O9H  58  
O9H  H30  H30  H  0  1  N  N  N  -2.754  28.342  19.554   3.412   3.106  -1.523  H30  O9H  59  
O9H  H31  H31  H  0  1  N  N  N   1.467  28.025  13.442   1.349  -0.388   3.746  H31  O9H  60  
O9H  H32  H32  H  0  1  N  N  N   1.212  28.593  15.127   2.494   0.958   3.956  H32  O9H  61  
O9H  H33  H33  H  0  1  N  N  N   1.010  26.854  14.725   1.081   1.149   2.891  H33  O9H  62  
#   #
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
O9H  C26  C25  DOUB  Y  N   1  
O9H  C26  C21  SING  Y  N   2  
O9H  C20  C21  SING  N  N   3  
O9H  C20  O4   SING  N  N   4  
O9H  C25  C24  SING  Y  N   5  
O9H  C21  C22  DOUB  Y  N   6  
O9H  C19  O4   SING  N  N   7  
O9H  C19  C18  SING  N  N   8  
O9H  C24  C23  DOUB  Y  N   9  
O9H  C22  C23  SING  Y  N  10  
O9H  C18  C3   SING  N  N  11  
O9H  C3   S1   SING  N  N  12  
O9H  C3   C4   DOUB  N  N  13  
O9H  S1   C2   SING  N  N  14  
O9H  O8   C45  DOUB  N  N  15  
O9H  C4   C5   SING  N  N  16  
O9H  C4   N1   SING  N  N  17  
O9H  C45  C46  SING  N  N  18  
O9H  C45  O7   SING  N  N  19  
O9H  C5   O1   DOUB  N  N  20  
O9H  C2   N1   SING  N  N  21  
O9H  C2   C1   SING  N  N  22  
O9H  C1   O7   SING  N  N  23  
O9H  C1   C27  SING  N  N  24  
O9H  C41  N3   SING  N  N  25  
O9H  N3   C28  SING  N  N  26  
O9H  C27  C28  SING  N  N  27  
O9H  C28  C42  SING  N  N  28  
O9H  C42  C43  SING  N  N  29  
O9H  C42  C44  SING  N  N  30  
O9H  N1   H1   SING  N  N  31  
O9H  C5   H2   SING  N  N  32  
O9H  C1   H3   SING  N  N  33  
O9H  C2   H4   SING  N  N  34  
O9H  C18  H5   SING  N  N  35  
O9H  C18  H6   SING  N  N  36  
O9H  C19  H7   SING  N  N  37  
O9H  C19  H8   SING  N  N  38  
O9H  C20  H9   SING  N  N  39  
O9H  C20  H10  SING  N  N  40  
O9H  C22  H11  SING  N  N  41  
O9H  C23  H12  SING  N  N  42  
O9H  C24  H13  SING  N  N  43  
O9H  C25  H14  SING  N  N  44  
O9H  C26  H15  SING  N  N  45  
O9H  C27  H16  SING  N  N  46  
O9H  C27  H17  SING  N  N  47  
O9H  C28  H18  SING  N  N  48  
O9H  N3   H19  SING  N  N  49  
O9H  N3   H20  SING  N  N  50  
O9H  C41  H21  SING  N  N  51  
O9H  C41  H22  SING  N  N  52  
O9H  C41  H23  SING  N  N  53  
O9H  C42  H24  SING  N  N  54  
O9H  C43  H25  SING  N  N  55  
O9H  C43  H26  SING  N  N  56  
O9H  C43  H27  SING  N  N  57  
O9H  C44  H28  SING  N  N  58  
O9H  C44  H29  SING  N  N  59  
O9H  C44  H30  SING  N  N  60  
O9H  C46  H31  SING  N  N  61  
O9H  C46  H32  SING  N  N  62  
O9H  C46  H33  SING  N  N  63  
#   #
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
O9H  InChI             InChI                 1.03   "InChI=1S/C22H32N2O4S/c1-15(2)18(23-4)12-20(28-16(3)26)22-24-19(13-25)21(29-22)10-11-27-14-17-8-6-5-7-9-17/h5-9,13,15,18,20,22-24H,10-12,14H2,1-4H3/p+1/t18-,20-,22+/m1/s1"  
O9H  InChIKey          InChI                 1.03   PGOBLOKJRKQHRJ-UZKOGDIHSA-O  
O9H  SMILES_CANONICAL  CACTVS                3.385  "C[NH2+][C@H](C[C@@H](OC(C)=O)[C@H]1NC(=C(CCOCc2ccccc2)S1)C=O)C(C)C"  
O9H  SMILES            CACTVS                3.385  "C[NH2+][CH](C[CH](OC(C)=O)[CH]1NC(=C(CCOCc2ccccc2)S1)C=O)C(C)C"  
O9H  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "CC(C)[C@@H](C[C@H](C1NC(=C(S1)CCOCc2ccccc2)C=O)OC(=O)C)[NH2+]C"  
O9H  SMILES            "OpenEye OEToolkits"  2.0.7  "CC(C)C(CC(C1NC(=C(S1)CCOCc2ccccc2)C=O)OC(=O)C)[NH2+]C"  
#
_pdbx_chem_comp_identifier.comp_id          O9H
_pdbx_chem_comp_identifier.type             "SYSTEMATIC NAME"
_pdbx_chem_comp_identifier.program          "OpenEye OEToolkits"
_pdbx_chem_comp_identifier.program_version  2.0.7
_pdbx_chem_comp_identifier.identifier       "[(1~{R},3~{R})-1-acetyloxy-1-[4-methanoyl-5-(2-phenylmethoxyethyl)-2,3-dihydro-1,3-thiazol-2-yl]-4-methyl-pentan-3-yl]-methyl-azanium"
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
O9H  "Create component"  2020-02-24  PDBE  
O9H  "Initial release"   2021-03-31  RCSB  
##
