data_OJH
#

_chem_comp.id                                   OJH
_chem_comp.name                                 "~{N}-[4-bromanyl-3-[(3~{S})-3-methylpyrrolidin-1-yl]sulfonyl-phenyl]-2-[(4~{R})-4-cyclopropyl-4-methyl-2,5-bis(oxidanylidene)imidazolidin-1-yl]ethanamide"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C20 H25 Br N4 O5 S"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2020-03-16
_chem_comp.pdbx_modified_date                   2020-05-01
_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                       513.405
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    OJH
_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       6YB4
_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
OJH  C13  C1   C   0  1  Y  N  N  -22.708  46.670   8.435  -0.264   2.392  -0.097  C13  OJH   1  
OJH  C15  C2   C   0  1  N  N  N  -24.513  48.339   8.005   2.059   1.908  -0.263  C15  OJH   2  
OJH  C17  C3   C   0  1  N  N  N  -24.771  49.617   7.227   3.498   2.354  -0.213  C17  OJH   3  
OJH  C22  C4   C   0  1  N  N  R  -28.469  50.307   7.150   5.691  -0.628   0.090  C22  OJH   4  
OJH  C24  C5   C   0  1  N  N  N  -29.461  49.135   7.466   5.120  -2.010   0.416  C24  OJH   5  
OJH  C26  C6   C   0  1  N  N  N  -29.150  48.257   8.644   5.879  -3.230  -0.109  C26  OJH   6  
OJH  C01  C7   C   0  1  N  N  N  -27.042  47.011  12.368  -5.225  -2.807  -2.330  C01  OJH   7  
OJH  C02  C8   C   0  1  N  N  S  -26.750  45.582  11.919  -4.142  -3.119  -1.295  C02  OJH   8  
OJH  C04  C9   C   0  1  N  N  N  -27.059  45.344  10.473  -2.729  -2.905  -1.899  C04  OJH   9  
OJH  C05  C10  C   0  1  N  N  N  -26.235  44.110  10.111  -1.894  -2.593  -0.632  C05  OJH  10  
OJH  N06  N1   N   0  1  N  N  N  -25.142  44.080  11.106  -2.790  -1.795   0.224  N06  OJH  11  
OJH  C07  C11  C   0  1  N  N  N  -25.266  45.205  12.055  -4.182  -2.099  -0.138  C07  OJH  12  
OJH  S08  S1   S   0  1  N  N  N  -23.684  43.463  10.712  -2.309  -0.732   1.400  S08  OJH  13  
OJH  O09  O1   O   0  1  N  N  N  -23.939  42.296   9.934  -3.455  -0.469   2.196  O09  OJH  14  
OJH  O10  O2   O   0  1  N  N  N  -22.955  43.332  11.932  -1.094  -1.245   1.931  O10  OJH  15  
OJH  C11  C12  C   0  1  Y  N  N  -22.774  44.598   9.684  -1.901   0.783   0.598  C11  OJH  16  
OJH  C12  C13  C   0  1  Y  N  N  -23.406  45.756   9.232  -0.585   1.198   0.535  C12  OJH  17  
OJH  N14  N2   N   0  1  N  N  N  -23.256  47.854   7.890   1.068   2.815  -0.161  N14  OJH  18  
OJH  O16  O3   O   0  1  N  N  N  -25.391  47.826   8.691   1.793   0.732  -0.395  O16  OJH  19  
OJH  N18  N3   N   0  1  N  N  N  -26.153  50.024   7.421   4.376   1.189  -0.344  N18  OJH  20  
OJH  C19  C14  C   0  1  N  N  N  -26.603  50.724   8.529   4.826   0.714  -1.511  C19  OJH  21  
OJH  O20  O4   O   0  1  N  N  N  -25.904  51.107   9.452   4.552   1.202  -2.590  O20  OJH  22  
OJH  N21  N4   N   0  1  N  N  N  -27.936  50.896   8.380   5.616  -0.364  -1.357  N21  OJH  23  
OJH  C23  C15  C   0  1  N  N  N  -29.103  51.360   6.238   7.135  -0.514   0.584  C23  OJH  24  
OJH  C25  C16  C   0  1  N  N  N  -30.346  49.141   8.680   5.913  -2.892   1.382  C25  OJH  25  
OJH  C27  C17  C   0  1  N  N  N  -27.178  49.723   6.558   4.829   0.462   0.696  C27  OJH  26  
OJH  O28  O5   O   0  1  N  N  N  -27.057  49.114   5.512   4.596   0.642   1.872  O28  OJH  27  
OJH  C29  C18  C   0  1  Y  N  N  -21.395  46.399   8.064  -1.267   3.163  -0.669  C29  OJH  28  
OJH  C30  C19  C   0  1  Y  N  N  -20.768  45.254   8.512  -2.581   2.740  -0.609  C30  OJH  29  
OJH  C31  C20  C   0  1  Y  N  N  -21.453  44.359   9.311  -2.898   1.550   0.021  C31  OJH  30  
OJH  BR1  BR1  BR  0  0  N  N  N  -20.529  42.800   9.859  -4.697   0.974   0.102  BR1  OJH  31  
OJH  H1   H1   H   0  1  N  N  N  -24.586  49.440   6.157   3.691   3.048  -1.031  H1   OJH  32  
OJH  H2   H2   H   0  1  N  N  N  -24.100  50.410   7.589   3.691   2.850   0.738  H2   OJH  33  
OJH  H3   H3   H   0  1  N  N  N  -29.866  48.624   6.580   4.032  -2.071   0.454  H3   OJH  34  
OJH  H4   H4   H   0  1  N  N  N  -29.275  47.167   8.565   5.291  -4.094  -0.417  H4   OJH  35  
OJH  H5   H5   H   0  1  N  N  N  -28.282  48.481   9.282   6.785  -3.048  -0.687  H5   OJH  36  
OJH  H6   H6   H   0  1  N  N  N  -26.795  47.119  13.434  -5.063  -1.808  -2.735  H6   OJH  37  
OJH  H7   H7   H   0  1  N  N  N  -26.433  47.712  11.778  -5.179  -3.538  -3.136  H7   OJH  38  
OJH  H8   H8   H   0  1  N  N  N  -28.109  47.233  12.215  -6.205  -2.852  -1.855  H8   OJH  39  
OJH  H9   H9   H   0  1  N  N  N  -27.345  44.890  12.533  -4.253  -4.135  -0.917  H9   OJH  40  
OJH  H10  H10  H   0  1  N  N  N  -26.757  46.208   9.862  -2.372  -3.811  -2.389  H10  OJH  41  
OJH  H11  H11  H   0  1  N  N  N  -28.133  45.152  10.330  -2.722  -2.061  -2.589  H11  OJH  42  
OJH  H12  H12  H   0  1  N  N  N  -26.849  43.200  10.182  -1.611  -3.517  -0.127  H12  OJH  43  
OJH  H13  H13  H   0  1  N  N  N  -25.829  44.200   9.093  -1.007  -2.017  -0.894  H13  OJH  44  
OJH  H14  H14  H   0  1  N  N  N  -25.027  44.889  13.081  -4.688  -1.189  -0.463  H14  OJH  45  
OJH  H15  H15  H   0  1  N  N  N  -24.614  46.043  11.768  -4.702  -2.529   0.718  H15  OJH  46  
OJH  H16  H16  H   0  1  N  N  N  -24.435  45.948   9.497   0.194   0.594   0.978  H16  OJH  47  
OJH  H17  H17  H   0  1  N  N  N  -22.628  48.409   7.345   1.278   3.762  -0.133  H17  OJH  48  
OJH  H18  H18  H   0  1  N  N  N  -28.504  51.379   9.046   6.051  -0.869  -2.062  H18  OJH  49  
OJH  H19  H19  H   0  1  N  N  N  -30.021  51.746   6.705   7.746  -1.274   0.097  H19  OJH  50  
OJH  H20  H20  H   0  1  N  N  N  -28.394  52.187   6.085   7.524   0.475   0.343  H20  OJH  51  
OJH  H21  H21  H   0  1  N  N  N  -29.349  50.904   5.268   7.162  -0.663   1.663  H21  OJH  52  
OJH  H22  H22  H   0  1  N  N  N  -30.361  50.018   9.344   6.841  -2.488   1.786  H22  OJH  53  
OJH  H23  H23  H   0  1  N  N  N  -31.354  48.704   8.627   5.347  -3.534   2.057  H23  OJH  54  
OJH  H24  H24  H   0  1  N  N  N  -20.864  47.087   7.423  -1.021   4.092  -1.161  H24  OJH  55  
OJH  H25  H25  H   0  1  N  N  N  -19.742  45.058   8.238  -3.362   3.339  -1.054  H25  OJH  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
OJH  O28  C27  DOUB  N  N   1  
OJH  C23  C22  SING  N  N   2  
OJH  C27  C22  SING  N  N   3  
OJH  C27  N18  SING  N  N   4  
OJH  C22  C24  SING  N  N   5  
OJH  C22  N21  SING  N  N   6  
OJH  C17  N18  SING  N  N   7  
OJH  C17  C15  SING  N  N   8  
OJH  N18  C19  SING  N  N   9  
OJH  C24  C26  SING  N  N  10  
OJH  C24  C25  SING  N  N  11  
OJH  N14  C15  SING  N  N  12  
OJH  N14  C13  SING  N  N  13  
OJH  C15  O16  DOUB  N  N  14  
OJH  C29  C13  DOUB  Y  N  15  
OJH  C29  C30  SING  Y  N  16  
OJH  N21  C19  SING  N  N  17  
OJH  C13  C12  SING  Y  N  18  
OJH  C30  C31  DOUB  Y  N  19  
OJH  C19  O20  DOUB  N  N  20  
OJH  C26  C25  SING  N  N  21  
OJH  C12  C11  DOUB  Y  N  22  
OJH  C31  C11  SING  Y  N  23  
OJH  C31  BR1  SING  N  N  24  
OJH  C11  S08  SING  N  N  25  
OJH  O09  S08  DOUB  N  N  26  
OJH  C05  C04  SING  N  N  27  
OJH  C05  N06  SING  N  N  28  
OJH  C04  C02  SING  N  N  29  
OJH  S08  N06  SING  N  N  30  
OJH  S08  O10  DOUB  N  N  31  
OJH  N06  C07  SING  N  N  32  
OJH  C02  C07  SING  N  N  33  
OJH  C02  C01  SING  N  N  34  
OJH  C17  H1   SING  N  N  35  
OJH  C17  H2   SING  N  N  36  
OJH  C24  H3   SING  N  N  37  
OJH  C26  H4   SING  N  N  38  
OJH  C26  H5   SING  N  N  39  
OJH  C01  H6   SING  N  N  40  
OJH  C01  H7   SING  N  N  41  
OJH  C01  H8   SING  N  N  42  
OJH  C02  H9   SING  N  N  43  
OJH  C04  H10  SING  N  N  44  
OJH  C04  H11  SING  N  N  45  
OJH  C05  H12  SING  N  N  46  
OJH  C05  H13  SING  N  N  47  
OJH  C07  H14  SING  N  N  48  
OJH  C07  H15  SING  N  N  49  
OJH  C12  H16  SING  N  N  50  
OJH  N14  H17  SING  N  N  51  
OJH  N21  H18  SING  N  N  52  
OJH  C23  H19  SING  N  N  53  
OJH  C23  H20  SING  N  N  54  
OJH  C23  H21  SING  N  N  55  
OJH  C25  H22  SING  N  N  56  
OJH  C25  H23  SING  N  N  57  
OJH  C29  H24  SING  N  N  58  
OJH  C30  H25  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
OJH  InChI             InChI                 1.03   "InChI=1S/C20H25BrN4O5S/c1-12-7-8-24(10-12)31(29,30)16-9-14(5-6-15(16)21)22-17(26)11-25-18(27)20(2,13-3-4-13)23-19(25)28/h5-6,9,12-13H,3-4,7-8,10-11H2,1-2H3,(H,22,26)(H,23,28)/t12-,20+/m0/s1"  
OJH  InChIKey          InChI                 1.03   XHAYAQCABOVSNX-FKIZINRSSA-N  
OJH  SMILES_CANONICAL  CACTVS                3.385  "C[C@H]1CCN(C1)[S](=O)(=O)c2cc(NC(=O)CN3C(=O)N[C@](C)(C4CC4)C3=O)ccc2Br"  
OJH  SMILES            CACTVS                3.385  "C[CH]1CCN(C1)[S](=O)(=O)c2cc(NC(=O)CN3C(=O)N[C](C)(C4CC4)C3=O)ccc2Br"  
OJH  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "C[C@H]1CCN(C1)S(=O)(=O)c2cc(ccc2Br)NC(=O)CN3C(=O)[C@@](NC3=O)(C)C4CC4"  
OJH  SMILES            "OpenEye OEToolkits"  2.0.7  "CC1CCN(C1)S(=O)(=O)c2cc(ccc2Br)NC(=O)CN3C(=O)C(NC3=O)(C)C4CC4"  
#
_pdbx_chem_comp_identifier.comp_id          OJH
_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       "~{N}-[4-bromanyl-3-[(3~{S})-3-methylpyrrolidin-1-yl]sulfonyl-phenyl]-2-[(4~{R})-4-cyclopropyl-4-methyl-2,5-bis(oxidanylidene)imidazolidin-1-yl]ethanamide"
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
OJH  "Create component"  2020-03-16  PDBE  
OJH  "Initial release"   2020-05-06  RCSB  
##
