data_OK3
#

_chem_comp.id                                   OK3
_chem_comp.name                                 "(4~{R})-4-[[4-(aminomethyl)phenyl]carbonylamino]-3,3-bis(oxidanyl)-2-oxa-3-boranuidabicyclo[4.4.0]deca-1(10),6,8-triene-10-carboxylic acid"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C17 H18 B N2 O6"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   -1
_chem_comp.pdbx_initial_date                    2015-12-08
_chem_comp.pdbx_modified_date                   2019-10-18
_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                       357.146
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    OK3
_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       5FQB
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 EBI
#   #
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
OK3  N01   N01   N   0  1  N  N  N  53.672  10.370  29.728   7.886   0.945   1.119  N01   OK3   1  
OK3  C02   C02   C   0  1  N  N  N  54.290  11.592  29.356   7.482  -0.319   0.489  C02   OK3   2  
OK3  C03   C03   C   0  1  Y  N  N  55.370  11.329  28.307   6.021  -0.254   0.124  C03   OK3   3  
OK3  C04   C04   C   0  1  Y  N  N  55.043  11.274  26.959   5.642   0.220  -1.119  C04   OK3   4  
OK3  C05   C05   C   0  1  Y  N  N  56.039  11.025  25.998   4.307   0.282  -1.460  C05   OK3   5  
OK3  C06   C06   C   0  1  Y  N  N  57.367  10.861  26.389   3.337  -0.134  -0.546  C06   OK3   6  
OK3  C07   C07   C   0  1  Y  N  N  57.665  10.884  27.739   3.726  -0.612   0.706  C07   OK3   7  
OK3  C08   C08   C   0  1  Y  N  N  56.697  11.133  28.702   5.065  -0.673   1.032  C08   OK3   8  
OK3  C09   C09   C   0  1  N  N  N  58.440  10.540  25.329   1.904  -0.070  -0.904  C09   OK3   9  
OK3  O10   O10   O   0  1  N  N  N  58.216  10.738  24.139   1.568   0.346  -1.996  O10   OK3  10  
OK3  N11   N11   N   0  1  N  N  N  59.705   9.933  25.685   0.970  -0.473  -0.020  N11   OK3  11  
OK3  C12   C12   C   0  1  N  N  R  60.650   9.529  24.663  -0.450  -0.410  -0.375  C12   OK3  12  
OK3  C13   C13   C   0  1  N  N  N  61.689  10.492  24.247  -1.148  -1.711   0.037  C13   OK3  13  
OK3  C14   C14   C   0  1  Y  N  N  62.960  10.326  25.057  -2.641  -1.494   0.028  C14   OK3  14  
OK3  C15   C15   C   0  1  Y  N  N  63.394   9.080  25.463  -3.189  -0.225   0.006  C15   OK3  15  
OK3  O16   O16   O   0  1  N  N  N  62.627   7.890  25.072  -2.440   0.902  -0.019  O16   OK3  16  
OK3  B17   B17   B  -1  1  N  N  N  61.244   8.112  25.308  -1.155   0.791   0.417  B17   OK3  17  
OK3  O18   O18   O   0  1  N  N  N  60.447   6.774  24.677  -0.485   1.957   0.174  O18   OK3  18  
OK3  O19   O19   O   0  1  N  N  N  61.093   8.042  26.964  -1.146   0.523   1.758  O19   OK3  19  
OK3  C20   C20   C   0  1  Y  N  N  64.568   8.934  26.215  -4.590  -0.080   0.005  C20   OK3  20  
OK3  C21   C21   C   0  1  Y  N  N  65.271  10.074  26.587  -5.409  -1.210   0.022  C21   OK3  21  
OK3  C22   C22   C   0  1  Y  N  N  64.831  11.348  26.174  -4.843  -2.466   0.039  C22   OK3  22  
OK3  C23   C23   C   0  1  Y  N  N  63.664  11.477  25.398  -3.466  -2.606   0.042  C23   OK3  23  
OK3  C24   C24   C   0  1  N  N  N  64.970   7.551  26.687  -5.192   1.265  -0.012  C24   OK3  24  
OK3  O25   O25   O   0  1  N  N  N  65.493   7.475  27.829  -4.479   2.249  -0.026  O25   OK3  25  
OK3  O26   O26   O   0  1  N  N  N  64.724   6.488  26.051  -6.532   1.404  -0.013  O26   OK3  26  
OK3  H011  H011  H   0  0  N  N  N  52.967  10.548  30.414   8.863   0.926   1.373  H011  OK3  27  
OK3  H012  H012  H   0  0  N  N  N  53.255   9.949  28.923   7.684   1.730   0.517  H012  OK3  28  
OK3  H021  H021  H   0  0  N  N  N  53.533  12.271  28.938   8.074  -0.482  -0.411  H021  OK3  29  
OK3  H022  H022  H   0  0  N  N  N  54.748  12.054  30.243   7.646  -1.141   1.186  H022  OK3  30  
OK3  H04   H04   H   0  1  N  N  N  54.020  11.423  26.647   6.394   0.543  -1.825  H04   OK3  31  
OK3  H08   H08   H   0  1  N  N  N  56.966  11.175  29.747   5.368  -1.046   2.000  H08   OK3  32  
OK3  H05   H05   H   0  1  N  N  N  55.774  10.961  24.953   4.013   0.652  -2.431  H05   OK3  33  
OK3  H07   H07   H   0  1  N  N  N  58.682  10.703  28.054   2.980  -0.935   1.418  H07   OK3  34  
OK3  H11   H11   H   0  1  N  N  N  59.930   9.791  26.649   1.238  -0.806   0.851  H11   OK3  35  
OK3  H12   H12   H   0  1  N  N  N  60.083   9.236  23.767  -0.556  -0.258  -1.449  H12   OK3  36  
OK3  H131  H131  H   0  0  N  N  N  61.920  10.331  23.184  -0.890  -2.502  -0.667  H131  OK3  37  
OK3  H132  H132  H   0  0  N  N  N  61.306  11.513  24.389  -0.827  -1.995   1.040  H132  OK3  38  
OK3  H23   H23   H   0  1  N  N  N  63.322  12.449  25.074  -3.030  -3.594   0.056  H23   OK3  39  
OK3  H18   H18   H   0  1  N  N  N  60.804   5.982  25.061  -0.859   2.727   0.624  H18   OK3  40  
OK3  H19   H19   H   0  1  N  N  N  61.445   7.218  27.280  -1.559   1.211   2.299  H19   OK3  41  
OK3  H21   H21   H   0  1  N  N  N  66.159   9.983  27.195  -6.483  -1.100   0.021  H21   OK3  42  
OK3  H22   H22   H   0  1  N  N  N  65.391  12.228  26.454  -5.475  -3.342   0.051  H22   OK3  43  
OK3  H26   H26   H   0  1  N  N  N  64.991   5.739  26.570  -6.880   2.306  -0.024  H26   OK3  44  
#   #
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
OK3  N01  C02   SING  N  N   1  
OK3  C02  C03   SING  N  N   2  
OK3  C03  C04   SING  Y  N   3  
OK3  C03  C08   DOUB  Y  N   4  
OK3  C04  C05   DOUB  Y  N   5  
OK3  C05  C06   SING  Y  N   6  
OK3  C06  C07   DOUB  Y  N   7  
OK3  C06  C09   SING  N  N   8  
OK3  C07  C08   SING  Y  N   9  
OK3  C09  O10   DOUB  N  N  10  
OK3  C09  N11   SING  N  N  11  
OK3  N11  C12   SING  N  N  12  
OK3  C12  C13   SING  N  N  13  
OK3  C12  B17   SING  N  N  14  
OK3  C13  C14   SING  N  N  15  
OK3  C14  C15   SING  Y  N  16  
OK3  C14  C23   DOUB  Y  N  17  
OK3  C15  O16   SING  N  N  18  
OK3  C15  C20   DOUB  Y  N  19  
OK3  O16  B17   SING  N  N  20  
OK3  B17  O18   SING  N  N  21  
OK3  B17  O19   SING  N  N  22  
OK3  C20  C21   SING  Y  N  23  
OK3  C20  C24   SING  N  N  24  
OK3  C21  C22   DOUB  Y  N  25  
OK3  C22  C23   SING  Y  N  26  
OK3  C24  O25   DOUB  N  N  27  
OK3  C24  O26   SING  N  N  28  
OK3  N01  H011  SING  N  N  29  
OK3  N01  H012  SING  N  N  30  
OK3  C02  H021  SING  N  N  31  
OK3  C02  H022  SING  N  N  32  
OK3  C04  H04   SING  N  N  33  
OK3  C08  H08   SING  N  N  34  
OK3  C05  H05   SING  N  N  35  
OK3  C07  H07   SING  N  N  36  
OK3  N11  H11   SING  N  N  37  
OK3  C12  H12   SING  N  N  38  
OK3  C13  H131  SING  N  N  39  
OK3  C13  H132  SING  N  N  40  
OK3  C23  H23   SING  N  N  41  
OK3  O18  H18   SING  N  N  42  
OK3  O19  H19   SING  N  N  43  
OK3  C21  H21   SING  N  N  44  
OK3  C22  H22   SING  N  N  45  
OK3  O26  H26   SING  N  N  46  
#   #
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
OK3  InChI             InChI                 1.03   "InChI=1S/C17H18BN2O6/c19-9-10-4-6-11(7-5-10)16(21)20-14-8-12-2-1-3-13(17(22)23)15(12)26-18(14,24)25/h1-7,14,24-25H,8-9,19H2,(H,20,21)(H,22,23)/q-1/t14-/m0/s1"  
OK3  InChIKey          InChI                 1.03   QLXKUYDHLJOWQG-AWEZNQCLSA-N  
OK3  SMILES_CANONICAL  CACTVS                3.385  "NCc1ccc(cc1)C(=O)N[C@H]2Cc3cccc(C(O)=O)c3O[B-]2(O)O"  
OK3  SMILES            CACTVS                3.385  "NCc1ccc(cc1)C(=O)N[CH]2Cc3cccc(C(O)=O)c3O[B-]2(O)O"  
OK3  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "[B-]1([C@H](Cc2cccc(c2O1)C(=O)O)NC(=O)c3ccc(cc3)CN)(O)O"  
OK3  SMILES            "OpenEye OEToolkits"  2.0.7  "[B-]1(C(Cc2cccc(c2O1)C(=O)O)NC(=O)c3ccc(cc3)CN)(O)O"  
#
_pdbx_chem_comp_identifier.comp_id          OK3
_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       "(4~{R})-4-[[4-(aminomethyl)phenyl]carbonylamino]-3,3-bis(oxidanyl)-2-oxa-3-boranuidabicyclo[4.4.0]deca-1(10),6,8-triene-10-carboxylic 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
OK3  "Create component"    2015-12-08  EBI   
OK3  "Initial release"     2016-08-10  RCSB  
OK3  "Other modification"  2019-10-18  PDBE  
##
