data_B83
#

_chem_comp.id                                   B83
_chem_comp.name                                 "2-[({4-[(3R,5S)-3,5-dimethylpiperidin-1-yl]-3-phenoxyphenyl}carbonyl)amino]benzoic acid"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C27 H28 N2 O4"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "2-({4-[(3R,5S)-3,5-dimethylpiperidin-1-yl]-3-phenoxybenzoyl}amino)benzoic acid"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2009-08-10
_chem_comp.pdbx_modified_date                   2021-03-13
_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                       444.522
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    B83
_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       3IL6
_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
B83  C1    C1    C  0  1  Y  N  N  -139.834  138.918  93.636  -5.334   1.152  -0.043  C1    B83   1  
B83  C2    C2    C  0  1  Y  N  N  -139.236  138.525  92.367  -4.346   0.295   0.468  C2    B83   2  
B83  C3    C3    C  0  1  Y  N  N  -139.047  139.535  91.358  -4.719  -0.883   1.102  C3    B83   3  
B83  C4    C4    C  0  1  Y  N  N  -139.435  140.881  91.577  -6.055  -1.208   1.227  C4    B83   4  
B83  C5    C5    C  0  1  Y  N  N  -140.019  141.259  92.807  -7.032  -0.365   0.723  C5    B83   5  
B83  C6    C6    C  0  1  Y  N  N  -140.215  140.293  93.829  -6.682   0.808   0.093  C6    B83   6  
B83  C7    C7    C  0  1  N  N  N  -140.109  138.005  94.817  -4.952   2.408  -0.712  C7    B83   7  
B83  O8    O8    O  0  1  N  N  N  -139.758  136.710  94.642  -3.786   2.747  -0.749  O8    B83   8  
B83  O9    O9    O  0  1  N  N  N  -140.603  138.357  95.871  -5.897   3.181  -1.283  O9    B83   9  
B83  N10   N10   N  0  1  N  N  N  -138.872  137.164  92.157  -3.001   0.625   0.339  N10   B83  10  
B83  C11   C11   C  0  1  N  N  N  -138.279  136.519  91.089  -2.085  -0.345   0.146  C11   B83  11  
B83  O12   O12   O  0  1  N  N  N  -137.885  137.030  90.032  -2.443  -1.496  -0.015  O12   B83  12  
B83  C13   C13   C  0  1  Y  N  N  -138.173  135.037  91.259  -0.649  -0.010   0.129  C13   B83  13  
B83  C14   C14   C  0  1  Y  N  N  -137.943  134.393  92.508  -0.236   1.312   0.314  C14   B83  14  
B83  C15   C15   C  0  1  Y  N  N  -137.889  132.963  92.574   1.105   1.624   0.298  C15   B83  15  
B83  C16   C16   C  0  1  Y  N  N  -138.064  132.134  91.394   2.052   0.625   0.099  C16   B83  16  
B83  C17   C17   C  0  1  Y  N  N  -138.289  132.829  90.141   1.646  -0.698  -0.086  C17   B83  17  
B83  C18   C18   C  0  1  Y  N  N  -138.344  134.252  90.090   0.303  -1.017  -0.066  C18   B83  18  
B83  O19   O19   O  0  1  N  N  N  -138.459  132.065  88.976   2.573  -1.674  -0.280  O19   B83  19  
B83  C20   C20   C  0  1  Y  N  N  -137.574  132.168  87.881   2.141  -2.960  -0.349  C20   B83  20  
B83  C21   C21   C  0  1  Y  N  N  -136.258  132.762  87.919   1.504  -3.418  -1.493  C21   B83  21  
B83  C22   C22   C  0  1  Y  N  N  -135.461  132.806  86.743   1.065  -4.727  -1.561  C22   B83  22  
B83  C23   C23   C  0  1  Y  N  N  -135.957  132.262  85.527   1.261  -5.579  -0.490  C23   B83  23  
B83  C24   C24   C  0  1  Y  N  N  -137.251  131.673  85.483   1.896  -5.125   0.651  C24   B83  24  
B83  C25   C25   C  0  1  Y  N  N  -138.056  131.627  86.656   2.342  -3.819   0.722  C25   B83  25  
B83  N26   N26   N  0  1  N  N  N  -138.026  130.712  91.434   3.407   0.945   0.083  N26   B83  26  
B83  C27   C27   C  0  1  N  N  N  -136.766  130.095  90.916   3.727   1.827  -1.046  C27   B83  27  
B83  C28   C28   C  0  1  N  N  S  -136.991  128.580  90.679   5.241   2.039  -1.117  C28   B83  28  
B83  C29   C29   C  0  1  N  N  N  -137.404  127.907  92.011   5.726   2.662   0.194  C29   B83  29  
B83  C30   C30   C  0  1  N  N  R  -138.680  128.570  92.568   5.338   1.748   1.359  C30   B83  30  
B83  C31   C31   C  0  1  N  N  N  -138.435  130.092  92.757   3.821   1.544   1.358  C31   B83  31  
B83  C32   C32   C  0  1  N  N  N  -139.086  127.923  93.894   5.766   2.393   2.679  C32   B83  32  
B83  C33   C33   C  0  1  N  N  N  -135.720  127.936  90.138   5.572   2.975  -2.282  C33   B83  33  
B83  H3    H3    H  0  1  N  N  N  -138.600  139.261  90.414  -3.963  -1.546   1.496  H3    B83  34  
B83  H4    H4    H  0  1  N  N  N  -139.284  141.618  90.803  -6.339  -2.126   1.720  H4    B83  35  
B83  H5    H5    H  0  1  N  N  N  -140.317  142.284  92.970  -8.075  -0.629   0.827  H5    B83  36  
B83  H6    H6    H  0  1  N  N  N  -140.657  140.595  94.767  -7.448   1.464  -0.294  H6    B83  37  
B83  HO9   HO9   H  0  1  N  N  N  -140.672  137.610  96.454  -5.598   3.995  -1.711  HO9   B83  38  
B83  HN10  HN10  H  0  0  N  N  N  -139.086  136.563  92.927  -2.721   1.552   0.389  HN10  B83  39  
B83  H14   H14   H  0  1  N  N  N  -137.810  134.981  93.404  -0.969   2.090   0.469  H14   B83  40  
B83  H15   H15   H  0  1  N  N  N  -137.713  132.488  93.528   1.423   2.646   0.440  H15   B83  41  
B83  H18   H18   H  0  1  N  N  N  -138.519  134.742  89.144  -0.013  -2.040  -0.205  H18   B83  42  
B83  H21   H21   H  0  1  N  N  N  -135.879  133.173  88.843   1.350  -2.753  -2.330  H21   B83  43  
B83  H22   H22   H  0  1  N  N  N  -134.478  133.253  86.773   0.569  -5.084  -2.451  H22   B83  44  
B83  H23   H23   H  0  1  N  N  N  -135.350  132.296  84.634   0.918  -6.602  -0.545  H23   B83  45  
B83  H24   H24   H  0  1  N  N  N  -137.624  131.260  84.557   2.049  -5.793   1.486  H24   B83  46  
B83  H25   H25   H  0  1  N  N  N  -139.038  131.179  86.616   2.838  -3.465   1.613  H25   B83  47  
B83  H27   H27   H  0  1  N  N  N  -136.485  130.577  89.968   3.380   1.369  -1.973  H27   B83  48  
B83  H27A  H27A  H  0  0  N  N  N  -135.960  130.235  91.651   3.232   2.788  -0.909  H27A  B83  49  
B83  H28   H28   H  0  1  N  N  N  -137.793  128.445  89.938   5.736   1.079  -1.269  H28   B83  50  
B83  H29   H29   H  0  1  N  N  N  -137.599  126.839  91.833   6.810   2.775   0.165  H29   B83  51  
B83  H29A  H29A  H  0  0  N  N  N  -136.589  128.018  92.741   5.261   3.639   0.327  H29A  B83  52  
B83  H30   H30   H  0  1  N  N  N  -139.502  128.425  91.852   5.835   0.784   1.246  H30   B83  53  
B83  H31   H31   H  0  1  N  N  N  -137.634  130.244  93.495   3.326   2.507   1.485  H31   B83  54  
B83  H31A  H31A  H  0  0  N  N  N  -139.360  130.569  93.114   3.543   0.882   2.178  H31A  B83  55  
B83  H32   H32   H  0  1  N  N  N  -139.997  128.408  94.276   5.268   3.355   2.792  H32   B83  56  
B83  H32A  H32A  H  0  0  N  N  N  -139.280  126.852  93.735   5.490   1.741   3.508  H32A  B83  57  
B83  H32B  H32B  H  0  0  N  N  N  -138.273  128.044  94.625   6.846   2.540   2.678  H32B  B83  58  
B83  H33   H33   H  0  1  N  N  N  -135.893  126.862  89.974   5.078   3.934  -2.128  H33   B83  59  
B83  H33A  H33A  H  0  0  N  N  N  -135.445  128.412  89.185   6.650   3.125  -2.332  H33A  B83  60  
B83  H33B  H33B  H  0  0  N  N  N  -134.904  128.069  90.864   5.223   2.532  -3.214  H33B  B83  61  
#   #
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
B83  C2   C1    DOUB  Y  N   1  
B83  C1   C6    SING  Y  N   2  
B83  C1   C7    SING  N  N   3  
B83  C3   C2    SING  Y  N   4  
B83  N10  C2    SING  N  N   5  
B83  C3   C4    DOUB  Y  N   6  
B83  C3   H3    SING  N  N   7  
B83  C4   C5    SING  Y  N   8  
B83  C4   H4    SING  N  N   9  
B83  C5   C6    DOUB  Y  N  10  
B83  C5   H5    SING  N  N  11  
B83  C6   H6    SING  N  N  12  
B83  O8   C7    DOUB  N  N  13  
B83  C7   O9    SING  N  N  14  
B83  O9   HO9   SING  N  N  15  
B83  C11  N10   SING  N  N  16  
B83  N10  HN10  SING  N  N  17  
B83  O12  C11   DOUB  N  N  18  
B83  C11  C13   SING  N  N  19  
B83  C18  C13   DOUB  Y  N  20  
B83  C13  C14   SING  Y  N  21  
B83  C14  C15   DOUB  Y  N  22  
B83  C14  H14   SING  N  N  23  
B83  C16  C15   SING  Y  N  24  
B83  C15  H15   SING  N  N  25  
B83  C17  C16   DOUB  Y  N  26  
B83  C16  N26   SING  N  N  27  
B83  O19  C17   SING  N  N  28  
B83  C18  C17   SING  Y  N  29  
B83  C18  H18   SING  N  N  30  
B83  C20  O19   SING  N  N  31  
B83  C25  C20   DOUB  Y  N  32  
B83  C20  C21   SING  Y  N  33  
B83  C22  C21   DOUB  Y  N  34  
B83  C21  H21   SING  N  N  35  
B83  C23  C22   SING  Y  N  36  
B83  C22  H22   SING  N  N  37  
B83  C24  C23   DOUB  Y  N  38  
B83  C23  H23   SING  N  N  39  
B83  C24  C25   SING  Y  N  40  
B83  C24  H24   SING  N  N  41  
B83  C25  H25   SING  N  N  42  
B83  C27  N26   SING  N  N  43  
B83  N26  C31   SING  N  N  44  
B83  C28  C27   SING  N  N  45  
B83  C27  H27   SING  N  N  46  
B83  C27  H27A  SING  N  N  47  
B83  C33  C28   SING  N  N  48  
B83  C28  C29   SING  N  N  49  
B83  C28  H28   SING  N  N  50  
B83  C29  C30   SING  N  N  51  
B83  C29  H29   SING  N  N  52  
B83  C29  H29A  SING  N  N  53  
B83  C30  C31   SING  N  N  54  
B83  C30  C32   SING  N  N  55  
B83  C30  H30   SING  N  N  56  
B83  C31  H31   SING  N  N  57  
B83  C31  H31A  SING  N  N  58  
B83  C32  H32   SING  N  N  59  
B83  C32  H32A  SING  N  N  60  
B83  C32  H32B  SING  N  N  61  
B83  C33  H33   SING  N  N  62  
B83  C33  H33A  SING  N  N  63  
B83  C33  H33B  SING  N  N  64  
#   #
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
B83  SMILES_CANONICAL  CACTVS                3.352  "C[C@@H]1C[C@H](C)CN(C1)c2ccc(cc2Oc3ccccc3)C(=O)Nc4ccccc4C(O)=O"  
B83  SMILES            CACTVS                3.352  "C[CH]1C[CH](C)CN(C1)c2ccc(cc2Oc3ccccc3)C(=O)Nc4ccccc4C(O)=O"  
B83  SMILES_CANONICAL  "OpenEye OEToolkits"  1.7.0  "C[C@@H]1C[C@@H](CN(C1)c2ccc(cc2Oc3ccccc3)C(=O)Nc4ccccc4C(=O)O)C"  
B83  SMILES            "OpenEye OEToolkits"  1.7.0  "CC1CC(CN(C1)c2ccc(cc2Oc3ccccc3)C(=O)Nc4ccccc4C(=O)O)C"  
B83  InChI             InChI                 1.03   "InChI=1S/C27H28N2O4/c1-18-14-19(2)17-29(16-18)24-13-12-20(15-25(24)33-21-8-4-3-5-9-21)26(30)28-23-11-7-6-10-22(23)27(31)32/h3-13,15,18-19H,14,16-17H2,1-2H3,(H,28,30)(H,31,32)/t18-,19+"  
B83  InChIKey          InChI                 1.03   YMZMFFRGSWCLPY-KDURUIRLSA-N  
#
_pdbx_chem_comp_identifier.comp_id          B83
_pdbx_chem_comp_identifier.type             "SYSTEMATIC NAME"
_pdbx_chem_comp_identifier.program          "OpenEye OEToolkits"
_pdbx_chem_comp_identifier.program_version  1.6.1
_pdbx_chem_comp_identifier.identifier       "2-[[4-[(3S,5R)-3,5-dimethylpiperidin-1-yl]-3-phenoxy-phenyl]carbonylamino]benzoic 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
B83  "Create component"      2009-08-10  RCSB  
B83  "Modify aromatic_flag"  2011-06-04  RCSB  
B83  "Modify descriptor"     2011-06-04  RCSB  
B83  "Modify synonyms"       2021-03-13  RCSB  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     B83
_pdbx_chem_comp_synonyms.name        "2-({4-[(3R,5S)-3,5-dimethylpiperidin-1-yl]-3-phenoxybenzoyl}amino)benzoic acid"
_pdbx_chem_comp_synonyms.provenance  PDB
_pdbx_chem_comp_synonyms.type        ?
##
