data_8OL
#

_chem_comp.id                                   8OL
_chem_comp.name                                 "(S)-4-((R)-3-amino-4-(2,4,5-trifluorophenyl)butanoyl)-3-(tert-butoxymethyl)piperazin-2-one"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C19 H26 F3 N3 O3"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2017-08-22
_chem_comp.pdbx_modified_date                   2019-03-15
_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                       401.423
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    8OL
_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       5Y7J
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 PDBJ
#   #
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
8OL  C10   C1   C  0  1  N  N  N  42.960  12.895  33.430  -0.864   0.453  -0.281  C10   8OL   1  
8OL  C13   C2   C  0  1  N  N  S  41.036  11.573  32.292  -3.185   0.752  -1.033  C13   8OL   2  
8OL  C17   C3   C  0  1  N  N  N  43.293  10.494  32.691  -2.609   0.820   1.413  C17   8OL   3  
8OL  C26   C4   C  0  1  N  N  N  41.298  14.140  28.628  -4.542  -3.144   0.026  C26   8OL   4  
8OL  C28   C5   C  0  1  N  N  N  39.251  12.839  27.950  -6.181  -2.019   1.539  C28   8OL   5  
8OL  C01   C6   C  0  1  Y  N  N  44.934  20.013  32.973   6.495  -0.142  -0.415  C01   8OL   6  
8OL  C02   C7   C  0  1  Y  N  N  43.590  19.890  32.639   5.876   1.092  -0.324  C02   8OL   7  
8OL  C03   C8   C  0  1  Y  N  N  43.035  18.621  32.423   4.615   1.193   0.238  C03   8OL   8  
8OL  C04   C9   C  0  1  Y  N  N  43.835  17.484  32.537   3.973   0.060   0.708  C04   8OL   9  
8OL  C05   C10  C  0  1  Y  N  N  45.182  17.608  32.879   4.591  -1.173   0.618  C05   8OL  10  
8OL  C06   C11  C  0  1  Y  N  N  45.733  18.876  33.094   5.852  -1.276   0.057  C06   8OL  11  
8OL  C07   C12  C  0  1  N  N  N  43.223  16.063  32.308   2.600   0.172   1.320  C07   8OL  12  
8OL  C08   C13  C  0  1  N  N  R  43.043  15.407  33.686   1.544   0.132   0.213  C08   8OL  13  
8OL  C09   C14  C  0  1  N  N  N  42.114  14.180  33.583   0.160   0.370   0.821  C09   8OL  14  
8OL  N11   N1   N  0  1  N  N  N  42.405  11.651  32.800  -2.161   0.666   0.019  N11   8OL  15  
8OL  O12   O1   O  0  1  N  N  N  44.085  12.881  33.814  -0.521   0.334  -1.439  O12   8OL  16  
8OL  C14   C15  C  0  1  N  N  N  40.390  10.318  32.735  -4.117   1.889  -0.713  C14   8OL  17  
8OL  N15   N2   N  0  1  N  N  N  41.176   9.098  32.723  -4.138   2.500   0.473  N15   8OL  18  
8OL  C16   C16  C  0  1  N  N  N  42.597   9.152  32.280  -3.220   2.214   1.566  C16   8OL  19  
8OL  O18   O2   O  0  1  N  N  N  39.250  10.311  33.081  -4.883   2.269  -1.573  O18   8OL  20  
8OL  N19   N3   N  0  1  N  N  N  42.461  16.355  34.609   1.572  -1.182  -0.443  N19   8OL  21  
8OL  F20   F1   F  0  1  N  N  N  47.055  19.000  33.423   6.453  -2.483  -0.037  F20   8OL  22  
8OL  F21   F2   F  0  1  N  N  N  45.472  21.252  33.183   7.724  -0.243  -0.968  F21   8OL  23  
8OL  F22   F3   F  0  1  N  N  N  41.716  18.503  32.095   4.010   2.398   0.327  F22   8OL  24  
8OL  C23   C17  C  0  1  N  N  N  41.165  11.527  30.748  -3.975  -0.557  -1.088  C23   8OL  25  
8OL  O24   O3   O  0  1  N  N  N  40.294  12.486  30.109  -4.689  -0.734   0.137  O24   8OL  26  
8OL  C25   C18  C  0  1  N  N  N  40.586  12.772  28.711  -5.464  -1.934   0.190  C25   8OL  27  
8OL  C27   C19  C  0  1  N  N  N  41.464  11.704  28.043  -6.498  -1.924  -0.938  C27   8OL  28  
8OL  H131  H1   H  0  0  N  N  N  40.446  12.450  32.596  -2.706   0.932  -1.995  H131  8OL  29  
8OL  H171  H2   H  0  0  N  N  N  43.774  10.342  33.668  -3.359   0.063   1.644  H171  8OL  30  
8OL  H172  H3   H  0  0  N  N  N  44.060  10.724  31.937  -1.759   0.714   2.087  H172  8OL  31  
8OL  H1    H4   H  0  1  N  N  N  42.252  14.091  29.173  -5.133  -4.059   0.067  H1    8OL  32  
8OL  H2    H5   H  0  1  N  N  N  41.490  14.390  27.574  -4.031  -3.084  -0.935  H2    8OL  33  
8OL  H3    H6   H  0  1  N  N  N  40.659  14.914  29.078  -3.805  -3.151   0.830  H3    8OL  34  
8OL  H4    H7   H  0  1  N  N  N  38.603  13.599  28.411  -5.445  -2.026   2.342  H4    8OL  35  
8OL  H5    H8   H  0  1  N  N  N  39.441  13.107  26.900  -6.838  -1.157   1.656  H5    8OL  36  
8OL  H6    H9   H  0  1  N  N  N  38.754  11.859  27.994  -6.772  -2.934   1.579  H6    8OL  37  
8OL  H021  H10  H  0  0  N  N  N  42.974  20.772  32.546   6.377   1.976  -0.691  H021  8OL  38  
8OL  H051  H11  H  0  0  N  N  N  45.798  16.727  32.978   4.090  -2.056   0.985  H051  8OL  39  
8OL  H072  H12  H  0  0  N  N  N  42.249  16.151  31.804   2.440  -0.660   2.006  H072  8OL  40  
8OL  H071  H13  H  0  0  N  N  N  43.902  15.457  31.690   2.521   1.112   1.865  H071  8OL  41  
8OL  H7    H14  H  0  1  N  N  N  44.026  15.077  34.053   1.758   0.910  -0.520  H7    8OL  42  
8OL  H091  H15  H  0  0  N  N  N  41.457  14.291  32.708   0.166   1.304   1.383  H091  8OL  43  
8OL  H092  H16  H  0  0  N  N  N  41.502  14.108  34.494  -0.090  -0.455   1.488  H092  8OL  44  
8OL  H8    H17  H  0  1  N  N  N  40.768   8.231  33.009  -4.813   3.182   0.617  H8    8OL  45  
8OL  H162  H18  H  0  0  N  N  N  42.631   9.056  31.185  -3.760   2.268   2.512  H162  8OL  46  
8OL  H161  H19  H  0  0  N  N  N  43.143   8.314  32.738  -2.422   2.957   1.568  H161  8OL  47  
8OL  H10   H20  H  0  1  N  N  N  42.346  15.923  35.503   2.454  -1.336  -0.907  H10   8OL  48  
8OL  H9    H21  H  0  1  N  N  N  43.064  17.148  34.697   1.377  -1.920   0.217  H9    8OL  49  
8OL  H232  H23  H  0  0  N  N  N  40.901  10.518  30.398  -4.681  -0.521  -1.918  H232  8OL  50  
8OL  H231  H24  H  0  0  N  N  N  42.206  11.751  30.471  -3.287  -1.390  -1.231  H231  8OL  51  
8OL  H12   H25  H  0  1  N  N  N  42.427  11.637  28.571  -7.088  -2.839  -0.897  H12   8OL  52  
8OL  H13   H26  H  0  1  N  N  N  40.954  10.730  28.087  -7.154  -1.062  -0.821  H13   8OL  53  
8OL  H14   H27  H  0  1  N  N  N  41.640  11.979  26.993  -5.986  -1.863  -1.898  H14   8OL  54  
#   #
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
8OL  C28  C25   SING  N  N   1  
8OL  C27  C25   SING  N  N   2  
8OL  C26  C25   SING  N  N   3  
8OL  C25  O24   SING  N  N   4  
8OL  O24  C23   SING  N  N   5  
8OL  C23  C13   SING  N  N   6  
8OL  F22  C03   SING  N  N   7  
8OL  C16  C17   SING  N  N   8  
8OL  C16  N15   SING  N  N   9  
8OL  C13  C14   SING  N  N  10  
8OL  C13  N11   SING  N  N  11  
8OL  C07  C04   SING  N  N  12  
8OL  C07  C08   SING  N  N  13  
8OL  C03  C04   DOUB  Y  N  14  
8OL  C03  C02   SING  Y  N  15  
8OL  C04  C05   SING  Y  N  16  
8OL  C02  C01   DOUB  Y  N  17  
8OL  C17  N11   SING  N  N  18  
8OL  N15  C14   SING  N  N  19  
8OL  C14  O18   DOUB  N  N  20  
8OL  N11  C10   SING  N  N  21  
8OL  C05  C06   DOUB  Y  N  22  
8OL  C01  C06   SING  Y  N  23  
8OL  C01  F21   SING  N  N  24  
8OL  C06  F20   SING  N  N  25  
8OL  C10  C09   SING  N  N  26  
8OL  C10  O12   DOUB  N  N  27  
8OL  C09  C08   SING  N  N  28  
8OL  C08  N19   SING  N  N  29  
8OL  C13  H131  SING  N  N  30  
8OL  C17  H171  SING  N  N  31  
8OL  C17  H172  SING  N  N  32  
8OL  C26  H1    SING  N  N  33  
8OL  C26  H2    SING  N  N  34  
8OL  C26  H3    SING  N  N  35  
8OL  C28  H4    SING  N  N  36  
8OL  C28  H5    SING  N  N  37  
8OL  C28  H6    SING  N  N  38  
8OL  C02  H021  SING  N  N  39  
8OL  C05  H051  SING  N  N  40  
8OL  C07  H072  SING  N  N  41  
8OL  C07  H071  SING  N  N  42  
8OL  C08  H7    SING  N  N  43  
8OL  C09  H091  SING  N  N  44  
8OL  C09  H092  SING  N  N  45  
8OL  N15  H8    SING  N  N  46  
8OL  C16  H162  SING  N  N  47  
8OL  C16  H161  SING  N  N  48  
8OL  N19  H10   SING  N  N  49  
8OL  N19  H9    SING  N  N  50  
8OL  C23  H232  SING  N  N  51  
8OL  C23  H231  SING  N  N  52  
8OL  C27  H12   SING  N  N  53  
8OL  C27  H13   SING  N  N  54  
8OL  C27  H14   SING  N  N  55  
#   #
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
8OL  SMILES            ACDLabs               12.01  "C(CC(Cc1c(cc(c(c1)F)F)F)N)(=O)N2C(C(=O)NCC2)COC(C)(C)C"  
8OL  InChI             InChI                 1.03   "InChI=1S/C19H26F3N3O3/c1-19(2,3)28-10-16-18(27)24-4-5-25(16)17(26)8-12(23)6-11-7-14(21)15(22)9-13(11)20/h7,9,12,16H,4-6,8,10,23H2,1-3H3,(H,24,27)/t12-,16+/m1/s1"  
8OL  InChIKey          InChI                 1.03   LCDDAGSJHKEABN-WBMJQRKESA-N  
8OL  SMILES_CANONICAL  CACTVS                3.385  "CC(C)(C)OC[C@@H]1N(CCNC1=O)C(=O)C[C@H](N)Cc2cc(F)c(F)cc2F"  
8OL  SMILES            CACTVS                3.385  "CC(C)(C)OC[CH]1N(CCNC1=O)C(=O)C[CH](N)Cc2cc(F)c(F)cc2F"  
8OL  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "CC(C)(C)OC[C@H]1C(=O)NCCN1C(=O)C[C@@H](Cc2cc(c(cc2F)F)F)N"  
8OL  SMILES            "OpenEye OEToolkits"  2.0.6  "CC(C)(C)OCC1C(=O)NCCN1C(=O)CC(Cc2cc(c(cc2F)F)F)N"  
#   #
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
8OL  "SYSTEMATIC NAME"  ACDLabs               12.01  "(3S)-4-[(3R)-3-amino-4-(2,4,5-trifluorophenyl)butanoyl]-3-(tert-butoxymethyl)piperazin-2-one"  
8OL  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.6  "(3~{S})-4-[(3~{R})-3-azanyl-4-[2,4,5-tris(fluoranyl)phenyl]butanoyl]-3-[(2-methylpropan-2-yl)oxymethyl]piperazin-2-one"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
8OL  "Create component"  2017-08-22  PDBJ  
8OL  "Modify name"       2018-04-13  PDBJ  
8OL  "Modify name"       2018-04-19  PDBJ  
8OL  "Initial release"   2019-03-20  RCSB  
##
