data_1QU
#

_chem_comp.id                                   1QU
_chem_comp.name                                 "1-cyclopentyl-N-[(2S,3R)-3-hydroxy-1-phenyl-4-{[3-(trifluoromethyl)benzyl]amino}butan-2-yl]-6-oxo-5-(2-oxopyrrolidin-1-yl)-1,6-dihydropyridine-3-carboxamide"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C33 H37 F3 N4 O4"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "N-((1S,2R)-1-benzyl-2-hydroxy-3-((3-trifluoromethyl)benzyl)amino)propyl)-1-cyclopentyl-6-oxo-5-(2-oxo-1-pyrrolidinyl)-1,6-dihydro-3-pyridinecarboxamide"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2013-04-30
_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                       610.666
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    1QU
_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       4K9H
_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
1QU  O1   O1   O  0  1  N  N  N  60.616  -15.851  20.533  -1.863   3.485  -1.029  O1   1QU   1  
1QU  C1   C1   C  0  1  N  N  N  61.409  -16.410  21.322  -2.904   4.079  -0.841  C1   1QU   2  
1QU  C2   C2   C  0  1  N  N  N  60.931  -17.299  22.431  -3.118   5.555  -1.097  C2   1QU   3  
1QU  C3   C3   C  0  1  N  N  N  62.227  -17.636  23.229  -4.417   5.889  -0.327  C3   1QU   4  
1QU  C4   C4   C  0  1  N  N  N  63.393  -17.181  22.361  -5.115   4.511  -0.274  C4   1QU   5  
1QU  N1   N1   N  0  1  N  N  N  62.775  -16.360  21.307  -4.037   3.521  -0.382  N1   1QU   6  
1QU  C33  C33  C  0  1  N  N  N  63.463  -15.694  20.407  -4.172   2.167  -0.045  C33  1QU   7  
1QU  C13  C13  C  0  1  N  N  N  64.233  -14.547  20.708  -3.081   1.347  -0.038  C13  1QU   8  
1QU  C5   C5   C  0  1  N  N  N  63.344  -16.138  19.097  -5.438   1.639   0.298  C5   1QU   9  
1QU  O4   O4   O  0  1  N  N  N  62.653  -17.098  18.788  -6.418   2.364   0.295  O4   1QU  10  
1QU  N2   N2   N  0  1  N  N  N  63.975  -15.487  18.108  -5.568   0.340   0.626  N2   1QU  11  
1QU  C6   C6   C  0  1  N  N  N  63.812  -16.031  16.762  -6.889  -0.183   0.983  C6   1QU  12  
1QU  C7   C7   C  0  1  N  N  N  65.204  -16.314  16.113  -6.862  -0.754   2.411  C7   1QU  13  
1QU  C8   C8   C  0  1  N  N  N  65.191  -15.555  14.816  -7.221  -2.250   2.296  C8   1QU  14  
1QU  C9   C9   C  0  1  N  N  N  64.197  -14.431  15.062  -6.847  -2.618   0.838  C9   1QU  15  
1QU  C10  C10  C  0  1  N  N  N  63.063  -15.063  15.838  -7.264  -1.352   0.048  C10  1QU  16  
1QU  C11  C11  C  0  1  N  N  N  64.719  -14.365  18.369  -4.503  -0.484   0.638  C11  1QU  17  
1QU  C12  C12  C  0  1  N  N  N  64.897  -13.899  19.662  -3.249  -0.016   0.306  C12  1QU  18  
1QU  C26  C26  C  0  1  N  N  N  65.742  -12.615  19.881  -2.089  -0.926   0.322  C26  1QU  19  
1QU  O2   O2   O  0  1  N  N  N  66.281  -12.437  20.963  -2.236  -2.094   0.628  O2   1QU  20  
1QU  N3   N3   N  0  1  N  N  N  65.562  -11.633  18.987  -0.865  -0.464  -0.003  N3   1QU  21  
1QU  C27  C27  C  0  1  N  N  S  66.350  -10.390  19.003   0.287  -1.368   0.013  C27  1QU  22  
1QU  C31  C31  C  0  1  N  N  N  66.960  -10.181  17.590   0.373  -2.108  -1.324  C31  1QU  23  
1QU  C20  C20  C  0  1  Y  N  N  67.531  -11.504  17.010  -0.831  -3.000  -1.482  C20  1QU  24  
1QU  C21  C21  C  0  1  Y  N  N  68.316  -12.367  17.779  -1.975  -2.516  -2.087  C21  1QU  25  
1QU  C22  C22  C  0  1  Y  N  N  68.793  -13.563  17.240  -3.080  -3.334  -2.232  C22  1QU  26  
1QU  C23  C23  C  0  1  Y  N  N  68.538  -13.884  15.918  -3.041  -4.636  -1.771  C23  1QU  27  
1QU  C24  C24  C  0  1  Y  N  N  67.780  -13.017  15.153  -1.896  -5.121  -1.166  C24  1QU  28  
1QU  C25  C25  C  0  1  Y  N  N  67.266  -11.859  15.705  -0.790  -4.305  -1.026  C25  1QU  29  
1QU  C28  C28  C  0  1  N  N  R  65.668   -9.133  19.456   1.567  -0.558   0.230  C28  1QU  30  
1QU  O3   O3   O  0  1  N  N  N  66.571   -8.039  19.273   1.780   0.306  -0.887  O3   1QU  31  
1QU  C29  C29  C  0  1  N  N  N  65.296   -9.175  20.941   2.756  -1.512   0.371  C29  1QU  32  
1QU  N4   N4   N  0  1  N  N  N  64.923   -7.829  21.349   3.964  -0.743   0.699  N4   1QU  33  
1QU  C30  C30  C  0  1  N  N  N  64.881   -7.708  22.845   5.128  -1.628   0.842  C30  1QU  34  
1QU  C14  C14  C  0  1  Y  N  N  66.356   -7.557  23.362   6.346  -0.806   1.178  C14  1QU  35  
1QU  C15  C15  C  0  1  Y  N  N  67.262   -6.642  22.779   7.139  -0.300   0.164  C15  1QU  36  
1QU  C19  C19  C  0  1  Y  N  N  66.771   -8.357  24.412   6.666  -0.552   2.498  C19  1QU  37  
1QU  C18  C18  C  0  1  Y  N  N  68.096   -8.222  24.852   7.783   0.202   2.806  C18  1QU  38  
1QU  C17  C17  C  0  1  Y  N  N  68.972   -7.320  24.271   8.579   0.703   1.793  C17  1QU  39  
1QU  C16  C16  C  0  1  Y  N  N  68.565   -6.490  23.240   8.255   0.454   0.472  C16  1QU  40  
1QU  C32  C32  C  0  1  N  N  N  69.567   -5.456  22.574   9.120   1.005  -0.632  C32  1QU  41  
1QU  F2   F2   F  0  1  N  N  N  70.702   -5.266  23.226   8.655   2.272  -1.001  F2   1QU  42  
1QU  F3   F3   F  0  1  N  N  N  69.064   -4.237  22.388  10.441   1.106  -0.184  F3   1QU  43  
1QU  F1   F1   F  0  1  N  N  N  69.856   -5.964  21.401   9.067   0.149  -1.737  F1   1QU  44  
1QU  H1   H1   H  0  1  N  N  N  60.205  -16.773  23.068  -2.282   6.135  -0.705  H1   1QU  45  
1QU  H2   H2   H  0  1  N  N  N  60.471  -18.213  22.028  -3.247   5.742  -2.163  H2   1QU  46  
1QU  H3   H3   H  0  1  N  N  N  62.290  -18.718  23.414  -4.193   6.252   0.676  H3   1QU  47  
1QU  H4   H4   H  0  1  N  N  N  62.234  -17.099  24.189  -5.020   6.612  -0.876  H4   1QU  48  
1QU  H5   H5   H  0  1  N  N  N  63.912  -18.047  21.924  -5.646   4.394   0.670  H5   1QU  49  
1QU  H6   H6   H  0  1  N  N  N  64.105  -16.585  22.950  -5.805   4.406  -1.111  H6   1QU  50  
1QU  H7   H7   H  0  1  N  N  N  64.306  -14.180  21.721  -2.105   1.732  -0.293  H7   1QU  51  
1QU  H8   H8   H  0  1  N  N  N  63.253  -16.977  16.810  -7.636   0.607   0.910  H8   1QU  52  
1QU  H9   H9   H  0  1  N  N  N  65.333  -17.391  15.929  -5.866  -0.641   2.840  H9   1QU  53  
1QU  H10  H10  H  0  1  N  N  N  66.014  -15.953  16.764  -7.596  -0.240   3.033  H10  1QU  54  
1QU  H11  H11  H  0  1  N  N  N  64.857  -16.199  13.989  -6.634  -2.838   3.000  H11  1QU  55  
1QU  H12  H12  H  0  1  N  N  N  66.189  -15.152  14.588  -8.287  -2.401   2.466  H12  1QU  56  
1QU  H13  H13  H  0  1  N  N  N  64.663  -13.626  15.649  -5.776  -2.796   0.747  H13  1QU  57  
1QU  H14  H14  H  0  1  N  N  N  63.831  -14.025  14.108  -7.414  -3.487   0.502  H14  1QU  58  
1QU  H15  H15  H  0  1  N  N  N  62.505  -14.311  16.415  -8.337  -1.358  -0.145  H15  1QU  59  
1QU  H16  H16  H  0  1  N  N  N  62.373  -15.600  15.171  -6.708  -1.286  -0.888  H16  1QU  60  
1QU  H17  H17  H  0  1  N  N  N  65.177  -13.832  17.548  -4.633  -1.523   0.906  H17  1QU  61  
1QU  H18  H18  H  0  1  N  N  N  64.864  -11.749  18.280  -0.748   0.468  -0.247  H18  1QU  62  
1QU  H19  H19  H  0  1  N  N  N  67.199  -10.554  19.683   0.172  -2.090   0.821  H19  1QU  63  
1QU  H20  H20  H  0  1  N  N  N  67.772   -9.442  17.658   0.399  -1.385  -2.138  H20  1QU  64  
1QU  H21  H21  H  0  1  N  N  N  66.177   -9.805  16.916   1.279  -2.714  -1.346  H21  1QU  65  
1QU  H22  H22  H  0  1  N  N  N  68.556  -12.106  18.799  -2.006  -1.498  -2.447  H22  1QU  66  
1QU  H23  H23  H  0  1  N  N  N  69.364  -14.241  17.857  -3.974  -2.955  -2.705  H23  1QU  67  
1QU  H24  H24  H  0  1  N  N  N  68.925  -14.797  15.491  -3.904  -5.275  -1.884  H24  1QU  68  
1QU  H25  H25  H  0  1  N  N  N  67.588  -13.247  14.115  -1.864  -6.140  -0.810  H25  1QU  69  
1QU  H26  H26  H  0  1  N  N  N  66.642  -11.218  15.100   0.104  -4.683  -0.553  H26  1QU  70  
1QU  H27  H27  H  0  1  N  N  N  64.755   -8.979  18.863   1.470   0.038   1.138  H27  1QU  71  
1QU  H28  H28  H  0  1  N  N  N  66.154   -7.233  19.555   1.876  -0.157  -1.730  H28  1QU  72  
1QU  H29  H29  H  0  1  N  N  N  64.449   -9.860  21.094   2.554  -2.229   1.167  H29  1QU  73  
1QU  H30  H30  H  0  1  N  N  N  66.158   -9.519  21.532   2.908  -2.045  -0.567  H30  1QU  74  
1QU  H31  H31  H  0  1  N  N  N  65.594   -7.181  20.988   4.136  -0.028   0.009  H31  1QU  75  
1QU  H33  H33  H  0  1  N  N  N  64.293   -6.824  23.131   4.943  -2.345   1.642  H33  1QU  76  
1QU  H34  H34  H  0  1  N  N  N  64.424   -8.609  23.280   5.296  -2.161  -0.093  H34  1QU  77  
1QU  H35  H35  H  0  1  N  N  N  66.930   -6.040  21.946   6.886  -0.494  -0.867  H35  1QU  78  
1QU  H36  H36  H  0  1  N  N  N  66.097   -9.062  24.877   6.044  -0.943   3.289  H36  1QU  79  
1QU  H37  H37  H  0  1  N  N  N  68.443   -8.839  25.667   8.034   0.400   3.838  H37  1QU  80  
1QU  H38  H38  H  0  1  N  N  N  69.990   -7.263  24.628   9.452   1.292   2.033  H38  1QU  81  
#   #
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
1QU  C8   C9   SING  N  N   1  
1QU  C8   C7   SING  N  N   2  
1QU  C9   C10  SING  N  N   3  
1QU  C24  C25  DOUB  Y  N   4  
1QU  C24  C23  SING  Y  N   5  
1QU  C25  C20  SING  Y  N   6  
1QU  C10  C6   SING  N  N   7  
1QU  C23  C22  DOUB  Y  N   8  
1QU  C7   C6   SING  N  N   9  
1QU  C6   N2   SING  N  N  10  
1QU  C20  C31  SING  N  N  11  
1QU  C20  C21  DOUB  Y  N  12  
1QU  C22  C21  SING  Y  N  13  
1QU  C31  C27  SING  N  N  14  
1QU  N2   C11  SING  N  N  15  
1QU  N2   C5   SING  N  N  16  
1QU  C11  C12  DOUB  N  N  17  
1QU  O4   C5   DOUB  N  N  18  
1QU  N3   C27  SING  N  N  19  
1QU  N3   C26  SING  N  N  20  
1QU  C27  C28  SING  N  N  21  
1QU  C5   C33  SING  N  N  22  
1QU  O3   C28  SING  N  N  23  
1QU  C28  C29  SING  N  N  24  
1QU  C12  C26  SING  N  N  25  
1QU  C12  C13  SING  N  N  26  
1QU  C26  O2   DOUB  N  N  27  
1QU  C33  C13  DOUB  N  N  28  
1QU  C33  N1   SING  N  N  29  
1QU  O1   C1   DOUB  N  N  30  
1QU  C29  N4   SING  N  N  31  
1QU  N1   C1   SING  N  N  32  
1QU  N1   C4   SING  N  N  33  
1QU  C1   C2   SING  N  N  34  
1QU  N4   C30  SING  N  N  35  
1QU  F1   C32  SING  N  N  36  
1QU  C4   C3   SING  N  N  37  
1QU  F3   C32  SING  N  N  38  
1QU  C2   C3   SING  N  N  39  
1QU  C32  F2   SING  N  N  40  
1QU  C32  C16  SING  N  N  41  
1QU  C15  C16  DOUB  Y  N  42  
1QU  C15  C14  SING  Y  N  43  
1QU  C30  C14  SING  N  N  44  
1QU  C16  C17  SING  Y  N  45  
1QU  C14  C19  DOUB  Y  N  46  
1QU  C17  C18  DOUB  Y  N  47  
1QU  C19  C18  SING  Y  N  48  
1QU  C2   H1   SING  N  N  49  
1QU  C2   H2   SING  N  N  50  
1QU  C3   H3   SING  N  N  51  
1QU  C3   H4   SING  N  N  52  
1QU  C4   H5   SING  N  N  53  
1QU  C4   H6   SING  N  N  54  
1QU  C13  H7   SING  N  N  55  
1QU  C6   H8   SING  N  N  56  
1QU  C7   H9   SING  N  N  57  
1QU  C7   H10  SING  N  N  58  
1QU  C8   H11  SING  N  N  59  
1QU  C8   H12  SING  N  N  60  
1QU  C9   H13  SING  N  N  61  
1QU  C9   H14  SING  N  N  62  
1QU  C10  H15  SING  N  N  63  
1QU  C10  H16  SING  N  N  64  
1QU  C11  H17  SING  N  N  65  
1QU  N3   H18  SING  N  N  66  
1QU  C27  H19  SING  N  N  67  
1QU  C31  H20  SING  N  N  68  
1QU  C31  H21  SING  N  N  69  
1QU  C21  H22  SING  N  N  70  
1QU  C22  H23  SING  N  N  71  
1QU  C23  H24  SING  N  N  72  
1QU  C24  H25  SING  N  N  73  
1QU  C25  H26  SING  N  N  74  
1QU  C28  H27  SING  N  N  75  
1QU  O3   H28  SING  N  N  76  
1QU  C29  H29  SING  N  N  77  
1QU  C29  H30  SING  N  N  78  
1QU  N4   H31  SING  N  N  79  
1QU  C30  H33  SING  N  N  80  
1QU  C30  H34  SING  N  N  81  
1QU  C15  H35  SING  N  N  82  
1QU  C19  H36  SING  N  N  83  
1QU  C18  H37  SING  N  N  84  
1QU  C17  H38  SING  N  N  85  
#   #
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
1QU  SMILES            ACDLabs               12.01  "FC(F)(F)c1cccc(c1)CNCC(O)C(NC(=O)C2=CN(C(=O)C(=C2)N3C(=O)CCC3)C4CCCC4)Cc5ccccc5"  
1QU  InChI             InChI                 1.03   "InChI=1S/C33H37F3N4O4/c34-33(35,36)25-11-6-10-23(16-25)19-37-20-29(41)27(17-22-8-2-1-3-9-22)38-31(43)24-18-28(39-15-7-14-30(39)42)32(44)40(21-24)26-12-4-5-13-26/h1-3,6,8-11,16,18,21,26-27,29,37,41H,4-5,7,12-15,17,19-20H2,(H,38,43)/t27-,29+/m0/s1"  
1QU  InChIKey          InChI                 1.03   QKLJNYJRYSKKKP-LMSSTIIKSA-N  
1QU  SMILES_CANONICAL  CACTVS                3.370  "O[C@H](CNCc1cccc(c1)C(F)(F)F)[C@H](Cc2ccccc2)NC(=O)C3=CN(C4CCCC4)C(=O)C(=C3)N5CCCC5=O"  
1QU  SMILES            CACTVS                3.370  "O[CH](CNCc1cccc(c1)C(F)(F)F)[CH](Cc2ccccc2)NC(=O)C3=CN(C4CCCC4)C(=O)C(=C3)N5CCCC5=O"  
1QU  SMILES_CANONICAL  "OpenEye OEToolkits"  1.7.6  "c1ccc(cc1)C[C@@H]([C@@H](CNCc2cccc(c2)C(F)(F)F)O)NC(=O)C3=CN(C(=O)C(=C3)N4CCCC4=O)C5CCCC5"  
1QU  SMILES            "OpenEye OEToolkits"  1.7.6  "c1ccc(cc1)CC(C(CNCc2cccc(c2)C(F)(F)F)O)NC(=O)C3=CN(C(=O)C(=C3)N4CCCC4=O)C5CCCC5"  
#   #
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
1QU  "SYSTEMATIC NAME"  ACDLabs               12.01  "1-cyclopentyl-N-[(2S,3R)-3-hydroxy-1-phenyl-4-{[3-(trifluoromethyl)benzyl]amino}butan-2-yl]-6-oxo-5-(2-oxopyrrolidin-1-yl)-1,6-dihydropyridine-3-carboxamide"  
1QU  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.7.6  "1-cyclopentyl-6-oxidanylidene-5-(2-oxidanylidenepyrrolidin-1-yl)-N-[(2S,3R)-3-oxidanyl-1-phenyl-4-[[3-(trifluoromethyl)phenyl]methylamino]butan-2-yl]pyridine-3-carboxamide"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
1QU  "Create component"  2013-04-30  RCSB  
1QU  "Initial release"   2013-07-10  RCSB  
1QU  "Modify synonyms"   2021-03-13  RCSB  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     1QU
_pdbx_chem_comp_synonyms.name        "N-((1S,2R)-1-benzyl-2-hydroxy-3-((3-trifluoromethyl)benzyl)amino)propyl)-1-cyclopentyl-6-oxo-5-(2-oxo-1-pyrrolidinyl)-1,6-dihydro-3-pyridinecarboxamide"
_pdbx_chem_comp_synonyms.provenance  PDB
_pdbx_chem_comp_synonyms.type        ?
##
