data_LUP
#

_chem_comp.id                                   LUP
_chem_comp.name                                 "5-cyclopropyl-N-{1-[({trans-4-[(4,4,4-trifluorobutyl)amino]cyclohexyl}methyl)sulfonyl]piperidin-4-yl}-1,2-oxazole-3-carboxamide"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C23 H35 F3 N4 O4 S"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2019-03-15
_chem_comp.pdbx_modified_date                   2020-01-10
_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                       520.609
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    LUP
_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       6O9O
_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
LUP  C10  C1   C  0  1  N  N  N  23.694    3.381  -15.861   -3.754   0.727   1.926  C10  LUP   1  
LUP  C13  C2   C  0  1  N  N  N  19.844    3.106  -15.661   -0.482  -0.811   0.602  C13  LUP   2  
LUP  C20  C3   C  0  1  N  N  N  18.428   -2.044  -16.258    4.110  -1.320  -0.610  C20  LUP   3  
LUP  C21  C4   C  0  1  N  N  N  19.160   -1.476  -17.460    3.531  -1.582   0.782  C21  LUP   4  
LUP  C22  C5   C  0  1  N  N  N  19.893   -0.206  -17.085    2.535  -2.744   0.706  C22  LUP   5  
LUP  C24  C6   C  0  1  N  N  N  17.198   -4.117  -15.863    6.364  -0.494  -0.193  C24  LUP   6  
LUP  C26  C7   C  0  1  Y  N  N  16.372   -5.158  -16.515    7.353   0.609  -0.117  C26  LUP   7  
LUP  C28  C8   C  0  1  Y  N  N  15.395   -7.018  -17.051    9.185   1.773   0.151  C28  LUP   8  
LUP  C02  C9   C  0  1  N  N  N  30.239    3.185  -14.071  -10.629   1.510  -0.536  C02  LUP   9  
LUP  C05  C10  C  0  1  N  N  N  28.964    3.448  -14.765   -9.155   1.441  -0.942  C05  LUP  10  
LUP  C06  C11  C  0  1  N  N  N  27.766    2.907  -14.024   -8.311   1.039   0.269  C06  LUP  11  
LUP  C07  C12  C  0  1  N  N  N  26.475    3.497  -14.547   -6.837   0.970  -0.137  C07  LUP  12  
LUP  C09  C13  C  0  1  N  N  N  24.030    3.180  -14.396   -4.603   0.508   0.672  C09  LUP  13  
LUP  C11  C14  C  0  1  N  N  N  22.224    3.729  -16.070   -2.271   0.647   1.558  C11  LUP  14  
LUP  C12  C15  C  0  1  N  N  N  21.298    2.682  -15.476   -1.965  -0.732   0.970  C12  LUP  15  
LUP  C18  C16  C  0  1  N  N  N  18.270    0.282  -15.325    1.981  -2.083  -1.671  C18  LUP  16  
LUP  C19  C17  C  0  1  N  N  N  17.512   -1.004  -15.623    2.983  -0.929  -1.568  C19  LUP  17  
LUP  C27  C18  C  0  1  Y  N  N  16.224   -6.499  -16.136    8.730   0.501   0.227  C27  LUP  18  
LUP  C31  C19  C  0  1  N  N  N  14.960   -8.453  -17.029   10.592   2.242   0.417  C31  LUP  19  
LUP  C34  C20  C  0  1  N  N  N  21.614    2.546  -13.994   -2.814  -0.951  -0.284  C34  LUP  20  
LUP  C35  C21  C  0  1  N  N  N  23.078    2.197  -13.744   -4.297  -0.871   0.084  C35  LUP  21  
LUP  F01  F1   F  0  1  N  N  N  30.217    3.508  -12.784  -10.788   2.459   0.480  F01  LUP  22  
LUP  F03  F2   F  0  1  N  N  N  30.611    1.926  -14.106  -11.401   1.878  -1.643  F03  LUP  23  
LUP  F04  F3   F  0  1  N  N  N  31.222    3.871  -14.619  -11.044   0.257  -0.073  F04  LUP  24  
LUP  N08  N1   N  0  1  N  N  N  25.365    2.563  -14.385   -6.027   0.584   1.026  N08  LUP  25  
LUP  N17  N2   N  0  1  N  N  N  18.911    0.745  -16.563    1.528  -2.438  -0.319  N17  LUP  26  
LUP  N23  N3   N  0  1  N  N  N  17.626   -3.172  -16.697    5.087  -0.231  -0.535  N23  LUP  27  
LUP  N30  N4   N  0  1  Y  N  N  15.688   -4.871  -17.622    7.137   1.878  -0.358  N30  LUP  28  
LUP  O15  O1   O  0  1  N  N  N  17.640    2.803  -17.025   -0.174  -3.410   1.124  O15  LUP  29  
LUP  O16  O2   O  0  1  N  N  N  19.781    2.381  -18.178   -0.716  -2.763  -1.202  O16  LUP  30  
LUP  O25  O3   O  0  1  N  N  N  17.464   -4.136  -14.656    6.705  -1.633   0.053  O25  LUP  31  
LUP  O29  O4   O  0  1  Y  N  N  15.045   -6.088  -17.971    8.144   2.533  -0.216  O29  LUP  32  
LUP  S14  S1   S  0  1  N  N  N  18.980    2.306  -16.994   -0.087  -2.491   0.043  S14  LUP  33  
LUP  C32  C22  C  0  1  N  N  N  13.538   -8.896  -17.212   10.836   3.752   0.467  C32  LUP  34  
LUP  C33  C23  C  0  1  N  N  N  14.186   -9.020  -15.884   11.334   2.936  -0.727  C33  LUP  35  
LUP  H1   H1   H  0  1  N  N  N  23.920    2.453  -16.407   -3.972   1.709   2.345  H1   LUP  36  
LUP  H2   H2   H  0  1  N  N  N  24.312    4.200  -16.258   -3.987  -0.042   2.662  H2   LUP  37  
LUP  H3   H3   H  0  1  N  N  N  19.828    4.190  -15.848   -0.267  -0.102  -0.198  H3   LUP  38  
LUP  H4   H4   H  0  1  N  N  N  19.305    2.887  -14.727    0.123  -0.568   1.476  H4   LUP  39  
LUP  H5   H5   H  0  1  N  N  N  19.165   -2.375  -15.512    4.600  -2.223  -0.975  H5   LUP  40  
LUP  H6   H6   H  0  1  N  N  N  18.432   -1.253  -18.254    4.337  -1.838   1.469  H6   LUP  41  
LUP  H7   H7   H  0  1  N  N  N  19.885   -2.218  -17.825    3.020  -0.687   1.137  H7   LUP  42  
LUP  H8   H8   H  0  1  N  N  N  20.648   -0.424  -16.315    3.062  -3.660   0.439  H8   LUP  43  
LUP  H9   H9   H  0  1  N  N  N  20.386    0.216  -17.973    2.047  -2.870   1.672  H9   LUP  44  
LUP  H10  H10  H  0  1  N  N  N  28.844    4.536  -14.878   -9.031   0.702  -1.733  H10  LUP  45  
LUP  H11  H11  H  0  1  N  N  N  29.003    2.978  -15.759   -8.832   2.418  -1.302  H11  LUP  46  
LUP  H12  H12  H  0  1  N  N  N  27.734    1.814  -14.146   -8.435   1.779   1.061  H12  LUP  47  
LUP  H13  H13  H  0  1  N  N  N  27.865    3.154  -12.957   -8.634   0.063   0.630  H13  LUP  48  
LUP  H14  H14  H  0  1  N  N  N  26.594    3.731  -15.615   -6.713   0.231  -0.928  H14  LUP  49  
LUP  H15  H15  H  0  1  N  N  N  26.251    4.420  -13.992   -6.514   1.947  -0.498  H15  LUP  50  
LUP  H16  H16  H  0  1  N  N  N  24.027    4.140  -13.860   -4.369   1.277  -0.064  H16  LUP  51  
LUP  H17  H17  H  0  1  N  N  N  22.017    4.698  -15.591   -2.037   1.416   0.822  H17  LUP  52  
LUP  H18  H18  H  0  1  N  N  N  22.028    3.804  -17.150   -1.666   0.803   2.452  H18  LUP  53  
LUP  H19  H19  H  0  1  N  N  N  21.465    1.717  -15.977   -2.198  -1.501   1.706  H19  LUP  54  
LUP  H20  H20  H  0  1  N  N  N  19.037    0.092  -14.559    1.127  -1.774  -2.273  H20  LUP  55  
LUP  H21  H21  H  0  1  N  N  N  17.570    1.049  -14.961    2.462  -2.944  -2.135  H21  LUP  56  
LUP  H22  H22  H  0  1  N  N  N  16.686   -0.782  -16.314    2.477  -0.040  -1.191  H22  LUP  57  
LUP  H23  H23  H  0  1  N  N  N  17.106   -1.408  -14.684    3.399  -0.720  -2.554  H23  LUP  58  
LUP  H24  H24  H  0  1  N  N  N  16.677   -7.002  -15.294    9.282  -0.389   0.488  H24  LUP  59  
LUP  H25  H25  H  0  1  N  N  N  15.699   -9.148  -17.455   11.178   1.615   1.089  H25  LUP  60  
LUP  H26  H26  H  0  1  N  N  N  21.387    3.500  -13.495   -2.580  -0.182  -1.020  H26  LUP  61  
LUP  H27  H27  H  0  1  N  N  N  20.983    1.751  -13.569   -2.596  -1.933  -0.703  H27  LUP  62  
LUP  H28  H28  H  0  1  N  N  N  23.275    1.194  -14.149   -4.530  -1.640   0.820  H28  LUP  63  
LUP  H29  H29  H  0  1  N  N  N  23.260    2.197  -12.659   -4.901  -1.027  -0.809  H29  LUP  64  
LUP  H30  H30  H  0  1  N  N  N  25.406    1.899  -15.131   -6.174   1.219   1.796  H30  LUP  65  
LUP  H32  H32  H  0  1  N  N  N  17.385   -3.242  -17.665    4.815   0.679  -0.732  H32  LUP  66  
LUP  H33  H33  H  0  1  N  N  N  12.746   -8.150  -17.369    9.978   4.405   0.308  H33  LUP  67  
LUP  H34  H34  H  0  1  N  N  N  13.315   -9.798  -17.801   11.582   4.118   1.173  H34  LUP  68  
LUP  H35  H35  H  0  1  N  N  N  13.872   -8.366  -15.057   12.408   2.765  -0.808  H35  LUP  69  
LUP  H36  H36  H  0  1  N  N  N  14.441  -10.014  -15.489   10.804   3.053  -1.673  H36  LUP  70  
#   #
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
LUP  O16  S14  DOUB  N  N   1  
LUP  O29  N30  SING  Y  N   2  
LUP  O29  C28  SING  Y  N   3  
LUP  N30  C26  DOUB  Y  N   4  
LUP  C21  C22  SING  N  N   5  
LUP  C21  C20  SING  N  N   6  
LUP  C32  C31  SING  N  N   7  
LUP  C32  C33  SING  N  N   8  
LUP  C22  N17  SING  N  N   9  
LUP  C28  C31  SING  N  N  10  
LUP  C28  C27  DOUB  Y  N  11  
LUP  C31  C33  SING  N  N  12  
LUP  O15  S14  DOUB  N  N  13  
LUP  S14  N17  SING  N  N  14  
LUP  S14  C13  SING  N  N  15  
LUP  N23  C20  SING  N  N  16  
LUP  N23  C24  SING  N  N  17  
LUP  N17  C18  SING  N  N  18  
LUP  C26  C27  SING  Y  N  19  
LUP  C26  C24  SING  N  N  20  
LUP  C20  C19  SING  N  N  21  
LUP  C11  C10  SING  N  N  22  
LUP  C11  C12  SING  N  N  23  
LUP  C24  O25  DOUB  N  N  24  
LUP  C10  C09  SING  N  N  25  
LUP  C13  C12  SING  N  N  26  
LUP  C19  C18  SING  N  N  27  
LUP  C12  C34  SING  N  N  28  
LUP  C05  C02  SING  N  N  29  
LUP  C05  C06  SING  N  N  30  
LUP  F04  C02  SING  N  N  31  
LUP  C07  N08  SING  N  N  32  
LUP  C07  C06  SING  N  N  33  
LUP  C09  N08  SING  N  N  34  
LUP  C09  C35  SING  N  N  35  
LUP  F03  C02  SING  N  N  36  
LUP  C02  F01  SING  N  N  37  
LUP  C34  C35  SING  N  N  38  
LUP  C10  H1   SING  N  N  39  
LUP  C10  H2   SING  N  N  40  
LUP  C13  H3   SING  N  N  41  
LUP  C13  H4   SING  N  N  42  
LUP  C20  H5   SING  N  N  43  
LUP  C21  H6   SING  N  N  44  
LUP  C21  H7   SING  N  N  45  
LUP  C22  H8   SING  N  N  46  
LUP  C22  H9   SING  N  N  47  
LUP  C05  H10  SING  N  N  48  
LUP  C05  H11  SING  N  N  49  
LUP  C06  H12  SING  N  N  50  
LUP  C06  H13  SING  N  N  51  
LUP  C07  H14  SING  N  N  52  
LUP  C07  H15  SING  N  N  53  
LUP  C09  H16  SING  N  N  54  
LUP  C11  H17  SING  N  N  55  
LUP  C11  H18  SING  N  N  56  
LUP  C12  H19  SING  N  N  57  
LUP  C18  H20  SING  N  N  58  
LUP  C18  H21  SING  N  N  59  
LUP  C19  H22  SING  N  N  60  
LUP  C19  H23  SING  N  N  61  
LUP  C27  H24  SING  N  N  62  
LUP  C31  H25  SING  N  N  63  
LUP  C34  H26  SING  N  N  64  
LUP  C34  H27  SING  N  N  65  
LUP  C35  H28  SING  N  N  66  
LUP  C35  H29  SING  N  N  67  
LUP  N08  H30  SING  N  N  68  
LUP  N23  H32  SING  N  N  69  
LUP  C32  H33  SING  N  N  70  
LUP  C32  H34  SING  N  N  71  
LUP  C33  H35  SING  N  N  72  
LUP  C33  H36  SING  N  N  73  
#   #
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
LUP  SMILES            ACDLabs               12.01  "C4C(NCCCC(F)(F)F)CCC(CS(N1CCC(CC1)NC(=O)c3cc(C2CC2)on3)(=O)=O)C4"  
LUP  InChI             InChI                 1.03   "InChI=1S/C23H35F3N4O4S/c24-23(25,26)10-1-11-27-18-6-2-16(3-7-18)15-35(32,33)30-12-8-19(9-13-30)28-22(31)20-14-21(34-29-20)17-4-5-17/h14,16-19,27H,1-13,15H2,(H,28,31)/t16-,18-"  
LUP  InChIKey          InChI                 1.03   VAYJCVQRMIULEM-SAABIXHNSA-N  
LUP  SMILES_CANONICAL  CACTVS                3.385  "FC(F)(F)CCCN[C@H]1CC[C@@H](CC1)C[S](=O)(=O)N2CC[C@@H](CC2)NC(=O)c3cc(on3)C4CC4"  
LUP  SMILES            CACTVS                3.385  "FC(F)(F)CCCN[CH]1CC[CH](CC1)C[S](=O)(=O)N2CC[CH](CC2)NC(=O)c3cc(on3)C4CC4"  
LUP  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "c1c(onc1C(=O)NC2CCN(CC2)S(=O)(=O)CC3CCC(CC3)NCCCC(F)(F)F)C4CC4"  
LUP  SMILES            "OpenEye OEToolkits"  2.0.7  "c1c(onc1C(=O)NC2CCN(CC2)S(=O)(=O)CC3CCC(CC3)NCCCC(F)(F)F)C4CC4"  
#   #
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
LUP  "SYSTEMATIC NAME"  ACDLabs               12.01  "5-cyclopropyl-N-{1-[({trans-4-[(4,4,4-trifluorobutyl)amino]cyclohexyl}methyl)sulfonyl]piperidin-4-yl}-1,2-oxazole-3-carboxamide"  
LUP  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.7  "5-cyclopropyl-~{N}-[1-[[4-[4,4,4-tris(fluoranyl)butylamino]cyclohexyl]methylsulfonyl]piperidin-4-yl]-1,2-oxazole-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
LUP  "Create component"  2019-03-15  RCSB  
LUP  "Initial release"   2020-01-15  RCSB  
##
