data_X83
# 
_chem_comp.id                                    X83 
_chem_comp.name                                  "methyl {(2S)-1-[(1S,3aR,6aS)-1-{[(2R,3S,6R)-6-fluoro-2-hydroxy-1-(methylamino)-1-oxoheptan-3-yl]carbamoyl}hexahydrocyclopenta[c]pyrrol-2(1H)-yl]-3,3-dimethyl-1-oxobutan-2-yl}carbamate" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H41 F N4 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-10-24 
_chem_comp.pdbx_modified_date                    2024-03-01 
_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                        500.604 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     X83 
_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        8UPV 
_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.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
X83 C5   C1  C 0 1 N N N N N N -19.437 14.562 -21.688 5.272  0.012  0.606  C5   X83 1  
X83 C7   C2  C 0 1 N N N N N N -18.663 13.083 -20.034 7.486  -0.238 1.459  C7   X83 2  
X83 C10  C3  C 0 1 N N N N N N -21.469 17.355 -21.243 2.171  0.571  -2.690 C10  X83 3  
X83 C15  C4  C 0 1 N N R N N N -20.599 14.428 -26.937 0.038  3.545  -0.208 C15  X83 4  
X83 C17  C5  C 0 1 N N N N N N -19.004 14.609 -28.748 -1.856 3.298  1.330  C17  X83 5  
X83 C20  C6  C 0 1 N N S N N N -19.088 16.336 -26.853 -0.598 1.299  0.475  C20  X83 6  
X83 C21  C7  C 0 1 N N N N N N -19.255 17.820 -27.169 -1.403 0.184  -0.141 C21  X83 7  
X83 C24  C8  C 0 1 N N N N N N -17.227 20.720 -27.866 -2.790 -2.649 0.323  C24  X83 8  
X83 C26  C9  C 0 1 N N R N N N -16.611 21.958 -25.713 -0.822 -4.188 0.281  C26  X83 9  
X83 C11  C10 C 0 1 N N N N N N -21.593 18.286 -23.545 2.856  -1.650 -1.774 C11  X83 10 
X83 C12  C11 C 0 1 N N N N N N -19.552 18.654 -22.165 4.590  0.065  -2.321 C12  X83 11 
X83 C14  C12 C 0 1 N N N N N N -20.923 15.219 -25.677 1.035  2.513  -0.782 C14  X83 12 
X83 C16  C13 C 0 1 N N S N N N -19.891 15.460 -27.834 -1.211 2.658  0.090  C16  X83 13 
X83 C18  C14 C 0 1 N N N N N N -18.559 13.460 -27.869 -0.793 4.164  2.008  C18  X83 14 
X83 C19  C15 C 0 1 N N N N N N -19.556 13.325 -26.712 0.506  3.977  1.200  C19  X83 15 
X83 C2   C16 C 0 1 N N N N N N -19.326 16.684 -24.475 1.656  0.259  0.131  C2   X83 16 
X83 C23  C17 C 0 1 N N S N N N -18.131 19.614 -28.417 -3.334 -1.303 -0.159 C23  X83 17 
X83 C25  C18 C 0 1 N N N N N N -17.674 21.196 -26.477 -1.366 -2.841 -0.201 C25  X83 18 
X83 C27  C19 C 0 1 N N N N N N -17.111 22.553 -24.434 0.552  -4.436 -0.343 C27  X83 19 
X83 C29  C20 C 0 1 N N R N N N -17.870 19.312 -29.908 -4.799 -1.165 0.259  C29  X83 20 
X83 C3   C21 C 0 1 N N S N N N -20.072 16.392 -23.163 3.071  0.402  -0.365 C3   X83 21 
X83 C31  C22 C 0 1 N N N N N N -18.287 20.500 -30.773 -5.334 0.162  -0.216 C31  X83 22 
X83 C33  C23 C 0 1 N N N N N N -19.807 21.340 -32.481 -5.956 1.703  -1.997 C33  X83 23 
X83 C9   C24 C 0 1 N N N N N N -20.660 17.666 -22.505 3.172  -0.153 -1.788 C9   X83 24 
X83 F28  F1  F 0 1 N N N N N N -15.562 21.070 -25.413 -0.705 -4.172 1.675  F28  X83 25 
X83 N13  N1  N 0 1 N N N N N N -19.774 16.116 -25.587 0.776  1.266  -0.043 N13  X83 26 
X83 N22  N2  N 0 1 N N N N N N -18.143 18.483 -27.496 -2.551 -0.218 0.439  N22  X83 27 
X83 N32  N3  N 0 1 N N N N N N -19.320 20.305 -31.583 -5.436 0.414  -1.536 N32  X83 28 
X83 N4   N4  N 0 1 N N N N N N -19.111 15.652 -22.383 3.975  -0.343 0.515  N4   X83 29 
X83 O1   O1  O 0 1 N N N N N N -18.273 17.301 -24.441 1.308  -0.761 0.686  O1   X83 30 
X83 O30  O2  O 0 1 N N N N N N -18.678 18.193 -30.246 -4.897 -1.236 1.683  O30  X83 31 
X83 O34  O3  O 0 1 N N N N N N -17.655 21.553 -30.732 -5.673 1.002  0.590  O34  X83 32 
X83 O35  O4  O 0 1 N N N N N N -20.350 18.365 -27.062 -1.017 -0.352 -1.158 O35  X83 33 
X83 O6   O5  O 0 1 N N N N N N -18.413 14.185 -20.925 6.102  -0.673 1.415  O6   X83 34 
X83 O8   O6  O 0 1 N N N N N N -20.466 13.935 -21.827 5.693  0.947  -0.045 O8   X83 35 
X83 H7C  H1  H 0 1 N N N N N N -17.752 12.862 -19.459 7.922  -0.312 0.463  H7C  X83 36 
X83 H7A  H2  H 0 1 N N N N N N -19.478 13.347 -19.344 7.532  0.796  1.801  H7A  X83 37 
X83 H7B  H3  H 0 1 N N N N N N -18.951 12.197 -20.619 8.045  -0.873 2.148  H7B  X83 38 
X83 H10B H4  H 0 0 N N N N N N -21.861 18.291 -20.819 2.403  1.636  -2.709 H10B X83 39 
X83 H10C H5  H 0 0 N N N N N N -22.306 16.689 -21.499 2.234  0.168  -3.700 H10C X83 40 
X83 H10A H6  H 0 0 N N N N N N -20.821 16.861 -20.504 1.162  0.426  -2.303 H10A X83 41 
X83 H15  H7  H 0 1 N N N N N N -21.508 14.034 -27.416 -0.162 4.381  -0.878 H15  X83 42 
X83 H17B H8  H 0 0 N N N N N N -19.575 14.240 -29.613 -2.690 3.920  1.005  H17B X83 43 
X83 H17A H9  H 0 0 N N N N N N -18.138 15.188 -29.101 -2.210 2.535  2.024  H17A X83 44 
X83 H20  H10 H 0 1 N N N N N N -18.029 16.042 -26.822 -0.587 1.192  1.559  H20  X83 45 
X83 H24B H11 H 0 0 N N N N N N -16.199 20.335 -27.795 -2.783 -2.669 1.413  H24B X83 46 
X83 H24A H12 H 0 0 N N N N N N -17.251 21.575 -28.558 -3.426 -3.452 -0.050 H24A X83 47 
X83 H26  H13 H 0 1 N N N N N N -16.239 22.770 -26.355 -1.506 -4.983 -0.016 H26  X83 48 
X83 H11A H14 H 0 0 N N N N N N -22.045 19.201 -23.134 1.847  -1.805 -1.394 H11A X83 49 
X83 H11C H15 H 0 0 N N N N N N -21.019 18.535 -24.450 2.928  -2.045 -2.787 H11C X83 50 
X83 H11B H16 H 0 0 N N N N N N -22.387 17.568 -23.800 3.570  -2.166 -1.132 H11B X83 51 
X83 H12B H17 H 0 0 N N N N N N -19.989 19.550 -21.700 5.303  -0.451 -1.678 H12B X83 52 
X83 H12A H18 H 0 0 N N N N N N -18.845 18.185 -21.465 4.661  -0.331 -3.334 H12A X83 53 
X83 H12C H19 H 0 0 N N N N N N -19.021 18.941 -23.085 4.814  1.131  -2.330 H12C X83 54 
X83 H14B H20 H 0 0 N N N N N N -20.989 14.562 -24.797 0.854  2.365  -1.847 H14B X83 55 
X83 H14A H21 H 0 0 N N N N N N -21.862 15.781 -25.787 2.059  2.845  -0.617 H14A X83 56 
X83 H16  H22 H 0 1 N N N N N N -20.613 16.057 -28.410 -1.897 2.595  -0.755 H16  X83 57 
X83 H18B H23 H 0 0 N N N N N N -18.541 12.529 -28.455 -1.097 5.210  1.990  H18B X83 58 
X83 H18A H24 H 0 0 N N N N N N -17.554 13.663 -27.472 -0.644 3.835  3.036  H18A X83 59 
X83 H19A H25 H 0 0 N N N N N N -20.034 12.335 -26.730 1.131  3.211  1.658  H19A X83 60 
X83 H19B H26 H 0 0 N N N N N N -19.047 13.469 -25.747 1.048  4.920  1.132  H19B X83 61 
X83 H23  H27 H 0 1 N N N N N N -19.147 20.035 -28.387 -3.259 -1.248 -1.245 H23  X83 62 
X83 H25A H28 H 0 0 N N N N N N -18.548 21.853 -26.601 -1.373 -2.822 -1.290 H25A X83 63 
X83 H25B H29 H 0 0 N N N N N N -17.960 20.314 -25.885 -0.730 -2.038 0.173  H25B X83 64 
X83 H27A H30 H 0 0 N N N N N N -16.291 23.089 -23.933 0.939  -5.396 0.000  H27A X83 65 
X83 H27B H31 H 0 0 N N N N N N -17.929 23.255 -24.652 0.461  -4.449 -1.429 H27B X83 66 
X83 H27C H32 H 0 0 N N N N N N -17.480 21.752 -23.777 1.235  -3.641 -0.045 H27C X83 67 
X83 H29  H33 H 0 1 N N N N N N -16.802 19.096 -30.060 -5.381 -1.972 -0.186 H29  X83 68 
X83 H3   H34 H 0 1 N N N N N N -20.916 15.728 -23.404 3.352  1.456  -0.366 H3   X83 69 
X83 H33A H35 H 0 0 N N N N N N -20.665 20.956 -33.052 -6.971 1.840  -1.624 H33A X83 70 
X83 H33C H36 H 0 0 N N N N N N -20.119 22.217 -31.895 -5.320 2.506  -1.624 H33C X83 71 
X83 H33B H37 H 0 0 N N N N N N -19.005 21.630 -33.175 -5.964 1.723  -3.087 H33B X83 72 
X83 H22  H38 H 0 1 N N N N N N -17.277 18.190 -27.090 -2.860 0.211  1.253  H22  X83 73 
X83 H32  H39 H 0 1 N N N N N N -19.779 19.417 -31.576 -5.164 -0.258 -2.180 H32  X83 74 
X83 H4   H40 H 0 1 N N N N N N -18.163 15.969 -22.363 3.639  -1.092 1.032  H4   X83 75 
X83 H30  H41 H 0 1 N N N N N N -18.547 17.972 -31.161 -4.402 -0.546 2.146  H30  X83 76 
# 
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 
X83 O1  C2   DOUB N N 1  
X83 C2  C3   SING N N 2  
X83 C3  N4   SING N N 3  
X83 N4  C5   SING N N 4  
X83 C5  O6   SING N N 5  
X83 O6  C7   SING N N 6  
X83 C5  O8   DOUB N N 7  
X83 C3  C9   SING N N 8  
X83 C9  C10  SING N N 9  
X83 C9  C11  SING N N 10 
X83 C9  C12  SING N N 11 
X83 C2  N13  SING N N 12 
X83 N13 C14  SING N N 13 
X83 C14 C15  SING N N 14 
X83 C15 C16  SING N N 15 
X83 C16 C17  SING N N 16 
X83 C17 C18  SING N N 17 
X83 C18 C19  SING N N 18 
X83 C16 C20  SING N N 19 
X83 C20 C21  SING N N 20 
X83 C21 N22  SING N N 21 
X83 N22 C23  SING N N 22 
X83 C23 C24  SING N N 23 
X83 C24 C25  SING N N 24 
X83 C25 C26  SING N N 25 
X83 C26 C27  SING N N 26 
X83 C26 F28  SING N N 27 
X83 C23 C29  SING N N 28 
X83 C29 O30  SING N N 29 
X83 C29 C31  SING N N 30 
X83 C31 N32  SING N N 31 
X83 N32 C33  SING N N 32 
X83 C31 O34  DOUB N N 33 
X83 C21 O35  DOUB N N 34 
X83 C20 N13  SING N N 35 
X83 C19 C15  SING N N 36 
X83 C7  H7C  SING N N 37 
X83 C7  H7A  SING N N 38 
X83 C7  H7B  SING N N 39 
X83 C10 H10B SING N N 40 
X83 C10 H10C SING N N 41 
X83 C10 H10A SING N N 42 
X83 C15 H15  SING N N 43 
X83 C17 H17B SING N N 44 
X83 C17 H17A SING N N 45 
X83 C20 H20  SING N N 46 
X83 C24 H24B SING N N 47 
X83 C24 H24A SING N N 48 
X83 C26 H26  SING N N 49 
X83 C11 H11A SING N N 50 
X83 C11 H11C SING N N 51 
X83 C11 H11B SING N N 52 
X83 C12 H12B SING N N 53 
X83 C12 H12A SING N N 54 
X83 C12 H12C SING N N 55 
X83 C14 H14B SING N N 56 
X83 C14 H14A SING N N 57 
X83 C16 H16  SING N N 58 
X83 C18 H18B SING N N 59 
X83 C18 H18A SING N N 60 
X83 C19 H19A SING N N 61 
X83 C19 H19B SING N N 62 
X83 C23 H23  SING N N 63 
X83 C25 H25A SING N N 64 
X83 C25 H25B SING N N 65 
X83 C27 H27A SING N N 66 
X83 C27 H27B SING N N 67 
X83 C27 H27C SING N N 68 
X83 C29 H29  SING N N 69 
X83 C3  H3   SING N N 70 
X83 C33 H33A SING N N 71 
X83 C33 H33C SING N N 72 
X83 C33 H33B SING N N 73 
X83 N22 H22  SING N N 74 
X83 N32 H32  SING N N 75 
X83 N4  H4   SING N N 76 
X83 O30 H30  SING N N 77 
# 
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 
X83 SMILES           ACDLabs              12.01 "CNC(=O)C(O)C(CCC(C)F)NC(=O)C1C2CCCC2CN1C(=O)C(NC(=O)OC)C(C)(C)C"                                                                                                                                                    
X83 InChI            InChI                1.06  "InChI=1S/C24H41FN4O6/c1-13(25)10-11-16(18(30)21(32)26-5)27-20(31)17-15-9-7-8-14(15)12-29(17)22(33)19(24(2,3)4)28-23(34)35-6/h13-19,30H,7-12H2,1-6H3,(H,26,32)(H,27,31)(H,28,34)/t13-,14+,15+,16+,17+,18-,19-/m1/s1" 
X83 InChIKey         InChI                1.06  RMJXELKXXMTVDO-JXBLTTDBSA-N                                                                                                                                                                                          
X83 SMILES_CANONICAL CACTVS               3.385 "CNC(=O)[C@H](O)[C@H](CC[C@@H](C)F)NC(=O)[C@@H]1[C@H]2CCC[C@H]2CN1C(=O)[C@@H](NC(=O)OC)C(C)(C)C"                                                                                                                     
X83 SMILES           CACTVS               3.385 "CNC(=O)[CH](O)[CH](CC[CH](C)F)NC(=O)[CH]1[CH]2CCC[CH]2CN1C(=O)[CH](NC(=O)OC)C(C)(C)C"                                                                                                                               
X83 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@H](CC[C@@H]([C@H](C(=O)NC)O)NC(=O)[C@@H]1[C@H]2CCC[C@H]2CN1C(=O)[C@H](C(C)(C)C)NC(=O)OC)F"                                                                                                                      
X83 SMILES           "OpenEye OEToolkits" 2.0.7 "CC(CCC(C(C(=O)NC)O)NC(=O)C1C2CCCC2CN1C(=O)C(C(C)(C)C)NC(=O)OC)F"                                                                                                                                                    
# 
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 
X83 "SYSTEMATIC NAME" ACDLabs              12.01 "methyl {(2S)-1-[(1S,3aR,6aS)-1-{[(2R,3S,6R)-6-fluoro-2-hydroxy-1-(methylamino)-1-oxoheptan-3-yl]carbamoyl}hexahydrocyclopenta[c]pyrrol-2(1H)-yl]-3,3-dimethyl-1-oxobutan-2-yl}carbamate (non-preferred name)"                                                              
X83 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "methyl ~{N}-[(2~{S})-1-[(3~{S},3~{a}~{S},6~{a}~{R})-3-[[(2~{R},3~{S},6~{R})-6-fluoranyl-1-(methylamino)-2-oxidanyl-1-oxidanylidene-heptan-3-yl]carbamoyl]-3,3~{a},4,5,6,6~{a}-hexahydro-1~{H}-cyclopenta[c]pyrrol-2-yl]-3,3-dimethyl-1-oxidanylidene-butan-2-yl]carbamate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
X83 "Create component" 2023-10-24 RCSB 
X83 "Initial release"  2024-03-06 RCSB 
# 
