data_X8F
# 
_chem_comp.id                                    X8F 
_chem_comp.name                                  "methyl {(2S)-1-[(1S,3aR,6aS)-1-{[(2R,3S,6S)-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                    2024-09-27 
_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                     X8F 
_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        8UPW 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              Y 
# 
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 
X8F C5   C1  C 0 1 N N N N N N -19.594 14.506 -21.845 5.304  -0.024 0.645  C5   X8F 1  
X8F C7   C2  C 0 1 N N N N N N -18.790 12.850 -20.414 7.517  -0.259 1.506  C7   X8F 2  
X8F C10  C3  C 0 1 N N N N N N -21.741 17.361 -21.464 2.197  0.352  -2.672 C10  X8F 3  
X8F C15  C4  C 0 1 N N R N N N -20.907 14.409 -27.138 0.147  3.556  -0.417 C15  X8F 4  
X8F C17  C5  C 0 1 N N N N N N -19.248 14.552 -28.908 -1.743 3.471  1.143  C17  X8F 5  
X8F C20  C6  C 0 1 N N S N N N -19.283 16.265 -26.997 -0.536 1.385  0.438  C20  X8F 6  
X8F C21  C7  C 0 1 N N N N N N -19.432 17.744 -27.354 -1.369 0.244  -0.087 C21  X8F 7  
X8F C24  C8  C 0 1 N N N N N N -17.388 20.615 -27.791 -2.818 -2.512 0.599  C24  X8F 8  
X8F C26  C9  C 0 1 N N S N N N -16.950 21.409 -25.397 -0.886 -4.095 0.668  C26  X8F 9  
X8F C11  C10 C 0 1 N N N N N N -21.783 18.237 -23.800 2.838  -1.808 -1.591 C11  X8F 10 
X8F C12  C11 C 0 1 N N N N N N -19.810 18.659 -22.365 4.606  -0.180 -2.275 C12  X8F 11 
X8F C14  C12 C 0 1 N N N N N N -21.118 15.138 -25.815 1.117  2.460  -0.914 C14  X8F 12 
X8F C16  C13 C 0 1 N N S N N N -20.102 15.418 -27.984 -1.120 2.723  -0.047 C16  X8F 13 
X8F C18  C14 C 0 1 N N N N N N -18.862 13.383 -28.040 -0.657 4.362  1.748  C18  X8F 14 
X8F C19  C15 C 0 1 N N N N N N -20.034 13.147 -27.065 0.632  4.084  0.951  C19  X8F 15 
X8F C2   C16 C 0 1 N N N N N N -19.494 16.595 -24.608 1.692  0.270  0.166  C2   X8F 16 
X8F C23  C17 C 0 1 N N S N N N -18.295 19.603 -28.494 -3.333 -1.194 0.017  C23  X8F 17 
X8F C25  C18 C 0 1 N N N N N N -17.920 20.771 -26.358 -1.401 -2.777 0.086  C25  X8F 18 
X8F C27  C19 C 0 1 N N N N N N -16.625 22.833 -25.732 0.574  -4.298 0.256  C27  X8F 19 
X8F C29  C20 C 0 1 N N R N N N -18.019 19.463 -30.009 -4.793 -0.991 0.429  C29  X8F 20 
X8F C3   C21 C 0 1 N N S N N N -20.245 16.350 -23.298 3.108  0.341  -0.345 C3   X8F 21 
X8F C31  C22 C 0 1 N N N N N N -18.417 20.710 -30.797 -5.300 0.307  -0.144 C31  X8F 22 
X8F C33  C23 C 0 1 N N N N N N -19.904 21.683 -32.470 -5.897 1.721  -2.036 C33  X8F 23 
X8F C9   C24 C 0 1 N N N N N N -20.890 17.641 -22.707 3.187  -0.324 -1.721 C9   X8F 24 
X8F F28  F1  F 0 1 N N N N N N -15.748 20.667 -25.415 -1.660 -5.154 0.181  F28  X8F 25 
X8F N13  N1  N 0 1 N N N N N N -19.948 16.019 -25.724 0.834  1.280  -0.081 N13  X8F 26 
X8F N22  N2  N 0 1 N N N N N N -18.311 18.370 -27.718 -2.523 -0.086 0.527  N22  X8F 27 
X8F N32  N3  N 0 1 N N N N N N -19.429 20.577 -31.654 -5.404 0.460  -1.479 N32  X8F 28 
X8F N4   N4  N 0 1 N N N N N N -19.285 15.641 -22.476 3.999  -0.355 0.586  N4   X8F 29 
X8F O1   O1  O 0 1 N N N N N N -18.425 17.193 -24.588 1.324  -0.697 0.799  O1   X8F 30 
X8F O30  O2  O 0 1 N N N N N N -18.787 18.358 -30.465 -4.884 -0.951 1.855  O30  X8F 31 
X8F O34  O3  O 0 1 N N N N N N -17.819 21.769 -30.621 -5.616 1.214  0.596  O34  X8F 32 
X8F O35  O4  O 0 1 N N N N N N -20.477 18.344 -27.120 -1.002 -0.377 -1.061 O35  X8F 33 
X8F O6   O5  O 0 1 N N N N N N -18.586 14.114 -21.074 6.123  -0.663 1.501  O6   X8F 34 
X8F O8   O6  O 0 1 N N N N N N -20.578 13.843 -22.062 5.742  0.849  -0.078 O8   X8F 35 
X8F H7A  H1  H 0 1 N N N N N N -17.909 12.609 -19.802 7.945  -0.418 0.516  H7A  X8F 36 
X8F H7B  H2  H 0 1 N N N N N N -19.679 12.913 -19.769 7.588  0.797  1.766  H7B  X8F 37 
X8F H7C  H3  H 0 1 N N N N N N -18.939 12.063 -21.168 8.065  -0.851 2.238  H7C  X8F 38 
X8F H10B H4  H 0 0 N N N N N N -22.169 18.304 -21.092 2.453  1.406  -2.774 H10B X8F 39 
X8F H10C H5  H 0 0 N N N N N N -22.554 16.667 -21.725 2.246  -0.130 -3.649 H10C X8F 40 
X8F H10A H6  H 0 0 N N N N N N -21.111 16.911 -20.683 1.188  0.260  -2.271 H10A X8F 41 
X8F H15  H7  H 0 1 N N N N N N -21.871 14.186 -27.618 -0.038 4.343  -1.149 H15  X8F 42 
X8F H17B H8  H 0 0 N N N N N N -19.828 14.218 -29.781 -2.564 4.086  0.775  H17B X8F 43 
X8F H17A H9  H 0 0 N N N N N N -18.357 15.100 -29.248 -2.111 2.772  1.894  H17A X8F 44 
X8F H20  H10 H 0 1 N N N N N N -18.227 15.958 -26.987 -0.521 1.361  1.528  H20  X8F 45 
X8F H24B H11 H 0 0 N N N N N N -16.352 20.245 -27.772 -2.804 -2.448 1.687  H24B X8F 46 
X8F H24A H12 H 0 0 N N N N N N -17.423 21.582 -28.315 -3.474 -3.326 0.291  H24A X8F 47 
X8F H26  H13 H 0 1 N N N N N N -17.389 21.379 -24.389 -0.956 -4.064 1.755  H26  X8F 48 
X8F H11A H14 H 0 0 N N N N N N -22.260 19.154 -23.425 1.828  -1.910 -1.196 H11A X8F 49 
X8F H11C H15 H 0 0 N N N N N N -21.172 18.477 -24.682 2.895  -2.282 -2.571 H11C X8F 50 
X8F H11B H16 H 0 0 N N N N N N -22.558 17.508 -24.078 3.544  -2.289 -0.914 H11B X8F 51 
X8F H12B H17 H 0 0 N N N N N N -20.277 19.564 -21.949 5.311  -0.661 -1.598 H12B X8F 52 
X8F H12A H18 H 0 0 N N N N N N -19.122 18.228 -21.623 4.663  -0.654 -3.255 H12A X8F 53 
X8F H12C H19 H 0 0 N N N N N N -19.251 18.920 -23.276 4.855  0.877  -2.368 H12C X8F 54 
X8F H14B H20 H 0 0 N N N N N N -21.144 14.429 -24.974 0.926  2.235  -1.964 H14B X8F 55 
X8F H14A H21 H 0 0 N N N N N N -22.050 15.722 -25.831 2.150  2.781  -0.779 H14A X8F 56 
X8F H16  H22 H 0 1 N N N N N N -20.781 16.056 -28.569 -1.812 2.612  -0.882 H16  X8F 57 
X8F H18B H23 H 0 0 N N N N N N -18.699 12.489 -28.659 -0.938 5.411  1.651  H18B X8F 58 
X8F H18A H24 H 0 0 N N N N N N -17.944 13.614 -27.480 -0.509 4.110  2.798  H18A X8F 59 
X8F H19A H25 H 0 0 N N N N N N -20.613 12.263 -27.371 1.243  3.341  1.464  H19A X8F 60 
X8F H19B H26 H 0 0 N N N N N N -19.657 13.002 -26.042 1.196  5.006  0.809  H19B X8F 61 
X8F H23  H27 H 0 1 N N N N N N -19.309 20.022 -28.423 -3.264 -1.225 -1.070 H23  X8F 62 
X8F H25A H28 H 0 0 N N N N N N -18.827 21.393 -26.394 -1.415 -2.841 -1.002 H25A X8F 63 
X8F H25B H29 H 0 0 N N N N N N -18.175 19.772 -25.976 -0.745 -1.963 0.394  H25B X8F 64 
X8F H27B H30 H 0 0 N N N N N N -15.915 23.232 -24.992 0.643  -4.329 -0.831 H27B X8F 65 
X8F H27C H31 H 0 0 N N N N N N -16.174 22.880 -26.734 1.176  -3.473 0.635  H27C X8F 66 
X8F H27A H32 H 0 0 N N N N N N -17.547 23.433 -25.716 0.941  -5.237 0.670  H27A X8F 67 
X8F H29  H33 H 0 1 N N N N N N -16.946 19.273 -30.157 -5.396 -1.816 0.050  H29  X8F 68 
X8F H3   H34 H 0 1 N N N N N N -21.071 15.661 -23.525 3.412  1.385  -0.428 H3   X8F 69 
X8F H33C H35 H 0 0 N N N N N N -20.741 21.343 -33.098 -6.907 1.910  -1.670 H33C X8F 70 
X8F H33B H36 H 0 0 N N N N N N -20.244 22.501 -31.817 -5.241 2.536  -1.728 H33B X8F 71 
X8F H33A H37 H 0 0 N N N N N N -19.086 22.042 -33.112 -5.911 1.658  -3.124 H33A X8F 72 
X8F H22  H38 H 0 1 N N N N N N -17.436 17.972 -27.444 -2.817 0.412  1.307  H22  X8F 73 
X8F H32  H39 H 0 1 N N N N N N -19.877 19.687 -31.739 -5.152 -0.266 -2.071 H32  X8F 74 
X8F H4   H40 H 0 1 N N N N N N -18.362 16.014 -22.378 3.649  -1.054 1.160  H4   X8F 75 
X8F H30  H41 H 0 1 N N N N N N -18.646 18.236 -31.397 -4.371 -0.239 2.262  H30  X8F 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 
X8F O1  C2   DOUB N N 1  
X8F C2  C3   SING N N 2  
X8F C3  N4   SING N N 3  
X8F N4  C5   SING N N 4  
X8F C5  O6   SING N N 5  
X8F O6  C7   SING N N 6  
X8F C5  O8   DOUB N N 7  
X8F C3  C9   SING N N 8  
X8F C9  C10  SING N N 9  
X8F C9  C11  SING N N 10 
X8F C9  C12  SING N N 11 
X8F C2  N13  SING N N 12 
X8F N13 C14  SING N N 13 
X8F C14 C15  SING N N 14 
X8F C15 C16  SING N N 15 
X8F C16 C17  SING N N 16 
X8F C17 C18  SING N N 17 
X8F C18 C19  SING N N 18 
X8F C16 C20  SING N N 19 
X8F C20 C21  SING N N 20 
X8F C21 N22  SING N N 21 
X8F N22 C23  SING N N 22 
X8F C23 C24  SING N N 23 
X8F C24 C25  SING N N 24 
X8F C25 C26  SING N N 25 
X8F C26 C27  SING N N 26 
X8F C26 F28  SING N N 27 
X8F C23 C29  SING N N 28 
X8F C29 O30  SING N N 29 
X8F C29 C31  SING N N 30 
X8F C31 N32  SING N N 31 
X8F N32 C33  SING N N 32 
X8F C31 O34  DOUB N N 33 
X8F C21 O35  DOUB N N 34 
X8F C20 N13  SING N N 35 
X8F C19 C15  SING N N 36 
X8F C7  H7A  SING N N 37 
X8F C7  H7B  SING N N 38 
X8F C7  H7C  SING N N 39 
X8F C10 H10B SING N N 40 
X8F C10 H10C SING N N 41 
X8F C10 H10A SING N N 42 
X8F C15 H15  SING N N 43 
X8F C17 H17B SING N N 44 
X8F C17 H17A SING N N 45 
X8F C20 H20  SING N N 46 
X8F C24 H24B SING N N 47 
X8F C24 H24A SING N N 48 
X8F C26 H26  SING N N 49 
X8F C11 H11A SING N N 50 
X8F C11 H11C SING N N 51 
X8F C11 H11B SING N N 52 
X8F C12 H12B SING N N 53 
X8F C12 H12A SING N N 54 
X8F C12 H12C SING N N 55 
X8F C14 H14B SING N N 56 
X8F C14 H14A SING N N 57 
X8F C16 H16  SING N N 58 
X8F C18 H18B SING N N 59 
X8F C18 H18A SING N N 60 
X8F C19 H19A SING N N 61 
X8F C19 H19B SING N N 62 
X8F C23 H23  SING N N 63 
X8F C25 H25A SING N N 64 
X8F C25 H25B SING N N 65 
X8F C27 H27B SING N N 66 
X8F C27 H27C SING N N 67 
X8F C27 H27A SING N N 68 
X8F C29 H29  SING N N 69 
X8F C3  H3   SING N N 70 
X8F C33 H33C SING N N 71 
X8F C33 H33B SING N N 72 
X8F C33 H33A SING N N 73 
X8F N22 H22  SING N N 74 
X8F N32 H32  SING N N 75 
X8F N4  H4   SING N N 76 
X8F 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 
X8F SMILES           ACDLabs              12.01 "CNC(=O)C(O)C(CCC(C)F)NC(=O)C1C2CCCC2CN1C(=O)C(NC(=O)OC)C(C)(C)C"                                                                                                                                                    
X8F 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+/m0/s1" 
X8F InChIKey         InChI                1.06  RMJXELKXXMTVDO-UYYZUGKPSA-N                                                                                                                                                                                          
X8F 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"                                                                                                                      
X8F 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"                                                                                                                               
X8F 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"                                                                                                                     
X8F 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 
X8F "SYSTEMATIC NAME" ACDLabs              12.01 "methyl {(2S)-1-[(1S,3aR,6aS)-1-{[(2R,3S,6S)-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)"                                                              
X8F "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~{S})-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 
X8F "Create component" 2023-10-24 RCSB 
X8F "Initial release"  2024-03-06 RCSB 
X8F "Modify PCM"       2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            X8F 
_pdbx_chem_comp_pcm.modified_residue_id                CYS 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               C29 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   SG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
