data_X6O
# 
_chem_comp.id                                    X6O 
_chem_comp.name                                  "(1R,2S,5S)-N-{(2S,3R)-4-(azetidin-1-yl)-3-hydroxy-4-oxo-1-[(3S)-2-oxopiperidin-3-yl]butan-2-yl}-6,6-dimethyl-3-[3-methyl-N-(trifluoroacetyl)-L-valyl]-3-azabicyclo[3.1.0]hexane-2-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H42 F3 N5 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-11-02 
_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                        601.658 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     X6O 
_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        8EZV 
_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 
X6O N1  N1  N 0 1 N N N N N N -19.624 15.860 -27.008 -1.393 1.011  -0.068 N1  X6O 1  
X6O N3  N2  N 0 1 N N N N N N -18.111 13.553 -24.732 2.158  0.762  -1.086 N3  X6O 2  
X6O C4  C1  C 0 1 N N S N N N -20.742 17.264 -25.451 -0.800 3.132  0.870  C4  X6O 3  
X6O C5  C2  C 0 1 N N N N N N -19.534 18.062 -24.992 -1.357 3.794  -0.392 C5  X6O 4  
X6O C6  C3  C 0 1 N N N N N N -18.609 18.655 -26.033 -2.627 3.195  -1.001 C6  X6O 5  
X6O C7  C4  C 0 1 N N N N N N -19.691 18.936 -23.765 -1.225 5.313  -0.509 C7  X6O 6  
X6O C8  C5  C 0 1 N N N N N N -20.746 16.819 -26.894 -1.301 1.717  1.231  C8  X6O 7  
X6O C10 C6  C 0 1 N N S N N N -19.977 15.426 -29.370 -3.431 -0.280 0.481  C10 X6O 8  
X6O C13 C7  C 0 1 N N N N N N -21.418 13.550 -28.781 -1.767 -1.142 2.133  C13 X6O 9  
X6O C15 C8  C 0 1 N N N N N N -19.518 17.304 -30.828 -5.851 -0.522 0.320  C15 X6O 10 
X6O C17 C9  C 0 1 N N S N N N -18.199 12.206 -24.166 3.313  -0.050 -0.697 C17 X6O 11 
X6O C20 C10 C 0 1 N N N N N N -19.879 10.100 -20.182 4.899  1.109  1.957  C20 X6O 12 
X6O C21 C11 C 0 1 N N N N N N -21.021 11.012 -19.711 5.639  2.206  2.743  C21 X6O 13 
X6O C22 C12 C 0 1 N N N N N N -20.349 12.180 -20.442 4.931  3.209  1.814  C22 X6O 14 
X6O C24 C13 C 0 1 N N S N N N -17.616 11.065 -26.399 4.391  -2.295 -0.905 C24 X6O 15 
X6O C26 C14 C 0 1 N N N N N N -19.104 9.776  -27.998 5.411  -4.555 -1.075 C26 X6O 16 
X6O C28 C15 C 0 1 N N N N N N -16.467 10.361 -27.084 4.224  -2.623 0.551  C28 X6O 17 
X6O C1  C16 C 0 1 N N N N N N -19.168 14.167 -25.294 1.026  0.718  -0.355 C1  X6O 18 
X6O O1  O1  O 0 1 N N N N N N -20.261 13.626 -25.467 0.994  0.079  0.675  O1  X6O 19 
X6O C2  C17 C 0 1 N N S N N N -18.955 15.602 -25.738 -0.199 1.464  -0.818 C2  X6O 20 
X6O N2  N3  N 0 1 N N N N N N -19.146 16.128 -30.344 -4.644 -0.606 -0.274 N2  X6O 21 
X6O O2  O2  O 0 1 N N N N N N -20.528 17.907 -30.524 -5.933 -0.176 1.480  O2  X6O 22 
X6O C3  C18 C 0 1 N N R N N N -19.581 16.569 -24.743 -0.074 2.965  -0.481 C3  X6O 23 
X6O O3  O3  O 0 1 N N N N N N -18.125 14.562 -28.092 -2.328 -0.287 -1.605 O3  X6O 24 
X6O N4  N4  N 0 1 N N N N N N -19.375 11.210 -20.984 4.817  2.090  0.858  N4  X6O 25 
X6O O4  O4  O 0 1 N N N N N N -18.709 13.520 -22.201 4.589  0.811  -2.560 O4  X6O 26 
X6O N5  N5  N 0 1 N N N N N N -16.713 9.270  -27.807 4.456  -3.832 1.065  N5  X6O 27 
X6O O5  O5  O 0 1 N N N N N N -17.716 10.146 -22.010 4.649  3.008  -1.154 O5  X6O 28 
X6O O6  O6  O 0 1 N N N N N N -15.302 10.727 -26.872 3.860  -1.741 1.300  O6  X6O 29 
X6O C9  C19 C 0 1 N N N N N N -19.169 15.234 -28.094 -2.345 0.147  -0.473 C9  X6O 30 
X6O C11 C20 C 0 1 N N N N N N -20.626 14.141 -29.943 -2.969 -1.512 1.262  C11 X6O 31 
X6O C12 C21 C 0 1 N N N N N N -19.610 13.123 -30.465 -4.110 -2.009 2.151  C12 X6O 32 
X6O C14 C22 C 0 1 N N N N N N -21.562 14.514 -31.101 -2.569 -2.616 0.281  C14 X6O 33 
X6O C16 C23 C 0 1 N N N N N N -18.573 17.935 -31.862 -7.098 -0.858 -0.456 C16 X6O 34 
X6O C18 C24 C 0 1 N N R N N N -17.970 12.406 -22.653 4.600  0.649  -1.140 C18 X6O 35 
X6O C19 C25 C 0 1 N N N N N N -18.371 11.173 -21.855 4.691  2.000  -0.480 C19 X6O 36 
X6O C23 C26 C 0 1 N N N N N N -17.239 11.272 -24.924 3.221  -1.423 -1.366 C23 X6O 37 
X6O C25 C27 C 0 1 N N N N N N -18.947 10.323 -26.591 4.419  -3.585 -1.728 C25 X6O 38 
X6O C27 C28 C 0 1 N N N N N N -18.011 8.776  -28.267 4.852  -4.992 0.277  C27 X6O 39 
X6O F1  F1  F 0 1 N N N N N N -17.391 17.398 -31.938 -7.030 -2.184 -0.897 F1  X6O 40 
X6O F2  F2  F 0 1 N N N N N N -18.339 19.175 -31.531 -8.217 -0.697 0.368  F2  X6O 41 
X6O F3  F3  F 0 1 N N N N N N -19.015 17.891 -33.086 -7.204 -0.004 -1.559 F3  X6O 42 
X6O H1  H1  H 0 1 N N N N N N -17.235 14.034 -24.700 2.207  1.330  -1.870 H1  X6O 43 
X6O H2  H2  H 0 1 N N N N N N -21.698 17.383 -24.920 -0.394 3.754  1.668  H2  X6O 44 
X6O H3  H3  H 0 1 N N N N N N -17.793 19.197 -25.533 -3.454 3.893  -0.876 H3  X6O 45 
X6O H4  H4  H 0 1 N N N N N N -18.189 17.849 -26.652 -2.467 3.007  -2.063 H4  X6O 46 
X6O H5  H5  H 0 1 N N N N N N -19.174 19.351 -26.671 -2.864 2.257  -0.498 H5  X6O 47 
X6O H6  H6  H 0 1 N N N N N N -20.373 18.449 -23.052 -0.595 5.687  0.299  H6  X6O 48 
X6O H7  H7  H 0 1 N N N N N N -18.709 19.083 -23.292 -0.774 5.566  -1.468 H7  X6O 49 
X6O H8  H8  H 0 1 N N N N N N -20.105 19.911 -24.060 -2.212 5.771  -0.440 H8  X6O 50 
X6O H9  H9  H 0 1 N N N N N N -20.589 17.678 -27.563 -2.280 1.770  1.706  H9  X6O 51 
X6O H10 H10 H 0 1 N N N N N N -21.699 16.329 -27.144 -0.587 1.217  1.886  H10 X6O 52 
X6O H11 H11 H 0 1 N N N N N N -20.809 16.098 -29.112 -3.644 0.533  1.176  H11 X6O 53 
X6O H12 H12 H 0 1 N N N N N N -20.730 13.290 -27.963 -2.071 -0.408 2.879  H12 X6O 54 
X6O H13 H13 H 0 1 N N N N N N -22.150 14.289 -28.423 -1.393 -2.035 2.633  H13 X6O 55 
X6O H14 H14 H 0 1 N N N N N N -21.945 12.645 -29.119 -0.981 -0.720 1.507  H14 X6O 56 
X6O H15 H15 H 0 1 N N N N N N -19.222 11.827 -24.306 3.322  -0.174 0.386  H15 X6O 57 
X6O H16 H16 H 0 1 N N N N N N -20.205 9.227  -20.767 5.517  0.241  1.727  H16 X6O 58 
X6O H17 H17 H 0 1 N N N N N N -19.199 9.772  -19.382 3.932  0.841  2.382  H17 X6O 59 
X6O H18 H18 H 0 1 N N N N N N -21.082 11.135 -18.620 5.332  2.282  3.786  H18 X6O 60 
X6O H19 H19 H 0 1 N N N N N N -22.011 10.740 -20.105 6.722  2.181  2.619  H19 X6O 61 
X6O H20 H20 H 0 1 N N N N N N -19.914 12.944 -19.781 3.971  3.559  2.196  H20 X6O 62 
X6O H21 H21 H 0 1 N N N N N N -20.979 12.668 -21.201 5.573  4.019  1.470  H21 X6O 63 
X6O H22 H22 H 0 1 N N N N N N -17.722 12.060 -26.856 5.326  -1.753 -1.049 H22 X6O 64 
X6O H23 H23 H 0 1 N N N N N N -19.034 10.600 -28.723 5.544  -5.428 -1.714 H23 X6O 65 
X6O H24 H24 H 0 1 N N N N N N -20.084 9.285  -28.094 6.370  -4.056 -0.933 H24 X6O 66 
X6O H25 H25 H 0 1 N N N N N N -17.878 15.807 -25.823 -0.347 1.324  -1.888 H25 X6O 67 
X6O H26 H26 H 0 1 N N N N N N -18.287 15.717 -30.649 -4.578 -0.882 -1.201 H26 X6O 68 
X6O H27 H27 H 0 1 N N N N N N -19.741 16.219 -23.713 0.873  3.463  -0.689 H27 X6O 69 
X6O H28 H28 H 0 1 N N N N N N -18.565 13.639 -21.270 3.849  1.339  -2.889 H28 X6O 70 
X6O H29 H29 H 0 1 N N N N N N -15.916 8.724  -28.066 4.354  -3.946 2.023  H29 X6O 71 
X6O H30 H30 H 0 1 N N N N N N -18.925 12.838 -29.653 -4.967 -2.272 1.531  H30 X6O 72 
X6O H31 H31 H 0 1 N N N N N N -20.140 12.230 -30.828 -3.781 -2.887 2.707  H31 X6O 73 
X6O H32 H32 H 0 1 N N N N N N -19.035 13.569 -31.290 -4.396 -1.222 2.850  H32 X6O 74 
X6O H33 H33 H 0 1 N N N N N N -22.304 15.247 -30.752 -1.756 -2.262 -0.353 H33 X6O 75 
X6O H34 H34 H 0 1 N N N N N N -20.974 14.951 -31.922 -2.240 -3.494 0.837  H34 X6O 76 
X6O H35 H35 H 0 1 N N N N N N -22.079 13.612 -31.460 -3.425 -2.879 -0.339 H35 X6O 77 
X6O H36 H36 H 0 1 N N N N N N -16.896 12.584 -22.493 5.460  0.045  -0.850 H36 X6O 78 
X6O H37 H37 H 0 1 N N N N N N -17.241 10.292 -24.424 2.281  -1.900 -1.090 H37 X6O 79 
X6O H38 H38 H 0 1 N N N N N N -16.228 11.704 -24.881 3.263  -1.303 -2.449 H38 X6O 80 
X6O H39 H39 H 0 1 N N N N N N -19.773 11.020 -26.388 3.425  -4.033 -1.744 H39 X6O 81 
X6O H40 H40 H 0 1 N N N N N N -18.991 9.486  -25.879 4.739  -3.363 -2.746 H40 X6O 82 
X6O H41 H41 H 0 1 N N N N N N -18.245 7.839  -27.740 3.984  -5.632 0.117  H41 X6O 83 
X6O H42 H42 H 0 1 N N N N N N -17.959 8.585  -29.349 5.614  -5.552 0.818  H42 X6O 84 
# 
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 
X6O F3  C16 SING N N 1  
X6O F1  C16 SING N N 2  
X6O C16 F2  SING N N 3  
X6O C16 C15 SING N N 4  
X6O C14 C11 SING N N 5  
X6O C15 O2  DOUB N N 6  
X6O C15 N2  SING N N 7  
X6O C12 C11 SING N N 8  
X6O N2  C10 SING N N 9  
X6O C11 C10 SING N N 10 
X6O C11 C13 SING N N 11 
X6O C10 C9  SING N N 12 
X6O C27 C26 SING N N 13 
X6O C27 N5  SING N N 14 
X6O C9  O3  DOUB N N 15 
X6O C9  N1  SING N N 16 
X6O C26 C25 SING N N 17 
X6O N5  C28 SING N N 18 
X6O C28 O6  DOUB N N 19 
X6O C28 C24 SING N N 20 
X6O N1  C8  SING N N 21 
X6O N1  C2  SING N N 22 
X6O C8  C4  SING N N 23 
X6O C25 C24 SING N N 24 
X6O C24 C23 SING N N 25 
X6O C6  C5  SING N N 26 
X6O C2  C1  SING N N 27 
X6O C2  C3  SING N N 28 
X6O O1  C1  DOUB N N 29 
X6O C4  C5  SING N N 30 
X6O C4  C3  SING N N 31 
X6O C1  N3  SING N N 32 
X6O C5  C3  SING N N 33 
X6O C5  C7  SING N N 34 
X6O C23 C17 SING N N 35 
X6O N3  C17 SING N N 36 
X6O C17 C18 SING N N 37 
X6O C18 O4  SING N N 38 
X6O C18 C19 SING N N 39 
X6O O5  C19 DOUB N N 40 
X6O C19 N4  SING N N 41 
X6O N4  C22 SING N N 42 
X6O N4  C20 SING N N 43 
X6O C22 C21 SING N N 44 
X6O C20 C21 SING N N 45 
X6O N3  H1  SING N N 46 
X6O C4  H2  SING N N 47 
X6O C6  H3  SING N N 48 
X6O C6  H4  SING N N 49 
X6O C6  H5  SING N N 50 
X6O C7  H6  SING N N 51 
X6O C7  H7  SING N N 52 
X6O C7  H8  SING N N 53 
X6O C8  H9  SING N N 54 
X6O C8  H10 SING N N 55 
X6O C10 H11 SING N N 56 
X6O C13 H12 SING N N 57 
X6O C13 H13 SING N N 58 
X6O C13 H14 SING N N 59 
X6O C17 H15 SING N N 60 
X6O C20 H16 SING N N 61 
X6O C20 H17 SING N N 62 
X6O C21 H18 SING N N 63 
X6O C21 H19 SING N N 64 
X6O C22 H20 SING N N 65 
X6O C22 H21 SING N N 66 
X6O C24 H22 SING N N 67 
X6O C26 H23 SING N N 68 
X6O C26 H24 SING N N 69 
X6O C2  H25 SING N N 70 
X6O N2  H26 SING N N 71 
X6O C3  H27 SING N N 72 
X6O O4  H28 SING N N 73 
X6O N5  H29 SING N N 74 
X6O C12 H30 SING N N 75 
X6O C12 H31 SING N N 76 
X6O C12 H32 SING N N 77 
X6O C14 H33 SING N N 78 
X6O C14 H34 SING N N 79 
X6O C14 H35 SING N N 80 
X6O C18 H36 SING N N 81 
X6O C23 H37 SING N N 82 
X6O C23 H38 SING N N 83 
X6O C25 H39 SING N N 84 
X6O C25 H40 SING N N 85 
X6O C27 H41 SING N N 86 
X6O C27 H42 SING N N 87 
# 
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 
X6O SMILES           ACDLabs              12.01 "CC1(C)C2C(C(=O)NC(CC3CCCNC3=O)C(O)C(=O)N3CCC3)N(CC21)C(=O)C(NC(=O)C(F)(F)F)C(C)(C)C"                                                                                                                                                            
X6O InChI            InChI                1.06  "InChI=1S/C28H42F3N5O6/c1-26(2,3)20(34-25(42)28(29,30)31)24(41)36-13-15-17(27(15,4)5)18(36)22(39)33-16(12-14-8-6-9-32-21(14)38)19(37)23(40)35-10-7-11-35/h14-20,37H,6-13H2,1-5H3,(H,32,38)(H,33,39)(H,34,42)/t14-,15-,16-,17-,18-,19+,20+/m0/s1" 
X6O InChIKey         InChI                1.06  IAIXUKUDGNIVRC-ZYRLFZHTSA-N                                                                                                                                                                                                                      
X6O SMILES_CANONICAL CACTVS               3.385 "CC(C)(C)[C@H](NC(=O)C(F)(F)F)C(=O)N1C[C@H]2[C@@H]([C@H]1C(=O)N[C@@H](C[C@@H]3CCCNC3=O)[C@@H](O)C(=O)N4CCC4)C2(C)C"                                                                                                                              
X6O SMILES           CACTVS               3.385 "CC(C)(C)[CH](NC(=O)C(F)(F)F)C(=O)N1C[CH]2[CH]([CH]1C(=O)N[CH](C[CH]3CCCNC3=O)[CH](O)C(=O)N4CCC4)C2(C)C"                                                                                                                                         
X6O SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC1([C@@H]2[C@H]1[C@H](N(C2)C(=O)[C@H](C(C)(C)C)NC(=O)C(F)(F)F)C(=O)N[C@@H](C[C@@H]3CCCNC3=O)[C@H](C(=O)N4CCC4)O)C"                                                                                                                             
X6O SMILES           "OpenEye OEToolkits" 2.0.7 "CC1(C2C1C(N(C2)C(=O)C(C(C)(C)C)NC(=O)C(F)(F)F)C(=O)NC(CC3CCCNC3=O)C(C(=O)N4CCC4)O)C"                                                                                                                                                            
# 
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 
X6O "SYSTEMATIC NAME" ACDLabs              12.01 "(1R,2S,5S)-N-{(2S,3R)-4-(azetidin-1-yl)-3-hydroxy-4-oxo-1-[(3S)-2-oxopiperidin-3-yl]butan-2-yl}-6,6-dimethyl-3-[3-methyl-N-(trifluoroacetyl)-L-valyl]-3-azabicyclo[3.1.0]hexane-2-carboxamide"                                                                          
X6O "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(1~{R},2~{S},5~{S})-~{N}-[(2~{S},3~{R})-4-(azetidin-1-yl)-3-oxidanyl-4-oxidanylidene-1-[(3~{S})-2-oxidanylidenepiperidin-3-yl]butan-2-yl]-3-[(2~{S})-3,3-dimethyl-2-[2,2,2-tris(fluoranyl)ethanoylamino]butanoyl]-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-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 
X6O "Create component" 2022-11-02 RCSB 
X6O "Initial release"  2023-10-11 RCSB 
X6O "Modify PCM"       2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            X6O 
_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               C18 
_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      ? 
# 
