data_A1BK4
# 
_chem_comp.id                                    A1BK4 
_chem_comp.name                                  "N-(dihydroxymethyl)-L-phenylalanyl-N-[(2R,3S)-2-hydroxy-1-methoxy-5-methyl-1-oxohexan-3-yl]-L-lysinamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H40 N4 O7" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "methyl (5S,8S,11S)-8-(4-aminobutyl)-5-benzyl-11-isobutyl-3,6,9,12-tetraoxo-1-phenyl-2-oxa-4,7,10-triazatridecan-13-oate bound form" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-12-11 
_chem_comp.pdbx_modified_date                    2025-12-12 
_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                        496.597 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1BK4 
_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        9MD7 
_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_n_terminal_atom_flag 
_chem_comp_atom.pdbx_backbone_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 
A1BK4 C21 C1  C 0 1 Y N N N N N 44.826 -34.765 0.024  -4.451 -2.944 1.337  C21 A1BK4 1  
A1BK4 C22 C2  C 0 1 Y N N N N N 46.058 -35.074 0.559  -5.603 -3.464 1.897  C22 A1BK4 2  
A1BK4 C23 C3  C 0 1 Y N N N N N 47.085 -34.159 0.463  -6.791 -3.431 1.191  C23 A1BK4 3  
A1BK4 C24 C4  C 0 1 Y N N N N N 46.861 -32.937 -0.166 -6.827 -2.878 -0.075 C24 A1BK4 4  
A1BK4 C25 C5  C 0 1 Y N N N N N 45.624 -32.632 -0.702 -5.675 -2.358 -0.635 C25 A1BK4 5  
A1BK4 C20 C6  C 0 1 Y N N N N N 44.605 -33.557 -0.613 -4.489 -2.385 0.073  C20 A1BK4 6  
A1BK4 C19 C7  C 0 1 N N N N N N 43.304 -33.251 -1.169 -3.233 -1.817 -0.537 C19 A1BK4 7  
A1BK4 C18 C8  C 0 1 N N S N N N 42.492 -32.302 -0.310 -3.117 -0.334 -0.178 C18 A1BK4 8  
A1BK4 C17 C9  C 0 1 N N N N N N 41.046 -32.302 -0.899 -1.817 0.211  -0.711 C17 A1BK4 9  
A1BK4 O02 O1  O 0 1 N N N N N N 40.107 -32.743 -0.272 -1.813 0.902  -1.708 O02 A1BK4 10 
A1BK4 N26 N1  N 0 1 N N N N N N 42.564 -32.760 1.086  -4.239 0.403  -0.774 N26 A1BK4 11 
A1BK4 C37 C10 C 0 1 N N N N N N 43.366 -31.988 2.058  -4.458 1.679  -0.080 C37 A1BK4 12 
A1BK4 O38 O2  O 0 1 N N N N N N 42.509 -30.964 2.507  -5.315 2.509  -0.866 O38 A1BK4 13 
A1BK4 O46 O3  O 0 1 N N N N N N 43.633 -32.847 3.140  -5.067 1.432  1.189  O46 A1BK4 14 
A1BK4 N16 N2  N 0 1 N N N N N N 40.864 -31.814 -2.189 -0.659 -0.070 -0.081 N16 A1BK4 15 
A1BK4 C10 C11 C 0 1 N N S N N N 39.610 -31.746 -2.917 0.604  0.460  -0.600 C10 A1BK4 16 
A1BK4 C09 C12 C 0 1 N N N N N N 39.177 -33.155 -3.416 1.740  -0.428 -0.159 C09 A1BK4 17 
A1BK4 O28 O4  O 0 1 N N N N N N 39.928 -33.882 -4.047 1.516  -1.406 0.521  O28 A1BK4 18 
A1BK4 C11 C13 C 0 1 N N N N N N 39.849 -30.822 -4.130 0.824  1.875  -0.060 C11 A1BK4 19 
A1BK4 C12 C14 C 0 1 N N N N N N 38.907 -29.622 -4.232 -0.261 2.804  -0.609 C12 A1BK4 20 
A1BK4 C13 C15 C 0 1 N N N N N N 39.571 -28.452 -4.983 -0.041 4.219  -0.068 C13 A1BK4 21 
A1BK4 C14 C16 C 0 1 N N N N N N 38.536 -27.371 -5.398 -1.126 5.148  -0.617 C14 A1BK4 22 
A1BK4 N15 N3  N 0 1 N N N N N N 38.811 -26.092 -4.718 -0.915 6.506  -0.099 N15 A1BK4 23 
A1BK4 C02 C17 C 0 1 N N R N N N 36.377 -34.752 -4.663 5.395  -0.264 -0.022 C02 A1BK4 24 
A1BK4 C03 C18 C 0 1 N N S N N N 37.450 -34.880 -3.589 4.095  -1.053 -0.186 C03 A1BK4 25 
A1BK4 C04 C19 C 0 1 N N N N N N 36.813 -35.730 -2.482 4.259  -2.079 -1.310 C04 A1BK4 26 
A1BK4 C05 C20 C 0 1 N N N N N N 37.864 -36.349 -1.555 5.306  -3.117 -0.903 C05 A1BK4 27 
A1BK4 C06 C21 C 0 1 N N N N N N 38.322 -35.345 -0.505 4.787  -3.926 0.287  C06 A1BK4 28 
A1BK4 C07 C22 C 0 1 N N N N N N 39.106 -36.764 -2.340 5.577  -4.057 -2.080 C07 A1BK4 29 
A1BK4 C30 C23 C 0 1 N N N N N N 36.953 -33.887 -5.826 5.233  0.746  1.085  C30 A1BK4 30 
A1BK4 C32 C24 C 0 1 N N N N N N 37.271 -31.703 -6.624 4.893  1.362  3.362  C32 A1BK4 31 
A1BK4 N08 N4  N 0 1 N N N N N N 37.906 -33.582 -3.139 3.004  -0.133 -0.521 N08 A1BK4 32 
A1BK4 O01 O5  O 0 1 N N N N N N 35.224 -34.306 -4.092 5.700  0.412  -1.243 O01 A1BK4 33 
A1BK4 O31 O6  O 0 1 N N N N N N 36.447 -32.631 -5.949 5.042  0.333  2.348  O31 A1BK4 34 
A1BK4 O33 O7  O 0 1 N N N N N N 37.814 -34.238 -6.602 5.275  1.928  0.835  O33 A1BK4 35 
A1BK4 H1  H1  H 0 1 N N N N N N 44.019 -35.478 0.103  -3.523 -2.970 1.889  H1  A1BK4 36 
A1BK4 H2  H2  H 0 1 N N N N N N 46.217 -36.023 1.049  -5.574 -3.897 2.886  H2  A1BK4 37 
A1BK4 H3  H3  H 0 1 N N N N N N 48.057 -34.389 0.873  -7.690 -3.838 1.629  H3  A1BK4 38 
A1BK4 H4  H4  H 0 1 N N N N N N 47.664 -32.218 -0.236 -7.755 -2.853 -0.627 H4  A1BK4 39 
A1BK4 H5  H5  H 0 1 N N N N N N 45.457 -31.680 -1.185 -5.705 -1.921 -1.623 H5  A1BK4 40 
A1BK4 H6  H6  H 0 1 N N N N N N 43.447 -32.791 -2.158 -2.367 -2.354 -0.151 H6  A1BK4 41 
A1BK4 H7  H7  H 0 1 N N N N N N 42.742 -34.190 -1.279 -3.275 -1.926 -1.621 H7  A1BK4 42 
A1BK4 H8  H8  H 0 1 N N N N N N 42.908 -31.287 -0.394 -3.141 -0.220 0.905  H8  A1BK4 43 
A1BK4 H9  H9  H 0 1 N N N N N N 41.627 -32.784 1.434  -4.091 0.550  -1.762 H9  A1BK4 44 
A1BK4 H11 H11 H 0 1 N N N N N N 42.965 -30.424 3.141  -5.504 3.369  -0.468 H11 A1BK4 45 
A1BK4 H12 H12 H 0 1 N N N N N N 44.149 -32.386 3.791  -5.924 0.986  1.134  H12 A1BK4 46 
A1BK4 H13 H13 H 0 1 N N N N N N 41.678 -31.477 -2.662 -0.663 -0.623 0.716  H13 A1BK4 47 
A1BK4 H14 H14 H 0 1 N N N N N N 38.815 -31.324 -2.285 0.567  0.489  -1.689 H14 A1BK4 48 
A1BK4 H15 H15 H 0 1 N N N N N N 39.733 -31.424 -5.044 0.772  1.860  1.029  H15 A1BK4 49 
A1BK4 H16 H16 H 0 1 N N N N N N 40.879 -30.441 -4.070 1.804  2.235  -0.372 H16 A1BK4 50 
A1BK4 H17 H17 H 0 1 N N N N N N 38.638 -29.291 -3.218 -0.210 2.819  -1.697 H17 A1BK4 51 
A1BK4 H18 H18 H 0 1 N N N N N N 37.998 -29.925 -4.772 -1.241 2.444  -0.296 H18 A1BK4 52 
A1BK4 H19 H19 H 0 1 N N N N N N 40.061 -28.842 -5.888 -0.093 4.204  1.020  H19 A1BK4 53 
A1BK4 H20 H20 H 0 1 N N N N N N 40.325 -27.990 -4.328 0.938  4.579  -0.381 H20 A1BK4 54 
A1BK4 H21 H21 H 0 1 N N N N N N 38.590 -27.219 -6.486 -1.075 5.163  -1.706 H21 A1BK4 55 
A1BK4 H22 H22 H 0 1 N N N N N N 37.527 -27.714 -5.125 -2.106 4.787  -0.305 H22 A1BK4 56 
A1BK4 H23 H23 H 0 1 N N N N N N 38.134 -25.412 -4.999 -1.619 7.139  -0.447 H23 A1BK4 57 
A1BK4 H24 H24 H 0 1 N N N N N N 38.760 -26.223 -3.728 -0.894 6.509  0.910  H24 A1BK4 58 
A1BK4 H26 H26 H 0 1 N N N N N N 36.210 -35.759 -5.073 6.206  -0.948 0.227  H26 A1BK4 59 
A1BK4 H27 H27 H 0 1 N N N N N N 38.298 -35.440 -4.010 3.862  -1.569 0.745  H27 A1BK4 60 
A1BK4 H28 H28 H 0 1 N N N N N N 36.145 -35.092 -1.885 3.306  -2.576 -1.491 H28 A1BK4 61 
A1BK4 H29 H29 H 0 1 N N N N N N 36.230 -36.538 -2.947 4.583  -1.573 -2.219 H29 A1BK4 62 
A1BK4 H30 H30 H 0 1 N N N N N N 37.435 -37.231 -1.056 6.230  -2.611 -0.623 H30 A1BK4 63 
A1BK4 H31 H31 H 0 1 N N N N N N 39.075 -35.813 0.147  4.518  -3.249 1.097  H31 A1BK4 64 
A1BK4 H32 H32 H 0 1 N N N N N N 38.762 -34.469 -1.003 3.909  -4.496 -0.017 H32 A1BK4 65 
A1BK4 H33 H33 H 0 1 N N N N N N 37.460 -35.028 0.100  5.564  -4.610 0.628  H33 A1BK4 66 
A1BK4 H34 H34 H 0 1 N N N N N N 39.844 -37.205 -1.654 5.947  -3.481 -2.928 H34 A1BK4 67 
A1BK4 H35 H35 H 0 1 N N N N N N 38.827 -37.506 -3.103 6.323  -4.797 -1.790 H35 A1BK4 68 
A1BK4 H36 H36 H 0 1 N N N N N N 39.542 -35.881 -2.830 4.653  -4.563 -2.360 H36 A1BK4 69 
A1BK4 H37 H37 H 0 1 N N N N N N 36.767 -30.726 -6.666 5.792  1.978  3.388  H37 A1BK4 70 
A1BK4 H38 H38 H 0 1 N N N N N N 38.225 -31.600 -6.086 4.032  1.985  3.124  H38 A1BK4 71 
A1BK4 H39 H39 H 0 1 N N N N N N 37.464 -32.060 -7.647 4.745  0.893  4.335  H39 A1BK4 72 
A1BK4 H40 H40 H 0 1 N N N N N N 37.287 -32.992 -2.621 3.193  0.687  -1.002 H40 A1BK4 73 
A1BK4 H41 H41 H 0 1 N N N N N N 34.962 -34.902 -3.400 5.020  1.039  -1.526 H41 A1BK4 74 
A1BK4 H10 H10 H 0 1 N N N N N N 44.284 -31.595 1.597  -3.502 2.181  0.068  H10 A1BK4 75 
# 
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 
A1BK4 C32 O31 SING N N 1  
A1BK4 O33 C30 DOUB N N 2  
A1BK4 O31 C30 SING N N 3  
A1BK4 C30 C02 SING N N 4  
A1BK4 C14 C13 SING N N 5  
A1BK4 C14 N15 SING N N 6  
A1BK4 C13 C12 SING N N 7  
A1BK4 C02 O01 SING N N 8  
A1BK4 C02 C03 SING N N 9  
A1BK4 C12 C11 SING N N 10 
A1BK4 C11 C10 SING N N 11 
A1BK4 O28 C09 DOUB N N 12 
A1BK4 C03 N08 SING N N 13 
A1BK4 C03 C04 SING N N 14 
A1BK4 C09 N08 SING N N 15 
A1BK4 C09 C10 SING N N 16 
A1BK4 C10 N16 SING N N 17 
A1BK4 C04 C05 SING N N 18 
A1BK4 C07 C05 SING N N 19 
A1BK4 N16 C17 SING N N 20 
A1BK4 C05 C06 SING N N 21 
A1BK4 C19 C20 SING N N 22 
A1BK4 C19 C18 SING N N 23 
A1BK4 C17 C18 SING N N 24 
A1BK4 C17 O02 DOUB N N 25 
A1BK4 C25 C20 DOUB Y N 26 
A1BK4 C25 C24 SING Y N 27 
A1BK4 C20 C21 SING Y N 28 
A1BK4 C18 N26 SING N N 29 
A1BK4 C24 C23 DOUB Y N 30 
A1BK4 C21 C22 DOUB Y N 31 
A1BK4 C23 C22 SING Y N 32 
A1BK4 N26 C37 SING N N 33 
A1BK4 C37 O38 SING N N 34 
A1BK4 C37 O46 SING N N 35 
A1BK4 C21 H1  SING N N 36 
A1BK4 C22 H2  SING N N 37 
A1BK4 C23 H3  SING N N 38 
A1BK4 C24 H4  SING N N 39 
A1BK4 C25 H5  SING N N 40 
A1BK4 C19 H6  SING N N 41 
A1BK4 C19 H7  SING N N 42 
A1BK4 C18 H8  SING N N 43 
A1BK4 N26 H9  SING N N 44 
A1BK4 O38 H11 SING N N 45 
A1BK4 O46 H12 SING N N 46 
A1BK4 N16 H13 SING N N 47 
A1BK4 C10 H14 SING N N 48 
A1BK4 C11 H15 SING N N 49 
A1BK4 C11 H16 SING N N 50 
A1BK4 C12 H17 SING N N 51 
A1BK4 C12 H18 SING N N 52 
A1BK4 C13 H19 SING N N 53 
A1BK4 C13 H20 SING N N 54 
A1BK4 C14 H21 SING N N 55 
A1BK4 C14 H22 SING N N 56 
A1BK4 N15 H23 SING N N 57 
A1BK4 N15 H24 SING N N 58 
A1BK4 C02 H26 SING N N 59 
A1BK4 C03 H27 SING N N 60 
A1BK4 C04 H28 SING N N 61 
A1BK4 C04 H29 SING N N 62 
A1BK4 C05 H30 SING N N 63 
A1BK4 C06 H31 SING N N 64 
A1BK4 C06 H32 SING N N 65 
A1BK4 C06 H33 SING N N 66 
A1BK4 C07 H34 SING N N 67 
A1BK4 C07 H35 SING N N 68 
A1BK4 C07 H36 SING N N 69 
A1BK4 C32 H37 SING N N 70 
A1BK4 C32 H38 SING N N 71 
A1BK4 C32 H39 SING N N 72 
A1BK4 N08 H40 SING N N 73 
A1BK4 O01 H41 SING N N 74 
A1BK4 C37 H10 SING N N 75 
# 
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 
A1BK4 SMILES           ACDLabs              14.52   "O=C(OC)C(O)C(CC(C)C)NC(=O)C(CCCCN)NC(=O)C(NC(O)O)Cc1ccccc1"                                                                                                                                                                
A1BK4 InChI            InChI                1.06    "InChI=1S/C24H40N4O7/c1-15(2)13-18(20(29)23(32)35-3)27-21(30)17(11-7-8-12-25)26-22(31)19(28-24(33)34)14-16-9-5-4-6-10-16/h4-6,9-10,15,17-20,24,28-29,33-34H,7-8,11-14,25H2,1-3H3,(H,26,31)(H,27,30)/t17-,18-,19-,20+/m0/s1" 
A1BK4 InChIKey         InChI                1.06    FKYXTMPITQBLQQ-LWYYNNOASA-N                                                                                                                                                                                                 
A1BK4 SMILES_CANONICAL CACTVS               3.385   "COC(=O)[C@H](O)[C@H](CC(C)C)NC(=O)[C@H](CCCCN)NC(=O)[C@H](Cc1ccccc1)NC(O)O"                                                                                                                                                
A1BK4 SMILES           CACTVS               3.385   "COC(=O)[CH](O)[CH](CC(C)C)NC(=O)[CH](CCCCN)NC(=O)[CH](Cc1ccccc1)NC(O)O"                                                                                                                                                    
A1BK4 SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "CC(C)C[C@@H]([C@H](C(=O)OC)O)NC(=O)[C@H](CCCCN)NC(=O)[C@H](Cc1ccccc1)NC(O)O"                                                                                                                                               
A1BK4 SMILES           "OpenEye OEToolkits" 3.1.0.0 "CC(C)CC(C(C(=O)OC)O)NC(=O)C(CCCCN)NC(=O)C(Cc1ccccc1)NC(O)O"                                                                                                                                                                
# 
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 
A1BK4 "SYSTEMATIC NAME" ACDLabs              14.52   "N-(dihydroxymethyl)-L-phenylalanyl-N-[(2R,3S)-2-hydroxy-1-methoxy-5-methyl-1-oxohexan-3-yl]-L-lysinamide"                                                  
A1BK4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "methyl (2~{R},3~{S})-3-[[(2~{S})-6-azanyl-2-[[(2~{S})-2-[bis(oxidanyl)methylamino]-3-phenyl-propanoyl]amino]hexanoyl]amino]-5-methyl-2-oxidanyl-hexanoate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1BK4 "Create component"         2024-12-11 RCSB 
A1BK4 "Modify subcomponent list" 2025-01-06 RCSB 
A1BK4 "Modify synonyms"          2025-08-26 RCSB 
A1BK4 "Modify PCM"               2025-08-26 RCSB 
A1BK4 "Initial release"          2025-12-17 RCSB 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      A1BK4 
_pdbx_chem_comp_synonyms.name         "methyl (5S,8S,11S)-8-(4-aminobutyl)-5-benzyl-11-isobutyl-3,6,9,12-tetraoxo-1-phenyl-2-oxa-4,7,10-triazatridecan-13-oate bound form" 
_pdbx_chem_comp_synonyms.provenance   AUTHOR 
_pdbx_chem_comp_synonyms.type         ? 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            A1BK4 
_pdbx_chem_comp_pcm.modified_residue_id                SER 
_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               C02 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   OG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
