data_A1BK3
# 
_chem_comp.id                                    A1BK3 
_chem_comp.name                                  "N-carboxy-L-phenylalanyl-N-{(2S,3R)-3-hydroxy-4-methoxy-4-oxo-1-[(3R)-2-oxo-3,4-dihydro-2H-pyrrol-3-yl]butan-2-yl}-L-lysinamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H35 N5 O8" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_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                        533.574 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1BK3 
_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        9MD8 
_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 
A1BK3 C31 C1  C 0 1 Y N N N N N -46.390 33.279 -0.221 -4.626 -2.672 1.683  C31 A1BK3 1  
A1BK3 C32 C2  C 0 1 Y N N N N N -47.641 32.890 0.264  -5.773 -3.193 2.251  C32 A1BK3 2  
A1BK3 C33 C3  C 0 1 Y N N N N N -47.989 31.547 0.341  -6.954 -3.211 1.532  C33 A1BK3 3  
A1BK3 C34 C4  C 0 1 Y N N N N N -47.071 30.592 -0.073 -6.987 -2.708 0.245  C34 A1BK3 4  
A1BK3 C35 C5  C 0 1 Y N N N N N -45.825 30.978 -0.555 -5.840 -2.187 -0.323 C35 A1BK3 5  
A1BK3 C30 C6  C 0 1 Y N N N N N -45.464 32.325 -0.649 -4.660 -2.164 0.398  C30 A1BK3 6  
A1BK3 C29 C7  C 0 1 N N N N N N -44.109 32.707 -1.163 -3.409 -1.596 -0.222 C29 A1BK3 7  
A1BK3 C28 C8  C 0 1 N N S N N N -43.036 32.156 -0.208 -3.325 -0.099 0.081  C28 A1BK3 8  
A1BK3 C02 C9  C 0 1 N N N N N N -41.524 32.266 -0.751 -2.016 0.444  -0.432 C02 A1BK3 9  
A1BK3 O01 O1  O 0 1 N N N N N N -40.874 33.261 -0.466 -1.979 1.038  -1.489 O01 A1BK3 10 
A1BK3 N36 N1  N 0 1 N N N N N N -43.206 32.867 1.086  -4.434 0.596  -0.579 N36 A1BK3 11 
A1BK3 C37 C10 C 0 1 N N N N N N -42.650 32.557 2.358  -4.562 0.541  -1.919 C37 A1BK3 12 
A1BK3 O38 O2  O 0 1 N N N N N N -41.672 31.588 2.512  -3.757 -0.084 -2.581 O38 A1BK3 13 
A1BK3 O46 O3  O 0 1 N N N N N N -43.047 33.159 3.354  -5.580 1.179  -2.525 O46 A1BK3 14 
A1BK3 N03 N2  N 0 1 N N N N N N -40.897 31.248 -1.528 -0.888 0.271  0.284  N03 A1BK3 15 
A1BK3 C04 C11 C 0 1 N N S N N N -39.495 31.295 -2.035 0.385  0.799  -0.215 C04 A1BK3 16 
A1BK3 C10 C12 C 0 1 N N N N N N -39.126 32.679 -2.722 1.523  0.002  0.370  C10 A1BK3 17 
A1BK3 O27 O4  O 0 1 N N N N N N -39.988 33.264 -3.361 1.293  -0.916 1.129  O27 A1BK3 18 
A1BK3 C05 C13 C 0 1 N N N N N N -39.141 30.119 -3.069 0.524  2.266  0.197  C05 A1BK3 19 
A1BK3 C06 C14 C 0 1 N N N N N N -40.129 29.777 -4.207 -0.558 3.095  -0.498 C06 A1BK3 20 
A1BK3 C07 C15 C 0 1 N N N N N N -40.273 28.264 -4.563 -0.418 4.562  -0.086 C07 A1BK3 21 
A1BK3 C08 C16 C 0 1 N N N N N N -39.357 27.744 -5.700 -1.500 5.391  -0.780 C08 A1BK3 22 
A1BK3 N09 N3  N 0 1 N N N N N N -39.097 26.298 -5.597 -1.366 6.800  -0.386 N09 A1BK3 23 
A1BK3 C13 C17 C 0 1 N N N N N N -36.807 35.512 -2.114 4.994  -0.642 -0.437 C13 A1BK3 24 
A1BK3 C15 C18 C 0 1 N N N N N N -36.625 35.837 0.437  5.505  -1.656 -2.671 C15 A1BK3 25 
A1BK3 C17 C19 C 0 1 N N N N N N -38.633 37.052 0.799  5.051  -3.737 -2.034 C17 A1BK3 26 
A1BK3 C20 C20 C 0 1 N N R N N N -36.457 34.332 -4.404 4.476  0.280  1.827  C20 A1BK3 27 
A1BK3 C12 C21 C 0 1 N N S N N N -37.458 34.550 -3.154 3.901  -0.464 0.619  C12 A1BK3 28 
A1BK3 C14 C22 C 0 1 N N R N N N -37.511 35.454 -0.746 4.443  -1.459 -1.608 C14 A1BK3 29 
A1BK3 C18 C23 C 0 1 N N N N N N -38.739 36.366 -0.579 4.130  -2.905 -1.168 C18 A1BK3 30 
A1BK3 C23 C24 C 0 1 N N N N N N -37.063 33.347 -5.458 3.399  0.456  2.867  C23 A1BK3 31 
A1BK3 C25 C25 C 0 1 N N N N N N -36.681 31.380 -6.772 1.839  -0.373 4.466  C25 A1BK3 32 
A1BK3 N11 N4  N 0 1 N N N N N N -37.859 33.265 -2.592 2.795  0.310  0.050  N11 A1BK3 33 
A1BK3 N16 N5  N 0 1 N N N N N N -37.291 36.726 1.275  5.738  -2.969 -2.806 N16 A1BK3 34 
A1BK3 O19 O5  O 0 1 N N N N N N -35.488 35.446 0.677  6.049  -0.773 -3.299 O19 A1BK3 35 
A1BK3 O21 O6  O 0 1 N N N N N N -35.281 33.760 -3.938 4.954  1.561  1.414  O21 A1BK3 36 
A1BK3 O24 O7  O 0 1 N N N N N N -36.463 32.130 -5.577 2.871  -0.618 3.475  O24 A1BK3 37 
A1BK3 O26 O8  O 0 1 N N N N N N -38.012 33.611 -6.170 3.011  1.564  3.153  O26 A1BK3 38 
A1BK3 H1  H1  H 0 1 N N N N N N -46.136 34.328 -0.265 -3.704 -2.658 2.245  H1  A1BK3 39 
A1BK3 H2  H2  H 0 1 N N N N N N -48.347 33.643 0.583  -5.747 -3.586 3.257  H2  A1BK3 40 
A1BK3 H3  H3  H 0 1 N N N N N N -48.957 31.251 0.717  -7.850 -3.618 1.976  H3  A1BK3 41 
A1BK3 H4  H4  H 0 1 N N N N N N -47.326 29.544 -0.021 -7.909 -2.723 -0.317 H4  A1BK3 42 
A1BK3 H5  H5  H 0 1 N N N N N N -45.120 30.220 -0.864 -5.865 -1.795 -1.329 H5  A1BK3 43 
A1BK3 H6  H6  H 0 1 N N N N N N -43.962 32.282 -2.167 -2.537 -2.100 0.194  H6  A1BK3 44 
A1BK3 H7  H7  H 0 1 N N N N N N -44.030 33.803 -1.214 -3.437 -1.748 -1.301 H7  A1BK3 45 
A1BK3 H8  H8  H 0 1 N N N N N N -43.244 31.088 -0.049 -3.387 0.059  1.157  H8  A1BK3 46 
A1BK3 H9  H9  H 0 1 N N N N N N -43.793 33.676 1.059  -5.076 1.095  -0.050 H9  A1BK3 47 
A1BK3 H10 H10 H 0 1 N N N N N N -42.587 32.840 4.122  -5.630 1.111  -3.489 H10 A1BK3 48 
A1BK3 H11 H11 H 0 1 N N N N N N -41.440 30.438 -1.751 -0.918 -0.204 1.129  H11 A1BK3 49 
A1BK3 H12 H12 H 0 1 N N N N N N -38.819 31.175 -1.176 0.409  0.722  -1.302 H12 A1BK3 50 
A1BK3 H13 H13 H 0 1 N N N N N N -39.008 29.202 -2.476 0.411  2.352  1.277  H13 A1BK3 51 
A1BK3 H14 H14 H 0 1 N N N N N N -38.187 30.389 -3.545 1.508  2.633  -0.097 H14 A1BK3 52 
A1BK3 H15 H15 H 0 1 N N N N N N -39.794 30.304 -5.112 -0.445 3.008  -1.578 H15 A1BK3 53 
A1BK3 H16 H16 H 0 1 N N N N N N -41.122 30.148 -3.913 -1.541 2.727  -0.205 H16 A1BK3 54 
A1BK3 H17 H17 H 0 1 N N N N N N -41.316 28.087 -4.863 -0.531 4.649  0.994  H17 A1BK3 55 
A1BK3 H18 H18 H 0 1 N N N N N N -40.048 27.682 -3.657 0.565  4.930  -0.380 H18 A1BK3 56 
A1BK3 H19 H19 H 0 1 N N N N N N -38.397 28.279 -5.653 -1.387 5.305  -1.861 H19 A1BK3 57 
A1BK3 H20 H20 H 0 1 N N N N N N -39.843 27.947 -6.666 -2.484 5.024  -0.487 H20 A1BK3 58 
A1BK3 H21 H21 H 0 1 N N N N N N -38.504 26.011 -6.349 -0.440 7.146  -0.588 H21 A1BK3 59 
A1BK3 H22 H22 H 0 1 N N N N N N -38.648 26.101 -4.725 -2.070 7.369  -0.831 H22 A1BK3 60 
A1BK3 H24 H24 H 0 1 N N N N N N -35.752 35.229 -1.982 5.317  0.335  -0.795 H24 A1BK3 61 
A1BK3 H25 H25 H 0 1 N N N N N N -36.865 36.541 -2.499 5.843  -1.166 0.004  H25 A1BK3 62 
A1BK3 H26 H26 H 0 1 N N N N N N -39.385 37.643 1.301  5.116  -4.815 -2.014 H26 A1BK3 63 
A1BK3 H27 H27 H 0 1 N N N N N N -36.275 35.306 -4.882 5.299  -0.296 2.250  H27 A1BK3 64 
A1BK3 H28 H28 H 0 1 N N N N N N -38.353 35.053 -3.550 3.536  -1.441 0.934  H28 A1BK3 65 
A1BK3 H29 H29 H 0 1 N N N N N N -37.845 34.418 -0.590 3.559  -0.980 -2.028 H29 A1BK3 66 
A1BK3 H30 H30 H 0 1 N N N N N N -38.752 37.125 -1.375 3.088  -3.151 -1.367 H30 A1BK3 67 
A1BK3 H31 H31 H 0 1 N N N N N N -39.660 35.766 -0.629 4.365  -3.046 -0.112 H31 A1BK3 68 
A1BK3 H32 H32 H 0 1 N N N N N N -36.132 30.428 -6.713 2.243  0.248  5.266  H32 A1BK3 69 
A1BK3 H33 H33 H 0 1 N N N N N N -37.756 31.177 -6.886 0.999  0.140  3.997  H33 A1BK3 70 
A1BK3 H34 H34 H 0 1 N N N N N N -36.323 31.957 -7.637 1.499  -1.323 4.879  H34 A1BK3 71 
A1BK3 H35 H35 H 0 1 N N N N N N -37.172 32.759 -2.070 2.978  1.045  -0.556 H35 A1BK3 72 
A1BK3 H36 H36 H 0 1 N N N N N N -34.883 34.333 -3.293 4.273  2.129  1.027  H36 A1BK3 73 
# 
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 
A1BK3 C25 O24 SING N N 1  
A1BK3 O26 C23 DOUB N N 2  
A1BK3 C08 N09 SING N N 3  
A1BK3 C08 C07 SING N N 4  
A1BK3 O24 C23 SING N N 5  
A1BK3 C23 C20 SING N N 6  
A1BK3 C07 C06 SING N N 7  
A1BK3 C20 O21 SING N N 8  
A1BK3 C20 C12 SING N N 9  
A1BK3 C06 C05 SING N N 10 
A1BK3 O27 C10 DOUB N N 11 
A1BK3 C12 N11 SING N N 12 
A1BK3 C12 C13 SING N N 13 
A1BK3 C05 C04 SING N N 14 
A1BK3 C10 N11 SING N N 15 
A1BK3 C10 C04 SING N N 16 
A1BK3 C13 C14 SING N N 17 
A1BK3 C04 N03 SING N N 18 
A1BK3 N03 C02 SING N N 19 
A1BK3 C29 C30 SING N N 20 
A1BK3 C29 C28 SING N N 21 
A1BK3 C02 O01 DOUB N N 22 
A1BK3 C02 C28 SING N N 23 
A1BK3 C14 C18 SING N N 24 
A1BK3 C14 C15 SING N N 25 
A1BK3 C30 C35 DOUB Y N 26 
A1BK3 C30 C31 SING Y N 27 
A1BK3 C18 C17 SING N N 28 
A1BK3 C35 C34 SING Y N 29 
A1BK3 C31 C32 DOUB Y N 30 
A1BK3 C28 N36 SING N N 31 
A1BK3 C34 C33 DOUB Y N 32 
A1BK3 C32 C33 SING Y N 33 
A1BK3 C15 O19 DOUB N N 34 
A1BK3 C15 N16 SING N N 35 
A1BK3 C17 N16 DOUB N N 36 
A1BK3 N36 C37 SING N N 37 
A1BK3 C37 O38 DOUB N N 38 
A1BK3 C37 O46 SING N N 39 
A1BK3 C31 H1  SING N N 40 
A1BK3 C32 H2  SING N N 41 
A1BK3 C33 H3  SING N N 42 
A1BK3 C34 H4  SING N N 43 
A1BK3 C35 H5  SING N N 44 
A1BK3 C29 H6  SING N N 45 
A1BK3 C29 H7  SING N N 46 
A1BK3 C28 H8  SING N N 47 
A1BK3 N36 H9  SING N N 48 
A1BK3 O46 H10 SING N N 49 
A1BK3 N03 H11 SING N N 50 
A1BK3 C04 H12 SING N N 51 
A1BK3 C05 H13 SING N N 52 
A1BK3 C05 H14 SING N N 53 
A1BK3 C06 H15 SING N N 54 
A1BK3 C06 H16 SING N N 55 
A1BK3 C07 H17 SING N N 56 
A1BK3 C07 H18 SING N N 57 
A1BK3 C08 H19 SING N N 58 
A1BK3 C08 H20 SING N N 59 
A1BK3 N09 H21 SING N N 60 
A1BK3 N09 H22 SING N N 61 
A1BK3 C13 H24 SING N N 62 
A1BK3 C13 H25 SING N N 63 
A1BK3 C17 H26 SING N N 64 
A1BK3 C20 H27 SING N N 65 
A1BK3 C12 H28 SING N N 66 
A1BK3 C14 H29 SING N N 67 
A1BK3 C18 H30 SING N N 68 
A1BK3 C18 H31 SING N N 69 
A1BK3 C25 H32 SING N N 70 
A1BK3 C25 H33 SING N N 71 
A1BK3 C25 H34 SING N N 72 
A1BK3 N11 H35 SING N N 73 
A1BK3 O21 H36 SING N N 74 
# 
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 
A1BK3 SMILES           ACDLabs              14.52   "O=C1N=CCC1CC(NC(=O)C(CCCCN)NC(=O)C(Cc1ccccc1)NC(=O)O)C(O)C(=O)OC"                                                                                                                                                                            
A1BK3 InChI            InChI                1.06    "InChI=1S/C25H35N5O8/c1-38-24(35)20(31)18(14-16-10-12-27-21(16)32)29-22(33)17(9-5-6-11-26)28-23(34)19(30-25(36)37)13-15-7-3-2-4-8-15/h2-4,7-8,12,16-20,30-31H,5-6,9-11,13-14,26H2,1H3,(H,28,34)(H,29,33)(H,36,37)/t16-,17-,18-,19-,20+/m0/s1" 
A1BK3 InChIKey         InChI                1.06    WFSLHCGPTMFRHH-VYJAJWGXSA-N                                                                                                                                                                                                                   
A1BK3 SMILES_CANONICAL CACTVS               3.385   "COC(=O)[C@H](O)[C@H](C[C@@H]1CC=NC1=O)NC(=O)[C@H](CCCCN)NC(=O)[C@H](Cc2ccccc2)NC(O)=O"                                                                                                                                                       
A1BK3 SMILES           CACTVS               3.385   "COC(=O)[CH](O)[CH](C[CH]1CC=NC1=O)NC(=O)[CH](CCCCN)NC(=O)[CH](Cc2ccccc2)NC(O)=O"                                                                                                                                                             
A1BK3 SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "COC(=O)[C@@H]([C@H](C[C@@H]1CC=NC1=O)NC(=O)[C@H](CCCCN)NC(=O)[C@H](Cc2ccccc2)NC(=O)O)O"                                                                                                                                                      
A1BK3 SMILES           "OpenEye OEToolkits" 3.1.0.0 "COC(=O)C(C(CC1CC=NC1=O)NC(=O)C(CCCCN)NC(=O)C(Cc2ccccc2)NC(=O)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 
A1BK3 "SYSTEMATIC NAME" ACDLabs              14.52   "N-carboxy-L-phenylalanyl-N-{(2S,3R)-3-hydroxy-4-methoxy-4-oxo-1-[(3R)-2-oxo-3,4-dihydro-2H-pyrrol-3-yl]butan-2-yl}-L-lysinamide"                                                                                                               
A1BK3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "[(2~{S})-1-[[(2~{S})-6-azanyl-1-[[(2~{S},3~{R})-4-methoxy-3-oxidanyl-4-oxidanylidene-1-[(3~{R})-2-oxidanylidene-3,4-dihydropyrrol-3-yl]butan-2-yl]amino]-1-oxidanylidene-hexan-2-yl]amino]-1-oxidanylidene-3-phenyl-propan-2-yl]carbamic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1BK3 "Create component"         2024-12-11 RCSB 
A1BK3 "Modify subcomponent list" 2025-01-06 RCSB 
A1BK3 "Modify PCM"               2025-12-08 RCSB 
A1BK3 "Initial release"          2025-12-17 RCSB 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            A1BK3 
_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               C20 
_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      ? 
# 
