data_A1BJC
# 
_chem_comp.id                                    A1BJC 
_chem_comp.name                                  "(3R)-3-{[(2R)-2-[(4-ethyl-2,3-dioxopiperazine-1-carbonyl)amino]-2-(4-phosphonophenyl)acetyl]amino}-2-hydroxy-3,4-dihydro-2H-1,2-benzoxaborinine-8-carboxylic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H26 B N4 O11 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-12-06 
_chem_comp.pdbx_modified_date                    2025-01-17 
_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                        588.268 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1BJC 
_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        9MCZ 
_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 
A1BJC C10 C1  C 0 1 Y N N N N N -13.780 -5.404 -26.354 -1.519 3.110  -0.984 C10 A1BJC 1  
A1BJC N12 N1  N 0 1 N N N N N N -14.540 -5.265 -22.245 -1.895 -0.908 0.056  N12 A1BJC 2  
A1BJC C13 C2  C 0 1 N N N N N N -15.791 -4.562 -22.290 -3.056 -1.056 0.725  C13 A1BJC 3  
A1BJC C17 C3  C 0 1 N N N N N N -19.107 -4.996 -20.784 -4.801 -3.454 -1.372 C17 A1BJC 4  
A1BJC C20 C4  C 0 1 N N N N N N -20.798 -6.437 -18.633 -7.587 -5.221 -1.026 C20 A1BJC 5  
A1BJC C21 C5  C 0 1 N N N N N N -18.139 -7.246 -20.794 -6.436 -2.422 0.113  C21 A1BJC 6  
A1BJC C28 C6  C 0 1 N N R N N N -10.065 -5.059 -20.506 2.950  -0.604 -0.100 C28 A1BJC 7  
A1BJC O01 O1  O 0 1 N N N N N N -13.121 -5.717 -29.274 -0.444 6.226  -1.287 O01 A1BJC 8  
A1BJC P02 P1  P 0 1 N N N N N N -12.831 -4.325 -28.762 -1.403 5.785  -0.250 P02 A1BJC 9  
A1BJC O03 O2  O 0 1 N N N N N N -13.953 -3.388 -29.145 -1.110 6.575  1.122  O03 A1BJC 10 
A1BJC O04 O3  O 0 1 N N N N N N -11.424 -3.856 -29.145 -2.904 6.097  -0.740 O04 A1BJC 11 
A1BJC C05 C7  C 0 1 Y N N N N N -12.933 -4.454 -26.915 -1.216 4.002  0.027  C05 A1BJC 12 
A1BJC C06 C8  C 0 1 Y N N N N N -12.217 -3.559 -26.130 -0.771 3.535  1.250  C06 A1BJC 13 
A1BJC C07 C9  C 0 1 Y N N N N N -12.335 -3.639 -24.739 -0.628 2.177  1.461  C07 A1BJC 14 
A1BJC C08 C10 C 0 1 Y N N N N N -13.169 -4.622 -24.185 -0.932 1.285  0.449  C08 A1BJC 15 
A1BJC C09 C11 C 0 1 Y N N N N N -13.905 -5.497 -24.973 -1.376 1.751  -0.773 C09 A1BJC 16 
A1BJC C11 C12 C 0 1 N N R N N N -13.302 -4.653 -22.659 -0.776 -0.197 0.680  C11 A1BJC 17 
A1BJC O14 O4  O 0 1 N N N N N N -15.933 -3.447 -22.663 -3.146 -0.681 1.877  O14 A1BJC 18 
A1BJC N15 N2  N 0 1 N N N N N N -16.941 -5.299 -21.850 -4.117 -1.621 0.115  N15 A1BJC 19 
A1BJC C16 C13 C 0 1 N N N N N N -18.403 -4.650 -21.862 -3.974 -2.179 -1.230 C16 A1BJC 20 
A1BJC N18 N3  N 0 1 N N N N N N -19.235 -6.580 -20.500 -6.180 -3.222 -0.942 N18 A1BJC 21 
A1BJC C19 C14 C 0 1 N N N N N N -20.428 -7.180 -19.920 -7.286 -3.861 -1.659 C19 A1BJC 22 
A1BJC O22 O5  O 0 1 N N N N N N -18.080 -8.412 -20.611 -7.565 -2.311 0.542  O22 A1BJC 23 
A1BJC C23 C15 C 0 1 N N N N N N -16.877 -6.542 -21.388 -5.307 -1.672 0.747  C23 A1BJC 24 
A1BJC O24 O6  O 0 1 N N N N N N -15.848 -7.136 -21.384 -5.460 -1.117 1.815  O24 A1BJC 25 
A1BJC C25 C16 C 0 1 N N N N N N -12.168 -5.318 -21.926 0.520  -0.667 0.071  C25 A1BJC 26 
A1BJC O26 O7  O 0 1 N N N N N N -12.153 -6.482 -21.802 0.510  -1.512 -0.799 O26 A1BJC 27 
A1BJC N27 N4  N 0 1 N N N N N N -11.205 -4.462 -21.268 1.690  -0.147 0.492  N27 A1BJC 28 
A1BJC C29 C17 C 0 1 N N N N N N -9.381  -5.965 -21.534 3.872  0.590  -0.356 C29 A1BJC 29 
A1BJC C30 C18 C 0 1 Y N N N N N -8.594  -4.993 -22.488 5.292  0.123  -0.559 C30 A1BJC 30 
A1BJC C31 C19 C 0 1 Y N N N N N -8.617  -5.046 -23.891 6.154  0.990  -1.219 C31 A1BJC 31 
A1BJC C32 C20 C 0 1 Y N N N N N -7.861  -4.083 -24.574 7.476  0.653  -1.437 C32 A1BJC 32 
A1BJC C33 C21 C 0 1 Y N N N N N -7.103  -3.081 -23.904 7.961  -0.559 -0.998 C33 A1BJC 33 
A1BJC C34 C22 C 0 1 Y N N N N N -7.139  -3.019 -22.512 7.108  -1.443 -0.338 C34 A1BJC 34 
A1BJC C35 C23 C 0 1 N N N N N N -6.304  -1.992 -21.718 7.620  -2.742 0.135  C35 A1BJC 35 
A1BJC O36 O8  O 0 1 N N N N N N -5.647  -2.430 -20.733 8.910  -3.074 -0.071 O36 A1BJC 36 
A1BJC O37 O9  O 0 1 N N N N N N -6.176  -0.782 -22.056 6.879  -3.514 0.711  O37 A1BJC 37 
A1BJC C38 C24 C 0 1 Y N N N N N -7.856  -3.998 -21.823 5.758  -1.099 -0.122 C38 A1BJC 38 
A1BJC O39 O10 O 0 1 N N N N N N -7.946  -3.986 -20.394 4.986  -2.025 0.501  O39 A1BJC 39 
A1BJC B40 B1  B 0 1 N N N N N N -9.220  -3.830 -19.950 3.705  -1.559 0.908  B40 A1BJC 40 
A1BJC O41 O11 O 0 1 N N N N N N -9.703  -2.536 -20.102 3.135  -1.932 2.154  O41 A1BJC 41 
A1BJC H1  H1  H 0 1 N N N N N N -14.341 -6.070 -26.992 -1.871 3.474  -1.938 H1  A1BJC 42 
A1BJC H2  H2  H 0 1 N N N N N N -14.527 -6.209 -21.916 -1.801 -1.271 -0.838 H2  A1BJC 43 
A1BJC H3  H3  H 0 1 N N N N N N -18.629 -4.535 -19.907 -4.798 -3.770 -2.414 H3  A1BJC 44 
A1BJC H4  H4  H 0 1 N N N N N N -20.123 -4.592 -20.902 -4.360 -4.238 -0.756 H4  A1BJC 45 
A1BJC H5  H5  H 0 1 N N N N N N -21.699 -6.890 -18.194 -6.702 -5.853 -1.086 H5  A1BJC 46 
A1BJC H6  H6  H 0 1 N N N N N N -19.966 -6.508 -17.917 -7.864 -5.081 0.019  H6  A1BJC 47 
A1BJC H7  H7  H 0 1 N N N N N N -20.994 -5.379 -18.864 -8.410 -5.696 -1.559 H7  A1BJC 48 
A1BJC H8  H8  H 0 1 N N N N N N -10.435 -5.658 -19.661 2.753  -1.130 -1.034 H8  A1BJC 49 
A1BJC H9  H9  H 0 1 N N N N N N -14.614 -3.867 -29.631 -1.703 6.335  1.848  H9  A1BJC 50 
A1BJC H10 H10 H 0 1 N N N N N N -10.987 -4.538 -29.642 -3.076 7.034  -0.907 H10 A1BJC 51 
A1BJC H11 H11 H 0 1 N N N N N N -11.581 -2.815 -26.586 -0.534 4.232  2.040  H11 A1BJC 52 
A1BJC H12 H12 H 0 1 N N N N N N -11.793 -2.956 -24.102 -0.280 1.812  2.416  H12 A1BJC 53 
A1BJC H13 H13 H 0 1 N N N N N N -14.558 -6.231 -24.524 -1.617 1.054  -1.562 H13 A1BJC 54 
A1BJC H14 H14 H 0 1 N N N N N N -13.323 -3.605 -22.327 -0.769 -0.399 1.751  H14 A1BJC 55 
A1BJC H15 H15 H 0 1 N N N N N N -18.306 -3.555 -21.888 -2.925 -2.408 -1.415 H15 A1BJC 56 
A1BJC H16 H16 H 0 1 N N N N N N -18.937 -4.992 -22.761 -4.316 -1.446 -1.961 H16 A1BJC 57 
A1BJC H17 H17 H 0 1 N N N N N N -21.260 -7.109 -20.636 -7.009 -4.000 -2.704 H17 A1BJC 58 
A1BJC H18 H18 H 0 1 N N N N N N -20.232 -8.238 -19.690 -8.172 -3.228 -1.599 H18 A1BJC 59 
A1BJC H19 H19 H 0 1 N N N N N N -11.302 -3.468 -21.323 1.698  0.529  1.187  H19 A1BJC 60 
A1BJC H20 H20 H 0 1 N N N N N N -10.130 -6.538 -22.101 3.536  1.121  -1.247 H20 A1BJC 61 
A1BJC H21 H21 H 0 1 N N N N N N -8.689  -6.659 -21.035 3.836  1.264  0.500  H21 A1BJC 62 
A1BJC H22 H22 H 0 1 N N N N N N -9.190  -5.794 -24.419 5.784  1.943  -1.568 H22 A1BJC 63 
A1BJC H23 H23 H 0 1 N N N N N N -7.853  -4.102 -25.654 8.130  1.341  -1.953 H23 A1BJC 64 
A1BJC H24 H24 H 0 1 N N N N N N -6.508  -2.378 -24.467 8.995  -0.823 -1.164 H24 A1BJC 65 
A1BJC H25 H25 H 0 1 N N N N N N -5.117  -1.731 -20.369 9.200  -3.936 0.258  H25 A1BJC 66 
A1BJC H26 H26 H 0 1 N N N N N N -9.033  -1.992 -20.498 3.693  -2.519 2.682  H26 A1BJC 67 
# 
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 
A1BJC O01 P02 DOUB N N 1  
A1BJC O04 P02 SING N N 2  
A1BJC O03 P02 SING N N 3  
A1BJC P02 C05 SING N N 4  
A1BJC C05 C10 DOUB Y N 5  
A1BJC C05 C06 SING Y N 6  
A1BJC C10 C09 SING Y N 7  
A1BJC C06 C07 DOUB Y N 8  
A1BJC C09 C08 DOUB Y N 9  
A1BJC C07 C08 SING Y N 10 
A1BJC C32 C33 DOUB Y N 11 
A1BJC C32 C31 SING Y N 12 
A1BJC C08 C11 SING N N 13 
A1BJC C33 C34 SING Y N 14 
A1BJC C31 C30 DOUB Y N 15 
A1BJC O14 C13 DOUB N N 16 
A1BJC C11 N12 SING N N 17 
A1BJC C11 C25 SING N N 18 
A1BJC C34 C38 DOUB Y N 19 
A1BJC C34 C35 SING N N 20 
A1BJC C30 C38 SING Y N 21 
A1BJC C30 C29 SING N N 22 
A1BJC C13 N12 SING N N 23 
A1BJC C13 N15 SING N N 24 
A1BJC O37 C35 DOUB N N 25 
A1BJC C25 O26 DOUB N N 26 
A1BJC C25 N27 SING N N 27 
A1BJC C16 N15 SING N N 28 
A1BJC C16 C17 SING N N 29 
A1BJC N15 C23 SING N N 30 
A1BJC C38 O39 SING N N 31 
A1BJC C35 O36 SING N N 32 
A1BJC C29 C28 SING N N 33 
A1BJC C23 O24 DOUB N N 34 
A1BJC C23 C21 SING N N 35 
A1BJC N27 C28 SING N N 36 
A1BJC C21 O22 DOUB N N 37 
A1BJC C21 N18 SING N N 38 
A1BJC C17 N18 SING N N 39 
A1BJC C28 B40 SING N N 40 
A1BJC N18 C19 SING N N 41 
A1BJC O39 B40 SING N N 42 
A1BJC O41 B40 SING N N 43 
A1BJC C19 C20 SING N N 44 
A1BJC C10 H1  SING N N 45 
A1BJC N12 H2  SING N N 46 
A1BJC C17 H3  SING N N 47 
A1BJC C17 H4  SING N N 48 
A1BJC C20 H5  SING N N 49 
A1BJC C20 H6  SING N N 50 
A1BJC C20 H7  SING N N 51 
A1BJC C28 H8  SING N N 52 
A1BJC O03 H9  SING N N 53 
A1BJC O04 H10 SING N N 54 
A1BJC C06 H11 SING N N 55 
A1BJC C07 H12 SING N N 56 
A1BJC C09 H13 SING N N 57 
A1BJC C11 H14 SING N N 58 
A1BJC C16 H15 SING N N 59 
A1BJC C16 H16 SING N N 60 
A1BJC C19 H17 SING N N 61 
A1BJC C19 H18 SING N N 62 
A1BJC N27 H19 SING N N 63 
A1BJC C29 H20 SING N N 64 
A1BJC C29 H21 SING N N 65 
A1BJC C31 H22 SING N N 66 
A1BJC C32 H23 SING N N 67 
A1BJC C33 H24 SING N N 68 
A1BJC O36 H25 SING N N 69 
A1BJC O41 H26 SING N N 70 
# 
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 
A1BJC SMILES           ACDLabs              14.52   "O=P(O)(O)c1ccc(cc1)C(NC(=O)N1CCN(CC)C(=O)C1=O)C(=O)NC1Cc2cccc(c2OB1O)C(=O)O"                                                                                                                                                                
A1BJC InChI            InChI                1.06    "InChI=1S/C24H26BN4O11P/c1-2-28-10-11-29(22(32)21(28)31)24(35)27-18(13-6-8-15(9-7-13)41(37,38)39)20(30)26-17-12-14-4-3-5-16(23(33)34)19(14)40-25(17)36/h3-9,17-18,36H,2,10-12H2,1H3,(H,26,30)(H,27,35)(H,33,34)(H2,37,38,39)/t17-,18+/m0/s1" 
A1BJC InChIKey         InChI                1.06    XZMSMKVMMWSBQP-ZWKOTPCHSA-N                                                                                                                                                                                                                  
A1BJC SMILES_CANONICAL CACTVS               3.385   "CCN1CCN(C(=O)N[C@@H](C(=O)N[C@H]2Cc3cccc(C(O)=O)c3OB2O)c4ccc(cc4)[P](O)(O)=O)C(=O)C1=O"                                                                                                                                                     
A1BJC SMILES           CACTVS               3.385   "CCN1CCN(C(=O)N[CH](C(=O)N[CH]2Cc3cccc(C(O)=O)c3OB2O)c4ccc(cc4)[P](O)(O)=O)C(=O)C1=O"                                                                                                                                                        
A1BJC SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "B1([C@H](Cc2cccc(c2O1)C(=O)O)NC(=O)[C@@H](c3ccc(cc3)P(=O)(O)O)NC(=O)N4CCN(C(=O)C4=O)CC)O"                                                                                                                                                   
A1BJC SMILES           "OpenEye OEToolkits" 3.1.0.0 "B1(C(Cc2cccc(c2O1)C(=O)O)NC(=O)C(c3ccc(cc3)P(=O)(O)O)NC(=O)N4CCN(C(=O)C4=O)CC)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 
A1BJC "SYSTEMATIC NAME" ACDLabs              14.52   "(3R)-3-{[(2R)-2-[(4-ethyl-2,3-dioxopiperazine-1-carbonyl)amino]-2-(4-phosphonophenyl)acetyl]amino}-2-hydroxy-3,4-dihydro-2H-1,2-benzoxaborinine-8-carboxylic acid"                     
A1BJC "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "(3~{R})-3-[[(2~{R})-2-[[4-ethyl-2,3-bis(oxidanylidene)piperazin-1-yl]carbonylamino]-2-(4-phosphonophenyl)ethanoyl]amino]-2-oxidanyl-3,4-dihydro-1,2-benzoxaborinine-8-carboxylic 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 
A1BJC "Create component" 2024-12-06 RCSB 
A1BJC "Initial release"  2025-01-22 RCSB 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            A1BJC 
_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               B40 
_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      ? 
# 
