data_A1BKI
# 
_chem_comp.id                                    A1BKI 
_chem_comp.name                                  "3-{(3R)-3-[(5-bromo-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]butyl}-1,3-oxazolidin-2-one" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C13 H16 Br N5 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-12-09 
_chem_comp.pdbx_modified_date                    2025-08-15 
_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                        354.202 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1BKI 
_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        7HQ4 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              ? 
# 
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 
A1BKI C6   C1  C  0 1 Y N N N N N -47.666 -29.189 4.614  2.566  1.130  0.154  C6   A1BKI 1  
A1BKI N11  N1  N  0 1 Y N N N N N -45.139 -29.381 7.102  3.997  -2.022 0.962  N11  A1BKI 2  
A1BKI C12  C2  C  0 1 Y N N N N N -44.041 -29.549 6.359  3.088  -2.917 0.643  C12  A1BKI 3  
A1BKI C14  C3  C  0 1 N N N N N N -43.979 -30.280 0.834  -2.022 -1.452 -0.917 C14  A1BKI 4  
A1BKI C17  C4  C  0 1 N N N N N N -46.535 -32.238 0.909  -4.951 -1.234 0.785  C17  A1BKI 5  
A1BKI C1   C5  C  0 1 N N N N N N -43.115 -28.290 2.097  -0.312 -2.575 -2.352 C1   A1BKI 6  
A1BKI C10  C6  C  0 1 Y N N N N N -46.250 -29.292 6.358  3.767  -0.723 0.778  C10  A1BKI 7  
A1BKI C15  C7  C  0 1 N N N N N N -43.985 -31.801 0.806  -2.363 -1.025 0.512  C15  A1BKI 8  
A1BKI C18  C8  C  0 1 N N N N N N -47.370 -32.714 2.079  -6.063 -0.170 0.711  C18  A1BKI 9  
A1BKI C2   C9  C  0 1 N N R N N N -43.737 -29.674 2.214  -0.607 -2.033 -0.952 C2   A1BKI 10 
A1BKI C20  C10 C  0 1 N N N N N N -45.172 -32.791 2.728  -4.036 0.820  0.361  C20  A1BKI 11 
A1BKI C4   C11 C  0 1 Y N N N N N -45.066 -29.542 4.311  1.591  -1.320 -0.087 C4   A1BKI 12 
A1BKI C5   C12 C  0 1 Y N N N N N -46.295 -29.369 4.974  2.530  -0.329 0.237  C5   A1BKI 13 
A1BKI C8   C13 C  0 1 Y N N N N N -48.391 -29.013 5.770  3.763  1.516  0.625  C8   A1BKI 14 
A1BKI N13  N2  N  0 1 Y N N N N N -43.931 -29.638 5.029  1.913  -2.592 0.133  N13  A1BKI 15 
A1BKI N16  N3  N  0 1 N N N N N N -45.187 -32.288 1.484  -3.718 -0.469 0.545  N16  A1BKI 16 
A1BKI N3   N4  N  0 1 N N N N N N -44.992 -29.603 2.964  0.360  -0.983 -0.621 N3   A1BKI 17 
A1BKI N9   N5  N  0 1 Y N N N N N -47.515 -29.078 6.838  4.491  0.415  1.002  N9   A1BKI 18 
A1BKI O19  O1  O  0 1 N N N N N N -46.425 -33.110 3.106  -5.348 1.070  0.440  O19  A1BKI 19 
A1BKI O21  O2  O  0 1 N N N N N N -44.221 -32.945 3.457  -3.209 1.683  0.142  O21  A1BKI 20 
A1BKI BR7  BR1 BR 0 0 N N N N N N -48.391 -29.189 2.878  1.195  2.256  -0.500 BR7  A1BKI 21 
A1BKI H12  H1  H  0 1 N N N N N N -43.114 -29.623 6.909  3.309  -3.962 0.806  H12  A1BKI 22 
A1BKI H14B H2  H  0 0 N N N N N N -43.185 -29.927 0.160  -2.733 -2.209 -1.249 H14B A1BKI 23 
A1BKI H14A H3  H  0 0 N N N N N N -44.954 -29.926 0.469  -2.076 -0.587 -1.578 H14A A1BKI 24 
A1BKI H17A H4  H  0 0 N N N N N N -46.808 -31.216 0.608  -4.928 -1.696 1.772  H17A A1BKI 25 
A1BKI H17B H5  H  0 0 N N N N N N -46.630 -32.912 0.045  -5.090 -1.988 0.011  H17B A1BKI 26 
A1BKI H1B  H6  H  0 1 N N N N N N -42.951 -27.875 3.102  -0.391 -1.766 -3.078 H1B  A1BKI 27 
A1BKI H1A  H7  H  0 1 N N N N N N -42.153 -28.364 1.569  0.696  -2.988 -2.377 H1A  A1BKI 28 
A1BKI H1C  H8  H  0 1 N N N N N N -43.792 -27.630 1.534  -1.031 -3.356 -2.598 H1C  A1BKI 29 
A1BKI H15B H9  H  0 0 N N N N N N -43.984 -32.150 -0.237 -2.309 -1.890 1.173  H15B A1BKI 30 
A1BKI H15A H10 H  0 0 N N N N N N -43.091 -32.182 1.322  -1.652 -0.268 0.844  H15A A1BKI 31 
A1BKI H18A H11 H  0 0 N N N N N N -48.015 -31.901 2.445  -6.756 -0.397 -0.099 H18A A1BKI 32 
A1BKI H18B H12 H  0 0 N N N N N N -47.993 -33.570 1.781  -6.594 -0.105 1.661  H18B A1BKI 33 
A1BKI H2   H13 H  0 1 N N N N N N -43.033 -30.323 2.755  -0.528 -2.842 -0.225 H2   A1BKI 34 
A1BKI H8   H14 H  0 1 N N N N N N -49.457 -28.852 5.832  4.102  2.539  0.697  H8   A1BKI 35 
A1BKI H3   H15 H  0 1 N N N N N N -45.461 -28.786 2.630  0.137  -0.052 -0.775 H3   A1BKI 36 
A1BKI H9   H16 H  0 1 N N N N N N -47.764 -28.984 7.802  5.387  0.441  1.373  H9   A1BKI 37 
# 
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 
A1BKI C15 C14  SING N N 1  
A1BKI C15 N16  SING N N 2  
A1BKI C14 C2   SING N N 3  
A1BKI C17 N16  SING N N 4  
A1BKI C17 C18  SING N N 5  
A1BKI N16 C20  SING N N 6  
A1BKI C18 O19  SING N N 7  
A1BKI C1  C2   SING N N 8  
A1BKI C2  N3   SING N N 9  
A1BKI C20 O19  SING N N 10 
A1BKI C20 O21  DOUB N N 11 
A1BKI BR7 C6   SING N N 12 
A1BKI N3  C4   SING N N 13 
A1BKI C4  C5   DOUB Y N 14 
A1BKI C4  N13  SING Y N 15 
A1BKI C6  C5   SING Y N 16 
A1BKI C6  C8   DOUB Y N 17 
A1BKI C5  C10  SING Y N 18 
A1BKI N13 C12  DOUB Y N 19 
A1BKI C8  N9   SING Y N 20 
A1BKI C10 N9   SING Y N 21 
A1BKI C10 N11  DOUB Y N 22 
A1BKI C12 N11  SING Y N 23 
A1BKI C12 H12  SING N N 24 
A1BKI C14 H14B SING N N 25 
A1BKI C14 H14A SING N N 26 
A1BKI C17 H17A SING N N 27 
A1BKI C17 H17B SING N N 28 
A1BKI C1  H1B  SING N N 29 
A1BKI C1  H1A  SING N N 30 
A1BKI C1  H1C  SING N N 31 
A1BKI C15 H15B SING N N 32 
A1BKI C15 H15A SING N N 33 
A1BKI C18 H18A SING N N 34 
A1BKI C18 H18B SING N N 35 
A1BKI C2  H2   SING N N 36 
A1BKI C8  H8   SING N N 37 
A1BKI N3  H3   SING N N 38 
A1BKI N9  H9   SING N N 39 
# 
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 
A1BKI SMILES           ACDLabs              14.52   "Brc1c[NH]c2ncnc(NC(C)CCN3CCOC3=O)c12"                                                                                             
A1BKI InChI            InChI                1.06    "InChI=1S/C13H16BrN5O2/c1-8(2-3-19-4-5-21-13(19)20)18-12-10-9(14)6-15-11(10)16-7-17-12/h6-8H,2-5H2,1H3,(H2,15,16,17,18)/t8-/m1/s1" 
A1BKI InChIKey         InChI                1.06    AFIGFQHYOWWULG-MRVPVSSYSA-N                                                                                                        
A1BKI SMILES_CANONICAL CACTVS               3.385   "C[C@H](CCN1CCOC1=O)Nc2ncnc3[nH]cc(Br)c23"                                                                                         
A1BKI SMILES           CACTVS               3.385   "C[CH](CCN1CCOC1=O)Nc2ncnc3[nH]cc(Br)c23"                                                                                          
A1BKI SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "C[C@H](CCN1CCOC1=O)Nc2c3c(c[nH]c3ncn2)Br"                                                                                         
A1BKI SMILES           "OpenEye OEToolkits" 3.1.0.0 "CC(CCN1CCOC1=O)Nc2c3c(c[nH]c3ncn2)Br"                                                                                             
# 
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 
A1BKI "SYSTEMATIC NAME" ACDLabs              14.52   "3-{(3R)-3-[(5-bromo-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]butyl}-1,3-oxazolidin-2-one"          
A1BKI "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "3-[(3~{R})-3-[(5-bromanyl-7~{H}-pyrrolo[2,3-d]pyrimidin-4-yl)amino]butyl]-1,3-oxazolidin-2-one" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1BKI "Create component" 2024-12-09 RCSB 
A1BKI "Initial release"  2025-08-20 RCSB 
# 
