data_A1BKK
# 
_chem_comp.id                                    A1BKK 
_chem_comp.name                                  "2-bromo-3-fluoro-4-[(propan-2-yl)oxy]-N-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)benzamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H14 Br F N4 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                        393.210 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1BKK 
_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        7HQ3 
_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 
A1BKK C9   C1  C  0 1 Y N N N N N -44.811 -32.282 1.742  0.620  0.055  -0.023 C9   A1BKK 1  
A1BKK N11  N1  N  0 1 N N N N N N -45.294 -30.644 3.452  -1.765 0.595  -0.023 N11  A1BKK 2  
A1BKK C12  C2  C  0 1 Y N N N N N -45.393 -30.093 4.730  -3.100 0.219  -0.012 C12  A1BKK 3  
A1BKK C14  C3  C  0 1 Y N N N N N -47.993 -29.478 4.821  -4.162 2.643  -0.048 C14  A1BKK 4  
A1BKK C17  C4  C  0 1 Y N N N N N -46.583 -29.121 6.566  -5.458 0.749  -0.013 C17  A1BKK 5  
A1BKK C23  C5  C  0 1 Y N N N N N -45.945 -33.356 -0.099 2.293  1.780  -0.057 C23  A1BKK 6  
A1BKK C19  C6  C  0 1 Y N N N N N -44.399 -29.538 6.724  -4.715 -1.428 0.014  C19  A1BKK 7  
A1BKK C1   C7  C  0 1 N N N N N N -44.459 -35.839 -2.041 4.814  3.252  1.171  C1   A1BKK 8  
A1BKK C10  C8  C  0 1 N N N N N N -44.831 -31.888 3.187  -0.799 -0.345 -0.011 C10  A1BKK 9  
A1BKK C13  C9  C  0 1 Y N N N N N -46.635 -29.619 5.253  -4.118 1.182  -0.024 C13  A1BKK 10 
A1BKK C15  C10 C  0 1 Y N N N N N -48.678 -28.922 5.856  -5.459 2.993  -0.050 C15  A1BKK 11 
A1BKK C2   C11 C  0 1 N N N N N N -45.310 -34.767 -2.658 4.872  2.575  -0.200 C2   A1BKK 12 
A1BKK C22  C12 C  0 1 Y N N N N N -45.919 -32.949 1.223  0.966  1.409  -0.046 C22  A1BKK 13 
A1BKK C24  C13 C  0 1 N N N N N N -45.295 -34.800 -4.156 6.267  2.758  -0.800 C24  A1BKK 14 
A1BKK C4   C14 C  0 1 Y N N N N N -44.860 -33.103 -0.925 3.288  0.810  -0.045 C4   A1BKK 15 
A1BKK C5   C15 C  0 1 Y N N N N N -43.756 -32.436 -0.405 2.951  -0.539 -0.015 C5   A1BKK 16 
A1BKK C7   C16 C  0 1 Y N N N N N -43.713 -32.024 0.914  1.624  -0.919 -0.004 C7   A1BKK 17 
A1BKK F6   F1  F  0 1 N N N N N N -42.718 -32.181 -1.222 3.922  -1.478 -0.004 F6   A1BKK 18 
A1BKK N16  N2  N  0 1 Y N N N N N -47.834 -28.701 6.918  -6.244 1.869  -0.029 N16  A1BKK 19 
A1BKK N18  N3  N  0 1 Y N N N N N -45.487 -29.064 7.337  -5.704 -0.559 0.009  N18  A1BKK 20 
A1BKK N20  N4  N  0 1 Y N N N N N -44.284 -30.040 5.490  -3.446 -1.065 0.004  N20  A1BKK 21 
A1BKK O21  O1  O  0 1 N N N N N N -44.444 -32.663 4.058  -1.099 -1.523 0.009  O21  A1BKK 22 
A1BKK O3   O2  O  0 1 N N N N N N -44.777 -33.478 -2.243 4.594  1.181  -0.056 O3   A1BKK 23 
A1BKK BR8  BR1 BR 0 0 N N N N N N -42.181 -31.151 1.611  1.164  -2.753 0.036  BR8  A1BKK 24 
A1BKK H11  H1  H  0 1 N N N N N N -45.585 -30.081 2.678  -1.526 1.535  -0.039 H11  A1BKK 25 
A1BKK H14  H2  H  0 1 N N N N N N -48.396 -29.759 3.859  -3.315 3.313  -0.061 H14  A1BKK 26 
A1BKK H23  H3  H  0 1 N N N N N N -46.811 -33.871 -0.488 2.560  2.826  -0.075 H23  A1BKK 27 
A1BKK H19  H4  H  0 1 N N N N N N -43.488 -29.512 7.304  -4.952 -2.481 0.032  H19  A1BKK 28 
A1BKK H1A  H5  H  0 1 N N N N N N -44.511 -35.763 -0.945 5.025  4.315  1.061  H1A  A1BKK 29 
A1BKK H1B  H6  H  0 1 N N N N N N -44.826 -36.826 -2.358 3.819  3.122  1.599  H1B  A1BKK 30 
A1BKK H1C  H7  H  0 1 N N N N N N -43.416 -35.713 -2.368 5.555  2.800  1.831  H1C  A1BKK 31 
A1BKK H15  H8  H  0 1 N N N N N N -49.732 -28.688 5.845  -5.829 4.007  -0.065 H15  A1BKK 32 
A1BKK H2   H9  H  0 1 N N N N N N -46.345 -34.876 -2.302 4.130  3.027  -0.859 H2   A1BKK 33 
A1BKK H22  H10 H  0 1 N N N N N N -46.767 -33.151 1.860  0.194  2.164  -0.056 H22  A1BKK 34 
A1BKK H24A H11 H  0 0 N N N N N N -45.693 -35.764 -4.506 6.308  2.276  -1.777 H24A A1BKK 35 
A1BKK H24C H12 H  0 0 N N N N N N -45.919 -33.982 -4.547 6.479  3.822  -0.910 H24C A1BKK 36 
A1BKK H24B H13 H  0 0 N N N N N N -44.262 -34.677 -4.515 7.008  2.307  -0.141 H24B A1BKK 37 
A1BKK H16  H14 H  0 1 N N N N N N -48.092 -28.301 7.798  -7.214 1.868  -0.026 H16  A1BKK 38 
# 
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 
A1BKK C24 C2   SING N N 1  
A1BKK C2  O3   SING N N 2  
A1BKK C2  C1   SING N N 3  
A1BKK O3  C4   SING N N 4  
A1BKK F6  C5   SING N N 5  
A1BKK C4  C5   DOUB Y N 6  
A1BKK C4  C23  SING Y N 7  
A1BKK C5  C7   SING Y N 8  
A1BKK C23 C22  DOUB Y N 9  
A1BKK C7  BR8  SING N N 10 
A1BKK C7  C9   DOUB Y N 11 
A1BKK C22 C9   SING Y N 12 
A1BKK C9  C10  SING N N 13 
A1BKK C10 N11  SING N N 14 
A1BKK C10 O21  DOUB N N 15 
A1BKK N11 C12  SING N N 16 
A1BKK C12 C13  DOUB Y N 17 
A1BKK C12 N20  SING Y N 18 
A1BKK C14 C13  SING Y N 19 
A1BKK C14 C15  DOUB Y N 20 
A1BKK C13 C17  SING Y N 21 
A1BKK N20 C19  DOUB Y N 22 
A1BKK C15 N16  SING Y N 23 
A1BKK C17 N16  SING Y N 24 
A1BKK C17 N18  DOUB Y N 25 
A1BKK C19 N18  SING Y N 26 
A1BKK N11 H11  SING N N 27 
A1BKK C14 H14  SING N N 28 
A1BKK C23 H23  SING N N 29 
A1BKK C19 H19  SING N N 30 
A1BKK C1  H1A  SING N N 31 
A1BKK C1  H1B  SING N N 32 
A1BKK C1  H1C  SING N N 33 
A1BKK C15 H15  SING N N 34 
A1BKK C2  H2   SING N N 35 
A1BKK C22 H22  SING N N 36 
A1BKK C24 H24A SING N N 37 
A1BKK C24 H24C SING N N 38 
A1BKK C24 H24B SING N N 39 
A1BKK N16 H16  SING N N 40 
# 
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 
A1BKK SMILES           ACDLabs              14.52   "CC(C)Oc1ccc(c(Br)c1F)C(=O)Nc1ncnc2[NH]ccc21"                                                                                     
A1BKK InChI            InChI                1.06    "InChI=1S/C16H14BrFN4O2/c1-8(2)24-11-4-3-9(12(17)13(11)18)16(23)22-15-10-5-6-19-14(10)20-7-21-15/h3-8H,1-2H3,(H2,19,20,21,22,23)" 
A1BKK InChIKey         InChI                1.06    UIAIOXKVMBZDSS-UHFFFAOYSA-N                                                                                                       
A1BKK SMILES_CANONICAL CACTVS               3.385   "CC(C)Oc1ccc(C(=O)Nc2ncnc3[nH]ccc23)c(Br)c1F"                                                                                     
A1BKK SMILES           CACTVS               3.385   "CC(C)Oc1ccc(C(=O)Nc2ncnc3[nH]ccc23)c(Br)c1F"                                                                                     
A1BKK SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "CC(C)Oc1ccc(c(c1F)Br)C(=O)Nc2c3cc[nH]c3ncn2"                                                                                     
A1BKK SMILES           "OpenEye OEToolkits" 3.1.0.0 "CC(C)Oc1ccc(c(c1F)Br)C(=O)Nc2c3cc[nH]c3ncn2"                                                                                     
# 
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 
A1BKK "SYSTEMATIC NAME" ACDLabs              14.52   "2-bromo-3-fluoro-4-[(propan-2-yl)oxy]-N-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)benzamide"         
A1BKK "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "2-bromanyl-3-fluoranyl-4-propan-2-yloxy-~{N}-(7~{H}-pyrrolo[2,3-d]pyrimidin-4-yl)benzamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1BKK "Create component" 2024-12-09 RCSB 
A1BKK "Initial release"  2025-08-20 RCSB 
# 
