data_A1BKM
# 
_chem_comp.id                                    A1BKM 
_chem_comp.name                                  "4-bromo-N-(5,6-dimethyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)pent-4-enamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C13 H15 Br N4 O" 
_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                        323.188 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1BKM 
_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        7HQ1 
_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 
A1BKM C6   C1  C  0 1 Y N N N N N -43.821 -29.686 6.345  -3.195 2.645  0.372  C6   A1BKM 1  
A1BKM C12  C2  C  0 1 N N N N N N -43.721 -31.481 0.953  1.595  -0.047 -0.547 C12  A1BKM 2  
A1BKM C14  C3  C  0 1 N N N N N N -45.611 -33.140 0.605  4.049  0.216  -0.794 C14  A1BKM 3  
A1BKM C17  C4  C  0 1 Y N N N N N -45.869 -29.477 4.655  -3.272 -0.007 0.014  C17  A1BKM 4  
A1BKM C19  C5  C  0 1 N N N N N N -47.536 -29.322 2.643  -2.773 -2.583 -0.377 C19  A1BKM 5  
A1BKM C1   C6  C  0 1 N N N N N N -49.481 -28.698 5.187  -5.860 -2.682 -0.036 C1   A1BKM 6  
A1BKM C10  C7  C  0 1 N N N N N N -43.839 -31.322 2.448  0.302  0.687  -0.304 C10  A1BKM 7  
A1BKM C13  C8  C  0 1 N N N N N N -44.140 -32.866 0.483  2.755  0.950  -0.550 C13  A1BKM 8  
A1BKM C15  C9  C  0 1 N N N N N N -46.492 -32.549 1.382  4.533  0.127  -2.009 C15  A1BKM 9  
A1BKM C18  C10 C  0 1 Y N N N N N -47.183 -29.276 4.101  -3.678 -1.405 -0.121 C18  A1BKM 10 
A1BKM C2   C11 C  0 1 Y N N N N N -48.013 -28.982 5.161  -5.012 -1.438 0.028  C2   A1BKM 11 
A1BKM C4   C12 C  0 1 Y N N N N N -45.984 -29.287 6.030  -4.453 0.724  0.245  C4   A1BKM 12 
A1BKM C8   C13 C  0 1 Y N N N N N -44.580 -29.809 4.183  -2.053 0.683  -0.036 C8   A1BKM 13 
A1BKM N3   N1  N  0 1 Y N N N N N -47.288 -28.988 6.332  -5.488 -0.171 0.247  N3   A1BKM 14 
A1BKM N5   N2  N  0 1 Y N N N N N -44.986 -29.374 6.920  -4.363 2.041  0.417  N5   A1BKM 15 
A1BKM N7   N3  N  0 1 Y N N N N N -43.556 -29.902 5.051  -2.064 1.998  0.154  N7   A1BKM 16 
A1BKM N9   N4  N  0 1 N N N N N N -44.354 -30.138 2.847  -0.861 0.006  -0.260 N9   A1BKM 17 
A1BKM O11  O1  O  0 1 N N N N N N -43.484 -32.206 3.222  0.307  1.889  -0.148 O11  A1BKM 18 
A1BKM BR16 BR1 BR 0 0 N N N N N N -46.208 -34.523 -0.575 4.972  -0.576 0.654  BR16 A1BKM 19 
A1BKM H6   H1  H  0 1 N N N N N N -42.979 -29.776 7.015  -3.159 3.715  0.516  H6   A1BKM 20 
A1BKM H12B H2  H  0 0 N N N N N N -42.674 -31.310 0.661  1.750  -0.782 0.243  H12B A1BKM 21 
A1BKM H12A H3  H  0 0 N N N N N N -44.364 -30.733 0.466  1.549  -0.554 -1.511 H12A A1BKM 22 
A1BKM H19C H4  H  0 0 N N N N N N -47.836 -30.344 2.370  -2.439 -2.998 0.574  H19C A1BKM 23 
A1BKM H19B H5  H  0 0 N N N N N N -48.368 -28.631 2.445  -3.317 -3.345 -0.935 H19B A1BKM 24 
A1BKM H19A H6  H  0 0 N N N N N N -46.662 -29.024 2.045  -1.908 -2.257 -0.955 H19A A1BKM 25 
A1BKM H1B  H7  H  0 1 N N N N N N -50.035 -29.640 5.314  -5.949 -3.114 0.961  H1B  A1BKM 26 
A1BKM H1C  H8  H  0 1 N N N N N N -49.709 -28.023 6.025  -6.852 -2.427 -0.411 H1C  A1BKM 27 
A1BKM H1A  H9  H  0 1 N N N N N N -49.779 -28.222 4.241  -5.394 -3.406 -0.706 H1A  A1BKM 28 
A1BKM H13B H10 H  0 0 N N N N N N -43.599 -33.612 1.084  2.600  1.685  -1.340 H13B A1BKM 29 
A1BKM H13A H11 H  0 0 N N N N N N -43.856 -32.972 -0.575 2.800  1.457  0.414  H13A A1BKM 30 
A1BKM H15A H12 H  0 0 N N N N N N -46.181 -31.754 2.043  4.006  0.580  -2.835 H15A A1BKM 31 
A1BKM H15B H13 H  0 0 N N N N N N -47.526 -32.859 1.359  5.460  -0.399 -2.183 H15B A1BKM 32 
A1BKM H3   H14 H  0 1 N N N N N N -47.650 -28.806 7.246  -6.420 0.057  0.384  H3   A1BKM 33 
A1BKM H9   H15 H  0 1 N N N N N N -44.585 -29.462 2.147  -0.865 -0.956 -0.384 H9   A1BKM 34 
# 
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 
A1BKM BR16 C14  SING N N 1  
A1BKM C13  C14  SING N N 2  
A1BKM C13  C12  SING N N 3  
A1BKM C14  C15  DOUB N N 4  
A1BKM C12  C10  SING N N 5  
A1BKM C10  N9   SING N N 6  
A1BKM C10  O11  DOUB N N 7  
A1BKM C19  C18  SING N N 8  
A1BKM N9   C8   SING N N 9  
A1BKM C18  C17  SING Y N 10 
A1BKM C18  C2   DOUB Y N 11 
A1BKM C8   C17  DOUB Y N 12 
A1BKM C8   N7   SING Y N 13 
A1BKM C17  C4   SING Y N 14 
A1BKM N7   C6   DOUB Y N 15 
A1BKM C2   C1   SING N N 16 
A1BKM C2   N3   SING Y N 17 
A1BKM C4   N3   SING Y N 18 
A1BKM C4   N5   DOUB Y N 19 
A1BKM C6   N5   SING Y N 20 
A1BKM C6   H6   SING N N 21 
A1BKM C12  H12B SING N N 22 
A1BKM C12  H12A SING N N 23 
A1BKM C19  H19C SING N N 24 
A1BKM C19  H19B SING N N 25 
A1BKM C19  H19A SING N N 26 
A1BKM C1   H1B  SING N N 27 
A1BKM C1   H1C  SING N N 28 
A1BKM C1   H1A  SING N N 29 
A1BKM C13  H13B SING N N 30 
A1BKM C13  H13A SING N N 31 
A1BKM C15  H15A SING N N 32 
A1BKM C15  H15B SING N N 33 
A1BKM N3   H3   SING N N 34 
A1BKM N9   H9   SING N N 35 
# 
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 
A1BKM SMILES           ACDLabs              14.52   "BrC(=C)CCC(=O)Nc1ncnc2[NH]c(C)c(C)c21"                                                                             
A1BKM InChI            InChI                1.06    "InChI=1S/C13H15BrN4O/c1-7(14)4-5-10(19)18-13-11-8(2)9(3)17-12(11)15-6-16-13/h6H,1,4-5H2,2-3H3,(H2,15,16,17,18,19)" 
A1BKM InChIKey         InChI                1.06    SLNZZAQTYIIJNS-UHFFFAOYSA-N                                                                                         
A1BKM SMILES_CANONICAL CACTVS               3.385   "Cc1[nH]c2ncnc(NC(=O)CCC(Br)=C)c2c1C"                                                                               
A1BKM SMILES           CACTVS               3.385   "Cc1[nH]c2ncnc(NC(=O)CCC(Br)=C)c2c1C"                                                                               
A1BKM SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "Cc1c([nH]c2c1c(ncn2)NC(=O)CCC(=C)Br)C"                                                                             
A1BKM SMILES           "OpenEye OEToolkits" 3.1.0.0 "Cc1c([nH]c2c1c(ncn2)NC(=O)CCC(=C)Br)C"                                                                             
# 
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 
A1BKM "SYSTEMATIC NAME" ACDLabs              14.52   "4-bromo-N-(5,6-dimethyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)pent-4-enamide"          
A1BKM "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "4-bromanyl-~{N}-(5,6-dimethyl-7~{H}-pyrrolo[2,3-d]pyrimidin-4-yl)pent-4-enamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1BKM "Create component" 2024-12-09 RCSB 
A1BKM "Initial release"  2025-08-20 RCSB 
# 
