data_A1BKQ
# 
_chem_comp.id                                    A1BKQ 
_chem_comp.name                                  "4-{[(1S)-2-bromocyclohex-2-en-1-yl]amino}-7H-pyrrolo[2,3-d]pyrimidine-5-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C13 H14 Br N5 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                        336.187 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1BKQ 
_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        7HPW 
_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 
A1BKQ C3   C1  C  0 1 Y N N N N N -48.366 -28.847 4.399  2.787  0.902  -0.301 C3   A1BKQ 1  
A1BKQ C6   C2  C  0 1 Y N N N N N -46.626 -29.095 5.852  2.876  -1.246 0.509  C6   A1BKQ 2  
A1BKQ C12  C3  C  0 1 N N N N N N -42.743 -29.090 1.210  -3.753 1.751  1.530  C12  A1BKQ 3  
A1BKQ C14  C4  C  0 1 N N N N N N -43.135 -31.525 1.300  -3.540 0.363  -0.521 C14  A1BKQ 4  
A1BKQ C10  C5  C  0 1 N N S N N N -45.120 -30.001 1.304  -1.619 0.577  1.033  C10  A1BKQ 5  
A1BKQ C11  C6  C  0 1 N N N N N N -44.214 -28.831 0.895  -2.234 1.926  1.410  C11  A1BKQ 6  
A1BKQ C13  C7  C  0 1 N N N N N N -42.302 -30.442 0.709  -4.322 1.461  0.139  C13  A1BKQ 7  
A1BKQ C15  C8  C  0 1 N N N N N N -44.394 -31.289 1.612  -2.363 -0.020 -0.138 C15  A1BKQ 8  
A1BKQ C18  C9  C  0 1 Y N N N N N -44.507 -29.637 5.432  1.164  -2.429 1.493  C18  A1BKQ 9  
A1BKQ C2   C10 C  0 1 N N N N N N -49.158 -28.776 3.136  2.317  2.243  -0.674 C2   A1BKQ 10 
A1BKQ C4   C11 C  0 1 Y N N N N N -48.792 -28.620 5.688  4.039  0.393  -0.486 C4   A1BKQ 11 
A1BKQ C7   C12 C  0 1 Y N N N N N -46.963 -29.157 4.494  2.003  -0.158 0.352  C7   A1BKQ 12 
A1BKQ C8   C13 C  0 1 Y N N N N N -45.903 -29.504 3.618  0.683  -0.281 0.803  C8   A1BKQ 13 
A1BKQ N1   N1  N  0 1 N N N N N N -50.474 -28.643 3.245  3.101  3.317  -0.456 N1   A1BKQ 14 
A1BKQ N17  N2  N  0 1 Y N N N N N -44.672 -29.738 4.106  0.312  -1.429 1.364  N17  A1BKQ 15 
A1BKQ N19  N3  N  0 1 Y N N N N N -45.409 -29.325 6.368  2.412  -2.356 1.082  N19  A1BKQ 16 
A1BKQ N5   N4  N  0 1 Y N N N N N -47.748 -28.768 6.563  4.091  -0.876 -0.007 N5   A1BKQ 17 
A1BKQ N9   N5  N  0 1 N N N N N N -46.120 -29.626 2.289  -0.213 0.766  0.669  N9   A1BKQ 18 
A1BKQ O20  O1  O  0 1 N N N N N N -48.582 -28.836 2.040  1.220  2.385  -1.181 O20  A1BKQ 19 
A1BKQ BR16 BR1 BR 0 0 N N N N N N -45.433 -32.657 2.409  -1.526 -1.414 -1.103 BR16 A1BKQ 20 
A1BKQ H12B H1  H  0 0 N N N N N N -42.598 -29.047 2.300  -3.974 0.918  2.197  H12B A1BKQ 21 
A1BKQ H12A H2  H  0 0 N N N N N N -42.132 -28.313 0.728  -4.198 2.664  1.924  H12A A1BKQ 22 
A1BKQ H14  H3  H  0 1 N N N N N N -42.709 -32.502 1.473  -3.985 -0.138 -1.367 H14  A1BKQ 23 
A1BKQ H10  H4  H  0 1 N N N N N N -45.693 -30.225 0.392  -1.684 -0.099 1.885  H10  A1BKQ 24 
A1BKQ H11A H5  H  0 0 N N N N N N -44.537 -27.929 1.436  -2.010 2.661  0.637  H11A A1BKQ 25 
A1BKQ H11B H6  H  0 0 N N N N N N -44.319 -28.666 -0.187 -1.828 2.260  2.365  H11B A1BKQ 26 
A1BKQ H13A H7  H  0 0 N N N N N N -42.400 -30.470 -0.386 -5.365 1.155  0.232  H13A A1BKQ 27 
A1BKQ H13B H8  H  0 0 N N N N N N -41.250 -30.604 0.988  -4.265 2.362  -0.470 H13B A1BKQ 28 
A1BKQ H18  H9  H  0 1 N N N N N N -43.509 -29.835 5.794  0.823  -3.344 1.954  H18  A1BKQ 29 
A1BKQ H4   H10 H  0 1 N N N N N N -49.803 -28.363 5.969  4.864  0.920  -0.943 H4   A1BKQ 30 
A1BKQ H1B  H11 H  0 1 N N N N N N -51.041 -28.587 2.423  3.976  3.205  -0.052 H1B  A1BKQ 31 
A1BKQ H1A  H12 H  0 1 N N N N N N -50.899 -28.599 4.149  2.791  4.203  -0.702 H1A  A1BKQ 32 
A1BKQ H5   H13 H  0 1 N N N N N N -47.798 -28.656 7.555  4.878  -1.442 -0.026 H5   A1BKQ 33 
A1BKQ H9   H14 H  0 1 N N N N N N -46.461 -28.734 1.993  0.091  1.624  0.335  H9   A1BKQ 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 
A1BKQ C13 C12  SING N N 1  
A1BKQ C13 C14  SING N N 2  
A1BKQ C11 C12  SING N N 3  
A1BKQ C11 C10  SING N N 4  
A1BKQ C14 C15  DOUB N N 5  
A1BKQ C10 C15  SING N N 6  
A1BKQ C10 N9   SING N N 7  
A1BKQ C15 BR16 SING N N 8  
A1BKQ O20 C2   DOUB N N 9  
A1BKQ N9  C8   SING N N 10 
A1BKQ C2  N1   SING N N 11 
A1BKQ C2  C3   SING N N 12 
A1BKQ C8  N17  DOUB Y N 13 
A1BKQ C8  C7   SING Y N 14 
A1BKQ N17 C18  SING Y N 15 
A1BKQ C3  C7   SING Y N 16 
A1BKQ C3  C4   DOUB Y N 17 
A1BKQ C7  C6   DOUB Y N 18 
A1BKQ C18 N19  DOUB Y N 19 
A1BKQ C4  N5   SING Y N 20 
A1BKQ C6  N19  SING Y N 21 
A1BKQ C6  N5   SING Y N 22 
A1BKQ C12 H12B SING N N 23 
A1BKQ C12 H12A SING N N 24 
A1BKQ C14 H14  SING N N 25 
A1BKQ C10 H10  SING N N 26 
A1BKQ C11 H11A SING N N 27 
A1BKQ C11 H11B SING N N 28 
A1BKQ C13 H13A SING N N 29 
A1BKQ C13 H13B SING N N 30 
A1BKQ C18 H18  SING N N 31 
A1BKQ C4  H4   SING N N 32 
A1BKQ N1  H1B  SING N N 33 
A1BKQ N1  H1A  SING N N 34 
A1BKQ N5  H5   SING N N 35 
A1BKQ N9  H9   SING N N 36 
# 
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 
A1BKQ SMILES           ACDLabs              14.52   "BrC1=CCCCC1Nc1ncnc2[NH]cc(c21)C(N)=O"                                                                                                    
A1BKQ InChI            InChI                1.06    "InChI=1S/C13H14BrN5O/c14-8-3-1-2-4-9(8)19-13-10-7(11(15)20)5-16-12(10)17-6-18-13/h3,5-6,9H,1-2,4H2,(H2,15,20)(H2,16,17,18,19)/t9-/m0/s1" 
A1BKQ InChIKey         InChI                1.06    OITFOMNCKMCNBF-VIFPVBQESA-N                                                                                                               
A1BKQ SMILES_CANONICAL CACTVS               3.385   "NC(=O)c1c[nH]c2ncnc(N[C@H]3CCCC=C3Br)c12"                                                                                                
A1BKQ SMILES           CACTVS               3.385   "NC(=O)c1c[nH]c2ncnc(N[CH]3CCCC=C3Br)c12"                                                                                                 
A1BKQ SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "c1c(c2c([nH]1)ncnc2N[C@H]3CCCC=C3Br)C(=O)N"                                                                                              
A1BKQ SMILES           "OpenEye OEToolkits" 3.1.0.0 "c1c(c2c([nH]1)ncnc2NC3CCCC=C3Br)C(=O)N"                                                                                                  
# 
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 
A1BKQ "SYSTEMATIC NAME" ACDLabs              14.52   "4-{[(1S)-2-bromocyclohex-2-en-1-yl]amino}-7H-pyrrolo[2,3-d]pyrimidine-5-carboxamide"          
A1BKQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "4-[[(1~{S})-2-bromanylcyclohex-2-en-1-yl]amino]-7~{H}-pyrrolo[2,3-d]pyrimidine-5-carboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1BKQ "Create component" 2024-12-09 RCSB 
A1BKQ "Initial release"  2025-08-20 RCSB 
# 
