data_A1BJ9
# 
_chem_comp.id                                    A1BJ9 
_chem_comp.name                                  "4-{[(2-fluoro-5-hydroxyphenyl)methyl]amino}-7H-pyrrolo[2,3-d]pyrimidine-5-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H12 F 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                        301.276 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1BJ9 
_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        7HQA 
_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 
A1BJ9 N2  N1  N 0 1 Y N N N N N -47.828 -28.407 6.450  -4.597 0.424  0.257  N2  A1BJ9 1  
A1BJ9 C3  C1  C 0 1 Y N N N N N -48.658 -28.313 5.384  -3.903 1.590  0.240  C3  A1BJ9 2  
A1BJ9 C6  C2  C 0 1 Y N N N N N -45.502 -29.936 4.244  -1.365 -1.036 0.053  C6  A1BJ9 3  
A1BJ9 C9  C3  C 0 1 Y N N N N N -43.589 -31.881 0.190  3.140  -0.619 1.064  C9  A1BJ9 4  
A1BJ9 C12 C4  C 0 1 Y N N N N N -45.579 -33.822 0.149  3.977  0.408  -1.368 C12 A1BJ9 5  
A1BJ9 C14 C5  C 0 1 Y N N N N N -46.717 -29.303 4.679  -2.436 -0.138 0.125  C14 A1BJ9 6  
A1BJ9 C1  C6  C 0 1 N N N N N N -48.745 -28.860 2.970  -1.476 2.311  0.116  C1  A1BJ9 7  
A1BJ9 C10 C7  C 0 1 Y N N N N N -43.798 -32.668 -0.935 4.344  0.063  0.975  C10 A1BJ9 8  
A1BJ9 C11 C8  C 0 1 Y N N N N N -44.790 -33.648 -0.980 4.762  0.576  -0.243 C11 A1BJ9 9  
A1BJ9 C13 C9  C 0 1 Y N N N N N -45.348 -33.013 1.274  2.773  -0.269 -1.278 C13 A1BJ9 10 
A1BJ9 C2  C10 C 0 1 Y N N N N N -48.040 -28.852 4.260  -2.567 1.327  0.160  C2  A1BJ9 11 
A1BJ9 C4  C11 C 0 1 Y N N N N N -46.654 -28.998 6.073  -3.743 -0.646 0.195  C4  A1BJ9 12 
A1BJ9 C5  C12 C 0 1 Y N N N N N -44.573 -29.812 6.393  -2.878 -2.777 0.105  C5  A1BJ9 13 
A1BJ9 C7  C13 C 0 1 N N N N N N -44.147 -31.183 2.561  1.052  -1.533 0.031  C7  A1BJ9 14 
A1BJ9 C8  C14 C 0 1 Y N N N N N -44.356 -32.024 1.339  2.358  -0.786 -0.063 C8  A1BJ9 15 
A1BJ9 F1  F1  F 0 1 N N N N N N -46.137 -33.223 2.337  2.001  -0.423 -2.376 F1  A1BJ9 16 
A1BJ9 N1  N2  N 0 1 N N N N N N -50.148 -28.644 2.855  -1.644 3.476  -0.541 N1  A1BJ9 17 
A1BJ9 N3  N3  N 0 1 Y N N N N N -45.636 -29.220 6.933  -3.912 -1.967 0.182  N3  A1BJ9 18 
A1BJ9 N4  N4  N 0 1 Y N N N N N -44.446 -30.176 5.099  -1.634 -2.340 0.038  N4  A1BJ9 19 
A1BJ9 N5  N5  N 0 1 N N N N N N -45.268 -30.340 2.946  -0.060 -0.581 -0.017 N5  A1BJ9 20 
A1BJ9 O1  O1  O 0 1 N N N N N N -48.102 -29.062 1.938  -0.421 2.075  0.674  O1  A1BJ9 21 
A1BJ9 O2  O2  O 0 1 N N N N N N -42.992 -32.462 -2.026 5.115  0.229  2.083  O2  A1BJ9 22 
A1BJ9 H4  H1  H 0 1 N N N N N N -48.042 -28.091 7.375  -5.564 0.357  0.310  H4  A1BJ9 23 
A1BJ9 H3  H2  H 0 1 N N N N N N -49.649 -27.885 5.403  -4.341 2.576  0.282  H3  A1BJ9 24 
A1BJ9 H9  H3  H 0 1 N N N N N N -42.807 -31.136 0.171  2.816  -1.023 2.011  H9  A1BJ9 25 
A1BJ9 H12 H4  H 0 1 N N N N N N -46.359 -34.569 0.162  4.300  0.812  -2.317 H12 A1BJ9 26 
A1BJ9 H11 H5  H 0 1 N N N N N N -44.939 -34.251 -1.863 5.700  1.107  -0.313 H11 A1BJ9 27 
A1BJ9 H5  H6  H 0 1 N N N N N N -43.739 -30.019 7.047  -3.053 -3.842 0.097  H5  A1BJ9 28 
A1BJ9 H7  H7  H 0 1 N N N N N N -43.927 -31.857 3.402  0.971  -2.229 -0.804 H7  A1BJ9 29 
A1BJ9 H8  H8  H 0 1 N N N N N N -43.281 -30.530 2.378  1.016  -2.086 0.970  H8  A1BJ9 30 
A1BJ9 H1  H9  H 0 1 N N N N N N -50.584 -28.659 1.955  -2.486 3.664  -0.985 H1  A1BJ9 31 
A1BJ9 H2  H10 H 0 1 N N N N N N -50.697 -28.477 3.674  -0.924 4.125  -0.570 H2  A1BJ9 32 
A1BJ9 H6  H11 H 0 1 N N N N N N -45.176 -29.501 2.410  0.118  0.369  -0.098 H6  A1BJ9 33 
A1BJ9 H10 H12 H 0 1 N N N N N N -42.373 -31.766 -1.836 5.755  -0.482 2.227  H10 A1BJ9 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 
A1BJ9 O2  C10 SING N N 1  
A1BJ9 C11 C10 DOUB Y N 2  
A1BJ9 C11 C12 SING Y N 3  
A1BJ9 C10 C9  SING Y N 4  
A1BJ9 C12 C13 DOUB Y N 5  
A1BJ9 C9  C8  DOUB Y N 6  
A1BJ9 C13 C8  SING Y N 7  
A1BJ9 C13 F1  SING N N 8  
A1BJ9 C8  C7  SING N N 9  
A1BJ9 O1  C1  DOUB N N 10 
A1BJ9 C7  N5  SING N N 11 
A1BJ9 N1  C1  SING N N 12 
A1BJ9 N5  C6  SING N N 13 
A1BJ9 C1  C2  SING N N 14 
A1BJ9 C6  C14 DOUB Y N 15 
A1BJ9 C6  N4  SING Y N 16 
A1BJ9 C2  C14 SING Y N 17 
A1BJ9 C2  C3  DOUB Y N 18 
A1BJ9 C14 C4  SING Y N 19 
A1BJ9 N4  C5  DOUB Y N 20 
A1BJ9 C3  N2  SING Y N 21 
A1BJ9 C4  N2  SING Y N 22 
A1BJ9 C4  N3  DOUB Y N 23 
A1BJ9 C5  N3  SING Y N 24 
A1BJ9 N2  H4  SING N N 25 
A1BJ9 C3  H3  SING N N 26 
A1BJ9 C9  H9  SING N N 27 
A1BJ9 C12 H12 SING N N 28 
A1BJ9 C11 H11 SING N N 29 
A1BJ9 C5  H5  SING N N 30 
A1BJ9 C7  H7  SING N N 31 
A1BJ9 C7  H8  SING N N 32 
A1BJ9 N1  H1  SING N N 33 
A1BJ9 N1  H2  SING N N 34 
A1BJ9 N5  H6  SING N N 35 
A1BJ9 O2  H10 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 
A1BJ9 SMILES           ACDLabs              14.52   "Oc1cc(CNc2ncnc3[NH]cc(c32)C(N)=O)c(F)cc1"                                                                                            
A1BJ9 InChI            InChI                1.06    "InChI=1S/C14H12FN5O2/c15-10-2-1-8(21)3-7(10)4-17-13-11-9(12(16)22)5-18-14(11)20-6-19-13/h1-3,5-6,21H,4H2,(H2,16,22)(H2,17,18,19,20)" 
A1BJ9 InChIKey         InChI                1.06    NRACIMLGUBCGPE-UHFFFAOYSA-N                                                                                                           
A1BJ9 SMILES_CANONICAL CACTVS               3.385   "NC(=O)c1c[nH]c2ncnc(NCc3cc(O)ccc3F)c12"                                                                                              
A1BJ9 SMILES           CACTVS               3.385   "NC(=O)c1c[nH]c2ncnc(NCc3cc(O)ccc3F)c12"                                                                                              
A1BJ9 SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "c1cc(c(cc1O)CNc2c3c(c[nH]c3ncn2)C(=O)N)F"                                                                                            
A1BJ9 SMILES           "OpenEye OEToolkits" 3.1.0.0 "c1cc(c(cc1O)CNc2c3c(c[nH]c3ncn2)C(=O)N)F"                                                                                            
# 
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 
A1BJ9 "SYSTEMATIC NAME" ACDLabs              14.52   "4-{[(2-fluoro-5-hydroxyphenyl)methyl]amino}-7H-pyrrolo[2,3-d]pyrimidine-5-carboxamide"       
A1BJ9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "4-[(2-fluoranyl-5-oxidanyl-phenyl)methylamino]-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 
A1BJ9 "Create component" 2024-12-09 RCSB 
A1BJ9 "Initial release"  2025-08-20 RCSB 
# 
