data_A1A69
# 
_chem_comp.id                                    A1A69 
_chem_comp.name                                  "(2R)-3-methyl-2-{[(6P)-6-(1H-pyrazol-3-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]amino}butan-1-ol" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H18 N6 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-09-17 
_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                        286.332 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1A69 
_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        7HI6 
_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 
A1A69 N2  N1  N 0 1 Y N N N N N -43.941 -29.930 5.274  -1.787 -1.746 0.422  N2  A1A69 1  
A1A69 C3  C1  C 0 1 N N N N N N -42.144 -31.007 0.662  -3.457 -0.880 -1.522 C3  A1A69 2  
A1A69 C6  C2  C 0 1 Y N N N N N -45.078 -30.020 4.512  -1.156 -0.579 0.340  C6  A1A69 3  
A1A69 C9  C3  C 0 1 Y N N N N N -46.334 -29.784 5.104  0.244  -0.585 0.224  C9  A1A69 4  
A1A69 C12 C4  C 0 1 Y N N N N N -49.892 -29.341 6.094  3.784  0.452  -0.095 C12 A1A69 5  
A1A69 C14 C5  C 0 1 Y N N N N N -50.548 -29.484 7.359  5.030  -0.202 -0.181 C14 A1A69 6  
A1A69 C1  C6  C 0 1 N N N N N N -43.282 -28.885 1.317  -5.469 0.395  -0.770 C1  A1A69 7  
A1A69 C10 C7  C 0 1 Y N N N N N -47.709 -29.777 4.768  1.273  0.443  0.113  C10 A1A69 8  
A1A69 C11 C8  C 0 1 Y N N N N N -48.470 -29.460 5.867  2.464  -0.203 0.032  C11 A1A69 9  
A1A69 C13 C9  C 0 1 Y N N N N N -51.914 -29.354 7.140  5.988  0.744  -0.285 C13 A1A69 10 
A1A69 C2  C10 C 0 1 N N N N N N -43.448 -30.409 1.213  -3.945 0.428  -0.898 C2  A1A69 11 
A1A69 C4  C11 C 0 1 N N R N N N -43.817 -31.027 2.609  -3.320 0.597  0.488  C4  A1A69 12 
A1A69 C5  C12 C 0 1 N N N N N N -44.117 -32.561 2.462  -3.794 1.914  1.105  C5  A1A69 13 
A1A69 C7  C13 C 0 1 Y N N N N N -44.080 -29.593 6.582  -1.119 -2.885 0.396  C7  A1A69 14 
A1A69 C8  C14 C 0 1 Y N N N N N -46.295 -29.465 6.478  0.914  -1.824 0.201  C8  A1A69 15 
A1A69 N1  N2  N 0 1 N N N N N N -44.952 -30.347 3.190  -1.860 0.612  0.367  N1  A1A69 16 
A1A69 N3  N3  N 0 1 Y N N N N N -45.200 -29.358 7.262  0.191  -2.939 0.289  N3  A1A69 17 
A1A69 N4  N4  N 0 1 Y N N N N N -50.835 -29.162 5.123  4.004  1.751  -0.141 N4  A1A69 18 
A1A69 N5  N5  N 0 1 Y N N N N N -52.041 -29.164 5.768  5.385  1.953  -0.266 N5  A1A69 19 
A1A69 N6  N6  N 0 1 Y N N N N N -47.588 -29.261 6.956  2.252  -1.564 0.084  N6  A1A69 20 
A1A69 O1  O1  O 0 1 N N N N N N -44.677 -33.029 3.667  -3.503 2.990  0.211  O1  A1A69 21 
A1A69 H7  H1  H 0 1 N N N N N N -42.246 -32.099 0.581  -3.749 -1.717 -0.888 H7  A1A69 22 
A1A69 H6  H2  H 0 1 N N N N N N -41.938 -30.584 -0.332 -3.902 -1.000 -2.510 H6  A1A69 23 
A1A69 H8  H3  H 0 1 N N N N N N -41.314 -30.766 1.342  -2.371 -0.857 -1.614 H8  A1A69 24 
A1A69 H17 H4  H 0 1 N N N N N N -50.068 -29.661 8.310  5.190  -1.270 -0.166 H17 A1A69 25 
A1A69 H2  H5  H 0 1 N N N N N N -44.208 -28.441 1.710  -5.756 -0.373 -0.051 H2  A1A69 26 
A1A69 H4  H6  H 0 1 N N N N N N -42.447 -28.653 1.995  -5.826 1.366  -0.426 H4  A1A69 27 
A1A69 H3  H7  H 0 1 N N N N N N -43.071 -28.470 0.320  -5.910 0.168  -1.740 H3  A1A69 28 
A1A69 H14 H8  H 0 1 N N N N N N -48.104 -29.991 3.786  1.118  1.511  0.099  H14 A1A69 29 
A1A69 H16 H9  H 0 1 N N N N N N -52.705 -29.392 7.875  7.050  0.567  -0.367 H16 A1A69 30 
A1A69 H5  H10 H 0 1 N N N N N N -44.264 -30.630 0.509  -3.652 1.265  -1.533 H5  A1A69 31 
A1A69 H1  H11 H 0 1 N N N N N N -42.944 -30.915 3.269  -3.623 -0.233 1.127  H1  A1A69 32 
A1A69 H10 H12 H 0 1 N N N N N N -44.826 -32.722 1.637  -4.869 1.867  1.280  H10 A1A69 33 
A1A69 H9  H13 H 0 1 N N N N N N -43.183 -33.103 2.253  -3.278 2.078  2.051  H9  A1A69 34 
A1A69 H13 H14 H 0 1 N N N N N N -43.162 -29.504 7.144  -1.671 -3.811 0.465  H13 A1A69 35 
A1A69 H12 H15 H 0 1 N N N N N N -45.028 -29.483 2.693  -1.387 1.456  0.306  H12 A1A69 36 
A1A69 H15 H16 H 0 1 N N N N N N -52.918 -29.042 5.304  5.831  2.812  -0.323 H15 A1A69 37 
A1A69 H18 H17 H 0 1 N N N N N N -47.844 -29.020 7.892  2.949  -2.237 0.043  H18 A1A69 38 
A1A69 H11 H18 H 0 1 N N N N N N -44.863 -33.957 3.591  -3.777 3.858  0.538  H11 A1A69 39 
# 
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 
A1A69 C3  C2  SING N N 1  
A1A69 C2  C1  SING N N 2  
A1A69 C2  C4  SING N N 3  
A1A69 C5  C4  SING N N 4  
A1A69 C5  O1  SING N N 5  
A1A69 C4  N1  SING N N 6  
A1A69 N1  C6  SING N N 7  
A1A69 C6  C9  DOUB Y N 8  
A1A69 C6  N2  SING Y N 9  
A1A69 C10 C9  SING Y N 10 
A1A69 C10 C11 DOUB Y N 11 
A1A69 C9  C8  SING Y N 12 
A1A69 N4  N5  SING Y N 13 
A1A69 N4  C12 DOUB Y N 14 
A1A69 N2  C7  DOUB Y N 15 
A1A69 N5  C13 SING Y N 16 
A1A69 C11 C12 SING N N 17 
A1A69 C11 N6  SING Y N 18 
A1A69 C12 C14 SING Y N 19 
A1A69 C8  N6  SING Y N 20 
A1A69 C8  N3  DOUB Y N 21 
A1A69 C7  N3  SING Y N 22 
A1A69 C13 C14 DOUB Y N 23 
A1A69 C3  H7  SING N N 24 
A1A69 C3  H6  SING N N 25 
A1A69 C3  H8  SING N N 26 
A1A69 C14 H17 SING N N 27 
A1A69 C1  H2  SING N N 28 
A1A69 C1  H4  SING N N 29 
A1A69 C1  H3  SING N N 30 
A1A69 C10 H14 SING N N 31 
A1A69 C13 H16 SING N N 32 
A1A69 C2  H5  SING N N 33 
A1A69 C4  H1  SING N N 34 
A1A69 C5  H10 SING N N 35 
A1A69 C5  H9  SING N N 36 
A1A69 C7  H13 SING N N 37 
A1A69 N1  H12 SING N N 38 
A1A69 N5  H15 SING N N 39 
A1A69 N6  H18 SING N N 40 
A1A69 O1  H11 SING N N 41 
# 
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 
A1A69 SMILES           ACDLabs              14.52   "CC(C)C(CO)Nc1ncnc2[NH]c(cc21)c1cc[NH]n1"                                                                                                          
A1A69 InChI            InChI                1.06    "InChI=1S/C14H18N6O/c1-8(2)12(6-21)19-14-9-5-11(10-3-4-17-20-10)18-13(9)15-7-16-14/h3-5,7-8,12,21H,6H2,1-2H3,(H,17,20)(H2,15,16,18,19)/t12-/m0/s1" 
A1A69 InChIKey         InChI                1.06    ABLNMYNYJBMAKP-LBPRGKRZSA-N                                                                                                                        
A1A69 SMILES_CANONICAL CACTVS               3.385   "CC(C)[C@H](CO)Nc1ncnc2[nH]c(cc12)c3cc[nH]n3"                                                                                                      
A1A69 SMILES           CACTVS               3.385   "CC(C)[CH](CO)Nc1ncnc2[nH]c(cc12)c3cc[nH]n3"                                                                                                       
A1A69 SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "CC(C)[C@H](CO)Nc1c2cc([nH]c2ncn1)c3cc[nH]n3"                                                                                                      
A1A69 SMILES           "OpenEye OEToolkits" 3.1.0.0 "CC(C)C(CO)Nc1c2cc([nH]c2ncn1)c3cc[nH]n3"                                                                                                          
# 
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 
A1A69 "SYSTEMATIC NAME" ACDLabs              14.52   "(2R)-3-methyl-2-{[(6P)-6-(1H-pyrazol-3-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]amino}butan-1-ol"     
A1A69 "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "(2~{R})-3-methyl-2-[[6-(1~{H}-pyrazol-3-yl)-7~{H}-pyrrolo[2,3-d]pyrimidin-4-yl]amino]butan-1-ol" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1A69 "Create component" 2024-09-17 RCSB 
A1A69 "Initial release"  2025-08-20 RCSB 
# 
