data_A1IRF
# 
_chem_comp.id                                    A1IRF 
_chem_comp.name                                  "1-(1-methylpiperidin-4-yl)-3-(3-phenoxyphenyl)pyrazolo[3,4-d]pyrimidin-4-amine" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H24 N6 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-10-06 
_chem_comp.pdbx_modified_date                    2025-10-10 
_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                        400.476 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1IRF 
_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        9GZV 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
_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 
A1IRF C10  C1  C 0 1 N N N N N N -14.876 -8.904  -10.906 7.016  -2.929 -0.263 C10  A1IRF 1  
A1IRF C15  C2  C 0 1 Y N N N N N -13.902 -14.763 -16.051 -0.905 0.126  1.337  C15  A1IRF 2  
A1IRF C17  C3  C 0 1 Y N N N N N -16.053 -15.580 -16.900 -3.307 0.036  1.314  C17  A1IRF 3  
A1IRF C20  C4  C 0 1 Y N N N N N -18.859 -16.699 -16.057 -4.062 -1.646 -0.648 C20  A1IRF 4  
A1IRF C21  C5  C 0 1 Y N N N N N -19.933 -17.577 -16.077 -4.472 -2.532 -1.625 C21  A1IRF 5  
A1IRF C22  C6  C 0 1 Y N N N N N -20.589 -17.894 -17.260 -5.704 -2.372 -2.233 C22  A1IRF 6  
A1IRF C24  C7  C 0 1 Y N N N N N -19.080 -16.433 -18.425 -6.122 -0.433 -0.891 C24  A1IRF 7  
A1IRF C26  C8  C 0 1 Y N N N N N -14.200 -17.091 -16.644 -2.092 -0.795 3.212  C26  A1IRF 8  
A1IRF C02  C9  C 0 1 Y N N N N N -10.884 -13.481 -16.885 -0.049 2.908  -0.301 C02  A1IRF 9  
A1IRF C03  C10 C 0 1 Y N N N N N -11.888 -13.137 -15.939 0.669  1.733  -0.023 C03  A1IRF 10 
A1IRF C04  C11 C 0 1 Y N N N N N -11.655 -12.038 -15.139 1.995  1.629  -0.482 C04  A1IRF 11 
A1IRF C06  C12 C 0 1 N N N N N N -12.901 -10.808 -13.308 3.799  -0.114 -0.352 C06  A1IRF 12 
A1IRF C07  C13 C 0 1 N N N N N N -14.156 -10.371 -13.899 4.506  -0.410 0.974  C07  A1IRF 13 
A1IRF C08  C14 C 0 1 N N N N N N -15.050 -9.486  -13.022 5.883  -1.013 0.689  C08  A1IRF 14 
A1IRF C11  C15 C 0 1 N N N N N N -14.325 -10.994 -11.254 5.092  -1.983 -1.387 C11  A1IRF 15 
A1IRF C12  C16 C 0 1 N N N N N N -12.924 -10.966 -11.866 3.691  -1.408 -1.163 C12  A1IRF 16 
A1IRF C14  C17 C 0 1 Y N N N N N -13.173 -13.665 -15.559 0.375  0.483  0.679  C14  A1IRF 17 
A1IRF C16  C18 C 0 1 Y N N N N N -15.230 -14.556 -16.418 -2.115 0.372  0.693  C16  A1IRF 18 
A1IRF C19  C19 C 0 1 Y N N N N N -18.426 -16.133 -17.240 -4.888 -0.595 -0.276 C19  A1IRF 19 
A1IRF C23  C20 C 0 1 Y N N N N N -20.163 -17.308 -18.441 -6.529 -1.325 -1.864 C23  A1IRF 20 
A1IRF C25  C21 C 0 1 Y N N N N N -15.534 -16.869 -17.027 -3.293 -0.544 2.575  C25  A1IRF 21 
A1IRF C27  C22 C 0 1 Y N N N N N -13.391 -16.059 -16.150 -0.900 -0.463 2.601  C27  A1IRF 22 
A1IRF C29  C23 C 0 1 Y N N N N N -9.574  -11.700 -16.188 1.807  3.731  -1.400 C29  A1IRF 23 
A1IRF N01  N1  N 0 1 N N N N N N -11.057 -14.625 -17.750 -1.353 3.060  0.128  N01  A1IRF 24 
A1IRF N05  N2  N 0 1 Y N N N N N -12.732 -11.871 -14.313 2.457  0.410  -0.085 N05  A1IRF 25 
A1IRF N09  N3  N 0 1 N N N N N N -15.115 -9.851  -11.625 5.726  -2.249 -0.089 N09  A1IRF 26 
A1IRF N13  N4  N 0 1 Y N N N N N -13.627 -12.868 -14.599 1.452  -0.263 0.617  N13  A1IRF 27 
A1IRF N28  N5  N 0 1 Y N N N N N -10.484 -11.353 -15.289 2.516  2.649  -1.163 N28  A1IRF 28 
A1IRF N30  N6  N 0 1 Y N N N N N -9.777  -12.754 -16.969 0.561  3.873  -0.983 N30  A1IRF 29 
A1IRF O18  O1  O 0 1 N N N N N N -17.370 -15.204 -17.255 -4.490 0.275  0.689  O18  A1IRF 30 
A1IRF H103 H1  H 0 0 N N N N N N -14.934 -9.218  -9.853  7.681  -2.301 -0.854 H103 A1IRF 31 
A1IRF H101 H2  H 0 0 N N N N N N -13.865 -8.527  -11.120 7.464  -3.115 0.714  H101 A1IRF 32 
A1IRF H102 H3  H 0 0 N N N N N N -15.612 -8.108  -11.092 6.860  -3.878 -0.777 H102 A1IRF 33 
A1IRF H201 H4  H 0 0 N N N N N N -18.367 -16.461 -15.126 -3.102 -1.774 -0.171 H201 A1IRF 34 
A1IRF H211 H5  H 0 0 N N N N N N -20.267 -18.024 -15.152 -3.830 -3.351 -1.915 H211 A1IRF 35 
A1IRF H221 H6  H 0 0 N N N N N N -21.418 -18.586 -17.259 -6.023 -3.066 -2.997 H221 A1IRF 36 
A1IRF H241 H7  H 0 0 N N N N N N -18.745 -15.982 -19.348 -6.766 0.384  -0.603 H241 A1IRF 37 
A1IRF H261 H8  H 0 0 N N N N N N -13.787 -18.085 -16.733 -2.087 -1.246 4.194  H261 A1IRF 38 
A1IRF H061 H9  H 0 0 N N N N N N -12.152 -10.035 -13.535 4.372  0.622  -0.915 H061 A1IRF 39 
A1IRF H072 H10 H 0 0 N N N N N N -13.917 -9.805  -14.812 4.624  0.516  1.538  H072 A1IRF 40 
A1IRF H071 H11 H 0 0 N N N N N N -14.732 -11.270 -14.165 3.911  -1.116 1.554  H071 A1IRF 41 
A1IRF H082 H12 H 0 0 N N N N N N -14.671 -8.455  -13.085 6.481  -0.301 0.121  H082 A1IRF 42 
A1IRF H081 H13 H 0 0 N N N N N N -16.071 -9.527  -13.430 6.383  -1.238 1.631  H081 A1IRF 43 
A1IRF H112 H14 H 0 0 N N N N N N -14.230 -11.016 -10.158 5.017  -2.912 -1.952 H112 A1IRF 44 
A1IRF H111 H15 H 0 0 N N N N N N -14.840 -11.904 -11.596 5.694  -1.266 -1.944 H111 A1IRF 45 
A1IRF H122 H16 H 0 0 N N N N N N -12.371 -10.127 -11.419 3.084  -2.130 -0.617 H122 A1IRF 46 
A1IRF H121 H17 H 0 0 N N N N N N -12.421 -11.912 -11.616 3.227  -1.196 -2.126 H121 A1IRF 47 
A1IRF H161 H18 H 0 0 N N N N N N -15.642 -13.562 -16.327 -2.124 0.825  -0.287 H161 A1IRF 48 
A1IRF H231 H19 H 0 0 N N N N N N -20.669 -17.529 -19.369 -7.489 -1.200 -2.343 H231 A1IRF 49 
A1IRF H251 H20 H 0 0 N N N N N N -16.142 -17.675 -17.410 -4.223 -0.801 3.060  H251 A1IRF 50 
A1IRF H271 H21 H 0 0 N N N N N N -12.375 -16.265 -15.847 0.037  -0.660 3.102  H271 A1IRF 51 
A1IRF H291 H22 H 0 0 N N N N N N -8.666  -11.124 -16.285 2.262  4.538  -1.954 H291 A1IRF 52 
A1IRF H012 H23 H 0 0 N N N N N N -10.256 -14.721 -18.341 -1.892 3.793  -0.207 H012 A1IRF 53 
A1IRF H011 H24 H 0 0 N N N N N N -11.162 -15.450 -17.195 -1.730 2.433  0.765  H011 A1IRF 54 
# 
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 
A1IRF C02 N01  SING N N 1  
A1IRF C03 C02  DOUB Y N 2  
A1IRF C04 C03  SING Y N 3  
A1IRF C07 C06  SING N N 4  
A1IRF C08 C07  SING N N 5  
A1IRF N09 C08  SING N N 6  
A1IRF C10 N09  SING N N 7  
A1IRF C11 N09  SING N N 8  
A1IRF C12 C11  SING N N 9  
A1IRF C06 N05  SING N N 10 
A1IRF N13 N05  SING Y N 11 
A1IRF C14 N13  DOUB Y N 12 
A1IRF C15 C14  SING N N 13 
A1IRF C16 C15  DOUB Y N 14 
A1IRF C17 C16  SING Y N 15 
A1IRF C19 O18  SING N N 16 
A1IRF C20 C19  DOUB Y N 17 
A1IRF C21 C20  SING Y N 18 
A1IRF C22 C21  DOUB Y N 19 
A1IRF C23 C22  SING Y N 20 
A1IRF C24 C23  DOUB Y N 21 
A1IRF O18 C17  SING N N 22 
A1IRF C25 C17  DOUB Y N 23 
A1IRF C26 C25  SING Y N 24 
A1IRF C27 C26  DOUB Y N 25 
A1IRF N05 C04  SING Y N 26 
A1IRF N28 C04  DOUB Y N 27 
A1IRF C29 N28  SING Y N 28 
A1IRF N30 C29  DOUB Y N 29 
A1IRF C02 N30  SING Y N 30 
A1IRF C03 C14  SING Y N 31 
A1IRF C06 C12  SING N N 32 
A1IRF C15 C27  SING Y N 33 
A1IRF C19 C24  SING Y N 34 
A1IRF C10 H103 SING N N 35 
A1IRF C10 H101 SING N N 36 
A1IRF C10 H102 SING N N 37 
A1IRF C20 H201 SING N N 38 
A1IRF C21 H211 SING N N 39 
A1IRF C22 H221 SING N N 40 
A1IRF C24 H241 SING N N 41 
A1IRF C26 H261 SING N N 42 
A1IRF C06 H061 SING N N 43 
A1IRF C07 H072 SING N N 44 
A1IRF C07 H071 SING N N 45 
A1IRF C08 H082 SING N N 46 
A1IRF C08 H081 SING N N 47 
A1IRF C11 H112 SING N N 48 
A1IRF C11 H111 SING N N 49 
A1IRF C12 H122 SING N N 50 
A1IRF C12 H121 SING N N 51 
A1IRF C16 H161 SING N N 52 
A1IRF C23 H231 SING N N 53 
A1IRF C25 H251 SING N N 54 
A1IRF C27 H271 SING N N 55 
A1IRF C29 H291 SING N N 56 
A1IRF N01 H012 SING N N 57 
A1IRF N01 H011 SING N N 58 
# 
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 
A1IRF InChI            InChI                1.06  "InChI=1S/C23H24N6O/c1-28-12-10-17(11-13-28)29-23-20(22(24)25-15-26-23)21(27-29)16-6-5-9-19(14-16)30-18-7-3-2-4-8-18/h2-9,14-15,17H,10-13H2,1H3,(H2,24,25,26)" 
A1IRF InChIKey         InChI                1.06  JWZBPGIFSZRCBO-UHFFFAOYSA-N                                                                                                                                    
A1IRF SMILES_CANONICAL CACTVS               3.385 "CN1CCC(CC1)n2nc(c3cccc(Oc4ccccc4)c3)c5c(N)ncnc25"                                                                                                             
A1IRF SMILES           CACTVS               3.385 "CN1CCC(CC1)n2nc(c3cccc(Oc4ccccc4)c3)c5c(N)ncnc25"                                                                                                             
A1IRF SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CN1CCC(CC1)n2c3c(c(n2)c4cccc(c4)Oc5ccccc5)c(ncn3)N"                                                                                                           
A1IRF SMILES           "OpenEye OEToolkits" 2.0.7 "CN1CCC(CC1)n2c3c(c(n2)c4cccc(c4)Oc5ccccc5)c(ncn3)N"                                                                                                           
# 
_pdbx_chem_comp_identifier.comp_id           A1IRF 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.7 
_pdbx_chem_comp_identifier.identifier        "1-(1-methylpiperidin-4-yl)-3-(3-phenoxyphenyl)pyrazolo[3,4-d]pyrimidin-4-amine" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1IRF "Create component" 2024-10-06 PDBE 
A1IRF "Initial release"  2025-10-15 RCSB 
# 
