data_A1BKW
# 
_chem_comp.id                                    A1BKW 
_chem_comp.name                                  "3-(4-phenoxyphenyl)-1-[(3S)-piperidin-3-yl]-1H-pyrazolo[3,4-d]pyrimidin-4-amine" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H22 N6 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-12-10 
_chem_comp.pdbx_modified_date                    2025-08-08 
_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                        386.450 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1BKW 
_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        9ME2 
_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 
A1BKW C4   C1  C 0 1 Y N N N N N 36.468 -29.063 -1.626 -1.401 -1.183 0.361  C4   A1BKW 1  
A1BKW C5   C2  C 0 1 Y N N N N N 36.611 -29.789 -2.793 -0.547 -0.449 -0.461 C5   A1BKW 2  
A1BKW C6   C3  C 0 1 Y N N N N N 36.747 -31.165 -2.746 -1.072 0.308  -1.508 C6   A1BKW 3  
A1BKW C7   C4  C 0 1 Y N N N N N 36.758 -31.818 -1.529 -2.434 0.328  -1.727 C7   A1BKW 4  
A1BKW C8   C5  C 0 1 Y N N N N N 36.587 -29.091 -4.145 0.916  -0.474 -0.223 C8   A1BKW 5  
A1BKW C10  C6  C 0 1 Y N N N N N 35.832 -28.287 -6.097 3.050  -1.203 0.223  C10  A1BKW 6  
A1BKW N12  N1  N 0 1 Y N N N N N 37.580 -28.506 -4.795 1.722  0.561  -0.236 N12  A1BKW 7  
A1BKW C13  C7  C 0 1 Y N N N N N 34.084 -29.329 -4.927 1.463  -3.026 0.228  C13  A1BKW 8  
A1BKW C15  C8  C 0 1 Y N N N N N 33.822 -28.352 -6.955 3.709  -3.368 0.638  C15  A1BKW 9  
A1BKW C20  C9  C 0 1 Y N N N N N 33.523 -30.547 2.346  -7.560 1.102  0.421  C20  A1BKW 10 
A1BKW C21  C10 C 0 1 Y N N N N N 33.911 -30.389 3.663  -6.969 1.890  1.390  C21  A1BKW 11 
A1BKW C22  C11 C 0 1 Y N N N N N 35.204 -30.693 4.050  -5.592 1.923  1.514  C22  A1BKW 12 
A1BKW C24  C12 C 0 1 N N S N N N 37.859 -27.350 -6.911 4.201  1.026  0.095  C24  A1BKW 13 
A1BKW C26  C13 C 0 1 N N N N N N 38.794 -25.051 -7.443 5.573  2.693  -1.158 C26  A1BKW 14 
A1BKW C18  C14 C 0 1 Y N N N N N 35.720 -31.322 1.789  -5.395 0.365  -0.298 C18  A1BKW 15 
A1BKW C19  C15 C 0 1 Y N N N N N 34.421 -31.021 1.411  -6.776 0.339  -0.423 C19  A1BKW 16 
A1BKW C2   C16 C 0 1 Y N N N N N 36.620 -31.100 -0.358 -3.281 -0.403 -0.905 C2   A1BKW 17 
A1BKW C23  C17 C 0 1 Y N N N N N 36.116 -31.164 3.113  -4.803 1.166  0.669  C23  A1BKW 18 
A1BKW C25  C18 C 0 1 N N N N N N 37.916 -25.873 -6.508 4.385  1.731  -1.252 C25  A1BKW 19 
A1BKW C27  C19 C 0 1 N N N N N N 40.146 -25.713 -7.707 5.324  3.694  -0.027 C27  A1BKW 20 
A1BKW C29  C20 C 0 1 N N N N N N 39.287 -27.881 -7.015 3.992  2.076  1.190  C29  A1BKW 21 
A1BKW C3   C21 C 0 1 Y N N N N N 36.484 -29.719 -0.407 -2.761 -1.163 0.134  C3   A1BKW 22 
A1BKW C9   C22 C 0 1 Y N N N N N 35.404 -28.979 -4.956 1.725  -1.655 0.075  C9   A1BKW 23 
A1BKW N11  N2  N 0 1 Y N N N N N 37.077 -28.065 -5.918 3.032  0.147  0.032  N11  A1BKW 24 
A1BKW N14  N3  N 0 1 Y N N N N N 33.296 -29.012 -5.930 2.480  -3.836 0.507  N14  A1BKW 25 
A1BKW N16  N4  N 0 1 Y N N N N N 35.078 -27.948 -7.129 4.002  -2.094 0.501  N16  A1BKW 26 
A1BKW N17  N5  N 0 1 N N N N N N 33.566 -30.046 -3.779 0.180  -3.521 0.093  N17  A1BKW 27 
A1BKW N28  N6  N 0 1 N N N N N N 40.023 -27.125 -8.016 5.155  2.971  1.240  N28  A1BKW 28 
A1BKW O1   O1  O 0 1 N N N N N N 36.646 -31.804 0.855  -4.622 -0.385 -1.126 O1   A1BKW 29 
A1BKW H4   H1  H 0 1 N N N N N N 36.345 -27.991 -1.665 -0.997 -1.770 1.173  H4   A1BKW 30 
A1BKW H6   H2  H 0 1 N N N N N N 36.845 -31.729 -3.662 -0.413 0.877  -2.147 H6   A1BKW 31 
A1BKW H7   H3  H 0 1 N N N N N N 36.875 -32.891 -1.493 -2.841 0.914  -2.537 H7   A1BKW 32 
A1BKW H15  H4  H 0 1 N N N N N N 33.138 -28.110 -7.755 4.506  -4.062 0.862  H15  A1BKW 33 
A1BKW H20  H5  H 0 1 N N N N N N 32.515 -30.299 2.048  -8.635 1.079  0.326  H20  A1BKW 34 
A1BKW H21  H6  H 0 1 N N N N N N 33.202 -30.027 4.393  -7.583 2.483  2.052  H21  A1BKW 35 
A1BKW H22  H7  H 0 1 N N N N N N 35.504 -30.564 5.079  -5.132 2.540  2.272  H22  A1BKW 36 
A1BKW H24  H8  H 0 1 N N N N N N 37.377 -27.431 -7.896 5.089  0.436  0.322  H24  A1BKW 37 
A1BKW H26A H9  H 0 0 N N N N N N 38.269 -24.926 -8.401 6.482  2.129  -0.951 H26A A1BKW 38 
A1BKW H26B H10 H 0 0 N N N N N N 38.967 -24.064 -6.988 5.683  3.229  -2.100 H26B A1BKW 39 
A1BKW H19  H11 H 0 1 N N N N N N 34.112 -31.157 0.385  -7.239 -0.284 -1.174 H19  A1BKW 40 
A1BKW H23  H12 H 0 1 N N N N N N 37.126 -31.406 3.411  -3.728 1.191  0.766  H23  A1BKW 41 
A1BKW H25A H13 H 0 0 N N N N N N 36.896 -25.461 -6.528 4.577  0.989  -2.027 H25A A1BKW 42 
A1BKW H25B H14 H 0 0 N N N N N N 38.321 -25.800 -5.488 3.482  2.290  -1.497 H25B A1BKW 43 
A1BKW H27A H15 H 0 0 N N N N N N 40.627 -25.207 -8.557 6.174  4.371  0.052  H27A A1BKW 44 
A1BKW H27B H16 H 0 0 N N N N N N 40.774 -25.602 -6.811 4.422  4.267  -0.241 H27B A1BKW 45 
A1BKW H29A H17 H 0 0 N N N N N N 39.786 -27.779 -6.040 3.096  2.656  0.970  H29A A1BKW 46 
A1BKW H29B H18 H 0 0 N N N N N N 39.262 -28.942 -7.304 3.875  1.578  2.152  H29B A1BKW 47 
A1BKW H3   H19 H 0 1 N N N N N N 36.390 -29.155 0.509  -3.423 -1.731 0.771  H3   A1BKW 48 
A1BKW H17A H20 H 0 0 N N N N N N 32.590 -30.223 -3.908 -0.027 -4.420 0.394  H17A A1BKW 49 
A1BKW H17B H21 H 0 0 N N N N N N 34.052 -30.914 -3.681 -0.513 -2.970 -0.302 H17B A1BKW 50 
A1BKW H28  H22 H 0 1 N N N N N N 39.549 -27.216 -8.892 5.993  2.462  1.480  H28  A1BKW 51 
# 
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 
A1BKW O1  C2   SING N N 1  
A1BKW O1  C18  SING N N 2  
A1BKW C2  C3   DOUB Y N 3  
A1BKW C2  C7   SING Y N 4  
A1BKW C3  C4   SING Y N 5  
A1BKW C4  C5   DOUB Y N 6  
A1BKW C5  C6   SING Y N 7  
A1BKW C5  C8   SING N N 8  
A1BKW C6  C7   DOUB Y N 9  
A1BKW C8  C9   SING Y N 10 
A1BKW C8  N12  DOUB Y N 11 
A1BKW C9  C10  DOUB Y N 12 
A1BKW C9  C13  SING Y N 13 
A1BKW C10 N11  SING Y N 14 
A1BKW C10 N16  SING Y N 15 
A1BKW N11 N12  SING Y N 16 
A1BKW N11 C24  SING N N 17 
A1BKW C13 N14  DOUB Y N 18 
A1BKW C13 N17  SING N N 19 
A1BKW N14 C15  SING Y N 20 
A1BKW C15 N16  DOUB Y N 21 
A1BKW C18 C19  DOUB Y N 22 
A1BKW C18 C23  SING Y N 23 
A1BKW C19 C20  SING Y N 24 
A1BKW C20 C21  DOUB Y N 25 
A1BKW C21 C22  SING Y N 26 
A1BKW C22 C23  DOUB Y N 27 
A1BKW C24 C25  SING N N 28 
A1BKW C24 C29  SING N N 29 
A1BKW C25 C26  SING N N 30 
A1BKW C26 C27  SING N N 31 
A1BKW C27 N28  SING N N 32 
A1BKW N28 C29  SING N N 33 
A1BKW C4  H4   SING N N 34 
A1BKW C6  H6   SING N N 35 
A1BKW C7  H7   SING N N 36 
A1BKW C15 H15  SING N N 37 
A1BKW C20 H20  SING N N 38 
A1BKW C21 H21  SING N N 39 
A1BKW C22 H22  SING N N 40 
A1BKW C24 H24  SING N N 41 
A1BKW C26 H26A SING N N 42 
A1BKW C26 H26B SING N N 43 
A1BKW C19 H19  SING N N 44 
A1BKW C23 H23  SING N N 45 
A1BKW C25 H25A SING N N 46 
A1BKW C25 H25B SING N N 47 
A1BKW C27 H27A SING N N 48 
A1BKW C27 H27B SING N N 49 
A1BKW C29 H29A SING N N 50 
A1BKW C29 H29B SING N N 51 
A1BKW C3  H3   SING N N 52 
A1BKW N17 H17A SING N N 53 
A1BKW N17 H17B SING N N 54 
A1BKW N28 H28  SING N N 55 
# 
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 
A1BKW SMILES           ACDLabs              14.52   "Nc1ncnc2c1c(nn2C1CCCNC1)c1ccc(Oc2ccccc2)cc1"                                                                                                                               
A1BKW InChI            InChI                1.06    "InChI=1S/C22H22N6O/c23-21-19-20(15-8-10-18(11-9-15)29-17-6-2-1-3-7-17)27-28(22(19)26-14-25-21)16-5-4-12-24-13-16/h1-3,6-11,14,16,24H,4-5,12-13H2,(H2,23,25,26)/t16-/m0/s1" 
A1BKW InChIKey         InChI                1.06    GPSQYTDPBDNDGI-INIZCTEOSA-N                                                                                                                                                 
A1BKW SMILES_CANONICAL CACTVS               3.385   "Nc1ncnc2n(nc(c3ccc(Oc4ccccc4)cc3)c12)[C@H]5CCCNC5"                                                                                                                         
A1BKW SMILES           CACTVS               3.385   "Nc1ncnc2n(nc(c3ccc(Oc4ccccc4)cc3)c12)[CH]5CCCNC5"                                                                                                                          
A1BKW SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "c1ccc(cc1)Oc2ccc(cc2)c3c4c(ncnc4n(n3)[C@H]5CCCNC5)N"                                                                                                                       
A1BKW SMILES           "OpenEye OEToolkits" 3.1.0.0 "c1ccc(cc1)Oc2ccc(cc2)c3c4c(ncnc4n(n3)C5CCCNC5)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 
A1BKW "SYSTEMATIC NAME" ACDLabs              14.52   "3-(4-phenoxyphenyl)-1-[(3S)-piperidin-3-yl]-1H-pyrazolo[3,4-d]pyrimidin-4-amine" 
A1BKW "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "3-(4-phenoxyphenyl)-1-[(3~{S})-piperidin-3-yl]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 
A1BKW "Create component" 2024-12-10 RCSB 
A1BKW "Initial release"  2025-08-13 RCSB 
# 
