data_QU6
# 
_chem_comp.id                                    QU6 
_chem_comp.name                                  "~{N}-(3-methoxyphenyl)-4-methyl-3-[(1-methyl-6-pyridin-3-yl-pyrazolo[3,4-d]pyrimidin-4-yl)amino]benzamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H23 N7 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-11-15 
_chem_comp.pdbx_modified_date                    2023-03-03 
_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                        465.507 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     QU6 
_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        8BOM 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
# 
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.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 
QU6 N1  N1  N 0 1 N N N -82.876 -20.209 85.029 2.776  2.253  0.058  N1  QU6 1  
QU6 N3  N2  N 0 1 Y N N -78.592 -20.979 89.377 1.043  -4.610 -0.778 N3  QU6 2  
QU6 C4  C1  C 0 1 Y N N -85.034 -19.854 87.976 -0.900 2.042  -0.114 C4  QU6 3  
QU6 C5  C2  C 0 1 N N N -85.602 -18.653 88.661 -1.982 1.083  0.192  C5  QU6 4  
QU6 C6  C3  C 0 1 Y N N -87.374 -17.885 90.200 -4.263 0.426  0.052  C6  QU6 5  
QU6 C7  C4  C 0 1 Y N N -87.586 -16.670 89.552 -5.570 0.834  0.283  C7  QU6 6  
QU6 C8  C5  C 0 1 Y N N -88.389 -15.705 90.145 -6.565 -0.111 0.475  C8  QU6 7  
QU6 C10 C6  C 0 1 Y N N -88.978 -15.946 91.380 -6.253 -1.463 0.436  C10 QU6 8  
QU6 C13 C7  C 0 1 Y N N -84.222 -19.539 86.895 0.431  1.694  0.120  C13 QU6 9  
QU6 C15 C8  C 0 1 Y N N -81.606 -19.727 84.965 3.153  0.924  0.086  C15 QU6 10 
QU6 C17 C9  C 0 1 Y N N -78.705 -20.158 87.110 1.638  -2.341 -0.572 C17 QU6 11 
QU6 C20 C10 C 0 1 Y N N -77.258 -20.926 89.302 -0.156 -4.284 -1.221 C20 QU6 12 
QU6 C21 C11 C 0 1 Y N N -79.285 -20.601 88.295 1.936  -3.697 -0.454 C21 QU6 13 
QU6 C22 C12 C 0 1 Y N N -79.652 -19.037 83.809 4.792  -0.817 0.468  C22 QU6 14 
QU6 C24 C13 C 0 1 Y N N -81.390 -18.830 82.444 5.616  1.260  0.853  C24 QU6 15 
QU6 N   N3  N 0 1 N N N -86.538 -18.860 89.607 -3.256 1.377  -0.137 N   QU6 16 
QU6 C   C14 C 0 1 N N N -83.597 -22.963 85.333 2.226  4.824  -1.020 C   QU6 17 
QU6 O   O1  O 0 1 N N N -88.532 -14.525 89.446 -7.845 0.285  0.702  O   QU6 18 
QU6 C1  C15 C 0 1 Y N N -84.082 -21.869 86.255 1.126  3.843  -0.705 C1  QU6 19 
QU6 C11 C16 C 0 1 Y N N -88.816 -17.183 91.980 -4.952 -1.868 0.206  C11 QU6 20 
QU6 C12 C17 C 0 1 Y N N -88.054 -18.166 91.374 -3.958 -0.929 0.014  C12 QU6 21 
QU6 C14 C18 C 0 1 Y N N -83.780 -20.514 86.004 1.441  2.597  -0.176 C14 QU6 22 
QU6 C16 C19 C 0 1 Y N N -79.515 -19.761 85.939 2.645  -1.314 -0.207 C16 QU6 23 
QU6 C18 C20 C 0 1 Y N N -77.315 -20.118 87.072 0.376  -1.964 -1.039 C18 QU6 24 
QU6 C19 C21 C 0 1 Y N N -76.580 -20.505 88.177 -0.527 -2.960 -1.366 C19 QU6 25 
QU6 C2  C22 C 0 1 Y N N -84.828 -22.175 87.395 -0.193 4.190  -0.932 C2  QU6 26 
QU6 C23 C23 C 0 1 Y N N -81.030 -19.256 83.743 4.461  0.553  0.457  C23 QU6 27 
QU6 C25 C24 C 0 1 N N N -77.941 -18.113 82.197 6.873  -2.132 1.006  C25 QU6 28 
QU6 C3  C25 C 0 1 Y N N -85.317 -21.187 88.233 -1.205 3.297  -0.646 C3  QU6 29 
QU6 C9  C26 C 0 1 N N N -89.138 -13.423 90.141 -8.818 -0.743 0.892  C9  QU6 30 
QU6 N2  N4  N 0 1 Y N N -80.844 -19.960 86.039 2.290  -0.033 -0.232 N2  QU6 31 
QU6 N4  N5  N 0 1 Y N N -78.870 -19.276 84.866 3.862  -1.707 0.129  N4  QU6 32 
QU6 N5  N6  N 0 1 Y N N -80.345 -18.379 81.780 6.568  0.400  1.085  N5  QU6 33 
QU6 N6  N7  N 0 1 Y N N -79.276 -18.512 82.620 6.098  -0.898 0.853  N6  QU6 34 
QU6 O1  O2  O 0 1 N N N -85.186 -17.532 88.386 -1.723 0.030  0.742  O1  QU6 35 
QU6 H14 H1  H 0 1 N N N -83.246 -20.388 84.117 3.437  2.948  0.204  H14 QU6 36 
QU6 H6  H2  H 0 1 N N N -87.128 -16.480 88.593 -5.810 1.887  0.314  H6  QU6 37 
QU6 H10 H3  H 0 1 N N N -89.557 -15.175 91.867 -7.029 -2.200 0.586  H10 QU6 38 
QU6 H13 H4  H 0 1 N N N -83.926 -18.512 86.741 0.673  0.725  0.531  H13 QU6 39 
QU6 H17 H5  H 0 1 N N N -76.683 -21.228 90.165 -0.858 -5.064 -1.476 H17 QU6 40 
QU6 H18 H6  H 0 1 N N N -80.363 -20.643 88.345 2.908  -4.003 -0.094 H18 QU6 41 
QU6 H19 H7  H 0 1 N N N -82.393 -18.869 82.047 5.698  2.332  0.947  H19 QU6 42 
QU6 H5  H8  H 0 1 N N N -86.654 -19.802 89.923 -3.473 2.247  -0.504 H5  QU6 43 
QU6 H2  H9  H 0 1 N N N -82.608 -23.312 85.666 2.426  5.440  -0.142 H2  QU6 44 
QU6 H1  H10 H 0 1 N N N -84.308 -23.802 85.354 3.129  4.281  -1.296 H1  QU6 45 
QU6 H   H11 H 0 1 N N N -83.522 -22.572 84.308 1.917  5.462  -1.848 H   QU6 46 
QU6 H11 H12 H 0 1 N N N -89.289 -17.383 92.930 -4.713 -2.921 0.177  H11 QU6 47 
QU6 H12 H13 H 0 1 N N N -87.989 -19.150 91.815 -2.942 -1.248 -0.166 H12 QU6 48 
QU6 H15 H14 H 0 1 N N N -76.809 -19.784 86.178 0.112  -0.921 -1.142 H15 QU6 49 
QU6 H16 H15 H 0 1 N N N -75.500 -20.478 88.160 -1.512 -2.706 -1.730 H16 QU6 50 
QU6 H3  H16 H 0 1 N N N -85.029 -23.210 87.629 -0.431 5.163  -1.335 H3  QU6 51 
QU6 H22 H17 H 0 1 N N N -77.982 -17.725 81.168 6.766  -2.505 2.024  H22 QU6 52 
QU6 H20 H18 H 0 1 N N N -77.563 -17.329 82.869 6.506  -2.881 0.304  H20 QU6 53 
QU6 H21 H19 H 0 1 N N N -77.269 -18.983 82.234 7.924  -1.928 0.802  H21 QU6 54 
QU6 H4  H20 H 0 1 N N N -85.920 -21.455 89.088 -2.233 3.568  -0.832 H4  QU6 55 
QU6 H9  H21 H 0 1 N N N -89.190 -12.551 89.472 -9.795 -0.291 1.063  H9  QU6 56 
QU6 H8  H22 H 0 1 N N N -90.153 -13.703 90.458 -8.860 -1.372 0.003  H8  QU6 57 
QU6 H7  H23 H 0 1 N N N -88.534 -13.171 91.025 -8.543 -1.350 1.754  H7  QU6 58 
# 
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 
QU6 N5  C24 DOUB Y N 1  
QU6 N5  N6  SING Y N 2  
QU6 C25 N6  SING N N 3  
QU6 C24 C23 SING Y N 4  
QU6 N6  C22 SING Y N 5  
QU6 C23 C22 DOUB Y N 6  
QU6 C23 C15 SING Y N 7  
QU6 C22 N4  SING Y N 8  
QU6 N4  C16 DOUB Y N 9  
QU6 C15 N1  SING N N 10 
QU6 C15 N2  DOUB Y N 11 
QU6 N1  C14 SING N N 12 
QU6 C   C1  SING N N 13 
QU6 C16 N2  SING Y N 14 
QU6 C16 C17 SING N N 15 
QU6 C14 C1  DOUB Y N 16 
QU6 C14 C13 SING Y N 17 
QU6 C1  C2  SING Y N 18 
QU6 C13 C4  DOUB Y N 19 
QU6 C18 C17 DOUB Y N 20 
QU6 C18 C19 SING Y N 21 
QU6 C17 C21 SING Y N 22 
QU6 C2  C3  DOUB Y N 23 
QU6 C4  C3  SING Y N 24 
QU6 C4  C5  SING N N 25 
QU6 C19 C20 DOUB Y N 26 
QU6 C21 N3  DOUB Y N 27 
QU6 O1  C5  DOUB N N 28 
QU6 C5  N   SING N N 29 
QU6 C20 N3  SING Y N 30 
QU6 O   C9  SING N N 31 
QU6 O   C8  SING N N 32 
QU6 C7  C8  DOUB Y N 33 
QU6 C7  C6  SING Y N 34 
QU6 N   C6  SING N N 35 
QU6 C8  C10 SING Y N 36 
QU6 C6  C12 DOUB Y N 37 
QU6 C12 C11 SING Y N 38 
QU6 C10 C11 DOUB Y N 39 
QU6 N1  H14 SING N N 40 
QU6 C7  H6  SING N N 41 
QU6 C10 H10 SING N N 42 
QU6 C13 H13 SING N N 43 
QU6 C20 H17 SING N N 44 
QU6 C21 H18 SING N N 45 
QU6 C24 H19 SING N N 46 
QU6 N   H5  SING N N 47 
QU6 C   H2  SING N N 48 
QU6 C   H1  SING N N 49 
QU6 C   H   SING N N 50 
QU6 C11 H11 SING N N 51 
QU6 C12 H12 SING N N 52 
QU6 C18 H15 SING N N 53 
QU6 C19 H16 SING N N 54 
QU6 C2  H3  SING N N 55 
QU6 C25 H22 SING N N 56 
QU6 C25 H20 SING N N 57 
QU6 C25 H21 SING N N 58 
QU6 C3  H4  SING N N 59 
QU6 C9  H9  SING N N 60 
QU6 C9  H8  SING N N 61 
QU6 C9  H7  SING N N 62 
# 
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 
QU6 InChI            InChI                1.06    "InChI=1S/C26H23N7O2/c1-16-9-10-17(26(34)29-19-7-4-8-20(13-19)35-3)12-22(16)30-24-21-15-28-33(2)25(21)32-23(31-24)18-6-5-11-27-14-18/h4-15H,1-3H3,(H,29,34)(H,30,31,32)" 
QU6 InChIKey         InChI                1.06    AWTFDMFFAXABDI-UHFFFAOYSA-N                                                                                                                                              
QU6 SMILES_CANONICAL CACTVS               3.385   "COc1cccc(NC(=O)c2ccc(C)c(Nc3nc(nc4n(C)ncc34)c5cccnc5)c2)c1"                                                                                                             
QU6 SMILES           CACTVS               3.385   "COc1cccc(NC(=O)c2ccc(C)c(Nc3nc(nc4n(C)ncc34)c5cccnc5)c2)c1"                                                                                                             
QU6 SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "Cc1ccc(cc1Nc2c3cnn(c3nc(n2)c4cccnc4)C)C(=O)Nc5cccc(c5)OC"                                                                                                               
QU6 SMILES           "OpenEye OEToolkits" 3.1.0.0 "Cc1ccc(cc1Nc2c3cnn(c3nc(n2)c4cccnc4)C)C(=O)Nc5cccc(c5)OC"                                                                                                               
# 
_pdbx_chem_comp_identifier.comp_id           QU6 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   3.1.0.0 
_pdbx_chem_comp_identifier.identifier        "~{N}-(3-methoxyphenyl)-4-methyl-3-[(1-methyl-6-pyridin-3-yl-pyrazolo[3,4-d]pyrimidin-4-yl)amino]benzamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
QU6 "Create component" 2022-11-15 PDBE 
QU6 "Initial release"  2023-03-08 RCSB 
# 
