data_A1IJ5
# 
_chem_comp.id                                    A1IJ5 
_chem_comp.name                                  "3-[(1S)-1-[4-azanyl-3-(5-oxidanylpyridin-3-yl)pyrazolo[3,4-d]pyrimidin-1-yl]ethyl]-4-[3-[(4-methylpiperazin-1-yl)methyl]phenyl]isochromen-1-one" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C33 H32 N8 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-08-06 
_chem_comp.pdbx_modified_date                    2024-12-13 
_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                        588.659 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1IJ5 
_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        9GCF 
_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 
A1IJ5 C2  C1  C 0 1 Y N N N N N 31.127 11.666 31.091 -7.323 0.291  0.367  C2  A1IJ5 1  
A1IJ5 C3  C2  C 0 1 Y N N N N N 32.071 12.388 31.821 -6.015 0.489  -0.054 C3  A1IJ5 2  
A1IJ5 C4  C3  C 0 1 Y N N N N N 33.427 12.089 31.627 -5.028 0.680  0.917  C4  A1IJ5 3  
A1IJ5 C5  C4  C 0 1 Y N N N N N 33.773 11.060 30.739 -5.393 0.664  2.263  C5  A1IJ5 4  
A1IJ5 C7  C5  C 0 1 Y N N N N N 31.556 10.660 30.231 -7.604 0.295  1.727  C7  A1IJ5 5  
A1IJ5 C8  C6  C 0 1 Y N N N N N 34.505 12.780 32.367 -3.615 0.895  0.523  C8  A1IJ5 6  
A1IJ5 N10 N1  N 0 1 Y N N N N N 36.388 12.978 33.522 -1.401 0.780  0.430  N10 A1IJ5 7  
A1IJ5 C11 C7  C 0 1 Y N N N N N 35.911 14.249 33.443 -1.735 1.663  -0.553 C11 A1IJ5 8  
A1IJ5 C15 C8  C 0 1 Y N N N N N 34.007 15.433 32.511 -3.749 2.639  -1.466 C15 A1IJ5 9  
A1IJ5 C17 C9  C 0 1 Y N N N N N 34.692 14.201 32.713 -3.137 1.778  -0.540 C17 A1IJ5 10 
A1IJ5 C18 C10 C 0 1 N N S N N N 37.637 12.580 34.168 -0.037 0.366  0.767  C18 A1IJ5 11 
A1IJ5 C21 C11 C 0 1 N N N N N N 38.688 12.519 33.070 0.093  -1.125 0.591  C21 A1IJ5 12 
A1IJ5 C23 C12 C 0 1 N N N N N N 39.070 11.806 30.824 -1.000 -3.153 0.803  C23 A1IJ5 13 
A1IJ5 C27 C13 C 0 1 Y N N N N N 42.647 12.633 29.907 1.150  -5.827 -0.744 C27 A1IJ5 14 
A1IJ5 C30 C14 C 0 1 Y N N N N N 40.925 12.896 32.102 1.096  -3.067 -0.479 C30 A1IJ5 15 
A1IJ5 C31 C15 C 0 1 N N N N N N 39.965 13.003 33.234 1.000  -1.609 -0.293 C31 A1IJ5 16 
A1IJ5 C32 C16 C 0 1 Y N N N N N 40.406 13.626 34.508 1.877  -0.689 -1.056 C32 A1IJ5 17 
A1IJ5 C33 C17 C 0 1 Y N N N N N 40.639 12.823 35.635 1.325  0.200  -1.978 C33 A1IJ5 18 
A1IJ5 C34 C18 C 0 1 Y N N N N N 41.046 13.413 36.821 2.146  1.054  -2.685 C34 A1IJ5 19 
A1IJ5 C35 C19 C 0 1 Y N N N N N 41.224 14.792 36.885 3.515  1.029  -2.482 C35 A1IJ5 20 
A1IJ5 C36 C20 C 0 1 Y N N N N N 41.002 15.594 35.772 4.068  0.149  -1.570 C36 A1IJ5 21 
A1IJ5 C37 C21 C 0 1 N N N N N N 41.209 17.087 35.874 5.559  0.127  -1.355 C37 A1IJ5 22 
A1IJ5 C39 C22 C 0 1 N N N N N N 43.625 17.123 36.345 7.369  1.257  -0.208 C39 A1IJ5 23 
A1IJ5 C40 C23 C 0 1 N N N N N N 44.991 17.533 35.784 7.692  2.305  0.859  C40 A1IJ5 24 
A1IJ5 O1  O1  O 0 1 N N N N N N 29.801 11.916 31.229 -8.317 0.101  -0.540 O1  A1IJ5 25 
A1IJ5 N6  N2  N 0 1 Y N N N N N 32.843 10.399 30.074 -6.647 0.472  2.617  N6  A1IJ5 26 
A1IJ5 N9  N3  N 0 1 Y N N N N N 35.517 12.118 32.860 -2.562 0.333  1.068  N9  A1IJ5 27 
A1IJ5 N12 N4  N 0 1 Y N N N N N 36.357 15.426 33.900 -1.044 2.373  -1.445 N12 A1IJ5 28 
A1IJ5 C13 C24 C 0 1 Y N N N N N 35.681 16.539 33.686 -1.660 3.165  -2.295 C13 A1IJ5 29 
A1IJ5 N14 N5  N 0 1 Y N N N N N 34.541 16.554 33.009 -2.974 3.307  -2.314 N14 A1IJ5 30 
A1IJ5 N16 N6  N 0 1 N N N N N N 32.821 15.534 31.813 -5.122 2.787  -1.495 N16 A1IJ5 31 
A1IJ5 C20 C25 C 0 1 N N N N N N 37.517 11.217 34.871 0.264  0.736  2.221  C20 A1IJ5 32 
A1IJ5 O22 O2  O 0 1 N N N N N N 38.277 11.945 31.913 -0.692 -1.941 1.320  O22 A1IJ5 33 
A1IJ5 O24 O3  O 0 1 N N N N N N 38.610 11.275 29.829 -2.109 -3.636 0.930  O24 A1IJ5 34 
A1IJ5 C25 C26 C 0 1 Y N N N N N 40.470 12.290 30.885 0.071  -3.862 0.084  C25 A1IJ5 35 
A1IJ5 C26 C27 C 0 1 Y N N N N N 41.347 12.173 29.799 0.105  -5.244 -0.058 C26 A1IJ5 36 
A1IJ5 C28 C28 C 0 1 Y N N N N N 43.095 13.221 31.084 2.153  -5.048 -1.298 C28 A1IJ5 37 
A1IJ5 C29 C29 C 0 1 Y N N N N N 42.254 13.353 32.173 2.140  -3.675 -1.165 C29 A1IJ5 38 
A1IJ5 N38 N7  N 0 1 N N N N N N 42.550 17.485 35.392 5.913  1.072  -0.287 N38 A1IJ5 39 
A1IJ5 N41 N8  N 0 1 N N N N N N 44.996 18.981 35.522 7.148  1.867  2.152  N41 A1IJ5 40 
A1IJ5 C42 C30 C 0 1 N N N N N N 46.352 19.443 35.109 7.503  2.811  3.220  C42 A1IJ5 41 
A1IJ5 C43 C31 C 0 1 N N N N N N 43.951 19.349 34.552 5.693  1.683  2.074  C43 A1IJ5 42 
A1IJ5 C44 C32 C 0 1 N N N N N N 42.577 18.933 35.092 5.370  0.634  1.006  C44 A1IJ5 43 
A1IJ5 C45 C33 C 0 1 Y N N N N N 40.589 15.015 34.583 3.256  -0.706 -0.852 C45 A1IJ5 44 
A1IJ5 H1  H1  H 0 1 N N N N N N 31.766 13.156 32.516 -5.766 0.495  -1.105 H1  A1IJ5 45 
A1IJ5 H2  H2  H 0 1 N N N N N N 34.813 10.805 30.597 -4.640 0.810  3.022  H2  A1IJ5 46 
A1IJ5 H3  H3  H 0 1 N N N N N N 30.826 10.083 29.683 -8.620 0.147  2.061  H3  A1IJ5 47 
A1IJ5 H4  H4  H 0 1 N N N N N N 37.934 13.337 34.908 0.670  0.872  0.110  H4  A1IJ5 48 
A1IJ5 H5  H5  H 0 1 N N N N N N 43.321 12.534 29.069 1.180  -6.900 -0.862 H5  A1IJ5 49 
A1IJ5 H6  H6  H 0 1 N N N N N N 40.502 11.753 35.578 0.257  0.220  -2.138 H6  A1IJ5 50 
A1IJ5 H7  H7  H 0 1 N N N N N N 41.225 12.804 37.695 1.720  1.743  -3.399 H7  A1IJ5 51 
A1IJ5 H8  H8  H 0 1 N N N N N N 41.539 15.245 37.813 4.154  1.699  -3.039 H8  A1IJ5 52 
A1IJ5 H9  H9  H 0 1 N N N N N N 41.103 17.391 36.926 5.871  -0.877 -1.068 H9  A1IJ5 53 
A1IJ5 H10 H10 H 0 1 N N N N N N 40.446 17.596 35.267 6.064  0.416  -2.277 H10 A1IJ5 54 
A1IJ5 H11 H11 H 0 1 N N N N N N 43.454 17.642 37.300 7.746  1.594  -1.174 H11 A1IJ5 55 
A1IJ5 H12 H12 H 0 1 N N N N N N 43.612 16.036 36.511 7.842  0.311  0.056  H12 A1IJ5 56 
A1IJ5 H13 H13 H 0 1 N N N N N N 45.181 16.990 34.847 8.772  2.422  0.940  H13 A1IJ5 57 
A1IJ5 H14 H14 H 0 1 N N N N N N 45.776 17.289 36.515 7.242  3.258  0.580  H14 A1IJ5 58 
A1IJ5 H15 H15 H 0 1 N N N N N N 29.675 12.626 31.847 -8.464 -0.825 -0.775 H15 A1IJ5 59 
A1IJ5 H16 H16 H 0 1 N N N N N N 36.069 17.469 34.075 -1.068 3.726  -3.003 H16 A1IJ5 60 
A1IJ5 H17 H17 H 0 1 N N N N N N 32.529 16.490 31.788 -5.658 2.489  -0.744 H17 A1IJ5 61 
A1IJ5 H18 H18 H 0 1 N N N N N N 32.954 15.202 30.879 -5.550 3.191  -2.266 H18 A1IJ5 62 
A1IJ5 H19 H19 H 0 1 N N N N N N 36.754 11.277 35.661 1.279  0.427  2.472  H19 A1IJ5 63 
A1IJ5 H20 H20 H 0 1 N N N N N N 37.225 10.451 34.138 0.171  1.814  2.349  H20 A1IJ5 64 
A1IJ5 H21 H21 H 0 1 N N N N N N 38.486 10.948 35.317 -0.442 0.229  2.879  H21 A1IJ5 65 
A1IJ5 H22 H22 H 0 1 N N N N N N 41.008 11.724 28.877 -0.680 -5.856 0.363  H22 A1IJ5 66 
A1IJ5 H23 H23 H 0 1 N N N N N N 44.112 13.579 31.148 2.956  -5.522 -1.843 H23 A1IJ5 67 
A1IJ5 H24 H24 H 0 1 N N N N N N 42.618 13.809 33.082 2.934  -3.079 -1.590 H24 A1IJ5 68 
A1IJ5 H27 H27 H 0 1 N N N N N N 47.089 19.142 35.868 7.095  3.795  2.985  H27 A1IJ5 69 
A1IJ5 H28 H28 H 0 1 N N N N N N 46.615 18.990 34.142 7.089  2.463  4.166  H28 A1IJ5 70 
A1IJ5 H29 H29 H 0 1 N N N N N N 46.352 20.539 35.012 8.588  2.878  3.301  H29 A1IJ5 71 
A1IJ5 H30 H30 H 0 1 N N N N N N 44.140 18.835 33.598 5.316  1.346  3.040  H30 A1IJ5 72 
A1IJ5 H31 H31 H 0 1 N N N N N N 43.967 20.437 34.392 5.220  2.628  1.809  H31 A1IJ5 73 
A1IJ5 H32 H32 H 0 1 N N N N N N 42.365 19.497 36.013 4.290  0.517  0.926  H32 A1IJ5 74 
A1IJ5 H33 H33 H 0 1 N N N N N N 41.809 19.160 34.338 5.820  -0.319 1.285  H33 A1IJ5 75 
A1IJ5 H34 H34 H 0 1 N N N N N N 40.408 15.632 33.715 3.689  -1.390 -0.137 H34 A1IJ5 76 
# 
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 
A1IJ5 C26 C27 DOUB Y N 1  
A1IJ5 C26 C25 SING Y N 2  
A1IJ5 O24 C23 DOUB N N 3  
A1IJ5 C27 C28 SING Y N 4  
A1IJ5 N6  C7  DOUB Y N 5  
A1IJ5 N6  C5  SING Y N 6  
A1IJ5 C7  C2  SING Y N 7  
A1IJ5 C5  C4  DOUB Y N 8  
A1IJ5 C23 C25 SING N N 9  
A1IJ5 C23 O22 SING N N 10 
A1IJ5 C25 C30 DOUB Y N 11 
A1IJ5 C28 C29 DOUB Y N 12 
A1IJ5 C2  O1  SING N N 13 
A1IJ5 C2  C3  DOUB Y N 14 
A1IJ5 C4  C3  SING Y N 15 
A1IJ5 C4  C8  SING N N 16 
A1IJ5 N16 C15 SING N N 17 
A1IJ5 O22 C21 SING N N 18 
A1IJ5 C30 C29 SING Y N 19 
A1IJ5 C30 C31 SING N N 20 
A1IJ5 C8  C17 SING Y N 21 
A1IJ5 C8  N9  DOUB Y N 22 
A1IJ5 C15 C17 SING Y N 23 
A1IJ5 C15 N14 DOUB Y N 24 
A1IJ5 C17 C11 DOUB Y N 25 
A1IJ5 N9  N10 SING Y N 26 
A1IJ5 N14 C13 SING Y N 27 
A1IJ5 C21 C31 DOUB N N 28 
A1IJ5 C21 C18 SING N N 29 
A1IJ5 C31 C32 SING N N 30 
A1IJ5 C11 N10 SING Y N 31 
A1IJ5 C11 N12 SING Y N 32 
A1IJ5 N10 C18 SING N N 33 
A1IJ5 C13 N12 DOUB Y N 34 
A1IJ5 C18 C20 SING N N 35 
A1IJ5 C32 C45 DOUB Y N 36 
A1IJ5 C32 C33 SING Y N 37 
A1IJ5 C43 C44 SING N N 38 
A1IJ5 C43 N41 SING N N 39 
A1IJ5 C45 C36 SING Y N 40 
A1IJ5 C44 N38 SING N N 41 
A1IJ5 C42 N41 SING N N 42 
A1IJ5 N38 C37 SING N N 43 
A1IJ5 N38 C39 SING N N 44 
A1IJ5 N41 C40 SING N N 45 
A1IJ5 C33 C34 DOUB Y N 46 
A1IJ5 C36 C37 SING N N 47 
A1IJ5 C36 C35 DOUB Y N 48 
A1IJ5 C40 C39 SING N N 49 
A1IJ5 C34 C35 SING Y N 50 
A1IJ5 C3  H1  SING N N 51 
A1IJ5 C5  H2  SING N N 52 
A1IJ5 C7  H3  SING N N 53 
A1IJ5 C18 H4  SING N N 54 
A1IJ5 C27 H5  SING N N 55 
A1IJ5 C33 H6  SING N N 56 
A1IJ5 C34 H7  SING N N 57 
A1IJ5 C35 H8  SING N N 58 
A1IJ5 C37 H9  SING N N 59 
A1IJ5 C37 H10 SING N N 60 
A1IJ5 C39 H11 SING N N 61 
A1IJ5 C39 H12 SING N N 62 
A1IJ5 C40 H13 SING N N 63 
A1IJ5 C40 H14 SING N N 64 
A1IJ5 O1  H15 SING N N 65 
A1IJ5 C13 H16 SING N N 66 
A1IJ5 N16 H17 SING N N 67 
A1IJ5 N16 H18 SING N N 68 
A1IJ5 C20 H19 SING N N 69 
A1IJ5 C20 H20 SING N N 70 
A1IJ5 C20 H21 SING N N 71 
A1IJ5 C26 H22 SING N N 72 
A1IJ5 C28 H23 SING N N 73 
A1IJ5 C29 H24 SING N N 74 
A1IJ5 C42 H27 SING N N 75 
A1IJ5 C42 H28 SING N N 76 
A1IJ5 C42 H29 SING N N 77 
A1IJ5 C43 H30 SING N N 78 
A1IJ5 C43 H31 SING N N 79 
A1IJ5 C44 H32 SING N N 80 
A1IJ5 C44 H33 SING N N 81 
A1IJ5 C45 H34 SING N N 82 
# 
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 
A1IJ5 InChI            InChI                1.06  "InChI=1S/C33H32N8O3/c1-20(41-32-28(31(34)36-19-37-32)29(38-41)23-15-24(42)17-35-16-23)30-27(25-8-3-4-9-26(25)33(43)44-30)22-7-5-6-21(14-22)18-40-12-10-39(2)11-13-40/h3-9,14-17,19-20,42H,10-13,18H2,1-2H3,(H2,34,36,37)/t20-/m0/s1" 
A1IJ5 InChIKey         InChI                1.06  JSUNXOYZTNBLOP-FQEVSTJZSA-N                                                                                                                                                                                                           
A1IJ5 SMILES_CANONICAL CACTVS               3.385 "C[C@H](n1nc(c2cncc(O)c2)c3c(N)ncnc13)C4=C(c5cccc(CN6CCN(C)CC6)c5)c7ccccc7C(=O)O4"                                                                                                                                                    
A1IJ5 SMILES           CACTVS               3.385 "C[CH](n1nc(c2cncc(O)c2)c3c(N)ncnc13)C4=C(c5cccc(CN6CCN(C)CC6)c5)c7ccccc7C(=O)O4"                                                                                                                                                     
A1IJ5 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@@H](C1=C(c2ccccc2C(=O)O1)c3cccc(c3)CN4CCN(CC4)C)n5c6c(c(n5)c7cc(cnc7)O)c(ncn6)N"                                                                                                                                                 
A1IJ5 SMILES           "OpenEye OEToolkits" 2.0.7 "CC(C1=C(c2ccccc2C(=O)O1)c3cccc(c3)CN4CCN(CC4)C)n5c6c(c(n5)c7cc(cnc7)O)c(ncn6)N"                                                                                                                                                      
# 
_pdbx_chem_comp_identifier.comp_id           A1IJ5 
_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        "3-[(1~{S})-1-[4-azanyl-3-(5-oxidanylpyridin-3-yl)pyrazolo[3,4-d]pyrimidin-1-yl]ethyl]-4-[3-[(4-methylpiperazin-1-yl)methyl]phenyl]isochromen-1-one" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1IJ5 "Create component" 2024-08-06 PDBE 
A1IJ5 "Initial release"  2024-12-18 RCSB 
# 
