data_WD9
# 
_chem_comp.id                                    WD9 
_chem_comp.name                                  "2-[(3S)-piperidin-3-yl]oxy-8-propan-2-yl-N-[(2-pyrazol-1-ylphenyl)methyl]pyrazolo[1,5-a][1,3,5]triazin-4-amine" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H28 N8 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-05-12 
_chem_comp.pdbx_modified_date                    2024-03-15 
_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                        432.521 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     WD9 
_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        8P7L 
_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.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_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 
WD9 C2  C1  C 0 1 N N N N N N 152.560 136.245 126.169 -3.350 -3.383 -0.113 C2  WD9 1  
WD9 C3  C2  C 0 1 N N N N N N 152.915 134.794 126.459 -3.702 -4.364 1.007  C3  WD9 2  
WD9 C4  C3  C 0 1 Y N N N N N 153.608 136.879 125.259 -1.945 -2.875 0.087  C4  WD9 3  
WD9 C5  C4  C 0 1 Y N N N N N 154.988 136.994 125.537 -1.571 -1.556 0.269  C5  WD9 4  
WD9 C9  C5  C 0 1 Y N N N N N 156.887 137.800 124.517 0.429  -0.346 0.607  C9  WD9 5  
WD9 C12 C6  C 0 1 Y N N N N N 153.410 137.335 123.959 -0.790 -3.649 0.127  C12 WD9 6  
WD9 C1  C7  C 0 1 N N N N N N 152.357 137.030 127.462 -3.447 -4.095 -1.464 C1  WD9 7  
WD9 N6  N1  N 0 1 Y N N N N N 155.729 136.704 126.638 -2.252 -0.399 0.324  N6  WD9 8  
WD9 C7  C8  C 0 1 Y N N N N N 157.037 136.927 126.639 -1.609 0.737  0.515  C7  WD9 9  
WD9 N8  N2  N 0 1 Y N N N N N 157.610 137.509 125.587 -0.281 0.765  0.655  N8  WD9 10 
WD9 N10 N3  N 0 1 Y N N N N N 155.549 137.542 124.507 -0.205 -1.543 0.412  N10 WD9 11 
WD9 N11 N4  N 0 1 Y N N N N N 154.592 137.769 123.496 0.243  -2.864 0.323  N11 WD9 12 
WD9 N13 N5  N 0 1 N N N N N N 157.504 138.412 123.344 1.791  -0.302 0.753  N13 WD9 13 
WD9 C14 C9  C 0 1 N N N N N N 158.878 138.904 123.334 2.464  0.982  0.962  C14 WD9 14 
WD9 C15 C10 C 0 1 Y N N N N N 159.230 139.885 124.467 3.949  0.756  1.091  C15 WD9 15 
WD9 C16 C11 C 0 1 Y N N N N N 158.218 140.579 125.120 4.538  0.724  2.341  C16 WD9 16 
WD9 C17 C12 C 0 1 Y N N N N N 158.505 141.457 126.151 5.899  0.516  2.460  C17 WD9 17 
WD9 C18 C13 C 0 1 Y N N N N N 159.817 141.639 126.552 6.676  0.340  1.329  C18 WD9 18 
WD9 C19 C14 C 0 1 Y N N N N N 160.831 140.935 125.923 6.094  0.372  0.077  C19 WD9 19 
WD9 C20 C15 C 0 1 Y N N N N N 160.556 140.078 124.868 4.725  0.574  -0.045 C20 WD9 20 
WD9 N21 N6  N 0 1 Y N N N N N 161.681 139.364 124.266 4.130  0.600  -1.314 N21 WD9 21 
WD9 C22 C16 C 0 1 Y N N N N N 161.976 139.281 122.982 4.766  0.432  -2.495 C22 WD9 22 
WD9 C23 C17 C 0 1 Y N N N N N 163.075 138.477 122.852 3.841  0.527  -3.478 C23 WD9 23 
WD9 C24 C18 C 0 1 Y N N N N N 163.415 138.033 124.112 2.598  0.760  -2.879 C24 WD9 24 
WD9 N25 N7  N 0 1 Y N N N N N 162.541 138.559 124.973 2.769  0.799  -1.582 N25 WD9 25 
WD9 O26 O1  O 0 1 N N N N N N 157.782 136.635 127.795 -2.307 1.895  0.568  O26 WD9 26 
WD9 C27 C19 C 0 1 N N S N N N 159.086 137.141 127.684 -3.725 1.806  0.411  C27 WD9 27 
WD9 C28 C20 C 0 1 N N N N N N 159.360 138.067 128.814 -4.398 2.936  1.194  C28 WD9 28 
WD9 C29 C21 C 0 1 N N N N N N 160.017 137.437 129.987 -5.912 2.869  0.972  C29 WD9 29 
WD9 C30 C22 C 0 1 N N N N N N 159.663 135.964 130.136 -6.208 2.966  -0.526 C30 WD9 30 
WD9 N31 N8  N 0 1 N N N N N N 160.075 135.200 128.930 -5.542 1.863  -1.230 N31 WD9 31 
WD9 C32 C23 C 0 1 N N N N N N 160.018 135.937 127.638 -4.084 1.934  -1.071 C32 WD9 32 
WD9 H1  H1  H 0 1 N N N N N N 151.604 136.250 125.626 -4.045 -2.544 -0.094 H1  WD9 33 
WD9 H2  H2  H 0 1 N N N N N N 152.150 134.353 127.115 -3.006 -5.203 0.987  H2  WD9 34 
WD9 H3  H3  H 0 1 N N N N N N 152.957 134.231 125.515 -3.632 -3.857 1.969  H3  WD9 35 
WD9 H4  H4  H 0 1 N N N N N N 153.895 134.749 126.956 -4.718 -4.731 0.862  H4  WD9 36 
WD9 H5  H5  H 0 1 N N N N N N 152.474 137.339 123.420 -0.749 -4.723 0.016  H5  WD9 37 
WD9 H6  H6  H 0 1 N N N N N N 151.594 136.531 128.078 -4.464 -4.462 -1.609 H6  WD9 38 
WD9 H7  H7  H 0 1 N N N N N N 153.306 137.074 128.017 -3.197 -3.396 -2.262 H7  WD9 39 
WD9 H8  H8  H 0 1 N N N N N N 152.025 138.051 127.223 -2.752 -4.933 -1.484 H8  WD9 40 
WD9 H9  H9  H 0 1 N N N N N N 156.929 139.195 123.108 2.310  -1.122 0.717  H9  WD9 41 
WD9 H10 H10 H 0 1 N N N N N N 159.551 138.037 123.413 2.269  1.637  0.114  H10 WD9 42 
WD9 H11 H11 H 0 1 N N N N N N 159.050 139.415 122.375 2.087  1.446  1.874  H11 WD9 43 
WD9 H12 H12 H 0 1 N N N N N N 157.192 140.431 124.818 3.934  0.861  3.225  H12 WD9 44 
WD9 H13 H13 H 0 1 N N N N N N 157.708 141.998 126.640 6.357  0.492  3.437  H13 WD9 45 
WD9 H14 H14 H 0 1 N N N N N N 160.049 142.327 127.352 7.740  0.179  1.425  H14 WD9 46 
WD9 H15 H15 H 0 1 N N N N N N 161.850 141.055 126.259 6.701  0.235  -0.805 H15 WD9 47 
WD9 H16 H16 H 0 1 N N N N N N 161.443 139.763 122.176 5.823  0.255  -2.630 H16 WD9 48 
WD9 H17 H17 H 0 1 N N N N N N 163.583 138.234 121.931 4.029  0.438  -4.538 H17 WD9 49 
WD9 H18 H18 H 0 1 N N N N N N 164.238 137.379 124.358 1.659  0.883  -3.398 H18 WD9 50 
WD9 H19 H19 H 0 1 N N N N N N 159.193 137.695 126.740 -4.073 0.844  0.789  H19 WD9 51 
WD9 H20 H20 H 0 1 N N N N N N 160.013 138.872 128.447 -4.180 2.824  2.256  H20 WD9 52 
WD9 H21 H21 H 0 1 N N N N N N 158.403 138.495 129.146 -4.021 3.897  0.844  H21 WD9 53 
WD9 H22 H22 H 0 1 N N N N N N 161.107 137.527 129.871 -6.295 1.924  1.358  H22 WD9 54 
WD9 H23 H23 H 0 1 N N N N N N 159.700 137.969 130.896 -6.393 3.697  1.493  H23 WD9 55 
WD9 H24 H24 H 0 1 N N N N N N 158.576 135.866 130.272 -7.284 2.905  -0.688 H24 WD9 56 
WD9 H25 H25 H 0 1 N N N N N N 160.181 135.556 131.016 -5.837 3.917  -0.909 H25 WD9 57 
WD9 H26 H26 H 0 1 N N N N N N 159.476 134.403 128.854 -5.799 1.849  -2.206 H26 WD9 58 
WD9 H28 H28 H 0 1 N N N N N N 159.664 135.249 126.856 -3.723 2.889  -1.451 H28 WD9 59 
WD9 H29 H29 H 0 1 N N N N N N 161.031 136.286 127.388 -3.618 1.122  -1.629 H29 WD9 60 
# 
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 
WD9 C23 C22 DOUB Y N 1  
WD9 C23 C24 SING Y N 2  
WD9 C22 N21 SING Y N 3  
WD9 C14 N13 SING N N 4  
WD9 C14 C15 SING N N 5  
WD9 N13 C9  SING N N 6  
WD9 N11 C12 DOUB Y N 7  
WD9 N11 N10 SING Y N 8  
WD9 C12 C4  SING Y N 9  
WD9 C24 N25 DOUB Y N 10 
WD9 N21 C20 SING N N 11 
WD9 N21 N25 SING Y N 12 
WD9 C15 C20 DOUB Y N 13 
WD9 C15 C16 SING Y N 14 
WD9 N10 C9  SING Y N 15 
WD9 N10 C5  SING Y N 16 
WD9 C9  N8  DOUB Y N 17 
WD9 C20 C19 SING Y N 18 
WD9 C16 C17 DOUB Y N 19 
WD9 C4  C5  DOUB Y N 20 
WD9 C4  C2  SING N N 21 
WD9 C5  N6  SING Y N 22 
WD9 N8  C7  SING Y N 23 
WD9 C19 C18 DOUB Y N 24 
WD9 C17 C18 SING Y N 25 
WD9 C2  C3  SING N N 26 
WD9 C2  C1  SING N N 27 
WD9 N6  C7  DOUB Y N 28 
WD9 C7  O26 SING N N 29 
WD9 C32 C27 SING N N 30 
WD9 C32 N31 SING N N 31 
WD9 C27 O26 SING N N 32 
WD9 C27 C28 SING N N 33 
WD9 C28 C29 SING N N 34 
WD9 N31 C30 SING N N 35 
WD9 C29 C30 SING N N 36 
WD9 C2  H1  SING N N 37 
WD9 C3  H2  SING N N 38 
WD9 C3  H3  SING N N 39 
WD9 C3  H4  SING N N 40 
WD9 C12 H5  SING N N 41 
WD9 C1  H6  SING N N 42 
WD9 C1  H7  SING N N 43 
WD9 C1  H8  SING N N 44 
WD9 N13 H9  SING N N 45 
WD9 C14 H10 SING N N 46 
WD9 C14 H11 SING N N 47 
WD9 C16 H12 SING N N 48 
WD9 C17 H13 SING N N 49 
WD9 C18 H14 SING N N 50 
WD9 C19 H15 SING N N 51 
WD9 C22 H16 SING N N 52 
WD9 C23 H17 SING N N 53 
WD9 C24 H18 SING N N 54 
WD9 C27 H19 SING N N 55 
WD9 C28 H20 SING N N 56 
WD9 C28 H21 SING N N 57 
WD9 C29 H22 SING N N 58 
WD9 C29 H23 SING N N 59 
WD9 C30 H24 SING N N 60 
WD9 C30 H25 SING N N 61 
WD9 N31 H26 SING N N 62 
WD9 C32 H28 SING N N 63 
WD9 C32 H29 SING N N 64 
# 
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 
WD9 InChI            InChI                1.06  "InChI=1S/C23H28N8O/c1-16(2)19-15-27-31-21(19)28-23(32-18-8-5-10-24-14-18)29-22(31)25-13-17-7-3-4-9-20(17)30-12-6-11-26-30/h3-4,6-7,9,11-12,15-16,18,24H,5,8,10,13-14H2,1-2H3,(H,25,28,29)/t18-/m0/s1" 
WD9 InChIKey         InChI                1.06  LSGRZENCFIIHNV-SFHVURJKSA-N                                                                                                                                                                            
WD9 SMILES_CANONICAL CACTVS               3.385 "CC(C)c1cnn2c(NCc3ccccc3n4cccn4)nc(O[C@H]5CCCNC5)nc12"                                                                                                                                                 
WD9 SMILES           CACTVS               3.385 "CC(C)c1cnn2c(NCc3ccccc3n4cccn4)nc(O[CH]5CCCNC5)nc12"                                                                                                                                                  
WD9 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC(C)c1cnn2c1nc(nc2NCc3ccccc3n4cccn4)O[C@H]5CCCNC5"                                                                                                                                                   
WD9 SMILES           "OpenEye OEToolkits" 2.0.7 "CC(C)c1cnn2c1nc(nc2NCc3ccccc3n4cccn4)OC5CCCNC5"                                                                                                                                                       
# 
_pdbx_chem_comp_identifier.comp_id           WD9 
_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        "2-[(3~{S})-piperidin-3-yl]oxy-8-propan-2-yl-~{N}-[(2-pyrazol-1-ylphenyl)methyl]pyrazolo[1,5-a][1,3,5]triazin-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 
WD9 "Create component" 2023-05-31 PDBE 
WD9 "Initial release"  2024-03-20 RCSB 
# 
