data_UYD
#

_chem_comp.id                                   UYD
_chem_comp.name                                 "(2R)-2-({4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl}amino)-2-phenylethan-1-ol"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C21 H26 N8 O"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2020-06-04
_chem_comp.pdbx_modified_date                   2020-08-28
_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                       406.484
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    UYD
_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       6X9N
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 RCSB
#   #
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
UYD  C10  C1   C  0  1  N  N  R  -39.376  23.239  -67.467   3.169   0.190   0.239  C10  UYD   1  
UYD  C11  C2   C  0  1  N  N  N  -40.915  23.262  -67.567   3.592   0.461   1.684  C11  UYD   2  
UYD  C13  C3   C  0  1  Y  N  N  -38.725  23.220  -68.836   3.793  -1.098  -0.234  C13  UYD   3  
UYD  C14  C4   C  0  1  Y  N  N  -38.886  22.097  -69.655   4.928  -1.067  -1.023  C14  UYD   4  
UYD  C15  C5   C  0  1  Y  N  N  -38.278  22.071  -70.902   5.500  -2.249  -1.457  C15  UYD   5  
UYD  C16  C6   C  0  1  Y  N  N  -37.505  23.155  -71.327   4.938  -3.460  -1.102  C16  UYD   6  
UYD  C17  C7   C  0  1  Y  N  N  -37.331  24.271  -70.514   3.803  -3.491  -0.313  C17  UYD   7  
UYD  C18  C8   C  0  1  Y  N  N  -37.954  24.295  -69.268   3.234  -2.310   0.126  C18  UYD   8  
UYD  C20  C9   C  0  1  Y  N  N  -36.290  25.614  -64.852   0.827   3.517  -0.117  C20  UYD   9  
UYD  C23  C10  C  0  1  Y  N  N  -34.433  24.984  -63.759  -1.067   4.747  -0.318  C23  UYD  10  
UYD  C01  C11  C  0  1  N  N  N  -34.669  17.425  -65.359  -5.834  -1.649  -0.148  C01  UYD  11  
UYD  C04  C12  C  0  1  Y  N  N  -35.741  20.764  -65.260  -3.120   0.735  -0.160  C04  UYD  12  
UYD  C06  C13  C  0  1  Y  N  N  -36.019  23.277  -65.055  -1.173   2.153  -0.142  C06  UYD  13  
UYD  C08  C14  C  0  1  Y  N  N  -37.794  24.438  -66.004   0.935   1.219   0.042  C08  UYD  14  
UYD  C24  C15  C  0  1  Y  N  N  -35.541  24.486  -64.547  -0.577   3.429  -0.195  C24  UYD  15  
UYD  C25  C16  C  0  1  Y  N  N  -36.901  20.269  -65.860  -2.425  -0.478  -0.026  C25  UYD  16  
UYD  C26  C17  C  0  1  Y  N  N  -36.718  18.919  -66.005  -3.336  -1.478  -0.007  C26  UYD  17  
UYD  C27  C18  C  0  1  N  N  N  -37.723  17.960  -66.614  -3.036  -2.949   0.122  C27  UYD  18  
UYD  C28  C19  C  0  1  N  N  N  -37.128  17.254  -67.849  -3.360  -3.654  -1.197  C28  UYD  19  
UYD  C29  C20  C  0  1  N  N  N  -38.220  16.951  -65.558  -1.554  -3.141   0.451  C29  UYD  20  
UYD  C30  C21  C  0  1  N  N  N  -38.955  18.772  -67.056  -3.889  -3.547   1.242  C30  UYD  21  
UYD  N02  N1   N  0  1  Y  N  N  -35.480  18.638  -65.508  -4.561  -0.924  -0.124  N02  UYD  22  
UYD  N03  N2   N  0  1  Y  N  N  -34.884  19.799  -65.055  -4.403   0.464  -0.218  N03  UYD  23  
UYD  N05  N3   N  0  1  N  N  N  -35.422  22.078  -64.878  -2.545   2.010  -0.215  N05  UYD  24  
UYD  N07  N4   N  0  1  Y  N  N  -37.152  23.294  -65.778  -0.385   1.091  -0.020  N07  UYD  25  
UYD  N09  N5   N  0  1  N  N  N  -38.919  24.409  -66.728   1.710   0.080   0.169  N09  UYD  26  
UYD  N19  N6   N  0  1  Y  N  N  -37.385  25.647  -65.550   1.536   2.396  -0.000  N19  UYD  27  
UYD  N21  N7   N  0  1  Y  N  N  -35.669  26.782  -64.263   1.138   4.842  -0.191  N21  UYD  28  
UYD  N22  N8   N  0  1  Y  N  N  -34.527  26.310  -63.608  -0.055   5.567  -0.314  N22  UYD  29  
UYD  O12  O1   O  0  1  N  N  N  -41.458  24.472  -67.019   3.258  -0.666   2.497  O12  UYD  30  
UYD  H1   H1   H  0  1  N  N  N  -39.080  22.328  -66.926   3.502   1.010  -0.397  H1   UYD  31  
UYD  H2   H2   H  0  1  N  N  N  -41.206  23.186  -68.625   4.667   0.631   1.722  H2   UYD  32  
UYD  H3   H3   H  0  1  N  N  N  -41.322  22.404  -67.013   3.071   1.344   2.055  H3   UYD  33  
UYD  H4   H4   H  0  1  N  N  N  -39.478  21.258  -69.320   5.367  -0.120  -1.300  H4   UYD  34  
UYD  H5   H5   H  0  1  N  N  N  -38.402  21.212  -71.545   6.387  -2.224  -2.073  H5   UYD  35  
UYD  H6   H6   H  0  1  N  N  N  -37.036  23.126  -72.300   5.384  -4.383  -1.441  H6   UYD  36  
UYD  H7   H7   H  0  1  N  N  N  -36.725  25.102  -70.843   3.363  -4.438  -0.036  H7   UYD  37  
UYD  H8   H8   H  0  1  N  N  N  -37.837  25.158  -68.630   2.348  -2.334   0.743  H8   UYD  38  
UYD  H9   H9   H  0  1  N  N  N  -33.643  24.372  -63.351  -2.107   5.029  -0.400  H9   UYD  39  
UYD  H10  H10  H  0  1  N  N  N  -33.704  17.683  -64.897  -6.167  -1.832   0.874  H10  UYD  40  
UYD  H11  H11  H  0  1  N  N  N  -35.201  16.705  -64.720  -6.582  -1.053  -0.672  H11  UYD  41  
UYD  H12  H12  H  0  1  N  N  N  -34.494  16.977  -66.348  -5.701  -2.601  -0.662  H12  UYD  42  
UYD  H13  H13  H  0  1  N  N  N  -37.771  20.838  -66.152  -1.354  -0.593   0.047  H13  UYD  43  
UYD  H14  H14  H  0  1  N  N  N  -36.246  16.669  -67.548  -2.691  -3.290  -1.977  H14  UYD  44  
UYD  H15  H15  H  0  1  N  N  N  -37.882  16.582  -68.286  -3.227  -4.729  -1.077  H15  UYD  45  
UYD  H16  H16  H  0  1  N  N  N  -36.832  18.007  -68.594  -4.392  -3.444  -1.477  H16  UYD  46  
UYD  H17  H17  H  0  1  N  N  N  -38.635  17.495  -64.697  -1.323  -2.639   1.391  H17  UYD  47  
UYD  H18  H18  H  0  1  N  N  N  -39.000  16.313  -65.999  -1.337  -4.205   0.545  H18  UYD  48  
UYD  H19  H19  H  0  1  N  N  N  -37.379  16.325  -65.225  -0.946  -2.714  -0.347  H19  UYD  49  
UYD  H20  H20  H  0  1  N  N  N  -39.391  19.282  -66.184  -4.944  -3.411   1.007  H20  UYD  50  
UYD  H21  H21  H  0  1  N  N  N  -38.652  19.519  -67.804  -3.672  -4.611   1.336  H21  UYD  51  
UYD  H22  H22  H  0  1  N  N  N  -39.702  18.095  -67.496  -3.658  -3.046   2.182  H22  UYD  52  
UYD  H23  H23  H  0  1  N  N  N  -34.567  22.139  -64.363  -3.110   2.794  -0.304  H23  UYD  53  
UYD  H24  H24  H  0  1  N  N  N  -38.826  25.139  -67.405   1.287  -0.792   0.212  H24  UYD  54  
UYD  H25  H25  H  0  1  N  N  N  -35.990  27.728  -64.314   2.031   5.219  -0.163  H25  UYD  55  
UYD  H26  H26  H  0  1  N  N  N  -42.405  24.457  -67.094   3.498  -0.564   3.428  H26  UYD  56  
#   #
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
UYD  C16  C15  DOUB  Y  N   1  
UYD  C16  C17  SING  Y  N   2  
UYD  C15  C14  SING  Y  N   3  
UYD  C17  C18  DOUB  Y  N   4  
UYD  C14  C13  DOUB  Y  N   5  
UYD  C18  C13  SING  Y  N   6  
UYD  C13  C10  SING  N  N   7  
UYD  C28  C27  SING  N  N   8  
UYD  C11  C10  SING  N  N   9  
UYD  C11  O12  SING  N  N  10  
UYD  C10  N09  SING  N  N  11  
UYD  C30  C27  SING  N  N  12  
UYD  N09  C08  SING  N  N  13  
UYD  C27  C26  SING  N  N  14  
UYD  C27  C29  SING  N  N  15  
UYD  C26  C25  DOUB  Y  N  16  
UYD  C26  N02  SING  Y  N  17  
UYD  C08  N07  DOUB  Y  N  18  
UYD  C08  N19  SING  Y  N  19  
UYD  C25  C04  SING  Y  N  20  
UYD  N07  C06  SING  Y  N  21  
UYD  N19  C20  DOUB  Y  N  22  
UYD  N02  C01  SING  N  N  23  
UYD  N02  N03  SING  Y  N  24  
UYD  C04  N03  DOUB  Y  N  25  
UYD  C04  N05  SING  N  N  26  
UYD  C06  N05  SING  N  N  27  
UYD  C06  C24  DOUB  Y  N  28  
UYD  C20  C24  SING  Y  N  29  
UYD  C20  N21  SING  Y  N  30  
UYD  C24  C23  SING  Y  N  31  
UYD  N21  N22  SING  Y  N  32  
UYD  C23  N22  DOUB  Y  N  33  
UYD  C10  H1   SING  N  N  34  
UYD  C11  H2   SING  N  N  35  
UYD  C11  H3   SING  N  N  36  
UYD  C14  H4   SING  N  N  37  
UYD  C15  H5   SING  N  N  38  
UYD  C16  H6   SING  N  N  39  
UYD  C17  H7   SING  N  N  40  
UYD  C18  H8   SING  N  N  41  
UYD  C23  H9   SING  N  N  42  
UYD  C01  H10  SING  N  N  43  
UYD  C01  H11  SING  N  N  44  
UYD  C01  H12  SING  N  N  45  
UYD  C25  H13  SING  N  N  46  
UYD  C28  H14  SING  N  N  47  
UYD  C28  H15  SING  N  N  48  
UYD  C28  H16  SING  N  N  49  
UYD  C29  H17  SING  N  N  50  
UYD  C29  H18  SING  N  N  51  
UYD  C29  H19  SING  N  N  52  
UYD  C30  H20  SING  N  N  53  
UYD  C30  H21  SING  N  N  54  
UYD  C30  H22  SING  N  N  55  
UYD  N05  H23  SING  N  N  56  
UYD  N09  H24  SING  N  N  57  
UYD  N21  H25  SING  N  N  58  
UYD  O12  H26  SING  N  N  59  
#   #
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
UYD  SMILES            ACDLabs               12.01  "C(Nc3nc(Nc1nn(C)c(c1)C(C)(C)C)c2c(nnc2)n3)(CO)c4ccccc4"  
UYD  InChI             InChI                 1.03   "InChI=1S/C21H26N8O/c1-21(2,3)16-10-17(28-29(16)4)24-18-14-11-22-27-19(14)26-20(25-18)23-15(12-30)13-8-6-5-7-9-13/h5-11,15,30H,12H2,1-4H3,(H3,22,23,24,25,26,27,28)/t15-/m0/s1"  
UYD  InChIKey          InChI                 1.03   MOLGZLFXZJMRCB-HNNXBMFYSA-N  
UYD  SMILES_CANONICAL  CACTVS                3.385  "Cn1nc(Nc2nc(N[C@@H](CO)c3ccccc3)nc4[nH]ncc24)cc1C(C)(C)C"  
UYD  SMILES            CACTVS                3.385  "Cn1nc(Nc2nc(N[CH](CO)c3ccccc3)nc4[nH]ncc24)cc1C(C)(C)C"  
UYD  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "CC(C)(C)c1cc(nn1C)Nc2c3cn[nH]c3nc(n2)N[C@@H](CO)c4ccccc4"  
UYD  SMILES            "OpenEye OEToolkits"  2.0.7  "CC(C)(C)c1cc(nn1C)Nc2c3cn[nH]c3nc(n2)NC(CO)c4ccccc4"  
#   #
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
UYD  "SYSTEMATIC NAME"  ACDLabs               12.01  "(2R)-2-({4-[(5-tert-butyl-1-methyl-1H-pyrazol-3-yl)amino]-1H-pyrazolo[3,4-d]pyrimidin-6-yl}amino)-2-phenylethan-1-ol"  
UYD  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.7  "(2~{R})-2-[[4-[(5-~{tert}-butyl-1-methyl-pyrazol-3-yl)amino]-1~{H}-pyrazolo[3,4-d]pyrimidin-6-yl]amino]-2-phenyl-ethanol"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
UYD  "Create component"  2020-06-04  RCSB  
UYD  "Initial release"   2020-09-02  RCSB  
##
