data_SJS
#

_chem_comp.id                                   SJS
_chem_comp.name                                 "4-[5-[2,6-bis(fluoranyl)phenyl]-2~{H}-pyrazolo[3,4-b]pyridin-3-yl]-2-(4-oxidanylpiperidin-1-yl)-1~{H}-pyrimidin-6-one"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C21 H18 F2 N6 O2"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2020-03-10
_chem_comp.pdbx_modified_date                   2020-12-04
_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                       424.403
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    SJS
_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       6W3K
_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
SJS  C4   C1   C  0  1  Y  N  N  -31.564  20.818  -14.352  -4.629  -0.282  -0.106  C4   SJS   1  
SJS  C5   C2   C  0  1  Y  N  N  -31.642  21.560  -13.170  -5.545  -0.287   0.947  C5   SJS   2  
SJS  C6   C3   C  0  1  Y  N  N  -32.633  21.278  -12.242  -6.551  -1.234   0.981  C6   SJS   3  
SJS  C8   C4   C  0  1  Y  N  N  -30.501  21.041  -15.376  -3.548   0.731  -0.148  C8   SJS   4  
SJS  C10  C5   C  0  1  Y  N  N  -28.209  21.420  -15.970  -1.238   1.329  -0.086  C10  SJS   5  
SJS  N12  N1   N  0  1  Y  N  N  -26.374  21.749  -17.212   0.500   2.682  -0.128  N12  SJS   6  
SJS  C15  C6   C  0  1  Y  N  N  -28.588  21.366  -17.326  -1.649   2.735  -0.233  C15  SJS   7  
SJS  C17  C7   C  0  1  Y  N  N  -30.793  21.008  -16.749  -3.867   2.092  -0.292  C17  SJS   8  
SJS  C20  C8   C  0  1  N  N  N  -23.722  22.055  -13.784   1.482  -2.127   0.274  C20  SJS   9  
SJS  C24  C9   C  0  1  N  N  N  -25.678  22.152  -12.478   3.226  -0.561   0.451  C24  SJS  10  
SJS  C28  C10  C  0  1  N  N  N  -26.215  20.677   -9.425   6.218   1.097  -0.498  C28  SJS  11  
SJS  C1   C11  C  0  1  Y  N  N  -33.541  20.258  -12.459  -6.650  -2.177  -0.026  C1   SJS  12  
SJS  C11  C12  C  0  1  Y  N  N  -26.760  21.661  -15.961   0.159   1.378  -0.018  C11  SJS  13  
SJS  C18  C13  C  0  1  N  N  N  -25.887  21.830  -14.778   1.074   0.237   0.141  C18  SJS  14  
SJS  C19  C14  C  0  1  N  N  N  -24.508  21.876  -14.929   0.581  -1.065   0.120  C19  SJS  15  
SJS  C2   C15  C  0  1  Y  N  N  -33.464  19.508  -13.611  -5.746  -2.179  -1.073  C2   SJS  16  
SJS  C27  C16  C  0  1  N  N  N  -25.583  21.935  -10.021   5.078   1.068   0.525  C27  SJS  17  
SJS  C29  C17  C  0  1  N  N  N  -27.712  20.892   -9.214   7.270   0.055  -0.112  C29  SJS  18  
SJS  C3   C18  C  0  1  Y  N  N  -32.482  19.775  -14.549  -4.732  -1.240  -1.116  C3   SJS  19  
SJS  C30  C19  C  0  1  N  N  N  -28.348  21.149  -10.578   6.640  -1.340  -0.131  C30  SJS  20  
SJS  C31  C20  C  0  1  N  N  N  -27.751  22.406  -11.212   5.504  -1.396   0.896  C31  SJS  21  
SJS  C9   C21  C  0  1  Y  N  N  -29.178  21.245  -14.979  -2.223   0.335  -0.041  C9   SJS  22  
SJS  F33  F1   F  0  1  N  N  N  -32.438  19.007  -15.663  -3.850  -1.243  -2.139  F33  SJS  23  
SJS  F7   F2   F  0  1  N  N  N  -30.779  22.569  -12.915  -5.448   0.633   1.932  F7   SJS  24  
SJS  N13  N2   N  0  1  Y  N  N  -27.454  21.559  -18.072  -0.531   3.439  -0.238  N13  SJS  25  
SJS  N16  N3   N  0  1  Y  N  N  -29.859  21.157  -17.655  -2.954   3.027  -0.329  N16  SJS  26  
SJS  N22  N4   N  0  1  N  N  N  -24.319  22.180  -12.582   2.792  -1.851   0.438  N22  SJS  27  
SJS  N25  N5   N  0  1  N  N  N  -26.423  21.984  -13.557   2.391   0.445   0.307  N25  SJS  28  
SJS  N26  N6   N  0  1  N  N  N  -26.282  22.353  -11.247   4.561  -0.304   0.619  N26  SJS  29  
SJS  O21  O1   O  0  1  N  N  N  -22.510  22.101  -13.866   1.087  -3.282   0.266  O21  SJS  30  
SJS  O32  O2   O  0  1  N  N  N  -28.287  19.704   -8.650   8.351   0.101  -1.045  O32  SJS  31  
SJS  H1   H1   H  0  1  N  N  N  -32.697  21.863  -11.337  -7.260  -1.239   1.795  H1   SJS  32  
SJS  H2   H2   H  0  1  N  N  N  -25.435  21.928  -17.507   1.414   3.007  -0.112  H2   SJS  33  
SJS  H3   H3   H  0  1  N  N  N  -31.814  20.856  -17.066  -4.905   2.377  -0.374  H3   SJS  34  
SJS  H4   H4   H  0  1  N  N  N  -26.062  19.832  -10.113   5.825   0.868  -1.488  H4   SJS  35  
SJS  H5   H5   H  0  1  N  N  N  -25.740  20.454   -8.458   6.674   2.087  -0.507  H5   SJS  36  
SJS  H6   H6   H  0  1  N  N  N  -34.308  20.050  -11.727  -7.438  -2.916   0.005  H6   SJS  37  
SJS  H7   H7   H  0  1  N  N  N  -24.053  21.776  -15.904  -0.474  -1.252  -0.013  H7   SJS  38  
SJS  H8   H8   H  0  1  N  N  N  -34.171  18.710  -13.783  -5.829  -2.918  -1.856  H8   SJS  39  
SJS  H9   H9   H  0  1  N  N  N  -24.530  21.728  -10.262   5.451   1.385   1.498  H9   SJS  40  
SJS  H10  H10  H  0  1  N  N  N  -25.637  22.748   -9.282   4.281   1.739   0.203  H10  SJS  41  
SJS  H11  H11  H  0  1  N  N  N  -27.874  21.760   -8.558   7.645   0.270   0.889  H11  SJS  42  
SJS  H12  H12  H  0  1  N  N  N  -29.432  21.285  -10.453   6.243  -1.546  -1.124  H12  SJS  43  
SJS  H13  H13  H  0  1  N  N  N  -28.160  20.287  -11.235   7.396  -2.084   0.121  H13  SJS  44  
SJS  H14  H14  H  0  1  N  N  N  -28.062  23.283  -10.626   4.988  -2.353   0.818  H14  SJS  45  
SJS  H15  H15  H  0  1  N  N  N  -28.129  22.500  -12.241   5.913  -1.283   1.900  H15  SJS  46  
SJS  H16  H16  H  0  1  N  N  N  -28.911  21.267  -13.933  -1.960  -0.706   0.075  H16  SJS  47  
SJS  H17  H17  H  0  1  N  N  N  -23.761  22.294  -11.760   3.428  -2.576   0.546  H17  SJS  48  
SJS  H18  H18  H  0  1  N  N  N  -27.897  19.536   -7.800   9.057  -0.534  -0.862  H18  SJS  49  
#   #
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
SJS  N13  C15  DOUB  Y  N   1  
SJS  N13  N12  SING  Y  N   2  
SJS  N16  C15  SING  Y  N   3  
SJS  N16  C17  DOUB  Y  N   4  
SJS  C15  C10  SING  Y  N   5  
SJS  N12  C11  SING  Y  N   6  
SJS  C17  C8   SING  Y  N   7  
SJS  C10  C11  DOUB  Y  N   8  
SJS  C10  C9   SING  Y  N   9  
SJS  C11  C18  SING  N  N  10  
SJS  F33  C3   SING  N  N  11  
SJS  C8   C9   DOUB  Y  N  12  
SJS  C8   C4   SING  N  N  13  
SJS  C19  C18  DOUB  N  N  14  
SJS  C19  C20  SING  N  N  15  
SJS  C18  N25  SING  N  N  16  
SJS  C3   C4   DOUB  Y  N  17  
SJS  C3   C2   SING  Y  N  18  
SJS  C4   C5   SING  Y  N  19  
SJS  O21  C20  DOUB  N  N  20  
SJS  C20  N22  SING  N  N  21  
SJS  C2   C1   DOUB  Y  N  22  
SJS  N25  C24  DOUB  N  N  23  
SJS  C5   F7   SING  N  N  24  
SJS  C5   C6   DOUB  Y  N  25  
SJS  N22  C24  SING  N  N  26  
SJS  C24  N26  SING  N  N  27  
SJS  C1   C6   SING  Y  N  28  
SJS  N26  C31  SING  N  N  29  
SJS  N26  C27  SING  N  N  30  
SJS  C31  C30  SING  N  N  31  
SJS  C30  C29  SING  N  N  32  
SJS  C27  C28  SING  N  N  33  
SJS  C28  C29  SING  N  N  34  
SJS  C29  O32  SING  N  N  35  
SJS  C6   H1   SING  N  N  36  
SJS  N12  H2   SING  N  N  37  
SJS  C17  H3   SING  N  N  38  
SJS  C28  H4   SING  N  N  39  
SJS  C28  H5   SING  N  N  40  
SJS  C1   H6   SING  N  N  41  
SJS  C19  H7   SING  N  N  42  
SJS  C2   H8   SING  N  N  43  
SJS  C27  H9   SING  N  N  44  
SJS  C27  H10  SING  N  N  45  
SJS  C29  H11  SING  N  N  46  
SJS  C30  H12  SING  N  N  47  
SJS  C30  H13  SING  N  N  48  
SJS  C31  H14  SING  N  N  49  
SJS  C31  H15  SING  N  N  50  
SJS  C9   H16  SING  N  N  51  
SJS  N22  H17  SING  N  N  52  
SJS  O32  H18  SING  N  N  53  
#   #
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
SJS  InChI             InChI                 1.03   "InChI=1S/C21H18F2N6O2/c22-14-2-1-3-15(23)18(14)11-8-13-19(27-28-20(13)24-10-11)16-9-17(31)26-21(25-16)29-6-4-12(30)5-7-29/h1-3,8-10,12,30H,4-7H2,(H,24,27,28)(H,25,26,31)"  
SJS  InChIKey          InChI                 1.03   CAASTELLWPCGBG-UHFFFAOYSA-N  
SJS  SMILES_CANONICAL  CACTVS                3.385  "OC1CCN(CC1)C2=NC(=CC(=O)N2)c3[nH]nc4ncc(cc34)c5c(F)cccc5F"  
SJS  SMILES            CACTVS                3.385  "OC1CCN(CC1)C2=NC(=CC(=O)N2)c3[nH]nc4ncc(cc34)c5c(F)cccc5F"  
SJS  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "c1cc(c(c(c1)F)c2cc3c([nH]nc3nc2)C4=CC(=O)NC(=N4)N5CCC(CC5)O)F"  
SJS  SMILES            "OpenEye OEToolkits"  2.0.7  "c1cc(c(c(c1)F)c2cc3c([nH]nc3nc2)C4=CC(=O)NC(=N4)N5CCC(CC5)O)F"  
#
_pdbx_chem_comp_identifier.comp_id          SJS
_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       "4-[5-[2,6-bis(fluoranyl)phenyl]-2~{H}-pyrazolo[3,4-b]pyridin-3-yl]-2-(4-oxidanylpiperidin-1-yl)-1~{H}-pyrimidin-6-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
SJS  "Create component"  2020-03-10  RCSB  
SJS  "Initial release"   2020-12-09  RCSB  
##
