data_63I
#

_chem_comp.id                                   63I
_chem_comp.name                                 "(1R)-1-[7-[(2-fluoranyl-4-pyrazol-1-yl-phenyl)amino]-1,6-naphthyridin-2-yl]-1-(1-methylpiperidin-4-yl)ethanol"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C25 H27 F N6 O"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2021-09-09
_chem_comp.pdbx_modified_date                   2022-03-04
_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                       446.520
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    63I
_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       7VDR
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 PDBJ
#   #
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
63I  C4   C1   C  0  1  N  N  N  51.368  -34.935  55.881    4.991   0.832   0.861  C4   63I   1  
63I  C5   C2   C  0  1  N  N  N  51.213  -36.457  56.032    5.291   0.029  -0.408  C5   63I   2  
63I  C6   C3   C  0  1  N  N  N  50.983  -36.769  57.514    6.762   0.222  -0.788  C6   63I   3  
63I  C7   C4   C  0  1  N  N  N  52.220  -36.311  58.266    7.041   1.713  -0.986  C7   63I   4  
63I  C8   C5   C  0  1  N  N  R  50.051  -36.976  55.169    5.020  -1.455  -0.149  C8   63I   5  
63I  C13  C6   C  0  1  Y  N  N  49.738  -36.561  51.425    1.746  -3.139   0.622  C13  63I   6  
63I  C15  C7   C  0  1  Y  N  N  51.502  -36.475  49.730   -0.521  -2.197   0.549  C15  63I   7  
63I  C17  C8   C  0  1  Y  N  N  53.745  -36.653  50.310   -0.846   0.015  -0.065  C17  63I   8  
63I  C20  C9   C  0  1  Y  N  N  56.287  -35.618  51.665   -3.611  -0.460  -0.519  C20  63I   9  
63I  C21  C10  C  0  1  Y  N  N  57.483  -35.482  52.350   -4.969  -0.704  -0.464  C21  63I  10  
63I  C22  C11  C  0  1  Y  N  N  58.646  -36.119  51.911   -5.847   0.322  -0.139  C22  63I  11  
63I  C24  C12  C  0  1  Y  N  N  57.386  -37.077  50.109   -4.000   1.836   0.089  C24  63I  12  
63I  C28  C13  C  0  1  Y  N  N  61.374  -35.458  54.138   -9.380   0.341   0.163  C28  63I  13  
63I  C1   C14  C  0  1  N  N  N  53.495  -34.422  58.985    7.126   3.851   0.147  C1   63I  14  
63I  N2   N1   N  0  1  N  N  N  52.342  -34.855  58.170    6.739   2.438   0.255  N2   63I  15  
63I  C3   C15  C  0  1  N  N  N  52.487  -34.406  56.776    5.322   2.306   0.615  C3   63I  16  
63I  C9   C16  C  0  1  N  N  N  49.838  -38.459  55.474    5.504  -2.277  -1.345  C9   63I  17  
63I  O10  O1   O  0  1  N  N  N  48.826  -36.282  55.473    5.718  -1.868   1.027  O10  63I  18  
63I  C11  C17  C  0  1  Y  N  N  50.418  -36.840  53.705    3.541  -1.669   0.043  C11  63I  19  
63I  C12  C18  C  0  1  Y  N  N  49.416  -36.681  52.752    3.084  -2.923   0.441  C12  63I  20  
63I  C14  C19  C  0  1  Y  N  N  51.092  -36.601  51.058    0.866  -2.068   0.388  C14  63I  21  
63I  N16  N2   N  0  1  Y  N  N  52.774  -36.495  49.410   -1.309  -1.172   0.321  N16  63I  22  
63I  N18  N3   N  0  1  N  N  N  55.045  -36.652  49.789   -1.744   1.054  -0.287  N18  63I  23  
63I  C19  C20  C  0  1  Y  N  N  56.222  -36.435  50.537   -3.121   0.809  -0.243  C19  63I  24  
63I  C23  C21  C  0  1  Y  N  N  58.579  -36.937  50.785   -5.360   1.594   0.132  C23  63I  25  
63I  F25  F1   F  0  1  N  N  N  57.319  -37.857  49.023   -3.523   3.069   0.369  F25  63I  26  
63I  N26  N4   N  0  1  Y  N  N  59.854  -36.004  52.634   -7.226   0.073  -0.083  N26  63I  27  
63I  C27  C22  C  0  1  Y  N  N  60.111  -35.214  53.711   -8.186   0.975   0.219  C27  63I  28  
63I  C29  C23  C  0  1  Y  N  N  61.908  -36.448  53.315   -9.143  -0.995  -0.178  C29  63I  29  
63I  N30  N5   N  0  1  Y  N  N  61.003  -36.783  52.430   -7.853  -1.156  -0.328  N30  63I  30  
63I  C31  C24  C  0  1  Y  N  N  53.428  -36.809  51.658    0.503   0.240  -0.250  C31  63I  31  
63I  C32  C25  C  0  1  Y  N  N  52.076  -36.772  52.062    1.400  -0.817  -0.022  C32  63I  32  
63I  N33  N6   N  0  1  Y  N  N  51.684  -36.894  53.341    2.717  -0.671  -0.179  N33  63I  33  
63I  H1   H1   H  0  1  N  N  N  51.605  -34.700  54.833    3.935   0.733   1.113  H1   63I  34  
63I  H2   H2   H  0  1  N  N  N  50.423  -34.448  56.162    5.599   0.455   1.683  H2   63I  35  
63I  H3   H3   H  0  1  N  N  N  52.144  -36.944  55.705    4.655   0.380  -1.220  H3   63I  36  
63I  H4   H4   H  0  1  N  N  N  50.098  -36.228  57.880    7.397  -0.165   0.008  H4   63I  37  
63I  H5   H5   H  0  1  N  N  N  50.836  -37.850  57.653    6.971  -0.313  -1.714  H5   63I  38  
63I  H6   H6   H  0  1  N  N  N  52.135  -36.602  59.323    8.091   1.855  -1.243  H6   63I  39  
63I  H7   H7   H  0  1  N  N  N  53.111  -36.783  57.827    6.415   2.097  -1.791  H7   63I  40  
63I  H8   H8   H  0  1  N  N  N  48.967  -36.438  50.679    1.376  -4.105   0.930  H8   63I  41  
63I  H9   H9   H  0  1  N  N  N  50.760  -36.359  48.953   -0.942  -3.142   0.860  H9   63I  42  
63I  H10  H10  H  0  1  N  N  N  55.407  -35.092  52.004   -2.929  -1.258  -0.773  H10  63I  43  
63I  H11  H11  H  0  1  N  N  N  57.517  -34.872  53.240   -5.349  -1.693  -0.674  H11  63I  44  
63I  H12  H12  H  0  1  N  N  N  61.874  -34.974  54.964  -10.346   0.786   0.354  H12  63I  45  
63I  H13  H13  H  0  1  N  N  N  53.364  -34.769  60.021    6.577   4.316  -0.671  H13  63I  46  
63I  H14  H14  H  0  1  N  N  N  54.419  -34.850  58.569    6.891   4.364   1.080  H14  63I  47  
63I  H15  H15  H  0  1  N  N  N  53.561  -33.324  58.972    8.196   3.921  -0.047  H15  63I  48  
63I  H17  H17  H  0  1  N  N  N  53.451  -34.764  56.387    4.703   2.687  -0.198  H17  63I  49  
63I  H18  H18  H  0  1  N  N  N  52.468  -33.306  56.754    5.122   2.879   1.521  H18  63I  50  
63I  H19  H19  H  0  1  N  N  N  49.570  -38.581  56.534    5.311  -3.334  -1.161  H19  63I  51  
63I  H20  H20  H  0  1  N  N  N  49.026  -38.850  54.843    4.971  -1.961  -2.243  H20  63I  52  
63I  H21  H21  H  0  1  N  N  N  50.765  -39.013  55.264    6.574  -2.122  -1.484  H21  63I  53  
63I  H22  H22  H  0  1  N  N  N  48.623  -36.386  56.395    5.461  -1.388   1.826  H22  63I  54  
63I  H23  H23  H  0  1  N  N  N  48.381  -36.652  53.059    3.787  -3.725   0.608  H23  63I  55  
63I  H24  H24  H  0  1  N  N  N  55.148  -36.818  48.808   -1.415   1.947  -0.473  H24  63I  56  
63I  H25  H25  H  0  1  N  N  N  59.460  -37.460  50.443   -6.042   2.390   0.389  H25  63I  57  
63I  H26  H26  H  0  1  N  N  N  59.423  -34.509  54.153   -8.028   2.016   0.461  H26  63I  58  
63I  H27  H27  H  0  1  N  N  N  62.900  -36.868  53.394   -9.895  -1.761  -0.298  H27  63I  59  
63I  H28  H28  H  0  1  N  N  N  54.210  -36.957  52.388    0.863   1.209  -0.563  H28  63I  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
63I  F25  C24  SING  N  N   1  
63I  N16  C15  DOUB  Y  N   2  
63I  N16  C17  SING  Y  N   3  
63I  C15  C14  SING  Y  N   4  
63I  N18  C17  SING  N  N   5  
63I  N18  C19  SING  N  N   6  
63I  C24  C19  DOUB  Y  N   7  
63I  C24  C23  SING  Y  N   8  
63I  C17  C31  DOUB  Y  N   9  
63I  C19  C20  SING  Y  N  10  
63I  C23  C22  DOUB  Y  N  11  
63I  C14  C13  DOUB  Y  N  12  
63I  C14  C32  SING  Y  N  13  
63I  C13  C12  SING  Y  N  14  
63I  C31  C32  SING  Y  N  15  
63I  C20  C21  DOUB  Y  N  16  
63I  C22  C21  SING  Y  N  17  
63I  C22  N26  SING  N  N  18  
63I  C32  N33  DOUB  Y  N  19  
63I  N30  N26  SING  Y  N  20  
63I  N30  C29  DOUB  Y  N  21  
63I  N26  C27  SING  Y  N  22  
63I  C12  C11  DOUB  Y  N  23  
63I  C29  C28  SING  Y  N  24  
63I  N33  C11  SING  Y  N  25  
63I  C11  C8   SING  N  N  26  
63I  C27  C28  DOUB  Y  N  27  
63I  C8   O10  SING  N  N  28  
63I  C8   C9   SING  N  N  29  
63I  C8   C5   SING  N  N  30  
63I  C4   C5   SING  N  N  31  
63I  C4   C3   SING  N  N  32  
63I  C5   C6   SING  N  N  33  
63I  C3   N2   SING  N  N  34  
63I  C6   C7   SING  N  N  35  
63I  N2   C7   SING  N  N  36  
63I  N2   C1   SING  N  N  37  
63I  C4   H1   SING  N  N  38  
63I  C4   H2   SING  N  N  39  
63I  C5   H3   SING  N  N  40  
63I  C6   H4   SING  N  N  41  
63I  C6   H5   SING  N  N  42  
63I  C7   H6   SING  N  N  43  
63I  C7   H7   SING  N  N  44  
63I  C13  H8   SING  N  N  45  
63I  C15  H9   SING  N  N  46  
63I  C20  H10  SING  N  N  47  
63I  C21  H11  SING  N  N  48  
63I  C28  H12  SING  N  N  49  
63I  C1   H13  SING  N  N  50  
63I  C1   H14  SING  N  N  51  
63I  C1   H15  SING  N  N  52  
63I  C3   H17  SING  N  N  53  
63I  C3   H18  SING  N  N  54  
63I  C9   H19  SING  N  N  55  
63I  C9   H20  SING  N  N  56  
63I  C9   H21  SING  N  N  57  
63I  O10  H22  SING  N  N  58  
63I  C12  H23  SING  N  N  59  
63I  N18  H24  SING  N  N  60  
63I  C23  H25  SING  N  N  61  
63I  C27  H26  SING  N  N  62  
63I  C29  H27  SING  N  N  63  
63I  C31  H28  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
63I  InChI             InChI                 1.03   "InChI=1S/C25H27FN6O/c1-25(33,18-8-12-31(2)13-9-18)23-7-4-17-16-27-24(15-22(17)29-23)30-21-6-5-19(14-20(21)26)32-11-3-10-28-32/h3-7,10-11,14-16,18,33H,8-9,12-13H2,1-2H3,(H,27,30)/t25-/m1/s1"  
63I  InChIKey          InChI                 1.03   OYWQYSATLUKKCZ-RUZDIDTESA-N  
63I  SMILES_CANONICAL  CACTVS                3.385  "CN1CCC(CC1)[C@@](C)(O)c2ccc3cnc(Nc4ccc(cc4F)n5cccn5)cc3n2"  
63I  SMILES            CACTVS                3.385  "CN1CCC(CC1)[C](C)(O)c2ccc3cnc(Nc4ccc(cc4F)n5cccn5)cc3n2"  
63I  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "C[C@](c1ccc2cnc(cc2n1)Nc3ccc(cc3F)n4cccn4)(C5CCN(CC5)C)O"  
63I  SMILES            "OpenEye OEToolkits"  2.0.7  "CC(c1ccc2cnc(cc2n1)Nc3ccc(cc3F)n4cccn4)(C5CCN(CC5)C)O"  
#
_pdbx_chem_comp_identifier.comp_id          63I
_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       "(1~{R})-1-[7-[(2-fluoranyl-4-pyrazol-1-yl-phenyl)amino]-1,6-naphthyridin-2-yl]-1-(1-methylpiperidin-4-yl)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
63I  "Create component"  2021-09-09  PDBJ  
63I  "Initial release"   2022-03-09  RCSB  
##
