data_C6F
#

_chem_comp.id                                   C6F
_chem_comp.name                                 "6-ethyl-3-[[3-methoxy-4-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]phenyl]amino]-5-(oxan-4-ylamino)pyrazine-2-carboxamide"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C29 H44 N8 O3"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        gilteritinib
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2019-04-10
_chem_comp.pdbx_modified_date                   2021-03-01
_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                       552.711
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    C6F
_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       6JQR
_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
C6F  C1   C1   C  0  1  N  N  N  -28.205   -1.584  -27.711  -7.147   2.537  -1.423  C1   C6F   1  
C6F  C2   C2   C  0  1  N  N  N  -28.087   -2.901  -26.918  -6.738   2.247   0.023  C2   C6F   2  
C6F  C3   C3   C  0  1  Y  N  N  -28.157   -4.152  -27.781  -5.800   1.068   0.053  C3   C6F   3  
C6F  C5   C4   C  0  1  Y  N  N  -27.981   -5.045  -29.968  -5.456  -1.193   0.215  C5   C6F   4  
C6F  C6   C5   C  0  1  N  N  N  -27.691   -4.664  -31.374  -5.996  -2.557   0.355  C6   C6F   5  
C6F  N10  N1   N  0  1  N  N  N  -28.282   -7.483  -30.381  -3.208  -2.075   0.135  N10  C6F   6  
C6F  C11  C6   C  0  1  Y  N  N  -28.364   -8.895  -30.142  -1.823  -1.867   0.143  C11  C6F   7  
C6F  C12  C7   C  0  1  Y  N  N  -28.178   -9.746  -31.259  -1.291  -0.763   0.796  C12  C6F   8  
C6F  C16  C8   C  0  1  N  N  N  -29.619  -13.936  -30.527   2.825  -1.224   1.544  C16  C6F   9  
C6F  C17  C9   C  0  1  N  N  N  -28.980  -15.118  -31.291   4.352  -1.138   1.511  C17  C6F  10  
C6F  C18  C10  C  0  1  N  N  N  -28.108  -15.943  -30.323   4.771   0.137   0.773  C18  C6F  11  
C6F  C19  C11  C  0  1  N  N  N  -26.958  -15.032  -29.845   4.175   0.120  -0.637  C19  C6F  12  
C6F  C23  C12  C  0  1  N  N  N  -26.393  -18.528  -32.638   8.287  -0.835  -0.163  C23  C6F  13  
C6F  C27  C13  C  0  1  N  N  N  -27.350  -18.279  -29.908   6.683   1.509   0.201  C27  C6F  14  
C6F  O29  O1   O  0  1  N  N  N  -28.973  -11.464  -27.565   1.212  -3.441  -1.117  O29  C6F  15  
C6F  C30  C14  C  0  1  N  N  N  -30.314  -11.879  -27.299   0.598  -4.557  -1.765  C30  C6F  16  
C6F  C31  C15  C  0  1  Y  N  N  -28.645   -9.529  -28.910  -0.983  -2.767  -0.498  C31  C6F  17  
C6F  C33  C16  C  0  1  Y  N  N  -28.417   -5.457  -27.275  -4.419   1.272  -0.051  C33  C6F  18  
C6F  C35  C17  C  0  1  N  N  N  -28.681   -7.046  -25.327  -2.474   2.771  -0.291  C35  C6F  19  
C6F  C36  C18  C  0  1  N  N  N  -29.231   -6.995  -23.898  -1.860   2.844   1.111  C36  C6F  20  
C6F  C37  C19  C  0  1  N  N  N  -29.376   -8.440  -23.403  -0.364   3.148   0.989  C37  C6F  21  
C6F  C39  C20  C  0  1  N  N  N  -27.249   -8.989  -24.547  -0.697   4.345  -1.062  C39  C6F  22  
C6F  C40  C21  C  0  1  N  N  N  -27.262   -7.622  -25.257  -2.206   4.089  -1.023  C40  C6F  23  
C6F  N4   N2   N  0  1  Y  N  N  -27.949   -4.030  -29.085  -6.281  -0.148   0.183  N4   C6F  24  
C6F  O7   O2   O  0  1  N  N  N  -27.632   -5.511  -32.244  -5.254  -3.517   0.270  O7   C6F  25  
C6F  N8   N3   N  0  1  N  N  N  -27.437   -3.380  -31.714  -7.313  -2.741   0.577  N8   C6F  26  
C6F  C9   C22  C  0  1  Y  N  N  -28.228   -6.382  -29.492  -4.070  -0.994   0.102  C9   C6F  27  
C6F  C13  C23  C  0  1  Y  N  N  -28.253  -11.133  -31.156   0.075  -0.555   0.805  C13  C6F  28  
C6F  C14  C24  C  0  1  Y  N  N  -28.519  -11.742  -29.927   0.918  -1.449   0.162  C14  C6F  29  
C6F  N15  N4   N  0  1  N  N  N  -28.569  -13.149  -29.837   2.304  -1.238   0.171  N15  C6F  30  
C6F  C20  C25  C  0  1  N  N  N  -27.548  -13.867  -29.035   2.653  -0.003  -0.542  C20  C6F  31  
C6F  N21  N5   N  0  1  N  N  N  -27.641  -17.230  -30.922   6.236   0.196   0.687  N21  C6F  32  
C6F  C22  C26  C  0  1  N  N  N  -26.599  -17.151  -31.983   6.757  -0.883  -0.163  C22  C6F  33  
C6F  N24  N6   N  0  1  N  N  N  -26.034  -19.527  -31.607   8.734   0.477  -0.649  N24  C6F  34  
C6F  C25  C27  C  0  1  N  N  N  -25.576  -20.820  -32.163  10.199   0.536  -0.735  C25  C6F  35  
C6F  C26  C28  C  0  1  N  N  N  -27.079  -19.647  -30.565   8.212   1.556   0.201  C26  C6F  36  
C6F  C28  C29  C  0  1  Y  N  N  -28.714  -10.925  -28.795   0.387  -2.560  -0.490  C28  C6F  37  
C6F  N32  N7   N  0  1  Y  N  N  -28.449   -6.486  -28.164  -3.589   0.238  -0.024  N32  C6F  38  
C6F  N34  N8   N  0  1  N  N  N  -28.655   -5.694  -25.911  -3.919   2.556  -0.182  N34  C6F  39  
C6F  O38  O3   O  0  1  N  N  N  -28.091   -9.076  -23.385  -0.185   4.370   0.271  O38  C6F  40  
C6F  H1   H1   H  0  1  N  N  N  -28.146   -0.732  -27.018  -6.259   2.763  -2.013  H1   C6F  41  
C6F  H2   H2   H  0  1  N  N  N  -27.385   -1.521  -28.441  -7.648   1.663  -1.841  H2   C6F  42  
C6F  H3   H3   H  0  1  N  N  N  -29.169   -1.560  -28.240  -7.825   3.390  -1.445  H3   C6F  43  
C6F  H4   H4   H  0  1  N  N  N  -28.908   -2.939  -26.187  -6.237   3.121   0.440  H4   C6F  44  
C6F  H5   H5   H  0  1  N  N  N  -27.123   -2.900  -26.388  -7.626   2.021   0.613  H5   C6F  45  
C6F  H6   H6   H  0  1  N  N  N  -28.259   -7.231  -31.348  -3.563  -2.977   0.154  H6   C6F  46  
C6F  H7   H7   H  0  1  N  N  N  -27.971   -9.305  -32.223  -1.946  -0.065   1.298  H7   C6F  47  
C6F  H8   H8   H  0  1  N  N  N  -30.151  -13.288  -31.239   2.523  -2.138   2.056  H8   C6F  48  
C6F  H9   H9   H  0  1  N  N  N  -30.330  -14.325  -29.783   2.424  -0.361   2.076  H9   C6F  49  
C6F  H10  H10  H  0  1  N  N  N  -29.773  -15.758  -31.707   4.737  -1.111   2.530  H10  C6F  50  
C6F  H11  H11  H  0  1  N  N  N  -28.355  -14.731  -32.109   4.754  -2.007   0.992  H11  C6F  51  
C6F  H12  H12  H  0  1  N  N  N  -28.726  -16.181  -29.445   4.401   1.009   1.314  H12  C6F  52  
C6F  H13  H13  H  0  1  N  N  N  -26.268  -15.610  -29.212   4.435   1.044  -1.153  H13  C6F  53  
C6F  H14  H14  H  0  1  N  N  N  -26.413  -14.638  -30.716   4.575  -0.730  -1.190  H14  C6F  54  
C6F  H15  H15  H  0  1  N  N  N  -27.323  -18.837  -33.137   8.655  -0.992   0.851  H15  C6F  55  
C6F  H16  H16  H  0  1  N  N  N  -25.583  -18.462  -33.379   8.675  -1.617  -0.816  H16  C6F  56  
C6F  H17  H17  H  0  1  N  N  N  -26.464  -17.980  -29.329   6.314   1.666  -0.813  H17  C6F  57  
C6F  H18  H18  H  0  1  N  N  N  -28.214  -18.372  -29.233   6.294   2.290   0.854  H18  C6F  58  
C6F  H19  H19  H  0  1  N  N  N  -30.376  -12.290  -26.281   1.367  -5.178  -2.225  H19  C6F  59  
C6F  H20  H20  H  0  1  N  N  N  -30.989  -11.015  -27.388   0.046  -5.144  -1.031  H20  C6F  60  
C6F  H21  H21  H  0  1  N  N  N  -30.609  -12.651  -28.024  -0.087  -4.199  -2.534  H21  C6F  61  
C6F  H22  H22  H  0  1  N  N  N  -28.811   -8.921  -28.033  -1.396  -3.627  -1.003  H22  C6F  62  
C6F  H23  H23  H  0  1  N  N  N  -29.313   -7.709  -25.936  -2.022   1.948  -0.844  H23  C6F  63  
C6F  H24  H24  H  0  1  N  N  N  -28.535   -6.444  -23.248  -2.347   3.635   1.681  H24  C6F  64  
C6F  H25  H25  H  0  1  N  N  N  -30.211   -6.496  -23.891  -1.998   1.890   1.619  H25  C6F  65  
C6F  H26  H26  H  0  1  N  N  N  -29.797   -8.438  -22.387   0.069   3.243   1.984  H26  C6F  66  
C6F  H27  H27  H  0  1  N  N  N  -30.048   -8.992  -24.077   0.129   2.336   0.454  H27  C6F  67  
C6F  H28  H28  H  0  1  N  N  N  -27.581   -9.751  -25.267  -0.208   3.549  -1.624  H28  C6F  68  
C6F  H29  H29  H  0  1  N  N  N  -26.216   -9.203  -24.237  -0.503   5.303  -1.545  H29  C6F  69  
C6F  H30  H30  H  0  1  N  N  N  -26.874   -7.745  -26.279  -2.592   4.026  -2.040  H30  C6F  70  
C6F  H31  H31  H  0  1  N  N  N  -26.618   -6.924  -24.702  -2.700   4.906  -0.496  H31  C6F  71  
C6F  H32  H32  H  0  1  N  N  N  -27.208   -3.149  -32.660  -7.905  -1.975   0.645  H32  C6F  72  
C6F  H33  H33  H  0  1  N  N  N  -27.478   -2.661  -31.020  -7.669  -3.638   0.669  H33  C6F  73  
C6F  H34  H34  H  0  1  N  N  N  -28.104  -11.743  -32.034   0.487   0.304   1.314  H34  C6F  74  
C6F  H35  H35  H  0  1  N  N  N  -28.016  -14.261  -28.120   2.253   0.854  -0.001  H35  C6F  75  
C6F  H36  H36  H  0  1  N  N  N  -26.742  -13.169  -28.764   2.227  -0.030  -1.545  H36  C6F  76  
C6F  H38  H38  H  0  1  N  N  N  -25.651  -16.817  -31.536   6.390  -0.753  -1.181  H38  C6F  77  
C6F  H39  H39  H  0  1  N  N  N  -26.917  -16.429  -32.750   6.423  -1.845   0.224  H39  C6F  78  
C6F  H41  H41  H  0  1  N  N  N  -25.329  -21.507  -31.340  10.554  -0.231  -1.424  H41  C6F  79  
C6F  H42  H42  H  0  1  N  N  N  -26.376  -21.258  -32.778  10.503   1.518  -1.098  H42  C6F  80  
C6F  H43  H43  H  0  1  N  N  N  -24.683  -20.656  -32.784  10.628   0.365   0.252  H43  C6F  81  
C6F  H44  H44  H  0  1  N  N  N  -28.007  -20.017  -31.025   8.546   2.519  -0.186  H44  C6F  82  
C6F  H45  H45  H  0  1  N  N  N  -26.742  -20.357  -29.795   8.580   1.427   1.219  H45  C6F  83  
C6F  H46  H46  H  0  1  N  N  N  -27.945   -5.193  -25.416  -4.525   3.313  -0.202  H46  C6F  84  
#   #
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
C6F  C23  C22  SING  N  N   1  
C6F  C23  N24  SING  N  N   2  
C6F  O7   C6   DOUB  N  N   3  
C6F  C25  N24  SING  N  N   4  
C6F  C22  N21  SING  N  N   5  
C6F  N8   C6   SING  N  N   6  
C6F  N24  C26  SING  N  N   7  
C6F  C6   C5   SING  N  N   8  
C6F  C17  C16  SING  N  N   9  
C6F  C17  C18  SING  N  N  10  
C6F  C12  C13  DOUB  Y  N  11  
C6F  C12  C11  SING  Y  N  12  
C6F  C13  C14  SING  Y  N  13  
C6F  N21  C18  SING  N  N  14  
C6F  N21  C27  SING  N  N  15  
C6F  C26  C27  SING  N  N  16  
C6F  C16  N15  SING  N  N  17  
C6F  N10  C11  SING  N  N  18  
C6F  N10  C9   SING  N  N  19  
C6F  C18  C19  SING  N  N  20  
C6F  C11  C31  DOUB  Y  N  21  
C6F  C5   C9   DOUB  Y  N  22  
C6F  C5   N4   SING  Y  N  23  
C6F  C14  N15  SING  N  N  24  
C6F  C14  C28  DOUB  Y  N  25  
C6F  C19  C20  SING  N  N  26  
C6F  N15  C20  SING  N  N  27  
C6F  C9   N32  SING  Y  N  28  
C6F  N4   C3   DOUB  Y  N  29  
C6F  C31  C28  SING  Y  N  30  
C6F  C28  O29  SING  N  N  31  
C6F  N32  C33  DOUB  Y  N  32  
C6F  C3   C33  SING  Y  N  33  
C6F  C3   C2   SING  N  N  34  
C6F  C1   C2   SING  N  N  35  
C6F  O29  C30  SING  N  N  36  
C6F  C33  N34  SING  N  N  37  
C6F  N34  C35  SING  N  N  38  
C6F  C35  C40  SING  N  N  39  
C6F  C35  C36  SING  N  N  40  
C6F  C40  C39  SING  N  N  41  
C6F  C39  O38  SING  N  N  42  
C6F  C36  C37  SING  N  N  43  
C6F  C37  O38  SING  N  N  44  
C6F  C1   H1   SING  N  N  45  
C6F  C1   H2   SING  N  N  46  
C6F  C1   H3   SING  N  N  47  
C6F  C2   H4   SING  N  N  48  
C6F  C2   H5   SING  N  N  49  
C6F  N10  H6   SING  N  N  50  
C6F  C12  H7   SING  N  N  51  
C6F  C16  H8   SING  N  N  52  
C6F  C16  H9   SING  N  N  53  
C6F  C17  H10  SING  N  N  54  
C6F  C17  H11  SING  N  N  55  
C6F  C18  H12  SING  N  N  56  
C6F  C19  H13  SING  N  N  57  
C6F  C19  H14  SING  N  N  58  
C6F  C23  H15  SING  N  N  59  
C6F  C23  H16  SING  N  N  60  
C6F  C27  H17  SING  N  N  61  
C6F  C27  H18  SING  N  N  62  
C6F  C30  H19  SING  N  N  63  
C6F  C30  H20  SING  N  N  64  
C6F  C30  H21  SING  N  N  65  
C6F  C31  H22  SING  N  N  66  
C6F  C35  H23  SING  N  N  67  
C6F  C36  H24  SING  N  N  68  
C6F  C36  H25  SING  N  N  69  
C6F  C37  H26  SING  N  N  70  
C6F  C37  H27  SING  N  N  71  
C6F  C39  H28  SING  N  N  72  
C6F  C39  H29  SING  N  N  73  
C6F  C40  H30  SING  N  N  74  
C6F  C40  H31  SING  N  N  75  
C6F  N8   H32  SING  N  N  76  
C6F  N8   H33  SING  N  N  77  
C6F  C13  H34  SING  N  N  78  
C6F  C20  H35  SING  N  N  79  
C6F  C20  H36  SING  N  N  80  
C6F  C22  H38  SING  N  N  81  
C6F  C22  H39  SING  N  N  82  
C6F  C25  H41  SING  N  N  83  
C6F  C25  H42  SING  N  N  84  
C6F  C25  H43  SING  N  N  85  
C6F  C26  H44  SING  N  N  86  
C6F  C26  H45  SING  N  N  87  
C6F  N34  H46  SING  N  N  88  
#   #
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
C6F  InChI             InChI                 1.03   "InChI=1S/C29H44N8O3/c1-4-23-28(31-20-9-17-40-18-10-20)34-29(26(33-23)27(30)38)32-21-5-6-24(25(19-21)39-3)37-11-7-22(8-12-37)36-15-13-35(2)14-16-36/h5-6,19-20,22H,4,7-18H2,1-3H3,(H2,30,38)(H2,31,32,34)"  
C6F  InChIKey          InChI                 1.03   GYQYAJJFPNQOOW-UHFFFAOYSA-N  
C6F  SMILES_CANONICAL  CACTVS                3.385  "CCc1nc(C(N)=O)c(Nc2ccc(N3CCC(CC3)N4CCN(C)CC4)c(OC)c2)nc1NC5CCOCC5"  
C6F  SMILES            CACTVS                3.385  "CCc1nc(C(N)=O)c(Nc2ccc(N3CCC(CC3)N4CCN(C)CC4)c(OC)c2)nc1NC5CCOCC5"  
C6F  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "CCc1c(nc(c(n1)C(=O)N)Nc2ccc(c(c2)OC)N3CCC(CC3)N4CCN(CC4)C)NC5CCOCC5"  
C6F  SMILES            "OpenEye OEToolkits"  2.0.6  "CCc1c(nc(c(n1)C(=O)N)Nc2ccc(c(c2)OC)N3CCC(CC3)N4CCN(CC4)C)NC5CCOCC5"  
#
_pdbx_chem_comp_identifier.comp_id          C6F
_pdbx_chem_comp_identifier.type             "SYSTEMATIC NAME"
_pdbx_chem_comp_identifier.program          "OpenEye OEToolkits"
_pdbx_chem_comp_identifier.program_version  2.0.6
_pdbx_chem_comp_identifier.identifier       "6-ethyl-3-[[3-methoxy-4-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]phenyl]amino]-5-(oxan-4-ylamino)pyrazine-2-carboxamide"
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
C6F  "Create component"  2019-04-10  PDBJ  
C6F  "Initial release"   2019-11-20  RCSB  
C6F  "Modify synonyms"   2021-03-01  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     C6F
_pdbx_chem_comp_synonyms.name        gilteritinib
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
