data_VYG
#

_chem_comp.id                                   VYG
_chem_comp.name                                 "6-ethyl-5-[3-({3-[4-(trifluoromethyl)piperidin-1-yl]pyridin-2-yl}oxy)propoxy]pyrimidine-2,4-diamine"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C20 H27 F3 N6 O2"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2020-09-21
_chem_comp.pdbx_modified_date                   2021-03-12
_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                       440.463
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    VYG
_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       7K6A
_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
VYG  C1   C1   C  0  1  N  N  N  -1.466  -0.738  16.253  -5.147   0.917   2.286  C1   VYG   1  
VYG  C2   C2   C  0  1  Y  N  N  -1.119  -0.330  14.834  -5.791   0.739   0.935  C2   VYG   2  
VYG  C3   C3   C  0  1  Y  N  N  -1.076   1.313  13.216  -7.687   0.503  -0.356  C3   VYG   3  
VYG  C4   C4   C  0  1  Y  N  N  -0.255  -0.708  12.644  -5.652   0.486  -1.439  C4   VYG   4  
VYG  C5   C5   C  0  1  Y  N  N  -0.558  -1.189  13.937  -5.011   0.651  -0.205  C5   VYG   5  
VYG  C6   C6   C  0  1  N  N  N  -1.238  -3.509  13.882  -2.942  -0.512  -0.039  C6   VYG   6  
VYG  C7   C7   C  0  1  N  N  N  -0.561  -4.840  14.236  -1.437  -0.235  -0.043  C7   VYG   7  
VYG  N1   N1   N  0  1  N  N  N  -1.346   2.595  12.866  -9.069   0.424  -0.426  N1   VYG   8  
VYG  C8   C8   C  0  1  N  N  N  -0.287  -4.917  15.743  -0.675  -1.559   0.053  C8   VYG   9  
VYG  C9   C9   C  0  1  Y  N  N  -1.582  -4.571  17.778   1.555  -2.376   0.130  C9   VYG  10  
VYG  C10  C10  C  0  1  Y  N  N  -0.482  -4.401  19.774   1.806  -4.665   0.275  C10  VYG  11  
VYG  C11  C11  C  0  1  Y  N  N  -1.653  -4.147  20.443   3.183  -4.557   0.281  C11  VYG  12  
VYG  N2   N2   N  0  1  Y  N  N  -0.517   0.542  12.282  -6.979   0.420  -1.472  N2   VYG  13  
VYG  C12  C12  C  0  1  Y  N  N  -2.848  -4.095  19.721   3.767  -3.301   0.207  C12  VYG  14  
VYG  C13  C13  C  0  1  Y  N  N  -2.850  -4.297  18.349   2.937  -2.189   0.130  C13  VYG  15  
VYG  C14  C14  C  0  1  N  N  N  -5.194  -3.644  18.139   4.245  -0.726  -1.188  C14  VYG  16  
VYG  C15  C15  C  0  1  N  N  N  -6.288  -3.482  17.070   4.700   0.731  -1.307  C15  VYG  17  
VYG  C16  C16  C  0  1  N  N  N  -6.641  -4.842  16.433   5.566   1.091  -0.096  C16  VYG  18  
VYG  C17  C17  C  0  1  N  N  N  -7.716  -4.732  15.401   5.974   2.563  -0.179  C17  VYG  19  
VYG  C18  C18  C  0  1  N  N  N  -5.378  -5.404  15.771   4.762   0.853   1.185  C18  VYG  20  
VYG  C19  C19  C  0  1  N  N  N  -4.346  -5.571  16.898   4.306  -0.607   1.232  C19  VYG  21  
VYG  O1   O1   O  0  1  N  N  N  -1.553  -4.771  16.424   0.730  -1.300   0.049  O1   VYG  22  
VYG  N3   N3   N  0  1  N  N  N   0.300  -1.530  11.726  -4.913   0.393  -2.610  N3   VYG  23  
VYG  N    N4   N  0  1  Y  N  N  -1.362   0.936  14.461  -7.110   0.659   0.825  N    VYG  24  
VYG  C    C20  C  0  1  N  N  N  -3.002  -0.816  16.408  -5.063   2.408   2.618  C    VYG  25  
VYG  O    O2   O  0  1  N  N  N  -0.232  -2.508  14.244  -3.654   0.724  -0.129  O    VYG  26  
VYG  F    F1   F  0  1  N  N  N  -8.009  -5.921  14.826   6.765   2.890   0.927  F    VYG  27  
VYG  F1   F2   F  0  1  N  N  N  -7.394  -3.882  14.401   6.703   2.779  -1.354  F1   VYG  28  
VYG  F2   F3   F  0  1  N  N  N  -8.846  -4.251  15.949   4.828   3.365  -0.187  F2   VYG  29  
VYG  N4   N5   N  0  1  Y  N  N  -0.470  -4.630  18.444   1.041  -3.591   0.201  N4   VYG  30  
VYG  N5   N6   N  0  1  N  N  N  -4.008  -4.286  17.561   3.480  -0.901   0.054  N5   VYG  31  
VYG  H1   H1   H  0  1  N  N  N  -1.026  -1.723  16.469  -5.745   0.409   3.043  H1   VYG  32  
VYG  H2   H2   H  0  1  N  N  N  -1.064   0.006  16.957  -4.144   0.491   2.270  H2   VYG  33  
VYG  H3   H3   H  0  1  N  N  N  -1.473  -3.460  12.808  -3.198  -1.142  -0.891  H3   VYG  34  
VYG  H4   H4   H  0  1  N  N  N  -2.160  -3.369  14.466  -3.215  -1.022   0.885  H4   VYG  35  
VYG  H5   H5   H  0  1  N  N  N  -1.221  -5.671  13.945  -1.164   0.274  -0.967  H5   VYG  36  
VYG  H6   H6   H  0  1  N  N  N   0.391  -4.919  13.690  -1.181   0.394   0.808  H6   VYG  37  
VYG  H7   H7   H  0  1  N  N  N  -1.065   2.749  11.919  -9.600   0.484   0.384  H7   VYG  38  
VYG  H8   H8   H  0  1  N  N  N  -2.328   2.765  12.954  -9.505   0.310  -1.285  H8   VYG  39  
VYG  H9   H9   H  0  1  N  N  N   0.164  -5.889  15.993  -0.948  -2.069   0.977  H9   VYG  40  
VYG  H10  H10  H  0  1  N  N  N   0.396  -4.108  16.042  -0.932  -2.189  -0.799  H10  VYG  41  
VYG  H11  H11  H  0  1  N  N  N   0.448  -4.418  20.323   1.349  -5.641   0.333  H11  VYG  42  
VYG  H12  H12  H  0  1  N  N  N  -1.651  -3.990  21.511   3.799  -5.442   0.343  H12  VYG  43  
VYG  H13  H13  H  0  1  N  N  N  -3.777  -3.896  20.235   4.841  -3.190   0.209  H13  VYG  44  
VYG  H14  H14  H  0  1  N  N  N  -4.917  -2.653  18.528   3.617  -0.981  -2.041  H14  VYG  45  
VYG  H15  H15  H  0  1  N  N  N  -5.579  -4.266  18.961   5.118  -1.378  -1.172  H15  VYG  46  
VYG  H16  H16  H  0  1  N  N  N  -5.927  -2.800  16.286   5.281   0.857  -2.220  H16  VYG  47  
VYG  H17  H17  H  0  1  N  N  N  -7.189  -3.059  17.538   3.827   1.383  -1.337  H17  VYG  48  
VYG  H18  H18  H  0  1  N  N  N  -6.965  -5.532  17.226   6.458   0.465  -0.088  H18  VYG  49  
VYG  H19  H19  H  0  1  N  N  N  -5.592  -6.376  15.302   5.387   1.066   2.052  H19  VYG  50  
VYG  H20  H20  H  0  1  N  N  N  -5.002  -4.705  15.010   3.890   1.507   1.195  H20  VYG  51  
VYG  H21  H21  H  0  1  N  N  N  -4.757  -6.259  17.652   5.178  -1.260   1.236  H21  VYG  52  
VYG  H22  H22  H  0  1  N  N  N  -3.427  -6.000  16.473   3.721  -0.776   2.136  H22  VYG  53  
VYG  H23  H23  H  0  1  N  N  N   0.432  -1.032  10.869  -3.945   0.441  -2.578  H23  VYG  54  
VYG  H24  H24  H  0  1  N  N  N   1.184  -1.856  12.062  -5.365   0.278  -3.461  H24  VYG  55  
VYG  H25  H25  H  0  1  N  N  N  -3.253  -1.112  17.437  -6.059   2.848   2.572  H25  VYG  56  
VYG  H26  H26  H  0  1  N  N  N  -3.443   0.168  16.192  -4.656   2.534   3.622  H26  VYG  57  
VYG  H27  H27  H  0  1  N  N  N  -3.404  -1.560  15.705  -4.413   2.905   1.898  H27  VYG  58  
#   #
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
VYG  N3   C4   SING  N  N   1  
VYG  N2   C4   DOUB  Y  N   2  
VYG  N2   C3   SING  Y  N   3  
VYG  C4   C5   SING  Y  N   4  
VYG  N1   C3   SING  N  N   5  
VYG  C3   N    DOUB  Y  N   6  
VYG  C6   C7   SING  N  N   7  
VYG  C6   O    SING  N  N   8  
VYG  C5   O    SING  N  N   9  
VYG  C5   C2   DOUB  Y  N  10  
VYG  C7   C8   SING  N  N  11  
VYG  F1   C17  SING  N  N  12  
VYG  N    C2   SING  Y  N  13  
VYG  F    C17  SING  N  N  14  
VYG  C2   C1   SING  N  N  15  
VYG  C17  F2   SING  N  N  16  
VYG  C17  C16  SING  N  N  17  
VYG  C8   O1   SING  N  N  18  
VYG  C18  C16  SING  N  N  19  
VYG  C18  C19  SING  N  N  20  
VYG  C1   C    SING  N  N  21  
VYG  O1   C9   SING  N  N  22  
VYG  C16  C15  SING  N  N  23  
VYG  C19  N5   SING  N  N  24  
VYG  C15  C14  SING  N  N  25  
VYG  N5   C14  SING  N  N  26  
VYG  N5   C13  SING  N  N  27  
VYG  C9   C13  DOUB  Y  N  28  
VYG  C9   N4   SING  Y  N  29  
VYG  C13  C12  SING  Y  N  30  
VYG  N4   C10  DOUB  Y  N  31  
VYG  C12  C11  DOUB  Y  N  32  
VYG  C10  C11  SING  Y  N  33  
VYG  C1   H1   SING  N  N  34  
VYG  C1   H2   SING  N  N  35  
VYG  C6   H3   SING  N  N  36  
VYG  C6   H4   SING  N  N  37  
VYG  C7   H5   SING  N  N  38  
VYG  C7   H6   SING  N  N  39  
VYG  N1   H7   SING  N  N  40  
VYG  N1   H8   SING  N  N  41  
VYG  C8   H9   SING  N  N  42  
VYG  C8   H10  SING  N  N  43  
VYG  C10  H11  SING  N  N  44  
VYG  C11  H12  SING  N  N  45  
VYG  C12  H13  SING  N  N  46  
VYG  C14  H14  SING  N  N  47  
VYG  C14  H15  SING  N  N  48  
VYG  C15  H16  SING  N  N  49  
VYG  C15  H17  SING  N  N  50  
VYG  C16  H18  SING  N  N  51  
VYG  C18  H19  SING  N  N  52  
VYG  C18  H20  SING  N  N  53  
VYG  C19  H21  SING  N  N  54  
VYG  C19  H22  SING  N  N  55  
VYG  N3   H23  SING  N  N  56  
VYG  N3   H24  SING  N  N  57  
VYG  C    H25  SING  N  N  58  
VYG  C    H26  SING  N  N  59  
VYG  C    H27  SING  N  N  60  
#   #
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
VYG  SMILES            ACDLabs               12.01  "C(C)c1c(c(nc(n1)N)N)OCCCOc2c(cccn2)N3CCC(C(F)(F)F)CC3"  
VYG  InChI             InChI                 1.03   "InChI=1S/C20H27F3N6O2/c1-2-14-16(17(24)28-19(25)27-14)30-11-4-12-31-18-15(5-3-8-26-18)29-9-6-13(7-10-29)20(21,22)23/h3,5,8,13H,2,4,6-7,9-12H2,1H3,(H4,24,25,27,28)"  
VYG  InChIKey          InChI                 1.03   KHPDUBAKUFVHPS-UHFFFAOYSA-N  
VYG  SMILES_CANONICAL  CACTVS                3.385  "CCc1nc(N)nc(N)c1OCCCOc2ncccc2N3CCC(CC3)C(F)(F)F"  
VYG  SMILES            CACTVS                3.385  "CCc1nc(N)nc(N)c1OCCCOc2ncccc2N3CCC(CC3)C(F)(F)F"  
VYG  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "CCc1c(c(nc(n1)N)N)OCCCOc2c(cccn2)N3CCC(CC3)C(F)(F)F"  
VYG  SMILES            "OpenEye OEToolkits"  2.0.7  "CCc1c(c(nc(n1)N)N)OCCCOc2c(cccn2)N3CCC(CC3)C(F)(F)F"  
#   #
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
VYG  "SYSTEMATIC NAME"  ACDLabs               12.01  "6-ethyl-5-[3-({3-[4-(trifluoromethyl)piperidin-1-yl]pyridin-2-yl}oxy)propoxy]pyrimidine-2,4-diamine"  
VYG  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.7  "6-ethyl-5-[3-[3-[4-(trifluoromethyl)piperidin-1-yl]pyridin-2-yl]oxypropoxy]pyrimidine-2,4-diamine"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
VYG  "Create component"  2020-09-21  RCSB  
VYG  "Initial release"   2021-03-17  RCSB  
##
