data_X52
#

_chem_comp.id                                   X52
_chem_comp.name                                 "N-(4-{[(3,5-dicyano-4-ethyl-6-{methyl[2-(methylamino)ethyl]amino}pyridin-2-yl)sulfanyl]methyl}phenyl)-N-methylmethanesulfonamide"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C22 H28 N6 O2 S2"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2020-06-03
_chem_comp.pdbx_modified_date                   2021-07-02
_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                       472.627
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    X52
_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       6X9J
_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
X52  C01  C1   C  0  1  N  N  N  -44.142   -7.098  31.385  -5.544   3.918   0.572  C01  X52   1  
X52  C02  C2   C  0  1  N  N  N  -44.738   -7.627  30.088  -5.161   3.161  -0.701  C02  X52   2  
X52  C03  C3   C  0  1  Y  N  N  -44.112   -8.908  29.533  -4.202   2.051  -0.357  C03  X52   3  
X52  C04  C4   C  0  1  Y  N  N  -44.629  -10.147  29.878  -4.671   0.776  -0.027  C04  X52   4  
X52  C05  C5   C  0  1  N  N  N  -45.811  -10.121  30.848  -6.076   0.502  -0.010  C05  X52   5  
X52  C07  C6   C  0  1  Y  N  N  -44.028  -11.294  29.324  -3.742  -0.235   0.289  C07  X52   6  
X52  C09  C7   C  0  1  N  N  N  -43.505  -13.745  29.301  -3.709  -2.496  -0.347  C09  X52   7  
X52  C10  C8   C  0  1  N  N  N  -43.571  -14.235  27.852  -4.423  -3.827  -0.104  C10  X52   8  
X52  C12  C9   C  0  1  N  N  N  -44.667  -16.345  27.846  -4.603  -6.119  -0.863  C12  X52   9  
X52  C13  C10  C  0  1  N  N  N  -45.761  -13.050  30.070  -3.808  -1.857   1.987  C13  X52  10  
X52  C15  C11  C  0  1  Y  N  N  -42.493   -9.994  28.151  -1.959   1.202  -0.042  C15  X52  11  
X52  C17  C12  C  0  1  N  N  N  -40.304  -11.457  26.651   0.349  -0.184   0.451  C17  X52  12  
X52  C18  C13  C  0  1  Y  N  N  -39.148  -11.307  25.646   1.854  -0.199   0.520  C18  X52  13  
X52  C19  C14  C  0  1  Y  N  N  -37.826  -11.280  26.081   2.493   0.121   1.704  C19  X52  14  
X52  C20  C15  C  0  1  Y  N  N  -36.785  -11.147  25.165   3.873   0.108   1.771  C20  X52  15  
X52  C21  C16  C  0  1  Y  N  N  -37.056  -11.036  23.805   4.618  -0.227   0.647  C21  X52  16  
X52  C24  C17  C  0  1  N  N  N  -33.669   -9.525  21.633   7.148  -1.694  -1.321  C24  X52  17  
X52  C27  C18  C  0  1  N  N  N  -35.867  -11.814  21.730   6.685  -0.449   1.996  C27  X52  18  
X52  C28  C19  C  0  1  Y  N  N  -38.374  -11.059  23.371   3.972  -0.548  -0.540  C28  X52  19  
X52  C29  C20  C  0  1  Y  N  N  -39.414  -11.195  24.288   2.592  -0.539  -0.598  C29  X52  20  
X52  C30  C21  C  0  1  Y  N  N  -43.043   -8.836  28.660  -2.823   2.268  -0.364  C30  X52  21  
X52  C31  C22  C  0  1  N  N  N  -42.458   -7.499  28.255  -2.293   3.554  -0.707  C31  X52  22  
X52  N06  N1   N  0  1  N  N  N  -46.686  -10.091  31.564  -7.191   0.284   0.003  N06  X52  23  
X52  N08  N2   N  0  1  N  N  N  -44.446  -12.674  29.579  -4.194  -1.497   0.616  N08  X52  24  
X52  N11  N3   N  0  1  N  N  N  -44.820  -14.924  27.584  -3.938  -4.825  -1.066  N11  X52  25  
X52  N14  N4   N  0  1  Y  N  N  -42.993  -11.167  28.488  -2.442   0.010   0.276  N14  X52  26  
X52  N22  N5   N  0  1  N  N  N  -35.980  -10.880  22.838   6.013  -0.241   0.711  N22  X52  27  
X52  N32  N6   N  0  1  N  N  N  -42.008   -6.523  27.943  -1.872   4.573  -0.979  N32  X52  28  
X52  O25  O1   O  0  1  N  N  N  -34.234   -9.521  24.308   8.139   0.515  -0.201  O25  X52  29  
X52  O26  O2   O  0  1  N  N  N  -35.610   -8.285  23.035   6.056   0.732  -1.519  O26  X52  30  
X52  S16  S1   S  0  1  N  N  N  -41.069   -9.832  27.009  -0.216   1.464  -0.041  S16  X52  31  
X52  S23  S2   S  0  1  N  N  N  -34.877   -9.557  22.993   6.907  -0.020  -0.665  S23  X52  32  
X52  H1   H1   H  0  1  N  N  N  -44.669   -6.180  31.684  -6.019   3.232   1.273  H1   X52  33  
X52  H2   H2   H  0  1  N  N  N  -44.250   -7.857  32.174  -4.648   4.340   1.027  H2   X52  34  
X52  H3   H3   H  0  1  N  N  N  -43.075   -6.875  31.234  -6.238   4.721   0.323  H3   X52  35  
X52  H4   H4   H  0  1  N  N  N  -44.631   -6.842  29.324  -6.057   2.739  -1.156  H4   X52  36  
X52  H5   H5   H  0  1  N  N  N  -45.806   -7.824  30.264  -4.686   3.847  -1.403  H5   X52  37  
X52  H6   H6   H  0  1  N  N  N  -43.729  -14.591  29.968  -2.635  -2.631  -0.219  H6   X52  38  
X52  H7   H7   H  0  1  N  N  N  -42.487  -13.379  29.502  -3.914  -2.153  -1.360  H7   X52  39  
X52  H8   H8   H  0  1  N  N  N  -42.735  -14.926  27.669  -4.218  -4.170   0.910  H8   X52  40  
X52  H9   H9   H  0  1  N  N  N  -43.487  -13.370  27.177  -5.497  -3.692  -0.231  H9   X52  41  
X52  H10  H10  H  0  1  N  N  N  -45.617  -16.861  27.641  -5.678  -6.000  -0.995  H10  X52  42  
X52  H11  H11  H  0  1  N  N  N  -43.880  -16.755  27.196  -4.225  -6.840  -1.588  H11  X52  43  
X52  H12  H12  H  0  1  N  N  N  -44.388  -16.496  28.899  -4.399  -6.478   0.146  H12  X52  44  
X52  H13  H13  H  0  1  N  N  N  -46.364  -12.145  30.236  -4.148  -1.082   2.675  H13  X52  45  
X52  H14  H14  H  0  1  N  N  N  -46.260  -13.691  29.328  -4.266  -2.808   2.256  H14  X52  46  
X52  H15  H15  H  0  1  N  N  N  -45.655  -13.599  31.017  -2.723  -1.945   2.047  H15  X52  47  
X52  H16  H16  H  0  1  N  N  N  -41.065  -12.129  26.227   0.011  -0.918  -0.281  H16  X52  48  
X52  H17  H17  H  0  1  N  N  N  -39.915  -11.887  27.586  -0.063  -0.432   1.430  H17  X52  49  
X52  H18  H18  H  0  1  N  N  N  -37.606  -11.363  27.135   1.913   0.382   2.577  H18  X52  50  
X52  H19  H19  H  0  1  N  N  N  -35.763  -11.130  25.512   4.372   0.359   2.695  H19  X52  51  
X52  H20  H20  H  0  1  N  N  N  -32.988   -8.672  21.767   6.178  -2.144  -1.534  H20  X52  52  
X52  H21  H21  H  0  1  N  N  N  -33.090  -10.460  21.635   7.734  -1.644  -2.239  H21  X52  53  
X52  H22  H22  H  0  1  N  N  N  -34.199   -9.424  20.674   7.676  -2.301  -0.585  H22  X52  54  
X52  H23  H23  H  0  1  N  N  N  -36.655  -12.577  21.811   6.854   0.513   2.478  H23  X52  55  
X52  H24  H24  H  0  1  N  N  N  -35.979  -11.271  20.780   6.060  -1.072   2.636  H24  X52  56  
X52  H25  H25  H  0  1  N  N  N  -34.881  -12.301  21.760   7.642  -0.945   1.829  H25  X52  57  
X52  H26  H26  H  0  1  N  N  N  -38.595  -10.971  22.317   4.549  -0.809  -1.415  H26  X52  58  
X52  H27  H27  H  0  1  N  N  N  -40.436  -11.213  23.939   2.090  -0.789  -1.521  H27  X52  59  
X52  H28  H28  H  0  1  N  N  N  -45.074  -14.789  26.626  -2.935  -4.922  -1.012  H28  X52  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
X52  C24  S23  SING  N  N   1  
X52  C27  N22  SING  N  N   2  
X52  N22  S23  SING  N  N   3  
X52  N22  C21  SING  N  N   4  
X52  S23  O26  DOUB  N  N   5  
X52  S23  O25  DOUB  N  N   6  
X52  C28  C21  DOUB  Y  N   7  
X52  C28  C29  SING  Y  N   8  
X52  C21  C20  SING  Y  N   9  
X52  C29  C18  DOUB  Y  N  10  
X52  C20  C19  DOUB  Y  N  11  
X52  C18  C19  SING  Y  N  12  
X52  C18  C17  SING  N  N  13  
X52  C17  S16  SING  N  N  14  
X52  S16  C15  SING  N  N  15  
X52  N11  C12  SING  N  N  16  
X52  N11  C10  SING  N  N  17  
X52  C10  C09  SING  N  N  18  
X52  N32  C31  TRIP  N  N  19  
X52  C15  N14  DOUB  Y  N  20  
X52  C15  C30  SING  Y  N  21  
X52  C31  C30  SING  N  N  22  
X52  N14  C07  SING  Y  N  23  
X52  C30  C03  DOUB  Y  N  24  
X52  C09  N08  SING  N  N  25  
X52  C07  N08  SING  N  N  26  
X52  C07  C04  DOUB  Y  N  27  
X52  C03  C04  SING  Y  N  28  
X52  C03  C02  SING  N  N  29  
X52  N08  C13  SING  N  N  30  
X52  C04  C05  SING  N  N  31  
X52  C02  C01  SING  N  N  32  
X52  C05  N06  TRIP  N  N  33  
X52  C01  H1   SING  N  N  34  
X52  C01  H2   SING  N  N  35  
X52  C01  H3   SING  N  N  36  
X52  C02  H4   SING  N  N  37  
X52  C02  H5   SING  N  N  38  
X52  C09  H6   SING  N  N  39  
X52  C09  H7   SING  N  N  40  
X52  C10  H8   SING  N  N  41  
X52  C10  H9   SING  N  N  42  
X52  C12  H10  SING  N  N  43  
X52  C12  H11  SING  N  N  44  
X52  C12  H12  SING  N  N  45  
X52  C13  H13  SING  N  N  46  
X52  C13  H14  SING  N  N  47  
X52  C13  H15  SING  N  N  48  
X52  C17  H16  SING  N  N  49  
X52  C17  H17  SING  N  N  50  
X52  C19  H18  SING  N  N  51  
X52  C20  H19  SING  N  N  52  
X52  C24  H20  SING  N  N  53  
X52  C24  H21  SING  N  N  54  
X52  C24  H22  SING  N  N  55  
X52  C27  H23  SING  N  N  56  
X52  C27  H24  SING  N  N  57  
X52  C27  H25  SING  N  N  58  
X52  C28  H26  SING  N  N  59  
X52  C29  H27  SING  N  N  60  
X52  N11  H28  SING  N  N  61  
#   #
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
X52  SMILES            ACDLabs               12.01  "CCc1c(C#N)c(N(CCNC)C)nc(c1C#N)SCc2ccc(cc2)N(C)S(C)(=O)=O"  
X52  InChI             InChI                 1.03   "InChI=1S/C22H28N6O2S2/c1-6-18-19(13-23)21(27(3)12-11-25-2)26-22(20(18)14-24)31-15-16-7-9-17(10-8-16)28(4)32(5,29)30/h7-10,25H,6,11-12,15H2,1-5H3"  
X52  InChIKey          InChI                 1.03   GQHBHKILJGTNGL-UHFFFAOYSA-N  
X52  SMILES_CANONICAL  CACTVS                3.385  "CCc1c(C#N)c(SCc2ccc(cc2)N(C)[S](C)(=O)=O)nc(N(C)CCNC)c1C#N"  
X52  SMILES            CACTVS                3.385  "CCc1c(C#N)c(SCc2ccc(cc2)N(C)[S](C)(=O)=O)nc(N(C)CCNC)c1C#N"  
X52  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "CCc1c(c(nc(c1C#N)SCc2ccc(cc2)N(C)S(=O)(=O)C)N(C)CCNC)C#N"  
X52  SMILES            "OpenEye OEToolkits"  2.0.7  "CCc1c(c(nc(c1C#N)SCc2ccc(cc2)N(C)S(=O)(=O)C)N(C)CCNC)C#N"  
#   #
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
X52  "SYSTEMATIC NAME"  ACDLabs               12.01  "N-(4-{[(3,5-dicyano-4-ethyl-6-{methyl[2-(methylamino)ethyl]amino}pyridin-2-yl)sulfanyl]methyl}phenyl)-N-methylmethanesulfonamide"  
X52  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.7  "~{N}-[4-[[3,5-dicyano-4-ethyl-6-[methyl-[2-(methylamino)ethyl]amino]pyridin-2-yl]sulfanylmethyl]phenyl]-~{N}-methyl-methanesulfonamide"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
X52  "Create component"  2020-06-03  RCSB  
X52  "Initial release"   2021-07-07  RCSB  
##
