data_OK2
#

_chem_comp.id                                   OK2
_chem_comp.name                                 "(2~{R})-2-[5-[3-chloranyl-2-methyl-4-[2-(4-methylpiperazin-1-yl)ethoxy]phenyl]-6-(4-fluorophenyl)thieno[2,3-d]pyrimidin-4-yl]oxy-3-[2-(pyrazin-2-ylmethoxy)phenyl]propanoic acid"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C40 H38 Cl F N6 O5 S"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2020-03-17
_chem_comp.pdbx_modified_date                   2020-11-13
_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                       769.283
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    OK2
_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       6YBK
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 PDBE
#   #
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
OK2  C1   C1   C   0  1  N  N  N   -4.241   -5.306   8.252    9.224   4.045   0.167  C1   OK2   1  
OK2  N1   N1   N   0  1  N  N  N   -5.640   -5.632   8.526    7.829   4.331  -0.195  N1   OK2   2  
OK2  C2   C2   C   0  1  N  N  N   -5.793   -6.273   9.832    7.083   4.857   0.957  C2   OK2   3  
OK2  C3   C3   C   0  1  N  N  N   -7.235   -6.631  10.116    5.661   5.215   0.520  C3   OK2   4  
OK2  N2   N2   N   0  1  N  N  N   -7.741   -7.543   9.078    5.004   4.021  -0.028  N2   OK2   5  
OK2  C4   C4   C   0  1  N  N  N   -9.113   -7.988   9.360    3.609   4.306  -0.390  C4   OK2   6  
OK2  C5   C5   C   0  1  N  N  N   -9.502   -9.287   8.699    2.889   2.997  -0.719  C5   OK2   7  
OK2  O1   O1   O   0  1  N  N  N   -9.630   -9.066   7.290    2.817   2.186   0.455  O1   OK2   8  
OK2  C6   C6   C   0  1  Y  N  N   -9.939  -10.130   6.481    2.203   0.979   0.335  C6   OK2   9  
OK2  C7   C7   C   0  1  Y  N  N  -10.109   -9.841   5.133    2.093   0.144   1.439  C7   OK2  10  
OK2  CL1  CL1  CL  0  0  N  N  N   -9.929   -8.199   4.607    2.746   0.639   2.969  CL1  OK2  11  
OK2  C8   C8   C   0  1  Y  N  N  -10.414  -10.829   4.199    1.465  -1.079   1.321  C8   OK2  12  
OK2  C9   C9   C   0  1  N  N  N  -10.556  -10.457   2.742    1.346  -1.985   2.520  C9   OK2  13  
OK2  C10  C10  C   0  1  Y  N  N  -10.595  -12.146   4.644    0.940  -1.476   0.091  C10  OK2  14  
OK2  C11  C11  C   0  1  Y  N  N  -10.404  -12.443   5.990    1.053  -0.634  -1.016  C11  OK2  15  
OK2  C12  C12  C   0  1  Y  N  N  -10.094  -11.447   6.901    1.681   0.587  -0.891  C12  OK2  16  
OK2  C13  C13  C   0  1  Y  N  N  -10.886  -13.238   3.686    0.266  -2.787  -0.040  C13  OK2  17  
OK2  C14  C14  C   0  1  Y  N  N  -10.003  -13.648   2.727    0.924  -3.926  -0.373  C14  OK2  18  
OK2  S1   S1   S   0  1  Y  N  N  -10.628  -14.929   1.732   -0.174  -5.291  -0.439  S1   OK2  19  
OK2  C15  C15  C   0  1  Y  N  N  -12.080  -14.941   2.656   -1.558  -4.298  -0.005  C15  OK2  20  
OK2  C16  C16  C   0  1  Y  N  N  -12.122  -14.001   3.669   -1.160  -2.972   0.183  C16  OK2  21  
OK2  C17  C17  C   0  1  Y  N  N  -13.281  -13.958   4.442   -2.157  -2.031   0.539  C17  OK2  22  
OK2  O2   O2   O   0  1  N  N  N  -13.372  -13.078   5.476   -1.836  -0.730   0.735  O2   OK2  23  
OK2  C18  C18  C   0  1  N  N  R  -14.469  -13.265   6.391   -2.900   0.154   1.092  C18  OK2  24  
OK2  C19  C19  C   0  1  N  N  N  -14.365  -12.153   7.426   -2.595   1.558   0.565  C19  OK2  25  
OK2  C20  C20  C   0  1  Y  N  N  -14.508  -10.780   6.805   -2.582   1.537  -0.942  C20  OK2  26  
OK2  C21  C21  C   0  1  Y  N  N  -15.755  -10.303   6.377   -3.768   1.675  -1.648  C21  OK2  27  
OK2  O3   O3   O   0  1  N  N  N  -16.819  -11.151   6.563   -4.943   1.828  -0.982  O3   OK2  28  
OK2  C22  C22  C   0  1  N  N  N  -18.128  -10.646   6.341   -6.124   1.964  -1.775  C22  OK2  29  
OK2  C23  C23  C   0  1  Y  N  N  -19.080  -11.783   6.570   -7.319   2.123  -0.871  C23  OK2  30  
OK2  N3   N3   N   0  1  Y  N  N  -20.369  -11.570   6.272   -8.527   2.260  -1.390  N3   OK2  31  
OK2  C24  C24  C   0  1  Y  N  N  -21.232  -12.577   6.474   -9.575   2.399  -0.597  C24  OK2  32  
OK2  C25  C25  C   0  1  Y  N  N  -20.814  -13.787   6.998   -9.408   2.401   0.776  C25  OK2  33  
OK2  N4   N4   N   0  1  Y  N  N  -19.539  -14.016   7.304   -8.201   2.264   1.296  N4   OK2  34  
OK2  C26  C26  C   0  1  Y  N  N  -18.677  -13.016   7.083   -7.153   2.120   0.503  C26  OK2  35  
OK2  C27  C27  C   0  1  Y  N  N  -15.877   -9.061   5.765   -3.752   1.656  -3.035  C27  OK2  36  
OK2  C28  C28  C   0  1  Y  N  N  -14.756   -8.271   5.614   -2.557   1.500  -3.710  C28  OK2  37  
OK2  C29  C29  C   0  1  Y  N  N  -13.522   -8.713   6.040   -1.376   1.363  -3.003  C29  OK2  38  
OK2  C30  C30  C   0  1  Y  N  N  -13.395   -9.968   6.607   -1.388   1.387  -1.621  C30  OK2  39  
OK2  C31  C31  C   0  1  N  N  N  -14.458  -14.642   7.081   -3.034   0.199   2.592  C31  OK2  40  
OK2  O4   O4   O   0  1  N  N  N  -15.507  -15.004   7.653   -4.038   0.890   3.156  O4   OK2  41  
OK2  O5   O5   O   0  1  N  N  N  -13.436  -15.369   7.025   -2.239  -0.387   3.287  O5   OK2  42  
OK2  N5   N5   N   0  1  Y  N  N  -14.286  -14.772   4.207   -3.407  -2.442   0.677  N5   OK2  43  
OK2  C32  C32  C   0  1  Y  N  N  -14.162  -15.655   3.218   -3.735  -3.708   0.488  C32  OK2  44  
OK2  N6   N6   N   0  1  Y  N  N  -13.110  -15.755   2.410   -2.848  -4.618   0.162  N6   OK2  45  
OK2  C33  C33  C   0  1  Y  N  N   -8.615  -13.227   2.504    2.372  -4.005  -0.644  C33  OK2  46  
OK2  C34  C34  C   0  1  Y  N  N   -8.122  -13.071   1.213    3.150  -4.983  -0.020  C34  OK2  47  
OK2  C35  C35  C   0  1  Y  N  N   -6.808  -12.701   1.001    4.503  -5.052  -0.277  C35  OK2  48  
OK2  C36  C36  C   0  1  Y  N  N   -5.997  -12.501   2.091    5.091  -4.154  -1.153  C36  OK2  49  
OK2  F1   F1   F   0  1  N  N  N   -4.703  -12.125   1.882    6.418  -4.226  -1.401  F1   OK2  50  
OK2  C37  C37  C   0  1  Y  N  N   -6.432  -12.659   3.379    4.325  -3.181  -1.775  C37  OK2  51  
OK2  C38  C38  C   0  1  Y  N  N   -7.747  -13.032   3.578    2.970  -3.106  -1.530  C38  OK2  52  
OK2  C39  C39  C   0  1  N  N  N   -7.624   -6.856   7.782    5.750   3.495  -1.180  C39  OK2  53  
OK2  C40  C40  C   0  1  N  N  N   -6.185   -6.499   7.487    7.172   3.136  -0.743  C40  OK2  54  
OK2  H1   H1   H   0  1  N  N  N   -3.854   -4.653   9.048    9.248   3.305   0.966  H1   OK2  55  
OK2  H2   H2   H   0  1  N  N  N   -3.649   -6.232   8.217    9.753   3.658  -0.704  H2   OK2  56  
OK2  H3   H3   H   0  1  N  N  N   -4.168   -4.788   7.284    9.706   4.962   0.506  H3   OK2  57  
OK2  H5   H5   H   0  1  N  N  N   -5.188   -7.191   9.851    7.043   4.100   1.740  H5   OK2  58  
OK2  H6   H6   H   0  1  N  N  N   -5.437   -5.583  10.611    7.583   5.748   1.337  H6   OK2  59  
OK2  H7   H7   H   0  1  N  N  N   -7.843   -5.714  10.124    5.097   5.579   1.379  H7   OK2  60  
OK2  H8   H8   H   0  1  N  N  N   -7.302   -7.123  11.097    5.700   5.992  -0.244  H8   OK2  61  
OK2  H10  H10  H   0  1  N  N  N   -9.805   -7.206   9.013    3.110   4.796   0.446  H10  OK2  62  
OK2  H11  H11  H   0  1  N  N  N   -9.216   -8.113  10.448    3.587   4.962  -1.261  H11  OK2  63  
OK2  H12  H12  H   0  1  N  N  N  -10.462   -9.637   9.107    1.882   3.216  -1.072  H12  OK2  64  
OK2  H13  H13  H   0  1  N  N  N   -8.726  -10.044   8.886    3.439   2.465  -1.495  H13  OK2  65  
OK2  H14  H14  H   0  1  N  N  N  -11.601  -10.184   2.533    2.215  -2.641   2.567  H14  OK2  66  
OK2  H15  H15  H   0  1  N  N  N   -9.902   -9.602   2.517    1.296  -1.383   3.427  H15  OK2  67  
OK2  H16  H16  H   0  1  N  N  N  -10.268  -11.314   2.115    0.441  -2.586   2.433  H16  OK2  68  
OK2  H17  H17  H   0  1  N  N  N  -10.499  -13.464   6.329    0.648  -0.938  -1.970  H17  OK2  69  
OK2  H18  H18  H   0  1  N  N  N   -9.972  -11.695   7.945    1.764   1.241  -1.746  H18  OK2  70  
OK2  H19  H19  H   0  1  N  N  N  -15.422  -13.155   5.853   -3.832  -0.203   0.654  H19  OK2  71  
OK2  H20  H20  H   0  1  N  N  N  -15.161  -12.289   8.173   -3.361   2.251   0.912  H20  OK2  72  
OK2  H21  H21  H   0  1  N  N  N  -13.384  -12.218   7.919   -1.620   1.880   0.932  H21  OK2  73  
OK2  H22  H22  H   0  1  N  N  N  -18.341   -9.827   7.044   -6.033   2.842  -2.415  H22  OK2  74  
OK2  H23  H23  H   0  1  N  N  N  -18.221  -10.277   5.309   -6.252   1.075  -2.392  H23  OK2  75  
OK2  H24  H24  H   0  1  N  N  N  -22.273  -12.440   6.223  -10.562   2.511  -1.022  H24  OK2  76  
OK2  H25  H25  H   0  1  N  N  N  -21.542  -14.567   7.163  -10.265   2.515   1.424  H25  OK2  77  
OK2  H26  H26  H   0  1  N  N  N  -17.632  -13.169   7.310   -6.167   2.004   0.927  H26  OK2  78  
OK2  H27  H27  H   0  1  N  N  N  -16.838   -8.718   5.412   -4.674   1.762  -3.588  H27  OK2  79  
OK2  H28  H28  H   0  1  N  N  N  -14.846   -7.296   5.157   -2.545   1.485  -4.789  H28  OK2  80  
OK2  H29  H29  H   0  1  N  N  N  -12.654   -8.079   5.931   -0.442   1.242  -3.532  H29  OK2  81  
OK2  H30  H30  H   0  1  N  N  N  -12.418  -10.323   6.900   -0.464   1.280  -1.071  H30  OK2  82  
OK2  H31  H31  H   0  1  N  N  N  -15.388  -15.876   8.012   -4.083   0.889   4.122  H31  OK2  83  
OK2  H32  H32  H   0  1  N  N  N  -14.979  -16.343   3.060   -4.767  -4.004   0.610  H32  OK2  84  
OK2  H33  H33  H   0  1  N  N  N   -8.773  -13.241   0.368    2.692  -5.684   0.663  H33  OK2  85  
OK2  H34  H34  H   0  1  N  N  N   -6.427  -12.572  -0.001    5.105  -5.808   0.205  H34  OK2  86  
OK2  H35  H35  H   0  1  N  N  N   -5.767  -12.497   4.215    4.789  -2.483  -2.456  H35  OK2  87  
OK2  H36  H36  H   0  1  N  N  N   -8.110  -13.175   4.585    2.373  -2.350  -2.019  H36  OK2  88  
OK2  H37  H37  H   0  1  N  N  N   -8.225   -5.935   7.807    5.251   2.604  -1.561  H37  OK2  89  
OK2  H38  H38  H   0  1  N  N  N   -8.000   -7.518   6.988    5.790   4.252  -1.964  H38  OK2  90  
OK2  H39  H39  H   0  1  N  N  N   -5.588   -7.422   7.438    7.736   2.773  -1.603  H39  OK2  91  
OK2  H40  H40  H   0  1  N  N  N   -6.134   -5.978   6.520    7.133   2.360   0.021  H40  OK2  92  
#   #
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
OK2  C35  C34  DOUB  Y  N   1  
OK2  C35  C36  SING  Y  N   2  
OK2  C34  C33  SING  Y  N   3  
OK2  S1   C15  SING  Y  N   4  
OK2  S1   C14  SING  Y  N   5  
OK2  F1   C36  SING  N  N   6  
OK2  C36  C37  DOUB  Y  N   7  
OK2  N6   C15  DOUB  Y  N   8  
OK2  N6   C32  SING  Y  N   9  
OK2  C33  C14  SING  N  N  10  
OK2  C33  C38  DOUB  Y  N  11  
OK2  C15  C16  SING  Y  N  12  
OK2  C14  C13  DOUB  Y  N  13  
OK2  C9   C8   SING  N  N  14  
OK2  C32  N5   DOUB  Y  N  15  
OK2  C37  C38  SING  Y  N  16  
OK2  C16  C13  SING  Y  N  17  
OK2  C16  C17  DOUB  Y  N  18  
OK2  C13  C10  SING  N  N  19  
OK2  C8   C10  DOUB  Y  N  20  
OK2  C8   C7   SING  Y  N  21  
OK2  N5   C17  SING  Y  N  22  
OK2  C17  O2   SING  N  N  23  
OK2  CL1  C7   SING  N  N  24  
OK2  C10  C11  SING  Y  N  25  
OK2  C7   C6   DOUB  Y  N  26  
OK2  O2   C18  SING  N  N  27  
OK2  C28  C27  DOUB  Y  N  28  
OK2  C28  C29  SING  Y  N  29  
OK2  C27  C21  SING  Y  N  30  
OK2  C11  C12  DOUB  Y  N  31  
OK2  C29  C30  DOUB  Y  N  32  
OK2  N3   C24  DOUB  Y  N  33  
OK2  N3   C23  SING  Y  N  34  
OK2  C22  O3   SING  N  N  35  
OK2  C22  C23  SING  N  N  36  
OK2  C21  O3   SING  N  N  37  
OK2  C21  C20  DOUB  Y  N  38  
OK2  C18  C31  SING  N  N  39  
OK2  C18  C19  SING  N  N  40  
OK2  C24  C25  SING  Y  N  41  
OK2  C6   C12  SING  Y  N  42  
OK2  C6   O1   SING  N  N  43  
OK2  C23  C26  DOUB  Y  N  44  
OK2  C30  C20  SING  Y  N  45  
OK2  C20  C19  SING  N  N  46  
OK2  C25  N4   DOUB  Y  N  47  
OK2  O5   C31  DOUB  N  N  48  
OK2  C31  O4   SING  N  N  49  
OK2  C26  N4   SING  Y  N  50  
OK2  O1   C5   SING  N  N  51  
OK2  C40  C39  SING  N  N  52  
OK2  C40  N1   SING  N  N  53  
OK2  C39  N2   SING  N  N  54  
OK2  C1   N1   SING  N  N  55  
OK2  N1   C2   SING  N  N  56  
OK2  C5   C4   SING  N  N  57  
OK2  N2   C4   SING  N  N  58  
OK2  N2   C3   SING  N  N  59  
OK2  C2   C3   SING  N  N  60  
OK2  C1   H1   SING  N  N  61  
OK2  C1   H2   SING  N  N  62  
OK2  C1   H3   SING  N  N  63  
OK2  C2   H5   SING  N  N  64  
OK2  C2   H6   SING  N  N  65  
OK2  C3   H7   SING  N  N  66  
OK2  C3   H8   SING  N  N  67  
OK2  C4   H10  SING  N  N  68  
OK2  C4   H11  SING  N  N  69  
OK2  C5   H12  SING  N  N  70  
OK2  C5   H13  SING  N  N  71  
OK2  C9   H14  SING  N  N  72  
OK2  C9   H15  SING  N  N  73  
OK2  C9   H16  SING  N  N  74  
OK2  C11  H17  SING  N  N  75  
OK2  C12  H18  SING  N  N  76  
OK2  C18  H19  SING  N  N  77  
OK2  C19  H20  SING  N  N  78  
OK2  C19  H21  SING  N  N  79  
OK2  C22  H22  SING  N  N  80  
OK2  C22  H23  SING  N  N  81  
OK2  C24  H24  SING  N  N  82  
OK2  C25  H25  SING  N  N  83  
OK2  C26  H26  SING  N  N  84  
OK2  C27  H27  SING  N  N  85  
OK2  C28  H28  SING  N  N  86  
OK2  C29  H29  SING  N  N  87  
OK2  C30  H30  SING  N  N  88  
OK2  O4   H31  SING  N  N  89  
OK2  C32  H32  SING  N  N  90  
OK2  C34  H33  SING  N  N  91  
OK2  C35  H34  SING  N  N  92  
OK2  C37  H35  SING  N  N  93  
OK2  C38  H36  SING  N  N  94  
OK2  C39  H37  SING  N  N  95  
OK2  C39  H38  SING  N  N  96  
OK2  C40  H39  SING  N  N  97  
OK2  C40  H40  SING  N  N  98  
#   #
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
OK2  InChI             InChI                 1.03   "InChI=1S/C40H38ClFN6O5S/c1-25-30(11-12-32(36(25)41)51-20-19-48-17-15-47(2)16-18-48)34-35-38(45-24-46-39(35)54-37(34)26-7-9-28(42)10-8-26)53-33(40(49)50)21-27-5-3-4-6-31(27)52-23-29-22-43-13-14-44-29/h3-14,22,24,33H,15-21,23H2,1-2H3,(H,49,50)/t33-/m1/s1"  
OK2  InChIKey          InChI                 1.03   SADZXBZFMGZHNM-MGBGTMOVSA-N  
OK2  SMILES_CANONICAL  CACTVS                3.385  "CN1CCN(CCOc2ccc(c(C)c2Cl)c3c(sc4ncnc(O[C@H](Cc5ccccc5OCc6cnccn6)C(O)=O)c34)c7ccc(F)cc7)CC1"  
OK2  SMILES            CACTVS                3.385  "CN1CCN(CCOc2ccc(c(C)c2Cl)c3c(sc4ncnc(O[CH](Cc5ccccc5OCc6cnccn6)C(O)=O)c34)c7ccc(F)cc7)CC1"  
OK2  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "Cc1c(ccc(c1Cl)OCCN2CCN(CC2)C)c3c4c(ncnc4sc3c5ccc(cc5)F)O[C@H](Cc6ccccc6OCc7cnccn7)C(=O)O"  
OK2  SMILES            "OpenEye OEToolkits"  2.0.7  "Cc1c(ccc(c1Cl)OCCN2CCN(CC2)C)c3c4c(ncnc4sc3c5ccc(cc5)F)OC(Cc6ccccc6OCc7cnccn7)C(=O)O"  
#
_pdbx_chem_comp_identifier.comp_id          OK2
_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       "(2~{R})-2-[5-[3-chloranyl-2-methyl-4-[2-(4-methylpiperazin-1-yl)ethoxy]phenyl]-6-(4-fluorophenyl)thieno[2,3-d]pyrimidin-4-yl]oxy-3-[2-(pyrazin-2-ylmethoxy)phenyl]propanoic acid"
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
OK2  "Create component"  2020-03-17  PDBE  
OK2  "Initial release"   2020-11-18  RCSB  
##
