data_GW8
#

_chem_comp.id                                   GW8
_chem_comp.name                                 "1-(4-{methyl[2-({4-[(methylsulfonyl)methyl]phenyl}amino)pyrimidin-4-yl]amino}phenyl)-3-{3-[(4-methylpiperazin-1-yl)carbonyl]phenyl}urea"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C32 H36 N8 O4 S"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        GW830263A
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2012-03-30
_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                       628.744
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    GW8
_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       4AOT
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 EBI
#   #
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
GW8  N1    N1    N  0  1  Y  N  N  17.784   8.314  18.502   3.730  -2.638  -0.679  N1    GW8   1  
GW8  C2    C2    C  0  1  Y  N  N  17.707   9.047  19.625   2.562  -2.172  -0.262  C2    GW8   2  
GW8  N3    N3    N  0  1  Y  N  N  18.538   8.785  20.645   1.533  -2.976  -0.038  N3    GW8   3  
GW8  C4    C4    C  0  1  Y  N  N  19.462   7.788  20.631   1.645  -4.287  -0.227  C4    GW8   4  
GW8  C5    C5    C  0  1  Y  N  N  19.561   7.003  19.481   2.865  -4.807  -0.666  C5    GW8   5  
GW8  C6    C6    C  0  1  Y  N  N  18.717   7.286  18.399   3.912  -3.934  -0.887  C6    GW8   6  
GW8  CAA   CAA   C  0  1  N  N  N  26.217  -0.971  32.326  -1.983   5.464   2.487  CAA   GW8   7  
GW8  CAB   CAB   C  0  1  N  N  N  20.207   8.585  22.802   0.752  -6.579  -0.009  CAB   GW8   8  
GW8  CAC   CAC   C  0  1  N  N  N  13.356  15.537  23.340   9.498   3.337  -0.087  CAC   GW8   9  
GW8  OAD   OAD   O  0  1  N  N  N  24.684   4.002  23.872  -4.076  -1.237  -0.304  OAD   GW8  10  
GW8  OAE   OAE   O  0  1  N  N  N  27.036   3.279  27.846  -5.042   3.565  -2.458  OAE   GW8  11  
GW8  OAF   OAF   O  0  1  N  N  N  13.612  12.977  24.254   8.662   0.839  -0.198  OAF   GW8  12  
GW8  OAG   OAG   O  0  1  N  N  N  14.671  14.850  25.575   7.857   2.229   1.653  OAG   GW8  13  
GW8  CAH   CAH   C  0  1  Y  N  N  27.732  -0.002  24.779  -8.187   1.335  -0.688  CAH   GW8  14  
GW8  CAJ   CAJ   C  0  1  Y  N  N  26.728   0.431  23.899  -7.773   0.180  -0.053  CAJ   GW8  15  
GW8  CAK   CAK   C  0  1  Y  N  N  27.770   0.538  26.077  -7.259   2.260  -1.123  CAK   GW8  16  
GW8  CAM   CAM   C  0  1  Y  N  N  15.682  13.137  21.122   4.735   1.996   0.435  CAM   GW8  17  
GW8  CAN   CAN   C  0  1  Y  N  N  16.958  11.955  22.783   5.523   0.637  -1.376  CAN   GW8  18  
GW8  CAO   CAO   C  0  1  Y  N  N  15.907  12.082  20.229   3.655   1.152   0.603  CAO   GW8  19  
GW8  CAP   CAP   C  0  1  Y  N  N  17.174  10.886  21.899   4.442  -0.208  -1.217  CAP   GW8  20  
GW8  CAQ   CAQ   C  0  1  Y  N  N  23.198   5.444  21.950  -2.539  -4.224   1.758  CAQ   GW8  21  
GW8  CAR   CAR   C  0  1  Y  N  N  21.199   4.115  22.228  -2.607  -3.334  -0.475  CAR   GW8  22  
GW8  CAS   CAS   C  0  1  Y  N  N  22.393   6.572  21.793  -1.291  -4.759   1.507  CAS   GW8  23  
GW8  CAT   CAT   C  0  1  Y  N  N  20.401   5.233  22.100  -1.362  -3.873  -0.728  CAT   GW8  24  
GW8  CAU   CAU   C  0  1  Y  N  N  25.853   1.935  25.593  -5.479   0.864  -0.279  CAU   GW8  25  
GW8  CAV   CAV   C  0  1  N  N  N  26.288   1.227  31.265  -2.716   5.336   0.184  CAV   GW8  26  
GW8  CAW   CAW   C  0  1  N  N  N  27.345  -0.813  30.227  -3.386   3.627   1.768  CAW   GW8  27  
GW8  CAX   CAX   C  0  1  N  N  N  27.020   2.005  30.260  -2.894   4.378  -1.000  CAX   GW8  28  
GW8  CAY   CAY   C  0  1  N  N  N  26.671  -0.187  28.996  -3.592   2.600   0.650  CAY   GW8  29  
GW8  CAZ   CAZ   C  0  1  N  N  N  16.004  14.167  23.317   6.841   2.667  -0.740  CAZ   GW8  30  
GW8  NBC   NBC   N  0  1  N  N  N  23.285   3.058  22.325  -4.471  -2.976   1.020  NBC   GW8  31  
GW8  NBD   NBD   N  0  1  N  N  N  24.835   1.749  23.396  -6.004  -1.230   0.798  NBD   GW8  32  
GW8  NBE   NBE   N  0  1  N  N  N  16.774  10.010  19.642   2.412  -0.811  -0.056  NBE   GW8  33  
GW8  CBF   CBF   C  0  1  N  N  N  24.286   2.996  23.253  -4.824  -1.794   0.477  CBF   GW8  34  
GW8  CBG   CBG   C  0  1  N  N  N  26.905   2.054  27.792  -4.902   3.022  -1.380  CBG   GW8  35  
GW8  CBH   CBH   C  0  1  Y  N  N  16.195  13.080  22.417   5.666   1.740  -0.555  CBH   GW8  36  
GW8  CBI   CBI   C  0  1  Y  N  N  22.601   4.196  22.148  -3.202  -3.513   0.767  CBI   GW8  37  
GW8  CBJ   CBJ   C  0  1  Y  N  N  16.654  10.952  20.592   3.504   0.046  -0.224  CBJ   GW8  38  
GW8  CBK   CBK   C  0  1  Y  N  N  25.800   1.422  24.281  -6.419  -0.058   0.153  CBK   GW8  39  
GW8  CBL   CBL   C  0  1  Y  N  N  26.821   1.493  26.503  -5.898   2.033  -0.915  CBL   GW8  40  
GW8  CBM   CBM   C  0  1  Y  N  N  21.000   6.480  21.866  -0.699  -4.585   0.263  CBM   GW8  41  
GW8  NBP   NBP   N  0  1  N  N  N  26.998  -0.072  31.449  -2.330   4.569   1.376  NBP   GW8  42  
GW8  NBQ   NBQ   N  0  1  N  N  N  20.248   7.590  21.712   0.567  -5.126   0.009  NBQ   GW8  43  
GW8  NBR   NBR   N  0  1  N  N  N  26.881   1.303  28.938  -3.839   3.321  -0.608  NBR   GW8  44  
GW8  SBS   SBS   S  0  1  N  N  N  14.372  14.322  24.173   8.225   2.101   0.287  SBS   GW8  45  
GW8  H5    H5    H  0  1  N  N  N  20.274   6.194  19.426   2.986  -5.868  -0.828  H5    GW8  46  
GW8  H6    H6    H  0  1  N  N  N  18.790   6.709  17.489   4.868  -4.303  -1.226  H6    GW8  47  
GW8  HAA   HAA   H  0  1  N  N  N  26.756  -1.922  32.450  -2.843   6.086   2.735  HAA   GW8  48  
GW8  HAAA  HAAA  H  0  0  N  N  N  26.080  -0.496  33.309  -1.701   4.871   3.357  HAAA  GW8  49  
GW8  HAAB  HAAB  H  0  0  N  N  N  25.234  -1.163  31.872  -1.147   6.100   2.195  HAAB  GW8  50  
GW8  HAB   HAB   H  0  1  N  N  N  20.898   8.282  23.602   1.007  -6.925   0.993  HAB   GW8  51  
GW8  HABA  HABA  H  0  0  N  N  N  20.507   9.569  22.412  -0.170  -7.059  -0.335  HABA  GW8  52  
GW8  HABB  HABB  H  0  0  N  N  N  19.185   8.646  23.204   1.558  -6.835  -0.697  HABB  GW8  53  
GW8  HAC   HAC   H  0  1  N  N  N  13.898  16.492  23.283   9.137   4.327   0.191  HAC   GW8  54  
GW8  HACA  HACA  H  0  0  N  N  N  13.124  15.186  22.323  10.403   3.109   0.478  HACA  GW8  55  
GW8  HACB  HACB  H  0  0  N  N  N  12.420  15.679  23.901   9.722   3.318  -1.153  HACB  GW8  56  
GW8  HAH   HAH   H  0  1  N  N  N  28.461  -0.735  24.466  -9.240   1.512  -0.850  HAH   GW8  57  
GW8  HAJ   HAJ   H  0  1  N  N  N  26.665  -0.002  22.912  -8.503  -0.540   0.285  HAJ   GW8  58  
GW8  HAK   HAK   H  0  1  N  N  N  28.541   0.216  26.762  -7.587   3.159  -1.623  HAK   GW8  59  
GW8  HAM   HAM   H  0  1  N  N  N  15.110  13.997  20.807   4.850   2.859   1.074  HAM   GW8  60  
GW8  HAN   HAN   H  0  1  N  N  N  17.390  11.913  23.772   6.252   0.440  -2.148  HAN   GW8  61  
GW8  HAO   HAO   H  0  1  N  N  N  15.494  12.140  19.233   2.928   1.352   1.376  HAO   GW8  62  
GW8  HAP   HAP   H  0  1  N  N  N  17.734  10.020  22.219   4.325  -1.065  -1.864  HAP   GW8  63  
GW8  HAQ   HAQ   H  0  1  N  N  N  24.274   5.534  21.919  -3.002  -4.364   2.724  HAQ   GW8  64  
GW8  HAR   HAR   H  0  1  N  N  N  20.736   3.154  22.394  -3.123  -2.780  -1.245  HAR   GW8  65  
GW8  HAS   HAS   H  0  1  N  N  N  22.853   7.532  21.612  -0.775  -5.312   2.278  HAS   GW8  66  
GW8  HAT   HAT   H  0  1  N  N  N  19.327   5.149  22.179  -0.903  -3.741  -1.697  HAT   GW8  67  
GW8  HAU   HAU   H  0  1  N  N  N  25.135   2.681  25.901  -4.427   0.683  -0.115  HAU   GW8  68  
GW8  HAV   HAV   H  0  1  N  N  N  26.263   1.777  32.217  -1.938   6.062  -0.050  HAV   GW8  69  
GW8  HAVA  HAVA  H  0  0  N  N  N  25.260   1.045  30.920  -3.654   5.857   0.374  HAVA  GW8  70  
GW8  HAW   HAW   H  0  1  N  N  N  27.009  -1.855  30.330  -4.315   4.172   1.937  HAW   GW8  71  
GW8  HAWA  HAWA  H  0  0  N  N  N  28.436  -0.791  30.090  -3.094   3.114   2.685  HAWA  GW8  72  
GW8  HAX   HAX   H  0  1  N  N  N  26.597   3.018  30.191  -3.291   4.924  -1.856  HAX   GW8  73  
GW8  HAXA  HAXA  H  0  0  N  N  N  28.082   2.069  30.539  -1.933   3.936  -1.261  HAXA  GW8  74  
GW8  HAY   HAY   H  0  1  N  N  N  27.095  -0.642  28.089  -2.698   1.984   0.550  HAY   GW8  75  
GW8  HAYA  HAYA  H  0  0  N  N  N  25.591  -0.393  29.039  -4.448   1.967   0.887  HAYA  GW8  76  
GW8  HAZ   HAZ   H  0  1  N  N  N  16.774  14.082  24.098   7.142   2.667  -1.788  HAZ   GW8  77  
GW8  HAZA  HAZA  H  0  0  N  N  N  16.161  15.094  22.746   6.557   3.677  -0.443  HAZA  GW8  78  
GW8  HNBC  HNBC  H  0  0  N  N  N  23.063   2.252  21.777  -5.096  -3.454   1.587  HNBC  GW8  79  
GW8  HNBD  HNBD  H  0  0  N  N  N  24.494   1.024  22.798  -6.567  -1.635   1.476  HNBD  GW8  80  
GW8  HNBE  HNBE  H  0  0  N  N  N  16.116  10.028  18.889   1.550  -0.452   0.205  HNBE  GW8  81  
#   #
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
GW8  C6   N1    DOUB  Y  N   1  
GW8  N1   C2    SING  Y  N   2  
GW8  C2   NBE   SING  N  N   3  
GW8  C2   N3    DOUB  Y  N   4  
GW8  C4   N3    SING  Y  N   5  
GW8  C5   C4    DOUB  Y  N   6  
GW8  C4   NBQ   SING  N  N   7  
GW8  C6   C5    SING  Y  N   8  
GW8  C5   H5    SING  N  N   9  
GW8  C6   H6    SING  N  N  10  
GW8  NBP  CAA   SING  N  N  11  
GW8  CAA  HAA   SING  N  N  12  
GW8  CAA  HAAA  SING  N  N  13  
GW8  CAA  HAAB  SING  N  N  14  
GW8  NBQ  CAB   SING  N  N  15  
GW8  CAB  HAB   SING  N  N  16  
GW8  CAB  HABA  SING  N  N  17  
GW8  CAB  HABB  SING  N  N  18  
GW8  CAC  SBS   SING  N  N  19  
GW8  CAC  HAC   SING  N  N  20  
GW8  CAC  HACA  SING  N  N  21  
GW8  CAC  HACB  SING  N  N  22  
GW8  CBF  OAD   DOUB  N  N  23  
GW8  CBG  OAE   DOUB  N  N  24  
GW8  SBS  OAF   DOUB  N  N  25  
GW8  SBS  OAG   DOUB  N  N  26  
GW8  CAJ  CAH   DOUB  Y  N  27  
GW8  CAH  CAK   SING  Y  N  28  
GW8  CAH  HAH   SING  N  N  29  
GW8  CAJ  CBK   SING  Y  N  30  
GW8  CAJ  HAJ   SING  N  N  31  
GW8  CAK  CBL   DOUB  Y  N  32  
GW8  CAK  HAK   SING  N  N  33  
GW8  CAO  CAM   DOUB  Y  N  34  
GW8  CAM  CBH   SING  Y  N  35  
GW8  CAM  HAM   SING  N  N  36  
GW8  CAP  CAN   SING  Y  N  37  
GW8  CBH  CAN   DOUB  Y  N  38  
GW8  CAN  HAN   SING  N  N  39  
GW8  CAO  CBJ   SING  Y  N  40  
GW8  CAO  HAO   SING  N  N  41  
GW8  CBJ  CAP   DOUB  Y  N  42  
GW8  CAP  HAP   SING  N  N  43  
GW8  CAS  CAQ   DOUB  Y  N  44  
GW8  CAQ  CBI   SING  Y  N  45  
GW8  CAQ  HAQ   SING  N  N  46  
GW8  CAT  CAR   SING  Y  N  47  
GW8  CBI  CAR   DOUB  Y  N  48  
GW8  CAR  HAR   SING  N  N  49  
GW8  CAS  CBM   SING  Y  N  50  
GW8  CAS  HAS   SING  N  N  51  
GW8  CBM  CAT   DOUB  Y  N  52  
GW8  CAT  HAT   SING  N  N  53  
GW8  CBK  CAU   DOUB  Y  N  54  
GW8  CAU  CBL   SING  Y  N  55  
GW8  CAU  HAU   SING  N  N  56  
GW8  CAX  CAV   SING  N  N  57  
GW8  CAV  NBP   SING  N  N  58  
GW8  CAV  HAV   SING  N  N  59  
GW8  CAV  HAVA  SING  N  N  60  
GW8  CAY  CAW   SING  N  N  61  
GW8  CAW  NBP   SING  N  N  62  
GW8  CAW  HAW   SING  N  N  63  
GW8  CAW  HAWA  SING  N  N  64  
GW8  NBR  CAX   SING  N  N  65  
GW8  CAX  HAX   SING  N  N  66  
GW8  CAX  HAXA  SING  N  N  67  
GW8  NBR  CAY   SING  N  N  68  
GW8  CAY  HAY   SING  N  N  69  
GW8  CAY  HAYA  SING  N  N  70  
GW8  CBH  CAZ   SING  N  N  71  
GW8  CAZ  SBS   SING  N  N  72  
GW8  CAZ  HAZ   SING  N  N  73  
GW8  CAZ  HAZA  SING  N  N  74  
GW8  CBI  NBC   SING  N  N  75  
GW8  NBC  CBF   SING  N  N  76  
GW8  NBC  HNBC  SING  N  N  77  
GW8  CBF  NBD   SING  N  N  78  
GW8  NBD  CBK   SING  N  N  79  
GW8  NBD  HNBD  SING  N  N  80  
GW8  NBE  CBJ   SING  N  N  81  
GW8  NBE  HNBE  SING  N  N  82  
GW8  CBL  CBG   SING  N  N  83  
GW8  CBG  NBR   SING  N  N  84  
GW8  NBQ  CBM   SING  N  N  85  
#   #
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
GW8  SMILES            ACDLabs               12.01  "O=C(N1CCN(C)CC1)c5cccc(NC(=O)Nc4ccc(N(c2nc(ncc2)Nc3ccc(cc3)CS(=O)(=O)C)C)cc4)c5"  
GW8  InChI             InChI                 1.03   "InChI=1S/C32H36N8O4S/c1-38-17-19-40(20-18-38)30(41)24-5-4-6-27(21-24)36-32(42)35-26-11-13-28(14-12-26)39(2)29-15-16-33-31(37-29)34-25-9-7-23(8-10-25)22-45(3,43)44/h4-16,21H,17-20,22H2,1-3H3,(H,33,34,37)(H2,35,36,42)"  
GW8  InChIKey          InChI                 1.03   HKWWFBIVSCKLOB-UHFFFAOYSA-N  
GW8  SMILES_CANONICAL  CACTVS                3.385  "CN1CCN(CC1)C(=O)c2cccc(NC(=O)Nc3ccc(cc3)N(C)c4ccnc(Nc5ccc(C[S](C)(=O)=O)cc5)n4)c2"  
GW8  SMILES            CACTVS                3.385  "CN1CCN(CC1)C(=O)c2cccc(NC(=O)Nc3ccc(cc3)N(C)c4ccnc(Nc5ccc(C[S](C)(=O)=O)cc5)n4)c2"  
GW8  SMILES_CANONICAL  "OpenEye OEToolkits"  1.9.2  "CN1CCN(CC1)C(=O)c2cccc(c2)NC(=O)Nc3ccc(cc3)N(C)c4ccnc(n4)Nc5ccc(cc5)CS(=O)(=O)C"  
GW8  SMILES            "OpenEye OEToolkits"  1.9.2  "CN1CCN(CC1)C(=O)c2cccc(c2)NC(=O)Nc3ccc(cc3)N(C)c4ccnc(n4)Nc5ccc(cc5)CS(=O)(=O)C"  
#   #
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
GW8  "SYSTEMATIC NAME"  ACDLabs               12.01  "1-(4-{methyl[2-({4-[(methylsulfonyl)methyl]phenyl}amino)pyrimidin-4-yl]amino}phenyl)-3-{3-[(4-methylpiperazin-1-yl)carbonyl]phenyl}urea"  
GW8  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.9.2  "1-[4-[methyl-[2-[[4-(methylsulfonylmethyl)phenyl]amino]pyrimidin-4-yl]amino]phenyl]-3-[3-(4-methylpiperazin-1-yl)carbonylphenyl]urea"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
GW8  "Create component"   2012-03-30  EBI   
GW8  "Modify descriptor"  2014-09-05  RCSB  
GW8  "Modify synonyms"    2021-03-01  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     GW8
_pdbx_chem_comp_synonyms.name        GW830263A
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
