data_2TA
#

_chem_comp.id                                   2TA
_chem_comp.name                                 "N-tert-butyl-3-{[5-methyl-2-({4-[2-(pyrrolidin-1-yl)ethoxy]phenyl}amino)pyrimidin-4-yl]amino}benzenesulfonamide"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C27 H36 N6 O3 S"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        Fedratinib
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2014-01-28
_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                       524.678
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    2TA
_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       4OGJ
_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
2TA  CAQ  CAQ  C  0  1  N  N  N  16.366  40.783  26.032   11.012  -0.749   0.604  CAQ  2TA   1  
2TA  CAR  CAR  C  0  1  N  N  N  16.039  39.576  26.922   11.407   0.731   0.799  CAR  2TA   2  
2TA  CAS  CAS  C  0  1  N  N  N  14.675  40.098  27.450   10.209   1.540   0.261  CAS  2TA   3  
2TA  CAT  CAT  C  0  1  N  N  N  13.977  40.829  26.322    9.191   0.481  -0.213  CAT  2TA   4  
2TA  NAP  NAP  N  0  1  N  N  N  15.075  41.165  25.394    9.527  -0.738   0.567  NAP  2TA   5  
2TA  CAO  CAO  C  0  1  N  N  N  15.039  42.589  25.066    9.008  -1.944  -0.092  CAO  2TA   6  
2TA  CAN  CAN  C  0  1  N  N  N  16.154  43.006  24.101    7.493  -2.021   0.106  CAN  2TA   7  
2TA  OAM  OAM  O  0  1  N  N  N  16.257  41.969  23.134    6.868  -0.925  -0.566  OAM  2TA   8  
2TA  CAJ  CAJ  C  0  1  Y  N  N  17.428  41.882  22.358    5.513  -0.845  -0.488  CAJ  2TA   9  
2TA  CAK  CAK  C  0  1  Y  N  N  18.393  42.850  22.238    4.843   0.193  -1.117  CAK  2TA  10  
2TA  CAL  CAL  C  0  1  Y  N  N  19.512  42.653  21.441    3.466   0.275  -1.039  CAL  2TA  11  
2TA  CAI  CAI  C  0  1  Y  N  N  17.602  40.672  21.701    4.801  -1.806   0.215  CAI  2TA  12  
2TA  CAH  CAH  C  0  1  Y  N  N  18.715  40.517  20.862    3.424  -1.726   0.294  CAH  2TA  13  
2TA  CAG  CAG  C  0  1  Y  N  N  19.718  41.449  20.760    2.753  -0.683  -0.331  CAG  2TA  14  
2TA  NAF  NAF  N  0  1  N  N  N  20.828  41.409  19.957    1.357  -0.601  -0.251  NAF  2TA  15  
2TA  C2   C2   C  0  1  Y  N  N  21.393  40.296  19.473    0.742   0.635  -0.145  C2   2TA  16  
2TA  N3   N3   N  0  1  Y  N  N  21.145  39.059  19.945   -0.582   0.698  -0.125  N3   2TA  17  
2TA  N1   N1   N  0  1  Y  N  N  22.324  40.531  18.520    1.490   1.725  -0.059  N1   2TA  18  
2TA  C6   C6   C  0  1  Y  N  N  22.980  39.408  17.988    0.938   2.924   0.049  C6   2TA  19  
2TA  C5   C5   C  0  1  Y  N  N  22.744  38.096  18.449   -0.439   3.034   0.073  C5   2TA  20  
2TA  CAA  CAA  C  0  1  N  N  N  23.502  36.987  17.828   -1.102   4.382   0.195  CAA  2TA  21  
2TA  C4   C4   C  0  1  Y  N  N  21.784  37.967  19.481   -1.202   1.869  -0.024  C4   2TA  22  
2TA  NAW  NAW  N  0  1  N  N  N  21.548  36.720  19.893   -2.587   1.931  -0.004  NAW  2TA  23  
2TA  CAX  CAX  C  0  1  Y  N  N  20.733  36.385  20.987   -3.341   0.761  -0.127  CAX  2TA  24  
2TA  CBC  CBC  C  0  1  Y  N  N  20.141  37.239  21.954   -4.544   0.632   0.557  CBC  2TA  25  
2TA  CAY  CAY  C  0  1  Y  N  N  20.556  35.002  21.137   -2.893  -0.274  -0.938  CAY  2TA  26  
2TA  CAZ  CAZ  C  0  1  Y  N  N  19.799  34.459  22.173   -3.641  -1.429  -1.057  CAZ  2TA  27  
2TA  CBA  CBA  C  0  1  Y  N  N  19.261  35.303  23.118   -4.835  -1.556  -0.371  CBA  2TA  28  
2TA  CBB  CBB  C  0  1  Y  N  N  19.442  36.666  23.022   -5.287  -0.525   0.433  CBB  2TA  29  
2TA  SBD  SBD  S  0  1  N  N  N  18.631  37.737  24.192   -6.812  -0.689   1.301  SBD  2TA  30  
2TA  OBJ  OBJ  O  0  1  N  N  N  18.803  37.120  25.559   -7.160  -2.065   1.244  OBJ  2TA  31  
2TA  OBK  OBK  O  0  1  N  N  N  17.276  38.019  23.585   -6.658   0.025   2.520  OBK  2TA  32  
2TA  NBE  NBE  N  0  1  N  N  N  19.357  39.146  24.086   -7.962   0.121   0.427  NBE  2TA  33  
2TA  CBF  CBF  C  0  1  N  N  N  20.562  39.455  24.857   -8.375  -0.384  -0.885  CBF  2TA  34  
2TA  CBH  CBH  C  0  1  N  N  N  21.668  38.359  24.728   -7.161  -0.961  -1.615  CBH  2TA  35  
2TA  CBI  CBI  C  0  1  N  N  N  20.279  39.739  26.337   -9.428  -1.479  -0.702  CBI  2TA  36  
2TA  CBG  CBG  C  0  1  N  N  N  21.040  40.765  24.234   -8.968   0.761  -1.709  CBG  2TA  37  
2TA  H1   H1   H  0  1  N  N  N  17.107  40.508  25.267   11.413  -1.129  -0.335  H1   2TA  38  
2TA  H2   H2   H  0  1  N  N  N  16.756  41.614  26.638   11.368  -1.351   1.440  H2   2TA  39  
2TA  H3   H3   H  0  1  N  N  N  15.939  38.643  26.347   11.564   0.945   1.857  H3   2TA  40  
2TA  H4   H4   H  0  1  N  N  N  16.776  39.434  27.726   12.307   0.961   0.228  H4   2TA  41  
2TA  H5   H5   H  0  1  N  N  N  14.841  40.786  28.293    9.778   2.151   1.055  H5   2TA  42  
2TA  H6   H6   H  0  1  N  N  N  14.057  39.252  27.784   10.521   2.168  -0.573  H6   2TA  43  
2TA  H7   H7   H  0  1  N  N  N  13.482  41.739  26.691    8.174   0.806   0.008  H7   2TA  44  
2TA  H8   H8   H  0  1  N  N  N  13.235  40.180  25.834    9.306   0.295  -1.281  H8   2TA  45  
2TA  H10  H10  H  0  1  N  N  N  15.145  43.166  25.996    9.233  -1.901  -1.158  H10  2TA  46  
2TA  H11  H11  H  0  1  N  N  N  14.069  42.818  24.601    9.477  -2.826   0.344  H11  2TA  47  
2TA  H12  H12  H  0  1  N  N  N  17.105  43.116  24.643    7.120  -2.959  -0.305  H12  2TA  48  
2TA  H13  H13  H  0  1  N  N  N  15.898  43.958  23.612    7.262  -1.974   1.170  H13  2TA  49  
2TA  H14  H14  H  0  1  N  N  N  18.280  43.781  22.773    5.397   0.939  -1.667  H14  2TA  50  
2TA  H15  H15  H  0  1  N  N  N  20.239  43.446  21.345    2.944   1.084  -1.528  H15  2TA  51  
2TA  H16  H16  H  0  1  N  N  N  16.895  39.866  21.833    5.323  -2.617   0.701  H16  2TA  52  
2TA  H17  H17  H  0  1  N  N  N  18.787  39.619  20.266    2.870  -2.474   0.841  H17  2TA  53  
2TA  H18  H18  H  0  1  N  N  N  21.250  42.282  19.713    0.822  -1.410  -0.270  H18  2TA  54  
2TA  H19  H19  H  0  1  N  N  N  23.695  39.556  17.192    1.557   3.806   0.123  H19  2TA  55  
2TA  H20  H20  H  0  1  N  N  N  24.438  36.826  18.383   -1.273   4.794  -0.799  H20  2TA  56  
2TA  H21  H21  H  0  1  N  N  N  22.897  36.069  17.856   -2.055   4.272   0.712  H21  2TA  57  
2TA  H22  H22  H  0  1  N  N  N  23.734  37.242  16.783   -0.457   5.054   0.761  H22  2TA  58  
2TA  H23  H23  H  0  1  N  N  N  21.981  35.973  19.389   -3.032   2.787   0.095  H23  2TA  59  
2TA  H24  H24  H  0  1  N  N  N  20.229  38.312  21.867   -4.897   1.437   1.185  H24  2TA  60  
2TA  H25  H25  H  0  1  N  N  N  21.022  34.336  20.426   -1.961  -0.176  -1.474  H25  2TA  61  
2TA  H26  H26  H  0  1  N  N  N  19.637  33.393  22.234   -3.294  -2.234  -1.688  H26  2TA  62  
2TA  H27  H27  H  0  1  N  N  N  18.693  34.894  23.941   -5.418  -2.460  -0.466  H27  2TA  63  
2TA  H28  H28  H  0  1  N  N  N  19.602  39.263  23.124   -8.363   0.929   0.784  H28  2TA  64  
2TA  H29  H29  H  0  1  N  N  N  22.544  38.649  25.328   -6.851  -1.887  -1.129  H29  2TA  65  
2TA  H30  H30  H  0  1  N  N  N  21.276  37.398  25.092   -7.424  -1.166  -2.653  H30  2TA  66  
2TA  H31  H31  H  0  1  N  N  N  21.963  38.259  23.673   -6.342  -0.243  -1.582  H31  2TA  67  
2TA  H32  H32  H  0  1  N  N  N  21.223  39.963  26.855  -10.310  -1.057  -0.220  H32  2TA  68  
2TA  H33  H33  H  0  1  N  N  N  19.601  40.601  26.422   -9.705  -1.883  -1.676  H33  2TA  69  
2TA  H34  H34  H  0  1  N  N  N  19.809  38.857  26.796   -9.020  -2.275  -0.080  H34  2TA  70  
2TA  H35  H35  H  0  1  N  N  N  21.956  41.100  24.742   -8.218   1.541  -1.839  H35  2TA  71  
2TA  H36  H36  H  0  1  N  N  N  21.250  40.608  23.166   -9.275   0.386  -2.685  H36  2TA  72  
2TA  H37  H37  H  0  1  N  N  N  20.258  41.531  24.345   -9.833   1.173  -1.189  H37  2TA  73  
#   #
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
2TA  CAA  C5   SING  N  N   1  
2TA  C6   C5   DOUB  Y  N   2  
2TA  C6   N1   SING  Y  N   3  
2TA  C5   C4   SING  Y  N   4  
2TA  N1   C2   DOUB  Y  N   5  
2TA  C2   N3   SING  Y  N   6  
2TA  C2   NAF  SING  N  N   7  
2TA  C4   NAW  SING  N  N   8  
2TA  C4   N3   DOUB  Y  N   9  
2TA  NAW  CAX  SING  N  N  10  
2TA  NAF  CAG  SING  N  N  11  
2TA  CAG  CAH  DOUB  Y  N  12  
2TA  CAG  CAL  SING  Y  N  13  
2TA  CAH  CAI  SING  Y  N  14  
2TA  CAX  CAY  DOUB  Y  N  15  
2TA  CAX  CBC  SING  Y  N  16  
2TA  CAY  CAZ  SING  Y  N  17  
2TA  CAL  CAK  DOUB  Y  N  18  
2TA  CAI  CAJ  DOUB  Y  N  19  
2TA  CBC  CBB  DOUB  Y  N  20  
2TA  CAZ  CBA  DOUB  Y  N  21  
2TA  CAK  CAJ  SING  Y  N  22  
2TA  CAJ  OAM  SING  N  N  23  
2TA  CBB  CBA  SING  Y  N  24  
2TA  CBB  SBD  SING  N  N  25  
2TA  OAM  CAN  SING  N  N  26  
2TA  OBK  SBD  DOUB  N  N  27  
2TA  NBE  SBD  SING  N  N  28  
2TA  NBE  CBF  SING  N  N  29  
2TA  CAN  CAO  SING  N  N  30  
2TA  SBD  OBJ  DOUB  N  N  31  
2TA  CBG  CBF  SING  N  N  32  
2TA  CBH  CBF  SING  N  N  33  
2TA  CBF  CBI  SING  N  N  34  
2TA  CAO  NAP  SING  N  N  35  
2TA  NAP  CAQ  SING  N  N  36  
2TA  NAP  CAT  SING  N  N  37  
2TA  CAQ  CAR  SING  N  N  38  
2TA  CAT  CAS  SING  N  N  39  
2TA  CAR  CAS  SING  N  N  40  
2TA  CAQ  H1   SING  N  N  41  
2TA  CAQ  H2   SING  N  N  42  
2TA  CAR  H3   SING  N  N  43  
2TA  CAR  H4   SING  N  N  44  
2TA  CAS  H5   SING  N  N  45  
2TA  CAS  H6   SING  N  N  46  
2TA  CAT  H7   SING  N  N  47  
2TA  CAT  H8   SING  N  N  48  
2TA  CAO  H10  SING  N  N  49  
2TA  CAO  H11  SING  N  N  50  
2TA  CAN  H12  SING  N  N  51  
2TA  CAN  H13  SING  N  N  52  
2TA  CAK  H14  SING  N  N  53  
2TA  CAL  H15  SING  N  N  54  
2TA  CAI  H16  SING  N  N  55  
2TA  CAH  H17  SING  N  N  56  
2TA  NAF  H18  SING  N  N  57  
2TA  C6   H19  SING  N  N  58  
2TA  CAA  H20  SING  N  N  59  
2TA  CAA  H21  SING  N  N  60  
2TA  CAA  H22  SING  N  N  61  
2TA  NAW  H23  SING  N  N  62  
2TA  CBC  H24  SING  N  N  63  
2TA  CAY  H25  SING  N  N  64  
2TA  CAZ  H26  SING  N  N  65  
2TA  CBA  H27  SING  N  N  66  
2TA  NBE  H28  SING  N  N  67  
2TA  CBH  H29  SING  N  N  68  
2TA  CBH  H30  SING  N  N  69  
2TA  CBH  H31  SING  N  N  70  
2TA  CBI  H32  SING  N  N  71  
2TA  CBI  H33  SING  N  N  72  
2TA  CBI  H34  SING  N  N  73  
2TA  CBG  H35  SING  N  N  74  
2TA  CBG  H36  SING  N  N  75  
2TA  CBG  H37  SING  N  N  76  
#   #
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
2TA  SMILES            ACDLabs               12.01  "O=S(=O)(NC(C)(C)C)c1cccc(c1)Nc2nc(ncc2C)Nc4ccc(OCCN3CCCC3)cc4"  
2TA  InChI             InChI                 1.03   "InChI=1S/C27H36N6O3S/c1-20-19-28-26(30-21-10-12-23(13-11-21)36-17-16-33-14-5-6-15-33)31-25(20)29-22-8-7-9-24(18-22)37(34,35)32-27(2,3)4/h7-13,18-19,32H,5-6,14-17H2,1-4H3,(H2,28,29,30,31)"  
2TA  InChIKey          InChI                 1.03   JOOXLOJCABQBSG-UHFFFAOYSA-N  
2TA  SMILES_CANONICAL  CACTVS                3.385  "Cc1cnc(Nc2ccc(OCCN3CCCC3)cc2)nc1Nc4cccc(c4)[S](=O)(=O)NC(C)(C)C"  
2TA  SMILES            CACTVS                3.385  "Cc1cnc(Nc2ccc(OCCN3CCCC3)cc2)nc1Nc4cccc(c4)[S](=O)(=O)NC(C)(C)C"  
2TA  SMILES_CANONICAL  "OpenEye OEToolkits"  1.7.6  "Cc1cnc(nc1Nc2cccc(c2)S(=O)(=O)NC(C)(C)C)Nc3ccc(cc3)OCCN4CCCC4"  
2TA  SMILES            "OpenEye OEToolkits"  1.7.6  "Cc1cnc(nc1Nc2cccc(c2)S(=O)(=O)NC(C)(C)C)Nc3ccc(cc3)OCCN4CCCC4"  
#   #
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
2TA  "SYSTEMATIC NAME"  ACDLabs               12.01  "N-tert-butyl-3-{[5-methyl-2-({4-[2-(pyrrolidin-1-yl)ethoxy]phenyl}amino)pyrimidin-4-yl]amino}benzenesulfonamide"  
2TA  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.7.6  "N-tert-butyl-3-[[5-methyl-2-[[4-(2-pyrrolidin-1-ylethoxy)phenyl]amino]pyrimidin-4-yl]amino]benzenesulfonamide"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
2TA  "Create component"  2014-01-28  RCSB  
2TA  "Initial release"   2014-02-26  RCSB  
2TA  "Modify synonyms"   2020-02-03  RCSB  
2TA  "Modify synonyms"   2021-03-01  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     2TA
_pdbx_chem_comp_synonyms.name        Fedratinib
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
