data_RXT
#

_chem_comp.id                                   RXT
_chem_comp.name                                 "(3R)-3-cyclopentyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]propanenitrile"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C17 H18 N6"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        Ruxolitinib
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2014-07-31
_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                       306.365
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    RXT
_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       4U5J
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 PDBJ
#   #
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
RXT  CAK  C1   C  0  1  N  N  N   -9.922  26.937  7.916  -4.857  -0.473   0.745  CAK  RXT   1  
RXT  CAH  C2   C  0  1  N  N  N  -10.233  28.500  7.803  -5.318  -1.911   1.063  CAH  RXT   2  
RXT  CAI  C3   C  0  1  N  N  N  -11.246  28.615  6.909  -4.243  -2.853   0.495  CAI  RXT   3  
RXT  CAL  C4   C  0  1  N  N  N  -11.988  27.134  6.797  -3.166  -1.956  -0.149  CAL  RXT   4  
RXT  CAU  C5   C  0  1  N  N  N  -11.062  26.178  7.116  -3.322  -0.592   0.576  CAU  RXT   5  
RXT  CAV  C6   C  0  1  N  N  R  -10.476  25.470  5.871  -2.779   0.547  -0.288  CAV  RXT   6  
RXT  CAJ  C7   C  0  1  N  N  N  -11.565  24.694  5.158  -2.948   1.875   0.453  CAJ  RXT   7  
RXT  CAB  C8   C  0  1  N  N  N  -11.428  23.210  5.496  -2.537   2.983  -0.425  CAB  RXT   8  
RXT  NAA  N1   N  0  1  N  N  N  -12.595  22.791  6.184  -2.220   3.838  -1.102  NAA  RXT   9  
RXT  NAW  N2   N  0  1  Y  N  N   -9.805  26.338  4.958  -1.359   0.318  -0.562  NAW  RXT  10  
RXT  CAG  C9   C  0  1  Y  N  N   -8.485  26.544  4.992  -0.334   0.669   0.237  CAG  RXT  11  
RXT  NAO  N3   N  0  1  Y  N  N  -10.346  27.006  3.962  -0.834  -0.310  -1.698  NAO  RXT  12  
RXT  CAF  C10  C  0  1  Y  N  N   -9.410  27.704  3.300   0.468  -0.340  -1.594  CAF  RXT  13  
RXT  CAQ  C11  C  0  1  Y  N  N   -8.157  27.430  3.927   0.823   0.279  -0.377  CAQ  RXT  14  
RXT  CAR  C12  C  0  1  Y  N  N   -6.791  27.961  3.625   2.196   0.464   0.143  CAR  RXT  15  
RXT  NAM  N4   N  0  1  Y  N  N   -6.624  29.014  2.805   2.522   1.550   0.843  NAM  RXT  16  
RXT  CAE  C13  C  0  1  Y  N  N   -5.414  29.500  2.570   3.745   1.717   1.309  CAE  RXT  17  
RXT  NAP  N5   N  0  1  Y  N  N   -4.325  28.976  3.128   4.707   0.840   1.117  NAP  RXT  18  
RXT  CAT  C14  C  0  1  Y  N  N   -4.400  27.895  3.989   4.482  -0.277   0.430  CAT  RXT  19  
RXT  CAS  C15  C  0  1  Y  N  N   -5.642  27.354  4.271   3.189  -0.504  -0.083  CAS  RXT  20  
RXT  CAD  C16  C  0  1  Y  N  N   -5.405  26.252  5.197   3.243  -1.791  -0.770  CAD  RXT  21  
RXT  CAC  C17  C  0  1  Y  N  N   -4.018  26.229  5.396   4.499  -2.251  -0.638  CAC  RXT  22  
RXT  NAN  N6   N  0  1  Y  N  N   -3.455  27.196  4.682   5.251  -1.350   0.070  NAN  RXT  23  
RXT  H1   H1   H  0  1  N  N  N   -9.930  26.626  8.971  -5.316  -0.121  -0.179  H1   RXT  24  
RXT  H2   H2   H  0  1  N  N  N   -8.939  26.715  7.475  -5.100   0.197   1.569  H2   RXT  25  
RXT  H3   H3   H  0  1  N  N  N   -9.345  29.042  7.446  -5.402  -2.046   2.141  H3   RXT  26  
RXT  H4   H4   H  0  1  N  N  N  -10.539  28.901  8.781  -6.279  -2.109   0.587  H4   RXT  27  
RXT  H5   H5   H  0  1  N  N  N  -10.848  28.910  5.927  -3.804  -3.446   1.298  H5   RXT  28  
RXT  H6   H6   H  0  1  N  N  N  -11.967  29.371  7.254  -4.681  -3.510  -0.257  H6   RXT  29  
RXT  H7   H7   H  0  1  N  N  N  -12.834  27.085  7.499  -2.172  -2.368   0.025  H7   RXT  30  
RXT  H8   H8   H  0  1  N  N  N  -12.353  26.975  5.772  -3.351  -1.843  -1.217  H8   RXT  31  
RXT  H9   H9   H  0  1  N  N  N  -11.495  25.415  7.780  -2.827  -0.612   1.547  H9   RXT  32  
RXT  H10  H10  H  0  1  N  N  N   -9.747  24.734  6.241  -3.329   0.584  -1.229  H10  RXT  33  
RXT  H11  H11  H  0  1  N  N  N  -11.466  24.835  4.072  -3.993   2.003   0.735  H11  RXT  34  
RXT  H12  H12  H  0  1  N  N  N  -12.550  25.057  5.486  -2.327   1.872   1.349  H12  RXT  35  
RXT  H18  H18  H  0  1  N  N  N   -7.792  26.115  5.700  -0.413   1.169   1.191  H18  RXT  36  
RXT  H19  H19  H  0  1  N  N  N   -9.574  28.352  2.452   1.153  -0.759  -2.316  H19  RXT  37  
RXT  H20  H20  H  0  1  N  N  N   -5.308  30.346  1.907   3.966   2.612   1.871  H20  RXT  38  
RXT  H21  H21  H  0  1  N  N  N   -6.141  25.594  5.635   2.430  -2.280  -1.286  H21  RXT  39  
RXT  H22  H22  H  0  1  N  N  N   -3.490  25.533  6.031   4.863  -3.185  -1.037  H22  RXT  40  
RXT  H23  H23  H  0  1  N  N  N   -2.474  27.386  4.656   6.188  -1.462   0.294  H23  RXT  41  
#   #
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
RXT  CAE  NAM  DOUB  Y  N   1  
RXT  CAE  NAP  SING  Y  N   2  
RXT  NAM  CAR  SING  Y  N   3  
RXT  NAP  CAT  DOUB  Y  N   4  
RXT  CAF  CAQ  SING  Y  N   5  
RXT  CAF  NAO  DOUB  Y  N   6  
RXT  CAR  CAQ  SING  N  N   7  
RXT  CAR  CAS  DOUB  Y  N   8  
RXT  CAQ  CAG  DOUB  Y  N   9  
RXT  NAO  NAW  SING  Y  N  10  
RXT  CAT  CAS  SING  Y  N  11  
RXT  CAT  NAN  SING  Y  N  12  
RXT  CAS  CAD  SING  Y  N  13  
RXT  NAN  CAC  SING  Y  N  14  
RXT  NAW  CAG  SING  Y  N  15  
RXT  NAW  CAV  SING  N  N  16  
RXT  CAJ  CAB  SING  N  N  17  
RXT  CAJ  CAV  SING  N  N  18  
RXT  CAD  CAC  DOUB  Y  N  19  
RXT  CAB  NAA  TRIP  N  N  20  
RXT  CAV  CAU  SING  N  N  21  
RXT  CAL  CAI  SING  N  N  22  
RXT  CAL  CAU  SING  N  N  23  
RXT  CAI  CAH  SING  N  N  24  
RXT  CAU  CAK  SING  N  N  25  
RXT  CAH  CAK  SING  N  N  26  
RXT  CAK  H1   SING  N  N  27  
RXT  CAK  H2   SING  N  N  28  
RXT  CAH  H3   SING  N  N  29  
RXT  CAH  H4   SING  N  N  30  
RXT  CAI  H5   SING  N  N  31  
RXT  CAI  H6   SING  N  N  32  
RXT  CAL  H7   SING  N  N  33  
RXT  CAL  H8   SING  N  N  34  
RXT  CAU  H9   SING  N  N  35  
RXT  CAV  H10  SING  N  N  36  
RXT  CAJ  H11  SING  N  N  37  
RXT  CAJ  H12  SING  N  N  38  
RXT  CAG  H18  SING  N  N  39  
RXT  CAF  H19  SING  N  N  40  
RXT  CAE  H20  SING  N  N  41  
RXT  CAD  H21  SING  N  N  42  
RXT  CAC  H22  SING  N  N  43  
RXT  NAN  H23  SING  N  N  44  
#   #
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
RXT  SMILES            ACDLabs               12.01  "N#CCC(n1ncc(c1)c3ncnc2c3ccn2)C4CCCC4"  
RXT  InChI             InChI                 1.03   "InChI=1S/C17H18N6/c18-7-5-15(12-3-1-2-4-12)23-10-13(9-22-23)16-14-6-8-19-17(14)21-11-20-16/h6,8-12,15H,1-5H2,(H,19,20,21)/t15-/m1/s1"  
RXT  InChIKey          InChI                 1.03   HFNKQEVNSGCOJV-OAHLLOKOSA-N  
RXT  SMILES_CANONICAL  CACTVS                3.385  "N#CC[C@H](C1CCCC1)n2cc(cn2)c3ncnc4[nH]ccc34"  
RXT  SMILES            CACTVS                3.385  "N#CC[CH](C1CCCC1)n2cc(cn2)c3ncnc4[nH]ccc34"  
RXT  SMILES_CANONICAL  "OpenEye OEToolkits"  1.9.2  "c1c[nH]c2c1c(ncn2)c3cnn(c3)[C@H](CC#N)C4CCCC4"  
RXT  SMILES            "OpenEye OEToolkits"  1.9.2  "c1c[nH]c2c1c(ncn2)c3cnn(c3)C(CC#N)C4CCCC4"  
#   #
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
RXT  "SYSTEMATIC NAME"  ACDLabs               12.01  "(3R)-3-cyclopentyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]propanenitrile"  
RXT  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.9.2  "(3R)-3-cyclopentyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
RXT  "Create component"   2014-07-31  PDBJ  
RXT  "Modify descriptor"  2014-09-05  RCSB  
RXT  "Initial release"    2014-09-17  RCSB  
RXT  "Modify synonyms"    2021-03-01  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     RXT
_pdbx_chem_comp_synonyms.name        Ruxolitinib
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
