data_9JY
#

_chem_comp.id                                   9JY
_chem_comp.name                                 "(2S)-3-[(3S)-1-(ethylsulfonyl)piperidin-3-yl]-2-{[3-(4-methylphenyl)imidazo[1,2-a]pyrazin-8-yl]amino}propan-1-ol"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C23 H31 N5 O3 S"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2017-05-16
_chem_comp.pdbx_modified_date                   2019-12-20
_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                       457.589
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    9JY
_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       5VRR
_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
9JY  C1   C1   C  0  1  N  N  N  26.988  -15.495  21.372   6.958  -1.757  -0.339  C1   9JY   1  
9JY  C2   C2   C  0  1  N  N  N  24.970  -12.498  20.491   4.643  -0.436   2.058  C2   9JY   2  
9JY  C3   C3   C  0  1  N  N  N  24.088  -12.288  19.279   3.250   0.039   2.483  C3   9JY   3  
9JY  O1   O1   O  0  1  N  N  N  26.391  -13.305  22.649   4.522  -1.885  -1.421  O1   9JY   4  
9JY  O2   O2   O  0  1  N  N  N  30.229  -11.896  14.945   1.043   4.139  -2.127  O2   9JY   5  
9JY  C11  C4   C  0  1  Y  N  N  31.185  -10.283  20.571  -3.487   1.324   1.142  C11  9JY   6  
9JY  C12  C5   C  0  1  Y  N  N  30.974   -7.794  20.157  -3.853  -0.452  -0.603  C12  9JY   7  
9JY  C13  C6   C  0  1  Y  N  N  30.354   -7.136  19.119  -3.019  -0.885  -1.612  C13  9JY   8  
9JY  C14  C7   C  0  1  Y  N  N  30.023   -9.226  18.724  -1.959   0.675  -0.544  C14  9JY   9  
9JY  C15  C8   C  0  1  Y  N  N  31.705   -7.253  21.322  -5.210  -0.954  -0.304  C15  9JY  10  
9JY  C16  C9   C  0  1  Y  N  N  31.153   -6.214  22.070  -6.106  -0.164   0.420  C16  9JY  11  
9JY  C17  C10  C  0  1  Y  N  N  31.891   -5.589  23.061  -7.372  -0.638   0.695  C17  9JY  12  
9JY  C18  C11  C  0  1  Y  N  N  33.193   -5.977  23.346  -7.754  -1.893   0.256  C18  9JY  13  
9JY  C19  C12  C  0  1  N  N  N  34.002   -5.264  24.397  -9.139  -2.405   0.560  C19  9JY  14  
9JY  C20  C13  C  0  1  Y  N  N  33.731   -7.032  22.617  -6.872  -2.681  -0.462  C20  9JY  15  
9JY  C21  C14  C  0  1  Y  N  N  33.002   -7.670  21.626  -5.605  -2.217  -0.749  C21  9JY  16  
9JY  C22  C15  C  0  1  N  N  N  26.982  -12.588  19.064   4.304   0.649  -0.201  C22  9JY  17  
9JY  S    S1   S  0  1  N  N  N  27.092  -13.725  21.481   5.161  -1.928  -0.153  S    9JY  18  
9JY  O    O3   O  0  1  N  N  N  28.447  -13.310  21.305   4.853  -2.947   0.789  O    9JY  19  
9JY  C    C16  C  0  1  N  N  N  28.294  -16.232  21.199   7.521  -3.004  -1.023  C    9JY  20  
9JY  N    N1   N  0  1  N  N  N  26.248  -13.182  20.200   4.688  -0.527   0.592  N    9JY  21  
9JY  C5   C17  C  0  1  N  N  S  26.126  -12.441  17.810   2.911   1.116   0.253  C5   9JY  22  
9JY  C4   C18  C  0  1  N  N  N  24.878  -11.643  18.151   2.921   1.350   1.765  C4   9JY  23  
9JY  C6   C19  C  0  1  N  N  N  26.857  -11.825  16.617   2.549   2.419  -0.463  C6   9JY  24  
9JY  C7   C20  C  0  1  N  N  S  28.375  -11.822  16.495   1.116   2.817  -0.105  C7   9JY  25  
9JY  C8   C21  C  0  1  N  N  N  28.810  -11.884  15.043   0.797   4.181  -0.720  C8   9JY  26  
9JY  N1   N2   N  0  1  N  N  N  28.916  -10.640  17.164   0.185   1.815  -0.631  N1   9JY  27  
9JY  C9   C22  C  0  1  Y  N  N  29.708  -10.581  18.254  -1.056   1.643  -0.039  C9   9JY  28  
9JY  N3   N3   N  0  1  Y  N  N  30.762   -9.146  19.898  -3.179   0.533   0.067  N3   9JY  29  
9JY  C10  C23  C  0  1  Y  N  N  30.877  -11.490  20.061  -2.596   2.234   1.584  C10  9JY  30  
9JY  N2   N4   N  0  1  Y  N  N  30.148  -11.664  18.918  -1.405   2.382   0.995  N2   9JY  31  
9JY  N4   N5   N  0  1  Y  N  N  29.764   -8.015  18.246  -1.890  -0.186  -1.546  N4   9JY  32  
9JY  H1   H1   H  0  1  N  N  N  26.348  -15.741  20.512   7.178  -0.878  -0.947  H1   9JY  33  
9JY  H2   H2   H  0  1  N  N  N  26.517  -15.861  22.296   7.416  -1.643   0.643  H2   9JY  34  
9JY  H3   H3   H  0  1  N  N  N  25.197  -11.514  20.927   5.393   0.276   2.403  H3   9JY  35  
9JY  H4   H4   H  0  1  N  N  N  24.414  -13.103  21.222   4.843  -1.416   2.491  H4   9JY  36  
9JY  H5   H5   H  0  1  N  N  N  23.247  -11.634  19.552   2.511  -0.717   2.218  H5   9JY  37  
9JY  H6   H6   H  0  1  N  N  N  23.701  -13.260  18.940   3.235   0.200   3.561  H6   9JY  38  
9JY  H7   H7   H  0  1  N  N  N  30.483  -11.935  14.031   0.861   4.972  -2.583  H7   9JY  39  
9JY  H8   H8   H  0  1  N  N  N  31.751  -10.201  21.487  -4.444   1.222   1.632  H8   9JY  40  
9JY  H9   H9   H  0  1  N  N  N  30.334   -6.062  19.006  -3.243  -1.658  -2.331  H9   9JY  41  
9JY  H10  H10  H  0  1  N  N  N  30.140   -5.894  21.875  -5.808   0.815   0.764  H10  9JY  42  
9JY  H11  H11  H  0  1  N  N  N  31.444   -4.783  23.624  -8.065  -0.029   1.255  H11  9JY  43  
9JY  H12  H12  H  0  1  N  N  N  34.546   -4.427  23.936  -9.817  -2.116  -0.243  H12  9JY  44  
9JY  H13  H13  H  0  1  N  N  N  33.330   -4.879  25.178  -9.115  -3.491   0.643  H13  9JY  45  
9JY  H14  H14  H  0  1  N  N  N  34.721   -5.966  24.845  -9.486  -1.977   1.500  H14  9JY  46  
9JY  H15  H15  H  0  1  N  N  N  34.738   -7.361  22.828  -7.177  -3.660  -0.802  H15  9JY  47  
9JY  H16  H16  H  0  1  N  N  N  33.440   -8.496  21.085  -4.918  -2.831  -1.313  H16  9JY  48  
9JY  H17  H17  H  0  1  N  N  N  27.842  -13.232  18.827   5.027   1.450  -0.040  H17  9JY  49  
9JY  H18  H18  H  0  1  N  N  N  27.341  -11.592  19.362   4.280   0.386  -1.258  H18  9JY  50  
9JY  H19  H19  H  0  1  N  N  N  28.101  -17.314  21.145   7.063  -3.118  -2.006  H19  9JY  51  
9JY  H20  H20  H  0  1  N  N  N  28.782  -15.900  20.271   8.600  -2.901  -1.136  H20  9JY  52  
9JY  H21  H21  H  0  1  N  N  N  28.951  -16.020  22.055   7.301  -3.882  -0.416  H21  9JY  53  
9JY  H22  H22  H  0  1  N  N  N  25.802  -13.449  17.512   2.175   0.350   0.008  H22  9JY  54  
9JY  H23  H23  H  0  1  N  N  N  25.176  -10.630  18.459   1.941   1.704   2.085  H23  9JY  55  
9JY  H24  H24  H  0  1  N  N  N  24.239  -11.582  17.258   3.675   2.097   2.012  H24  9JY  56  
9JY  H25  H25  H  0  1  N  N  N  26.546  -10.770  16.581   3.234   3.207  -0.150  H25  9JY  57  
9JY  H26  H26  H  0  1  N  N  N  26.481  -12.349  15.726   2.628   2.276  -1.541  H26  9JY  58  
9JY  H27  H27  H  0  1  N  N  N  28.757  -12.720  17.003   1.015   2.874   0.978  H27  9JY  59  
9JY  H28  H28  H  0  1  N  N  N  28.418  -11.005  14.511   1.430   4.942  -0.263  H28  9JY  60  
9JY  H29  H29  H  0  1  N  N  N  28.408  -12.799  14.584  -0.250   4.425  -0.540  H29  9JY  61  
9JY  H30  H30  H  0  1  N  N  N  29.433  -10.164  16.453   0.438   1.272  -1.394  H30  9JY  62  
9JY  H31  H31  H  0  1  N  N  N  31.225  -12.369  20.583  -2.849   2.857   2.429  H31  9JY  63  
#   #
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
9JY  O2   C8   SING  N  N   1  
9JY  C8   C7   SING  N  N   2  
9JY  C7   C6   SING  N  N   3  
9JY  C7   N1   SING  N  N   4  
9JY  C6   C5   SING  N  N   5  
9JY  N1   C9   SING  N  N   6  
9JY  C5   C4   SING  N  N   7  
9JY  C5   C22  SING  N  N   8  
9JY  C4   C3   SING  N  N   9  
9JY  N4   C14  DOUB  Y  N  10  
9JY  N4   C13  SING  Y  N  11  
9JY  C9   C14  SING  Y  N  12  
9JY  C9   N2   DOUB  Y  N  13  
9JY  C14  N3   SING  Y  N  14  
9JY  N2   C10  SING  Y  N  15  
9JY  C22  N    SING  N  N  16  
9JY  C13  C12  DOUB  Y  N  17  
9JY  C3   C2   SING  N  N  18  
9JY  N3   C12  SING  Y  N  19  
9JY  N3   C11  SING  Y  N  20  
9JY  C10  C11  DOUB  Y  N  21  
9JY  C12  C15  SING  N  N  22  
9JY  N    C2   SING  N  N  23  
9JY  N    S    SING  N  N  24  
9JY  C    C1   SING  N  N  25  
9JY  O    S    DOUB  N  N  26  
9JY  C15  C21  DOUB  Y  N  27  
9JY  C15  C16  SING  Y  N  28  
9JY  C1   S    SING  N  N  29  
9JY  S    O1   DOUB  N  N  30  
9JY  C21  C20  SING  Y  N  31  
9JY  C16  C17  DOUB  Y  N  32  
9JY  C20  C18  DOUB  Y  N  33  
9JY  C17  C18  SING  Y  N  34  
9JY  C18  C19  SING  N  N  35  
9JY  C1   H1   SING  N  N  36  
9JY  C1   H2   SING  N  N  37  
9JY  C2   H3   SING  N  N  38  
9JY  C2   H4   SING  N  N  39  
9JY  C3   H5   SING  N  N  40  
9JY  C3   H6   SING  N  N  41  
9JY  O2   H7   SING  N  N  42  
9JY  C11  H8   SING  N  N  43  
9JY  C13  H9   SING  N  N  44  
9JY  C16  H10  SING  N  N  45  
9JY  C17  H11  SING  N  N  46  
9JY  C19  H12  SING  N  N  47  
9JY  C19  H13  SING  N  N  48  
9JY  C19  H14  SING  N  N  49  
9JY  C20  H15  SING  N  N  50  
9JY  C21  H16  SING  N  N  51  
9JY  C22  H17  SING  N  N  52  
9JY  C22  H18  SING  N  N  53  
9JY  C    H19  SING  N  N  54  
9JY  C    H20  SING  N  N  55  
9JY  C    H21  SING  N  N  56  
9JY  C5   H22  SING  N  N  57  
9JY  C4   H23  SING  N  N  58  
9JY  C4   H24  SING  N  N  59  
9JY  C6   H25  SING  N  N  60  
9JY  C6   H26  SING  N  N  61  
9JY  C7   H27  SING  N  N  62  
9JY  C8   H28  SING  N  N  63  
9JY  C8   H29  SING  N  N  64  
9JY  N1   H30  SING  N  N  65  
9JY  C10  H31  SING  N  N  66  
#   #
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
9JY  SMILES            ACDLabs               12.01  "C(S(=O)(=O)N1CCCC(C1)CC(Nc2c4n(ccn2)c(c3ccc(cc3)C)cn4)CO)C"  
9JY  InChI             InChI                 1.03   "InChI=1S/C23H31N5O3S/c1-3-32(30,31)27-11-4-5-18(15-27)13-20(16-29)26-22-23-25-14-21(28(23)12-10-24-22)19-8-6-17(2)7-9-19/h6-10,12,14,18,20,29H,3-5,11,13,15-16H2,1-2H3,(H,24,26)/t18-,20-/m0/s1"  
9JY  InChIKey          InChI                 1.03   LSSLQEALPIQUKR-ICSRJNTNSA-N  
9JY  SMILES_CANONICAL  CACTVS                3.385  "CC[S](=O)(=O)N1CCC[C@@H](C[C@@H](CO)Nc2nccn3c(cnc23)c4ccc(C)cc4)C1"  
9JY  SMILES            CACTVS                3.385  "CC[S](=O)(=O)N1CCC[CH](C[CH](CO)Nc2nccn3c(cnc23)c4ccc(C)cc4)C1"  
9JY  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "CCS(=O)(=O)N1CCC[C@H](C1)C[C@@H](CO)Nc2c3ncc(n3ccn2)c4ccc(cc4)C"  
9JY  SMILES            "OpenEye OEToolkits"  2.0.6  "CCS(=O)(=O)N1CCCC(C1)CC(CO)Nc2c3ncc(n3ccn2)c4ccc(cc4)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
9JY  "SYSTEMATIC NAME"  ACDLabs               12.01  "(2S)-3-[(3S)-1-(ethylsulfonyl)piperidin-3-yl]-2-{[3-(4-methylphenyl)imidazo[1,2-a]pyrazin-8-yl]amino}propan-1-ol"  
9JY  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.6  "(2~{S})-3-[(3~{S})-1-ethylsulfonylpiperidin-3-yl]-2-[[3-(4-methylphenyl)imidazo[1,2-a]pyrazin-8-yl]amino]propan-1-ol"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
9JY  "Create component"  2017-05-16  RCSB  
9JY  "Initial release"   2019-12-25  RCSB  
##
