data_HL9
#

_chem_comp.id                                   HL9
_chem_comp.name                                 "5-[(3~{a}~{S},4~{S},6~{a}~{R})-2-oxidanylidene-1,3,3~{a},4,6,6~{a}-hexahydrothieno[3,4-d]imidazol-4-yl]-~{N}-(1-pyridin-4-ylpiperidin-4-yl)pentanamide"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C20 H29 N5 O2 S"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2019-10-04
_chem_comp.pdbx_modified_date                   2020-10-09
_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                       403.542
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    HL9
_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       6T1E
_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
HL9  C01   C1   C  0  1  N  N  S  17.850  27.872   -9.917  -5.504   0.948  -0.456  C01   HL9   1  
HL9  C05   C2   C  0  1  N  N  N  15.234  29.368   -8.261  -7.123  -2.005  -0.187  C05   HL9   2  
HL9  C08   C3   C  0  1  N  N  S  17.226  29.194   -9.472  -6.669   0.092  -0.989  C08   HL9   3  
HL9  C10   C4   C  0  1  N  N  R  17.572  29.478   -7.972  -7.900   0.147  -0.076  C10   HL9   4  
HL9  C12   C5   C  0  1  N  N  N  18.369  28.272   -7.434  -7.676   1.044   1.157  C12   HL9   5  
HL9  C14   C6   C  0  1  N  N  N  17.231  27.228  -11.138  -4.162   0.265  -0.726  C14   HL9   6  
HL9  C15   C7   C  0  1  N  N  N  18.143  26.142  -11.727  -3.022   1.192  -0.299  C15   HL9   7  
HL9  C16   C8   C  0  1  N  N  N  17.504  25.445  -12.927  -1.680   0.509  -0.568  C16   HL9   8  
HL9  C17   C9   C  0  1  N  N  N  18.471  24.482  -13.629  -0.541   1.436  -0.141  C17   HL9   9  
HL9  C18   C10  C  0  1  N  N  N  22.090  24.916  -14.668   3.217   0.743  -0.366  C18   HL9  10  
HL9  C19   C11  C  0  1  N  N  N  23.259  24.990  -13.805   4.305   1.806  -0.547  C19   HL9  11  
HL9  C20   C12  C  0  1  N  N  N  22.383  24.267  -15.960   3.583  -0.153   0.820  C20   HL9  12  
HL9  C21   C13  C  0  1  N  N  N  23.625  24.829  -16.653   4.954  -0.786   0.572  C21   HL9  13  
HL9  C22   C14  C  0  1  N  N  N  24.539  25.422  -14.508   5.655   1.116  -0.755  C22   HL9  14  
HL9  C23   C15  C  0  1  N  N  N  19.700  25.158  -14.224   0.781   0.764  -0.407  C23   HL9  15  
HL9  C24   C16  C  0  1  Y  N  N  26.001  24.507  -16.331   7.239  -0.269   0.309  C24   HL9  16  
HL9  C25   C17  C  0  1  Y  N  N  26.225  24.155  -17.691   7.440  -1.648   0.366  C25   HL9  17  
HL9  C26   C18  C  0  1  Y  N  N  27.123  24.649  -15.512   8.352   0.555   0.147  C26   HL9  18  
HL9  C27   C19  C  0  1  Y  N  N  28.369  24.427  -16.095   9.603  -0.019   0.055  C27   HL9  19  
HL9  C28   C20  C  0  1  Y  N  N  27.517  23.950  -18.147   8.723  -2.142   0.266  C28   HL9  20  
HL9  N02   N1   N  0  1  N  N  N  16.249  29.623   -7.379  -8.079  -1.245   0.365  N02   HL9  21  
HL9  N06   N2   N  0  1  N  N  N  15.759  29.174   -9.510  -6.276  -1.326  -0.973  N06   HL9  22  
HL9  N09   N3   N  0  1  N  N  N  20.862  24.473  -14.118   1.932   1.397  -0.108  N09   HL9  23  
HL9  N11   N4   N  0  1  N  N  N  24.740  24.787  -15.792   5.960   0.271   0.406  N11   HL9  24  
HL9  N13   N5   N  0  1  Y  N  N  28.601  24.067  -17.368   9.752  -1.329   0.117  N13   HL9  25  
HL9  O03   O1   O  0  1  N  N  N  14.023  29.438   -7.960  -7.031  -3.202   0.008  O03   HL9  26  
HL9  O07   O2   O  0  1  N  N  N  19.648  26.277  -14.774   0.809  -0.348  -0.890  O07   HL9  27  
HL9  S04   S1   S  0  1  N  N  N  17.744  26.847   -8.420  -5.847   1.020   1.349  S04   HL9  28  
HL9  H011  H1   H  0  0  N  N  N  18.924  28.028  -10.098  -5.525   1.946  -0.893  H011  HL9  29  
HL9  H081  H2   H  0  0  N  N  N  17.616  30.014  -10.093  -6.935   0.404  -1.999  H081  HL9  30  
HL9  H101  H3   H  0  0  N  N  N  18.163  30.402   -7.886  -8.771   0.486  -0.636  H101  HL9  31  
HL9  H122  H4   H  0  0  N  N  N  18.173  28.121   -6.362  -8.031   2.057   0.967  H122  HL9  32  
HL9  H121  H5   H  0  0  N  N  N  19.448  28.414   -7.593  -8.166   0.623   2.036  H121  HL9  33  
HL9  H142  H6   H  0  0  N  N  N  17.058  28.001  -11.901  -4.106  -0.664  -0.158  H142  HL9  34  
HL9  H141  H7   H  0  0  N  N  N  16.271  26.772  -10.854  -4.073   0.046  -1.790  H141  HL9  35  
HL9  H151  H8   H  0  0  N  N  N  18.349  25.392  -10.949  -3.078   2.121  -0.866  H151  HL9  36  
HL9  H152  H9   H  0  0  N  N  N  19.087  26.607  -12.048  -3.111   1.411   0.766  H152  HL9  37  
HL9  H162  H10  H  0  0  N  N  N  17.181  26.210  -13.649  -1.625  -0.420  -0.001  H162  HL9  38  
HL9  H161  H11  H  0  0  N  N  N  16.629  24.876  -12.580  -1.591   0.290  -1.633  H161  HL9  39  
HL9  H171  H12  H  0  0  N  N  N  17.927  23.977  -14.441  -0.596   2.365  -0.709  H171  HL9  40  
HL9  H172  H13  H  0  0  N  N  N  18.809  23.736  -12.895  -0.630   1.655   0.923  H172  HL9  41  
HL9  H181  H14  H  0  0  N  N  N  21.900  25.964  -14.942   3.144   0.140  -1.271  H181  HL9  42  
HL9  H192  H15  H  0  0  N  N  N  23.048  25.712  -13.002   4.073   2.421  -1.416  H192  HL9  43  
HL9  H191  H16  H  0  0  N  N  N  23.427  23.995  -13.368   4.351   2.435   0.343  H191  HL9  44  
HL9  H202  H17  H  0  0  N  N  N  21.518  24.408  -16.625   3.618   0.444   1.731  H202  HL9  45  
HL9  H201  H18  H  0  0  N  N  N  22.538  23.192  -15.783   2.833  -0.938   0.928  H201  HL9  46  
HL9  H212  H19  H  0  0  N  N  N  23.839  24.230  -17.550   5.223  -1.414   1.421  H212  HL9  47  
HL9  H211  H20  H  0  0  N  N  N  23.434  25.872  -16.945   4.915  -1.395  -0.331  H211  HL9  48  
HL9  H221  H21  H  0  0  N  N  N  25.392  25.173  -13.860   5.613   0.498  -1.653  H221  HL9  49  
HL9  H222  H22  H  0  0  N  N  N  24.501  26.511  -14.661   6.434   1.870  -0.870  H222  HL9  50  
HL9  H251  H23  H  0  0  N  N  N  25.389  24.048  -18.367   6.603  -2.319   0.487  H251  HL9  51  
HL9  H261  H24  H  0  0  N  N  N  27.029  24.919  -14.471   8.237   1.628   0.094  H261  HL9  52  
HL9  H271  H25  H  0  0  N  N  N  29.233  24.557  -15.461  10.471   0.611  -0.071  H271  HL9  53  
HL9  H281  H26  H  0  0  N  N  N  27.658  23.682  -19.184   8.889  -3.209   0.309  H281  HL9  54  
HL9  H021  H27  H  0  0  N  N  N  16.098  29.882   -6.425  -8.777  -1.563   0.959  H021  HL9  55  
HL9  H061  H28  H  0  0  N  N  N  15.215  29.037  -10.338  -5.525  -1.707  -1.454  H061  HL9  56  
HL9  H091  H29  H  0  0  N  N  N  20.853  23.604  -13.623   1.910   2.287   0.279  H091  HL9  57  
#   #
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
HL9  C28  C25   DOUB  Y  N   1  
HL9  C28  N13   SING  Y  N   2  
HL9  C25  C24   SING  Y  N   3  
HL9  N13  C27   DOUB  Y  N   4  
HL9  C21  C20   SING  N  N   5  
HL9  C21  N11   SING  N  N   6  
HL9  C24  N11   SING  N  N   7  
HL9  C24  C26   DOUB  Y  N   8  
HL9  C27  C26   SING  Y  N   9  
HL9  C20  C18   SING  N  N  10  
HL9  N11  C22   SING  N  N  11  
HL9  O07  C23   DOUB  N  N  12  
HL9  C18  N09   SING  N  N  13  
HL9  C18  C19   SING  N  N  14  
HL9  C22  C19   SING  N  N  15  
HL9  C23  N09   SING  N  N  16  
HL9  C23  C17   SING  N  N  17  
HL9  C17  C16   SING  N  N  18  
HL9  C16  C15   SING  N  N  19  
HL9  C15  C14   SING  N  N  20  
HL9  C14  C01   SING  N  N  21  
HL9  C01  C08   SING  N  N  22  
HL9  C01  S04   SING  N  N  23  
HL9  N06  C08   SING  N  N  24  
HL9  N06  C05   SING  N  N  25  
HL9  C08  C10   SING  N  N  26  
HL9  S04  C12   SING  N  N  27  
HL9  C05  O03   DOUB  N  N  28  
HL9  C05  N02   SING  N  N  29  
HL9  C10  C12   SING  N  N  30  
HL9  C10  N02   SING  N  N  31  
HL9  C01  H011  SING  N  N  32  
HL9  C08  H081  SING  N  N  33  
HL9  C10  H101  SING  N  N  34  
HL9  C12  H122  SING  N  N  35  
HL9  C12  H121  SING  N  N  36  
HL9  C14  H142  SING  N  N  37  
HL9  C14  H141  SING  N  N  38  
HL9  C15  H151  SING  N  N  39  
HL9  C15  H152  SING  N  N  40  
HL9  C16  H162  SING  N  N  41  
HL9  C16  H161  SING  N  N  42  
HL9  C17  H171  SING  N  N  43  
HL9  C17  H172  SING  N  N  44  
HL9  C18  H181  SING  N  N  45  
HL9  C19  H192  SING  N  N  46  
HL9  C19  H191  SING  N  N  47  
HL9  C20  H202  SING  N  N  48  
HL9  C20  H201  SING  N  N  49  
HL9  C21  H212  SING  N  N  50  
HL9  C21  H211  SING  N  N  51  
HL9  C22  H221  SING  N  N  52  
HL9  C22  H222  SING  N  N  53  
HL9  C25  H251  SING  N  N  54  
HL9  C26  H261  SING  N  N  55  
HL9  C27  H271  SING  N  N  56  
HL9  C28  H281  SING  N  N  57  
HL9  N02  H021  SING  N  N  58  
HL9  N06  H061  SING  N  N  59  
HL9  N09  H091  SING  N  N  60  
#   #
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
HL9  InChI             InChI                 1.03   "InChI=1S/C20H29N5O2S/c26-18(4-2-1-3-17-19-16(13-28-17)23-20(27)24-19)22-14-7-11-25(12-8-14)15-5-9-21-10-6-15/h5-6,9-10,14,16-17,19H,1-4,7-8,11-13H2,(H,22,26)(H2,23,24,27)/t16-,17-,19-/m0/s1"  
HL9  InChIKey          InChI                 1.03   GEHXEZPHNHPYOB-LNLFQRSKSA-N  
HL9  SMILES_CANONICAL  CACTVS                3.385  "O=C(CCCC[C@@H]1SC[C@@H]2NC(=O)N[C@H]12)NC3CCN(CC3)c4ccncc4"  
HL9  SMILES            CACTVS                3.385  "O=C(CCCC[CH]1SC[CH]2NC(=O)N[CH]12)NC3CCN(CC3)c4ccncc4"  
HL9  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "c1cnccc1N2CCC(CC2)NC(=O)CCCC[C@H]3[C@@H]4[C@H](CS3)NC(=O)N4"  
HL9  SMILES            "OpenEye OEToolkits"  2.0.7  "c1cnccc1N2CCC(CC2)NC(=O)CCCCC3C4C(CS3)NC(=O)N4"  
#
_pdbx_chem_comp_identifier.comp_id          HL9
_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       "5-[(3~{a}~{S},4~{S},6~{a}~{R})-2-oxidanylidene-1,3,3~{a},4,6,6~{a}-hexahydrothieno[3,4-d]imidazol-4-yl]-~{N}-(1-pyridin-4-ylpiperidin-4-yl)pentanamide"
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
HL9  "Create component"  2019-10-04  PDBE  
HL9  "Initial release"   2020-10-14  RCSB  
##
