data_KHQ
#

_chem_comp.id                                   KHQ
_chem_comp.name                                 "1-[4-[(1~{R})-1-[2-[[5-[1-(cyclopropylmethyl)pyrazol-4-yl]-1~{H}-benzimidazol-2-yl]amino]pyridin-4-yl]ethyl]piperazin-1-yl]-3,3,3-tris(fluoranyl)propan-1-one"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C28 H31 F3 N8 O"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2019-05-22
_chem_comp.pdbx_modified_date                   2019-12-27
_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                       552.594
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    KHQ
_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       6RST
_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
KHQ  C4   C1   C  0  1  Y  N  N  44.708   99.522   95.609   -2.407   2.013  -1.310  C4   KHQ   1  
KHQ  C14  C2   C  0  1  N  N  N  51.366  102.985   95.484   -9.028  -3.024   0.176  C14  KHQ   2  
KHQ  C5   C3   C  0  1  Y  N  N  45.516   98.546   96.175   -2.624   2.301   0.030  C5   KHQ   3  
KHQ  C6   C4   C  0  1  N  N  R  46.458   97.694   95.332   -3.989   2.715   0.518  C6   KHQ   4  
KHQ  C11  C5   C  0  1  N  N  N  50.498  100.666   96.092   -8.084  -0.766  -0.225  C11  KHQ   5  
KHQ  C8   C6   C  0  1  N  N  N  48.391   98.322   96.692   -4.773   0.477   0.028  C8   KHQ   6  
KHQ  C9   C7   C  0  1  N  N  N  49.927   98.330   96.564   -5.752  -0.321  -0.839  C9   KHQ   7  
KHQ  C13  C8   C  0  1  N  N  N  50.473  101.818   95.087   -7.768  -2.240  -0.196  C13  KHQ   8  
KHQ  N2   N1   N  0  1  Y  N  N  43.857  100.073   97.735   -0.149   1.546  -0.865  N2   KHQ   9  
KHQ  C3   C9   C  0  1  Y  N  N  43.873  100.273   96.428   -1.145   1.635  -1.725  C3   KHQ  10  
KHQ  C1   C10  C  0  1  Y  N  N  44.623   99.124   98.283   -0.316   1.813   0.421  C1   KHQ  11  
KHQ  C18  C11  C  0  1  N  N  N  49.716   99.176   94.308   -7.406   1.566  -0.565  C18  KHQ  12  
KHQ  C19  C12  C  0  1  N  N  N  48.803   97.933   94.346   -6.361   2.291   0.292  C19  KHQ  13  
KHQ  C20  C13  C  0  1  N  N  N  45.927   97.626   93.904   -4.212   4.197   0.211  C20  KHQ  14  
KHQ  C21  C14  C  0  1  Y  N  N  45.470   98.349   97.530   -1.560   2.199   0.908  C21  KHQ  15  
KHQ  C23  C15  C  0  1  Y  N  N  43.932   99.503  100.453    1.974   1.221   0.838  C23  KHQ  16  
KHQ  C25  C16  C  0  1  Y  N  N  43.241   99.983  102.383    3.567   0.466  -0.503  C25  KHQ  17  
KHQ  C26  C17  C  0  1  Y  N  N  42.709  100.882  101.470    4.041   0.523   0.819  C26  KHQ  18  
KHQ  C27  C18  C  0  1  Y  N  N  41.854  101.871  101.908    5.350   0.132   1.100  C27  KHQ  19  
KHQ  C28  C19  C  0  1  Y  N  N  41.551  101.926  103.258    6.171  -0.310   0.072  C28  KHQ  20  
KHQ  C29  C20  C  0  1  Y  N  N  42.077  101.024  104.168    5.690  -0.363  -1.239  C29  KHQ  21  
KHQ  C30  C21  C  0  1  Y  N  N  42.942  100.042  103.730    4.398   0.022  -1.522  C30  KHQ  22  
KHQ  C31  C22  C  0  1  Y  N  N  40.724  102.915  103.732    7.565  -0.728   0.366  C31  KHQ  23  
KHQ  C32  C23  C  0  1  Y  N  N  40.169  103.900  103.033    8.481  -1.176  -0.541  C32  KHQ  24  
KHQ  C34  C24  C  0  1  N  N  N  38.689  105.835  103.670   10.862  -1.955  -0.459  C34  KHQ  25  
KHQ  C35  C25  C  0  1  N  N  N  39.217  106.688  102.495   12.017  -1.022  -0.091  C35  KHQ  26  
KHQ  C36  C26  C  0  1  N  N  N  39.133  106.042  101.110   13.426  -1.441  -0.516  C36  KHQ  27  
KHQ  C37  C27  C  0  1  N  N  N  38.215  107.224  101.479   12.722  -0.286  -1.233  C37  KHQ  28  
KHQ  C39  C28  C  0  1  Y  N  N  40.352  103.050  104.995    8.185  -0.728   1.630  C39  KHQ  29  
KHQ  F15  F1   F  0  1  N  N  N  52.643  102.624   95.487  -10.027  -2.780  -0.773  F15  KHQ  30  
KHQ  F16  F2   F  0  1  N  N  N  51.072  103.288   96.746   -8.735  -4.391   0.203  F16  KHQ  31  
KHQ  F17  F3   F  0  1  N  N  N  51.117  104.034   94.703   -9.475  -2.618   1.438  F17  KHQ  32  
KHQ  N10  N2   N  0  1  N  N  N  50.137   99.451   95.688   -7.119   0.124  -0.531  N10  KHQ  33  
KHQ  N22  N3   N  0  1  N  N  N  44.648   98.865   99.569    0.764   1.706   1.293  N22  KHQ  34  
KHQ  N24  N4   N  0  1  Y  N  N  44.032   99.162  101.726    2.258   0.918  -0.463  N24  KHQ  35  
KHQ  N33  N5   N  0  1  Y  N  N  39.470  104.611  103.919    9.619  -1.449   0.129  N33  KHQ  36  
KHQ  N38  N6   N  0  1  Y  N  N  39.574  104.130  105.050    9.409  -1.161   1.483  N38  KHQ  37  
KHQ  N40  N7   N  0  1  Y  N  N  43.178  100.571  100.270    3.022   0.989   1.589  N40  KHQ  38  
KHQ  N7   N8   N  0  1  N  N  N  47.787   98.338   95.320   -5.016   1.914  -0.160  N7   KHQ  39  
KHQ  O12  O1   O  0  1  N  N  N  50.751  100.869   97.280   -9.207  -0.382   0.027  O12  KHQ  40  
KHQ  H1   H1   H  0  1  N  N  N  44.728   99.696   94.543   -3.218   2.078  -2.020  H1   KHQ  41  
KHQ  H2   H2   H  0  1  N  N  N  46.524   96.681   95.755   -4.054   2.554   1.594  H2   KHQ  42  
KHQ  H3   H3   H  0  1  N  N  N  48.063   99.211   97.250   -4.921   0.218   1.077  H3   KHQ  43  
KHQ  H4   H4   H  0  1  N  N  N  48.070   97.415   97.226   -3.750   0.240  -0.264  H4   KHQ  44  
KHQ  H5   H5   H  0  1  N  N  N  50.298   97.396   96.117   -5.537  -0.143  -1.893  H5   KHQ  45  
KHQ  H6   H6   H  0  1  N  N  N  50.410   98.487   97.540   -5.652  -1.384  -0.620  H6   KHQ  46  
KHQ  H7   H7   H  0  1  N  N  N  49.439  102.183   95.001   -6.990  -2.430   0.544  H7   KHQ  47  
KHQ  H8   H8   H  0  1  N  N  N  50.810  101.437   94.111   -7.420  -2.556  -1.179  H8   KHQ  48  
KHQ  H9   H9   H  0  1  N  N  N  43.232  101.026   95.993   -0.972   1.410  -2.767  H9   KHQ  49  
KHQ  H10  H10  H  0  1  N  N  N  50.596   98.978   93.678   -8.402   1.751  -0.163  H10  KHQ  50  
KHQ  H11  H11  H  0  1  N  N  N  49.163  100.037   93.904   -7.351   1.926  -1.593  H11  KHQ  51  
KHQ  H12  H12  H  0  1  N  N  N  48.356   97.734   93.361   -6.491   3.368   0.189  H12  KHQ  52  
KHQ  H13  H13  H  0  1  N  N  N  49.352   97.043   94.687   -6.487   2.007   1.336  H13  KHQ  53  
KHQ  H14  H14  H  0  1  N  N  N  44.937   97.147   93.903   -3.450   4.792   0.714  H14  KHQ  54  
KHQ  H15  H15  H  0  1  N  N  N  45.843   98.644   93.495   -4.147   4.359  -0.865  H15  KHQ  55  
KHQ  H16  H16  H  0  1  N  N  N  46.619   97.038   93.283   -5.199   4.497   0.564  H16  KHQ  56  
KHQ  H17  H17  H  0  1  N  N  N  46.089   97.597   97.997   -1.693   2.416   1.958  H17  KHQ  57  
KHQ  H18  H18  H  0  1  N  N  N  41.431  102.584  101.216    5.723   0.173   2.113  H18  KHQ  58  
KHQ  H19  H19  H  0  1  N  N  N  41.812  101.089  105.213    6.335  -0.707  -2.034  H19  KHQ  59  
KHQ  H20  H20  H  0  1  N  N  N  43.375   99.337  104.424    4.032  -0.021  -2.537  H20  KHQ  60  
KHQ  H21  H21  H  0  1  N  N  N  40.264  104.085  101.973    8.322  -1.291  -1.603  H21  KHQ  61  
KHQ  H22  H22  H  0  1  N  N  N  38.710  106.450  104.581   10.760  -1.997  -1.544  H22  KHQ  62  
KHQ  H23  H23  H  0  1  N  N  N  37.652  105.544  103.448   11.065  -2.954  -0.074  H23  KHQ  63  
KHQ  H24  H24  H  0  1  N  N  N  40.101  107.311  102.699   11.913  -0.496   0.858  H24  KHQ  64  
KHQ  H25  H25  H  0  1  N  N  N  38.713  105.032  100.997   14.249  -1.191   0.153  H25  KHQ  65  
KHQ  H26  H26  H  0  1  N  N  N  39.949  106.183  100.386   13.530  -2.381  -1.058  H26  KHQ  66  
KHQ  H27  H27  H  0  1  N  N  N  38.374  108.209  101.017   12.362  -0.467  -2.246  H27  KHQ  67  
KHQ  H28  H28  H  0  1  N  N  N  37.138  107.058  101.628   13.082   0.723  -1.035  H28  KHQ  68  
KHQ  H29  H29  H  0  1  N  N  N  40.626  102.409  105.820    7.728  -0.423   2.560  H29  KHQ  69  
KHQ  H30  H30  H  0  1  N  N  N  45.252   98.135   99.890    0.666   1.972   2.221  H30  KHQ  70  
KHQ  H31  H31  H  0  1  N  N  N  44.594   98.430  102.111    1.655   1.003  -1.218  H31  KHQ  71  
#   #
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
KHQ  C20  C6   SING  N  N   1  
KHQ  C18  C19  SING  N  N   2  
KHQ  C18  N10  SING  N  N   3  
KHQ  C19  N7   SING  N  N   4  
KHQ  F17  C14  SING  N  N   5  
KHQ  C13  C14  SING  N  N   6  
KHQ  C13  C11  SING  N  N   7  
KHQ  N7   C6   SING  N  N   8  
KHQ  N7   C8   SING  N  N   9  
KHQ  C6   C5   SING  N  N  10  
KHQ  C14  F15  SING  N  N  11  
KHQ  C14  F16  SING  N  N  12  
KHQ  C4   C5   DOUB  Y  N  13  
KHQ  C4   C3   SING  Y  N  14  
KHQ  N10  C11  SING  N  N  15  
KHQ  N10  C9   SING  N  N  16  
KHQ  C11  O12  DOUB  N  N  17  
KHQ  C5   C21  SING  Y  N  18  
KHQ  C3   N2   DOUB  Y  N  19  
KHQ  C9   C8   SING  N  N  20  
KHQ  C21  C1   DOUB  Y  N  21  
KHQ  N2   C1   SING  Y  N  22  
KHQ  C1   N22  SING  N  N  23  
KHQ  N22  C23  SING  N  N  24  
KHQ  N40  C23  DOUB  Y  N  25  
KHQ  N40  C26  SING  Y  N  26  
KHQ  C23  N24  SING  Y  N  27  
KHQ  C36  C37  SING  N  N  28  
KHQ  C36  C35  SING  N  N  29  
KHQ  C26  C27  DOUB  Y  N  30  
KHQ  C26  C25  SING  Y  N  31  
KHQ  C37  C35  SING  N  N  32  
KHQ  N24  C25  SING  Y  N  33  
KHQ  C27  C28  SING  Y  N  34  
KHQ  C25  C30  DOUB  Y  N  35  
KHQ  C35  C34  SING  N  N  36  
KHQ  C32  C31  DOUB  Y  N  37  
KHQ  C32  N33  SING  Y  N  38  
KHQ  C28  C31  SING  N  N  39  
KHQ  C28  C29  DOUB  Y  N  40  
KHQ  C34  N33  SING  N  N  41  
KHQ  C30  C29  SING  Y  N  42  
KHQ  C31  C39  SING  Y  N  43  
KHQ  N33  N38  SING  Y  N  44  
KHQ  C39  N38  DOUB  Y  N  45  
KHQ  C4   H1   SING  N  N  46  
KHQ  C6   H2   SING  N  N  47  
KHQ  C8   H3   SING  N  N  48  
KHQ  C8   H4   SING  N  N  49  
KHQ  C9   H5   SING  N  N  50  
KHQ  C9   H6   SING  N  N  51  
KHQ  C13  H7   SING  N  N  52  
KHQ  C13  H8   SING  N  N  53  
KHQ  C3   H9   SING  N  N  54  
KHQ  C18  H10  SING  N  N  55  
KHQ  C18  H11  SING  N  N  56  
KHQ  C19  H12  SING  N  N  57  
KHQ  C19  H13  SING  N  N  58  
KHQ  C20  H14  SING  N  N  59  
KHQ  C20  H15  SING  N  N  60  
KHQ  C20  H16  SING  N  N  61  
KHQ  C21  H17  SING  N  N  62  
KHQ  C27  H18  SING  N  N  63  
KHQ  C29  H19  SING  N  N  64  
KHQ  C30  H20  SING  N  N  65  
KHQ  C32  H21  SING  N  N  66  
KHQ  C34  H22  SING  N  N  67  
KHQ  C34  H23  SING  N  N  68  
KHQ  C35  H24  SING  N  N  69  
KHQ  C36  H25  SING  N  N  70  
KHQ  C36  H26  SING  N  N  71  
KHQ  C37  H27  SING  N  N  72  
KHQ  C37  H28  SING  N  N  73  
KHQ  C39  H29  SING  N  N  74  
KHQ  N22  H30  SING  N  N  75  
KHQ  N24  H31  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
KHQ  InChI             InChI                 1.03   "InChI=1S/C28H31F3N8O/c1-18(37-8-10-38(11-9-37)26(40)14-28(29,30)31)20-6-7-32-25(13-20)36-27-34-23-5-4-21(12-24(23)35-27)22-15-33-39(17-22)16-19-2-3-19/h4-7,12-13,15,17-19H,2-3,8-11,14,16H2,1H3,(H2,32,34,35,36)/t18-/m1/s1"  
KHQ  InChIKey          InChI                 1.03   WEFRCKPVMWDRAK-GOSISDBHSA-N  
KHQ  SMILES_CANONICAL  CACTVS                3.385  "C[C@@H](N1CCN(CC1)C(=O)CC(F)(F)F)c2ccnc(Nc3[nH]c4ccc(cc4n3)c5cnn(CC6CC6)c5)c2"  
KHQ  SMILES            CACTVS                3.385  "C[CH](N1CCN(CC1)C(=O)CC(F)(F)F)c2ccnc(Nc3[nH]c4ccc(cc4n3)c5cnn(CC6CC6)c5)c2"  
KHQ  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "C[C@H](c1ccnc(c1)Nc2[nH]c3ccc(cc3n2)c4cnn(c4)CC5CC5)N6CCN(CC6)C(=O)CC(F)(F)F"  
KHQ  SMILES            "OpenEye OEToolkits"  2.0.7  "CC(c1ccnc(c1)Nc2[nH]c3ccc(cc3n2)c4cnn(c4)CC5CC5)N6CCN(CC6)C(=O)CC(F)(F)F"  
#
_pdbx_chem_comp_identifier.comp_id          KHQ
_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       "1-[4-[(1~{R})-1-[2-[[5-[1-(cyclopropylmethyl)pyrazol-4-yl]-1~{H}-benzimidazol-2-yl]amino]pyridin-4-yl]ethyl]piperazin-1-yl]-3,3,3-tris(fluoranyl)propan-1-one"
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
KHQ  "Create component"  2019-05-22  PDBE  
KHQ  "Initial release"   2020-01-01  RCSB  
##
