data_KHY
#

_chem_comp.id                                   KHY
_chem_comp.name                                 "(S)-(4-chloro-2-methoxy-3-{[4-(trifluoromethyl)piperidin-1-yl]methyl}quinolin-6-yl)(1,2-dimethyl-1H-imidazol-5-yl)[2-(trifluoromethyl)pyridin-4-yl]methanol"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C29 H28 Cl F6 N5 O2"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2018-12-10
_chem_comp.pdbx_modified_date                   2019-05-03
_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                       628.008
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    KHY
_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       6NAD
_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
KHY  C10   C1   C   0  1  Y  N  N  115.562  -24.416   2.912  -0.311  -0.707  -0.123  C10   KHY   1  
KHY  C13   C2   C   0  1  Y  N  N  118.044  -24.368   2.807  -2.691  -0.638  -0.039  C13   KHY   2  
KHY  C17   C3   C   0  1  N  N  N  121.626  -27.194   4.448  -6.573   0.247   1.747  C17   KHY   3  
KHY  C20   C4   C   0  1  N  N  N  119.944  -26.455   2.361  -4.771   1.559  -0.102  C20   KHY   4  
KHY  C21   C5   C   0  1  N  N  N  122.039  -29.335   3.372  -8.409   0.310   0.050  C21   KHY   5  
KHY  C28   C6   C   0  1  Y  N  N  111.737  -22.185   3.986   3.554  -3.191  -0.482  C28   KHY   6  
KHY  C01   C7   C   0  1  N  N  N  118.908  -23.252  -0.581  -3.847  -0.681  -3.518  C01   KHY   7  
KHY  C03   C8   C   0  1  Y  N  N  117.920  -23.956   1.476  -2.702  -0.670  -1.438  C03   KHY   8  
KHY  C05   C9   C   0  1  Y  N  N  115.512  -24.010   1.604  -0.392  -0.743  -1.536  C05   KHY   9  
KHY  C06   C10  C   0  1  Y  N  N  114.230  -23.813   0.929   0.794  -0.800  -2.287  C06   KHY  10  
KHY  C07   C11  C   0  1  Y  N  N  113.067  -24.034   1.615   1.997  -0.818  -1.650  C07   KHY  11  
KHY  C08   C12  C   0  1  Y  N  N  113.110  -24.453   2.990   2.074  -0.783  -0.260  C08   KHY  12  
KHY  C09   C13  C   0  1  Y  N  N  114.343  -24.649   3.634   0.946  -0.722   0.501  C09   KHY  13  
KHY  C11   C14  C   0  1  Y  N  N  116.855  -24.604   3.559  -1.502  -0.650   0.632  C11   KHY  14  
KHY  C14   C15  C   0  1  N  N  N  119.449  -24.551   3.426  -3.988  -0.578   0.725  C14   KHY  15  
KHY  C16   C16  C   0  1  N  N  N  121.036  -25.790   4.254  -5.252   0.889   2.177  C16   KHY  16  
KHY  C18   C17  C   0  1  N  N  N  120.998  -28.264   3.758  -7.119   0.985   0.521  C18   KHY  17  
KHY  C19   C18  C   0  1  N  N  N  120.189  -27.938   2.606  -6.077   0.937  -0.600  C19   KHY  18  
KHY  C25   C19  C   0  1  N  N  S  111.788  -24.709   3.732   3.424  -0.806   0.411  C25   KHY  19  
KHY  C27   C20  C   0  1  Y  N  N  111.192  -23.426   4.166   4.043  -2.170   0.247  C27   KHY  20  
KHY  C30   C21  C   0  1  Y  N  N  109.846  -21.960   5.034   5.395  -3.883   0.405  C30   KHY  21  
KHY  C31   C22  C   0  1  N  N  N  108.636  -21.327   5.748   6.557  -4.766   0.783  C31   KHY  22  
KHY  C33   C23  C   0  1  N  N  N  109.082  -24.267   5.238   6.096  -1.838   1.687  C33   KHY  23  
KHY  C34   C24  C   0  1  Y  N  N  110.910  -25.468   2.741   4.316   0.231  -0.221  C34   KHY  24  
KHY  C35   C25  C   0  1  Y  N  N  109.953  -24.813   1.956   5.115  -0.088  -1.308  C35   KHY  25  
KHY  C36   C26  C   0  1  Y  N  N  109.200  -25.562   1.067   5.921   0.890  -1.861  C36   KHY  26  
KHY  C38   C27  C   0  1  Y  N  N  110.290  -27.539   1.691   5.184   2.452  -0.338  C38   KHY  27  
KHY  C39   C28  C   0  1  Y  N  N  111.080  -26.850   2.597   4.353   1.528   0.268  C39   KHY  28  
KHY  C40   C29  C   0  1  N  N  N  110.474  -29.053   1.536   5.232   3.865   0.185  C40   KHY  29  
KHY  F22   F1   F   0  1  N  N  N  122.744  -29.661   4.435  -9.357   0.348   1.078  F22   KHY  30  
KHY  F23   F2   F   0  1  N  N  N  122.893  -28.870   2.394  -8.906   0.985  -1.070  F23   KHY  31  
KHY  F24   F3   F   0  1  N  N  N  121.389  -30.431   2.909  -8.141  -1.021  -0.289  F24   KHY  32  
KHY  F41   F4   F   0  1  N  N  N  111.751  -29.313   1.121   5.529   4.741  -0.865  F41   KHY  33  
KHY  F42   F5   F   0  1  N  N  N  109.608  -29.518   0.628   3.991   4.201   0.737  F42   KHY  34  
KHY  F43   F6   F   0  1  N  N  N  110.267  -29.674   2.737   6.222   3.964   1.169  F43   KHY  35  
KHY  N04   N1   N   0  1  Y  N  N  116.686  -23.780   0.881  -1.588  -0.723  -2.136  N04   KHY  36  
KHY  N15   N2   N   0  1  N  N  N  119.787  -25.741   3.568  -4.288   0.817   1.071  N15   KHY  37  
KHY  N29   N3   N   0  1  Y  N  N  110.897  -21.296   4.523   4.401  -4.225  -0.367  N29   KHY  38  
KHY  N32   N4   N   0  1  Y  N  N  110.015  -23.245   4.825   5.211  -2.608   0.810  N32   KHY  39  
KHY  N37   N5   N   0  1  Y  N  N  109.369  -26.898   0.940   5.935   2.112  -1.367  N37   KHY  40  
KHY  O02   O1   O   0  1  N  N  N  119.097  -23.716   0.722  -3.890  -0.647  -2.090  O02   KHY  41  
KHY  O26   O2   O   0  1  N  N  N  112.041  -25.530   4.864   3.269  -0.517   1.802  O26   KHY  42  
KHY  CL12  CL1  CL  0  0  N  N  N  116.946  -25.120   5.221  -1.457  -0.598   2.366  CL12  KHY  43  
KHY  H171  H1   H   0  0  N  N  N  121.585  -27.424   5.523  -6.404  -0.800   1.495  H171  KHY  44  
KHY  H172  H2   H   0  0  N  N  N  122.675  -27.160   4.120  -7.293   0.314   2.562  H172  KHY  45  
KHY  H202  H3   H   0  0  N  N  N  120.801  -26.039   1.811  -4.022   1.514  -0.893  H202  KHY  46  
KHY  H201  H4   H   0  0  N  N  N  119.031  -26.340   1.759  -4.945   2.600   0.173  H201  KHY  47  
KHY  H281  H5   H   0  0  N  N  N  112.675  -21.964   3.499   2.639  -3.181  -1.055  H281  KHY  48  
KHY  H011  H6   H   0  0  N  N  N  119.885  -23.103  -1.063  -4.863  -0.658  -3.913  H011  KHY  49  
KHY  H013  H7   H   0  0  N  N  N  118.326  -23.990  -1.152  -3.295   0.183  -3.886  H013  KHY  50  
KHY  H012  H8   H   0  0  N  N  N  118.363  -22.297  -0.555  -3.352  -1.595  -3.845  H012  KHY  51  
KHY  H061  H9   H   0  0  N  N  N  114.201  -23.496  -0.103   0.751  -0.828  -3.366  H061  KHY  52  
KHY  H071  H10  H   0  0  N  N  N  112.116  -23.894   1.123   2.906  -0.862  -2.232  H071  KHY  53  
KHY  H091  H11  H   0  0  N  N  N  114.374  -24.972   4.664   1.019  -0.690   1.578  H091  KHY  54  
KHY  H142  H12  H   0  0  N  N  N  120.183  -24.058   2.771  -4.792  -0.981   0.109  H142  KHY  55  
KHY  H141  H13  H   0  0  N  N  N  119.457  -24.068   4.414  -3.900  -1.168   1.638  H141  KHY  56  
KHY  H162  H14  H   0  0  N  N  N  121.761  -25.193   3.681  -5.425   1.933   2.441  H162  KHY  57  
KHY  H161  H15  H   0  0  N  N  N  120.895  -25.341   5.248  -4.854   0.357   3.041  H161  KHY  58  
KHY  H181  H16  H   0  0  N  N  N  120.328  -28.756   4.479  -7.326   2.023   0.783  H181  KHY  59  
KHY  H191  H17  H   0  0  N  N  N  119.211  -28.424   2.733  -6.442   1.497  -1.461  H191  KHY  60  
KHY  H192  H18  H   0  0  N  N  N  120.689  -28.348   1.716  -5.900  -0.099  -0.888  H192  KHY  61  
KHY  H313  H19  H   0  0  N  N  N  108.759  -20.234   5.780   7.359  -4.643   0.055  H313  KHY  62  
KHY  H311  H20  H   0  0  N  N  N  107.715  -21.577   5.200   6.919  -4.486   1.773  H311  KHY  63  
KHY  H312  H21  H   0  0  N  N  N  108.570  -21.718   6.774   6.234  -5.806   0.796  H312  KHY  64  
KHY  H331  H22  H   0  0  N  N  N  108.227  -23.799   5.748   5.795  -1.982   2.725  H331  KHY  65  
KHY  H332  H23  H   0  0  N  N  N  108.726  -24.817   4.354   7.123  -2.179   1.557  H332  KHY  66  
KHY  H333  H24  H   0  0  N  N  N  109.583  -24.964   5.926   6.030  -0.780   1.433  H333  KHY  67  
KHY  H351  H25  H   0  0  N  N  N  109.805  -23.747   2.042   5.109  -1.087  -1.717  H351  KHY  68  
KHY  H361  H26  H   0  0  N  N  N  108.458  -25.066   0.459   6.547   0.649  -2.708  H361  KHY  69  
KHY  H391  H27  H   0  0  N  N  N  111.819  -27.373   3.186   3.741   1.813   1.110  H391  KHY  70  
KHY  H261  H29  H   0  0  N  N  N  112.588  -25.059   5.482   2.875   0.347   1.983  H261  KHY  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
KHY  C01  O02   SING  N  N   1  
KHY  F42  C40   SING  N  N   2  
KHY  O02  C03   SING  N  N   3  
KHY  N04  C03   DOUB  Y  N   4  
KHY  N04  C05   SING  Y  N   5  
KHY  C06  C05   SING  Y  N   6  
KHY  C06  C07   DOUB  Y  N   7  
KHY  N37  C36   DOUB  Y  N   8  
KHY  N37  C38   SING  Y  N   9  
KHY  C36  C35   SING  Y  N  10  
KHY  F41  C40   SING  N  N  11  
KHY  C03  C13   SING  Y  N  12  
KHY  C40  C38   SING  N  N  13  
KHY  C40  F43   SING  N  N  14  
KHY  C05  C10   DOUB  Y  N  15  
KHY  C07  C08   SING  Y  N  16  
KHY  C38  C39   DOUB  Y  N  17  
KHY  C35  C34   DOUB  Y  N  18  
KHY  C20  C19   SING  N  N  19  
KHY  C20  N15   SING  N  N  20  
KHY  F23  C21   SING  N  N  21  
KHY  C39  C34   SING  Y  N  22  
KHY  C19  C18   SING  N  N  23  
KHY  C34  C25   SING  N  N  24  
KHY  C13  C14   SING  N  N  25  
KHY  C13  C11   DOUB  Y  N  26  
KHY  F24  C21   SING  N  N  27  
KHY  C10  C11   SING  Y  N  28  
KHY  C10  C09   SING  Y  N  29  
KHY  C08  C09   DOUB  Y  N  30  
KHY  C08  C25   SING  N  N  31  
KHY  C21  C18   SING  N  N  32  
KHY  C21  F22   SING  N  N  33  
KHY  C14  N15   SING  N  N  34  
KHY  C11  CL12  SING  N  N  35  
KHY  N15  C16   SING  N  N  36  
KHY  C25  C27   SING  N  N  37  
KHY  C25  O26   SING  N  N  38  
KHY  C18  C17   SING  N  N  39  
KHY  C28  C27   DOUB  Y  N  40  
KHY  C28  N29   SING  Y  N  41  
KHY  C27  N32   SING  Y  N  42  
KHY  C16  C17   SING  N  N  43  
KHY  N29  C30   DOUB  Y  N  44  
KHY  N32  C30   SING  Y  N  45  
KHY  N32  C33   SING  N  N  46  
KHY  C30  C31   SING  N  N  47  
KHY  C17  H171  SING  N  N  48  
KHY  C17  H172  SING  N  N  49  
KHY  C20  H202  SING  N  N  50  
KHY  C20  H201  SING  N  N  51  
KHY  C28  H281  SING  N  N  52  
KHY  C01  H011  SING  N  N  53  
KHY  C01  H013  SING  N  N  54  
KHY  C01  H012  SING  N  N  55  
KHY  C06  H061  SING  N  N  56  
KHY  C07  H071  SING  N  N  57  
KHY  C09  H091  SING  N  N  58  
KHY  C14  H142  SING  N  N  59  
KHY  C14  H141  SING  N  N  60  
KHY  C16  H162  SING  N  N  61  
KHY  C16  H161  SING  N  N  62  
KHY  C18  H181  SING  N  N  63  
KHY  C19  H191  SING  N  N  64  
KHY  C19  H192  SING  N  N  65  
KHY  C31  H313  SING  N  N  66  
KHY  C31  H311  SING  N  N  67  
KHY  C31  H312  SING  N  N  68  
KHY  C33  H331  SING  N  N  69  
KHY  C33  H332  SING  N  N  70  
KHY  C33  H333  SING  N  N  71  
KHY  C35  H351  SING  N  N  72  
KHY  C36  H361  SING  N  N  73  
KHY  C39  H391  SING  N  N  74  
KHY  O26  H261  SING  N  N  75  
#   #
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
KHY  SMILES            ACDLabs               12.01  "c32c(c(CN1CCC(CC1)C(F)(F)F)c(nc2ccc(c3)C(c4cnc(C)n4C)(O)c5ccnc(c5)C(F)(F)F)OC)Cl"  
KHY  InChI             InChI                 1.03   "InChI=1S/C29H28ClF6N5O2/c1-16-38-14-24(40(16)2)27(42,19-6-9-37-23(13-19)29(34,35)36)18-4-5-22-20(12-18)25(30)21(26(39-22)43-3)15-41-10-7-17(8-11-41)28(31,32)33/h4-6,9,12-14,17,42H,7-8,10-11,15H2,1-3H3/t27-/m0/s1"  
KHY  InChIKey          InChI                 1.03   SXCAASBRTBWENF-MHZLTWQESA-N  
KHY  SMILES_CANONICAL  CACTVS                3.385  "COc1nc2ccc(cc2c(Cl)c1CN3CCC(CC3)C(F)(F)F)[C@](O)(c4ccnc(c4)C(F)(F)F)c5cnc(C)n5C"  
KHY  SMILES            CACTVS                3.385  "COc1nc2ccc(cc2c(Cl)c1CN3CCC(CC3)C(F)(F)F)[C](O)(c4ccnc(c4)C(F)(F)F)c5cnc(C)n5C"  
KHY  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "Cc1ncc(n1C)[C@](c2ccc3c(c2)c(c(c(n3)OC)CN4CCC(CC4)C(F)(F)F)Cl)(c5ccnc(c5)C(F)(F)F)O"  
KHY  SMILES            "OpenEye OEToolkits"  2.0.6  "Cc1ncc(n1C)C(c2ccc3c(c2)c(c(c(n3)OC)CN4CCC(CC4)C(F)(F)F)Cl)(c5ccnc(c5)C(F)(F)F)O"  
#   #
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
KHY  "SYSTEMATIC NAME"  ACDLabs               12.01  "(S)-(4-chloro-2-methoxy-3-{[4-(trifluoromethyl)piperidin-1-yl]methyl}quinolin-6-yl)(1,2-dimethyl-1H-imidazol-5-yl)[2-(trifluoromethyl)pyridin-4-yl]methanol"  
KHY  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.6  "(~{S})-[4-chloranyl-2-methoxy-3-[[4-(trifluoromethyl)piperidin-1-yl]methyl]quinolin-6-yl]-(2,3-dimethylimidazol-4-yl)-[2-(trifluoromethyl)pyridin-4-yl]methanol"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
KHY  "Create component"  2018-12-10  RCSB  
KHY  "Initial release"   2019-05-08  RCSB  
##
