data_OHK
#

_chem_comp.id                                   OHK
_chem_comp.name                                 "~{N}-(oxan-4-ylmethyl)-6-(5-propan-2-yloxypyridin-3-yl)imidazo[1,5-a]pyridine-3-carboxamide"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C22 H26 N4 O3"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2020-03-11
_chem_comp.pdbx_modified_date                   2020-05-15
_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                       394.467
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    OHK
_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       6Y9S
_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
OHK  C1   C1   C  0  1  N  N  N  23.120   7.704   4.333   5.745  -0.715   0.243  C1   OHK   1  
OHK  C2   C2   C  0  1  N  N  N  21.615   7.973   4.097   6.571  -1.953   0.605  C2   OHK   2  
OHK  C3   C3   C  0  1  N  N  N  21.403   8.620   2.724   8.047  -1.678   0.305  C3   OHK   3  
OHK  C5   C4   C  0  1  N  N  N  23.642   9.467   2.715   7.482  -0.152  -1.459  C5   OHK   4  
OHK  C6   C5   C  0  1  N  N  N  23.892   9.002   4.154   5.983  -0.366  -1.229  C6   OHK   5  
OHK  C7   C6   C  0  1  N  N  N  23.282   7.099   5.721   4.260  -1.007   0.466  C7   OHK   6  
OHK  C12  C7   C  0  1  Y  N  N  25.811   8.921  10.378  -0.977   0.629   0.565  C12  OHK   7  
OHK  C15  C8   C  0  1  Y  N  N  28.485   8.342  10.739  -1.655   3.245  -0.028  C15  OHK   8  
OHK  C16  C9   C  0  1  Y  N  N  27.834   7.980   9.545  -0.317   2.818  -0.062  C16  OHK   9  
OHK  C17  C10  C  0  1  Y  N  N  28.230   7.337   8.384   0.884   3.465  -0.346  C17  OHK  10  
OHK  C19  C11  C  0  1  Y  N  N  25.565   9.987  12.655  -3.339   0.037   0.946  C19  OHK  11  
OHK  C23  C12  C  0  1  Y  N  N  23.431  10.857  13.525  -5.276  -1.249   0.387  C23  OHK  12  
OHK  C24  C13  C  0  1  Y  N  N  24.163  10.189  12.535  -4.305  -0.332   0.007  C24  OHK  13  
OHK  O25  O1   O  0  1  N  N  N  22.091  11.072  13.471  -6.236  -1.639  -0.493  O25  OHK  14  
OHK  C27  C14  C  0  1  N  N  N  21.641  11.986  11.237  -6.839  -2.121  -2.783  C27  OHK  15  
OHK  O29  O2   O  0  1  N  N  N  23.909   8.381   8.127   1.577  -0.839   0.689  O29  OHK  16  
OHK  O4   O3   O  0  1  N  N  N  22.245   9.756   2.595   8.194  -1.331  -1.074  O4   OHK  17  
OHK  N8   N1   N  0  1  N  N  N  24.621   7.209   6.340   3.481   0.211   0.230  N8   OHK  18  
OHK  C9   C15  C  0  1  N  N  N  24.820   7.829   7.534   2.141   0.191   0.368  C9   OHK  19  
OHK  C10  C16  C  0  1  Y  N  N  26.150   7.806   8.141   1.363   1.408   0.132  C10  OHK  20  
OHK  N11  N2   N  0  1  Y  N  N  26.506   8.292   9.384   0.001   1.517   0.240  N11  OHK  21  
OHK  C13  C17  C  0  1  Y  N  N  26.375   9.281  11.587  -2.283   1.018   0.595  C13  OHK  22  
OHK  C14  C18  C  0  1  Y  N  N  27.766   8.962  11.731  -2.632   2.353   0.292  C14  OHK  23  
OHK  N18  N3   N  0  1  Y  N  N  27.198   7.231   7.584   1.859   2.582  -0.231  N18  OHK  24  
OHK  C20  C19  C  0  1  Y  N  N  26.135  10.493  13.845  -3.387  -0.525   2.220  C20  OHK  25  
OHK  N21  N4   N  0  1  Y  N  N  25.406  11.119  14.768  -4.327  -1.392   2.538  N21  OHK  26  
OHK  C22  C20  C  0  1  Y  N  N  24.107  11.322  14.643  -5.254  -1.763   1.676  C22  OHK  27  
OHK  C26  C21  C  0  1  N  N  N  21.285  10.937  12.299  -6.121  -1.160  -1.834  C26  OHK  28  
OHK  C28  C22  C  0  1  N  N  N  19.860  11.172  12.764  -6.757   0.228  -1.935  C28  OHK  29  
OHK  H1   H1   H  0  1  N  N  N  23.468   6.976   3.585   6.049   0.123   0.870  H1   OHK  30  
OHK  H2   H2   H  0  1  N  N  N  21.239   8.649   4.879   6.450  -2.174   1.666  H2   OHK  31  
OHK  H3   H3   H  0  1  N  N  N  21.065   7.022   4.139   6.231  -2.803   0.014  H3   OHK  32  
OHK  H4   H4   H  0  1  N  N  N  20.352   8.930   2.624   8.396  -0.853   0.926  H4   OHK  33  
OHK  H5   H5   H  0  1  N  N  N  21.647   7.893   1.936   8.634  -2.570   0.521  H5   OHK  34  
OHK  H6   H6   H  0  1  N  N  N  23.923   8.672   2.009   7.662   0.055  -2.514  H6   OHK  35  
OHK  H7   H7   H  0  1  N  N  N  24.232  10.371   2.504   7.824   0.692  -0.860  H7   OHK  36  
OHK  H8   H8   H  0  1  N  N  N  24.966   8.830   4.316   5.631  -1.184  -1.858  H8   OHK  37  
OHK  H9   H9   H  0  1  N  N  N  23.531   9.759   4.865   5.442   0.547  -1.480  H9   OHK  38  
OHK  H10  H10  H  0  1  N  N  N  22.564   7.598   6.388   3.935  -1.786  -0.225  H10  OHK  39  
OHK  H11  H11  H  0  1  N  N  N  23.034   6.030   5.650   4.106  -1.344   1.491  H11  OHK  40  
OHK  H12  H12  H  0  1  N  N  N  24.769   9.148  10.210  -0.716  -0.393   0.797  H12  OHK  41  
OHK  H13  H13  H  0  1  N  N  N  29.536   8.135  10.873  -1.907   4.269  -0.261  H13  OHK  42  
OHK  H14  H14  H  0  1  N  N  N  29.227   6.981   8.173   0.998   4.505  -0.613  H14  OHK  43  
OHK  H15  H15  H  0  1  N  N  N  23.650   9.819  11.660  -4.296   0.086  -0.990  H15  OHK  44  
OHK  H16  H16  H  0  1  N  N  N  22.673  11.824  10.893  -6.752  -1.755  -3.806  H16  OHK  45  
OHK  H17  H17  H  0  1  N  N  N  20.952  11.893  10.385  -6.386  -3.109  -2.710  H17  OHK  46  
OHK  H18  H18  H  0  1  N  N  N  21.553  12.992  11.672  -7.892  -2.183  -2.508  H18  OHK  47  
OHK  H19  H19  H  0  1  N  N  N  25.407   6.814   5.864   3.930   1.032  -0.026  H19  OHK  48  
OHK  H20  H20  H  0  1  N  N  N  28.266   9.219  12.653  -3.665   2.665   0.323  H20  OHK  49  
OHK  H21  H21  H  0  1  N  N  N  27.195  10.368  14.012  -2.646  -0.248   2.955  H21  OHK  50  
OHK  H22  H22  H  0  1  N  N  N  23.569  11.852  15.415  -6.006  -2.476   1.978  H22  OHK  51  
OHK  H23  H23  H  0  1  N  N  N  21.376   9.929  11.868  -5.068  -1.097  -2.108  H23  OHK  52  
OHK  H24  H24  H  0  1  N  N  N  19.595  10.425  13.526  -6.245   0.913  -1.259  H24  OHK  53  
OHK  H25  H25  H  0  1  N  N  N  19.777  12.181  13.195  -6.669   0.594  -2.958  H25  OHK  54  
OHK  H26  H26  H  0  1  N  N  N  19.175  11.081  11.908  -7.810   0.166  -1.661  H26  OHK  55  
#   #
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
OHK  O4   C5   SING  N  N   1  
OHK  O4   C3   SING  N  N   2  
OHK  C5   C6   SING  N  N   3  
OHK  C3   C2   SING  N  N   4  
OHK  C2   C1   SING  N  N   5  
OHK  C6   C1   SING  N  N   6  
OHK  C1   C7   SING  N  N   7  
OHK  C7   N8   SING  N  N   8  
OHK  N8   C9   SING  N  N   9  
OHK  C9   O29  DOUB  N  N  10  
OHK  C9   C10  SING  N  N  11  
OHK  N18  C10  DOUB  Y  N  12  
OHK  N18  C17  SING  Y  N  13  
OHK  C10  N11  SING  Y  N  14  
OHK  C17  C16  DOUB  Y  N  15  
OHK  N11  C16  SING  Y  N  16  
OHK  N11  C12  SING  Y  N  17  
OHK  C16  C15  SING  Y  N  18  
OHK  C12  C13  DOUB  Y  N  19  
OHK  C15  C14  DOUB  Y  N  20  
OHK  C27  C26  SING  N  N  21  
OHK  C13  C14  SING  Y  N  22  
OHK  C13  C19  SING  N  N  23  
OHK  C26  C28  SING  N  N  24  
OHK  C26  O25  SING  N  N  25  
OHK  C24  C19  DOUB  Y  N  26  
OHK  C24  C23  SING  Y  N  27  
OHK  C19  C20  SING  Y  N  28  
OHK  O25  C23  SING  N  N  29  
OHK  C23  C22  DOUB  Y  N  30  
OHK  C20  N21  DOUB  Y  N  31  
OHK  C22  N21  SING  Y  N  32  
OHK  C1   H1   SING  N  N  33  
OHK  C2   H2   SING  N  N  34  
OHK  C2   H3   SING  N  N  35  
OHK  C3   H4   SING  N  N  36  
OHK  C3   H5   SING  N  N  37  
OHK  C5   H6   SING  N  N  38  
OHK  C5   H7   SING  N  N  39  
OHK  C6   H8   SING  N  N  40  
OHK  C6   H9   SING  N  N  41  
OHK  C7   H10  SING  N  N  42  
OHK  C7   H11  SING  N  N  43  
OHK  C12  H12  SING  N  N  44  
OHK  C15  H13  SING  N  N  45  
OHK  C17  H14  SING  N  N  46  
OHK  C24  H15  SING  N  N  47  
OHK  C27  H16  SING  N  N  48  
OHK  C27  H17  SING  N  N  49  
OHK  C27  H18  SING  N  N  50  
OHK  N8   H19  SING  N  N  51  
OHK  C14  H20  SING  N  N  52  
OHK  C20  H21  SING  N  N  53  
OHK  C22  H22  SING  N  N  54  
OHK  C26  H23  SING  N  N  55  
OHK  C28  H24  SING  N  N  56  
OHK  C28  H25  SING  N  N  57  
OHK  C28  H26  SING  N  N  58  
#   #
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
OHK  InChI             InChI                 1.03   "InChI=1S/C22H26N4O3/c1-15(2)29-20-9-18(11-23-13-20)17-3-4-19-12-24-21(26(19)14-17)22(27)25-10-16-5-7-28-8-6-16/h3-4,9,11-16H,5-8,10H2,1-2H3,(H,25,27)"  
OHK  InChIKey          InChI                 1.03   HHJCFPYPXNXIIT-UHFFFAOYSA-N  
OHK  SMILES_CANONICAL  CACTVS                3.385  "CC(C)Oc1cncc(c1)c2ccc3cnc(n3c2)C(=O)NCC4CCOCC4"  
OHK  SMILES            CACTVS                3.385  "CC(C)Oc1cncc(c1)c2ccc3cnc(n3c2)C(=O)NCC4CCOCC4"  
OHK  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "CC(C)Oc1cc(cnc1)c2ccc3cnc(n3c2)C(=O)NCC4CCOCC4"  
OHK  SMILES            "OpenEye OEToolkits"  2.0.7  "CC(C)Oc1cc(cnc1)c2ccc3cnc(n3c2)C(=O)NCC4CCOCC4"  
#
_pdbx_chem_comp_identifier.comp_id          OHK
_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       "~{N}-(oxan-4-ylmethyl)-6-(5-propan-2-yloxypyridin-3-yl)imidazo[1,5-a]pyridine-3-carboxamide"
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
OHK  "Create component"  2020-03-11  PDBE  
OHK  "Initial release"   2020-05-20  RCSB  
##
