data_KYP
#

_chem_comp.id                                   KYP
_chem_comp.name                                 "3-hydroxy-2-({4-[4-(pyrimidin-2-yl)piperazine-1-carbonyl]phenyl}methyl)-1-benzofuran-7-carboxamide"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C25 H23 N5 O4"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2019-01-24
_chem_comp.pdbx_modified_date                   2019-08-09
_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                       457.481
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    KYP
_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       6NRH
_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
KYP  O2   O1   O  0  1  N  N  N  23.073  -10.629   4.723  -3.060  -3.976   0.195  O2   KYP   1  
KYP  C13  C1   C  0  1  N  N  N  23.516  -10.637   5.838  -2.507  -2.970  -0.206  C13  KYP   2  
KYP  N1   N1   N  0  1  N  N  N  23.115  -11.557   6.745  -3.239  -1.914  -0.611  N1   KYP   3  
KYP  C21  C2   C  0  1  N  N  N  22.162  -12.607   6.349  -2.594  -0.723  -1.184  C21  KYP   4  
KYP  C20  C3   C  0  1  N  N  N  21.008  -12.667   7.320  -3.115   0.515  -0.446  C20  KYP   5  
KYP  N2   N2   N  0  1  N  N  N  21.521  -12.877   8.676  -4.584   0.523  -0.488  N2   KYP   6  
KYP  C16  C4   C  0  1  Y  N  N  21.127  -13.891   9.486  -5.088   1.706   0.026  C16  KYP   7  
KYP  N4   N3   N  0  1  Y  N  N  20.289  -14.804   8.951  -4.247   2.633   0.460  N4   KYP   8  
KYP  C19  C5   C  0  1  Y  N  N  19.958  -15.821   9.759  -4.695   3.774   0.956  C19  KYP   9  
KYP  C18  C6   C  0  1  Y  N  N  20.424  -15.950  11.047  -6.062   3.993   1.018  C18  KYP  10  
KYP  C17  C7   C  0  1  Y  N  N  21.258  -14.945  11.496  -6.914   3.003   0.554  C17  KYP  11  
KYP  N3   N4   N  0  1  Y  N  N  21.629  -13.898  10.742  -6.400   1.887   0.066  N3   KYP  12  
KYP  C15  C8   C  0  1  N  N  N  22.435  -11.807   9.085  -5.144  -0.637   0.217  C15  KYP  13  
KYP  C14  C9   C  0  1  N  N  N  23.592  -11.715   8.128  -4.706  -1.925  -0.499  C14  KYP  14  
KYP  C12  C10  C  0  1  Y  N  N  24.561   -9.624   6.202  -1.030  -2.904  -0.243  C12  KYP  15  
KYP  C11  C11  C  0  1  Y  N  N  24.380   -8.719   7.244  -0.284  -3.270   0.878  C11  KYP  16  
KYP  C10  C12  C  0  1  Y  N  N  25.374   -7.814   7.577   1.094  -3.206   0.837  C10  KYP  17  
KYP  C22  C13  C  0  1  Y  N  N  25.763   -9.593   5.502  -0.377  -2.480  -1.401  C22  KYP  18  
KYP  C23  C14  C  0  1  Y  N  N  26.760   -8.696   5.847   1.001  -2.421  -1.429  C23  KYP  19  
KYP  C9   C15  C  0  1  Y  N  N  26.594   -7.799   6.894   1.735  -2.780  -0.312  C9   KYP  20  
KYP  C8   C16  C  0  1  N  N  N  27.746   -6.995   7.274   3.240  -2.712  -0.350  C8   KYP  21  
KYP  C7   C17  C  0  1  Y  N  N  27.850   -5.932   8.077   3.693  -1.347   0.100  C7   KYP  22  
KYP  C6   C18  C  0  1  Y  N  N  28.881   -4.906   7.998   3.972  -1.009   1.369  C6   KYP  23  
KYP  O1   O2   O  0  1  N  N  N  29.721   -4.740   7.053   3.901  -1.813   2.466  O1   KYP  24  
KYP  O3   O3   O  0  1  Y  N  N  27.082   -5.734   9.216   3.883  -0.289  -0.712  O3   KYP  25  
KYP  C24  C19  C  0  1  Y  N  N  27.576   -4.628   9.870   4.288   0.788  -0.013  C24  KYP  26  
KYP  C1   C20  C  0  1  Y  N  N  27.156   -4.091  11.084   4.615   2.103  -0.374  C1   KYP  27  
KYP  C    C21  C  0  1  N  N  N  25.917   -4.518  11.822   4.540   2.526  -1.785  C    KYP  28  
KYP  O    O4   O  0  1  N  N  N  25.471   -3.820  12.775   4.194   1.734  -2.640  O    KYP  29  
KYP  N    N5   N  0  1  N  N  N  25.271   -5.620  11.388   4.854   3.792  -2.127  N    KYP  30  
KYP  C5   C22  C  0  1  Y  N  N  28.684   -4.108   9.199   4.369   0.407   1.336  C5   KYP  31  
KYP  C4   C23  C  0  1  Y  N  N  29.433   -3.075   9.758   4.770   1.327   2.302  C4   KYP  32  
KYP  C3   C24  C  0  1  Y  N  N  29.041   -2.562  10.978   5.084   2.619   1.934  C3   KYP  33  
KYP  C2   C25  C  0  1  Y  N  N  27.916   -3.052  11.630   5.010   3.009   0.609  C2   KYP  34  
KYP  H1   H1   H  0  1  N  N  N  21.777  -12.386   5.343  -1.514  -0.796  -1.058  H1   KYP  35  
KYP  H2   H2   H  0  1  N  N  N  22.678  -13.579   6.339  -2.838  -0.648  -2.243  H2   KYP  36  
KYP  H3   H3   H  0  1  N  N  N  20.448  -11.721   7.282  -2.781   0.488   0.591  H3   KYP  37  
KYP  H4   H4   H  0  1  N  N  N  20.342  -13.499   7.047  -2.733   1.414  -0.929  H4   KYP  38  
KYP  H5   H5   H  0  1  N  N  N  19.290  -16.580   9.379  -4.004   4.525   1.309  H5   KYP  39  
KYP  H6   H6   H  0  1  N  N  N  20.153  -16.789  11.671  -6.456   4.916   1.418  H6   KYP  40  
KYP  H7   H7   H  0  1  N  N  N  21.632  -15.004  12.508  -7.984   3.142   0.588  H7   KYP  41  
KYP  H8   H8   H  0  1  N  N  N  22.815  -12.021  10.095  -4.781  -0.648   1.245  H8   KYP  42  
KYP  H9   H9   H  0  1  N  N  N  21.893  -10.850   9.092  -6.232  -0.574   0.216  H9   KYP  43  
KYP  H10  H10  H  0  1  N  N  N  24.193  -12.634   8.199  -5.149  -1.963  -1.494  H10  KYP  44  
KYP  H11  H11  H  0  1  N  N  N  24.214  -10.848   8.396  -5.022  -2.793   0.080  H11  KYP  45  
KYP  H12  H12  H  0  1  N  N  N  23.454   -8.723   7.799  -0.783  -3.602   1.776  H12  KYP  46  
KYP  H13  H13  H  0  1  N  N  N  25.204   -7.109   8.377   1.673  -3.489   1.704  H13  KYP  47  
KYP  H14  H14  H  0  1  N  N  N  25.920  -10.276   4.680  -0.948  -2.200  -2.273  H14  KYP  48  
KYP  H15  H15  H  0  1  N  N  N  27.686   -8.694   5.290   1.508  -2.093  -2.325  H15  KYP  49  
KYP  H16  H16  H  0  1  N  N  N  28.442   -7.725   7.713   3.655  -3.470   0.314  H16  KYP  50  
KYP  H17  H17  H  0  1  N  N  N  28.146   -6.639   6.313   3.587  -2.892  -1.368  H17  KYP  51  
KYP  H19  H19  H  0  1  N  N  N  24.416   -5.902  11.823   5.130   4.424  -1.445  H19  KYP  52  
KYP  H20  H20  H  0  1  N  N  N  25.647   -6.154  10.631   4.805   4.070  -3.055  H20  KYP  53  
KYP  H21  H21  H  0  1  N  N  N  30.301   -2.684   9.248   4.834   1.030   3.338  H21  KYP  54  
KYP  H22  H22  H  0  1  N  N  N  29.617   -1.769  11.432   5.394   3.330   2.685  H22  KYP  55  
KYP  H23  H23  H  0  1  N  N  N  27.623   -2.622  12.576   5.262   4.023   0.334  H23  KYP  56  
KYP  H18  H18  H  0  1  N  N  N  30.281   -3.999   7.253   4.722  -2.285   2.661  H18  KYP  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
KYP  O2   C13  DOUB  N  N   1  
KYP  C22  C23  DOUB  Y  N   2  
KYP  C22  C12  SING  Y  N   3  
KYP  C13  C12  SING  N  N   4  
KYP  C13  N1   SING  N  N   5  
KYP  C23  C9   SING  Y  N   6  
KYP  C12  C11  DOUB  Y  N   7  
KYP  C21  N1   SING  N  N   8  
KYP  C21  C20  SING  N  N   9  
KYP  N1   C14  SING  N  N  10  
KYP  C9   C8   SING  N  N  11  
KYP  C9   C10  DOUB  Y  N  12  
KYP  O1   C6   SING  N  N  13  
KYP  C11  C10  SING  Y  N  14  
KYP  C8   C7   SING  N  N  15  
KYP  C20  N2   SING  N  N  16  
KYP  C6   C7   DOUB  Y  N  17  
KYP  C6   C5   SING  Y  N  18  
KYP  C7   O3   SING  Y  N  19  
KYP  C14  C15  SING  N  N  20  
KYP  N2   C15  SING  N  N  21  
KYP  N2   C16  SING  N  N  22  
KYP  N4   C16  DOUB  Y  N  23  
KYP  N4   C19  SING  Y  N  24  
KYP  C5   C4   DOUB  Y  N  25  
KYP  C5   C24  SING  Y  N  26  
KYP  O3   C24  SING  Y  N  27  
KYP  C16  N3   SING  Y  N  28  
KYP  C4   C3   SING  Y  N  29  
KYP  C19  C18  DOUB  Y  N  30  
KYP  C24  C1   DOUB  Y  N  31  
KYP  N3   C17  DOUB  Y  N  32  
KYP  C3   C2   DOUB  Y  N  33  
KYP  C18  C17  SING  Y  N  34  
KYP  C1   C2   SING  Y  N  35  
KYP  C1   C    SING  N  N  36  
KYP  N    C    SING  N  N  37  
KYP  C    O    DOUB  N  N  38  
KYP  C21  H1   SING  N  N  39  
KYP  C21  H2   SING  N  N  40  
KYP  C20  H3   SING  N  N  41  
KYP  C20  H4   SING  N  N  42  
KYP  C19  H5   SING  N  N  43  
KYP  C18  H6   SING  N  N  44  
KYP  C17  H7   SING  N  N  45  
KYP  C15  H8   SING  N  N  46  
KYP  C15  H9   SING  N  N  47  
KYP  C14  H10  SING  N  N  48  
KYP  C14  H11  SING  N  N  49  
KYP  C11  H12  SING  N  N  50  
KYP  C10  H13  SING  N  N  51  
KYP  C22  H14  SING  N  N  52  
KYP  C23  H15  SING  N  N  53  
KYP  C8   H16  SING  N  N  54  
KYP  C8   H17  SING  N  N  55  
KYP  N    H19  SING  N  N  56  
KYP  N    H20  SING  N  N  57  
KYP  C4   H21  SING  N  N  58  
KYP  C3   H22  SING  N  N  59  
KYP  C2   H23  SING  N  N  60  
KYP  O1   H18  SING  N  N  61  
#   #
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
KYP  SMILES            ACDLabs               12.01  "O=C(c1ccc(cc1)Cc2oc3c(cccc3c2O)C(=O)N)N4CCN(CC4)c5ncccn5"  
KYP  InChI             InChI                 1.03   "InChI=1S/C25H23N5O4/c26-23(32)19-4-1-3-18-21(31)20(34-22(18)19)15-16-5-7-17(8-6-16)24(33)29-11-13-30(14-12-29)25-27-9-2-10-28-25/h1-10,31H,11-15H2,(H2,26,32)"  
KYP  InChIKey          InChI                 1.03   IJBHYCMXWUDWRG-UHFFFAOYSA-N  
KYP  SMILES_CANONICAL  CACTVS                3.385  "NC(=O)c1cccc2c(O)c(Cc3ccc(cc3)C(=O)N4CCN(CC4)c5ncccn5)oc12"  
KYP  SMILES            CACTVS                3.385  "NC(=O)c1cccc2c(O)c(Cc3ccc(cc3)C(=O)N4CCN(CC4)c5ncccn5)oc12"  
KYP  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "c1cc2c(c(oc2c(c1)C(=O)N)Cc3ccc(cc3)C(=O)N4CCN(CC4)c5ncccn5)O"  
KYP  SMILES            "OpenEye OEToolkits"  2.0.7  "c1cc2c(c(oc2c(c1)C(=O)N)Cc3ccc(cc3)C(=O)N4CCN(CC4)c5ncccn5)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
KYP  "SYSTEMATIC NAME"  ACDLabs               12.01  "3-hydroxy-2-({4-[4-(pyrimidin-2-yl)piperazine-1-carbonyl]phenyl}methyl)-1-benzofuran-7-carboxamide"  
KYP  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.7  "3-oxidanyl-2-[[4-(4-pyrimidin-2-ylpiperazin-1-yl)carbonylphenyl]methyl]-1-benzofuran-7-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
KYP  "Create component"  2019-01-24  RCSB  
KYP  "Modify name"       2019-01-31  RCSB  
KYP  "Initial release"   2019-08-14  RCSB  
##
