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 ##