data_K4A # _chem_comp.id K4A _chem_comp.name "1-{1-[8-(1-ethyl-5-methyl-1H-pyrazol-4-yl)-9-methyl-9H-purin-6-yl]piperidin-4-yl}-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H26 N10 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-10-26 _chem_comp.pdbx_modified_date 2019-04-26 _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 458.519 _chem_comp.one_letter_code ? _chem_comp.three_letter_code K4A _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 6MUL _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 K4A N01 N1 N 0 1 Y N N -5.584 -26.566 28.031 4.115 -1.726 0.165 N01 K4A 1 K4A C02 C1 C 0 1 Y N N -4.698 -25.708 27.331 3.649 -0.480 -0.166 C02 K4A 2 K4A N03 N2 N 0 1 Y N N -3.655 -25.358 28.050 2.345 -0.517 -0.299 N03 K4A 3 K4A C04 C2 C 0 1 Y N N -3.836 -26.010 29.267 1.905 -1.774 -0.063 C04 K4A 4 K4A C05 C3 C 0 1 Y N N -3.107 -26.145 30.476 0.641 -2.391 -0.060 C05 K4A 5 K4A N06 N3 N 0 1 Y N N -3.514 -26.867 31.535 0.570 -3.687 0.225 N06 K4A 6 K4A C07 C4 C 0 1 Y N N -4.687 -27.483 31.355 1.655 -4.388 0.500 C07 K4A 7 K4A N08 N4 N 0 1 Y N N -5.498 -27.470 30.292 2.858 -3.853 0.510 N08 K4A 8 K4A C09 C5 C 0 1 Y N N -5.017 -26.734 29.276 3.028 -2.563 0.237 C09 K4A 9 K4A C10 C6 C 0 1 N N N -6.855 -27.125 27.579 5.513 -2.097 0.395 C10 K4A 10 K4A C11 C7 C 0 1 Y N N -4.899 -25.233 25.972 4.490 0.723 -0.346 C11 K4A 11 K4A N12 N5 N 0 1 N N N -1.868 -25.518 30.618 -0.502 -1.665 -0.347 N12 K4A 12 K4A C13 C8 C 0 1 N N N -0.966 -25.263 29.487 -0.628 -0.507 0.547 C13 K4A 13 K4A C14 C9 C 0 1 N N N -0.290 -23.907 29.663 -1.818 0.350 0.108 C14 K4A 14 K4A C15 C10 C 0 1 N N N 0.468 -23.868 30.980 -3.094 -0.495 0.155 C15 K4A 15 K4A C16 C11 C 0 1 N N N -0.405 -24.288 32.157 -2.918 -1.720 -0.747 C16 K4A 16 K4A C17 C12 C 0 1 N N N -1.102 -25.620 31.868 -1.696 -2.517 -0.284 C17 K4A 17 K4A N18 N6 N 0 1 N N N 1.108 -22.575 31.209 -4.228 0.303 -0.319 N18 K4A 18 K4A C19 C13 C 0 1 N N N 2.540 -22.307 31.198 -4.346 0.859 -1.540 C19 K4A 19 K4A N20 N7 N 0 1 N N N 2.770 -20.991 31.490 -5.516 1.520 -1.625 N20 K4A 20 K4A C21 C14 C 0 1 Y N N 1.542 -20.393 31.670 -6.186 1.390 -0.415 C21 K4A 21 K4A N22 N8 N 0 1 Y N N 1.274 -19.100 31.950 -7.351 1.835 0.025 N22 K4A 22 K4A C23 C15 C 0 1 Y N N -0.021 -18.756 32.086 -7.777 1.570 1.245 C23 K4A 23 K4A C24 C16 C 0 1 Y N N -1.074 -19.645 31.958 -7.019 0.812 2.118 C24 K4A 24 K4A C25 C17 C 0 1 Y N N -0.797 -20.973 31.666 -5.790 0.322 1.702 C25 K4A 25 K4A C26 C18 C 0 1 Y N N 0.534 -21.345 31.529 -5.371 0.611 0.412 C26 K4A 26 K4A O27 O1 O 0 1 N N N 3.368 -23.170 30.952 -3.521 0.777 -2.430 O27 K4A 27 K4A C28 C19 C 0 1 Y N N -4.345 -24.098 25.401 4.248 1.974 0.178 C28 K4A 28 K4A N29 N9 N 0 1 Y N N -4.774 -24.056 24.118 5.250 2.779 -0.222 N29 K4A 29 K4A N30 N10 N 0 1 Y N N -5.584 -25.119 23.820 6.133 2.028 -1.007 N30 K4A 30 K4A C31 C20 C 0 1 Y N N -5.645 -25.822 24.936 5.692 0.802 -1.081 C31 K4A 31 K4A C32 C21 C 0 1 N N N -3.485 -23.044 26.015 3.077 2.369 1.040 C32 K4A 32 K4A C33 C22 C 0 1 N N N -4.528 -22.961 23.146 5.392 4.200 0.106 C33 K4A 33 K4A C34 C23 C 0 1 N N N -4.986 -23.335 21.776 6.193 4.346 1.402 C34 K4A 34 K4A H1 H1 H 0 1 N N N -5.029 -28.077 32.189 1.551 -5.439 0.726 H1 K4A 35 K4A H2 H2 H 0 1 N N N -7.284 -27.751 28.375 5.991 -2.322 -0.559 H2 K4A 36 K4A H3 H3 H 0 1 N N N -7.551 -26.307 27.341 6.035 -1.270 0.876 H3 K4A 37 K4A H4 H4 H 0 1 N N N -6.687 -27.737 26.681 5.555 -2.976 1.038 H4 K4A 38 K4A H5 H5 H 0 1 N N N -1.544 -25.265 28.551 -0.786 -0.852 1.568 H5 K4A 39 K4A H6 H6 H 0 1 N N N -0.200 -26.051 29.446 0.284 0.088 0.501 H6 K4A 40 K4A H7 H7 H 0 1 N N N 0.413 -23.741 28.834 -1.921 1.201 0.782 H7 K4A 41 K4A H8 H8 H 0 1 N N N -1.055 -23.116 29.660 -1.655 0.707 -0.908 H8 K4A 42 K4A H9 H9 H 0 1 N N N 1.269 -24.618 30.902 -3.280 -0.820 1.179 H9 K4A 43 K4A H10 H10 H 0 1 N N N 0.225 -24.397 33.052 -3.807 -2.349 -0.685 H10 K4A 44 K4A H11 H11 H 0 1 N N N -1.166 -23.514 32.336 -2.773 -1.396 -1.777 H11 K4A 45 K4A H12 H12 H 0 1 N N N -1.784 -25.863 32.696 -1.560 -3.382 -0.933 H12 K4A 46 K4A H13 H13 H 0 1 N N N -0.347 -26.414 31.770 -1.849 -2.853 0.742 H13 K4A 47 K4A H14 H14 H 0 1 N N N 3.663 -20.546 31.560 -5.837 2.005 -2.401 H14 K4A 48 K4A H15 H15 H 0 1 N N N -0.252 -17.725 32.308 -8.734 1.952 1.567 H15 K4A 49 K4A H16 H16 H 0 1 N N N -2.093 -19.311 32.083 -7.381 0.604 3.114 H16 K4A 50 K4A H17 H17 H 0 1 N N N -1.592 -21.695 31.549 -5.177 -0.272 2.364 H17 K4A 51 K4A H18 H18 H 0 1 N N N -6.202 -26.741 25.041 6.161 -0.009 -1.618 H18 K4A 52 K4A H19 H19 H 0 1 N N N -4.121 -22.257 26.447 3.330 2.215 2.089 H19 K4A 53 K4A H20 H20 H 0 1 N N N -2.866 -23.491 26.807 2.841 3.420 0.874 H20 K4A 54 K4A H21 H21 H 0 1 N N N -2.834 -22.607 25.244 2.213 1.757 0.782 H21 K4A 55 K4A H22 H22 H 0 1 N N N -3.450 -22.745 23.116 5.914 4.710 -0.703 H22 K4A 56 K4A H23 H23 H 0 1 N N N -5.073 -22.063 23.473 4.405 4.643 0.238 H23 K4A 57 K4A H24 H24 H 0 1 N N N -4.789 -22.503 21.083 7.180 3.903 1.270 H24 K4A 58 K4A H25 H25 H 0 1 N N N -4.442 -24.229 21.439 6.299 5.403 1.646 H25 K4A 59 K4A H26 H26 H 0 1 N N N -6.065 -23.548 21.796 5.671 3.836 2.211 H26 K4A 60 # # 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 K4A C34 C33 SING N N 1 K4A C33 N29 SING N N 2 K4A N30 N29 SING Y N 3 K4A N30 C31 DOUB Y N 4 K4A N29 C28 SING Y N 5 K4A C31 C11 SING Y N 6 K4A C28 C11 DOUB Y N 7 K4A C28 C32 SING N N 8 K4A C11 C02 SING N N 9 K4A C02 N01 SING Y N 10 K4A C02 N03 DOUB Y N 11 K4A C10 N01 SING N N 12 K4A N01 C09 SING Y N 13 K4A N03 C04 SING Y N 14 K4A C04 C09 DOUB Y N 15 K4A C04 C05 SING Y N 16 K4A C09 N08 SING Y N 17 K4A C13 C14 SING N N 18 K4A C13 N12 SING N N 19 K4A C14 C15 SING N N 20 K4A N08 C07 DOUB Y N 21 K4A C05 N12 SING N N 22 K4A C05 N06 DOUB Y N 23 K4A N12 C17 SING N N 24 K4A O27 C19 DOUB N N 25 K4A C15 N18 SING N N 26 K4A C15 C16 SING N N 27 K4A C19 N18 SING N N 28 K4A C19 N20 SING N N 29 K4A N18 C26 SING N N 30 K4A C07 N06 SING Y N 31 K4A N20 C21 SING N N 32 K4A C26 C25 DOUB Y N 33 K4A C26 C21 SING Y N 34 K4A C25 C24 SING Y N 35 K4A C21 N22 DOUB Y N 36 K4A C17 C16 SING N N 37 K4A N22 C23 SING Y N 38 K4A C24 C23 DOUB Y N 39 K4A C07 H1 SING N N 40 K4A C10 H2 SING N N 41 K4A C10 H3 SING N N 42 K4A C10 H4 SING N N 43 K4A C13 H5 SING N N 44 K4A C13 H6 SING N N 45 K4A C14 H7 SING N N 46 K4A C14 H8 SING N N 47 K4A C15 H9 SING N N 48 K4A C16 H10 SING N N 49 K4A C16 H11 SING N N 50 K4A C17 H12 SING N N 51 K4A C17 H13 SING N N 52 K4A N20 H14 SING N N 53 K4A C23 H15 SING N N 54 K4A C24 H16 SING N N 55 K4A C25 H17 SING N N 56 K4A C31 H18 SING N N 57 K4A C32 H19 SING N N 58 K4A C32 H20 SING N N 59 K4A C32 H21 SING N N 60 K4A C33 H22 SING N N 61 K4A C33 H23 SING N N 62 K4A C34 H24 SING N N 63 K4A C34 H25 SING N N 64 K4A C34 H26 SING N N 65 # # 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 K4A SMILES ACDLabs 12.01 "n1(c6c(nc1c2c(C)n(nc2)CC)c(N3CCC(CC3)N4c5c(NC4=O)nccc5)ncn6)C" K4A InChI InChI 1.03 "InChI=1S/C23H26N10O/c1-4-32-14(2)16(12-27-32)20-28-18-21(30(20)3)25-13-26-22(18)31-10-7-15(8-11-31)33-17-6-5-9-24-19(17)29-23(33)34/h5-6,9,12-13,15H,4,7-8,10-11H2,1-3H3,(H,24,29,34)" K4A InChIKey InChI 1.03 WRPLWRLROFHFJF-UHFFFAOYSA-N K4A SMILES_CANONICAL CACTVS 3.385 "CCn1ncc(c1C)c2nc3c(ncnc3n2C)N4CCC(CC4)N5C(=O)Nc6ncccc56" K4A SMILES CACTVS 3.385 "CCn1ncc(c1C)c2nc3c(ncnc3n2C)N4CCC(CC4)N5C(=O)Nc6ncccc56" K4A SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CCn1c(c(cn1)c2nc3c(n2C)ncnc3N4CCC(CC4)N5c6cccnc6NC5=O)C" K4A SMILES "OpenEye OEToolkits" 2.0.6 "CCn1c(c(cn1)c2nc3c(n2C)ncnc3N4CCC(CC4)N5c6cccnc6NC5=O)C" # # 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 K4A "SYSTEMATIC NAME" ACDLabs 12.01 "1-{1-[8-(1-ethyl-5-methyl-1H-pyrazol-4-yl)-9-methyl-9H-purin-6-yl]piperidin-4-yl}-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one" K4A "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "1-[1-[8-(1-ethyl-5-methyl-pyrazol-4-yl)-9-methyl-purin-6-yl]piperidin-4-yl]-3~{H}-imidazo[4,5-b]pyridin-2-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 K4A "Create component" 2018-10-26 RCSB K4A "Initial release" 2019-05-01 RCSB ##