data_59U # _chem_comp.id 59U _chem_comp.name "6-[2-chloro-4-(6-methylpyrazin-2-yl)phenyl]-8-ethyl-2-{[2-(1-methylpiperidin-4-yl)ethyl]amino}pyrido[2,3-d]pyrimidin-7(8H)-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H32 Cl N7 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-08-27 _chem_comp.pdbx_modified_date 2016-01-22 _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 518.053 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 59U _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 5DFP _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 59U C10 C1 C 0 1 Y N N 10.420 34.929 -12.924 3.117 -0.127 0.305 C10 59U 1 59U C13 C2 C 0 1 Y N N 7.788 34.903 -12.023 5.817 0.492 0.446 C13 59U 2 59U C15 C3 C 0 1 Y N N 9.647 36.100 -12.953 3.858 0.036 -0.868 C15 59U 3 59U C17 C4 C 0 1 Y N N 6.112 34.215 -10.314 7.902 0.870 1.759 C17 59U 4 59U C20 C5 C 0 1 N N N 3.012 35.745 -12.646 10.012 1.640 -1.776 C20 59U 5 59U C21 C6 C 0 1 N N N 18.520 33.824 -15.752 -5.591 0.095 0.464 C21 59U 6 59U C22 C7 C 0 1 N N N 17.784 33.999 -17.080 -6.972 -0.545 0.307 C22 59U 7 59U C24 C8 C 0 1 N N N 19.576 34.302 -18.756 -9.430 -0.172 0.567 C24 59U 8 59U C26 C9 C 0 1 N N N 17.944 32.978 -20.635 -9.126 2.605 -0.197 C26 59U 9 59U N01 N1 N 0 1 N N N 18.160 34.839 -14.749 -4.556 -0.902 0.183 N01 59U 10 59U N02 N2 N 0 1 Y N N 16.804 34.666 -12.710 -2.905 0.693 0.593 N02 59U 11 59U C01 C10 C 0 1 Y N N 16.866 34.802 -14.073 -3.222 -0.554 0.261 C01 59U 12 59U N03 N3 N 0 1 Y N N 15.822 34.950 -14.921 -2.306 -1.475 0.002 N03 59U 13 59U C02 C11 C 0 1 Y N N 14.606 34.942 -14.359 -1.013 -1.177 0.067 C02 59U 14 59U C03 C12 C 0 1 Y N N 14.381 34.780 -12.958 -0.637 0.138 0.417 C03 59U 15 59U C04 C13 C 0 1 Y N N 15.540 34.652 -12.173 -1.645 1.077 0.682 C04 59U 16 59U N04 N4 N 0 1 N N N 13.475 35.093 -15.319 -0.058 -2.125 -0.198 N04 59U 17 59U C05 C14 C 0 1 N N N 12.120 35.079 -14.840 1.252 -1.818 -0.130 C05 59U 18 59U C06 C15 C 0 1 N N N 11.848 34.945 -13.430 1.677 -0.463 0.230 C06 59U 19 59U C07 C16 C 0 1 N N N 12.935 34.790 -12.488 0.730 0.489 0.496 C07 59U 20 59U C08 C17 C 0 1 N N N 13.703 35.232 -16.753 -0.466 -3.485 -0.559 C08 59U 21 59U C09 C18 C 0 1 N N N 13.935 33.863 -17.355 -0.593 -4.332 0.709 C09 59U 22 59U O O1 O 0 1 N N N 11.065 35.214 -15.683 2.088 -2.672 -0.369 O 59U 23 59U C11 C19 C 0 1 Y N N 9.868 33.737 -12.457 3.735 0.022 1.547 C11 59U 24 59U C12 C20 C 0 1 Y N N 8.542 33.725 -12.007 5.076 0.329 1.617 C12 59U 25 59U C14 C21 C 0 1 Y N N 8.328 36.095 -12.506 5.200 0.343 -0.797 C14 59U 26 59U CL CL1 CL 0 0 N N N 10.333 37.557 -13.548 3.090 -0.149 -2.414 CL 59U 27 59U C16 C22 C 0 1 Y N N 6.371 34.836 -11.535 7.259 0.823 0.522 C16 59U 28 59U N05 N5 N 0 1 Y N N 4.854 34.092 -9.834 9.187 1.165 1.821 N05 59U 29 59U C18 C23 C 0 1 Y N N 3.889 34.603 -10.616 9.866 1.410 0.713 C18 59U 30 59U C19 C24 C 0 1 Y N N 4.153 35.207 -11.836 9.233 1.359 -0.517 C19 59U 31 59U N06 N6 N 0 1 Y N N 5.406 35.342 -12.319 7.945 1.076 -0.589 N06 59U 32 59U C23 C25 C 0 1 N N N 18.578 33.301 -18.170 -8.053 0.496 0.601 C23 59U 33 59U C25 C26 C 0 1 N N N 20.142 33.933 -20.107 -10.511 0.886 0.801 C25 59U 34 59U N N7 N 0 1 N N N 19.365 33.017 -20.925 -10.422 1.917 -0.241 N 59U 35 59U C27 C27 C 0 1 N N N 17.673 32.636 -19.192 -8.003 1.599 -0.461 C27 59U 36 59U C C28 C 0 1 N N N 19.746 32.852 -22.334 -10.670 1.344 -1.571 C 59U 37 59U H1 H1 H 0 1 N N N 6.937 33.823 -9.737 7.349 0.670 2.664 H1 59U 38 59U H2 H2 H 0 1 N N N 3.399 36.197 -13.571 10.434 0.710 -2.158 H2 59U 39 59U H3 H3 H 0 1 N N N 2.323 34.925 -12.899 9.349 2.073 -2.525 H3 59U 40 59U H4 H4 H 0 1 N N N 2.476 36.508 -12.062 10.818 2.341 -1.556 H4 59U 41 59U H5 H5 H 0 1 N N N 18.277 32.831 -15.346 -5.495 0.926 -0.235 H5 59U 42 59U H6 H6 H 0 1 N N N 19.602 33.888 -15.941 -5.474 0.463 1.483 H6 59U 43 59U H7 H7 H 0 1 N N N 17.694 35.070 -17.315 -7.089 -0.913 -0.712 H7 59U 44 59U H8 H8 H 0 1 N N N 16.781 33.553 -17.009 -7.068 -1.376 1.006 H8 59U 45 59U H9 H9 H 0 1 N N N 20.415 34.398 -18.051 -9.584 -0.640 -0.405 H9 59U 46 59U H10 H10 H 0 1 N N N 19.067 35.272 -18.854 -9.486 -0.929 1.349 H10 59U 47 59U H11 H11 H 0 1 N N N 17.509 33.964 -20.854 -9.102 3.384 -0.960 H11 59U 48 59U H12 H12 H 0 1 N N N 17.471 32.219 -21.275 -8.987 3.055 0.785 H12 59U 49 59U H13 H13 H 0 1 N N N 18.856 34.791 -14.033 -4.807 -1.808 -0.058 H13 59U 50 59U H14 H14 H 0 1 N N N 15.432 34.538 -11.104 -1.396 2.092 0.952 H14 59U 51 59U H15 H15 H 0 1 N N N 12.716 34.680 -11.436 1.023 1.494 0.763 H15 59U 52 59U H16 H16 H 0 1 N N N 14.586 35.864 -16.925 -1.427 -3.452 -1.071 H16 59U 53 59U H17 H17 H 0 1 N N N 12.823 35.696 -17.222 0.282 -3.926 -1.218 H17 59U 54 59U H18 H18 H 0 1 N N N 14.108 33.962 -18.437 -0.896 -5.344 0.440 H18 59U 55 59U H19 H19 H 0 1 N N N 14.815 33.400 -16.884 0.369 -4.366 1.221 H19 59U 56 59U H20 H20 H 0 1 N N N 13.051 33.232 -17.181 -1.340 -3.891 1.367 H20 59U 57 59U H21 H21 H 0 1 N N N 10.457 32.832 -12.442 3.162 -0.105 2.454 H21 59U 58 59U H22 H22 H 0 1 N N N 8.102 32.807 -11.648 5.554 0.444 2.578 H22 59U 59 59U H23 H23 H 0 1 N N N 7.735 36.997 -12.533 5.774 0.470 -1.703 H23 59U 60 59U H24 H24 H 0 1 N N N 2.864 34.541 -10.281 10.917 1.651 0.768 H24 59U 61 59U H25 H25 H 0 1 N N N 19.164 32.505 -17.687 -7.883 0.930 1.586 H25 59U 62 59U H26 H26 H 0 1 N N N 21.127 33.472 -19.939 -11.494 0.415 0.763 H26 59U 63 59U H27 H27 H 0 1 N N N 20.266 34.864 -20.679 -10.366 1.344 1.779 H27 59U 64 59U H29 H29 H 0 1 N N N 16.637 32.929 -18.965 -8.134 1.158 -1.449 H29 59U 65 59U H30 H30 H 0 1 N N N 17.780 31.547 -19.078 -7.040 2.107 -0.413 H30 59U 66 59U H31 H31 H 0 1 N N N 20.841 32.899 -22.426 -9.885 0.627 -1.810 H31 59U 67 59U H32 H32 H 0 1 N N N 19.389 31.877 -22.698 -11.637 0.841 -1.576 H32 59U 68 59U H33 H33 H 0 1 N N N 19.293 33.656 -22.933 -10.672 2.141 -2.315 H33 59U 69 # 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 59U C N SING N N 1 59U N C26 SING N N 2 59U N C25 SING N N 3 59U C26 C27 SING N N 4 59U C25 C24 SING N N 5 59U C27 C23 SING N N 6 59U C24 C23 SING N N 7 59U C23 C22 SING N N 8 59U C09 C08 SING N N 9 59U C22 C21 SING N N 10 59U C08 N04 SING N N 11 59U C21 N01 SING N N 12 59U O C05 DOUB N N 13 59U N04 C05 SING N N 14 59U N04 C02 SING N N 15 59U N03 C02 DOUB Y N 16 59U N03 C01 SING Y N 17 59U C05 C06 SING N N 18 59U N01 C01 SING N N 19 59U C02 C03 SING Y N 20 59U C01 N02 DOUB Y N 21 59U CL C15 SING N N 22 59U C06 C10 SING N N 23 59U C06 C07 DOUB N N 24 59U C03 C07 SING N N 25 59U C03 C04 DOUB Y N 26 59U C15 C10 DOUB Y N 27 59U C15 C14 SING Y N 28 59U C10 C11 SING Y N 29 59U N02 C04 SING Y N 30 59U C20 C19 SING N N 31 59U C14 C13 DOUB Y N 32 59U C11 C12 DOUB Y N 33 59U N06 C19 DOUB Y N 34 59U N06 C16 SING Y N 35 59U C13 C12 SING Y N 36 59U C13 C16 SING N N 37 59U C19 C18 SING Y N 38 59U C16 C17 DOUB Y N 39 59U C18 N05 DOUB Y N 40 59U C17 N05 SING Y N 41 59U C17 H1 SING N N 42 59U C20 H2 SING N N 43 59U C20 H3 SING N N 44 59U C20 H4 SING N N 45 59U C21 H5 SING N N 46 59U C21 H6 SING N N 47 59U C22 H7 SING N N 48 59U C22 H8 SING N N 49 59U C24 H9 SING N N 50 59U C24 H10 SING N N 51 59U C26 H11 SING N N 52 59U C26 H12 SING N N 53 59U N01 H13 SING N N 54 59U C04 H14 SING N N 55 59U C07 H15 SING N N 56 59U C08 H16 SING N N 57 59U C08 H17 SING N N 58 59U C09 H18 SING N N 59 59U C09 H19 SING N N 60 59U C09 H20 SING N N 61 59U C11 H21 SING N N 62 59U C12 H22 SING N N 63 59U C14 H23 SING N N 64 59U C18 H24 SING N N 65 59U C23 H25 SING N N 66 59U C25 H26 SING N N 67 59U C25 H27 SING N N 68 59U C27 H29 SING N N 69 59U C27 H30 SING N N 70 59U C H31 SING N N 71 59U C H32 SING N N 72 59U C H33 SING N N 73 # 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 59U SMILES ACDLabs 12.01 "c2(ccc(c1cncc(C)n1)cc2Cl)C=5C(N(c4nc(NCCC3CCN(CC3)C)ncc4C=5)CC)=O" 59U InChI InChI 1.03 "InChI=1S/C28H32ClN7O/c1-4-36-26-21(16-32-28(34-26)31-10-7-19-8-11-35(3)12-9-19)13-23(27(36)37)22-6-5-20(14-24(22)29)25-17-30-15-18(2)33-25/h5-6,13-17,19H,4,7-12H2,1-3H3,(H,31,32,34)" 59U InChIKey InChI 1.03 RYCBSFIKWACFBY-UHFFFAOYSA-N 59U SMILES_CANONICAL CACTVS 3.385 "CCN1C(=O)C(=Cc2cnc(NCCC3CCN(C)CC3)nc12)c4ccc(cc4Cl)c5cncc(C)n5" 59U SMILES CACTVS 3.385 "CCN1C(=O)C(=Cc2cnc(NCCC3CCN(C)CC3)nc12)c4ccc(cc4Cl)c5cncc(C)n5" 59U SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CCN1c2c(cnc(n2)NCCC3CCN(CC3)C)C=C(C1=O)c4ccc(cc4Cl)c5cncc(n5)C" 59U SMILES "OpenEye OEToolkits" 1.9.2 "CCN1c2c(cnc(n2)NCCC3CCN(CC3)C)C=C(C1=O)c4ccc(cc4Cl)c5cncc(n5)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 59U "SYSTEMATIC NAME" ACDLabs 12.01 "6-[2-chloro-4-(6-methylpyrazin-2-yl)phenyl]-8-ethyl-2-{[2-(1-methylpiperidin-4-yl)ethyl]amino}pyrido[2,3-d]pyrimidin-7(8H)-one" 59U "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "6-[2-chloranyl-4-(6-methylpyrazin-2-yl)phenyl]-8-ethyl-2-[2-(1-methylpiperidin-4-yl)ethylamino]pyrido[2,3-d]pyrimidin-7-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 59U "Create component" 2015-08-27 RCSB 59U "Initial release" 2016-01-27 RCSB #