data_P16 # _chem_comp.id P16 _chem_comp.name "6-(2,6-DICHLOROPHENYL)-2-{[3-(HYDROXYMETHYL)PHENYL]AMINO}-8-METHYLPYRIDO[2,3-D]PYRIMIDIN-7(8H)-ONE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H16 Cl2 N4 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms PD166326 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2003-03-18 _chem_comp.pdbx_modified_date 2021-03-01 _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 427.283 _chem_comp.one_letter_code ? _chem_comp.three_letter_code P16 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1OPK _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 P16 O1 O1 O 0 1 N N N 49.980 11.093 14.944 0.435 0.289 -9.039 O1 P16 1 P16 C2 C2 C 0 1 N N N 49.596 11.894 13.862 0.632 -0.842 -8.190 C2 P16 2 P16 C3 C3 C 0 1 Y N N 49.221 13.309 14.274 -0.076 -0.618 -6.880 C3 P16 3 P16 C4 C4 C 0 1 Y N N 50.147 14.393 14.073 -1.390 -1.023 -6.727 C4 P16 4 P16 C5 C5 C 0 1 Y N N 49.804 15.704 14.461 -2.044 -0.819 -5.526 C5 P16 5 P16 C6 C6 C 0 1 Y N N 48.535 15.974 15.061 -1.388 -0.209 -4.475 C6 P16 6 P16 C7 C7 C 0 1 Y N N 47.604 14.903 15.264 -0.069 0.198 -4.625 C7 P16 7 P16 N9 N9 N 0 1 N N N 46.330 15.046 15.874 0.598 0.816 -3.563 N9 P16 8 P16 C10 C10 C 0 1 Y N N 45.897 16.061 16.681 0.317 0.445 -2.262 C10 P16 9 P16 N11 N11 N 0 1 Y N N 44.614 15.902 17.177 -0.505 -0.576 -2.051 N11 P16 10 P16 C12 C12 C 0 1 Y N N 44.155 16.860 18.002 -0.805 -0.970 -0.828 C12 P16 11 P16 C13 C13 C 0 1 Y N N 44.925 17.997 18.377 -0.235 -0.286 0.256 C13 P16 12 P16 C16 C16 C 0 1 Y N N 44.452 19.026 19.259 -0.519 -0.662 1.589 C16 P16 13 P16 C17 C17 C 0 1 Y N N 45.243 20.091 19.576 0.061 0.037 2.613 C17 P16 14 P16 C18 C18 C 0 1 Y N N 46.622 20.233 18.978 0.958 1.152 2.304 C18 P16 15 P16 O21 O21 O 0 1 N N N 47.405 21.159 19.199 1.479 1.779 3.209 O21 P16 16 P16 N19 N19 N 0 1 Y N N 47.062 19.177 18.103 1.210 1.488 1.025 N19 P16 17 P16 C14 C14 C 0 1 Y N N 46.242 18.092 17.788 0.629 0.797 -0.007 C14 P16 18 P16 N15 N15 N 0 1 Y N N 46.706 17.115 16.968 0.878 1.120 -1.271 N15 P16 19 P16 C20 C20 C 0 1 N N N 48.407 19.246 17.479 2.110 2.607 0.732 C20 P16 20 P16 C22 C22 C 0 1 Y N N 44.799 21.160 20.495 -0.215 -0.331 4.021 C22 P16 21 P16 C27 C27 C 0 1 Y N N 44.264 22.389 20.017 0.591 -1.265 4.673 C27 P16 22 P16 CL28 CL28 CL 0 0 N N N 44.060 22.644 18.299 1.924 -1.997 3.835 CL28 P16 23 P16 C26 C26 C 0 1 Y N N 43.857 23.419 20.929 0.328 -1.604 5.986 C26 P16 24 P16 C25 C25 C 0 1 Y N N 44.014 23.232 22.333 -0.732 -1.020 6.654 C25 P16 25 P16 C24 C24 C 0 1 Y N N 44.543 22.010 22.844 -1.536 -0.095 6.014 C24 P16 26 P16 C23 C23 C 0 1 Y N N 44.943 20.998 21.916 -1.281 0.256 4.703 C23 P16 27 P16 CL29 CL29 CL 0 0 N N N 45.584 19.511 22.554 -2.291 1.418 3.902 CL29 P16 28 P16 C8 C8 C 0 1 Y N N 47.962 13.570 14.866 0.583 -0.002 -5.835 C8 P16 29 P16 HO1 HO1 H 0 1 N N N 50.214 10.209 14.686 0.904 0.105 -9.864 HO1 P16 30 P16 H21 1H2 H 0 1 N N N 50.385 11.904 13.074 1.698 -0.978 -8.008 H21 P16 31 P16 H22 2H2 H 0 1 N N N 48.770 11.415 13.285 0.230 -1.733 -8.673 H22 P16 32 P16 H4 H4 H 0 1 N N N 51.134 14.216 13.614 -1.905 -1.499 -7.548 H4 P16 33 P16 H5 H5 H 0 1 N N N 50.528 16.518 14.295 -3.070 -1.137 -5.410 H5 P16 34 P16 H6 H6 H 0 1 N N N 48.275 17.002 15.365 -1.900 -0.051 -3.537 H6 P16 35 P16 HN9 HN9 H 0 1 N N N 46.176 14.186 16.402 1.257 1.505 -3.740 HN9 P16 36 P16 H12 H12 H 0 1 N N N 43.128 16.710 18.377 -1.474 -1.802 -0.665 H12 P16 37 P16 H16 H16 H 0 1 N N N 43.445 18.997 19.709 -1.183 -1.487 1.797 H16 P16 38 P16 H201 1H20 H 0 0 N N N 48.747 18.428 16.801 2.471 3.036 1.667 H201 P16 39 P16 H202 2H20 H 0 0 N N N 48.494 20.215 16.935 2.956 2.249 0.146 H202 P16 40 P16 H203 3H20 H 0 0 N N N 49.165 19.374 18.286 1.572 3.367 0.167 H203 P16 41 P16 H26 H26 H 0 1 N N N 43.421 24.358 20.549 0.952 -2.326 6.491 H26 P16 42 P16 H25 H25 H 0 1 N N N 43.724 24.037 23.028 -0.934 -1.289 7.681 H25 P16 43 P16 H24 H24 H 0 1 N N N 44.640 21.851 23.931 -2.364 0.355 6.542 H24 P16 44 P16 H8 H8 H 0 1 N N N 47.259 12.733 15.017 1.609 0.313 -5.954 H8 P16 45 # # 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 P16 O1 C2 SING N N 1 P16 O1 HO1 SING N N 2 P16 C2 C3 SING N N 3 P16 C2 H21 SING N N 4 P16 C2 H22 SING N N 5 P16 C3 C4 DOUB Y N 6 P16 C3 C8 SING Y N 7 P16 C4 C5 SING Y N 8 P16 C4 H4 SING N N 9 P16 C5 C6 DOUB Y N 10 P16 C5 H5 SING N N 11 P16 C6 C7 SING Y N 12 P16 C6 H6 SING N N 13 P16 C7 N9 SING N N 14 P16 C7 C8 DOUB Y N 15 P16 N9 C10 SING N N 16 P16 N9 HN9 SING N N 17 P16 C10 N11 DOUB Y N 18 P16 C10 N15 SING Y N 19 P16 N11 C12 SING Y N 20 P16 C12 C13 DOUB Y N 21 P16 C12 H12 SING N N 22 P16 C13 C16 SING Y N 23 P16 C13 C14 SING Y N 24 P16 C16 C17 DOUB Y N 25 P16 C16 H16 SING N N 26 P16 C17 C18 SING Y N 27 P16 C17 C22 SING Y N 28 P16 C18 O21 DOUB N N 29 P16 C18 N19 SING Y N 30 P16 N19 C14 SING Y N 31 P16 N19 C20 SING N N 32 P16 C14 N15 DOUB Y N 33 P16 C20 H201 SING N N 34 P16 C20 H202 SING N N 35 P16 C20 H203 SING N N 36 P16 C22 C27 DOUB Y N 37 P16 C22 C23 SING Y N 38 P16 C27 CL28 SING N N 39 P16 C27 C26 SING Y N 40 P16 C26 C25 DOUB Y N 41 P16 C26 H26 SING N N 42 P16 C25 C24 SING Y N 43 P16 C25 H25 SING N N 44 P16 C24 C23 DOUB Y N 45 P16 C24 H24 SING N N 46 P16 C23 CL29 SING N N 47 P16 C8 H8 SING N N 48 # # 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 P16 SMILES ACDLabs 10.04 "Clc4cccc(Cl)c4C3=Cc1c(nc(nc1)Nc2cc(ccc2)CO)N(C3=O)C" P16 SMILES_CANONICAL CACTVS 3.341 "CN1C(=O)C(=Cc2cnc(Nc3cccc(CO)c3)nc12)c4c(Cl)cccc4Cl" P16 SMILES CACTVS 3.341 "CN1C(=O)C(=Cc2cnc(Nc3cccc(CO)c3)nc12)c4c(Cl)cccc4Cl" P16 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CN1c2c(cnc(n2)Nc3cccc(c3)CO)C=C(C1=O)c4c(cccc4Cl)Cl" P16 SMILES "OpenEye OEToolkits" 1.5.0 "CN1c2c(cnc(n2)Nc3cccc(c3)CO)C=C(C1=O)c4c(cccc4Cl)Cl" P16 InChI InChI 1.03 "InChI=1S/C21H16Cl2N4O2/c1-27-19-13(9-15(20(27)29)18-16(22)6-3-7-17(18)23)10-24-21(26-19)25-14-5-2-4-12(8-14)11-28/h2-10,28H,11H2,1H3,(H,24,25,26)" P16 InChIKey InChI 1.03 ZIQFYVPVJZEOFS-UHFFFAOYSA-N # # 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 P16 "SYSTEMATIC NAME" ACDLabs 10.04 "6-(2,6-dichlorophenyl)-2-{[3-(hydroxymethyl)phenyl]amino}-8-methylpyrido[2,3-d]pyrimidin-7(8H)-one" P16 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "6-(2,6-dichlorophenyl)-2-[[3-(hydroxymethyl)phenyl]amino]-8-methyl-pyrido[6,5-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 P16 "Create component" 2003-03-18 RCSB P16 "Modify aromatic_flag" 2011-06-04 RCSB P16 "Modify descriptor" 2011-06-04 RCSB P16 "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id P16 _pdbx_chem_comp_synonyms.name PD166326 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##