data_3WK # _chem_comp.id 3WK _chem_comp.name "4-[(4-aminophenyl)amino]pyrido[2,3-d]pyrimidin-5(6H)-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C13 H11 N5 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-11-26 _chem_comp.pdbx_modified_date 2015-08-07 _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 253.259 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3WK _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 4X2G _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 3WK C1 C1 C 0 1 N N N 15.421 68.826 4.375 3.849 1.603 0.330 C1 3WK 1 3WK C2 C2 C 0 1 N N N 14.993 69.251 3.162 4.649 0.366 0.018 C2 3WK 2 3WK C8 C3 C 0 1 Y N N 19.074 71.211 2.065 0.990 -2.446 0.282 C8 3WK 3 3WK C10 C4 C 0 1 Y N N 18.951 70.213 4.165 0.504 -0.199 0.076 C10 3WK 4 3WK C13 C5 C 0 1 Y N N 20.785 70.331 5.813 -1.785 0.540 0.007 C13 3WK 5 3WK C14 C6 C 0 1 Y N N 21.757 69.416 6.239 -2.247 -0.614 -0.612 C14 3WK 6 3WK C15 C7 C 0 1 Y N N 22.994 69.874 6.704 -3.599 -0.894 -0.630 C15 3WK 7 3WK C16 C8 C 0 1 Y N N 23.241 71.251 6.793 -4.496 -0.021 -0.029 C16 3WK 8 3WK N3 N1 N 0 1 N N N 15.783 69.923 2.290 4.119 -0.798 -0.104 N3 3WK 9 3WK C4 C9 C 0 1 N N N 16.745 69.090 4.796 2.431 1.405 -0.175 C4 3WK 10 3WK C5 C10 C 0 1 Y N N 17.624 69.815 3.857 1.879 0.056 -0.027 C5 3WK 11 3WK C6 C11 C 0 1 Y N N 17.076 70.210 2.597 2.785 -1.030 0.018 C6 3WK 12 3WK N7 N2 N 0 1 Y N N 17.828 70.890 1.735 2.291 -2.254 0.179 N7 3WK 13 3WK N9 N3 N 0 1 Y N N 19.651 70.846 3.196 0.112 -1.465 0.230 N9 3WK 14 3WK O11 O1 O 0 1 N N N 17.131 68.689 5.875 1.792 2.310 -0.671 O11 3WK 15 3WK N12 N4 N 0 1 N N N 19.515 69.874 5.381 -0.414 0.827 0.020 N12 3WK 16 3WK C17 C12 C 0 1 Y N N 22.269 72.167 6.379 -4.035 1.133 0.590 C17 3WK 17 3WK C18 C13 C 0 1 Y N N 21.047 71.707 5.891 -2.683 1.413 0.608 C18 3WK 18 3WK N19 N5 N 0 1 N N N 24.496 71.717 7.240 -5.866 -0.305 -0.048 N19 3WK 19 3WK H1 H1 H 0 1 N N N 14.755 69.281 5.123 3.834 1.767 1.407 H1 3WK 20 3WK H2 H2 H 0 1 N N N 15.296 67.733 4.389 4.296 2.466 -0.165 H2 3WK 21 3WK H3 H3 H 0 1 N N N 13.972 69.044 2.876 5.717 0.462 -0.110 H3 3WK 22 3WK H4 H4 H 0 1 N N N 19.648 71.804 1.369 0.627 -3.455 0.413 H4 3WK 23 3WK H5 H5 H 0 1 N N N 21.551 68.356 6.208 -1.548 -1.292 -1.080 H5 3WK 24 3WK H6 H6 H 0 1 N N N 23.758 69.168 6.994 -3.958 -1.791 -1.112 H6 3WK 25 3WK H7 H7 H 0 1 N N N 18.998 69.273 5.990 -0.111 1.748 -0.010 H7 3WK 26 3WK H8 H8 H 0 1 N N N 22.464 73.228 6.437 -4.733 1.811 1.057 H8 3WK 27 3WK H9 H9 H 0 1 N N N 20.297 72.415 5.571 -2.323 2.310 1.090 H9 3WK 28 3WK H10 H10 H 0 1 N N N 25.069 70.939 7.497 -6.189 -1.111 -0.481 H10 3WK 29 3WK H11 H11 H 0 1 N N N 24.941 72.231 6.507 -6.494 0.305 0.372 H11 3WK 30 # 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 3WK N7 C8 DOUB Y N 1 3WK N7 C6 SING Y N 2 3WK C8 N9 SING Y N 3 3WK N3 C6 SING N N 4 3WK N3 C2 DOUB N N 5 3WK C6 C5 DOUB Y N 6 3WK C2 C1 SING N N 7 3WK N9 C10 DOUB Y N 8 3WK C5 C10 SING Y N 9 3WK C5 C4 SING N N 10 3WK C10 N12 SING N N 11 3WK C1 C4 SING N N 12 3WK C4 O11 DOUB N N 13 3WK N12 C13 SING N N 14 3WK C13 C18 DOUB Y N 15 3WK C13 C14 SING Y N 16 3WK C18 C17 SING Y N 17 3WK C14 C15 DOUB Y N 18 3WK C17 C16 DOUB Y N 19 3WK C15 C16 SING Y N 20 3WK C16 N19 SING N N 21 3WK C1 H1 SING N N 22 3WK C1 H2 SING N N 23 3WK C2 H3 SING N N 24 3WK C8 H4 SING N N 25 3WK C14 H5 SING N N 26 3WK C15 H6 SING N N 27 3WK N12 H7 SING N N 28 3WK C17 H8 SING N N 29 3WK C18 H9 SING N N 30 3WK N19 H10 SING N N 31 3WK N19 H11 SING N N 32 # 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 3WK SMILES ACDLabs 12.01 "O=C1c2c(ncnc2N=CC1)Nc3ccc(N)cc3" 3WK InChI InChI 1.03 "InChI=1S/C13H11N5O/c14-8-1-3-9(4-2-8)18-13-11-10(19)5-6-15-12(11)16-7-17-13/h1-4,6-7H,5,14H2,(H,16,17,18)" 3WK InChIKey InChI 1.03 FWUUBTREFIXWHX-UHFFFAOYSA-N 3WK SMILES_CANONICAL CACTVS 3.385 "Nc1ccc(Nc2ncnc3N=CCC(=O)c23)cc1" 3WK SMILES CACTVS 3.385 "Nc1ccc(Nc2ncnc3N=CCC(=O)c23)cc1" 3WK SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(ccc1N)Nc2c3c(ncn2)N=CCC3=O" 3WK SMILES "OpenEye OEToolkits" 1.9.2 "c1cc(ccc1N)Nc2c3c(ncn2)N=CCC3=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 3WK "SYSTEMATIC NAME" ACDLabs 12.01 "4-[(4-aminophenyl)amino]pyrido[2,3-d]pyrimidin-5(6H)-one" 3WK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "4-[(4-aminophenyl)amino]-6H-pyrido[2,3-d]pyrimidin-5-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 3WK "Create component" 2014-11-26 RCSB 3WK "Initial release" 2015-08-12 RCSB #