data_3WN # _chem_comp.id 3WN _chem_comp.name "4-[(3-aminophenyl)amino]pyrido[2,3-d]pyrimidin-5(8H)-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 2014-11-27 _chem_comp.pdbx_modified_date 2014-12-19 _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 3WN _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 4X2J _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 3WN C1 C1 C 0 1 N N N 20.290 70.280 4.322 3.805 1.433 -0.379 C1 3WN 1 3WN C2 C2 C 0 1 N N N 20.444 70.922 3.155 4.537 0.310 -0.245 C2 3WN 2 3WN C8 C3 C 0 1 Y N N 16.058 70.130 1.797 0.765 -2.350 0.529 C8 3WN 3 3WN C10 C4 C 0 1 Y N N 16.672 69.232 3.843 0.400 -0.101 0.162 C10 3WN 4 3WN C13 C5 C 0 1 Y N N 15.254 67.781 5.230 -1.845 0.762 0.082 C13 3WN 5 3WN C14 C6 C 0 1 Y N N 14.428 68.130 6.298 -2.382 -0.404 -0.445 C14 3WN 6 3WN C15 C7 C 0 1 Y N N 12.981 66.277 5.765 -4.586 0.356 0.143 C15 3WN 7 3WN C16 C8 C 0 1 Y N N 13.820 65.909 4.713 -4.049 1.521 0.656 C16 3WN 8 3WN N3 N1 N 0 1 N N N 19.455 71.023 2.240 3.979 -0.901 0.012 N3 3WN 9 3WN C4 C9 C 0 1 N N N 19.057 69.664 4.641 2.393 1.378 -0.253 C4 3WN 10 3WN C5 C10 C 0 1 Y N N 17.962 69.772 3.657 1.786 0.070 0.019 C5 3WN 11 3WN C6 C11 C 0 1 Y N N 18.227 70.477 2.449 2.625 -1.052 0.150 C6 3WN 12 3WN N7 N2 N 0 1 Y N N 17.260 70.633 1.560 2.071 -2.235 0.401 N7 3WN 13 3WN N9 N3 N 0 1 Y N N 15.750 69.447 2.884 -0.058 -1.325 0.419 N9 3WN 14 3WN O11 O1 O 0 1 N N N 18.929 69.111 5.718 1.709 2.382 -0.365 O11 3WN 15 3WN N12 N4 N 0 1 N N N 16.409 68.537 5.006 -0.463 0.971 0.053 N12 3WN 16 3WN C17 C12 C 0 1 Y N N 13.277 67.387 6.558 -3.754 -0.608 -0.414 C17 3WN 17 3WN C18 C13 C 0 1 Y N N 14.966 66.652 4.450 -2.683 1.725 0.632 C18 3WN 18 3WN N19 N5 N 0 1 N N N 12.409 67.773 7.594 -4.299 -1.780 -0.944 N19 3WN 19 3WN H1 H1 H 0 1 N N N 21.111 70.233 5.022 4.293 2.376 -0.579 H1 3WN 20 3WN H3 H3 H 0 1 N N N 21.399 71.378 2.937 5.610 0.375 -0.345 H3 3WN 21 3WN H4 H4 H 0 1 N N N 15.286 70.288 1.059 0.350 -3.325 0.737 H4 3WN 22 3WN H5 H5 H 0 1 N N N 14.679 68.974 6.923 -1.733 -1.151 -0.877 H5 3WN 23 3WN H6 H6 H 0 1 N N N 12.093 65.697 5.968 -5.654 0.198 0.167 H6 3WN 24 3WN H7 H7 H 0 1 N N N 13.580 65.050 4.104 -4.697 2.269 1.088 H7 3WN 25 3WN H8 H8 H 0 1 N N N 17.090 68.577 5.737 -0.110 1.870 -0.043 H8 3WN 26 3WN H9 H9 H 0 1 N N N 15.630 66.361 3.650 -2.266 2.636 1.034 H9 3WN 27 3WN H10 H10 H 0 1 N N N 12.776 68.582 8.053 -3.718 -2.452 -1.333 H10 3WN 28 3WN H11 H11 H 0 1 N N N 11.509 67.986 7.213 -5.258 -1.921 -0.922 H11 3WN 29 3WN H2 H2 H 0 1 N N N 19.631 71.513 1.386 4.553 -1.678 0.099 H2 3WN 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 3WN N7 C8 DOUB Y N 1 3WN N7 C6 SING Y N 2 3WN C8 N9 SING Y N 3 3WN N3 C6 SING N N 4 3WN N3 C2 SING N N 5 3WN C6 C5 DOUB Y N 6 3WN N9 C10 DOUB Y N 7 3WN C2 C1 DOUB N N 8 3WN C5 C10 SING Y N 9 3WN C5 C4 SING N N 10 3WN C10 N12 SING N N 11 3WN C1 C4 SING N N 12 3WN C18 C16 DOUB Y N 13 3WN C18 C13 SING Y N 14 3WN C4 O11 DOUB N N 15 3WN C16 C15 SING Y N 16 3WN N12 C13 SING N N 17 3WN C13 C14 DOUB Y N 18 3WN C15 C17 DOUB Y N 19 3WN C14 C17 SING Y N 20 3WN C17 N19 SING N N 21 3WN C1 H1 SING N N 22 3WN C2 H3 SING N N 23 3WN C8 H4 SING N N 24 3WN C14 H5 SING N N 25 3WN C15 H6 SING N N 26 3WN C16 H7 SING N N 27 3WN N12 H8 SING N N 28 3WN C18 H9 SING N N 29 3WN N19 H10 SING N N 30 3WN N19 H11 SING N N 31 3WN N3 H2 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 3WN SMILES ACDLabs 12.01 "O=C3c1c(ncnc1Nc2cccc(N)c2)NC=C3" 3WN InChI InChI 1.03 "InChI=1S/C13H11N5O/c14-8-2-1-3-9(6-8)18-13-11-10(19)4-5-15-12(11)16-7-17-13/h1-7H,14H2,(H2,15,16,17,18,19)" 3WN InChIKey InChI 1.03 ZHTCGJQGXHCVHH-UHFFFAOYSA-N 3WN SMILES_CANONICAL CACTVS 3.385 "Nc1cccc(Nc2ncnc3NC=CC(=O)c23)c1" 3WN SMILES CACTVS 3.385 "Nc1cccc(Nc2ncnc3NC=CC(=O)c23)c1" 3WN SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(cc(c1)Nc2c3c(ncn2)NC=CC3=O)N" 3WN SMILES "OpenEye OEToolkits" 1.9.2 "c1cc(cc(c1)Nc2c3c(ncn2)NC=CC3=O)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 3WN "SYSTEMATIC NAME" ACDLabs 12.01 "4-[(3-aminophenyl)amino]pyrido[2,3-d]pyrimidin-5(8H)-one" 3WN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "4-[(3-aminophenyl)amino]-8H-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 3WN "Other modification" 2014-11-27 EBI 3WN "Initial release" 2014-12-24 RCSB #