data_W76 # _chem_comp.id W76 _chem_comp.name "5-[2-(3-methoxyphenyl)ethyl]-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H14 N2 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-03-11 _chem_comp.pdbx_modified_date 2014-02-28 _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 290.271 _chem_comp.one_letter_code ? _chem_comp.three_letter_code W76 _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 3W76 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 W76 OAJ OAJ O 0 1 N N N 4.178 14.967 14.403 -2.115 -3.280 0.089 OAJ W76 1 W76 CAI CAI C 0 1 N N N 5.453 14.918 14.224 -1.515 -2.077 0.170 CAI W76 2 W76 OAK OAK O 0 1 N N N 6.218 15.934 14.118 -0.309 -2.007 0.291 OAK W76 3 W76 C4 C4 C 0 1 N N N 5.973 13.551 14.070 -2.327 -0.838 0.113 C4 W76 4 W76 N3 N3 N 0 1 N N N 5.487 12.682 15.081 -3.679 -0.904 -0.147 N3 W76 5 W76 C2 C2 C 0 1 N N N 5.821 11.347 15.048 -4.432 0.207 -0.203 C2 W76 6 W76 O2 O2 O 0 1 N N N 5.406 10.560 15.970 -5.621 0.105 -0.436 O2 W76 7 W76 N1 N1 N 0 1 N N N 6.669 10.906 14.095 -3.905 1.429 -0.009 N1 W76 8 W76 C6 C6 C 0 1 N N N 7.185 11.742 13.111 -2.589 1.573 0.251 C6 W76 9 W76 O6 O6 O 0 1 N N N 7.892 11.208 12.268 -2.110 2.677 0.427 O6 W76 10 W76 C5 C5 C 0 1 N N N 6.815 13.090 13.096 -1.746 0.373 0.322 C5 W76 11 W76 CAL CAL C 0 1 N N N 7.279 14.034 12.041 -0.271 0.482 0.609 CAL W76 12 W76 CAM CAM C 0 1 N N N 6.717 13.604 10.719 0.492 0.669 -0.704 CAM W76 13 W76 CAN CAN C 0 1 Y N N 5.321 13.559 10.759 1.967 0.778 -0.416 CAN W76 14 W76 CAS CAS C 0 1 Y N N 4.458 14.575 11.207 2.751 -0.359 -0.391 CAS W76 15 W76 CAO CAO C 0 1 Y N N 4.616 12.402 10.435 2.536 2.017 -0.184 CAO W76 16 W76 CAP CAP C 0 1 Y N N 3.241 12.259 10.520 3.889 2.120 0.080 CAP W76 17 W76 CAQ CAQ C 0 1 Y N N 2.391 13.270 10.905 4.676 0.985 0.112 CAQ W76 18 W76 CAR CAR C 0 1 Y N N 3.051 14.456 11.275 4.109 -0.258 -0.126 CAR W76 19 W76 OAT OAT O 0 1 N N N 2.462 15.572 11.754 4.883 -1.375 -0.100 OAT W76 20 W76 CAU CAU C 0 1 N N N 1.119 15.501 12.298 6.273 -1.196 0.179 CAU W76 21 W76 H1 H1 H 0 1 N N N 3.898 15.874 14.443 -1.544 -4.059 0.131 H1 W76 22 W76 H2 H2 H 0 1 N N N 6.936 9.942 14.097 -4.476 2.212 -0.056 H2 W76 23 W76 H4 H4 H 0 1 N N N 8.378 14.024 11.995 -0.090 1.337 1.260 H4 W76 24 W76 H5 H5 H 0 1 N N N 6.931 15.050 12.277 0.071 -0.428 1.102 H5 W76 25 W76 H6 H6 H 0 1 N N N 7.102 12.604 10.473 0.311 -0.187 -1.354 H6 W76 26 W76 H7 H7 H 0 1 N N N 7.032 14.319 9.945 0.149 1.579 -1.197 H7 W76 27 W76 H8 H8 H 0 1 N N N 4.900 15.509 11.520 2.307 -1.326 -0.576 H8 W76 28 W76 H9 H9 H 0 1 N N N 5.185 11.551 10.091 1.922 2.905 -0.209 H9 W76 29 W76 H10 H10 H 0 1 N N N 2.812 11.300 10.270 4.331 3.089 0.261 H10 W76 30 W76 H11 H11 H 0 1 N N N 1.316 13.163 10.922 5.734 1.067 0.318 H11 W76 31 W76 H12 H12 H 0 1 N N N 0.807 16.500 12.637 6.390 -0.735 1.160 H12 W76 32 W76 H13 H13 H 0 1 N N N 0.427 15.145 11.521 6.773 -2.164 0.170 H13 W76 33 W76 H14 H14 H 0 1 N N N 1.105 14.804 13.149 6.715 -0.551 -0.580 H14 W76 34 W76 H15 H15 H 0 1 N N N 4.905 13.037 15.813 -4.094 -1.769 -0.293 H15 W76 35 # 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 W76 CAO CAP DOUB Y N 1 W76 CAO CAN SING Y N 2 W76 CAP CAQ SING Y N 3 W76 CAM CAN SING N N 4 W76 CAM CAL SING N N 5 W76 CAN CAS DOUB Y N 6 W76 CAQ CAR DOUB Y N 7 W76 CAS CAR SING Y N 8 W76 CAR OAT SING N N 9 W76 OAT CAU SING N N 10 W76 CAL C5 SING N N 11 W76 O6 C6 DOUB N N 12 W76 C5 C6 SING N N 13 W76 C5 C4 DOUB N N 14 W76 C6 N1 SING N N 15 W76 C4 CAI SING N N 16 W76 C4 N3 SING N N 17 W76 N1 C2 SING N N 18 W76 OAK CAI DOUB N N 19 W76 CAI OAJ SING N N 20 W76 C2 N3 SING N N 21 W76 C2 O2 DOUB N N 22 W76 OAJ H1 SING N N 23 W76 N1 H2 SING N N 24 W76 CAL H4 SING N N 25 W76 CAL H5 SING N N 26 W76 CAM H6 SING N N 27 W76 CAM H7 SING N N 28 W76 CAS H8 SING N N 29 W76 CAO H9 SING N N 30 W76 CAP H10 SING N N 31 W76 CAQ H11 SING N N 32 W76 CAU H12 SING N N 33 W76 CAU H13 SING N N 34 W76 CAU H14 SING N N 35 W76 N3 H15 SING N N 36 # 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 W76 SMILES ACDLabs 12.01 "O=C1NC(C(=O)O)=C(C(=O)N1)CCc2cccc(OC)c2" W76 InChI InChI 1.03 "InChI=1S/C14H14N2O5/c1-21-9-4-2-3-8(7-9)5-6-10-11(13(18)19)15-14(20)16-12(10)17/h2-4,7H,5-6H2,1H3,(H,18,19)(H2,15,16,17,20)" W76 InChIKey InChI 1.03 OLFHVSKJWZJMKR-UHFFFAOYSA-N W76 SMILES_CANONICAL CACTVS 3.370 "COc1cccc(CCC2=C(NC(=O)NC2=O)C(O)=O)c1" W76 SMILES CACTVS 3.370 "COc1cccc(CCC2=C(NC(=O)NC2=O)C(O)=O)c1" W76 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "COc1cccc(c1)CCC2=C(NC(=O)NC2=O)C(=O)O" W76 SMILES "OpenEye OEToolkits" 1.7.6 "COc1cccc(c1)CCC2=C(NC(=O)NC2=O)C(=O)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 W76 "SYSTEMATIC NAME" ACDLabs 12.01 "5-[2-(3-methoxyphenyl)ethyl]-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid" W76 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "5-[2-(3-methoxyphenyl)ethyl]-2,4-bis(oxidanylidene)-1H-pyrimidine-6-carboxylic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site W76 "Create component" 2013-03-11 PDBJ W76 "Initial release" 2014-03-05 RCSB #