data_581 # _chem_comp.id 581 _chem_comp.name "2-[3-(acetylamino)phenyl]-5-hydroxy-6-oxo-1,6-dihydropyrimidine-4-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C13 H11 N3 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-03-15 _chem_comp.pdbx_modified_date 2012-08-03 _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 289.244 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 581 _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 4E5J _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 581 O5 O5 O 0 1 N N N -14.590 -19.996 -32.586 5.324 -0.088 -0.749 O5 581 1 581 C12 C12 C 0 1 N N N -13.753 -19.693 -31.737 4.966 0.932 -0.199 C12 581 2 581 C13 C13 C 0 1 N N N -12.586 -20.611 -31.447 5.867 2.140 -0.191 C13 581 3 581 N3 N3 N 0 1 N N N -13.866 -18.536 -31.052 3.760 0.987 0.401 N3 581 4 581 C3 C3 C 0 1 Y N N -12.985 -18.106 -30.113 2.881 -0.098 0.307 C3 581 5 581 C2 C2 C 0 1 Y N N -11.794 -17.467 -30.491 3.379 -1.396 0.296 C2 581 6 581 C1 C1 C 0 1 Y N N -10.888 -17.020 -29.528 2.515 -2.471 0.202 C1 581 7 581 C4 C4 C 0 1 Y N N -13.270 -18.298 -28.760 1.515 0.121 0.230 C4 581 8 581 C5 C5 C 0 1 Y N N -12.389 -17.826 -27.781 0.643 -0.964 0.136 C5 581 9 581 C6 C6 C 0 1 Y N N -11.186 -17.214 -28.173 1.153 -2.264 0.120 C6 581 10 581 C7 C7 C 0 1 N N N -12.651 -18.074 -26.332 -0.815 -0.739 0.055 C7 581 11 581 N2 N2 N 0 1 N N N -13.611 -18.950 -25.999 -1.644 -1.819 -0.036 N2 581 12 581 C10 C10 C 0 1 N N N -13.873 -19.281 -24.739 -2.981 -1.640 -0.112 C10 581 13 581 O1 O1 O 0 1 N N N -14.786 -20.081 -24.467 -3.738 -2.592 -0.193 O1 581 14 581 C9 C9 C 0 1 N N N -13.074 -18.671 -23.657 -3.496 -0.265 -0.094 C9 581 15 581 O2 O2 O 0 1 N N N -13.337 -19.002 -22.385 -4.827 -0.016 -0.166 O2 581 16 581 C8 C8 C 0 1 N N N -12.011 -17.728 -24.064 -2.578 0.771 0.001 C8 581 17 581 N1 N1 N 0 1 N N N -11.867 -17.486 -25.390 -1.267 0.491 0.077 N1 581 18 581 C11 C11 C 0 1 N N N -11.112 -16.995 -23.116 -3.041 2.176 0.023 C11 581 19 581 O3 O3 O 0 1 N N N -11.089 -17.222 -21.879 -2.146 3.179 0.116 O3 581 20 581 O4 O4 O 0 1 N N N -10.404 -16.111 -23.646 -4.227 2.425 -0.041 O4 581 21 581 H1 H1 H 0 1 N N N -12.650 -21.501 -32.090 6.789 1.909 -0.725 H1 581 22 581 H2 H2 H 0 1 N N N -11.644 -20.081 -31.648 5.362 2.973 -0.681 H2 581 23 581 H3 H3 H 0 1 N N N -12.615 -20.919 -30.391 6.101 2.412 0.838 H3 581 24 581 H4 H4 H 0 1 N N N -14.655 -17.954 -31.250 3.501 1.779 0.898 H4 581 25 581 H5 H5 H 0 1 N N N -11.576 -17.320 -31.538 4.444 -1.565 0.360 H5 581 26 581 H6 H6 H 0 1 N N N -9.971 -16.532 -29.823 2.907 -3.477 0.193 H6 581 27 581 H7 H7 H 0 1 N N N -14.174 -18.813 -28.468 1.126 1.129 0.243 H7 581 28 581 H8 H8 H 0 1 N N N -10.483 -16.889 -27.420 0.482 -3.106 0.047 H8 581 29 581 H9 H9 H 0 1 N N N -14.055 -19.623 -22.361 -5.373 -0.811 -0.229 H9 581 30 581 H11 H11 H 0 1 N N N -10.473 -16.633 -21.460 -2.496 4.080 0.127 H11 581 31 581 H12 H12 H 0 1 N N N -14.151 -19.371 -26.728 -1.273 -2.715 -0.047 H12 581 32 # 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 581 O5 C12 DOUB N N 1 581 C12 C13 SING N N 2 581 C12 N3 SING N N 3 581 N3 C3 SING N N 4 581 C2 C3 DOUB Y N 5 581 C2 C1 SING Y N 6 581 C3 C4 SING Y N 7 581 C1 C6 DOUB Y N 8 581 C4 C5 DOUB Y N 9 581 C6 C5 SING Y N 10 581 C5 C7 SING N N 11 581 C7 N2 SING N N 12 581 C7 N1 DOUB N N 13 581 N2 C10 SING N N 14 581 N1 C8 SING N N 15 581 C10 O1 DOUB N N 16 581 C10 C9 SING N N 17 581 C8 C9 DOUB N N 18 581 C8 C11 SING N N 19 581 C9 O2 SING N N 20 581 O4 C11 DOUB N N 21 581 C11 O3 SING N N 22 581 C13 H1 SING N N 23 581 C13 H2 SING N N 24 581 C13 H3 SING N N 25 581 N3 H4 SING N N 26 581 C2 H5 SING N N 27 581 C1 H6 SING N N 28 581 C4 H7 SING N N 29 581 C6 H8 SING N N 30 581 O2 H9 SING N N 31 581 O3 H11 SING N N 32 581 N2 H12 SING N N 33 # 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 581 SMILES ACDLabs 12.01 "O=C2C(O)=C(N=C(c1cccc(NC(=O)C)c1)N2)C(=O)O" 581 InChI InChI 1.03 "InChI=1S/C13H11N3O5/c1-6(17)14-8-4-2-3-7(5-8)11-15-9(13(20)21)10(18)12(19)16-11/h2-5,18H,1H3,(H,14,17)(H,20,21)(H,15,16,19)" 581 InChIKey InChI 1.03 YVWVRDSWELUHOD-UHFFFAOYSA-N 581 SMILES_CANONICAL CACTVS 3.370 "CC(=O)Nc1cccc(c1)C2=NC(=C(O)C(=O)N2)C(O)=O" 581 SMILES CACTVS 3.370 "CC(=O)Nc1cccc(c1)C2=NC(=C(O)C(=O)N2)C(O)=O" 581 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(=O)Nc1cccc(c1)C2=NC(=C(C(=O)N2)O)C(=O)O" 581 SMILES "OpenEye OEToolkits" 1.7.6 "CC(=O)Nc1cccc(c1)C2=NC(=C(C(=O)N2)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 581 "SYSTEMATIC NAME" ACDLabs 12.01 "2-[3-(acetylamino)phenyl]-5-hydroxy-6-oxo-1,6-dihydropyrimidine-4-carboxylic acid" 581 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-(3-acetamidophenyl)-5-oxidanyl-6-oxidanylidene-1H-pyrimidine-4-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 581 "Create component" 2012-03-15 RCSB #