data_MAK # _chem_comp.id MAK _chem_comp.name "ALPHA-KETOMALONIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C3 H2 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _chem_comp.pdbx_modified_date 2011-06-04 _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 118.045 _chem_comp.one_letter_code ? _chem_comp.three_letter_code MAK _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 5MDH _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 MAK C1 C1 C 0 1 N N N 24.527 43.558 27.381 0.197 0.000 1.291 C1 MAK 1 MAK O1 O1 O 0 1 N N N 24.730 42.433 27.841 1.410 -0.000 1.291 O1 MAK 2 MAK O2 O2 O 0 1 N N N 25.464 44.268 26.674 -0.475 -0.000 2.457 O2 MAK 3 MAK C2 C2 C 0 1 N N N 23.209 44.318 27.527 -0.548 0.000 0.000 C2 MAK 4 MAK O3 O3 O 0 1 N N N 23.094 45.441 27.032 -1.756 0.000 0.000 O3 MAK 5 MAK C3 C3 C 0 1 N N N 22.038 43.696 28.281 0.197 0.000 -1.291 C3 MAK 6 MAK O4 O4 O 0 1 N N N 22.065 42.581 28.806 1.410 0.000 -1.291 O4 MAK 7 MAK O5 O5 O 0 1 N N N 20.940 44.520 28.314 -0.475 0.000 -2.457 O5 MAK 8 MAK HO2 HO2 H 0 1 N N N 25.307 45.135 26.319 0.008 -0.000 3.294 HO2 MAK 9 MAK HO5 HO5 H 0 1 N N N 20.210 44.132 28.783 0.008 0.000 -3.294 HO5 MAK 10 # 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 MAK C1 O1 DOUB N N 1 MAK C1 O2 SING N N 2 MAK C1 C2 SING N N 3 MAK O2 HO2 SING N N 4 MAK C2 O3 DOUB N N 5 MAK C2 C3 SING N N 6 MAK C3 O4 DOUB N N 7 MAK C3 O5 SING N N 8 MAK O5 HO5 SING N N 9 # 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 MAK SMILES ACDLabs 10.04 "O=C(O)C(=O)C(=O)O" MAK SMILES_CANONICAL CACTVS 3.341 "OC(=O)C(=O)C(O)=O" MAK SMILES CACTVS 3.341 "OC(=O)C(=O)C(O)=O" MAK SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C(=O)(C(=O)O)C(=O)O" MAK SMILES "OpenEye OEToolkits" 1.5.0 "C(=O)(C(=O)O)C(=O)O" MAK InChI InChI 1.03 "InChI=1S/C3H2O5/c4-1(2(5)6)3(7)8/h(H,5,6)(H,7,8)" MAK InChIKey InChI 1.03 XEEVLJKYYUVTRC-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 MAK "SYSTEMATIC NAME" ACDLabs 10.04 "oxopropanedioic acid" MAK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-oxopropanedioic 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 MAK "Create component" 1999-07-08 EBI MAK "Modify descriptor" 2011-06-04 RCSB #