data_57O # _chem_comp.id 57O _chem_comp.name "(4,6-dihydroxy-3,5-dimethylpyridin-2-yl)acetic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C9 H11 N O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-08-11 _chem_comp.pdbx_modified_date 2019-09-04 _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 197.188 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 57O _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 5D5Q _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 57O CAA C1 C 0 1 N N N 16.428 4.511 15.164 3.561 0.178 -0.521 CAA 57O 1 57O CAB C2 C 0 1 N N N 12.378 5.046 12.622 -0.692 -2.344 0.419 CAB 57O 2 57O OAE O1 O 0 1 N N N 17.796 4.257 12.816 2.068 2.503 0.070 OAE 57O 3 57O CAM C3 C 0 1 Y N N 14.483 4.716 11.490 -0.528 0.150 0.578 CAM 57O 4 57O OAD O2 O 0 1 N N N 14.913 6.897 10.128 -4.175 0.339 -0.141 OAD 57O 5 57O OAC O3 O 0 1 N N N 13.545 6.318 8.469 -2.323 0.358 -1.346 OAC 57O 6 57O CAI C4 C 0 1 N N N 14.123 6.114 9.559 -2.839 0.297 -0.255 CAI 57O 7 57O CAG C5 C 0 1 N N N 13.847 4.775 10.250 -1.980 0.174 0.978 CAG 57O 8 57O NAH N1 N 0 1 Y N N 15.812 4.518 11.556 0.143 1.284 0.490 NAH 57O 9 57O CAL C6 C 0 1 Y N N 16.451 4.449 12.738 1.421 1.313 0.148 CAL 57O 10 57O CAJ C7 C 0 1 Y N N 15.769 4.580 13.943 2.106 0.140 -0.132 CAJ 57O 11 57O CAN C8 C 0 1 Y N N 14.402 4.779 13.880 1.431 -1.072 -0.049 CAN 57O 12 57O OAF O4 O 0 1 N N N 13.689 4.911 15.034 2.066 -2.242 -0.314 OAF 57O 13 57O CAK C9 C 0 1 Y N N 13.744 4.848 12.663 0.084 -1.057 0.315 CAK 57O 14 57O H1 H1 H 0 1 N N N 16.754 5.518 15.463 4.179 0.108 0.374 H1 57O 15 57O H2 H2 H 0 1 N N N 15.746 4.105 15.926 3.783 -0.659 -1.183 H2 57O 16 57O H3 H3 H 0 1 N N N 17.306 3.854 15.070 3.775 1.115 -1.037 H3 57O 17 57O H4 H4 H 0 1 N N N 11.865 4.073 12.633 -1.145 -2.574 -0.545 H4 57O 18 57O H5 H5 H 0 1 N N N 12.066 5.634 13.498 -0.019 -3.152 0.706 H5 57O 19 57O H6 H6 H 0 1 N N N 12.114 5.589 11.703 -1.473 -2.238 1.172 H6 57O 20 57O H7 H7 H 0 1 N N N 15.013 7.683 9.604 -4.684 0.418 -0.959 H7 57O 21 57O H8 H8 H 0 1 N N N 12.763 4.661 10.395 -2.229 -0.748 1.503 H8 57O 22 57O H9 H9 H 0 1 N N N 14.220 3.958 9.615 -2.162 1.026 1.633 H9 57O 23 57O H10 H10 H 0 1 N N N 14.275 4.842 15.779 2.479 -2.650 0.460 H10 57O 24 57O H12 H12 H 0 1 N N N 18.158 4.188 11.940 2.485 2.779 0.897 H12 57O 25 # # 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 57O OAC CAI DOUB N N 1 57O CAI OAD SING N N 2 57O CAI CAG SING N N 3 57O CAG CAM SING N N 4 57O CAM NAH SING Y N 5 57O CAM CAK DOUB Y N 6 57O NAH CAL DOUB Y N 7 57O CAB CAK SING N N 8 57O CAK CAN SING Y N 9 57O CAL OAE SING N N 10 57O CAL CAJ SING Y N 11 57O CAN CAJ DOUB Y N 12 57O CAN OAF SING N N 13 57O CAJ CAA SING N N 14 57O CAA H1 SING N N 15 57O CAA H2 SING N N 16 57O CAA H3 SING N N 17 57O CAB H4 SING N N 18 57O CAB H5 SING N N 19 57O CAB H6 SING N N 20 57O OAD H7 SING N N 21 57O CAG H8 SING N N 22 57O CAG H9 SING N N 23 57O OAF H10 SING N N 24 57O OAE H12 SING N N 25 # # 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 57O SMILES ACDLabs 12.01 "Cc1c(O)nc(c(C)c1O)CC(O)=O" 57O InChI InChI 1.03 "InChI=1S/C9H11NO4/c1-4-6(3-7(11)12)10-9(14)5(2)8(4)13/h3H2,1-2H3,(H,11,12)(H2,10,13,14)" 57O InChIKey InChI 1.03 AVBVBQSPVBVXPJ-UHFFFAOYSA-N 57O SMILES_CANONICAL CACTVS 3.385 "Cc1c(O)nc(CC(O)=O)c(C)c1O" 57O SMILES CACTVS 3.385 "Cc1c(O)nc(CC(O)=O)c(C)c1O" 57O SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cc1c(nc(c(c1O)C)O)CC(=O)O" 57O SMILES "OpenEye OEToolkits" 1.9.2 "Cc1c(nc(c(c1O)C)O)CC(=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 57O "SYSTEMATIC NAME" ACDLabs 12.01 "(4,6-dihydroxy-3,5-dimethylpyridin-2-yl)acetic acid" 57O "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "2-[3,5-dimethyl-4,6-bis(oxidanyl)pyridin-2-yl]ethanoic 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 57O "Create component" 2015-08-11 EBI 57O "Initial release" 2016-10-26 RCSB 57O "Other modification" 2019-09-04 EBI ##