data_KET # _chem_comp.id KET _chem_comp.name "2-[(3-HYDROXY-2-METHYL-5-PHOSPHONOOXYMETHYL-PYRIDIN-4-YLMETHYLENE)-AMINO]-SUCCINIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C12 H16 N2 O9 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "PYRIDOXYLIDENE-ASPARTIC ACID-5-MONOPHOSPHATE" _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 1999-07-08 _chem_comp.pdbx_modified_date 2021-03-01 _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 363.237 _chem_comp.one_letter_code ? _chem_comp.three_letter_code KET _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 Y _chem_comp.pdbx_model_coordinates_db_code 1MAP _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 KET N1 N1 N 1 1 Y N N 43.782 15.815 45.462 1.390 3.474 0.295 N1 KET 1 KET C2 C2 C 0 1 Y N N 44.973 15.472 45.995 0.077 3.568 0.247 C2 KET 2 KET C2A C2A C 0 1 N N N 45.370 16.065 47.323 -0.579 4.917 0.393 C2A KET 3 KET C3 C3 C 0 1 Y N N 45.768 14.554 45.278 -0.710 2.439 0.068 C3 KET 4 KET O3 O3 O 0 1 N N N 46.943 14.216 45.856 -2.062 2.541 0.019 O3 KET 5 KET C4 C4 C 0 1 Y N N 45.343 14.019 44.076 -0.082 1.191 -0.073 C4 KET 6 KET C4A C4A C 0 1 N N N 46.177 13.079 43.369 -0.873 -0.039 -0.271 C4A KET 7 KET C5 C5 C 0 1 Y N N 44.061 14.424 43.612 1.316 1.146 -0.014 C5 KET 8 KET C6 C6 C 0 1 Y N N 43.321 15.339 44.300 2.017 2.320 0.173 C6 KET 9 KET C5A C5A C 0 1 N N N 43.547 13.973 42.213 2.045 -0.166 -0.152 C5A KET 10 KET OP4 OP4 O 0 1 N N N 43.301 12.574 42.131 3.453 0.060 -0.056 OP4 KET 11 KET P P P 0 1 N N N 42.478 11.966 40.909 4.166 -1.375 -0.211 P KET 12 KET OP1 OP1 O 0 1 N N N 41.335 11.196 41.443 5.763 -1.181 -0.244 OP1 KET 13 KET OP2 OP2 O 0 1 N N N 43.430 10.997 40.147 3.765 -2.311 1.036 OP2 KET 14 KET OP3 OP3 O 0 1 N N N 42.163 13.140 40.098 3.720 -2.014 -1.470 OP3 KET 15 KET N N N 0 1 N N N 47.436 13.172 43.586 -2.164 0.024 -0.322 N KET 16 KET CA CA C 0 1 N N S 48.386 12.921 42.691 -2.949 -1.197 -0.519 CA KET 17 KET CB CB C 0 1 N N N 48.113 12.473 41.242 -3.888 -1.397 0.672 CB KET 18 KET CG CG C 0 1 N N N 48.153 13.616 40.268 -3.075 -1.643 1.917 CG KET 19 KET OD1 OD1 O 0 1 N N N 48.951 14.529 40.361 -3.691 -1.846 3.092 OD1 KET 20 KET OD2 OD2 O 0 1 N N N 47.271 13.512 39.303 -1.868 -1.656 1.857 OD2 KET 21 KET C C C 0 1 N N N 49.901 13.100 42.997 -3.761 -1.074 -1.783 C KET 22 KET O O O 0 1 N N N 50.306 13.976 43.738 -4.562 -2.080 -2.167 O KET 23 KET OXT OXT O 0 1 N N N 50.703 12.267 42.373 -3.690 -0.070 -2.451 OXT KET 24 KET HN1 HN1 H 0 1 N N N 43.193 16.475 45.969 1.914 4.280 0.425 HN1 KET 25 KET H2A1 1H2A H 0 0 N N N 46.354 15.781 47.763 -0.689 5.376 -0.590 H2A1 KET 26 KET H2A2 2H2A H 0 0 N N N 45.312 17.176 47.253 -1.560 4.796 0.850 H2A2 KET 27 KET H2A3 3H2A H 0 0 N N N 44.567 15.853 48.067 0.040 5.555 1.024 H2A3 KET 28 KET HO3 HO3 H 0 1 N N N 47.478 13.597 45.373 -2.383 2.438 0.926 HO3 KET 29 KET H4A H4A H 0 1 N N N 45.853 12.293 42.666 -0.374 -0.992 -0.373 H4A KET 30 KET H6 H6 H 0 1 N N N 42.349 15.694 43.916 3.095 2.293 0.220 H6 KET 31 KET H5A1 1H5A H 0 0 N N N 42.642 14.553 41.916 1.731 -0.841 0.644 H5A1 KET 32 KET H5A2 2H5A H 0 0 N N N 44.246 14.300 41.408 1.813 -0.610 -1.119 H5A2 KET 33 KET HOP2 2HOP H 0 0 N N N 42.939 10.634 39.418 4.073 -1.859 1.834 HOP2 KET 34 KET HOP3 3HOP H 0 0 N N N 41.672 12.777 39.369 ? ? ? HOP3 KET 35 KET HA HA H 0 1 N N N 47.546 12.785 43.412 -2.278 -2.052 -0.600 HA KET 36 KET HB1 1HB H 0 1 N N N 48.812 11.660 40.935 -4.499 -0.505 0.807 HB1 KET 37 KET HB2 2HB H 0 1 N N N 47.148 11.917 41.169 -4.534 -2.255 0.485 HB2 KET 38 KET HD2 HD2 H 0 1 N N N 47.296 14.234 38.687 ? ? ? HD2 KET 39 KET HXT HXT H 0 1 N N N 51.628 12.376 42.559 ? ? ? HXT KET 40 # # 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 KET N1 C2 SING Y N 1 KET N1 C6 DOUB Y N 2 KET N1 HN1 SING N N 3 KET C2 C2A SING N N 4 KET C2 C3 DOUB Y N 5 KET C2A H2A1 SING N N 6 KET C2A H2A2 SING N N 7 KET C2A H2A3 SING N N 8 KET C3 O3 SING N N 9 KET C3 C4 SING Y N 10 KET O3 HO3 SING N N 11 KET C4 C4A SING N N 12 KET C4 C5 DOUB Y N 13 KET C4A N DOUB N N 14 KET C4A H4A SING N N 15 KET C5 C6 SING Y N 16 KET C5 C5A SING N N 17 KET C6 H6 SING N N 18 KET C5A OP4 SING N N 19 KET C5A H5A1 SING N N 20 KET C5A H5A2 SING N N 21 KET OP4 P SING N N 22 KET P OP1 DOUB N N 23 KET P OP2 SING N N 24 KET P OP3 SING N N 25 KET OP2 HOP2 SING N N 26 KET OP3 HOP3 SING N N 27 KET N CA SING N N 28 KET CA CB SING N N 29 KET CA C SING N N 30 KET CA HA SING N N 31 KET CB CG SING N N 32 KET CB HB1 SING N N 33 KET CB HB2 SING N N 34 KET CG OD1 DOUB N N 35 KET CG OD2 SING N N 36 KET OD2 HD2 SING N N 37 KET C O DOUB N N 38 KET C OXT SING N N 39 KET OXT HXT SING N N 40 # # 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 KET SMILES ACDLabs 10.04 "O=C(O)CC(/N=C/c1c(c[nH+]c(c1O)C)COP(=O)(O)O)C(=O)O" KET SMILES_CANONICAL CACTVS 3.341 "Cc1[nH+]cc(CO[P](O)(O)=O)c(C=N[C@@H](CC(O)=O)C(O)=O)c1O" KET SMILES CACTVS 3.341 "Cc1[nH+]cc(CO[P](O)(O)=O)c(C=N[CH](CC(O)=O)C(O)=O)c1O" KET SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1c(c(c(c[nH+]1)COP(=O)(O)O)C=NC(CC(=O)O)C(=O)O)O" KET SMILES "OpenEye OEToolkits" 1.5.0 "Cc1c(c(c(c[nH+]1)COP(=O)(O)O)C=NC(CC(=O)O)C(=O)O)O" KET InChI InChI 1.03 "InChI=1S/C12H15N2O9P/c1-6-11(17)8(4-14-9(12(18)19)2-10(15)16)7(3-13-6)5-23-24(20,21)22/h3-4,9,17H,2,5H2,1H3,(H,15,16)(H,18,19)(H2,20,21,22)/p+1/b14-4+/t9-/m0/s1" KET InChIKey InChI 1.03 OEULMZWKJBFRJF-LPQZUGQSSA-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 KET "SYSTEMATIC NAME" ACDLabs 10.04 "(E)-N-({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridinium-4-yl}methylidene)-L-aspartic acid" KET "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[[3-hydroxy-2-methyl-5-(phosphonooxymethyl)pyridin-1-ium-4-yl]methylideneamino]butanedioic 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 KET "Create component" 1999-07-08 RCSB KET "Modify descriptor" 2011-06-04 RCSB KET "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id KET _pdbx_chem_comp_synonyms.name "PYRIDOXYLIDENE-ASPARTIC ACID-5-MONOPHOSPHATE" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##