data_3S4 # _chem_comp.id 3S4 _chem_comp.name "(3R)-5-hydroxy-3-methyl-3-(phosphonooxy)pentanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C6 H13 O7 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-10-15 _chem_comp.pdbx_modified_date 2014-12-05 _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 228.137 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3S4 _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 4RKZ _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 3S4 C C C 0 1 N N N 12.512 2.425 34.717 0.600 -0.296 1.828 C 3S4 1 3S4 O O O 0 1 N N N 12.246 5.566 32.470 -0.856 3.876 -0.324 O 3S4 2 3S4 P P P 0 1 N N N 15.397 3.077 33.146 -1.569 -1.031 -0.130 P 3S4 3 3S4 C1 C1 C 0 1 N N R 13.649 3.367 35.056 0.533 0.488 0.515 C1 3S4 4 3S4 O1 O1 O 0 1 N N N 14.112 5.801 37.370 3.952 -0.574 -0.568 O1 3S4 5 3S4 C2 C2 C 0 1 N N N 13.413 4.700 34.378 -0.182 1.819 0.752 C2 3S4 6 3S4 O2 O2 O 0 1 N N N 15.819 4.712 36.552 2.036 -1.595 -0.155 O2 3S4 7 3S4 C3 C3 C 0 1 N N N 12.185 4.598 33.497 -0.222 2.616 -0.554 C3 3S4 8 3S4 O3 O3 O 0 1 N N N 14.872 2.818 34.621 -0.187 -0.273 -0.457 O3 3S4 9 3S4 C4 C4 C 0 1 N N N 13.703 3.575 36.557 1.951 0.754 0.007 C4 3S4 10 3S4 O4 O4 O 0 1 N N N 14.357 3.527 32.189 -1.374 -1.936 1.025 O4 3S4 11 3S4 C5 C5 C 0 1 N N N 14.594 4.762 36.846 2.649 -0.558 -0.245 C5 3S4 12 3S4 O5 O5 O 0 1 N N N 15.994 1.883 32.501 -2.705 0.053 0.223 O5 3S4 13 3S4 O6 O6 O 0 1 N N N 16.452 4.116 33.057 -2.027 -1.890 -1.413 O6 3S4 14 3S4 H H H 0 1 N N N 12.680 1.455 35.208 1.149 0.285 2.569 H 3S4 15 3S4 HA HA H 0 1 N N N 11.563 2.855 35.069 -0.410 -0.485 2.190 HA 3S4 16 3S4 HB HB H 0 1 N N N 12.467 2.281 33.627 1.110 -1.244 1.659 HB 3S4 17 3S4 HO HO H 0 1 N N N 12.967 5.363 31.885 -0.916 4.435 -1.110 HO 3S4 18 3S4 HO1 HO1 H 0 1 N N N 14.798 6.450 37.477 4.356 -1.439 -0.720 HO1 3S4 19 3S4 H2 H2 H 0 1 N N N 13.256 5.478 35.140 -1.200 1.629 1.093 H2 3S4 20 3S4 H2A H2A H 0 1 N N N 14.287 4.960 33.763 0.354 2.390 1.510 H2A 3S4 21 3S4 H3 H3 H 0 1 N N N 11.285 4.769 34.106 -0.784 2.058 -1.303 H3 3S4 22 3S4 H3A H3A H 0 1 N N N 12.140 3.594 33.049 0.795 2.781 -0.910 H3A 3S4 23 3S4 H4 H4 H 0 1 N N N 12.691 3.769 36.941 1.904 1.324 -0.921 H4 3S4 24 3S4 H4A H4A H 0 1 N N N 14.113 2.677 37.041 2.504 1.322 0.754 H4A 3S4 25 3S4 HO5 HO5 H 0 1 N N N 15.565 1.725 31.668 -2.885 0.680 -0.491 HO5 3S4 26 3S4 HO6 HO6 H 0 1 N N N 16.192 4.779 32.428 -2.854 -2.374 -1.287 HO6 3S4 27 # 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 3S4 C C1 SING N N 1 3S4 C H SING N N 2 3S4 C HA SING N N 3 3S4 C HB SING N N 4 3S4 O C3 SING N N 5 3S4 O HO SING N N 6 3S4 O4 P DOUB N N 7 3S4 O5 P SING N N 8 3S4 O6 P SING N N 9 3S4 P O3 SING N N 10 3S4 C2 C1 SING N N 11 3S4 O3 C1 SING N N 12 3S4 C1 C4 SING N N 13 3S4 C5 O1 SING N N 14 3S4 O1 HO1 SING N N 15 3S4 C3 C2 SING N N 16 3S4 C2 H2 SING N N 17 3S4 C2 H2A SING N N 18 3S4 O2 C5 DOUB N N 19 3S4 C3 H3 SING N N 20 3S4 C3 H3A SING N N 21 3S4 C4 C5 SING N N 22 3S4 C4 H4 SING N N 23 3S4 C4 H4A SING N N 24 3S4 O5 HO5 SING N N 25 3S4 O6 HO6 SING N N 26 # 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 3S4 SMILES ACDLabs 12.01 "O=P(OC(CCO)(C)CC(=O)O)(O)O" 3S4 InChI InChI 1.03 "InChI=1S/C6H13O7P/c1-6(2-3-7,4-5(8)9)13-14(10,11)12/h7H,2-4H2,1H3,(H,8,9)(H2,10,11,12)/t6-/m1/s1" 3S4 InChIKey InChI 1.03 VWCNCYQNEAUWMQ-ZCFIWIBFSA-N 3S4 SMILES_CANONICAL CACTVS 3.385 "C[C@@](CCO)(CC(O)=O)O[P](O)(O)=O" 3S4 SMILES CACTVS 3.385 "C[C](CCO)(CC(O)=O)O[P](O)(O)=O" 3S4 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@@](CCO)(CC(=O)O)OP(=O)(O)O" 3S4 SMILES "OpenEye OEToolkits" 1.7.6 "CC(CCO)(CC(=O)O)OP(=O)(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 3S4 "SYSTEMATIC NAME" ACDLabs 12.01 "(3R)-5-hydroxy-3-methyl-3-(phosphonooxy)pentanoic acid" 3S4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(3R)-3-methyl-5-oxidanyl-3-phosphonooxy-pentanoic 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 3S4 "Create component" 2014-10-15 RCSB 3S4 "Other modification" 2014-10-28 RCSB 3S4 "Initial release" 2014-12-10 RCSB #