data_IEM # _chem_comp.id IEM _chem_comp.name "2-methylpropyl 2-acetamido-2,4-dideoxy-alpha-L-threo-hex-4-enopyranosiduronic acid" _chem_comp.type L-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C12 H19 N O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;5-ACETAMIDO-5,6-DIHYDRO-4-HYDROXY-6-ISOBUTOXY-4H-PYRAN-2-CARBOXYLIC ACID; ISOBUTYL ETHER MIMETIC; 2-methylpropyl 2-acetamido-2,4-dideoxy-alpha-L-threo-hex-4-enosiduronic acid; 2-methylpropyl 2-acetamido-2,4-dideoxy-L-threo-hex-4-enosiduronic acid; 2-methylpropyl 2-acetamido-2,4-dideoxy-threo-hex-4-enosiduronic acid ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-11-28 _chem_comp.pdbx_modified_date 2020-07-17 _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 273.282 _chem_comp.one_letter_code ? _chem_comp.three_letter_code IEM _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 2F11 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # # loop_ _pdbx_chem_comp_synonyms.ordinal _pdbx_chem_comp_synonyms.comp_id _pdbx_chem_comp_synonyms.name _pdbx_chem_comp_synonyms.provenance _pdbx_chem_comp_synonyms.type 1 IEM "5-ACETAMIDO-5,6-DIHYDRO-4-HYDROXY-6-ISOBUTOXY-4H-PYRAN-2-CARBOXYLIC ACID" PDB ? 2 IEM "ISOBUTYL ETHER MIMETIC" PDB ? 3 IEM "2-methylpropyl 2-acetamido-2,4-dideoxy-alpha-L-threo-hex-4-enosiduronic acid" PDB ? 4 IEM "2-methylpropyl 2-acetamido-2,4-dideoxy-L-threo-hex-4-enosiduronic acid" PDB ? 5 IEM "2-methylpropyl 2-acetamido-2,4-dideoxy-threo-hex-4-enosiduronic acid" PDB ? # # 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 IEM C1 C1 C 0 1 N N N 34.226 30.383 24.433 0.997 3.436 -0.123 C1 IEM 1 IEM C2 C2 C 0 1 N N N 34.011 30.336 25.842 0.964 1.975 0.072 C2 IEM 2 IEM C3 C3 C 0 1 N N N 33.192 31.448 26.593 2.100 1.347 0.338 C3 IEM 3 IEM C4 C4 C 0 1 N N S 32.625 30.880 27.943 2.163 -0.139 0.560 C4 IEM 4 IEM C5 C5 C 0 1 N N R 33.586 29.909 28.668 0.890 -0.792 0.010 C5 IEM 5 IEM C6 C6 C 0 1 N N R 33.894 28.762 27.664 -0.317 0.014 0.509 C6 IEM 6 IEM O7 O7 O 0 1 N N N 34.821 27.658 28.198 -1.526 -0.605 0.065 O7 IEM 7 IEM C7 C7 C 0 1 N N N 35.106 26.548 27.151 -2.713 0.009 0.572 C7 IEM 8 IEM C8 C8 C 0 1 N N N 36.050 25.480 27.711 -3.939 -0.732 0.035 C8 IEM 9 IEM C9 C9 C 0 1 N N N 36.478 24.572 26.570 -5.204 -0.156 0.675 C9 IEM 10 IEM C10 C10 C 0 1 N N N 35.335 24.701 28.805 -4.013 -0.562 -1.483 C10 IEM 11 IEM C11 C11 C 0 1 N N N 33.375 29.607 31.166 1.429 -3.162 -0.168 C11 IEM 12 IEM C12 C12 C 0 1 N N N 32.580 29.048 32.323 1.331 -4.581 0.328 C12 IEM 13 IEM N5 N5 N 0 1 N N N 32.918 29.430 29.904 0.795 -2.172 0.492 N5 IEM 14 IEM O1A O1A O 0 1 N N N 34.541 29.268 23.709 2.050 4.036 -0.038 O1A IEM 15 IEM O1B O1B O 0 1 N N N 34.142 31.501 23.799 -0.139 4.104 -0.401 O1B IEM 16 IEM O4 O4 O 0 1 N N N 32.305 31.991 28.782 3.303 -0.674 -0.117 O4 IEM 17 IEM O6 O6 O 0 1 N N N 34.560 29.347 26.478 -0.228 1.337 -0.024 O6 IEM 18 IEM O11 O11 O 0 1 N N N 34.545 30.276 31.468 2.078 -2.909 -1.161 O11 IEM 19 IEM H3 H3 H 0 1 N N N 33.041 32.455 26.233 3.012 1.923 0.397 H3 IEM 20 IEM H4 H4 H 0 1 N N N 31.704 30.326 27.707 2.245 -0.344 1.627 H4 IEM 21 IEM H5 H5 H 0 1 N N N 34.519 30.435 28.918 0.914 -0.783 -1.079 H5 IEM 22 IEM H6 H6 H 0 1 N N N 32.942 28.304 27.358 -0.305 0.059 1.598 H6 IEM 23 IEM H71 H71 H 0 1 N N N 34.156 26.072 26.866 -2.708 -0.038 1.661 H71 IEM 24 IEM H72 H72 H 0 1 N N N 35.568 27.004 26.263 -2.749 1.050 0.253 H72 IEM 25 IEM H8 H8 H 0 1 N N N 36.938 25.971 28.137 -3.859 -1.792 0.279 H8 IEM 26 IEM H91 H91 H 0 1 N N N 37.158 23.797 26.953 -5.284 0.903 0.432 H91 IEM 27 IEM H92 H92 H 0 1 N N N 35.590 24.096 26.128 -6.077 -0.684 0.293 H92 IEM 28 IEM H93 H93 H 0 1 N N N 36.995 25.167 25.803 -5.151 -0.278 1.757 H93 IEM 29 IEM H101 H101 H 0 0 N N N 36.010 23.933 29.210 -3.112 -0.973 -1.939 H101 IEM 30 IEM H102 H102 H 0 0 N N N 35.038 25.389 29.610 -4.887 -1.090 -1.866 H102 IEM 31 IEM H103 H103 H 0 0 N N N 34.440 24.218 28.386 -4.093 0.497 -1.727 H103 IEM 32 IEM H121 H121 H 0 0 N N N 33.094 29.280 33.268 0.473 -5.069 -0.135 H121 IEM 33 IEM H122 H122 H 0 0 N N N 31.577 29.500 32.331 2.241 -5.121 0.066 H122 IEM 34 IEM H123 H123 H 0 0 N N N 32.490 27.957 32.213 1.208 -4.580 1.411 H123 IEM 35 IEM HN5 HN5 H 0 1 N N N 32.057 28.934 29.795 0.276 -2.374 1.286 HN5 IEM 36 IEM HO4 HO4 H 0 1 N N N 31.959 31.675 29.608 4.146 -0.305 0.181 HO4 IEM 37 IEM HO1B HO1B H 0 0 N N N 34.324 31.358 22.878 -0.068 5.061 -0.520 HO1B IEM 38 # # 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 IEM C1 C2 SING N N 1 IEM C1 O1A DOUB N N 2 IEM C1 O1B SING N N 3 IEM C2 C3 DOUB N N 4 IEM C2 O6 SING N N 5 IEM C3 C4 SING N N 6 IEM C3 H3 SING N N 7 IEM C4 C5 SING N N 8 IEM C4 O4 SING N N 9 IEM C4 H4 SING N N 10 IEM C5 C6 SING N N 11 IEM C5 N5 SING N N 12 IEM C5 H5 SING N N 13 IEM C6 O7 SING N N 14 IEM C6 O6 SING N N 15 IEM C6 H6 SING N N 16 IEM O7 C7 SING N N 17 IEM C7 C8 SING N N 18 IEM C7 H71 SING N N 19 IEM C7 H72 SING N N 20 IEM C8 C9 SING N N 21 IEM C8 C10 SING N N 22 IEM C8 H8 SING N N 23 IEM C9 H91 SING N N 24 IEM C9 H92 SING N N 25 IEM C9 H93 SING N N 26 IEM C10 H101 SING N N 27 IEM C10 H102 SING N N 28 IEM C10 H103 SING N N 29 IEM C11 C12 SING N N 30 IEM C11 N5 SING N N 31 IEM C11 O11 DOUB N N 32 IEM C12 H121 SING N N 33 IEM C12 H122 SING N N 34 IEM C12 H123 SING N N 35 IEM N5 HN5 SING N N 36 IEM O4 HO4 SING N N 37 IEM O1B HO1B SING N N 38 # # 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 IEM SMILES ACDLabs 12.01 "C(C1=CC(C(C(OCC(C)C)O1)NC(C)=O)O)(=O)O" IEM InChI InChI 1.03 "InChI=1S/C12H19NO6/c1-6(2)5-18-12-10(13-7(3)14)8(15)4-9(19-12)11(16)17/h4,6,8,10,12,15H,5H2,1-3H3,(H,13,14)(H,16,17)/t8-,10+,12+/m0/s1" IEM InChIKey InChI 1.03 QDVFOADQCFRSSP-MKPLZMMCSA-N IEM SMILES_CANONICAL CACTVS 3.385 "CC(C)CO[C@@H]1OC(=C[C@H](O)[C@H]1NC(C)=O)C(O)=O" IEM SMILES CACTVS 3.385 "CC(C)CO[CH]1OC(=C[CH](O)[CH]1NC(C)=O)C(O)=O" IEM SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC(C)CO[C@H]1[C@@H]([C@H](C=C(O1)C(=O)O)O)NC(=O)C" IEM SMILES "OpenEye OEToolkits" 2.0.7 "CC(C)COC1C(C(C=C(O1)C(=O)O)O)NC(=O)C" # # 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 IEM "SYSTEMATIC NAME" ACDLabs 12.01 "2-methylpropyl 2-(acetylamino)-2,4-dideoxy-alpha-L-threo-hex-4-enopyranosiduronic acid" IEM "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(2~{R},3~{R},4~{S})-3-acetamido-2-(2-methylpropoxy)-4-oxidanyl-3,4-dihydro-2~{H}-pyran-6-carboxylic acid" # # loop_ _pdbx_chem_comp_feature.comp_id _pdbx_chem_comp_feature.type _pdbx_chem_comp_feature.value _pdbx_chem_comp_feature.source _pdbx_chem_comp_feature.support IEM "CARBOHYDRATE ISOMER" L PDB ? IEM "CARBOHYDRATE RING" dihydropyran PDB ? IEM "CARBOHYDRATE ANOMER" alpha PDB ? IEM "CARBOHYDRATE PRIMARY CARBONYL GROUP" ketose PDB ? # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site IEM "Create component" 2005-11-28 RCSB IEM "Modify descriptor" 2011-06-04 RCSB IEM "Other modification" 2020-04-11 RCSB IEM "Other modification" 2020-07-03 RCSB IEM "Modify name" 2020-07-17 RCSB IEM "Modify synonyms" 2020-07-17 RCSB IEM "Modify component atom id" 2020-07-17 RCSB ##