data_AMV # _chem_comp.id AMV _chem_comp.name "methyl 2-acetamido-3-O-[(1R)-1-carboxyethyl]-2-deoxy-beta-D-glucopyranoside" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C12 H21 N O8" _chem_comp.mon_nstd_parent_comp_id NAG _chem_comp.pdbx_synonyms ;METHYL 2-(ACETYLAMINO)-3-O-[(1R)-1-CARBOXYETHYL]-2-DEOXY-BETA-D-GLUCOPYRANOSIDE; methyl 2-acetamido-3-O-[(1R)-1-carboxyethyl]-2-deoxy-beta-D-glucoside; methyl 2-acetamido-3-O-[(1R)-1-carboxyethyl]-2-deoxy-D-glucoside; methyl 2-acetamido-3-O-[(1R)-1-carboxyethyl]-2-deoxy-glucoside ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-10-25 _chem_comp.pdbx_modified_date 2020-07-17 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 307.297 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AMV _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 ? _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 AMV "METHYL 2-(ACETYLAMINO)-3-O-[(1R)-1-CARBOXYETHYL]-2-DEOXY-BETA-D-GLUCOPYRANOSIDE" PDB ? 2 AMV "methyl 2-acetamido-3-O-[(1R)-1-carboxyethyl]-2-deoxy-beta-D-glucoside" PDB ? 3 AMV "methyl 2-acetamido-3-O-[(1R)-1-carboxyethyl]-2-deoxy-D-glucoside" PDB ? 4 AMV "methyl 2-acetamido-3-O-[(1R)-1-carboxyethyl]-2-deoxy-glucoside" 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 AMV C1 C1 C 0 1 N N R 56.265 -12.523 27.956 4.647 -1.230 0.427 C1 AMV 1 AMV C2 C2 C 0 1 N N R 55.932 -11.125 27.365 3.528 -0.573 1.243 C2 AMV 2 AMV C3 C3 C 0 1 N N R 57.031 -10.637 26.395 3.433 0.926 0.943 C3 AMV 3 AMV C4 C4 C 0 1 N N S 58.344 -10.615 27.190 4.805 1.600 1.001 C4 AMV 4 AMV C5 C5 C 0 1 N N R 58.666 -12.023 27.721 5.826 0.819 0.169 C5 AMV 5 AMV C6 C6 C 0 1 N N N 59.963 -12.086 28.545 7.228 1.403 0.301 C6 AMV 6 AMV C7 C7 C 0 1 N N N 53.658 -10.158 27.081 1.521 -1.860 1.947 C7 AMV 7 AMV C8 C8 C 0 1 N N N 52.418 -10.116 26.172 0.247 -2.454 1.446 C8 AMV 8 AMV C9 C9 C 0 1 N N R 56.918 -8.600 24.934 1.239 1.566 1.491 C9 AMV 9 AMV C10 C10 C 0 1 N N N 55.877 -9.203 23.940 0.353 1.485 2.717 C10 AMV 10 AMV C11 C11 C 0 1 N N N 56.633 -7.115 25.249 1.000 2.853 0.722 C11 AMV 11 AMV O1 O1 O 0 1 N N N 55.296 -12.858 28.944 4.790 -2.579 0.869 O1 AMV 12 AMV O3 O3 O 0 1 N N N 56.905 -9.206 26.247 2.593 1.552 1.914 O3 AMV 13 AMV O4 O4 O 0 1 N N N 59.421 -10.243 26.315 4.701 2.928 0.494 O4 AMV 14 AMV O5 O5 O 0 1 N N N 57.575 -12.501 28.541 5.879 -0.536 0.620 O5 AMV 15 AMV O6 O6 O 0 1 N N N 60.235 -13.443 28.963 8.116 0.627 -0.483 O6 AMV 16 AMV O7 O7 O 0 1 N N N 53.792 -9.403 28.033 1.815 -1.971 3.132 O7 AMV 17 AMV O11 O11 O 0 1 N N N 54.710 -8.837 23.956 0.759 1.460 3.871 O11 AMV 18 AMV N2 N2 N 0 1 N N N 54.586 -11.093 26.761 2.262 -1.219 0.974 N2 AMV 19 AMV C12 C12 C 0 1 N N N 55.188 -14.263 29.132 5.814 -3.251 0.153 C12 AMV 20 AMV OXT OXT O 0 1 N N N 56.287 -10.159 23.049 -0.967 1.465 2.397 OXT AMV 21 AMV H1 H1 H 0 1 N N N 56.245 -13.288 27.145 4.397 -1.251 -0.641 H1 AMV 22 AMV H2 H2 H 0 1 N N N 55.915 -10.400 28.212 3.711 -0.720 2.315 H2 AMV 23 AMV H3 H3 H 0 1 N N N 56.981 -11.251 25.466 2.973 1.105 -0.038 H3 AMV 24 AMV HN2 HA H 0 1 N N N 54.272 -11.771 26.067 1.901 -1.201 0.026 HN2 AMV 25 AMV H4 H4 H 0 1 N N N 58.232 -9.893 28.032 5.136 1.667 2.045 H4 AMV 26 AMV H5 H5 H 0 1 N N N 58.809 -12.668 26.822 5.554 0.839 -0.895 H5 AMV 27 AMV HO4 HB H 0 1 N Y N 60.234 -10.229 26.807 5.563 3.144 0.106 HO4 AMV 28 AMV H61 H6C1 H 0 1 N N N 59.938 -11.384 29.410 7.548 1.373 1.343 H61 AMV 29 AMV H62 H6C2 H 0 1 N N N 60.825 -11.642 27.994 7.238 2.433 -0.057 H62 AMV 30 AMV HO6 H6 H 0 1 N Y N 61.036 -13.482 29.472 8.271 -0.203 -0.001 HO6 AMV 31 AMV H81 H8C1 H 0 1 N N N 51.944 -11.124 26.127 0.197 -3.543 1.610 H81 AMV 32 AMV H82 H8C2 H 0 1 N N N 52.729 -9.996 25.108 -0.639 -2.042 1.957 H82 AMV 33 AMV H83 H8C3 H 0 1 N N N 51.655 -9.347 26.435 0.052 -2.314 0.371 H83 AMV 34 AMV H9 H9 H 0 1 N N N 57.882 -8.775 24.402 1.073 0.688 0.859 H9 AMV 35 AMV H111 H111 H 0 0 N N N 57.328 -6.650 25.987 0.233 3.464 1.211 H111 AMV 36 AMV H112 H112 H 0 0 N N N 55.707 -6.931 25.841 0.637 2.636 -0.288 H112 AMV 37 AMV H113 H113 H 0 0 N N N 56.643 -6.648 24.237 1.911 3.454 0.643 H113 AMV 38 AMV H121 H121 H 0 0 N N N 56.179 -14.716 29.368 5.880 -4.287 0.495 H121 AMV 39 AMV H122 H122 H 0 0 N N N 54.980 -14.785 28.169 6.768 -2.742 0.315 H122 AMV 40 AMV H123 H123 H 0 0 N N N 54.429 -14.525 29.906 5.572 -3.236 -0.912 H123 AMV 41 AMV HX HX H 0 1 N N N 55.549 -10.434 22.517 -1.581 1.428 3.161 HX AMV 42 # # 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 AMV C1 C2 SING N N 1 AMV C1 O1 SING N N 2 AMV C1 O5 SING N N 3 AMV C1 H1 SING N N 4 AMV C2 C3 SING N N 5 AMV C2 N2 SING N N 6 AMV C2 H2 SING N N 7 AMV C3 C4 SING N N 8 AMV C3 O3 SING N N 9 AMV C3 H3 SING N N 10 AMV C4 C5 SING N N 11 AMV C4 O4 SING N N 12 AMV C4 H4 SING N N 13 AMV C5 C6 SING N N 14 AMV C5 O5 SING N N 15 AMV C5 H5 SING N N 16 AMV C6 O6 SING N N 17 AMV C6 H61 SING N N 18 AMV C6 H62 SING N N 19 AMV C7 C8 SING N N 20 AMV C7 O7 DOUB N N 21 AMV C7 N2 SING N N 22 AMV C8 H81 SING N N 23 AMV C8 H82 SING N N 24 AMV C8 H83 SING N N 25 AMV C9 C10 SING N N 26 AMV C9 C11 SING N N 27 AMV C9 O3 SING N N 28 AMV C9 H9 SING N N 29 AMV C10 O11 DOUB N N 30 AMV C10 OXT SING N N 31 AMV C11 H111 SING N N 32 AMV C11 H112 SING N N 33 AMV C11 H113 SING N N 34 AMV O1 C12 SING N N 35 AMV O4 HO4 SING N N 36 AMV O6 HO6 SING N N 37 AMV N2 HN2 SING N N 38 AMV C12 H121 SING N N 39 AMV C12 H122 SING N N 40 AMV C12 H123 SING N N 41 AMV OXT HX SING N N 42 # # 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 AMV SMILES ACDLabs 10.04 "O=C(O)C(OC1C(O)C(OC(OC)C1NC(=O)C)CO)C" AMV SMILES_CANONICAL CACTVS 3.341 "CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O[C@H](C)C(O)=O)[C@H]1NC(C)=O" AMV SMILES CACTVS 3.341 "CO[CH]1O[CH](CO)[CH](O)[CH](O[CH](C)C(O)=O)[CH]1NC(C)=O" AMV SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@H](C(=O)O)O[C@@H]1[C@H]([C@@H](O[C@@H]([C@H]1O)CO)OC)NC(=O)C" AMV SMILES "OpenEye OEToolkits" 1.5.0 "CC(C(=O)O)OC1C(C(OC(C1O)CO)OC)NC(=O)C" AMV InChI InChI 1.03 "InChI=1S/C12H21NO8/c1-5(11(17)18)20-10-8(13-6(2)15)12(19-3)21-7(4-14)9(10)16/h5,7-10,12,14,16H,4H2,1-3H3,(H,13,15)(H,17,18)/t5-,7-,8-,9-,10-,12-/m1/s1" AMV InChIKey InChI 1.03 UXEQYDNCHCKBIL-PKKPQKKZSA-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 AMV "SYSTEMATIC NAME" ACDLabs 10.04 "methyl 2-(acetylamino)-3-O-[(1R)-1-carboxyethyl]-2-deoxy-beta-D-glucopyranoside" AMV "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R)-2-[(2R,3S,4R,5R,6R)-5-acetamido-3-hydroxy-2-(hydroxymethyl)-6-methoxy-oxan-4-yl]oxypropanoic acid" # _pdbx_chem_comp_related.comp_id AMV _pdbx_chem_comp_related.related_comp_id NAG _pdbx_chem_comp_related.relationship_type "Carbohydrate core" _pdbx_chem_comp_related.details ? # # loop_ _pdbx_chem_comp_atom_related.ordinal _pdbx_chem_comp_atom_related.comp_id _pdbx_chem_comp_atom_related.atom_id _pdbx_chem_comp_atom_related.related_comp_id _pdbx_chem_comp_atom_related.related_atom_id _pdbx_chem_comp_atom_related.related_type 1 AMV C1 NAG C1 "Carbohydrate core" 2 AMV C2 NAG C2 "Carbohydrate core" 3 AMV C3 NAG C3 "Carbohydrate core" 4 AMV C4 NAG C4 "Carbohydrate core" 5 AMV C5 NAG C5 "Carbohydrate core" 6 AMV C6 NAG C6 "Carbohydrate core" 7 AMV C7 NAG C7 "Carbohydrate core" 8 AMV C8 NAG C8 "Carbohydrate core" 9 AMV N2 NAG N2 "Carbohydrate core" 10 AMV O1 NAG O1 "Carbohydrate core" 11 AMV O3 NAG O3 "Carbohydrate core" 12 AMV O4 NAG O4 "Carbohydrate core" 13 AMV O5 NAG O5 "Carbohydrate core" 14 AMV O6 NAG O6 "Carbohydrate core" 15 AMV O7 NAG O7 "Carbohydrate core" 16 AMV H1 NAG H1 "Carbohydrate core" 17 AMV H2 NAG H2 "Carbohydrate core" 18 AMV H3 NAG H3 "Carbohydrate core" 19 AMV H4 NAG H4 "Carbohydrate core" 20 AMV H5 NAG H5 "Carbohydrate core" 21 AMV HO6 NAG HO6 "Carbohydrate core" 22 AMV H61 NAG H61 "Carbohydrate core" 23 AMV H62 NAG H62 "Carbohydrate core" 24 AMV H81 NAG H81 "Carbohydrate core" 25 AMV H82 NAG H82 "Carbohydrate core" 26 AMV H83 NAG H83 "Carbohydrate core" 27 AMV HN2 NAG HN2 "Carbohydrate core" 28 AMV HO4 NAG HO4 "Carbohydrate core" # # 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 AMV "CARBOHYDRATE ISOMER" D PDB ? AMV "CARBOHYDRATE RING" pyranose PDB ? AMV "CARBOHYDRATE ANOMER" beta PDB ? AMV "CARBOHYDRATE PRIMARY CARBONYL GROUP" aldose 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 AMV "Create component" 2006-10-25 RCSB AMV "Modify descriptor" 2011-06-04 RCSB AMV "Other modification" 2020-07-03 RCSB AMV "Modify parent residue" 2020-07-17 RCSB AMV "Modify name" 2020-07-17 RCSB AMV "Modify synonyms" 2020-07-17 RCSB AMV "Modify internal type" 2020-07-17 RCSB AMV "Modify linking type" 2020-07-17 RCSB AMV "Modify atom id" 2020-07-17 RCSB AMV "Modify component atom id" 2020-07-17 RCSB AMV "Modify leaving atom flag" 2020-07-17 RCSB ##