data_AMN # _chem_comp.id AMN _chem_comp.name "methyl 5-acetamido-9-amino-3,5,9-trideoxy-D-glycero-alpha-D-galacto-non-2-ulopyranosidonic acid" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C12 H22 N2 O8" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;9-DEOXY-9-AMINO-2-O-METHYL-5-N-ACETYL-ALPHA-D-NEURAMINIC ACID; methyl 5-acetamido-9-amino-3,5,9-trideoxy-D-glycero-alpha-D-galacto-non-2-ulosidonic acid; methyl 5-acetamido-9-amino-3,5,9-trideoxy-D-glycero-D-galacto-non-2-ulosidonic acid; methyl 5-acetamido-9-amino-3,5,9-trideoxy-D-glycero-galacto-non-2-ulosidonic acid ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _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 322.312 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AMN _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 AMN "9-DEOXY-9-AMINO-2-O-METHYL-5-N-ACETYL-ALPHA-D-NEURAMINIC ACID" PDB ? 2 AMN "methyl 5-acetamido-9-amino-3,5,9-trideoxy-D-glycero-alpha-D-galacto-non-2-ulosidonic acid" PDB ? 3 AMN "methyl 5-acetamido-9-amino-3,5,9-trideoxy-D-glycero-D-galacto-non-2-ulosidonic acid" PDB ? 4 AMN "methyl 5-acetamido-9-amino-3,5,9-trideoxy-D-glycero-galacto-non-2-ulosidonic 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 AMN C1 C1 C 0 1 N N N -7.626 72.368 28.804 2.238 -0.993 0.545 C1 AMN 1 AMN C2 C2 C 0 1 N N R -8.263 73.676 28.284 2.047 0.483 0.316 C2 AMN 2 AMN C3 C3 C 0 1 N N N -8.070 74.811 29.320 2.187 0.789 -1.176 C3 AMN 3 AMN C4 C4 C 0 1 N N S -6.627 75.297 29.375 1.142 -0.020 -1.952 C4 AMN 4 AMN C5 C5 C 0 1 N N R -6.193 75.722 27.949 -0.240 0.264 -1.355 C5 AMN 5 AMN C6 C6 C 0 1 N N R -6.340 74.517 27.018 -0.197 -0.001 0.150 C6 AMN 6 AMN C7 C7 C 0 1 N N R -5.979 74.675 25.545 -1.581 0.248 0.751 C7 AMN 7 AMN C8 C8 C 0 1 N N R -6.419 73.436 24.748 -1.539 -0.016 2.257 C8 AMN 8 AMN C9 C9 C 0 1 N N N -6.019 73.548 23.283 -2.924 0.233 2.858 C9 AMN 9 AMN C10 C10 C 0 1 N N N -4.342 77.220 27.408 -1.881 -0.209 -3.093 C10 AMN 10 AMN C11 C11 C 0 1 N N N -2.915 77.660 27.703 -2.903 -1.110 -3.737 C11 AMN 11 AMN C12 C12 C 0 1 N N N -9.992 72.418 27.115 2.818 0.933 2.429 C12 AMN 12 AMN N5 N5 N 0 1 N N N -4.815 76.166 28.056 -1.234 -0.611 -1.981 N5 AMN 13 AMN N9 N9 N 0 1 N N N -6.210 72.169 22.775 -2.884 -0.021 4.304 N9 AMN 14 AMN O1A O1A O 0 1 N N N -7.853 72.031 29.960 1.584 -1.564 1.385 O1A AMN 15 AMN O1B O1B O 0 1 N N N -6.896 71.675 28.082 3.136 -1.675 -0.184 O1B AMN 16 AMN O2 O2 O 0 1 N N N -9.663 73.430 28.086 3.039 1.209 1.045 O2 AMN 17 AMN O4 O4 O 0 1 N N N -6.427 76.369 30.305 1.162 0.365 -3.328 O4 AMN 18 AMN O6 O6 O 0 1 N N N -7.687 74.081 27.033 0.750 0.867 0.768 O6 AMN 19 AMN O7 O7 O 0 1 N N N -6.631 75.809 25.020 -1.964 1.605 0.517 O7 AMN 20 AMN O8 O8 O 0 1 N N N -5.888 72.238 25.244 -1.157 -1.373 2.491 O8 AMN 21 AMN O10 O10 O 0 1 N N N -5.029 77.779 26.558 -1.641 0.877 -3.575 O10 AMN 22 AMN H32 H31 H 0 1 N N N -8.773 75.654 29.130 2.025 1.853 -1.348 H32 AMN 23 AMN H31 H32 H 0 1 N N N -8.431 74.503 30.328 3.186 0.512 -1.513 H31 AMN 24 AMN H4 H4 H 0 1 N N N -5.995 74.455 29.742 1.366 -1.083 -1.867 H4 AMN 25 AMN H5 H5 H 0 1 N N N -6.817 76.545 27.529 -0.507 1.305 -1.534 H5 AMN 26 AMN H6 H6 H 0 1 N N N -5.589 73.808 27.439 0.092 -1.037 0.327 H6 AMN 27 AMN H7 H7 H 0 1 N N N -4.873 74.792 25.460 -2.306 -0.418 0.284 H7 AMN 28 AMN H8 H8 H 0 1 N N N -7.528 73.406 24.855 -0.815 0.650 2.724 H8 AMN 29 AMN H92 H91 H 0 1 N N N -6.566 74.333 22.711 -3.216 1.268 2.679 H92 AMN 30 AMN H91 H92 H 0 1 N N N -5.001 73.969 23.110 -3.649 -0.433 2.391 H91 AMN 31 AMN H111 H111 H 0 0 N N N -2.516 78.547 27.157 -3.317 -0.618 -4.617 H111 AMN 32 AMN H113 H112 H 0 0 N N N -2.803 77.825 28.800 -2.429 -2.045 -4.032 H113 AMN 33 AMN H112 H113 H 0 0 N N N -2.227 76.796 27.547 -3.704 -1.317 -3.026 H112 AMN 34 AMN H121 H121 H 0 0 N N N -11.079 72.226 26.961 3.489 1.544 3.033 H121 AMN 35 AMN H122 H122 H 0 0 N N N -9.507 72.656 26.139 1.785 1.167 2.686 H122 AMN 36 AMN H123 H123 H 0 0 N N N -9.471 71.465 27.369 3.012 -0.120 2.625 H123 AMN 37 AMN HN5 HN5 H 0 1 N N N -4.119 75.697 28.636 -1.426 -1.480 -1.595 HN5 AMN 38 AMN HN91 HN91 H 0 0 N N N -5.942 72.244 21.793 -3.813 0.155 4.655 HN91 AMN 39 AMN HN92 HN92 H 0 0 N N N -7.141 71.783 22.932 -2.713 -1.009 4.420 HN92 AMN 40 AMN HO1B HOB1 H 0 0 N N N -6.504 70.870 28.401 3.258 -2.623 -0.037 HO1B AMN 41 AMN HO4 HO4 H 0 1 N Y N -5.527 76.672 30.339 2.052 0.179 -3.658 HO4 AMN 42 AMN HO7 HO7 H 0 1 N Y N -6.406 75.907 24.102 -1.298 2.161 0.945 HO7 AMN 43 AMN HO8 HO8 H 0 1 N Y N -6.159 71.472 24.751 -1.822 -1.929 2.063 HO8 AMN 44 # # 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 AMN C1 C2 SING N N 1 AMN C1 O1A DOUB N N 2 AMN C1 O1B SING N N 3 AMN C2 C3 SING N N 4 AMN C2 O2 SING N N 5 AMN C2 O6 SING N N 6 AMN C3 C4 SING N N 7 AMN C3 H32 SING N N 8 AMN C3 H31 SING N N 9 AMN C4 C5 SING N N 10 AMN C4 O4 SING N N 11 AMN C4 H4 SING N N 12 AMN C5 C6 SING N N 13 AMN C5 N5 SING N N 14 AMN C5 H5 SING N N 15 AMN C6 C7 SING N N 16 AMN C6 O6 SING N N 17 AMN C6 H6 SING N N 18 AMN C7 C8 SING N N 19 AMN C7 O7 SING N N 20 AMN C7 H7 SING N N 21 AMN C8 C9 SING N N 22 AMN C8 O8 SING N N 23 AMN C8 H8 SING N N 24 AMN C9 N9 SING N N 25 AMN C9 H92 SING N N 26 AMN C9 H91 SING N N 27 AMN C10 C11 SING N N 28 AMN C10 N5 SING N N 29 AMN C10 O10 DOUB N N 30 AMN C11 H111 SING N N 31 AMN C11 H113 SING N N 32 AMN C11 H112 SING N N 33 AMN C12 O2 SING N N 34 AMN C12 H121 SING N N 35 AMN C12 H122 SING N N 36 AMN C12 H123 SING N N 37 AMN N5 HN5 SING N N 38 AMN N9 HN91 SING N N 39 AMN N9 HN92 SING N N 40 AMN O1B HO1B SING N N 41 AMN O4 HO4 SING N N 42 AMN O7 HO7 SING N N 43 AMN O8 HO8 SING N N 44 # # 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 AMN SMILES ACDLabs 10.04 "O=C(O)C1(OC)OC(C(O)C(O)CN)C(NC(=O)C)C(O)C1" AMN SMILES_CANONICAL CACTVS 3.341 "CO[C@@]1(C[C@H](O)[C@@H](NC(C)=O)[C@@H](O1)[C@H](O)[C@H](O)CN)C(O)=O" AMN SMILES CACTVS 3.341 "CO[C]1(C[CH](O)[CH](NC(C)=O)[CH](O1)[CH](O)[CH](O)CN)C(O)=O" AMN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(=O)N[C@@H]1[C@H](C[C@@](O[C@H]1[C@@H]([C@@H](CN)O)O)(C(=O)O)OC)O" AMN SMILES "OpenEye OEToolkits" 1.5.0 "CC(=O)NC1C(CC(OC1C(C(CN)O)O)(C(=O)O)OC)O" AMN InChI InChI 1.03 "InChI=1S/C12H22N2O8/c1-5(15)14-8-6(16)3-12(21-2,11(19)20)22-10(8)9(18)7(17)4-13/h6-10,16-18H,3-4,13H2,1-2H3,(H,14,15)(H,19,20)/t6-,7+,8+,9+,10+,12+/m0/s1" AMN InChIKey InChI 1.03 LMLQOZLLZRAPEM-MIDKXNQYSA-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 AMN "SYSTEMATIC NAME" ACDLabs 10.04 "methyl 5-(acetylamino)-9-amino-3,5,9-trideoxy-D-glycero-alpha-D-galacto-non-2-ulopyranosidonic acid" AMN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R,4S,5R,6R)-5-acetamido-6-[(1R,2R)-3-amino-1,2-dihydroxy-propyl]-4-hydroxy-2-methoxy-oxane-2-carboxylic acid" AMN "IUPAC CARBOHYDRATE SYMBOL" PDB-CARE 1.0 "9-deoxy-9-amino-2-O-methyl-5-N-acetyl-a-D-neuraminic 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 AMN "CARBOHYDRATE ISOMER" D PDB ? AMN "CARBOHYDRATE RING" pyranose PDB ? AMN "CARBOHYDRATE ANOMER" alpha PDB ? AMN "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 AMN "Create component" 1999-07-08 RCSB AMN "Modify descriptor" 2011-06-04 RCSB AMN "Other modification" 2020-07-03 RCSB AMN "Modify name" 2020-07-17 RCSB AMN "Modify synonyms" 2020-07-17 RCSB AMN "Modify internal type" 2020-07-17 RCSB AMN "Modify linking type" 2020-07-17 RCSB AMN "Modify atom id" 2020-07-17 RCSB AMN "Modify component atom id" 2020-07-17 RCSB AMN "Modify leaving atom flag" 2020-07-17 RCSB ##