data_4AM # _chem_comp.id 4AM _chem_comp.name "4-AMINO-2-DEOXY-2,3-DEHYDRO-N-ACETYL-NEURAMINIC ACID" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C11 H18 N2 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms 4-amino-Neu5Ac2en _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 290.270 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4AM _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 2QWD _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 4AM _pdbx_chem_comp_synonyms.name 4-amino-Neu5Ac2en _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? # # 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 4AM C1 C1 C 0 1 N N N 23.547 19.823 64.794 -3.334 0.144 -1.192 C1 4AM 1 4AM O1A O1A O 0 1 N N N 24.239 20.800 65.125 -4.435 -0.155 -0.775 O1A 4AM 2 4AM O1B O1B O 0 1 N N N 22.320 19.788 65.025 -3.192 0.607 -2.449 O1B 4AM 3 4AM C2 C2 C 0 1 N N N 24.187 18.807 64.073 -2.153 0.001 -0.322 C2 4AM 4 4AM C3 C3 C 0 1 N N N 23.497 17.780 63.471 -2.365 -0.458 0.896 C3 4AM 5 4AM C4 C4 C 0 1 N N S 24.187 16.694 62.639 -1.245 -0.671 1.882 C4 4AM 6 4AM N4 N4 N 0 1 N N N 23.637 15.422 63.082 -1.600 -0.071 3.175 N4 4AM 7 4AM C5 C5 C 0 1 N N R 25.700 16.750 62.831 0.016 0.004 1.325 C5 4AM 8 4AM N5 N5 N 0 1 N N N 26.327 16.038 61.693 1.203 -0.517 2.007 N5 4AM 9 4AM C10 C10 C 0 1 N N N 26.921 14.861 61.882 1.667 0.092 3.115 C10 4AM 10 4AM O10 O10 O 0 1 N N N 27.019 14.329 62.995 1.102 1.073 3.549 O10 4AM 11 4AM C11 C11 C 0 1 N N N 27.530 14.163 60.659 2.888 -0.445 3.816 C11 4AM 12 4AM C6 C6 C 0 1 N N R 26.149 18.214 62.817 0.089 -0.319 -0.172 C6 4AM 13 4AM O6 O6 O 0 1 N N N 25.578 18.842 63.941 -0.967 0.351 -0.849 O6 4AM 14 4AM C7 C7 C 0 1 N N R 27.669 18.356 62.904 1.433 0.147 -0.734 C7 4AM 15 4AM O7 O7 O 0 1 N N N 28.141 17.731 64.078 1.565 1.557 -0.544 O7 4AM 16 4AM C8 C8 C 0 1 N N R 28.052 19.827 62.904 1.501 -0.174 -2.228 C8 4AM 17 4AM O8 O8 O 0 1 N N N 27.735 20.200 61.632 1.369 -1.584 -2.418 O8 4AM 18 4AM C9 C9 C 0 1 N N N 29.523 20.106 63.100 2.845 0.292 -2.790 C9 4AM 19 4AM O9 O9 O 0 1 N N N 30.294 19.368 62.230 2.908 -0.007 -4.186 O9 4AM 20 4AM HOB1 HOB1 H 0 0 N N N 21.790 19.040 64.771 -3.967 0.701 -3.020 HOB1 4AM 21 4AM H3 H3 H 0 1 N N N 22.410 17.826 63.652 -3.376 -0.690 1.197 H3 4AM 22 4AM H4 H4 H 0 1 N N N 24.004 16.838 61.548 -1.064 -1.739 2.009 H4 4AM 23 4AM HN41 HN41 H 0 0 N N N 24.096 14.699 62.528 -2.430 -0.547 3.497 HN41 4AM 24 4AM HN42 HN42 H 0 0 N N N 22.619 15.383 63.032 -0.861 -0.311 3.818 HN42 4AM 25 4AM H5 H5 H 0 1 N N N 25.994 16.280 63.798 -0.047 1.083 1.469 H5 4AM 26 4AM HN5 HN5 H 0 1 N N N 26.350 16.375 60.730 1.655 -1.302 1.660 HN5 4AM 27 4AM H111 H111 H 0 0 N N N 28.027 13.177 60.817 3.110 0.173 4.685 H111 4AM 28 4AM H112 H112 H 0 0 N N N 26.749 14.057 59.870 2.701 -1.470 4.138 H112 4AM 29 4AM H113 H113 H 0 0 N N N 28.243 14.857 60.157 3.736 -0.429 3.132 H113 4AM 30 4AM H6 H6 H 0 1 N N N 25.820 18.677 61.857 -0.011 -1.395 -0.315 H6 4AM 31 4AM H7 H7 H 0 1 N N N 28.134 17.862 62.019 2.242 -0.366 -0.215 H7 4AM 32 4AM HO7 HO7 H 0 1 N N N 29.085 17.819 64.132 0.832 1.973 -1.018 HO7 4AM 33 4AM H8 H8 H 0 1 N N N 27.541 20.357 63.741 0.692 0.339 -2.747 H8 4AM 34 4AM HO8 HO8 H 0 1 N N N 27.974 21.119 61.632 2.102 -2.000 -1.944 HO8 4AM 35 4AM H91 H91 H 0 1 N N N 29.746 21.195 63.020 2.946 1.368 -2.645 H91 4AM 36 4AM H92 H92 H 0 1 N N N 29.832 19.943 64.158 3.654 -0.221 -2.271 H92 4AM 37 4AM HO9 HO9 H 0 1 N N N 31.219 19.543 62.353 3.769 0.302 -4.500 HO9 4AM 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 4AM C1 O1A DOUB N N 1 4AM C1 O1B SING N N 2 4AM C1 C2 SING N N 3 4AM O1B HOB1 SING N N 4 4AM C2 C3 DOUB N N 5 4AM C2 O6 SING N N 6 4AM C3 C4 SING N N 7 4AM C3 H3 SING N N 8 4AM C4 N4 SING N N 9 4AM C4 C5 SING N N 10 4AM C4 H4 SING N N 11 4AM N4 HN41 SING N N 12 4AM N4 HN42 SING N N 13 4AM C5 N5 SING N N 14 4AM C5 C6 SING N N 15 4AM C5 H5 SING N N 16 4AM N5 C10 SING N N 17 4AM N5 HN5 SING N N 18 4AM C10 O10 DOUB N N 19 4AM C10 C11 SING N N 20 4AM C11 H111 SING N N 21 4AM C11 H112 SING N N 22 4AM C11 H113 SING N N 23 4AM C6 O6 SING N N 24 4AM C6 C7 SING N N 25 4AM C6 H6 SING N N 26 4AM C7 O7 SING N N 27 4AM C7 C8 SING N N 28 4AM C7 H7 SING N N 29 4AM O7 HO7 SING N N 30 4AM C8 O8 SING N N 31 4AM C8 C9 SING N N 32 4AM C8 H8 SING N N 33 4AM O8 HO8 SING N N 34 4AM C9 O9 SING N N 35 4AM C9 H91 SING N N 36 4AM C9 H92 SING N N 37 4AM O9 HO9 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 4AM SMILES ACDLabs 10.04 "O=C(O)C=1OC(C(O)C(O)CO)C(NC(=O)C)C(C=1)N" 4AM SMILES_CANONICAL CACTVS 3.341 "CC(=O)N[C@@H]1[C@@H](N)C=C(O[C@H]1[C@H](O)[C@H](O)CO)C(O)=O" 4AM SMILES CACTVS 3.341 "CC(=O)N[CH]1[CH](N)C=C(O[CH]1[CH](O)[CH](O)CO)C(O)=O" 4AM 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](CO)O)O)C(=O)O)N" 4AM SMILES "OpenEye OEToolkits" 1.5.0 "CC(=O)NC1C(C=C(OC1C(C(CO)O)O)C(=O)O)N" 4AM InChI InChI 1.03 "InChI=1S/C11H18N2O7/c1-4(15)13-8-5(12)2-7(11(18)19)20-10(8)9(17)6(16)3-14/h2,5-6,8-10,14,16-17H,3,12H2,1H3,(H,13,15)(H,18,19)/t5-,6+,8+,9+,10+/m0/s1" 4AM InChIKey InChI 1.03 NKENBBIXEGPQLS-UFGQHTETSA-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 4AM "SYSTEMATIC NAME" ACDLabs 10.04 "5-(acetylamino)-4-amino-2,6-anhydro-3,4,5-trideoxy-D-glycero-D-galacto-non-2-enonic acid" 4AM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(4S,5R,6R)-5-acetamido-4-amino-6-[(1R,2R)-1,2,3-trihydroxypropyl]-5,6-dihydro-4H-pyran-2-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 4AM "CARBOHYDRATE ISOMER" D PDB ? 4AM "CARBOHYDRATE RING" dihydropyran PDB ? 4AM "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 4AM "Create component" 1999-07-08 EBI 4AM "Modify descriptor" 2011-06-04 RCSB 4AM "Other modification" 2020-04-12 RCSB 4AM "Other modification" 2020-07-03 RCSB 4AM "Modify name" 2020-07-17 RCSB 4AM "Modify synonyms" 2020-07-17 RCSB 4AM "Modify component atom id" 2020-07-17 RCSB ##