data_49A # _chem_comp.id 49A _chem_comp.name "4,9-AMINO-2,4-DEOXY-2,3-DEHYDRO-N-ACETYL-NEURAMINIC ACID" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C11 H19 N3 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2000-07-26 _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 289.285 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 49A _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 1F8E _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 49A C1 C1 C 0 1 N N N 23.537 19.841 64.738 -3.228 0.143 -1.443 C1 49A 1 49A C2 C2 C 0 1 N N N 24.125 18.773 64.058 -2.113 0.000 -0.490 C2 49A 2 49A C3 C3 C 0 1 N N N 23.452 17.649 63.622 -2.412 -0.463 0.708 C3 49A 3 49A C4 C4 C 0 1 N N S 24.113 16.652 62.649 -1.367 -0.677 1.773 C4 49A 4 49A C5 C5 C 0 1 N N R 25.629 16.684 62.742 -0.070 0.004 1.312 C5 49A 5 49A C6 C6 C 0 1 N N R 26.079 18.169 62.685 0.113 -0.314 -0.177 C6 49A 6 49A C7 C7 C 0 1 N N R 27.642 18.386 62.800 1.493 0.157 -0.637 C7 49A 7 49A C8 C8 C 0 1 N N R 27.927 19.871 62.551 1.671 -0.158 -2.124 C8 49A 8 49A C9 C9 C 0 1 N N N 29.333 20.282 62.992 3.051 0.313 -2.585 C9 49A 9 49A C10 C10 C 0 1 N N N 26.963 14.826 61.803 1.445 0.089 3.218 C10 49A 10 49A C11 C11 C 0 1 N N N 27.506 14.184 60.553 2.613 -0.447 4.005 C11 49A 11 49A N5 N5 N 0 1 N N N 26.237 15.927 61.627 1.065 -0.517 2.077 N5 49A 12 49A O1A O1A O 0 1 N N N 24.241 20.858 64.927 -4.356 -0.160 -1.109 O1A 49A 13 49A O1B O1B O 0 1 N N N 22.357 19.765 65.134 -2.996 0.612 -2.685 O1B 49A 14 49A N4 N4 N 0 1 N N N 23.678 15.299 63.006 -1.817 -0.082 3.038 N4 49A 15 49A O6 O6 O 0 1 N N N 25.480 18.898 63.787 -0.893 0.355 -0.927 O6 49A 16 49A O7 O7 O 0 1 N N N 28.111 17.978 64.102 1.607 1.567 -0.434 O7 49A 17 49A O8 O8 O 0 1 N N N 27.780 20.139 61.189 1.557 -1.568 -2.328 O8 49A 18 49A N9 N9 N 0 1 N N N 30.393 19.615 62.190 3.221 0.009 -4.012 N9 49A 19 49A O10 O10 O 0 1 N N N 27.187 14.339 62.911 0.847 1.068 3.613 O10 49A 20 49A H3 H3 H 0 1 N N N 22.432 17.552 64.032 -3.442 -0.698 0.934 H3 49A 21 49A H4 H4 H 0 1 N N N 23.811 16.934 61.613 -1.193 -1.744 1.909 H4 49A 22 49A H5 H5 H 0 1 N N N 25.961 16.210 63.695 -0.147 1.082 1.454 H5 49A 23 49A H6 H6 H 0 1 N N N 25.750 18.533 61.683 0.026 -1.390 -0.330 H6 49A 24 49A H7 H7 H 0 1 N N N 28.180 17.765 62.046 2.264 -0.356 -0.062 H7 49A 25 49A H8 H8 H 0 1 N N N 27.200 20.459 63.158 0.900 0.355 -2.699 H8 49A 26 49A H91 H91 H 0 1 N N N 29.452 21.390 62.975 3.138 1.388 -2.429 H91 49A 27 49A H92 H92 H 0 1 N N N 29.481 20.104 64.082 3.821 -0.200 -2.009 H92 49A 28 49A H111 H111 H 0 0 N N N 28.114 13.261 60.700 2.769 0.169 4.890 H111 49A 29 49A H112 H112 H 0 0 N N N 26.672 13.977 59.841 2.405 -1.473 4.309 H112 49A 30 49A H113 H113 H 0 0 N N N 28.089 14.931 59.967 3.509 -0.426 3.384 H113 49A 31 49A HN5 HN5 H 0 1 N N N 26.147 16.188 60.645 1.543 -1.300 1.761 HN5 49A 32 49A HOB1 HOB1 H 0 0 N N N 21.956 20.491 65.596 -3.727 0.706 -3.311 HOB1 49A 33 49A HN41 HN41 H 0 0 N N N 24.115 14.639 62.362 -2.667 -0.561 3.297 HN41 49A 34 49A HN42 HN42 H 0 0 N N N 22.662 15.207 63.030 -1.126 -0.322 3.733 HN42 49A 35 49A HO7 HO7 H 0 1 N N N 29.049 18.108 64.171 0.909 1.983 -0.959 HO7 49A 36 49A HO8 HO8 H 0 1 N N N 27.956 21.059 61.034 2.255 -1.983 -1.803 HO8 49A 37 49A HN91 HN91 H 0 0 N N N 31.330 19.889 62.484 4.140 0.337 -4.270 HN91 49A 38 49A HN92 HN92 H 0 0 N N N 30.257 19.777 61.192 3.238 -0.995 -4.094 HN92 49A 39 # # 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 49A C1 C2 SING N N 1 49A C1 O1A DOUB N N 2 49A C1 O1B SING N N 3 49A C2 C3 DOUB N N 4 49A C2 O6 SING N N 5 49A C3 C4 SING N N 6 49A C3 H3 SING N N 7 49A C4 C5 SING N N 8 49A C4 N4 SING N N 9 49A C4 H4 SING N N 10 49A C5 C6 SING N N 11 49A C5 N5 SING N N 12 49A C5 H5 SING N N 13 49A C6 C7 SING N N 14 49A C6 O6 SING N N 15 49A C6 H6 SING N N 16 49A C7 C8 SING N N 17 49A C7 O7 SING N N 18 49A C7 H7 SING N N 19 49A C8 C9 SING N N 20 49A C8 O8 SING N N 21 49A C8 H8 SING N N 22 49A C9 N9 SING N N 23 49A C9 H91 SING N N 24 49A C9 H92 SING N N 25 49A C10 C11 SING N N 26 49A C10 N5 SING N N 27 49A C10 O10 DOUB N N 28 49A C11 H111 SING N N 29 49A C11 H112 SING N N 30 49A C11 H113 SING N N 31 49A N5 HN5 SING N N 32 49A O1B HOB1 SING N N 33 49A N4 HN41 SING N N 34 49A N4 HN42 SING N N 35 49A O7 HO7 SING N N 36 49A O8 HO8 SING N N 37 49A N9 HN91 SING N N 38 49A N9 HN92 SING N N 39 # # 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 49A SMILES ACDLabs 10.04 "O=C(O)C=1OC(C(O)C(O)CN)C(NC(=O)C)C(C=1)N" 49A 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)CN)C(O)=O" 49A SMILES CACTVS 3.341 "CC(=O)N[CH]1[CH](N)C=C(O[CH]1[CH](O)[CH](O)CN)C(O)=O" 49A 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)N" 49A SMILES "OpenEye OEToolkits" 1.5.0 "CC(=O)NC1C(C=C(OC1C(C(CN)O)O)C(=O)O)N" 49A InChI InChI 1.03 "InChI=1S/C11H19N3O6/c1-4(15)14-8-5(13)2-7(11(18)19)20-10(8)9(17)6(16)3-12/h2,5-6,8-10,16-17H,3,12-13H2,1H3,(H,14,15)(H,18,19)/t5-,6+,8+,9+,10+/m0/s1" 49A InChIKey InChI 1.03 XDWUALXMEIYOQM-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 49A "SYSTEMATIC NAME" ACDLabs 10.04 "5-(acetylamino)-4,9-diamino-2,6-anhydro-3,4,5,9-tetradeoxy-D-glycero-D-galacto-non-2-enonic acid" 49A "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(4S,5R,6R)-5-acetamido-4-amino-6-[(1R,2R)-3-amino-1,2-dihydroxy-propyl]-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 49A "CARBOHYDRATE ISOMER" D PDB ? 49A "CARBOHYDRATE RING" dihydropyran PDB ? 49A "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 49A "Create component" 2000-07-26 RCSB 49A "Modify descriptor" 2011-06-04 RCSB 49A "Other modification" 2020-07-03 RCSB 49A "Modify internal type" 2020-07-17 RCSB 49A "Modify linking type" 2020-07-17 RCSB ##