data_9AM # _chem_comp.id 9AM _chem_comp.name "9-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 ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2000-07-21 _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 9AM _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 1F8D _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 9AM C1 C1 C 0 1 N N N 23.514 19.724 64.728 -3.273 0.145 -1.324 C1 9AM 1 9AM C2 C2 C 0 1 N N N 24.090 18.710 63.971 -2.123 0.001 -0.414 C2 9AM 2 9AM C3 C3 C 0 1 N N N 23.492 17.531 63.641 -2.376 -0.462 0.794 C3 9AM 3 9AM C4 C4 C 0 1 N N S 24.114 16.569 62.599 -1.290 -0.676 1.818 C4 9AM 4 9AM C5 C5 C 0 1 N N R 25.639 16.660 62.626 -0.012 0.004 1.308 C5 9AM 5 9AM C6 C6 C 0 1 N N R 26.038 18.148 62.502 0.113 -0.314 -0.187 C6 9AM 6 9AM C7 C7 C 0 1 N N R 27.588 18.419 62.603 1.475 0.157 -0.700 C7 9AM 7 9AM C8 C8 C 0 1 N N R 27.827 19.887 62.292 1.596 -0.158 -2.192 C8 9AM 8 9AM C9 C9 C 0 1 N N N 29.157 20.407 62.810 2.957 0.313 -2.706 C9 9AM 9 9AM C10 C10 C 0 1 N N N 27.030 14.854 61.666 1.575 0.089 3.154 C10 9AM 10 9AM C11 C11 C 0 1 N N N 27.513 14.120 60.401 2.772 -0.447 3.895 C11 9AM 11 9AM N5 N5 N 0 1 N N N 26.198 15.880 61.506 1.151 -0.517 2.028 N5 9AM 12 9AM O1A O1A O 0 1 N N N 24.217 20.742 64.923 -4.388 -0.158 -0.947 O1A 9AM 13 9AM O1B O1B O 0 1 N N N 22.355 19.620 65.189 -3.089 0.613 -2.575 O1B 9AM 14 9AM O4 O4 O 0 1 N N N 23.705 15.296 62.958 -1.681 -0.098 3.064 O4 9AM 15 9AM O6 O6 O 0 1 N N N 25.409 18.912 63.590 -0.920 0.356 -0.898 O6 9AM 16 9AM O7 O7 O 0 1 N N N 27.962 18.115 63.968 1.597 1.567 -0.501 O7 9AM 17 9AM O8 O8 O 0 1 N N N 27.789 20.035 60.925 1.474 -1.568 -2.392 O8 9AM 18 9AM N9 N9 N 0 1 N N N 30.318 19.648 62.272 3.073 0.009 -4.138 N9 9AM 19 9AM O10 O10 O 0 1 N N N 27.424 14.478 62.770 0.992 1.068 3.572 O10 9AM 20 9AM H3 H3 H 0 1 N N N 22.550 17.363 64.190 -3.396 -0.697 1.059 H3 9AM 21 9AM H4 H4 H 0 1 N N N 23.786 16.828 61.565 -1.112 -1.744 1.947 H4 9AM 22 9AM H5 H5 H 0 1 N N N 26.040 16.243 63.579 -0.084 1.082 1.452 H5 9AM 23 9AM H6 H6 H 0 1 N N N 25.696 18.459 61.487 0.020 -1.389 -0.337 H6 9AM 24 9AM H7 H7 H 0 1 N N N 28.186 17.802 61.892 2.267 -0.356 -0.155 H7 9AM 25 9AM H8 H8 H 0 1 N N N 27.034 20.479 62.806 0.804 0.355 -2.738 H8 9AM 26 9AM H91 H91 H 0 1 N N N 29.265 21.498 62.610 3.050 1.388 -2.554 H91 9AM 27 9AM H92 H92 H 0 1 N N N 29.172 20.425 63.924 3.749 -0.200 -2.160 H92 9AM 28 9AM H111 H111 H 0 0 N N N 28.210 13.260 60.535 2.962 0.168 4.774 H111 9AM 29 9AM H112 H112 H 0 0 N N N 26.628 13.787 59.809 2.576 -1.473 4.207 H112 9AM 30 9AM H113 H113 H 0 0 N N N 27.969 14.857 59.700 3.643 -0.426 3.241 H113 9AM 31 9AM HN5 HN5 H 0 1 N N N 25.988 16.068 60.525 1.617 -1.300 1.695 HN5 9AM 32 9AM HOB1 HOB1 H 0 0 N N N 21.961 20.312 65.706 -3.844 0.707 -3.172 HOB1 9AM 33 9AM HO4 HO4 H 0 1 N N N 24.086 14.705 62.318 -2.485 -0.556 3.345 HO4 9AM 34 9AM HO7 HO7 H 0 1 N N N 28.895 18.278 64.028 0.880 1.983 -0.999 HO7 9AM 35 9AM HO8 HO8 H 0 1 N N N 27.938 20.952 60.730 2.191 -1.984 -1.894 HO8 9AM 36 9AM HN91 HN91 H 0 0 N N N 31.211 19.997 62.619 3.981 0.336 -4.432 HN91 9AM 37 9AM HN92 HN92 H 0 0 N N N 30.303 19.631 61.252 3.086 -0.996 -4.221 HN92 9AM 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 9AM C1 C2 SING N N 1 9AM C1 O1A DOUB N N 2 9AM C1 O1B SING N N 3 9AM C2 C3 DOUB N N 4 9AM C2 O6 SING N N 5 9AM C3 C4 SING N N 6 9AM C3 H3 SING N N 7 9AM C4 C5 SING N N 8 9AM C4 O4 SING N N 9 9AM C4 H4 SING N N 10 9AM C5 C6 SING N N 11 9AM C5 N5 SING N N 12 9AM C5 H5 SING N N 13 9AM C6 C7 SING N N 14 9AM C6 O6 SING N N 15 9AM C6 H6 SING N N 16 9AM C7 C8 SING N N 17 9AM C7 O7 SING N N 18 9AM C7 H7 SING N N 19 9AM C8 C9 SING N N 20 9AM C8 O8 SING N N 21 9AM C8 H8 SING N N 22 9AM C9 N9 SING N N 23 9AM C9 H91 SING N N 24 9AM C9 H92 SING N N 25 9AM C10 C11 SING N N 26 9AM C10 N5 SING N N 27 9AM C10 O10 DOUB N N 28 9AM C11 H111 SING N N 29 9AM C11 H112 SING N N 30 9AM C11 H113 SING N N 31 9AM N5 HN5 SING N N 32 9AM O1B HOB1 SING N N 33 9AM O4 HO4 SING N N 34 9AM O7 HO7 SING N N 35 9AM O8 HO8 SING N N 36 9AM N9 HN91 SING N N 37 9AM N9 HN92 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 9AM SMILES ACDLabs 10.04 "O=C(O)C=1OC(C(O)C(O)CN)C(NC(=O)C)C(O)C=1" 9AM SMILES_CANONICAL CACTVS 3.341 "CC(=O)N[C@@H]1[C@@H](O)C=C(O[C@H]1[C@H](O)[C@H](O)CN)C(O)=O" 9AM SMILES CACTVS 3.341 "CC(=O)N[CH]1[CH](O)C=C(O[CH]1[CH](O)[CH](O)CN)C(O)=O" 9AM 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)O" 9AM SMILES "OpenEye OEToolkits" 1.5.0 "CC(=O)NC1C(C=C(OC1C(C(CN)O)O)C(=O)O)O" 9AM InChI InChI 1.03 "InChI=1S/C11H18N2O7/c1-4(14)13-8-5(15)2-7(11(18)19)20-10(8)9(17)6(16)3-12/h2,5-6,8-10,15-17H,3,12H2,1H3,(H,13,14)(H,18,19)/t5-,6+,8+,9+,10+/m0/s1" 9AM InChIKey InChI 1.03 VJTPBNUXDULDQD-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 9AM "SYSTEMATIC NAME" ACDLabs 10.04 "5-(acetylamino)-9-amino-2,6-anhydro-3,5,9-trideoxy-D-glycero-D-galacto-non-2-enonic acid" 9AM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(4S,5R,6R)-5-acetamido-6-[(1R,2R)-3-amino-1,2-dihydroxy-propyl]-4-hydroxy-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 9AM "CARBOHYDRATE ISOMER" D PDB ? 9AM "CARBOHYDRATE RING" dihydropyran PDB ? 9AM "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 9AM "Create component" 2000-07-21 RCSB 9AM "Modify descriptor" 2011-06-04 RCSB 9AM "Other modification" 2020-07-03 RCSB 9AM "Modify internal type" 2020-07-17 RCSB 9AM "Modify linking type" 2020-07-17 RCSB ##