data_4NN # _chem_comp.id 4NN _chem_comp.name "N-[(5S,6R)-5-hydroxy-6-(hydroxymethyl)-2-oxo-5,6-dihydro-2H-pyran-3-yl]acetamide" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C8 H11 N O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-06-08 _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 201.177 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4NN _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 3AYQ _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 4NN C1 C1 C 0 1 N N N 16.824 -6.927 -16.744 -0.037 -0.730 0.522 C1 4NN 1 4NN O1 O1 O 0 1 N N N 16.496 -7.858 -17.454 0.513 -1.786 0.766 O1 4NN 2 4NN C2 C2 C 0 1 N N N 16.254 -5.702 -16.996 0.543 0.234 -0.438 C2 4NN 3 4NN N2 N2 N 0 1 N N N 15.292 -5.643 -17.965 1.837 0.035 -0.938 N2 4NN 4 4NN C3 C3 C 0 1 N N N 16.760 -4.624 -16.268 -0.169 1.292 -0.826 C3 4NN 5 4NN C4 C4 C 0 1 N N S 17.828 -4.847 -15.161 -1.557 1.545 -0.306 C4 4NN 6 4NN O4 O4 O 0 1 N N N 19.143 -4.537 -15.489 -1.499 2.513 0.743 O4 4NN 7 4NN C5 C5 C 0 1 N N R 17.832 -6.339 -14.709 -2.169 0.251 0.231 C5 4NN 8 4NN O5 O5 O 0 1 N N N 17.813 -7.119 -15.877 -1.210 -0.393 1.116 O5 4NN 9 4NN C6 C6 C 0 1 N N N 16.851 -6.744 -13.599 -2.494 -0.686 -0.934 C6 4NN 10 4NN O6 O6 O 0 1 N N N 15.756 -5.884 -13.588 -3.171 -1.843 -0.441 O6 4NN 11 4NN C7 C7 C 0 1 N N N 14.628 -4.532 -18.264 2.882 -0.044 -0.090 C7 4NN 12 4NN O7 O7 O 0 1 N N N 14.863 -3.470 -17.728 2.694 -0.029 1.108 O7 4NN 13 4NN C8 C8 C 0 1 N N N 13.548 -4.621 -19.376 4.284 -0.152 -0.631 C8 4NN 14 4NN HN2 HN2 H 0 1 N N N 15.078 -6.477 -18.474 1.980 -0.045 -1.893 HN2 4NN 15 4NN H3 H3 H 0 1 N N N 16.406 -3.625 -16.476 0.264 1.986 -1.532 H3 4NN 16 4NN H4 H4 H 0 1 N N N 17.516 -4.142 -14.376 -2.180 1.927 -1.115 H4 4NN 17 4NN HO4 HO4 H 0 1 N N N 19.705 -4.711 -14.743 -1.134 3.366 0.472 HO4 4NN 18 4NN H5 H5 H 0 1 N N N 18.757 -6.534 -14.146 -3.080 0.480 0.783 H5 4NN 19 4NN H6 H6 H 0 1 N N N 16.503 -7.772 -13.780 -3.133 -0.168 -1.649 H6 4NN 20 4NN H6A H6A H 0 1 N N N 17.363 -6.692 -12.627 -1.569 -0.988 -1.426 H6A 4NN 21 4NN HO6 HO6 H 0 1 N N N 15.156 -6.143 -12.898 -3.408 -2.482 -1.127 HO6 4NN 22 4NN H8 H8 H 0 1 N N N 13.107 -3.627 -19.540 4.254 -0.150 -1.721 H8 4NN 23 4NN H8A H8A H 0 1 N N N 14.011 -4.975 -20.309 4.874 0.696 -0.283 H8A 4NN 24 4NN H8B H8B H 0 1 N N N 12.761 -5.325 -19.067 4.739 -1.079 -0.282 H8B 4NN 25 # # 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 4NN C1 O1 DOUB N N 1 4NN C1 C2 SING N N 2 4NN C1 O5 SING N N 3 4NN C2 N2 SING N N 4 4NN C2 C3 DOUB N N 5 4NN N2 C7 SING N N 6 4NN C3 C4 SING N N 7 4NN C4 O4 SING N N 8 4NN C4 C5 SING N N 9 4NN C5 O5 SING N N 10 4NN C5 C6 SING N N 11 4NN C6 O6 SING N N 12 4NN C7 O7 DOUB N N 13 4NN C7 C8 SING N N 14 4NN N2 HN2 SING N N 15 4NN C3 H3 SING N N 16 4NN C4 H4 SING N N 17 4NN O4 HO4 SING N N 18 4NN C5 H5 SING N N 19 4NN C6 H6 SING N N 20 4NN C6 H6A SING N N 21 4NN O6 HO6 SING N N 22 4NN C8 H8 SING N N 23 4NN C8 H8A SING N N 24 4NN C8 H8B SING N N 25 # # 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 4NN SMILES ACDLabs 12.01 "O=C1OC(CO)C(O)C=C1NC(=O)C" 4NN InChI InChI 1.03 "InChI=1S/C8H11NO5/c1-4(11)9-5-2-6(12)7(3-10)14-8(5)13/h2,6-7,10,12H,3H2,1H3,(H,9,11)/t6-,7+/m0/s1" 4NN InChIKey InChI 1.03 COFUDTMBMJHQIZ-NKWVEPMBSA-N 4NN SMILES_CANONICAL CACTVS 3.370 "CC(=O)NC1=C[C@H](O)[C@@H](CO)OC1=O" 4NN SMILES CACTVS 3.370 "CC(=O)NC1=C[CH](O)[CH](CO)OC1=O" 4NN SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "CC(=O)NC1=C[C@@H]([C@H](OC1=O)CO)O" 4NN SMILES "OpenEye OEToolkits" 1.7.2 "CC(=O)NC1=CC(C(OC1=O)CO)O" # # 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 4NN "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(5S,6R)-5-hydroxy-6-(hydroxymethyl)-2-oxo-5,6-dihydro-2H-pyran-3-yl]acetamide (non-preferred name)" 4NN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "N-[(2R,3S)-2-(hydroxymethyl)-3-oxidanyl-6-oxidanylidene-2,3-dihydropyran-5-yl]ethanamide" # # 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 4NN "CARBOHYDRATE ISOMER" D PDB ? 4NN "CARBOHYDRATE RING" dihydropyran PDB ? 4NN "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 4NN "Create component" 2011-06-08 PDBJ 4NN "Modify linking type" 2011-06-17 PDBJ 4NN "Other modification" 2020-07-03 RCSB 4NN "Modify linking type" 2020-07-17 RCSB ##