data_19D # _chem_comp.id 19D _chem_comp.name "(1R,2R,3R,4R,5R,7R)-2-(acetylamino)-7-[(1R)-1,2-dihydroxyethyl]-4-fluoro-3-hydroxy-6,8-dioxabicyclo[3.2.1]octane-5-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C11 H16 F N O8" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-11-08 _chem_comp.pdbx_modified_date 2016-01-08 _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 309.245 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 19D _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 4HQ7 _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 19D C1 C1 C 0 1 N N N -2.803 -5.862 -32.734 -0.746 2.631 0.659 C1 19D 1 19D O1A O1A O 0 1 N N N -3.590 -5.193 -31.997 0.131 3.455 1.254 O1A 19D 2 19D O1B O1B O 0 1 N N N -1.655 -6.194 -32.397 -1.887 2.989 0.483 O1B 19D 3 19D C2 C2 C 0 1 N N R -3.327 -6.246 -34.093 -0.306 1.263 0.205 C2 19D 4 19D C3 C3 C 0 1 N N R -2.794 -7.588 -34.651 0.913 1.348 -0.726 C3 19D 5 19D C4 C4 C 0 1 N N R -3.880 -8.300 -35.546 1.214 -0.051 -1.276 C4 19D 6 19D O4 O4 O 0 1 N N N -3.214 -9.247 -36.385 0.167 -0.449 -2.164 O4 19D 7 19D C5 C5 C 0 1 N N R -4.653 -7.189 -36.442 1.304 -1.043 -0.112 C5 19D 8 19D N5 N5 N 0 1 N N N -5.652 -7.846 -37.274 2.487 -0.745 0.699 N5 19D 9 19D C6 C6 C 0 1 N N R -5.097 -6.043 -35.512 0.039 -0.903 0.750 C6 19D 10 19D O6 O6 O 0 1 N N N -4.758 -6.281 -34.144 0.058 0.427 1.325 O6 19D 11 19D C7 C7 C 0 1 N N R -4.153 -4.868 -35.752 -1.177 -0.840 -0.205 C7 19D 12 19D O7 O7 O 0 1 N N N -2.966 -5.174 -34.962 -1.361 0.578 -0.496 O7 19D 13 19D C8 C8 C 0 1 N N R -4.707 -3.450 -35.497 -2.422 -1.406 0.481 C8 19D 14 19D O8 O8 O 0 1 N N N -5.199 -3.223 -34.164 -2.187 -2.767 0.848 O8 19D 15 19D C9 C9 C 0 1 N N N -5.827 -3.113 -36.477 -3.610 -1.334 -0.479 C9 19D 16 19D O9 O9 O 0 1 N N N -7.057 -3.740 -36.111 -4.797 -1.753 0.198 O9 19D 17 19D C10 C10 C 0 1 N N N -5.931 -7.336 -38.473 3.688 -1.247 0.349 C10 19D 18 19D O10 O10 O 0 1 N N N -5.373 -6.329 -38.900 3.789 -1.946 -0.637 O10 19D 19 19D C11 C11 C 0 1 N N N -6.958 -8.074 -39.261 4.905 -0.939 1.183 C11 19D 20 19D F1 F1 F 0 1 N N N -1.804 -7.419 -35.110 0.636 2.221 -1.784 F1 19D 21 19D H1 H1 H 0 1 N N N -3.162 -4.998 -31.172 -0.197 4.324 1.525 H1 19D 22 19D H2 H2 H 0 1 N N N -2.704 -8.237 -33.768 1.775 1.714 -0.167 H2 19D 23 19D H3 H3 H 0 1 N N N -4.614 -8.795 -34.894 2.161 -0.034 -1.815 H3 19D 24 19D H4 H4 H 0 1 N N N -2.767 -9.889 -35.846 0.051 0.137 -2.924 H4 19D 25 19D H5 H5 H 0 1 N N N -3.890 -6.768 -37.113 1.371 -2.059 -0.501 H5 19D 26 19D H6 H6 H 0 1 N N N -6.121 -8.667 -36.950 2.406 -0.185 1.487 H6 19D 27 19D H7 H7 H 0 1 N N N -6.151 -5.770 -35.668 -0.044 -1.686 1.503 H7 19D 28 19D H8 H8 H 0 1 N N N -3.864 -4.905 -36.813 -0.967 -1.391 -1.122 H8 19D 29 19D H9 H9 H 0 1 N N N -3.885 -2.744 -35.687 -2.641 -0.821 1.375 H9 19D 30 19D H10 H10 H 0 1 N N N -4.517 -3.427 -33.535 -1.985 -3.346 0.101 H10 19D 31 19D H11 H11 H 0 1 N N N -5.537 -3.456 -37.481 -3.734 -0.309 -0.828 H11 19D 32 19D H12 H12 H 0 1 N N N -5.973 -2.023 -36.490 -3.428 -1.988 -1.332 H12 19D 33 19D H13 H13 H 0 1 N N N -7.730 -3.509 -36.741 -5.592 -1.733 -0.352 H13 19D 34 19D H14 H14 H 0 1 N N N -7.106 -7.575 -40.230 4.620 -0.302 2.020 H14 19D 35 19D H15 H15 H 0 1 N N N -6.619 -9.107 -39.429 5.330 -1.869 1.562 H15 19D 36 19D H16 H16 H 0 1 N N N -7.907 -8.086 -38.706 5.645 -0.425 0.570 H16 19D 37 # 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 19D C11 C10 SING N N 1 19D O10 C10 DOUB N N 2 19D C10 N5 SING N N 3 19D N5 C5 SING N N 4 19D C9 O9 SING N N 5 19D C9 C8 SING N N 6 19D C5 C4 SING N N 7 19D C5 C6 SING N N 8 19D O4 C4 SING N N 9 19D C7 C6 SING N N 10 19D C7 C8 SING N N 11 19D C7 O7 SING N N 12 19D C4 C3 SING N N 13 19D C6 O6 SING N N 14 19D C8 O8 SING N N 15 19D F1 C3 SING N N 16 19D O7 C2 SING N N 17 19D C3 C2 SING N N 18 19D O6 C2 SING N N 19 19D C2 C1 SING N N 20 19D C1 O1B DOUB N N 21 19D C1 O1A SING N N 22 19D O1A H1 SING N N 23 19D C3 H2 SING N N 24 19D C4 H3 SING N N 25 19D O4 H4 SING N N 26 19D C5 H5 SING N N 27 19D N5 H6 SING N N 28 19D C6 H7 SING N N 29 19D C7 H8 SING N N 30 19D C8 H9 SING N N 31 19D O8 H10 SING N N 32 19D C9 H11 SING N N 33 19D C9 H12 SING N N 34 19D O9 H13 SING N N 35 19D C11 H14 SING N N 36 19D C11 H15 SING N N 37 19D C11 H16 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 19D SMILES ACDLabs 12.01 "O=C(O)C12OC(C(O1)C(NC(=O)C)C(O)C2F)C(O)CO" 19D InChI InChI 1.03 "InChI=1S/C11H16FNO8/c1-3(15)13-5-6(17)9(12)11(10(18)19)20-7(4(16)2-14)8(5)21-11/h4-9,14,16-17H,2H2,1H3,(H,13,15)(H,18,19)/t4-,5-,6-,7-,8-,9-,11-/m1/s1" 19D InChIKey InChI 1.03 JCWSZUBTEOFKAD-DAXAGCIGSA-N 19D SMILES_CANONICAL CACTVS 3.370 "CC(=O)N[C@@H]1[C@@H](O)[C@@H](F)[C@]2(O[C@H]([C@H](O)CO)[C@@H]1O2)C(O)=O" 19D SMILES CACTVS 3.370 "CC(=O)N[CH]1[CH](O)[CH](F)[C]2(O[CH]([CH](O)CO)[CH]1O2)C(O)=O" 19D SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(=O)N[C@@H]1[C@H]([C@H]([C@@]2(O[C@H]1[C@H](O2)[C@@H](CO)O)C(=O)O)F)O" 19D SMILES "OpenEye OEToolkits" 1.7.6 "CC(=O)NC1C(C(C2(OC1C(O2)C(CO)O)C(=O)O)F)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 19D "SYSTEMATIC NAME" ACDLabs 12.01 "(1R,2R,3R,4R,5R,7R)-2-(acetylamino)-7-[(1R)-1,2-dihydroxyethyl]-4-fluoro-3-hydroxy-6,8-dioxabicyclo[3.2.1]octane-5-carboxylic acid (non-preferred name)" 19D "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(1R,2R,3R,4R,5R,7R)-2-acetamido-7-[(1R)-1,2-bis(oxidanyl)ethyl]-4-fluoranyl-3-oxidanyl-6,8-dioxabicyclo[3.2.1]octane-5-carboxylic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 19D "Create component" 2012-11-08 RCSB 19D "Initial release" 2016-01-13 RCSB #