data_DF4 # _chem_comp.id DF4 _chem_comp.name "(3R,4R,5R,6R)-5-(acetylamino)-3-fluoro-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]-3,4,5,6-tetrahydropyranium-2-carboxylate" _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 2014-12-05 _chem_comp.pdbx_modified_date 2015-09-11 _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 DF4 _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 4WEF _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 DF4 C7 C1 C 0 1 N N R 55.980 127.480 -0.057 -1.180 1.311 0.224 C7 DF4 1 DF4 C5 C2 C 0 1 N N R 56.253 127.190 2.400 1.146 0.488 -0.128 C5 DF4 2 DF4 C2 C3 C 0 1 N N N 54.690 129.430 2.615 -0.098 -1.945 -0.244 C2 DF4 3 DF4 C1 C4 C 0 1 N N N 53.828 130.651 2.740 -0.795 -3.256 -0.080 C1 DF4 4 DF4 C3 C5 C 0 1 N N R 55.043 128.709 3.890 1.400 -1.973 -0.209 C3 DF4 5 DF4 C4 C6 C 0 1 N N R 55.437 127.251 3.670 1.957 -0.654 -0.759 C4 DF4 6 DF4 C6 C7 C 0 1 N N R 55.347 127.710 1.303 -0.307 0.347 -0.581 C6 DF4 7 DF4 O1A O1 O 0 1 N N N 53.535 131.282 1.707 -2.014 -3.305 -0.098 O1A DF4 8 DF4 O1B O2 O -1 1 N N N 53.412 131.001 3.866 -0.145 -4.278 0.072 O1B DF4 9 DF4 O4 O3 O 0 1 N N N 56.199 126.774 4.779 3.335 -0.525 -0.404 O4 DF4 10 DF4 F1 F1 F 0 1 N N N 56.081 129.399 4.475 1.832 -2.146 1.110 F1 DF4 11 DF4 O6 O4 O 1 1 N N N 55.105 129.100 1.504 -0.785 -0.997 -0.387 O6 DF4 12 DF4 C8 C8 C 0 1 N N R 54.974 127.808 -1.144 -2.647 1.117 -0.165 C8 DF4 13 DF4 C9 C9 C 0 1 N N N 55.614 127.994 -2.503 -3.520 2.081 0.641 C9 DF4 14 DF4 O9 O5 O 0 1 N N N 54.880 127.154 -3.403 -4.898 1.821 0.364 O9 DF4 15 DF4 O8 O6 O 0 1 N N N 54.106 126.686 -1.251 -2.808 1.381 -1.560 O8 DF4 16 DF4 O7 O7 O 0 1 N N N 57.137 128.300 -0.160 -1.019 1.046 1.620 O7 DF4 17 DF4 N5 N1 N 0 1 N N N 56.685 125.833 2.121 1.681 1.778 -0.572 N5 DF4 18 DF4 C10 C10 C 0 1 N N N 57.983 125.498 2.065 2.722 2.336 0.077 C10 DF4 19 DF4 O10 O8 O 0 1 N N N 58.884 126.315 2.221 3.217 1.770 1.028 O10 DF4 20 DF4 C11 C11 C 0 1 N N N 58.261 124.044 1.787 3.272 3.662 -0.381 C11 DF4 21 DF4 H1 H1 H 0 1 N N N 56.260 126.420 -0.142 -0.880 2.337 0.012 H1 DF4 22 DF4 H2 H2 H 0 1 N N N 57.125 127.853 2.495 1.201 0.422 0.959 H2 DF4 23 DF4 H4 H4 H 0 1 N N N 54.162 128.726 4.549 1.762 -2.800 -0.821 H4 DF4 24 DF4 H5 H5 H 0 1 N N N 54.525 126.648 3.544 1.849 -0.630 -1.843 H5 DF4 25 DF4 H6 H6 H 0 1 N N N 54.397 127.158 1.343 -0.378 0.600 -1.639 H6 DF4 26 DF4 H8 H8 H 0 1 N N N 55.672 126.819 5.568 3.902 -1.216 -0.771 H8 DF4 27 DF4 H9 H9 H 0 1 N N N 54.415 128.715 -0.870 -2.947 0.091 0.047 H9 DF4 28 DF4 H10 H10 H 0 1 N N N 56.671 127.690 -2.473 -3.331 1.940 1.705 H10 DF4 29 DF4 H11 H11 H 0 1 N N N 55.543 129.046 -2.818 -3.281 3.107 0.362 H11 DF4 30 DF4 H12 H12 H 0 1 N N N 55.243 127.233 -4.277 -5.510 2.397 0.841 H12 DF4 31 DF4 H13 H13 H 0 1 N N N 53.681 126.533 -0.415 -2.560 2.278 -1.822 H13 DF4 32 DF4 H14 H14 H 0 1 N N N 57.748 128.074 0.531 -1.268 0.149 1.881 H14 DF4 33 DF4 H15 H15 H 0 1 N N N 55.995 125.126 1.966 1.285 2.230 -1.334 H15 DF4 34 DF4 H16 H16 H 0 1 N N N 59.348 123.878 1.755 2.704 4.013 -1.242 H16 DF4 35 DF4 H17 H17 H 0 1 N N N 57.819 123.427 2.584 3.190 4.388 0.429 H17 DF4 36 DF4 H18 H18 H 0 1 N N N 57.819 123.765 0.819 4.319 3.545 -0.659 H18 DF4 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 DF4 O9 C9 SING N N 1 DF4 C9 C8 SING N N 2 DF4 O8 C8 SING N N 3 DF4 C8 C7 SING N N 4 DF4 O7 C7 SING N N 5 DF4 C7 C6 SING N N 6 DF4 C6 O6 SING N N 7 DF4 C6 C5 SING N N 8 DF4 O6 C2 DOUB N N 9 DF4 O1A C1 DOUB N N 10 DF4 C11 C10 SING N N 11 DF4 C10 N5 SING N N 12 DF4 C10 O10 DOUB N N 13 DF4 N5 C5 SING N N 14 DF4 C5 C4 SING N N 15 DF4 C2 C1 SING N N 16 DF4 C2 C3 SING N N 17 DF4 C1 O1B SING N N 18 DF4 C4 C3 SING N N 19 DF4 C4 O4 SING N N 20 DF4 C3 F1 SING N N 21 DF4 C7 H1 SING N N 22 DF4 C5 H2 SING N N 23 DF4 C3 H4 SING N N 24 DF4 C4 H5 SING N N 25 DF4 C6 H6 SING N N 26 DF4 O4 H8 SING N N 27 DF4 C8 H9 SING N N 28 DF4 C9 H10 SING N N 29 DF4 C9 H11 SING N N 30 DF4 O9 H12 SING N N 31 DF4 O8 H13 SING N N 32 DF4 O7 H14 SING N N 33 DF4 N5 H15 SING N N 34 DF4 C11 H16 SING N N 35 DF4 C11 H17 SING N N 36 DF4 C11 H18 SING N N 37 # 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 DF4 SMILES ACDLabs 12.01 "[O-]C(=O)C1=[O+]C(C(NC(=O)C)C(O)C1F)C(O)C(O)CO" DF4 InChI InChI 1.03 "InChI=1S/C11H16FNO8/c1-3(15)13-6-8(18)5(12)9(11(19)20)21-10(6)7(17)4(16)2-14/h4-8,10,14,16-18H,2H2,1H3,(H-,13,15,19,20)/t4-,5-,6-,7-,8+,10-/m1/s1" DF4 InChIKey InChI 1.03 OXSMZBYWMIZHJQ-LNSOWFDVSA-N DF4 SMILES_CANONICAL CACTVS 3.385 "CC(=O)N[C@@H]1[C@@H](O)[C@@H](F)C(=[O+][C@H]1[C@H](O)[C@H](O)CO)C([O-])=O" DF4 SMILES CACTVS 3.385 "CC(=O)N[CH]1[CH](O)[CH](F)C(=[O+][CH]1[CH](O)[CH](O)CO)C([O-])=O" DF4 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CC(=O)N[C@@H]1[C@H]([C@H](C(=[O+][C@H]1[C@@H]([C@@H](CO)O)O)C(=O)[O-])F)O" DF4 SMILES "OpenEye OEToolkits" 1.9.2 "CC(=O)NC1C(C(C(=[O+]C1C(C(CO)O)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 DF4 "SYSTEMATIC NAME" ACDLabs 12.01 "(3R,4R,5R,6R)-5-(acetylamino)-3-fluoro-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]-3,4,5,6-tetrahydropyranium-2-carboxylate (non-preferred name)" DF4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2R,3R,4R,5R)-3-acetamido-5-fluoranyl-4-oxidanyl-2-[(1R,2R)-1,2,3-tris(oxidanyl)propyl]-2,3,4,5-tetrahydropyran-1-ium-6-carboxylate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site DF4 "Create component" 2014-12-05 PDBJ DF4 "Initial release" 2015-09-16 RCSB #