data_FA3 # _chem_comp.id FA3 _chem_comp.name "2-ANHYDRO-3-FLUORO-QUINIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C7 H9 F O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-04-16 _chem_comp.pdbx_modified_date 2011-06-04 _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 192.142 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FA3 _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 1V1J _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 FA3 C2 C2 C 0 1 N N N 29.369 51.446 57.932 1.255 0.389 -0.288 C2 FA3 1 FA3 F1 F1 F 0 1 N N N 27.745 50.324 61.439 -2.425 0.035 1.581 F1 FA3 2 FA3 C3 C3 C 0 1 N N R 28.544 50.192 57.880 1.271 -0.082 1.170 C3 FA3 3 FA3 O3 O3 O 0 1 N N N 29.235 49.252 57.062 2.398 0.481 1.845 O3 FA3 4 FA3 C4 C4 C 0 1 N N S 28.435 49.672 59.292 -0.019 0.382 1.848 C4 FA3 5 FA3 O4 O4 O 0 1 N N N 27.476 48.636 59.354 -0.142 -0.246 3.126 O4 FA3 6 FA3 C5 C5 C 0 1 N N N 28.123 50.702 60.209 -1.205 0.023 1.000 C5 FA3 7 FA3 C6 C6 C 0 1 N N N 28.196 52.054 59.940 -1.131 -0.300 -0.253 C6 FA3 8 FA3 C C C 0 1 N N N 29.438 53.699 58.866 -0.056 0.255 -2.386 C FA3 9 FA3 O1 O1 O 0 1 N N N 30.735 53.717 58.584 -0.421 1.543 -2.485 O1 FA3 10 FA3 O30 O30 O 0 1 N N N 27.528 52.954 57.873 0.537 -1.732 -1.189 O30 FA3 11 FA3 O2 O2 O 0 1 N N N 28.881 54.793 59.260 0.104 -0.404 -3.385 O2 FA3 12 FA3 C1 C1 C 0 1 N N R 28.595 52.510 58.687 0.151 -0.366 -1.029 C1 FA3 13 FA3 H2C1 1H2C H 0 0 N N N 29.687 51.789 56.920 1.054 1.460 -0.325 H2C1 FA3 14 FA3 H2C2 2H2C H 0 0 N N N 30.383 51.271 58.362 2.218 0.178 -0.752 H2C2 FA3 15 FA3 H3 H3 H 0 1 N N N 27.533 50.406 57.462 1.331 -1.169 1.203 H3 FA3 16 FA3 HB HB H 0 1 N N N 29.304 49.579 56.173 2.364 0.164 2.758 HB FA3 17 FA3 H4 H4 H 0 1 N N N 29.424 49.244 59.578 0.017 1.463 1.980 H4 FA3 18 FA3 HA HA H 0 1 N N N 27.686 47.944 58.738 -0.961 0.083 3.522 HA FA3 19 FA3 H6 H6 H 0 1 N N N 27.935 52.781 60.727 -2.049 -0.536 -0.770 H6 FA3 20 FA3 H1 H1 H 0 1 N N N 31.145 52.910 58.293 -0.554 1.943 -3.355 H1 FA3 21 FA3 H30 H30 H 0 1 N N N 27.800 53.265 57.018 -0.182 -2.174 -1.660 H30 FA3 22 # 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 FA3 C2 C3 SING N N 1 FA3 C2 C1 SING N N 2 FA3 C2 H2C1 SING N N 3 FA3 C2 H2C2 SING N N 4 FA3 F1 C5 SING N N 5 FA3 C3 O3 SING N N 6 FA3 C3 C4 SING N N 7 FA3 C3 H3 SING N N 8 FA3 O3 HB SING N N 9 FA3 C4 O4 SING N N 10 FA3 C4 C5 SING N N 11 FA3 C4 H4 SING N N 12 FA3 O4 HA SING N N 13 FA3 C5 C6 DOUB N N 14 FA3 C6 C1 SING N N 15 FA3 C6 H6 SING N N 16 FA3 C O1 SING N N 17 FA3 C O2 DOUB N N 18 FA3 C C1 SING N N 19 FA3 O1 H1 SING N N 20 FA3 O30 C1 SING N N 21 FA3 O30 H30 SING N N 22 # 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 FA3 SMILES ACDLabs 10.04 "FC1=CC(O)(C(=O)O)CC(O)C1O" FA3 SMILES_CANONICAL CACTVS 3.341 "O[C@@H]1C[C@@](O)(C=C(F)[C@H]1O)C(O)=O" FA3 SMILES CACTVS 3.341 "O[CH]1C[C](O)(C=C(F)[CH]1O)C(O)=O" FA3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1[C@H]([C@@H](C(=C[C@]1(C(=O)O)O)F)O)O" FA3 SMILES "OpenEye OEToolkits" 1.5.0 "C1C(C(C(=CC1(C(=O)O)O)F)O)O" FA3 InChI InChI 1.03 "InChI=1S/C7H9FO5/c8-3-1-7(13,6(11)12)2-4(9)5(3)10/h1,4-5,9-10,13H,2H2,(H,11,12)/t4-,5-,7+/m1/s1" FA3 InChIKey InChI 1.03 DGZQZSSRYAJDAX-XAHCXIQSSA-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 FA3 "SYSTEMATIC NAME" ACDLabs 10.04 "(1R,4S,5R)-3-fluoro-1,4,5-trihydroxycyclohex-2-ene-1-carboxylic acid" FA3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(1R,4S,5R)-3-fluoro-1,4,5-trihydroxy-cyclohex-2-ene-1-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 FA3 "Create component" 2004-04-16 EBI FA3 "Modify descriptor" 2011-06-04 RCSB #