data_295 # _chem_comp.id 295 _chem_comp.name "(2S,3S)-3-(4-fluorophenyl)-2,3-dihydroxypropanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C9 H9 F O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-11-27 _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 200.164 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 295 _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 2RJR _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 295 C1 C1 C 0 1 Y N N -25.054 9.450 30.558 -1.339 -0.814 0.986 C1 295 1 295 C C C 0 1 Y N N -25.447 8.152 30.889 -2.693 -0.938 0.737 C 295 2 295 C5 C5 C 0 1 Y N N -25.537 7.759 32.224 -3.321 -0.057 -0.125 C5 295 3 295 C4 C4 C 0 1 Y N N -25.229 8.679 33.227 -2.593 0.949 -0.738 C4 295 4 295 C3 C3 C 0 1 Y N N -24.836 9.974 32.886 -1.239 1.071 -0.487 C3 295 5 295 C2 C2 C 0 1 Y N N -24.737 10.385 31.550 -0.613 0.190 0.374 C2 295 6 295 C6 C6 C 0 1 N N S -24.304 11.801 31.222 0.864 0.325 0.647 C6 295 7 295 O4 O4 O 0 1 N N N -25.135 12.774 32.058 1.202 1.708 0.762 O4 295 8 295 C7 C7 C 0 1 N N S -24.537 12.074 29.746 1.654 -0.299 -0.505 C7 295 9 295 C8 C8 C 0 1 N N N -25.192 13.427 29.579 3.130 -0.165 -0.233 C8 295 10 295 O1 O1 O 0 1 N N N -25.831 13.666 28.255 3.804 -1.152 -0.057 O1 295 11 295 O O O 0 1 N N N -25.213 14.313 30.452 3.695 1.052 -0.186 O 295 12 295 O3 O3 O 0 1 N N N -23.288 12.101 29.068 1.315 -1.683 -0.621 O3 295 13 295 F1 F1 F 0 1 N N N -25.904 6.550 32.530 -4.644 -0.178 -0.370 F1 295 14 295 H1 H1 H 0 1 N N N -24.994 9.738 29.519 -0.849 -1.499 1.663 H1 295 15 295 H H H 0 1 N N N -25.683 7.447 30.106 -3.260 -1.724 1.215 H 295 16 295 H4 H4 H 0 1 N N N -25.295 8.389 34.265 -3.082 1.637 -1.411 H4 295 17 295 H3 H3 H 0 1 N N N -24.602 10.677 33.672 -0.670 1.855 -0.965 H3 295 18 295 H6 H6 H 0 1 N N N -23.235 11.929 31.449 1.110 -0.188 1.576 H6 295 19 295 HO4 HO4 H 0 1 N N N -25.307 12.392 32.911 1.010 2.228 -0.030 HO4 295 20 295 H7 H7 H 0 1 N N N -25.182 11.284 29.333 1.408 0.214 -1.435 H7 295 21 295 HO HO H 0 1 N N N -25.671 15.076 30.119 4.645 1.088 -0.008 HO 295 22 295 HO3 HO3 H 0 1 N N N -23.437 12.107 28.130 1.507 -2.202 0.172 HO3 295 23 # 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 295 C1 C DOUB Y N 1 295 C1 C2 SING Y N 2 295 C1 H1 SING N N 3 295 C C5 SING Y N 4 295 C H SING N N 5 295 C5 F1 SING N N 6 295 C5 C4 DOUB Y N 7 295 C3 C4 SING Y N 8 295 C4 H4 SING N N 9 295 C2 C3 DOUB Y N 10 295 C3 H3 SING N N 11 295 C6 C2 SING N N 12 295 C7 C6 SING N N 13 295 C6 O4 SING N N 14 295 C6 H6 SING N N 15 295 O4 HO4 SING N N 16 295 O3 C7 SING N N 17 295 C8 C7 SING N N 18 295 C7 H7 SING N N 19 295 O1 C8 DOUB N N 20 295 C8 O SING N N 21 295 O HO SING N N 22 295 O3 HO3 SING N N 23 # 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 295 SMILES ACDLabs 10.04 "Fc1ccc(cc1)C(O)C(O)C(=O)O" 295 SMILES_CANONICAL CACTVS 3.341 "O[C@@H]([C@@H](O)c1ccc(F)cc1)C(O)=O" 295 SMILES CACTVS 3.341 "O[CH]([CH](O)c1ccc(F)cc1)C(O)=O" 295 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1[C@@H]([C@@H](C(=O)O)O)O)F" 295 SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1C(C(C(=O)O)O)O)F" 295 InChI InChI 1.03 "InChI=1S/C9H9FO4/c10-6-3-1-5(2-4-6)7(11)8(12)9(13)14/h1-4,7-8,11-12H,(H,13,14)/t7-,8-/m0/s1" 295 InChIKey InChI 1.03 DWYLYIVEFVSGCP-YUMQZZPRSA-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 295 "SYSTEMATIC NAME" ACDLabs 10.04 "(2S,3S)-3-(4-fluorophenyl)-2,3-dihydroxypropanoic acid" 295 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S,3S)-3-(4-fluorophenyl)-2,3-dihydroxy-propanoic 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 295 "Create component" 2007-11-27 RCSB 295 "Modify aromatic_flag" 2011-06-04 RCSB 295 "Modify descriptor" 2011-06-04 RCSB #