data_SMN # _chem_comp.id SMN _chem_comp.name "(S)-MANDELIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C8 H8 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _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 152.147 _chem_comp.one_letter_code ? _chem_comp.three_letter_code SMN _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 1MDL _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 SMN C1 C1 C 0 1 Y N N 30.990 4.412 17.163 0.136 0.370 -0.404 C1 SMN 1 SMN C2 C2 C 0 1 Y N N 32.108 5.046 17.714 1.078 -0.464 -0.976 C2 SMN 2 SMN C3 C3 C 0 1 Y N N 33.379 4.904 17.177 0.943 -0.856 -2.295 C3 SMN 3 SMN C4 C4 C 0 1 Y N N 33.524 4.196 16.011 -0.132 -0.414 -3.041 C4 SMN 4 SMN C5 C5 C 0 1 Y N N 32.433 3.557 15.451 -1.074 0.419 -2.469 C5 SMN 5 SMN C6 C6 C 0 1 Y N N 31.157 3.634 16.046 -0.942 0.808 -1.149 C6 SMN 6 SMN C7 C7 C 0 1 N N S 29.599 4.487 17.854 0.282 0.798 1.032 C7 SMN 7 SMN C10 C10 C 0 1 N N N 29.073 5.934 18.033 -0.420 -0.190 1.925 C10 SMN 8 SMN O8 O8 O 0 1 N N N 28.671 3.685 17.086 1.669 0.848 1.376 O8 SMN 9 SMN O11 O11 O 0 1 N N N 27.945 6.188 17.655 0.200 -0.791 2.769 O11 SMN 10 SMN O12 O12 O 0 1 N N N 29.757 6.803 18.555 -1.738 -0.403 1.783 O12 SMN 11 SMN H2 H2 H 0 1 N N N 31.982 5.682 18.606 1.918 -0.809 -0.393 H2 SMN 12 SMN H3 H3 H 0 1 N N N 34.260 5.347 17.669 1.679 -1.508 -2.742 H3 SMN 13 SMN H4 H4 H 0 1 N N N 34.513 4.140 15.526 -0.236 -0.720 -4.072 H4 SMN 14 SMN H5 H5 H 0 1 N N N 32.581 2.981 14.522 -1.914 0.765 -3.053 H5 SMN 15 SMN H6 H6 H 0 1 N N N 30.290 3.086 15.638 -1.678 1.460 -0.702 H6 SMN 16 SMN H7 H7 H 0 1 N N N 29.702 4.087 18.890 -0.159 1.786 1.164 H7 SMN 17 SMN HO8 HO8 H 0 1 N N N 27.821 3.730 17.508 2.021 -0.043 1.246 HO8 SMN 18 SMN HO2 HO2 H 0 1 N N N 29.434 7.689 18.664 -2.190 -1.038 2.356 HO2 SMN 19 # 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 SMN C1 C2 DOUB Y N 1 SMN C1 C6 SING Y N 2 SMN C1 C7 SING N N 3 SMN C2 C3 SING Y N 4 SMN C2 H2 SING N N 5 SMN C3 C4 DOUB Y N 6 SMN C3 H3 SING N N 7 SMN C4 C5 SING Y N 8 SMN C4 H4 SING N N 9 SMN C5 C6 DOUB Y N 10 SMN C5 H5 SING N N 11 SMN C6 H6 SING N N 12 SMN C7 C10 SING N N 13 SMN C7 O8 SING N N 14 SMN C7 H7 SING N N 15 SMN C10 O11 DOUB N N 16 SMN C10 O12 SING N N 17 SMN O8 HO8 SING N N 18 SMN O12 HO2 SING N N 19 # 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 SMN SMILES ACDLabs 10.04 "O=C(O)C(O)c1ccccc1" SMN SMILES_CANONICAL CACTVS 3.341 "O[C@H](C(O)=O)c1ccccc1" SMN SMILES CACTVS 3.341 "O[CH](C(O)=O)c1ccccc1" SMN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)[C@@H](C(=O)O)O" SMN SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)C(C(=O)O)O" SMN InChI InChI 1.03 "InChI=1S/C8H8O3/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5,7,9H,(H,10,11)/t7-/m0/s1" SMN InChIKey InChI 1.03 IWYDHOAUDWTVEP-ZETCQYMHSA-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 SMN "SYSTEMATIC NAME" ACDLabs 10.04 "(2S)-hydroxy(phenyl)ethanoic acid" SMN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-hydroxy-2-phenyl-ethanoic 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 SMN "Create component" 1999-07-08 RCSB SMN "Modify descriptor" 2011-06-04 RCSB #