data_4Z9 # _chem_comp.id 4Z9 _chem_comp.name "(2R)-2-hydroxy-3-(1H-indol-3-yl)propanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C11 H11 N O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-06-30 _chem_comp.pdbx_modified_date 2016-08-05 _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 205.210 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4Z9 _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 5CAK _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 4Z9 C8 C1 C 0 1 Y N N 32.400 75.237 62.250 2.474 0.687 -0.008 C8 4Z9 1 4Z9 C5 C2 C 0 1 Y N N 32.039 77.176 60.296 2.780 -2.064 0.205 C5 4Z9 2 4Z9 C9 C3 C 0 1 Y N N 33.153 76.473 62.307 1.385 -0.175 -0.235 C9 4Z9 3 4Z9 O12 O1 O 0 1 N N N 38.462 78.218 64.746 -4.293 0.126 0.313 O12 4Z9 4 4Z9 C10 C4 C 0 1 N N N 37.256 78.010 64.831 -3.300 -0.525 0.087 C10 4Z9 5 4Z9 O11 O2 O 0 1 N N N 36.785 78.402 66.050 -3.408 -1.751 -0.447 O11 4Z9 6 4Z9 C13 C5 C 0 1 N N R 36.420 77.071 63.956 -1.941 0.041 0.406 C13 4Z9 7 4Z9 O14 O3 O 0 1 N N N 36.879 77.171 62.624 -2.091 1.299 1.068 O14 4Z9 8 4Z9 C15 C6 C 0 1 N N N 34.928 77.444 63.969 -1.153 0.238 -0.891 C15 4Z9 9 4Z9 C3 C7 C 0 1 Y N N 34.005 76.396 63.485 0.248 0.688 -0.565 C3 4Z9 10 4Z9 C2 C8 C 0 1 Y N N 33.736 75.158 64.075 0.690 1.954 -0.522 C2 4Z9 11 4Z9 N1 N1 N 0 1 Y N N 32.780 74.451 63.340 2.018 1.974 -0.191 N1 4Z9 12 4Z9 C7 C9 C 0 1 Y N N 31.485 74.991 61.210 3.711 0.148 0.325 C7 4Z9 13 4Z9 C6 C10 C 0 1 Y N N 31.315 75.972 60.243 3.857 -1.218 0.429 C6 4Z9 14 4Z9 C4 C11 C 0 1 Y N N 32.950 77.432 61.309 1.554 -1.556 -0.119 C4 4Z9 15 4Z9 H1 H1 H 0 1 N N N 31.882 77.920 59.529 2.910 -3.132 0.295 H1 4Z9 16 4Z9 H2 H2 H 0 1 N N N 37.500 78.752 66.568 -4.301 -2.071 -0.634 H2 4Z9 17 4Z9 H3 H3 H 0 1 N N N 36.532 76.042 64.328 -1.403 -0.649 1.056 H3 4Z9 18 4Z9 H4 H4 H 0 1 N N N 37.722 77.609 62.611 -2.562 1.964 0.547 H4 4Z9 19 4Z9 H5 H5 H 0 1 N N N 34.795 78.332 63.334 -1.115 -0.703 -1.439 H5 4Z9 20 4Z9 H6 H6 H 0 1 N N N 34.649 77.689 65.004 -1.645 0.995 -1.503 H6 4Z9 21 4Z9 H7 H7 H 0 1 N N N 34.204 74.796 64.978 0.088 2.829 -0.720 H7 4Z9 22 4Z9 H8 H8 H 0 1 N N N 32.429 73.540 63.557 2.558 2.774 -0.099 H8 4Z9 23 4Z9 H9 H9 H 0 1 N N N 30.931 74.065 61.165 4.556 0.798 0.501 H9 4Z9 24 4Z9 H10 H10 H 0 1 N N N 30.615 75.808 59.437 4.820 -1.635 0.684 H10 4Z9 25 4Z9 H11 H11 H 0 1 N N N 33.498 78.363 61.328 0.720 -2.220 -0.292 H11 4Z9 26 # 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 4Z9 C6 C5 DOUB Y N 1 4Z9 C6 C7 SING Y N 2 4Z9 C5 C4 SING Y N 3 4Z9 C7 C8 DOUB Y N 4 4Z9 C4 C9 DOUB Y N 5 4Z9 C8 C9 SING Y N 6 4Z9 C8 N1 SING Y N 7 4Z9 C9 C3 SING Y N 8 4Z9 O14 C13 SING N N 9 4Z9 N1 C2 SING Y N 10 4Z9 C3 C15 SING N N 11 4Z9 C3 C2 DOUB Y N 12 4Z9 C13 C15 SING N N 13 4Z9 C13 C10 SING N N 14 4Z9 O12 C10 DOUB N N 15 4Z9 C10 O11 SING N N 16 4Z9 C5 H1 SING N N 17 4Z9 O11 H2 SING N N 18 4Z9 C13 H3 SING N N 19 4Z9 O14 H4 SING N N 20 4Z9 C15 H5 SING N N 21 4Z9 C15 H6 SING N N 22 4Z9 C2 H7 SING N N 23 4Z9 N1 H8 SING N N 24 4Z9 C7 H9 SING N N 25 4Z9 C6 H10 SING N N 26 4Z9 C4 H11 SING N N 27 # 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 4Z9 SMILES ACDLabs 12.01 "c12c(c(CC(C(=O)O)O)cn1)cccc2" 4Z9 InChI InChI 1.03 "InChI=1S/C11H11NO3/c13-10(11(14)15)5-7-6-12-9-4-2-1-3-8(7)9/h1-4,6,10,12-13H,5H2,(H,14,15)/t10-/m1/s1" 4Z9 InChIKey InChI 1.03 XGILAAMKEQUXLS-SNVBAGLBSA-N 4Z9 SMILES_CANONICAL CACTVS 3.385 "O[C@H](Cc1c[nH]c2ccccc12)C(O)=O" 4Z9 SMILES CACTVS 3.385 "O[CH](Cc1c[nH]c2ccccc12)C(O)=O" 4Z9 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccc2c(c1)c(c[nH]2)C[C@H](C(=O)O)O" 4Z9 SMILES "OpenEye OEToolkits" 1.9.2 "c1ccc2c(c1)c(c[nH]2)CC(C(=O)O)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 4Z9 "SYSTEMATIC NAME" ACDLabs 12.01 "(2R)-2-hydroxy-3-(1H-indol-3-yl)propanoic acid" 4Z9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2R)-3-(1H-indol-3-yl)-2-oxidanyl-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 4Z9 "Create component" 2015-06-30 RCSB 4Z9 "Initial release" 2016-08-10 RCSB #