data_SHI # _chem_comp.id SHI _chem_comp.name "(S)-2-AMINO-3-(3-HYDROXY-ISOXAZOL-4-YL)PROPIONIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C6 H8 N2 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(S)-DES-ME-AMPA" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2002-09-18 _chem_comp.pdbx_modified_date 2021-03-01 _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 172.139 _chem_comp.one_letter_code ? _chem_comp.three_letter_code SHI _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 1MQD _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 SHI O1 O1 O 0 1 Y N N 72.818 43.788 43.064 1.028 0.004 -2.994 O1 SHI 1 SHI N2 N2 N 0 1 Y N N 74.013 43.501 42.331 -0.147 0.260 -3.115 N2 SHI 2 SHI C5 C5 C 0 1 Y N N 72.597 45.123 42.988 1.317 -0.425 -1.757 C5 SHI 3 SHI C4 C4 C 0 1 Y N N 73.606 45.753 42.378 0.155 -0.418 -1.064 C4 SHI 4 SHI C3 C3 C 0 1 Y N N 74.454 44.677 41.876 -0.802 0.039 -2.006 C3 SHI 5 SHI O31 O31 O 0 1 N N N 75.466 44.774 41.122 -2.130 0.221 -1.795 O31 SHI 6 SHI C41 C41 C 0 1 N N N 73.889 47.211 42.198 -0.071 -0.812 0.372 C41 SHI 7 SHI C42 C42 C 0 1 N N S 74.735 47.853 43.324 0.105 0.412 1.271 C42 SHI 8 SHI N1 N1 N 0 1 N N N 74.051 47.689 44.661 1.467 0.940 1.117 N1 SHI 9 SHI C43 C43 C 0 1 N N N 74.964 49.346 42.929 -0.121 0.018 2.707 C43 SHI 10 SHI O41 O41 O 0 1 N N N 74.736 50.190 43.844 0.806 -0.359 3.384 O41 SHI 11 SHI O42 O42 O 0 1 N N N 75.366 49.615 41.759 -1.353 0.087 3.236 O42 SHI 12 SHI HC5 HC5 H 0 1 N N N 71.701 45.636 43.376 2.288 -0.718 -1.386 HC5 SHI 13 SHI H31 H31 H 0 1 N N N 75.779 45.610 40.798 -2.565 -0.611 -2.021 H31 SHI 14 SHI H411 1H41 H 0 0 N N N 74.365 47.392 41.206 0.649 -1.579 0.656 H411 SHI 15 SHI H412 2H41 H 0 0 N N N 72.936 47.774 42.061 -1.081 -1.204 0.486 H412 SHI 16 SHI HC42 HC42 H 0 0 N N N 75.724 47.350 43.434 -0.615 1.178 0.986 HC42 SHI 17 SHI HN11 1HN1 H 0 0 N N N 74.608 48.112 45.403 2.097 0.201 1.390 HN11 SHI 18 SHI HN12 2HN1 H 0 0 N N N 73.835 46.711 44.859 1.609 1.092 0.129 HN12 SHI 19 SHI HO42 HO42 H 0 0 N N N 75.505 50.523 41.518 -1.498 -0.165 4.158 HO42 SHI 20 # # 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 SHI O1 N2 SING Y N 1 SHI O1 C5 SING Y N 2 SHI N2 C3 DOUB Y N 3 SHI C5 C4 DOUB Y N 4 SHI C5 HC5 SING N N 5 SHI C4 C3 SING Y N 6 SHI C4 C41 SING N N 7 SHI C3 O31 SING N N 8 SHI O31 H31 SING N N 9 SHI C41 C42 SING N N 10 SHI C41 H411 SING N N 11 SHI C41 H412 SING N N 12 SHI C42 N1 SING N N 13 SHI C42 C43 SING N N 14 SHI C42 HC42 SING N N 15 SHI N1 HN11 SING N N 16 SHI N1 HN12 SING N N 17 SHI C43 O41 DOUB N N 18 SHI C43 O42 SING N N 19 SHI O42 HO42 SING N N 20 # # 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 SHI SMILES ACDLabs 10.04 "O=C(O)C(N)Cc1conc1O" SHI SMILES_CANONICAL CACTVS 3.341 "N[C@@H](Cc1conc1O)C(O)=O" SHI SMILES CACTVS 3.341 "N[CH](Cc1conc1O)C(O)=O" SHI SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1c(c(no1)O)C[C@@H](C(=O)O)N" SHI SMILES "OpenEye OEToolkits" 1.5.0 "c1c(c(no1)O)CC(C(=O)O)N" SHI InChI InChI 1.03 "InChI=1S/C6H8N2O4/c7-4(6(10)11)1-3-2-12-8-5(3)9/h2,4H,1,7H2,(H,8,9)(H,10,11)/t4-/m0/s1" SHI InChIKey InChI 1.03 ZKLGQYGPVBFAQQ-BYPYZUCNSA-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 SHI "SYSTEMATIC NAME" ACDLabs 10.04 "3-(3-hydroxyisoxazol-4-yl)-L-alanine" SHI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-amino-3-(3-hydroxy-1,2-oxazol-4-yl)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 SHI "Create component" 2002-09-18 RCSB SHI "Modify descriptor" 2011-06-04 RCSB SHI "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id SHI _pdbx_chem_comp_synonyms.name "(S)-DES-ME-AMPA" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##