data_SMF # _chem_comp.id SMF _chem_comp.name 4-SULFOMETHYL-L-PHENYLALANINE _chem_comp.type "L-PEPTIDE LINKING" _chem_comp.pdbx_type ATOMP _chem_comp.formula "C10 H13 N O5 S" _chem_comp.mon_nstd_parent_comp_id PHE _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2003-03-18 _chem_comp.pdbx_modified_date 2023-11-03 _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 259.279 _chem_comp.one_letter_code F _chem_comp.three_letter_code SMF _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1NZQ _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.pdbx_backbone_atom_flag _chem_comp_atom.pdbx_n_terminal_atom_flag _chem_comp_atom.pdbx_c_terminal_atom_flag _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 SMF N N N 0 1 N N N Y Y N 16.491 36.258 -4.884 -0.144 -1.789 0.316 N SMF 1 SMF CA CA C 0 1 N N S Y N N 16.864 36.342 -3.465 1.036 -2.137 1.066 CA SMF 2 SMF CB CB C 0 1 N N N N N N 15.662 35.970 -2.585 1.484 -0.975 1.962 CB SMF 3 SMF CG CG C 0 1 Y N N N N N 14.680 37.109 -2.587 2.940 -1.060 2.353 CG SMF 4 SMF CD1 CD1 C 0 1 Y N N N N N 13.329 36.874 -2.912 3.295 -1.737 3.508 CD1 SMF 5 SMF CE1 CE1 C 0 1 Y N N N N N 12.413 37.946 -2.920 4.640 -1.816 3.869 CE1 SMF 6 SMF CD2 CD2 C 0 1 Y N N N N N 15.115 38.415 -2.266 3.895 -0.458 1.549 CD2 SMF 7 SMF CE2 CE2 C 0 1 Y N N N N N 14.201 39.485 -2.274 5.240 -0.536 1.909 CE2 SMF 8 SMF CZ CZ C 0 1 Y N N N N N 12.850 39.254 -2.602 5.612 -1.215 3.070 CZ SMF 9 SMF CH CH C 0 1 N N N N N N 11.872 40.405 -2.624 7.051 -1.300 3.455 CH SMF 10 SMF S S S 0 1 N N N N N N 11.012 40.601 -1.033 7.726 -2.751 2.714 S SMF 11 SMF O1 O1 O 0 1 N N N N N N 11.923 40.841 0.031 7.592 -2.650 1.272 O1 SMF 12 SMF O2 O2 O 0 1 N N N N N N 10.465 39.213 -0.730 7.249 -3.914 3.440 O2 SMF 13 SMF O3 O3 O 0 1 N N N N N N 9.828 41.368 -1.195 9.286 -2.488 3.114 O3 SMF 14 SMF C C C 0 1 N N N Y N Y 17.992 35.384 -3.208 0.803 -3.383 1.908 C SMF 15 SMF O O O 0 1 N N N Y N Y 18.817 35.600 -2.318 -0.276 -3.645 2.428 O SMF 16 SMF OXT OXT O 0 1 N Y N Y N Y ? ? ? 1.882 -4.192 2.036 OXT SMF 17 SMF H H H 0 1 N N N Y Y N 15.670 36.824 -5.098 -0.247 -2.138 -0.622 H SMF 18 SMF H2 HN2 H 0 1 N Y N Y Y N 17.290 36.505 -5.469 -0.738 -1.051 0.655 H2 SMF 19 SMF HA HA H 0 1 N N N Y N N 17.181 37.382 -3.219 1.804 -2.390 0.327 HA SMF 20 SMF HB2 1HB H 0 1 N N N N N N 15.967 35.675 -1.554 1.324 -0.015 1.454 HB2 SMF 21 SMF HB3 2HB H 0 1 N N N N N N 15.194 35.006 -2.892 0.860 -0.931 2.865 HB3 SMF 22 SMF HD1 HD1 H 0 1 N N N N N N 12.990 35.854 -3.159 2.544 -2.209 4.137 HD1 SMF 23 SMF HE1 HE1 H 0 1 N N N N N N 11.356 37.762 -3.175 4.921 -2.346 4.775 HE1 SMF 24 SMF HD2 HD2 H 0 1 N N N N N N 16.171 38.600 -2.008 3.614 0.073 0.643 HD2 SMF 25 SMF HE2 HE2 H 0 1 N N N N N N 14.543 40.503 -2.023 5.991 -0.066 1.281 HE2 SMF 26 SMF HH2 1HH H 0 1 N N N N N N 11.147 40.304 -3.465 7.187 -1.381 4.539 HH2 SMF 27 SMF HH3 2HH H 0 1 N N N N N N 12.370 41.353 -2.934 7.628 -0.439 3.099 HH3 SMF 28 SMF HO3 HO3 H 0 1 N N N N N N 9.379 41.470 -0.364 9.729 -1.753 2.628 HO3 SMF 29 SMF HXT HXT H 0 1 N Y N Y N Y 0.713 -0.606 0.163 1.731 -4.998 2.574 HXT SMF 30 # 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 SMF N CA SING N N 1 SMF N H SING N N 2 SMF N H2 SING N N 3 SMF CA CB SING N N 4 SMF CA C SING N N 5 SMF CA HA SING N N 6 SMF CB CG SING N N 7 SMF CB HB2 SING N N 8 SMF CB HB3 SING N N 9 SMF CG CD1 DOUB Y N 10 SMF CG CD2 SING Y N 11 SMF CD1 CE1 SING Y N 12 SMF CD1 HD1 SING N N 13 SMF CE1 CZ DOUB Y N 14 SMF CE1 HE1 SING N N 15 SMF CD2 CE2 DOUB Y N 16 SMF CD2 HD2 SING N N 17 SMF CE2 CZ SING Y N 18 SMF CE2 HE2 SING N N 19 SMF CZ CH SING N N 20 SMF CH S SING N N 21 SMF CH HH2 SING N N 22 SMF CH HH3 SING N N 23 SMF S O1 DOUB N N 24 SMF S O2 DOUB N N 25 SMF S O3 SING N N 26 SMF O3 HO3 SING N N 27 SMF C O DOUB N N 28 SMF C OXT SING N N 29 SMF OXT HXT SING N N 30 # 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 SMF SMILES ACDLabs 10.04 "O=S(=O)(O)Cc1ccc(cc1)CC(N)C(=O)O" SMF SMILES_CANONICAL CACTVS 3.341 "N[C@@H](Cc1ccc(C[S](O)(=O)=O)cc1)C(O)=O" SMF SMILES CACTVS 3.341 "N[CH](Cc1ccc(C[S](O)(=O)=O)cc1)C(O)=O" SMF SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1C[C@@H](C(=O)O)N)CS(=O)(=O)O" SMF SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1CC(C(=O)O)N)CS(=O)(=O)O" SMF InChI InChI 1.03 "InChI=1S/C10H13NO5S/c11-9(10(12)13)5-7-1-3-8(4-2-7)6-17(14,15)16/h1-4,9H,5-6,11H2,(H,12,13)(H,14,15,16)/t9-/m0/s1" SMF InChIKey InChI 1.03 ICCZHONAEMZRSG-VIFPVBQESA-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 SMF "SYSTEMATIC NAME" ACDLabs 10.04 "4-(sulfomethyl)-L-phenylalanine" SMF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-amino-3-[4-(sulfomethyl)phenyl]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 SMF "Create component" 2003-03-18 RCSB SMF "Modify descriptor" 2011-06-04 RCSB SMF "Modify backbone" 2023-11-03 PDBE #