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                    2009-01-07 
_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.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 16.491 36.258 -4.884 -0.144 -1.789 0.316  N   SMF 1  
SMF CA  CA  C 0 1 N N S 16.864 36.342 -3.465 1.036  -2.137 1.066  CA  SMF 2  
SMF CB  CB  C 0 1 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 14.680 37.109 -2.587 2.940  -1.060 2.353  CG  SMF 4  
SMF CD1 CD1 C 0 1 Y 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 12.413 37.946 -2.920 4.640  -1.816 3.869  CE1 SMF 6  
SMF CD2 CD2 C 0 1 Y 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 14.201 39.485 -2.274 5.240  -0.536 1.909  CE2 SMF 8  
SMF CZ  CZ  C 0 1 Y 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 11.872 40.405 -2.624 7.051  -1.300 3.455  CH  SMF 10 
SMF S   S   S 0 1 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 11.923 40.841 0.031  7.592  -2.650 1.272  O1  SMF 12 
SMF O2  O2  O 0 1 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 9.828  41.368 -1.195 9.286  -2.488 3.114  O3  SMF 14 
SMF C   C   C 0 1 N N N 17.992 35.384 -3.208 0.803  -3.383 1.908  C   SMF 15 
SMF O   O   O 0 1 N N N 18.817 35.600 -2.318 -0.276 -3.645 2.428  O   SMF 16 
SMF OXT OXT O 0 1 N Y N ?      ?      ?      1.882  -4.192 2.036  OXT SMF 17 
SMF H   H   H 0 1 N N 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 17.290 36.505 -5.469 -0.738 -1.051 0.655  H2  SMF 19 
SMF HA  HA  H 0 1 N 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 15.967 35.675 -1.554 1.324  -0.015 1.454  HB2 SMF 21 
SMF HB3 2HB H 0 1 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 12.990 35.854 -3.159 2.544  -2.209 4.137  HD1 SMF 23 
SMF HE1 HE1 H 0 1 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 16.171 38.600 -2.008 3.614  0.073  0.643  HD2 SMF 25 
SMF HE2 HE2 H 0 1 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 11.147 40.304 -3.465 7.187  -1.381 4.539  HH2 SMF 27 
SMF HH3 2HH H 0 1 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 9.379  41.470 -0.364 9.729  -1.753 2.628  HO3 SMF 29 
SMF HXT HXT H 0 1 N Y N 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 InChI            InChI                1.02b "InChI=1/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/f/h12,14H" 
SMF InChIKey         InChI                1.02b ICCZHONAEMZRSG-KLQPMRTIDH                                                                                                    
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"                                                                                           
# 
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" 
# 
