data_SFR
# 
_chem_comp.id                                    SFR 
_chem_comp.name                                  "(2R)-2-[(1S,2R)-1-carboxy-2-hydroxypropyl]-5-[(2R)-tetrahydrofuran-2-yl]-2,3-dihydro-1,3-thiazole-4-carboxylic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C12 H17 N O6 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-11-27 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        303.331 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     SFR 
_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        3BFF 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
SFR O72  O72  O 0 1 N N N 0.329  2.328  16.312 4.387  -0.645 -1.011 O72  SFR 1  
SFR C7   C7   C 0 1 N N N -0.751 2.804  15.770 3.312  -0.702 -0.209 C7   SFR 2  
SFR C6   C6   C 0 1 N N S -0.375 3.509  14.390 2.226  0.335  -0.331 C6   SFR 3  
SFR N4   N4   N 0 1 N N N 0.770  4.820  15.683 0.532  -1.278 0.444  N4   SFR 4  
SFR C5   C5   C 0 1 N N R 0.954  4.382  14.321 1.124  0.042  0.691  C5   SFR 5  
SFR C3   C3   C 0 1 N N N 1.045  6.217  15.914 -0.822 -1.244 0.143  C3   SFR 6  
SFR C2   C2   C 0 1 N N N 1.150  6.952  14.750 -1.456 -0.062 0.102  C2   SFR 7  
SFR S1   S1   S 0 1 N N N 0.957  5.880  13.343 -0.268 1.197  0.477  S1   SFR 8  
SFR C31  C31  C 0 1 N N N 1.170  6.736  17.324 -1.527 -2.442 -0.119 C31  SFR 9  
SFR O71  O71  O 0 1 N N N -1.921 2.884  16.098 3.216  -1.585 0.611  O71  SFR 10 
SFR C61  C61  C 0 1 N N R -0.426 2.655  13.046 2.812  1.722  -0.064 C61  SFR 11 
SFR O62  O62  O 0 1 N N N 0.251  1.422  12.999 3.743  2.052  -1.097 O62  SFR 12 
SFR C62  C62  C 0 1 N N N -0.069 3.496  11.739 3.529  1.722  1.288  C62  SFR 13 
SFR C14  C14  C 0 1 N N R 1.371  8.432  14.508 -2.915 0.154  -0.207 C14  SFR 14 
SFR C15  C15  C 0 1 N N N 2.836  8.724  14.116 -3.644 0.678  1.046  C15  SFR 15 
SFR C16  C16  C 0 1 N N N 2.703  9.708  12.936 -4.241 2.034  0.599  C16  SFR 16 
SFR C17  C17  C 0 1 N N N 1.361  9.330  12.338 -4.266 1.885  -0.944 C17  SFR 17 
SFR O18  O18  O 0 1 N N N 0.533  8.971  13.454 -3.054 1.153  -1.231 O18  SFR 18 
SFR O32  O32  O 0 1 N N N 1.373  7.950  17.504 -2.688 -2.398 -0.482 O32  SFR 19 
SFR O31  O31  O 0 1 N N N 1.123  5.921  18.266 -0.912 -3.634 0.035  O31  SFR 20 
SFR H6   H6   H 0 1 N N N -1.251 4.173  14.423 1.806  0.304  -1.336 H6   SFR 21 
SFR HN4  HN4  H 0 1 N N N -0.185 4.653  15.930 1.043  -2.102 0.484  HN4  SFR 22 
SFR H5   H5   H 0 1 N N N 1.826  3.844  13.921 1.520  0.100  1.705  H5   SFR 23 
SFR H61  H61  H 0 1 N N N -1.492 2.384  13.060 2.010  2.459  -0.050 H61  SFR 24 
SFR HO62 HO62 H 0 0 N N N 0.404  1.178  12.094 4.486  1.437  -1.168 HO62 SFR 25 
SFR H62  H62  H 0 1 N N N 0.013  4.562  11.999 4.385  1.048  1.245  H62  SFR 26 
SFR H62A H62A H 0 0 N N N 0.888  3.144  11.327 3.871  2.731  1.518  H62A SFR 27 
SFR H62B H62B H 0 0 N N N -0.863 3.362  10.989 2.841  1.387  2.064  H62B SFR 28 
SFR H14  H14  H 0 1 N N N 1.110  8.915  15.461 -3.367 -0.781 -0.535 H14  SFR 29 
SFR H15  H15  H 0 1 N N N 3.396  9.169  14.951 -4.436 -0.009 1.342  H15  SFR 30 
SFR H15A H15A H 0 0 N N N 3.396  7.815  13.852 -2.938 0.823  1.865  H15A SFR 31 
SFR H16  H16  H 0 1 N N N 2.720  10.755 13.273 -5.249 2.164  0.993  H16  SFR 32 
SFR H16A H16A H 0 0 N N N 3.533  9.640  12.218 -3.598 2.861  0.899  H16A SFR 33 
SFR H17  H17  H 0 1 N N N 0.927  10.176 11.785 -5.141 1.317  -1.261 H17  SFR 34 
SFR H17A H17A H 0 0 N N N 1.455  8.503  11.618 -4.246 2.863  -1.425 H17A SFR 35 
SFR HO72 HO72 H 0 0 N N N 0.122  1.964  17.165 5.058  -1.332 -0.895 HO72 SFR 36 
SFR HO31 HO31 H 0 0 N N N 1.263  6.377  19.087 -1.474 -4.395 -0.167 HO31 SFR 37 
# 
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 
SFR O72 C7   SING N N 1  
SFR C7  C6   SING N N 2  
SFR C7  O71  DOUB N N 3  
SFR C6  C5   SING N N 4  
SFR C6  C61  SING N N 5  
SFR N4  C5   SING N N 6  
SFR N4  C3   SING N N 7  
SFR C5  S1   SING N N 8  
SFR C3  C2   DOUB N N 9  
SFR C3  C31  SING N N 10 
SFR C2  S1   SING N N 11 
SFR C2  C14  SING N N 12 
SFR C31 O32  DOUB N N 13 
SFR C31 O31  SING N N 14 
SFR C61 O62  SING N N 15 
SFR C61 C62  SING N N 16 
SFR C14 C15  SING N N 17 
SFR C14 O18  SING N N 18 
SFR C15 C16  SING N N 19 
SFR C16 C17  SING N N 20 
SFR C17 O18  SING N N 21 
SFR C6  H6   SING N N 22 
SFR N4  HN4  SING N N 23 
SFR C5  H5   SING N N 24 
SFR C61 H61  SING N N 25 
SFR O62 HO62 SING N N 26 
SFR C62 H62  SING N N 27 
SFR C62 H62A SING N N 28 
SFR C62 H62B SING N N 29 
SFR C14 H14  SING N N 30 
SFR C15 H15  SING N N 31 
SFR C15 H15A SING N N 32 
SFR C16 H16  SING N N 33 
SFR C16 H16A SING N N 34 
SFR C17 H17  SING N N 35 
SFR C17 H17A SING N N 36 
SFR O72 HO72 SING N N 37 
SFR O31 HO31 SING N N 38 
# 
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 
SFR SMILES           ACDLabs              10.04 O=C(O)C(C(O)C)C1SC(=C(C(=O)O)N1)C2OCCC2                                                                                                               
SFR InChI            InChI                1.02b InChI=1/C12H17NO6S/c1-5(14)7(11(15)16)10-13-8(12(17)18)9(20-10)6-3-2-4-19-6/h5-7,10,13-14H,2-4H2,1H3,(H,15,16)(H,17,18)/t5-,6-,7-,10-/m1/s1/f/h15,17H 
SFR InChIKey         InChI                1.02b CGJDLFMMMJEANA-XIWUEGKSDZ                                                                                                                             
SFR SMILES_CANONICAL CACTVS               3.341 C[C@@H](O)[C@H]([C@@H]1NC(=C(S1)[C@H]2CCCO2)C(O)=O)C(O)=O                                                                                             
SFR SMILES           CACTVS               3.341 C[CH](O)[CH]([CH]1NC(=C(S1)[CH]2CCCO2)C(O)=O)C(O)=O                                                                                                   
SFR SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@H]([C@H]([C@@H]1NC(=C(S1)[C@H]2CCCO2)C(=O)O)C(=O)O)O                                                                                              
SFR SMILES           "OpenEye OEToolkits" 1.5.0 CC(C(C1NC(=C(S1)C2CCCO2)C(=O)O)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 
SFR "SYSTEMATIC NAME" ACDLabs              10.04 "(2R)-2-[(1S,2R)-1-carboxy-2-hydroxypropyl]-5-[(2R)-tetrahydrofuran-2-yl]-2,3-dihydro-1,3-thiazole-4-carboxylic acid" 
SFR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R)-2-[(2S,3R)-1,3-dihydroxy-1-oxo-butan-2-yl]-5-[(2R)-oxolan-2-yl]-2,3-dihydro-1,3-thiazole-4-carboxylic acid"     
# 
