data_SEB
# 
_chem_comp.id                                    SEB 
_chem_comp.name                                  O-BENZYLSULFONYL-SERINE 
_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               SER 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-08-12 
_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                       S 
_chem_comp.three_letter_code                     SEB 
_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        1C9N 
_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 
SEB C   C   C 0 1 N N N 15.187 22.194 -3.615 -0.949 0.100  4.125  C   SEB 1  
SEB N   N   N 0 1 N N N 14.707 22.846 -1.301 1.465  0.074  3.848  N   SEB 2  
SEB CI2 CI2 C 0 1 Y N N 22.165 22.781 -0.554 -1.784 -0.634 -4.133 CI2 SEB 3  
SEB CH2 CH2 C 0 1 Y N N 20.836 23.085 -0.220 -1.508 -0.198 -2.851 CH2 SEB 4  
SEB CJ  CJ  C 0 1 Y N N 22.860 21.755 0.075  -0.914 -0.338 -5.166 CJ  SEB 5  
SEB CI1 CI1 C 0 1 Y N N 22.269 20.903 1.052  0.230  0.394  -4.917 CI1 SEB 6  
SEB CH1 CH1 C 0 1 Y N N 20.922 21.136 1.380  0.504  0.834  -3.635 CH1 SEB 7  
SEB CZ  CZ  C 0 1 Y N N 20.226 22.218 0.788  -0.362 0.533  -2.601 CZ  SEB 8  
SEB CE  CE  C 0 1 N N N 18.762 22.465 1.224  -0.061 1.009  -1.203 CE  SEB 9  
SEB OD2 OD2 O 0 1 N N N 17.997 20.128 0.172  2.237  -0.334 -0.855 OD2 SEB 10 
SEB OD1 OD1 O 0 1 N N N 16.293 21.621 0.919  0.143  -1.402 -0.041 OD1 SEB 11 
SEB SD  SD  S 0 1 N N N 17.585 21.507 0.253  0.917  -0.247 -0.335 SD  SEB 12 
SEB OG  OG  O 0 1 N N N 17.503 21.963 -1.246 1.135  0.371  1.037  OG  SEB 13 
SEB CB  CB  C 0 1 N N N 16.958 23.032 -1.834 0.043  -0.047 1.858  CB  SEB 14 
SEB CA  CA  C 0 1 N N S 15.625 23.066 -2.445 0.202  0.542  3.260  CA  SEB 15 
SEB O   O   O 0 1 N N N 15.665 22.560 -4.700 -0.866 -0.920 4.766  O   SEB 16 
SEB OXT OXT O 0 1 N Y N 14.315 21.217 -3.390 -2.067 0.841  4.185  OXT SEB 17 
SEB H   H   H 0 1 N N N 15.000 23.429 -0.517 1.410  -0.932 3.887  H   SEB 18 
SEB H2  HN2 H 0 1 N Y N 14.637 21.861 -1.044 2.193  0.300  3.188  H2  SEB 19 
SEB HI2 HI2 H 0 1 N N N 22.679 23.366 -1.334 -2.678 -1.206 -4.328 HI2 SEB 20 
SEB HH2 HH2 H 0 1 N N N 20.317 23.928 -0.705 -2.187 -0.429 -2.044 HH2 SEB 21 
SEB HJ  HJ  H 0 1 N N N 23.915 21.612 -0.210 -1.130 -0.679 -6.168 HJ  SEB 22 
SEB HI1 HI1 H 0 1 N N N 22.835 20.090 1.538  0.910  0.625  -5.724 HI1 SEB 23 
SEB HH1 HH1 H 0 1 N N N 20.413 20.472 2.099  1.399  1.407  -3.441 HH1 SEB 24 
SEB HE3 1HE H 0 1 N N N 18.630 22.276 2.315  -0.995 1.176  -0.668 HE3 SEB 25 
SEB HE2 2HE H 0 1 N N N 18.513 23.551 1.199  0.503  1.940  -1.250 HE2 SEB 26 
SEB HB3 1HB H 0 1 N N N 16.991 23.860 -1.088 0.033  -1.135 1.921  HB3 SEB 27 
SEB HB2 2HB H 0 1 N N N 17.678 23.371 -2.614 -0.892 0.299  1.421  HB2 SEB 28 
SEB HA  HA  H 0 1 N N N 15.621 24.037 -2.993 0.213  1.631  3.197  HA  SEB 29 
SEB HXT HXT H 0 1 N Y N 14.041 20.673 -4.119 -2.806 0.557  4.740  HXT SEB 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 
SEB C   CA  SING N N 1  
SEB C   O   DOUB N N 2  
SEB C   OXT SING N N 3  
SEB N   CA  SING N N 4  
SEB N   H   SING N N 5  
SEB N   H2  SING N N 6  
SEB CI2 CH2 DOUB Y N 7  
SEB CI2 CJ  SING Y N 8  
SEB CI2 HI2 SING N N 9  
SEB CH2 CZ  SING Y N 10 
SEB CH2 HH2 SING N N 11 
SEB CJ  CI1 DOUB Y N 12 
SEB CJ  HJ  SING N N 13 
SEB CI1 CH1 SING Y N 14 
SEB CI1 HI1 SING N N 15 
SEB CH1 CZ  DOUB Y N 16 
SEB CH1 HH1 SING N N 17 
SEB CZ  CE  SING N N 18 
SEB CE  SD  SING N N 19 
SEB CE  HE3 SING N N 20 
SEB CE  HE2 SING N N 21 
SEB OD2 SD  DOUB N N 22 
SEB OD1 SD  DOUB N N 23 
SEB SD  OG  SING N N 24 
SEB OG  CB  SING N N 25 
SEB CB  CA  SING N N 26 
SEB CB  HB3 SING N N 27 
SEB CB  HB2 SING N N 28 
SEB CA  HA  SING N N 29 
SEB 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 
SEB SMILES           ACDLabs              10.04 "O=C(O)C(N)COS(=O)(=O)Cc1ccccc1"                                                                              
SEB InChI            InChI                1.02b "InChI=1/C10H13NO5S/c11-9(10(12)13)6-16-17(14,15)7-8-4-2-1-3-5-8/h1-5,9H,6-7,11H2,(H,12,13)/t9-/m0/s1/f/h12H" 
SEB InChIKey         InChI                1.02b GCZVEKLTOLTWLM-MTKRLYFKDF                                                                                     
SEB SMILES_CANONICAL CACTVS               3.341 "N[C@@H](CO[S](=O)(=O)Cc1ccccc1)C(O)=O"                                                                       
SEB SMILES           CACTVS               3.341 "N[CH](CO[S](=O)(=O)Cc1ccccc1)C(O)=O"                                                                         
SEB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)CS(=O)(=O)OC[C@@H](C(=O)O)N"                                                                       
SEB SMILES           "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)CS(=O)(=O)OCC(C(=O)O)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 
SEB "SYSTEMATIC NAME" ACDLabs              10.04 "O-(benzylsulfonyl)-L-serine"                            
SEB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-amino-3-(phenylmethylsulfonyloxy)propanoic acid" 
# 
