data_SEN
# 
_chem_comp.id                                    SEN 
_chem_comp.name                                  "O-[N,N-dimethylphosphoramidate]-L-serine" 
_chem_comp.type                                  "L-peptide linking" 
_chem_comp.pdbx_type                             ATOMP 
_chem_comp.formula                               "C5 H13 N2 O5 P" 
_chem_comp.mon_nstd_parent_comp_id               SER 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-06-27 
_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                        212.141 
_chem_comp.one_letter_code                       S 
_chem_comp.three_letter_code                     SEN 
_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        3DKK 
_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 
SEN N   N   N 0 1 N N N 31.897 17.044 22.582 2.108  -1.861 -0.082 N   SEN 1  
SEN CA  CA  C 0 1 N N S 33.138 16.242 22.514 2.200  -0.456 -0.503 CA  SEN 2  
SEN C   C   C 0 1 N N N 33.183 15.149 23.635 3.521  0.116  -0.059 C   SEN 3  
SEN O   O   O 0 1 N N N 32.269 14.337 23.714 4.142  -0.417 0.830  O   SEN 4  
SEN CB  CB  C 0 1 N N N 34.324 17.212 22.557 1.059  0.342  0.132  CB  SEN 5  
SEN OG  OG  O 0 1 N N N 35.528 16.629 22.110 -0.191 -0.125 -0.379 OG  SEN 6  
SEN P   P   P 0 1 N N S 36.912 16.674 22.957 -1.612 0.424  0.143  P   SEN 7  
SEN O2  O2  O 0 1 N N N 36.577 16.278 24.453 -1.749 1.987  -0.218 O2  SEN 8  
SEN O3  O3  O 0 1 N N N 37.492 17.981 22.685 -1.700 0.246  1.610  O3  SEN 9  
SEN N1  N1  N 0 1 N N N 38.015 15.477 22.483 -2.853 -0.435 -0.602 N1  SEN 10 
SEN C1  C1  C 0 1 N N N 38.802 15.979 21.359 -2.714 -1.878 -0.360 C1  SEN 11 
SEN C2  C2  C 0 1 N N N 37.415 14.185 22.225 -4.167 0.048  -0.159 C2  SEN 12 
SEN OXT OXT O 0 1 N Y N 34.176 15.081 24.533 4.008  1.218  -0.650 OXT SEN 13 
SEN H   H   H 0 1 N N N 31.669 17.225 23.539 2.175  -1.942 0.922  H   SEN 14 
SEN HN2 HN2 H 0 1 N Y N 32.034 17.911 22.102 1.259  -2.286 -0.423 HN2 SEN 15 
SEN HA  HA  H 0 1 N N N 33.181 15.674 21.573 2.125  -0.397 -1.589 HA  SEN 16 
SEN HB  HB  H 0 1 N N N 34.093 18.070 21.908 1.082  0.210  1.214  HB  SEN 17 
SEN HBA HBA H 0 1 N N N 34.470 17.511 23.606 1.178  1.399  -0.108 HBA SEN 18 
SEN HO2 HO2 H 0 1 N N N 36.510 15.333 24.523 -1.700 2.178  -1.164 HO2 SEN 19 
SEN H1  H1  H 0 1 N N N 38.150 16.105 20.482 -2.726 -2.069 0.713  H1  SEN 20 
SEN H1A H1A H 0 1 N N N 39.247 16.948 21.627 -3.541 -2.407 -0.834 H1A SEN 21 
SEN H1B H1B H 0 1 N N N 39.601 15.261 21.122 -1.771 -2.227 -0.781 H1B SEN 22 
SEN H2  H2  H 0 1 N N N 37.263 14.060 21.143 -4.271 1.103  -0.412 H2  SEN 23 
SEN H2A H2A H 0 1 N N N 38.081 13.391 22.595 -4.951 -0.524 -0.655 H2A SEN 24 
SEN H2B H2B H 0 1 N N N 36.446 14.122 22.741 -4.255 -0.076 0.921  H2B SEN 25 
SEN HXT HXT H 0 1 N Y N 34.010 14.366 25.136 4.859  1.548  -0.331 HXT SEN 26 
# 
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 
SEN CA  N   SING N N 1  
SEN N   H   SING N N 2  
SEN N   HN2 SING N N 3  
SEN CA  CB  SING N N 4  
SEN CA  C   SING N N 5  
SEN CA  HA  SING N N 6  
SEN C   O   DOUB N N 7  
SEN C   OXT SING N N 8  
SEN OG  CB  SING N N 9  
SEN CB  HB  SING N N 10 
SEN CB  HBA SING N N 11 
SEN OG  P   SING N N 12 
SEN N1  P   SING N N 13 
SEN O3  P   DOUB N N 14 
SEN P   O2  SING N N 15 
SEN O2  HO2 SING N N 16 
SEN C1  N1  SING N N 17 
SEN C2  N1  SING N N 18 
SEN C1  H1  SING N N 19 
SEN C1  H1A SING N N 20 
SEN C1  H1B SING N N 21 
SEN C2  H2  SING N N 22 
SEN C2  H2A SING N N 23 
SEN C2  H2B SING N N 24 
SEN OXT HXT SING N N 25 
# 
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 
SEN SMILES           ACDLabs              10.04 "O=P(O)(OCC(N)C(=O)O)N(C)C"                                                                             
SEN InChI            InChI                1.02b "InChI=1/C5H13N2O5P/c1-7(2)13(10,11)12-3-4(6)5(8)9/h4H,3,6H2,1-2H3,(H,8,9)(H,10,11)/t4-/m0/s1/f/h8,10H" 
SEN InChIKey         InChI                1.02b HTPIRKVMFNYAHI-ZEACDCQADU                                                                               
SEN SMILES_CANONICAL CACTVS               3.341 "CN(C)[P@@](O)(=O)OC[C@H](N)C(O)=O"                                                                     
SEN SMILES           CACTVS               3.341 "CN(C)[P](O)(=O)OC[CH](N)C(O)=O"                                                                        
SEN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CN(C)[P@](=O)(O)OC[C@@H](C(=O)O)N"                                                                     
SEN SMILES           "OpenEye OEToolkits" 1.5.0 "CN(C)P(=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 
SEN "SYSTEMATIC NAME" ACDLabs              10.04 "O-[(S)-(dimethylamino)(hydroxy)phosphoryl]-L-serine"                 
SEN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-amino-3-(dimethylamino-hydroxy-phosphoryl)oxy-propanoic acid" 
# 
