data_GSE
# 
_chem_comp.id                                    GSE 
_chem_comp.name                                  L-ALPHA-GLYCEROPHOSPHORYLSERINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C6 H14 N O8 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        259.151 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GSE 
_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        1A8A 
_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 
GSE C1   C1   C 0 1 N N N 20.084 46.898 17.532 -0.229 -0.322 -2.653 C1   GSE 1  
GSE O11  O11  O 0 1 N N N 19.501 47.820 16.574 0.518  0.243  -1.575 O11  GSE 2  
GSE O12  O12  O 0 1 N N N 18.232 48.984 14.988 0.573  0.410  1.047  O12  GSE 3  
GSE C2   C2   C 0 1 N N R 20.318 47.710 18.809 0.423  0.059  -3.983 C2   GSE 4  
GSE C3   C3   C 0 1 N N N 21.617 48.531 18.815 -0.377 -0.546 -5.137 C3   GSE 5  
GSE O31  O31  O 0 1 N N N 21.608 49.557 17.822 0.232  -0.189 -6.379 O31  GSE 6  
GSE P    P    P 0 1 N N R 18.876 47.590 15.205 -0.220 -0.196 -0.214 P    GSE 7  
GSE O14  O14  O 0 1 N N N 19.907 47.328 14.169 -1.730 0.362  -0.218 O14  GSE 8  
GSE O13  O13  O 0 1 N N N 17.947 46.481 15.134 -0.241 -1.673 -0.120 O13  GSE 9  
GSE O21  O21  O 0 1 N N N 19.214 48.622 18.962 0.441  1.482  -4.112 O21  GSE 10 
GSE C11  C11  C 0 1 N N N 18.268 49.967 16.125 -0.127 -0.013 2.218  C11  GSE 11 
GSE C12  C12  C 0 1 N N S 18.237 51.477 15.771 0.578  0.533  3.461  C12  GSE 12 
GSE N    N    N 0 1 N N N 17.404 51.290 14.648 1.956  0.025  3.504  N    GSE 13 
GSE C13  C13  C 0 1 N N N 19.549 52.335 15.908 -0.160 0.086  4.696  C13  GSE 14 
GSE O16  O16  O 0 1 N N N 20.069 53.085 15.062 -1.147 0.844  5.199  O16  GSE 15 
GSE O15  O15  O 0 1 N N N 20.124 52.432 16.966 0.135  -0.954 5.233  O15  GSE 16 
GSE H11  1H1  H 0 1 N N N 19.473 45.979 17.694 -0.243 -1.408 -2.554 H11  GSE 17 
GSE H12A 2H1  H 0 0 N N N 21.000 46.385 17.156 -1.250 0.057  -2.626 H12A GSE 18 
GSE H2   H2   H 0 1 N N N 20.403 46.975 19.643 1.444  -0.320 -4.009 H2   GSE 19 
GSE H31  1H3  H 0 1 N N N 21.825 48.949 19.827 -0.391 -1.632 -5.038 H31  GSE 20 
GSE H32  2H3  H 0 1 N N N 22.511 47.873 18.708 -1.398 -0.166 -5.111 H32  GSE 21 
GSE HO1  HO1  H 0 1 N N N 22.411 50.064 17.825 -0.302 -0.590 -7.078 HO1  GSE 22 
GSE HO4  HO4  H 0 1 N N N 19.517 47.184 13.314 -1.671 1.325  -0.281 HO4  GSE 23 
GSE HO2  HO2  H 0 1 N N N 19.359 49.125 19.754 -0.478 1.778  -4.084 HO2  GSE 24 
GSE H111 1H11 H 0 0 N N N 17.439 49.738 16.835 -0.143 -1.102 2.259  H111 GSE 25 
GSE H112 2H11 H 0 0 N N N 19.156 49.757 16.764 -1.149 0.363  2.186  H112 GSE 26 
GSE H12  H12  H 0 1 N N N 17.862 52.274 16.454 0.594  1.622  3.421  H12  GSE 27 
GSE HN1  1HN  H 0 1 N N N 17.383 52.282 14.415 1.893  -0.981 3.540  HN1  GSE 28 
GSE HN2  2HN  H 0 1 N N N 16.517 50.803 14.777 2.378  0.257  2.618  HN2  GSE 29 
GSE HO6  HO6  H 0 1 N N N 20.861 53.603 15.144 -1.621 0.558  5.991  HO6  GSE 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 
GSE C1  O11  SING N N 1  
GSE C1  C2   SING N N 2  
GSE C1  H11  SING N N 3  
GSE C1  H12A SING N N 4  
GSE O11 P    SING N N 5  
GSE O12 P    SING N N 6  
GSE O12 C11  SING N N 7  
GSE C2  C3   SING N N 8  
GSE C2  O21  SING N N 9  
GSE C2  H2   SING N N 10 
GSE C3  O31  SING N N 11 
GSE C3  H31  SING N N 12 
GSE C3  H32  SING N N 13 
GSE O31 HO1  SING N N 14 
GSE P   O14  SING N N 15 
GSE P   O13  DOUB N N 16 
GSE O14 HO4  SING N N 17 
GSE O21 HO2  SING N N 18 
GSE C11 C12  SING N N 19 
GSE C11 H111 SING N N 20 
GSE C11 H112 SING N N 21 
GSE C12 N    SING N N 22 
GSE C12 C13  SING N N 23 
GSE C12 H12  SING N N 24 
GSE N   HN1  SING N N 25 
GSE N   HN2  SING N N 26 
GSE C13 O16  SING N N 27 
GSE C13 O15  DOUB N N 28 
GSE O16 HO6  SING N N 29 
# 
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 
GSE SMILES           ACDLabs              10.04 O=C(O)C(N)COP(=O)(OCC(O)CO)O                                                                                          
GSE InChI            InChI                1.02b InChI=1/C6H14NO8P/c7-5(6(10)11)3-15-16(12,13)14-2-4(9)1-8/h4-5,8-9H,1-3,7H2,(H,10,11)(H,12,13)/t4-,5+/m1/s1/f/h10,12H 
GSE InChIKey         InChI                1.02b ZWZWYGMENQVNFU-AZZRTLEPDO                                                                                             
GSE SMILES_CANONICAL CACTVS               3.341 N[C@@H](CO[P@](O)(=O)OC[C@H](O)CO)C(O)=O                                                                              
GSE SMILES           CACTVS               3.341 N[CH](CO[P](O)(=O)OC[CH](O)CO)C(O)=O                                                                                  
GSE SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C([C@H](CO[P@](=O)(O)OC[C@@H](C(=O)O)N)O)O                                                                            
GSE SMILES           "OpenEye OEToolkits" 1.5.0 C(C(COP(=O)(O)OCC(C(=O)O)N)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 
GSE "SYSTEMATIC NAME" ACDLabs              10.04 O-[(R)-{[(2R)-2,3-dihydroxypropyl]oxy}(hydroxy)phosphoryl]-L-serine                 
GSE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-amino-3-[[(2R)-2,3-dihydroxypropoxy]-hydroxy-phosphoryl]oxy-propanoic acid" 
# 
