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 2023-11-03 _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.pdbx_backbone_atom_flag _chem_comp_atom.pdbx_n_terminal_atom_flag _chem_comp_atom.pdbx_c_terminal_atom_flag _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 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 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 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 N N N 20.318 47.710 18.809 0.423 0.059 -3.983 C2 GSE 4 GSE C3 C3 C 0 1 N N N 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 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 N N N 18.876 47.590 15.205 -0.220 -0.196 -0.214 P GSE 7 GSE O14 O14 O 0 1 N N N 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 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 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 N N N 18.268 49.967 16.125 -0.127 -0.013 2.218 C11 GSE 11 GSE CA C12 C 0 1 N N S Y N N 18.237 51.477 15.771 0.578 0.533 3.461 C12 GSE 12 GSE N N N 0 1 N N N Y Y N 17.404 51.290 14.648 1.956 0.025 3.504 N GSE 13 GSE C C13 C 0 1 N N N Y N Y 19.549 52.335 15.908 -0.160 0.086 4.696 C13 GSE 14 GSE OXT O16 O 0 1 N N N Y N Y 20.069 53.085 15.062 -1.147 0.844 5.199 O16 GSE 15 GSE O O15 O 0 1 N N N Y N Y 20.124 52.432 16.966 0.135 -0.954 5.233 O15 GSE 16 GSE H11 H11 H 0 1 N N N N N N 19.473 45.979 17.694 -0.243 -1.408 -2.554 H11 GSE 17 GSE H12A H12A H 0 0 N N N N N N 21.000 46.385 17.156 -1.250 0.057 -2.626 H12A GSE 18 GSE H21 H2 H 0 1 N N N N N N 20.403 46.975 19.643 1.444 -0.320 -4.009 H2 GSE 19 GSE H31 H31 H 0 1 N N N N N N 21.825 48.949 19.827 -0.391 -1.632 -5.038 H31 GSE 20 GSE H32 H32 H 0 1 N N N 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 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 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 N N N 19.359 49.125 19.754 -0.478 1.778 -4.084 HO2 GSE 24 GSE H111 H111 H 0 0 N N N N N N 17.439 49.738 16.835 -0.143 -1.102 2.259 H111 GSE 25 GSE H112 H112 H 0 0 N N N N N N 19.156 49.757 16.764 -1.149 0.363 2.186 H112 GSE 26 GSE HA H12 H 0 1 N N N Y N N 17.862 52.274 16.454 0.594 1.622 3.421 H12 GSE 27 GSE H2 HN1 H 0 1 N N N Y Y N 17.383 52.282 14.415 1.893 -0.981 3.540 HN1 GSE 28 GSE H HN2 H 0 1 N N N Y Y N 16.517 50.803 14.777 2.378 0.257 2.618 HN2 GSE 29 GSE HXT HO6 H 0 1 N N N Y N Y 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 H21 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 CA SING N N 19 GSE C11 H111 SING N N 20 GSE C11 H112 SING N N 21 GSE CA N SING N N 22 GSE CA C SING N N 23 GSE CA HA SING N N 24 GSE N H2 SING N N 25 GSE N H SING N N 26 GSE C OXT SING N N 27 GSE C O DOUB N N 28 GSE OXT HXT 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 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" GSE InChI InChI 1.03 "InChI=1S/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" GSE InChIKey InChI 1.03 ZWZWYGMENQVNFU-UHNVWZDZSA-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 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site GSE "Create component" 1999-07-08 RCSB GSE "Modify descriptor" 2011-06-04 RCSB GSE "Modify backbone" 2023-11-03 PDBE #