data_PLS # _chem_comp.id PLS _chem_comp.name "[3-HYDROXY-2-METHYL-5-PHOSPHONOOXYMETHYL-PYRIDIN-4-YLMETHYL]-SERINE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C11 H17 N2 O8 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms PYRIDOXYL-SERINE-5-MONOPHOSPHATE _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _chem_comp.pdbx_modified_date 2020-06-17 _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 336.235 _chem_comp.one_letter_code ? _chem_comp.three_letter_code PLS _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 1BEU _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 PLS N N N 0 1 N N N 80.033 17.390 10.482 -0.529 0.426 -1.727 N PLS 1 PLS CA CA C 0 1 N N S 78.707 18.098 10.417 -1.697 -0.057 -2.474 CA PLS 2 PLS CB CB C 0 1 N N N 78.738 19.501 10.925 -2.816 0.982 -2.401 CB PLS 3 PLS OG OG O 0 1 N N N 77.884 19.843 12.018 -3.953 0.511 -3.128 OG PLS 4 PLS C C C 0 1 N N N 78.055 18.088 8.941 -1.314 -0.282 -3.914 C PLS 5 PLS O O O 0 1 N N N 78.680 17.665 7.985 -1.874 -1.135 -4.562 O PLS 6 PLS OXT OXT O 0 1 N N N 76.940 18.625 8.702 -0.351 0.463 -4.477 OXT PLS 7 PLS N1 N1 N 0 1 Y N N 83.934 13.811 11.745 3.585 0.440 0.992 N1 PLS 8 PLS C2 C2 C 0 1 Y N N 83.898 14.497 10.523 3.706 0.211 -0.300 C2 PLS 9 PLS C2A C2A C 0 1 N N N 85.041 14.378 9.569 5.048 0.380 -0.965 C2A PLS 10 PLS C3 C3 C 0 1 Y N N 82.734 15.385 10.256 2.610 -0.177 -1.056 C3 PLS 11 PLS O3 O3 O 0 1 N N N 82.605 16.219 9.196 2.740 -0.412 -2.388 O3 PLS 12 PLS C4 C4 C 0 1 Y N N 81.708 15.533 11.377 1.378 -0.334 -0.428 C4 PLS 13 PLS C4A C4A C 0 1 N N N 80.451 16.403 11.284 0.163 -0.762 -1.210 C4A PLS 14 PLS C5 C5 C 0 1 Y N N 81.845 14.766 12.581 1.296 -0.083 0.931 C5 PLS 15 PLS C6 C6 C 0 1 Y N N 83.007 13.924 12.769 2.432 0.306 1.615 C6 PLS 16 PLS C5A C5A C 0 1 N N N 80.840 14.930 13.718 -0.016 -0.233 1.655 C5A PLS 17 PLS O4P O4P O 0 1 N N N 79.644 14.132 13.614 0.163 0.080 3.037 O4P PLS 18 PLS P P P 0 1 N N N 79.486 12.769 13.919 -1.271 -0.099 3.746 P PLS 19 PLS O1P O1P O 0 1 N N N 79.612 12.725 15.416 -1.731 -1.496 3.581 O1P PLS 20 PLS O2P O2P O 0 1 N N N 78.111 12.538 13.581 -1.141 0.240 5.314 O2P PLS 21 PLS O3P O3P O 0 1 N N N 80.224 11.664 13.491 -2.335 0.899 3.066 O3P PLS 22 PLS HN HN H 0 1 N N N 80.722 18.132 10.598 -0.884 0.926 -0.926 HN PLS 23 PLS HA HA H 0 1 N N N 78.063 17.499 11.103 -2.043 -0.995 -2.040 HA PLS 24 PLS HB1 1HB H 0 1 N N N 79.788 19.770 11.185 -3.093 1.145 -1.359 HB1 PLS 25 PLS HB2 2HB H 0 1 N N N 78.542 20.199 10.078 -2.470 1.920 -2.835 HB2 PLS 26 PLS HOG HOG H 0 1 N N N 77.903 20.736 12.341 -4.633 1.195 -3.056 HOG PLS 27 PLS HXT HXT H 0 1 N N N 76.556 18.619 7.833 -0.105 0.319 -5.401 HXT PLS 28 PLS H2A1 1H2A H 0 0 N N N 85.012 14.923 8.597 5.592 -0.563 -0.930 H2A1 PLS 29 PLS H2A2 2H2A H 0 0 N N N 85.978 14.658 10.103 4.904 0.678 -2.003 H2A2 PLS 30 PLS H2A3 3H2A H 0 0 N N N 85.217 13.296 9.362 5.619 1.147 -0.442 H2A3 PLS 31 PLS HO3 HO3 H 0 1 N N N 81.862 16.785 9.025 2.564 0.425 -2.838 HO3 PLS 32 PLS H4A1 1H4A H 0 0 N N N 80.370 16.848 12.303 0.470 -1.394 -2.043 H4A1 PLS 33 PLS H4A2 2H4A H 0 0 N N N 79.625 15.656 11.224 -0.509 -1.320 -0.559 H4A2 PLS 34 PLS H6 H6 H 0 1 N N N 83.187 13.363 13.701 2.373 0.503 2.676 H6 PLS 35 PLS H5A1 1H5A H 0 0 N N N 81.339 14.741 14.697 -0.751 0.444 1.221 H5A1 PLS 36 PLS H5A2 2H5A H 0 0 N N N 80.570 16.005 13.835 -0.369 -1.260 1.559 H5A2 PLS 37 PLS HOP2 2HOP H 0 0 N N N 78.004 11.616 13.787 -2.020 0.120 5.700 HOP2 PLS 38 PLS HOP3 3HOP H 0 0 N N N 80.117 10.742 13.697 -1.998 1.796 3.196 HOP3 PLS 39 # # 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 PLS N CA SING N N 1 PLS N C4A SING N N 2 PLS N HN SING N N 3 PLS CA CB SING N N 4 PLS CA C SING N N 5 PLS CA HA SING N N 6 PLS CB OG SING N N 7 PLS CB HB1 SING N N 8 PLS CB HB2 SING N N 9 PLS OG HOG SING N N 10 PLS C O DOUB N N 11 PLS C OXT SING N N 12 PLS OXT HXT SING N N 13 PLS N1 C2 DOUB Y N 14 PLS N1 C6 SING Y N 15 PLS C2 C2A SING N N 16 PLS C2 C3 SING Y N 17 PLS C2A H2A1 SING N N 18 PLS C2A H2A2 SING N N 19 PLS C2A H2A3 SING N N 20 PLS C3 O3 SING N N 21 PLS C3 C4 DOUB Y N 22 PLS O3 HO3 SING N N 23 PLS C4 C4A SING N N 24 PLS C4 C5 SING Y N 25 PLS C4A H4A1 SING N N 26 PLS C4A H4A2 SING N N 27 PLS C5 C6 DOUB Y N 28 PLS C5 C5A SING N N 29 PLS C6 H6 SING N N 30 PLS C5A O4P SING N N 31 PLS C5A H5A1 SING N N 32 PLS C5A H5A2 SING N N 33 PLS O4P P SING N N 34 PLS P O1P DOUB N N 35 PLS P O2P SING N N 36 PLS P O3P SING N N 37 PLS O2P HOP2 SING N N 38 PLS O3P HOP3 SING N N 39 # # 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 PLS SMILES ACDLabs 10.04 "O=C(O)C(NCc1c(cnc(c1O)C)COP(=O)(O)O)CO" PLS SMILES_CANONICAL CACTVS 3.341 "Cc1ncc(CO[P](O)(O)=O)c(CN[C@@H](CO)C(O)=O)c1O" PLS SMILES CACTVS 3.341 "Cc1ncc(CO[P](O)(O)=O)c(CN[CH](CO)C(O)=O)c1O" PLS SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1c(c(c(cn1)COP(=O)(O)O)CN[C@@H](CO)C(=O)O)O" PLS SMILES "OpenEye OEToolkits" 1.5.0 "Cc1c(c(c(cn1)COP(=O)(O)O)CNC(CO)C(=O)O)O" PLS InChI InChI 1.03 "InChI=1S/C11H17N2O8P/c1-6-10(15)8(3-13-9(4-14)11(16)17)7(2-12-6)5-21-22(18,19)20/h2,9,13-15H,3-5H2,1H3,(H,16,17)(H2,18,19,20)/t9-/m0/s1" PLS InChIKey InChI 1.03 ODVKKQWXKRZJLG-VIFPVBQESA-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 PLS "SYSTEMATIC NAME" ACDLabs 10.04 "N-({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methyl)-L-serine" PLS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-3-hydroxy-2-[[3-hydroxy-2-methyl-5-(phosphonooxymethyl)pyridin-4-yl]methylamino]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 PLS "Create component" 1999-07-08 RCSB PLS "Modify descriptor" 2011-06-04 RCSB PLS "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id PLS _pdbx_chem_comp_synonyms.name PYRIDOXYL-SERINE-5-MONOPHOSPHATE _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##