data_LPI # _chem_comp.id LPI _chem_comp.name "N-({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methyl)-L-methionine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C13 H21 N2 O7 P S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-11-21 _chem_comp.pdbx_modified_date 2017-10-06 _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 380.354 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LPI _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 5TSU _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 LPI OP1 O1 O 0 1 N N N 110.222 32.690 195.254 4.623 -1.714 0.935 OP1 LPI 1 LPI P P1 P 0 1 N N N 108.824 32.148 195.081 4.440 -1.117 -0.408 P LPI 2 LPI OP3 O2 O 0 1 N N N 107.792 33.093 195.658 5.861 -0.607 -0.966 OP3 LPI 3 LPI OP2 O3 O 0 1 N N N 108.709 30.794 195.733 3.835 -2.224 -1.409 OP2 LPI 4 LPI OP4 O4 O 0 1 N N N 108.523 32.015 193.507 3.424 0.128 -0.308 OP4 LPI 5 LPI "C5'" C1 C 0 1 N N N 109.534 31.428 192.707 2.114 0.021 0.252 "C5'" LPI 6 LPI C5 C2 C 0 1 Y N N 109.575 31.993 191.309 1.430 1.362 0.192 C5 LPI 7 LPI C6 C3 C 0 1 Y N N 108.817 31.325 190.355 2.082 2.455 -0.347 C6 LPI 8 LPI N1 N1 N 0 1 Y N N 108.788 31.724 189.082 1.494 3.634 -0.404 N1 LPI 9 LPI C2 C4 C 0 1 Y N N 109.510 32.793 188.688 0.269 3.821 0.046 C2 LPI 10 LPI "C2'" C5 C 0 1 N N N 109.472 33.240 187.245 -0.358 5.189 -0.043 "C2'" LPI 11 LPI C3 C6 C 0 1 Y N N 110.287 33.485 189.602 -0.449 2.772 0.601 C3 LPI 12 LPI O3 O5 O 0 1 N N N 111.004 34.554 189.177 -1.712 2.969 1.064 O3 LPI 13 LPI C4 C7 C 0 1 Y N N 110.342 33.105 190.935 0.139 1.514 0.673 C4 LPI 14 LPI "C4'" C8 C 0 1 N N N 111.185 33.937 191.857 -0.605 0.346 1.267 "C4'" LPI 15 LPI C1 C9 C 0 1 N N S 113.531 34.729 192.241 -2.098 -1.491 0.755 C1 LPI 16 LPI C8 C10 C 0 1 N N N 113.977 33.955 193.493 -3.299 -1.794 -0.142 C8 LPI 17 LPI C9 C11 C 0 1 N N N 115.457 34.109 193.838 -4.280 -0.621 -0.095 C9 LPI 18 LPI S10 S1 S 0 1 N N N 116.105 32.677 194.636 -5.705 -0.980 -1.158 S10 LPI 19 LPI C11 C12 C 0 1 N N N 117.860 32.719 194.480 -6.736 0.501 -0.973 C11 LPI 20 LPI C7 C13 C 0 1 N N N 114.676 35.199 191.367 -1.192 -2.694 0.805 C7 LPI 21 LPI O9 O6 O 0 1 N N N 115.375 36.166 191.725 -1.657 -3.864 1.270 O9 LPI 22 LPI O8 O7 O 0 1 N N N 114.895 34.625 190.277 -0.048 -2.606 0.427 O8 LPI 23 LPI N3 N2 N 0 1 N N N 112.605 33.880 191.440 -1.358 -0.344 0.211 N3 LPI 24 LPI H1 H1 H 0 1 N N N 108.228 33.854 196.022 6.523 -1.306 -1.053 H1 LPI 25 LPI H2 H2 H 0 1 N N N 109.543 30.557 196.121 3.689 -1.902 -2.309 H2 LPI 26 LPI H3 H3 H 0 1 N N N 109.348 30.346 192.643 1.535 -0.707 -0.316 H3 LPI 27 LPI H4 H4 H 0 1 N N N 110.508 31.605 193.186 2.187 -0.304 1.290 H4 LPI 28 LPI H5 H5 H 0 1 N N N 108.238 30.463 190.651 3.087 2.343 -0.726 H5 LPI 29 LPI H6 H6 H 0 1 N N N 108.807 32.577 186.673 -0.885 5.285 -0.992 H6 LPI 30 LPI H7 H7 H 0 1 N N N 109.096 34.272 187.191 -1.061 5.320 0.779 H7 LPI 31 LPI H8 H8 H 0 1 N N N 110.486 33.197 186.821 0.420 5.950 0.019 H8 LPI 32 LPI H9 H9 H 0 1 N N N 111.484 34.925 189.908 -2.401 2.826 0.400 H9 LPI 33 LPI H10 H10 H 0 1 N N N 110.838 34.980 191.825 0.106 -0.347 1.718 H10 LPI 34 LPI H11 H11 H 0 1 N N N 111.091 33.551 192.883 -1.295 0.705 2.030 H11 LPI 35 LPI H12 H12 H 0 1 N N N 112.977 35.617 192.579 -2.445 -1.255 1.760 H12 LPI 36 LPI H13 H13 H 0 1 N N N 113.386 34.314 194.348 -2.960 -1.942 -1.167 H13 LPI 37 LPI H14 H14 H 0 1 N N N 113.772 32.887 193.328 -3.797 -2.698 0.210 H14 LPI 38 LPI H15 H15 H 0 1 N N N 116.021 34.284 192.910 -4.620 -0.472 0.930 H15 LPI 39 LPI H16 H16 H 0 1 N N N 115.577 34.973 194.508 -3.783 0.283 -0.447 H16 LPI 40 LPI H17 H17 H 0 1 N N N 118.293 31.835 194.970 -7.637 0.394 -1.579 H17 LPI 41 LPI H18 H18 H 0 1 N N N 118.133 32.718 193.415 -7.015 0.621 0.074 H18 LPI 42 LPI H19 H19 H 0 1 N N N 118.249 33.630 194.958 -6.178 1.376 -1.304 H19 LPI 43 LPI H20 H20 H 0 1 N N N 116.031 36.345 191.062 -1.038 -4.608 1.284 H20 LPI 44 LPI H21 H21 H 0 1 N N N 112.912 32.931 191.514 -1.978 0.293 -0.266 H21 LPI 45 # 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 LPI "C2'" C2 SING N N 1 LPI C2 N1 DOUB Y N 2 LPI C2 C3 SING Y N 3 LPI N1 C6 SING Y N 4 LPI O3 C3 SING N N 5 LPI C3 C4 DOUB Y N 6 LPI O8 C7 DOUB N N 7 LPI C6 C5 DOUB Y N 8 LPI C4 C5 SING Y N 9 LPI C4 "C4'" SING N N 10 LPI C5 "C5'" SING N N 11 LPI C7 O9 SING N N 12 LPI C7 C1 SING N N 13 LPI N3 "C4'" SING N N 14 LPI N3 C1 SING N N 15 LPI C1 C8 SING N N 16 LPI "C5'" OP4 SING N N 17 LPI C8 C9 SING N N 18 LPI OP4 P SING N N 19 LPI C9 S10 SING N N 20 LPI C11 S10 SING N N 21 LPI P OP1 DOUB N N 22 LPI P OP3 SING N N 23 LPI P OP2 SING N N 24 LPI OP3 H1 SING N N 25 LPI OP2 H2 SING N N 26 LPI "C5'" H3 SING N N 27 LPI "C5'" H4 SING N N 28 LPI C6 H5 SING N N 29 LPI "C2'" H6 SING N N 30 LPI "C2'" H7 SING N N 31 LPI "C2'" H8 SING N N 32 LPI O3 H9 SING N N 33 LPI "C4'" H10 SING N N 34 LPI "C4'" H11 SING N N 35 LPI C1 H12 SING N N 36 LPI C8 H13 SING N N 37 LPI C8 H14 SING N N 38 LPI C9 H15 SING N N 39 LPI C9 H16 SING N N 40 LPI C11 H17 SING N N 41 LPI C11 H18 SING N N 42 LPI C11 H19 SING N N 43 LPI O9 H20 SING N N 44 LPI N3 H21 SING N N 45 # 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 LPI SMILES ACDLabs 12.01 "O=P(O)(O)OCc1cnc(c(c1CNC(CCSC)C(O)=O)O)C" LPI InChI InChI 1.03 "InChI=1S/C13H21N2O7PS/c1-8-12(16)10(6-15-11(13(17)18)3-4-24-2)9(5-14-8)7-22-23(19,20)21/h5,11,15-16H,3-4,6-7H2,1-2H3,(H,17,18)(H2,19,20,21)/t11-/m0/s1" LPI InChIKey InChI 1.03 TZGVKKRKUOYYOG-NSHDSACASA-N LPI SMILES_CANONICAL CACTVS 3.385 "CSCC[C@H](NCc1c(O)c(C)ncc1CO[P](O)(O)=O)C(O)=O" LPI SMILES CACTVS 3.385 "CSCC[CH](NCc1c(O)c(C)ncc1CO[P](O)(O)=O)C(O)=O" LPI SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1c(c(c(cn1)COP(=O)(O)O)CN[C@@H](CCSC)C(=O)O)O" LPI SMILES "OpenEye OEToolkits" 2.0.6 "Cc1c(c(c(cn1)COP(=O)(O)O)CNC(CCSC)C(=O)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 LPI "SYSTEMATIC NAME" ACDLabs 12.01 "N-({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methyl)-L-methionine" LPI "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{S})-2-[[2-methyl-3-oxidanyl-5-(phosphonooxymethyl)pyridin-4-yl]methylamino]-4-methylsulfanyl-butanoic 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 LPI "Create component" 2016-11-21 RCSB LPI "Modify formula" 2016-11-21 RCSB LPI "Initial release" 2017-10-11 RCSB #