data_FEJ # _chem_comp.id FEJ _chem_comp.name ;(2S,3S)-3-hydroxy-2-[(E)-({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methylidene)amino]-4-methylpentanoic acid (non-preferred name) ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H21 N2 O8 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(2S,3S)-isopropylserine" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-03-27 _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 376.299 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FEJ _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 6CUT _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 FEJ OAD O1 O 0 1 N N N 0.839 -35.170 -10.182 -6.044 1.051 0.196 OAD FEJ 1 FEJ PAP P1 P 0 1 N N N 0.504 -33.833 -10.956 -4.527 1.494 -0.113 PAP FEJ 2 FEJ OAE O2 O 0 1 N N N 0.301 -32.748 -9.969 -4.440 2.105 -1.600 OAE FEJ 3 FEJ OAQ O3 O 0 1 N N N 1.492 -33.648 -12.045 -4.103 2.519 0.867 OAQ FEJ 4 FEJ OAC O4 O 0 1 N N N -0.900 -34.173 -11.652 -3.560 0.212 -0.003 OAC FEJ 5 FEJ CAB C1 C 0 1 N N N -1.686 -33.133 -12.246 -2.138 0.298 -0.120 CAB FEJ 6 FEJ CAM C2 C 0 1 Y N N -1.801 -33.302 -13.643 -1.538 -1.076 0.031 CAM FEJ 7 FEJ CAO C3 C 0 1 Y N N -1.303 -32.291 -14.466 -2.346 -2.172 0.247 CAO FEJ 8 FEJ NAR N1 N 0 1 Y N N -1.383 -32.373 -15.861 -1.834 -3.381 0.382 NAR FEJ 9 FEJ CAS C4 C 0 1 Y N N -1.950 -33.434 -16.442 -0.537 -3.603 0.317 CAS FEJ 10 FEJ CAA C5 C 0 1 N N N -2.005 -33.472 -17.838 -0.014 -5.007 0.479 CAA FEJ 11 FEJ CAT C6 C 0 1 Y N N -2.458 -34.459 -15.636 0.353 -2.560 0.102 CAT FEJ 12 FEJ OAU O5 O 0 1 N N N -3.029 -35.527 -16.260 1.688 -2.794 0.036 OAU FEJ 13 FEJ CAN C7 C 0 1 Y N N -2.419 -34.418 -14.229 -0.152 -1.259 -0.051 CAN FEJ 14 FEJ CAL C8 C 0 1 N N N -2.898 -35.464 -13.417 0.752 -0.115 -0.282 CAL FEJ 15 FEJ N N2 N 0 1 N N N -3.485 -36.560 -13.919 2.030 -0.304 -0.345 N FEJ 16 FEJ CA C9 C 0 1 N N S -3.820 -37.755 -13.099 2.927 0.831 -0.575 CA FEJ 17 FEJ C C10 C 0 1 N N N -4.383 -38.829 -14.043 3.708 0.606 -1.844 C FEJ 18 FEJ OXT O6 O 0 1 N N N -4.194 -38.666 -15.267 3.900 -0.518 -2.243 OXT FEJ 19 FEJ O O7 O 0 1 N N N -4.961 -39.801 -13.526 4.189 1.654 -2.530 O FEJ 20 FEJ CB C11 C 0 1 N N S -4.769 -37.483 -11.903 3.895 0.962 0.603 CB FEJ 21 FEJ OG O8 O 0 1 N N N -6.121 -37.431 -12.365 4.758 2.081 0.389 OG FEJ 22 FEJ CG C12 C 0 1 N N N -4.678 -38.583 -10.798 3.102 1.169 1.895 CG FEJ 23 FEJ CD2 C13 C 0 1 N N N -5.274 -38.050 -9.485 4.062 1.185 3.086 CD2 FEJ 24 FEJ CD1 C14 C 0 1 N N N -3.238 -39.071 -10.528 2.353 2.502 1.825 CD1 FEJ 25 FEJ H1 H1 H 0 1 N N N 1.602 -35.580 -10.572 -6.683 1.774 0.147 H1 FEJ 26 FEJ H2 H2 H 0 1 N N N 0.873 -32.019 -10.177 -4.704 1.488 -2.296 H2 FEJ 27 FEJ H3 H3 H 0 1 N N N -1.208 -32.163 -12.042 -1.878 0.702 -1.099 H3 FEJ 28 FEJ H4 H4 H 0 1 N N N -2.692 -33.147 -11.801 -1.748 0.953 0.659 H4 FEJ 29 FEJ H5 H5 H 0 1 N N N -0.844 -31.423 -14.015 -3.417 -2.040 0.308 H5 FEJ 30 FEJ H6 H6 H 0 1 N N N -1.542 -32.563 -18.249 0.037 -5.490 -0.497 H6 FEJ 31 FEJ H7 H7 H 0 1 N N N -1.462 -34.356 -18.202 0.982 -4.975 0.921 H7 FEJ 32 FEJ H8 H8 H 0 1 N N N -3.055 -33.527 -18.162 -0.682 -5.571 1.129 H8 FEJ 33 FEJ H9 H9 H 0 1 N N N -3.333 -36.149 -15.610 2.010 -2.987 -0.856 H9 FEJ 34 FEJ H10 H10 H 0 1 N N N -2.788 -35.380 -12.346 0.346 0.879 -0.398 H10 FEJ 35 FEJ H11 H11 H 0 1 N N N -2.882 -38.149 -12.682 2.341 1.745 -0.666 H11 FEJ 36 FEJ H12 H12 H 0 1 N N N -5.238 -40.404 -14.206 4.621 1.465 -3.375 H12 FEJ 37 FEJ H13 H13 H 0 1 N N N -4.489 -36.519 -11.452 4.492 0.053 0.685 H13 FEJ 38 FEJ H14 H14 H 0 1 N N N -6.701 -37.264 -11.631 4.293 2.925 0.306 H14 FEJ 39 FEJ H15 H15 H 0 1 N N N -5.278 -39.445 -11.125 2.386 0.356 2.016 H15 FEJ 40 FEJ H16 H16 H 0 1 N N N -5.208 -38.827 -8.710 4.778 1.998 2.965 H16 FEJ 41 FEJ H17 H17 H 0 1 N N N -4.712 -37.161 -9.162 3.496 1.333 4.006 H17 FEJ 42 FEJ H18 H18 H 0 1 N N N -6.328 -37.780 -9.644 4.595 0.236 3.136 H18 FEJ 43 FEJ H19 H19 H 0 1 N N N -3.252 -39.841 -9.742 1.672 2.492 0.974 H19 FEJ 44 FEJ H20 H20 H 0 1 N N N -2.816 -39.497 -11.450 1.784 2.648 2.743 H20 FEJ 45 FEJ H21 H21 H 0 1 N N N -2.619 -38.223 -10.199 3.069 3.315 1.708 H21 FEJ 46 # # 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 FEJ CAA CAS SING N N 1 FEJ CAS NAR DOUB Y N 2 FEJ CAS CAT SING Y N 3 FEJ OAU CAT SING N N 4 FEJ NAR CAO SING Y N 5 FEJ CAT CAN DOUB Y N 6 FEJ OXT C DOUB N N 7 FEJ CAO CAM DOUB Y N 8 FEJ CAN CAM SING Y N 9 FEJ CAN CAL SING N N 10 FEJ C O SING N N 11 FEJ C CA SING N N 12 FEJ N CAL DOUB N N 13 FEJ N CA SING N N 14 FEJ CAM CAB SING N N 15 FEJ CA CB SING N N 16 FEJ OG CB SING N N 17 FEJ CAB OAC SING N N 18 FEJ OAQ PAP DOUB N N 19 FEJ CB CG SING N N 20 FEJ OAC PAP SING N N 21 FEJ PAP OAD SING N N 22 FEJ PAP OAE SING N N 23 FEJ CG CD1 SING N N 24 FEJ CG CD2 SING N N 25 FEJ OAD H1 SING N N 26 FEJ OAE H2 SING N N 27 FEJ CAB H3 SING N N 28 FEJ CAB H4 SING N N 29 FEJ CAO H5 SING N N 30 FEJ CAA H6 SING N N 31 FEJ CAA H7 SING N N 32 FEJ CAA H8 SING N N 33 FEJ OAU H9 SING N N 34 FEJ CAL H10 SING N N 35 FEJ CA H11 SING N N 36 FEJ O H12 SING N N 37 FEJ CB H13 SING N N 38 FEJ OG H14 SING N N 39 FEJ CG H15 SING N N 40 FEJ CD2 H16 SING N N 41 FEJ CD2 H17 SING N N 42 FEJ CD2 H18 SING N N 43 FEJ CD1 H19 SING N N 44 FEJ CD1 H20 SING N N 45 FEJ CD1 H21 SING N N 46 # # 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 FEJ SMILES ACDLabs 12.01 "OP(O)(=O)OCc1cnc(c(c1[C@H]=NC(C(C(C)C)O)C(O)=O)O)C" FEJ InChI InChI 1.03 "InChI=1S/C14H21N2O8P/c1-7(2)12(17)11(14(19)20)16-5-10-9(6-24-25(21,22)23)4-15-8(3)13(10)18/h4-5,7,11-12,17-18H,6H2,1-3H3,(H,19,20)(H2,21,22,23)/b16-5+/t11-,12-/m0/s1" FEJ InChIKey InChI 1.03 VDGFQULJGQPRGZ-BGTSGQOBSA-N FEJ SMILES_CANONICAL CACTVS 3.385 "CC(C)[C@H](O)[C@H](N=Cc1c(O)c(C)ncc1CO[P](O)(O)=O)C(O)=O" FEJ SMILES CACTVS 3.385 "CC(C)[CH](O)[CH](N=Cc1c(O)c(C)ncc1CO[P](O)(O)=O)C(O)=O" FEJ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1c(c(c(cn1)COP(=O)(O)O)/C=N/[C@@H]([C@H](C(C)C)O)C(=O)O)O" FEJ SMILES "OpenEye OEToolkits" 2.0.6 "Cc1c(c(c(cn1)COP(=O)(O)O)C=NC(C(C(C)C)O)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 FEJ "SYSTEMATIC NAME" ACDLabs 12.01 "(2S,3S)-3-hydroxy-2-[(E)-({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methylidene)amino]-4-methylpentanoic acid (non-preferred name)" FEJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{S},3~{S})-4-methyl-2-[(~{E})-[2-methyl-3-oxidanyl-5-(phosphonooxymethyl)pyridin-4-yl]methylideneamino]-3-oxidanyl-pentanoic 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 FEJ "Create component" 2018-03-27 RCSB FEJ "Initial release" 2018-09-26 RCSB FEJ "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id FEJ _pdbx_chem_comp_synonyms.name "(2S,3S)-isopropylserine" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##