data_LRK # _chem_comp.id LRK _chem_comp.name "(2S)-2-azanyl-6-[[(2R,4R)-1,4-bis(oxidanyl)-3-oxidanylidene-5-phosphonooxy-pentan-2-yl]amino]hexanoic acid" _chem_comp.type "L-peptide linking" _chem_comp.pdbx_type ATOMP _chem_comp.formula "C11 H23 N2 O9 P" _chem_comp.mon_nstd_parent_comp_id LYS _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-11-17 _chem_comp.pdbx_modified_date 2015-01-09 _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 358.282 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ? _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 4WXZ _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 LRK C C1 C 0 1 N N N 0.891 164.740 14.557 7.650 -0.974 0.214 C LRK 1 LRK O O1 O 0 1 N N N 0.774 164.241 13.459 7.999 -1.886 0.925 O LRK 2 LRK CA C2 C 0 1 N N S 1.679 164.048 15.611 6.320 -1.036 -0.492 CA LRK 3 LRK N N1 N 0 1 N N N 2.497 164.997 16.385 5.870 -2.432 -0.566 N LRK 4 LRK CB C3 C 0 1 N N N 0.730 163.216 16.458 5.292 -0.208 0.283 CB LRK 5 LRK CG C4 C 0 1 N N N 1.084 161.734 16.418 3.977 -0.168 -0.498 CG LRK 6 LRK CD C5 C 0 1 N N N 0.895 161.084 17.778 2.949 0.659 0.277 CD LRK 7 LRK CE C6 C 0 1 N N N 1.172 159.585 17.771 1.634 0.699 -0.504 CE LRK 8 LRK NZ N2 N 0 1 N N N 0.333 158.930 18.804 0.647 1.493 0.240 NZ LRK 9 LRK C3 C7 C 0 1 N N R 0.371 157.455 18.714 -0.632 1.553 -0.481 C3 LRK 10 LRK C2 C8 C 0 1 N N N -0.413 156.933 17.513 -0.586 2.689 -1.505 C2 LRK 11 LRK O1 O2 O 0 1 N N N -0.751 155.559 17.719 -0.477 3.941 -0.824 O1 LRK 12 LRK C5 C9 C 0 1 N N N -0.259 156.937 19.967 -1.749 1.804 0.498 C5 LRK 13 LRK O13 O3 O 0 1 N N N -1.458 157.086 20.130 -1.507 2.272 1.584 O13 LRK 14 LRK C6 C10 C 0 1 N N R 0.577 156.241 21.000 -3.170 1.470 0.121 C6 LRK 15 LRK O14 O4 O 0 1 N N N 0.594 154.848 20.681 -4.069 2.194 0.964 O14 LRK 16 LRK C7 C11 C 0 1 N N N -0.002 156.440 22.407 -3.405 -0.031 0.295 C7 LRK 17 LRK O8 O5 O 0 1 N N N 1.013 156.272 23.399 -4.713 -0.366 -0.171 O8 LRK 18 LRK P9 P1 P 0 1 N N N 1.310 154.849 24.084 -5.299 -1.866 -0.139 P9 LRK 19 LRK O11 O6 O 0 1 N N N 2.639 154.874 24.735 -6.739 -1.895 -0.858 O11 LRK 20 LRK O10 O7 O 0 1 N N N 1.219 153.723 22.939 -4.373 -2.773 -0.852 O10 LRK 21 LRK O12 O8 O 0 1 N N N 0.230 154.518 25.219 -5.452 -2.349 1.390 O12 LRK 22 LRK H2 H2 H 0 1 N N N 2.363 163.349 15.108 6.425 -0.633 -1.500 H2 LRK 23 LRK H3 H3 H 0 1 N N N 3.013 164.501 17.083 6.499 -2.986 -1.128 H3 LRK 24 LRK H4 H4 H 0 1 N N N 3.132 165.466 15.772 5.765 -2.827 0.356 H4 LRK 25 LRK H6 H6 H 0 1 N N N 0.783 163.566 17.499 5.122 -0.663 1.259 H6 LRK 26 LRK H7 H7 H 0 1 N N N -0.294 163.348 16.078 5.667 0.806 0.415 H7 LRK 27 LRK H8 H8 H 0 1 N N N 0.435 161.230 15.687 4.148 0.286 -1.474 H8 LRK 28 LRK H9 H9 H 0 1 N N N 2.135 161.625 16.112 3.602 -1.183 -0.630 H9 LRK 29 LRK H10 H10 H 0 1 N N N 1.581 161.563 18.493 2.778 0.205 1.253 H10 LRK 30 LRK H11 H11 H 0 1 N N N -0.144 161.246 18.102 3.324 1.673 0.409 H11 LRK 31 LRK H12 H12 H 0 1 N N N 0.928 159.170 16.782 1.804 1.153 -1.480 H12 LRK 32 LRK H13 H13 H 0 1 N N N 2.235 159.406 17.992 1.259 -0.316 -0.636 H13 LRK 33 LRK H14 H14 H 0 1 N N N 0.664 159.205 19.707 0.519 1.129 1.172 H14 LRK 34 LRK H16 H16 H 0 1 N N N 1.413 157.108 18.649 -0.804 0.608 -0.996 H16 LRK 35 LRK H17 H17 H 0 1 N N N 0.202 157.026 16.606 0.276 2.555 -2.159 H17 LRK 36 LRK H18 H18 H 0 1 N N N -1.334 157.522 17.393 -1.499 2.678 -2.101 H18 LRK 37 LRK H19 H19 H 0 1 N N N -1.126 155.451 18.585 -0.443 4.707 -1.412 H19 LRK 38 LRK H20 H20 H 0 1 N N N 1.598 156.650 20.976 -3.345 1.747 -0.919 H20 LRK 39 LRK H21 H21 H 0 1 N N N 0.817 154.348 21.457 -3.970 1.997 1.905 H21 LRK 40 LRK H22 H22 H 0 1 N N N -0.419 157.455 22.486 -2.662 -0.585 -0.279 H22 LRK 41 LRK H23 H23 H 0 1 N N N -0.799 155.701 22.577 -3.317 -0.293 1.350 H23 LRK 42 LRK H24 H24 H 0 1 N N N 3.195 154.209 24.346 -7.152 -2.769 -0.875 H24 LRK 43 LRK H25 H25 H 0 1 N N N -0.243 153.727 24.986 -6.046 -1.798 1.918 H25 LRK 44 LRK OXT O9 O 0 1 N N N ? ? ? 8.444 0.097 0.058 O2 LRK 45 LRK HXT H1 H 0 1 N N N ? ? ? 9.287 0.092 0.531 H1 LRK 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 LRK O C DOUB N N 1 LRK C CA SING N N 2 LRK CA N SING N N 3 LRK CA CB SING N N 4 LRK CG CB SING N N 5 LRK CG CD SING N N 6 LRK C2 O1 SING N N 7 LRK C2 C3 SING N N 8 LRK CE CD SING N N 9 LRK CE NZ SING N N 10 LRK C3 NZ SING N N 11 LRK C3 C5 SING N N 12 LRK C5 O13 DOUB N N 13 LRK C5 C6 SING N N 14 LRK O14 C6 SING N N 15 LRK C6 C7 SING N N 16 LRK C7 O8 SING N N 17 LRK O10 P9 DOUB N N 18 LRK O8 P9 SING N N 19 LRK P9 O11 SING N N 20 LRK P9 O12 SING N N 21 LRK CA H2 SING N N 22 LRK N H3 SING N N 23 LRK N H4 SING N N 24 LRK CB H6 SING N N 25 LRK CB H7 SING N N 26 LRK CG H8 SING N N 27 LRK CG H9 SING N N 28 LRK CD H10 SING N N 29 LRK CD H11 SING N N 30 LRK CE H12 SING N N 31 LRK CE H13 SING N N 32 LRK NZ H14 SING N N 33 LRK C3 H16 SING N N 34 LRK C2 H17 SING N N 35 LRK C2 H18 SING N N 36 LRK O1 H19 SING N N 37 LRK C6 H20 SING N N 38 LRK O14 H21 SING N N 39 LRK C7 H22 SING N N 40 LRK C7 H23 SING N N 41 LRK O11 H24 SING N N 42 LRK O12 H25 SING N N 43 LRK C OXT SING N N 44 LRK OXT HXT 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 LRK SMILES ACDLabs 12.01 "O=P(OCC(O)C(=O)C(NCCCCC(C(=O)O)N)CO)(O)O" LRK InChI InChI 1.03 "InChI=1S/C11H23N2O9P/c12-7(11(17)18)3-1-2-4-13-8(5-14)10(16)9(15)6-22-23(19,20)21/h7-9,13-15H,1-6,12H2,(H,17,18)(H2,19,20,21)/t7-,8+,9+/m0/s1" LRK InChIKey InChI 1.03 MTFNVQCMTVXWTF-DJLDLDEBSA-N LRK SMILES_CANONICAL CACTVS 3.385 "N[C@@H](CCCCN[C@H](CO)C(=O)[C@H](O)CO[P](O)(O)=O)C(O)=O" LRK SMILES CACTVS 3.385 "N[CH](CCCCN[CH](CO)C(=O)[CH](O)CO[P](O)(O)=O)C(O)=O" LRK SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C(CCN[C@H](CO)C(=O)[C@@H](COP(=O)(O)O)O)C[C@@H](C(=O)O)N" LRK SMILES "OpenEye OEToolkits" 1.9.2 "C(CCNC(CO)C(=O)C(COP(=O)(O)O)O)CC(C(=O)O)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 LRK "SYSTEMATIC NAME" ACDLabs 12.01 "(2S)-2-amino-6-{[(2R,4R)-1,4-dihydroxy-3-oxo-5-(phosphonooxy)pentan-2-yl]amino}hexanoic acid (non-preferred name)" LRK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2S)-2-azanyl-6-[[(2R,4R)-1,4-bis(oxidanyl)-3-oxidanylidene-5-phosphonooxy-pentan-2-yl]amino]hexanoic 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 LRK "Create component" 2014-11-17 RCSB LRK "Initial release" 2015-01-14 RCSB #