data_LLP
# 
_chem_comp.id                                    LLP 
_chem_comp.name                                  "2-LYSINE(3-HYDROXY-2-METHYL-5-PHOSPHONOOXYMETHYL-PYRIDIN-4-YLMETHANE)" 
_chem_comp.type                                  "L-PEPTIDE LINKING" 
_chem_comp.pdbx_type                             ATOMP 
_chem_comp.formula                               "C14 H24 N3 O7 P" 
_chem_comp.mon_nstd_parent_comp_id               LYS 
_chem_comp.pdbx_synonyms                         "N'-PYRIDOXYL-LYSINE-5'-MONOPHOSPHATE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_chem_comp.pdbx_modified_date                    2009-01-07 
_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                        377.330 
_chem_comp.one_letter_code                       K 
_chem_comp.three_letter_code                     LLP 
_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        ? 
_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 
LLP N1     N1   N 0 1 Y N N -28.372 -11.409 2.891  2.295  0.878  4.482  N1     LLP 1  
LLP C2     C2   C 0 1 Y N N -27.708 -12.569 3.117  3.266  0.515  3.667  C2     LLP 2  
LLP "C2'"  C2A  C 0 1 N N N -28.142 -13.864 2.427  4.698  0.805  4.036  "C2'"  LLP 3  
LLP C3     C3   C 0 1 Y N N -26.633 -12.454 3.984  2.983  -0.125 2.470  C3     LLP 4  
LLP O3     O3   O 0 1 N N N -25.895 -13.477 4.286  3.987  -0.497 1.633  O3     LLP 5  
LLP C4     C4   C 0 1 Y N N -26.278 -11.219 4.588  1.656  -0.392 2.143  C4     LLP 6  
LLP "C4'"  C4A  C 0 1 N N N -25.128 -11.145 5.497  1.304  -1.091 0.856  "C4'"  LLP 7  
LLP C5     C5   C 0 1 Y N N -27.029 -10.061 4.305  0.668  0.006  3.028  C5     LLP 8  
LLP C6     C6   C 0 1 Y N N -28.093 -10.208 3.430  1.029  0.646  4.200  C6     LLP 9  
LLP "C5'"  C5A  C 0 1 N N N -26.695 -8.720  4.922  -0.783 -0.253 2.717  "C5'"  LLP 10 
LLP OP4    O4P  O 0 1 N N N -25.333 -8.322  4.650  -1.595 0.250  3.779  OP4    LLP 11 
LLP P      P    P 0 1 N N N -24.616 -7.426  5.781  -3.124 -0.059 3.383  P      LLP 12 
LLP OP1    O1P  O 0 1 N N N -23.323 -6.868  5.254  -3.308 -1.519 3.229  OP1    LLP 13 
LLP OP2    O2P  O 0 1 N N N -24.392 -8.287  6.992  -4.100 0.484  4.542  OP2    LLP 14 
LLP OP3    O3P  O 0 1 N N N -25.517 -6.267  6.129  -3.478 0.675  1.995  OP3    LLP 15 
LLP N      N    N 0 1 N N N -18.964 -10.492 3.189  0.723  -1.337 -6.609 N      LLP 16 
LLP CA     CA   C 0 1 N N S -18.994 -11.931 2.901  -0.376 -0.424 -6.271 CA     LLP 17 
LLP CB     CB   C 0 1 N N N -20.427 -12.401 2.903  -0.023 0.350  -5.000 CB     LLP 18 
LLP CG     CG   C 0 1 N N N -20.942 -12.716 4.318  0.196  -0.631 -3.848 CG     LLP 19 
LLP CD     CD   C 0 1 N N N -21.833 -11.664 4.928  0.549  0.143  -2.577 CD     LLP 20 
LLP CE     CE   C 0 1 N N N -22.902 -12.244 5.836  0.768  -0.839 -1.424 CE     LLP 21 
LLP NZ     NZ   N 0 1 N N N -24.273 -12.098 5.273  1.107  -0.095 -0.204 NZ     LLP 22 
LLP C      C    C 0 1 N N N -18.063 -12.161 1.735  -0.592 0.543  -7.406 C      LLP 23 
LLP O      O    O 0 1 N N N -16.826 -12.095 2.005  0.336  0.870  -8.106 O      LLP 24 
LLP OXT    OXT  O 0 1 N Y N -18.442 -12.261 0.464  -1.816 1.042  -7.639 OXT    LLP 25 
LLP "H2'1" 1H2A H 0 0 N N N -27.595 -14.818 2.612  5.104  -0.032 4.603  "H2'1" LLP 26 
LLP "H2'2" 2H2A H 0 0 N N N -29.221 -14.031 2.648  5.285  0.949  3.130  "H2'2" LLP 27 
LLP "H2'3" 3H2A H 0 0 N N N -28.162 -13.682 1.327  4.740  1.709  4.644  "H2'3" LLP 28 
LLP HO3    HO3  H 0 1 N N N -25.158 -13.398 4.880  4.135  0.242  1.028  HO3    LLP 29 
LLP "H4'1" 1H4A H 0 0 N N N -24.640 -10.143 5.453  2.113  -1.766 0.576  "H4'1" LLP 30 
LLP "H4'2" 2H4A H 0 0 N N N -25.453 -11.134 6.563  0.386  -1.662 0.993  "H4'2" LLP 31 
LLP H6     H6   H 0 1 N N N -28.731 -9.351  3.156  0.262  0.959  4.893  H6     LLP 32 
LLP "H5'1" 1H5A H 0 0 N N N -27.417 -7.935  4.598  -1.050 0.246  1.787  "H5'1" LLP 33 
LLP "H5'2" 2H5A H 0 0 N N N -26.906 -8.714  6.016  -0.945 -1.326 2.613  "H5'2" LLP 34 
LLP HOP2   2HOP H 0 0 N N N -23.969 -7.758  7.658  -5.004 0.279  4.266  HOP2   LLP 35 
LLP HOP3   3HOP H 0 0 N N N -25.094 -5.738  6.795  -3.346 1.622  2.138  HOP3   LLP 36 
LLP H      1HN  H 0 1 N N N -19.593 -10.336 3.976  1.541  -0.765 -6.753 H      LLP 37 
LLP HN2    2HN  H 0 1 N N N -19.185 -9.914  2.377  0.900  -1.895 -5.787 HN2    LLP 38 
LLP HA     HA   H 0 1 N N N -18.575 -12.621 3.669  -1.287 -0.998 -6.105 HA     LLP 39 
LLP HB2    1HB  H 0 1 N N N -21.090 -11.667 2.388  -0.839 1.028  -4.749 HB2    LLP 40 
LLP HB3    2HB  H 0 1 N N N -20.563 -13.273 2.222  0.888  0.925  -5.166 HB3    LLP 41 
LLP HG2    1HG  H 0 1 N N N -21.455 -13.705 4.327  1.012  -1.309 -4.098 HG2    LLP 42 
LLP HG3    2HG  H 0 1 N N N -20.085 -12.933 4.997  -0.715 -1.206 -3.681 HG3    LLP 43 
LLP HD2    1HD  H 0 1 N N N -21.230 -10.894 5.464  -0.266 0.820  -2.326 HD2    LLP 44 
LLP HD3    2HD  H 0 1 N N N -22.287 -11.021 4.138  1.460  0.717  -2.743 HD3    LLP 45 
LLP HE2    1HE  H 0 1 N N N -22.682 -13.308 6.084  1.584  -1.517 -1.675 HE2    LLP 46 
LLP HE3    2HE  H 0 1 N N N -22.840 -11.804 6.858  -0.142 -1.413 -1.258 HE3    LLP 47 
LLP HZ1    HNZ  H 0 1 N N N -24.759 -12.966 5.497  0.289  0.438  0.046  HZ1    LLP 48 
LLP HXT    HXT  H 0 1 N Y N -17.856 -12.405 -0.269 -1.955 1.663  -8.367 HXT    LLP 49 
# 
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 
LLP N1    C2     DOUB Y N 1  
LLP N1    C6     SING Y N 2  
LLP C2    "C2'"  SING N N 3  
LLP C2    C3     SING Y N 4  
LLP "C2'" "H2'1" SING N N 5  
LLP "C2'" "H2'2" SING N N 6  
LLP "C2'" "H2'3" SING N N 7  
LLP C3    O3     SING N N 8  
LLP C3    C4     DOUB Y N 9  
LLP O3    HO3    SING N N 10 
LLP C4    "C4'"  SING N N 11 
LLP C4    C5     SING Y N 12 
LLP "C4'" NZ     SING N N 13 
LLP "C4'" "H4'1" SING N N 14 
LLP "C4'" "H4'2" SING N N 15 
LLP C5    C6     DOUB Y N 16 
LLP C5    "C5'"  SING N N 17 
LLP C6    H6     SING N N 18 
LLP "C5'" OP4    SING N N 19 
LLP "C5'" "H5'1" SING N N 20 
LLP "C5'" "H5'2" SING N N 21 
LLP OP4   P      SING N N 22 
LLP P     OP1    DOUB N N 23 
LLP P     OP2    SING N N 24 
LLP P     OP3    SING N N 25 
LLP OP2   HOP2   SING N N 26 
LLP OP3   HOP3   SING N N 27 
LLP N     CA     SING N N 28 
LLP N     H      SING N N 29 
LLP N     HN2    SING N N 30 
LLP CA    CB     SING N N 31 
LLP CA    C      SING N N 32 
LLP CA    HA     SING N N 33 
LLP CB    CG     SING N N 34 
LLP CB    HB2    SING N N 35 
LLP CB    HB3    SING N N 36 
LLP CG    CD     SING N N 37 
LLP CG    HG2    SING N N 38 
LLP CG    HG3    SING N N 39 
LLP CD    CE     SING N N 40 
LLP CD    HD2    SING N N 41 
LLP CD    HD3    SING N N 42 
LLP CE    NZ     SING N N 43 
LLP CE    HE2    SING N N 44 
LLP CE    HE3    SING N N 45 
LLP NZ    HZ1    SING N N 46 
LLP C     O      DOUB N N 47 
LLP C     OXT    SING N N 48 
LLP OXT   HXT    SING N N 49 
# 
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 
LLP SMILES           ACDLabs              10.04 "O=C(O)C(N)CCCCNCc1c(cnc(c1O)C)COP(=O)(O)O"                                                                                                                             
LLP InChI            InChI                1.02b "InChI=1/C14H24N3O7P/c1-9-13(18)11(10(6-17-9)8-24-25(21,22)23)7-16-5-3-2-4-12(15)14(19)20/h6,12,16,18H,2-5,7-8,15H2,1H3,(H,19,20)(H2,21,22,23)/t12-/m0/s1/f/h19,21-22H" 
LLP InChIKey         InChI                1.02b FIXMYVJXXYQYGI-WYMOQDEIDH                                                                                                                                               
LLP SMILES_CANONICAL CACTVS               3.341 "Cc1ncc(CO[P](O)(O)=O)c(CNCCCC[C@H](N)C(O)=O)c1O"                                                                                                                       
LLP SMILES           CACTVS               3.341 "Cc1ncc(CO[P](O)(O)=O)c(CNCCCC[CH](N)C(O)=O)c1O"                                                                                                                        
LLP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1c(c(c(cn1)COP(=O)(O)O)CNCCCC[C@@H](C(=O)O)N)O"                                                                                                                      
LLP SMILES           "OpenEye OEToolkits" 1.5.0 "Cc1c(c(c(cn1)COP(=O)(O)O)CNCCCCC(C(=O)O)N)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 
LLP "SYSTEMATIC NAME" ACDLabs              10.04 "N~6~-({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methyl)-L-lysine"                  
LLP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-amino-6-[[3-hydroxy-2-methyl-5-(phosphonooxymethyl)pyridin-4-yl]methylamino]hexanoic acid" 
# 
