data_LLP
# 
_chem_comp.id                                    LLP 
_chem_comp.name                                  "(2S)-2-amino-6-[[3-hydroxy-2-methyl-5-(phosphonooxymethyl)pyridin-4-yl]methylideneamino]hexanoic acid" 
_chem_comp.type                                  "L-PEPTIDE LINKING" 
_chem_comp.pdbx_type                             ATOMP 
_chem_comp.formula                               "C14 H22 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                    2024-09-27 
_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                        375.314 
_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        Corina 
_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 
_chem_comp.pdbx_pcm                              Y 
# 
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.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 N N N -28.372 -11.409 2.891  3.692  -2.911 -0.723 N1     LLP 1  
LLP C2     C2     C 0 1 Y N N N N N -27.708 -12.569 3.117  2.555  -3.537 -0.497 C2     LLP 2  
LLP "C2'"  "C2'"  C 0 1 N N N N N N -28.142 -13.864 2.427  2.461  -5.021 -0.741 "C2'"  LLP 3  
LLP C3     C3     C 0 1 Y N N N N N -26.633 -12.454 3.984  1.443  -2.846 -0.036 C3     LLP 4  
LLP O3     O3     O 0 1 N N N N N N -25.895 -13.477 4.286  0.274  -3.495 0.196  O3     LLP 5  
LLP C4     C4     C 0 1 Y N N N N N -26.278 -11.219 4.588  1.549  -1.463 0.186  C4     LLP 6  
LLP "C4'"  "C4'"  C 0 1 N N N N N N -25.128 -11.145 5.497  0.396  -0.683 0.677  "C4'"  LLP 7  
LLP C5     C5     C 0 1 Y N N N N N -27.029 -10.061 4.305  2.780  -0.847 -0.069 C5     LLP 8  
LLP C6     C6     C 0 1 Y N N N N N -28.093 -10.208 3.430  3.831  -1.614 -0.526 C6     LLP 9  
LLP "C5'"  "C5'"  C 0 1 N N N N N N -26.695 -8.720  4.922  2.953  0.634  0.151  "C5'"  LLP 10 
LLP OP4    OP4    O 0 1 N N N N N N -25.333 -8.322  4.650  4.291  1.011  -0.181 OP4    LLP 11 
LLP P      P      P 0 1 N N N N N N -24.616 -7.426  5.781  4.830  2.524  -0.065 P      LLP 12 
LLP OP1    OP1    O 0 1 N N N N N N -23.323 -6.868  5.254  3.952  3.422  -0.848 OP1    LLP 13 
LLP OP2    OP2    O 0 1 N N N N N N -24.392 -8.287  6.992  4.822  2.979  1.480  OP2    LLP 14 
LLP OP3    OP3    O 0 1 N N N N N N -25.517 -6.267  6.129  6.331  2.605  -0.640 OP3    LLP 15 
LLP N      N      N 0 1 N N N Y Y N -18.964 -10.492 3.189  -7.060 0.437  1.475  N      LLP 16 
LLP CA     CA     C 0 1 N N S Y N N -18.994 -11.931 2.901  -6.483 1.102  0.299  CA     LLP 17 
LLP CB     CB     C 0 1 N N N N N N -20.427 -12.401 2.903  -5.288 0.293  -0.209 CB     LLP 18 
LLP CG     CG     C 0 1 N N N N N N -20.942 -12.716 4.318  -4.180 0.303  0.846  CG     LLP 19 
LLP CD     CD     C 0 1 N N N N N N -21.833 -11.664 4.928  -2.985 -0.507 0.338  CD     LLP 20 
LLP CE     CE     C 0 1 N N N N N N -22.902 -12.244 5.836  -1.877 -0.497 1.393  CE     LLP 21 
LLP NZ     NZ     N 0 1 N N N N N N -24.273 -12.098 5.273  -0.732 -1.271 0.907  NZ     LLP 22 
LLP C      C      C 0 1 N N N Y N Y -18.063 -12.161 1.735  -7.524 1.196  -0.786 C      LLP 23 
LLP O      O      O 0 1 N N N Y N Y -16.826 -12.095 2.005  -8.486 0.465  -0.765 O      LLP 24 
LLP OXT    OXT    O 0 1 N Y N Y N Y -18.442 -12.261 0.464  -7.382 2.090  -1.777 OXT    LLP 25 
LLP "H2'1" "H2'1" H 0 0 N N N N N N -29.011 -13.664 1.783  2.729  -5.557 0.169  "H2'1" LLP 26 
LLP "H2'2" "H2'2" H 0 0 N N N N N N -27.313 -14.249 1.815  1.441  -5.278 -1.028 "H2'2" LLP 27 
LLP "H2'3" "H2'3" H 0 0 N N N N N N -28.414 -14.611 3.187  3.145  -5.301 -1.543 "H2'3" LLP 28 
LLP HO3    HO3    H 0 1 N N N N N N -25.212 -13.208 4.889  0.185  -3.836 1.096  HO3    LLP 29 
LLP "H4'1" "H4'1" H 0 0 N N N N N N -25.007 -10.390 6.260  0.495  0.380  0.842  "H4'1" LLP 30 
LLP H6     H6     H 0 1 N N N N N N -28.703 -9.353  3.179  4.783  -1.145 -0.725 H6     LLP 31 
LLP "H5'1" "H5'1" H 0 0 N N N N N N -27.376 -7.960  4.510  2.254  1.180  -0.483 "H5'1" LLP 32 
LLP "H5'2" "H5'2" H 0 0 N N N N N N -26.835 -8.786  6.011  2.757  0.871  1.196  "H5'2" LLP 33 
LLP HOP2   HOP2   H 0 0 N N N N N N -23.464 -8.314  7.195  5.377  2.434  2.053  HOP2   LLP 34 
LLP HOP3   HOP3   H 0 0 N N N N N N -25.071 -5.450  5.939  6.720  3.489  -0.602 HOP3   LLP 35 
LLP H      H      H 0 1 N N N Y Y N -18.017 -10.171 3.190  -7.811 0.985  1.868  H      LLP 36 
LLP H2     HN2    H 0 1 N Y N Y Y N -19.481 -10.001 2.488  -7.374 -0.494 1.247  HN2    LLP 37 
LLP HA     HA     H 0 1 N N N Y N N -18.519 -12.424 3.762  -6.153 2.104  0.574  HA     LLP 38 
LLP HB2    HB2    H 0 1 N N N N N N -21.057 -11.613 2.466  -5.599 -0.734 -0.399 HB2    LLP 39 
LLP HB3    HB3    H 0 1 N N N N N N -20.500 -13.311 2.290  -4.915 0.737  -1.132 HB3    LLP 40 
LLP HG2    HG2    H 0 1 N N N N N N -21.510 -13.657 4.271  -3.868 1.330  1.037  HG2    LLP 41 
LLP HG3    HG3    H 0 1 N N N N N N -20.070 -12.846 4.976  -4.553 -0.141 1.769  HG3    LLP 42 
LLP HD2    HD2    H 0 1 N N N N N N -21.209 -10.975 5.517  -3.296 -1.534 0.148  HD2    LLP 43 
LLP HD3    HD3    H 0 1 N N N N N N -22.326 -11.109 4.116  -2.611 -0.063 -0.585 HD3    LLP 44 
LLP HE2    HE2    H 0 1 N N N N N N -22.695 -13.314 5.985  -1.565 0.530  1.584  HE2    LLP 45 
LLP HE3    HE3    H 0 1 N N N N N N -22.862 -11.724 6.804  -2.250 -0.940 2.316  HE3    LLP 46 
LLP HXT    HXT    H 0 1 N Y N Y N Y -17.675 -12.269 -0.096 -8.075 2.113  -2.450 HXT    LLP 47 
# 
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 C3    O3     SING N N 5  
LLP C3    C4     DOUB Y N 6  
LLP C4    "C4'"  SING N N 7  
LLP C4    C5     SING Y N 8  
LLP "C4'" NZ     DOUB N N 9  
LLP C5    C6     DOUB Y N 10 
LLP C5    "C5'"  SING N N 11 
LLP "C5'" OP4    SING N N 12 
LLP OP4   P      SING N N 13 
LLP P     OP1    DOUB N N 14 
LLP P     OP2    SING N N 15 
LLP P     OP3    SING N N 16 
LLP N     CA     SING N N 17 
LLP CA    CB     SING N N 18 
LLP CA    C      SING N N 19 
LLP CB    CG     SING N N 20 
LLP CG    CD     SING N N 21 
LLP CD    CE     SING N N 22 
LLP CE    NZ     SING N N 23 
LLP C     O      DOUB N N 24 
LLP C     OXT    SING N N 25 
LLP "C2'" "H2'1" SING N N 26 
LLP "C2'" "H2'2" SING N N 27 
LLP "C2'" "H2'3" SING N N 28 
LLP O3    HO3    SING N N 29 
LLP "C4'" "H4'1" SING N N 30 
LLP C6    H6     SING N N 31 
LLP "C5'" "H5'1" SING N N 32 
LLP "C5'" "H5'2" SING N N 33 
LLP OP2   HOP2   SING N N 34 
LLP OP3   HOP3   SING N N 35 
LLP N     H      SING N N 36 
LLP N     H2     SING N N 37 
LLP CA    HA     SING N N 38 
LLP CB    HB2    SING N N 39 
LLP CB    HB3    SING N N 40 
LLP CG    HG2    SING N N 41 
LLP CG    HG3    SING N N 42 
LLP CD    HD2    SING N N 43 
LLP CD    HD3    SING N N 44 
LLP CE    HE2    SING N N 45 
LLP CE    HE3    SING N N 46 
LLP OXT   HXT    SING N N 47 
# 
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              12.01 "n1c(C)c(O)c(\C=N\CCCCC(N)C(=O)O)c(c1)COP(=O)(O)O"                                                                                                              
LLP InChI            InChI                1.03  "InChI=1S/C14H22N3O7P/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/h6-7,12,18H,2-5,8,15H2,1H3,(H,19,20)(H2,21,22,23)/b16-7+/t12-/m0/s1" 
LLP InChIKey         InChI                1.03  YQSOQJORMNSDJL-QFULYMJESA-N                                                                                                                                     
LLP SMILES_CANONICAL CACTVS               3.385 "Cc1ncc(CO[P](O)(O)=O)c(C=NCCCC[C@H](N)C(O)=O)c1O"                                                                                                              
LLP SMILES           CACTVS               3.385 "Cc1ncc(CO[P](O)(O)=O)c(C=NCCCC[CH](N)C(O)=O)c1O"                                                                                                               
LLP SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1c(c(c(cn1)COP(=O)(O)O)/C=N/CCCCC(C(=O)O)N)O"                                                                                                                
LLP SMILES           "OpenEye OEToolkits" 1.7.6 "Cc1c(c(c(cn1)COP(=O)(O)O)C=NCCCCC(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              12.01 "(E)-N~6~-({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methylidene)-L-lysine"               
LLP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-azanyl-6-[(E)-[2-methyl-3-oxidanyl-5-(phosphonooxymethyl)pyridin-4-yl]methylideneamino]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 
LLP "Create component"   1999-07-08 RCSB 
LLP "Modify formula"     2015-10-26 RCSB 
LLP "Modify value order" 2015-10-26 RCSB 
LLP "Modify synonyms"    2021-03-01 PDBE 
LLP "Modify backbone"    2023-11-03 PDBE 
LLP "Modify PCM"         2024-09-27 PDBE 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      LLP 
_pdbx_chem_comp_synonyms.name         "N'-PYRIDOXYL-LYSINE-5'-MONOPHOSPHATE" 
_pdbx_chem_comp_synonyms.provenance   ? 
_pdbx_chem_comp_synonyms.type         ? 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            LLP 
_pdbx_chem_comp_pcm.modified_residue_id                LYS 
_pdbx_chem_comp_pcm.type                               "Pyridoxal phosphate" 
_pdbx_chem_comp_pcm.category                           "Named protein modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               ? 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   ? 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     PTM-0387 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
