data_LLF
# 
_chem_comp.id                                    LLF 
_chem_comp.name                                  "(4-{(E)-[(2,2-DIFLUOROETHYL)IMINO]METHYL}-5-HYDROXY-6-METHYLPYRIDIN-3-YL)METHYL DIHYDROGEN PHOSPHATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H13 F2 N2 O5 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "(E)-N-(2,2-DIFLUOROETHYL)PYRIDOXIMINE-5'-PHOSPHATE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-04-05 
_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                        310.191 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     LLF 
_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 
_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 
LLF CBF  CBF  C 0 1 N N N N N N 8.661 -2.987 43.006 -3.918 -2.611 0.099  CBF  LLF 1  
LLF CAF  CAF  C 0 1 N N N N N N 8.341 -1.882 41.996 -3.019 -2.129 -1.040 CAF  LLF 2  
LLF F1   F1   F 0 1 N N N N N N 9.490 -3.892 42.265 -3.188 -2.636 1.292  F1   LLF 3  
LLF F2   F2   F 0 1 N N N N N N 9.396 -2.459 44.136 -5.005 -1.741 0.236  F2   LLF 4  
LLF NF   NF   N 0 1 N N N N N N 7.958 -0.697 42.729 -2.530 -0.781 -0.739 NF   LLF 5  
LLF C4A  C4A  C 0 1 N N N N N N 6.686 -0.776 42.385 -1.268 -0.579 -0.546 C4A  LLF 6  
LLF C4   C4   C 0 1 Y N N N N N 5.722 -0.141 43.331 -0.775 0.779  -0.242 C4   LLF 7  
LLF C3   C3   C 0 1 Y N N N N N 6.151 0.378  44.564 -1.661 1.866  -0.154 C3   LLF 8  
LLF O3   O3   O 0 1 N N N N N N 7.458 0.029  45.101 -2.992 1.689  -0.351 O3   LLF 9  
LLF C2   C2   C 0 1 Y N N N N N 5.324 1.268  45.263 -1.150 3.124  0.128  C2   LLF 10 
LLF C2A  C2A  C 0 1 N N N N N N 5.520 1.423  46.739 -2.084 4.303  0.220  C2A  LLF 11 
LLF N1   N1   N 0 1 Y N N N N N 4.112 1.608  44.734 0.141  3.301  0.320  N1   LLF 12 
LLF C5   C5   C 0 1 Y N N N N N 4.472 0.230  42.815 0.587  1.020  -0.029 C5   LLF 13 
LLF C6   C6   C 0 1 Y N N N N N 3.665 1.120  43.537 1.004  2.305  0.252  C6   LLF 14 
LLF C5M  C5M  C 0 1 N N N N N N 4.266 0.059  41.338 1.584  -0.107 -0.105 C5M  LLF 15 
LLF O4P  O4P  O 0 1 N N N N N N 3.470 -1.056 40.865 2.896  0.399  0.150  O4P  LLF 16 
LLF P    P    P 0 1 N N N N N N 3.972 -2.084 39.742 3.904  -0.853 0.053  P    LLF 17 
LLF OP1  OP1  O 0 1 N N N N N N 3.008 -3.160 39.889 3.915  -1.419 -1.454 OP1  LLF 18 
LLF OP2  OP2  O 0 1 N N N N N N 3.861 -1.548 38.376 5.388  -0.378 0.459  OP2  LLF 19 
LLF OP3  OP3  O 0 1 N N N N N N 5.326 -2.620 39.969 3.457  -1.919 0.978  OP3  LLF 20 
LLF HBF  HBF  H 0 1 N N N N N N 7.755 -3.457 43.415 -4.282 -3.614 -0.124 HBF  LLF 21 
LLF HAF1 1HAF H 0 0 N N N N N N 7.522 -2.199 41.333 -3.588 -2.110 -1.969 HAF1 LLF 22 
LLF HAF2 2HAF H 0 0 N N N N N N 9.227 -1.671 41.379 -2.172 -2.807 -1.147 HAF2 LLF 23 
LLF H4A  H4A  H 0 1 N N N N N N 6.364 -1.268 41.479 -0.573 -1.404 -0.606 H4A  LLF 24 
LLF HO3  HO3  H 0 1 N N N N N N 8.083 -0.047 44.390 -3.378 1.488  0.513  HO3  LLF 25 
LLF H2A1 1H2A H 0 0 N N N N N N 5.066 0.567  47.261 -2.184 4.766  -0.762 H2A1 LLF 26 
LLF H2A2 2H2A H 0 0 N N N N N N 5.042 2.354  47.076 -3.062 3.966  0.564  H2A2 LLF 27 
LLF H2A3 3H2A H 0 0 N N N N N N 6.596 1.461  46.965 -1.682 5.031  0.926  H2A3 LLF 28 
LLF H6   H6   H 0 1 N N N N N N 2.701 1.417  43.152 2.053  2.499  0.417  H6   LLF 29 
LLF H5M1 1H5M H 0 0 N N N N N N 5.274 -0.143 40.946 1.335  -0.863 0.640  H5M1 LLF 30 
LLF H5M2 2H5M H 0 0 N N N N N N 3.763 0.972  40.986 1.553  -0.554 -1.099 H5M2 LLF 31 
LLF HP1  HP1  H 0 1 N N N N N N 2.797 -3.516 39.034 4.211  -0.695 -2.022 HP1  LLF 32 
LLF HP2  HP2  H 0 1 N N N N N N 3.837 -0.599 38.409 5.959  -1.156 0.388  HP2  LLF 33 
# 
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 
LLF CBF CAF  SING N N 1  
LLF CBF F1   SING N N 2  
LLF CBF F2   SING N N 3  
LLF CBF HBF  SING N N 4  
LLF CAF NF   SING N N 5  
LLF CAF HAF1 SING N N 6  
LLF CAF HAF2 SING N N 7  
LLF NF  C4A  DOUB N N 8  
LLF C4A C4   SING N N 9  
LLF C4A H4A  SING N N 10 
LLF C4  C3   DOUB Y N 11 
LLF C4  C5   SING Y N 12 
LLF C3  O3   SING N N 13 
LLF C3  C2   SING Y N 14 
LLF O3  HO3  SING N N 15 
LLF C2  C2A  SING N N 16 
LLF C2  N1   DOUB Y N 17 
LLF C2A H2A1 SING N N 18 
LLF C2A H2A2 SING N N 19 
LLF C2A H2A3 SING N N 20 
LLF N1  C6   SING Y N 21 
LLF C5  C6   DOUB Y N 22 
LLF C5  C5M  SING N N 23 
LLF C6  H6   SING N N 24 
LLF C5M O4P  SING N N 25 
LLF C5M H5M1 SING N N 26 
LLF C5M H5M2 SING N N 27 
LLF O4P P    SING N N 28 
LLF P   OP1  SING N N 29 
LLF P   OP2  SING N N 30 
LLF P   OP3  DOUB N N 31 
LLF OP1 HP1  SING N N 32 
LLF OP2 HP2  SING N N 33 
# 
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 
LLF SMILES           ACDLabs              10.04 "FC(F)C/N=C/c1c(cnc(c1O)C)COP(=O)(O)O"                                                                                   
LLF SMILES_CANONICAL CACTVS               3.341 "Cc1ncc(CO[P](O)(O)=O)c(C=NCC(F)F)c1O"                                                                                   
LLF SMILES           CACTVS               3.341 "Cc1ncc(CO[P](O)(O)=O)c(C=NCC(F)F)c1O"                                                                                   
LLF SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1c(c(c(cn1)COP(=O)(O)O)C=NCC(F)F)O"                                                                                   
LLF SMILES           "OpenEye OEToolkits" 1.5.0 "Cc1c(c(c(cn1)COP(=O)(O)O)C=NCC(F)F)O"                                                                                   
LLF InChI            InChI                1.03  "InChI=1S/C10H13F2N2O5P/c1-6-10(15)8(3-13-4-9(11)12)7(2-14-6)5-19-20(16,17)18/h2-3,9,15H,4-5H2,1H3,(H2,16,17,18)/b13-3+" 
LLF InChIKey         InChI                1.03  OXVHZSPVJUCFDH-QLKAYGNNSA-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 
LLF "SYSTEMATIC NAME" ACDLabs              10.04 "(4-{(E)-[(2,2-difluoroethyl)imino]methyl}-5-hydroxy-6-methylpyridin-3-yl)methyl dihydrogen phosphate" 
LLF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[4-(2,2-difluoroethyliminomethyl)-5-hydroxy-6-methyl-pyridin-3-yl]methyl dihydrogen phosphate"        
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
LLF "Create component"  2006-04-05 RCSB 
LLF "Modify descriptor" 2011-06-04 RCSB 
LLF "Modify synonyms"   2021-03-13 RCSB 
LLF "Modify PCM"        2024-09-27 PDBE 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      LLF 
_pdbx_chem_comp_synonyms.name         "(E)-N-(2,2-DIFLUOROETHYL)PYRIDOXIMINE-5'-PHOSPHATE" 
_pdbx_chem_comp_synonyms.provenance   PDB 
_pdbx_chem_comp_synonyms.type         ? 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            LLF 
_pdbx_chem_comp_pcm.modified_residue_id                LYS 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical 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               CBF 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   NZ 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
