data_PLP
# 
_chem_comp.id                                    PLP 
_chem_comp.name                                  "PYRIDOXAL-5'-PHOSPHATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C8 H10 N O6 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "VITAMIN B6 Phosphate" 
_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                        247.142 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PLP 
_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        7ODC 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              N 
# 
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 
PLP N1   N1   N 0 1 Y N N N N N -14.333 14.052 -8.386 2.053  -0.012 1.991  N1   PLP 1  
PLP C2   C2   C 0 1 Y N N N N N -13.067 14.164 -7.932 1.286  -0.008 3.060  C2   PLP 2  
PLP C2A  C2A  C 0 1 N N N N N N -12.523 15.554 -7.674 1.916  -0.021 4.429  C2A  PLP 3  
PLP C3   C3   C 0 1 Y N N N N N -12.313 12.990 -7.718 -0.098 0.002  2.942  C3   PLP 4  
PLP O3   O3   O 0 1 N N N N N N -11.053 13.159 -7.240 -0.884 0.007  4.047  O3   PLP 5  
PLP C4   C4   C 0 1 Y N N N N N -12.869 11.745 -7.941 -0.668 0.020  1.657  C4   PLP 6  
PLP C4A  C4A  C 0 1 N N N N N N -12.000 10.575 -8.113 -2.129 0.039  1.476  C4A  PLP 7  
PLP O4A  O4A  O 0 1 N Y N N N N -10.848 10.748 -8.789 -2.859 0.043  2.444  O4A  PLP 8  
PLP C5   C5   C 0 1 Y N N N N N -14.205 11.723 -8.428 0.195  0.015  0.553  C5   PLP 9  
PLP C6   C6   C 0 1 Y N N N N N -14.909 12.852 -8.636 1.557  -0.001 0.769  C6   PLP 10 
PLP C5A  C5A  C 0 1 N N N N N N -14.854 10.340 -8.684 -0.356 0.027  -0.849 C5A  PLP 11 
PLP O4P  O4P  O 0 1 N N N N N N -14.955 9.680  -7.404 0.722  0.018  -1.785 O4P  PLP 12 
PLP P    P    P 0 1 N N N N N N -15.917 8.413  -7.177 0.064  0.032  -3.254 P    PLP 13 
PLP O1P  O1P  O 0 1 N N N N N N -15.467 7.408  -8.239 -0.759 1.251  -3.414 O1P  PLP 14 
PLP O2P  O2P  O 0 1 N N N N N N -15.685 7.981  -5.762 1.229  0.023  -4.365 O2P  PLP 15 
PLP O3P  O3P  O 0 1 N N N N N N -17.279 8.894  -7.418 -0.863 -1.270 -3.439 O3P  PLP 16 
PLP H2A1 1H2A H 0 0 N N N N N N -11.477 15.646 -7.298 2.080  1.003  4.763  H2A1 PLP 17 
PLP H2A2 2H2A H 0 0 N N N N N N -12.634 16.167 -8.598 1.254  -0.530 5.129  H2A2 PLP 18 
PLP H2A3 3H2A H 0 0 N N N N N N -13.209 16.091 -6.978 2.871  -0.545 4.384  H2A3 PLP 19 
PLP HO3  HO3  H 0 1 N N N N N N -10.545 12.368 -7.096 -1.061 -0.917 4.268  HO3  PLP 20 
PLP H4A  H4A  H 0 1 N N N N N N -12.213 9.561  -7.732 -2.550 0.048  0.482  H4A  PLP 21 
PLP H6   H6   H 0 1 N N N N N N -15.946 12.794 -9.007 2.229  -0.005 -0.076 H6   PLP 22 
PLP H5A1 1H5A H 0 0 N N N N N N -15.828 10.405 -9.221 -0.978 -0.854 -1.002 H5A1 PLP 23 
PLP H5A2 2H5A H 0 0 N N N N N N -14.311 9.735  -9.447 -0.957 0.925  -0.995 H5A2 PLP 24 
PLP HOP2 2HOP H 0 0 N N N N N N -16.253 7.232  -5.627 0.793  0.031  -5.228 HOP2 PLP 25 
PLP HOP3 3HOP H 0 0 N N N N N N -17.847 8.145  -7.283 -0.289 -2.040 -3.327 HOP3 PLP 26 
# 
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 
PLP N1  C2   DOUB Y N 1  
PLP N1  C6   SING Y N 2  
PLP C2  C2A  SING N N 3  
PLP C2  C3   SING Y N 4  
PLP C2A H2A1 SING N N 5  
PLP C2A H2A2 SING N N 6  
PLP C2A H2A3 SING N N 7  
PLP C3  O3   SING N N 8  
PLP C3  C4   DOUB Y N 9  
PLP O3  HO3  SING N N 10 
PLP C4  C4A  SING N N 11 
PLP C4  C5   SING Y N 12 
PLP C4A O4A  DOUB N N 13 
PLP C4A H4A  SING N N 14 
PLP C5  C6   DOUB Y N 15 
PLP C5  C5A  SING N N 16 
PLP C6  H6   SING N N 17 
PLP C5A O4P  SING N N 18 
PLP C5A H5A1 SING N N 19 
PLP C5A H5A2 SING N N 20 
PLP O4P P    SING N N 21 
PLP P   O1P  DOUB N N 22 
PLP P   O2P  SING N N 23 
PLP P   O3P  SING N N 24 
PLP O2P HOP2 SING N N 25 
PLP O3P HOP3 SING N N 26 
# 
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 
PLP SMILES           ACDLabs              10.04 "O=P(O)(O)OCc1cnc(c(O)c1C=O)C"                                                                
PLP SMILES_CANONICAL CACTVS               3.341 "Cc1ncc(CO[P](O)(O)=O)c(C=O)c1O"                                                              
PLP SMILES           CACTVS               3.341 "Cc1ncc(CO[P](O)(O)=O)c(C=O)c1O"                                                              
PLP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1c(c(c(cn1)COP(=O)(O)O)C=O)O"                                                              
PLP SMILES           "OpenEye OEToolkits" 1.5.0 "Cc1c(c(c(cn1)COP(=O)(O)O)C=O)O"                                                              
PLP InChI            InChI                1.03  "InChI=1S/C8H10NO6P/c1-5-8(11)7(3-10)6(2-9-5)4-15-16(12,13)14/h2-3,11H,4H2,1H3,(H2,12,13,14)" 
PLP InChIKey         InChI                1.03  NGVDGCNFYWLIFO-UHFFFAOYSA-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 
PLP "SYSTEMATIC NAME" ACDLabs              10.04 "(4-formyl-5-hydroxy-6-methylpyridin-3-yl)methyl dihydrogen phosphate"     
PLP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(5-hydroxy-4-methanoyl-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 
PLP "Create component"  1999-07-08 RCSB 
PLP "Modify descriptor" 2011-06-04 RCSB 
PLP "Modify synonyms"   2021-03-01 PDBE 
PLP "Modify PCM"        2024-09-27 PDBE 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      PLP 
_pdbx_chem_comp_synonyms.name         "VITAMIN B6 Phosphate" 
_pdbx_chem_comp_synonyms.provenance   ? 
_pdbx_chem_comp_synonyms.type         ? 
# 
