data_QLP
#

_chem_comp.id                                   QLP
_chem_comp.name                                 "N~2~-({3-HYDROXY-2-METHYL-5-[(PHOSPHONOOXY)METHYL]PYRIDIN-4-YL}METHYL)-L-GLUTAMINE"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C13 H20 N3 O8 P"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "N-({3-HYDROXY-2-METHYL-5-[(PHOSPHONOOXY)METHYL]PYRIDIN-4-YL}METHYL)-L-GLUTAMINE"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2006-11-17
_chem_comp.pdbx_modified_date                   2020-06-17
_chem_comp.pdbx_ambiguous_flag                  ?
_chem_comp.pdbx_release_status                  REL
_chem_comp.pdbx_replaced_by                     ?
_chem_comp.pdbx_replaces                        ?
_chem_comp.formula_weight                       377.287
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    QLP
_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
QLP  OXT   OXT   O  0  1  N  N  N  18.769  -17.508  64.049  -2.793  -2.309   2.627  OXT   QLP   1  
QLP  C     C     C  0  1  N  N  N  18.991  -17.014  65.156  -3.333  -1.300   2.186  C     QLP   2  
QLP  O     O     O  0  1  N  N  N  18.382  -17.408  66.160  -3.859  -0.348   2.993  O     QLP   3  
QLP  CA    CA    C  0  1  N  N  S  19.965  -15.857  65.324  -3.513  -1.042   0.699  CA    QLP   4  
QLP  CB    CB    C  0  1  N  N  N  19.155  -14.770  65.991  -4.377  -2.132   0.053  CB    QLP   5  
QLP  CG    CG    C  0  1  N  N  N  18.221  -14.222  64.890  -5.804  -2.200   0.604  CG    QLP   6  
QLP  CD    CD    C  0  1  N  N  N  17.775  -12.828  65.235  -6.606  -3.256  -0.123  CD    QLP   7  
QLP  NE2   NE2   N  0  1  N  N  N  17.021  -12.176  64.325  -7.902  -3.368   0.326  NE2   QLP   8  
QLP  OE1   OE1   O  0  1  N  N  N  18.115  -12.350  66.317  -6.126  -3.948  -1.017  OE1   QLP   9  
QLP  N     N     N  0  1  N  N  N  20.485  -15.317  64.034  -2.258  -0.887   0.007  N     QLP  10  
QLP  C4A   C4A   C  0  1  N  N  N  21.683  -14.483  63.791  -1.483   0.230   0.546  C4A   QLP  11  
QLP  C4    C4    C  0  1  Y  N  N  22.221  -14.575  62.335  -0.160   0.382  -0.147  C4    QLP  12  
QLP  C5    C5    C  0  1  Y  N  N  22.542  -13.422  61.617   0.957  -0.285   0.336  C5    QLP  13  
QLP  C5A   C5A   C  0  1  N  N  N  22.365  -12.044  62.239   0.900  -1.164   1.537  C5A   QLP  14  
QLP  O4P   O4P   O  0  1  N  N  N  23.552  -11.735  62.997   1.171  -0.394   2.702  O4P   QLP  15  
QLP  P     P     P  0  1  N  N  N  23.713  -10.352  63.844   1.164  -1.143   4.134  P     QLP  16  
QLP  O3P   O3P   O  0  1  N  N  N  23.086   -9.233  63.052   1.459  -0.263   5.314  O3P   QLP  17  
QLP  O2P   O2P   O  0  1  N  N  N  23.073  -10.588  65.140   2.181  -2.383   3.926  O2P   QLP  18  
QLP  O1P   O1P   O  0  1  N  N  N  25.229  -10.227  63.991  -0.288  -1.853   4.158  O1P   QLP  19  
QLP  C6    C6    C  0  1  Y  N  N  22.976  -13.489  60.274   2.153  -0.110  -0.341  C6    QLP  20  
QLP  N1    N1    N  0  1  Y  N  N  23.155  -14.696  59.673   2.296   0.668  -1.437  N1    QLP  21  
QLP  C2    C2    C  0  1  Y  N  N  22.851  -15.834  60.330   1.183   1.300  -1.874  C2    QLP  22  
QLP  C2A   C2A   C  0  1  N  N  N  23.065  -17.171  59.624   1.353   2.157  -3.085  C2A   QLP  23  
QLP  C3    C3    C  0  1  Y  N  N  22.390  -15.795  61.664  -0.059   1.191  -1.269  C3    QLP  24  
QLP  O3    O3    O  0  1  N  N  N  22.110  -16.877  62.250  -1.139   1.854  -1.760  O3    QLP  25  
QLP  HO    HO    H  0  1  N  N  N  17.776  -18.097  65.913  -3.776  -0.526   3.953  HO    QLP  26  
QLP  HA    HA    H  0  1  N  N  N  20.844  -16.198  65.891  -4.020  -0.075   0.605  HA    QLP  27  
QLP  HB1   1HB   H  0  1  N  N  N  19.810  -13.976  66.380  -3.890  -3.107   0.188  HB1   QLP  28  
QLP  HB2   2HB   H  0  1  N  N  N  18.589  -15.154  66.852  -4.422  -1.962  -1.031  HB2   QLP  29  
QLP  HG1   1HG   H  0  1  N  N  N  17.339  -14.874  64.805  -5.801  -2.433   1.675  HG1   QLP  30  
QLP  HG2   2HG   H  0  1  N  N  N  18.766  -14.199  63.935  -6.320  -1.242   0.482  HG2   QLP  31  
QLP  HE21  1HE2  H  0  0  N  N  N  16.894  -12.785  63.542  -8.510  -4.059  -0.101  HE21  QLP  32  
QLP  HE22  2HE2  H  0  0  N  N  N  16.655  -11.250  64.417  -8.272  -2.783   1.069  HE22  QLP  33  
QLP  HN    HN    H  0  1  N  N  N  19.734  -14.747  63.701  -2.426  -0.715  -0.990  HN    QLP  34  
QLP  H4A1  1H4A  H  0  0  N  N  N  22.479  -14.821  64.472  -1.341   0.056   1.618  H4A1  QLP  35  
QLP  H4A2  2H4A  H  0  0  N  N  N  21.391  -13.437  63.964  -2.088   1.138   0.441  H4A2  QLP  36  
QLP  H5A1  1H5A  H  0  0  N  N  N  22.220  -11.293  61.449  -0.089  -1.631   1.648  H5A1  QLP  37  
QLP  H5A2  2H5A  H  0  0  N  N  N  21.483  -12.035  62.896   1.639  -1.976   1.472  H5A2  QLP  38  
QLP  HO2P  HO2P  H  0  0  N  N  N  23.737  -10.639  65.817   2.394  -2.956   4.693  HO2P  QLP  39  
QLP  HO1P  HO1P  H  0  0  N  N  N  25.630  -10.201  63.130  -0.582  -2.306   4.977  HO1P  QLP  40  
QLP  H6    H6    H  0  1  N  N  N  23.166  -12.580  59.723   3.063  -0.604  -0.014  H6    QLP  41  
QLP  H2A1  1H2A  H  0  0  N  N  N  23.116  -17.008  58.537   1.778   3.128  -2.807  H2A1  QLP  42  
QLP  H2A2  2H2A  H  0  0  N  N  N  24.006  -17.623  59.972   2.018   1.681  -3.817  H2A2  QLP  43  
QLP  H2A3  3H2A  H  0  0  N  N  N  22.227  -17.845  59.854   0.394   2.326  -3.589  H2A3  QLP  44  
QLP  HO3   HO3   H  0  1  N  N  N  22.040  -17.575  61.610  -1.009   2.064  -2.699  HO3   QLP  45  
#   #
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
QLP  OXT  C     DOUB  N  N   1  
QLP  C    CA    SING  N  N   2  
QLP  C    O     SING  N  N   3  
QLP  O    HO    SING  N  N   4  
QLP  CA   N     SING  N  N   5  
QLP  CA   CB    SING  N  N   6  
QLP  CA   HA    SING  N  N   7  
QLP  CB   CG    SING  N  N   8  
QLP  CB   HB1   SING  N  N   9  
QLP  CB   HB2   SING  N  N  10  
QLP  CG   CD    SING  N  N  11  
QLP  CG   HG1   SING  N  N  12  
QLP  CG   HG2   SING  N  N  13  
QLP  CD   NE2   SING  N  N  14  
QLP  CD   OE1   DOUB  N  N  15  
QLP  NE2  HE21  SING  N  N  16  
QLP  NE2  HE22  SING  N  N  17  
QLP  N    C4A   SING  N  N  18  
QLP  N    HN    SING  N  N  19  
QLP  C4A  C4    SING  N  N  20  
QLP  C4A  H4A1  SING  N  N  21  
QLP  C4A  H4A2  SING  N  N  22  
QLP  C4   C5    DOUB  Y  N  23  
QLP  C4   C3    SING  Y  N  24  
QLP  C5   C6    SING  Y  N  25  
QLP  C5   C5A   SING  N  N  26  
QLP  C5A  O4P   SING  N  N  27  
QLP  C5A  H5A1  SING  N  N  28  
QLP  C5A  H5A2  SING  N  N  29  
QLP  O4P  P     SING  N  N  30  
QLP  P    O3P   DOUB  N  N  31  
QLP  P    O1P   SING  N  N  32  
QLP  P    O2P   SING  N  N  33  
QLP  O2P  HO2P  SING  N  N  34  
QLP  O1P  HO1P  SING  N  N  35  
QLP  C6   N1    DOUB  Y  N  36  
QLP  C6   H6    SING  N  N  37  
QLP  N1   C2    SING  Y  N  38  
QLP  C2   C2A   SING  N  N  39  
QLP  C2   C3    DOUB  Y  N  40  
QLP  C2A  H2A1  SING  N  N  41  
QLP  C2A  H2A2  SING  N  N  42  
QLP  C2A  H2A3  SING  N  N  43  
QLP  C3   O3    SING  N  N  44  
QLP  O3   HO3   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
QLP  SMILES            ACDLabs               10.04  "O=C(O)C(NCc1c(cnc(c1O)C)COP(=O)(O)O)CCC(=O)N"  
QLP  SMILES_CANONICAL  CACTVS                3.341  "Cc1ncc(CO[P](O)(O)=O)c(CN[C@@H](CCC(N)=O)C(O)=O)c1O"  
QLP  SMILES            CACTVS                3.341  "Cc1ncc(CO[P](O)(O)=O)c(CN[CH](CCC(N)=O)C(O)=O)c1O"  
QLP  SMILES_CANONICAL  "OpenEye OEToolkits"  1.5.0  "Cc1c(c(c(cn1)COP(=O)(O)O)CN[C@@H](CCC(=O)N)C(=O)O)O"  
QLP  SMILES            "OpenEye OEToolkits"  1.5.0  "Cc1c(c(c(cn1)COP(=O)(O)O)CNC(CCC(=O)N)C(=O)O)O"  
QLP  InChI             InChI                 1.03   "InChI=1S/C13H20N3O8P/c1-7-12(18)9(8(4-15-7)6-24-25(21,22)23)5-16-10(13(19)20)2-3-11(14)17/h4,10,16,18H,2-3,5-6H2,1H3,(H2,14,17)(H,19,20)(H2,21,22,23)/t10-/m0/s1"  
QLP  InChIKey          InChI                 1.03   TUUVENFNODJVKV-JTQLQIEISA-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
QLP  "SYSTEMATIC NAME"  ACDLabs               10.04  "N~2~-({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methyl)-L-glutamine"  
QLP  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.5.0  "(2S)-5-amino-2-[[3-hydroxy-2-methyl-5-(phosphonooxymethyl)pyridin-4-yl]methylamino]-5-oxo-pentanoic 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
QLP  "Create component"   2006-11-17  RCSB  
QLP  "Modify descriptor"  2011-06-04  RCSB  
QLP  "Modify synonyms"    2020-06-05  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     QLP
_pdbx_chem_comp_synonyms.name        "N-({3-HYDROXY-2-METHYL-5-[(PHOSPHONOOXY)METHYL]PYRIDIN-4-YL}METHYL)-L-GLUTAMINE"
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
