data_PNP
#

_chem_comp.id                                   PNP
_chem_comp.name                                 "METHYL-PHOSPHONIC ACID MONO-(4-NITRO-PHENYL) ESTER"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C7 H8 N O5 P"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "4-NITROPHENYL HYDROGEN METHYLPHOSPHONATE"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    1999-07-08
_chem_comp.pdbx_modified_date                   2020-06-17
_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                       217.116
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    PNP
_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       1KNO
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 EBI
#   #
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
PNP  C1    C1    C   0  1  Y  N  N  23.444  42.148  5.347  -0.048  -0.810   0.464  C1    PNP   1  
PNP  C2    C2    C   0  1  Y  N  N  24.696  42.127  5.805   1.172  -0.682  -0.194  C2    PNP   2  
PNP  C3    C3    C   0  1  Y  N  N  25.398  40.946  5.904   1.207  -0.340  -1.514  C3    PNP   3  
PNP  C4    C4    C   0  1  Y  N  N  24.846  39.806  5.555   0.004  -0.116  -2.211  C4    PNP   4  
PNP  C5    C5    C   0  1  Y  N  N  23.524  39.787  5.081  -1.225  -0.246  -1.538  C5    PNP   5  
PNP  C6    C6    C   0  1  Y  N  N  22.832  40.980  4.964  -1.243  -0.594  -0.219  C6    PNP   6  
PNP  CM    CM    C   0  1  N  N  N  21.764  45.695  4.379  -0.061  -0.152   4.397  CM    PNP   7  
PNP  N     N     N   1  1  N  N  N  25.578  38.604  5.677   0.030   0.221  -3.508  N     PNP   8  
PNP  O1N   O1N   O   0  1  N  N  N  26.702  38.660  6.114  -1.011   0.414  -4.107  O1N   PNP   9  
PNP  O2N   O2N   O  -1  1  N  N  N  25.101  37.666  5.398   1.096   0.333  -4.087  O2N   PNP  10  
PNP  P     P     P   0  1  N  N  R  22.658  44.234  3.977  -0.029   0.222   2.614  P     PNP  11  
PNP  O1P   O1P   O   0  1  N  N  N  22.805  43.323  5.285  -0.074  -1.150   1.775  O1P   PNP  12  
PNP  O2P   O2P   O   0  1  N  N  N  22.096  43.381  3.205  -1.203   1.053   2.263  O2P   PNP  13  
PNP  O3P   O3P   O   0  1  N  N  N  24.030  44.413  3.532   1.320   1.024   2.258  O3P   PNP  14  
PNP  H2    H2    H   0  1  N  N  N  25.151  43.086  6.102   2.094  -0.855   0.341  H2    PNP  15  
PNP  H3    H3    H   0  1  N  N  N  26.436  40.912  6.274   2.154  -0.242  -2.023  H3    PNP  16  
PNP  H5    H5    H   0  1  N  N  N  23.031  38.840  4.802  -2.152  -0.075  -2.065  H5    PNP  17  
PNP  H6    H6    H   0  1  N  N  N  21.802  40.999  4.569  -2.186  -0.695   0.297  H6    PNP  18  
PNP  HM1   1HM   H   0  1  N  N  N  21.661  46.329  3.467  -0.030   0.777   4.965  HM1   PNP  19  
PNP  HM2   2HM   H   0  1  N  N  N  20.778  45.470  4.849  -0.975  -0.695   4.638  HM2   PNP  20  
PNP  HM3   3HM   H   0  1  N  N  N  22.223  46.249  5.230   0.802  -0.764   4.655  HM3   PNP  21  
PNP  HOP3  3HOP  H   0  0  N  N  N  24.512  43.624  3.314   2.059   0.449   2.501  HOP3  PNP  22  
#   #
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
PNP  C1   C2    DOUB  Y  N   1  
PNP  C1   C6    SING  Y  N   2  
PNP  C1   O1P   SING  N  N   3  
PNP  C2   C3    SING  Y  N   4  
PNP  C2   H2    SING  N  N   5  
PNP  C3   C4    DOUB  Y  N   6  
PNP  C3   H3    SING  N  N   7  
PNP  C4   C5    SING  Y  N   8  
PNP  C4   N     SING  N  N   9  
PNP  C5   C6    DOUB  Y  N  10  
PNP  C5   H5    SING  N  N  11  
PNP  C6   H6    SING  N  N  12  
PNP  CM   P     SING  N  N  13  
PNP  CM   HM1   SING  N  N  14  
PNP  CM   HM2   SING  N  N  15  
PNP  CM   HM3   SING  N  N  16  
PNP  N    O1N   DOUB  N  N  17  
PNP  N    O2N   SING  N  N  18  
PNP  P    O1P   SING  N  N  19  
PNP  P    O2P   DOUB  N  N  20  
PNP  P    O3P   SING  N  N  21  
PNP  O3P  HOP3  SING  N  N  22  
#   #
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
PNP  SMILES            ACDLabs               10.04  "O=P(Oc1ccc(cc1)[N+]([O-])=O)(O)C"  
PNP  SMILES_CANONICAL  CACTVS                3.341  "C[P@](O)(=O)Oc1ccc(cc1)[N+]([O-])=O"  
PNP  SMILES            CACTVS                3.341  "C[P](O)(=O)Oc1ccc(cc1)[N+]([O-])=O"  
PNP  SMILES_CANONICAL  "OpenEye OEToolkits"  1.5.0  "C[P@@](=O)(O)Oc1ccc(cc1)[N+](=O)[O-]"  
PNP  SMILES            "OpenEye OEToolkits"  1.5.0  "CP(=O)(O)Oc1ccc(cc1)[N+](=O)[O-]"  
PNP  InChI             InChI                 1.03   "InChI=1S/C7H8NO5P/c1-14(11,12)13-7-4-2-6(3-5-7)8(9)10/h2-5H,1H3,(H,11,12)"  
PNP  InChIKey          InChI                 1.03   VJPXTXIEAOSJBR-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
PNP  "SYSTEMATIC NAME"  ACDLabs               10.04  "4-nitrophenyl hydrogen (R)-methylphosphonate"  
PNP  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.5.0  "methyl-(4-nitrophenoxy)phosphinic 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
PNP  "Create component"   1999-07-08  EBI   
PNP  "Modify descriptor"  2011-06-04  RCSB  
PNP  "Modify synonyms"    2020-06-05  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     PNP
_pdbx_chem_comp_synonyms.name        "4-NITROPHENYL HYDROGEN METHYLPHOSPHONATE"
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
