data_52L
#

_chem_comp.id                                   52L
_chem_comp.name                                 "DAHP Oxime"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C7 H14 N O10 P"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "(2E,4R,5S,6R)-4,5,6-trihydroxy-2-(hydroxyimino)-7-(phosphonooxy)heptanoic acid"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2015-07-16
_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                       303.161
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    52L
_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       5CKS
_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
52L  N1   N1   N  0  1  N  N  N  43.061  -407.551  15.057   4.625   1.435   0.047  N1   52L   1  
52L  C4   C1   C  0  1  N  N  S  42.946  -403.437  16.765   0.351   0.158   0.707  C4   52L   2  
52L  C5   C2   C  0  1  N  N  R  43.922  -402.273  16.527  -0.798   0.174  -0.303  C5   52L   3  
52L  C6   C3   C  0  1  N  N  N  44.333  -401.611  17.849  -2.133   0.115   0.442  C6   52L   4  
52L  C17  C4   C  0  1  N  N  N  41.254  -406.830  13.708   4.893  -0.932  -0.228  C17  52L   5  
52L  O30  O1   O  0  1  N  N  N  40.465  -405.898  13.414   6.068  -0.777  -0.868  O30  52L   6  
52L  O29  O2   O  0  1  N  N  N  41.320  -407.860  12.985   4.446  -2.046  -0.041  O29  52L   7  
52L  C1   C5   C  0  1  N  N  N  42.124  -406.714  14.903   4.149   0.250   0.246  C1   52L   8  
52L  O27  O3   O  0  1  N  N  N  43.917  -407.489  16.167   3.862   2.573   0.405  O27  52L   9  
52L  C2   C6   C  0  1  N  N  N  41.985  -405.632  15.960   2.835   0.075   0.963  C2   52L  10  
52L  C3   C7   C  0  1  N  N  R  42.846  -404.416  15.586   1.686   0.217  -0.038  C3   52L  11  
52L  O3   O4   O  0  1  N  N  N  42.294  -403.765  14.421   1.748  -0.849  -0.988  O3   52L  12  
52L  O4   O5   O  0  1  N  N  N  41.637  -402.912  17.066   0.289  -1.042   1.480  O4   52L  13  
52L  O5   O6   O  0  1  N  N  N  45.096  -402.704  15.817  -0.736   1.375  -1.076  O5   52L  14  
52L  O6   O7   O  0  1  N  N  N  44.991  -400.358  17.600  -3.201   0.013  -0.502  O6   52L  15  
52L  P    P1   P  0  1  N  N  N  45.777  -399.545  18.763  -4.750  -0.071  -0.069  P    52L  16  
52L  O2P  O8   O  0  1  N  N  N  44.764  -399.410  19.888  -5.677  -0.045  -1.385  O2P  52L  17  
52L  O3P  O9   O  0  1  N  N  N  46.972  -400.410  19.105  -5.007  -1.437   0.742  O3P  52L  18  
52L  O1P  O10  O  0  1  N  N  N  46.116  -398.236  18.078  -5.084   1.085   0.793  O1P  52L  19  
52L  H1   H1   H  0  1  N  N  N  43.309  -404.002  17.636   0.265   1.020   1.368  H1   52L  20  
52L  H2   H2   H  0  1  N  N  N  43.398  -401.517  15.924  -0.713  -0.688  -0.964  H2   52L  21  
52L  H3   H3   H  0  1  N  N  N  43.435  -401.434  18.460  -2.145  -0.754   1.099  H3   52L  22  
52L  H4   H4   H  0  1  N  N  N  45.019  -402.279  18.391  -2.258   1.021   1.035  H4   52L  23  
52L  H5   H5   H  0  1  N  N  N  39.991  -406.122  12.622   6.519  -1.581  -1.161  H5   52L  24  
52L  H6   H6   H  0  1  N  N  N  44.554  -408.192  16.116   4.300   3.415   0.219  H6   52L  25  
52L  H7   H7   H  0  1  N  N  N  40.931  -405.324  16.029   2.799  -0.914   1.420  H7   52L  26  
52L  H8   H8   H  0  1  N  N  N  42.316  -406.028  16.931   2.739   0.837   1.736  H8   52L  27  
52L  H9   H9   H  0  1  N  N  N  43.860  -404.775  15.354   1.771   1.172  -0.556  H9   52L  28  
52L  H10  H10  H  0  1  N  N  N  42.830  -403.014  14.194   1.678  -1.730  -0.597  H10  52L  29  
52L  H11  H11  H  0  1  N  N  N  41.698  -402.306  17.795   0.359  -1.852   0.955  H11  52L  30  
52L  H12  H12  H  0  1  N  N  N  45.677  -401.964  15.686  -0.806   2.184  -0.552  H12  52L  31  
52L  H13  H13  H  0  1  N  N  N  44.506  -398.500  19.975  -6.625  -0.092  -1.199  H13  52L  32  
52L  H14  H14  H  0  1  N  N  N  47.769  -399.975  18.824  -4.808  -2.238   0.237  H14  52L  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
52L  O29  C17  DOUB  N  N   1  
52L  O30  C17  SING  N  N   2  
52L  C17  C1   SING  N  N   3  
52L  O3   C3   SING  N  N   4  
52L  C1   N1   DOUB  N  E   5  
52L  C1   C2   SING  N  N   6  
52L  N1   O27  SING  N  N   7  
52L  C3   C2   SING  N  N   8  
52L  C3   C4   SING  N  N   9  
52L  O5   C5   SING  N  N  10  
52L  C5   C4   SING  N  N  11  
52L  C5   C6   SING  N  N  12  
52L  C4   O4   SING  N  N  13  
52L  O6   C6   SING  N  N  14  
52L  O6   P    SING  N  N  15  
52L  O1P  P    DOUB  N  N  16  
52L  P    O3P  SING  N  N  17  
52L  P    O2P  SING  N  N  18  
52L  C4   H1   SING  N  N  19  
52L  C5   H2   SING  N  N  20  
52L  C6   H3   SING  N  N  21  
52L  C6   H4   SING  N  N  22  
52L  O30  H5   SING  N  N  23  
52L  O27  H6   SING  N  N  24  
52L  C2   H7   SING  N  N  25  
52L  C2   H8   SING  N  N  26  
52L  C3   H9   SING  N  N  27  
52L  O3   H10  SING  N  N  28  
52L  O4   H11  SING  N  N  29  
52L  O5   H12  SING  N  N  30  
52L  O2P  H13  SING  N  N  31  
52L  O3P  H14  SING  N  N  32  
#   #
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
52L  SMILES            ACDLabs               12.01  "N(/O)=C(\C(O)=O)CC(C(O)C(COP(O)(O)=O)O)O"  
52L  InChI             InChI                 1.03   "InChI=1S/C7H14NO10P/c9-4(1-3(8-14)7(12)13)6(11)5(10)2-18-19(15,16)17/h4-6,9-11,14H,1-2H2,(H,12,13)(H2,15,16,17)/b8-3+/t4-,5-,6+/m1/s1"  
52L  InChIKey          InChI                 1.03   KFGHSGKOOHKNEU-WVMCLEPLSA-N  
52L  SMILES_CANONICAL  CACTVS                3.385  "O/N=C(C[C@@H](O)[C@H](O)[C@H](O)CO[P](O)(O)=O)/C(O)=O"  
52L  SMILES            CACTVS                3.385  "ON=C(C[CH](O)[CH](O)[CH](O)CO[P](O)(O)=O)C(O)=O"  
52L  SMILES_CANONICAL  "OpenEye OEToolkits"  1.9.2  "C([C@H]([C@@H]([C@@H](COP(=O)(O)O)O)O)O)/C(=N\O)/C(=O)O"  
52L  SMILES            "OpenEye OEToolkits"  1.9.2  "C(C(C(C(COP(=O)(O)O)O)O)O)C(=NO)C(=O)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
52L  "SYSTEMATIC NAME"  ACDLabs               12.01  "(2E,4R,5S,6R)-4,5,6-trihydroxy-2-(hydroxyimino)-7-(phosphonooxy)heptanoic acid"  
52L  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.9.2  "(2E,4R,5S,6R)-2-hydroxyimino-4,5,6-tris(oxidanyl)-7-phosphonooxy-heptanoic 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
52L  "Create component"  2015-07-16  RCSB  
52L  "Initial release"   2016-08-10  RCSB  
52L  "Modify synonyms"   2020-06-05  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     52L
_pdbx_chem_comp_synonyms.name        "(2E,4R,5S,6R)-4,5,6-trihydroxy-2-(hydroxyimino)-7-(phosphonooxy)heptanoic acid"
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
