data_LJS
#

_chem_comp.id                                   LJS
_chem_comp.name                                 "(2E,3Z)-2-{[(Z)-{3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4(1H)-ylidene}methyl]imino}-5-phosphonopent-3-enoic acid"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C13 H18 N2 O10 P2"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2019-02-25
_chem_comp.pdbx_modified_date                   2019-03-08
_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                       424.237
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    LJS
_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       6NMX
_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
LJS  N1   N1   N  0  1  N  N  N  -13.838  5.329  -19.841  -1.671  -3.466   1.359  N1   LJS   1  
LJS  C2   C1   C  0  1  N  N  N  -14.651  6.269  -20.327  -0.344  -3.734   1.252  C2   LJS   2  
LJS  C2A  C2   C  0  1  N  N  N  -15.463  7.124  -19.394   0.228  -4.955   1.926  C2A  LJS   3  
LJS  C3   C3   C  0  1  N  N  N  -14.755  6.487  -21.796   0.472  -2.912   0.542  C3   LJS   4  
LJS  O3   O1   O  0  1  N  N  N  -15.591  7.452  -22.263   1.800  -3.185   0.436  O3   LJS   5  
LJS  C4   C4   C  0  1  N  N  N  -13.945  5.634  -22.706  -0.078  -1.768  -0.087  C4   LJS   6  
LJS  C4A  C5   C  0  1  N  N  N  -13.980  5.767  -24.192   0.743  -0.888  -0.828  C4A  LJS   7  
LJS  C5   C6   C  0  1  N  N  N  -13.085  4.626  -22.036  -1.462  -1.521   0.047  C5   LJS   8  
LJS  C6   C7   C  0  1  N  N  N  -13.089  4.540  -20.635  -2.223  -2.382   0.763  C6   LJS   9  
LJS  C5A  C8   C  0  1  N  N  N  -12.191  3.709  -22.855  -2.087  -0.315  -0.606  C5A  LJS  10  
LJS  OP4  O2   O  0  1  N  N  N  -10.968  4.396  -23.206  -3.466  -0.234  -0.238  OP4  LJS  11  
LJS  P    P1   P  0  1  N  N  N  -10.108  3.987  -24.527  -4.415   0.995  -0.660  P    LJS  12  
LJS  OP1  O3   O  0  1  N  N  N  -11.139  4.045  -25.655  -3.800   2.267  -0.220  OP1  LJS  13  
LJS  OP2  O4   O  0  1  N  N  N   -9.611  2.595  -24.195  -4.595   1.011  -2.260  OP2  LJS  14  
LJS  OP3  O5   O  0  1  N  N  N   -9.047  5.047  -24.643  -5.855   0.826   0.040  OP3  LJS  15  
LJS  N4A  N2   N  0  1  N  N  N  -14.702  6.657  -24.750   2.041  -1.094  -0.889  N4A  LJS  16  
LJS  CAI  C9   C  0  1  N  N  N  -14.827  6.855  -26.007   2.835  -0.189  -1.472  CAI  LJS  17  
LJS  CBC  C10  C  0  1  N  N  N  -15.710  7.973  -26.385   4.198  -0.481  -1.688  CBC  LJS  18  
LJS  O2B  O6   O  0  1  N  N  N  -16.029  8.801  -25.508   4.702  -1.675  -1.305  O2B  LJS  19  
LJS  O3B  O7   O  0  1  N  N  N  -16.160  8.106  -27.537   4.922   0.343  -2.219  O3B  LJS  20  
LJS  CBI  C11  C  0  1  N  N  N  -14.165  5.924  -26.960   2.287   1.110  -1.888  CBI  LJS  21  
LJS  CGI  C12  C  0  1  N  N  N  -13.663  6.149  -28.185   1.525   1.811  -1.050  CGI  LJS  22  
LJS  CEI  C13  C  0  1  N  N  N  -13.543  7.465  -28.936   1.372   1.365   0.381  CEI  LJS  23  
LJS  PG   P2   P  0  1  N  N  N  -11.779  7.909  -29.003   1.802   2.741   1.496  PG   LJS  24  
LJS  OG1  O8   O  0  1  N  N  N  -11.557  8.814  -30.185   3.198   3.162   1.245  OG1  LJS  25  
LJS  OG2  O9   O  0  1  N  N  N  -11.566  8.637  -27.682   0.811   3.981   1.225  OG2  LJS  26  
LJS  OG3  O10  O  0  1  N  N  N  -11.057  6.582  -29.102   1.653   2.260   3.025  OG3  LJS  27  
LJS  H1   H1   H  0  1  N  N  N  -15.262  6.826  -18.354  -0.568  -5.490   2.444  H1   LJS  28  
LJS  H2   H2   H  0  1  N  N  N  -15.188  8.180  -19.532   0.676  -5.607   1.176  H2   LJS  29  
LJS  H3   H3   H  0  1  N  N  N  -16.533  6.992  -19.613   0.988  -4.650   2.645  H3   LJS  30  
LJS  H4   H4   H  0  1  N  N  N  -16.016  7.884  -21.532   2.075  -3.987   0.901  H4   LJS  31  
LJS  H5   H5   H  0  1  N  N  N  -13.387  5.102  -24.802   0.305  -0.047  -1.345  H5   LJS  32  
LJS  H6   H6   H  0  1  N  N  N  -12.456  3.800  -20.168  -3.282  -2.197   0.868  H6   LJS  33  
LJS  H7   H7   H  0  1  N  N  N  -12.718  3.411  -23.773  -1.570   0.586  -0.275  H7   LJS  34  
LJS  H8   H8   H  0  1  N  N  N  -11.949  2.813  -22.264  -2.004  -0.404  -1.689  H8   LJS  35  
LJS  H9   H9   H  0  1  N  N  N  -10.036  1.963  -24.762  -4.994   0.206  -2.618  H9   LJS  36  
LJS  H10  H10  H  0  1  N  N  N   -9.210  5.576  -25.415  -6.480   1.533  -0.170  H10  LJS  37  
LJS  H12  H12  H  0  1  N  N  N  -16.609  9.453  -25.883   5.644  -1.783  -1.494  H12  LJS  38  
LJS  H13  H13  H  0  1  N  N  N  -14.074  4.906  -26.611   2.502   1.497  -2.873  H13  LJS  39  
LJS  H14  H14  H  0  1  N  N  N  -13.295  5.278  -28.707   1.017   2.699  -1.396  H14  LJS  40  
LJS  H15  H15  H  0  1  N  N  N  -14.106  8.249  -28.409   0.340   1.062   0.559  H15  LJS  41  
LJS  H16  H16  H  0  1  N  N  N  -13.939  7.351  -29.956   2.035   0.522   0.572  H16  LJS  42  
LJS  H17  H17  H  0  1  N  N  N  -11.329  9.541  -27.853  -0.114   3.801   1.444  H17  LJS  43  
LJS  H18  H18  H  0  1  N  N  N  -10.572  6.545  -29.918   1.867   2.943   3.675  H18  LJS  44  
LJS  H19  H19  H  0  1  N  N  N  -13.783  5.206  -18.850  -2.236  -4.066   1.870  H19  LJS  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
LJS  OG1  PG   DOUB  N  N   1  
LJS  OG3  PG   SING  N  N   2  
LJS  PG   CEI  SING  N  N   3  
LJS  PG   OG2  SING  N  N   4  
LJS  CEI  CGI  SING  N  N   5  
LJS  CGI  CBI  DOUB  N  Z   6  
LJS  O3B  CBC  DOUB  N  N   7  
LJS  CBI  CAI  SING  N  N   8  
LJS  CBC  CAI  SING  N  N   9  
LJS  CBC  O2B  SING  N  N  10  
LJS  CAI  N4A  DOUB  N  N  11  
LJS  OP1  P    DOUB  N  N  12  
LJS  N4A  C4A  SING  N  N  13  
LJS  OP3  P    SING  N  N  14  
LJS  P    OP2  SING  N  N  15  
LJS  P    OP4  SING  N  N  16  
LJS  C4A  C4   DOUB  N  Z  17  
LJS  OP4  C5A  SING  N  N  18  
LJS  C5A  C5   SING  N  N  19  
LJS  C4   C5   SING  N  N  20  
LJS  C4   C3   SING  N  N  21  
LJS  O3   C3   SING  N  N  22  
LJS  C5   C6   DOUB  N  N  23  
LJS  C3   C2   DOUB  N  N  24  
LJS  C6   N1   SING  N  N  25  
LJS  C2   N1   SING  N  N  26  
LJS  C2   C2A  SING  N  N  27  
LJS  C2A  H1   SING  N  N  28  
LJS  C2A  H2   SING  N  N  29  
LJS  C2A  H3   SING  N  N  30  
LJS  O3   H4   SING  N  N  31  
LJS  C4A  H5   SING  N  N  32  
LJS  C6   H6   SING  N  N  33  
LJS  C5A  H7   SING  N  N  34  
LJS  C5A  H8   SING  N  N  35  
LJS  OP2  H9   SING  N  N  36  
LJS  OP3  H10  SING  N  N  37  
LJS  O2B  H12  SING  N  N  38  
LJS  CBI  H13  SING  N  N  39  
LJS  CGI  H14  SING  N  N  40  
LJS  CEI  H15  SING  N  N  41  
LJS  CEI  H16  SING  N  N  42  
LJS  OG2  H17  SING  N  N  43  
LJS  OG3  H18  SING  N  N  44  
LJS  N1   H19  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
LJS  SMILES            ACDLabs               12.01  "N1C(C)=C(O)C(C(=C1)COP(O)(=O)O)=[C@H]\N=C(\C(O)=O)[C@H]=[C@H]CP(O)(=O)O"  
LJS  InChI             InChI                 1.03   "InChI=1S/C13H18N2O10P2/c1-8-12(16)10(9(5-14-8)7-25-27(22,23)24)6-15-11(13(17)18)3-2-4-26(19,20)21/h2-3,5-6,14,16H,4,7H2,1H3,(H,17,18)(H2,19,20,21)(H2,22,23,24)/b3-2-,10-6-,15-11+"  
LJS  InChIKey          InChI                 1.03   XGSUDZJIHIXLDE-NTUDHWJFSA-N  
LJS  SMILES_CANONICAL  CACTVS                3.385  "CC1=C(O)\C(=C/N=C(\C=C/C[P](O)(O)=O)C(O)=O)C(=CN1)CO[P](O)(O)=O"  
LJS  SMILES            CACTVS                3.385  "CC1=C(O)C(=CN=C(C=CC[P](O)(O)=O)C(O)=O)C(=CN1)CO[P](O)(O)=O"  
LJS  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "CC1=C(/C(=C\N=C(/C=C\CP(=O)(O)O)\C(=O)O)/C(=CN1)COP(=O)(O)O)O"  
LJS  SMILES            "OpenEye OEToolkits"  2.0.7  "CC1=C(C(=CN=C(C=CCP(=O)(O)O)C(=O)O)C(=CN1)COP(=O)(O)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
LJS  "SYSTEMATIC NAME"  ACDLabs               12.01  "(2E,3Z)-2-{[(Z)-{3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4(1H)-ylidene}methyl]imino}-5-phosphonopent-3-enoic acid"  
LJS  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.7  "(~{Z},2~{E})-2-[(~{Z})-[2-methyl-3-oxidanyl-5-(phosphonooxymethyl)-1~{H}-pyridin-4-ylidene]methyl]imino-5-phosphono-pent-3-enoic 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
LJS  "Create component"  2019-02-25  RCSB  
LJS  "Initial release"   2019-03-13  RCSB  
##
