data_3RD
#

_chem_comp.id                                   3RD
_chem_comp.name                                 "4-[(E)-{4-formyl-5-hydroxy-6-methyl-3-[(phosphonooxy)methyl]pyridin-2-yl}diazenyl]benzoic acid"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C15 H14 N3 O8 P"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        FOBISIN101
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2011-05-21
_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                       395.261
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    3RD
_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       3RDH
_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
3RD  N1   N1   N  0  1  N  Y  N  -84.616  62.276   7.982   1.166  -1.729  -0.110  N1   3RD   1  
3RD  C1   C1   C  0  1  Y  N  N  -82.731  66.186  10.676  -3.675  -2.210  -0.022  C1   3RD   2  
3RD  C2   C2   C  0  1  Y  N  N  -83.861  65.326  10.813  -2.589  -3.033  -0.310  C2   3RD   3  
3RD  N2   N2   N  0  1  Y  N  N  -84.093  64.344   9.894  -1.359  -2.580  -0.237  N2   3RD   4  
3RD  C3   C3   C  0  1  Y  N  N  -83.286  64.119   8.812  -1.087  -1.326   0.112  C3   3RD   5  
3RD  C4   C4   C  0  1  Y  N  N  -82.112  64.927   8.575  -2.113  -0.431   0.418  C4   3RD   6  
3RD  C5   C5   C  0  1  Y  N  N  -81.850  65.985   9.546  -3.439  -0.871   0.347  C5   3RD   7  
3RD  C6   C6   C  0  1  N  N  N  -80.612  66.933   9.402  -4.556   0.035   0.661  C6   3RD   8  
3RD  O1   O1   O  0  1  N  N  N  -80.125  67.477  10.412  -5.698  -0.365   0.594  O1   3RD   9  
3RD  O2   O2   O  0  1  N  N  N  -82.506  67.173  11.604  -4.940  -2.688  -0.101  O2   3RD  10  
3RD  C7   C7   C  0  1  N  N  N  -84.839  65.475  11.989  -2.830  -4.465  -0.712  C7   3RD  11  
3RD  C8   C8   C  0  1  N  N  N  -81.176  64.682   7.356  -1.798   0.989   0.813  C8   3RD  12  
3RD  O3   O3   O  0  1  N  N  N  -80.442  63.588   7.954  -1.759   1.811  -0.355  O3   3RD  13  
3RD  P1   P1   P  0  1  N  N  N  -79.227  62.634   7.478  -1.449   3.390  -0.306  P1   3RD  14  
3RD  O4   O4   O  0  1  N  N  N  -78.655  63.052   6.178  -0.163   3.619   0.391  O4   3RD  15  
3RD  O5   O5   O  0  1  N  N  N  -79.935  61.190   7.299  -1.356   3.966  -1.806  O5   3RD  16  
3RD  O6   O6   O  0  1  N  N  N  -78.137  62.532   8.659  -2.630   4.145   0.486  O6   3RD  17  
3RD  N3   N3   N  0  1  N  N  N  -83.747  63.104   8.080   0.211  -0.909   0.171  N3   3RD  18  
3RD  H1   H1   H  0  1  N  N  N  -80.181  67.115   8.429  -4.357   1.056   0.951  H1   3RD  19  
3RD  H2   H2   H  0  1  N  Y  N  -81.645  67.550  11.463  -5.267  -3.071   0.725  H2   3RD  20  
3RD  H3   H3   H  0  1  N  N  N  -85.631  64.716  11.906  -2.934  -4.526  -1.796  H3   3RD  21  
3RD  H4   H4   H  0  1  N  N  N  -84.297  65.337  12.936  -1.987  -5.079  -0.394  H4   3RD  22  
3RD  H5   H5   H  0  1  N  N  N  -85.289  66.479  11.967  -3.742  -4.827  -0.239  H5   3RD  23  
3RD  H6   H6   H  0  1  N  N  N  -81.702  64.420   6.426  -2.569   1.357   1.491  H6   3RD  24  
3RD  H7   H7   H  0  1  N  N  N  -80.555  65.547   7.080  -0.830   1.021   1.313  H7   3RD  25  
3RD  H8   H8   H  0  1  N  N  N  -79.842  60.901   6.399  -1.171   4.914  -1.853  H8   3RD  26  
3RD  H9   H9   H  0  1  N  N  N  -77.280  62.763   8.320  -3.503   4.038   0.085  H9   3RD  27  
3RD  C9   C9   C  0  1  Y  Y  N  -84.607  61.331   6.856   2.465  -1.312  -0.051  C9   3RD  28  
3RD  C10  C10  C  0  1  Y  Y  N  -86.003  60.762   7.173   3.501  -2.202  -0.355  C10  3RD  29  
3RD  C11  C11  C  0  1  Y  Y  N  -86.581  59.619   6.318   4.809  -1.781  -0.295  C11  3RD  30  
3RD  C12  C12  C  0  1  Y  Y  N  -85.763  59.044   5.147   5.104  -0.464   0.071  C12  3RD  31  
3RD  C13  C13  C  0  1  Y  Y  N  -84.367  59.612   4.830   4.070   0.425   0.375  C13  3RD  32  
3RD  C14  C14  C  0  1  Y  Y  N  -83.789  60.756   5.685   2.761   0.007   0.310  C14  3RD  33  
3RD  C15  C15  C  0  1  N  Y  N  -86.341  57.901   4.292   6.509  -0.013   0.136  C15  3RD  34  
3RD  O7   O7   O  0  1  N  Y  N  -86.857  56.879   5.149   6.793   1.256   0.489  O7   3RD  35  
3RD  O8   O8   O  0  1  N  Y  N  -87.239  58.333   3.588   7.408  -0.786  -0.128  O8   3RD  36  
3RD  H10  H10  H  0  1  N  Y  N  -86.576  61.165   7.995   3.273  -3.219  -0.637  H10  3RD  37  
3RD  H11  H11  H  0  1  N  Y  N  -87.560  59.221   6.540   5.609  -2.467  -0.530  H11  3RD  38  
3RD  H12  H12  H  0  1  N  Y  N  -83.793  59.209   4.009   4.298   1.442   0.658  H12  3RD  39  
3RD  H13  H13  H  0  1  N  Y  N  -82.810  61.155   5.463   1.962   0.696   0.540  H13  3RD  40  
3RD  H14  H14  H  0  1  N  Y  N  -87.785  56.762   4.981   7.727   1.504   0.518  H14  3RD  41  
#   #
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
3RD  N1   N3   DOUB  N  N   1  
3RD  C1   C2   DOUB  Y  N   2  
3RD  C1   O2   SING  N  N   3  
3RD  C2   C7   SING  N  N   4  
3RD  N2   C2   SING  Y  N   5  
3RD  C3   N2   DOUB  Y  N   6  
3RD  C4   C3   SING  Y  N   7  
3RD  C4   C5   DOUB  Y  N   8  
3RD  C5   C1   SING  Y  N   9  
3RD  C6   C5   SING  N  N  10  
3RD  C6   O1   DOUB  N  N  11  
3RD  C6   H1   SING  N  N  12  
3RD  O2   H2   SING  N  N  13  
3RD  C7   H3   SING  N  N  14  
3RD  C7   H4   SING  N  N  15  
3RD  C7   H5   SING  N  N  16  
3RD  C8   C4   SING  N  N  17  
3RD  C8   O3   SING  N  N  18  
3RD  C8   H6   SING  N  N  19  
3RD  C8   H7   SING  N  N  20  
3RD  P1   O3   SING  N  N  21  
3RD  P1   O6   SING  N  N  22  
3RD  O4   P1   DOUB  N  N  23  
3RD  O5   P1   SING  N  N  24  
3RD  O5   H8   SING  N  N  25  
3RD  O6   H9   SING  N  N  26  
3RD  N3   C3   SING  N  N  27  
3RD  N1   C9   SING  N  N  28  
3RD  C9   C10  DOUB  Y  N  29  
3RD  C9   C14  SING  Y  N  30  
3RD  C10  C11  SING  Y  N  31  
3RD  C11  C12  DOUB  Y  N  32  
3RD  C12  C13  SING  Y  N  33  
3RD  C13  C14  DOUB  Y  N  34  
3RD  C12  C15  SING  N  N  35  
3RD  C15  O7   SING  N  N  36  
3RD  C15  O8   DOUB  N  N  37  
3RD  C10  H10  SING  N  N  38  
3RD  C11  H11  SING  N  N  39  
3RD  C13  H12  SING  N  N  40  
3RD  C14  H13  SING  N  N  41  
3RD  O7   H14  SING  N  N  42  
#   #
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
3RD  SMILES            ACDLabs               12.01  "O=C(O)c2ccc(/N=N/c1nc(c(O)c(c1COP(=O)(O)O)C=O)C)cc2"  
3RD  InChI             InChI                 1.03   "InChI=1S/C15H14N3O8P/c1-8-13(20)11(6-19)12(7-26-27(23,24)25)14(16-8)18-17-10-4-2-9(3-5-10)15(21)22/h2-6,20H,7H2,1H3,(H,21,22)(H2,23,24,25)/b18-17+"  
3RD  InChIKey          InChI                 1.03   NPBWMMRUXMTIRC-ISLYRVAYSA-N  
3RD  SMILES_CANONICAL  CACTVS                3.370  "Cc1nc(N=Nc2ccc(cc2)C(O)=O)c(CO[P](O)(O)=O)c(C=O)c1O"  
3RD  SMILES            CACTVS                3.370  "Cc1nc(N=Nc2ccc(cc2)C(O)=O)c(CO[P](O)(O)=O)c(C=O)c1O"  
3RD  SMILES_CANONICAL  "OpenEye OEToolkits"  1.7.2  "Cc1c(c(c(c(n1)/N=N/c2ccc(cc2)C(=O)O)COP(=O)(O)O)C=O)O"  
3RD  SMILES            "OpenEye OEToolkits"  1.7.2  "Cc1c(c(c(c(n1)N=Nc2ccc(cc2)C(=O)O)COP(=O)(O)O)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
3RD  "SYSTEMATIC NAME"  ACDLabs               12.01  "4-[(E)-{4-formyl-5-hydroxy-6-methyl-3-[(phosphonooxy)methyl]pyridin-2-yl}diazenyl]benzoic acid"  
3RD  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.7.2  "4-[(E)-[4-methanoyl-6-methyl-5-oxidanyl-3-(phosphonooxymethyl)pyridin-2-yl]diazenyl]benzoic 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
3RD  "Create component"    2011-05-21  RCSB  
3RD  "Other modification"  2011-09-20  RCSB  
3RD  "Modify synonyms"     2020-06-05  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     3RD
_pdbx_chem_comp_synonyms.name        FOBISIN101
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
