data_YSA
#

_chem_comp.id                                   YSA
_chem_comp.name                                 "5'-O-[N-(L-TYROSYL)SULFAMOYL]ADENOSINE"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C19 H23 N7 O8 S"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        TYROSYLADENYLATE
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2004-03-02
_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                       509.493
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    YSA
_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                 PDBJ
#   #
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
YSA  CD1     CD1   C  0  1  Y  N  N  20.743  166.404  213.881  -5.594   1.011   1.403  CD1     YSA   1  
YSA  CE1     CE1   C  0  1  Y  N  N  19.842  167.461  213.788  -6.250   2.118   1.905  CE1     YSA   2  
YSA  CZ      CZ    C  0  1  Y  N  N  19.033  167.587  212.662  -6.644   3.136   1.049  CZ      YSA   3  
YSA  OH      OH    O  0  1  N  N  N  18.154  168.620  212.563  -7.295   4.224   1.539  OH      YSA   4  
YSA  CE2     CE2   C  0  1  Y  N  N  19.124  166.655  211.632  -6.374   3.042  -0.309  CE2     YSA   5  
YSA  CD2     CD2   C  0  1  Y  N  N  20.025  165.598  211.726  -5.713   1.934  -0.805  CD2     YSA   6  
YSA  CG      CG    C  0  1  Y  N  N  20.837  165.473  212.850  -5.320   0.921   0.051  CG      YSA   7  
YSA  CB      CB    C  0  1  N  N  N  21.875  164.351  212.927  -4.599  -0.285  -0.493  CB      YSA   8  
YSA  CA      CA    C  0  1  N  N  S  21.252  162.954  212.982  -3.091  -0.030  -0.471  CA      YSA   9  
YSA  N       N     N  0  1  N  N  N  20.413  162.838  214.183  -2.766   1.066  -1.395  N       YSA  10  
YSA  C       C     C  0  1  N  N  N  22.383  161.926  213.058  -2.364  -1.279  -0.899  C       YSA  11  
YSA  O       O     O  0  1  N  N  N  22.541  161.235  214.064  -1.951  -1.381  -2.034  O       YSA  12  
YSA  NAT     NAT   N  0  1  N  N  N  23.125  161.826  211.959  -2.173  -2.282  -0.019  NAT     YSA  13  
YSA  SBI     SBI   S  0  1  N  N  N  24.386  160.795  211.899  -1.374  -3.654  -0.488  SBI     YSA  14  
YSA  OAD     OAD   O  0  1  N  N  N  23.950  159.381  212.144  -1.295  -4.471   0.672  OAD     YSA  15  
YSA  OAE     OAE   O  0  1  N  N  N  25.400  161.186  212.933  -1.959  -4.037  -1.726  OAE     YSA  16  
YSA  "O5'"   O5*   O  0  1  N  N  N  25.016  160.893  210.544   0.059  -3.258  -0.814  "O5'"   YSA  17  
YSA  "C5'"   C5*   C  0  1  N  N  N  24.774  159.877  209.570   0.721  -3.041   0.434  "C5'"   YSA  18  
YSA  "C4'"   C4*   C  0  1  N  N  R  23.766  160.347  208.519   2.174  -2.637   0.177  "C4'"   YSA  19  
YSA  "O4'"   O4*   O  0  1  N  N  N  23.936  159.542  207.339   2.218  -1.350  -0.461  "O4'"   YSA  20  
YSA  "C3'"   C3*   C  0  1  N  N  S  22.339  160.094  209.008   2.929  -2.515   1.515  "C3'"   YSA  21  
YSA  "O3'"   O3*   O  0  1  N  N  N  21.391  160.856  208.254   4.029  -3.425   1.561  "O3'"   YSA  22  
YSA  "C2'"   C2*   C  0  1  N  N  R  22.211  158.606  208.694   3.435  -1.049   1.529  "C2'"   YSA  23  
YSA  "O2'"   O2*   O  0  1  N  N  N  20.827  158.262  208.559   4.767  -0.975   2.043  "O2'"   YSA  24  
YSA  "C1'"   C1*   C  0  1  N  N  R  22.931  158.511  207.345   3.402  -0.680   0.024  "C1'"   YSA  25  
YSA  N9      N9    N  0  1  Y  N  N  23.583  157.188  207.190   3.282   0.770  -0.152  N9      YSA  26  
YSA  C8      C8    C  0  1  Y  N  N  24.422  156.653  208.074   2.121   1.477  -0.257  C8      YSA  27  
YSA  N7      N7    N  0  1  Y  N  N  24.850  155.465  207.653   2.383   2.743  -0.404  N7      YSA  28  
YSA  C5      C5    C  0  1  Y  N  N  24.272  155.233  206.480   3.725   2.929  -0.402  C5      YSA  29  
YSA  C4      C4    C  0  1  Y  N  N  23.472  156.329  206.178   4.318   1.666  -0.234  C4      YSA  30  
YSA  N3      N3    N  0  1  Y  N  N  22.780  156.320  205.029   5.643   1.573  -0.205  N3      YSA  31  
YSA  C2      C2    C  0  1  Y  N  N  22.842  155.295  204.194   6.394   2.649  -0.320  C2      YSA  32  
YSA  N1      N1    N  0  1  Y  N  N  23.588  154.235  204.458   5.883   3.856  -0.474  N1      YSA  33  
YSA  C6      C6    C  0  1  Y  N  N  24.313  154.169  205.586   4.568   4.047  -0.520  C6      YSA  34  
YSA  N6      N6    N  0  1  N  N  N  25.052  153.098  205.870   4.042   5.316  -0.681  N6      YSA  35  
YSA  HD1     HD1   H  0  1  N  N  N  21.384  166.304  214.773  -5.287   0.218   2.069  HD1     YSA  36  
YSA  HE1     HE1   H  0  1  N  N  N  19.769  168.198  214.606  -6.459   2.190   2.962  HE1     YSA  37  
YSA  HOH     HOH   H  0  1  N  N  N  17.602  168.706  211.795  -8.240   4.022   1.508  HOH     YSA  38  
YSA  HE2     HE2   H  0  1  N  N  N  18.482  166.754  210.741  -6.680   3.833  -0.977  HE2     YSA  39  
YSA  HD2     HD2   H  0  1  N  N  N  20.096  164.860  210.910  -5.502   1.860  -1.861  HD2     YSA  40  
YSA  HB1     1HB   H  0  1  N  N  N  22.568  164.510  213.786  -4.922  -0.470  -1.518  HB1     YSA  41  
YSA  HB2     2HB   H  0  1  N  N  N  22.604  164.427  212.087  -4.829  -1.154   0.123  HB2     YSA  42  
YSA  HA      HA    H  0  1  N  N  N  20.625  162.778  212.077  -2.783   0.243   0.538  HA      YSA  43  
YSA  HN1     1HN   H  0  1  N  N  N  19.710  163.576  214.235  -3.067   0.771  -2.311  HN1     YSA  44  
YSA  HN2     2HN   H  0  1  N  N  N  19.998  161.907  214.220  -3.350   1.847  -1.135  HN2     YSA  45  
YSA  HAT     HAT   H  0  1  N  N  N  22.769  162.464  211.247  -2.503  -2.200   0.889  HAT     YSA  46  
YSA  "H5'1"  1H5*  H  0  0  N  N  N  24.454  158.921  210.046   0.214  -2.246   0.981  "H5'1"  YSA  47  
YSA  "H5'2"  2H5*  H  0  0  N  N  N  25.722  159.525  209.100   0.697  -3.958   1.022  "H5'2"  YSA  48  
YSA  "H4'"   H4*   H  0  1  N  N  N  23.930  161.432  208.323   2.659  -3.381  -0.455  "H4'"   YSA  49  
YSA  "H3'"   H3*   H  0  1  N  N  N  22.151  160.374  210.071   2.252  -2.694   2.352  "H3'"   YSA  50  
YSA  H3      H3    H  0  1  N  N  N  20.505  160.699  208.558   4.495  -3.259   2.392  H3      YSA  51  
YSA  "H2'"   H2*   H  0  1  N  N  N  22.628  157.925  209.472   2.763  -0.410   2.102  "H2'"   YSA  52  
YSA  H1      H1    H  0  1  N  N  N  20.747  157.336  208.364   4.719  -1.216   2.978  H1      YSA  53  
YSA  "H1'"   H1*   H  0  1  N  N  N  22.206  158.635  206.507   4.290  -1.055  -0.483  "H1'"   YSA  54  
YSA  H8      H8    H  0  1  N  N  N  24.721  157.128  209.024   1.130   1.049  -0.224  H8      YSA  55  
YSA  H2      H2    H  0  1  N  N  N  22.259  155.325  203.258   7.468   2.539  -0.288  H2      YSA  56  
YSA  HN61    1HN6  H  0  0  N  N  N  24.772  152.743  206.784   3.080   5.442  -0.714  HN61    YSA  57  
YSA  HN62    2HN6  H  0  0  N  N  N  25.082  152.317  205.214   4.634   6.080  -0.762  HN62    YSA  58  
#   #
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
YSA  CD1    CE1     DOUB  Y  N   1  
YSA  CD1    CG      SING  Y  N   2  
YSA  CD1    HD1     SING  N  N   3  
YSA  CE1    CZ      SING  Y  N   4  
YSA  CE1    HE1     SING  N  N   5  
YSA  CZ     OH      SING  N  N   6  
YSA  CZ     CE2     DOUB  Y  N   7  
YSA  OH     HOH     SING  N  N   8  
YSA  CE2    CD2     SING  Y  N   9  
YSA  CE2    HE2     SING  N  N  10  
YSA  CD2    CG      DOUB  Y  N  11  
YSA  CD2    HD2     SING  N  N  12  
YSA  CG     CB      SING  N  N  13  
YSA  CB     CA      SING  N  N  14  
YSA  CB     HB1     SING  N  N  15  
YSA  CB     HB2     SING  N  N  16  
YSA  CA     N       SING  N  N  17  
YSA  CA     C       SING  N  N  18  
YSA  CA     HA      SING  N  N  19  
YSA  N      HN1     SING  N  N  20  
YSA  N      HN2     SING  N  N  21  
YSA  C      O       DOUB  N  N  22  
YSA  C      NAT     SING  N  N  23  
YSA  NAT    SBI     SING  N  N  24  
YSA  NAT    HAT     SING  N  N  25  
YSA  SBI    OAD     DOUB  N  N  26  
YSA  SBI    OAE     DOUB  N  N  27  
YSA  SBI    "O5'"   SING  N  N  28  
YSA  "O5'"  "C5'"   SING  N  N  29  
YSA  "C5'"  "C4'"   SING  N  N  30  
YSA  "C5'"  "H5'1"  SING  N  N  31  
YSA  "C5'"  "H5'2"  SING  N  N  32  
YSA  "C4'"  "O4'"   SING  N  N  33  
YSA  "C4'"  "C3'"   SING  N  N  34  
YSA  "C4'"  "H4'"   SING  N  N  35  
YSA  "O4'"  "C1'"   SING  N  N  36  
YSA  "C3'"  "O3'"   SING  N  N  37  
YSA  "C3'"  "C2'"   SING  N  N  38  
YSA  "C3'"  "H3'"   SING  N  N  39  
YSA  "O3'"  H3      SING  N  N  40  
YSA  "C2'"  "O2'"   SING  N  N  41  
YSA  "C2'"  "C1'"   SING  N  N  42  
YSA  "C2'"  "H2'"   SING  N  N  43  
YSA  "O2'"  H1      SING  N  N  44  
YSA  "C1'"  N9      SING  N  N  45  
YSA  "C1'"  "H1'"   SING  N  N  46  
YSA  N9     C8      SING  Y  N  47  
YSA  N9     C4      SING  Y  N  48  
YSA  C8     N7      DOUB  Y  N  49  
YSA  C8     H8      SING  N  N  50  
YSA  N7     C5      SING  Y  N  51  
YSA  C5     C4      DOUB  Y  N  52  
YSA  C5     C6      SING  Y  N  53  
YSA  C4     N3      SING  Y  N  54  
YSA  N3     C2      DOUB  Y  N  55  
YSA  C2     N1      SING  Y  N  56  
YSA  C2     H2      SING  N  N  57  
YSA  N1     C6      DOUB  Y  N  58  
YSA  C6     N6      SING  N  N  59  
YSA  N6     HN61    SING  N  N  60  
YSA  N6     HN62    SING  N  N  61  
#   #
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
YSA  SMILES            ACDLabs               10.04  "O=C(NS(=O)(=O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3O)C(N)Cc4ccc(O)cc4"  
YSA  SMILES_CANONICAL  CACTVS                3.341  "N[C@@H](Cc1ccc(O)cc1)C(=O)N[S](=O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)n3cnc4c(N)ncnc34"  
YSA  SMILES            CACTVS                3.341  "N[CH](Cc1ccc(O)cc1)C(=O)N[S](=O)(=O)OC[CH]2O[CH]([CH](O)[CH]2O)n3cnc4c(N)ncnc34"  
YSA  SMILES_CANONICAL  "OpenEye OEToolkits"  1.5.0  "c1cc(ccc1C[C@@H](C(=O)NS(=O)(=O)OC[C@@H]2[C@H]([C@H]([C@@H](O2)n3cnc4c3ncnc4N)O)O)N)O"  
YSA  SMILES            "OpenEye OEToolkits"  1.5.0  "c1cc(ccc1CC(C(=O)NS(=O)(=O)OCC2C(C(C(O2)n3cnc4c3ncnc4N)O)O)N)O"  
YSA  InChI             InChI                 1.03   "InChI=1S/C19H23N7O8S/c20-11(5-9-1-3-10(27)4-2-9)18(30)25-35(31,32)33-6-12-14(28)15(29)19(34-12)26-8-24-13-16(21)22-7-23-17(13)26/h1-4,7-8,11-12,14-15,19,27-29H,5-6,20H2,(H,25,30)(H2,21,22,23)/t11-,12+,14+,15+,19+/m0/s1"  
YSA  InChIKey          InChI                 1.03   MJZAZMKENKZBAJ-QTOWJTHWSA-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
YSA  "SYSTEMATIC NAME"  ACDLabs               10.04  "5'-O-(L-tyrosylsulfamoyl)adenosine"  
YSA  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.5.0  "[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl N-[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]sulfamate"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
YSA  "Create component"   2004-03-02  PDBJ  
YSA  "Modify descriptor"  2011-06-04  RCSB  
YSA  "Modify synonyms"    2020-06-05  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     YSA
_pdbx_chem_comp_synonyms.name        TYROSYLADENYLATE
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
