data_KUX
#

_chem_comp.id                                   KUX
_chem_comp.name                                 "5'-O-[(4-cyano-2-hydroxybenzoyl)sulfamoyl]adenosine"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C18 H17 N7 O8 S"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2022-02-16
_chem_comp.pdbx_modified_date                   2022-05-13
_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                       491.435
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    KUX
_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       7TZ4
_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
KUX  C10   C1   C  0  1  N  N  N  -22.142   -8.240   6.865  -3.188   0.497   0.706  C10   KUX   1  
KUX  C15   C2   C  0  1  N  N  R  -21.095  -11.821   4.341   1.097   2.676  -0.190  C15   KUX   2  
KUX  C20   C3   C  0  1  N  N  R  -21.509  -10.813   2.362   2.745   1.097   0.056  C20   KUX   3  
KUX  C22   C4   C  0  1  Y  N  N  -21.249   -8.895   0.813   4.231  -0.939   0.289  C22   KUX   4  
KUX  C24   C5   C  0  1  Y  N  N  -21.292   -8.659  -1.474   6.432  -1.351   0.808  C24   KUX   5  
KUX  C26   C6   C  0  1  Y  N  N  -21.068   -6.736  -0.224   5.103  -3.185   0.362  C26   KUX   6  
KUX  C28   C7   C  0  1  Y  N  N  -21.126   -7.539   0.954   4.016  -2.321   0.151  C28   KUX   7  
KUX  C02   C8   C  0  1  Y  N  N  -20.700   -6.618   8.155  -3.672  -1.938   0.938  C02   KUX   8  
KUX  C03   C9   C  0  1  Y  N  N  -20.117   -5.389   8.279  -4.181  -3.122   0.430  C03   KUX   9  
KUX  C04   C10  C  0  1  Y  N  N  -20.340   -4.453   7.298  -4.744  -3.146  -0.845  C04   KUX  10  
KUX  C05   C11  C  0  1  N  N  N  -19.700   -3.092   7.396  -5.271  -4.370  -1.371  C05   KUX  11  
KUX  C07   C12  C  0  1  Y  N  N  -21.131   -4.715   6.195  -4.795  -1.978  -1.611  C07   KUX  12  
KUX  C08   C13  C  0  1  Y  N  N  -21.724   -5.941   6.048  -4.291  -0.800  -1.110  C08   KUX  13  
KUX  C09   C14  C  0  1  Y  N  N  -21.505   -6.885   7.032  -3.730  -0.767   0.169  C09   KUX  14  
KUX  C14   C15  C  0  1  N  N  N  -20.894  -11.343   5.669  -0.391   2.876  -0.484  C14   KUX  15  
KUX  C16   C16  C  0  1  N  N  S  -19.811  -11.765   3.463   1.922   2.790  -1.490  C16   KUX  16  
KUX  C18   C17  C  0  1  N  N  R  -20.207  -11.775   2.263   3.032   1.727  -1.325  C18   KUX  17  
KUX  C30   C18  C  0  1  Y  N  N  -21.179   -8.422   2.969   2.128  -1.331  -0.245  C30   KUX  18  
KUX  N06   N1   N  0  1  N  N  N  -19.260   -2.087   7.442  -5.689  -5.340  -1.788  N06   KUX  19  
KUX  N11   N2   N  0  1  N  N  N  -21.678   -9.166   7.851  -3.235   1.620  -0.038  N11   KUX  20  
KUX  N21   N3   N  0  1  Y  N  N  -21.265   -9.423   2.065   3.023  -0.341   0.033  N21   KUX  21  
KUX  N23   N4   N  0  1  Y  N  N  -21.343   -9.470  -0.411   5.443  -0.503   0.616  N23   KUX  22  
KUX  N25   N5   N  0  1  Y  N  N  -21.160   -7.334  -1.384   6.278  -2.657   0.689  N25   KUX  23  
KUX  N27   N6   N  0  1  N  N  N  -20.942   -5.302  -0.132   4.953  -4.556   0.240  N27   KUX  24  
KUX  N29   N7   N  0  1  Y  N  N  -21.063   -7.259   2.286   2.713  -2.492  -0.176  N29   KUX  25  
KUX  O01   O1   O  0  1  N  N  N  -20.455   -7.557   9.157  -3.123  -1.910   2.178  O01   KUX  26  
KUX  O13   O2   O  0  1  N  N  N  -22.151  -11.338   6.310  -1.128   2.847   0.740  O13   KUX  27  
KUX  O17   O3   O  0  1  N  N  N  -19.010  -12.983   3.787   2.493   4.095  -1.609  O17   KUX  28  
KUX  O19   O4   O  0  1  N  N  N  -20.777  -13.035   1.751   4.322   2.342  -1.336  O19   KUX  29  
KUX  O31   O5   O  0  1  N  N  N  -22.000  -10.903   3.557   1.338   1.334   0.288  O31   KUX  30  
KUX  O32   O6   O  0  1  N  N  N  -23.713  -10.734   8.165  -2.792   4.011  -0.457  O32   KUX  31  
KUX  O33   O7   O  0  1  N  N  N  -21.466  -11.533   8.805  -3.168   3.183   1.871  O33   KUX  32  
KUX  O34   O8   O  0  1  N  N  N  -22.905   -8.510   6.011  -2.705   0.526   1.822  O34   KUX  33  
KUX  S12   S1   S  0  1  N  N  N  -22.258  -10.731   7.840  -2.628   3.038   0.565  S12   KUX  34  
KUX  H151  H1   H  0  0  N  N  N  -21.498  -12.844   4.339   1.439   3.407   0.543  H151  KUX  35  
KUX  H201  H2   H  0  0  N  N  N  -22.229  -11.199   1.625   3.344   1.586   0.825  H201  KUX  36  
KUX  H241  H3   H  0  0  N  N  N  -21.361   -9.100  -2.457   7.404  -0.964   1.075  H241  KUX  37  
KUX  H031  H4   H  0  0  N  N  N  -19.494   -5.158   9.130  -4.141  -4.025   1.021  H031  KUX  38  
KUX  H071  H5   H  0  0  N  N  N  -21.282   -3.951   5.447  -5.232  -2.000  -2.599  H071  KUX  39  
KUX  H081  H6   H  0  0  N  N  N  -22.343   -6.162   5.191  -4.331   0.100  -1.705  H081  KUX  40  
KUX  H142  H7   H  0  0  N  N  N  -20.200  -12.006   6.206  -0.538   3.839  -0.974  H142  KUX  41  
KUX  H141  H8   H  0  0  N  N  N  -20.481  -10.324   5.643  -0.743   2.078  -1.139  H141  KUX  42  
KUX  H161  H9   H  0  0  N  N  N  -19.238  -10.864   3.728   1.302   2.565  -2.358  H161  KUX  43  
KUX  H181  H10  H  0  0  N  N  N  -19.497  -11.343   1.542   2.959   0.975  -2.110  H181  KUX  44  
KUX  H301  H11  H  0  0  N  N  N  -21.199   -8.530   4.043   1.087  -1.175  -0.488  H301  KUX  45  
KUX  H111  H12  H  0  0  N  N  N  -21.013   -8.879   8.540  -3.624   1.597  -0.926  H111  KUX  46  
KUX  H272  H13  H  0  0  N  N  N  -20.941   -4.907  -1.051   4.088  -4.930   0.007  H272  KUX  47  
KUX  H271  H14  H  0  0  N  N  N  -21.712   -4.933   0.388   5.711  -5.142   0.388  H271  KUX  48  
KUX  H011  H15  H  0  0  N  N  N  -19.890   -7.175   9.819  -2.174  -2.094   2.192  H011  KUX  49  
KUX  H171  H16  H  0  0  N  N  N  -18.728  -12.945   4.693   3.022   4.221  -2.408  H171  KUX  50  
KUX  H191  H17  H  0  0  N  N  N  -20.086  -13.680   1.654   4.554   2.754  -2.180  H191  KUX  51  
#   #
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
KUX  C24  N25   DOUB  Y  N   1  
KUX  C24  N23   SING  Y  N   2  
KUX  N25  C26   SING  Y  N   3  
KUX  N23  C22   DOUB  Y  N   4  
KUX  C26  N27   SING  N  N   5  
KUX  C26  C28   DOUB  Y  N   6  
KUX  C22  C28   SING  Y  N   7  
KUX  C22  N21   SING  Y  N   8  
KUX  C28  N29   SING  Y  N   9  
KUX  O19  C18   SING  N  N  10  
KUX  N21  C20   SING  N  N  11  
KUX  N21  C30   SING  Y  N  12  
KUX  C18  C20   SING  N  N  13  
KUX  C18  C16   SING  N  N  14  
KUX  N29  C30   DOUB  Y  N  15  
KUX  C20  O31   SING  N  N  16  
KUX  C16  O17   SING  N  N  17  
KUX  C16  C15   SING  N  N  18  
KUX  O31  C15   SING  N  N  19  
KUX  C15  C14   SING  N  N  20  
KUX  C14  O13   SING  N  N  21  
KUX  O34  C10   DOUB  N  N  22  
KUX  C08  C07   DOUB  Y  N  23  
KUX  C08  C09   SING  Y  N  24  
KUX  C07  C04   SING  Y  N  25  
KUX  O13  S12   SING  N  N  26  
KUX  C10  C09   SING  N  N  27  
KUX  C10  N11   SING  N  N  28  
KUX  C09  C02   DOUB  Y  N  29  
KUX  C04  C05   SING  N  N  30  
KUX  C04  C03   DOUB  Y  N  31  
KUX  C05  N06   TRIP  N  N  32  
KUX  S12  N11   SING  N  N  33  
KUX  S12  O32   DOUB  N  N  34  
KUX  S12  O33   DOUB  N  N  35  
KUX  C02  C03   SING  Y  N  36  
KUX  C02  O01   SING  N  N  37  
KUX  C15  H151  SING  N  N  38  
KUX  C20  H201  SING  N  N  39  
KUX  C24  H241  SING  N  N  40  
KUX  C03  H031  SING  N  N  41  
KUX  C07  H071  SING  N  N  42  
KUX  C08  H081  SING  N  N  43  
KUX  C14  H142  SING  N  N  44  
KUX  C14  H141  SING  N  N  45  
KUX  C16  H161  SING  N  N  46  
KUX  C18  H181  SING  N  N  47  
KUX  C30  H301  SING  N  N  48  
KUX  N11  H111  SING  N  N  49  
KUX  N27  H272  SING  N  N  50  
KUX  N27  H271  SING  N  N  51  
KUX  O01  H011  SING  N  N  52  
KUX  O17  H171  SING  N  N  53  
KUX  O19  H191  SING  N  N  54  
#   #
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
KUX  SMILES            ACDLabs               12.01  "N#Cc1ccc(c(O)c1)C(=O)NS(=O)(=O)OCC1OC(n2cnc3c(N)ncnc32)C(O)C1O"  
KUX  InChI             InChI                 1.03   "InChI=1S/C18H17N7O8S/c19-4-8-1-2-9(10(26)3-8)17(29)24-34(30,31)32-5-11-13(27)14(28)18(33-11)25-7-23-12-15(20)21-6-22-16(12)25/h1-3,6-7,11,13-14,18,26-28H,5H2,(H,24,29)(H2,20,21,22)/t11-,13-,14-,18-/m1/s1"  
KUX  InChIKey          InChI                 1.03   WCJMOPOQHFMEGK-XWXWGSFUSA-N  
KUX  SMILES_CANONICAL  CACTVS                3.385  "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[S](=O)(=O)NC(=O)c4ccc(cc4O)C#N)[C@@H](O)[C@H]3O"  
KUX  SMILES            CACTVS                3.385  "Nc1ncnc2n(cnc12)[CH]3O[CH](CO[S](=O)(=O)NC(=O)c4ccc(cc4O)C#N)[CH](O)[CH]3O"  
KUX  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "c1cc(c(cc1C#N)O)C(=O)NS(=O)(=O)OC[C@@H]2[C@H]([C@H]([C@@H](O2)n3cnc4c3ncnc4N)O)O"  
KUX  SMILES            "OpenEye OEToolkits"  2.0.7  "c1cc(c(cc1C#N)O)C(=O)NS(=O)(=O)OCC2C(C(C(O2)n3cnc4c3ncnc4N)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
KUX  "SYSTEMATIC NAME"  ACDLabs               12.01  "5'-O-[(4-cyano-2-hydroxybenzoyl)sulfamoyl]adenosine"  
KUX  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.7  "[(2~{R},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methyl ~{N}-(4-cyano-2-oxidanyl-phenyl)carbonylsulfamate"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
KUX  "Create component"  2022-02-16  RCSB  
KUX  "Initial release"   2022-05-18  RCSB  
##
