data_SFH
#

_chem_comp.id                                   SFH
_chem_comp.name                                 "5'-O-[(pyridine-3-carbonyl)sulfamoyl]adenosine"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C16 H17 N7 O7 S"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2019-10-09
_chem_comp.pdbx_modified_date                   2020-01-03
_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                       451.414
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    SFH
_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       6OFC
_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
SFH  C1S    C1   C  0  1  N  N  R  12.980  69.400   6.007  -2.094   1.278  -0.179  C1S    SFH   1  
SFH  C2N    C2   C  0  1  Y  N  N   8.825  66.975  12.759   4.264  -2.172   1.318  C2N    SFH   2  
SFH  C2S    C3   C  0  1  N  N  R  13.963  68.726   5.415  -2.251   2.072   1.136  C2S    SFH   3  
SFH  C2X    C4   C  0  1  Y  N  N  14.618  73.042   4.009  -6.247  -0.269  -0.891  C2X    SFH   4  
SFH  C3N    C5   C  0  1  Y  N  N  10.224  67.003  12.887   3.762  -2.069   0.021  C3N    SFH   5  
SFH  C3S    C6   C  0  1  N  N  S  14.370  67.574   6.490  -0.921   2.847   1.268  C3S    SFH   6  
SFH  C4N    C7   C  0  1  Y  N  N  10.787  66.397  14.028   3.463  -3.242  -0.684  C4N    SFH   7  
SFH  C4S    C8   C  0  1  N  N  R  13.192  67.122   6.984  -0.118   2.430   0.017  C4S    SFH   8  
SFH  C4X    C9   C  0  1  Y  N  N  13.896  71.740   5.825  -4.023  -0.355  -0.316  C4X    SFH   9  
SFH  C5N    C10  C  0  1  Y  N  N   9.973  65.844  14.992   3.679  -4.457  -0.057  C5N    SFH  10  
SFH  C5S    C11  C  0  1  N  N  N  13.450  66.542   8.328   1.367   2.291   0.359  C5S    SFH  11  
SFH  C5X    C12  C  0  1  Y  N  N  14.164  72.787   6.728  -4.154  -1.729  -0.058  C5X    SFH  12  
SFH  C6N    C13  C  0  1  Y  N  N   8.584  65.880  14.784   4.179  -4.473   1.233  C6N    SFH  13  
SFH  C6X    C14  C  0  1  Y  N  N  14.682  73.991   6.169  -5.414  -2.323  -0.248  C6X    SFH  14  
SFH  C7N    C15  C  0  1  N  N  N  11.135  67.554  11.731   3.550  -0.745  -0.601  C7N    SFH  15  
SFH  C8X    C16  C  0  1  Y  N  N  13.374  71.062   7.839  -2.093  -1.191   0.344  C8X    SFH  16  
SFH  N1N    N1   N  0  1  Y  N  N   8.058  66.438  13.684   4.453  -3.352   1.872  N1N    SFH  17  
SFH  N1X    N2   N  0  1  Y  N  N  14.891  74.082   4.842  -6.419  -1.558  -0.661  N1X    SFH  18  
SFH  N3X    N3   N  0  1  Y  N  N  14.136  71.902   4.468  -5.086   0.330  -0.726  N3X    SFH  19  
SFH  N6X    N4   N  0  1  N  N  N  14.975  75.089   7.016  -5.604  -3.673  -0.009  N6X    SFH  20  
SFH  N7N    N5   N  0  1  N  N  N  12.560  67.246  11.760   3.842   0.377   0.087  N7N    SFH  21  
SFH  N7X    N6   N  0  1  Y  N  N  13.827  72.325   7.979  -2.940  -2.178   0.341  N7X    SFH  22  
SFH  N9X    N7   N  0  1  Y  N  N  13.418  70.695   6.546  -2.713  -0.044  -0.054  N9X    SFH  23  
SFH  "O1'"  O1   O  0  1  N  N  N  14.986  66.739  10.761   3.968   2.825   0.370  "O1'"  SFH  24  
SFH  "O2'"  O2   O  0  1  N  N  N  14.099  69.251  10.585   4.199   1.799  -1.898  "O2'"  SFH  25  
SFH  O2S    O3   O  0  1  N  N  N  13.291  68.147   4.261  -3.352   2.979   1.045  O2S    SFH  26  
SFH  O3S    O4   O  0  1  N  N  N  15.006  66.526   5.769  -1.160   4.256   1.263  O3S    SFH  27  
SFH  O4S    O5   O  0  1  N  N  N  12.343  68.384   7.111  -0.668   1.150  -0.364  O4S    SFH  28  
SFH  O5S    O6   O  0  1  N  N  N  12.727  67.315   9.214   2.107   2.019  -0.832  O5S    SFH  29  
SFH  O7N    O7   O  0  1  N  N  N  10.592  68.057  10.761   3.113  -0.667  -1.732  O7N    SFH  30  
SFH  S1     S1   S  0  1  N  N  N  13.628  67.680  10.554   3.604   1.861  -0.609  S1     SFH  31  
SFH  H1     H1   H  0  1  N  N  N  12.178  69.595   5.280  -2.537   1.826  -1.011  H1     SFH  32  
SFH  H2     H2   H  0  1  N  N  N   8.368  67.405  11.880   4.504  -1.276   1.872  H2     SFH  33  
SFH  H3     H3   H  0  1  N  N  N  14.844  69.325   5.142  -2.383   1.394   1.979  H3     SFH  34  
SFH  H4     H4   H  0  1  N  N  N  14.799  73.151   2.950  -7.090   0.315  -1.230  H4     SFH  35  
SFH  H5     H5   H  0  1  N  N  N  15.027  68.009   7.258  -0.396   2.552   2.176  H5     SFH  36  
SFH  H6     H6   H  0  1  N  N  N  11.860  66.366  14.147   3.072  -3.200  -1.690  H6     SFH  37  
SFH  H7     H7   H  0  1  N  N  N  12.699  66.391   6.327  -0.257   3.156  -0.783  H7     SFH  38  
SFH  H8     H8   H  0  1  N  N  N  10.390  65.396  15.882   3.459  -5.382  -0.569  H8     SFH  39  
SFH  H9     H9   H  0  1  N  N  N  13.111  65.496   8.366   1.725   3.218   0.806  H9     SFH  40  
SFH  H10    H10  H  0  1  N  N  N  14.523  66.588   8.566   1.502   1.472   1.066  H10    SFH  41  
SFH  H11    H11  H  0  1  N  N  N   7.927  65.450  15.525   4.349  -5.420   1.724  H11    SFH  42  
SFH  H12    H12  H  0  1  N  N  N  13.026  70.436   8.648  -1.052  -1.268   0.620  H12    SFH  43  
SFH  H13    H13  H  0  1  N  N  N  15.327  75.848   6.469  -4.863  -4.221   0.292  H13    SFH  44  
SFH  H14    H14  H  0  1  N  N  N  14.142  75.377   7.488  -6.478  -4.071  -0.144  H14    SFH  45  
SFH  H15    H15  H  0  1  N  N  N  12.918  66.746  12.548   4.191   0.315   0.990  H15    SFH  46  
SFH  H16    H16  H  0  1  N  N  N  13.912  67.634   3.757  -3.497   3.504   1.844  H16    SFH  47  
SFH  H17    H17  H  0  1  N  N  N  15.257  65.835   6.370  -1.712   4.565   1.995  H17    SFH  48  
#   #
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
SFH  C2X  N3X    DOUB  Y  N   1  
SFH  C2X  N1X    SING  Y  N   2  
SFH  O2S  C2S    SING  N  N   3  
SFH  N3X  C4X    SING  Y  N   4  
SFH  N1X  C6X    DOUB  Y  N   5  
SFH  C2S  C1S    SING  N  N   6  
SFH  C2S  C3S    SING  N  N   7  
SFH  O3S  C3S    SING  N  N   8  
SFH  C4X  N9X    SING  Y  N   9  
SFH  C4X  C5X    DOUB  Y  N  10  
SFH  C1S  N9X    SING  N  N  11  
SFH  C1S  O4S    SING  N  N  12  
SFH  C6X  C5X    SING  Y  N  13  
SFH  C6X  N6X    SING  N  N  14  
SFH  C3S  C4S    SING  N  N  15  
SFH  N9X  C8X    SING  Y  N  16  
SFH  C5X  N7X    SING  Y  N  17  
SFH  C4S  O4S    SING  N  N  18  
SFH  C4S  C5S    SING  N  N  19  
SFH  C8X  N7X    DOUB  Y  N  20  
SFH  C5S  O5S    SING  N  N  21  
SFH  O5S  S1     SING  N  N  22  
SFH  S1   "O2'"  DOUB  N  N  23  
SFH  S1   "O1'"  DOUB  N  N  24  
SFH  S1   N7N    SING  N  N  25  
SFH  O7N  C7N    DOUB  N  N  26  
SFH  C7N  N7N    SING  N  N  27  
SFH  C7N  C3N    SING  N  N  28  
SFH  C2N  C3N    DOUB  Y  N  29  
SFH  C2N  N1N    SING  Y  N  30  
SFH  C3N  C4N    SING  Y  N  31  
SFH  N1N  C6N    DOUB  Y  N  32  
SFH  C4N  C5N    DOUB  Y  N  33  
SFH  C6N  C5N    SING  Y  N  34  
SFH  C1S  H1     SING  N  N  35  
SFH  C2N  H2     SING  N  N  36  
SFH  C2S  H3     SING  N  N  37  
SFH  C2X  H4     SING  N  N  38  
SFH  C3S  H5     SING  N  N  39  
SFH  C4N  H6     SING  N  N  40  
SFH  C4S  H7     SING  N  N  41  
SFH  C5N  H8     SING  N  N  42  
SFH  C5S  H9     SING  N  N  43  
SFH  C5S  H10    SING  N  N  44  
SFH  C6N  H11    SING  N  N  45  
SFH  C8X  H12    SING  N  N  46  
SFH  N6X  H13    SING  N  N  47  
SFH  N6X  H14    SING  N  N  48  
SFH  N7N  H15    SING  N  N  49  
SFH  O2S  H16    SING  N  N  50  
SFH  O3S  H17    SING  N  N  51  
#   #
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
SFH  SMILES            ACDLabs               12.01  "C3(n1c2c(nc1)c(N)ncn2)OC(C(C3O)O)COS(NC(c4cnccc4)=O)(=O)=O"  
SFH  InChI             InChI                 1.03   "InChI=1S/C16H17N7O7S/c17-13-10-14(20-6-19-13)23(7-21-10)16-12(25)11(24)9(30-16)5-29-31(27,28)22-15(26)8-2-1-3-18-4-8/h1-4,6-7,9,11-12,16,24-25H,5H2,(H,22,26)(H2,17,19,20)/t9-,11-,12-,16-/m1/s1"  
SFH  InChIKey          InChI                 1.03   LBBNJCOHYSTAJW-UBEDBUPSSA-N  
SFH  SMILES_CANONICAL  CACTVS                3.385  "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[S](=O)(=O)NC(=O)c4cccnc4)[C@@H](O)[C@H]3O"  
SFH  SMILES            CACTVS                3.385  "Nc1ncnc2n(cnc12)[CH]3O[CH](CO[S](=O)(=O)NC(=O)c4cccnc4)[CH](O)[CH]3O"  
SFH  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "c1cc(cnc1)C(=O)NS(=O)(=O)OC[C@@H]2[C@H]([C@H]([C@@H](O2)n3cnc4c3ncnc4N)O)O"  
SFH  SMILES            "OpenEye OEToolkits"  2.0.7  "c1cc(cnc1)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
SFH  "SYSTEMATIC NAME"  ACDLabs               12.01  "5'-O-[(pyridine-3-carbonyl)sulfamoyl]adenosine"  
SFH  "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}-pyridin-3-ylcarbonylsulfamate"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
SFH  "Create component"  2019-10-09  RCSB  
SFH  "Initial release"   2020-01-08  RCSB  
##
