data_66I
#

_chem_comp.id                                   66I
_chem_comp.name                                 "{(2R,3S,4R,5R)-5-[4-amino-3-(difluoromethoxy)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]-3,4-dihydroxyoxolan-2-yl}methyl [(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]sulfamate (non-preferred name)"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C20 H23 F2 N7 O9 S"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2021-08-02
_chem_comp.pdbx_modified_date                   2022-06-03
_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                       575.500
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    66I
_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       7ROU
_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
66I  C24  C1   C  0  1  N  N  S  65.587  14.621  43.526  -3.130  -0.350  -0.496  C24  66I   1  
66I  C26  C2   C  0  1  Y  N  N  66.650  13.968  41.289  -5.399   0.587  -0.142  C26  66I   2  
66I  C27  C3   C  0  1  Y  N  N  67.240  15.197  41.006  -5.701   1.652  -0.970  C27  66I   3  
66I  C28  C4   C  0  1  Y  N  N  68.412  15.301  40.257  -6.406   2.733  -0.477  C28  66I   4  
66I  C29  C5   C  0  1  Y  N  N  69.012  14.134  39.716  -6.810   2.750   0.850  C29  66I   5  
66I  C25  C6   C  0  1  N  N  N  65.375  13.946  42.131  -4.630  -0.591  -0.683  C25  66I   6  
66I  C31  C7   C  0  1  Y  N  N  68.453  12.872  39.994  -6.506   1.679   1.678  C31  66I   7  
66I  C32  C8   C  0  1  Y  N  N  67.275  12.776  40.771  -5.796   0.603   1.182  C32  66I   8  
66I  C10  C9   C  0  1  N  N  N  57.008  18.065  46.911   0.125   3.092   0.550  C10  66I   9  
66I  C23  C10  C  0  1  N  N  N  64.236  14.632  44.226  -2.368  -1.578  -0.923  C23  66I  10  
66I  C15  C11  C  0  1  N  N  R  61.420  20.482  45.177   3.396  -1.030   0.117  C15  66I  11  
66I  C17  C12  C  0  1  N  N  R  61.976  18.880  43.633   2.166  -2.988   0.250  C17  66I  12  
66I  C18  C13  C  0  1  N  N  N  60.996  17.732  43.869   0.716  -3.394   0.525  C18  66I  13  
66I  C02  C14  C  0  1  Y  N  N  58.115  22.372  48.348   4.572   3.637  -0.762  C02  66I  14  
66I  C04  C15  C  0  1  Y  N  N  59.842  23.825  47.615   6.297   2.135  -1.075  C04  66I  15  
66I  C06  C16  C  0  1  Y  N  N  59.845  21.704  46.760   4.278   1.264  -0.400  C06  66I  16  
66I  C07  C17  C  0  1  Y  N  N  58.698  21.344  47.512   3.738   2.565  -0.402  C07  66I  17  
66I  C08  C18  C  0  1  Y  N  N  58.445  19.963  47.167   2.343   2.434   0.005  C08  66I  18  
66I  C36  C19  C  0  1  N  N  S  63.078  18.783  44.704   2.945  -2.894   1.576  C36  66I  19  
66I  C38  C20  C  0  1  N  N  R  62.272  19.361  45.848   3.457  -1.434   1.613  C38  66I  20  
66I  F11  F1   F  0  1  N  N  N  56.455  18.512  45.765  -0.435   2.214  -0.384  F11  66I  21  
66I  F12  F2   F  0  1  N  N  N  55.989  17.532  47.614   0.178   2.469   1.802  F12  66I  22  
66I  N01  N1   N  0  1  N  N  N  56.986  22.117  49.130   4.095   4.933  -0.775  N01  66I  23  
66I  N03  N2   N  0  1  Y  N  N  58.720  23.580  48.382   5.834   3.372  -1.086  N03  66I  24  
66I  N05  N3   N  0  1  Y  N  N  60.450  22.931  46.788   5.553   1.101  -0.751  N05  66I  25  
66I  N13  N4   N  0  1  Y  N  N  59.391  19.519  46.285   2.114   1.165   0.218  N13  66I  26  
66I  N14  N5   N  0  1  Y  N  N  60.204  20.592  45.997   3.276   0.423  -0.020  N14  66I  27  
66I  N22  N6   N  0  1  N  N  N  63.245  15.095  43.445  -2.268  -2.633  -0.090  N22  66I  28  
66I  N33  N7   N  0  1  N  N  N  66.553  13.861  44.369  -2.712   0.795  -1.314  N33  66I  29  
66I  O09  O1   O  0  1  N  N  N  57.440  19.177  47.645   1.446   3.446   0.138  O09  66I  30  
66I  O16  O2   O  0  1  N  N  N  61.193  19.995  43.870   2.202  -1.687  -0.360  O16  66I  31  
66I  O19  O3   O  0  1  N  N  N  61.281  16.695  43.177   0.029  -3.575  -0.714  O19  66I  32  
66I  O21  O4   O  0  1  N  N  N  60.866  14.270  43.286  -1.480  -4.886   0.536  O21  66I  33  
66I  O30  O5   O  0  1  N  N  N  70.161  14.241  38.987  -7.508   3.810   1.336  O30  66I  34  
66I  O34  O6   O  0  1  N  N  N  64.068  14.241  45.369  -1.843  -1.617  -2.016  O34  66I  35  
66I  O35  O7   O  0  1  N  N  N  61.500  15.316  45.332  -1.895  -4.311  -1.861  O35  66I  36  
66I  O37  O8   O  0  1  N  N  N  64.142  19.625  44.395   4.042  -3.809   1.577  O37  66I  37  
66I  O39  O9   O  0  1  N  N  N  63.173  19.951  46.735   4.798  -1.376   2.102  O39  66I  38  
66I  S20  S1   S  0  1  N  N  N  61.674  15.193  43.936  -1.430  -3.982  -0.559  S20  66I  39  
66I  H1   H1   H  0  1  N  N  N  65.939  15.653  43.380  -2.924  -0.141   0.554  H1   66I  40  
66I  H2   H2   H  0  1  N  N  N  66.775  16.098  41.378  -5.386   1.640  -2.003  H2   66I  41  
66I  H3   H3   H  0  1  N  N  N  68.862  16.268  40.089  -6.641   3.566  -1.124  H3   66I  42  
66I  H4   H4   H  0  1  N  N  N  64.583  14.486  41.591  -4.849  -0.712  -1.744  H4   66I  43  
66I  H5   H5   H  0  1  N  N  N  65.068  12.901  42.284  -4.923  -1.493  -0.146  H5   66I  44  
66I  H6   H6   H  0  1  N  N  N  68.924  11.977  39.614  -6.820   1.690   2.711  H6   66I  45  
66I  H7   H7   H  0  1  N  N  N  66.843  11.808  40.977  -5.559  -0.230   1.827  H7   66I  46  
66I  H8   H8   H  0  1  N  N  N  57.824  17.348  46.737  -0.488   3.991   0.617  H8   66I  47  
66I  H9   H9   H  0  1  N  N  N  61.982  21.427  45.173   4.275  -1.394  -0.414  H9   66I  48  
66I  H10  H10  H  0  1  N  N  N  62.401  18.843  42.619   2.636  -3.719  -0.408  H10  66I  49  
66I  H11  H11  H  0  1  N  N  N  59.985  18.070  43.598   0.701  -4.326   1.089  H11  66I  50  
66I  H12  H12  H  0  1  N  N  N  61.019  17.462  44.935   0.224  -2.611   1.103  H12  66I  51  
66I  H13  H13  H  0  1  N  N  N  60.275  24.812  47.677   7.329   1.966  -1.345  H13  66I  52  
66I  H14  H14  H  0  1  N  N  N  63.371  17.739  44.891   2.284  -3.088   2.421  H14  66I  53  
66I  H15  H15  H  0  1  N  N  N  61.627  18.602  46.315   2.798  -0.806   2.212  H15  66I  54  
66I  H16  H16  H  0  1  N  N  N  56.754  22.934  49.658   4.682   5.664  -1.022  H16  66I  55  
66I  H17  H17  H  0  1  N  N  N  56.218  21.874  48.537   3.171   5.112  -0.537  H17  66I  56  
66I  H18  H18  H  0  1  N  N  N  63.472  15.395  42.519  -2.687  -2.602   0.784  H18  66I  57  
66I  H19  H19  H  0  1  N  N  N  66.662  14.322  45.250  -2.893   0.626  -2.293  H19  66I  58  
66I  H20  H20  H  0  1  N  N  N  66.208  12.934  44.518  -3.162   1.644  -1.005  H20  66I  59  
66I  H22  H22  H  0  1  N  N  N  70.394  15.157  38.896  -6.953   4.510   1.706  H22  66I  60  
66I  H23  H23  H  0  1  N  N  N  64.810  19.551  45.066   4.568  -3.792   2.388  H23  66I  61  
66I  H24  H24  H  0  1  N  N  N  62.698  20.325  47.468   4.888  -1.620   3.033  H24  66I  62  
#   #
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
66I  O30  C29  SING  N  N   1  
66I  C29  C31  DOUB  Y  N   2  
66I  C29  C28  SING  Y  N   3  
66I  C31  C32  SING  Y  N   4  
66I  C28  C27  DOUB  Y  N   5  
66I  C32  C26  DOUB  Y  N   6  
66I  C27  C26  SING  Y  N   7  
66I  C26  C25  SING  N  N   8  
66I  C25  C24  SING  N  N   9  
66I  O19  C18  SING  N  N  10  
66I  O19  S20  SING  N  N  11  
66I  O21  S20  DOUB  N  N  12  
66I  N22  S20  SING  N  N  13  
66I  N22  C23  SING  N  N  14  
66I  C24  C23  SING  N  N  15  
66I  C24  N33  SING  N  N  16  
66I  C17  C18  SING  N  N  17  
66I  C17  O16  SING  N  N  18  
66I  C17  C36  SING  N  N  19  
66I  O16  C15  SING  N  N  20  
66I  S20  O35  DOUB  N  N  21  
66I  C23  O34  DOUB  N  N  22  
66I  O37  C36  SING  N  N  23  
66I  C36  C38  SING  N  N  24  
66I  C15  C38  SING  N  N  25  
66I  C15  N14  SING  N  N  26  
66I  F11  C10  SING  N  N  27  
66I  C38  O39  SING  N  N  28  
66I  N14  N13  SING  Y  N  29  
66I  N14  C06  SING  Y  N  30  
66I  N13  C08  DOUB  Y  N  31  
66I  C06  N05  DOUB  Y  N  32  
66I  C06  C07  SING  Y  N  33  
66I  N05  C04  SING  Y  N  34  
66I  C10  F12  SING  N  N  35  
66I  C10  O09  SING  N  N  36  
66I  C08  C07  SING  Y  N  37  
66I  C08  O09  SING  N  N  38  
66I  C07  C02  DOUB  Y  N  39  
66I  C04  N03  DOUB  Y  N  40  
66I  C02  N03  SING  Y  N  41  
66I  C02  N01  SING  N  N  42  
66I  C24  H1   SING  N  N  43  
66I  C27  H2   SING  N  N  44  
66I  C28  H3   SING  N  N  45  
66I  C25  H4   SING  N  N  46  
66I  C25  H5   SING  N  N  47  
66I  C31  H6   SING  N  N  48  
66I  C32  H7   SING  N  N  49  
66I  C10  H8   SING  N  N  50  
66I  C15  H9   SING  N  N  51  
66I  C17  H10  SING  N  N  52  
66I  C18  H11  SING  N  N  53  
66I  C18  H12  SING  N  N  54  
66I  C04  H13  SING  N  N  55  
66I  C36  H14  SING  N  N  56  
66I  C38  H15  SING  N  N  57  
66I  N01  H16  SING  N  N  58  
66I  N01  H17  SING  N  N  59  
66I  N22  H18  SING  N  N  60  
66I  N33  H19  SING  N  N  61  
66I  N33  H20  SING  N  N  62  
66I  O30  H22  SING  N  N  63  
66I  O37  H23  SING  N  N  64  
66I  O39  H24  SING  N  N  65  
#   #
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
66I  SMILES            ACDLabs               12.01  "Oc1ccc(cc1)CC(N)C(=O)NS(=O)(=O)OCC1OC(n2nc(OC(F)F)c3c(N)ncnc32)C(O)C1O"  
66I  InChI             InChI                 1.03   "InChI=1S/C20H23F2N7O9S/c21-20(22)38-18-12-15(24)25-7-26-16(12)29(27-18)19-14(32)13(31)11(37-19)6-36-39(34,35)28-17(33)10(23)5-8-1-3-9(30)4-2-8/h1-4,7,10-11,13-14,19-20,30-32H,5-6,23H2,(H,28,33)(H2,24,25,26)/t10-,11+,13+,14+,19+/m0/s1"  
66I  InChIKey          InChI                 1.03   MUBAQGITUFCKMG-IFHUHSRSSA-N  
66I  SMILES_CANONICAL  CACTVS                3.385  "N[C@@H](Cc1ccc(O)cc1)C(=O)N[S](=O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)n3nc(OC(F)F)c4c(N)ncnc34"  
66I  SMILES            CACTVS                3.385  "N[CH](Cc1ccc(O)cc1)C(=O)N[S](=O)(=O)OC[CH]2O[CH]([CH](O)[CH]2O)n3nc(OC(F)F)c4c(N)ncnc34"  
66I  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "c1cc(ccc1C[C@@H](C(=O)NS(=O)(=O)OC[C@@H]2[C@H]([C@H]([C@@H](O2)n3c4c(c(ncn4)N)c(n3)OC(F)F)O)O)N)O"  
66I  SMILES            "OpenEye OEToolkits"  2.0.7  "c1cc(ccc1CC(C(=O)NS(=O)(=O)OCC2C(C(C(O2)n3c4c(c(ncn4)N)c(n3)OC(F)F)O)O)N)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
66I  "SYSTEMATIC NAME"  ACDLabs               12.01  "{(2R,3S,4R,5R)-5-[4-amino-3-(difluoromethoxy)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]-3,4-dihydroxyoxolan-2-yl}methyl [(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]sulfamate (non-preferred name)"  
66I  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.7  "[(2~{R},3~{S},4~{R},5~{R})-5-[4-azanyl-3-[bis(fluoranyl)methoxy]pyrazolo[3,4-d]pyrimidin-1-yl]-3,4-bis(oxidanyl)oxolan-2-yl]methyl ~{N}-[(2~{S})-2-azanyl-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
66I  "Create component"  2021-08-02  RCSB  
66I  "Initial release"   2022-06-08  RCSB  
##
