data_QA7
#

_chem_comp.id                                   QA7
_chem_comp.name                                 "5'-O-{(S)-hydroxy[(4-methyl-2-oxopentanoyl)oxy]phosphoryl}adenosine"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            ATOMN
_chem_comp.formula                              "C16 H22 N5 O9 P"
_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                   2020-02-14
_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                       459.348
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    QA7
_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       6ULX
_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
QA7  C01   C1   C  0  1  N  N  N   4.943  -25.560  -25.088   8.028   1.721   1.954  C01   QA7   1  
QA7  C02   C2   C  0  1  N  N  N   5.193  -26.591  -26.182   7.742   2.319   0.575  C02   QA7   2  
QA7  C03   C3   C  0  1  N  N  N   5.198  -27.975  -25.535   9.060   2.708  -0.096  C03   QA7   3  
QA7  C04   C4   C  0  1  N  N  N   6.452  -26.283  -26.974   7.017   1.284  -0.288  C04   QA7   4  
QA7  C05   C5   C  0  1  N  N  N   6.409  -24.876  -27.579   5.664   0.991   0.308  C05   QA7   5  
QA7  C06   C6   C  0  1  N  N  N   7.677  -24.254  -28.143   4.756   0.009  -0.350  C06   QA7   6  
QA7  C10   C7   C  0  1  N  N  N   8.468  -24.380  -31.542   0.105  -2.186  -0.387  C10   QA7   7  
QA7  C11   C8   C  0  1  N  N  R   9.219  -25.374  -32.157  -1.114  -2.033   0.525  C11   QA7   8  
QA7  C12   C9   C  0  1  N  N  S   8.317  -26.306  -33.098  -2.249  -2.958   0.043  C12   QA7   9  
QA7  C13   C10  C  0  1  N  N  R   8.960  -27.350  -33.202  -3.428  -1.996  -0.241  C13   QA7  10  
QA7  C14   C11  C  0  1  N  N  R   9.753  -27.531  -31.732  -3.042  -0.752   0.600  C14   QA7  11  
QA7  C16   C12  C  0  1  Y  N  N   8.181  -28.212  -29.941  -3.105   1.334  -0.818  C16   QA7  12  
QA7  C18   C13  C  0  1  Y  N  N   8.439  -30.380  -30.001  -5.101   2.082  -0.418  C18   QA7  13  
QA7  C19   C14  C  0  1  Y  N  N   8.449  -31.796  -29.852  -6.327   2.762  -0.325  C19   QA7  14  
QA7  C21   C15  C  0  1  Y  N  N   9.999  -31.963  -31.548  -7.077   1.140   1.136  C21   QA7  15  
QA7  C23   C16  C  0  1  Y  N  N   9.254  -29.836  -30.952  -4.937   0.904   0.331  C23   QA7  16  
QA7  N15   N1   N  0  1  Y  N  N   9.081  -28.488  -30.901  -3.671   0.454   0.055  N15   QA7  17  
QA7  N17   N2   N  0  1  Y  N  N   7.778  -29.367  -29.384  -3.944   2.290  -1.092  N17   QA7  18  
QA7  N20   N3   N  0  1  Y  N  N   9.225  -32.539  -30.629  -7.274   2.256   0.458  N20   QA7  19  
QA7  N22   N4   N  0  1  Y  N  N  10.034  -30.651  -31.715  -5.940   0.478   1.092  N22   QA7  20  
QA7  N24   N5   N  0  1  N  N  N   7.595  -32.419  -28.867  -6.543   3.932  -1.031  N24   QA7  21  
QA7  O07   O1   O  0  1  N  N  N   7.697  -22.923  -28.644   3.548  -0.252   0.183  O07   QA7  22  
QA7  O09   O2   O  0  1  N  N  N   9.331  -23.558  -30.810   1.184  -1.401   0.124  O09   QA7  23  
QA7  O25   O3   O  0  1  N  N  N   9.772  -26.377  -31.155  -1.606  -0.684   0.461  O25   QA7  24  
QA7  O26   O4   O  0  1  N  N  N  10.006  -27.313  -34.248  -4.662  -2.555   0.212  O26   QA7  25  
QA7  O27   O5   O  0  1  N  N  N   8.068  -25.623  -34.416  -2.598  -3.894   1.065  O27   QA7  26  
QA7  O28   O6   O  0  1  N  N  N   8.020  -21.387  -30.775   2.459  -0.909  -1.998  O28   QA7  27  
QA7  O29   O7   O  0  1  N  N  N   9.871  -21.632  -29.185   3.328  -2.772  -0.534  O29   QA7  28  
QA7  O30   O8   O  0  1  N  N  N   8.643  -24.945  -28.134   5.106  -0.554  -1.365  O30   QA7  29  
QA7  O31   O9   O  0  1  N  N  N   5.388  -24.280  -27.601   5.316   1.553   1.319  O31   QA7  30  
QA7  P08   P1   P  0  1  N  N  N   8.725  -22.357  -29.846   2.626  -1.324  -0.587  P08   QA7  31  
QA7  H013  H1   H  0  0  N  N  N   4.025  -25.820  -24.541   8.655   0.837   1.844  H013  QA7  32  
QA7  H011  H2   H  0  0  N  N  N   5.794  -25.551  -24.392   8.544   2.458   2.569  H011  QA7  33  
QA7  H012  H3   H  0  0  N  N  N   4.830  -24.564  -25.542   7.089   1.444   2.432  H012  QA7  34  
QA7  H021  H4   H  0  0  N  N  N   4.342  -26.552  -26.878   7.115   3.203   0.685  H021  QA7  35  
QA7  H033  H5   H  0  0  N  N  N   4.259  -28.125  -24.982   9.687   1.824  -0.206  H033  QA7  36  
QA7  H031  H6   H  0  0  N  N  N   5.290  -28.744  -26.316   8.856   3.134  -1.078  H031  QA7  37  
QA7  H032  H7   H  0  0  N  N  N   6.048  -28.052  -24.842   9.577   3.445   0.519  H032  QA7  38  
QA7  H042  H8   H  0  0  N  N  N   6.551  -27.018  -27.787   6.892   1.676  -1.297  H042  QA7  39  
QA7  H041  H9   H  0  0  N  N  N   7.322  -26.357  -26.305   7.604   0.366  -0.325  H041  QA7  40  
QA7  H102  H10  H  0  0  N  N  N   7.947  -23.784  -32.305   0.403  -3.234  -0.423  H102  QA7  41  
QA7  H101  H11  H  0  0  N  N  N   7.730  -24.837  -30.867  -0.148  -1.845  -1.391  H101  QA7  42  
QA7  H111  H12  H  0  0  N  N  N  10.040  -24.954  -32.757  -0.842  -2.280   1.551  H111  QA7  43  
QA7  H121  H13  H  0  0  N  N  N   7.351  -26.448  -32.590  -1.954  -3.480  -0.867  H121  QA7  44  
QA7  H131  H14  H  0  0  N  N  N   8.332  -28.242  -33.342  -3.480  -1.748  -1.301  H131  QA7  45  
QA7  H141  H15  H  0  0  N  N  N  10.767  -27.891  -31.963  -3.321  -0.893   1.644  H141  QA7  46  
QA7  H161  H16  H  0  0  N  N  N   7.839  -27.226  -29.663  -2.106   1.253  -1.220  H161  QA7  47  
QA7  H211  H17  H  0  0  N  N  N  10.617  -32.587  -32.176  -7.874   0.763   1.760  H211  QA7  48  
QA7  H242  H18  H  0  0  N  N  N   7.711  -33.412  -28.904  -5.844   4.292  -1.599  H242  QA7  49  
QA7  H241  H19  H  0  0  N  N  N   7.841  -32.089  -27.956  -7.394   4.392  -0.959  H241  QA7  50  
QA7  H261  H20  H  0  0  N  N  N  10.460  -28.147  -34.272  -4.901  -3.385  -0.223  H261  QA7  51  
QA7  H271  H21  H  0  0  N  N  N   7.570  -24.827  -34.272  -3.308  -4.502   0.815  H271  QA7  52  
QA7  H1    H22  H  0  1  N  N  N   9.899  -20.734  -29.494   3.469  -3.108   0.362  H1    QA7  53  
#   #
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
QA7  O27  C12   SING  N  N   1  
QA7  O26  C13   SING  N  N   2  
QA7  C13  C12   SING  N  N   3  
QA7  C13  C14   SING  N  N   4  
QA7  C12  C11   SING  N  N   5  
QA7  C11  C10   SING  N  N   6  
QA7  C11  O25   SING  N  N   7  
QA7  C14  O25   SING  N  N   8  
QA7  C14  N15   SING  N  N   9  
QA7  N22  C21   DOUB  Y  N  10  
QA7  N22  C23   SING  Y  N  11  
QA7  C21  N20   SING  Y  N  12  
QA7  C10  O09   SING  N  N  13  
QA7  C23  N15   SING  Y  N  14  
QA7  C23  C18   DOUB  Y  N  15  
QA7  N15  C16   SING  Y  N  16  
QA7  O09  P08   SING  N  N  17  
QA7  O28  P08   DOUB  N  N  18  
QA7  N20  C19   DOUB  Y  N  19  
QA7  C18  C19   SING  Y  N  20  
QA7  C18  N17   SING  Y  N  21  
QA7  C16  N17   DOUB  Y  N  22  
QA7  C19  N24   SING  N  N  23  
QA7  P08  O29   SING  N  N  24  
QA7  P08  O07   SING  N  N  25  
QA7  O07  C06   SING  N  N  26  
QA7  C06  O30   DOUB  N  N  27  
QA7  C06  C05   SING  N  N  28  
QA7  O31  C05   DOUB  N  N  29  
QA7  C05  C04   SING  N  N  30  
QA7  C04  C02   SING  N  N  31  
QA7  C02  C03   SING  N  N  32  
QA7  C02  C01   SING  N  N  33  
QA7  C01  H013  SING  N  N  34  
QA7  C01  H011  SING  N  N  35  
QA7  C01  H012  SING  N  N  36  
QA7  C02  H021  SING  N  N  37  
QA7  C03  H033  SING  N  N  38  
QA7  C03  H031  SING  N  N  39  
QA7  C03  H032  SING  N  N  40  
QA7  C04  H042  SING  N  N  41  
QA7  C04  H041  SING  N  N  42  
QA7  C10  H102  SING  N  N  43  
QA7  C10  H101  SING  N  N  44  
QA7  C11  H111  SING  N  N  45  
QA7  C12  H121  SING  N  N  46  
QA7  C13  H131  SING  N  N  47  
QA7  C14  H141  SING  N  N  48  
QA7  C16  H161  SING  N  N  49  
QA7  C21  H211  SING  N  N  50  
QA7  N24  H242  SING  N  N  51  
QA7  N24  H241  SING  N  N  52  
QA7  O26  H261  SING  N  N  53  
QA7  O27  H271  SING  N  N  54  
QA7  O29  H1    SING  N  N  55  
#   #
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
QA7  SMILES            ACDLabs               12.01  "CC(C)CC(C(=O)OP(OCC1OC(C(C1O)O)n3cnc2c(N)ncnc23)(=O)O)=O"  
QA7  InChI             InChI                 1.03   "InChI=1S/C16H22N5O9P/c1-7(2)3-8(22)16(25)30-31(26,27)28-4-9-11(23)12(24)15(29-9)21-6-20-10-13(17)18-5-19-14(10)21/h5-7,9,11-12,15,23-24H,3-4H2,1-2H3,(H,26,27)(H2,17,18,19)/t9-,11-,12-,15-/m1/s1"  
QA7  InChIKey          InChI                 1.03   QRKXCZFTEMACEI-SDBHATRESA-N  
QA7  SMILES_CANONICAL  CACTVS                3.385  "CC(C)CC(=O)C(=O)O[P](O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23"  
QA7  SMILES            CACTVS                3.385  "CC(C)CC(=O)C(=O)O[P](O)(=O)OC[CH]1O[CH]([CH](O)[CH]1O)n2cnc3c(N)ncnc23"  
QA7  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "CC(C)CC(=O)C(=O)OP(=O)(O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2ncnc3N)O)O"  
QA7  SMILES            "OpenEye OEToolkits"  2.0.7  "CC(C)CC(=O)C(=O)OP(=O)(O)OCC1C(C(C(O1)n2cnc3c2ncnc3N)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
QA7  "SYSTEMATIC NAME"  ACDLabs               12.01  "5'-O-{(S)-hydroxy[(4-methyl-2-oxopentanoyl)oxy]phosphoryl}adenosine"  
QA7  "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]methoxy-oxidanyl-phosphoryl] 4-methyl-2-oxidanylidene-pentanoate"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
QA7  "Create component"  2019-10-09  RCSB  
QA7  "Initial release"   2020-02-19  RCSB  
##
