data_AT4
#

_chem_comp.id                                   AT4
_chem_comp.name                                 "5'-O-[(R)-HYDROXY(THIOPHOSPHONOOXY)PHOSPHORYL]ADENOSINE"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C10 H15 N5 O9 P2 S"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "ADENOSINE 5'-O-(2-THIODIPHOSPHATE)"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2007-01-23
_chem_comp.pdbx_modified_date                   2021-03-01
_chem_comp.pdbx_ambiguous_flag                  ?
_chem_comp.pdbx_release_status                  REL
_chem_comp.pdbx_replaced_by                     ?
_chem_comp.pdbx_replaces                        ?
_chem_comp.formula_weight                       443.267
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    AT4
_chem_comp.pdbx_model_coordinates_details       ?
_chem_comp.pdbx_model_coordinates_missing_flag  N
_chem_comp.pdbx_ideal_coordinates_details       "OpenEye/OEToolkits V1.4.2"
_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                 EBI
#   #
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
AT4  "O5'"   O5*   O  0  1  N  N  N  36.995  -50.729  25.885  -2.013   2.885   2.340  "O5'"   AT4   1  
AT4  "C5'"   C5*   C  0  1  N  N  N  36.974  -52.028  26.483  -0.881   2.428   1.621  "C5'"   AT4   2  
AT4  "C4'"   C4*   C  0  1  N  N  R  35.616  -52.713  26.317  -0.199   1.333   2.429  "C4'"   AT4   3  
AT4  "O4'"   O4*   O  0  1  N  N  N  34.632  -51.898  26.983  -1.128   0.236   2.584  "O4'"   AT4   4  
AT4  "C3'"   C3*   C  0  1  N  N  S  35.205  -52.744  24.844   1.032   0.761   1.734  "C3'"   AT4   5  
AT4  "O3'"   O3*   O  0  1  N  N  N  34.219  -53.752  24.609   1.918   0.238   2.725  "O3'"   AT4   6  
AT4  "C2'"   C2*   C  0  1  N  N  R  34.563  -51.367  24.703   0.447  -0.380   0.926  "C2'"   AT4   7  
AT4  "C1'"   C1*   C  0  1  N  N  R  33.731  -51.388  25.984  -0.616  -0.910   1.877  "C1'"   AT4   8  
AT4  N1      N1    N  0  1  Y  N  N  29.538  -48.649  27.199  -2.532  -5.444   0.316  N1      AT4   9  
AT4  C2      C2    C  0  1  Y  N  N  29.633  -49.933  26.899  -1.384  -5.125   0.960  C2      AT4  10  
AT4  N3      N3    N  0  1  Y  N  N  30.790  -50.495  26.598  -0.937  -3.909   1.343  N3      AT4  11  
AT4  C4      C4    C  0  1  Y  N  N  31.916  -49.770  26.590  -1.815  -2.957   0.996  C4      AT4  12  
AT4  C5      C5    C  0  1  Y  N  N  31.857  -48.418  26.899  -3.023  -3.129   0.339  C5      AT4  13  
AT4  C6      C6    C  0  1  Y  N  N  30.623  -47.863  27.208  -3.373  -4.431  -0.004  C6      AT4  14  
AT4  N6      N6    N  0  1  N  N  N  30.517  -46.571  27.510  -4.580  -4.698  -0.672  N6      AT4  15  
AT4  N7      N7    N  0  1  Y  N  N  33.096  -47.939  26.824  -3.651  -1.923   0.154  N7      AT4  16  
AT4  C8      C8    C  0  1  Y  N  N  33.902  -48.942  26.485  -2.841  -1.034   0.689  C8      AT4  17  
AT4  N9      N9    N  0  1  Y  N  N  33.191  -50.057  26.342  -1.713  -1.611   1.213  N9      AT4  18  
AT4  "O2'"   O2*   O  0  1  N  N  N  33.691  -51.314  23.570   1.399  -1.370   0.596  "O2'"   AT4  19  
AT4  PA      PA    P  0  1  N  N  R  38.352  -49.863  25.906  -2.943   4.058   1.724  PA      AT4  20  
AT4  O2A     O2A   O  0  1  N  N  N  38.147  -48.703  24.808  -4.113   4.459   2.575  O2A     AT4  21  
AT4  O1A     O1A   O  0  1  N  N  N  38.675  -49.337  27.250  -1.916   5.264   1.393  O1A     AT4  22  
AT4  O3A     O3A   O  0  1  N  N  N  39.489  -50.839  25.315  -3.338   3.483   0.265  O3A     AT4  23  
AT4  PB      PB    P  0  1  N  N  R  40.911  -50.275  24.810  -4.142   4.155  -0.971  PB      AT4  24  
AT4  O1B     O1B   O  0  1  N  N  N  40.993  -48.842  25.170  -5.546   4.564  -0.613  O1B     AT4  25  
AT4  O2B     O2B   O  0  1  N  N  N  41.963  -51.186  25.315  -3.205   5.432  -1.324  O2B     AT4  26  
AT4  S3B     S3B   S  0  1  N  N  N  40.793  -50.448  22.887  -4.134   2.828  -2.594  S3B     AT4  27  
AT4  "H5'1"  1H5*  H  0  0  N  N  N  37.743  -52.650  26.001  -1.204   2.036   0.655  "H5'1"  AT4  28  
AT4  "H5'2"  2H5*  H  0  0  N  N  N  37.168  -51.911  27.559  -0.195   3.262   1.465  "H5'2"  AT4  29  
AT4  "H4'"   H4*   H  0  1  N  N  N  35.682  -53.734  26.720   0.033   1.713   3.429  "H4'"   AT4  30  
AT4  "H3'"   H3*   H  0  1  N  N  N  36.032  -52.958  24.150   1.592   1.484   1.136  "H3'"   AT4  31  
AT4  "HO3'"  HO3*  H  0  0  N  N  N  34.000  -53.772  23.685   1.488   0.385   3.581  "HO3'"  AT4  32  
AT4  "H2'"   H2*   H  0  1  N  N  N  35.262  -50.528  24.570  -0.005   0.000   0.002  "H2'"   AT4  33  
AT4  "H1'"   H1*   H  0  1  N  N  N  32.831  -52.011  25.875  -0.213  -1.625   2.603  "H1'"   AT4  34  
AT4  H2      H2    H  0  1  N  N  N  28.739  -50.540  26.900  -0.735  -5.961   1.201  H2      AT4  35  
AT4  HN61    1HN6  H  0  0  N  N  N  30.490  -46.462  28.504  -5.208  -3.943  -0.874  HN61    AT4  36  
AT4  HN62    2HN6  H  0  0  N  N  N  31.304  -46.077  27.141  -4.843  -5.648  -0.854  HN62    AT4  37  
AT4  H8      H8    H  0  1  N  N  N  34.970  -48.863  26.347  -3.013   0.033   0.727  H8      AT4  38  
AT4  "HO2'"  HO2*  H  0  0  N  N  N  32.788  -51.302  23.865   2.249  -0.917   0.452  "HO2'"  AT4  39  
AT4  HO1A    HO1A  H  0  0  N  N  N  38.744  -50.058  27.865  -2.277   6.128   1.102  HO1A    AT4  40  
AT4  HO2B    HO2B  H  0  0  N  N  N  42.576  -51.381  24.616  -3.549   6.114  -1.939  HO2B    AT4  41  
AT4  HS3B    HS3B  H  0  0  N  N  N  40.767  -49.266  22.346  -5.445   2.869  -2.876  HS3B    AT4  42  
#   #
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
AT4  "O5'"  PA      SING  N  N   1  
AT4  "O5'"  "C5'"   SING  N  N   2  
AT4  "C5'"  "C4'"   SING  N  N   3  
AT4  "C5'"  "H5'1"  SING  N  N   4  
AT4  "C5'"  "H5'2"  SING  N  N   5  
AT4  "C4'"  "C3'"   SING  N  N   6  
AT4  "C4'"  "O4'"   SING  N  N   7  
AT4  "C4'"  "H4'"   SING  N  N   8  
AT4  "O4'"  "C1'"   SING  N  N   9  
AT4  "C3'"  "O3'"   SING  N  N  10  
AT4  "C3'"  "C2'"   SING  N  N  11  
AT4  "C3'"  "H3'"   SING  N  N  12  
AT4  "O3'"  "HO3'"  SING  N  N  13  
AT4  "C2'"  "O2'"   SING  N  N  14  
AT4  "C2'"  "C1'"   SING  N  N  15  
AT4  "C2'"  "H2'"   SING  N  N  16  
AT4  "C1'"  N9      SING  N  N  17  
AT4  "C1'"  "H1'"   SING  N  N  18  
AT4  N1     C2      DOUB  Y  N  19  
AT4  N1     C6      SING  Y  N  20  
AT4  C2     N3      SING  Y  N  21  
AT4  C2     H2      SING  N  N  22  
AT4  N3     C4      DOUB  Y  N  23  
AT4  C4     N9      SING  Y  N  24  
AT4  C4     C5      SING  Y  N  25  
AT4  C5     N7      SING  Y  N  26  
AT4  C5     C6      DOUB  Y  N  27  
AT4  C6     N6      SING  N  N  28  
AT4  N6     HN61    SING  N  N  29  
AT4  N6     HN62    SING  N  N  30  
AT4  N7     C8      DOUB  Y  N  31  
AT4  C8     N9      SING  Y  N  32  
AT4  C8     H8      SING  N  N  33  
AT4  "O2'"  "HO2'"  SING  N  N  34  
AT4  PA     O2A     DOUB  N  N  35  
AT4  PA     O3A     SING  N  N  36  
AT4  PA     O1A     SING  N  N  37  
AT4  O1A    HO1A    SING  N  N  38  
AT4  O3A    PB      SING  N  N  39  
AT4  PB     S3B     SING  N  N  40  
AT4  PB     O1B     DOUB  N  N  41  
AT4  PB     O2B     SING  N  N  42  
AT4  O2B    HO2B    SING  N  N  43  
AT4  S3B    HS3B    SING  N  N  44  
#   #
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
AT4  SMILES            ACDLabs               10.04  "O=P(O)(S)OP(=O)(O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3O"  
AT4  SMILES_CANONICAL  CACTVS                3.341  "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P@](O)(=O)O[P@@](O)(S)=O)[C@@H](O)[C@H]3O"  
AT4  SMILES            CACTVS                3.341  "Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(=O)O[P](O)(S)=O)[CH](O)[CH]3O"  
AT4  SMILES_CANONICAL  "OpenEye OEToolkits"  1.5.0  "c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO[P@@](=O)(O)O[P@@](=O)(O)S)O)O)N"  
AT4  SMILES            "OpenEye OEToolkits"  1.5.0  "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)OP(=O)(O)S)O)O)N"  
AT4  InChI             InChI                 1.03   "InChI=1S/C10H15N5O9P2S/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(23-10)1-22-25(18,19)24-26(20,21)27/h2-4,6-7,10,16-17H,1H2,(H,18,19)(H2,11,12,13)(H2,20,21,27)/t4-,6-,7-,10-/m1/s1"  
AT4  InChIKey          InChI                 1.03   HCIKUKNAJRJFOW-KQYNXXCUSA-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
AT4  "SYSTEMATIC NAME"  ACDLabs               10.04  "5'-O-[(R)-hydroxy(thiophosphonooxy)phosphoryl]adenosine"  
AT4  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.5.0  "[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-sulfanyl-phosphinic acid"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
AT4  "Create component"   2007-01-23  EBI   
AT4  "Modify descriptor"  2011-06-04  RCSB  
AT4  "Modify synonyms"    2021-03-01  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     AT4
_pdbx_chem_comp_synonyms.name        "ADENOSINE 5'-O-(2-THIODIPHOSPHATE)"
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
