data_ERS
#

_chem_comp.id                                   ERS
_chem_comp.name                                 "(2R,3S,4R,5R)-2-(hydroxymethyl)-5-[6-(4-phenylpiperazin-1-yl)-9H-purin-9-yl]tetrahydrofuran-3,4-diol"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C20 H24 N6 O4"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2018-01-30
_chem_comp.pdbx_modified_date                   2019-04-26
_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                       412.442
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    ERS
_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       6C9V
_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
ERS  N1     N1   N  0  1  Y  N  N   2.942  -2.488  11.339  -1.458   1.830  -0.742  N1     ERS   1  
ERS  N3     N2   N  0  1  Y  N  N   4.727  -2.329   9.837   0.581   1.045  -1.496  N3     ERS   2  
ERS  C4     C1   C  0  1  Y  N  N   5.100  -3.618  10.085   0.951   0.701  -0.266  C4     ERS   3  
ERS  C5     C2   C  0  1  Y  N  N   4.412  -4.369  10.988   0.068   0.932   0.802  C5     ERS   4  
ERS  C6     C3   C  0  1  Y  N  N   3.271  -3.751  11.629  -1.176   1.520   0.519  C6     ERS   5  
ERS  C8     C4   C  0  1  Y  N  N   6.022  -5.607  10.178   1.856   0.024   1.627  C8     ERS   6  
ERS  C20    C5   C  0  1  N  N  N   2.773  -5.803  13.032  -2.401   0.544   2.274  C20    ERS   7  
ERS  C21    C6   C  0  1  N  N  N   2.323  -5.968  14.490  -3.104  -0.447   1.344  C21    ERS   8  
ERS  C24    C7   C  0  1  N  N  N   1.054  -4.100  12.761  -3.310   2.388   0.997  C24    ERS   9  
ERS  C26    C8   C  0  1  Y  N  N  -1.337  -6.239  13.941  -6.224  -0.344  -0.590  C26    ERS  10  
ERS  C28    C9   C  0  1  Y  N  N  -2.083  -8.508  14.248  -6.441  -2.522  -1.562  C28    ERS  11  
ERS  "C1'"  C10  C  0  1  N  N  R   7.030  -3.957   8.553   3.272  -0.295  -0.438  "C1'"  ERS  12  
ERS  C2     C11  C  0  1  Y  N  N   3.656  -1.813  10.446  -0.595   1.594  -1.714  C2     ERS  13  
ERS  "C2'"  C12  C  0  1  N  N  R   8.480  -4.448   8.676   4.245   0.897  -0.623  "C2'"  ERS  14  
ERS  C23    C13  C  0  1  N  N  N   0.680  -4.229  14.237  -4.013   1.397   0.066  C23    ERS  15  
ERS  C25    C14  C  0  1  Y  N  N  -0.136  -6.590  14.545  -5.034  -0.733   0.012  C25    ERS  16  
ERS  C27    C15  C  0  1  Y  N  N  -2.316  -7.198  13.782  -6.924  -1.240  -1.375  C27    ERS  17  
ERS  C29    C16  C  0  1  Y  N  N  -0.879  -8.848  14.858  -5.251  -2.908  -0.973  C29    ERS  18  
ERS  "C3'"  C17  C  0  1  N  N  S   8.845  -4.897   7.231   5.608   0.181  -0.781  "C3'"  ERS  19  
ERS  C30    C18  C  0  1  Y  N  N   0.102  -7.900  15.019  -4.549  -2.019  -0.183  C30    ERS  20  
ERS  "C4'"  C19  C  0  1  N  N  R   7.588  -4.609   6.419   5.381  -1.208  -0.153  "C4'"  ERS  21  
ERS  "C5'"  C20  C  0  1  N  N  N   7.257  -5.674   5.396   6.369  -1.428   0.994  "C5'"  ERS  22  
ERS  N19    N3   N  0  1  N  N  N   2.463  -4.461  12.585  -2.087   1.772   1.530  N19    ERS  23  
ERS  N22    N4   N  0  1  N  N  N   0.918  -5.584  14.709  -4.327   0.169   0.810  N22    ERS  24  
ERS  N7     N5   N  0  1  Y  N  N   5.001  -5.615  11.028   0.682   0.496   1.928  N7     ERS  25  
ERS  N9     N6   N  0  1  Y  N  N   6.120  -4.371   9.613   2.069   0.128   0.284  N9     ERS  26  
ERS  "O2'"  O1   O  0  1  N  N  N   9.313  -3.453   9.213   3.921   1.642  -1.799  "O2'"  ERS  27  
ERS  "O3'"  O2   O  0  1  N  N  N   9.948  -4.153   6.683   5.951   0.058  -2.163  "O3'"  ERS  28  
ERS  "O4'"  O3   O  0  1  N  N  N   6.528  -4.566   7.372   4.035  -1.233   0.350  "O4'"  ERS  29  
ERS  "O5'"  O4   O  0  1  N  N  N   6.137  -5.284   4.597   6.230  -2.759   1.494  "O5'"  ERS  30  
ERS  H1     H1   H  0  1  N  N  N   6.670  -6.445   9.969   2.559  -0.389   2.335  H1     ERS  31  
ERS  H2     H2   H  0  1  N  N  N   2.245  -6.532  12.400  -3.056   0.784   3.112  H2     ERS  32  
ERS  H3     H3   H  0  1  N  N  N   3.857  -5.973  12.961  -1.479   0.100   2.649  H3     ERS  33  
ERS  H4     H4   H  0  1  N  N  N   2.446  -7.023  14.777  -2.439  -0.707   0.520  H4     ERS  34  
ERS  H5     H5   H  0  1  N  N  N   2.961  -5.338  15.127  -3.364  -1.347   1.900  H5     ERS  35  
ERS  H6     H6   H  0  1  N  N  N   0.897  -3.062  12.431  -3.050   3.289   0.440  H6     ERS  36  
ERS  H7     H7   H  0  1  N  N  N   0.424  -4.774  12.162  -3.975   2.649   1.820  H7     ERS  37  
ERS  H8     H8   H  0  1  N  N  N  -1.502  -5.228  13.600  -6.604   0.656  -0.441  H8     ERS  38  
ERS  H9     H9   H  0  1  N  N  N  -2.850  -9.259  14.130  -6.988  -3.219  -2.179  H9     ERS  39  
ERS  H10    H10  H  0  1  N  N  N   7.028  -2.861   8.457   3.006  -0.727  -1.403  H10    ERS  40  
ERS  H11    H11  H  0  1  N  N  N   3.358  -0.804  10.202  -0.865   1.861  -2.725  H11    ERS  41  
ERS  H12    H12  H  0  1  N  N  N   8.490  -5.338   9.322   4.243   1.541   0.256  H12    ERS  42  
ERS  H13    H13  H  0  1  N  N  N   1.289  -3.528  14.827  -4.935   1.842  -0.308  H13    ERS  43  
ERS  H14    H14  H  0  1  N  N  N  -0.385  -3.984  14.363  -3.358   1.158  -0.772  H14    ERS  44  
ERS  H15    H15  H  0  1  N  N  N  -3.252  -6.948  13.305  -7.850  -0.939  -1.843  H15    ERS  45  
ERS  H16    H16  H  0  1  N  N  N  -0.716  -9.858  15.205  -4.869  -3.906  -1.132  H16    ERS  46  
ERS  H17    H17  H  0  1  N  N  N   9.054  -5.977   7.225   6.387   0.720  -0.243  H17    ERS  47  
ERS  H18    H18  H  0  1  N  N  N   1.037  -8.151  15.498  -3.624  -2.325   0.283  H18    ERS  48  
ERS  H19    H19  H  0  1  N  N  N   7.696  -3.638   5.914   5.509  -1.982  -0.909  H19    ERS  49  
ERS  H20    H20  H  0  1  N  N  N   7.018  -6.612   5.918   7.386  -1.281   0.630  H20    ERS  50  
ERS  H21    H21  H  0  1  N  N  N   8.128  -5.829   4.743   6.163  -0.716   1.793  H21    ERS  51  
ERS  H22    H22  H  0  1  N  N  N   9.024  -3.237  10.092   4.502   2.398  -1.957  H22    ERS  52  
ERS  H23    H23  H  0  1  N  N  N  10.733  -4.331   7.188   6.797  -0.384  -2.320  H23    ERS  53  
ERS  H24    H24  H  0  1  N  N  N   5.947  -5.966   3.963   6.827  -2.970   2.224  H24    ERS  54  
#   #
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
ERS  "O5'"  "C5'"  SING  N  N   1  
ERS  "C5'"  "C4'"  SING  N  N   2  
ERS  "C4'"  "C3'"  SING  N  N   3  
ERS  "C4'"  "O4'"  SING  N  N   4  
ERS  "O3'"  "C3'"  SING  N  N   5  
ERS  "C3'"  "C2'"  SING  N  N   6  
ERS  "O4'"  "C1'"  SING  N  N   7  
ERS  "C1'"  "C2'"  SING  N  N   8  
ERS  "C1'"  N9     SING  N  N   9  
ERS  "C2'"  "O2'"  SING  N  N  10  
ERS  N9     C4     SING  Y  N  11  
ERS  N9     C8     SING  Y  N  12  
ERS  N3     C4     DOUB  Y  N  13  
ERS  N3     C2     SING  Y  N  14  
ERS  C4     C5     SING  Y  N  15  
ERS  C8     N7     DOUB  Y  N  16  
ERS  C2     N1     DOUB  Y  N  17  
ERS  C5     N7     SING  Y  N  18  
ERS  C5     C6     DOUB  Y  N  19  
ERS  N1     C6     SING  Y  N  20  
ERS  C6     N19    SING  N  N  21  
ERS  N19    C24    SING  N  N  22  
ERS  N19    C20    SING  N  N  23  
ERS  C24    C23    SING  N  N  24  
ERS  C20    C21    SING  N  N  25  
ERS  C27    C26    DOUB  Y  N  26  
ERS  C27    C28    SING  Y  N  27  
ERS  C26    C25    SING  Y  N  28  
ERS  C23    N22    SING  N  N  29  
ERS  C28    C29    DOUB  Y  N  30  
ERS  C21    N22    SING  N  N  31  
ERS  C25    N22    SING  N  N  32  
ERS  C25    C30    DOUB  Y  N  33  
ERS  C29    C30    SING  Y  N  34  
ERS  C8     H1     SING  N  N  35  
ERS  C20    H2     SING  N  N  36  
ERS  C20    H3     SING  N  N  37  
ERS  C21    H4     SING  N  N  38  
ERS  C21    H5     SING  N  N  39  
ERS  C24    H6     SING  N  N  40  
ERS  C24    H7     SING  N  N  41  
ERS  C26    H8     SING  N  N  42  
ERS  C28    H9     SING  N  N  43  
ERS  "C1'"  H10    SING  N  N  44  
ERS  C2     H11    SING  N  N  45  
ERS  "C2'"  H12    SING  N  N  46  
ERS  C23    H13    SING  N  N  47  
ERS  C23    H14    SING  N  N  48  
ERS  C27    H15    SING  N  N  49  
ERS  C29    H16    SING  N  N  50  
ERS  "C3'"  H17    SING  N  N  51  
ERS  C30    H18    SING  N  N  52  
ERS  "C4'"  H19    SING  N  N  53  
ERS  "C5'"  H20    SING  N  N  54  
ERS  "C5'"  H21    SING  N  N  55  
ERS  "O2'"  H22    SING  N  N  56  
ERS  "O3'"  H23    SING  N  N  57  
ERS  "O5'"  H24    SING  N  N  58  
#   #
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
ERS  SMILES            ACDLabs               12.01  "n1c(c2c(nc1)n(cn2)C3C(O)C(C(O3)CO)O)N4CCN(CC4)c5ccccc5"  
ERS  InChI             InChI                 1.03   "InChI=1S/C20H24N6O4/c27-10-14-16(28)17(29)20(30-14)26-12-23-15-18(21-11-22-19(15)26)25-8-6-24(7-9-25)13-4-2-1-3-5-13/h1-5,11-12,14,16-17,20,27-29H,6-10H2/t14-,16-,17-,20-/m1/s1"  
ERS  InChIKey          InChI                 1.03   FVRJZHPJEJJPPT-WVSUBDOOSA-N  
ERS  SMILES_CANONICAL  CACTVS                3.385  "OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(ncnc23)N4CCN(CC4)c5ccccc5"  
ERS  SMILES            CACTVS                3.385  "OC[CH]1O[CH]([CH](O)[CH]1O)n2cnc3c(ncnc23)N4CCN(CC4)c5ccccc5"  
ERS  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "c1ccc(cc1)N2CCN(CC2)c3c4c(ncn3)n(cn4)[C@H]5[C@@H]([C@@H]([C@H](O5)CO)O)O"  
ERS  SMILES            "OpenEye OEToolkits"  2.0.6  "c1ccc(cc1)N2CCN(CC2)c3c4c(ncn3)n(cn4)C5C(C(C(O5)CO)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
ERS  "SYSTEMATIC NAME"  ACDLabs               12.01  "(2R,3S,4R,5R)-2-(hydroxymethyl)-5-[6-(4-phenylpiperazin-1-yl)-9H-purin-9-yl]tetrahydrofuran-3,4-diol (non-preferred name)"  
ERS  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.6  "(2~{R},3~{S},4~{R},5~{R})-2-(hydroxymethyl)-5-[6-(4-phenylpiperazin-1-yl)purin-9-yl]oxolane-3,4-diol"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
ERS  "Create component"  2018-01-30  RCSB  
ERS  "Initial release"   2019-05-01  RCSB  
##
