data_ERP
#

_chem_comp.id                                   ERP
_chem_comp.name                                 "6-[([1,1'-biphenyl]-4-yl)ethynyl]-9-beta-D-ribofuranosyl-9H-purine"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C24 H20 N4 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                       428.440
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    ERP
_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       6C9S
_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
ERP  N1     N1   N  0  1  Y  N  N  1.854   3.891  11.208    0.716   2.978  -0.440  N1     ERP   1  
ERP  N3     N2   N  0  1  Y  N  N  1.686   5.665   9.788    2.974   2.480  -0.476  N3     ERP   2  
ERP  C4     C1   C  0  1  Y  N  N  2.944   6.016  10.010    2.738   1.179  -0.362  C4     ERP   3  
ERP  C5     C2   C  0  1  Y  N  N  3.693   5.279  10.843    1.406   0.729  -0.281  C5     ERP   4  
ERP  C6     C3   C  0  1  Y  N  N  3.092   4.151  11.456    0.377   1.692  -0.325  C6     ERP   5  
ERP  C8     C4   C  0  1  Y  N  N  4.863   6.869  10.091    2.686  -1.018  -0.184  C8     ERP   6  
ERP  C20    C5   C  0  1  N  N  N  4.555   2.604  13.154   -2.126   0.978  -0.182  C20    ERP   7  
ERP  C21    C6   C  0  1  Y  N  N  5.392   1.721  14.122   -3.501   0.586  -0.104  C21    ERP   8  
ERP  C22    C7   C  0  1  Y  N  N  4.860   0.524  14.614   -4.510   1.555  -0.154  C22    ERP   9  
ERP  C24    C8   C  0  1  Y  N  N  6.876   0.122  15.863   -6.164  -0.173   0.046  C24    ERP  10  
ERP  C26    C9   C  0  1  Y  N  N  6.648   2.116  14.494   -3.838  -0.766   0.017  C26    ERP  11  
ERP  C28    C10  C  0  1  Y  N  N  7.669  -0.513  18.180   -7.925  -1.926   0.252  C28    ERP  12  
ERP  "C1'"  C11  C  0  1  N  N  R  3.322   7.934   8.597    4.984   0.011  -0.345  "C1'"  ERP  13  
ERP  C19    C12  C  0  1  N  N  N  3.937   3.256  12.438   -0.999   1.300  -0.246  C19    ERP  14  
ERP  C2     C13  C  0  1  Y  N  N  1.156   4.629  10.398    1.980   3.345  -0.512  C2     ERP  15  
ERP  "C2'"  C14  C  0  1  N  N  R  3.952   9.418   8.617    5.582   0.237   1.067  "C2'"  ERP  16  
ERP  C23    C15  C  0  1  Y  N  N  5.617  -0.274  15.490   -5.830   1.176  -0.079  C23    ERP  17  
ERP  C25    C16  C  0  1  Y  N  N  7.407   1.314  15.375   -5.160  -1.141   0.091  C25    ERP  18  
ERP  C27    C17  C  0  1  Y  N  N  7.705  -0.755  16.826   -7.588  -0.579   0.127  C27    ERP  19  
ERP  C29    C18  C  0  1  Y  N  N  8.404  -1.289  19.033   -9.252  -2.297   0.327  C29    ERP  20  
ERP  "C3'"  C19  C  0  1  N  N  S  4.374   9.669   7.447    6.963  -0.452   0.949  "C3'"  ERP  21  
ERP  C30    C20  C  0  1  Y  N  N  9.198  -2.340  18.524  -10.246  -1.336   0.283  C30    ERP  22  
ERP  C31    C21  C  0  1  Y  N  N  9.233  -2.583  17.167   -9.917   0.002   0.164  C31    ERP  23  
ERP  C32    C22  C  0  1  Y  N  N  8.501  -1.807  16.316   -8.594   0.385   0.077  C32    ERP  24  
ERP  "C4'"  C23  C  0  1  N  N  R  4.060   8.439   6.586    6.802  -1.420  -0.239  "C4'"  ERP  25  
ERP  "C5'"  C24  C  0  1  N  N  N  5.127   8.188   5.728    7.085  -2.853   0.216  "C5'"  ERP  26  
ERP  N7     N3   N  0  1  Y  N  N  4.867   5.834  10.863    1.446  -0.618  -0.174  N7     ERP  27  
ERP  N9     N4   N  0  1  Y  N  N  3.697   7.008   9.578    3.521   0.053  -0.299  N9     ERP  28  
ERP  "O2'"  O1   O  0  1  N  N  N  2.847  10.151   9.089    5.729   1.632   1.342  "O2'"  ERP  29  
ERP  "O3'"  O2   O  0  1  N  N  N  3.823  10.786   6.679    7.982   0.513   0.677  "O3'"  ERP  30  
ERP  "O4'"  O3   O  0  1  N  N  N  3.906   7.416   7.628    5.444  -1.312  -0.697  "O4'"  ERP  31  
ERP  "O5'"  O4   O  0  1  N  N  N  4.745   7.298   4.719    7.047  -3.727  -0.914  "O5'"  ERP  32  
ERP  H1     H1   H  0  1  N  N  N  5.708   7.515   9.907    3.006  -2.047  -0.112  H1     ERP  33  
ERP  H2     H2   H  0  1  N  N  N  3.868   0.213  14.321   -4.252   2.599  -0.251  H2     ERP  34  
ERP  H3     H3   H  0  1  N  N  N  7.059   3.040  14.114   -3.061  -1.516   0.051  H3     ERP  35  
ERP  H4     H4   H  0  1  N  N  N  7.060   0.290  18.569   -7.150  -2.677   0.287  H4     ERP  36  
ERP  H5     H5   H  0  1  N  N  N  2.229   8.009   8.496    5.367   0.752  -1.046  H5     ERP  37  
ERP  H6     H6   H  0  1  N  N  N  0.118   4.386  10.222    2.210   4.396  -0.605  H6     ERP  38  
ERP  H7     H7   H  0  1  N  N  N  4.758   9.425   9.365    4.970  -0.245   1.830  H7     ERP  39  
ERP  H8     H8   H  0  1  N  N  N  5.207  -1.199  15.869   -6.609   1.923  -0.118  H8     ERP  40  
ERP  H9     H9   H  0  1  N  N  N  8.398   1.625  15.670   -5.421  -2.185   0.185  H9     ERP  41  
ERP  H10    H10  H  0  1  N  N  N  8.377  -1.098  20.096   -9.515  -3.341   0.420  H10    ERP  42  
ERP  H11    H11  H  0  1  N  N  N  5.468   9.779   7.452    7.194  -1.002   1.861  H11    ERP  43  
ERP  H12    H12  H  0  1  N  N  N  9.778  -2.954  19.198  -11.283  -1.632   0.342  H12    ERP  44  
ERP  H13    H13  H  0  1  N  N  N  9.840  -3.387  16.778  -10.697   0.748   0.130  H13    ERP  45  
ERP  H14    H14  H  0  1  N  N  N  8.529  -1.996  15.253   -8.338   1.430  -0.020  H14    ERP  46  
ERP  H15    H15  H  0  1  N  N  N  3.116   8.591   6.041    7.487  -1.141  -1.040  H15    ERP  47  
ERP  H16    H16  H  0  1  N  N  N  5.957   7.750   6.301    8.071  -2.900   0.679  H16    ERP  48  
ERP  H17    H17  H  0  1  N  N  N  5.455   9.134   5.272    6.329  -3.161   0.938  H17    ERP  49  
ERP  H18    H18  H  0  1  N  N  N  2.633   9.869   9.971    6.100   1.824   2.214  H18    ERP  50  
ERP  H19    H19  H  0  1  N  N  N  3.976  11.599   7.147    8.868   0.136   0.593  H19    ERP  51  
ERP  H20    H20  H  0  1  N  N  N  5.483   7.137   4.142    7.219  -4.655  -0.700  H20    ERP  52  
#   #
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
ERP  "O5'"  "C5'"  SING  N  N   1  
ERP  "C5'"  "C4'"  SING  N  N   2  
ERP  "C4'"  "C3'"  SING  N  N   3  
ERP  "C4'"  "O4'"  SING  N  N   4  
ERP  "O3'"  "C3'"  SING  N  N   5  
ERP  "C3'"  "C2'"  SING  N  N   6  
ERP  "O4'"  "C1'"  SING  N  N   7  
ERP  "C1'"  "C2'"  SING  N  N   8  
ERP  "C1'"  N9     SING  N  N   9  
ERP  "C2'"  "O2'"  SING  N  N  10  
ERP  N9     C4     SING  Y  N  11  
ERP  N9     C8     SING  Y  N  12  
ERP  N3     C4     DOUB  Y  N  13  
ERP  N3     C2     SING  Y  N  14  
ERP  C4     C5     SING  Y  N  15  
ERP  C8     N7     DOUB  Y  N  16  
ERP  C2     N1     DOUB  Y  N  17  
ERP  C5     N7     SING  Y  N  18  
ERP  C5     C6     DOUB  Y  N  19  
ERP  N1     C6     SING  Y  N  20  
ERP  C6     C19    SING  N  N  21  
ERP  C19    C20    TRIP  N  N  22  
ERP  C20    C21    SING  N  N  23  
ERP  C21    C26    DOUB  Y  N  24  
ERP  C21    C22    SING  Y  N  25  
ERP  C26    C25    SING  Y  N  26  
ERP  C22    C23    DOUB  Y  N  27  
ERP  C25    C24    DOUB  Y  N  28  
ERP  C23    C24    SING  Y  N  29  
ERP  C24    C27    SING  N  N  30  
ERP  C32    C27    DOUB  Y  N  31  
ERP  C32    C31    SING  Y  N  32  
ERP  C27    C28    SING  Y  N  33  
ERP  C31    C30    DOUB  Y  N  34  
ERP  C28    C29    DOUB  Y  N  35  
ERP  C30    C29    SING  Y  N  36  
ERP  C8     H1     SING  N  N  37  
ERP  C22    H2     SING  N  N  38  
ERP  C26    H3     SING  N  N  39  
ERP  C28    H4     SING  N  N  40  
ERP  "C1'"  H5     SING  N  N  41  
ERP  C2     H6     SING  N  N  42  
ERP  "C2'"  H7     SING  N  N  43  
ERP  C23    H8     SING  N  N  44  
ERP  C25    H9     SING  N  N  45  
ERP  C29    H10    SING  N  N  46  
ERP  "C3'"  H11    SING  N  N  47  
ERP  C30    H12    SING  N  N  48  
ERP  C31    H13    SING  N  N  49  
ERP  C32    H14    SING  N  N  50  
ERP  "C4'"  H15    SING  N  N  51  
ERP  "C5'"  H16    SING  N  N  52  
ERP  "C5'"  H17    SING  N  N  53  
ERP  "O2'"  H18    SING  N  N  54  
ERP  "O3'"  H19    SING  N  N  55  
ERP  "O5'"  H20    SING  N  N  56  
#   #
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
ERP  SMILES            ACDLabs               12.01  "n1c(c2c(nc1)n(cn2)C3C(O)C(C(O3)CO)O)C#Cc5ccc(c4ccccc4)cc5"  
ERP  InChI             InChI                 1.03   "InChI=1S/C24H20N4O4/c29-12-19-21(30)22(31)24(32-19)28-14-27-20-18(25-13-26-23(20)28)11-8-15-6-9-17(10-7-15)16-4-2-1-3-5-16/h1-7,9-10,13-14,19,21-22,24,29-31H,12H2/t19-,21-,22-,24-/m1/s1"  
ERP  InChIKey          InChI                 1.03   VJQTZOVBQVSIJJ-VDEHWKIFSA-N  
ERP  SMILES_CANONICAL  CACTVS                3.385  "OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(ncnc23)C#Cc4ccc(cc4)c5ccccc5"  
ERP  SMILES            CACTVS                3.385  "OC[CH]1O[CH]([CH](O)[CH]1O)n2cnc3c(ncnc23)C#Cc4ccc(cc4)c5ccccc5"  
ERP  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "c1ccc(cc1)c2ccc(cc2)C#Cc3c4c(ncn3)n(cn4)[C@H]5[C@@H]([C@@H]([C@H](O5)CO)O)O"  
ERP  SMILES            "OpenEye OEToolkits"  2.0.6  "c1ccc(cc1)c2ccc(cc2)C#Cc3c4c(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
ERP  "SYSTEMATIC NAME"  ACDLabs               12.01  "6-[([1,1'-biphenyl]-4-yl)ethynyl]-9-beta-D-ribofuranosyl-9H-purine"  
ERP  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.6  "(2~{R},3~{S},4~{R},5~{R})-2-(hydroxymethyl)-5-[6-[2-(4-phenylphenyl)ethynyl]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
ERP  "Create component"  2018-01-30  RCSB  
ERP  "Initial release"   2019-05-01  RCSB  
##
