data_U4Y
#

_chem_comp.id                                   U4Y
_chem_comp.name                                 "(2S)-4-({[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl}sulfanyl)-2-{[(2E)-3-(cis-4-hydroxycyclohexa-2,5-dien-1-yl)prop-2-enoyl]amino}butanoic acid"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C23 H28 N6 O7 S"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2020-04-22
_chem_comp.pdbx_modified_date                   2020-05-08
_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                       532.569
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    U4Y
_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       6WN0
_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
U4Y  C6     C1   C  0  1  Y  N  N  39.487  111.119  -11.906    8.829   0.680   1.645  C6     U4Y   1  
U4Y  C2     C2   C  0  1  Y  N  N  41.160  109.524  -11.451    9.263  -0.693  -0.159  C2     U4Y   2  
U4Y  O2     O1   O  0  1  N  N  N  45.582  118.736  -15.781   -5.149   1.438   1.035  O2     U4Y   3  
U4Y  N3     N1   N  0  1  Y  N  N  42.008  110.112  -12.317    7.987  -0.820  -0.457  N3     U4Y   4  
U4Y  C4     C3   C  0  1  Y  N  N  41.617  111.222  -13.010    7.058  -0.204   0.267  C4     U4Y   5  
U4Y  C5     C4   C  0  1  Y  N  N  40.343  111.749  -12.813    7.455   0.581   1.363  C5     U4Y   6  
U4Y  "C5'"  C5   C  0  1  N  N  N  46.763  113.657  -14.312    1.219  -0.747  -0.803  "C5'"  U4Y   7  
U4Y  "C4'"  C6   C  0  1  N  N  S  45.739  112.537  -14.544    2.603  -1.013  -1.399  "C4'"  U4Y   8  
U4Y  "O4'"  O2   O  0  1  N  N  N  44.523  112.728  -13.822    3.556  -0.083  -0.858  "O4'"  U4Y   9  
U4Y  "C1'"  C7   C  0  1  N  N  R  43.625  111.770  -14.380    4.815  -0.782  -0.752  "C1'"  U4Y  10  
U4Y  C8     C8   C  0  1  Y  N  N  41.393  112.974  -14.275    5.292   0.674   1.253  C8     U4Y  11  
U4Y  C7     C9   C  0  1  N  N  N  45.035  121.506  -15.920   -6.874  -0.492   0.119  C7     U4Y  12  
U4Y  "C2'"  C10  C  0  1  N  N  R  43.844  111.885  -15.883    4.405  -2.192  -0.256  "C2'"  U4Y  13  
U4Y  "C3'"  C11  C  0  1  N  N  S  45.321  112.271  -15.990    3.075  -2.429  -1.014  "C3'"  U4Y  14  
U4Y  "O3'"  O3   O  0  1  N  N  N  46.104  111.176  -16.480    3.300  -3.217  -2.184  "O3'"  U4Y  15  
U4Y  C3     C12  C  0  1  N  N  N  44.364  120.655  -15.130   -5.849  -0.058  -0.609  C3     U4Y  16  
U4Y  C1     C13  C  0  1  N  N  N  44.553  119.192  -15.294   -4.953   0.978  -0.074  C1     U4Y  17  
U4Y  N      N2   N  0  1  N  N  N  43.576  118.470  -14.923   -3.914   1.417  -0.811  N      U4Y  18  
U4Y  CA     C14  C  0  1  N  N  S  43.501  117.011  -15.046   -3.021   2.449  -0.278  CA     U4Y  19  
U4Y  C      C15  C  0  1  N  N  N  42.093  116.633  -15.435   -3.606   3.810  -0.553  C      U4Y  20  
U4Y  OXT    O4   O  0  1  N  N  N  41.137  117.382  -15.116   -2.956   4.914  -0.152  OXT    U4Y  21  
U4Y  O      O5   O  0  1  N  N  N  41.923  115.579  -16.081   -4.660   3.908  -1.136  O      U4Y  22  
U4Y  CB     C16  C  0  1  N  N  N  43.889  116.310  -13.737   -1.652   2.336  -0.950  CB     U4Y  23  
U4Y  CG     C17  C  0  1  N  N  N  45.394  116.088  -13.530   -1.004   1.004  -0.568  CG     U4Y  24  
U4Y  SD     S1   S  0  1  N  N  N  46.216  115.243  -14.844    0.620   0.870  -1.366  SD     U4Y  25  
U4Y  "O2'"  O6   O  0  1  N  N  N  43.498  110.664  -16.546    5.383  -3.167  -0.624  "O2'"  U4Y  26  
U4Y  N9     N3   N  0  1  Y  N  N  42.235  111.993  -13.909    5.689  -0.126   0.223  N9     U4Y  27  
U4Y  N7     N4   N  0  1  Y  N  N  40.228  112.837  -13.608    6.330   1.088   1.920  N7     U4Y  28  
U4Y  N1     N5   N  0  1  Y  N  N  39.915  110.007  -11.246    9.684   0.033   0.860  N1     U4Y  29  
U4Y  N6     N6   N  0  1  N  N  N  38.239  111.598  -11.692    9.280   1.439   2.711  N6     U4Y  30  
U4Y  C9     C18  C  0  1  N  N  N  44.921  122.996  -15.922   -7.793  -1.554  -0.430  C9     U4Y  31  
U4Y  C10    C19  C  0  1  N  N  N  43.755  123.642  -15.486   -9.187  -1.008  -0.501  C10    U4Y  32  
U4Y  C11    C20  C  0  1  N  N  N  43.657  125.040  -15.535  -10.096  -1.283   0.385  C11    U4Y  33  
U4Y  C12    C21  C  0  1  N  N  N  44.713  125.805  -16.035   -9.840  -2.173   1.564  C12    U4Y  34  
U4Y  C13    C22  C  0  1  N  N  N  45.871  125.163  -16.491   -8.637  -3.039   1.338  C13    U4Y  35  
U4Y  C14    C23  C  0  1  N  N  N  45.971  123.765  -16.441   -7.727  -2.764   0.452  C14    U4Y  36  
U4Y  O15    O7   O  0  1  N  N  N  44.610  127.064  -16.076   -9.623  -1.365   2.722  O15    U4Y  37  
U4Y  H1     H1   H  0  1  N  N  N  41.482  108.647  -10.909    9.992  -1.203  -0.771  H1     U4Y  38  
U4Y  H2     H2   H  0  1  N  N  N  47.682  113.405  -14.861    0.528  -1.524  -1.128  H2     U4Y  39  
U4Y  H3     H3   H  0  1  N  N  N  46.982  113.709  -13.235    1.286  -0.751   0.285  H3     U4Y  40  
U4Y  H4     H4   H  0  1  N  N  N  46.204  111.610  -14.177    2.564  -0.915  -2.484  H4     U4Y  41  
U4Y  H5     H5   H  0  1  N  N  N  43.937  110.762  -14.070    5.303  -0.842  -1.725  H5     U4Y  42  
U4Y  H6     H6   H  0  1  N  N  N  41.614  113.751  -14.992    4.267   0.928   1.480  H6     U4Y  43  
U4Y  H7     H7   H  0  1  N  N  N  45.727  121.071  -16.626   -7.049  -0.083   1.103  H7     U4Y  44  
U4Y  H8     H8   H  0  1  N  N  N  43.232  112.713  -16.270    4.243  -2.193   0.822  H8     U4Y  45  
U4Y  H9     H9   H  0  1  N  N  N  45.443  113.176  -16.603    2.346  -2.911  -0.363  H9     U4Y  46  
U4Y  H10    H10  H  0  1  N  N  N  47.015  111.439  -16.538    3.654  -4.098  -2.003  H10    U4Y  47  
U4Y  H11    H11  H  0  1  N  N  N  43.688  121.033  -14.377   -5.674  -0.467  -1.594  H11    U4Y  48  
U4Y  H12    H12  H  0  1  N  N  N  42.792  118.936  -14.513   -3.757   1.050  -1.695  H12    U4Y  49  
U4Y  H13    H13  H  0  1  N  N  N  44.188  116.676  -15.837   -2.910   2.312   0.798  H13    U4Y  50  
U4Y  H14    H14  H  0  1  N  N  N  40.324  117.013  -15.440   -3.370   5.764  -0.351  H14    U4Y  51  
U4Y  H15    H15  H  0  1  N  N  N  43.518  116.922  -12.901   -1.773   2.384  -2.033  H15    U4Y  52  
U4Y  H16    H16  H  0  1  N  N  N  43.395  115.327  -13.719   -1.016   3.157  -0.620  H16    U4Y  53  
U4Y  H17    H17  H  0  1  N  N  N  45.528  115.500  -12.610   -0.882   0.956   0.514  H17    U4Y  54  
U4Y  H18    H18  H  0  1  N  N  N  45.870  117.072  -13.408   -1.640   0.183  -0.899  H18    U4Y  55  
U4Y  H19    H19  H  0  1  N  N  N  42.570  110.494  -16.434    5.171  -4.065  -0.336  H19    U4Y  56  
U4Y  H20    H20  H  0  1  N  N  N  37.769  111.020  -11.025   10.231   1.502   2.892  H20    U4Y  57  
U4Y  H21    H21  H  0  1  N  N  N  38.296  112.533  -11.341    8.646   1.906   3.276  H21    U4Y  58  
U4Y  H22    H22  H  0  1  N  N  N  45.353  123.050  -14.912   -7.464  -1.826  -1.433  H22    U4Y  59  
U4Y  H23    H23  H  0  1  N  N  N  42.927  123.059  -15.110   -9.447  -0.359  -1.323  H23    U4Y  60  
U4Y  H24    H24  H  0  1  N  N  N  42.760  125.528  -15.184  -11.079  -0.853   0.267  H24    U4Y  61  
U4Y  H25    H25  H  0  1  N  N  N  46.691  125.747  -16.883   -8.521  -3.930   1.937  H25    U4Y  62  
U4Y  H26    H26  H  0  1  N  N  N  46.863  123.278  -16.805   -6.888  -3.435   0.347  H26    U4Y  63  
U4Y  H27    H27  H  0  1  N  N  N  45.145  125.871  -15.026  -10.710  -2.808   1.729  H27    U4Y  64  
U4Y  H28    H28  H  0  1  N  N  N  43.765  127.325  -15.729   -9.450  -1.871   3.528  H28    U4Y  65  
#   #
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
U4Y  "O2'"  "C2'"  SING  N  N   1  
U4Y  C13    C14    DOUB  N  N   2  
U4Y  C13    C12    SING  N  N   3  
U4Y  "O3'"  "C3'"  SING  N  N   4  
U4Y  C14    C9     SING  N  N   5  
U4Y  O      C      DOUB  N  N   6  
U4Y  O15    C12    SING  N  N   7  
U4Y  C12    C11    SING  N  N   8  
U4Y  "C3'"  "C2'"  SING  N  N   9  
U4Y  "C3'"  "C4'"  SING  N  N  10  
U4Y  C9     C7     SING  N  N  11  
U4Y  C9     C10    SING  N  N  12  
U4Y  C7     C3     DOUB  N  E  13  
U4Y  "C2'"  "C1'"  SING  N  N  14  
U4Y  O2     C1     DOUB  N  N  15  
U4Y  C11    C10    DOUB  N  N  16  
U4Y  C      OXT    SING  N  N  17  
U4Y  C      CA     SING  N  N  18  
U4Y  C1     C3     SING  N  N  19  
U4Y  C1     N      SING  N  N  20  
U4Y  CA     N      SING  N  N  21  
U4Y  CA     CB     SING  N  N  22  
U4Y  SD     "C5'"  SING  N  N  23  
U4Y  SD     CG     SING  N  N  24  
U4Y  "C4'"  "C5'"  SING  N  N  25  
U4Y  "C4'"  "O4'"  SING  N  N  26  
U4Y  "C1'"  N9     SING  N  N  27  
U4Y  "C1'"  "O4'"  SING  N  N  28  
U4Y  C8     N9     SING  Y  N  29  
U4Y  C8     N7     DOUB  Y  N  30  
U4Y  N9     C4     SING  Y  N  31  
U4Y  CB     CG     SING  N  N  32  
U4Y  N7     C5     SING  Y  N  33  
U4Y  C4     C5     DOUB  Y  N  34  
U4Y  C4     N3     SING  Y  N  35  
U4Y  C5     C6     SING  Y  N  36  
U4Y  N3     C2     DOUB  Y  N  37  
U4Y  C6     N6     SING  N  N  38  
U4Y  C6     N1     DOUB  Y  N  39  
U4Y  C2     N1     SING  Y  N  40  
U4Y  C2     H1     SING  N  N  41  
U4Y  "C5'"  H2     SING  N  N  42  
U4Y  "C5'"  H3     SING  N  N  43  
U4Y  "C4'"  H4     SING  N  N  44  
U4Y  "C1'"  H5     SING  N  N  45  
U4Y  C8     H6     SING  N  N  46  
U4Y  C7     H7     SING  N  N  47  
U4Y  "C2'"  H8     SING  N  N  48  
U4Y  "C3'"  H9     SING  N  N  49  
U4Y  "O3'"  H10    SING  N  N  50  
U4Y  C3     H11    SING  N  N  51  
U4Y  N      H12    SING  N  N  52  
U4Y  CA     H13    SING  N  N  53  
U4Y  OXT    H14    SING  N  N  54  
U4Y  CB     H15    SING  N  N  55  
U4Y  CB     H16    SING  N  N  56  
U4Y  CG     H17    SING  N  N  57  
U4Y  CG     H18    SING  N  N  58  
U4Y  "O2'"  H19    SING  N  N  59  
U4Y  N6     H20    SING  N  N  60  
U4Y  N6     H21    SING  N  N  61  
U4Y  C9     H22    SING  N  N  62  
U4Y  C10    H23    SING  N  N  63  
U4Y  C11    H24    SING  N  N  64  
U4Y  C13    H25    SING  N  N  65  
U4Y  C14    H26    SING  N  N  66  
U4Y  C12    H27    SING  N  N  67  
U4Y  O15    H28    SING  N  N  68  
#   #
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
U4Y  SMILES            ACDLabs               12.01  "c1(N)ncnc2c1ncn2C4OC(CSCCC(NC(=O)[C@H]=[C@H]C3C=CC(C=C3)O)C(O)=O)C(C4O)O"  
U4Y  InChI             InChI                 1.03   "InChI=1S/C23H28N6O7S/c24-20-17-21(26-10-25-20)29(11-27-17)22-19(33)18(32)15(36-22)9-37-8-7-14(23(34)35)28-16(31)6-3-12-1-4-13(30)5-2-12/h1-6,10-15,18-19,22,30,32-33H,7-9H2,(H,28,31)(H,34,35)(H2,24,25,26)/b6-3+/t12-,13?,14-,15+,18+,19+,22+/m0/s1"  
U4Y  InChIKey          InChI                 1.03   MCKGCHUZDZFSOU-PDOWKVAKSA-N  
U4Y  SMILES_CANONICAL  CACTVS                3.385  "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CSCC[C@H](NC(=O)/C=C/[C@@H]4C=C[C@@H](O)C=C4)C(O)=O)[C@@H](O)[C@H]3O"  
U4Y  SMILES            CACTVS                3.385  "Nc1ncnc2n(cnc12)[CH]3O[CH](CSCC[CH](NC(=O)C=C[CH]4C=C[CH](O)C=C4)C(O)=O)[CH](O)[CH]3O"  
U4Y  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)CSCC[C@@H](C(=O)O)NC(=O)/C=C/C4C=CC(C=C4)O)O)O)N"  
U4Y  SMILES            "OpenEye OEToolkits"  2.0.7  "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)CSCCC(C(=O)O)NC(=O)C=CC4C=CC(C=C4)O)O)O)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
U4Y  "SYSTEMATIC NAME"  ACDLabs               12.01  "(2S)-4-({[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl}sulfanyl)-2-{[(2E)-3-(cis-4-hydroxycyclohexa-2,5-dien-1-yl)prop-2-enoyl]amino}butanoic acid (non-preferred name)"  
U4Y  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.7  "(2~{S})-4-[[(2~{S},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methylsulfanyl]-2-[[(~{E})-3-(4-oxidanylcyclohexa-2,5-dien-1-yl)prop-2-enoyl]amino]butanoic 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
U4Y  "Create component"  2020-04-22  RCSB  
U4Y  "Initial release"   2020-05-13  RCSB  
##
