data_J4F
#

_chem_comp.id                                   J4F
_chem_comp.name                                 "3-[4-[[1-[(4-chloranyl-1H-indol-2-yl)methyl]-3,7-dimethyl-2,6-bis(oxidanylidene)purin-8-yl]amino]-6-methyl-pyrimidin-2-yl]propanoic acid"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C24 H23 Cl N8 O4"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "3-(4-((1-((4-chloro-1H-indol-2-yl)methyl)-3,7-dimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-8-yl)amino)-6-methylpyrimidin-2-yl)propanoic acid"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2021-04-05
_chem_comp.pdbx_modified_date                   2021-08-06
_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                       522.944
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    J4F
_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       7EHN
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 PDBJ
#   #
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
J4F  O2   O1   O   0  1  N  N  N  -52.383  16.341  -4.554   1.848   1.915  -1.748  O2   J4F   1  
J4F  N3   N1   N   0  1  N  N  N  -52.779  18.288  -3.638   0.018   0.868  -1.084  N3   J4F   2  
J4F  C4   C1   C   0  1  Y  N  N  -53.499  19.032  -2.808  -0.646  -0.327  -0.854  C4   J4F   3  
J4F  N7   N2   N   0  1  Y  N  N  -55.031  19.462  -1.392  -0.876  -2.538  -0.799  N7   J4F   4  
J4F  C5   C2   C   0  1  Y  N  N  -54.508  18.476  -2.110   0.015  -1.522  -1.114  C5   J4F   5  
J4F  C6   C3   C   0  1  N  N  N  -54.795  17.158  -2.233   1.334  -1.485  -1.602  C6   J4F   6  
J4F  C8   C4   C   0  1  Y  N  N  -54.332  20.580  -1.662  -2.017  -1.939  -0.369  C8   J4F   7  
J4F  C2   C5   C   0  1  N  N  N  -53.065  16.986  -3.771   1.281   0.858  -1.552  C2   J4F   8  
J4F  N1   N3   N   0  1  N  N  N  -54.070  16.414  -3.075   1.929  -0.292  -1.806  N1   J4F   9  
J4F  O6   O2   O   0  1  N  N  N  -55.708  16.592  -1.622   1.933  -2.520  -1.836  O6   J4F  10  
J4F  N9   N4   N   0  1  Y  N  N  -53.380  20.325  -2.530  -1.866  -0.631  -0.408  N9   J4F  11  
J4F  CAA  C6   C   0  1  Y  N  N  -53.407  14.104  -2.419   4.266  -0.250  -1.154  CAA  J4F  12  
J4F  CAB  C7   C   0  1  Y  N  N  -52.794  13.005  -2.848   4.811   0.846  -0.603  CAB  J4F  13  
J4F  CAD  C8   C   0  1  N  N  N  -54.385  14.965  -3.233   3.303  -0.248  -2.313  CAD  J4F  14  
J4F  CAK  C9   C   0  1  N  N  N  -51.669  18.911  -4.402  -0.657   2.142  -0.825  CAK  J4F  15  
J4F  CAQ  C10  C   0  1  N  N  N  -56.187  19.278  -0.471  -0.633  -3.979  -0.908  CAQ  J4F  16  
J4F  CAS  C11  C   0  1  Y  N  N  -53.790  22.860  -1.280  -4.225  -1.878   0.562  CAS  J4F  17  
J4F  CAU  C12  C   0  1  Y  N  N  -51.924  23.965  -2.161  -5.217   0.138   1.058  CAU  J4F  18  
J4F  CAW  C13  C   0  1  Y  N  N  -53.321  25.139  -0.730  -6.375  -1.778   1.587  CAW  J4F  19  
J4F  CAX  C14  C   0  1  Y  N  N  -54.127  24.018  -0.586  -5.338  -2.539   1.082  CAX  J4F  20  
J4F  CAY  C15  C   0  1  N  N  N  -53.653  26.417   0.010  -7.600  -2.443   2.161  CAY  J4F  21  
J4F  CAZ  C16  C   0  1  N  N  N  -50.693  23.918  -3.075  -5.156   1.643   1.045  CAZ  J4F  22  
J4F  CBA  C17  C   0  1  N  N  N  -51.196  23.777  -4.529  -5.759   2.166  -0.261  CBA  J4F  23  
J4F  CBB  C18  C   0  1  N  N  N  -50.811  25.048  -5.297  -5.699   3.672  -0.274  CBB  J4F  24  
J4F  CBE  C19  C   0  1  Y  N  N  -52.199  13.439  -0.784   5.590  -1.013   0.494  CBE  J4F  25  
J4F  CBF  C20  C   0  1  Y  N  N  -52.046  12.595  -1.819   5.685   0.391   0.481  CBF  J4F  26  
J4F  CBG  C21  C   0  1  Y  N  N  -51.237  11.553  -1.713   6.508   1.043   1.403  CBG  J4F  27  
J4F  CBH  C22  C   0  1  Y  N  N  -50.536  11.318  -0.547   7.221   0.304   2.320  CBH  J4F  28  
J4F  CBI  C23  C   0  1  Y  N  N  -50.697  12.182   0.524   7.127  -1.081   2.332  CBI  J4F  29  
J4F  CBJ  C24  C   0  1  Y  N  N  -51.556  13.255   0.381   6.320  -1.738   1.429  CBJ  J4F  30  
J4F  NAC  N5   N   0  1  Y  N  N  -53.054  14.385  -1.166   4.720  -1.370  -0.512  NAC  J4F  31  
J4F  NAR  N6   N   0  1  N  N  N  -54.584  21.778  -1.119  -3.157  -2.597   0.043  NAR  J4F  32  
J4F  NAT  N7   N   0  1  Y  N  N  -52.698  22.870  -2.055  -4.205  -0.548   0.567  NAT  J4F  33  
J4F  NAV  N8   N   0  1  Y  N  N  -52.238  25.099  -1.517  -6.280  -0.457   1.561  NAV  J4F  34  
J4F  OBC  O3   O   0  1  N  N  N  -50.429  24.898  -6.480  -5.223   4.266   0.664  OBC  J4F  35  
J4F  OBD  O4   O   0  1  N  N  N  -50.885  26.133  -4.679  -6.174   4.353  -1.329  OBD  J4F  36  
J4F  CL   CL1  CL  0  0  N  N  N  -51.089  10.532  -3.050   6.630   2.774   1.392  CL   J4F  37  
J4F  H1   H1   H   0  1  N  N  N  -52.882  12.542  -3.820   4.638   1.869  -0.902  H1   J4F  38  
J4F  H2   H2   H   0  1  N  N  N  -55.410  14.778  -2.881   3.487  -1.120  -2.940  H2   J4F  39  
J4F  H3   H3   H   0  1  N  N  N  -54.307  14.693  -4.296   3.444   0.659  -2.901  H3   J4F  40  
J4F  H4   H4   H   0  1  N  N  N  -51.603  19.979  -4.149  -0.471   2.448   0.205  H4   J4F  41  
J4F  H5   H5   H   0  1  N  N  N  -50.722  18.414  -4.144  -0.271   2.902  -1.505  H5   J4F  42  
J4F  H6   H6   H   0  1  N  N  N  -51.859  18.801  -5.480  -1.729   2.024  -0.982  H6   J4F  43  
J4F  H7   H7   H   0  1  N  N  N  -56.433  20.238   0.006  -0.216  -4.349   0.028  H7   J4F  44  
J4F  H8   H8   H   0  1  N  N  N  -57.056  18.919  -1.041  -1.572  -4.491  -1.116  H8   J4F  45  
J4F  H9   H9   H   0  1  N  N  N  -55.926  18.540   0.302   0.071  -4.168  -1.719  H9   J4F  46  
J4F  H10  H10  H   0  1  N  N  N  -54.998  24.044   0.052  -5.388  -3.618   1.090  H10  J4F  47  
J4F  H11  H11  H   0  1  N  N  N  -52.900  27.183  -0.225  -7.453  -2.617   3.227  H11  J4F  48  
J4F  H12  H12  H   0  1  N  N  N  -54.647  26.773  -0.300  -8.466  -1.799   2.013  H12  J4F  49  
J4F  H13  H13  H   0  1  N  N  N  -53.654  26.224   1.093  -7.766  -3.396   1.657  H13  J4F  50  
J4F  H14  H14  H   0  1  N  N  N  -50.062  23.056  -2.811  -5.722   2.037   1.889  H14  J4F  51  
J4F  H15  H15  H   0  1  N  N  N  -50.111  24.845  -2.968  -4.118   1.966   1.120  H15  J4F  52  
J4F  H16  H16  H   0  1  N  N  N  -52.289  23.656  -4.534  -5.193   1.773  -1.105  H16  J4F  53  
J4F  H17  H17  H   0  1  N  N  N  -50.728  22.901  -5.001  -6.797   1.844  -0.337  H17  J4F  54  
J4F  H18  H18  H   0  1  N  N  N  -49.870  10.471  -0.471   7.859   0.804   3.034  H18  J4F  55  
J4F  H19  H19  H   0  1  N  N  N  -50.164  12.021   1.449   7.692  -1.649   3.057  H19  J4F  56  
J4F  H20  H20  H   0  1  N  N  N  -51.709  13.941   1.201   6.255  -2.816   1.448  H20  J4F  57  
J4F  H21  H21  H   0  1  N  N  N  -53.371  15.159  -0.617   4.467  -2.280  -0.732  H21  J4F  58  
J4F  H22  H22  H   0  1  N  N  N  -55.408  21.878  -0.562  -3.212  -3.563  -0.030  H22  J4F  59  
J4F  H23  H23  H   0  1  N  N  N  -50.604  26.841  -5.247  -6.113   5.318  -1.292  H23  J4F  60  
#   #
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
J4F  OBC  CBB  DOUB  N  N   1  
J4F  CBB  OBD  SING  N  N   2  
J4F  CBB  CBA  SING  N  N   3  
J4F  O2   C2   DOUB  N  N   4  
J4F  CBA  CAZ  SING  N  N   5  
J4F  CAK  N3   SING  N  N   6  
J4F  C2   N3   SING  N  N   7  
J4F  C2   N1   SING  N  N   8  
J4F  N3   C4   SING  N  N   9  
J4F  CAD  N1   SING  N  N  10  
J4F  CAD  CAA  SING  N  N  11  
J4F  N1   C6   SING  N  N  12  
J4F  CAZ  CAU  SING  N  N  13  
J4F  CL   CBG  SING  N  N  14  
J4F  CAB  CAA  DOUB  Y  N  15  
J4F  CAB  CBF  SING  Y  N  16  
J4F  C4   N9   SING  Y  N  17  
J4F  C4   C5   DOUB  Y  N  18  
J4F  N9   C8   DOUB  Y  N  19  
J4F  CAA  NAC  SING  Y  N  20  
J4F  C6   C5   SING  N  N  21  
J4F  C6   O6   DOUB  N  N  22  
J4F  CAU  NAT  DOUB  Y  N  23  
J4F  CAU  NAV  SING  Y  N  24  
J4F  C5   N7   SING  Y  N  25  
J4F  NAT  CAS  SING  Y  N  26  
J4F  CBF  CBG  DOUB  Y  N  27  
J4F  CBF  CBE  SING  Y  N  28  
J4F  CBG  CBH  SING  Y  N  29  
J4F  C8   N7   SING  Y  N  30  
J4F  C8   NAR  SING  N  N  31  
J4F  NAV  CAW  DOUB  Y  N  32  
J4F  N7   CAQ  SING  N  N  33  
J4F  CAS  NAR  SING  N  N  34  
J4F  CAS  CAX  DOUB  Y  N  35  
J4F  NAC  CBE  SING  Y  N  36  
J4F  CBE  CBJ  DOUB  Y  N  37  
J4F  CAW  CAX  SING  Y  N  38  
J4F  CAW  CAY  SING  N  N  39  
J4F  CBH  CBI  DOUB  Y  N  40  
J4F  CBJ  CBI  SING  Y  N  41  
J4F  CAB  H1   SING  N  N  42  
J4F  CAD  H2   SING  N  N  43  
J4F  CAD  H3   SING  N  N  44  
J4F  CAK  H4   SING  N  N  45  
J4F  CAK  H5   SING  N  N  46  
J4F  CAK  H6   SING  N  N  47  
J4F  CAQ  H7   SING  N  N  48  
J4F  CAQ  H8   SING  N  N  49  
J4F  CAQ  H9   SING  N  N  50  
J4F  CAX  H10  SING  N  N  51  
J4F  CAY  H11  SING  N  N  52  
J4F  CAY  H12  SING  N  N  53  
J4F  CAY  H13  SING  N  N  54  
J4F  CAZ  H14  SING  N  N  55  
J4F  CAZ  H15  SING  N  N  56  
J4F  CBA  H16  SING  N  N  57  
J4F  CBA  H17  SING  N  N  58  
J4F  CBH  H18  SING  N  N  59  
J4F  CBI  H19  SING  N  N  60  
J4F  CBJ  H20  SING  N  N  61  
J4F  NAC  H21  SING  N  N  62  
J4F  NAR  H22  SING  N  N  63  
J4F  OBD  H23  SING  N  N  64  
#   #
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
J4F  InChI             InChI                 1.03   "InChI=1S/C24H23ClN8O4/c1-12-9-18(28-17(26-12)7-8-19(34)35)29-23-30-21-20(31(23)2)22(36)33(24(37)32(21)3)11-13-10-14-15(25)5-4-6-16(14)27-13/h4-6,9-10,27H,7-8,11H2,1-3H3,(H,34,35)(H,26,28,29,30)"  
J4F  InChIKey          InChI                 1.03   ILEKCBRCJDWEIR-UHFFFAOYSA-N  
J4F  SMILES_CANONICAL  CACTVS                3.385  "CN1C(=O)N(Cc2[nH]c3cccc(Cl)c3c2)C(=O)c4n(C)c(Nc5cc(C)nc(CCC(O)=O)n5)nc14"  
J4F  SMILES            CACTVS                3.385  "CN1C(=O)N(Cc2[nH]c3cccc(Cl)c3c2)C(=O)c4n(C)c(Nc5cc(C)nc(CCC(O)=O)n5)nc14"  
J4F  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "Cc1cc(nc(n1)CCC(=O)O)Nc2nc3c(n2C)C(=O)N(C(=O)N3C)Cc4cc5c([nH]4)cccc5Cl"  
J4F  SMILES            "OpenEye OEToolkits"  2.0.7  "Cc1cc(nc(n1)CCC(=O)O)Nc2nc3c(n2C)C(=O)N(C(=O)N3C)Cc4cc5c([nH]4)cccc5Cl"  
#
_pdbx_chem_comp_identifier.comp_id          J4F
_pdbx_chem_comp_identifier.type             "SYSTEMATIC NAME"
_pdbx_chem_comp_identifier.program          "OpenEye OEToolkits"
_pdbx_chem_comp_identifier.program_version  2.0.7
_pdbx_chem_comp_identifier.identifier       "3-[4-[[1-[(4-chloranyl-1~{H}-indol-2-yl)methyl]-3,7-dimethyl-2,6-bis(oxidanylidene)purin-8-yl]amino]-6-methyl-pyrimidin-2-yl]propanoic acid"
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     J4F
_pdbx_chem_comp_synonyms.name        "3-(4-((1-((4-chloro-1H-indol-2-yl)methyl)-3,7-dimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-8-yl)amino)-6-methylpyrimidin-2-yl)propanoic acid"
_pdbx_chem_comp_synonyms.provenance  AUTHOR
_pdbx_chem_comp_synonyms.type        ?
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
J4F  "Create component"  2021-04-05  PDBJ  
J4F  "Initial release"   2021-08-11  RCSB  
##
