data_OEA
#

_chem_comp.id                                   OEA
_chem_comp.name                                 "2-({4-[(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)methyl]benzene-1-carbonyl}amino)-4-methoxybenzoic acid"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C22 H19 N5 O5"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2019-06-24
_chem_comp.pdbx_modified_date                   2019-09-27
_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                       433.417
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    OEA
_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       6PFE
_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
OEA  C13  C1   C  0  1  Y  N  N  26.325  91.954  215.169  -1.389  -2.289  -1.579  C13  OEA   1  
OEA  C12  C2   C  0  1  Y  N  N  26.650  90.655  214.786  -0.057  -2.263  -1.221  C12  OEA   2  
OEA  C11  C3   C  0  1  Y  N  N  26.852  90.342  213.446   0.577  -1.041  -0.992  C11  OEA   3  
OEA  C10  C4   C  0  1  Y  N  N  26.701  91.339  212.485  -0.142   0.148  -1.127  C10  OEA   4  
OEA  C14  C5   C  0  1  N  N  N  27.187  88.923  213.065   2.004  -1.006  -0.607  C14  OEA   5  
OEA  C15  C6   C  0  1  Y  N  N  27.909  86.794  214.288   3.922   0.206   0.086  C15  OEA   6  
OEA  C21  C7   C  0  1  N  N  N  30.404  87.074  213.788   4.219   2.458  -0.942  C21  OEA   7  
OEA  C3   C8   C  0  1  Y  N  N  23.774  94.548  213.097  -4.858  -0.093  -0.059  C3   OEA   8  
OEA  C4   C9   C  0  1  N  N  N  22.897  93.425  213.435  -4.684   1.307  -0.115  C4   OEA   9  
OEA  C5   C10  C  0  1  Y  N  N  25.019  94.999  213.572  -4.405  -1.217  -0.876  C5   OEA  10  
OEA  C6   C11  C  0  1  Y  N  N  25.354  96.142  212.847  -4.902  -2.330  -0.311  C6   OEA  11  
OEA  C2   C12  C  0  1  Y  N  N  23.378  95.421  212.090  -5.619  -0.644   0.982  C2   OEA  12  
OEA  C1   C13  C  0  1  N  N  N  21.449  94.338  211.662  -6.003   1.474   1.828  C1   OEA  13  
OEA  C16  C14  C  0  1  Y  N  N  26.873  85.941  214.644   4.427  -0.862   0.811  C16  OEA  14  
OEA  C17  C15  C  0  1  Y  N  N  27.086  84.584  214.833   5.733  -0.828   1.274  C17  OEA  15  
OEA  C18  C16  C  0  1  Y  N  N  28.357  84.053  214.687   6.541   0.276   1.015  C18  OEA  16  
OEA  C19  C17  C  0  1  Y  N  N  29.406  84.894  214.348   6.057   1.335   0.303  C19  OEA  17  
OEA  C20  C18  C  0  1  Y  N  N  29.200  86.259  214.160   4.742   1.318  -0.173  C20  OEA  18  
OEA  C22  C19  C  0  1  N  N  N  25.259  84.266  216.202   7.580  -1.774   2.432  C22  OEA  19  
OEA  C7   C20  C  0  1  N  N  N  25.831  94.353  214.655  -3.548  -1.142  -2.113  C7   OEA  20  
OEA  C8   C21  C  0  1  Y  N  N  26.189  92.956  214.216  -2.095  -1.107  -1.716  C8   OEA  21  
OEA  C9   C22  C  0  1  Y  N  N  26.380  92.642  212.871  -1.474   0.108  -1.485  C9   OEA  22  
OEA  N1   N1   N  0  1  N  N  N  21.775  93.437  212.653  -5.268   2.063   0.842  N1   OEA  23  
OEA  N2   N2   N  0  1  N  N  N  22.227  95.332  211.369  -6.162   0.172   1.898  N2   OEA  24  
OEA  N3   N3   N  0  1  Y  N  N  24.338  96.386  211.945  -5.634  -1.996   0.800  N3   OEA  25  
OEA  N4   N4   N  0  1  N  N  N  20.183  94.126  210.971  -6.584   2.266   2.786  N4   OEA  26  
OEA  N5   N5   N  0  1  N  N  N  27.544  88.209  214.141   2.613   0.176  -0.387  N5   OEA  27  
OEA  O1   O1   O  0  1  N  N  N  23.058  92.547  214.283  -4.024   1.821  -1.002  O1   OEA  28  
OEA  O2   O2   O  0  1  N  N  N  27.161  88.475  211.922   2.627  -2.043  -0.490  O2   OEA  29  
OEA  O3   O3   O  0  1  N  N  N  31.499  86.264  213.758   5.036   3.478  -1.275  O3   OEA  30  
OEA  O4   O4   O  0  1  N  N  N  30.452  88.267  213.529   3.051   2.481  -1.276  O4   OEA  31  
OEA  O5   O5   O  0  1  N  N  N  26.029  83.771  215.173   6.226  -1.874   1.984  O5   OEA  32  
OEA  H1   H1   H  0  1  N  N  N  26.178  92.184  216.214  -1.881  -3.234  -1.756  H1   OEA  33  
OEA  H2   H2   H  0  1  N  N  N  26.746  89.884  215.536   0.493  -3.186  -1.118  H2   OEA  34  
OEA  H3   H3   H  0  1  N  N  N  26.832  91.104  211.439   0.342   1.097  -0.946  H3   OEA  35  
OEA  H4   H4   H  0  1  N  N  N  26.250  96.732  212.970  -4.749  -3.335  -0.677  H4   OEA  36  
OEA  H5   H5   H  0  1  N  N  N  25.880  86.343  214.777   3.803  -1.720   1.015  H5   OEA  37  
OEA  H6   H6   H  0  1  N  N  N  28.529  82.997  214.835   7.558   0.294   1.380  H6   OEA  38  
OEA  H7   H7   H  0  1  N  N  N  30.398  84.485  214.228   6.690   2.187   0.106  H7   OEA  39  
OEA  H8   H8   H  0  1  N  N  N  24.438  83.566  216.416   8.240  -1.667   1.571  H8   OEA  40  
OEA  H9   H9   H  0  1  N  N  N  25.882  84.387  217.101   7.685  -0.905   3.080  H9   OEA  41  
OEA  H10  H10  H  0  1  N  N  N  24.842  85.241  215.911   7.847  -2.675   2.985  H10  OEA  42  
OEA  H11  H11  H  0  1  N  N  N  26.749  94.934  214.827  -3.733  -2.017  -2.737  H11  OEA  43  
OEA  H12  H12  H  0  1  N  N  N  25.244  94.311  215.584  -3.795  -0.239  -2.672  H12  OEA  44  
OEA  H13  H13  H  0  1  N  N  N  26.279  93.413  212.122  -2.031   1.027  -1.590  H13  OEA  45  
OEA  H14  H14  H  0  1  N  N  N  21.113  92.706  212.820  -5.172   3.028   0.822  H14  OEA  46  
OEA  H15  H15  H  0  1  N  N  N  24.308  97.143  211.293  -6.089  -2.629   1.377  H15  OEA  47  
OEA  H16  H16  H  0  1  N  N  N  19.895  94.756  210.250  -6.469   3.228   2.755  H16  OEA  48  
OEA  H17  H17  H  0  1  N  N  N  19.602  93.350  211.218  -7.110   1.863   3.495  H17  OEA  49  
OEA  H18  H18  H  0  1  N  N  N  27.566  88.731  214.994   2.140   1.005  -0.558  H18  OEA  50  
OEA  H19  H19  H  0  1  N  N  N  32.263  86.772  213.512   4.647   4.205  -1.780  H19  OEA  51  
#   #
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
OEA  N4   C1   SING  N  N   1  
OEA  N2   C1   DOUB  N  N   2  
OEA  N2   C2   SING  N  N   3  
OEA  C1   N1   SING  N  N   4  
OEA  O2   C14  DOUB  N  N   5  
OEA  N3   C2   SING  Y  N   6  
OEA  N3   C6   SING  Y  N   7  
OEA  C2   C3   DOUB  Y  N   8  
OEA  C10  C9   DOUB  Y  N   9  
OEA  C10  C11  SING  Y  N  10  
OEA  N1   C4   SING  N  N  11  
OEA  C6   C5   DOUB  Y  N  12  
OEA  C9   C8   SING  Y  N  13  
OEA  C14  C11  SING  N  N  14  
OEA  C14  N5   SING  N  N  15  
OEA  C3   C4   SING  N  N  16  
OEA  C3   C5   SING  Y  N  17  
OEA  C4   O1   DOUB  N  N  18  
OEA  C11  C12  DOUB  Y  N  19  
OEA  O4   C21  DOUB  N  N  20  
OEA  C5   C7   SING  N  N  21  
OEA  O3   C21  SING  N  N  22  
OEA  C21  C20  SING  N  N  23  
OEA  N5   C15  SING  N  N  24  
OEA  C20  C15  DOUB  Y  N  25  
OEA  C20  C19  SING  Y  N  26  
OEA  C8   C7   SING  N  N  27  
OEA  C8   C13  DOUB  Y  N  28  
OEA  C15  C16  SING  Y  N  29  
OEA  C19  C18  DOUB  Y  N  30  
OEA  C16  C17  DOUB  Y  N  31  
OEA  C18  C17  SING  Y  N  32  
OEA  C12  C13  SING  Y  N  33  
OEA  C17  O5   SING  N  N  34  
OEA  O5   C22  SING  N  N  35  
OEA  C13  H1   SING  N  N  36  
OEA  C12  H2   SING  N  N  37  
OEA  C10  H3   SING  N  N  38  
OEA  C6   H4   SING  N  N  39  
OEA  C16  H5   SING  N  N  40  
OEA  C18  H6   SING  N  N  41  
OEA  C19  H7   SING  N  N  42  
OEA  C22  H8   SING  N  N  43  
OEA  C22  H9   SING  N  N  44  
OEA  C22  H10  SING  N  N  45  
OEA  C7   H11  SING  N  N  46  
OEA  C7   H12  SING  N  N  47  
OEA  C9   H13  SING  N  N  48  
OEA  N1   H14  SING  N  N  49  
OEA  N3   H15  SING  N  N  50  
OEA  N4   H16  SING  N  N  51  
OEA  N4   H17  SING  N  N  52  
OEA  N5   H18  SING  N  N  53  
OEA  O3   H19  SING  N  N  54  
#   #
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
OEA  SMILES            ACDLabs               12.01  "c1cc(ccc1Cc3c2C(=O)NC(=Nc2nc3)N)C(Nc4cc(OC)ccc4C(O)=O)=O"  
OEA  InChI             InChI                 1.03   "InChI=1S/C22H19N5O5/c1-32-14-6-7-15(21(30)31)16(9-14)25-19(28)12-4-2-11(3-5-12)8-13-10-24-18-17(13)20(29)27-22(23)26-18/h2-7,9-10H,8H2,1H3,(H,25,28)(H,30,31)(H4,23,24,26,27,29)"  
OEA  InChIKey          InChI                 1.03   IXAPCYKVLYGBPQ-UHFFFAOYSA-N  
OEA  SMILES_CANONICAL  CACTVS                3.385  "COc1ccc(C(O)=O)c(NC(=O)c2ccc(Cc3c[nH]c4N=C(N)NC(=O)c34)cc2)c1"  
OEA  SMILES            CACTVS                3.385  "COc1ccc(C(O)=O)c(NC(=O)c2ccc(Cc3c[nH]c4N=C(N)NC(=O)c34)cc2)c1"  
OEA  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "COc1ccc(c(c1)NC(=O)c2ccc(cc2)Cc3c[nH]c4c3C(=O)NC(=N4)N)C(=O)O"  
OEA  SMILES            "OpenEye OEToolkits"  2.0.7  "COc1ccc(c(c1)NC(=O)c2ccc(cc2)Cc3c[nH]c4c3C(=O)NC(=N4)N)C(=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
OEA  "SYSTEMATIC NAME"  ACDLabs               12.01  "2-({4-[(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)methyl]benzene-1-carbonyl}amino)-4-methoxybenzoic acid"  
OEA  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.7  "2-[[4-[(2-azanyl-4-oxidanylidene-3,7-dihydropyrrolo[2,3-d]pyrimidin-5-yl)methyl]phenyl]carbonylamino]-4-methoxy-benzoic 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
OEA  "Create component"  2019-06-24  RCSB  
OEA  "Initial release"   2019-10-02  RCSB  
##
