data_E8I
#

_chem_comp.id                                   E8I
_chem_comp.name                                 "(2S)-2-[({4-[(2-amino-7H-pyrrolo[2,3-d]pyrimidin-4-yl)oxy]phenyl}carbamoyl)amino]-4-phenylbutanoic acid"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C23 H22 N6 O4"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2021-12-03
_chem_comp.pdbx_modified_date                   2022-05-20
_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                       446.459
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    E8I
_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       7T1T
_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
E8I  C1   C1   C  0  1  Y  N  N   -7.857  16.355  18.655  -6.034  -1.249   1.096  C1   E8I   1  
E8I  C2   C2   C  0  1  Y  N  N   -8.600  14.673  20.187  -5.306   0.526  -0.191  C2   E8I   2  
E8I  C3   C3   C  0  1  Y  N  N  -10.209  16.192  19.238  -7.658   0.041   0.089  C3   E8I   3  
E8I  C4   C4   C  0  1  Y  N  N   -9.918  15.120  20.080  -6.643   0.837  -0.474  C4   E8I   4  
E8I  C5   C5   C  0  1  Y  N  N  -11.102  14.674  20.673  -7.321   1.859  -1.271  C5   E8I   5  
E8I  C6   C6   C  0  1  Y  N  N  -12.138  15.480  20.206  -8.639   1.635  -1.150  C6   E8I   6  
E8I  N7   N1   N  0  1  Y  N  N  -11.576  16.397  19.320  -8.854   0.549  -0.338  N7   E8I   7  
E8I  N8   N2   N  0  1  N  N  N   -6.782  16.984  17.918  -5.714  -2.326   1.907  N8   E8I   8  
E8I  N9   N3   N  0  1  Y  N  N   -9.170  16.800  18.528  -7.308  -0.988   0.859  N9   E8I   9  
E8I  C18  C7   C  0  1  Y  N  N   -7.299  12.831  20.842  -3.029   0.985  -0.311  C18  E8I  10  
E8I  C19  C8   C  0  1  Y  N  N   -6.380  12.690  21.890  -2.384  -0.136  -0.813  C19  E8I  11  
E8I  C20  C9   C  0  1  Y  N  N   -5.264  11.866  21.737  -1.094  -0.428  -0.415  C20  E8I  12  
E8I  C21  C10  C  0  1  Y  N  N   -5.114  11.196  20.516  -0.443   0.402   0.488  C21  E8I  13  
E8I  C22  C11  C  0  1  Y  N  N   -6.045  11.320  19.482  -1.088   1.524   0.990  C22  E8I  14  
E8I  C23  C12  C  0  1  Y  N  N   -7.156  12.142  19.637  -2.376   1.817   0.587  C23  E8I  15  
E8I  C25  C13  C  0  1  N  N  N   -3.874   9.166  21.127   1.733  -0.445   0.021  C25  E8I  16  
E8I  C28  C14  C  0  1  N  N  S   -2.634   7.093  21.714   3.959  -1.243  -0.567  C28  E8I  17  
E8I  C30  C15  C  0  1  N  N  N   -1.600   7.358  22.810   3.857  -2.745  -0.494  C30  E8I  18  
E8I  C31  C16  C  0  1  N  N  N   -2.196   5.930  20.817   5.383  -0.811  -0.212  C31  E8I  19  
E8I  C34  C17  C  0  1  N  N  N   -2.039   4.652  21.606   5.520   0.701  -0.406  C34  E8I  20  
E8I  C35  C18  C  0  1  Y  N  N   -1.962   3.400  20.724   6.923   1.127  -0.057  C35  E8I  21  
E8I  C36  C19  C  0  1  Y  N  N   -2.451   2.180  21.198   7.903   1.146  -1.032  C36  E8I  22  
E8I  C37  C20  C  0  1  Y  N  N   -2.373   1.047  20.389   9.189   1.536  -0.712  C37  E8I  23  
E8I  C38  C21  C  0  1  Y  N  N   -1.830   1.123  19.104   9.497   1.907   0.584  C38  E8I  24  
E8I  C39  C22  C  0  1  Y  N  N   -1.343   2.330  18.639   8.518   1.888   1.559  C39  E8I  25  
E8I  C40  C23  C  0  1  Y  N  N   -1.413   3.476  19.453   7.229   1.503   1.237  C40  E8I  26  
E8I  N10  N4   N  0  1  Y  N  N   -7.564  15.271  19.481  -5.050  -0.515   0.591  N10  E8I  27  
E8I  N24  N5   N  0  1  N  N  N   -4.009  10.310  20.270   0.866   0.106   0.893  N24  E8I  28  
E8I  N27  N6   N  0  1  N  N  N   -2.790   8.253  20.880   3.016  -0.644   0.382  N27  E8I  29  
E8I  O17  O1   O  0  1  N  N  N   -8.402  13.619  21.049  -4.298   1.271  -0.704  O17  E8I  30  
E8I  O26  O2   O  0  1  N  N  N   -4.650   8.989  22.039   1.357  -0.763  -1.091  O26  E8I  31  
E8I  O32  O3   O  0  1  N  N  N   -1.715   6.732  23.892   4.633  -3.509  -1.280  O32  E8I  32  
E8I  O33  O4   O  0  1  N  N  N   -0.652   8.170  22.620   3.078  -3.262   0.271  O33  E8I  33  
E8I  H1   H1   H  0  1  N  N  N  -11.197  13.853  21.368  -6.852   2.644  -1.845  H1   E8I  34  
E8I  H2   H2   H  0  1  N  N  N  -13.180  15.408  20.479  -9.415   2.221  -1.620  H2   E8I  35  
E8I  H3   H3   H  0  1  N  N  N  -12.084  17.098  18.819  -9.725   0.195  -0.102  H3   E8I  36  
E8I  H4   H4   H  0  1  N  N  N   -7.150  17.727  17.359  -4.785  -2.531   2.096  H4   E8I  37  
E8I  H5   H5   H  0  1  N  N  N   -6.109  17.352  18.560  -6.419  -2.874   2.285  H5   E8I  38  
E8I  H6   H6   H  0  1  N  N  N   -6.535  13.220  22.818  -2.891  -0.782  -1.515  H6   E8I  39  
E8I  H7   H7   H  0  1  N  N  N   -4.542  11.749  22.532  -0.592  -1.301  -0.805  H7   E8I  40  
E8I  H8   H8   H  0  1  N  N  N   -5.902  10.776  18.560  -0.581   2.171   1.690  H8   E8I  41  
E8I  H9   H9   H  0  1  N  N  N   -7.886  12.244  18.848  -2.878   2.690   0.978  H9   E8I  42  
E8I  H10  H10  H  0  1  N  N  N   -3.594   6.835  22.186   3.719  -0.911  -1.577  H10  E8I  43  
E8I  H11  H11  H  0  1  N  N  N   -1.233   6.182  20.349   5.592  -1.064   0.827  H11  E8I  44  
E8I  H12  H12  H  0  1  N  N  N   -2.954   5.777  20.035   6.091  -1.326  -0.861  H12  E8I  45  
E8I  H13  H13  H  0  1  N  N  N   -2.901   4.551  22.282   5.312   0.954  -1.445  H13  E8I  46  
E8I  H14  H14  H  0  1  N  N  N   -1.115   4.719  22.199   4.812   1.216   0.243  H14  E8I  47  
E8I  H15  H15  H  0  1  N  N  N   -2.886   2.115  22.184   7.662   0.856  -2.044  H15  E8I  48  
E8I  H16  H16  H  0  1  N  N  N   -2.736   0.100  20.760   9.955   1.551  -1.474  H16  E8I  49  
E8I  H17  H17  H  0  1  N  N  N   -1.791   0.244  18.478  10.502   2.211   0.834  H17  E8I  50  
E8I  H18  H18  H  0  1  N  N  N   -0.909   2.394  17.652   8.758   2.177   2.572  H18  E8I  51  
E8I  H19  H19  H  0  1  N  N  N   -1.037   4.420  19.086   6.464   1.488   2.000  H19  E8I  52  
E8I  H20  H20  H  0  1  N  N  N   -3.359  10.484  19.530   1.148   0.299   1.801  H20  E8I  53  
E8I  H21  H21  H  0  1  N  N  N   -2.149   8.425  20.132   3.316  -0.390   1.268  H21  E8I  54  
E8I  H22  H22  H  0  1  N  N  N   -1.007   6.976  24.477   4.532  -4.467  -1.198  H22  E8I  55  
#   #
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
E8I  N8   C1   SING  N  N   1  
E8I  N9   C1   DOUB  Y  N   2  
E8I  N9   C3   SING  Y  N   3  
E8I  C39  C38  DOUB  Y  N   4  
E8I  C39  C40  SING  Y  N   5  
E8I  C1   N10  SING  Y  N   6  
E8I  C38  C37  SING  Y  N   7  
E8I  C3   N7   SING  Y  N   8  
E8I  C3   C4   DOUB  Y  N   9  
E8I  N7   C6   SING  Y  N  10  
E8I  C40  C35  DOUB  Y  N  11  
E8I  N10  C2   DOUB  Y  N  12  
E8I  C22  C23  DOUB  Y  N  13  
E8I  C22  C21  SING  Y  N  14  
E8I  C23  C18  SING  Y  N  15  
E8I  C4   C2   SING  Y  N  16  
E8I  C4   C5   SING  Y  N  17  
E8I  C2   O17  SING  N  N  18  
E8I  C6   C5   DOUB  Y  N  19  
E8I  N24  C21  SING  N  N  20  
E8I  N24  C25  SING  N  N  21  
E8I  C37  C36  DOUB  Y  N  22  
E8I  C21  C20  DOUB  Y  N  23  
E8I  C35  C36  SING  Y  N  24  
E8I  C35  C34  SING  N  N  25  
E8I  C31  C34  SING  N  N  26  
E8I  C31  C28  SING  N  N  27  
E8I  C18  O17  SING  N  N  28  
E8I  C18  C19  DOUB  Y  N  29  
E8I  N27  C25  SING  N  N  30  
E8I  N27  C28  SING  N  N  31  
E8I  C25  O26  DOUB  N  N  32  
E8I  C28  C30  SING  N  N  33  
E8I  C20  C19  SING  Y  N  34  
E8I  O33  C30  DOUB  N  N  35  
E8I  C30  O32  SING  N  N  36  
E8I  C5   H1   SING  N  N  37  
E8I  C6   H2   SING  N  N  38  
E8I  N7   H3   SING  N  N  39  
E8I  N8   H4   SING  N  N  40  
E8I  N8   H5   SING  N  N  41  
E8I  C19  H6   SING  N  N  42  
E8I  C20  H7   SING  N  N  43  
E8I  C22  H8   SING  N  N  44  
E8I  C23  H9   SING  N  N  45  
E8I  C28  H10  SING  N  N  46  
E8I  C31  H11  SING  N  N  47  
E8I  C31  H12  SING  N  N  48  
E8I  C34  H13  SING  N  N  49  
E8I  C34  H14  SING  N  N  50  
E8I  C36  H15  SING  N  N  51  
E8I  C37  H16  SING  N  N  52  
E8I  C38  H17  SING  N  N  53  
E8I  C39  H18  SING  N  N  54  
E8I  C40  H19  SING  N  N  55  
E8I  N24  H20  SING  N  N  56  
E8I  N27  H21  SING  N  N  57  
E8I  O32  H22  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
E8I  SMILES            ACDLabs               12.01  "O=C(O)C(CCc1ccccc1)NC(=O)Nc1ccc(cc1)Oc1nc(N)nc2[NH]ccc21"  
E8I  InChI             InChI                 1.03   "InChI=1S/C23H22N6O4/c24-22-28-19-17(12-13-25-19)20(29-22)33-16-9-7-15(8-10-16)26-23(32)27-18(21(30)31)11-6-14-4-2-1-3-5-14/h1-5,7-10,12-13,18H,6,11H2,(H,30,31)(H2,26,27,32)(H3,24,25,28,29)/t18-/m0/s1"  
E8I  InChIKey          InChI                 1.03   PCOWASOBSDEANU-SFHVURJKSA-N  
E8I  SMILES_CANONICAL  CACTVS                3.385  "Nc1nc2[nH]ccc2c(Oc3ccc(NC(=O)N[C@@H](CCc4ccccc4)C(O)=O)cc3)n1"  
E8I  SMILES            CACTVS                3.385  "Nc1nc2[nH]ccc2c(Oc3ccc(NC(=O)N[CH](CCc4ccccc4)C(O)=O)cc3)n1"  
E8I  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "c1ccc(cc1)CC[C@@H](C(=O)O)NC(=O)Nc2ccc(cc2)Oc3c4cc[nH]c4nc(n3)N"  
E8I  SMILES            "OpenEye OEToolkits"  2.0.7  "c1ccc(cc1)CCC(C(=O)O)NC(=O)Nc2ccc(cc2)Oc3c4cc[nH]c4nc(n3)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
E8I  "SYSTEMATIC NAME"  ACDLabs               12.01  "(2S)-2-[({4-[(2-amino-7H-pyrrolo[2,3-d]pyrimidin-4-yl)oxy]phenyl}carbamoyl)amino]-4-phenylbutanoic acid"  
E8I  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.7  "(2~{S})-2-[[4-[(2-azanyl-7~{H}-pyrrolo[2,3-d]pyrimidin-4-yl)oxy]phenyl]carbamoylamino]-4-phenyl-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
E8I  "Create component"  2021-12-03  RCSB  
E8I  "Initial release"   2022-05-25  RCSB  
##
