data_3YE
#

_chem_comp.id                                   3YE
_chem_comp.name                                 "(S)-2-(8-(2-Amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl)octanamido)pentanedioic acid"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C19 H27 N5 O6"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2014-12-10
_chem_comp.pdbx_modified_date                   2020-06-27
_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                       421.448
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    3YE
_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       4ZZ0
_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
3YE  N1   N1   N  0  1  N  N  N  -22.213  16.911  -26.485   -8.532  -1.246   0.264  N1   3YE   1  
3YE  C2   C1   C  0  1  N  N  N  -21.798  15.874  -25.685   -9.511  -0.885  -0.534  C2   3YE   2  
3YE  N3   N2   N  0  1  N  N  N  -22.537  14.709  -25.607   -9.487   0.290  -1.226  N3   3YE   3  
3YE  C4   C2   C  0  1  N  N  N  -23.693  14.565  -26.354   -8.434   1.129  -1.104  C4   3YE   4  
3YE  N5   N3   N  0  1  Y  N  N  -23.989  17.672  -28.116   -6.318  -0.587   1.183  N5   3YE   5  
3YE  C6   C3   C  0  1  Y  N  N  -25.065  17.053  -28.584   -5.516   0.512   0.999  C6   3YE   6  
3YE  C7   C4   C  0  1  Y  N  N  -25.176  15.867  -28.051   -6.104   1.361   0.140  C7   3YE   7  
3YE  C8   C5   C  0  1  Y  N  N  -24.136  15.613  -27.187   -7.375   0.752  -0.249  C8   3YE   8  
3YE  C9   C6   C  0  1  Y  N  N  -23.329  16.793  -27.218   -7.453  -0.468   0.437  C9   3YE   9  
3YE  O10  O1   O  0  1  N  N  N  -24.288  13.509  -26.237   -8.399   2.182  -1.717  O10  3YE  10  
3YE  N11  N4   N  0  1  N  N  N  -20.625  16.009  -24.921  -10.593  -1.717  -0.676  N11  3YE  11  
3YE  C12  C7   C  0  1  N  N  N  -21.954  17.151  -35.711    3.236  -0.020   0.875  C12  3YE  12  
3YE  C13  C8   C  0  1  N  N  N  -22.244  16.452  -34.365    1.880  -0.244   0.203  C13  3YE  13  
3YE  C14  C9   C  0  1  N  N  N  -23.084  17.422  -33.507    0.764   0.230   1.137  C14  3YE  14  
3YE  C17  C10  C  0  1  N  N  N  -20.873  18.225  -35.521    4.335  -0.487  -0.045  C17  3YE  15  
3YE  O18  O2   O  0  1  N  N  N  -20.842  19.182  -36.296    4.060  -0.953  -1.130  O18  3YE  16  
3YE  N19  N5   N  0  1  N  N  N  -19.922  18.074  -34.429    5.623  -0.387   0.339  N19  3YE  17  
3YE  C20  C11  C  0  1  N  N  S  -18.851  19.011  -34.132    6.691  -0.841  -0.555  C20  3YE  18  
3YE  C21  C12  C  0  1  N  N  N  -17.937  19.179  -35.329    7.986  -0.097  -0.222  C21  3YE  19  
3YE  C22  C13  C  0  1  N  N  N  -17.529  17.806  -35.848    7.810   1.393  -0.525  C22  3YE  20  
3YE  C23  C14  C  0  1  N  N  N  -17.690  17.753  -37.345    9.085   2.126  -0.197  C23  3YE  21  
3YE  O24  O3   O  0  1  N  N  N  -17.979  18.809  -37.992   10.037   1.520   0.235  O24  3YE  22  
3YE  O25  O4   O  0  1  N  N  N  -17.534  16.649  -37.966    9.163   3.453  -0.385  O25  3YE  23  
3YE  C26  C15  C  0  1  N  N  N  -19.409  20.336  -33.671    6.903  -2.322  -0.373  C26  3YE  24  
3YE  O27  O5   O  0  1  N  N  N  -19.205  20.726  -32.477    7.838  -2.960  -1.094  O27  3YE  25  
3YE  O28  O6   O  0  1  N  N  N  -20.077  21.055  -34.458    6.230  -2.936   0.421  O28  3YE  26  
3YE  C29  C16  C  0  1  N  N  N  -26.053  17.669  -29.581   -4.180   0.732   1.660  C29  3YE  27  
3YE  C30  C17  C  0  1  N  N  N  -25.855  17.059  -30.938   -3.064   0.258   0.727  C30  3YE  28  
3YE  C16  C18  C  0  1  N  N  N  -24.490  17.439  -31.446   -1.708   0.481   1.398  C16  3YE  29  
3YE  C15  C19  C  0  1  N  N  N  -24.170  16.633  -32.721   -0.592   0.007   0.465  C15  3YE  30  
3YE  H1   H1   H  0  1  N  N  N  -22.235  13.967  -25.008  -10.228   0.524  -1.807  H1   3YE  31  
3YE  H2   H2   H  0  1  N  N  N  -23.694  18.597  -28.355   -6.107  -1.339   1.758  H2   3YE  32  
3YE  H3   H3   H  0  1  N  N  N  -25.979  15.176  -28.261   -5.713   2.310  -0.197  H3   3YE  33  
3YE  H4   H4   H  0  1  N  N  N  -20.097  16.857  -24.961  -10.626  -2.557  -0.191  H4   3YE  34  
3YE  H5   H5   H  0  1  N  N  N  -20.319  15.257  -24.337  -11.324  -1.466  -1.261  H5   3YE  35  
3YE  H6   H6   H  0  1  N  N  N  -22.875  17.623  -36.083    3.366   1.041   1.086  H6   3YE  36  
3YE  H7   H7   H  0  1  N  N  N  -21.604  16.406  -36.441    3.278  -0.584   1.806  H7   3YE  37  
3YE  H8   H8   H  0  1  N  N  N  -22.806  15.522  -34.539    1.838   0.320  -0.729  H8   3YE  38  
3YE  H9   H9   H  0  1  N  N  N  -21.299  16.219  -33.852    1.750  -1.305  -0.009  H9   3YE  39  
3YE  H10  H10  H  0  1  N  N  N  -22.426  17.943  -32.796    0.806  -0.334   2.068  H10  3YE  40  
3YE  H11  H11  H  0  1  N  N  N  -23.572  18.159  -34.162    0.894   1.292   1.348  H11  3YE  41  
3YE  H12  H12  H  0  1  N  N  N  -20.012  17.269  -33.842    5.843  -0.015   1.207  H12  3YE  42  
3YE  H13  H13  H  0  1  N  N  N  -18.248  18.599  -33.309    6.411  -0.638  -1.588  H13  3YE  43  
3YE  H14  H14  H  0  1  N  N  N  -17.039  19.740  -35.030    8.219  -0.227   0.835  H14  3YE  44  
3YE  H15  H15  H  0  1  N  N  N  -18.466  19.729  -36.121    8.800  -0.497  -0.825  H15  3YE  45  
3YE  H16  H16  H  0  1  N  N  N  -18.166  17.038  -35.386    7.577   1.523  -1.582  H16  3YE  46  
3YE  H17  H17  H  0  1  N  N  N  -16.477  17.616  -35.588    6.995   1.793   0.079  H17  3YE  47  
3YE  H18  H18  H  0  1  N  N  N  -17.667  16.787  -38.896   10.002   3.879  -0.160  H18  3YE  48  
3YE  H19  H19  H  0  1  N  N  N  -19.620  21.570  -32.344    7.937  -3.910  -0.943  H19  3YE  49  
3YE  H20  H20  H  0  1  N  N  N  -25.883  18.754  -29.640   -4.050   1.793   1.872  H20  3YE  50  
3YE  H21  H21  H  0  1  N  N  N  -27.082  17.477  -29.241   -4.138   0.168   2.592  H21  3YE  51  
3YE  H22  H22  H  0  1  N  N  N  -26.624  17.435  -31.628   -3.194  -0.804   0.515  H22  3YE  52  
3YE  H23  H23  H  0  1  N  N  N  -25.931  15.964  -30.866   -3.106   0.822  -0.205  H23  3YE  53  
3YE  H24  H24  H  0  1  N  N  N  -23.738  17.218  -30.675   -1.578   1.542   1.610  H24  3YE  54  
3YE  H25  H25  H  0  1  N  N  N  -24.472  18.514  -31.678   -1.666  -0.083   2.330  H25  3YE  55  
3YE  H26  H26  H  0  1  N  N  N  -25.076  16.526  -33.336   -0.634   0.571  -0.467  H26  3YE  56  
3YE  H27  H27  H  0  1  N  N  N  -23.790  15.637  -32.451   -0.722  -1.054   0.253  H27  3YE  57  
#   #
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
3YE  O24  C23  DOUB  N  N   1  
3YE  O25  C23  SING  N  N   2  
3YE  C23  C22  SING  N  N   3  
3YE  O18  C17  DOUB  N  N   4  
3YE  C22  C21  SING  N  N   5  
3YE  C12  C17  SING  N  N   6  
3YE  C12  C13  SING  N  N   7  
3YE  C17  N19  SING  N  N   8  
3YE  C21  C20  SING  N  N   9  
3YE  O28  C26  DOUB  N  N  10  
3YE  N19  C20  SING  N  N  11  
3YE  C13  C14  SING  N  N  12  
3YE  C20  C26  SING  N  N  13  
3YE  C26  O27  SING  N  N  14  
3YE  C14  C15  SING  N  N  15  
3YE  C15  C16  SING  N  N  16  
3YE  C16  C30  SING  N  N  17  
3YE  C30  C29  SING  N  N  18  
3YE  C29  C6   SING  N  N  19  
3YE  C6   N5   SING  Y  N  20  
3YE  C6   C7   DOUB  Y  N  21  
3YE  N5   C9   SING  Y  N  22  
3YE  C7   C8   SING  Y  N  23  
3YE  C9   C8   DOUB  Y  N  24  
3YE  C9   N1   SING  N  N  25  
3YE  C8   C4   SING  N  N  26  
3YE  N1   C2   DOUB  N  N  27  
3YE  C4   O10  DOUB  N  N  28  
3YE  C4   N3   SING  N  N  29  
3YE  C2   N3   SING  N  N  30  
3YE  C2   N11  SING  N  N  31  
3YE  N3   H1   SING  N  N  32  
3YE  N5   H2   SING  N  N  33  
3YE  C7   H3   SING  N  N  34  
3YE  N11  H4   SING  N  N  35  
3YE  N11  H5   SING  N  N  36  
3YE  C12  H6   SING  N  N  37  
3YE  C12  H7   SING  N  N  38  
3YE  C13  H8   SING  N  N  39  
3YE  C13  H9   SING  N  N  40  
3YE  C14  H10  SING  N  N  41  
3YE  C14  H11  SING  N  N  42  
3YE  N19  H12  SING  N  N  43  
3YE  C20  H13  SING  N  N  44  
3YE  C21  H14  SING  N  N  45  
3YE  C21  H15  SING  N  N  46  
3YE  C22  H16  SING  N  N  47  
3YE  C22  H17  SING  N  N  48  
3YE  O25  H18  SING  N  N  49  
3YE  O27  H19  SING  N  N  50  
3YE  C29  H20  SING  N  N  51  
3YE  C29  H21  SING  N  N  52  
3YE  C30  H22  SING  N  N  53  
3YE  C30  H23  SING  N  N  54  
3YE  C16  H24  SING  N  N  55  
3YE  C16  H25  SING  N  N  56  
3YE  C15  H26  SING  N  N  57  
3YE  C15  H27  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
3YE  SMILES            ACDLabs               12.01  "N1=C(NC(=O)c2cc(nc12)CCCCCCCC(NC(C(O)=O)CCC(=O)O)=O)N"  
3YE  InChI             InChI                 1.03   "InChI=1S/C19H27N5O6/c20-19-23-16-12(17(28)24-19)10-11(21-16)6-4-2-1-3-5-7-14(25)22-13(18(29)30)8-9-15(26)27/h10,13H,1-9H2,(H,22,25)(H,26,27)(H,29,30)(H4,20,21,23,24,28)/t13-/m0/s1"  
3YE  InChIKey          InChI                 1.03   MZFFIVGWDCAMQT-ZDUSSCGKSA-N  
3YE  SMILES_CANONICAL  CACTVS                3.385  "NC1=Nc2[nH]c(CCCCCCCC(=O)N[C@@H](CCC(O)=O)C(O)=O)cc2C(=O)N1"  
3YE  SMILES            CACTVS                3.385  "NC1=Nc2[nH]c(CCCCCCCC(=O)N[CH](CCC(O)=O)C(O)=O)cc2C(=O)N1"  
3YE  SMILES_CANONICAL  "OpenEye OEToolkits"  1.9.2  "c1c([nH]c2c1C(=O)NC(=N2)N)CCCCCCCC(=O)N[C@@H](CCC(=O)O)C(=O)O"  
3YE  SMILES            "OpenEye OEToolkits"  1.9.2  "c1c([nH]c2c1C(=O)NC(=N2)N)CCCCCCCC(=O)NC(CCC(=O)O)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
3YE  "SYSTEMATIC NAME"  ACDLabs               12.01  "N-[8-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl)octanoyl]-L-glutamic acid"  
3YE  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.9.2  "(2S)-2-[8-(2-azanyl-4-oxidanylidene-3,7-dihydropyrrolo[2,3-d]pyrimidin-6-yl)octanoylamino]pentanedioic 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
3YE  "Create component"    2014-12-10  RCSB  
3YE  "Modify name"         2015-06-08  RCSB  
3YE  "Initial release"     2016-04-20  RCSB  
3YE  "Other modification"  2020-06-27  RCSB  
##
