data_LY3
#

_chem_comp.id                                   LY3
_chem_comp.name                                 "2-{4-[2-(2-AMINO-4-OXO-4,7-DIHYDRO-3H-PYRROLO[2,3-D]PYRIMIDIN-5-YL)-ETHYL]-BENZOYLAMINO}-4-(2H-TETRAZOL-5-YL)-BUTYRIC ACID"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C20 H21 N9 O4"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        LY341770
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2001-08-24
_chem_comp.pdbx_modified_date                   2021-03-01
_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                       451.439
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    LY3
_chem_comp.pdbx_model_coordinates_details       ?
_chem_comp.pdbx_model_coordinates_missing_flag  N
_chem_comp.pdbx_ideal_coordinates_details       ?
_chem_comp.pdbx_ideal_coordinates_missing_flag  N
_chem_comp.pdbx_model_coordinates_db_code       1JTQ
_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
LY3  N1    N1    N  0  1  Y  N  N  48.115  35.994  24.562  -2.219   1.089   6.446  N1    LY3   1  
LY3  C1    C1    C  0  1  Y  N  N  48.959  35.142  23.931  -1.999   0.649   7.718  C1    LY3   2  
LY3  N2    N2    N  0  1  Y  N  N  48.837  34.858  22.688  -0.917  -0.016   8.049  N2    LY3   3  
LY3  C2    C2    C  0  1  Y  N  N  47.733  35.486  21.951   0.033  -0.292   7.144  C2    LY3   4  
LY3  C3    C3    C  0  1  Y  N  N  46.896  36.331  22.547  -0.136   0.140   5.821  C3    LY3   5  
LY3  C4    C4    C  0  1  Y  N  N  47.043  36.654  24.015  -1.305   0.855   5.478  C4    LY3   6  
LY3  N3    N3    N  0  1  Y  N  N  47.302  35.399  20.553   1.227  -0.948   7.204  N3    LY3   7  
LY3  C5    C5    C  0  1  Y  N  N  46.129  36.271  20.398   1.826  -0.951   5.970  C5    LY3   8  
LY3  C6    C6    C  0  1  Y  N  N  45.857  36.842  21.586   1.046  -0.304   5.088  C6    LY3   9  
LY3  C7    C7    C  0  1  N  N  N  44.762  37.815  21.932   1.335  -0.082   3.626  C7    LY3  10  
LY3  C8    C8    C  0  1  N  N  N  44.742  38.992  20.958   0.768  -1.246   2.811  C8    LY3  11  
LY3  C9    C9    C  0  1  Y  N  N  45.829  39.978  21.321   1.057  -1.024   1.349  C9    LY3  12  
LY3  C10   C10   C  0  1  Y  N  N  45.667  40.935  22.386   2.229  -1.509   0.796  C10   LY3  13  
LY3  C11   C11   C  0  1  Y  N  N  46.732  41.864  22.700   2.499  -1.310  -0.541  C11   LY3  14  
LY3  C12   C12   C  0  1  Y  N  N  47.946  41.809  21.938   1.587  -0.616  -1.338  C12   LY3  15  
LY3  C13   C13   C  0  1  Y  N  N  48.088  40.857  20.891   0.406  -0.128  -0.774  C13   LY3  16  
LY3  C14   C14   C  0  1  Y  N  N  47.041  39.953  20.588   0.146  -0.340   0.563  C14   LY3  17  
LY3  C15   C15   C  0  1  N  N  N  49.133  42.745  22.183   1.870  -0.397  -2.772  C15   LY3  18  
LY3  O1    O1    O  0  1  N  N  N  46.327  37.403  24.622  -1.486   1.247   4.338  O1    LY3  19  
LY3  N4    N4    N  0  1  N  N  N  50.021  34.568  24.757  -2.942   0.906   8.682  N4    LY3  20  
LY3  C16   C16   C  0  1  N  N  S  50.021  44.905  22.889   1.268   0.488  -4.961  C16   LY3  21  
LY3  C17   C17   C  0  1  N  N  N  50.280  45.765  21.637  -0.048   0.555  -5.736  C17   LY3  22  
LY3  C18   C18   C  0  1  N  N  N  49.898  45.796  24.141   2.018   1.784  -5.133  C18   LY3  23  
LY3  O2    O2    O  0  1  N  N  N  48.458  45.994  24.528   2.797   1.914  -6.048  O2    LY3  24  
LY3  O3    O3    O  0  1  N  N  N  50.845  46.286  24.735   1.821   2.794  -4.271  O3    LY3  25  
LY3  N5    N5    N  0  1  N  N  N  48.868  44.013  22.686   0.987   0.272  -3.539  N5    LY3  26  
LY3  O4    O4    O  0  1  N  N  N  50.263  42.394  21.924   2.899  -0.823  -3.260  O4    LY3  27  
LY3  C19   C19   C  0  1  N  N  N  49.992  47.248  21.862  -0.810  -0.759  -5.561  C19   LY3  28  
LY3  C20   C20   C  0  1  Y  N  N  49.052  47.712  20.801  -2.108  -0.694  -6.325  C20   LY3  29  
LY3  N6    N6    N  0  1  Y  N  N  47.958  46.898  20.314  -2.298  -1.052  -7.571  N6    LY3  30  
LY3  N7    N7    N  0  1  Y  N  N  47.481  47.691  19.471  -3.538  -0.846  -7.857  N7    LY3  31  
LY3  N8    N8    N  0  1  Y  N  N  48.113  48.892  19.356  -4.135  -0.366  -6.822  N8    LY3  32  
LY3  N9    N9    N  0  1  Y  N  N  49.121  48.834  20.252  -3.282  -0.266  -5.860  N9    LY3  33  
LY3  HN1   HN1   H  0  1  N  N  N  48.306  36.155  25.550  -3.031   1.578   6.237  HN1   LY3  34  
LY3  HN3   HN3   H  0  1  N  N  N  47.737  34.835  19.822   1.598  -1.354   8.003  HN3   LY3  35  
LY3  HC5   HC5   H  0  1  N  N  N  45.524  36.472  19.497   2.780  -1.403   5.742  HC5   LY3  36  
LY3  HC71  1HC7  H  0  0  N  N  N  43.768  37.311  21.987   0.870   0.848   3.301  HC71  LY3  37  
LY3  HC72  2HC7  H  0  0  N  N  N  44.838  38.159  22.989   2.413  -0.022   3.473  HC72  LY3  38  
LY3  HC81  1HC8  H  0  0  N  N  N  44.816  38.658  19.896   1.233  -2.177   3.135  HC81  LY3  39  
LY3  HC82  2HC8  H  0  0  N  N  N  43.738  39.475  20.905  -0.309  -1.306   2.963  HC82  LY3  40  
LY3  H10   H10   H  0  1  N  N  N  44.726  40.956  22.961   2.934  -2.046   1.414  H10   LY3  41  
LY3  H11   H11   H  0  1  N  N  N  46.619  42.604  23.509   3.414  -1.689  -0.971  H11   LY3  42  
LY3  H13   H13   H  0  1  N  N  N  49.022  40.819  20.306  -0.302   0.409  -1.385  H13   LY3  43  
LY3  H14   H14   H  0  1  N  N  N  47.170  39.221  19.772  -0.766   0.036   1.000  H14   LY3  44  
LY3  HN41  1HN4  H  0  0  N  N  N  50.656  33.926  24.282  -2.803   0.596   9.591  HN41  LY3  45  
LY3  HN42  2HN4  H  0  0  N  N  N  49.616  34.113  25.575  -3.745   1.400   8.455  HN42  LY3  46  
LY3  H16   H16   H  0  1  N  N  N  50.896  44.237  23.063   1.872  -0.334  -5.341  H16   LY3  47  
LY3  H171  1H17  H  0  0  N  N  N  51.317  45.614  21.258  -0.653   1.378  -5.356  H171  LY3  48  
LY3  H172  2H17  H  0  0  N  N  N  49.708  45.376  20.762   0.160   0.716  -6.794  H172  LY3  49  
LY3  HO3   HO3   H  0  1  N  N  N  50.769  46.835  25.506   2.303   3.625  -4.381  HO3   LY3  50  
LY3  HN5   HN5   H  0  1  N  N  N  47.902  44.269  22.890   0.166   0.612  -3.150  HN5   LY3  51  
LY3  H191  1H19  H  0  0  N  N  N  49.616  47.460  22.890  -0.206  -1.583  -5.941  H191  LY3  52  
LY3  H192  2H19  H  0  0  N  N  N  50.921  47.862  21.909  -1.019  -0.920  -4.503  H192  LY3  53  
LY3  HN7   HN7   H  0  1  N  N  N  46.666  47.391  18.936  -3.954  -1.023  -8.715  HN7   LY3  54  
#   #
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
LY3  N1   C1    SING  Y  N   1  
LY3  N1   C4    SING  Y  N   2  
LY3  N1   HN1   SING  N  N   3  
LY3  C1   N2    DOUB  Y  N   4  
LY3  C1   N4    SING  N  N   5  
LY3  N2   C2    SING  Y  N   6  
LY3  C2   C3    DOUB  Y  N   7  
LY3  C2   N3    SING  Y  N   8  
LY3  C3   C4    SING  Y  N   9  
LY3  C3   C6    SING  Y  N  10  
LY3  C4   O1    DOUB  N  N  11  
LY3  N3   C5    SING  Y  N  12  
LY3  N3   HN3   SING  N  N  13  
LY3  C5   C6    DOUB  Y  N  14  
LY3  C5   HC5   SING  N  N  15  
LY3  C6   C7    SING  N  N  16  
LY3  C7   C8    SING  N  N  17  
LY3  C7   HC71  SING  N  N  18  
LY3  C7   HC72  SING  N  N  19  
LY3  C8   C9    SING  N  N  20  
LY3  C8   HC81  SING  N  N  21  
LY3  C8   HC82  SING  N  N  22  
LY3  C9   C10   DOUB  Y  N  23  
LY3  C9   C14   SING  Y  N  24  
LY3  C10  C11   SING  Y  N  25  
LY3  C10  H10   SING  N  N  26  
LY3  C11  C12   DOUB  Y  N  27  
LY3  C11  H11   SING  N  N  28  
LY3  C12  C13   SING  Y  N  29  
LY3  C12  C15   SING  N  N  30  
LY3  C13  C14   DOUB  Y  N  31  
LY3  C13  H13   SING  N  N  32  
LY3  C14  H14   SING  N  N  33  
LY3  C15  N5    SING  N  N  34  
LY3  C15  O4    DOUB  N  N  35  
LY3  N4   HN41  SING  N  N  36  
LY3  N4   HN42  SING  N  N  37  
LY3  C16  C17   SING  N  N  38  
LY3  C16  C18   SING  N  N  39  
LY3  C16  N5    SING  N  N  40  
LY3  C16  H16   SING  N  N  41  
LY3  C17  C19   SING  N  N  42  
LY3  C17  H171  SING  N  N  43  
LY3  C17  H172  SING  N  N  44  
LY3  C18  O2    DOUB  N  N  45  
LY3  C18  O3    SING  N  N  46  
LY3  O3   HO3   SING  N  N  47  
LY3  N5   HN5   SING  N  N  48  
LY3  C19  C20   SING  N  N  49  
LY3  C19  H191  SING  N  N  50  
LY3  C19  H192  SING  N  N  51  
LY3  C20  N6    DOUB  Y  N  52  
LY3  C20  N9    SING  Y  N  53  
LY3  N6   N7    SING  Y  N  54  
LY3  N7   N8    SING  Y  N  55  
LY3  N7   HN7   SING  N  N  56  
LY3  N8   N9    DOUB  Y  N  57  
#   #
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
LY3  SMILES            ACDLabs               10.04  "O=C(O)C(NC(=O)c1ccc(cc1)CCc2cnc3N=C(NC(=O)c23)N)CCc4nnnn4"  
LY3  SMILES_CANONICAL  CACTVS                3.341  "NC1=Nc2[nH]cc(CCc3ccc(cc3)C(=O)N[C@@H](CCc4n[nH]nn4)C(O)=O)c2C(=O)N1"  
LY3  SMILES            CACTVS                3.341  "NC1=Nc2[nH]cc(CCc3ccc(cc3)C(=O)N[CH](CCc4n[nH]nn4)C(O)=O)c2C(=O)N1"  
LY3  SMILES_CANONICAL  "OpenEye OEToolkits"  1.5.0  "c1cc(ccc1CCc2c[nH]c3c2C(=O)NC(=N3)N)C(=O)N[C@@H](CCc4n[nH]nn4)C(=O)O"  
LY3  SMILES            "OpenEye OEToolkits"  1.5.0  "c1cc(ccc1CCc2c[nH]c3c2C(=O)NC(=N3)N)C(=O)NC(CCc4n[nH]nn4)C(=O)O"  
LY3  InChI             InChI                 1.03   "InChI=1S/C20H21N9O4/c21-20-24-16-15(18(31)25-20)12(9-22-16)6-3-10-1-4-11(5-2-10)17(30)23-13(19(32)33)7-8-14-26-28-29-27-14/h1-2,4-5,9,13H,3,6-8H2,(H,23,30)(H,32,33)(H,26,27,28,29)(H4,21,22,24,25,31)/t13-/m0/s1"  
LY3  InChIKey          InChI                 1.03   MXAFDBCLWLMXSI-ZDUSSCGKSA-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
LY3  "SYSTEMATIC NAME"  ACDLabs               10.04  "(2S)-2-[({4-[2-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]phenyl}carbonyl)amino]-4-(2H-tetrazol-5-yl)butanoic acid"  
LY3  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.5.0  "(2S)-2-[[4-[2-(2-amino-4-oxo-3,7-dihydropyrrolo[5,4-d]pyrimidin-5-yl)ethyl]phenyl]carbonylamino]-4-(2H-1,2,3,4-tetrazol-5-yl)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
LY3  "Create component"   2001-08-24  RCSB  
LY3  "Modify descriptor"  2011-06-04  RCSB  
LY3  "Modify synonyms"    2021-03-01  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     LY3
_pdbx_chem_comp_synonyms.name        LY341770
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
