data_Y5Y
#

_chem_comp.id                                   Y5Y
_chem_comp.name                                 "cyclopropyl[(3S)-3-{[9-ethyl-8-(2-methylpyrimidin-5-yl)-9H-purin-6-yl]amino}pyrrolidin-1-yl]methanone"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C20 H24 N8 O"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2021-02-05
_chem_comp.pdbx_modified_date                   2021-04-16
_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                       392.458
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    Y5Y
_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       7LM2
_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
Y5Y  C1   C1   C  0  1  N  N  N  32.617  16.069  32.943   4.766   2.778  -0.957  C1   Y5Y   1  
Y5Y  C2   C2   C  0  1  N  N  N  33.565  15.598  31.844   4.366   2.247   0.421  C2   Y5Y   2  
Y5Y  C4   C3   C  0  1  Y  N  N  34.942  13.524  32.430   3.003   0.131   0.148  C4   Y5Y   3  
Y5Y  C5   C4   C  0  1  Y  N  N  34.108  12.422  31.900   4.137  -0.814   0.054  C5   Y5Y   4  
Y5Y  C6   C5   C  0  1  Y  N  N  34.752  11.320  31.321   3.960  -2.178   0.308  C6   Y5Y   5  
Y5Y  C8   C6   C  0  1  Y  N  N  32.712  10.320  30.916   6.189  -2.526  -0.127  C8   Y5Y   6  
Y5Y  N10  N1   N  0  1  Y  N  N  32.051  11.338  31.457   6.401  -1.248  -0.370  N10  Y5Y   7  
Y5Y  C11  C7   C  0  1  Y  N  N  32.701  12.389  31.956   5.417  -0.369  -0.298  C11  Y5Y   8  
Y5Y  C16  C8   C  0  1  N  N  S  39.938  14.239  35.250  -2.754   0.401   0.082  C16  Y5Y   9  
Y5Y  C18  C9   C  0  1  N  N  N  40.372  13.011  36.086  -3.258   0.756  -1.342  C18  Y5Y  10  
Y5Y  C19  C10  C  0  1  N  N  N  41.122  12.152  35.041  -4.745   0.346  -1.295  C19  Y5Y  11  
Y5Y  C21  C11  C  0  1  N  N  N  42.533  12.756  33.076  -6.044  -1.231   0.159  C21  Y5Y  12  
Y5Y  C23  C12  C  0  1  N  N  N  43.047  13.782  32.096  -7.330  -0.890  -0.550  C23  Y5Y  13  
Y5Y  C24  C13  C  0  1  N  N  N  43.967  14.908  32.572  -8.604  -1.593  -0.079  C24  Y5Y  14  
Y5Y  C30  C14  C  0  1  Y  N  N  35.755  15.497  33.017   1.846   2.004   0.344  C30  Y5Y  15  
Y5Y  N3   N2   N  0  1  Y  N  N  34.697  14.874  32.410   3.118   1.488   0.308  N3   Y5Y  16  
Y5Y  N7   N3   N  0  1  Y  N  N  34.034  10.309  30.846   5.000  -2.988   0.207  N7   Y5Y  17  
Y5Y  C9   C15  C  0  1  N  N  N  31.955   9.142  30.362   7.344  -3.489  -0.223  C9   Y5Y  18  
Y5Y  N12  N4   N  0  1  Y  N  N  36.090  13.315  33.033   1.737  -0.201   0.084  N12  Y5Y  19  
Y5Y  C13  C16  C  0  1  Y  N  N  36.642  14.486  33.414   0.975   0.909   0.205  C13  Y5Y  20  
Y5Y  C14  C17  C  0  1  Y  N  N  37.833  14.864  34.075  -0.410   1.159   0.209  C14  Y5Y  21  
Y5Y  N15  N5   N  0  1  N  N  N  38.739  13.899  34.476  -1.316   0.122   0.076  N15  Y5Y  22  
Y5Y  N20  N6   N  0  1  N  N  N  41.675  13.103  34.057  -4.891  -0.641  -0.215  N20  Y5Y  23  
Y5Y  O22  O1   O  0  1  N  N  N  42.881  11.594  32.963  -6.048  -2.035   1.067  O22  Y5Y  24  
Y5Y  C25  C18  C  0  1  N  N  N  44.540  13.732  31.772  -8.386  -0.112   0.236  C25  Y5Y  25  
Y5Y  C26  C19  C  0  1  N  N  N  41.145  14.455  34.325  -3.569  -0.881   0.389  C26  Y5Y  26  
Y5Y  N27  N7   N  0  1  Y  N  N  38.066  16.159  34.278  -0.826   2.413   0.343  N27  Y5Y  27  
Y5Y  C28  C20  C  0  1  Y  N  N  37.196  17.076  33.894   0.031   3.409   0.470  C28  Y5Y  28  
Y5Y  N29  N8   N  0  1  Y  N  N  36.068  16.767  33.278   1.335   3.224   0.472  N29  Y5Y  29  
Y5Y  H1   H1   H  0  1  N  N  N  31.773  16.611  32.492   3.979   3.428  -1.339  H1   Y5Y  30  
Y5Y  H2   H2   H  0  1  N  N  N  32.239  15.198  33.499   5.695   3.342  -0.873  H2   Y5Y  31  
Y5Y  H3   H3   H  0  1  N  N  N  33.156  16.737  33.631   4.910   1.941  -1.640  H3   Y5Y  32  
Y5Y  H4   H4   H  0  1  N  N  N  33.937  16.472  31.290   5.153   1.597   0.803  H4   Y5Y  33  
Y5Y  H5   H5   H  0  1  N  N  N  33.019  14.934  31.158   4.222   3.084   1.105  H5   Y5Y  34  
Y5Y  H6   H6   H  0  1  N  N  N  35.830  11.293  31.261   2.989  -2.563   0.583  H6   Y5Y  35  
Y5Y  H7   H7   H  0  1  N  N  N  32.154  13.208  32.399   5.597   0.675  -0.507  H7   Y5Y  36  
Y5Y  H8   H8   H  0  1  N  N  N  39.776  15.114  35.897  -2.993   1.195   0.790  H8   Y5Y  37  
Y5Y  H9   H9   H  0  1  N  N  N  39.500  12.476  36.490  -3.158   1.825  -1.531  H9   Y5Y  38  
Y5Y  H10  H10  H  0  1  N  N  N  41.037  13.305  36.911  -2.720   0.181  -2.095  H10  Y5Y  39  
Y5Y  H11  H11  H  0  1  N  N  N  40.428  11.454  34.550  -5.364   1.218  -1.086  H11  Y5Y  40  
Y5Y  H12  H12  H  0  1  N  N  N  41.932  11.585  35.522  -5.038  -0.097  -2.247  H12  Y5Y  41  
Y5Y  H13  H13  H  0  1  N  N  N  42.381  14.029  31.256  -7.237  -0.678  -1.615  H13  Y5Y  42  
Y5Y  H14  H14  H  0  1  N  N  N  44.201  15.012  33.642  -9.350  -1.842  -0.833  H14  Y5Y  43  
Y5Y  H15  H15  H  0  1  N  N  N  43.899  15.905  32.113  -8.513  -2.302   0.744  H15  Y5Y  44  
Y5Y  H16  H16  H  0  1  N  N  N  32.666   8.406  29.958   7.833  -3.567   0.748  H16  Y5Y  45  
Y5Y  H17  H17  H  0  1  N  N  N  31.362   8.677  31.164   6.976  -4.470  -0.524  H17  Y5Y  46  
Y5Y  H18  H18  H  0  1  N  N  N  31.284   9.482  29.560   8.059  -3.127  -0.962  H18  Y5Y  47  
Y5Y  H19  H19  H  0  1  N  N  N  38.225  13.243  35.029  -1.000  -0.790  -0.021  H19  Y5Y  48  
Y5Y  H20  H20  H  0  1  N  N  N  45.186  12.992  32.268  -8.151   0.154   1.267  H20  Y5Y  49  
Y5Y  H21  H21  H  0  1  N  N  N  44.884  13.885  30.739  -8.988   0.613  -0.311  H21  Y5Y  50  
Y5Y  H22  H22  H  0  1  N  N  N  41.905  15.076  34.822  -3.094  -1.750  -0.067  H22  Y5Y  51  
Y5Y  H23  H23  H  0  1  N  N  N  40.831  14.939  33.388  -3.663  -1.021   1.466  H23  Y5Y  52  
Y5Y  H24  H24  H  0  1  N  N  N  37.414  18.115  34.090  -0.351   4.414   0.577  H24  Y5Y  53  
#   #
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
Y5Y  C9   C8   SING  N  N   1  
Y5Y  N7   C8   DOUB  Y  N   2  
Y5Y  N7   C6   SING  Y  N   3  
Y5Y  C8   N10  SING  Y  N   4  
Y5Y  C6   C5   DOUB  Y  N   5  
Y5Y  N10  C11  DOUB  Y  N   6  
Y5Y  C25  C23  SING  N  N   7  
Y5Y  C25  C24  SING  N  N   8  
Y5Y  C2   N3   SING  N  N   9  
Y5Y  C2   C1   SING  N  N  10  
Y5Y  C5   C11  SING  Y  N  11  
Y5Y  C5   C4   SING  N  N  12  
Y5Y  C23  C24  SING  N  N  13  
Y5Y  C23  C21  SING  N  N  14  
Y5Y  N3   C4   SING  Y  N  15  
Y5Y  N3   C30  SING  Y  N  16  
Y5Y  C4   N12  DOUB  Y  N  17  
Y5Y  O22  C21  DOUB  N  N  18  
Y5Y  C30  N29  DOUB  Y  N  19  
Y5Y  C30  C13  SING  Y  N  20  
Y5Y  N12  C13  SING  Y  N  21  
Y5Y  C21  N20  SING  N  N  22  
Y5Y  N29  C28  SING  Y  N  23  
Y5Y  C13  C14  DOUB  Y  N  24  
Y5Y  C28  N27  DOUB  Y  N  25  
Y5Y  N20  C26  SING  N  N  26  
Y5Y  N20  C19  SING  N  N  27  
Y5Y  C14  N27  SING  Y  N  28  
Y5Y  C14  N15  SING  N  N  29  
Y5Y  C26  C16  SING  N  N  30  
Y5Y  N15  C16  SING  N  N  31  
Y5Y  C19  C18  SING  N  N  32  
Y5Y  C16  C18  SING  N  N  33  
Y5Y  C1   H1   SING  N  N  34  
Y5Y  C1   H2   SING  N  N  35  
Y5Y  C1   H3   SING  N  N  36  
Y5Y  C2   H4   SING  N  N  37  
Y5Y  C2   H5   SING  N  N  38  
Y5Y  C6   H6   SING  N  N  39  
Y5Y  C11  H7   SING  N  N  40  
Y5Y  C16  H8   SING  N  N  41  
Y5Y  C18  H9   SING  N  N  42  
Y5Y  C18  H10  SING  N  N  43  
Y5Y  C19  H11  SING  N  N  44  
Y5Y  C19  H12  SING  N  N  45  
Y5Y  C23  H13  SING  N  N  46  
Y5Y  C24  H14  SING  N  N  47  
Y5Y  C24  H15  SING  N  N  48  
Y5Y  C9   H16  SING  N  N  49  
Y5Y  C9   H17  SING  N  N  50  
Y5Y  C9   H18  SING  N  N  51  
Y5Y  N15  H19  SING  N  N  52  
Y5Y  C25  H20  SING  N  N  53  
Y5Y  C25  H21  SING  N  N  54  
Y5Y  C26  H22  SING  N  N  55  
Y5Y  C26  H23  SING  N  N  56  
Y5Y  C28  H24  SING  N  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
Y5Y  SMILES            ACDLabs               12.01  "CCn4c(nc1c4ncnc1NC3CCN(C(C2CC2)=O)C3)c5cnc(nc5)C"  
Y5Y  InChI             InChI                 1.03   "InChI=1S/C20H24N8O/c1-3-28-18(14-8-21-12(2)22-9-14)26-16-17(23-11-24-19(16)28)25-15-6-7-27(10-15)20(29)13-4-5-13/h8-9,11,13,15H,3-7,10H2,1-2H3,(H,23,24,25)/t15-/m0/s1"  
Y5Y  InChIKey          InChI                 1.03   DADGJAZOHPBTCZ-HNNXBMFYSA-N  
Y5Y  SMILES_CANONICAL  CACTVS                3.385  "CCn1c2ncnc(N[C@H]3CCN(C3)C(=O)C4CC4)c2nc1c5cnc(C)nc5"  
Y5Y  SMILES            CACTVS                3.385  "CCn1c2ncnc(N[CH]3CCN(C3)C(=O)C4CC4)c2nc1c5cnc(C)nc5"  
Y5Y  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "CCn1c2c(c(ncn2)N[C@H]3CCN(C3)C(=O)C4CC4)nc1c5cnc(nc5)C"  
Y5Y  SMILES            "OpenEye OEToolkits"  2.0.7  "CCn1c2c(c(ncn2)NC3CCN(C3)C(=O)C4CC4)nc1c5cnc(nc5)C"  
#   #
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
Y5Y  "SYSTEMATIC NAME"  ACDLabs               12.01  "cyclopropyl[(3S)-3-{[9-ethyl-8-(2-methylpyrimidin-5-yl)-9H-purin-6-yl]amino}pyrrolidin-1-yl]methanone"  
Y5Y  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.7  "cyclopropyl-[(3~{S})-3-[[9-ethyl-8-(2-methylpyrimidin-5-yl)purin-6-yl]amino]pyrrolidin-1-yl]methanone"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
Y5Y  "Create component"  2021-02-05  RCSB  
Y5Y  "Initial release"   2021-04-21  RCSB  
##
