data_9WI
#

_chem_comp.id                                   9WI
_chem_comp.name                                 "(4R)-6-{[2-(4-cyanoanilino)pyrimidin-4-yl]amino}-5,7-dimethylindolizine-2-carbonitrile"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C22 H17 N7"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2021-10-29
_chem_comp.pdbx_modified_date                   2022-03-11
_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                       379.417
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    9WI
_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       7SNZ
_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
9WI  C7   C1   C  0  1  N  N  N  210.616  -26.718  38.051   3.236   2.403  -0.495  C7   9WI   1  
9WI  C8   C2   C  0  1  N  N  N  214.723  -29.962  38.003   1.467  -1.490   2.100  C8   9WI   2  
9WI  C9   C3   C  0  1  Y  N  N  214.915  -26.991  33.871  -1.161  -1.007  -0.778  C9   9WI   3  
9WI  C10  C4   C  0  1  Y  N  N  210.502  -31.014  40.171   6.054  -1.344   0.042  C10  9WI   4  
9WI  C11  C5   C  0  1  Y  N  N  209.458  -29.078  39.645   5.740   0.720  -0.793  C11  9WI   5  
9WI  C12  C6   C  0  1  Y  N  N  213.534  -28.874  34.048  -2.258   0.696   0.322  C12  9WI   6  
9WI  C18  C7   C  0  1  Y  N  N  211.149  -32.261  35.929  -5.994  -1.209  -0.125  C18  9WI   7  
9WI  N2   N1   N  0  1  Y  N  N  214.377  -28.121  33.280  -2.281  -0.383  -0.447  N2   9WI   8  
9WI  N1   N2   N  0  1  N  N  N  213.355  -27.201  37.204   1.226   1.140   0.983  N1   9WI   9  
9WI  C03  C8   C  0  1  Y  N  N  214.633  -26.592  35.190   0.046  -0.523  -0.312  C03  9WI  10  
9WI  C04  C9   C  0  1  Y  N  N  213.756  -27.438  35.874   0.040   0.619   0.493  C04  9WI  11  
9WI  N3   N3   N  0  1  Y  N  N  213.232  -28.546  35.294  -1.122   1.198   0.781  N3   9WI  12  
9WI  N4   N4   N  0  1  N  N  N  212.992  -30.030  33.492  -3.451   1.324   0.641  N4   9WI  13  
9WI  C13  C10  C  0  1  Y  N  N  210.968  -33.425  35.138  -7.075  -0.397  -0.481  C13  9WI  14  
9WI  C02  C11  C  0  1  Y  N  N  211.460  -33.461  33.824  -6.937   0.994  -0.459  C02  9WI  15  
9WI  C15  C12  C  0  1  Y  N  N  212.126  -32.364  33.266  -5.738   1.560  -0.088  C15  9WI  16  
9WI  C01  C13  C  0  1  Y  N  N  212.341  -31.171  34.017  -4.664   0.748   0.266  C01  9WI  17  
9WI  C17  C14  C  0  1  Y  N  N  211.835  -31.153  35.359  -4.799  -0.637   0.251  C17  9WI  18  
9WI  N5   N5   N  0  1  N  N  N  209.755  -35.513  36.093  -9.309  -1.457  -1.173  N5   9WI  19  
9WI  C19  C15  C  0  1  N  N  N  210.285  -34.569  35.671  -8.320  -0.988  -0.867  C19  9WI  20  
9WI  N19  N6   N  0  1  N  N  N  207.376  -31.446  41.552   9.006  -0.349  -1.741  N19  9WI  21  
9WI  C16  C16  C  0  1  N  N  N  208.224  -30.910  41.018   7.965  -0.333  -1.286  C16  9WI  22  
9WI  C14  C17  C  0  1  Y  N  N  209.305  -30.282  40.296   6.654  -0.313  -0.712  C14  9WI  23  
9WI  N0W  N7   N  0  1  Y  N  N  210.746  -29.028  39.113   4.612   0.356  -0.130  N0W  9WI  24  
9WI  C0X  C18  C  0  1  Y  N  N  211.331  -27.997  38.388   3.426   1.021   0.076  C0X  9WI  25  
9WI  C0V  C19  C  0  1  Y  N  N  211.393  -30.214  39.435   4.791  -0.908   0.391  C0V  9WI  26  
9WI  C0Y  C20  C  0  1  Y  N  N  212.607  -28.113  37.939   2.429   0.448   0.788  C0Y  9WI  27  
9WI  C0Z  C21  C  0  1  Y  N  N  213.320  -29.331  38.249   2.588  -0.850   1.322  C0Z  9WI  28  
9WI  C0C  C22  C  0  1  Y  N  N  212.727  -30.378  38.987   3.753  -1.518   1.132  C0C  9WI  29  
9WI  H1   H1   H  0  1  N  N  N  210.095  -26.831  37.089   4.136   2.700  -1.033  H1   9WI  30  
9WI  H2   H2   H  0  1  N  N  N  209.884  -26.489  38.839   2.388   2.399  -1.180  H2   9WI  31  
9WI  H3   H3   H  0  1  N  N  N  211.346  -25.898  37.979   3.046   3.108   0.314  H3   9WI  32  
9WI  H4   H4   H  0  1  N  N  N  215.399  -29.686  38.825   0.795  -2.004   1.412  H4   9WI  33  
9WI  H5   H5   H  0  1  N  N  N  214.630  -31.057  37.958   1.880  -2.207   2.809  H5   9WI  34  
9WI  H6   H6   H  0  1  N  N  N  215.131  -29.589  37.052   0.915  -0.721   2.641  H6   9WI  35  
9WI  H7   H7   H  0  1  N  N  N  215.589  -26.382  33.287  -1.191  -1.888  -1.402  H7   9WI  36  
9WI  H8   H8   H  0  1  N  N  N  210.698  -32.000  40.565   6.497  -2.296   0.294  H8   9WI  37  
9WI  H9   H9   H  0  1  N  N  N  208.709  -28.305  39.561   5.894   1.659  -1.304  H9   9WI  38  
9WI  H10  H10  H  0  1  N  N  N  210.774  -32.217  36.941  -6.097  -2.284  -0.141  H10  9WI  39  
9WI  H11  H11  H  0  1  N  N  N  213.620  -26.340  37.638   1.224   1.984   1.462  H11  9WI  40  
9WI  H12  H12  H  0  1  N  N  N  215.059  -25.706  35.637   0.973  -1.016  -0.563  H12  9WI  41  
9WI  H13  H13  H  0  1  N  N  N  213.084  -30.060  32.497  -3.443   2.164   1.126  H13  9WI  42  
9WI  H14  H14  H  0  1  N  N  N  211.322  -34.353  33.232  -7.770   1.625  -0.733  H14  9WI  43  
9WI  H15  H15  H  0  1  N  N  N  212.484  -32.422  32.249  -5.630   2.634  -0.071  H15  9WI  44  
9WI  H16  H16  H  0  1  N  N  N  211.980  -30.266  35.958  -3.966  -1.263   0.530  H16  9WI  45  
9WI  H17  H17  H  0  1  N  N  N  213.277  -31.282  39.205   3.887  -2.508   1.543  H17  9WI  46  
#   #
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
9WI  C15  C02  DOUB  Y  N   1  
9WI  C15  C01  SING  Y  N   2  
9WI  N2   C9   DOUB  Y  N   3  
9WI  N2   C12  SING  Y  N   4  
9WI  N4   C01  SING  N  N   5  
9WI  N4   C12  SING  N  N   6  
9WI  C02  C13  SING  Y  N   7  
9WI  C9   C03  SING  Y  N   8  
9WI  C01  C17  DOUB  Y  N   9  
9WI  C12  N3   DOUB  Y  N  10  
9WI  C13  C19  SING  N  N  11  
9WI  C13  C18  DOUB  Y  N  12  
9WI  C03  C04  DOUB  Y  N  13  
9WI  N3   C04  SING  Y  N  14  
9WI  C17  C18  SING  Y  N  15  
9WI  C19  N5   TRIP  N  N  16  
9WI  C04  N1   SING  N  N  17  
9WI  N1   C0Y  SING  N  N  18  
9WI  C0Y  C0Z  SING  Y  N  19  
9WI  C0Y  C0X  DOUB  Y  N  20  
9WI  C8   C0Z  SING  N  N  21  
9WI  C7   C0X  SING  N  N  22  
9WI  C0Z  C0C  DOUB  Y  N  23  
9WI  C0X  N0W  SING  Y  N  24  
9WI  C0C  C0V  SING  Y  N  25  
9WI  N0W  C0V  SING  Y  N  26  
9WI  N0W  C11  SING  Y  N  27  
9WI  C0V  C10  DOUB  Y  N  28  
9WI  C11  C14  DOUB  Y  N  29  
9WI  C10  C14  SING  Y  N  30  
9WI  C14  C16  SING  N  N  31  
9WI  C16  N19  TRIP  N  N  32  
9WI  C7   H1   SING  N  N  33  
9WI  C7   H2   SING  N  N  34  
9WI  C7   H3   SING  N  N  35  
9WI  C8   H4   SING  N  N  36  
9WI  C8   H5   SING  N  N  37  
9WI  C8   H6   SING  N  N  38  
9WI  C9   H7   SING  N  N  39  
9WI  C10  H8   SING  N  N  40  
9WI  C11  H9   SING  N  N  41  
9WI  C18  H10  SING  N  N  42  
9WI  N1   H11  SING  N  N  43  
9WI  C03  H12  SING  N  N  44  
9WI  N4   H13  SING  N  N  45  
9WI  C02  H14  SING  N  N  46  
9WI  C15  H15  SING  N  N  47  
9WI  C17  H16  SING  N  N  48  
9WI  C0C  H17  SING  N  N  49  
#   #
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
9WI  SMILES            ACDLabs               12.01  "N#Cc1ccc(cc1)Nc1nccc(n1)Nc1c(C)n2cc(cc2cc1C)C#N"  
9WI  InChI             InChI                 1.03   "InChI=1S/C22H17N7/c1-14-9-19-10-17(12-24)13-29(19)15(2)21(14)27-20-7-8-25-22(28-20)26-18-5-3-16(11-23)4-6-18/h3-10,13H,1-2H3,(H2,25,26,27,28)"  
9WI  InChIKey          InChI                 1.03   GMFRQOLPQYTHQH-UHFFFAOYSA-N  
9WI  SMILES_CANONICAL  CACTVS                3.385  "Cc1cc2cc(cn2c(C)c1Nc3ccnc(Nc4ccc(cc4)C#N)n3)C#N"  
9WI  SMILES            CACTVS                3.385  "Cc1cc2cc(cn2c(C)c1Nc3ccnc(Nc4ccc(cc4)C#N)n3)C#N"  
9WI  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "Cc1cc2cc(cn2c(c1Nc3ccnc(n3)Nc4ccc(cc4)C#N)C)C#N"  
9WI  SMILES            "OpenEye OEToolkits"  2.0.7  "Cc1cc2cc(cn2c(c1Nc3ccnc(n3)Nc4ccc(cc4)C#N)C)C#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
9WI  "SYSTEMATIC NAME"  ACDLabs               12.01  "(4R)-6-{[2-(4-cyanoanilino)pyrimidin-4-yl]amino}-5,7-dimethylindolizine-2-carbonitrile"  
9WI  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.7  "6-[[2-[(4-cyanophenyl)amino]pyrimidin-4-yl]amino]-5,7-dimethyl-indolizine-2-carbonitrile"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
9WI  "Create component"  2021-10-29  RCSB  
9WI  "Initial release"   2022-03-16  RCSB  
##
