data_FZL
#

_chem_comp.id                                   FZL
_chem_comp.name                                 "4-(cyclohexylamino)-2-[[2-methoxy-4-(2-oxidanylidenepyrrolidin-1-yl)phenyl]amino]-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C24 H27 N7 O2"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2020-07-10
_chem_comp.pdbx_modified_date                   2021-05-07
_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                       445.517
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    FZL
_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       7CHN
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 PDBJ
#   #
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
FZL  C10  C1   C  0  1  N  N  N  -1.040  41.351   7.386  -6.727  -0.863   0.415  C10   FZL   1  
FZL  C12  C2   C  0  1  Y  N  N  -0.698  38.564   8.516  -3.378   0.633  -0.534  C12   FZL   2  
FZL  C14  C3   C  0  1  Y  N  N  -0.407  36.196   8.229  -1.593  -0.858   0.053  C14   FZL   3  
FZL  C16  C4   C  0  1  Y  N  N   0.643  34.498   9.841   0.700  -0.110   0.163  C16   FZL   4  
FZL  C19  C5   C  0  1  Y  N  N   2.265  33.923  11.923   2.488   1.884   0.266  C19   FZL   5  
FZL  C20  C6   C  0  1  Y  N  N   3.010  33.299  12.937   3.164   3.189   0.346  C20   FZL   6  
FZL  N26  N1   N  0  1  N  N  N   2.789  36.418  12.032   4.261   0.244   0.096  N26   FZL   7  
FZL  C27  C7   C  0  1  N  N  N   2.296  37.766  11.822   4.687  -1.152  -0.021  C27   FZL   8  
FZL  C31  C8   C  0  1  N  N  N   3.128  40.244  12.030   6.548  -2.761   0.421  C31   FZL   9  
FZL  C32  C9   C  0  1  N  N  N   3.486  38.752  11.912   6.102  -1.302   0.542  C32   FZL  10  
FZL  C18  C10  C  0  1  Y  N  N   1.567  32.924  11.297   1.112   2.154   0.322  C18   FZL  11  
FZL  C23  C11  C  0  1  Y  N  N   2.722  31.925  12.896   2.178   4.125   0.442  C23   FZL  12  
FZL  C25  C12  C  0  1  Y  N  N   2.083  35.266  11.447   2.914   0.554   0.155  C25   FZL  13  
FZL  C28  C13  C  0  1  N  N  N   1.192  38.067  12.818   4.677  -1.568  -1.493  C28   FZL  14  
FZL  C01  C14  C  0  1  N  N  N  -0.090  35.216   4.715  -3.104  -3.879   1.489  C01   FZL  15  
FZL  C03  C15  C  0  1  Y  N  N  -0.377  36.345   6.833  -2.521  -1.788   0.517  C03   FZL  16  
FZL  C04  C16  C  0  1  Y  N  N  -0.510  37.608   6.264  -3.874  -1.508   0.444  C04   FZL  17  
FZL  C05  C17  C  0  1  Y  N  N  -0.664  38.714   7.106  -4.304  -0.294  -0.077  C05   FZL  18  
FZL  C07  C18  C  0  1  N  N  N  -0.919  40.403   5.222  -6.191   1.093  -0.718  C07   FZL  19  
FZL  C08  C19  C  0  1  N  N  N  -1.140  41.999   5.151  -7.703   1.073  -0.610  C08   FZL  20  
FZL  C09  C20  C  0  1  N  N  N  -1.505  42.444   6.371  -8.038  -0.394  -0.254  C09   FZL  21  
FZL  C13  C21  C  0  1  Y  N  N  -0.576  37.292   9.069  -2.026   0.351  -0.471  C13   FZL  22  
FZL  C21  C22  C  0  1  N  N  N   3.930  33.984  13.884   4.576   3.427   0.326  C21   FZL  23  
FZL  C29  C23  C  0  1  N  N  N   0.765  39.554  12.769   5.123  -3.027  -1.614  C29   FZL  24  
FZL  C30  C24  C  0  1  N  N  N   1.948  40.508  12.971   6.538  -3.176  -1.052  C30   FZL  25  
FZL  N06  N2   N  0  1  N  N  N  -0.837  40.051   6.546  -5.674  -0.006  -0.140  N06   FZL  26  
FZL  N15  N3   N  0  1  N  N  N  -0.254  34.812   8.722  -0.221  -1.144   0.116  N15   FZL  27  
FZL  N17  N4   N  0  1  Y  N  N   0.753  33.263  10.253   0.259   1.132   0.268  N17   FZL  28  
FZL  N22  N5   N  0  1  N  N  N   4.619  34.501  14.594   5.695   3.616   0.311  N22   FZL  29  
FZL  N24  N6   N  0  1  Y  N  N   1.864  31.711  11.909   0.963   3.512   0.428  N24   FZL  30  
FZL  N33  N7   N  0  1  Y  N  N   1.272  35.486  10.423   1.993  -0.404   0.107  N33   FZL  31  
FZL  O02  O1   O  0  1  N  N  N  -0.206  35.165   6.116  -2.098  -2.974   1.031  O02   FZL  32  
FZL  O11  O2   O  0  1  N  N  N  -0.816  39.677   4.294  -5.543   1.970  -1.247  O11   FZL  33  
FZL  H1   H1   H  0  1  N  N  N  -0.096  41.649   7.865  -6.788  -0.733   1.496  H101  FZL  34  
FZL  H2   H2   H  0  1  N  N  N  -1.808  41.193   8.157  -6.532  -1.907   0.171  H102  FZL  35  
FZL  H3   H3   H  0  1  N  N  N  -0.817  39.427   9.154  -3.714   1.574  -0.943  H121  FZL  36  
FZL  H4   H4   H  0  1  N  N  N   2.808  36.271  13.021   4.923   0.952   0.131  H261  FZL  37  
FZL  H5   H5   H  0  1  N  N  N   1.874  37.840  10.809   4.004  -1.789   0.541  H271  FZL  38  
FZL  H6   H6   H  0  1  N  N  N   4.007  40.786  12.410   7.556  -2.867   0.822  H312  FZL  39  
FZL  H7   H7   H  0  1  N  N  N   2.869  40.622  11.030   5.864  -3.397   0.983  H311  FZL  40  
FZL  H8   H8   H  0  1  N  N  N   4.081  38.479  12.796   6.786  -0.665  -0.020  H321  FZL  41  
FZL  H9   H9   H  0  1  N  N  N   4.096  38.624  11.006   6.109  -1.006   1.591  H322  FZL  42  
FZL  H10  H10  H  0  1  N  N  N   3.129  31.173  13.555   2.337   5.191   0.518  H231  FZL  43  
FZL  H11  H11  H  0  1  N  N  N   0.320  37.438  12.584   3.669  -1.461  -1.894  H281  FZL  44  
FZL  H12  H12  H  0  1  N  N  N   1.552  37.833  13.831   5.361  -0.932  -2.055  H282  FZL  45  
FZL  H13  H13  H  0  1  N  N  N   0.038  34.197   4.320  -3.685  -3.406   2.281  H012  FZL  46  
FZL  H14  H14  H  0  1  N  N  N  -1.000  35.663   4.288  -3.764  -4.137   0.660  H011  FZL  47  
FZL  H15  H15  H  0  1  N  N  N   0.782  35.828   4.441  -2.632  -4.783   1.873  H013  FZL  48  
FZL  H16  H16  H  0  1  N  N  N  -0.495  37.732   5.191  -4.595  -2.227   0.804  H041  FZL  49  
FZL  H17  H17  H  0  1  N  N  N  -0.204  42.488   4.844  -8.038   1.744   0.181  H082  FZL  50  
FZL  H18  H18  H  0  1  N  N  N  -1.930  42.230   4.422  -8.157   1.348  -1.563  H081  FZL  51  
FZL  H19  H19  H  0  1  N  N  N  -1.013  43.403   6.591  -8.248  -0.975  -1.152  H092  FZL  52  
FZL  H20  H20  H  0  1  N  N  N  -2.596  42.572   6.420  -8.873  -0.444   0.445  H091  FZL  53  
FZL  H21  H21  H  0  1  N  N  N  -0.612  37.157  10.140  -1.307   1.072  -0.831  H131  FZL  54  
FZL  H22  H22  H  0  1  N  N  N   0.309  39.759  11.789   4.439  -3.663  -1.052  H292  FZL  55  
FZL  H23  H23  H  0  1  N  N  N   0.025  39.736  13.563   5.116  -3.323  -2.663  H291  FZL  56  
FZL  H24  H24  H  0  1  N  N  N   2.302  40.406  14.007   7.221  -2.540  -1.613  H302  FZL  57  
FZL  H25  H25  H  0  1  N  N  N   1.596  41.537  12.804   6.855  -4.215  -1.138  H301  FZL  58  
FZL  H26  H26  H  0  1  N  N  N  -0.771  34.075   8.286   0.082  -2.065   0.126  H151  FZL  59  
FZL  H27  H27  H  0  1  N  N  N   1.491  30.821  11.647   0.111   3.973   0.485  H241  FZL  60  
#   #
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
FZL  O11  C07  DOUB  N  N   1  
FZL  C01  O02  SING  N  N   2  
FZL  C08  C07  SING  N  N   3  
FZL  C08  C09  SING  N  N   4  
FZL  C07  N06  SING  N  N   5  
FZL  O02  C03  SING  N  N   6  
FZL  C04  C03  DOUB  Y  N   7  
FZL  C04  C05  SING  Y  N   8  
FZL  C09  C10  SING  N  N   9  
FZL  N06  C05  SING  N  N  10  
FZL  N06  C10  SING  N  N  11  
FZL  C03  C14  SING  Y  N  12  
FZL  C05  C12  DOUB  Y  N  13  
FZL  C14  N15  SING  N  N  14  
FZL  C14  C13  DOUB  Y  N  15  
FZL  C12  C13  SING  Y  N  16  
FZL  N15  C16  SING  N  N  17  
FZL  C16  N17  DOUB  Y  N  18  
FZL  C16  N33  SING  Y  N  19  
FZL  N17  C18  SING  Y  N  20  
FZL  N33  C25  DOUB  Y  N  21  
FZL  C18  N24  SING  Y  N  22  
FZL  C18  C19  DOUB  Y  N  23  
FZL  C25  C19  SING  Y  N  24  
FZL  C25  N26  SING  N  N  25  
FZL  C27  C32  SING  N  N  26  
FZL  C27  N26  SING  N  N  27  
FZL  C27  C28  SING  N  N  28  
FZL  N24  C23  SING  Y  N  29  
FZL  C32  C31  SING  N  N  30  
FZL  C19  C20  SING  Y  N  31  
FZL  C31  C30  SING  N  N  32  
FZL  C29  C28  SING  N  N  33  
FZL  C29  C30  SING  N  N  34  
FZL  C23  C20  DOUB  Y  N  35  
FZL  C20  C21  SING  N  N  36  
FZL  C21  N22  TRIP  N  N  37  
FZL  C10  H1   SING  N  N  38  
FZL  C10  H2   SING  N  N  39  
FZL  C12  H3   SING  N  N  40  
FZL  N26  H4   SING  N  N  41  
FZL  C27  H5   SING  N  N  42  
FZL  C31  H6   SING  N  N  43  
FZL  C31  H7   SING  N  N  44  
FZL  C32  H8   SING  N  N  45  
FZL  C32  H9   SING  N  N  46  
FZL  C23  H10  SING  N  N  47  
FZL  C28  H11  SING  N  N  48  
FZL  C28  H12  SING  N  N  49  
FZL  C01  H13  SING  N  N  50  
FZL  C01  H14  SING  N  N  51  
FZL  C01  H15  SING  N  N  52  
FZL  C04  H16  SING  N  N  53  
FZL  C08  H17  SING  N  N  54  
FZL  C08  H18  SING  N  N  55  
FZL  C09  H19  SING  N  N  56  
FZL  C09  H20  SING  N  N  57  
FZL  C13  H21  SING  N  N  58  
FZL  C29  H22  SING  N  N  59  
FZL  C29  H23  SING  N  N  60  
FZL  C30  H24  SING  N  N  61  
FZL  C30  H25  SING  N  N  62  
FZL  N15  H26  SING  N  N  63  
FZL  N24  H27  SING  N  N  64  
#   #
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
FZL  InChI             InChI                 1.03   "InChI=1S/C24H27N7O2/c1-33-19-12-17(31-11-5-8-20(31)32)9-10-18(19)28-24-29-22-21(15(13-25)14-26-22)23(30-24)27-16-6-3-2-4-7-16/h9-10,12,14,16H,2-8,11H2,1H3,(H3,26,27,28,29,30)"  
FZL  InChIKey          InChI                 1.03   LOHMGKJWMIIPRA-UHFFFAOYSA-N  
FZL  SMILES_CANONICAL  CACTVS                3.385  "COc1cc(ccc1Nc2nc3[nH]cc(C#N)c3c(NC4CCCCC4)n2)N5CCCC5=O"  
FZL  SMILES            CACTVS                3.385  "COc1cc(ccc1Nc2nc3[nH]cc(C#N)c3c(NC4CCCCC4)n2)N5CCCC5=O"  
FZL  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "COc1cc(ccc1Nc2nc3c(c(c[nH]3)C#N)c(n2)NC4CCCCC4)N5CCCC5=O"  
FZL  SMILES            "OpenEye OEToolkits"  2.0.7  "COc1cc(ccc1Nc2nc3c(c(c[nH]3)C#N)c(n2)NC4CCCCC4)N5CCCC5=O"  
#
_pdbx_chem_comp_identifier.comp_id          FZL
_pdbx_chem_comp_identifier.type             "SYSTEMATIC NAME"
_pdbx_chem_comp_identifier.program          "OpenEye OEToolkits"
_pdbx_chem_comp_identifier.program_version  2.0.7
_pdbx_chem_comp_identifier.identifier       "4-(cyclohexylamino)-2-[[2-methoxy-4-(2-oxidanylidenepyrrolidin-1-yl)phenyl]amino]-7~{H}-pyrrolo[2,3-d]pyrimidine-5-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
FZL  "Create component"  2020-07-10  PDBJ  
FZL  "Initial release"   2021-05-12  RCSB  
##
