data_N1A
#

_chem_comp.id                                   N1A
_chem_comp.name                                 "5-fluoro-N-[5-(4-methylpiperazin-1-yl)pyridin-2-yl]-4-[(4R)-4-methyl-5,6,7,8-tetrahydro-4H-pyrazolo[1,5-a]azepin-3-yl]pyrimidin-2-amine"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C23 H29 F N8"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2019-04-29
_chem_comp.pdbx_modified_date                   2020-07-24
_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                       436.528
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    N1A
_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       6OQL
_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
N1A  C4   C1   C  0  1  N  N  N  21.310  38.399   -4.650  -7.267  -1.871  -0.030  C4   N1A   1  
N1A  C5   C2   C  0  1  N  N  N  22.810  38.284   -4.466  -7.424  -0.401   0.367  C5   N1A   2  
N1A  C6   C3   C  0  1  Y  N  N  23.296  36.579   -6.313  -4.961  -0.010   0.131  C6   N1A   3  
N1A  N1   N1   N  0  1  Y  N  N  24.137  36.259   -4.238  -5.884   0.888   1.945  N1   N1A   4  
N1A  C7   C4   C  0  1  Y  N  N  24.043  35.400   -6.332  -3.999   0.651   0.836  C7   N1A   5  
N1A  C8   C5   C  0  1  Y  N  N  24.526  35.273   -5.022  -4.617   1.205   1.977  C8   N1A   6  
N1A  N2   N2   N  0  1  Y  N  N  24.938  32.921   -9.647   0.044   0.955  -0.183  N2   N1A   7  
N1A  C9   C6   C  0  1  Y  N  N  24.346  34.503   -7.442  -2.567   0.767   0.471  C9   N1A   8  
N1A  C10  C7   C  0  1  Y  N  N  25.238  33.385   -7.335  -2.088   1.912  -0.176  C10  N1A   9  
N1A  C11  C8   C  0  1  Y  N  N  25.485  32.644   -8.459  -0.743   1.974  -0.496  C11  N1A  10  
N1A  C12  C9   C  0  1  Y  N  N  24.110  33.972   -9.672  -0.437  -0.116   0.430  C12  N1A  11  
N1A  N3   N3   N  0  1  Y  N  N  23.783  34.755   -8.633  -1.716  -0.217   0.754  N3   N1A  12  
N1A  C13  C10  C  0  1  Y  N  N  22.791  35.283  -11.413   1.788  -1.040   0.479  C13  N1A  13  
N1A  C14  C11  C  0  1  Y  N  N  21.919  36.013  -10.599   2.625  -2.129   0.687  C14  N1A  14  
N1A  C15  C12  C  0  1  Y  N  N  21.167  37.014  -11.181   3.978  -2.000   0.427  C15  N1A  15  
N1A  N4   N4   N  0  1  N  N  N  23.668  34.339  -10.908   0.423  -1.160   0.739  N4   N1A  16  
N1A  N    N5   N  0  1  Y  N  N  23.377  37.067   -5.041  -6.126   0.133   0.791  N    N1A  17  
N1A  C    C13  C  0  1  N  N  N  23.336  38.445   -7.963  -3.664  -0.112  -1.981  C    N1A  18  
N1A  C1   C14  C  0  1  N  N  R  22.550  37.252   -7.422  -4.764  -0.777  -1.151  C1   N1A  19  
N1A  C16  C15  C  0  1  Y  N  N  21.296  37.278  -12.536   4.450  -0.773  -0.037  C16  N1A  20  
N1A  C17  C16  C  0  1  Y  N  N  22.180  36.493  -13.267   3.555   0.270  -0.221  C17  N1A  21  
N1A  C18  C17  C  0  1  N  N  N  21.312  39.271  -13.980   6.079   0.768  -0.788  C18  N1A  22  
N1A  C19  C18  C  0  1  N  N  N  20.566  40.589  -14.016   7.560   0.897  -1.153  C19  N1A  23  
N1A  C2   C19  C  0  1  N  N  N  21.087  37.584   -7.081  -6.073  -0.779  -1.945  C2   N1A  24  
N1A  C20  C20  C  0  1  N  N  N  18.504  39.470  -13.586   8.113  -0.784   0.498  C20  N1A  25  
N1A  C21  C21  C  0  1  N  N  N  19.212  38.132  -13.547   6.633  -0.913   0.863  C21  N1A  26  
N1A  C22  C22  C  0  1  N  N  N  18.487  41.676  -14.544   9.809   0.766  -0.267  C22  N1A  27  
N1A  C3   C23  C  0  1  N  N  N  20.845  38.692   -6.064  -6.926  -1.970  -1.516  C3   N1A  28  
N1A  F    F1   F  0  1  N  N  N  25.852  33.038   -6.181  -2.919   2.933  -0.481  F    N1A  29  
N1A  N5   N6   N  0  1  Y  N  N  22.914  35.510  -12.729   2.272   0.112   0.043  N5   N1A  30  
N1A  N6   N7   N  0  1  N  N  N  20.603  38.314  -13.130   5.811  -0.596  -0.313  N6   N1A  31  
N1A  N7   N8   N  0  1  N  N  N  19.194  40.397  -14.479   8.381   0.581   0.023  N7   N1A  32  
N1A  H1   H1   H  0  1  N  N  N  20.950  39.210   -4.000  -6.467  -2.322   0.557  H1   N1A  33  
N1A  H2   H2   H  0  1  N  N  N  20.856  37.448   -4.334  -8.201  -2.400   0.163  H2   N1A  34  
N1A  H3   H3   H  0  1  N  N  N  23.030  38.295   -3.388  -7.790   0.168  -0.488  H3   N1A  35  
N1A  H4   H4   H  0  1  N  N  N  23.287  39.151   -4.947  -8.136  -0.321   1.188  H4   N1A  36  
N1A  H5   H5   H  0  1  N  N  N  25.149  34.456   -4.691  -4.128   1.788   2.743  H5   N1A  37  
N1A  H6   H6   H  0  1  N  N  N  26.152  31.798   -8.383  -0.339   2.842  -0.995  H6   N1A  38  
N1A  H7   H7   H  0  1  N  N  N  21.836  35.799   -9.544   2.225  -3.066   1.048  H7   N1A  39  
N1A  H8   H8   H  0  1  N  N  N  20.479  37.591  -10.581   4.652  -2.830   0.579  H8   N1A  40  
N1A  H9   H9   H  0  1  N  N  N  24.082  33.787  -11.632   0.074  -1.974   1.136  H9   N1A  41  
N1A  H10  H10  H  0  1  N  N  N  24.368  38.135   -8.184  -3.882   0.951  -2.088  H10  N1A  42  
N1A  H11  H11  H  0  1  N  N  N  22.858  38.812   -8.884  -2.705  -0.237  -1.479  H11  N1A  43  
N1A  H12  H12  H  0  1  N  N  N  23.347  39.248   -7.211  -3.622  -0.575  -2.967  H12  N1A  44  
N1A  H13  H13  H  0  1  N  N  N  22.505  36.524   -8.246  -4.477  -1.803  -0.921  H13  N1A  45  
N1A  H14  H14  H  0  1  N  N  N  22.280  36.686  -14.325   3.913   1.225  -0.575  H14  N1A  46  
N1A  H15  H15  H  0  1  N  N  N  21.385  38.867  -15.000   5.836   1.482   0.000  H15  N1A  47  
N1A  H16  H16  H  0  1  N  N  N  22.322  39.436  -13.578   5.468   0.975  -1.666  H16  N1A  48  
N1A  H17  H17  H  0  1  N  N  N  21.084  41.278  -14.699   7.797   0.203  -1.960  H17  N1A  49  
N1A  H18  H18  H  0  1  N  N  N  20.548  41.021  -13.004   7.767   1.917  -1.478  H18  N1A  50  
N1A  H19  H19  H  0  1  N  N  N  20.587  37.878   -8.016  -6.616   0.146  -1.751  H19  N1A  51  
N1A  H20  H20  H  0  1  N  N  N  20.622  36.667   -6.689  -5.852  -0.854  -3.009  H20  N1A  52  
N1A  H21  H21  H  0  1  N  N  N  18.482  39.896  -12.572   8.724  -0.990   1.376  H21  N1A  53  
N1A  H22  H22  H  0  1  N  N  N  17.475  39.323  -13.945   8.357  -1.497  -0.290  H22  N1A  54  
N1A  H23  H23  H  0  1  N  N  N  18.701  37.470  -12.832   6.426  -1.933   1.188  H23  N1A  55  
N1A  H24  H24  H  0  1  N  N  N  19.188  37.678  -14.549   6.396  -0.219   1.670  H24  N1A  56  
N1A  H25  H25  H  0  1  N  N  N  17.458  41.509  -14.894   9.991   1.803  -0.551  H25  N1A  57  
N1A  H26  H26  H  0  1  N  N  N  18.464  42.133  -13.544  10.395   0.525   0.621  H26  N1A  58  
N1A  H27  H27  H  0  1  N  N  N  19.008  42.347  -15.243  10.102   0.109  -1.085  H27  N1A  59  
N1A  H28  H28  H  0  1  N  N  N  21.371  39.592   -6.413  -6.376  -2.893  -1.699  H28  N1A  60  
N1A  H29  H29  H  0  1  N  N  N  19.763  38.890   -6.030  -7.848  -1.982  -2.098  H29  N1A  61  
#   #
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
N1A  C22  N7   SING  N  N   1  
N1A  N7   C19  SING  N  N   2  
N1A  N7   C20  SING  N  N   3  
N1A  C19  C18  SING  N  N   4  
N1A  C18  N6   SING  N  N   5  
N1A  C20  C21  SING  N  N   6  
N1A  C21  N6   SING  N  N   7  
N1A  C17  N5   DOUB  Y  N   8  
N1A  C17  C16  SING  Y  N   9  
N1A  N6   C16  SING  N  N  10  
N1A  N5   C13  SING  Y  N  11  
N1A  C16  C15  DOUB  Y  N  12  
N1A  C13  N4   SING  N  N  13  
N1A  C13  C14  DOUB  Y  N  14  
N1A  C15  C14  SING  Y  N  15  
N1A  N4   C12  SING  N  N  16  
N1A  C12  N2   DOUB  Y  N  17  
N1A  C12  N3   SING  Y  N  18  
N1A  N2   C11  SING  Y  N  19  
N1A  N3   C9   DOUB  Y  N  20  
N1A  C11  C10  DOUB  Y  N  21  
N1A  C    C1   SING  N  N  22  
N1A  C9   C10  SING  Y  N  23  
N1A  C9   C7   SING  N  N  24  
N1A  C1   C2   SING  N  N  25  
N1A  C1   C6   SING  N  N  26  
N1A  C10  F    SING  N  N  27  
N1A  C2   C3   SING  N  N  28  
N1A  C7   C6   DOUB  Y  N  29  
N1A  C7   C8   SING  Y  N  30  
N1A  C6   N    SING  Y  N  31  
N1A  C3   C4   SING  N  N  32  
N1A  N    C5   SING  N  N  33  
N1A  N    N1   SING  Y  N  34  
N1A  C8   N1   DOUB  Y  N  35  
N1A  C4   C5   SING  N  N  36  
N1A  C4   H1   SING  N  N  37  
N1A  C4   H2   SING  N  N  38  
N1A  C5   H3   SING  N  N  39  
N1A  C5   H4   SING  N  N  40  
N1A  C8   H5   SING  N  N  41  
N1A  C11  H6   SING  N  N  42  
N1A  C14  H7   SING  N  N  43  
N1A  C15  H8   SING  N  N  44  
N1A  N4   H9   SING  N  N  45  
N1A  C    H10  SING  N  N  46  
N1A  C    H11  SING  N  N  47  
N1A  C    H12  SING  N  N  48  
N1A  C1   H13  SING  N  N  49  
N1A  C17  H14  SING  N  N  50  
N1A  C18  H15  SING  N  N  51  
N1A  C18  H16  SING  N  N  52  
N1A  C19  H17  SING  N  N  53  
N1A  C19  H18  SING  N  N  54  
N1A  C2   H19  SING  N  N  55  
N1A  C2   H20  SING  N  N  56  
N1A  C20  H21  SING  N  N  57  
N1A  C20  H22  SING  N  N  58  
N1A  C21  H23  SING  N  N  59  
N1A  C21  H24  SING  N  N  60  
N1A  C22  H25  SING  N  N  61  
N1A  C22  H26  SING  N  N  62  
N1A  C22  H27  SING  N  N  63  
N1A  C3   H28  SING  N  N  64  
N1A  C3   H29  SING  N  N  65  
#   #
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
N1A  SMILES            ACDLabs               12.01  "C5Cn1c(c(cn1)c2c(F)cnc(n2)Nc3ccc(cn3)N4CCN(CC4)C)C(C)CC5"  
N1A  InChI             InChI                 1.03   "InChI=1S/C23H29FN8/c1-16-5-3-4-8-32-22(16)18(14-27-32)21-19(24)15-26-23(29-21)28-20-7-6-17(13-25-20)31-11-9-30(2)10-12-31/h6-7,13-16H,3-5,8-12H2,1-2H3,(H,25,26,28,29)/t16-/m1/s1"  
N1A  InChIKey          InChI                 1.03   UHCMUGYUWQCODZ-MRXNPFEDSA-N  
N1A  SMILES_CANONICAL  CACTVS                3.385  "C[C@@H]1CCCCn2ncc(c3nc(Nc4ccc(cn4)N5CCN(C)CC5)ncc3F)c12"  
N1A  SMILES            CACTVS                3.385  "C[CH]1CCCCn2ncc(c3nc(Nc4ccc(cn4)N5CCN(C)CC5)ncc3F)c12"  
N1A  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "C[C@@H]1CCCCn2c1c(cn2)c3c(cnc(n3)Nc4ccc(cn4)N5CCN(CC5)C)F"  
N1A  SMILES            "OpenEye OEToolkits"  2.0.7  "CC1CCCCn2c1c(cn2)c3c(cnc(n3)Nc4ccc(cn4)N5CCN(CC5)C)F"  
#   #
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
N1A  "SYSTEMATIC NAME"  ACDLabs               12.01  "5-fluoro-N-[5-(4-methylpiperazin-1-yl)pyridin-2-yl]-4-[(4R)-4-methyl-5,6,7,8-tetrahydro-4H-pyrazolo[1,5-a]azepin-3-yl]pyrimidin-2-amine"  
N1A  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.7  "5-fluoranyl-~{N}-[5-(4-methylpiperazin-1-yl)pyridin-2-yl]-4-[(4~{R})-4-methyl-5,6,7,8-tetrahydro-4~{H}-pyrazolo[1,5-a]azepin-3-yl]pyrimidin-2-amine"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
N1A  "Create component"  2019-04-29  RCSB  
N1A  "Initial release"   2020-07-29  RCSB  
##
