data_6ZV
#

_chem_comp.id                                   6ZV
_chem_comp.name                                 
;N-{5-[(4-ethylpiperazin-1-yl)methyl]pyridin-2-yl}-5-fluoro-4-[4-fluoro-2-methyl-1-(propan-2-yl)-1H-benzimidazol-6-yl]py
rimidin-2-amine
;

_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C27 H32 F2 N8"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        Abemaciclib
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2016-08-03
_chem_comp.pdbx_modified_date                   2020-06-17
_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                       506.593
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    6ZV
_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       5L2S
_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
6ZV  C1   C1   C  0  1  N  N  N  19.249  42.926  -12.990   -9.286  -1.581   0.119  C1   6ZV   1  
6ZV  C2   C2   C  0  1  Y  N  N  24.431  34.548   -9.469    0.161   0.104  -0.117  C2   6ZV   2  
6ZV  C3   C3   C  0  1  N  N  N  19.881  44.214  -12.550  -10.813  -1.510   0.061  C3   6ZV   3  
6ZV  C4   C4   C  0  1  Y  N  N  24.862  34.876   -7.226    2.213  -0.937  -0.275  C4   6ZV   4  
6ZV  C5   C5   C  0  1  Y  N  N  25.546  33.610   -7.195    1.599  -2.016  -0.920  C5   6ZV   5  
6ZV  C6   C6   C  0  1  Y  N  N  25.617  32.918   -8.412    0.231  -1.964  -1.135  C6   6ZV   6  
6ZV  N2   N1   N  0  1  N  N  N  20.096  42.138  -13.919   -8.800  -0.770   1.243  N2   6ZV   7  
6ZV  C10  C7   C  0  1  Y  N  N  20.851  37.047  -10.424   -3.996   2.498  -0.064  C10  6ZV   8  
6ZV  C    C8   C  0  1  Y  N  N  21.889  36.243   -9.995   -2.654   2.431   0.269  C    6ZV   9  
6ZV  C17  C9   C  0  1  Y  N  N  23.750  36.809   -6.086    4.393   0.244  -0.085  C17  6ZV  10  
6ZV  C21  C10  C  0  1  Y  N  N  25.491  35.654   -4.914    4.324  -2.145   0.281  C21  6ZV  11  
6ZV  C12  C11  C  0  1  Y  N  N  21.606  36.789  -12.646   -3.808   0.291  -0.962  C12  6ZV  12  
6ZV  C16  C12  C  0  1  Y  N  N  24.708  35.793   -6.063    3.673  -0.944  -0.022  C16  6ZV  13  
6ZV  C11  C13  C  0  1  Y  N  N  20.692  37.347  -11.768   -4.578   1.405  -0.691  C11  6ZV  14  
6ZV  C19  C14  C  0  1  Y  N  N  24.366  37.504   -3.812    6.408  -0.977   0.456  C19  6ZV  15  
6ZV  C18  C15  C  0  1  Y  N  N  23.610  37.638   -4.978    5.759   0.232   0.153  C18  6ZV  16  
6ZV  C20  C16  C  0  1  Y  N  N  25.301  36.472   -3.828    5.668  -2.165   0.517  C20  6ZV  17  
6ZV  C8   C17  C  0  1  Y  N  N  22.771  35.733  -10.962   -1.938   1.280  -0.039  C8   6ZV  18  
6ZV  C23  C18  C  0  1  Y  N  N  23.068  39.169   -3.465    7.914   0.590   0.469  C23  6ZV  19  
6ZV  C31  C19  C  0  1  N  N  N  18.870  40.011  -13.742   -8.275   1.141  -0.194  C31  6ZV  20  
6ZV  C35  C20  C  0  1  N  N  N  20.766  40.371  -12.331   -6.570  -0.515   0.265  C35  6ZV  21  
6ZV  C32  C21  C  0  1  N  N  N  19.326  41.126  -14.660   -9.072   0.657   1.020  C32  6ZV  22  
6ZV  C34  C22  C  0  1  N  N  N  21.232  41.502  -13.235   -7.368  -0.999   1.479  C34  6ZV  23  
6ZV  C25  C23  C  0  1  N  N  N  22.372  40.315   -2.831    9.246   1.285   0.590  C25  6ZV  24  
6ZV  C27  C24  C  0  1  N  N  N  20.807  38.695   -6.272    5.934   2.823  -1.480  C27  6ZV  25  
6ZV  C28  C25  C  0  1  N  N  N  22.880  40.014   -6.867    5.612   3.224   0.965  C28  6ZV  26  
6ZV  C14  C26  C  0  1  N  N  N  19.577  38.253  -12.245   -6.036   1.433  -1.071  C14  6ZV  27  
6ZV  C26  C27  C  0  1  N  N  N  21.983  39.502   -5.756    6.548   2.634  -0.092  C26  6ZV  28  
6ZV  N    N2   N  0  1  Y  N  N  22.623  35.996  -12.274   -2.528   0.259  -0.643  N    6ZV  29  
6ZV  N1   N3   N  0  1  Y  N  N  25.073  33.372   -9.550   -0.447  -0.903  -0.726  N1   6ZV  30  
6ZV  N24  N4   N  0  1  Y  N  N  24.009  38.469   -2.887    7.721  -0.686   0.637  N24  6ZV  31  
6ZV  N3   N5   N  0  1  Y  N  N  24.303  35.319   -8.371    1.465   0.096   0.108  N3   6ZV  32  
6ZV  N22  N6   N  0  1  Y  N  N  22.756  38.737   -4.742    6.739   1.205   0.168  N22  6ZV  33  
6ZV  N30  N7   N  0  1  N  N  N  20.019  39.363  -13.102   -6.842   0.912   0.041  N30  6ZV  34  
6ZV  N7   N8   N  0  1  N  N  N  23.895  34.969  -10.656   -0.587   1.199   0.289  N7   6ZV  35  
6ZV  F29  F1   F  0  1  N  N  N  26.033  36.259   -2.713    6.285  -3.331   0.809  F29  6ZV  36  
6ZV  F15  F2   F  0  1  N  N  N  26.034  33.015   -6.081    2.322  -3.083  -1.325  F15  6ZV  37  
6ZV  H69  H1   H  0  1  N  N  N  18.300  43.159  -13.496   -8.975  -2.617   0.258  H69  6ZV  38  
6ZV  H77  H2   H  0  1  N  N  N  19.048  42.314  -12.098   -8.868  -1.198  -0.812  H77  6ZV  39  
6ZV  H78  H3   H  0  1  N  N  N  19.200  44.742  -11.867  -11.173  -2.112  -0.773  H78  6ZV  40  
6ZV  H79  H4   H  0  1  N  N  N  20.827  44.000  -12.031  -11.230  -1.893   0.993  H79  6ZV  41  
6ZV  H76  H5   H  0  1  N  N  N  20.079  44.844  -13.430  -11.123  -0.474  -0.077  H76  6ZV  42  
6ZV  H42  H6   H  0  1  N  N  N  26.136  31.971   -8.434   -0.275  -2.779  -1.630  H42  6ZV  43  
6ZV  H41  H8   H  0  1  N  N  N  20.154  37.447   -9.703   -4.577   3.379   0.163  H41  6ZV  44  
6ZV  H68  H9   H  0  1  N  N  N  22.019  36.013   -8.948   -2.170   3.261   0.761  H68  6ZV  45  
6ZV  H39  H10  H  0  1  N  N  N  23.124  36.949   -6.955    3.892   1.171  -0.324  H39  6ZV  46  
6ZV  H40  H11  H  0  1  N  N  N  26.256  34.893   -4.880    3.757  -3.064   0.329  H40  6ZV  47  
6ZV  H38  H12  H  0  1  N  N  N  21.493  37.006  -13.698   -4.256  -0.560  -1.453  H38  6ZV  48  
6ZV  H44  H13  H  0  1  N  N  N  18.213  40.429  -12.965   -8.590   0.590  -1.080  H44  6ZV  49  
6ZV  H43  H14  H  0  1  N  N  N  18.315  39.264  -14.329   -8.452   2.206  -0.345  H43  6ZV  50  
6ZV  H65  H15  H  0  1  N  N  N  21.642  39.895  -11.868   -5.505  -0.658   0.449  H65  6ZV  51  
6ZV  H66  H16  H  0  1  N  N  N  20.114  40.781  -11.546   -6.866  -1.085  -0.616  H66  6ZV  52  
6ZV  H71  H17  H  0  1  N  N  N  18.444  41.604  -15.111  -10.137   0.799   0.835  H71  6ZV  53  
6ZV  H72  H18  H  0  1  N  N  N  19.959  40.702  -15.454   -8.775   1.226   1.900  H72  6ZV  54  
6ZV  H74  H19  H  0  1  N  N  N  21.924  41.097  -13.988   -7.052  -0.449   2.365  H74  6ZV  55  
6ZV  H73  H20  H  0  1  N  N  N  21.753  42.256  -12.627   -7.190  -2.064   1.629  H73  6ZV  56  
6ZV  H51  H21  H  0  1  N  N  N  22.771  40.472   -1.818    9.699   1.377  -0.398  H51  6ZV  57  
6ZV  H52  H22  H  0  1  N  N  N  22.534  41.221   -3.434    9.101   2.277   1.017  H52  6ZV  58  
6ZV  H53  H23  H  0  1  N  N  N  21.294  40.102   -2.771    9.902   0.702   1.237  H53  6ZV  59  
6ZV  H57  H24  H  0  1  N  N  N  20.196  38.353   -5.424    5.718   3.879  -1.642  H57  6ZV  60  
6ZV  H58  H25  H  0  1  N  N  N  20.194  39.323   -6.935    6.636   2.475  -2.238  H58  6ZV  61  
6ZV  H59  H26  H  0  1  N  N  N  21.178  37.824   -6.832    5.010   2.248  -1.550  H59  6ZV  62  
6ZV  H62  H27  H  0  1  N  N  N  23.711  40.589   -6.432    4.649   2.715   0.921  H62  6ZV  63  
6ZV  H60  H28  H  0  1  N  N  N  23.282  39.162   -7.436    6.049   3.090   1.954  H60  6ZV  64  
6ZV  H61  H29  H  0  1  N  N  N  22.298  40.662   -7.539    5.470   4.287   0.771  H61  6ZV  65  
6ZV  H63  H30  H  0  1  N  N  N  19.078  38.678  -11.362   -6.335   2.459  -1.287  H63  6ZV  66  
6ZV  H64  H31  H  0  1  N  N  N  18.859  37.644  -12.814   -6.193   0.815  -1.954  H64  6ZV  67  
6ZV  H67  H32  H  0  1  N  N  N  21.566  40.385   -5.250    7.511   3.143  -0.048  H67  6ZV  68  
6ZV  H70  H34  H  0  1  N  N  N  24.410  34.670  -11.459   -0.170   1.908   0.803  H70  6ZV  69  
#   #
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
6ZV  C32  N2   SING  N  N   1  
6ZV  C32  C31  SING  N  N   2  
6ZV  N2   C34  SING  N  N   3  
6ZV  N2   C1   SING  N  N   4  
6ZV  C31  N30  SING  N  N   5  
6ZV  C34  C35  SING  N  N   6  
6ZV  N30  C35  SING  N  N   7  
6ZV  N30  C14  SING  N  N   8  
6ZV  C1   C3   SING  N  N   9  
6ZV  C12  N    DOUB  Y  N  10  
6ZV  C12  C11  SING  Y  N  11  
6ZV  N    C8   SING  Y  N  12  
6ZV  C14  C11  SING  N  N  13  
6ZV  C11  C10  DOUB  Y  N  14  
6ZV  C8   N7   SING  N  N  15  
6ZV  C8   C    DOUB  Y  N  16  
6ZV  N7   C2   SING  N  N  17  
6ZV  C10  C    SING  Y  N  18  
6ZV  N1   C2   DOUB  Y  N  19  
6ZV  N1   C6   SING  Y  N  20  
6ZV  C2   N3   SING  Y  N  21  
6ZV  C6   C5   DOUB  Y  N  22  
6ZV  N3   C4   DOUB  Y  N  23  
6ZV  C4   C5   SING  Y  N  24  
6ZV  C4   C16  SING  N  N  25  
6ZV  C5   F15  SING  N  N  26  
6ZV  C28  C26  SING  N  N  27  
6ZV  C27  C26  SING  N  N  28  
6ZV  C17  C16  DOUB  Y  N  29  
6ZV  C17  C18  SING  Y  N  30  
6ZV  C16  C21  SING  Y  N  31  
6ZV  C26  N22  SING  N  N  32  
6ZV  C18  N22  SING  Y  N  33  
6ZV  C18  C19  DOUB  Y  N  34  
6ZV  C21  C20  DOUB  Y  N  35  
6ZV  N22  C23  SING  Y  N  36  
6ZV  C20  C19  SING  Y  N  37  
6ZV  C20  F29  SING  N  N  38  
6ZV  C19  N24  SING  Y  N  39  
6ZV  C23  N24  DOUB  Y  N  40  
6ZV  C23  C25  SING  N  N  41  
6ZV  C1   H69  SING  N  N  42  
6ZV  C1   H77  SING  N  N  43  
6ZV  C3   H78  SING  N  N  44  
6ZV  C3   H79  SING  N  N  45  
6ZV  C3   H76  SING  N  N  46  
6ZV  C6   H42  SING  N  N  47  
6ZV  C10  H41  SING  N  N  48  
6ZV  C    H68  SING  N  N  49  
6ZV  C17  H39  SING  N  N  50  
6ZV  C21  H40  SING  N  N  51  
6ZV  C12  H38  SING  N  N  52  
6ZV  C31  H44  SING  N  N  53  
6ZV  C31  H43  SING  N  N  54  
6ZV  C35  H65  SING  N  N  55  
6ZV  C35  H66  SING  N  N  56  
6ZV  C32  H71  SING  N  N  57  
6ZV  C32  H72  SING  N  N  58  
6ZV  C34  H74  SING  N  N  59  
6ZV  C34  H73  SING  N  N  60  
6ZV  C25  H51  SING  N  N  61  
6ZV  C25  H52  SING  N  N  62  
6ZV  C25  H53  SING  N  N  63  
6ZV  C27  H57  SING  N  N  64  
6ZV  C27  H58  SING  N  N  65  
6ZV  C27  H59  SING  N  N  66  
6ZV  C28  H62  SING  N  N  67  
6ZV  C28  H60  SING  N  N  68  
6ZV  C28  H61  SING  N  N  69  
6ZV  C14  H63  SING  N  N  70  
6ZV  C14  H64  SING  N  N  71  
6ZV  C26  H67  SING  N  N  72  
6ZV  N7   H70  SING  N  N  73  
#   #
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
6ZV  SMILES            ACDLabs               12.01  "C(C)N1CCN(CC1)Cc5ccc(Nc2nc(c(F)cn2)c4cc3c(nc(C)n3C(C)C)c(c4)F)nc5"  
6ZV  InChI             InChI                 1.03   "InChI=1S/C27H32F2N8/c1-5-35-8-10-36(11-9-35)16-19-6-7-24(30-14-19)33-27-31-15-22(29)25(34-27)20-12-21(28)26-23(13-20)37(17(2)3)18(4)32-26/h6-7,12-15,17H,5,8-11,16H2,1-4H3,(H,30,31,33,34)"  
6ZV  InChIKey          InChI                 1.03   UZWDCWONPYILKI-UHFFFAOYSA-N  
6ZV  SMILES_CANONICAL  CACTVS                3.385  "CCN1CCN(CC1)Cc2ccc(Nc3ncc(F)c(n3)c4cc(F)c5nc(C)n(C(C)C)c5c4)nc2"  
6ZV  SMILES            CACTVS                3.385  "CCN1CCN(CC1)Cc2ccc(Nc3ncc(F)c(n3)c4cc(F)c5nc(C)n(C(C)C)c5c4)nc2"  
6ZV  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.5  "CCN1CCN(CC1)Cc2ccc(nc2)Nc3ncc(c(n3)c4cc5c(c(c4)F)nc(n5C(C)C)C)F"  
6ZV  SMILES            "OpenEye OEToolkits"  2.0.5  "CCN1CCN(CC1)Cc2ccc(nc2)Nc3ncc(c(n3)c4cc5c(c(c4)F)nc(n5C(C)C)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
6ZV  "SYSTEMATIC NAME"  ACDLabs               12.01  "N-{5-[(4-ethylpiperazin-1-yl)methyl]pyridin-2-yl}-5-fluoro-4-[4-fluoro-2-methyl-1-(propan-2-yl)-1H-benzimidazol-6-yl]pyrimidin-2-amine"  
6ZV  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.5  "~{N}-[5-[(4-ethylpiperazin-1-yl)methyl]pyridin-2-yl]-5-fluoranyl-4-(7-fluoranyl-2-methyl-3-propan-2-yl-benzimidazol-5-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
6ZV  "Create component"  2016-08-03  RCSB  
6ZV  "Initial release"   2016-08-23  RCSB  
6ZV  "Modify synonyms"   2020-06-05  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     6ZV
_pdbx_chem_comp_synonyms.name        Abemaciclib
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
