data_A9F
#

_chem_comp.id                                   A9F
_chem_comp.name                                 "N-{[3-({[(1R,2S)-2-{[(2E)-2-cyano-4,4-dimethylpent-2-enoyl]amino}cyclopentyl]oxy}methyl)phenyl]methyl}-4-[(4-methylpiperazin-1-yl)methyl]benzamide"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C34 H45 N5 O3"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2018-10-24
_chem_comp.pdbx_modified_date                   2019-10-11
_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                       571.753
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    A9F
_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       6IJS
_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
A9F  CAV  C1   C  0  1  N  N  N  21.173  21.444   8.262  -7.833   1.612   1.721  CAV  A9F   1  
A9F  CAT  C2   C  0  1  N  N  N  21.055  21.394   9.763  -8.697   2.276   0.646  CAT  A9F   2  
A9F  NBN  N1   N  0  1  N  N  N  22.165  20.579  10.281  -7.852   3.133  -0.198  NBN  A9F   3  
A9F  CAA  C3   C  0  1  N  N  N  21.930  20.190  11.690  -8.659   3.847  -1.196  CAA  A9F   4  
A9F  CAU  C4   C  0  1  N  N  N  23.412  21.349  10.137  -6.790   2.349  -0.842  CAU  A9F   5  
A9F  CAW  C5   C  0  1  N  N  N  23.652  21.823   8.706  -5.926   1.685   0.233  CAW  A9F   6  
A9F  NBO  N2   N  0  1  N  N  N  22.481  21.925   7.770  -6.771   0.828   1.077  NBO  A9F   7  
A9F  CAZ  C6   C  0  1  N  N  N  22.858  21.221   6.515  -5.964   0.113   2.075  CAZ  A9F   8  
A9F  CBH  C7   C  0  1  Y  N  N  21.893  21.246   5.348  -5.052  -0.863   1.378  CBH  A9F   9  
A9F  CAM  C8   C  0  1  Y  N  N  21.203  22.382   5.025  -3.788  -0.463   0.982  CAM  A9F  10  
A9F  CAO  C9   C  0  1  Y  N  N  20.329  22.391   3.950  -2.948  -1.352   0.345  CAO  A9F  11  
A9F  CAL  C10  C  0  1  Y  N  N  21.697  20.127   4.560  -5.480  -2.158   1.143  CAL  A9F  12  
A9F  CAN  C11  C  0  1  Y  N  N  20.819  20.138   3.479  -4.649  -3.057   0.506  CAN  A9F  13  
A9F  CBJ  C12  C  0  1  Y  N  N  20.126  21.281   3.154  -3.375  -2.658   0.099  CBJ  A9F  14  
A9F  CBE  C13  C  0  1  N  N  N  19.141  21.462   2.038  -2.480  -3.616  -0.584  CBE  A9F  15  
A9F  OAF  O1   O  0  1  N  N  N  18.816  22.609   1.763  -2.853  -4.754  -0.792  OAF  A9F  16  
A9F  NBB  N3   N  0  1  N  N  N  18.609  20.557   1.257  -1.250  -3.227  -0.976  NBB  A9F  17  
A9F  CAX  C14  C  0  1  N  N  N  18.987  19.197   0.942  -0.363  -4.177  -1.652  CAX  A9F  18  
A9F  CBG  C15  C  0  1  Y  N  N  19.651  19.175  -0.441   0.941  -3.498  -1.982  CBG  A9F  19  
A9F  CAP  C16  C  0  1  Y  N  N  19.661  20.314  -1.255   1.984  -3.526  -1.075  CAP  A9F  20  
A9F  CAJ  C17  C  0  1  Y  N  N  20.287  18.038  -0.887   1.097  -2.852  -3.195  CAJ  A9F  21  
A9F  CAI  C18  C  0  1  Y  N  N  20.921  18.004  -2.119   2.293  -2.230  -3.498  CAI  A9F  22  
A9F  CAK  C19  C  0  1  Y  N  N  20.929  19.117  -2.920   3.334  -2.253  -2.588  CAK  A9F  23  
A9F  CBI  C20  C  0  1  Y  N  N  20.299  20.282  -2.483   3.180  -2.903  -1.378  CBI  A9F  24  
A9F  CAY  C21  C  0  1  N  N  N  20.271  21.509  -3.374   4.315  -2.928  -0.387  CAY  A9F  25  
A9F  OBD  O2   O  0  1  N  N  N  21.599  21.933  -3.736   4.216  -1.796   0.480  OBD  A9F  26  
A9F  CBM  C22  C  0  1  N  N  R  21.549  23.005  -4.688   5.250  -1.725   1.463  CBM  A9F  27  
A9F  CAS  C23  C  0  1  N  N  N  22.827  23.256  -5.485   4.789  -2.409   2.766  CAS  A9F  28  
A9F  CAQ  C24  C  0  1  N  N  N  22.734  24.688  -5.967   5.393  -1.533   3.891  CAQ  A9F  29  
A9F  CAR  C25  C  0  1  N  N  N  21.670  25.333  -5.103   5.246  -0.099   3.323  CAR  A9F  30  
A9F  CBL  C26  C  0  1  N  N  S  21.314  24.329  -4.027   5.541  -0.256   1.817  CBL  A9F  31  
A9F  NBC  N4   N  0  1  N  N  N  22.147  24.452  -2.858   4.670   0.629   1.040  NBC  A9F  32  
A9F  CBF  C27  C  0  1  N  N  N  21.716  24.111  -1.630   5.050   1.897   0.788  CBF  A9F  33  
A9F  OAG  O3   O  0  1  N  N  N  20.624  23.612  -1.407   6.116   2.306   1.206  OAG  A9F  34  
A9F  CBK  C28  C  0  1  N  N  N  22.606  24.406  -0.450   4.172   2.790   0.004  CBK  A9F  35  
A9F  CAH  C29  C  0  1  N  N  N  23.711  25.324  -0.742   2.917   2.308  -0.488  CAH  A9F  36  
A9F  NAE  N5   N  0  1  N  N  N  24.646  26.004  -0.770   1.921   1.925  -0.879  NAE  A9F  37  
A9F  CBA  C30  C  0  1  N  N  N  23.249  23.139   0.119   4.552   4.057  -0.248  CBA  A9F  38  
A9F  CBP  C31  C  0  1  N  N  N  23.755  23.365   1.572   3.723   4.925  -1.159  CBP  A9F  39  
A9F  CAC  C32  C  0  1  N  N  N  22.677  24.051   2.409   3.568   4.237  -2.516  CAC  A9F  40  
A9F  CAD  C33  C  0  1  N  N  N  25.025  24.222   1.701   2.343   5.145  -0.537  CAD  A9F  41  
A9F  CAB  C34  C  0  1  N  N  N  24.007  21.977   2.179   4.418   6.275  -1.348  CAB  A9F  42  
A9F  H1   H1   H  0  1  N  N  N  20.392  22.116   7.877  -7.386   2.380   2.353  H1   A9F  43  
A9F  H2   H2   H  0  1  N  N  N  21.009  20.429   7.870  -8.453   0.954   2.330  H2   A9F  44  
A9F  H3   H3   H  0  1  N  N  N  21.115  22.412  10.176  -9.166   1.508   0.031  H3   A9F  45  
A9F  H4   H4   H  0  1  N  N  N  20.094  20.939  10.047  -9.468   2.882   1.122  H4   A9F  46  
A9F  H6   H6   H  0  1  N  N  N  22.774  19.583  12.049  -9.394   4.472  -0.689  H6   A9F  47  
A9F  H7   H7   H  0  1  N  N  N  21.839  21.094  12.310  -8.009   4.474  -1.807  H7   A9F  48  
A9F  H8   H8   H  0  1  N  N  N  21.002  19.604  11.758  -9.171   3.126  -1.833  H8   A9F  49  
A9F  H9   H9   H  0  1  N  N  N  24.255  20.712  10.443  -7.237   1.581  -1.474  H9   A9F  50  
A9F  H10  H10  H  0  1  N  N  N  23.360  22.229  10.795  -6.171   3.007  -1.452  H10  A9F  51  
A9F  H11  H11  H  0  1  N  N  N  24.370  21.125   8.251  -5.155   1.079  -0.243  H11  A9F  52  
A9F  H12  H12  H  0  1  N  N  N  24.104  22.824   8.769  -5.457   2.453   0.848  H12  A9F  53  
A9F  H14  H14  H  0  1  N  N  N  23.025  20.165   6.774  -5.367   0.830   2.640  H14  A9F  54  
A9F  H15  H15  H  0  1  N  N  N  23.801  21.666   6.165  -6.623  -0.426   2.755  H15  A9F  55  
A9F  H16  H16  H  0  1  N  N  N  21.340  23.278   5.612  -3.459   0.548   1.172  H16  A9F  56  
A9F  H17  H17  H  0  1  N  N  N  19.787  23.298   3.727  -1.962  -1.038   0.035  H17  A9F  57  
A9F  H18  H18  H  0  1  N  N  N  22.239  19.221   4.789  -6.465  -2.465   1.459  H18  A9F  58  
A9F  H19  H19  H  0  1  N  N  N  20.681  19.242   2.891  -4.984  -4.067   0.324  H19  A9F  59  
A9F  H20  H20  H  0  1  N  N  N  17.782  20.865   0.787  -0.953  -2.319  -0.809  H20  A9F  60  
A9F  H21  H21  H  0  1  N  N  N  18.092  18.558   0.932  -0.175  -5.028  -0.998  H21  A9F  61  
A9F  H22  H22  H  0  1  N  N  N  19.695  18.826   1.698  -0.835  -4.523  -2.572  H22  A9F  62  
A9F  H23  H23  H  0  1  N  N  N  19.171  21.218  -0.925   1.863  -4.034  -0.130  H23  A9F  63  
A9F  H24  H24  H  0  1  N  N  N  20.292  17.155  -0.265   0.284  -2.834  -3.905  H24  A9F  64  
A9F  H25  H25  H  0  1  N  N  N  21.410  17.099  -2.449   2.415  -1.726  -4.445  H25  A9F  65  
A9F  H26  H26  H  0  1  N  N  N  21.419  19.092  -3.882   4.269  -1.767  -2.825  H26  A9F  66  
A9F  H27  H27  H  0  1  N  N  N  19.769  22.328  -2.838   4.261  -3.843   0.203  H27  A9F  67  
A9F  H28  H28  H  0  1  N  N  N  19.710  21.272  -4.290   5.265  -2.895  -0.921  H28  A9F  68  
A9F  H29  H29  H  0  1  N  N  N  20.732  22.821  -5.401   6.155  -2.205   1.089  H29  A9F  69  
A9F  H30  H30  H  0  1  N  N  N  22.888  22.567  -6.340   3.700  -2.414   2.830  H30  A9F  70  
A9F  H31  H31  H  0  1  N  N  N  23.711  23.124  -4.844   5.177  -3.426   2.822  H31  A9F  71  
A9F  H32  H32  H  0  1  N  N  N  23.698  25.201  -5.838   4.825  -1.643   4.814  H32  A9F  72  
A9F  H33  H33  H  0  1  N  N  N  22.441  24.719  -7.027   6.443  -1.778   4.050  H33  A9F  73  
A9F  H34  H34  H  0  1  N  N  N  22.060  26.255  -4.647   4.231   0.269   3.476  H34  A9F  74  
A9F  H35  H35  H  0  1  N  N  N  20.783  25.570  -5.708   5.970   0.571   3.786  H35  A9F  75  
A9F  H36  H36  H  0  1  N  N  N  20.252  24.432  -3.761   6.587  -0.023   1.615  H36  A9F  76  
A9F  H37  H37  H  0  1  N  N  N  23.078  24.803  -2.963   3.820   0.302   0.706  H37  A9F  77  
A9F  H39  H39  H  0  1  N  N  N  23.340  22.207  -0.420   5.451   4.451   0.203  H39  A9F  78  
A9F  H41  H41  H  0  1  N  N  N  23.049  24.204   3.433   3.072   3.276  -2.382  H41  A9F  79  
A9F  H42  H42  H  0  1  N  N  N  22.428  25.024   1.960   2.968   4.865  -3.175  H42  A9F  80  
A9F  H43  H43  H  0  1  N  N  N  21.777  23.419   2.437   4.551   4.081  -2.959  H43  A9F  81  
A9F  H44  H44  H  0  1  N  N  N  25.296  24.320   2.763   2.447   5.712   0.388  H44  A9F  82  
A9F  H45  H45  H  0  1  N  N  N  25.849  23.740   1.155   1.714   5.700  -1.234  H45  A9F  83  
A9F  H46  H46  H  0  1  N  N  N  24.839  25.220   1.277   1.883   4.181  -0.322  H46  A9F  84  
A9F  H47  H47  H  0  1  N  N  N  24.368  22.088   3.212   5.402   6.119  -1.791  H47  A9F  85  
A9F  H48  H48  H  0  1  N  N  N  23.070  21.401   2.178   3.819   6.903  -2.007  H48  A9F  86  
A9F  H49  H49  H  0  1  N  N  N  24.763  21.447   1.581   4.529   6.766  -0.381  H49  A9F  87  
#   #
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
A9F  CAQ  CAS  SING  N  N   1  
A9F  CAQ  CAR  SING  N  N   2  
A9F  CAS  CBM  SING  N  N   3  
A9F  CAR  CBL  SING  N  N   4  
A9F  CBM  CBL  SING  N  N   5  
A9F  CBM  OBD  SING  N  N   6  
A9F  CBL  NBC  SING  N  N   7  
A9F  OBD  CAY  SING  N  N   8  
A9F  CAY  CBI  SING  N  N   9  
A9F  CAK  CBI  DOUB  Y  N  10  
A9F  CAK  CAI  SING  Y  N  11  
A9F  NBC  CBF  SING  N  N  12  
A9F  CBI  CAP  SING  Y  N  13  
A9F  CAI  CAJ  DOUB  Y  N  14  
A9F  CBF  OAG  DOUB  N  N  15  
A9F  CBF  CBK  SING  N  N  16  
A9F  CAP  CBG  DOUB  Y  N  17  
A9F  CAJ  CBG  SING  Y  N  18  
A9F  NAE  CAH  TRIP  N  N  19  
A9F  CAH  CBK  SING  N  N  20  
A9F  CBK  CBA  DOUB  N  E  21  
A9F  CBG  CAX  SING  N  N  22  
A9F  CBA  CBP  SING  N  N  23  
A9F  CAX  NBB  SING  N  N  24  
A9F  NBB  CBE  SING  N  N  25  
A9F  CBP  CAD  SING  N  N  26  
A9F  CBP  CAB  SING  N  N  27  
A9F  CBP  CAC  SING  N  N  28  
A9F  OAF  CBE  DOUB  N  N  29  
A9F  CBE  CBJ  SING  N  N  30  
A9F  CBJ  CAN  DOUB  Y  N  31  
A9F  CBJ  CAO  SING  Y  N  32  
A9F  CAN  CAL  SING  Y  N  33  
A9F  CAO  CAM  DOUB  Y  N  34  
A9F  CAL  CBH  DOUB  Y  N  35  
A9F  CAM  CBH  SING  Y  N  36  
A9F  CBH  CAZ  SING  N  N  37  
A9F  CAZ  NBO  SING  N  N  38  
A9F  NBO  CAV  SING  N  N  39  
A9F  NBO  CAW  SING  N  N  40  
A9F  CAV  CAT  SING  N  N  41  
A9F  CAW  CAU  SING  N  N  42  
A9F  CAT  NBN  SING  N  N  43  
A9F  CAU  NBN  SING  N  N  44  
A9F  NBN  CAA  SING  N  N  45  
A9F  CAV  H1   SING  N  N  46  
A9F  CAV  H2   SING  N  N  47  
A9F  CAT  H3   SING  N  N  48  
A9F  CAT  H4   SING  N  N  49  
A9F  CAA  H6   SING  N  N  50  
A9F  CAA  H7   SING  N  N  51  
A9F  CAA  H8   SING  N  N  52  
A9F  CAU  H9   SING  N  N  53  
A9F  CAU  H10  SING  N  N  54  
A9F  CAW  H11  SING  N  N  55  
A9F  CAW  H12  SING  N  N  56  
A9F  CAZ  H14  SING  N  N  57  
A9F  CAZ  H15  SING  N  N  58  
A9F  CAM  H16  SING  N  N  59  
A9F  CAO  H17  SING  N  N  60  
A9F  CAL  H18  SING  N  N  61  
A9F  CAN  H19  SING  N  N  62  
A9F  NBB  H20  SING  N  N  63  
A9F  CAX  H21  SING  N  N  64  
A9F  CAX  H22  SING  N  N  65  
A9F  CAP  H23  SING  N  N  66  
A9F  CAJ  H24  SING  N  N  67  
A9F  CAI  H25  SING  N  N  68  
A9F  CAK  H26  SING  N  N  69  
A9F  CAY  H27  SING  N  N  70  
A9F  CAY  H28  SING  N  N  71  
A9F  CBM  H29  SING  N  N  72  
A9F  CAS  H30  SING  N  N  73  
A9F  CAS  H31  SING  N  N  74  
A9F  CAQ  H32  SING  N  N  75  
A9F  CAQ  H33  SING  N  N  76  
A9F  CAR  H34  SING  N  N  77  
A9F  CAR  H35  SING  N  N  78  
A9F  CBL  H36  SING  N  N  79  
A9F  NBC  H37  SING  N  N  80  
A9F  CBA  H39  SING  N  N  81  
A9F  CAC  H41  SING  N  N  82  
A9F  CAC  H42  SING  N  N  83  
A9F  CAC  H43  SING  N  N  84  
A9F  CAD  H44  SING  N  N  85  
A9F  CAD  H45  SING  N  N  86  
A9F  CAD  H46  SING  N  N  87  
A9F  CAB  H47  SING  N  N  88  
A9F  CAB  H48  SING  N  N  89  
A9F  CAB  H49  SING  N  N  90  
#   #
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
A9F  SMILES            ACDLabs               12.01  "C1CN(C)CCN1Cc2ccc(cc2)C(=O)NCc3cc(ccc3)COC4C(CCC4)NC(=O)\C(=C\C(C)(C)C)C#N"  
A9F  InChI             InChI                 1.03   "InChI=1S/C34H45N5O3/c1-34(2,3)20-29(21-35)33(41)37-30-9-6-10-31(30)42-24-27-8-5-7-26(19-27)22-36-32(40)28-13-11-25(12-14-28)23-39-17-15-38(4)16-18-39/h5,7-8,11-14,19-20,30-31H,6,9-10,15-18,22-24H2,1-4H3,(H,36,40)(H,37,41)/t30-,31+/m0/s1"  
A9F  InChIKey          InChI                 1.03   BUZJOXNDWIIWSG-IOWSJCHKSA-N  
A9F  SMILES_CANONICAL  CACTVS                3.385  "CN1CCN(CC1)Cc2ccc(cc2)C(=O)NCc3cccc(CO[C@@H]4CCC[C@@H]4NC(=O)\C(=C\C(C)(C)C)C#N)c3"  
A9F  SMILES            CACTVS                3.385  "CN1CCN(CC1)Cc2ccc(cc2)C(=O)NCc3cccc(CO[CH]4CCC[CH]4NC(=O)C(=CC(C)(C)C)C#N)c3"  
A9F  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "CC(C)(C)/C=C(\C#N)/C(=O)N[C@H]1CCC[C@H]1OCc2cccc(c2)CNC(=O)c3ccc(cc3)CN4CCN(CC4)C"  
A9F  SMILES            "OpenEye OEToolkits"  2.0.6  "CC(C)(C)C=C(C#N)C(=O)NC1CCCC1OCc2cccc(c2)CNC(=O)c3ccc(cc3)CN4CCN(CC4)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
A9F  "SYSTEMATIC NAME"  ACDLabs               12.01  "N-{[3-({[(1R,2S)-2-{[(2E)-2-cyano-4,4-dimethylpent-2-enoyl]amino}cyclopentyl]oxy}methyl)phenyl]methyl}-4-[(4-methylpiperazin-1-yl)methyl]benzamide"  
A9F  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.6  "~{N}-[[3-[[(1~{R},2~{S})-2-[[(~{E})-2-cyano-4,4-dimethyl-pent-2-enoyl]amino]cyclopentyl]oxymethyl]phenyl]methyl]-4-[(4-methylpiperazin-1-yl)methyl]benzamide"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
A9F  "Create component"  2018-10-24  PDBJ  
A9F  "Initial release"   2019-10-16  RCSB  
##
