data_19F
#

_chem_comp.id                                   19F
_chem_comp.name                                 "2-(3,4-dimethoxybenzyl)-7-[(2R,3R)-2-hydroxy-6-phenylhexan-3-yl]-5-methylimidazo[5,1-f][1,2,4]triazin-4(3H)-one"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C27 H32 N4 O4"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        BAY60-7550
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2012-11-08
_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                       476.567
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    19F
_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       4HTX
_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
19F  CAB  CAB  C  0  1  N  N  N  -12.963  27.415  22.141   5.662   0.980  -0.718  CAB  19F   1  
19F  OAW  OAW  O  0  1  N  N  N  -12.861  28.362  23.220   5.203  -0.373  -0.741  OAW  19F   2  
19F  CBC  CBC  C  0  1  Y  N  N  -12.860  27.780  24.460   4.199  -0.698   0.116  CBC  19F   3  
19F  CAN  CAN  C  0  1  Y  N  N  -12.951  26.398  24.670   3.669   0.263   0.961  CAN  19F   4  
19F  CBB  CBB  C  0  1  Y  N  N  -12.762  28.651  25.547   3.699  -1.997   0.144  CBB  19F   5  
19F  OAV  OAV  O  0  1  N  N  N  -12.669  29.997  25.255   4.213  -2.943  -0.688  OAV  19F   6  
19F  CAA  CAA  C  0  1  N  N  N  -12.575  30.768  26.465   3.650  -4.254  -0.605  CAA  19F   7  
19F  CAM  CAM  C  0  1  Y  N  N  -12.756  28.146  26.850   2.677  -2.324   1.019  CAM  19F   8  
19F  CAL  CAL  C  0  1  Y  N  N  -12.842  26.762  27.073   2.155  -1.361   1.864  CAL  19F   9  
19F  CAY  CAY  C  0  1  Y  N  N  -12.951  25.889  25.977   2.648  -0.070   1.833  CAY  19F  10  
19F  CAR  CAR  C  0  1  N  N  N  -13.073  24.523  26.204   2.072   0.977   2.752  CAR  19F  11  
19F  CBA  CBA  C  0  1  N  N  N  -14.418  24.017  26.073   0.922   1.668   2.066  CBA  19F  12  
19F  NAU  NAU  N  0  1  N  N  N  -15.305  23.874  27.162   0.257   2.662   2.740  NAU  19F  13  
19F  CBE  CBE  C  0  1  N  N  N  -16.579  23.344  27.016  -0.781   3.308   2.161  CBE  19F  14  
19F  OAE  OAE  O  0  1  N  N  N  -17.333  23.255  27.993  -1.376   4.191   2.751  OAE  19F  15  
19F  NAT  NAT  N  0  1  N  N  N  -14.885  23.595  24.896   0.606   1.304   0.868  NAT  19F  16  
19F  NBI  NBI  N  0  1  Y  N  N  -16.058  23.117  24.810  -0.451   1.908   0.181  NBI  19F  17  
19F  CBF  CBF  C  0  1  Y  N  N  -16.947  22.956  25.794  -1.167   2.915   0.806  CBF  19F  18  
19F  CAZ  CAZ  C  0  1  Y  N  N  -18.046  22.423  25.252  -2.129   3.321  -0.084  CAZ  19F  19  
19F  CAC  CAC  C  0  1  N  N  N  -19.357  22.038  25.948  -3.157   4.400   0.142  CAC  19F  20  
19F  NAS  NAS  N  0  1  Y  N  N  -17.877  22.229  23.948  -1.986   2.585  -1.187  NAS  19F  21  
19F  CBD  CBD  C  0  1  Y  N  N  -16.653  22.674  23.688  -0.990   1.744  -1.034  CBD  19F  22  
19F  CBH  CBH  C  0  1  N  N  R  -15.967  22.625  22.300  -0.526   0.748  -2.065  CBH  19F  23  
19F  CBG  CBG  C  0  1  N  N  R  -14.607  21.888  22.342  -0.094   1.489  -3.332  CBG  19F  24  
19F  CAD  CAD  C  0  1  N  N  N  -14.775  20.454  22.831   0.504   0.492  -4.328  CAD  19F  25  
19F  OAF  OAF  O  0  1  N  N  N  -14.069  21.858  21.019  -1.228   2.128  -3.921  OAF  19F  26  
19F  CAQ  CAQ  C  0  1  N  N  N  -15.795  23.995  21.591  -1.670  -0.211  -2.401  CAQ  19F  27  
19F  CAO  CAO  C  0  1  N  N  N  -17.133  24.652  21.179  -2.010  -1.051  -1.168  CAO  19F  28  
19F  CAP  CAP  C  0  1  N  N  N  -16.819  25.963  20.401  -3.225  -1.931  -1.469  CAP  19F  29  
19F  CAX  CAX  C  0  1  Y  N  N  -18.000  26.539  19.874  -3.559  -2.758  -0.255  CAX  19F  30  
19F  CAJ  CAJ  C  0  1  Y  N  N  -18.245  26.468  18.509  -2.983  -4.003  -0.087  CAJ  19F  31  
19F  CAH  CAH  C  0  1  Y  N  N  -19.404  27.003  17.923  -3.289  -4.763   1.026  CAH  19F  32  
19F  CAG  CAG  C  0  1  Y  N  N  -20.325  27.638  18.749  -4.172  -4.277   1.972  CAG  19F  33  
19F  CAI  CAI  C  0  1  Y  N  N  -20.079  27.725  20.115  -4.748  -3.032   1.805  CAI  19F  34  
19F  CAK  CAK  C  0  1  Y  N  N  -18.913  27.188  20.678  -4.438  -2.270   0.694  CAK  19F  35  
19F  H1   H1   H  0  1  N  N  N  -12.958  27.951  21.180   6.462   1.105  -1.448  H1   19F  36  
19F  H2   H2   H  0  1  N  N  N  -12.109  26.723  22.179   4.837   1.649  -0.965  H2   19F  37  
19F  H3   H3   H  0  1  N  N  N  -13.900  26.847  22.239   6.038   1.220   0.276  H3   19F  38  
19F  H4   H4   H  0  1  N  N  N  -13.021  25.726  23.827   4.052   1.272   0.939  H4   19F  39  
19F  H5   H5   H  0  1  N  N  N  -12.502  31.837  26.215   4.149  -4.909  -1.319  H5   19F  40  
19F  H6   H6   H  0  1  N  N  N  -13.471  30.596  27.080   3.787  -4.645   0.403  H6   19F  41  
19F  H7   H7   H  0  1  N  N  N  -11.680  30.461  27.027   2.586  -4.208  -0.836  H7   19F  42  
19F  H8   H8   H  0  1  N  N  N  -12.685  28.823  27.689   2.286  -3.331   1.042  H8   19F  43  
19F  H9   H9   H  0  1  N  N  N  -12.824  26.371  28.080   1.358  -1.617   2.546  H9   19F  44  
19F  H10  H10  H  0  1  N  N  N  -12.434  23.995  25.480   1.718   0.502   3.667  H10  19F  45  
19F  H11  H11  H  0  1  N  N  N  -12.723  24.311  27.225   2.842   1.708   2.996  H11  19F  46  
19F  H12  H12  H  0  1  N  N  N  -15.005  24.165  28.070   0.533   2.902   3.638  H12  19F  47  
19F  H13  H13  H  0  1  N  N  N  -20.053  21.612  25.210  -2.755   5.358  -0.186  H13  19F  48  
19F  H14  H14  H  0  1  N  N  N  -19.151  21.293  26.731  -4.057   4.168  -0.427  H14  19F  49  
19F  H15  H15  H  0  1  N  N  N  -19.807  22.933  26.402  -3.401   4.452   1.203  H15  19F  50  
19F  H16  H16  H  0  1  N  N  N  -16.623  22.024  21.653   0.318   0.182  -1.670  H16  19F  51  
19F  H17  H17  H  0  1  N  N  N  -13.930  22.426  23.022   0.655   2.240  -3.076  H17  19F  52  
19F  H18  H18  H  0  1  N  N  N  -15.189  20.460  23.850   0.907   1.032  -5.185  H18  19F  53  
19F  H19  H19  H  0  1  N  N  N  -15.461  19.916  22.160   1.302  -0.070  -3.844  H19  19F  54  
19F  H20  H20  H  0  1  N  N  N  -13.797  19.951  22.836  -0.273  -0.195  -4.664  H20  19F  55  
19F  H21  H21  H  0  1  N  N  N  -13.232  21.408  21.027  -1.028   2.618  -4.730  H21  19F  56  
19F  H22  H22  H  0  1  N  N  N  -15.189  23.844  20.686  -2.547   0.362  -2.703  H22  19F  57  
19F  H23  H23  H  0  1  N  N  N  -15.269  24.677  22.275  -1.367  -0.868  -3.216  H23  19F  58  
19F  H24  H24  H  0  1  N  N  N  -17.724  24.886  22.077  -1.158  -1.682  -0.913  H24  19F  59  
19F  H25  H25  H  0  1  N  N  N  -17.701  23.965  20.535  -2.237  -0.392  -0.330  H25  19F  60  
19F  H26  H26  H  0  1  N  N  N  -16.131  25.734  19.574  -4.076  -1.299  -1.724  H26  19F  61  
19F  H27  H27  H  0  1  N  N  N  -16.343  26.681  21.085  -2.997  -2.590  -2.307  H27  19F  62  
19F  H28  H28  H  0  1  N  N  N  -17.518  25.984  17.875  -2.293  -4.383  -0.827  H28  19F  63  
19F  H29  H29  H  0  1  N  N  N  -19.575  26.923  16.860  -2.840  -5.736   1.157  H29  19F  64  
19F  H30  H30  H  0  1  N  N  N  -21.227  28.061  18.332  -4.413  -4.871   2.842  H30  19F  65  
19F  H31  H31  H  0  1  N  N  N  -20.799  28.215  20.753  -5.438  -2.652   2.544  H31  19F  66  
19F  H32  H32  H  0  1  N  N  N  -18.730  27.282  21.738  -4.885  -1.295   0.565  H32  19F  67  
#   #
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
19F  CAH  CAJ  DOUB  Y  N   1  
19F  CAH  CAG  SING  Y  N   2  
19F  CAJ  CAX  SING  Y  N   3  
19F  CAG  CAI  DOUB  Y  N   4  
19F  CAX  CAP  SING  N  N   5  
19F  CAX  CAK  DOUB  Y  N   6  
19F  CAI  CAK  SING  Y  N   7  
19F  CAP  CAO  SING  N  N   8  
19F  OAF  CBG  SING  N  N   9  
19F  CAO  CAQ  SING  N  N  10  
19F  CAQ  CBH  SING  N  N  11  
19F  CAB  OAW  SING  N  N  12  
19F  CBH  CBG  SING  N  N  13  
19F  CBH  CBD  SING  N  N  14  
19F  CBG  CAD  SING  N  N  15  
19F  OAW  CBC  SING  N  N  16  
19F  CBD  NAS  DOUB  Y  N  17  
19F  CBD  NBI  SING  Y  N  18  
19F  NAS  CAZ  SING  Y  N  19  
19F  CBC  CAN  DOUB  Y  N  20  
19F  CBC  CBB  SING  Y  N  21  
19F  CAN  CAY  SING  Y  N  22  
19F  NBI  NAT  SING  N  N  23  
19F  NBI  CBF  SING  Y  N  24  
19F  NAT  CBA  DOUB  N  N  25  
19F  CAZ  CBF  DOUB  Y  N  26  
19F  CAZ  CAC  SING  N  N  27  
19F  OAV  CBB  SING  N  N  28  
19F  OAV  CAA  SING  N  N  29  
19F  CBB  CAM  DOUB  Y  N  30  
19F  CBF  CBE  SING  N  N  31  
19F  CAY  CAR  SING  N  N  32  
19F  CAY  CAL  DOUB  Y  N  33  
19F  CBA  CAR  SING  N  N  34  
19F  CBA  NAU  SING  N  N  35  
19F  CAM  CAL  SING  Y  N  36  
19F  CBE  NAU  SING  N  N  37  
19F  CBE  OAE  DOUB  N  N  38  
19F  CAB  H1   SING  N  N  39  
19F  CAB  H2   SING  N  N  40  
19F  CAB  H3   SING  N  N  41  
19F  CAN  H4   SING  N  N  42  
19F  CAA  H5   SING  N  N  43  
19F  CAA  H6   SING  N  N  44  
19F  CAA  H7   SING  N  N  45  
19F  CAM  H8   SING  N  N  46  
19F  CAL  H9   SING  N  N  47  
19F  CAR  H10  SING  N  N  48  
19F  CAR  H11  SING  N  N  49  
19F  NAU  H12  SING  N  N  50  
19F  CAC  H13  SING  N  N  51  
19F  CAC  H14  SING  N  N  52  
19F  CAC  H15  SING  N  N  53  
19F  CBH  H16  SING  N  N  54  
19F  CBG  H17  SING  N  N  55  
19F  CAD  H18  SING  N  N  56  
19F  CAD  H19  SING  N  N  57  
19F  CAD  H20  SING  N  N  58  
19F  OAF  H21  SING  N  N  59  
19F  CAQ  H22  SING  N  N  60  
19F  CAQ  H23  SING  N  N  61  
19F  CAO  H24  SING  N  N  62  
19F  CAO  H25  SING  N  N  63  
19F  CAP  H26  SING  N  N  64  
19F  CAP  H27  SING  N  N  65  
19F  CAJ  H28  SING  N  N  66  
19F  CAH  H29  SING  N  N  67  
19F  CAG  H30  SING  N  N  68  
19F  CAI  H31  SING  N  N  69  
19F  CAK  H32  SING  N  N  70  
#   #
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
19F  SMILES            ACDLabs               12.01  "O=C1c3c(nc(n3N=C(N1)Cc2ccc(OC)c(OC)c2)C(CCCc4ccccc4)C(O)C)C"  
19F  InChI             InChI                 1.03   "InChI=1S/C27H32N4O4/c1-17-25-27(33)29-24(16-20-13-14-22(34-3)23(15-20)35-4)30-31(25)26(28-17)21(18(2)32)12-8-11-19-9-6-5-7-10-19/h5-7,9-10,13-15,18,21,32H,8,11-12,16H2,1-4H3,(H,29,30,33)/t18-,21+/m1/s1"  
19F  InChIKey          InChI                 1.03   MYTWFJKBZGMYCS-NQIIRXRSSA-N  
19F  SMILES_CANONICAL  CACTVS                3.370  "COc1ccc(CC2=Nn3c(nc(C)c3C(=O)N2)[C@@H](CCCc4ccccc4)[C@@H](C)O)cc1OC"  
19F  SMILES            CACTVS                3.370  "COc1ccc(CC2=Nn3c(nc(C)c3C(=O)N2)[CH](CCCc4ccccc4)[CH](C)O)cc1OC"  
19F  SMILES_CANONICAL  "OpenEye OEToolkits"  1.7.6  "Cc1c2n(c(n1)[C@@H](CCCc3ccccc3)[C@@H](C)O)N=C(NC2=O)Cc4ccc(c(c4)OC)OC"  
19F  SMILES            "OpenEye OEToolkits"  1.7.6  "Cc1c2n(c(n1)C(CCCc3ccccc3)C(C)O)N=C(NC2=O)Cc4ccc(c(c4)OC)OC"  
#   #
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
19F  "SYSTEMATIC NAME"  ACDLabs               12.01  "2-(3,4-dimethoxybenzyl)-7-[(2R,3R)-2-hydroxy-6-phenylhexan-3-yl]-5-methylimidazo[5,1-f][1,2,4]triazin-4(3H)-one"  
19F  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.7.6  "2-[(3,4-dimethoxyphenyl)methyl]-5-methyl-7-[(2R,3R)-2-oxidanyl-6-phenyl-hexan-3-yl]-3H-imidazo[5,1-f][1,2,4]triazin-4-one"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
19F  "Create component"  2012-11-08  RCSB  
19F  "Initial release"   2013-08-28  RCSB  
19F  "Modify synonyms"   2020-06-05  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     19F
_pdbx_chem_comp_synonyms.name        BAY60-7550
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
