# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 03:36:21 2021
#   Inital geometry file: a 73 line input string
#   Ligand name: 1-[(4-bromanyl-2-fluoranyl-phenyl)methyl]-4-chloranyl-pyrazolo[3,4-d]pyrimidin-6-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1nc(Cl)c2cnn(Cc3ccc(Br)cc3F)c2n1
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 FE6  FE6  1-[(4-bromanyl-2-fluoranyl-phenyl)methyl]-4-chloranyl-pyrazolo[3,4-d]pyrimidin-6-amine  ligand  28  20  .  2022-03-18  2022-07-25
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_FE6
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 FE6  C10   C   CH2   0  -0.404  75.8226   8.0148  22.5333
 FE6  C13   C   CR16  0  -0.372  76.1802   4.2688  21.9070
 FE6  C15   C   CR16  0  -0.231  78.3157   5.3304  21.5061
 FE6  C01   C   CR6   0   0.122  77.6717   9.2749  26.7783
 FE6  N02   N   N     0  -0.456  78.7684   9.7813  26.3076
 FE6  C03   C   CR6   0   0.577  78.9426   9.7858  24.9564
 FE6  N04   N   N     0  -0.494  78.0857   9.3144  24.0572
 FE6  C05   C   CR56  0   0.641  76.9826   8.8133  24.5923
 FE6  C06   C   CR56  0  -0.102  76.6811   8.7446  25.9611
 FE6  N07   N   NR5   0  -0.375  75.9312   8.2749  23.9504
 FE6  N08   N   N     0  -0.238  74.9886   7.8414  24.8175
 FE6  C09   C   CR15  0  -0.097  75.4113   8.1192  26.0197
 FE6  C11   C   CR6   0  -0.080  76.4079   6.6778  22.1665
 FE6  C12   C   CR6   0   0.546  75.6582   5.5129  22.2063
 FE6  C14   C   CR6   0  -0.104  77.5199   4.1957  21.5579
 FE6  C16   C   CR16  0  -0.267  77.7471   6.5579  21.8107
 FE6  BR1   BR  BR    0  -0.025  78.2668   2.5158  21.1452
 FE6  F1    F   F     0  -0.301  74.3654   5.5844  22.5448
 FE6  CL1   CL  CL    0  -0.079  77.4588   9.2690  28.4885
 FE6  H101  H   HCH2  0   0.296  76.3572   8.8069  22.0111
 FE6  H102  H   HCH2  0   0.300  74.7734   8.0965  22.2567
 FE6  H131  H   HCR6  0   0.303  75.5464   3.3929  21.9504
 FE6  H151  H   HCR6  0   0.286  79.3602   5.2720  21.2337
 FE6  H091  H   HCR5  0   0.280  74.8147   7.8790  26.8861
 FE6  H161  H   HCR6  0   0.278  78.3634   7.4474  21.7763
 FE6  H191  H   HNH2  0   0.407  80.3155  10.3181  23.5479
 FE6  H192  H   HNH2  0   0.408  80.7786  10.6388  25.1821
 FE6  N19   N   NH2   0  -0.818  80.0857  10.3262  24.5258

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 FE6  BR1  C14   single    1.884  0.020  1.884
 FE6  C14  C13   aromatic  1.386  0.020  1.386
 FE6  C14  C15   aromatic  1.387  0.020  1.387
 FE6  C13  C12   aromatic  1.382  0.020  1.382
 FE6  C15  C16   aromatic  1.387  0.020  1.387
 FE6  C12  F1    single    1.338  0.020  1.338
 FE6  C12  C11   aromatic  1.386  0.020  1.386
 FE6  C16  C11   aromatic  1.391  0.020  1.391
 FE6  C11  C10   single    1.505  0.020  1.505
 FE6  C10  N07   single    1.445  0.020  1.445
 FE6  N07  C05   aromatic  1.344  0.020  1.344
 FE6  N07  N08   aromatic  1.352  0.020  1.352
 FE6  N04  C05   aromatic  1.324  0.020  1.324
 FE6  N04  C03   aromatic  1.329  0.020  1.329
 FE6  N19  C03   single    1.336  0.020  1.336
 FE6  C05  C06   aromatic  1.403  0.020  1.403
 FE6  N08  C09   aromatic  1.304  0.020  1.304
 FE6  C03  N02   aromatic  1.362  0.020  1.362
 FE6  C06  C09   aromatic  1.417  0.020  1.417
 FE6  C06  C01   aromatic  1.389  0.020  1.389
 FE6  N02  C01   aromatic  1.296  0.020  1.296
 FE6  C01  CL1   single    1.723  0.020  1.723
 FE6  C10  H101  single    0.970  0.020  1.090
 FE6  C10  H102  single    0.970  0.020  1.090
 FE6  C13  H131  single    0.930  0.020  1.080
 FE6  C15  H151  single    0.930  0.020  1.080
 FE6  C09  H091  single    0.930  0.020  1.080
 FE6  C16  H161  single    0.930  0.020  1.080
 FE6  N19  H191  single    0.860  0.020  1.020
 FE6  N19  H192  single    0.860  0.020  1.020

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 FE6  H102  C10  H101  107.27  3.000
 FE6  H102  C10  C11   112.32  3.000
 FE6  H101  C10  C11   109.78  3.000
 FE6  H102  C10  N07   107.96  3.000
 FE6  H101  C10  N07   107.61  3.000
 FE6  C11   C10  N07   111.70  3.000
 FE6  H131  C13  C14   122.24  3.000
 FE6  H131  C13  C12   119.92  3.000
 FE6  C14   C13  C12   117.84  3.000
 FE6  H151  C15  C16   119.96  3.000
 FE6  H151  C15  C14   121.31  3.000
 FE6  C16   C15  C14   118.73  3.000
 FE6  CL1   C01  C06   119.62  3.000
 FE6  CL1   C01  N02   117.78  3.000
 FE6  C06   C01  N02   122.59  3.000
 FE6  C03   N02  C01   118.01  3.000
 FE6  N19   C03  N04   118.51  3.000
 FE6  N19   C03  N02   115.50  3.000
 FE6  N04   C03  N02   125.99  3.000
 FE6  C05   N04  C03   113.45  3.000
 FE6  N07   C05  C06   106.15  3.000
 FE6  C06   C05  N04   126.26  3.000
 FE6  N07   C05  N04   127.59  3.000
 FE6  C09   C06  C05   104.74  3.000
 FE6  C09   C06  C01   141.56  3.000
 FE6  C05   C06  C01   113.69  3.000
 FE6  N08   N07  C05   111.56  3.000
 FE6  N08   N07  C10   121.25  3.000
 FE6  C05   N07  C10   126.81  3.000
 FE6  C09   N08  N07   107.27  3.000
 FE6  H091  C09  N08   120.90  3.000
 FE6  H091  C09  C06   128.83  3.000
 FE6  N08   C09  C06   110.27  3.000
 FE6  C16   C11  C12   117.11  3.000
 FE6  C16   C11  C10   120.89  3.000
 FE6  C12   C11  C10   121.97  3.000
 FE6  F1    C12  C11   119.01  3.000
 FE6  C11   C12  C13   123.10  3.000
 FE6  F1    C12  C13   117.89  3.000
 FE6  BR1   C14  C15   119.59  3.000
 FE6  C15   C14  C13   121.38  3.000
 FE6  BR1   C14  C13   119.03  3.000
 FE6  H161  C16  C11   119.04  3.000
 FE6  H161  C16  C15   119.13  3.000
 FE6  C11   C16  C15   121.83  3.000
 FE6  H192  N19  H191  118.75  3.000
 FE6  H192  N19  C03   120.38  3.000
 FE6  H191  N19  C03   120.42  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 FE6  CONST_01  C16   C15  C14  C13    0.00   0.0  0
 FE6  CONST_02  C16   C11  C12  C13    0.00   0.0  0
 FE6  CONST_03  C12   C13  C14  C15    0.00   0.0  0
 FE6  CONST_04  C12   C11  C16  C15    0.00   0.0  0
 FE6  CONST_05  N07   C05  C06  C01  180.00   0.0  0
 FE6  CONST_06  N04   C05  C06  C01    0.00   0.0  0
 FE6  CONST_07  N08   C09  C06  C01  180.00   0.0  0
 FE6  CONST_08  N04   C03  N02  C01    0.00   0.0  0
 FE6  CONST_09  C05   N04  C03  N02    0.00   0.0  0
 FE6  CONST_10  C05   C06  C01  N02    0.00   0.0  0
 FE6  CONST_11  C09   C06  C01  N02  180.00   0.0  0
 FE6  CONST_12  N07   C05  N04  C03  180.00   0.0  0
 FE6  CONST_13  C06   C05  N04  C03    0.00   0.0  0
 FE6  CONST_14  C06   C01  N02  C03    0.00   0.0  0
 FE6  CONST_15  N08   N07  C05  N04  180.00   0.0  0
 FE6  CONST_16  C09   C06  C05  N04  180.00   0.0  0
 FE6  CONST_17  C09   N08  N07  C05    0.00   0.0  0
 FE6  CONST_18  N08   C09  C06  C05    0.00   0.0  0
 FE6  CONST_19  N08   N07  C05  C06    0.00   0.0  0
 FE6  CONST_20  N07   N08  C09  C06    0.00   0.0  0
 FE6  CONST_21  C09   C06  C05  N07    0.00   0.0  0
 FE6  CONST_22  C14   C13  C12  C11    0.00   0.0  0
 FE6  CONST_23  C14   C15  C16  C11    0.00   0.0  0
 FE6  CONST_24  C13   C12  C11  C10  180.00   0.0  0
 FE6  CONST_25  C15   C16  C11  C10  180.00   0.0  0
 FE6  CONST_26  N04   C05  N07  C10    0.00   0.0  0
 FE6  CONST_27  C06   C05  N07  C10  180.00   0.0  0
 FE6  CONST_28  C09   N08  N07  C10  180.00   0.0  0
 FE6  CONST_29  N19   C03  N02  C01  180.00   0.0  0
 FE6  CONST_30  CL1   C01  N02  C03  180.00   0.0  0
 FE6  CONST_31  N19   C03  N04  C05  180.00   0.0  0
 FE6  CONST_32  CL1   C01  C06  C05  180.00   0.0  0
 FE6  CONST_33  CL1   C01  C06  C09    0.00   0.0  0
 FE6  CONST_34  BR1   C14  C13  C12  180.00   0.0  0
 FE6  CONST_35  F1    C12  C13  C14  180.00   0.0  0
 FE6  CONST_36  BR1   C14  C15  C16  180.00   0.0  0
 FE6  CONST_37  F1    C12  C11  C16  180.00   0.0  0
 FE6  CONST_38  H151  C15  C14  C13  180.00   0.0  0
 FE6  CONST_39  H131  C13  C14  C15  180.00   0.0  0
 FE6  CONST_40  H091  C09  C06  C01    0.00   0.0  0
 FE6  CONST_41  H161  C16  C11  C12  180.00   0.0  0
 FE6  CONST_42  H191  N19  C03  N02  180.00   0.0  0
 FE6  CONST_43  H192  N19  C03  N02    0.00   0.0  0
 FE6  Var_01    C11   C10  N07  C05   85.88  30.0  2
 FE6  Var_02    C12   C11  C10  N07   87.68  30.0  2

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 FE6  plan-1  C10   0.020
 FE6  plan-1  C13   0.020
 FE6  plan-1  C15   0.020
 FE6  plan-1  C11   0.020
 FE6  plan-1  C12   0.020
 FE6  plan-1  C14   0.020
 FE6  plan-1  C16   0.020
 FE6  plan-1  BR1   0.020
 FE6  plan-1  F1    0.020
 FE6  plan-1  H131  0.020
 FE6  plan-1  H151  0.020
 FE6  plan-1  H161  0.020
 FE6  plan-2  C10   0.020
 FE6  plan-2  C01   0.020
 FE6  plan-2  N02   0.020
 FE6  plan-2  C03   0.020
 FE6  plan-2  N04   0.020
 FE6  plan-2  C05   0.020
 FE6  plan-2  C06   0.020
 FE6  plan-2  N07   0.020
 FE6  plan-2  N08   0.020
 FE6  plan-2  C09   0.020
 FE6  plan-2  CL1   0.020
 FE6  plan-2  H091  0.020
 FE6  plan-2  N19   0.020
 FE6  plan-3  C03   0.020
 FE6  plan-3  H191  0.020
 FE6  plan-3  H192  0.020
 FE6  plan-3  N19   0.020

