# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 17:33:53 2020
#   Inital geometry file: a 101 line input string
#   Ligand name: 5-(4-bromophenyl)-7-phenyl-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Brc1ccc(cc1)c2cn(c3ccccc3)c4N=CNC(=O)c24
#
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
 BKI  BKI  5-(4-bromophenyl)-7-phenyl-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one  ligand  35  23  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_BKI
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
 BKI  C    C   CR16  0  -0.252   6.2225  -2.5328  -0.0042
 BKI  N    N   NR5   0  -0.612   2.6835  -0.2939  -0.0576
 BKI  O    O   O     0  -0.464  -0.2638   3.2634  -0.0490
 BKI  BR   BR  BR    0  -0.050  -5.5543  -0.9771   0.0481
 BKI  C1   C   CR16  0  -0.253   5.1805  -2.8500   0.8565
 BKI  N1   N   N     0  -0.443   3.6117   1.9138   0.0401
 BKI  C2   C   CR16  0  -0.290   4.0138  -2.0995   0.8478
 BKI  N2   N   NR16  0  -0.660   1.9825   3.5876   0.0448
 BKI  C3   C   CR6   0   0.326   3.8861  -1.0389  -0.0409
 BKI  C4   C   CR16  0  -0.277   4.9194  -0.7216  -0.9144
 BKI  C5   C   CR16  0  -0.255   6.0884  -1.4676  -0.8853
 BKI  C6   C   CR15  0  -0.065   1.4211  -0.8371  -0.0722
 BKI  C7   C   CR5   0   0.010   0.4802   0.1561  -0.0351
 BKI  C8   C   CR56  0  -0.204   1.2141   1.3839   0.0088
 BKI  C9   C   CR56  0   0.496   2.5676   1.0603  -0.0050
 BKI  C10  C   CR16  0   0.157   3.2620   3.1554   0.0674
 BKI  C11  C   CR6   0   0.491   0.8517   2.7709  -0.0019
 BKI  C12  C   CR6   0   0.054  -0.9662  -0.0762  -0.0327
 BKI  C13  C   CR16  0  -0.318  -1.5101  -1.1027  -0.8067
 BKI  C14  C   CR16  0  -0.213  -2.8680  -1.3814  -0.7859
 BKI  C15  C   CR6   0  -0.126  -3.7007  -0.6154   0.0154
 BKI  C16  C   CR16  0  -0.216  -3.1903   0.4144   0.7924
 BKI  C17  C   CR16  0  -0.299  -1.8296   0.6761   0.7644
 BKI  H    H   HCR6  0   0.264   7.1347  -3.1143   0.0105
 BKI  H1   H   HCR6  0   0.267   5.2757  -3.6772   1.5471
 BKI  H2   H   HCR6  0   0.277   3.2115  -2.3333   1.5360
 BKI  HN2  H   HNR6  0   0.433   1.8231   4.5868   0.0515
 BKI  H4   H   HCR6  0   0.273   4.8114   0.0934  -1.6160
 BKI  H5   H   HCR6  0   0.265   6.8936  -1.2197  -1.5641
 BKI  H6   H   HCR5  0   0.307   1.2878  -1.9067  -0.1078
 BKI  H10  H   HCR6  0   0.301   4.0162   3.9298   0.1086
 BKI  H13  H   HCR6  0   0.261  -0.8676  -1.6895  -1.4507
 BKI  H14  H   HCR6  0   0.280  -3.2605  -2.1829  -1.3972
 BKI  H16  H   HCR6  0   0.279  -3.8361   1.0092   1.4243
 BKI  H17  H   HCR6  0   0.256  -1.4413   1.4706   1.3850

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
 BKI  C    C1   aromatic  1.388  0.020  1.388
 BKI  C    C5   aromatic  1.389  0.020  1.389
 BKI  N    C3   single    1.415  0.020  1.415
 BKI  N    C6   aromatic  1.374  0.020  1.374
 BKI  N    C9   aromatic  1.360  0.020  1.360
 BKI  O    C11  double    1.220  0.020  1.220
 BKI  BR   C15  single    1.889  0.020  1.889
 BKI  C1   C2   aromatic  1.387  0.020  1.387
 BKI  N1   C9   single    1.349  0.020  1.349
 BKI  N1   C10  double    1.290  0.020  1.290
 BKI  C2   C3   aromatic  1.390  0.020  1.390
 BKI  N2   C10  single    1.351  0.020  1.351
 BKI  N2   C11  single    1.396  0.020  1.396
 BKI  C3   C4   aromatic  1.390  0.020  1.390
 BKI  C4   C5   aromatic  1.387  0.020  1.387
 BKI  C6   C7   aromatic  1.369  0.020  1.369
 BKI  C7   C8   aromatic  1.431  0.020  1.431
 BKI  C7   C12  single    1.465  0.020  1.465
 BKI  C8   C9   aromatic  1.392  0.020  1.392
 BKI  C8   C11  single    1.434  0.020  1.434
 BKI  C12  C13  aromatic  1.396  0.020  1.396
 BKI  C12  C17  aromatic  1.395  0.020  1.395
 BKI  C13  C14  aromatic  1.386  0.020  1.386
 BKI  C14  C15  aromatic  1.387  0.020  1.387
 BKI  C15  C16  aromatic  1.387  0.020  1.387
 BKI  C16  C17  aromatic  1.386  0.020  1.386
 BKI  C    H    single    0.930  0.020  1.080
 BKI  C1   H1   single    0.930  0.020  1.080
 BKI  C2   H2   single    0.930  0.020  1.080
 BKI  N2   HN2  single    0.860  0.020  1.020
 BKI  C4   H4   single    0.930  0.020  1.080
 BKI  C5   H5   single    0.930  0.020  1.080
 BKI  C6   H6   single    0.930  0.020  1.080
 BKI  C10  H10  single    0.930  0.020  1.080
 BKI  C13  H13  single    0.930  0.020  1.080
 BKI  C14  H14  single    0.930  0.020  1.080
 BKI  C16  H16  single    0.930  0.020  1.080
 BKI  C17  H17  single    0.930  0.020  1.080

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
 BKI  H    C    C5   120.15  3.000
 BKI  H    C    C1   120.11  3.000
 BKI  C5   C    C1   119.74  3.000
 BKI  C9   N    C6   108.40  3.000
 BKI  C9   N    C3   126.61  3.000
 BKI  C6   N    C3   124.94  3.000
 BKI  H1   C1   C2   119.45  3.000
 BKI  H1   C1   C    120.30  3.000
 BKI  C2   C1   C    120.25  3.000
 BKI  C10  N1   C9   113.56  3.000
 BKI  H2   C2   C3   120.22  3.000
 BKI  H2   C2   C1   120.16  3.000
 BKI  C3   C2   C1   119.62  3.000
 BKI  HN2  N2   C11  116.77  3.000
 BKI  HN2  N2   C10  117.71  3.000
 BKI  C11  N2   C10  125.51  3.000
 BKI  C4   C3   C2   120.52  3.000
 BKI  C4   C3   N    120.29  3.000
 BKI  C2   C3   N    119.19  3.000
 BKI  H4   C4   C5   120.22  3.000
 BKI  H4   C4   C3   120.39  3.000
 BKI  C5   C4   C3   119.39  3.000
 BKI  H5   C5   C4   119.39  3.000
 BKI  H5   C5   C    120.13  3.000
 BKI  C4   C5   C    120.47  3.000
 BKI  H6   C6   C7   129.47  3.000
 BKI  H6   C6   N    120.39  3.000
 BKI  C7   C6   N    110.14  3.000
 BKI  C12  C7   C8   129.97  3.000
 BKI  C12  C7   C6   124.31  3.000
 BKI  C8   C7   C6   105.72  3.000
 BKI  C11  C8   C9   118.09  3.000
 BKI  C11  C8   C7   134.44  3.000
 BKI  C9   C8   C7   107.39  3.000
 BKI  C8   C9   N1   127.24  3.000
 BKI  C8   C9   N    108.35  3.000
 BKI  N1   C9   N    124.41  3.000
 BKI  H10  C10  N2   115.60  3.000
 BKI  H10  C10  N1   120.05  3.000
 BKI  N2   C10  N1   124.35  3.000
 BKI  C8   C11  N2   111.16  3.000
 BKI  C8   C11  O    128.45  3.000
 BKI  N2   C11  O    120.39  3.000
 BKI  C17  C12  C13  118.17  3.000
 BKI  C17  C12  C7   121.76  3.000
 BKI  C13  C12  C7   120.03  3.000
 BKI  H13  C13  C14  118.77  3.000
 BKI  H13  C13  C12  119.81  3.000
 BKI  C14  C13  C12  121.42  3.000
 BKI  H14  C14  C15  121.20  3.000
 BKI  H14  C14  C13  119.73  3.000
 BKI  C15  C14  C13  119.06  3.000
 BKI  C16  C15  C14  120.86  3.000
 BKI  C16  C15  BR   119.57  3.000
 BKI  C14  C15  BR   119.57  3.000
 BKI  H16  C16  C17  119.61  3.000
 BKI  H16  C16  C15  121.04  3.000
 BKI  C17  C16  C15  119.34  3.000
 BKI  H17  C17  C16  118.70  3.000
 BKI  H17  C17  C12  120.15  3.000
 BKI  C16  C17  C12  121.15  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
 BKI  CONST_01  C3   C2   C1   C      0.00  0.0  0
 BKI  CONST_02  C3   C4   C5   C      0.00  0.0  0
 BKI  CONST_03  C1   C2   C3   N    180.00  0.0  0
 BKI  CONST_04  C5   C4   C3   N    180.00  0.0  0
 BKI  CONST_05  C8   C7   C6   N      0.00  0.0  0
 BKI  CONST_06  C12  C7   C6   N    180.00  0.0  0
 BKI  CONST_07  C7   C8   C9   N      0.00  0.0  0
 BKI  CONST_08  C4   C5   C    C1     0.00  0.0  0
 BKI  CONST_09  C4   C3   C2   C1     0.00  0.0  0
 BKI  CONST_10  C5   C    C1   C2     0.00  0.0  0
 BKI  CONST_13  C5   C4   C3   C2     0.00  0.0  0
 BKI  CONST_14  C7   C6   N    C3   180.00  0.0  0
 BKI  CONST_15  C8   C9   N    C3   180.00  0.0  0
 BKI  CONST_18  C8   C9   N    C6     0.00  0.0  0
 BKI  CONST_19  C9   C8   C7   C6     0.00  0.0  0
 BKI  CONST_22  C9   N    C6   C7     0.00  0.0  0
 BKI  CONST_23  C14  C13  C12  C7   180.00  0.0  0
 BKI  CONST_24  C16  C17  C12  C7   180.00  0.0  0
 BKI  CONST_27  C12  C7   C8   C9   180.00  0.0  0
 BKI  CONST_28  C15  C14  C13  C12    0.00  0.0  0
 BKI  CONST_29  C15  C16  C17  C12    0.00  0.0  0
 BKI  CONST_30  C16  C17  C12  C13    0.00  0.0  0
 BKI  CONST_31  C16  C15  C14  C13    0.00  0.0  0
 BKI  CONST_32  C17  C12  C13  C14    0.00  0.0  0
 BKI  CONST_33  C17  C16  C15  C14    0.00  0.0  0
 BKI  CONST_34  C3   N    C9   N1     0.00  0.0  0
 BKI  CONST_35  C12  C7   C8   C11    0.00  0.0  0
 BKI  CONST_36  C11  N2   C10  N1     0.00  0.0  0
 BKI  CONST_37  C9   N1   C10  N2     0.00  0.0  0
 BKI  CONST_38  C10  N2   C11  C8     0.00  0.0  0
 BKI  CONST_39  C13  C14  C15  BR   180.00  0.0  0
 BKI  CONST_40  C17  C16  C15  BR   180.00  0.0  0
 BKI  CONST_41  C10  N2   C11  O    180.00  0.0  0
 BKI  CONST_42  H2   C2   C1   C    180.00  0.0  0
 BKI  CONST_43  H4   C4   C5   C    180.00  0.0  0
 BKI  CONST_44  H5   C5   C    C1   180.00  0.0  0
 BKI  CONST_45  H    C    C1   C2   180.00  0.0  0
 BKI  CONST_46  H6   C6   N    C3     0.00  0.0  0
 BKI  CONST_47  H1   C1   C2   C3   180.00  0.0  0
 BKI  CONST_48  H13  C13  C12  C7     0.00  0.0  0
 BKI  CONST_49  H17  C17  C12  C7     0.00  0.0  0
 BKI  CONST_50  H14  C14  C13  C12  180.00  0.0  0
 BKI  CONST_51  H16  C16  C17  C12  180.00  0.0  0
 BKI  CONST_52  HN2  N2   C10  N1   180.00  0.0  0
 BKI  CONST_53  H10  C10  N1   C9   180.00  0.0  0

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
 BKI  plan-1  C    0.020
 BKI  plan-1  N    0.020
 BKI  plan-1  C1   0.020
 BKI  plan-1  C2   0.020
 BKI  plan-1  C3   0.020
 BKI  plan-1  C4   0.020
 BKI  plan-1  C5   0.020
 BKI  plan-1  H    0.020
 BKI  plan-1  H1   0.020
 BKI  plan-1  H2   0.020
 BKI  plan-1  H4   0.020
 BKI  plan-1  H5   0.020
 BKI  plan-2  BR   0.020
 BKI  plan-2  C7   0.020
 BKI  plan-2  C12  0.020
 BKI  plan-2  C13  0.020
 BKI  plan-2  C14  0.020
 BKI  plan-2  C15  0.020
 BKI  plan-2  C16  0.020
 BKI  plan-2  C17  0.020
 BKI  plan-2  H13  0.020
 BKI  plan-2  H14  0.020
 BKI  plan-2  H16  0.020
 BKI  plan-2  H17  0.020
 BKI  plan-3  N    0.020
 BKI  plan-3  O    0.020
 BKI  plan-3  N1   0.020
 BKI  plan-3  N2   0.020
 BKI  plan-3  C3   0.020
 BKI  plan-3  C6   0.020
 BKI  plan-3  C7   0.020
 BKI  plan-3  C8   0.020
 BKI  plan-3  C9   0.020
 BKI  plan-3  C10  0.020
 BKI  plan-3  C11  0.020
 BKI  plan-3  C12  0.020
 BKI  plan-3  HN2  0.020
 BKI  plan-3  H6   0.020
 BKI  plan-3  H10  0.020

