# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 10:20:00 2020
#   Inital geometry file: a 105 line input string
#   Ligand name: 3-[2-chloro-5-(methylsulfonyl)phenyl]-6-(2,4-difluorophenoxy)-1H-pyrazolo[3,4-d]pyrimidine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[S](=O)(=O)c1ccc(Cl)c(c1)c2n[nH]c3nc(Oc4ccc(F)cc4F)ncc23
#
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
 FKN  FKN  3-[2-chloro-5-(methylsulfonyl)phenyl]-6-(2,4-difluorophenoxy)-1H-pyrazolo[3,4-d]pyrimidine  ligand  40  29  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_FKN
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
 FKN  C5    C   CR56  0  -0.195   0.1528  -1.2473   0.4075
 FKN  C6    C   CR56  0   0.580  -0.5626  -2.3082   0.9840
 FKN  C13   C   CR16  0  -0.424  -5.8818   1.7539   0.8884
 FKN  C15   C   CR16  0  -0.567  -5.6185   0.9426  -1.3796
 FKN  C20   C   CR16  0  -0.178   4.7707  -0.6936  -1.2417
 FKN  C21   C   CR16  0  -0.244   4.8655   0.6325  -0.8602
 FKN  C22   C   CR6   0  -0.177   3.8644   1.1757  -0.0701
 FKN  C28   C   CH3   0  -0.787   3.1262   3.7391  -0.8946
 FKN  O29   O   OS    0  -0.662   3.1842   3.0461   1.6451
 FKN  S26   S   S     0   1.217   3.9605   2.8810   0.4192
 FKN  O27   O   OS    0  -0.661   5.3658   3.2762   0.4123
 FKN  C19   C   CR6   0  -0.096   3.6892  -1.4610  -0.8326
 FKN  CL24  CL  CL    0  -0.092   3.6076  -3.0897  -1.3854
 FKN  C23   C   CR16  0  -0.324   2.7895   0.4117   0.3489
 FKN  C18   C   CR6   0   0.165   2.6816  -0.9253  -0.0259
 FKN  C9    C   CR5   0   0.222   1.5115  -1.6794   0.4309
 FKN  C1    C   CR16  0  -0.033  -0.6152  -0.1714  -0.0166
 FKN  N8    N   N     0  -0.223   1.5894  -2.8696   0.9656
 FKN  N7    N   NR15  0  -0.518   0.3455  -3.2455   1.2934
 FKN  N4    N   N     0  -0.449  -1.8771  -2.3397   1.1610
 FKN  C3    C   CR6   0   0.586  -2.4683  -1.2515   0.7295
 FKN  N2    N   N     0  -0.456  -1.9233  -0.1810   0.1520
 FKN  O10   O   O2    0  -0.484  -3.7981  -1.2518   0.9167
 FKN  C11   C   CR6   0   0.196  -4.5381  -0.1926   0.4577
 FKN  C16   C   CR6   0   0.528  -4.8202  -0.0708  -0.8942
 FKN  F25   F   F     0  -0.296  -4.2996  -0.9615  -1.7397
 FKN  C14   C   CR6   0   0.545  -6.1376   1.8417  -0.4651
 FKN  F17   F   F     0  -0.307  -6.9184   2.8289  -0.9197
 FKN  C12   C   CR16  0  -0.288  -5.0688   0.7249   1.3442
 FKN  H13   H   HCR6  0   0.294  -6.3031   2.4720   1.5782
 FKN  H15   H   HCR6  0   0.312  -5.8295   1.0256  -2.4376
 FKN  H20   H   HCR6  0   0.302   5.5396  -1.1320  -1.8621
 FKN  H21   H   HCR6  0   0.299   5.7127   1.2210  -1.1845
 FKN  H28   H   HCH3  0   0.295   2.0952   3.3984  -0.9548
 FKN  H28A  H   HCH3  0   0.315   3.1546   4.8018  -0.6547
 FKN  H28B  H   HCH3  0   0.299   3.6426   3.5548  -1.8337
 FKN  H23   H   HCR6  0   0.296   2.0335   0.8410   0.9942
 FKN  H1    H   HCR6  0   0.282  -0.1854   0.7018  -0.4946
 FKN  HN7   H   HNR5  0   0.431   0.1893  -4.1391   1.7348
 FKN  H12   H   HCR6  0   0.296  -4.8516   0.6329   2.4002

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
 FKN  C5   C6    aromatic  1.403  0.020  1.403
 FKN  C5   C9    aromatic  1.426  0.020  1.426
 FKN  C5   C1    aromatic  1.388  0.020  1.388
 FKN  C6   N7    aromatic  1.341  0.020  1.341
 FKN  C6   N4    aromatic  1.327  0.020  1.327
 FKN  C13  C14   aromatic  1.380  0.020  1.380
 FKN  C13  C12   aromatic  1.388  0.020  1.388
 FKN  C15  C16   aromatic  1.378  0.020  1.378
 FKN  C15  C14   aromatic  1.383  0.020  1.383
 FKN  C20  C21   aromatic  1.383  0.020  1.383
 FKN  C20  C19   aromatic  1.388  0.020  1.388
 FKN  C21  C22   aromatic  1.386  0.020  1.386
 FKN  C22  S26   single    1.777  0.020  1.777
 FKN  C22  C23   aromatic  1.384  0.020  1.384
 FKN  C28  S26   single    1.777  0.020  1.777
 FKN  O29  S26   double    1.460  0.020  1.460
 FKN  S26  O27   double    1.460  0.020  1.460
 FKN  C19  CL24  single    1.722  0.020  1.722
 FKN  C19  C18   aromatic  1.397  0.020  1.397
 FKN  C23  C18   aromatic  1.393  0.020  1.393
 FKN  C18  C9    single    1.465  0.020  1.465
 FKN  C9   N8    aromatic  1.307  0.020  1.307
 FKN  C1   N2    aromatic  1.319  0.020  1.319
 FKN  N8   N7    aromatic  1.340  0.020  1.340
 FKN  N4   C3    aromatic  1.311  0.020  1.311
 FKN  C3   N2    aromatic  1.333  0.020  1.333
 FKN  C3   O10   single    1.343  0.020  1.343
 FKN  O10  C11   single    1.371  0.020  1.371
 FKN  C11  C16   aromatic  1.386  0.020  1.386
 FKN  C11  C12   aromatic  1.382  0.020  1.382
 FKN  C16  F25   single    1.334  0.020  1.334
 FKN  C14  F17   single    1.338  0.020  1.338
 FKN  C13  H13   single    0.930  0.020  1.080
 FKN  C15  H15   single    0.930  0.020  1.080
 FKN  C20  H20   single    0.930  0.020  1.080
 FKN  C21  H21   single    0.930  0.020  1.080
 FKN  C28  H28   single    0.970  0.020  1.090
 FKN  C28  H28A  single    0.970  0.020  1.090
 FKN  C28  H28B  single    0.970  0.020  1.090
 FKN  C23  H23   single    0.930  0.020  1.080
 FKN  C1   H1    single    0.930  0.020  1.080
 FKN  N7   HN7   single    0.860  0.020  1.020
 FKN  C12  H12   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
 FKN  C1    C5   C9    140.09  3.000
 FKN  C1    C5   C6    115.43  3.000
 FKN  C9    C5   C6    104.47  3.000
 FKN  N4    C6   N7    128.57  3.000
 FKN  N4    C6   C5    125.29  3.000
 FKN  N7    C6   C5    106.13  3.000
 FKN  H13   C13  C12   120.73  3.000
 FKN  H13   C13  C14   120.74  3.000
 FKN  C12   C13  C14   118.53  3.000
 FKN  H15   C15  C14   121.56  3.000
 FKN  H15   C15  C16   120.91  3.000
 FKN  C14   C15  C16   117.54  3.000
 FKN  H20   C20  C19   119.96  3.000
 FKN  H20   C20  C21   119.90  3.000
 FKN  C19   C20  C21   120.15  3.000
 FKN  H21   C21  C22   121.57  3.000
 FKN  H21   C21  C20   119.52  3.000
 FKN  C22   C21  C20   118.91  3.000
 FKN  C23   C22  S26   119.24  3.000
 FKN  C23   C22  C21   121.15  3.000
 FKN  S26   C22  C21   119.61  3.000
 FKN  H28B  C28  H28A  110.06  3.000
 FKN  H28B  C28  H28   110.45  3.000
 FKN  H28A  C28  H28   110.02  3.000
 FKN  H28B  C28  S26   109.49  3.000
 FKN  H28A  C28  S26   107.21  3.000
 FKN  H28   C28  S26   109.56  3.000
 FKN  O27   S26  O29   119.02  3.000
 FKN  O27   S26  C28   108.52  3.000
 FKN  O29   S26  C28   108.45  3.000
 FKN  O27   S26  C22   108.09  3.000
 FKN  O29   S26  C22   108.11  3.000
 FKN  C28   S26  C22   103.56  3.000
 FKN  C18   C19  CL24  120.91  3.000
 FKN  C18   C19  C20   121.34  3.000
 FKN  CL24  C19  C20   117.73  3.000
 FKN  H23   C23  C18   119.14  3.000
 FKN  H23   C23  C22   120.27  3.000
 FKN  C18   C23  C22   120.58  3.000
 FKN  C9    C18  C23   118.17  3.000
 FKN  C9    C18  C19   123.96  3.000
 FKN  C23   C18  C19   117.87  3.000
 FKN  N8    C9   C18   123.27  3.000
 FKN  N8    C9   C5    109.84  3.000
 FKN  C18   C9   C5    126.86  3.000
 FKN  H1    C1   N2    117.08  3.000
 FKN  H1    C1   C5    122.65  3.000
 FKN  N2    C1   C5    120.27  3.000
 FKN  N7    N8   C9    107.46  3.000
 FKN  HN7   N7   N8    119.95  3.000
 FKN  HN7   N7   C6    127.96  3.000
 FKN  N8    N7   C6    112.09  3.000
 FKN  C3    N4   C6    112.52  3.000
 FKN  O10   C3   N2    117.74  3.000
 FKN  O10   C3   N4    113.60  3.000
 FKN  N2    C3   N4    128.66  3.000
 FKN  C3    N2   C1    117.82  3.000
 FKN  C11   O10  C3    119.18  3.000
 FKN  C12   C11  C16   119.29  3.000
 FKN  C12   C11  O10   120.36  3.000
 FKN  C16   C11  O10   120.27  3.000
 FKN  F25   C16  C11   118.69  3.000
 FKN  F25   C16  C15   119.59  3.000
 FKN  C11   C16  C15   121.72  3.000
 FKN  F17   C14  C15   118.28  3.000
 FKN  F17   C14  C13   119.22  3.000
 FKN  C15   C14  C13   122.50  3.000
 FKN  H12   C12  C11   119.51  3.000
 FKN  H12   C12  C13   120.07  3.000
 FKN  C11   C12  C13   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
 FKN  CONST_01  N8    N7   C6   C5      0.00   0.0  0
 FKN  CONST_02  C3    N4   C6   C5      0.00   0.0  0
 FKN  CONST_05  N7    N8   C9   C5      0.00   0.0  0
 FKN  CONST_06  C3    N2   C1   C5      0.00   0.0  0
 FKN  CONST_07  C18   C9   C5   C6    180.00   0.0  0
 FKN  CONST_08  N8    C9   C5   C6      0.00   0.0  0
 FKN  CONST_09  N2    C1   C5   C6      0.00   0.0  0
 FKN  CONST_10  C9    N8   N7   C6      0.00   0.0  0
 FKN  CONST_11  N2    C3   N4   C6      0.00   0.0  0
 FKN  CONST_12  C16   C15  C14  C13     0.00   0.0  0
 FKN  CONST_13  C16   C11  C12  C13     0.00   0.0  0
 FKN  CONST_14  C12   C11  C16  C15     0.00   0.0  0
 FKN  CONST_15  C12   C13  C14  C15     0.00   0.0  0
 FKN  CONST_16  C23   C22  C21  C20     0.00   0.0  0
 FKN  CONST_17  C23   C18  C19  C20     0.00   0.0  0
 FKN  CONST_18  C9    C18  C19  C20   180.00   0.0  0
 FKN  CONST_19  C18   C19  C20  C21     0.00   0.0  0
 FKN  CONST_20  C18   C23  C22  C21     0.00   0.0  0
 FKN  CONST_21  C19   C20  C21  C22     0.00   0.0  0
 FKN  CONST_22  C19   C18  C23  C22     0.00   0.0  0
 FKN  CONST_23  C9    C18  C23  C22   180.00   0.0  0
 FKN  CONST_26  C1    C5   C9   C18     0.00   0.0  0
 FKN  CONST_27  N7    N8   C9   C18   180.00   0.0  0
 FKN  CONST_28  N7    C6   C5   C9      0.00   0.0  0
 FKN  CONST_29  N4    C6   C5   C9    180.00   0.0  0
 FKN  CONST_30  N2    C1   C5   C9    180.00   0.0  0
 FKN  CONST_31  N7    C6   C5   C1    180.00   0.0  0
 FKN  CONST_32  N4    C6   C5   C1      0.00   0.0  0
 FKN  CONST_33  N8    C9   C5   C1    180.00   0.0  0
 FKN  CONST_34  N4    C3   N2   C1      0.00   0.0  0
 FKN  CONST_35  N4    C6   N7   N8    180.00   0.0  0
 FKN  CONST_36  C3    N4   C6   N7    180.00   0.0  0
 FKN  CONST_37  C14   C15  C16  C11     0.00   0.0  0
 FKN  CONST_38  C14   C13  C12  C11     0.00   0.0  0
 FKN  CONST_39  O10   C3   N4   C6    180.00   0.0  0
 FKN  CONST_40  O10   C11  C12  C13   180.00   0.0  0
 FKN  CONST_41  O10   C11  C16  C15   180.00   0.0  0
 FKN  CONST_42  S26   C22  C21  C20   180.00   0.0  0
 FKN  CONST_43  CL24  C19  C20  C21   180.00   0.0  0
 FKN  CONST_44  C18   C23  C22  S26   180.00   0.0  0
 FKN  CONST_45  C23   C18  C19  CL24  180.00   0.0  0
 FKN  CONST_46  C9    C18  C19  CL24    0.00   0.0  0
 FKN  CONST_47  O10   C3   N2   C1    180.00   0.0  0
 FKN  CONST_48  F17   C14  C15  C16   180.00   0.0  0
 FKN  CONST_49  C14   C15  C16  F25   180.00   0.0  0
 FKN  CONST_50  C12   C11  C16  F25   180.00   0.0  0
 FKN  CONST_51  C12   C13  C14  F17   180.00   0.0  0
 FKN  CONST_52  HN7   N7   C6   C5    180.00   0.0  0
 FKN  CONST_53  H1    C1   C5   C6    180.00   0.0  0
 FKN  CONST_54  H15   C15  C14  C13   180.00   0.0  0
 FKN  CONST_55  H13   C13  C14  C15   180.00   0.0  0
 FKN  CONST_56  H23   C23  C22  C21   180.00   0.0  0
 FKN  CONST_57  H20   C20  C21  C22   180.00   0.0  0
 FKN  CONST_58  H21   C21  C20  C19   180.00   0.0  0
 FKN  CONST_59  H12   C12  C11  C16   180.00   0.0  0
 FKN  Var_01    C16   C11  O10  C3     76.17  30.0  2
 FKN  Var_02    C28   S26  C22  C21    89.39  30.0  2
 FKN  Var_03    H28   C28  S26  C22    60.89  30.0  3

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
 FKN  plan-1  C13   0.020
 FKN  plan-1  C15   0.020
 FKN  plan-1  O10   0.020
 FKN  plan-1  C11   0.020
 FKN  plan-1  C16   0.020
 FKN  plan-1  F25   0.020
 FKN  plan-1  C14   0.020
 FKN  plan-1  F17   0.020
 FKN  plan-1  C12   0.020
 FKN  plan-1  H13   0.020
 FKN  plan-1  H15   0.020
 FKN  plan-1  H12   0.020
 FKN  plan-2  C20   0.020
 FKN  plan-2  C21   0.020
 FKN  plan-2  C22   0.020
 FKN  plan-2  S26   0.020
 FKN  plan-2  C19   0.020
 FKN  plan-2  CL24  0.020
 FKN  plan-2  C23   0.020
 FKN  plan-2  C18   0.020
 FKN  plan-2  C9    0.020
 FKN  plan-2  H20   0.020
 FKN  plan-2  H21   0.020
 FKN  plan-2  H23   0.020
 FKN  plan-3  C5    0.020
 FKN  plan-3  C6    0.020
 FKN  plan-3  C18   0.020
 FKN  plan-3  C9    0.020
 FKN  plan-3  C1    0.020
 FKN  plan-3  N8    0.020
 FKN  plan-3  N7    0.020
 FKN  plan-3  N4    0.020
 FKN  plan-3  C3    0.020
 FKN  plan-3  N2    0.020
 FKN  plan-3  O10   0.020
 FKN  plan-3  H1    0.020
 FKN  plan-3  HN7   0.020

