# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 03:35:49 2020
#   Inital geometry file: a 129 line input string
#   Ligand name: (2R)-1-[4-({6-[(2,6-difluorophenyl)amino]pyrimidin-4-yl}amino)phenoxy]-3-(dimethylamino)propan-2-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(C)C[C@@H](O)COc1ccc(Nc2cc(Nc3c(F)cccc3F)ncn2)cc1
#
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
 FCP  FCP  (2R)-1-[4-({6-[(2,6-difluorophenyl)amino]pyrimidin-4-yl}amino)phenoxy]-3-(dimethylamino)propan-2-ol  ligand  53  30  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_FCP
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
 FCP  C22  C  CR16  0  -0.323   0.9505  -0.3859   1.2286
 FCP  C1   C  CR16  0   0.064  -2.8942  -0.3495  -2.6221
 FCP  C5   C  CR6   0   0.546  -0.7699  -0.0124  -1.9486
 FCP  C4   C  CR16  0  -0.492  -0.3513  -0.0110  -3.2823
 FCP  C3   C  CR6   0   0.516  -1.3360  -0.1909  -4.2438
 FCP  C17  C  CR6   0   0.327  -0.0470   0.1527   0.4240
 FCP  C18  C  CR16  0  -0.270  -1.1618   0.7226   1.0435
 FCP  C19  C  CR16  0  -0.348  -1.2692   0.7267   2.4211
 FCP  C20  C  CR6   0   0.376  -0.2660   0.1831   3.2244
 FCP  N2   N  N     0  -0.481  -2.6259  -0.3652  -3.9111
 FCP  N6   N  N     0  -0.480  -2.0546  -0.1812  -1.6166
 FCP  N7   N  NH1   0  -0.721  -1.0772  -0.2122  -5.5772
 FCP  N16  N  NH1   0  -0.772   0.1486   0.1529  -0.9641
 FCP  C21  C  CR16  0  -0.374   0.8559  -0.3683   2.6146
 FCP  O23  O  O2    0  -0.478  -0.4660   0.2428   4.5571
 FCP  C24  C  CH2   0  -0.175   0.5204  -0.2893   5.4192
 FCP  C11  C  CR16  0  -0.227   2.6750   0.4715  -7.3132
 FCP  C10  C  CR16  0  -0.432   2.1241  -0.8010  -7.3560
 FCP  C9   C  CR6   0   0.544   0.8936  -1.0053  -6.7646
 FCP  C8   C  CR6   0  -0.070   0.1794   0.0148  -6.1459
 FCP  C12  C  CR16  0  -0.430   2.0057   1.5218  -6.7006
 FCP  C13  C  CR6   0   0.554   0.7696   1.2751  -6.1399
 FCP  F15  F  F     0  -0.294   0.1016   2.2715  -5.5549
 FCP  C25  C  CH1   0   0.003   0.0639  -0.0768   6.8439
 FCP  C26  C  CH2   0  -0.306   1.0177  -0.7827   7.8100
 FCP  N27  N  NT    0  -0.437   0.7509  -0.3504   9.1699
 FCP  C28  C  CH3   0  -0.524  -0.4290  -0.9768   9.7339
 FCP  C29  C  CH3   0  -0.514   1.8972  -0.5141  10.0401
 FCP  O30  O  OH1   0  -0.680   0.0299   1.2988   7.1338
 FCP  H22  H  HCR6  0   0.269   1.8263  -0.8307   0.7716
 FCP  HL   H  HCR6  0   0.252  -3.9358  -0.4920  -2.3509
 FCP  HB   H  HCR6  0   0.276   0.6933   0.1088  -3.5360
 FCP  HE   H  HCR6  0   0.267  -1.9499   1.1656   0.4549
 FCP  HF   H  HCR6  0   0.262  -2.1403   1.1699   2.8873
 FCP  HD   H  HNH1  0   0.404  -1.8544  -0.4313  -6.1823
 FCP  HC   H  HNH1  0   0.409   1.1107   0.1491  -1.2649
 FCP  HA   H  HCR6  0   0.280   1.6644  -0.7993   3.1891
 FCP  HA1  H  HCH2  0   0.224   1.4866   0.2044   5.2580
 FCP  HB2  H  HCH2  0   0.226   0.6569  -1.3624   5.2369
 FCP  HH   H  HCR6  0   0.285   3.6408   0.6491  -7.7653
 FCP  HI   H  HCR6  0   0.291   2.6432  -1.6217  -7.8319
 FCP  HJ   H  HCR6  0   0.291   2.4288   2.5167  -6.6708
 FCP  HG   H  HCH1  0   0.207  -0.9396  -0.5191   6.9437
 FCP  HB1  H  HCH2  0   0.241   2.0448  -0.4989   7.5621
 FCP  HC2  H  HCH2  0   0.218   0.9447  -1.8738   7.6863
 FCP  HC1  H  HCH3  0   0.240  -0.6332  -0.5575  10.7192
 FCP  HD2  H  HCH3  0   0.240  -1.3043  -0.7893   9.1120
 FCP  HE3  H  HCH3  0   0.203  -0.3202  -2.0655   9.8440
 FCP  HD1  H  HCH3  0   0.238   2.7571   0.0182   9.6329
 FCP  HE2  H  HCH3  0   0.236   1.6772  -0.0931  11.0220
 FCP  HF3  H  HCH3  0   0.200   2.1857  -1.5651  10.1840
 FCP  HK   H  HOH1  0   0.439   0.1875   1.3493   8.0908
 FCP  F14  F  F     0  -0.295   0.3506  -2.2245  -6.7830

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
 FCP  C22  C17  aromatic  1.390  0.020  1.390
 FCP  C22  C21  aromatic  1.389  0.020  1.389
 FCP  C22  H22  single    0.930  0.020  1.080
 FCP  C1   N2   aromatic  1.317  0.020  1.317
 FCP  C1   N6   aromatic  1.321  0.020  1.321
 FCP  C1   HL   single    0.930  0.020  1.080
 FCP  C5   C4   aromatic  1.398  0.020  1.398
 FCP  C5   N6   aromatic  1.338  0.020  1.338
 FCP  C5   N16  single    1.357  0.020  1.357
 FCP  C4   C3   aromatic  1.388  0.020  1.388
 FCP  C4   HB   single    0.930  0.020  1.080
 FCP  C3   N2   aromatic  1.343  0.020  1.343
 FCP  C3   N7   single    1.358  0.020  1.358
 FCP  C17  C18  aromatic  1.397  0.020  1.397
 FCP  C17  N16  single    1.402  0.020  1.402
 FCP  C18  C19  aromatic  1.382  0.020  1.382
 FCP  C18  HE   single    0.930  0.020  1.080
 FCP  C19  C20  aromatic  1.395  0.020  1.395
 FCP  C19  HF   single    0.930  0.020  1.080
 FCP  C20  C21  aromatic  1.391  0.020  1.391
 FCP  C20  O23  single    1.349  0.020  1.349
 FCP  N7   C8   single    1.398  0.020  1.398
 FCP  N7   HD   single    0.860  0.020  1.020
 FCP  N16  HC   single    0.860  0.020  1.020
 FCP  C21  HA   single    0.930  0.020  1.080
 FCP  O23  C24  single    1.414  0.020  1.414
 FCP  C24  C25  single    1.511  0.020  1.511
 FCP  C24  HA1  single    0.970  0.020  1.090
 FCP  C24  HB2  single    0.970  0.020  1.090
 FCP  C11  C10  aromatic  1.387  0.020  1.387
 FCP  C11  C12  aromatic  1.388  0.020  1.388
 FCP  C11  HH   single    0.930  0.020  1.080
 FCP  C10  C9   aromatic  1.380  0.020  1.380
 FCP  C10  HI   single    0.930  0.020  1.080
 FCP  C9   C8   aromatic  1.391  0.020  1.391
 FCP  C9   F14  single    1.335  0.020  1.335
 FCP  C8   C13  aromatic  1.392  0.020  1.392
 FCP  C12  C13  aromatic  1.380  0.020  1.380
 FCP  C12  HJ   single    0.930  0.020  1.080
 FCP  C13  F15  single    1.335  0.020  1.335
 FCP  C25  C26  single    1.530  0.020  1.530
 FCP  C25  O30  single    1.406  0.020  1.406
 FCP  C25  HG   single    0.970  0.020  1.090
 FCP  C26  N27  single    1.452  0.020  1.452
 FCP  C26  HB1  single    0.970  0.020  1.090
 FCP  C26  HC2  single    0.970  0.020  1.090
 FCP  N27  C28  single    1.450  0.020  1.450
 FCP  N27  C29  single    1.448  0.020  1.448
 FCP  C28  HC1  single    0.970  0.020  1.090
 FCP  C28  HD2  single    0.970  0.020  1.090
 FCP  C28  HE3  single    0.970  0.020  1.090
 FCP  C29  HD1  single    0.970  0.020  1.090
 FCP  C29  HE2  single    0.970  0.020  1.090
 FCP  C29  HF3  single    0.970  0.020  1.090
 FCP  O30  HK   single    0.850  0.020  0.980

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
 FCP  H22  C22  C21  118.76  3.000
 FCP  H22  C22  C17  119.67  3.000
 FCP  C21  C22  C17  121.58  3.000
 FCP  HL   C1   N6   115.87  3.000
 FCP  HL   C1   N2   116.01  3.000
 FCP  N6   C1   N2   128.12  3.000
 FCP  N16  C5   N6   119.05  3.000
 FCP  N16  C5   C4   119.31  3.000
 FCP  N6   C5   C4   121.64  3.000
 FCP  HB   C4   C3   122.48  3.000
 FCP  HB   C4   C5   120.87  3.000
 FCP  C3   C4   C5   116.64  3.000
 FCP  N7   C3   N2   115.08  3.000
 FCP  N7   C3   C4   123.15  3.000
 FCP  N2   C3   C4   121.77  3.000
 FCP  N16  C17  C18  123.40  3.000
 FCP  N16  C17  C22  118.23  3.000
 FCP  C18  C17  C22  118.29  3.000
 FCP  HE   C18  C19  119.07  3.000
 FCP  HE   C18  C17  120.57  3.000
 FCP  C19  C18  C17  120.36  3.000
 FCP  HF   C19  C20  119.34  3.000
 FCP  HF   C19  C18  119.54  3.000
 FCP  C20  C19  C18  121.12  3.000
 FCP  O23  C20  C21  124.77  3.000
 FCP  O23  C20  C19  116.42  3.000
 FCP  C21  C20  C19  118.81  3.000
 FCP  C3   N2   C1   115.88  3.000
 FCP  C5   N6   C1   115.96  3.000
 FCP  HD   N7   C8   118.93  3.000
 FCP  HD   N7   C3   116.45  3.000
 FCP  C8   N7   C3   124.61  3.000
 FCP  HC   N16  C17  115.38  3.000
 FCP  HC   N16  C5   115.42  3.000
 FCP  C17  N16  C5   128.62  3.000
 FCP  HA   C21  C20  121.88  3.000
 FCP  HA   C21  C22  118.29  3.000
 FCP  C20  C21  C22  119.82  3.000
 FCP  C24  O23  C20  118.83  3.000
 FCP  HB2  C24  HA1  107.84  3.000
 FCP  HB2  C24  C25  109.38  3.000
 FCP  HA1  C24  C25  109.96  3.000
 FCP  HB2  C24  O23  110.71  3.000
 FCP  HA1  C24  O23  110.82  3.000
 FCP  C25  C24  O23  108.13  3.000
 FCP  HH   C11  C12  119.41  3.000
 FCP  HH   C11  C10  119.51  3.000
 FCP  C12  C11  C10  121.08  3.000
 FCP  HI   C10  C9   120.27  3.000
 FCP  HI   C10  C11  121.27  3.000
 FCP  C9   C10  C11  118.46  3.000
 FCP  F14  C9   C8   117.86  3.000
 FCP  F14  C9   C10  119.47  3.000
 FCP  C8   C9   C10  122.67  3.000
 FCP  C13  C8   C9   116.65  3.000
 FCP  C13  C8   N7   121.77  3.000
 FCP  C9   C8   N7   121.58  3.000
 FCP  HJ   C12  C13  120.25  3.000
 FCP  HJ   C12  C11  121.31  3.000
 FCP  C13  C12  C11  118.44  3.000
 FCP  F15  C13  C12  119.55  3.000
 FCP  F15  C13  C8   117.76  3.000
 FCP  C12  C13  C8   122.69  3.000
 FCP  HG   C25  O30  110.62  3.000
 FCP  HG   C25  C26  109.00  3.000
 FCP  O30  C25  C26  109.65  3.000
 FCP  HG   C25  C24  107.72  3.000
 FCP  O30  C25  C24  109.83  3.000
 FCP  C26  C25  C24  110.00  3.000
 FCP  HC2  C26  HB1  107.10  3.000
 FCP  HC2  C26  N27  112.86  3.000
 FCP  HB1  C26  N27  107.91  3.000
 FCP  HC2  C26  C25  110.18  3.000
 FCP  HB1  C26  C25  108.81  3.000
 FCP  N27  C26  C25  109.85  3.000
 FCP  C29  N27  C28  111.19  3.000
 FCP  C29  N27  C26  112.56  3.000
 FCP  C28  N27  C26  112.66  3.000
 FCP  HE3  C28  HD2  107.87  3.000
 FCP  HE3  C28  HC1  107.99  3.000
 FCP  HD2  C28  HC1  107.41  3.000
 FCP  HE3  C28  N27  112.71  3.000
 FCP  HD2  C28  N27  110.93  3.000
 FCP  HC1  C28  N27  109.74  3.000
 FCP  HF3  C29  HE2  107.70  3.000
 FCP  HF3  C29  HD1  107.98  3.000
 FCP  HE2  C29  HD1  107.87  3.000
 FCP  HF3  C29  N27  113.23  3.000
 FCP  HE2  C29  N27  109.72  3.000
 FCP  HD1  C29  N27  110.16  3.000
 FCP  HK   O30  C25  104.48  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
 FCP  CONST_01  C19  C18  C17  C22     0.00   0.0  0
 FCP  CONST_02  C19  C20  C21  C22     0.00   0.0  0
 FCP  CONST_03  C4   C3   N2   C1      0.00   0.0  0
 FCP  CONST_04  C4   C5   N6   C1      0.00   0.0  0
 FCP  CONST_05  N2   C3   C4   C5      0.00   0.0  0
 FCP  CONST_06  N2   C1   N6   C5      0.00   0.0  0
 FCP  CONST_07  N6   C5   C4   C3      0.00   0.0  0
 FCP  CONST_08  N6   C1   N2   C3      0.00   0.0  0
 FCP  CONST_09  C20  C21  C22  C17     0.00   0.0  0
 FCP  CONST_10  C20  C19  C18  C17     0.00   0.0  0
 FCP  CONST_11  C21  C22  C17  C18     0.00   0.0  0
 FCP  CONST_12  C21  C20  C19  C18     0.00   0.0  0
 FCP  CONST_13  C8   C9   C10  C11     0.00   0.0  0
 FCP  CONST_14  C8   C13  C12  C11     0.00   0.0  0
 FCP  CONST_15  C13  C12  C11  C10     0.00   0.0  0
 FCP  CONST_16  C13  C8   C9   C10     0.00   0.0  0
 FCP  CONST_17  C12  C11  C10  C9      0.00   0.0  0
 FCP  CONST_18  C12  C13  C8   C9      0.00   0.0  0
 FCP  CONST_19  O23  C20  C21  C22   180.00   0.0  0
 FCP  CONST_20  N7   C3   N2   C1    180.00   0.0  0
 FCP  CONST_21  N16  C5   N6   C1    180.00   0.0  0
 FCP  CONST_22  N7   C3   C4   C5    180.00   0.0  0
 FCP  CONST_23  N16  C5   C4   C3    180.00   0.0  0
 FCP  CONST_24  O23  C20  C19  C18   180.00   0.0  0
 FCP  CONST_25  N16  C17  C18  C19   180.00   0.0  0
 FCP  CONST_26  C10  C9   C8   N7    180.00   0.0  0
 FCP  CONST_27  C12  C13  C8   N7    180.00   0.0  0
 FCP  CONST_28  C21  C22  C17  N16   180.00   0.0  0
 FCP  CONST_29  F14  C9   C10  C11   180.00   0.0  0
 FCP  CONST_30  F15  C13  C12  C11   180.00   0.0  0
 FCP  CONST_31  F15  C13  C8   C9    180.00   0.0  0
 FCP  CONST_32  F14  C9   C8   C13   180.00   0.0  0
 FCP  CONST_33  HE   C18  C17  C22   180.00   0.0  0
 FCP  CONST_34  HL   C1   N6   C5    180.00   0.0  0
 FCP  CONST_35  HA   C21  C22  C17   180.00   0.0  0
 FCP  CONST_36  HF   C19  C18  C17   180.00   0.0  0
 FCP  CONST_37  H22  C22  C17  C18   180.00   0.0  0
 FCP  CONST_38  HB   C4   C3   N2    180.00   0.0  0
 FCP  CONST_39  HJ   C12  C11  C10   180.00   0.0  0
 FCP  CONST_40  HH   C11  C10  C9    180.00   0.0  0
 FCP  CONST_41  HI   C10  C9   C8    180.00   0.0  0
 FCP  Var_01    C5   N16  C17  C22   144.94  30.0  2
 FCP  Var_02    C17  N16  C5   C4   -178.38  30.0  2
 FCP  Var_03    C8   N7   C3   C4     -3.70  30.0  2
 FCP  Var_04    C9   C8   N7   C3    110.78  30.0  2
 FCP  Var_05    C25  C24  O23  C20   179.13  30.0  3
 FCP  Var_06    C28  N27  C26  C25    77.14  30.0  3
 FCP  Var_07    HC1  C28  N27  C26  -175.22  30.0  3
 FCP  Var_08    HD1  C29  N27  C26    56.25  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 FCP  chir_01  C25  C24  C26  O30  negativ

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
 FCP  plan-1  C22  0.020
 FCP  plan-1  C17  0.020
 FCP  plan-1  C18  0.020
 FCP  plan-1  C19  0.020
 FCP  plan-1  C20  0.020
 FCP  plan-1  N16  0.020
 FCP  plan-1  C21  0.020
 FCP  plan-1  O23  0.020
 FCP  plan-1  H22  0.020
 FCP  plan-1  HE   0.020
 FCP  plan-1  HF   0.020
 FCP  plan-1  HA   0.020
 FCP  plan-2  C1   0.020
 FCP  plan-2  C5   0.020
 FCP  plan-2  C4   0.020
 FCP  plan-2  C3   0.020
 FCP  plan-2  N2   0.020
 FCP  plan-2  N6   0.020
 FCP  plan-2  N7   0.020
 FCP  plan-2  N16  0.020
 FCP  plan-2  HL   0.020
 FCP  plan-2  HB   0.020
 FCP  plan-3  N7   0.020
 FCP  plan-3  C11  0.020
 FCP  plan-3  C10  0.020
 FCP  plan-3  C9   0.020
 FCP  plan-3  C8   0.020
 FCP  plan-3  C12  0.020
 FCP  plan-3  C13  0.020
 FCP  plan-3  F15  0.020
 FCP  plan-3  HH   0.020
 FCP  plan-3  HI   0.020
 FCP  plan-3  HJ   0.020
 FCP  plan-3  F14  0.020

