# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 18:56:36 2020
#   Inital geometry file: a 135 line input string
#   Ligand name: N~2~-(3-chloro-4-fluorophenyl)-N~4~-[(1R)-1-cyclopropylethyl]-8-(1,2,3,6-tetrahydropyridin-4-yl)quinazoline-2,4-diamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H](Nc1nc(Nc2ccc(F)c(Cl)c2)nc3c(cccc13)C4=CCNCC4)C5CC5
#
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
 FFY  FFY  N~2~-(3-chloro-4-fluorophenyl)-N~4~-[(1R)-1-cyclopropylethyl]-8-(1,2,3,6-tetrahydropyridin-4-yl)quinazoline-2,4-diamine  ligand  56  31  .  2022-09-22  2023-02-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_FFY
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
 FFY  N1   N   N     0  -0.537  -0.3914  -0.8855   0.0899
 FFY  N3   N   N     0  -0.527   1.6001   0.3924  -0.1045
 FFY  C4   C   CR6   0   0.384  -1.7514   1.7246  -0.0381
 FFY  C5   C   CR16  0  -0.295  -2.7767   0.7861   0.1078
 FFY  C6   C   CR16  0  -0.390  -4.0987   1.1996   0.1624
 FFY  C7   C   CR6   0   0.585  -4.4203   2.5359   0.0721
 FFY  C8   C   CR6   0  -0.211  -3.4178   3.4786  -0.0749
 FFY  C10  C   CR66  0   0.228   2.3345  -0.7403  -0.0467
 FFY  C13  C   CR16  0  -0.236   3.8901  -3.0722  -0.0110
 FFY  C15  C   CR66  0  -0.029   1.7339  -2.0131   0.0692
 FFY  C17  C   C1    0  -0.283   5.2676   0.9252  -1.2248
 FFY  C20  C   CH2   0  -0.488   4.2337   1.6646   0.8916
 FFY  C21  C   CH1   0  -0.253  -2.2436  -4.6496  -0.0255
 FFY  C22  C   CH2   0  -0.461  -3.5561  -4.8777  -0.7045
 FFY  N    N   NH1   0  -0.662  -0.3880  -3.1531   0.2630
 FFY  C    C   CH3   0  -0.638  -2.3419  -2.8835   1.7479
 FFY  C1   C   CH1   0  -0.080  -1.8372  -3.2504   0.3573
 FFY  C11  C   CR6   0  -0.009   3.7509  -0.6474  -0.1288
 FFY  C12  C   CR16  0  -0.293   4.4909  -1.8095  -0.1131
 FFY  C14  C   CR16  0  -0.291   2.5266  -3.1718   0.0854
 FFY  C16  C   C     0   0.096   4.4280   0.6645  -0.2211
 FFY  C18  C   CH2   0  -0.318   6.0438   2.2046  -1.3428
 FFY  C19  C   CH2   0  -0.313   5.3831   2.6672   0.9175
 FFY  C2   C   CR6   0   0.591   0.2934  -2.0117   0.1457
 FFY  C23  C   CH2   0  -0.456  -2.2778  -5.0509  -1.4666
 FFY  C3   C   CR6   0   0.590   0.2974   0.2525  -0.0353
 FFY  C9   C   CR16  0  -0.302  -2.0964   3.0779  -0.1286
 FFY  F    F   F     0  -0.298  -5.6960   2.9312   0.1241
 FFY  N2   N   NH1   0  -0.778  -0.3989   1.4304  -0.1008
 FFY  N4   N   NH1   0  -0.554   5.6837   3.2313  -0.3848
 FFY  CL   CL  CL    0  -0.080  -3.8278   5.1457  -0.1899
 FFY  H1   H   HCR6  0   0.310  -2.5437  -0.2620   0.1780
 FFY  H2   H   HCR6  0   0.265  -4.8886   0.4691   0.2749
 FFY  H3   H   HCR6  0   0.242   4.5052  -3.9609   0.0015
 FFY  H4   H   H     0   0.221   5.4282   0.1857  -2.0032
 FFY  H5   H   HCH2  0   0.237   3.2774   2.1784   0.7677
 FFY  H6   H   HCH2  0   0.224   4.1690   1.1428   1.8508
 FFY  H7   H   HCH1  0   0.245  -1.9370  -5.4166   0.6816
 FFY  H8   H   HCH2  0   0.245  -4.1201  -5.7606  -0.4358
 FFY  H9   H   HCH2  0   0.233  -4.1695  -4.0141  -0.9318
 FFY  H10  H   HNH1  0   0.388   0.1256  -4.0121   0.3472
 FFY  H11  H   HCH3  0   0.241  -2.0647  -1.8656   2.0167
 FFY  H12  H   HCH3  0   0.226  -3.4287  -2.9624   1.7876
 FFY  H13  H   HCH3  0   0.217  -1.9290  -3.5580   2.4993
 FFY  H14  H   HCH1  0   0.232  -2.2594  -2.5532  -0.3735
 FFY  H15  H   HCR6  0   0.238   5.5702  -1.7440  -0.1646
 FFY  H16  H   HCR6  0   0.209   2.0906  -4.1587   0.1733
 FFY  H17  H   HCH2  0   0.222   7.1118   1.9706  -1.2426
 FFY  H18  H   HCH2  0   0.230   5.9324   2.6124  -2.3504
 FFY  H19  H   HCH2  0   0.227   5.1610   3.4773   1.6147
 FFY  H20  H   HCH2  0   0.215   6.2872   2.1742   1.2886
 FFY  H21  H   HCH2  0   0.239  -2.0235  -4.3018  -2.2063
 FFY  H22  H   HCH2  0   0.245  -1.9640  -6.0528  -1.7256
 FFY  H23  H   HCR6  0   0.255  -1.3285   3.8327  -0.2397
 FFY  H24  H   HNH1  0   0.378   0.2162   2.2227  -0.1914
 FFY  H25  H   HNH1  0   0.324   4.8703   3.7292  -0.7228

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
 FFY  N4   C19  single    1.451  0.020  1.451
 FFY  N4   C18  single    1.450  0.020  1.450
 FFY  CL   C8   single    1.721  0.020  1.721
 FFY  C19  C20  single    1.525  0.020  1.525
 FFY  C18  C17  single    1.501  0.020  1.501
 FFY  C20  C16  single    1.509  0.020  1.509
 FFY  C8   C9   aromatic  1.382  0.020  1.382
 FFY  C8   C7   aromatic  1.384  0.020  1.384
 FFY  C9   C4   aromatic  1.400  0.020  1.400
 FFY  C17  C16  double    1.334  0.020  1.334
 FFY  C16  C11  single    1.479  0.020  1.479
 FFY  F    C7   single    1.337  0.020  1.337
 FFY  C7   C6   aromatic  1.377  0.020  1.377
 FFY  N2   C4   single    1.386  0.020  1.386
 FFY  N2   C3   single    1.370  0.020  1.370
 FFY  C4   C5   aromatic  1.398  0.020  1.398
 FFY  N3   C3   aromatic  1.312  0.020  1.312
 FFY  N3   C10  aromatic  1.351  0.020  1.351
 FFY  C11  C10  aromatic  1.422  0.020  1.422
 FFY  C11  C12  aromatic  1.378  0.020  1.378
 FFY  C3   N1   aromatic  1.336  0.020  1.336
 FFY  C6   C5   aromatic  1.386  0.020  1.386
 FFY  C10  C15  aromatic  1.412  0.020  1.412
 FFY  C12  C13  aromatic  1.402  0.020  1.402
 FFY  N1   C2   aromatic  1.319  0.020  1.319
 FFY  C15  C2   aromatic  1.443  0.020  1.443
 FFY  C15  C14  aromatic  1.404  0.020  1.404
 FFY  C13  C14  aromatic  1.370  0.020  1.370
 FFY  C2   N    single    1.334  0.020  1.334
 FFY  N    C1   single    1.455  0.020  1.455
 FFY  C1   C    single    1.524  0.020  1.524
 FFY  C1   C21  single    1.506  0.020  1.506
 FFY  C23  C21  single    1.496  0.020  1.496
 FFY  C23  C22  single    1.498  0.020  1.498
 FFY  C21  C22  single    1.495  0.020  1.495
 FFY  C5   H1   single    0.930  0.020  1.080
 FFY  C6   H2   single    0.930  0.020  1.080
 FFY  C13  H3   single    0.930  0.020  1.080
 FFY  C17  H4   single    0.930  0.020  1.080
 FFY  C20  H5   single    0.970  0.020  1.090
 FFY  C20  H6   single    0.970  0.020  1.090
 FFY  C21  H7   single    0.970  0.020  1.090
 FFY  C22  H8   single    0.970  0.020  1.090
 FFY  C22  H9   single    0.970  0.020  1.090
 FFY  N    H10  single    0.860  0.020  1.020
 FFY  C    H11  single    0.970  0.020  1.090
 FFY  C    H12  single    0.970  0.020  1.090
 FFY  C    H13  single    0.970  0.020  1.090
 FFY  C1   H14  single    0.970  0.020  1.090
 FFY  C12  H15  single    0.930  0.020  1.080
 FFY  C14  H16  single    0.930  0.020  1.080
 FFY  C18  H17  single    0.970  0.020  1.090
 FFY  C18  H18  single    0.970  0.020  1.090
 FFY  C19  H19  single    0.970  0.020  1.090
 FFY  C19  H20  single    0.970  0.020  1.090
 FFY  C23  H21  single    0.970  0.020  1.090
 FFY  C23  H22  single    0.970  0.020  1.090
 FFY  C9   H23  single    0.930  0.020  1.080
 FFY  N2   H24  single    0.860  0.020  1.020
 FFY  N4   H25  single    0.890  0.020  1.040

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
 FFY  C3   N1   C2   117.61  3.000
 FFY  C3   N3   C10  116.61  3.000
 FFY  N2   C4   C9   116.30  3.000
 FFY  N2   C4   C5   125.33  3.000
 FFY  C9   C4   C5   118.37  3.000
 FFY  H1   C5   C6   119.64  3.000
 FFY  H1   C5   C4   120.13  3.000
 FFY  C6   C5   C4   120.23  3.000
 FFY  H2   C6   C7   119.44  3.000
 FFY  H2   C6   C5   119.93  3.000
 FFY  C7   C6   C5   120.63  3.000
 FFY  F    C7   C8   119.61  3.000
 FFY  F    C7   C6   120.48  3.000
 FFY  C8   C7   C6   119.91  3.000
 FFY  CL   C8   C9   120.41  3.000
 FFY  C9   C8   C7   119.95  3.000
 FFY  CL   C8   C7   119.63  3.000
 FFY  C11  C10  C15  119.16  3.000
 FFY  C15  C10  N3   121.87  3.000
 FFY  C11  C10  N3   118.96  3.000
 FFY  H3   C13  C14  120.37  3.000
 FFY  H3   C13  C12  119.83  3.000
 FFY  C14  C13  C12  119.79  3.000
 FFY  C2   C15  C14  124.34  3.000
 FFY  C14  C15  C10  120.31  3.000
 FFY  C2   C15  C10  115.35  3.000
 FFY  H4   C17  C18  116.60  3.000
 FFY  H4   C17  C16  119.96  3.000
 FFY  C18  C17  C16  123.44  3.000
 FFY  H6   C20  H5   105.78  3.000
 FFY  H6   C20  C19  110.07  3.000
 FFY  H5   C20  C19  110.63  3.000
 FFY  H6   C20  C16  109.76  3.000
 FFY  H5   C20  C16  109.93  3.000
 FFY  C19  C20  C16  110.56  3.000
 FFY  H7   C21  C23  116.33  3.000
 FFY  H7   C21  C1   114.45  3.000
 FFY  C23  C21  C1   120.00  3.000
 FFY  H7   C21  C22  115.80  3.000
 FFY  C23  C21  C22   60.11  3.000
 FFY  C1   C21  C22  119.60  3.000
 FFY  H9   C22  H8   114.05  3.000
 FFY  H9   C22  C23  117.94  3.000
 FFY  H8   C22  C23  118.49  3.000
 FFY  H9   C22  C21  118.07  3.000
 FFY  H8   C22  C21  118.00  3.000
 FFY  C23  C22  C21   59.98  3.000
 FFY  H10  N    C2   118.54  3.000
 FFY  H10  N    C1   116.52  3.000
 FFY  C2   N    C1   124.84  3.000
 FFY  H13  C    H12  107.91  3.000
 FFY  H13  C    H11  108.16  3.000
 FFY  H12  C    H11  108.21  3.000
 FFY  H13  C    C1   110.75  3.000
 FFY  H12  C    C1   110.23  3.000
 FFY  H11  C    C1   111.47  3.000
 FFY  H14  C1   C    109.15  3.000
 FFY  H14  C1   N    107.35  3.000
 FFY  C    C1   N    111.89  3.000
 FFY  H14  C1   C21  108.53  3.000
 FFY  C    C1   C21  111.47  3.000
 FFY  N    C1   C21  108.32  3.000
 FFY  C16  C11  C12  120.20  3.000
 FFY  C12  C11  C10  118.64  3.000
 FFY  C16  C11  C10  121.17  3.000
 FFY  H15  C12  C11  118.94  3.000
 FFY  H15  C12  C13  119.03  3.000
 FFY  C11  C12  C13  122.03  3.000
 FFY  H16  C14  C15  121.73  3.000
 FFY  H16  C14  C13  118.21  3.000
 FFY  C15  C14  C13  120.06  3.000
 FFY  C11  C16  C20  118.88  3.000
 FFY  C11  C16  C17  120.55  3.000
 FFY  C20  C16  C17  120.42  3.000
 FFY  H18  C18  H17  105.24  3.000
 FFY  H18  C18  N4   108.65  3.000
 FFY  H17  C18  N4   109.41  3.000
 FFY  H18  C18  C17  109.74  3.000
 FFY  H17  C18  C17  108.31  3.000
 FFY  N4   C18  C17  115.04  3.000
 FFY  H20  C19  H19  106.61  3.000
 FFY  H20  C19  N4   107.96  3.000
 FFY  H19  C19  N4   109.08  3.000
 FFY  H20  C19  C20  109.40  3.000
 FFY  H19  C19  C20  110.20  3.000
 FFY  N4   C19  C20  113.35  3.000
 FFY  N    C2   C15  120.91  3.000
 FFY  N    C2   N1   117.96  3.000
 FFY  C15  C2   N1   121.13  3.000
 FFY  H22  C23  H21  114.15  3.000
 FFY  H22  C23  C22  118.46  3.000
 FFY  H21  C23  C22  117.89  3.000
 FFY  H22  C23  C21  118.20  3.000
 FFY  H21  C23  C21  117.83  3.000
 FFY  C22  C23  C21   59.91  3.000
 FFY  N2   C3   N3   114.23  3.000
 FFY  N3   C3   N1   127.42  3.000
 FFY  N2   C3   N1   118.35  3.000
 FFY  H23  C9   C8   118.70  3.000
 FFY  H23  C9   C4   120.39  3.000
 FFY  C8   C9   C4   120.91  3.000
 FFY  H24  N2   C3   111.74  3.000
 FFY  H24  N2   C4   115.67  3.000
 FFY  C3   N2   C4   132.57  3.000
 FFY  H25  N4   C19  108.95  3.000
 FFY  H25  N4   C18  109.11  3.000
 FFY  C19  N4   C18  111.67  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
 FFY  CONST_01  C10  N3   C3   N1      0.00   0.0  0
 FFY  CONST_02  C10  C15  C2   N1      0.00   0.0  0
 FFY  CONST_03  C14  C15  C2   N1    180.00   0.0  0
 FFY  CONST_04  C2   N1   C3   N3      0.00   0.0  0
 FFY  CONST_05  C12  C11  C10  N3    180.00   0.0  0
 FFY  CONST_06  C2   C15  C10  N3      0.00   0.0  0
 FFY  CONST_07  C14  C15  C10  N3    180.00   0.0  0
 FFY  CONST_08  C7   C8   C9   C4      0.00   0.0  0
 FFY  CONST_09  C7   C6   C5   C4      0.00   0.0  0
 FFY  CONST_10  C8   C9   C4   C5      0.00   0.0  0
 FFY  CONST_11  C8   C7   C6   C5      0.00   0.0  0
 FFY  CONST_12  C9   C8   C7   C6      0.00   0.0  0
 FFY  CONST_13  C9   C4   C5   C6      0.00   0.0  0
 FFY  CONST_14  C13  C12  C11  C10     0.00   0.0  0
 FFY  CONST_15  C13  C14  C15  C10     0.00   0.0  0
 FFY  CONST_16  C2   C15  C14  C13   180.00   0.0  0
 FFY  CONST_17  C3   N3   C10  C15     0.00   0.0  0
 FFY  CONST_18  C12  C11  C10  C15     0.00   0.0  0
 FFY  CONST_19  C3   N1   C2   C15     0.00   0.0  0
 FFY  CONST_20  C12  C13  C14  C15     0.00   0.0  0
 FFY  CONST_21  C3   N3   C10  C11   180.00   0.0  0
 FFY  CONST_22  C2   C15  C10  C11   180.00   0.0  0
 FFY  CONST_23  C14  C15  C10  C11     0.00   0.0  0
 FFY  CONST_24  C14  C13  C12  C11     0.00   0.0  0
 FFY  CONST_25  C16  C11  C10  N3      0.00   0.0  0
 FFY  CONST_26  C16  C11  C12  C13   180.00   0.0  0
 FFY  CONST_27  C16  C11  C10  C15   180.00   0.0  0
 FFY  CONST_28  CL   C8   C9   C4    180.00   0.0  0
 FFY  CONST_29  F    C7   C6   C5    180.00   0.0  0
 FFY  CONST_30  CL   C8   C7   C6    180.00   0.0  0
 FFY  CONST_31  N2   C4   C5   C6    180.00   0.0  0
 FFY  CONST_32  N2   C4   C9   C8    180.00   0.0  0
 FFY  CONST_33  N2   C3   N3   C10   180.00   0.0  0
 FFY  CONST_34  N    C2   C15  C10   180.00   0.0  0
 FFY  CONST_35  C3   N1   C2   N     180.00   0.0  0
 FFY  CONST_36  C14  C15  C2   N       0.00   0.0  0
 FFY  CONST_37  N2   C3   N1   C2    180.00   0.0  0
 FFY  CONST_38  F    C7   C8   C9    180.00   0.0  0
 FFY  CONST_39  H2   C6   C5   C4    180.00   0.0  0
 FFY  CONST_40  H23  C9   C4   C5    180.00   0.0  0
 FFY  CONST_41  H1   C5   C6   C7    180.00   0.0  0
 FFY  CONST_42  H15  C12  C11  C10   180.00   0.0  0
 FFY  CONST_43  H16  C14  C15  C10   180.00   0.0  0
 FFY  CONST_44  H3   C13  C14  C15   180.00   0.0  0
 FFY  CONST_45  C1   N    C2   N1      0.00   0.0  0
 FFY  CONST_46  C1   N    C2   C15   180.00   0.0  0
 FFY  CONST_47  H10  N    C2   N1    180.00   0.0  0
 FFY  Var_01    C20  C16  C11  C10    59.75  30.0  2
 FFY  Var_02    C19  N4   C18  C17    37.79  30.0  1
 FFY  Var_03    C19  C20  C16  C17   -18.07  30.0  1
 FFY  Var_04    C18  N4   C19  C20   -59.27  30.0  1
 FFY  Var_05    C18  C17  C16  C20    -1.22  30.0  1
 FFY  Var_06    N4   C19  C20  C16    48.44  30.0  1
 FFY  Var_07    N4   C18  C17  C16    -8.23  30.0  1
 FFY  Var_08    C4   N2   C3   N1      1.44  30.0  2
 FFY  Var_09    C3   N2   C4   C5     -0.62  30.0  3
 FFY  Var_10    C1   C21  C23  C22  -109.02  30.0  1
 FFY  Var_11    H8   C22  C23  C21  -107.67  30.0  1

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
 FFY  chir_02  C1   N   C    C21  positiv
 FFY  chir_03  C21  C1  C23  C22  both

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
 FFY  plan-1  C4   0.020
 FFY  plan-1  C5   0.020
 FFY  plan-1  C6   0.020
 FFY  plan-1  C7   0.020
 FFY  plan-1  C8   0.020
 FFY  plan-1  C9   0.020
 FFY  plan-1  F    0.020
 FFY  plan-1  N2   0.020
 FFY  plan-1  CL   0.020
 FFY  plan-1  H1   0.020
 FFY  plan-1  H2   0.020
 FFY  plan-1  H23  0.020
 FFY  plan-2  N    0.020
 FFY  plan-2  C1   0.020
 FFY  plan-2  C2   0.020
 FFY  plan-2  H10  0.020
 FFY  plan-3  N1   0.020
 FFY  plan-3  N3   0.020
 FFY  plan-3  C10  0.020
 FFY  plan-3  C13  0.020
 FFY  plan-3  C15  0.020
 FFY  plan-3  N    0.020
 FFY  plan-3  C11  0.020
 FFY  plan-3  C12  0.020
 FFY  plan-3  C14  0.020
 FFY  plan-3  C16  0.020
 FFY  plan-3  C2   0.020
 FFY  plan-3  C3   0.020
 FFY  plan-3  N2   0.020
 FFY  plan-3  H3   0.020
 FFY  plan-3  H15  0.020
 FFY  plan-3  H16  0.020

