# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 22:17:32 2020
#   Inital geometry file: a 105 line input string
#   Ligand name: N~2~-(3-chloro-4-fluorophenyl)-N~4~-[(1R)-1-cyclopropylethyl]quinazoline-2,4-diamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H](Nc1nc(Nc2ccc(F)c(Cl)c2)nc3ccccc13)C4CC4
#
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
 FFV  FFV  N~2~-(3-chloro-4-fluorophenyl)-N~4~-[(1R)-1-cyclopropylethyl]quinazoline-2,4-diamine  ligand  43  25  .  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_FFV
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
 FFV  N1   N   N     0  -0.536  -1.4432   0.4912   0.1972
 FFV  N3   N   N     0  -0.544   0.3577  -1.0233  -0.1505
 FFV  C4   C   CR6   0   0.359   2.0407   1.3906  -0.0558
 FFV  C5   C   CR16  0  -0.337   2.5666   2.6879   0.0038
 FFV  C6   C   CR16  0  -0.403   3.9225   2.9173  -0.1269
 FFV  C7   C   CR6   0   0.577   4.7788   1.8513  -0.3189
 FFV  C8   C   CR6   0  -0.210   4.2768   0.5662  -0.3772
 FFV  C10  C   CR66  0   0.289  -0.5335  -2.0483  -0.1915
 FFV  C13  C   CR16  0  -0.266  -2.3081  -4.2179  -0.2985
 FFV  C15  C   CR66  0  -0.045  -1.9205  -1.8509  -0.0417
 FFV  C17  C   CH2   0  -0.485  -6.0758   2.5438  -0.4899
 FFV  N    N   NH1   0  -0.667  -3.6199  -0.1629   0.3080
 FFV  C    C   CH3   0  -0.652  -3.9688   1.6161   1.9785
 FFV  C1   C   CH1   0  -0.075  -4.1139   1.1906   0.5220
 FFV  C11  C   CR16  0  -0.322  -0.0561  -3.3585  -0.3938
 FFV  C12  C   CR16  0  -0.246  -0.9275  -4.4185  -0.4460
 FFV  C14  C   CR16  0  -0.308  -2.7942  -2.9476  -0.0995
 FFV  C16  C   CH1   0  -0.261  -5.5478   1.2590   0.0655
 FFV  C18  C   CH2   0  -0.484  -5.8598   1.3675  -1.3942
 FFV  C2   C   CR6   0   0.546  -2.3324  -0.4780   0.1621
 FFV  C3   C   CR6   0   0.581  -0.1461   0.1678   0.0344
 FFV  C9   C   CR16  0  -0.278   2.9182   0.3213  -0.2478
 FFV  F    F   F     0  -0.301   6.0944   2.0581  -0.4501
 FFV  N2   N   NH1   0  -0.777   0.6691   1.2649   0.0842
 FFV  CL   CL  CL    0  -0.096   5.3642  -0.7521  -0.6147
 FFV  H1   H   HCR6  0   0.283   1.9041   3.5315   0.1528
 FFV  H2   H   HCR6  0   0.291   4.3139   3.9252  -0.0816
 FFV  H3   H   HCR6  0   0.263  -2.9879  -5.0575  -0.3422
 FFV  H4   H   HCH2  0   0.253  -7.0915   2.8251  -0.2447
 FFV  H5   H   HCH2  0   0.247  -5.3915   3.3801  -0.5718
 FFV  H6   H   HNH1  0   0.410  -4.3045  -0.8999   0.3085
 FFV  H7   H   HCH3  0   0.222  -4.5609   0.9742   2.6327
 FFV  H8   H   HCH3  0   0.238  -2.9289   1.5675   2.3003
 FFV  H9   H   HCH3  0   0.232  -4.3150   2.6421   2.1074
 FFV  H10  H   HCH1  0   0.242  -3.5130   1.8581  -0.1010
 FFV  H11  H   HCR6  0   0.258   1.0100  -3.5070  -0.5082
 FFV  H12  H   HCR6  0   0.263  -0.5463  -5.4191  -0.6041
 FFV  H13  H   HCR6  0   0.253  -3.8634  -2.8156   0.0093
 FFV  H14  H   HCH1  0   0.262  -6.2415   0.6781   0.6680
 FFV  H15  H   HCH2  0   0.252  -6.7279   0.8443  -1.7734
 FFV  H16  H   HCH2  0   0.247  -5.0264   1.4052  -2.0850
 FFV  H17  H   HCR6  0   0.316   2.5451  -0.6891  -0.2962
 FFV  H18  H   HNH1  0   0.408   0.1650   2.1257   0.2323

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
 FFV  CL   C8   single    1.725  0.020  1.725
 FFV  C8   C9   aromatic  1.387  0.020  1.387
 FFV  C8   C7   aromatic  1.381  0.020  1.381
 FFV  C9   C4   aromatic  1.396  0.020  1.396
 FFV  F    C7   single    1.338  0.020  1.338
 FFV  C7   C6   aromatic  1.381  0.020  1.381
 FFV  C4   N2   single    1.384  0.020  1.384
 FFV  C4   C5   aromatic  1.401  0.020  1.401
 FFV  N2   C3   single    1.368  0.020  1.368
 FFV  N3   C3   aromatic  1.306  0.020  1.306
 FFV  N3   C10  aromatic  1.359  0.020  1.359
 FFV  C11  C10  aromatic  1.409  0.020  1.409
 FFV  C11  C12  aromatic  1.373  0.020  1.373
 FFV  C3   N1   aromatic  1.347  0.020  1.347
 FFV  C6   C5   aromatic  1.381  0.020  1.381
 FFV  C10  C15  aromatic  1.409  0.020  1.409
 FFV  C12  C13  aromatic  1.403  0.020  1.403
 FFV  N1   C2   aromatic  1.316  0.020  1.316
 FFV  C15  C2   aromatic  1.448  0.020  1.448
 FFV  C15  C14  aromatic  1.403  0.020  1.403
 FFV  C13  C14  aromatic  1.375  0.020  1.375
 FFV  C2   N    single    1.333  0.020  1.333
 FFV  N    C1   single    1.457  0.020  1.457
 FFV  C1   C    single    1.524  0.020  1.524
 FFV  C1   C16  single    1.506  0.020  1.506
 FFV  C18  C16  single    1.497  0.020  1.497
 FFV  C18  C17  single    1.499  0.020  1.499
 FFV  C16  C17  single    1.496  0.020  1.496
 FFV  C5   H1   single    0.930  0.020  1.080
 FFV  C6   H2   single    0.930  0.020  1.080
 FFV  C13  H3   single    0.930  0.020  1.080
 FFV  C17  H4   single    0.970  0.020  1.090
 FFV  C17  H5   single    0.970  0.020  1.090
 FFV  N    H6   single    0.860  0.020  1.020
 FFV  C    H7   single    0.970  0.020  1.090
 FFV  C    H8   single    0.970  0.020  1.090
 FFV  C    H9   single    0.970  0.020  1.090
 FFV  C1   H10  single    0.970  0.020  1.090
 FFV  C11  H11  single    0.930  0.020  1.080
 FFV  C12  H12  single    0.930  0.020  1.080
 FFV  C14  H13  single    0.930  0.020  1.080
 FFV  C16  H14  single    0.970  0.020  1.090
 FFV  C18  H15  single    0.970  0.020  1.090
 FFV  C18  H16  single    0.970  0.020  1.090
 FFV  C9   H17  single    0.930  0.020  1.080
 FFV  N2   H18  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
 FFV  C3   N1   C2   118.09  3.000
 FFV  C3   N3   C10  116.04  3.000
 FFV  N2   C4   C9   124.53  3.000
 FFV  N2   C4   C5   116.85  3.000
 FFV  C9   C4   C5   118.62  3.000
 FFV  H1   C5   C6   118.96  3.000
 FFV  H1   C5   C4   119.84  3.000
 FFV  C6   C5   C4   121.21  3.000
 FFV  H2   C6   C7   120.04  3.000
 FFV  H2   C6   C5   120.38  3.000
 FFV  C7   C6   C5   119.58  3.000
 FFV  F    C7   C8   119.81  3.000
 FFV  F    C7   C6   120.26  3.000
 FFV  C8   C7   C6   119.93  3.000
 FFV  CL   C8   C9   119.70  3.000
 FFV  C9   C8   C7   121.10  3.000
 FFV  CL   C8   C7   119.19  3.000
 FFV  C11  C10  C15  118.62  3.000
 FFV  C15  C10  N3   122.46  3.000
 FFV  C11  C10  N3   118.91  3.000
 FFV  H3   C13  C14  120.07  3.000
 FFV  H3   C13  C12  120.23  3.000
 FFV  C14  C13  C12  119.69  3.000
 FFV  C2   C15  C14  124.73  3.000
 FFV  C14  C15  C10  119.93  3.000
 FFV  C2   C15  C10  115.34  3.000
 FFV  H5   C17  H4   114.16  3.000
 FFV  H5   C17  C18  117.96  3.000
 FFV  H4   C17  C18  118.41  3.000
 FFV  H5   C17  C16  117.90  3.000
 FFV  H4   C17  C16  118.06  3.000
 FFV  C18  C17  C16   59.95  3.000
 FFV  H6   N    C2   118.96  3.000
 FFV  H6   N    C1   116.73  3.000
 FFV  C2   N    C1   124.27  3.000
 FFV  H9   C    H8   108.06  3.000
 FFV  H9   C    H7   108.08  3.000
 FFV  H8   C    H7   108.34  3.000
 FFV  H9   C    C1   110.20  3.000
 FFV  H8   C    C1   111.14  3.000
 FFV  H7   C    C1   110.92  3.000
 FFV  H10  C1   C16  108.83  3.000
 FFV  H10  C1   C    108.78  3.000
 FFV  C16  C1   C    111.57  3.000
 FFV  H10  C1   N    107.29  3.000
 FFV  C16  C1   N    108.69  3.000
 FFV  C    C1   N    111.56  3.000
 FFV  H11  C11  C12  121.00  3.000
 FFV  H11  C11  C10  118.45  3.000
 FFV  C12  C11  C10  120.54  3.000
 FFV  H12  C12  C11  119.71  3.000
 FFV  H12  C12  C13  119.61  3.000
 FFV  C11  C12  C13  120.67  3.000
 FFV  H13  C14  C15  121.02  3.000
 FFV  H13  C14  C13  118.45  3.000
 FFV  C15  C14  C13  120.53  3.000
 FFV  H14  C16  C18  116.51  3.000
 FFV  H14  C16  C1   114.53  3.000
 FFV  C18  C16  C1   119.82  3.000
 FFV  H14  C16  C17  116.07  3.000
 FFV  C18  C16  C17   60.14  3.000
 FFV  C1   C16  C17  119.17  3.000
 FFV  H16  C18  H15  114.24  3.000
 FFV  H16  C18  C16  117.66  3.000
 FFV  H15  C18  C16  118.29  3.000
 FFV  H16  C18  C17  117.92  3.000
 FFV  H15  C18  C17  118.36  3.000
 FFV  C16  C18  C17   59.91  3.000
 FFV  N    C2   C15  120.94  3.000
 FFV  N    C2   N1   118.40  3.000
 FFV  C15  C2   N1   120.66  3.000
 FFV  N2   C3   N3   120.44  3.000
 FFV  N3   C3   N1   127.41  3.000
 FFV  N2   C3   N1   112.15  3.000
 FFV  H17  C9   C8   120.02  3.000
 FFV  H17  C9   C4   120.42  3.000
 FFV  C8   C9   C4   119.56  3.000
 FFV  H18  N2   C3   113.09  3.000
 FFV  H18  N2   C4   115.63  3.000
 FFV  C3   N2   C4   131.27  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
 FFV  CONST_01  C10  N3   C3   N1      0.00   0.0  0
 FFV  CONST_02  C10  C15  C2   N1      0.00   0.0  0
 FFV  CONST_03  C14  C15  C2   N1    180.00   0.0  0
 FFV  CONST_04  C2   N1   C3   N3      0.00   0.0  0
 FFV  CONST_05  C12  C11  C10  N3    180.00   0.0  0
 FFV  CONST_06  C2   C15  C10  N3      0.00   0.0  0
 FFV  CONST_07  C14  C15  C10  N3    180.00   0.0  0
 FFV  CONST_08  C7   C8   C9   C4      0.00   0.0  0
 FFV  CONST_09  C7   C6   C5   C4      0.00   0.0  0
 FFV  CONST_10  C8   C9   C4   C5      0.00   0.0  0
 FFV  CONST_11  C8   C7   C6   C5      0.00   0.0  0
 FFV  CONST_12  C9   C8   C7   C6      0.00   0.0  0
 FFV  CONST_13  C9   C4   C5   C6      0.00   0.0  0
 FFV  CONST_14  C13  C12  C11  C10     0.00   0.0  0
 FFV  CONST_15  C13  C14  C15  C10     0.00   0.0  0
 FFV  CONST_16  C2   C15  C14  C13   180.00   0.0  0
 FFV  CONST_17  C3   N3   C10  C15     0.00   0.0  0
 FFV  CONST_18  C12  C11  C10  C15     0.00   0.0  0
 FFV  CONST_19  C3   N1   C2   C15     0.00   0.0  0
 FFV  CONST_20  C12  C13  C14  C15     0.00   0.0  0
 FFV  CONST_21  C3   N3   C10  C11   180.00   0.0  0
 FFV  CONST_22  C2   C15  C10  C11   180.00   0.0  0
 FFV  CONST_23  C14  C15  C10  C11     0.00   0.0  0
 FFV  CONST_24  C14  C13  C12  C11     0.00   0.0  0
 FFV  CONST_25  CL   C8   C9   C4    180.00   0.0  0
 FFV  CONST_26  F    C7   C6   C5    180.00   0.0  0
 FFV  CONST_27  CL   C8   C7   C6    180.00   0.0  0
 FFV  CONST_28  N2   C4   C5   C6    180.00   0.0  0
 FFV  CONST_29  N2   C4   C9   C8    180.00   0.0  0
 FFV  CONST_30  N2   C3   N3   C10   180.00   0.0  0
 FFV  CONST_31  N    C2   C15  C10   180.00   0.0  0
 FFV  CONST_32  C3   N1   C2   N     180.00   0.0  0
 FFV  CONST_33  C14  C15  C2   N       0.00   0.0  0
 FFV  CONST_34  N2   C3   N1   C2    180.00   0.0  0
 FFV  CONST_35  F    C7   C8   C9    180.00   0.0  0
 FFV  CONST_36  H11  C11  C10  N3      0.00   0.0  0
 FFV  CONST_37  H2   C6   C5   C4    180.00   0.0  0
 FFV  CONST_38  H17  C9   C4   C5    180.00   0.0  0
 FFV  CONST_39  H1   C5   C6   C7    180.00   0.0  0
 FFV  CONST_40  H12  C12  C11  C10   180.00   0.0  0
 FFV  CONST_41  H13  C14  C15  C10   180.00   0.0  0
 FFV  CONST_42  H3   C13  C14  C15   180.00   0.0  0
 FFV  CONST_43  C1   N    C2   N1      0.00   0.0  0
 FFV  CONST_44  C1   N    C2   C15   180.00   0.0  0
 FFV  CONST_45  H6   N    C2   N1    180.00   0.0  0
 FFV  Var_01    C4   N2   C3   N1   -178.77  30.0  2
 FFV  Var_02    C3   N2   C4   C5    177.77  30.0  2
 FFV  Var_03    C1   C16  C18  C17  -108.59  30.0  1
 FFV  Var_04    H4   C17  C18  C16  -107.75  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
 FFV  chir_01  C1   N   C    C16  positiv
 FFV  chir_02  C16  C1  C18  C17  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
 FFV  plan-1  C4   0.020
 FFV  plan-1  C5   0.020
 FFV  plan-1  C6   0.020
 FFV  plan-1  C7   0.020
 FFV  plan-1  C8   0.020
 FFV  plan-1  C9   0.020
 FFV  plan-1  F    0.020
 FFV  plan-1  N2   0.020
 FFV  plan-1  CL   0.020
 FFV  plan-1  H1   0.020
 FFV  plan-1  H2   0.020
 FFV  plan-1  H17  0.020
 FFV  plan-2  N1   0.020
 FFV  plan-2  N3   0.020
 FFV  plan-2  C10  0.020
 FFV  plan-2  C13  0.020
 FFV  plan-2  C15  0.020
 FFV  plan-2  N    0.020
 FFV  plan-2  C11  0.020
 FFV  plan-2  C12  0.020
 FFV  plan-2  C14  0.020
 FFV  plan-2  C2   0.020
 FFV  plan-2  C3   0.020
 FFV  plan-2  N2   0.020
 FFV  plan-2  H3   0.020
 FFV  plan-2  H11  0.020
 FFV  plan-2  H12  0.020
 FFV  plan-2  H13  0.020
 FFV  plan-3  N    0.020
 FFV  plan-3  C1   0.020
 FFV  plan-3  C2   0.020
 FFV  plan-3  H6   0.020

