# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 06:03:23 2021
#   Inital geometry file: a 119 line input string
#   Ligand name: (2~{S},3~{R})-~{N}-[(~{E})-4-[6,7-bis(chloranyl)-4-oxidanylidene-quinazolin-3-yl]but-2-enyl]-2-(methylamino)-3-oxidanyl-butanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN[C@@H]([C@@H](C)O)C(=O)NC/C=C/CN1C=Nc2cc(Cl)c(Cl)cc2C1=O
#
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
 FQL  FQL  (2~{S},3~{R})-~{N}-[(~{E})-4-[6,7-bis(chloranyl)-4-oxidanylidene-quinazolin-3-yl]but-2-enyl]-2-(methylamino)-3-oxidanyl-butanamide  ligand  46  26  .  2022-03-18  2022-07-25
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_FQL
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
 FQL  C1   C   CR6   0  -0.010  -0.1557  -11.6151  45.2663
 FQL  C2   C   CR6   0   0.017  -1.4317  -11.0280  45.2797
 FQL  C3   C   CR16  0  -0.277  -1.8563  -10.2998  46.3663
 FQL  C4   C   CR66  0   0.257  -1.0155  -10.1396  47.4735
 FQL  C5   C   CR66  0  -0.093   0.2530  -10.7308  47.4567
 FQL  C6   C   CR16  0  -0.236   0.6776  -11.4643  46.3494
 FQL  N7   N   N     0  -0.461  -1.4602   -9.4025  48.5417
 FQL  C8   C   CR16  0   0.160  -0.6588   -9.2762  49.5336
 FQL  N9   N   NR6   0  -0.513   0.5875   -9.8152  49.6279
 FQL  C10  C   CR6   0   0.600   1.1409  -10.5586  48.6005
 FQL  CL1  CL  CL    0  -0.084   0.3710  -12.5193  43.9025
 FQL  CL2  CL  CL    0  -0.074  -2.4780  -11.2149  43.9311
 FQL  O13  O   O     0  -0.449   2.2706  -11.0041  48.6732
 FQL  C14  C   CH2   0  -0.390   1.4064   -9.5254  50.8118
 FQL  C15  C   C1    0  -0.196   2.3417   -8.3917  50.5438
 FQL  C16  C   C1    0  -0.227   2.3091   -7.2354  51.1934
 FQL  C17  C   CH2   0  -0.326   3.2265   -6.0752  50.9346
 FQL  N18  N   NH1   0  -0.636   4.1082   -6.2653  49.8115
 FQL  C19  C   C     0   0.557   3.7413   -6.0037  48.5419
 FQL  O20  O   O     0  -0.483   2.7106   -5.4130  48.2560
 FQL  C21  C   CH1   0  -0.270   4.6796   -6.5673  47.4790
 FQL  N22  N   NH1   0  -0.613   4.2632   -7.8879  47.0212
 FQL  C23  C   CH1   0   0.080   4.8190   -5.6350  46.2679
 FQL  O24  O   OH1   0  -0.688   5.5619   -6.3040  45.2734
 FQL  C25  C   CH3   0  -0.682   5.5197   -4.3384  46.6249
 FQL  C26  C   CH3   0  -0.532   2.8763   -8.0678  46.6301
 FQL  H1   H   HCR6  0   0.299  -2.8368   -9.8437  46.3765
 FQL  H2   H   HCR6  0   0.297   1.6611  -11.9143  46.3434
 FQL  H3   H   HCR6  0   0.299  -0.9743   -8.6981  50.3940
 FQL  H4   H   HCH2  0   0.287   0.7311   -9.2994  51.6359
 FQL  H5   H   HCH2  0   0.290   1.9455  -10.4343  51.0764
 FQL  H6   H   H     0   0.238   3.0719   -8.5550  49.7588
 FQL  H7   H   H     0   0.257   1.5835   -7.0816  51.9874
 FQL  H8   H   HCH2  0   0.273   3.8322   -5.8882  51.8239
 FQL  H9   H   HCH2  0   0.263   2.6328   -5.1732  50.7797
 FQL  H10  H   HNH1  0   0.406   4.9546   -6.7885  49.9687
 FQL  H11  H   HCH1  0   0.267   5.6775   -6.6996  47.9109
 FQL  H12  H   HNH1  0   0.369   4.5448   -8.5998  47.6807
 FQL  H14  H   HCH1  0   0.197   3.8140   -5.3931  45.8945
 FQL  H15  H   HOH1  0   0.440   5.3342   -7.2420  45.3770
 FQL  H16  H   HCH3  0   0.231   4.9353   -3.7605  47.3411
 FQL  H17  H   HCH3  0   0.224   6.5043   -4.5245  47.0585
 FQL  H18  H   HCH3  0   0.241   5.6513   -3.7163  45.7388
 FQL  H19  H   HCH3  0   0.241   2.7619   -9.0719  46.2235
 FQL  H20  H   HCH3  0   0.205   2.1499   -7.9443  47.4410
 FQL  H21  H   HCH3  0   0.242   2.6089   -7.3647  45.8421

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
 FQL  CL1  C1   single    1.719  0.020  1.719
 FQL  CL2  C2   single    1.717  0.020  1.717
 FQL  O24  C23  single    1.410  0.020  1.410
 FQL  C1   C2   aromatic  1.405  0.020  1.405
 FQL  C1   C6   aromatic  1.375  0.020  1.375
 FQL  C2   C3   aromatic  1.375  0.020  1.375
 FQL  C26  N22  single    1.452  0.020  1.452
 FQL  C6   C5   aromatic  1.394  0.020  1.394
 FQL  C23  C25  single    1.516  0.020  1.516
 FQL  C23  C21  single    1.535  0.020  1.535
 FQL  N22  C21  single    1.458  0.020  1.458
 FQL  C3   C4   aromatic  1.399  0.020  1.399
 FQL  C21  C19  single    1.526  0.020  1.526
 FQL  C5   C4   aromatic  1.400  0.020  1.400
 FQL  C5   C10  single    1.458  0.020  1.458
 FQL  O20  C19  double    1.222  0.020  1.222
 FQL  C4   N7   single    1.372  0.020  1.372
 FQL  C19  N18  single    1.347  0.020  1.347
 FQL  O13  C10  double    1.217  0.020  1.217
 FQL  C10  N9   single    1.384  0.020  1.384
 FQL  N7   C8   double    1.281  0.020  1.281
 FQL  N18  C17  single    1.440  0.020  1.440
 FQL  N9   C8   single    1.361  0.020  1.361
 FQL  N9   C14  single    1.468  0.020  1.468
 FQL  C15  C14  single    1.494  0.020  1.494
 FQL  C15  C16  double    1.327  0.020  1.327
 FQL  C17  C16  single    1.502  0.020  1.502
 FQL  C3   H1   single    0.930  0.020  1.080
 FQL  C6   H2   single    0.930  0.020  1.080
 FQL  C8   H3   single    0.930  0.020  1.080
 FQL  C14  H4   single    0.970  0.020  1.090
 FQL  C14  H5   single    0.970  0.020  1.090
 FQL  C15  H6   single    0.930  0.020  1.080
 FQL  C16  H7   single    0.930  0.020  1.080
 FQL  C17  H8   single    0.970  0.020  1.090
 FQL  C17  H9   single    0.970  0.020  1.090
 FQL  N18  H10  single    0.860  0.020  1.020
 FQL  C21  H11  single    0.970  0.020  1.090
 FQL  N22  H12  single    0.890  0.020  1.040
 FQL  C23  H14  single    0.970  0.020  1.090
 FQL  O24  H15  single    0.850  0.020  0.980
 FQL  C25  H16  single    0.970  0.020  1.090
 FQL  C25  H17  single    0.970  0.020  1.090
 FQL  C25  H18  single    0.970  0.020  1.090
 FQL  C26  H19  single    0.970  0.020  1.090
 FQL  C26  H20  single    0.970  0.020  1.090
 FQL  C26  H21  single    0.970  0.020  1.090

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
 FQL  CL1  C1   C6   119.80  3.000
 FQL  C6   C1   C2   119.82  3.000
 FQL  CL1  C1   C2   120.38  3.000
 FQL  CL2  C2   C3   119.34  3.000
 FQL  C3   C2   C1   120.62  3.000
 FQL  CL2  C2   C1   120.04  3.000
 FQL  H1   C3   C4   119.27  3.000
 FQL  H1   C3   C2   120.71  3.000
 FQL  C4   C3   C2   120.02  3.000
 FQL  N7   C4   C5   122.01  3.000
 FQL  N7   C4   C3   118.87  3.000
 FQL  C5   C4   C3   119.12  3.000
 FQL  C10  C5   C6   119.98  3.000
 FQL  C10  C5   C4   119.51  3.000
 FQL  C6   C5   C4   120.51  3.000
 FQL  H2   C6   C5   120.00  3.000
 FQL  H2   C6   C1   120.08  3.000
 FQL  C5   C6   C1   119.92  3.000
 FQL  C8   N7   C4   116.93  3.000
 FQL  H3   C8   N9   115.02  3.000
 FQL  H3   C8   N7   119.02  3.000
 FQL  N9   C8   N7   125.97  3.000
 FQL  C14  N9   C10  118.80  3.000
 FQL  C14  N9   C8   119.23  3.000
 FQL  C10  N9   C8   121.84  3.000
 FQL  O13  C10  N9   121.58  3.000
 FQL  N9   C10  C5   113.73  3.000
 FQL  O13  C10  C5   124.69  3.000
 FQL  H5   C14  H4   107.23  3.000
 FQL  H5   C14  C15  111.52  3.000
 FQL  H4   C14  C15  111.49  3.000
 FQL  H5   C14  N9   107.89  3.000
 FQL  H4   C14  N9   107.78  3.000
 FQL  C15  C14  N9   110.74  3.000
 FQL  H6   C15  C16  120.15  3.000
 FQL  H6   C15  C14  115.92  3.000
 FQL  C16  C15  C14  123.93  3.000
 FQL  H7   C16  C17  115.12  3.000
 FQL  H7   C16  C15  119.84  3.000
 FQL  C17  C16  C15  125.03  3.000
 FQL  H9   C17  H8   106.01  3.000
 FQL  H9   C17  N18  109.36  3.000
 FQL  H8   C17  N18  108.54  3.000
 FQL  H9   C17  C16  109.32  3.000
 FQL  H8   C17  C16  109.32  3.000
 FQL  N18  C17  C16  113.98  3.000
 FQL  H10  N18  C19  118.48  3.000
 FQL  H10  N18  C17  117.46  3.000
 FQL  C19  N18  C17  122.85  3.000
 FQL  C21  C19  O20  122.30  3.000
 FQL  O20  C19  N18  122.96  3.000
 FQL  C21  C19  N18  114.67  3.000
 FQL  H11  C21  C23  107.56  3.000
 FQL  H11  C21  N22  105.93  3.000
 FQL  C23  C21  N22  109.17  3.000
 FQL  H11  C21  C19  109.28  3.000
 FQL  N22  C21  C19  112.18  3.000
 FQL  C23  C21  C19  112.41  3.000
 FQL  H12  N22  C26  110.77  3.000
 FQL  H12  N22  C21  110.71  3.000
 FQL  C26  N22  C21  117.99  3.000
 FQL  H14  C23  C25  108.32  3.000
 FQL  H14  C23  O24  110.28  3.000
 FQL  C25  C23  O24  109.16  3.000
 FQL  H14  C23  C21  108.58  3.000
 FQL  C25  C23  C21  112.06  3.000
 FQL  O24  C23  C21  108.43  3.000
 FQL  H15  O24  C23  105.04  3.000
 FQL  H18  C25  H17  108.12  3.000
 FQL  H18  C25  H16  107.23  3.000
 FQL  H17  C25  H16  108.24  3.000
 FQL  H18  C25  C23  110.62  3.000
 FQL  H17  C25  C23  111.37  3.000
 FQL  H16  C25  C23  111.11  3.000
 FQL  H21  C26  H20  107.44  3.000
 FQL  H21  C26  H19  107.41  3.000
 FQL  H20  C26  H19  108.09  3.000
 FQL  H21  C26  N22  110.45  3.000
 FQL  H20  C26  N22  114.83  3.000
 FQL  H19  C26  N22  108.37  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
 FQL  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 FQL  CONST_02  C4   C5   C6   C1      0.00   0.0  0
 FQL  CONST_03  C5   C6   C1   C2      0.00   0.0  0
 FQL  CONST_04  C5   C4   C3   C2      0.00   0.0  0
 FQL  CONST_05  C6   C1   C2   C3      0.00   0.0  0
 FQL  CONST_06  C6   C5   C4   C3      0.00   0.0  0
 FQL  CONST_07  N9   C8   N7   C4      0.00   0.0  0
 FQL  CONST_08  C8   N9   C10  C5      0.00   0.0  0
 FQL  CONST_09  C10  N9   C8   N7      0.00   0.0  0
 FQL  CONST_10  CL1  C1   C2   C3    180.00   0.0  0
 FQL  CONST_11  CL2  C2   C3   C4    180.00   0.0  0
 FQL  CONST_12  CL1  C1   C6   C5    180.00   0.0  0
 FQL  CONST_13  CL2  C2   C1   C6    180.00   0.0  0
 FQL  CONST_14  C14  N9   C10  C5    180.00   0.0  0
 FQL  CONST_15  C14  N9   C8   N7    180.00   0.0  0
 FQL  CONST_16  O13  C10  N9   C8    180.00   0.0  0
 FQL  CONST_17  H1   C3   C2   C1    180.00   0.0  0
 FQL  CONST_18  H2   C6   C1   C2    180.00   0.0  0
 FQL  CONST_19  H3   C8   N7   C4    180.00   0.0  0
 FQL  CONST_20  C14  N9   C10  O13     0.00   0.0  0
 FQL  CONST_21  C21  C19  N18  C17   180.00   0.0  0
 FQL  CONST_22  O20  C19  N18  C17     0.00   0.0  0
 FQL  CONST_23  H10  N18  C19  O20   180.00   0.0  0
 FQL  Var_01    C15  C14  N9   C8    -96.15  30.0  3
 FQL  Var_02    C16  C15  C14  N9    117.26  30.0  2
 FQL  Var_03    C17  C16  C15  C14  -179.31   0.0  2
 FQL  Var_04    N18  C17  C16  C15     5.17  30.0  1
 FQL  Var_05    C19  N18  C17  C16    84.44  30.0  1
 FQL  Var_06    H19  C26  N22  C21   174.34  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
 FQL  chir_01  C21  C23  N22  C19  positiv
 FQL  chir_02  C23  O24  C21  C25  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
 FQL  plan-1  C1   0.020
 FQL  plan-1  C2   0.020
 FQL  plan-1  C3   0.020
 FQL  plan-1  C4   0.020
 FQL  plan-1  C5   0.020
 FQL  plan-1  C6   0.020
 FQL  plan-1  N7   0.020
 FQL  plan-1  C8   0.020
 FQL  plan-1  N9   0.020
 FQL  plan-1  C10  0.020
 FQL  plan-1  CL1  0.020
 FQL  plan-1  CL2  0.020
 FQL  plan-1  O13  0.020
 FQL  plan-1  C14  0.020
 FQL  plan-1  H1   0.020
 FQL  plan-1  H2   0.020
 FQL  plan-1  H3   0.020
 FQL  plan-2  C17  0.020
 FQL  plan-2  N18  0.020
 FQL  plan-2  C19  0.020
 FQL  plan-2  O20  0.020
 FQL  plan-2  C21  0.020
 FQL  plan-2  H10  0.020
 FQL  plan-3  C14  0.020
 FQL  plan-3  C15  0.020
 FQL  plan-3  C16  0.020
 FQL  plan-3  C17  0.020
 FQL  plan-3  H6   0.020
 FQL  plan-3  H7   0.020

