# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 11 00:54:26 2022
#   Inital geometry file: a 112 line input string
#   Ligand name: 4-[[6-fluoranyl-8-(methylamino)-2-oxidanylidene-1~{H}-quinolin-3-yl]carbonylamino]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CNc1cc(F)cc2C=C(C(=O)Nc3ccc(cc3)C(O)=O)C(=O)Nc12
#
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
 FKR  FKR  '4-[[6-fluoranyl-8-(methylamino)-2-oxidanylidene-1~{H}-quinolin-3-yl]carbonylamino]benzoic acid'  ligand  39  26  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_FKR
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
 FKR  C2   C  CR6    0   0.350   3.1051  -3.8894   8.3537
 FKR  C3   C  CR6    0   0.560   3.3941  -3.9153  10.7502
 FKR  C4   C  CR16   0  -0.520   4.7399  -4.1164  10.6657
 FKR  O26  O  O      0  -0.465   9.4026  -4.7542   8.9307
 FKR  C11  C  CR6    0  -0.323   7.2838  -4.3797   7.9590
 FKR  C9   C  CR6    0   0.574   6.4564  -4.1814   6.7732
 FKR  N7   N  NR16   0  -0.742   5.1227  -4.0325   7.0148
 FKR  C6   C  CR66   0   0.328   4.5119  -4.0359   8.2427
 FKR  N24  N  NH1    0  -0.689   2.3449  -3.7775   7.2109
 FKR  C25  C  CH3    0  -0.543   0.9183  -3.5731   7.3119
 FKR  C8   C  CR16   0  -0.156   6.7045  -4.3609   9.1857
 FKR  C5   C  CR66   0   0.060   5.3074  -4.1771   9.3798
 FKR  F23  F  F      0  -0.316   2.8134  -3.8361  11.9574
 FKR  C1   C  CR16   0  -0.516   2.5697  -3.8107   9.6304
 FKR  N13  N  NH1    0  -0.791   9.3139  -4.5043   6.6700
 FKR  C14  C  CR6    0   0.367  10.6579  -4.5802   6.2991
 FKR  C16  C  CR16   0  -0.349  10.9393  -4.3965   4.9411
 FKR  C17  C  CR16   0  -0.277  12.2393  -4.4418   4.4736
 FKR  C19  C  CR6    0  -0.109  13.3114  -4.6646   5.3357
 FKR  C20  C  C      0   0.390  14.7459  -4.6935   4.8246
 FKR  O22  O  OC    -1  -0.589  15.6405  -4.8223   5.6829
 FKR  O21  O  O      0  -0.590  14.8977  -4.5801   3.5925
 FKR  C18  C  CR16   0  -0.281  13.0190  -4.8515   6.6823
 FKR  C15  C  CR16   0  -0.307  11.7212  -4.8172   7.1730
 FKR  H1   H  HCR6   0   0.282   5.3603  -4.2157  11.5465
 FKR  H2   H  HNR6   0   0.417   4.5643  -3.8324   6.1945
 FKR  H3   H  HNH1   0   0.389   2.5843  -4.4364   6.4843
 FKR  H4   H  HCH3   0   0.263   0.5084  -3.5152   6.3068
 FKR  H5   H  HCH3   0   0.227   0.3971  -4.3731   7.8484
 FKR  H6   H  HCH3   0   0.245   0.7032  -2.6299   7.8147
 FKR  H7   H  HCR6   0   0.286   7.3257  -4.4876  10.0640
 FKR  H8   H  HCR6   0   0.301   1.5051  -3.6882   9.7771
 FKR  H9   H  HNH1   0   0.438   8.6433  -4.3470   5.9177
 FKR  H10  H  HCR6   0   0.259  10.1271  -4.2118   4.2469
 FKR  H11  H  HCR6   0   0.241  12.4246  -4.2952   3.4176
 FKR  H13  H  HCR6   0   0.240  13.8294  -5.0303   7.3769
 FKR  H14  H  HCR6   0   0.270  11.5512  -4.9704   8.2257
 FKR  O10  O  O      0  -0.495   6.8758  -4.1337   5.6158
 FKR  C12  C  C      0   0.571   8.7697  -4.5683   7.9031

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
 FKR  O21  C20  deloc     1.247  0.020  1.247
 FKR  C17  C16  aromatic  1.382  0.020  1.382
 FKR  C17  C19  aromatic  1.394  0.020  1.394
 FKR  C20  O22  deloc     1.246  0.020  1.246
 FKR  C20  C19  single    1.523  0.020  1.523
 FKR  C16  C14  aromatic  1.399  0.020  1.399
 FKR  C19  C18  aromatic  1.391  0.020  1.391
 FKR  O10  C9   double    1.232  0.020  1.232
 FKR  C14  N13  single    1.396  0.020  1.396
 FKR  C14  C15  aromatic  1.397  0.020  1.397
 FKR  C18  C15  aromatic  1.388  0.020  1.388
 FKR  N13  C12  single    1.349  0.020  1.349
 FKR  C9   N7   single    1.364  0.020  1.364
 FKR  C9   C11  single    1.459  0.020  1.459
 FKR  N7   C6   single    1.371  0.020  1.371
 FKR  N24  C25  single    1.445  0.020  1.445
 FKR  N24  C2   single    1.377  0.020  1.377
 FKR  C12  C11  single    1.499  0.020  1.499
 FKR  C12  O26  double    1.221  0.020  1.221
 FKR  C11  C8   double    1.357  0.020  1.357
 FKR  C6   C2   aromatic  1.419  0.020  1.419
 FKR  C6   C5   aromatic  1.395  0.020  1.395
 FKR  C2   C1   aromatic  1.387  0.020  1.387
 FKR  C8   C5   single    1.422  0.020  1.422
 FKR  C5   C4   aromatic  1.407  0.020  1.407
 FKR  C1   C3   aromatic  1.394  0.020  1.394
 FKR  C4   C3   aromatic  1.363  0.020  1.363
 FKR  C3   F23  single    1.342  0.020  1.342
 FKR  C4   H1   single    0.930  0.020  1.080
 FKR  N7   H2   single    0.860  0.020  1.020
 FKR  N24  H3   single    0.890  0.020  1.040
 FKR  C25  H4   single    0.970  0.020  1.090
 FKR  C25  H5   single    0.970  0.020  1.090
 FKR  C25  H6   single    0.970  0.020  1.090
 FKR  C8   H7   single    0.930  0.020  1.080
 FKR  C1   H8   single    0.930  0.020  1.080
 FKR  N13  H9   single    0.860  0.020  1.020
 FKR  C16  H10  single    0.930  0.020  1.080
 FKR  C17  H11  single    0.930  0.020  1.080
 FKR  C18  H13  single    0.930  0.020  1.080
 FKR  C15  H14  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
 FKR  C1   C2   N24  123.12  3.000
 FKR  C1   C2   C6   117.43  3.000
 FKR  N24  C2   C6   119.40  3.000
 FKR  C1   C3   F23  117.53  3.000
 FKR  F23  C3   C4   119.44  3.000
 FKR  C1   C3   C4   123.02  3.000
 FKR  H1   C4   C5   120.59  3.000
 FKR  H1   C4   C3   121.95  3.000
 FKR  C5   C4   C3   117.46  3.000
 FKR  C8   C11  C9   119.39  3.000
 FKR  C8   C11  C12  117.31  3.000
 FKR  C9   C11  C12  123.29  3.000
 FKR  N7   C9   C11  115.18  3.000
 FKR  C11  C9   O10  125.14  3.000
 FKR  N7   C9   O10  119.68  3.000
 FKR  H2   N7   C6   118.71  3.000
 FKR  H2   N7   C9   114.68  3.000
 FKR  C6   N7   C9   126.44  3.000
 FKR  C5   C6   N7   118.44  3.000
 FKR  C5   C6   C2   120.81  3.000
 FKR  N7   C6   C2   120.75  3.000
 FKR  H3   N24  C25  112.14  3.000
 FKR  H3   N24  C2   114.41  3.000
 FKR  C25  N24  C2   119.90  3.000
 FKR  H6   C25  H5   108.18  3.000
 FKR  H6   C25  H4   107.82  3.000
 FKR  H5   C25  H4   108.20  3.000
 FKR  H6   C25  N24  110.46  3.000
 FKR  H5   C25  N24  113.63  3.000
 FKR  H4   C25  N24  108.38  3.000
 FKR  H7   C8   C5   117.89  3.000
 FKR  H7   C8   C11  119.12  3.000
 FKR  C5   C8   C11  122.99  3.000
 FKR  C8   C5   C6   117.51  3.000
 FKR  C8   C5   C4   121.77  3.000
 FKR  C6   C5   C4   120.71  3.000
 FKR  H8   C1   C3   118.78  3.000
 FKR  H8   C1   C2   120.75  3.000
 FKR  C3   C1   C2   120.46  3.000
 FKR  H9   N13  C14  116.44  3.000
 FKR  H9   N13  C12  114.59  3.000
 FKR  C14  N13  C12  128.93  3.000
 FKR  C15  C14  C16  118.46  3.000
 FKR  C15  C14  N13  125.16  3.000
 FKR  C16  C14  N13  116.38  3.000
 FKR  H10  C16  C17  119.58  3.000
 FKR  H10  C16  C14  119.54  3.000
 FKR  C17  C16  C14  120.88  3.000
 FKR  H11  C17  C19  119.58  3.000
 FKR  H11  C17  C16  119.12  3.000
 FKR  C19  C17  C16  121.30  3.000
 FKR  C18  C19  C20  121.36  3.000
 FKR  C18  C19  C17  117.31  3.000
 FKR  C20  C19  C17  121.33  3.000
 FKR  O21  C20  O22  127.06  3.000
 FKR  O22  C20  C19  116.54  3.000
 FKR  O21  C20  C19  116.40  3.000
 FKR  H13  C18  C15  118.52  3.000
 FKR  H13  C18  C19  119.09  3.000
 FKR  C15  C18  C19  122.39  3.000
 FKR  H14  C15  C18  119.31  3.000
 FKR  H14  C15  C14  121.03  3.000
 FKR  C18  C15  C14  119.66  3.000
 FKR  N13  C12  C11  115.33  3.000
 FKR  C11  C12  O26  120.11  3.000
 FKR  N13  C12  O26  124.56  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
 FKR  CONST_01  C4   C5   C6   C2      0.00   0.0  0
 FKR  CONST_02  C4   C3   C1   C2      0.00   0.0  0
 FKR  CONST_03  C6   C2   C1   C3      0.00   0.0  0
 FKR  CONST_04  C6   C5   C4   C3      0.00   0.0  0
 FKR  CONST_05  C1   C2   C6   C5      0.00   0.0  0
 FKR  CONST_06  C1   C3   C4   C5      0.00   0.0  0
 FKR  CONST_07  C19  C17  C16  C14     0.00   0.0  0
 FKR  CONST_08  C19  C18  C15  C14     0.00   0.0  0
 FKR  CONST_09  C18  C19  C17  C16     0.00   0.0  0
 FKR  CONST_10  C18  C15  C14  C16     0.00   0.0  0
 FKR  CONST_11  C15  C14  C16  C17     0.00   0.0  0
 FKR  CONST_12  C15  C18  C19  C17     0.00   0.0  0
 FKR  CONST_13  C6   N7   C9   C11     0.00   0.0  0
 FKR  CONST_14  F23  C3   C1   C2    180.00   0.0  0
 FKR  CONST_15  N24  C2   C1   C3    180.00   0.0  0
 FKR  CONST_16  N24  C2   C6   N7      0.00   0.0  0
 FKR  CONST_17  C5   C6   C2   N24   180.00   0.0  0
 FKR  CONST_18  F23  C3   C4   C5    180.00   0.0  0
 FKR  CONST_19  C17  C16  C14  N13   180.00   0.0  0
 FKR  CONST_20  C18  C15  C14  N13   180.00   0.0  0
 FKR  CONST_21  C20  C19  C17  C16   180.00   0.0  0
 FKR  CONST_22  C15  C18  C19  C20   180.00   0.0  0
 FKR  CONST_23  C6   N7   C9   O10   180.00   0.0  0
 FKR  CONST_24  H8   C1   C3   C4    180.00   0.0  0
 FKR  CONST_25  H1   C4   C5   C6    180.00   0.0  0
 FKR  CONST_26  H11  C17  C16  C14   180.00   0.0  0
 FKR  CONST_27  H13  C18  C15  C14   180.00   0.0  0
 FKR  CONST_28  H14  C15  C14  C16   180.00   0.0  0
 FKR  CONST_29  H10  C16  C17  C19   180.00   0.0  0
 FKR  CONST_30  H2   N7   C9   C11   180.00   0.0  0
 FKR  CONST_31  C14  N13  C12  C11   180.00   0.0  0
 FKR  CONST_32  C16  C14  N13  C12   180.00   0.0  0
 FKR  CONST_33  C15  C14  N13  C12     0.00   0.0  0
 FKR  CONST_34  C25  N24  C2   C6    180.00   0.0  0
 FKR  CONST_35  C1   C2   N24  C25     0.00   0.0  0
 FKR  CONST_37  H9   N13  C14  C16     0.00   0.0  0
 FKR  CONST_38  C14  N13  C12  O26     0.00   0.0  0
 FKR  Var_01    C9   C11  C12  O26  -178.66  30.0  2
 FKR  Var_02    O21  C20  C19  C17    -3.74  30.0  2
 FKR  Var_03    H4   C25  N24  C2   -179.81  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
 FKR  plan-1  N13  0.020
 FKR  plan-1  C14  0.020
 FKR  plan-1  C16  0.020
 FKR  plan-1  C17  0.020
 FKR  plan-1  C19  0.020
 FKR  plan-1  C20  0.020
 FKR  plan-1  C18  0.020
 FKR  plan-1  C15  0.020
 FKR  plan-1  H10  0.020
 FKR  plan-1  H11  0.020
 FKR  plan-1  H13  0.020
 FKR  plan-1  H14  0.020
 FKR  plan-2  C2   0.020
 FKR  plan-2  C3   0.020
 FKR  plan-2  C4   0.020
 FKR  plan-2  C11  0.020
 FKR  plan-2  C9   0.020
 FKR  plan-2  N7   0.020
 FKR  plan-2  C6   0.020
 FKR  plan-2  N24  0.020
 FKR  plan-2  C8   0.020
 FKR  plan-2  C5   0.020
 FKR  plan-2  F23  0.020
 FKR  plan-2  C1   0.020
 FKR  plan-2  H1   0.020
 FKR  plan-2  H2   0.020
 FKR  plan-2  H7   0.020
 FKR  plan-2  H8   0.020
 FKR  plan-2  O10  0.020
 FKR  plan-2  C12  0.020
 FKR  plan-3  O26  0.020
 FKR  plan-3  C11  0.020
 FKR  plan-3  N13  0.020
 FKR  plan-3  C14  0.020
 FKR  plan-3  H9   0.020
 FKR  plan-3  C12  0.020
 FKR  plan-4  C2   0.020
 FKR  plan-4  N24  0.020
 FKR  plan-4  C25  0.020
 FKR  plan-4  H3   0.020
 FKR  plan-5  C19  0.020
 FKR  plan-5  C20  0.020
 FKR  plan-5  O22  0.020
 FKR  plan-5  O21  0.020

