# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 11 12:52:07 2022
#   Inital geometry file: a 138 line input string
#   Ligand name: 4-[[4-(3-azanylpropylamino)-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)cc2c1NC(=O)C(=C2NCCCN)C(=O)Nc3ccc(cc3)C(O)=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
 FKU  FKU  '4-[[4-(3-azanylpropylamino)-6-fluoranyl-8-(methylamino)-2-oxidanylidene-1~{H}-quinolin-3-yl]carbonylamino]benzoic acid'  ligand  52  31  .  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_FKU
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
 FKU  C24  C  CH2    0  -0.295   -9.1104   1.3841  11.0345
 FKU  C26  C  CH3    0  -0.543   -1.2204   3.3102   7.3798
 FKU  O27  O  O      0  -0.525   -7.1143   3.5872   5.7338
 FKU  C13  C  CR6    0   0.366  -10.7647   4.4823   6.0859
 FKU  C14  C  CR16   0  -0.354  -10.9273   4.3824   4.6985
 FKU  C15  C  CR16   0  -0.276  -12.1529   4.6202   4.1055
 FKU  C16  C  CR6    0  -0.112  -13.2685   4.9717   4.8635
 FKU  C17  C  CR16   0  -0.281  -13.0981   5.0619   6.2404
 FKU  C19  C  C      0   0.388  -14.6158   5.2526   4.2110
 FKU  C5   C  CR66   0   0.311   -4.8051   3.6772   8.3777
 FKU  C6   C  CR6    0   0.339   -3.3872   3.6600   8.4516
 FKU  C4   C  CR66   0  -0.014   -5.5866   3.9444   9.4974
 FKU  C7   C  CR6    0   0.492   -7.0368   3.9819   9.3369
 FKU  C3   C  CR16   0  -0.521   -4.9570   4.2648  10.7156
 FKU  C2   C  CR6    0   0.570   -3.5946   4.2167  10.7732
 FKU  F30  F  F      0  -0.318   -2.9790   4.5205  11.9279
 FKU  N21  N  NH1    0  -0.673   -7.8196   4.0188  10.4168
 FKU  C22  C  CH2    0  -0.333   -7.6196   3.3585  11.6998
 FKU  C23  C  CH2    0  -0.460   -8.8296   2.4957  12.0390
 FKU  N31  N  NH2    0  -0.801   -7.9820   0.4719  10.9085
 FKU  C8   C  CR6    0  -0.470   -7.5776   4.0353   8.0335
 FKU  C9   C  CR6    0   0.557   -6.7320   3.7124   6.9065
 FKU  N10  N  NR16   0  -0.757   -5.4159   3.4733   7.1709
 FKU  C1   C  CR16   0  -0.520   -2.7964   3.9056   9.6792
 FKU  C11  C  C      0   0.614   -9.0239   4.2842   7.8424
 FKU  O28  O  O      0  -0.522   -9.7683   4.5407   8.7958
 FKU  N12  N  NH1    0  -0.792   -9.4825   4.2351   6.5728
 FKU  C18  C  CR16   0  -0.308  -11.8788   4.8219   6.8584
 FKU  O29  O  OC    -1  -0.590  -15.5345   5.6213   4.9691
 FKU  O20  O  O      0  -0.591  -14.6808   5.0932   2.9761
 FKU  H1   H  HCH2   0   0.196   -9.4259   1.8247  10.0789
 FKU  H2   H  HCH2   0   0.233   -9.9678   0.8142  11.3979
 FKU  H3   H  HCH3   0   0.262   -0.8422   3.0613   6.3913
 FKU  H4   H  HCH3   0   0.226   -0.7506   4.2469   7.6993
 FKU  H5   H  HCH3   0   0.244   -0.9066   2.5218   8.0642
 FKU  H6   H  HCR6   0   0.256  -10.0770   4.1183   4.0796
 FKU  H7   H  HCR6   0   0.239  -12.2423   4.5347   3.0306
 FKU  H8   H  HCR6   0   0.238  -13.9445   5.3284   6.8598
 FKU  H9   H  HCR6   0   0.298   -5.5125   4.5845  11.5831
 FKU  H10  H  HNH1   0   0.429   -8.7911   4.2156  10.1740
 FKU  H11  H  HCH2   0   0.259   -6.7259   2.7371  11.6678
 FKU  H12  H  HCH2   0   0.259   -7.4674   4.0957  12.4922
 FKU  H13  H  HCH2   0   0.235   -9.7172   3.1279  12.1310
 FKU  H14  H  HCH2   0   0.240   -8.6531   2.0593  13.0252
 FKU  H15  H  HNH2   0   0.349   -8.2712  -0.3435  10.3839
 FKU  H16  H  HNH2   0   0.343   -7.2517   0.8984  10.3517
 FKU  H18  H  HNR6   0   0.408   -4.8769   3.1163   6.3947
 FKU  H19  H  HNH1   0   0.385   -2.9806   3.8626   6.4874
 FKU  H20  H  HCR6   0   0.298   -1.7207   3.9133   9.7912
 FKU  H21  H  HNH1   0   0.442   -8.7640   3.9914   5.8857
 FKU  H22  H  HCR6   0   0.269  -11.8054   4.9054   7.9294
 FKU  N25  N  NH1    0  -0.688   -2.6622   3.3751   7.3131

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
 FKU  O20  C19  deloc     1.247  0.020  1.247
 FKU  C15  C14  aromatic  1.382  0.020  1.382
 FKU  C15  C16  aromatic  1.394  0.020  1.394
 FKU  C19  C16  single    1.523  0.020  1.523
 FKU  C19  O29  deloc     1.247  0.020  1.247
 FKU  C14  C13  aromatic  1.400  0.020  1.400
 FKU  C16  C17  aromatic  1.390  0.020  1.390
 FKU  O27  C9   double    1.240  0.020  1.240
 FKU  C13  N12  single    1.394  0.020  1.394
 FKU  C13  C18  aromatic  1.398  0.020  1.398
 FKU  C17  C18  aromatic  1.388  0.020  1.388
 FKU  N12  C11  single    1.351  0.020  1.351
 FKU  C9   N10  single    1.364  0.020  1.364
 FKU  C9   C8   single    1.445  0.020  1.445
 FKU  N10  C5   single    1.368  0.020  1.368
 FKU  C26  N25  single    1.445  0.020  1.445
 FKU  N25  C6   single    1.380  0.020  1.380
 FKU  C11  C8   single    1.480  0.020  1.480
 FKU  C11  O28  double    1.236  0.020  1.236
 FKU  C8   C7   double    1.412  0.020  1.412
 FKU  C5   C6   aromatic  1.420  0.020  1.420
 FKU  C5   C4   aromatic  1.391  0.020  1.391
 FKU  C6   C1   aromatic  1.384  0.020  1.384
 FKU  C7   C4   single    1.460  0.020  1.460
 FKU  C7   N21  single    1.334  0.020  1.334
 FKU  C4   C3   aromatic  1.408  0.020  1.408
 FKU  C1   C2   aromatic  1.390  0.020  1.390
 FKU  N21  C22  single    1.457  0.020  1.457
 FKU  C3   C2   aromatic  1.364  0.020  1.364
 FKU  C2   F30  single    1.343  0.020  1.343
 FKU  C24  N31  single    1.456  0.020  1.456
 FKU  C24  C23  single    1.524  0.020  1.524
 FKU  C22  C23  single    1.524  0.020  1.524
 FKU  C24  H1   single    0.970  0.020  1.090
 FKU  C24  H2   single    0.970  0.020  1.090
 FKU  C26  H3   single    0.970  0.020  1.090
 FKU  C26  H4   single    0.970  0.020  1.090
 FKU  C26  H5   single    0.970  0.020  1.090
 FKU  C14  H6   single    0.930  0.020  1.080
 FKU  C15  H7   single    0.930  0.020  1.080
 FKU  C17  H8   single    0.930  0.020  1.080
 FKU  C3   H9   single    0.930  0.020  1.080
 FKU  N21  H10  single    0.890  0.020  1.040
 FKU  C22  H11  single    0.970  0.020  1.090
 FKU  C22  H12  single    0.970  0.020  1.090
 FKU  C23  H13  single    0.970  0.020  1.090
 FKU  C23  H14  single    0.970  0.020  1.090
 FKU  N31  H15  single    0.890  0.020  1.040
 FKU  N31  H16  single    0.890  0.020  1.040
 FKU  N10  H18  single    0.860  0.020  1.020
 FKU  N25  H19  single    0.890  0.020  1.040
 FKU  C1   H20  single    0.930  0.020  1.080
 FKU  N12  H21  single    0.860  0.020  1.020
 FKU  C18  H22  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
 FKU  H2   C24  H1   105.86  3.000
 FKU  H2   C24  N31  108.07  3.000
 FKU  H1   C24  N31  113.48  3.000
 FKU  H2   C24  C23  107.82  3.000
 FKU  H1   C24  C23  109.50  3.000
 FKU  N31  C24  C23  111.78  3.000
 FKU  H5   C26  H4   108.17  3.000
 FKU  H5   C26  H3   107.76  3.000
 FKU  H4   C26  H3   108.16  3.000
 FKU  H5   C26  N25  110.41  3.000
 FKU  H4   C26  N25  113.77  3.000
 FKU  H3   C26  N25  108.39  3.000
 FKU  C18  C13  N12  125.69  3.000
 FKU  C18  C13  C14  118.19  3.000
 FKU  N12  C13  C14  116.12  3.000
 FKU  H6   C14  C15  119.49  3.000
 FKU  H6   C14  C13  119.46  3.000
 FKU  C15  C14  C13  121.04  3.000
 FKU  H7   C15  C16  119.60  3.000
 FKU  H7   C15  C14  119.07  3.000
 FKU  C16  C15  C14  121.32  3.000
 FKU  C19  C16  C17  121.38  3.000
 FKU  C17  C16  C15  117.18  3.000
 FKU  C19  C16  C15  121.44  3.000
 FKU  H8   C17  C18  118.35  3.000
 FKU  H8   C17  C16  119.14  3.000
 FKU  C18  C17  C16  122.51  3.000
 FKU  O20  C19  O29  126.98  3.000
 FKU  O29  C19  C16  116.48  3.000
 FKU  O20  C19  C16  116.54  3.000
 FKU  N10  C5   C4   119.20  3.000
 FKU  C4   C5   C6   121.42  3.000
 FKU  N10  C5   C6   119.34  3.000
 FKU  C1   C6   N25  122.97  3.000
 FKU  C1   C6   C5   118.05  3.000
 FKU  N25  C6   C5   118.97  3.000
 FKU  C3   C4   C7   122.25  3.000
 FKU  C3   C4   C5   119.25  3.000
 FKU  C7   C4   C5   118.33  3.000
 FKU  C8   C7   N21  121.42  3.000
 FKU  N21  C7   C4   119.64  3.000
 FKU  C8   C7   C4   118.88  3.000
 FKU  H9   C3   C2   119.39  3.000
 FKU  H9   C3   C4   122.20  3.000
 FKU  C2   C3   C4   118.35  3.000
 FKU  C1   C2   F30  117.66  3.000
 FKU  F30  C2   C3   119.07  3.000
 FKU  C1   C2   C3   123.25  3.000
 FKU  H10  N21  C22  115.32  3.000
 FKU  H10  N21  C7   111.80  3.000
 FKU  C22  N21  C7   128.29  3.000
 FKU  H12  C22  H11  106.97  3.000
 FKU  H12  C22  C23  109.33  3.000
 FKU  H11  C22  C23  109.57  3.000
 FKU  H12  C22  N21  110.60  3.000
 FKU  H11  C22  N21  110.22  3.000
 FKU  C23  C22  N21  110.10  3.000
 FKU  H14  C23  H13  106.62  3.000
 FKU  H14  C23  C22  107.38  3.000
 FKU  H13  C23  C22  109.62  3.000
 FKU  H14  C23  C24  109.47  3.000
 FKU  H13  C23  C24  109.11  3.000
 FKU  C22  C23  C24  114.35  3.000
 FKU  H16  N31  H15  105.09  3.000
 FKU  H16  N31  C24  110.03  3.000
 FKU  H15  N31  C24  109.15  3.000
 FKU  C11  C8   C9   120.57  3.000
 FKU  C11  C8   C7   119.98  3.000
 FKU  C9   C8   C7   119.16  3.000
 FKU  N10  C9   C8   116.91  3.000
 FKU  C8   C9   O27  125.43  3.000
 FKU  N10  C9   O27  117.60  3.000
 FKU  H18  N10  C9   115.34  3.000
 FKU  H18  N10  C5   119.49  3.000
 FKU  C9   N10  C5   125.17  3.000
 FKU  H20  C1   C2   119.22  3.000
 FKU  H20  C1   C6   121.17  3.000
 FKU  C2   C1   C6   119.52  3.000
 FKU  N12  C11  O28  121.86  3.000
 FKU  O28  C11  C8   121.58  3.000
 FKU  N12  C11  C8   116.56  3.000
 FKU  H21  N12  C11  113.66  3.000
 FKU  H21  N12  C13  116.97  3.000
 FKU  C11  N12  C13  129.37  3.000
 FKU  H22  C18  C17  119.30  3.000
 FKU  H22  C18  C13  120.95  3.000
 FKU  C17  C18  C13  119.75  3.000
 FKU  H19  N25  C6   114.15  3.000
 FKU  H19  N25  C26  111.96  3.000
 FKU  C6   N25  C26  119.71  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
 FKU  CONST_01  C16  C15  C14  C13     0.00   0.0  0
 FKU  CONST_02  C16  C17  C18  C13     0.00   0.0  0
 FKU  CONST_03  C17  C16  C15  C14     0.00   0.0  0
 FKU  CONST_04  C17  C18  C13  C14     0.00   0.0  0
 FKU  CONST_05  C18  C13  C14  C15     0.00   0.0  0
 FKU  CONST_06  C18  C17  C16  C15     0.00   0.0  0
 FKU  CONST_07  C2   C1   C6   C5      0.00   0.0  0
 FKU  CONST_08  C2   C3   C4   C5      0.00   0.0  0
 FKU  CONST_09  C3   C4   C5   C6      0.00   0.0  0
 FKU  CONST_10  C3   C2   C1   C6      0.00   0.0  0
 FKU  CONST_11  C1   C6   C5   C4      0.00   0.0  0
 FKU  CONST_12  C1   C2   C3   C4      0.00   0.0  0
 FKU  CONST_13  C8   C9   N10  C5      0.00   0.0  0
 FKU  CONST_14  C19  C16  C15  C14   180.00   0.0  0
 FKU  CONST_15  N12  C13  C14  C15   180.00   0.0  0
 FKU  CONST_16  N12  C13  C18  C17   180.00   0.0  0
 FKU  CONST_17  C18  C17  C16  C19   180.00   0.0  0
 FKU  CONST_18  F30  C2   C1   C6    180.00   0.0  0
 FKU  CONST_19  N25  C6   C5   C4    180.00   0.0  0
 FKU  CONST_20  F30  C2   C3   C4    180.00   0.0  0
 FKU  CONST_21  N25  C6   C1   C2    180.00   0.0  0
 FKU  CONST_22  N25  C6   C5   N10     0.00   0.0  0
 FKU  CONST_23  C5   N10  C9   O27   180.00   0.0  0
 FKU  CONST_24  H7   C15  C14  C13   180.00   0.0  0
 FKU  CONST_25  H8   C17  C18  C13   180.00   0.0  0
 FKU  CONST_26  H22  C18  C13  C14   180.00   0.0  0
 FKU  CONST_27  H6   C14  C15  C16   180.00   0.0  0
 FKU  CONST_28  H20  C1   C6   C5    180.00   0.0  0
 FKU  CONST_29  H9   C3   C4   C5    180.00   0.0  0
 FKU  CONST_30  H18  N10  C9   C8    180.00   0.0  0
 FKU  CONST_31  C8   C11  N12  C13   180.00   0.0  0
 FKU  CONST_32  C5   C6   N25  C26   180.00   0.0  0
 FKU  CONST_33  C1   C6   N25  C26     0.00   0.0  0
 FKU  CONST_34  C11  N12  C13  C14   180.00   0.0  0
 FKU  CONST_35  C18  C13  N12  C11     0.00   0.0  0
 FKU  CONST_36  H21  N12  C13  C14     0.00   0.0  0
 FKU  CONST_38  O28  C11  N12  C13     0.00   0.0  0
 FKU  Var_01    O20  C19  C16  C15     3.11  30.0  2
 FKU  Var_02    C22  N21  C7   C4    -36.05  30.0  2
 FKU  Var_03    N12  C11  C8   C7   -175.84  30.0  2
 FKU  Var_04    C23  C22  N21  C7   -124.48  30.0  3
 FKU  Var_05    H3   C26  N25  C6    179.16  30.0  3
 FKU  Var_06    N21  C22  C23  C24    60.84  30.0  2
 FKU  Var_07    N31  C24  C23  C22    59.24  30.0  1
 FKU  Var_08    H15  N31  C24  C23   168.73  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
 FKU  plan-1  C13  0.020
 FKU  plan-1  C14  0.020
 FKU  plan-1  C15  0.020
 FKU  plan-1  C16  0.020
 FKU  plan-1  C17  0.020
 FKU  plan-1  C19  0.020
 FKU  plan-1  N12  0.020
 FKU  plan-1  C18  0.020
 FKU  plan-1  H6   0.020
 FKU  plan-1  H7   0.020
 FKU  plan-1  H8   0.020
 FKU  plan-1  H22  0.020
 FKU  plan-2  O27  0.020
 FKU  plan-2  C5   0.020
 FKU  plan-2  C6   0.020
 FKU  plan-2  C4   0.020
 FKU  plan-2  C7   0.020
 FKU  plan-2  C3   0.020
 FKU  plan-2  C2   0.020
 FKU  plan-2  F30  0.020
 FKU  plan-2  N21  0.020
 FKU  plan-2  C8   0.020
 FKU  plan-2  C9   0.020
 FKU  plan-2  N10  0.020
 FKU  plan-2  C1   0.020
 FKU  plan-2  C11  0.020
 FKU  plan-2  H9   0.020
 FKU  plan-2  H18  0.020
 FKU  plan-2  H20  0.020
 FKU  plan-2  N25  0.020
 FKU  plan-3  C13  0.020
 FKU  plan-3  C8   0.020
 FKU  plan-3  C11  0.020
 FKU  plan-3  O28  0.020
 FKU  plan-3  N12  0.020
 FKU  plan-3  H21  0.020
 FKU  plan-4  C26  0.020
 FKU  plan-4  C6   0.020
 FKU  plan-4  H19  0.020
 FKU  plan-4  N25  0.020
 FKU  plan-5  C16  0.020
 FKU  plan-5  C19  0.020
 FKU  plan-5  O29  0.020
 FKU  plan-5  O20  0.020

