# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 09:51:28 2021
#   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  53  31  .  2022-03-18  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

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   -9.2175   1.4460  11.1194
 FKU  C26  C  CH3   0  -0.545   -1.2069   3.3721   7.2772
 FKU  O27  O  O     0  -0.534   -7.0796   3.8417   5.6786
 FKU  C13  C  CR6   0   0.399  -10.7393   4.5345   6.0798
 FKU  C14  C  CR16  0  -0.356  -10.8855   4.5682   4.6846
 FKU  C15  C  CR16  0  -0.241  -12.1233   4.7289   4.1037
 FKU  C16  C  CR6   0  -0.102  -13.2674   4.8620   4.8914
 FKU  C17  C  CR16  0  -0.248  -13.1239   4.8301   6.2764
 FKU  C19  C  C     0   0.526  -14.5741   5.0260   4.2244
 FKU  C5   C  CR66  0   0.312   -4.7768   3.7255   8.3257
 FKU  C6   C  CR6   0   0.339   -3.3596   3.6750   8.3905
 FKU  C4   C  CR66  0  -0.010   -5.5522   3.9261   9.4645
 FKU  C7   C  CR6   0   0.501   -7.0025   3.9907   9.3087
 FKU  C3   C  CR16  0  -0.525   -4.9082   4.1399  10.6996
 FKU  C2   C  CR6   0   0.574   -3.5474   4.0508  10.7475
 FKU  F30  F  F     0  -0.317   -2.9214   4.2458  11.9197
 FKU  N21  N  NH1   0  -0.674   -7.7956   3.9748  10.3773
 FKU  C22  C  CH2   0  -0.335   -7.6012   3.3521  11.6786
 FKU  C23  C  CH2   0  -0.468   -8.8533   2.5765  12.0724
 FKU  N31  N  NH2   0  -0.801   -8.1520   0.4576  11.0283
 FKU  C8   C  CR6   0  -0.476   -7.5462   4.1136   8.0058
 FKU  C9   C  CR6   0   0.565   -6.6999   3.8747   6.8599
 FKU  N10  N  NR16  0  -0.757   -5.3864   3.6171   7.1064
 FKU  C1   C  CR16  0  -0.520   -2.7590   3.8069   9.6298
 FKU  C11  C  C     0   0.626   -8.9941   4.3393   7.8271
 FKU  O28  O  O     0  -0.519   -9.7543   4.5163   8.7845
 FKU  N12  N  NH1   0  -0.797   -9.4501   4.3533   6.5493
 FKU  C18  C  CR16  0  -0.306  -11.8848   4.6702   6.8729
 FKU  O29  O  OH1   0  -0.597  -15.5883   5.1219   5.0761
 FKU  O20  O  O     0  -0.447  -14.7190   5.0675   3.0241
 FKU  H1   H  HCH2  0   0.195   -9.5129   1.8632  10.1471
 FKU  H2   H  HCH2  0   0.236  -10.1069   0.9498  11.5124
 FKU  H3   H  HCH3  0   0.264   -0.8401   3.2017   6.2681
 FKU  H4   H  HCH3  0   0.226   -0.7179   4.2698   7.6711
 FKU  H5   H  HCH3  0   0.245   -0.9033   2.5226   7.8891
 FKU  H6   H  HCR6  0   0.272  -10.0124   4.4674   4.0516
 FKU  H7   H  HCR6  0   0.266  -12.2002   4.7490   3.0250
 FKU  H8   H  HCR6  0   0.267  -13.9856   4.9290   6.9223
 FKU  H9   H  HCR6  0   0.302   -5.4475   4.4107  11.5927
 FKU  H10  H  HNH1  0   0.432   -8.7656   4.1785  10.1344
 FKU  H11  H  HCH2  0   0.259   -6.7457   2.6785  11.6517
 FKU  H12  H  HCH2  0   0.267   -7.3940   4.1071  12.4410
 FKU  H13  H  HCH2  0   0.238   -9.6988   3.2654  12.1570
 FKU  H14  H  HCH2  0   0.246   -8.6827   2.1689  13.0715
 FKU  H15  H  HNH2  0   0.352   -8.4933  -0.3518  10.5263
 FKU  H16  H  HNH2  0   0.339   -7.3936   0.8140  10.4600
 FKU  H18  H  HNR6  0   0.409   -4.8431   3.3252   6.3061
 FKU  H19  H  HNH1  0   0.386   -2.9566   4.0414   6.4530
 FKU  H20  H  HCR6  0   0.302   -1.6833   3.7784   9.7366
 FKU  H21  H  HNH1  0   0.444   -8.7132   4.1933   5.8535
 FKU  H22  H  HCR6  0   0.286  -11.8217   4.6499   7.9470
 FKU  H23  H  HOH1  0   0.486  -16.4181   5.2222   4.5869
 FKU  N25  N  NH1   0  -0.690   -2.6480   3.4692   7.2262

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  double    1.210  0.020  1.210
 FKU  C15  C14  aromatic  1.377  0.020  1.377
 FKU  C15  C16  aromatic  1.395  0.020  1.395
 FKU  C19  C16  single    1.476  0.020  1.476
 FKU  C19  O29  single    1.328  0.020  1.328
 FKU  C14  C13  aromatic  1.403  0.020  1.403
 FKU  C16  C17  aromatic  1.393  0.020  1.393
 FKU  O27  C9   double    1.241  0.020  1.241
 FKU  C13  N12  single    1.384  0.020  1.384
 FKU  C13  C18  aromatic  1.400  0.020  1.400
 FKU  C17  C18  aromatic  1.385  0.020  1.385
 FKU  N12  C11  single    1.357  0.020  1.357
 FKU  C9   N10  single    1.361  0.020  1.361
 FKU  C9   C8   single    1.444  0.020  1.444
 FKU  N10  C5   single    1.367  0.020  1.367
 FKU  C26  N25  single    1.445  0.020  1.445
 FKU  N25  C6   single    1.380  0.020  1.380
 FKU  C11  C8   single    1.476  0.020  1.476
 FKU  C11  O28  double    1.235  0.020  1.235
 FKU  C8   C7   double    1.417  0.020  1.417
 FKU  C5   C6   aromatic  1.420  0.020  1.420
 FKU  C5   C4   aromatic  1.392  0.020  1.392
 FKU  C6   C1   aromatic  1.383  0.020  1.383
 FKU  C7   C4   single    1.460  0.020  1.460
 FKU  C7   N21  single    1.331  0.020  1.331
 FKU  C4   C3   aromatic  1.409  0.020  1.409
 FKU  C1   C2   aromatic  1.389  0.020  1.389
 FKU  N21  C22  single    1.456  0.020  1.456
 FKU  C3   C2   aromatic  1.365  0.020  1.365
 FKU  C2   F30  single    1.343  0.020  1.343
 FKU  C24  N31  single    1.456  0.020  1.456
 FKU  C24  C23  single    1.523  0.020  1.523
 FKU  C22  C23  single    1.525  0.020  1.525
 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
 FKU  O29  H23  single    0.850  0.020  0.980

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   105.79  3.000
 FKU  H2   C24  N31  108.07  3.000
 FKU  H1   C24  N31  113.53  3.000
 FKU  H2   C24  C23  107.88  3.000
 FKU  H1   C24  C23  109.65  3.000
 FKU  N31  C24  C23  111.60  3.000
 FKU  H5   C26  H4   108.20  3.000
 FKU  H5   C26  H3   107.75  3.000
 FKU  H4   C26  H3   108.16  3.000
 FKU  H5   C26  N25  110.48  3.000
 FKU  H4   C26  N25  113.75  3.000
 FKU  H3   C26  N25  108.32  3.000
 FKU  C18  C13  N12  125.64  3.000
 FKU  C18  C13  C14  118.41  3.000
 FKU  N12  C13  C14  115.94  3.000
 FKU  H6   C14  C15  119.27  3.000
 FKU  H6   C14  C13  119.66  3.000
 FKU  C15  C14  C13  121.07  3.000
 FKU  H7   C15  C16  120.19  3.000
 FKU  H7   C15  C14  119.14  3.000
 FKU  C16  C15  C14  120.67  3.000
 FKU  C19  C16  C17  122.89  3.000
 FKU  C17  C16  C15  118.34  3.000
 FKU  C19  C16  C15  118.77  3.000
 FKU  H8   C17  C18  117.80  3.000
 FKU  H8   C17  C16  120.65  3.000
 FKU  C18  C17  C16  121.55  3.000
 FKU  O20  C19  O29  122.85  3.000
 FKU  O29  C19  C16  113.22  3.000
 FKU  O20  C19  C16  123.93  3.000
 FKU  N10  C5   C4   119.50  3.000
 FKU  C4   C5   C6   121.58  3.000
 FKU  N10  C5   C6   118.88  3.000
 FKU  C1   C6   N25  123.11  3.000
 FKU  C1   C6   C5   118.09  3.000
 FKU  N25  C6   C5   118.79  3.000
 FKU  C3   C4   C7   122.73  3.000
 FKU  C3   C4   C5   118.97  3.000
 FKU  C7   C4   C5   118.18  3.000
 FKU  C8   C7   N21  120.71  3.000
 FKU  N21  C7   C4   120.38  3.000
 FKU  C8   C7   C4   118.88  3.000
 FKU  H9   C3   C2   119.09  3.000
 FKU  H9   C3   C4   122.40  3.000
 FKU  C2   C3   C4   118.46  3.000
 FKU  C1   C2   F30  117.59  3.000
 FKU  F30  C2   C3   119.07  3.000
 FKU  C1   C2   C3   123.30  3.000
 FKU  H10  N21  C22  115.16  3.000
 FKU  H10  N21  C7   111.89  3.000
 FKU  C22  N21  C7   130.04  3.000
 FKU  H12  C22  H11  107.19  3.000
 FKU  H12  C22  C23  109.09  3.000
 FKU  H11  C22  C23  109.69  3.000
 FKU  H12  C22  N21  110.70  3.000
 FKU  H11  C22  N21  110.32  3.000
 FKU  C23  C22  N21  109.81  3.000
 FKU  H14  C23  H13  106.56  3.000
 FKU  H14  C23  C22  107.32  3.000
 FKU  H13  C23  C22  109.54  3.000
 FKU  H14  C23  C24  109.44  3.000
 FKU  H13  C23  C24  109.33  3.000
 FKU  C22  C23  C24  114.36  3.000
 FKU  H16  N31  H15  104.82  3.000
 FKU  H16  N31  C24  110.14  3.000
 FKU  H15  N31  C24  109.10  3.000
 FKU  C11  C8   C9   120.26  3.000
 FKU  C11  C8   C7   120.05  3.000
 FKU  C9   C8   C7   119.35  3.000
 FKU  N10  C9   C8   116.94  3.000
 FKU  C8   C9   O27  125.46  3.000
 FKU  N10  C9   O27  117.55  3.000
 FKU  H18  N10  C9   115.48  3.000
 FKU  H18  N10  C5   119.30  3.000
 FKU  C9   N10  C5   125.22  3.000
 FKU  H20  C1   C2   119.32  3.000
 FKU  H20  C1   C6   121.18  3.000
 FKU  C2   C1   C6   119.41  3.000
 FKU  N12  C11  O28  121.44  3.000
 FKU  O28  C11  C8   122.12  3.000
 FKU  N12  C11  C8   116.43  3.000
 FKU  H21  N12  C11  113.31  3.000
 FKU  H21  N12  C13  117.35  3.000
 FKU  C11  N12  C13  129.34  3.000
 FKU  H22  C18  C17  118.99  3.000
 FKU  H22  C18  C13  121.05  3.000
 FKU  C17  C18  C13  119.96  3.000
 FKU  H23  O29  C19  109.75  3.000
 FKU  H19  N25  C6   113.81  3.000
 FKU  H19  N25  C26  111.69  3.000
 FKU  C6   N25  C26  119.63  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  CONST_39  H23  O29  C19  C16   180.00   0.0  0
 FKU  Var_01    O20  C19  C16  C15    -0.83  30.0  2
 FKU  Var_02    C22  N21  C7   C4    -29.94  30.0  2
 FKU  Var_03    N12  C11  C8   C7   -175.58  30.0  2
 FKU  Var_04    C23  C22  N21  C7   -132.31  30.0  3
 FKU  Var_05    H3   C26  N25  C6    179.45  30.0  3
 FKU  Var_06    N21  C22  C23  C24    61.15  30.0  1
 FKU  Var_07    N31  C24  C23  C22    59.99  30.0  2
 FKU  Var_08    H15  N31  C24  C23   169.78  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
 FKU  plan-5  H23  0.020

