# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 23:32:50 2021
#   Inital geometry file: a 108 line input string
#   Ligand name: 5-[[4-(carbamimidamidocarbamoylamino)-3,5-bis(fluoranyl)phenyl]sulfonylamino]-1,3-thiazole-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC(=N)NNC(=O)Nc1c(F)cc(cc1F)[S](=O)(=O)Nc2scnc2C(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
 QKK  QKK  '5-[[4-(carbamimidamidocarbamoylamino)-3,5-bis(fluoranyl)phenyl]sulfonylamino]-1,3-thiazole-4-carboxylic acid'  ligand  39  28  .  2022-03-23  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_QKK
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
 QKK  C    C  C     0   0.543  -3.5390  -29.7281  5.0479
 QKK  N    N  NH2   0  -0.824  -4.4583  -30.7324  5.2029
 QKK  O    O  O     0  -0.481  -0.6672  -28.9949  7.1679
 QKK  O4   O  OH1   0  -0.567  -5.3399  -25.5696  7.9128
 QKK  O3   O  O     0  -0.444  -4.5434  -25.3158  5.8403
 QKK  C9   C  CR5   0   0.194  -5.3868  -23.4341  7.0150
 QKK  N5   N  N     0  -0.352  -5.9143  -22.9912  8.1895
 QKK  C10  C  CR15  0  -0.215  -6.1023  -21.7157  8.1668
 QKK  S1   S  S2    0   0.302  -5.6773  -20.9391  6.6964
 QKK  C8   C  CR5   0  -0.002  -5.1858  -22.4596  6.0666
 QKK  N4   N  NC1   0  -0.778  -4.7304  -22.5541  4.7599
 QKK  O1   O  OS    0  -0.616  -3.0793  -22.0267  2.9570
 QKK  O2   O  OS    0  -0.618  -2.9669  -20.8287  5.1788
 QKK  C5   C  CR6   0  -0.159  -2.1792  -23.3356  5.0454
 QKK  C4   C  CR16  0  -0.418  -1.9138  -23.3504  6.4063
 QKK  C3   C  CR6   0   0.576  -1.3667  -24.5023  6.9298
 QKK  F    F  F     0  -0.281  -1.1350  -24.5799  8.2356
 QKK  C6   C  CR16  0  -0.400  -1.8566  -24.3874  4.2047
 QKK  C7   C  CR6   0   0.585  -1.2758  -25.4962  4.7766
 QKK  F1   F  F     0  -0.287  -0.9336  -26.5228  4.0024
 QKK  C2   C  CR6   0  -0.080  -1.0654  -25.6134  6.1478
 QKK  N3   N  NH1   0  -0.719  -0.5610  -26.7856  6.7086
 QKK  C1   C  C     0   0.687  -1.2054  -27.9977  6.7375
 QKK  N2   N  NH1   0  -0.557  -2.4862  -27.9826  6.2463
 QKK  N1   N  NH1   0  -0.501  -3.2095  -29.1307  6.2558
 QKK  N6   N  N     0  -0.692  -3.0872  -29.4099  3.8995
 QKK  H1   H  HNH2  0   0.387  -4.4343  -31.2481  6.0689
 QKK  H2   H  HNH2  0   0.387  -4.5438  -31.3329  4.3990
 QKK  H3   H  HOH1  0   0.487  -5.1282  -26.5036  7.7657
 QKK  H4   H  HCR5  0   0.316  -6.4827  -21.1454  9.0026
 QKK  H5   H  HNC1  0   0.440  -4.9783  -23.4140  4.2778
 QKK  H6   H  HCR6  0   0.327  -2.1365  -22.5129  7.0539
 QKK  H7   H  HCR6  0   0.324  -2.0487  -24.3598  3.1407
 QKK  H8   H  HNH1  0   0.424   0.3025  -26.7396  7.2302
 QKK  H9   H  H     0   0.319  -2.4818  -28.6006  3.9543
 QKK  H10  H  HNH1  0   0.407  -2.9876  -27.1179  6.0841
 QKK  H11  H  HNH1  0   0.403  -3.8421  -29.2469  7.0342
 QKK  S    S  S     0   1.357  -3.1766  -22.0287  4.3985
 QKK  C11  C  C     0   0.528  -5.0492  -24.8589  6.8424

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
 QKK  O1   S    double    1.445  0.020  1.445
 QKK  N6   C    double    1.274  0.020  1.274
 QKK  S    O2   double    1.447  0.020  1.447
 QKK  S    N4   single    1.680  0.020  1.680
 QKK  S    C5   single    1.767  0.020  1.767
 QKK  F1   C7   single    1.331  0.020  1.331
 QKK  C6   C7   aromatic  1.376  0.020  1.376
 QKK  C6   C5   aromatic  1.385  0.020  1.385
 QKK  N    C    single    1.370  0.020  1.370
 QKK  C    N1   single    1.387  0.020  1.387
 QKK  N4   C8   single    1.387  0.020  1.387
 QKK  O3   C11  double    1.212  0.020  1.212
 QKK  C7   C2   aromatic  1.392  0.020  1.392
 QKK  C5   C4   aromatic  1.387  0.020  1.387
 QKK  N1   N2   single    1.357  0.020  1.357
 QKK  C11  O4   single    1.317  0.020  1.317
 QKK  C11  C9   single    1.474  0.020  1.474
 QKK  C8   C9   aromatic  1.375  0.020  1.375
 QKK  C8   S1   aromatic  1.718  0.020  1.718
 QKK  N2   C1   single    1.372  0.020  1.372
 QKK  C4   C3   aromatic  1.379  0.020  1.379
 QKK  C2   C3   aromatic  1.392  0.020  1.392
 QKK  C2   N3   single    1.394  0.020  1.394
 QKK  C9   N5   aromatic  1.362  0.020  1.362
 QKK  S1   C10  aromatic  1.716  0.020  1.716
 QKK  C1   N3   single    1.373  0.020  1.373
 QKK  C1   O    double    1.212  0.020  1.212
 QKK  C3   F    single    1.328  0.020  1.328
 QKK  N5   C10  aromatic  1.289  0.020  1.289
 QKK  N    H1   single    0.890  0.020  1.040
 QKK  N    H2   single    0.890  0.020  1.040
 QKK  O4   H3   single    0.850  0.020  0.980
 QKK  C10  H4   single    0.930  0.020  1.080
 QKK  N4   H5   single    0.890  0.020  1.040
 QKK  C4   H6   single    0.930  0.020  1.080
 QKK  C6   H7   single    0.930  0.020  1.080
 QKK  N3   H8   single    0.860  0.020  1.020
 QKK  N6   H9   single    0.890  0.020  1.040
 QKK  N2   H10  single    0.860  0.020  1.020
 QKK  N1   H11  single    0.890  0.020  1.040

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
 QKK  N6   C    N1   126.36  3.000
 QKK  N1   C    N    112.11  3.000
 QKK  N6   C    N    121.52  3.000
 QKK  H2   N    H1   112.50  3.000
 QKK  H2   N    C    113.81  3.000
 QKK  H1   N    C    117.14  3.000
 QKK  H3   O4   C11  110.39  3.000
 QKK  C8   C9   N5   114.91  3.000
 QKK  N5   C9   C11  120.27  3.000
 QKK  C8   C9   C11  124.81  3.000
 QKK  C10  N5   C9   111.29  3.000
 QKK  H4   C10  S1   120.72  3.000
 QKK  H4   C10  N5   124.02  3.000
 QKK  S1   C10  N5   115.25  3.000
 QKK  C8   S1   C10   89.11  3.000
 QKK  N4   C8   S1   119.98  3.000
 QKK  S1   C8   C9   109.44  3.000
 QKK  N4   C8   C9   130.52  3.000
 QKK  H5   N4   S    112.84  3.000
 QKK  H5   N4   C8   115.11  3.000
 QKK  S    N4   C8   119.02  3.000
 QKK  C6   C5   C4   122.90  3.000
 QKK  C4   C5   S    118.38  3.000
 QKK  C6   C5   S    118.11  3.000
 QKK  H6   C4   C3   120.08  3.000
 QKK  H6   C4   C5   122.67  3.000
 QKK  C3   C4   C5   117.23  3.000
 QKK  C2   C3   F    117.90  3.000
 QKK  F    C3   C4   119.43  3.000
 QKK  C2   C3   C4   122.66  3.000
 QKK  H7   C6   C7   120.29  3.000
 QKK  H7   C6   C5   122.45  3.000
 QKK  C7   C6   C5   117.26  3.000
 QKK  C2   C7   F1   117.99  3.000
 QKK  C2   C7   C6   122.74  3.000
 QKK  F1   C7   C6   119.23  3.000
 QKK  N3   C2   C7   121.44  3.000
 QKK  N3   C2   C3   121.58  3.000
 QKK  C7   C2   C3   116.97  3.000
 QKK  H8   N3   C1   115.51  3.000
 QKK  H8   N3   C2   118.61  3.000
 QKK  C1   N3   C2   125.52  3.000
 QKK  N2   C1   N3   114.89  3.000
 QKK  N3   C1   O    121.69  3.000
 QKK  N2   C1   O    123.42  3.000
 QKK  H10  N2   N1   117.37  3.000
 QKK  H10  N2   C1   121.94  3.000
 QKK  N1   N2   C1   119.06  3.000
 QKK  H11  N1   N2   115.89  3.000
 QKK  H11  N1   C    118.22  3.000
 QKK  N2   N1   C    119.00  3.000
 QKK  H9   N6   C    111.28  3.000
 QKK  C5   S    O2   109.53  3.000
 QKK  C5   S    O1   109.17  3.000
 QKK  O2   S    O1   121.82  3.000
 QKK  C5   S    N4   102.24  3.000
 QKK  O2   S    N4   106.11  3.000
 QKK  O1   S    N4   106.11  3.000
 QKK  C9   C11  O3   123.83  3.000
 QKK  C9   C11  O4   112.07  3.000
 QKK  O3   C11  O4   124.10  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
 QKK  CONST_01  C10  S1   C8   C9      0.00   0.0  0
 QKK  CONST_02  S1   C10  N5   C9      0.00   0.0  0
 QKK  CONST_03  S1   C8   C9   N5      0.00   0.0  0
 QKK  CONST_04  C8   S1   C10  N5      0.00   0.0  0
 QKK  CONST_05  C8   C9   N5   C10     0.00   0.0  0
 QKK  CONST_06  C2   C7   C6   C5      0.00   0.0  0
 QKK  CONST_07  C2   C3   C4   C5      0.00   0.0  0
 QKK  CONST_08  C7   C6   C5   C4      0.00   0.0  0
 QKK  CONST_09  C7   C2   C3   C4      0.00   0.0  0
 QKK  CONST_10  C6   C5   C4   C3      0.00   0.0  0
 QKK  CONST_11  C6   C7   C2   C3      0.00   0.0  0
 QKK  CONST_12  S1   C8   C9   C11   180.00   0.0  0
 QKK  CONST_13  C10  N5   C9   C11   180.00   0.0  0
 QKK  CONST_14  N4   C8   C9   N5    180.00   0.0  0
 QKK  CONST_15  N4   C8   S1   C10   180.00   0.0  0
 QKK  CONST_16  C7   C6   C5   S     180.00   0.0  0
 QKK  CONST_17  C3   C4   C5   S     180.00   0.0  0
 QKK  CONST_18  F1   C7   C6   C5    180.00   0.0  0
 QKK  CONST_19  F    C3   C4   C5    180.00   0.0  0
 QKK  CONST_20  N3   C2   C3   C4    180.00   0.0  0
 QKK  CONST_21  F1   C7   C2   C3    180.00   0.0  0
 QKK  CONST_22  C7   C2   C3   F     180.00   0.0  0
 QKK  CONST_23  N3   C2   C7   C6    180.00   0.0  0
 QKK  CONST_24  H4   C10  N5   C9    180.00   0.0  0
 QKK  CONST_25  H7   C6   C5   C4    180.00   0.0  0
 QKK  CONST_26  H6   C4   C5   C6    180.00   0.0  0
 QKK  CONST_33  C2   N3   C1   O     180.00   0.0  0
 QKK  CONST_34  N2   C1   N3   C2      0.00   0.0  0
 QKK  CONST_35  H3   O4   C11  C9    180.00   0.0  0
 QKK  CONST_36  N1   N2   C1   O       0.00   0.0  0
 QKK  CONST_37  N2   N1   C    N     180.00   0.0  0
 QKK  CONST_38  N1   N2   C1   N3    180.00   0.0  0
 QKK  CONST_39  N6   C    N1   N2      0.00   0.0  0
 QKK  CONST_40  H10  N2   C1   O     180.00   0.0  0
 QKK  CONST_41  H9   N6   C    N     180.00   0.0  0
 QKK  CONST_44  H2   N    C    N1    180.00   0.0  0
 QKK  Var_01    C8   C9   C11  O4    179.61  30.0  2
 QKK  Var_02    C5   S    N4   C8     75.63  30.0  1
 QKK  Var_03    C6   C5   S    N4     90.58  30.0  2
 QKK  Var_04    C1   N2   N1   C    -112.56  30.0  2

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
 QKK  plan-1  C9   0.020
 QKK  plan-1  N5   0.020
 QKK  plan-1  C10  0.020
 QKK  plan-1  S1   0.020
 QKK  plan-1  C8   0.020
 QKK  plan-1  N4   0.020
 QKK  plan-1  H4   0.020
 QKK  plan-1  C11  0.020
 QKK  plan-2  O4   0.020
 QKK  plan-2  O3   0.020
 QKK  plan-2  C9   0.020
 QKK  plan-2  H3   0.020
 QKK  plan-2  C11  0.020
 QKK  plan-3  C5   0.020
 QKK  plan-3  C4   0.020
 QKK  plan-3  C3   0.020
 QKK  plan-3  F    0.020
 QKK  plan-3  C6   0.020
 QKK  plan-3  C7   0.020
 QKK  plan-3  F1   0.020
 QKK  plan-3  C2   0.020
 QKK  plan-3  N3   0.020
 QKK  plan-3  H6   0.020
 QKK  plan-3  H7   0.020
 QKK  plan-3  S    0.020
 QKK  plan-4  O    0.020
 QKK  plan-4  C2   0.020
 QKK  plan-4  N3   0.020
 QKK  plan-4  C1   0.020
 QKK  plan-4  N2   0.020
 QKK  plan-4  N1   0.020
 QKK  plan-4  H8   0.020
 QKK  plan-4  H10  0.020
 QKK  plan-5  C8   0.020
 QKK  plan-5  N4   0.020
 QKK  plan-5  H5   0.020
 QKK  plan-5  S    0.020
 QKK  plan-6  C    0.020
 QKK  plan-6  N    0.020
 QKK  plan-6  N2   0.020
 QKK  plan-6  N1   0.020
 QKK  plan-6  N6   0.020
 QKK  plan-6  H1   0.020
 QKK  plan-6  H2   0.020
 QKK  plan-6  H9   0.020
 QKK  plan-6  H11  0.020

