# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Aug  2 12:28:25 2022
#   Inital geometry file: a 104 line input string
#   Ligand name: 1-(4-iodophenyl)-3-[2-(4-sulfamoylphenyl)ethyl]urea
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[S](=O)(=O)c1ccc(CCNC(=O)Nc2ccc(I)cc2)cc1
#
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
 TKQ  TKQ  "1-(4-iodophenyl)-3-[2-(4-sulfamoylphenyl)ethyl]urea"
  ligand  39  23  .  2022-08-11  2022-08-11
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_TKQ
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
 TKQ  N1   N  NH1   0  -0.676  -2.0970   7.0192  12.6923
 TKQ  C7   C  CH2   0  -0.279  -2.5392   5.8790  13.4540
 TKQ  C8   C  CH2   0  -0.520  -4.0660   5.7725  13.5588
 TKQ  N2   N  NC2   0  -0.888  -6.5476   0.1792  16.1128
 TKQ  C9   C  CR6   0   0.134  -4.4497   4.5781  14.3796
 TKQ  O1   O  OS    0  -0.663  -4.1636   0.0133  16.7872
 TKQ  C1   C  CR6   0   0.379  -1.3513  10.5657  12.6362
 TKQ  C5   C  CR16  0  -0.212  -1.2138  12.8221  11.7595
 TKQ  C6   C  CR16  0  -0.337  -1.4836  11.4762  11.5839
 TKQ  C4   C  CR6   0  -0.243  -0.8116  13.2800  13.0055
 TKQ  C3   C  CR16  0  -0.214  -0.6733  12.3933  14.0615
 TKQ  C2   C  CR16  0  -0.300  -0.9358  11.0428  13.8816
 TKQ  O2   O  OS    0  -0.649  -5.6809   1.3564  18.2522
 TKQ  C12  C  CR6   0  -0.223  -5.0305   2.3437  15.9237
 TKQ  C11  C  CR16  0  -0.196  -4.6920   2.1810  14.5848
 TKQ  C10  C  CR16  0  -0.289  -4.4125   3.2987  13.8217
 TKQ  C13  C  CR16  0  -0.222  -5.0823   3.6023  16.5005
 TKQ  C14  C  CR16  0  -0.296  -4.7870   4.7124  15.7221
 TKQ  C    C  C     0   0.733  -1.9434   8.2405  13.2568
 TKQ  O    O  O     0  -0.511  -2.0802   8.4419  14.4538
 TKQ  N    N  NH1   0  -0.785  -1.5982   9.2257  12.3587
 TKQ  I    I  I     0   0.039  -0.4027  15.3228  13.2898
 TKQ  H1   H  HNH1  0   0.399  -2.0483   6.9142  11.6918
 TKQ  H2   H  HCH2  0   0.258  -2.1412   4.9843  12.9736
 TKQ  H3   H  HCH2  0   0.253  -2.1028   5.9237  14.4514
 TKQ  H4   H  HCH2  0   0.257  -4.4614   6.6834  14.0114
 TKQ  H5   H  HCH2  0   0.255  -4.4899   5.6931  12.5551
 TKQ  H6   H  HNC2  0   0.417  -6.6112  -0.8087  16.3407
 TKQ  H7   H  HNC2  0   0.414  -7.4397   0.6384  16.2681
 TKQ  H8   H  HCR6  0   0.279  -1.3278  13.4966  10.9217
 TKQ  H9   H  HCR6  0   0.276  -1.8046  11.1284  10.6089
 TKQ  H10  H  HCR6  0   0.277  -0.3505  12.7335  15.0364
 TKQ  H11  H  HCR6  0   0.281  -0.8023  10.3742  14.7162
 TKQ  H12  H  HCR6  0   0.281  -4.6577   1.1973  14.1351
 TKQ  H13  H  HCR6  0   0.265  -4.1587   3.1768  12.7755
 TKQ  H14  H  HCR6  0   0.280  -5.3447   3.7272  17.5419
 TKQ  H15  H  HCR6  0   0.263  -4.8217   5.6975  16.1707
 TKQ  H16  H  HNH1  0   0.409  -1.6443   8.9959  11.3771
 TKQ  S    S  S     0   1.356  -5.3030   0.9096  16.9190

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
 TKQ  I    C4   single    2.103  0.020  2.103
 TKQ  C5   C4   aromatic  1.387  0.020  1.387
 TKQ  C5   C6   aromatic  1.384  0.020  1.384
 TKQ  C4   C3   aromatic  1.386  0.020  1.386
 TKQ  C6   C1   aromatic  1.398  0.020  1.398
 TKQ  C3   C2   aromatic  1.387  0.020  1.387
 TKQ  C1   C2   aromatic  1.397  0.020  1.397
 TKQ  C1   N    single    1.390  0.020  1.390
 TKQ  N1   C    single    1.354  0.020  1.354
 TKQ  N1   C7   single    1.441  0.020  1.441
 TKQ  N    C    single    1.377  0.020  1.377
 TKQ  C8   C7   single    1.534  0.020  1.534
 TKQ  C8   C9   single    1.499  0.020  1.499
 TKQ  C    O    double    1.221  0.020  1.221
 TKQ  C9   C14  aromatic  1.391  0.020  1.391
 TKQ  C9   C10  aromatic  1.396  0.020  1.396
 TKQ  C14  C13  aromatic  1.388  0.020  1.388
 TKQ  C10  C11  aromatic  1.382  0.020  1.382
 TKQ  C13  C12  aromatic  1.385  0.020  1.385
 TKQ  C11  C12  aromatic  1.391  0.020  1.391
 TKQ  C12  S    single    1.767  0.020  1.767
 TKQ  N2   S    single    1.653  0.020  1.653
 TKQ  O2   S    double    1.456  0.020  1.456
 TKQ  S    O1   double    1.456  0.020  1.456
 TKQ  N1   H1   single    0.860  0.020  1.020
 TKQ  C7   H2   single    0.970  0.020  1.090
 TKQ  C7   H3   single    0.970  0.020  1.090
 TKQ  C8   H4   single    0.970  0.020  1.090
 TKQ  C8   H5   single    0.970  0.020  1.090
 TKQ  N2   H6   single    0.890  0.020  1.040
 TKQ  N2   H7   single    0.890  0.020  1.040
 TKQ  C5   H8   single    0.930  0.020  1.080
 TKQ  C6   H9   single    0.930  0.020  1.080
 TKQ  C3   H10  single    0.930  0.020  1.080
 TKQ  C2   H11  single    0.930  0.020  1.080
 TKQ  C11  H12  single    0.930  0.020  1.080
 TKQ  C10  H13  single    0.930  0.020  1.080
 TKQ  C13  H14  single    0.930  0.020  1.080
 TKQ  C14  H15  single    0.930  0.020  1.080
 TKQ  N    H16  single    0.860  0.020  1.020

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
 TKQ  H1   N1   C    120.18  3.000
 TKQ  H1   N1   C7   117.22  3.000
 TKQ  C    N1   C7   121.88  3.000
 TKQ  H3   C7   H2   106.89  3.000
 TKQ  H3   C7   C8   109.81  3.000
 TKQ  H2   C7   C8   109.65  3.000
 TKQ  H3   C7   N1   109.18  3.000
 TKQ  H2   C7   N1   107.71  3.000
 TKQ  C8   C7   N1   113.36  3.000
 TKQ  H5   C8   H4   107.53  3.000
 TKQ  H5   C8   C9   110.23  3.000
 TKQ  H4   C8   C9   110.19  3.000
 TKQ  H5   C8   C7   109.18  3.000
 TKQ  H4   C8   C7   109.33  3.000
 TKQ  C9   C8   C7   110.33  3.000
 TKQ  H7   N2   H6   110.52  3.000
 TKQ  H7   N2   S    112.77  3.000
 TKQ  H6   N2   S    111.56  3.000
 TKQ  C14  C9   C10  118.73  3.000
 TKQ  C10  C9   C8   120.29  3.000
 TKQ  C14  C9   C8   120.91  3.000
 TKQ  N    C1   C2   124.05  3.000
 TKQ  N    C1   C6   117.43  3.000
 TKQ  C2   C1   C6   118.48  3.000
 TKQ  H8   C5   C4   121.37  3.000
 TKQ  H8   C5   C6   119.19  3.000
 TKQ  C4   C5   C6   119.44  3.000
 TKQ  H9   C6   C5   118.94  3.000
 TKQ  H9   C6   C1   119.75  3.000
 TKQ  C5   C6   C1   121.30  3.000
 TKQ  I    C4   C3   119.95  3.000
 TKQ  C3   C4   C5   120.15  3.000
 TKQ  I    C4   C5   119.91  3.000
 TKQ  H10  C3   C2   118.64  3.000
 TKQ  H10  C3   C4   121.01  3.000
 TKQ  C2   C3   C4   120.34  3.000
 TKQ  H11  C2   C3   118.69  3.000
 TKQ  H11  C2   C1   121.02  3.000
 TKQ  C3   C2   C1   120.29  3.000
 TKQ  C13  C12  C11  121.08  3.000
 TKQ  C11  C12  S    119.01  3.000
 TKQ  C13  C12  S    119.81  3.000
 TKQ  H12  C11  C10  119.96  3.000
 TKQ  H12  C11  C12  120.95  3.000
 TKQ  C10  C11  C12  119.09  3.000
 TKQ  H13  C10  C11  119.31  3.000
 TKQ  H13  C10  C9   119.68  3.000
 TKQ  C11  C10  C9   121.01  3.000
 TKQ  H14  C13  C14  119.97  3.000
 TKQ  H14  C13  C12  121.00  3.000
 TKQ  C14  C13  C12  119.03  3.000
 TKQ  H15  C14  C13  119.24  3.000
 TKQ  H15  C14  C9   119.70  3.000
 TKQ  C13  C14  C9   121.06  3.000
 TKQ  N    C    O    123.31  3.000
 TKQ  O    C    N1   123.00  3.000
 TKQ  N    C    N1   113.69  3.000
 TKQ  H16  N    C    117.38  3.000
 TKQ  H16  N    C1   114.94  3.000
 TKQ  C    N    C1   127.14  3.000
 TKQ  C12  S    O2   107.86  3.000
 TKQ  O2   S    O1   118.36  3.000
 TKQ  C12  S    O1   109.15  3.000
 TKQ  O1   S    N2   105.85  3.000
 TKQ  O2   S    N2   112.75  3.000
 TKQ  C12  S    N2   101.54  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
 TKQ  CONST_01  C12  C13  C14  C9      0.00   0.0  0
 TKQ  CONST_02  C12  C11  C10  C9      0.00   0.0  0
 TKQ  CONST_03  C4   C5   C6   C1      0.00   0.0  0
 TKQ  CONST_04  C4   C3   C2   C1      0.00   0.0  0
 TKQ  CONST_05  C2   C3   C4   C5      0.00   0.0  0
 TKQ  CONST_06  C2   C1   C6   C5      0.00   0.0  0
 TKQ  CONST_07  C3   C4   C5   C6      0.00   0.0  0
 TKQ  CONST_08  C3   C2   C1   C6      0.00   0.0  0
 TKQ  CONST_09  C14  C9   C10  C11     0.00   0.0  0
 TKQ  CONST_10  C14  C13  C12  C11     0.00   0.0  0
 TKQ  CONST_11  C13  C14  C9   C10     0.00   0.0  0
 TKQ  CONST_12  C13  C12  C11  C10     0.00   0.0  0
 TKQ  CONST_13  C13  C14  C9   C8    180.00   0.0  0
 TKQ  CONST_14  C11  C10  C9   C8    180.00   0.0  0
 TKQ  CONST_15  N    C1   C6   C5    180.00   0.0  0
 TKQ  CONST_16  I    C4   C5   C6    180.00   0.0  0
 TKQ  CONST_17  N    C1   C2   C3    180.00   0.0  0
 TKQ  CONST_18  I    C4   C3   C2    180.00   0.0  0
 TKQ  CONST_19  C14  C13  C12  S     180.00   0.0  0
 TKQ  CONST_20  C10  C11  C12  S     180.00   0.0  0
 TKQ  CONST_21  H14  C13  C14  C9    180.00   0.0  0
 TKQ  CONST_22  H12  C11  C10  C9    180.00   0.0  0
 TKQ  CONST_23  H8   C5   C6   C1    180.00   0.0  0
 TKQ  CONST_24  H10  C3   C2   C1    180.00   0.0  0
 TKQ  CONST_25  H10  C3   C4   C5    180.00   0.0  0
 TKQ  CONST_26  H11  C2   C1   C6    180.00   0.0  0
 TKQ  CONST_27  H9   C6   C5   C4    180.00   0.0  0
 TKQ  CONST_28  H11  C2   C3   C4    180.00   0.0  0
 TKQ  CONST_29  H8   C5   C4   C3    180.00   0.0  0
 TKQ  CONST_30  H9   C6   C1   C2    180.00   0.0  0
 TKQ  CONST_31  H15  C14  C13  C12   180.00   0.0  0
 TKQ  CONST_32  H13  C10  C11  C12   180.00   0.0  0
 TKQ  CONST_33  H14  C13  C12  C11   180.00   0.0  0
 TKQ  CONST_34  H15  C14  C9   C10   180.00   0.0  0
 TKQ  CONST_35  H12  C11  C12  C13   180.00   0.0  0
 TKQ  CONST_36  H13  C10  C9   C14   180.00   0.0  0
 TKQ  CONST_39  H16  N    C1   C6      0.00   0.0  0
 TKQ  CONST_41  O    C    N    C1      0.00   0.0  0
 TKQ  CONST_42  C1   N    C    N1    180.00   0.0  0
 TKQ  CONST_43  O    C    N1   C7      0.00   0.0  0
 TKQ  CONST_44  N    C    N1   C7    180.00   0.0  0
 TKQ  CONST_45  H1   N1   C    O     180.00   0.0  0
 TKQ  CONST_46  H16  N    C    O     180.00   0.0  0
 TKQ  CONST_47  H16  N    C    N1      0.00   0.0  0
 TKQ  CONST_48  H1   N1   C    N       0.00   0.0  0
 TKQ  Var_01    C14  C9   C8   C7     98.73  30.0  2
 TKQ  Var_02    C10  C9   C8   C7    -78.21  30.0  2
 TKQ  Var_03    C13  C12  S    N2    124.12  30.0  3
 TKQ  Var_04    C11  C12  S    N2    -59.49  30.0  3
 TKQ  Var_05    C13  C12  S    O1   -124.41  30.0  3
 TKQ  Var_06    C11  C12  S    O1     51.98  30.0  3
 TKQ  Var_07    C13  C12  S    O2      5.40  30.0  3
 TKQ  Var_08    C11  C12  S    O2   -178.21  30.0  3
 TKQ  Var_09    H4   C8   C9   C10   160.97  30.0  1
 TKQ  Var_10    H5   C8   C9   C10    42.45  30.0  1
 TKQ  Var_11    H4   C8   C9   C14   -22.08  30.0  1
 TKQ  Var_12    H5   C8   C9   C14  -140.61  30.0  1
 TKQ  Var_13    C9   C8   C7   N1   -179.16  30.0  1
 TKQ  Var_14    H2   C7   C8   C9     60.43  30.0  3
 TKQ  Var_15    H3   C7   C8   C9    -56.75  30.0  3
 TKQ  Var_16    H6   N2   S    C12   159.21  30.0  3
 TKQ  Var_17    H7   N2   S    C12   -75.72  30.0  3
 TKQ  Var_18    C    N1   C7   C8     85.41  30.0  1
 TKQ  Var_19    H4   C8   C7   N1    -57.82  30.0  1
 TKQ  Var_20    H5   C8   C7   N1     59.55  30.0  1
 TKQ  Var_21    H1   N1   C7   C8    -84.89  30.0  1
 TKQ  Var_22    H6   N2   S    O1     45.26  30.0  3
 TKQ  Var_23    H7   N2   S    O1    170.33  30.0  3
 TKQ  Var_24    H6   N2   S    O2    -85.63  30.0  3
 TKQ  Var_25    H7   N2   S    O2     39.44  30.0  3
 TKQ  Var_26    H2   C7   N1   C    -153.09  30.0  3
 TKQ  Var_27    H3   C7   N1   C     -37.36  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
 TKQ  plan-1  C8   0.020
 TKQ  plan-1  C9   0.020
 TKQ  plan-1  C12  0.020
 TKQ  plan-1  C11  0.020
 TKQ  plan-1  C10  0.020
 TKQ  plan-1  C13  0.020
 TKQ  plan-1  C14  0.020
 TKQ  plan-1  H12  0.020
 TKQ  plan-1  H13  0.020
 TKQ  plan-1  H14  0.020
 TKQ  plan-1  H15  0.020
 TKQ  plan-1  S    0.020
 TKQ  plan-2  C1   0.020
 TKQ  plan-2  C5   0.020
 TKQ  plan-2  C6   0.020
 TKQ  plan-2  C4   0.020
 TKQ  plan-2  C3   0.020
 TKQ  plan-2  C2   0.020
 TKQ  plan-2  N    0.020
 TKQ  plan-2  I    0.020
 TKQ  plan-2  H8   0.020
 TKQ  plan-2  H9   0.020
 TKQ  plan-2  H10  0.020
 TKQ  plan-2  H11  0.020
 TKQ  plan-3  N1   0.020
 TKQ  plan-3  C7   0.020
 TKQ  plan-3  C1   0.020
 TKQ  plan-3  C    0.020
 TKQ  plan-3  O    0.020
 TKQ  plan-3  N    0.020
 TKQ  plan-3  H1   0.020
 TKQ  plan-3  H16  0.020

