# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 03:32:39 2021
#   Inital geometry file: a 114 line input string
#   Ligand name: 1-[2-[(2-fluorophenyl)methylamino]ethyl]-3-(3-sulfamoylphenyl)urea
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[S](=O)(=O)c1cccc(NC(=O)NCCNCc2ccccc2F)c1
#
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
 O5N  O5N  1-[2-[(2-fluorophenyl)methylamino]ethyl]-3-(3-sulfamoylphenyl)urea  ligand  44  25  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_O5N
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
 O5N  C10  C  CR16  0  -0.245  -16.6883  36.5932  40.2026
 O5N  C12  C  C     0   0.732  -17.6146  36.8429  45.2936
 O5N  C16  C  CH2   0  -0.300  -19.4632  36.0053  47.8399
 O5N  C23  C  CR16  0  -0.406  -24.1694  37.9391  46.1902
 O5N  C24  C  CR6   0   0.515  -23.0541  38.2065  46.9592
 O5N  C22  C  CR16  0  -0.254  -24.6495  36.6373  46.1442
 O5N  C20  C  CR16  0  -0.269  -22.8864  35.9439  47.6265
 O5N  C21  C  CR16  0  -0.257  -24.0064  35.6399  46.8635
 O5N  C19  C  CR6   0  -0.116  -22.3807  37.2390  47.6913
 O5N  C18  C  CH2   0  -0.332  -21.1789  37.5978  48.5364
 O5N  C05  C  CR6   0  -0.193  -16.2350  35.4591  40.8620
 O5N  C06  C  CR16  0  -0.339  -16.2784  35.3434  42.2389
 O5N  C07  C  CR6   0   0.403  -16.7775  36.3976  43.0089
 O5N  C08  C  CR16  0  -0.290  -17.2207  37.5514  42.3590
 O5N  C09  C  CR16  0  -0.242  -17.1779  37.6328  40.9740
 O5N  C15  C  CH2   0  -0.304  -18.2366  36.9063  47.6597
 O5N  N01  N  NC2   0  -0.886  -14.1643  34.7087  39.3991
 O5N  N11  N  NH1   0  -0.790  -16.7613  36.2434  44.3896
 O5N  N14  N  NH1   0  -0.675  -17.3828  36.4817  46.5750
 O5N  N17  N  NH1   0  -0.597  -20.3804  36.4394  48.8745
 O5N  O03  O  OS    0  -0.651  -15.4794  32.9520  40.7816
 O5N  O04  O  OS    0  -0.666  -16.4230  33.9564  38.6979
 O5N  O13  O  O     0  -0.513  -18.4829  37.6369  44.9658
 O5N  S02  S  S     0   1.362  -15.6174  34.1049  39.9012
 O5N  H1   H  HCR6  0   0.281  -16.6572  36.6728  39.1248
 O5N  H2   H  HCH2  0   0.230  -20.0085  35.9472  46.8945
 O5N  H3   H  HCH2  0   0.233  -19.1256  34.9905  48.0670
 O5N  H4   H  HCR6  0   0.275  -24.6512  38.7351  45.6372
 O5N  H5   H  HCR6  0   0.264  -25.5232  36.4103  45.5478
 O5N  H6   H  HCR6  0   0.261  -22.3814  35.1672  48.1852
 O5N  H7   H  HCR6  0   0.256  -24.3747  34.6231  46.8310
 O5N  H8   H  HCH2  0   0.222  -20.6085  38.3866  48.0292
 O5N  H9   H  HCH2  0   0.265  -21.5323  38.0460  49.4690
 O5N  H10  H  HCR6  0   0.293  -15.9315  34.4410  42.7261
 O5N  H11  H  HCR6  0   0.283  -17.5924  38.3927  42.9207
 O5N  H12  H  HCR6  0   0.273  -17.5305  38.5348  40.4925
 O5N  H13  H  HCH2  0   0.248  -17.6387  36.8986  48.5725
 O5N  H14  H  HCH2  0   0.243  -18.5402  37.9390  47.4887
 O5N  H15  H  HNC2  0   0.416  -13.4728  34.7333  40.1417
 O5N  H16  H  HNC2  0   0.420  -13.8045  34.1880  38.6042
 O5N  H17  H  HNH1  0   0.410  -16.1915  35.4833  44.7294
 O5N  H18  H  HNH1  0   0.400  -16.6882  35.7817  46.7784
 O5N  H19  H  HNH1  0   0.357  -19.8878  36.5994  49.7423
 O5N  F25  F  F     0  -0.318  -22.6012  39.4755  47.0018

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
 O5N  O04  S02  double    1.456  0.020  1.456
 O5N  O03  S02  double    1.457  0.020  1.457
 O5N  S02  N01  single    1.652  0.020  1.652
 O5N  S02  C05  single    1.772  0.020  1.772
 O5N  C10  C05  aromatic  1.388  0.020  1.388
 O5N  C10  C09  aromatic  1.384  0.020  1.384
 O5N  C05  C06  aromatic  1.382  0.020  1.382
 O5N  C09  C08  aromatic  1.388  0.020  1.388
 O5N  C06  C07  aromatic  1.398  0.020  1.398
 O5N  C08  C07  aromatic  1.396  0.020  1.396
 O5N  C07  N11  single    1.389  0.020  1.389
 O5N  C23  C22  aromatic  1.388  0.020  1.388
 O5N  C23  C24  aromatic  1.381  0.020  1.381
 O5N  C22  C21  aromatic  1.388  0.020  1.388
 O5N  N11  C12  single    1.380  0.020  1.380
 O5N  F25  C24  single    1.348  0.020  1.348
 O5N  C24  C19  aromatic  1.388  0.020  1.388
 O5N  O13  C12  double    1.221  0.020  1.221
 O5N  C12  N14  single    1.351  0.020  1.351
 O5N  C21  C20  aromatic  1.389  0.020  1.389
 O5N  C19  C20  aromatic  1.392  0.020  1.392
 O5N  C19  C18  single    1.512  0.020  1.512
 O5N  N14  C15  single    1.444  0.020  1.444
 O5N  C18  N17  single    1.447  0.020  1.447
 O5N  C15  C16  single    1.533  0.020  1.533
 O5N  C16  N17  single    1.449  0.020  1.449
 O5N  C10  H1   single    0.930  0.020  1.080
 O5N  C16  H2   single    0.970  0.020  1.090
 O5N  C16  H3   single    0.970  0.020  1.090
 O5N  C23  H4   single    0.930  0.020  1.080
 O5N  C22  H5   single    0.930  0.020  1.080
 O5N  C20  H6   single    0.930  0.020  1.080
 O5N  C21  H7   single    0.930  0.020  1.080
 O5N  C18  H8   single    0.970  0.020  1.090
 O5N  C18  H9   single    0.970  0.020  1.090
 O5N  C06  H10  single    0.930  0.020  1.080
 O5N  C08  H11  single    0.930  0.020  1.080
 O5N  C09  H12  single    0.930  0.020  1.080
 O5N  C15  H13  single    0.970  0.020  1.090
 O5N  C15  H14  single    0.970  0.020  1.090
 O5N  N01  H15  single    0.890  0.020  1.040
 O5N  N01  H16  single    0.890  0.020  1.040
 O5N  N11  H17  single    0.860  0.020  1.020
 O5N  N14  H18  single    0.860  0.020  1.020
 O5N  N17  H19  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
 O5N  H1   C10  C09  120.70  3.000
 O5N  H1   C10  C05  121.63  3.000
 O5N  C09  C10  C05  117.67  3.000
 O5N  O13  C12  N14  123.38  3.000
 O5N  N14  C12  N11  113.51  3.000
 O5N  O13  C12  N11  123.11  3.000
 O5N  H3   C16  H2   106.52  3.000
 O5N  H3   C16  N17  108.97  3.000
 O5N  H2   C16  N17  108.52  3.000
 O5N  H3   C16  C15  108.84  3.000
 O5N  H2   C16  C15  109.20  3.000
 O5N  N17  C16  C15  114.49  3.000
 O5N  H4   C23  C22  121.25  3.000
 O5N  H4   C23  C24  120.11  3.000
 O5N  C22  C23  C24  118.65  3.000
 O5N  F25  C24  C19  118.46  3.000
 O5N  C19  C24  C23  123.42  3.000
 O5N  F25  C24  C23  118.12  3.000
 O5N  H5   C22  C21  120.61  3.000
 O5N  H5   C22  C23  119.62  3.000
 O5N  C21  C22  C23  119.77  3.000
 O5N  H6   C20  C19  118.31  3.000
 O5N  H6   C20  C21  120.20  3.000
 O5N  C19  C20  C21  121.48  3.000
 O5N  H7   C21  C20  119.78  3.000
 O5N  H7   C21  C22  120.14  3.000
 O5N  C20  C21  C22  120.08  3.000
 O5N  C18  C19  C20  122.38  3.000
 O5N  C18  C19  C24  121.00  3.000
 O5N  C20  C19  C24  116.61  3.000
 O5N  H9   C18  H8   105.51  3.000
 O5N  H9   C18  N17  107.90  3.000
 O5N  H8   C18  N17  113.37  3.000
 O5N  H9   C18  C19  108.48  3.000
 O5N  H8   C18  C19  108.98  3.000
 O5N  N17  C18  C19  112.28  3.000
 O5N  S02  C05  C06  119.15  3.000
 O5N  C06  C05  C10  122.09  3.000
 O5N  S02  C05  C10  118.74  3.000
 O5N  H10  C06  C07  119.69  3.000
 O5N  H10  C06  C05  120.53  3.000
 O5N  C07  C06  C05  119.79  3.000
 O5N  N11  C07  C08  123.91  3.000
 O5N  N11  C07  C06  117.36  3.000
 O5N  C08  C07  C06  118.70  3.000
 O5N  H11  C08  C09  119.01  3.000
 O5N  H11  C08  C07  120.79  3.000
 O5N  C09  C08  C07  120.20  3.000
 O5N  H12  C09  C08  118.89  3.000
 O5N  H12  C09  C10  119.57  3.000
 O5N  C08  C09  C10  121.54  3.000
 O5N  H14  C15  H13  106.89  3.000
 O5N  H14  C15  N14  108.99  3.000
 O5N  H13  C15  N14  107.59  3.000
 O5N  H14  C15  C16  110.64  3.000
 O5N  H13  C15  C16  109.63  3.000
 O5N  N14  C15  C16  112.87  3.000
 O5N  H16  N01  H15  110.10  3.000
 O5N  H16  N01  S02  111.22  3.000
 O5N  H15  N01  S02  112.69  3.000
 O5N  H17  N11  C07  115.14  3.000
 O5N  H17  N11  C12  117.12  3.000
 O5N  C07  N11  C12  126.54  3.000
 O5N  H18  N14  C15  117.43  3.000
 O5N  H18  N14  C12  119.71  3.000
 O5N  C15  N14  C12  122.15  3.000
 O5N  H19  N17  C18  110.05  3.000
 O5N  H19  N17  C16  110.60  3.000
 O5N  C18  N17  C16  114.98  3.000
 O5N  O04  S02  O03  118.11  3.000
 O5N  O03  S02  N01  112.93  3.000
 O5N  O04  S02  N01  105.84  3.000
 O5N  N01  S02  C05  101.07  3.000
 O5N  O03  S02  C05  108.07  3.000
 O5N  O04  S02  C05  109.47  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
 O5N  CONST_01  C07  C06  C05  C10     0.00   0.0  0
 O5N  CONST_02  C07  C08  C09  C10     0.00   0.0  0
 O5N  CONST_03  C20  C21  C22  C23     0.00   0.0  0
 O5N  CONST_04  C20  C19  C24  C23     0.00   0.0  0
 O5N  CONST_05  C21  C22  C23  C24     0.00   0.0  0
 O5N  CONST_06  C21  C20  C19  C24     0.00   0.0  0
 O5N  CONST_07  C19  C24  C23  C22     0.00   0.0  0
 O5N  CONST_08  C19  C20  C21  C22     0.00   0.0  0
 O5N  CONST_09  C08  C09  C10  C05     0.00   0.0  0
 O5N  CONST_10  C08  C07  C06  C05     0.00   0.0  0
 O5N  CONST_11  C09  C10  C05  C06     0.00   0.0  0
 O5N  CONST_12  C09  C08  C07  C06     0.00   0.0  0
 O5N  CONST_13  C18  C19  C24  C23   180.00   0.0  0
 O5N  CONST_14  F25  C24  C23  C22   180.00   0.0  0
 O5N  CONST_15  F25  C24  C19  C20   180.00   0.0  0
 O5N  CONST_16  C18  C19  C20  C21   180.00   0.0  0
 O5N  CONST_17  N11  C07  C06  C05   180.00   0.0  0
 O5N  CONST_18  S02  C05  C06  C07   180.00   0.0  0
 O5N  CONST_19  S02  C05  C10  C09   180.00   0.0  0
 O5N  CONST_20  N11  C07  C08  C09   180.00   0.0  0
 O5N  CONST_21  H10  C06  C05  C10   180.00   0.0  0
 O5N  CONST_22  H11  C08  C09  C10   180.00   0.0  0
 O5N  CONST_23  H7   C21  C22  C23   180.00   0.0  0
 O5N  CONST_24  H5   C22  C23  C24   180.00   0.0  0
 O5N  CONST_25  H6   C20  C19  C24   180.00   0.0  0
 O5N  CONST_26  H4   C23  C22  C21   180.00   0.0  0
 O5N  CONST_27  H12  C09  C10  C05   180.00   0.0  0
 O5N  CONST_28  H1   C10  C05  C06   180.00   0.0  0
 O5N  CONST_31  H17  N11  C07  C06     0.00   0.0  0
 O5N  CONST_32  O13  C12  N11  C07     0.00   0.0  0
 O5N  CONST_33  N14  C12  N11  C07   180.00   0.0  0
 O5N  CONST_34  O13  C12  N14  C15     0.00   0.0  0
 O5N  CONST_35  N11  C12  N14  C15   180.00   0.0  0
 O5N  CONST_36  H18  N14  C12  O13   180.00   0.0  0
 O5N  Var_01    O04  S02  C05  C10   -38.12  30.0  2
 O5N  Var_02    N17  C18  C19  C24  -161.91  30.0  2
 O5N  Var_03    C19  C18  N17  C16    81.29  30.0  2
 O5N  Var_04    H15  N01  S02  C05    73.84  30.0  3
 O5N  Var_05    C16  C15  N14  C12    84.45  30.0  3
 O5N  Var_06    C15  C16  N17  C18    73.70  30.0  1
 O5N  Var_07    N17  C16  C15  N14  -176.97  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
 O5N  plan-1  C10  0.020
 O5N  plan-1  C05  0.020
 O5N  plan-1  C06  0.020
 O5N  plan-1  C07  0.020
 O5N  plan-1  C08  0.020
 O5N  plan-1  C09  0.020
 O5N  plan-1  N11  0.020
 O5N  plan-1  S02  0.020
 O5N  plan-1  H1   0.020
 O5N  plan-1  H10  0.020
 O5N  plan-1  H11  0.020
 O5N  plan-1  H12  0.020
 O5N  plan-2  C23  0.020
 O5N  plan-2  C24  0.020
 O5N  plan-2  C22  0.020
 O5N  plan-2  C20  0.020
 O5N  plan-2  C21  0.020
 O5N  plan-2  C19  0.020
 O5N  plan-2  C18  0.020
 O5N  plan-2  H4   0.020
 O5N  plan-2  H5   0.020
 O5N  plan-2  H6   0.020
 O5N  plan-2  H7   0.020
 O5N  plan-2  F25  0.020
 O5N  plan-3  C12  0.020
 O5N  plan-3  C07  0.020
 O5N  plan-3  C15  0.020
 O5N  plan-3  N11  0.020
 O5N  plan-3  N14  0.020
 O5N  plan-3  O13  0.020
 O5N  plan-3  H17  0.020
 O5N  plan-3  H18  0.020

