# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 14:04:14 2020
#   Inital geometry file: a 97 line input string
#   Ligand name: N-(3-bromo-4-fluorophenyl)-N'-hydroxy-4-{[2-(sulfamoylamino)ethyl]sulfanyl}-1,2,5-oxadiazole-3-carboximidamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[S](=O)(=O)NCCSc1nonc1/C(Nc2ccc(F)c(Br)c2)=N/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
 HQS  HQS  N-(3-bromo-4-fluorophenyl)-N'-hydroxy-4-{[2-(sulfamoylamino)ethyl]sulfanyl}-1,2,5-oxadiazole-3-carboximidamide  ligand  37  25  .  2021-08-11  2022-09-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_HQS
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
 HQS  C11  C   CH2   0  -0.574   3.3396   0.0167   0.7644
 HQS  C12  C   CH2   0  -0.290   4.4727  -0.0171  -0.2500
 HQS  C19  C   CR16  0  -0.292  -4.5631  -1.7773   0.4228
 HQS  C20  C   CR16  0  -0.403  -5.4826  -0.7601   0.2398
 HQS  C21  C   CR6   0   0.582  -5.0646   0.4556  -0.2651
 HQS  C22  C   CR6   0  -0.303  -3.7406   0.6540  -0.6155
 HQS  C05  C   CR5   0   0.128  -0.4766  -1.4467   1.3101
 HQS  C09  C   CR5   0   0.062   0.8423  -0.8934   1.3453
 HQS  C18  C   CR6   0   0.335  -3.2267  -1.5912   0.0761
 HQS  C23  C   CR16  0  -0.249  -2.8227  -0.3743  -0.4661
 HQS  N01  N   NH1   0  -0.752  -2.3278  -2.6477   0.2499
 HQS  N03  N   N     0  -0.172  -0.0697  -3.2984   0.0182
 HQS  N06  N   N     0  -0.099  -1.1803  -0.8514   2.2172
 HQS  N08  N   N     0  -0.126   0.8649   0.0067   2.2767
 HQS  N13  N   NC1   0  -0.728   5.4495   0.9992   0.1184
 HQS  N17  N   NC2   0  -0.889   6.9749   0.8869  -2.1310
 HQS  O04  O   OH1   0  -0.544  -0.5576  -4.2835  -0.7792
 HQS  O07  O   O     0  -0.203  -0.3762   0.0321   2.8034
 HQS  O15  O   OS    0  -0.663   7.6649   2.0765  -0.0637
 HQS  O16  O   OS    0  -0.667   7.4713  -0.4388  -0.1047
 HQS  S10  S   S2    0   0.111   2.1736  -1.3098   0.3235
 HQS  S14  S   S     0   1.487   6.9829   0.8711  -0.4860
 HQS  BR   BR  BR    0  -0.002  -3.2036   2.3066  -1.3233
 HQS  H1   H   HCH2  0   0.299   3.7219  -0.1468   1.7710
 HQS  H2   H   HCH2  0   0.295   2.8183   0.9740   0.7332
 HQS  H3   H   HCH2  0   0.276   4.9603  -0.9921  -0.2275
 HQS  H4   H   HCH2  0   0.262   4.0811   0.1390  -1.2597
 HQS  H5   H   HCR6  0   0.288  -4.8870  -2.7217   0.8396
 HQS  H6   H   HCR6  0   0.296  -6.5220  -0.9028   0.5041
 HQS  H7   H   HCR6  0   0.299  -1.8011  -0.2287  -0.7922
 HQS  H8   H   HNH1  0   0.416  -2.6466  -3.5592  -0.0437
 HQS  H9   H   HNC1  0   0.413   5.0986   1.9473   0.0235
 HQS  H10  H   HNC2  0   0.417   6.5629   0.0632  -2.5544
 HQS  H11  H   HNC2  0   0.416   6.5974   1.7379  -2.5324
 HQS  H12  H   HOH1  0   0.488   0.2103  -4.8263  -0.9884
 HQS  C02  C   C     0   0.382  -0.9819  -2.5111   0.4464
 HQS  F25  F   F     0  -0.296  -5.9496   1.4444  -0.4200

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
 HQS  O16  S14  double    1.449  0.020  1.449
 HQS  N17  S14  single    1.645  0.020  1.645
 HQS  S14  O15  double    1.448  0.020  1.448
 HQS  S14  N13  single    1.653  0.020  1.653
 HQS  N13  C12  single    1.457  0.020  1.457
 HQS  C12  C11  single    1.521  0.020  1.521
 HQS  C11  S10  single    1.820  0.020  1.820
 HQS  N08  O07  aromatic  1.348  0.020  1.348
 HQS  N08  C09  aromatic  1.295  0.020  1.295
 HQS  S10  C09  single    1.729  0.020  1.729
 HQS  O07  N06  aromatic  1.331  0.020  1.331
 HQS  C09  C05  aromatic  1.431  0.020  1.431
 HQS  N06  C05  aromatic  1.293  0.020  1.293
 HQS  C05  C02  single    1.461  0.020  1.461
 HQS  N03  C02  double    1.279  0.020  1.279
 HQS  N03  O04  single    1.358  0.020  1.358
 HQS  C02  N01  single    1.367  0.020  1.367
 HQS  BR   C22  single    1.876  0.020  1.876
 HQS  C23  C22  aromatic  1.386  0.020  1.386
 HQS  C23  C18  aromatic  1.392  0.020  1.392
 HQS  N01  C18  single    1.398  0.020  1.398
 HQS  C22  C21  aromatic  1.384  0.020  1.384
 HQS  C18  C19  aromatic  1.393  0.020  1.393
 HQS  C21  F25  single    1.336  0.020  1.336
 HQS  C21  C20  aromatic  1.381  0.020  1.381
 HQS  C19  C20  aromatic  1.383  0.020  1.383
 HQS  C11  H1   single    0.970  0.020  1.090
 HQS  C11  H2   single    0.970  0.020  1.090
 HQS  C12  H3   single    0.970  0.020  1.090
 HQS  C12  H4   single    0.970  0.020  1.090
 HQS  C19  H5   single    0.930  0.020  1.080
 HQS  C20  H6   single    0.930  0.020  1.080
 HQS  C23  H7   single    0.930  0.020  1.080
 HQS  N01  H8   single    0.860  0.020  1.020
 HQS  N13  H9   single    0.890  0.020  1.040
 HQS  N17  H10  single    0.890  0.020  1.040
 HQS  N17  H11  single    0.890  0.020  1.040
 HQS  O04  H12  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
 HQS  H2   C11  H1   109.03  3.000
 HQS  H2   C11  S10  109.06  3.000
 HQS  H1   C11  S10  109.83  3.000
 HQS  H2   C11  C12  110.89  3.000
 HQS  H1   C11  C12  110.59  3.000
 HQS  S10  C11  C12  107.42  3.000
 HQS  H4   C12  H3   107.86  3.000
 HQS  H4   C12  N13  111.95  3.000
 HQS  H3   C12  N13  108.59  3.000
 HQS  H4   C12  C11  110.22  3.000
 HQS  H3   C12  C11  109.83  3.000
 HQS  N13  C12  C11  108.37  3.000
 HQS  H5   C19  C18  119.98  3.000
 HQS  H5   C19  C20  119.59  3.000
 HQS  C18  C19  C20  120.43  3.000
 HQS  H6   C20  C21  119.75  3.000
 HQS  H6   C20  C19  120.61  3.000
 HQS  C21  C20  C19  119.63  3.000
 HQS  F25  C21  C22  119.89  3.000
 HQS  F25  C21  C20  119.56  3.000
 HQS  C22  C21  C20  120.55  3.000
 HQS  BR   C22  C23  120.29  3.000
 HQS  C23  C22  C21  119.99  3.000
 HQS  BR   C22  C21  119.71  3.000
 HQS  N06  C05  C09  107.84  3.000
 HQS  N06  C05  C02  124.19  3.000
 HQS  C09  C05  C02  127.96  3.000
 HQS  S10  C09  N08  125.36  3.000
 HQS  S10  C09  C05  127.02  3.000
 HQS  N08  C09  C05  107.61  3.000
 HQS  N01  C18  C23  121.49  3.000
 HQS  N01  C18  C19  119.01  3.000
 HQS  C23  C18  C19  119.48  3.000
 HQS  H7   C23  C18  120.59  3.000
 HQS  H7   C23  C22  119.53  3.000
 HQS  C18  C23  C22  119.88  3.000
 HQS  H8   N01  C18  116.31  3.000
 HQS  H8   N01  C02  116.30  3.000
 HQS  C18  N01  C02  125.13  3.000
 HQS  O04  N03  C02  112.76  3.000
 HQS  O07  N06  C05  106.61  3.000
 HQS  O07  N08  C09  106.13  3.000
 HQS  H9   N13  S14  111.02  3.000
 HQS  H9   N13  C12  113.33  3.000
 HQS  S14  N13  C12  118.38  3.000
 HQS  H11  N17  H10  111.43  3.000
 HQS  H11  N17  S14  113.94  3.000
 HQS  H10  N17  S14  114.32  3.000
 HQS  H12  O04  N03  104.47  3.000
 HQS  N08  O07  N06  111.81  3.000
 HQS  C09  S10  C11  100.06  3.000
 HQS  O16  S14  O15  121.13  3.000
 HQS  O15  S14  N17  106.61  3.000
 HQS  O16  S14  N17  105.87  3.000
 HQS  O15  S14  N13  105.41  3.000
 HQS  N17  S14  N13  111.12  3.000
 HQS  O16  S14  N13  106.64  3.000
 HQS  N03  C02  N01  126.35  3.000
 HQS  N01  C02  C05  119.88  3.000
 HQS  N03  C02  C05  113.57  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
 HQS  CONST_01  C22  C23  C18  C19     0.00   0.0  0
 HQS  CONST_02  C22  C21  C20  C19     0.00   0.0  0
 HQS  CONST_03  C23  C22  C21  C20     0.00   0.0  0
 HQS  CONST_04  C23  C18  C19  C20     0.00   0.0  0
 HQS  CONST_05  C18  C23  C22  C21     0.00   0.0  0
 HQS  CONST_06  C18  C19  C20  C21     0.00   0.0  0
 HQS  CONST_07  O07  N08  C09  C05     0.00   0.0  0
 HQS  CONST_08  N08  O07  N06  C05     0.00   0.0  0
 HQS  CONST_09  N06  O07  N08  C09     0.00   0.0  0
 HQS  CONST_10  O07  N06  C05  C09     0.00   0.0  0
 HQS  CONST_11  N08  C09  C05  N06     0.00   0.0  0
 HQS  CONST_12  F25  C21  C20  C19   180.00   0.0  0
 HQS  CONST_13  BR   C22  C21  C20   180.00   0.0  0
 HQS  CONST_14  N01  C18  C19  C20   180.00   0.0  0
 HQS  CONST_15  N01  C18  C23  C22   180.00   0.0  0
 HQS  CONST_16  N08  C09  C05  C02   180.00   0.0  0
 HQS  CONST_17  O07  N06  C05  C02   180.00   0.0  0
 HQS  CONST_18  BR   C22  C23  C18   180.00   0.0  0
 HQS  CONST_19  F25  C21  C22  C23   180.00   0.0  0
 HQS  CONST_20  S10  C09  C05  N06   180.00   0.0  0
 HQS  CONST_21  S10  C09  N08  O07   180.00   0.0  0
 HQS  CONST_22  H7   C23  C18  C19   180.00   0.0  0
 HQS  CONST_23  H5   C19  C20  C21   180.00   0.0  0
 HQS  CONST_24  H6   C20  C21  C22   180.00   0.0  0
 HQS  CONST_30  O04  N03  C02  C05   180.00   0.0  0
 HQS  CONST_31  O04  N03  C02  N01     0.00   0.0  0
 HQS  Var_01    N08  C09  S10  C11    -9.18  30.0  2
 HQS  Var_02    N03  C02  C05  C09    24.57  30.0  2
 HQS  Var_03    H1   C11  S10  C09    71.16  30.0  2
 HQS  Var_04    S14  N13  C12  C11   160.40  30.0  2
 HQS  Var_05    O16  S14  N13  C12   -55.77  30.0  2
 HQS  Var_06    S10  C11  C12  N13  -177.52  30.0  3
 HQS  Var_07    H10  N17  S14  N13   -68.63  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
 HQS  plan-1  C05  0.020
 HQS  plan-1  C09  0.020
 HQS  plan-1  N06  0.020
 HQS  plan-1  N08  0.020
 HQS  plan-1  O07  0.020
 HQS  plan-1  S10  0.020
 HQS  plan-1  C02  0.020
 HQS  plan-2  C19  0.020
 HQS  plan-2  C20  0.020
 HQS  plan-2  C21  0.020
 HQS  plan-2  C22  0.020
 HQS  plan-2  C18  0.020
 HQS  plan-2  C23  0.020
 HQS  plan-2  N01  0.020
 HQS  plan-2  BR   0.020
 HQS  plan-2  H5   0.020
 HQS  plan-2  H6   0.020
 HQS  plan-2  H7   0.020
 HQS  plan-2  F25  0.020
 HQS  plan-3  C05  0.020
 HQS  plan-3  C18  0.020
 HQS  plan-3  N01  0.020
 HQS  plan-3  N03  0.020
 HQS  plan-3  O04  0.020
 HQS  plan-3  H8   0.020
 HQS  plan-3  C02  0.020

