# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Jun  1 06:50:05 2020
#   Inital geometry file: a 98 line input string
#   Ligand name: 5-{[(4-chlorophenyl)sulfonyl]amino}-2-methyl-1-benzofuran-3-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1oc2ccc(N[S](=O)(=O)c3ccc(Cl)cc3)cc2c1C(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
 VWS  VWS  '5-{[(4-chlorophenyl)sulfonyl]amino}-2-methyl-1-benzofuran-3-carboxylic acid'  ligand  36  24  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_VWS
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
 VWS  CL1  CL  CL    0  -0.102   2.2247  -3.9313  -0.6773
 VWS  C5   C   CR6   0  -0.028   2.2760  -2.2180  -0.4765
 VWS  C4   C   CR16  0  -0.198   2.7211  -1.4255  -1.5253
 VWS  C3   C   CR16  0  -0.238   2.7559  -0.0509  -1.3666
 VWS  C6   C   CR16  0  -0.195   1.8732  -1.6639   0.7290
 VWS  C2   C   CR16  0  -0.218   1.9095  -0.2885   0.8869
 VWS  C1   C   CR6   0  -0.200   2.3512   0.5075  -0.1611
 VWS  S1   S   S     0   1.361   2.2960   2.2689  -0.0022
 VWS  O1   O   OS    0  -0.638   2.3234   2.5931   1.4110
 VWS  O2   O   OS    0  -0.648   3.2619   2.8549  -0.9135
 VWS  N1   N   NC1   0  -0.795   0.8007   2.7190  -0.5803
 VWS  C12  C   CR6   0   0.258  -0.3440   2.1395   0.0362
 VWS  C7   C   CR16  0  -0.266  -0.8281   2.7089   1.2198
 VWS  C8   C   CR16  0  -0.339  -1.9319   2.1754   1.8624
 VWS  C11  C   CR16  0  -0.381  -0.9463   1.0306  -0.5401
 VWS  C10  C   CR56  0   0.132  -2.0681   0.4959   0.0858
 VWS  C13  C   CR5   0  -0.220  -2.9632  -0.6095  -0.1588
 VWS  C15  C   C     0   0.459  -2.8530  -1.5023  -1.3090
 VWS  O4   O   O     0  -0.437  -2.0094  -1.3673  -2.1648
 VWS  O5   O   OH1   0  -0.598  -3.7582  -2.4718  -1.3323
 VWS  C9   C   CR56  0   0.345  -2.5197   1.0768   1.2662
 VWS  O3   O   O     0  -0.443  -3.6032   0.4047   1.7235
 VWS  C14  C   CR5   0   0.414  -3.8651  -0.6056   0.8688
 VWS  C16  C   CH3   0  -0.759  -5.0314  -1.4378   1.2347
 VWS  H1   H   HCR6  0   0.296   3.0383  -1.8707  -2.4577
 VWS  H2   H   HCR6  0   0.295   3.1028   0.5659  -2.1846
 VWS  H3   H   HCR6  0   0.295   1.5329  -2.2923   1.5401
 VWS  H4   H   HCR6  0   0.294   1.5947   0.1434   1.8265
 VWS  H5   H   HNC1  0   0.420   0.7826   2.6998  -1.5955
 VWS  H6   H   HCR6  0   0.272  -0.3386   3.5827   1.6259
 VWS  H7   H   HCR6  0   0.281  -2.3154   2.6052   2.7776
 VWS  H8   H   HCR6  0   0.269  -0.5498   0.5975  -1.4476
 VWS  H9   H   HOH1  0   0.489  -3.6334  -3.0203  -2.1213
 VWS  H10  H   HCH3  0   0.274  -4.8888  -1.8734   2.2251
 VWS  H11  H   HCH3  0   0.274  -5.9339  -0.8253   1.2744
 VWS  H12  H   HCH3  0   0.276  -5.1910  -2.2404   0.5257

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
 VWS  O1   S1   double    1.450  0.020  1.450
 VWS  O2   S1   double    1.452  0.020  1.452
 VWS  S1   C1   single    1.769  0.020  1.769
 VWS  S1   N1   single    1.665  0.020  1.665
 VWS  C1   C3   aromatic  1.389  0.020  1.389
 VWS  C1   C2   aromatic  1.388  0.020  1.388
 VWS  C3   C4   aromatic  1.384  0.020  1.384
 VWS  C2   C6   aromatic  1.385  0.020  1.385
 VWS  N1   C12  single    1.424  0.020  1.424
 VWS  C4   C5   aromatic  1.388  0.020  1.388
 VWS  C6   C5   aromatic  1.387  0.020  1.387
 VWS  C5   CL1  single    1.726  0.020  1.726
 VWS  C12  C7   aromatic  1.400  0.020  1.400
 VWS  C12  C11  aromatic  1.387  0.020  1.387
 VWS  C7   C8   aromatic  1.384  0.020  1.384
 VWS  C11  C10  aromatic  1.391  0.020  1.391
 VWS  C8   C9   aromatic  1.381  0.020  1.381
 VWS  C10  C9   aromatic  1.391  0.020  1.391
 VWS  C10  C13  aromatic  1.443  0.020  1.443
 VWS  C9   O3   aromatic  1.354  0.020  1.354
 VWS  O4   C15  double    1.209  0.020  1.209
 VWS  C13  C15  single    1.460  0.020  1.460
 VWS  C13  C14  aromatic  1.367  0.020  1.367
 VWS  O3   C14  aromatic  1.349  0.020  1.349
 VWS  C15  O5   single    1.327  0.020  1.327
 VWS  C14  C16  single    1.479  0.020  1.479
 VWS  C4   H1   single    0.930  0.020  1.080
 VWS  C3   H2   single    0.930  0.020  1.080
 VWS  C6   H3   single    0.930  0.020  1.080
 VWS  C2   H4   single    0.930  0.020  1.080
 VWS  N1   H5   single    0.890  0.020  1.040
 VWS  C7   H6   single    0.930  0.020  1.080
 VWS  C8   H7   single    0.930  0.020  1.080
 VWS  C11  H8   single    0.930  0.020  1.080
 VWS  O5   H9   single    0.850  0.020  0.980
 VWS  C16  H10  single    0.970  0.020  1.090
 VWS  C16  H11  single    0.970  0.020  1.090
 VWS  C16  H12  single    0.970  0.020  1.090

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
 VWS  C6   C5   C4   121.47  3.000
 VWS  C6   C5   CL1  119.29  3.000
 VWS  C4   C5   CL1  119.24  3.000
 VWS  H1   C4   C3   120.04  3.000
 VWS  H1   C4   C5   120.72  3.000
 VWS  C3   C4   C5   119.24  3.000
 VWS  H2   C3   C1   121.38  3.000
 VWS  H2   C3   C4   119.18  3.000
 VWS  C1   C3   C4   119.44  3.000
 VWS  H3   C6   C2   120.00  3.000
 VWS  H3   C6   C5   120.76  3.000
 VWS  C2   C6   C5   119.24  3.000
 VWS  H4   C2   C1   121.32  3.000
 VWS  H4   C2   C6   119.23  3.000
 VWS  C1   C2   C6   119.45  3.000
 VWS  S1   C1   C2   119.54  3.000
 VWS  C2   C1   C3   121.17  3.000
 VWS  S1   C1   C3   119.16  3.000
 VWS  N1   S1   O2   105.70  3.000
 VWS  N1   S1   O1   107.15  3.000
 VWS  O2   S1   O1   120.59  3.000
 VWS  N1   S1   C1   105.42  3.000
 VWS  O2   S1   C1   108.95  3.000
 VWS  O1   S1   C1   108.03  3.000
 VWS  H5   N1   C12  114.26  3.000
 VWS  H5   N1   S1   110.97  3.000
 VWS  C12  N1   S1   117.50  3.000
 VWS  C11  C12  C7   121.76  3.000
 VWS  C11  C12  N1   119.64  3.000
 VWS  C7   C12  N1   118.60  3.000
 VWS  H6   C7   C8   119.89  3.000
 VWS  H6   C7   C12  119.35  3.000
 VWS  C8   C7   C12  120.76  3.000
 VWS  H7   C8   C9   122.04  3.000
 VWS  H7   C8   C7   121.49  3.000
 VWS  C9   C8   C7   116.46  3.000
 VWS  H8   C11  C10  121.29  3.000
 VWS  H8   C11  C12  120.65  3.000
 VWS  C10  C11  C12  118.05  3.000
 VWS  C9   C10  C13  105.21  3.000
 VWS  C13  C10  C11  135.90  3.000
 VWS  C9   C10  C11  118.88  3.000
 VWS  C14  C13  C15  130.06  3.000
 VWS  C14  C13  C10  106.23  3.000
 VWS  C15  C13  C10  123.71  3.000
 VWS  O5   C15  O4   123.04  3.000
 VWS  O5   C15  C13  114.16  3.000
 VWS  O4   C15  C13  122.81  3.000
 VWS  H9   O5   C15  109.88  3.000
 VWS  O3   C9   C10  109.82  3.000
 VWS  O3   C9   C8   126.11  3.000
 VWS  C10  C9   C8   124.08  3.000
 VWS  C14  O3   C9   108.24  3.000
 VWS  C16  C14  O3   114.70  3.000
 VWS  C16  C14  C13  134.80  3.000
 VWS  O3   C14  C13  110.50  3.000
 VWS  H12  C16  H11  108.54  3.000
 VWS  H12  C16  H10  108.52  3.000
 VWS  H11  C16  H10  107.40  3.000
 VWS  H12  C16  C14  111.80  3.000
 VWS  H11  C16  C14  110.20  3.000
 VWS  H10  C16  C14  110.25  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
 VWS  CONST_01  C1   C3   C4   C5      0.00   0.0  0
 VWS  CONST_02  C1   C2   C6   C5      0.00   0.0  0
 VWS  CONST_03  C2   C1   C3   C4      0.00   0.0  0
 VWS  CONST_04  C2   C6   C5   C4      0.00   0.0  0
 VWS  CONST_05  C6   C2   C1   C3      0.00   0.0  0
 VWS  CONST_06  C6   C5   C4   C3      0.00   0.0  0
 VWS  CONST_07  C9   C8   C7   C12     0.00   0.0  0
 VWS  CONST_08  C9   C10  C11  C12     0.00   0.0  0
 VWS  CONST_09  C13  C10  C11  C12   180.00   0.0  0
 VWS  CONST_10  C10  C11  C12  C7      0.00   0.0  0
 VWS  CONST_11  C10  C9   C8   C7      0.00   0.0  0
 VWS  CONST_12  O3   C9   C8   C7    180.00   0.0  0
 VWS  CONST_13  C11  C12  C7   C8      0.00   0.0  0
 VWS  CONST_14  C11  C10  C9   C8      0.00   0.0  0
 VWS  CONST_15  C13  C10  C9   C8    180.00   0.0  0
 VWS  CONST_16  C14  O3   C9   C8    180.00   0.0  0
 VWS  CONST_17  O3   C9   C10  C11   180.00   0.0  0
 VWS  CONST_18  C14  C13  C10  C11   180.00   0.0  0
 VWS  CONST_19  C14  O3   C9   C10     0.00   0.0  0
 VWS  CONST_20  O3   C14  C13  C10     0.00   0.0  0
 VWS  CONST_21  O3   C9   C10  C13     0.00   0.0  0
 VWS  CONST_22  C9   O3   C14  C13     0.00   0.0  0
 VWS  CONST_23  C14  C13  C10  C9      0.00   0.0  0
 VWS  CONST_24  C3   C4   C5   CL1   180.00   0.0  0
 VWS  CONST_25  C2   C6   C5   CL1   180.00   0.0  0
 VWS  CONST_26  S1   C1   C3   C4    180.00   0.0  0
 VWS  CONST_27  S1   C1   C2   C6    180.00   0.0  0
 VWS  CONST_28  C8   C7   C12  N1    180.00   0.0  0
 VWS  CONST_29  C10  C11  C12  N1    180.00   0.0  0
 VWS  CONST_30  C15  C13  C10  C11     0.00   0.0  0
 VWS  CONST_31  C16  C14  C13  C10   180.00   0.0  0
 VWS  CONST_32  C9   C10  C13  C15   180.00   0.0  0
 VWS  CONST_33  O3   C14  C13  C15   180.00   0.0  0
 VWS  CONST_34  C16  C14  O3   C9    180.00   0.0  0
 VWS  CONST_35  H2   C3   C4   C5    180.00   0.0  0
 VWS  CONST_36  H4   C2   C6   C5    180.00   0.0  0
 VWS  CONST_37  H3   C6   C5   C4    180.00   0.0  0
 VWS  CONST_38  H1   C4   C5   C6    180.00   0.0  0
 VWS  CONST_39  H7   C8   C7   C12   180.00   0.0  0
 VWS  CONST_40  H8   C11  C12  C7    180.00   0.0  0
 VWS  CONST_41  H6   C7   C12  C11   180.00   0.0  0
 VWS  CONST_45  H9   O5   C15  C13   180.00   0.0  0
 VWS  Var_01    O1   S1   C1   C3   -159.83  30.0  2
 VWS  Var_02    C12  N1   S1   C1     57.13  30.0  3
 VWS  Var_03    O4   C15  C13  C10    -1.37  30.0  2
 VWS  Var_04    H10  C16  C14  C13   121.80  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
 VWS  plan-1  CL1  0.020
 VWS  plan-1  C5   0.020
 VWS  plan-1  C4   0.020
 VWS  plan-1  C3   0.020
 VWS  plan-1  C6   0.020
 VWS  plan-1  C2   0.020
 VWS  plan-1  C1   0.020
 VWS  plan-1  S1   0.020
 VWS  plan-1  H1   0.020
 VWS  plan-1  H2   0.020
 VWS  plan-1  H3   0.020
 VWS  plan-1  H4   0.020
 VWS  plan-2  N1   0.020
 VWS  plan-2  C12  0.020
 VWS  plan-2  C7   0.020
 VWS  plan-2  C8   0.020
 VWS  plan-2  C11  0.020
 VWS  plan-2  C10  0.020
 VWS  plan-2  C13  0.020
 VWS  plan-2  C15  0.020
 VWS  plan-2  C9   0.020
 VWS  plan-2  O3   0.020
 VWS  plan-2  C14  0.020
 VWS  plan-2  C16  0.020
 VWS  plan-2  H6   0.020
 VWS  plan-2  H7   0.020
 VWS  plan-2  H8   0.020
 VWS  plan-3  S1   0.020
 VWS  plan-3  N1   0.020
 VWS  plan-3  C12  0.020
 VWS  plan-3  H5   0.020
 VWS  plan-4  C13  0.020
 VWS  plan-4  C15  0.020
 VWS  plan-4  O4   0.020
 VWS  plan-4  O5   0.020
 VWS  plan-4  H9   0.020

