# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 10:09:31 2020
#   Inital geometry file: a 108 line input string
#   Ligand name: 4-fluoranyl-3-[(4-methoxynaphthalen-1-yl)sulfonylamino]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(c2ccccc12)[S](=O)(=O)Nc3cc(ccc3F)C(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
 8JL  8JL  '4-fluoranyl-3-[(4-methoxynaphthalen-1-yl)sulfonylamino]benzoic acid'  ligand  39  26  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_8JL
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
 8JL  C4   C  CR6    0   0.391   2.7653  -1.7109  -0.2875
 8JL  C14  C  CR6    0  -0.113  -3.7584  -0.4276  -0.3257
 8JL  C5   C  CR66   0  -0.038   2.9864  -0.3077  -0.4662
 8JL  C6   C  CR66   0   0.240   2.1567   0.6288   0.2064
 8JL  C11  C  CH3    0  -0.441   3.4393  -3.9141  -0.8424
 8JL  C7   C  CR16   0  -0.272   4.0202   0.1517  -1.3115
 8JL  C8   C  CR16   0  -0.254   4.2298   1.4911  -1.4982
 8JL  C9   C  CR16   0  -0.229   3.4113   2.4212  -0.8403
 8JL  C10  C  CR16   0  -0.356   2.4052   2.0041  -0.0100
 8JL  C12  C  CR6    0   0.110  -1.7867   0.9528  -0.0591
 8JL  C13  C  CR16   0  -0.295  -2.9856   0.4487   0.4271
 8JL  N1   N  NC1    0  -0.799  -1.0091   1.8367   0.7280
 8JL  C3   C  CR16   0  -0.410   1.7528  -2.1566   0.5271
 8JL  C1   C  CR6    0  -0.319   1.1186   0.1177   1.0452
 8JL  C15  C  CR16   0  -0.275  -3.3148  -0.7856  -1.5959
 8JL  C16  C  CR16   0  -0.405  -2.1269  -0.2865  -2.1089
 8JL  C17  C  CR6    0   0.548  -1.3755   0.5679  -1.3296
 8JL  C2   C  CR16   0  -0.221   0.9330  -1.2322   1.1850
 8JL  F1   F  F      0  -0.303  -0.2250   1.0586  -1.8089
 8JL  O1   O  O2     0  -0.449   3.5918  -2.5088  -0.9592
 8JL  O2   O  OS     0  -0.653   0.6725   2.2910   2.5043
 8JL  O3   O  OS     0  -0.635  -0.8675   0.3291   2.7201
 8JL  O4   O  O      0  -0.589  -5.3831  -0.6050   1.3761
 8JL  O5   O  OC    -1  -0.591  -5.7131  -1.7327  -0.5184
 8JL  S1   S  S      0   1.350  -0.0208   1.1693   1.8933
 8JL  H1   H  HCH3   0   0.239   2.4592  -4.2417  -1.1946
 8JL  H2   H  HCH3   0   0.268   4.2086  -4.3567  -1.4686
 8JL  H3   H  HCH3   0   0.239   3.5806  -4.2483   0.1874
 8JL  H4   H  HCR6   0   0.264   4.6539  -0.5607  -1.8200
 8JL  H5   H  HCR6   0   0.264   5.0250   1.8317  -2.1477
 8JL  H6   H  HCR6   0   0.268   3.5773   3.4806  -0.9839
 8JL  H7   H  HCR6   0   0.254   1.8210   2.7574   0.4946
 8JL  H8   H  HCR6   0   0.262  -3.3235   0.7552   1.4071
 8JL  H9   H  HNC1   0   0.417  -0.5690   2.6044   0.2313
 8JL  H10  H  HCR6   0   0.295   1.5616  -3.2092   0.6764
 8JL  H11  H  HCR6   0   0.259  -3.9072  -1.4618  -2.1965
 8JL  H12  H  HCR6   0   0.279  -1.7834  -0.5605  -3.0979
 8JL  H13  H  HCR6   0   0.291   0.1408  -1.6162   1.8116
 8JL  C18  C  C      0   0.405  -5.0703  -0.9713   0.2278

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
 8JL  C8   C9   aromatic  1.403  0.020  1.403
 8JL  C8   C7   aromatic  1.368  0.020  1.368
 8JL  C9   C10  aromatic  1.369  0.020  1.369
 8JL  C7   C5   aromatic  1.412  0.020  1.412
 8JL  C10  C6   aromatic  1.414  0.020  1.414
 8JL  C5   C6   aromatic  1.420  0.020  1.420
 8JL  C5   C4   aromatic  1.432  0.020  1.432
 8JL  C6   C1   aromatic  1.429  0.020  1.429
 8JL  O1   C4   single    1.331  0.020  1.331
 8JL  O1   C11  single    1.418  0.020  1.418
 8JL  O2   S1   double    1.453  0.020  1.453
 8JL  C4   C3   aromatic  1.374  0.020  1.374
 8JL  C1   S1   single    1.767  0.020  1.767
 8JL  C1   C2   aromatic  1.370  0.020  1.370
 8JL  S1   N1   single    1.667  0.020  1.667
 8JL  S1   O3   double    1.451  0.020  1.451
 8JL  F1   C17  single    1.339  0.020  1.339
 8JL  C3   C2   aromatic  1.400  0.020  1.400
 8JL  N1   C12  single    1.416  0.020  1.416
 8JL  C17  C12  aromatic  1.390  0.020  1.390
 8JL  C17  C16  aromatic  1.379  0.020  1.379
 8JL  C12  C13  aromatic  1.388  0.020  1.388
 8JL  C16  C15  aromatic  1.387  0.020  1.387
 8JL  C13  C14  aromatic  1.390  0.020  1.390
 8JL  C15  C14  aromatic  1.392  0.020  1.392
 8JL  C14  C18  single    1.524  0.020  1.524
 8JL  C18  O4   deloc     1.245  0.020  1.245
 8JL  C18  O5   deloc     1.245  0.020  1.245
 8JL  C11  H1   single    0.970  0.020  1.090
 8JL  C11  H2   single    0.970  0.020  1.090
 8JL  C11  H3   single    0.970  0.020  1.090
 8JL  C7   H4   single    0.930  0.020  1.080
 8JL  C8   H5   single    0.930  0.020  1.080
 8JL  C9   H6   single    0.930  0.020  1.080
 8JL  C10  H7   single    0.930  0.020  1.080
 8JL  C13  H8   single    0.930  0.020  1.080
 8JL  N1   H9   single    0.890  0.020  1.040
 8JL  C3   H10  single    0.930  0.020  1.080
 8JL  C15  H11  single    0.930  0.020  1.080
 8JL  C16  H12  single    0.930  0.020  1.080
 8JL  C2   H13  single    0.930  0.020  1.080

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
 8JL  O1   C4   C3   124.23  3.000
 8JL  C3   C4   C5   120.38  3.000
 8JL  O1   C4   C5   115.39  3.000
 8JL  C18  C14  C15  120.92  3.000
 8JL  C18  C14  C13  120.45  3.000
 8JL  C15  C14  C13  118.62  3.000
 8JL  C7   C5   C6   119.77  3.000
 8JL  C6   C5   C4   119.79  3.000
 8JL  C7   C5   C4   120.44  3.000
 8JL  C1   C6   C10  124.42  3.000
 8JL  C1   C6   C5   117.81  3.000
 8JL  C10  C6   C5   117.78  3.000
 8JL  H3   C11  H2   109.11  3.000
 8JL  H3   C11  H1   109.18  3.000
 8JL  H2   C11  H1   109.12  3.000
 8JL  H3   C11  O1   111.53  3.000
 8JL  H2   C11  O1   106.27  3.000
 8JL  H1   C11  O1   111.55  3.000
 8JL  H4   C7   C8   119.42  3.000
 8JL  H4   C7   C5   119.77  3.000
 8JL  C8   C7   C5   120.81  3.000
 8JL  H5   C8   C9   120.11  3.000
 8JL  H5   C8   C7   120.18  3.000
 8JL  C9   C8   C7   119.71  3.000
 8JL  H6   C9   C10  119.43  3.000
 8JL  H6   C9   C8   119.83  3.000
 8JL  C10  C9   C8   120.73  3.000
 8JL  H7   C10  C9   117.96  3.000
 8JL  H7   C10  C6   120.83  3.000
 8JL  C9   C10  C6   121.20  3.000
 8JL  C17  C12  N1   121.23  3.000
 8JL  C17  C12  C13  118.36  3.000
 8JL  N1   C12  C13  120.41  3.000
 8JL  H8   C13  C12  118.98  3.000
 8JL  H8   C13  C14  119.73  3.000
 8JL  C12  C13  C14  121.29  3.000
 8JL  H9   N1   S1   112.82  3.000
 8JL  H9   N1   C12  116.00  3.000
 8JL  S1   N1   C12  117.65  3.000
 8JL  H10  C3   C2   118.35  3.000
 8JL  H10  C3   C4   121.91  3.000
 8JL  C2   C3   C4   119.74  3.000
 8JL  S1   C1   C2   116.74  3.000
 8JL  C2   C1   C6   120.72  3.000
 8JL  S1   C1   C6   122.49  3.000
 8JL  H11  C15  C16  119.27  3.000
 8JL  H11  C15  C14  119.55  3.000
 8JL  C16  C15  C14  121.19  3.000
 8JL  H12  C16  C17  120.02  3.000
 8JL  H12  C16  C15  121.25  3.000
 8JL  C17  C16  C15  118.73  3.000
 8JL  F1   C17  C16  119.52  3.000
 8JL  C16  C17  C12  121.80  3.000
 8JL  F1   C17  C12  118.67  3.000
 8JL  H13  C2   C1   120.58  3.000
 8JL  H13  C2   C3   117.86  3.000
 8JL  C1   C2   C3   121.56  3.000
 8JL  C11  O1   C4   119.06  3.000
 8JL  O3   S1   O2   119.05  3.000
 8JL  O3   S1   C1   107.76  3.000
 8JL  O2   S1   C1   110.69  3.000
 8JL  O3   S1   N1   106.50  3.000
 8JL  C1   S1   N1   106.56  3.000
 8JL  O2   S1   N1   105.52  3.000
 8JL  O5   C18  O4   127.08  3.000
 8JL  O5   C18  C14  116.42  3.000
 8JL  O4   C18  C14  116.50  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
 8JL  CONST_01  C8   C7   C5   C4   180.00   0.0  0
 8JL  CONST_02  C10  C6   C5   C4   180.00   0.0  0
 8JL  CONST_03  C1   C6   C5   C4     0.00   0.0  0
 8JL  CONST_04  C1   C2   C3   C4     0.00   0.0  0
 8JL  CONST_05  C17  C12  C13  C14    0.00   0.0  0
 8JL  CONST_06  C17  C16  C15  C14    0.00   0.0  0
 8JL  CONST_07  C9   C8   C7   C5     0.00   0.0  0
 8JL  CONST_08  C9   C10  C6   C5     0.00   0.0  0
 8JL  CONST_09  C2   C1   C6   C5     0.00   0.0  0
 8JL  CONST_10  C2   C3   C4   C5     0.00   0.0  0
 8JL  CONST_11  C8   C9   C10  C6     0.00   0.0  0
 8JL  CONST_12  C8   C7   C5   C6     0.00   0.0  0
 8JL  CONST_13  C3   C4   C5   C6     0.00   0.0  0
 8JL  CONST_14  C3   C2   C1   C6     0.00   0.0  0
 8JL  CONST_15  C10  C9   C8   C7     0.00   0.0  0
 8JL  CONST_16  C10  C6   C5   C7     0.00   0.0  0
 8JL  CONST_17  C1   C6   C5   C7   180.00   0.0  0
 8JL  CONST_18  C3   C4   C5   C7   180.00   0.0  0
 8JL  CONST_19  C1   C6   C10  C9   180.00   0.0  0
 8JL  CONST_20  C2   C1   C6   C10  180.00   0.0  0
 8JL  CONST_21  C15  C16  C17  C12    0.00   0.0  0
 8JL  CONST_22  C15  C14  C13  C12    0.00   0.0  0
 8JL  CONST_23  C16  C17  C12  C13    0.00   0.0  0
 8JL  CONST_24  C16  C15  C14  C13    0.00   0.0  0
 8JL  CONST_25  N1   C12  C13  C14  180.00   0.0  0
 8JL  CONST_26  S1   C1   C6   C5   180.00   0.0  0
 8JL  CONST_27  O1   C4   C5   C6   180.00   0.0  0
 8JL  CONST_28  O1   C4   C5   C7     0.00   0.0  0
 8JL  CONST_29  S1   C1   C6   C10    0.00   0.0  0
 8JL  CONST_30  C18  C14  C13  C12  180.00   0.0  0
 8JL  CONST_31  F1   C17  C12  C13  180.00   0.0  0
 8JL  CONST_32  C16  C17  C12  N1   180.00   0.0  0
 8JL  CONST_33  S1   C1   C2   C3   180.00   0.0  0
 8JL  CONST_34  F1   C17  C16  C15  180.00   0.0  0
 8JL  CONST_35  C18  C14  C15  C16  180.00   0.0  0
 8JL  CONST_36  O1   C4   C3   C2   180.00   0.0  0
 8JL  CONST_37  H4   C7   C5   C4     0.00   0.0  0
 8JL  CONST_38  H13  C2   C3   C4   180.00   0.0  0
 8JL  CONST_39  H12  C16  C15  C14  180.00   0.0  0
 8JL  CONST_40  H5   C8   C7   C5   180.00   0.0  0
 8JL  CONST_41  H7   C10  C6   C5   180.00   0.0  0
 8JL  CONST_42  H10  C3   C4   C5   180.00   0.0  0
 8JL  CONST_43  H6   C9   C10  C6   180.00   0.0  0
 8JL  CONST_44  H11  C15  C14  C13  180.00   0.0  0
 8JL  CONST_45  H8   C13  C14  C15  180.00   0.0  0
 8JL  Var_01    O2   S1   C1   C6   -44.20  30.0  2
 8JL  Var_02    C3   C4   O1   C11   -0.07  30.0  2
 8JL  Var_03    C1   S1   N1   C12   60.64  30.0  2
 8JL  Var_04    O4   C18  C14  C13   -1.11  30.0  2
 8JL  Var_05    H1   C11  O1   C4    61.07  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
 8JL  plan-1  C14  0.020
 8JL  plan-1  C12  0.020
 8JL  plan-1  C13  0.020
 8JL  plan-1  N1   0.020
 8JL  plan-1  C15  0.020
 8JL  plan-1  C16  0.020
 8JL  plan-1  C17  0.020
 8JL  plan-1  F1   0.020
 8JL  plan-1  H8   0.020
 8JL  plan-1  H11  0.020
 8JL  plan-1  H12  0.020
 8JL  plan-1  C18  0.020
 8JL  plan-2  C4   0.020
 8JL  plan-2  C5   0.020
 8JL  plan-2  C6   0.020
 8JL  plan-2  C7   0.020
 8JL  plan-2  C8   0.020
 8JL  plan-2  C9   0.020
 8JL  plan-2  C10  0.020
 8JL  plan-2  C3   0.020
 8JL  plan-2  C1   0.020
 8JL  plan-2  C2   0.020
 8JL  plan-2  O1   0.020
 8JL  plan-2  S1   0.020
 8JL  plan-2  H4   0.020
 8JL  plan-2  H5   0.020
 8JL  plan-2  H6   0.020
 8JL  plan-2  H7   0.020
 8JL  plan-2  H10  0.020
 8JL  plan-2  H13  0.020
 8JL  plan-3  C12  0.020
 8JL  plan-3  N1   0.020
 8JL  plan-3  S1   0.020
 8JL  plan-3  H9   0.020
 8JL  plan-4  C14  0.020
 8JL  plan-4  O4   0.020
 8JL  plan-4  O5   0.020
 8JL  plan-4  C18  0.020

