# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr  6 17:58:37 2020
#   Inital geometry file: a 97 line input string
#   Ligand name: N-[(5R)-5-(3,4-dichlorobenzyl)-4-oxo-2-thioxo-1,3-thiazolidin-3-yl]thiophene-2-sulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Clc1ccc(C[C@H]2SC(=S)N(N[S](=O)(=O)c3sccc3)C2=O)cc1Cl
#
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
 5EE  5EE  N-[(5R)-5-(3,4-dichlorobenzyl)-4-oxo-2-thioxo-1,3-thiazolidin-3-yl]thiophene-2-sulfonamide  ligand  35  25  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_5EE
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
 5EE  S19  S   S     0   1.393   4.0560  -0.4719  -0.4328
 5EE  O20  O   OS    0  -0.625   5.4541  -0.6804  -0.1298
 5EE  O21  O   OS    0  -0.621   3.3910  -1.0988  -1.5537
 5EE  N22  N   NC1   0  -0.547   3.2672  -1.0473   0.9428
 5EE  C24  C   CR5   0  -0.447   3.7340   1.2269  -0.5577
 5EE  S3   S   S2    0   0.301   2.4194   1.7758  -1.5151
 5EE  C27  C   CR15  0  -0.437   2.7025   3.3826  -1.0208
 5EE  C29  C   CR15  0  -0.173   3.7642   3.4878  -0.1687
 5EE  C30  C   CR15  0  -0.136   4.3626   2.2378   0.1086
 5EE  C1   C   CH2   0  -0.507  -0.8788   1.0832   0.4917
 5EE  C2   C   CR6   0   0.114  -2.3673   0.9033   0.4110
 5EE  C4   C   CR16  0  -0.295  -3.1916   1.3218   1.4517
 5EE  C5   C   CR16  0  -0.198  -4.5589   1.1194   1.3959
 5EE  C6   C   CR6   0   0.023  -4.3091   0.0683  -0.7483
 5EE  C8   C   CR6   0  -0.015  -5.1233   0.4896   0.2956
 5EE  CL1  CL  CL    0  -0.093  -6.8258   0.2433   0.2384
 5EE  N1   N   NR5   0  -0.369   1.9076  -0.9644   0.9462
 5EE  C9   C   CR5   0   0.048   1.1430  -2.0625   0.5996
 5EE  C14  C   CR15  0  -0.560  -0.2422  -0.0001   1.3688
 5EE  C7   C   CR5   0   0.645   1.2541   0.1595   1.4504
 5EE  C3   C   CR16  0  -0.261  -2.9385   0.2754  -0.6883
 5EE  S1   S   S2    0   0.214  -0.5396  -1.6760   0.7244
 5EE  S2   S   S1    0  -0.157   1.6979  -3.5143   0.1431
 5EE  O1   O   O     0  -0.366   1.8335   1.1107   1.8901
 5EE  CL2  CL  CL    0  -0.093  -4.9838  -0.7121  -2.1270
 5EE  H22  H   HNC1  0   0.442   3.6977  -0.7899   1.8274
 5EE  H27  H   HCR5  0   0.319   2.0797   4.1783  -1.4005
 5EE  H29  H   HCR5  0   0.289   4.1079   4.4257   0.2411
 5EE  H30  H   HCR5  0   0.301   5.2069   2.0980   0.7682
 5EE  H11  H   HCH2  0   0.285  -0.4392   1.0543  -0.5061
 5EE  H12  H   HCH2  0   0.302  -0.6382   2.0539   0.9294
 5EE  H4   H   HCR6  0   0.273  -2.7676   1.8158   2.3170
 5EE  H5   H   HCR6  0   0.292  -5.1924   1.4526   2.2064
 5EE  H14  H   HCR5  0   0.371  -0.6405   0.0538   2.3848
 5EE  H3   H   HCR6  0   0.287  -2.3164  -0.0542  -1.5107

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
 5EE  S19  O20  double    1.446  0.020  1.446
 5EE  S19  O21  double    1.446  0.020  1.446
 5EE  S19  N22  single    1.687  0.020  1.687
 5EE  S19  C24  single    1.734  0.020  1.734
 5EE  N22  N1   single    1.362  0.020  1.362
 5EE  N22  H22  single    0.890  0.020  1.040
 5EE  C24  S3   aromatic  1.716  0.020  1.716
 5EE  C24  C30  aromatic  1.364  0.020  1.364
 5EE  S3   C27  aromatic  1.705  0.020  1.705
 5EE  C27  C29  aromatic  1.365  0.020  1.365
 5EE  C27  H27  single    0.930  0.020  1.080
 5EE  C29  C30  aromatic  1.413  0.020  1.413
 5EE  C29  H29  single    0.930  0.020  1.080
 5EE  C30  H30  single    0.930  0.020  1.080
 5EE  C1   C2   single    1.501  0.020  1.501
 5EE  C1   C14  single    1.532  0.020  1.532
 5EE  C1   H11  single    0.970  0.020  1.090
 5EE  C1   H12  single    0.970  0.020  1.090
 5EE  C2   C4   aromatic  1.392  0.020  1.392
 5EE  C2   C3   aromatic  1.389  0.020  1.389
 5EE  C4   C5   aromatic  1.383  0.020  1.383
 5EE  C4   H4   single    0.930  0.020  1.080
 5EE  C5   C8   aromatic  1.388  0.020  1.388
 5EE  C5   H5   single    0.930  0.020  1.080
 5EE  C6   C8   aromatic  1.389  0.020  1.389
 5EE  C6   C3   aromatic  1.387  0.020  1.387
 5EE  C6   CL2  single    1.722  0.020  1.722
 5EE  C8   CL1  single    1.721  0.020  1.721
 5EE  N1   C9   single    1.382  0.020  1.382
 5EE  N1   C7   single    1.394  0.020  1.394
 5EE  C9   S1   single    1.731  0.020  1.731
 5EE  C9   S2   double    1.620  0.020  1.620
 5EE  C14  C7   single    1.507  0.020  1.507
 5EE  C14  S1   single    1.820  0.020  1.820
 5EE  C14  H14  single    0.970  0.020  1.090
 5EE  C7   O1   double    1.197  0.020  1.197
 5EE  C3   H3   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
 5EE  C24  S19  N22  107.83  3.000
 5EE  C24  S19  O21  106.47  3.000
 5EE  N22  S19  O21  105.61  3.000
 5EE  C24  S19  O20  109.64  3.000
 5EE  N22  S19  O20  103.42  3.000
 5EE  O21  S19  O20  123.00  3.000
 5EE  H22  N22  N1   113.89  3.000
 5EE  H22  N22  S19  115.15  3.000
 5EE  N1   N22  S19  116.62  3.000
 5EE  C30  C24  S3   112.86  3.000
 5EE  C30  C24  S19  127.25  3.000
 5EE  S3   C24  S19  119.73  3.000
 5EE  C27  S3   C24   90.72  3.000
 5EE  H27  C27  C29  127.69  3.000
 5EE  H27  C27  S3   119.80  3.000
 5EE  C29  C27  S3   112.49  3.000
 5EE  H29  C29  C30  123.99  3.000
 5EE  H29  C29  C27  123.45  3.000
 5EE  C30  C29  C27  112.55  3.000
 5EE  H30  C30  C29  124.40  3.000
 5EE  H30  C30  C24  124.22  3.000
 5EE  C29  C30  C24  111.37  3.000
 5EE  H12  C1   H11  107.55  3.000
 5EE  H12  C1   C14  107.91  3.000
 5EE  H11  C1   C14  109.72  3.000
 5EE  H12  C1   C2   110.28  3.000
 5EE  H11  C1   C2   110.31  3.000
 5EE  C14  C1   C2   110.97  3.000
 5EE  C3   C2   C4   118.96  3.000
 5EE  C3   C2   C1   120.29  3.000
 5EE  C4   C2   C1   120.72  3.000
 5EE  H4   C4   C5   119.08  3.000
 5EE  H4   C4   C2   120.18  3.000
 5EE  C5   C4   C2   120.74  3.000
 5EE  H5   C5   C8   119.73  3.000
 5EE  H5   C5   C4   120.25  3.000
 5EE  C8   C5   C4   120.02  3.000
 5EE  CL2  C6   C3   119.30  3.000
 5EE  CL2  C6   C8   120.63  3.000
 5EE  C3   C6   C8   120.08  3.000
 5EE  CL1  C8   C6   120.75  3.000
 5EE  CL1  C8   C5   119.57  3.000
 5EE  C6   C8   C5   119.67  3.000
 5EE  C7   N1   C9   118.15  3.000
 5EE  C7   N1   N22  121.18  3.000
 5EE  C9   N1   N22  120.21  3.000
 5EE  S2   C9   S1   123.60  3.000
 5EE  S2   C9   N1   126.38  3.000
 5EE  S1   C9   N1   110.01  3.000
 5EE  H14  C14  S1   108.37  3.000
 5EE  H14  C14  C7   107.84  3.000
 5EE  S1   C14  C7   106.19  3.000
 5EE  H14  C14  C1   110.24  3.000
 5EE  S1   C14  C1   112.36  3.000
 5EE  C7   C14  C1   111.63  3.000
 5EE  O1   C7   C14  125.76  3.000
 5EE  O1   C7   N1   123.11  3.000
 5EE  C14  C7   N1   111.13  3.000
 5EE  H3   C3   C6   119.30  3.000
 5EE  H3   C3   C2   120.17  3.000
 5EE  C6   C3   C2   120.53  3.000
 5EE  C14  S1   C9    94.15  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
 5EE  CONST_01  C29  C27  S3   C24    0.00   0.0  0
 5EE  CONST_02  C27  C29  C30  C24    0.00   0.0  0
 5EE  CONST_03  C29  C30  C24  S3     0.00   0.0  0
 5EE  CONST_04  C30  C29  C27  S3     0.00   0.0  0
 5EE  CONST_05  C30  C24  S3   C27    0.00   0.0  0
 5EE  CONST_06  C8   C5   C4   C2     0.00   0.0  0
 5EE  CONST_07  C8   C6   C3   C2     0.00   0.0  0
 5EE  CONST_08  C6   C3   C2   C4     0.00   0.0  0
 5EE  CONST_09  C6   C8   C5   C4     0.00   0.0  0
 5EE  CONST_10  C3   C2   C4   C5     0.00   0.0  0
 5EE  CONST_11  C3   C6   C8   C5     0.00   0.0  0
 5EE  CONST_12  C14  C7   N1   C9     0.00   0.0  0
 5EE  CONST_13  C27  S3   C24  S19  180.00   0.0  0
 5EE  CONST_14  C29  C30  C24  S19  180.00   0.0  0
 5EE  CONST_15  C5   C4   C2   C1   180.00   0.0  0
 5EE  CONST_16  C6   C3   C2   C1   180.00   0.0  0
 5EE  CONST_17  CL2  C6   C3   C2   180.00   0.0  0
 5EE  CONST_18  CL1  C8   C5   C4   180.00   0.0  0
 5EE  CONST_19  CL2  C6   C8   C5   180.00   0.0  0
 5EE  CONST_20  C3   C6   C8   CL1  180.00   0.0  0
 5EE  CONST_21  C14  C7   N1   N22  180.00   0.0  0
 5EE  CONST_22  O1   C7   N1   C9   180.00   0.0  0
 5EE  CONST_23  H27  C27  S3   C24  180.00   0.0  0
 5EE  CONST_24  H29  C29  C30  C24  180.00   0.0  0
 5EE  CONST_25  H30  C30  C24  S3   180.00   0.0  0
 5EE  CONST_26  H5   C5   C4   C2   180.00   0.0  0
 5EE  CONST_27  H3   C3   C2   C4   180.00   0.0  0
 5EE  CONST_28  H4   C4   C5   C8   180.00   0.0  0
 5EE  CONST_29  O1   C7   N1   N22    0.00   0.0  0
 5EE  Var_01    S1   C9   N1   C7     6.56  30.0  1
 5EE  Var_02    C14  C1   C2   C4    79.07  30.0  2
 5EE  Var_03    S2   C9   S1   C14  176.40  30.0  1
 5EE  Var_04    C9   N1   N22  S19   97.42  30.0  2
 5EE  Var_05    S3   C24  S19  O20  154.32  30.0  2
 5EE  Var_06    N1   N22  S19  C24   63.32  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 5EE  chir_01  C14  C1  C7  S1  positiv

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
 5EE  plan-1  S19  0.020
 5EE  plan-1  C24  0.020
 5EE  plan-1  S3   0.020
 5EE  plan-1  C27  0.020
 5EE  plan-1  C29  0.020
 5EE  plan-1  C30  0.020
 5EE  plan-1  H27  0.020
 5EE  plan-1  H29  0.020
 5EE  plan-1  H30  0.020
 5EE  plan-2  C1   0.020
 5EE  plan-2  C2   0.020
 5EE  plan-2  C4   0.020
 5EE  plan-2  C5   0.020
 5EE  plan-2  C6   0.020
 5EE  plan-2  C8   0.020
 5EE  plan-2  CL1  0.020
 5EE  plan-2  C3   0.020
 5EE  plan-2  CL2  0.020
 5EE  plan-2  H4   0.020
 5EE  plan-2  H5   0.020
 5EE  plan-2  H3   0.020
 5EE  plan-3  N22  0.020
 5EE  plan-3  N1   0.020
 5EE  plan-3  C9   0.020
 5EE  plan-3  C14  0.020
 5EE  plan-3  C7   0.020
 5EE  plan-3  O1   0.020

