# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Mar 22 08:49:49 2020
#   Inital geometry file: a 101 line input string
#   Ligand name: {[5-(3-chloro-1-benzothiophen-2-yl)-4-phenyl-4H-1,2,4-triazol-3-yl]sulfanyl}acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)CSc1nnc(n1c2ccccc2)c3sc4ccccc4c3Cl
#
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
 1EK  1EK  '{[5-(3-chloro-1-benzothiophen-2-yl)-4-phenyl-4H-1,2,4-triazol-3-yl]sulfanyl}acetic acid'  ligand  37  26  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_1EK
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
 1EK  C01  C   CR16   0  -0.261  -6.1815   0.4798   0.5271
 1EK  C02  C   CR16   0  -0.274  -4.9741   1.0175   0.9265
 1EK  C03  C   CR56   0  -0.235  -3.8098   0.3299   0.5935
 1EK  C04  C   CR56   0   0.322  -3.8475  -0.8701  -0.1304
 1EK  C05  C   CR16   0  -0.304  -5.0806  -1.3977  -0.5273
 1EK  C06  C   CR16   0  -0.251  -6.2343  -0.7208  -0.1943
 1EK  S07  S   S2     0   0.271  -2.1905   0.8030   0.9749
 1EK  C08  C   CR5    0  -0.256  -1.5416  -0.6017   0.1710
 1EK  C09  C   CR5    0  -0.033  -2.5278  -1.3759  -0.3537
 1EK  C10  C   CR5    0   0.423  -0.1195  -0.8705   0.1688
 1EK  N11  N   NR5    0  -0.579   0.8521   0.0884   0.0821
 1EK  C12  C   CR5    0   0.272   2.0235  -0.5998   0.1346
 1EK  N13  N   N      0  -0.331   1.7803  -1.8785   0.2461
 1EK  N14  N   N      0  -0.301   0.4367  -2.0434   0.2717
 1EK  S15  S   S2     0   0.055   3.5558   0.2145   0.0406
 1EK  C16  C   CH2    0  -0.688   4.6635  -1.2173   0.1120
 1EK  C17  C   C      0   0.447   6.1060  -0.6813   0.0388
 1EK  O18  O   OC    -1  -0.599   6.9966  -1.5445   0.0571
 1EK  O19  O   O      0  -0.593   6.2283   0.5552  -0.0310
 1EK  C20  C   CR6    0   0.216   0.6981   1.4882  -0.0990
 1EK  C21  C   CR16   0  -0.237   0.9778   2.3460   0.9550
 1EK  C22  C   CR16   0  -0.256   0.8105   3.7111   0.7763
 1EK  C23  C   CR16   0  -0.237   0.3615   4.2046  -0.4415
 1EK  C24  C   CR16   0  -0.255   0.0863   3.3352  -1.4894
 1EK  C25  C   CR16   0  -0.235   0.2603   1.9699  -1.3242
 1EK  CL2  CL  CL     0  -0.098  -2.2699  -2.8180  -1.2380
 1EK  H1   H   HCR6   0   0.269  -7.1004   0.9942   0.7747
 1EK  H2   H   HCR6   0   0.277  -4.9341   1.9444   1.4833
 1EK  H3   H   HCR6   0   0.261  -5.1255  -2.3240  -1.0852
 1EK  H4   H   HCR6   0   0.267  -7.1944  -1.1208  -0.4910
 1EK  H5   H   HCH2   0   0.287   4.5001  -1.7705   1.0380
 1EK  H6   H   HCH2   0   0.286   4.4567  -1.8948  -0.7176
 1EK  H8   H   HCR6   0   0.283   1.3122   1.9498   1.9049
 1EK  H9   H   HCR6   0   0.271   1.0244   4.3881   1.5923
 1EK  H10  H   HCR6   0   0.269   0.2265   5.2697  -0.5752
 1EK  H11  H   HCR6   0   0.271  -0.2624   3.7192  -2.4384
 1EK  H12  H   HCR6   0   0.279   0.0550   1.2840  -2.1357

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
 1EK  O19  C17  deloc     1.244  0.020  1.244
 1EK  O18  C17  deloc     1.240  0.020  1.240
 1EK  C17  C16  single    1.541  0.020  1.541
 1EK  C23  C24  aromatic  1.389  0.020  1.389
 1EK  C23  C22  aromatic  1.389  0.020  1.389
 1EK  C24  C25  aromatic  1.386  0.020  1.386
 1EK  C22  C21  aromatic  1.387  0.020  1.387
 1EK  S15  C16  single    1.812  0.020  1.812
 1EK  S15  C12  single    1.738  0.020  1.738
 1EK  C25  C20  aromatic  1.387  0.020  1.387
 1EK  C21  C20  aromatic  1.387  0.020  1.387
 1EK  C20  N11  single    1.420  0.020  1.420
 1EK  C12  N11  aromatic  1.360  0.020  1.360
 1EK  C12  N13  aromatic  1.306  0.020  1.306
 1EK  N11  C10  aromatic  1.368  0.020  1.368
 1EK  N13  N14  aromatic  1.354  0.020  1.354
 1EK  C10  N14  aromatic  1.302  0.020  1.302
 1EK  C10  C08  single    1.447  0.020  1.447
 1EK  C08  C09  aromatic  1.359  0.020  1.359
 1EK  C08  S07  aromatic  1.744  0.020  1.744
 1EK  CL2  C09  single    1.711  0.020  1.711
 1EK  C09  C04  aromatic  1.431  0.020  1.431
 1EK  S07  C03  aromatic  1.730  0.020  1.730
 1EK  C04  C03  aromatic  1.402  0.020  1.402
 1EK  C04  C05  aromatic  1.399  0.020  1.399
 1EK  C03  C02  aromatic  1.393  0.020  1.393
 1EK  C05  C06  aromatic  1.378  0.020  1.378
 1EK  C02  C01  aromatic  1.381  0.020  1.381
 1EK  C06  C01  aromatic  1.402  0.020  1.402
 1EK  C01  H1   single    0.930  0.020  1.080
 1EK  C02  H2   single    0.930  0.020  1.080
 1EK  C05  H3   single    0.930  0.020  1.080
 1EK  C06  H4   single    0.930  0.020  1.080
 1EK  C16  H5   single    0.970  0.020  1.090
 1EK  C16  H6   single    0.970  0.020  1.090
 1EK  C21  H8   single    0.930  0.020  1.080
 1EK  C22  H9   single    0.930  0.020  1.080
 1EK  C23  H10  single    0.930  0.020  1.080
 1EK  C24  H11  single    0.930  0.020  1.080
 1EK  C25  H12  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
 1EK  H1   C01  C06  119.54  3.000
 1EK  H1   C01  C02  119.44  3.000
 1EK  C06  C01  C02  121.02  3.000
 1EK  H2   C02  C03  121.00  3.000
 1EK  H2   C02  C01  120.99  3.000
 1EK  C03  C02  C01  118.01  3.000
 1EK  S07  C03  C04  111.91  3.000
 1EK  C04  C03  C02  121.57  3.000
 1EK  S07  C03  C02  126.51  3.000
 1EK  C09  C04  C05  129.45  3.000
 1EK  C05  C04  C03  119.55  3.000
 1EK  C09  C04  C03  111.00  3.000
 1EK  H3   C05  C06  120.67  3.000
 1EK  H3   C05  C04  120.38  3.000
 1EK  C06  C05  C04  118.95  3.000
 1EK  H4   C06  C05  119.67  3.000
 1EK  H4   C06  C01  119.43  3.000
 1EK  C05  C06  C01  120.89  3.000
 1EK  C08  S07  C03   91.51  3.000
 1EK  C10  C08  C09  127.34  3.000
 1EK  C09  C08  S07  111.52  3.000
 1EK  C10  C08  S07  121.06  3.000
 1EK  CL2  C09  C08  124.76  3.000
 1EK  CL2  C09  C04  121.17  3.000
 1EK  C08  C09  C04  114.06  3.000
 1EK  N14  C10  N11  109.45  3.000
 1EK  N14  C10  C08  125.94  3.000
 1EK  N11  C10  C08  124.60  3.000
 1EK  C20  N11  C12  126.69  3.000
 1EK  C12  N11  C10  104.76  3.000
 1EK  C20  N11  C10  128.47  3.000
 1EK  S15  C12  N13  128.86  3.000
 1EK  N13  C12  N11  109.78  3.000
 1EK  S15  C12  N11  121.36  3.000
 1EK  N14  N13  C12  107.80  3.000
 1EK  N13  N14  C10  108.22  3.000
 1EK  C16  S15  C12   99.59  3.000
 1EK  H6   C16  H5   107.59  3.000
 1EK  H6   C16  C17  110.94  3.000
 1EK  H5   C16  C17  110.91  3.000
 1EK  H6   C16  S15  110.18  3.000
 1EK  H5   C16  S15  110.04  3.000
 1EK  C17  C16  S15  107.20  3.000
 1EK  O19  C17  O18  128.44  3.000
 1EK  O18  C17  C16  115.44  3.000
 1EK  O19  C17  C16  116.12  3.000
 1EK  C25  C20  C21  121.32  3.000
 1EK  C21  C20  N11  119.39  3.000
 1EK  C25  C20  N11  119.29  3.000
 1EK  H8   C21  C22  120.71  3.000
 1EK  H8   C21  C20  120.18  3.000
 1EK  C22  C21  C20  119.10  3.000
 1EK  H9   C22  C23  120.21  3.000
 1EK  H9   C22  C21  119.67  3.000
 1EK  C23  C22  C21  120.12  3.000
 1EK  H10  C23  C24  119.89  3.000
 1EK  H10  C23  C22  119.90  3.000
 1EK  C24  C23  C22  120.21  3.000
 1EK  H11  C24  C25  119.65  3.000
 1EK  H11  C24  C23  120.24  3.000
 1EK  C25  C24  C23  120.11  3.000
 1EK  H12  C25  C24  120.74  3.000
 1EK  H12  C25  C20  120.13  3.000
 1EK  C24  C25  C20  119.13  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
 1EK  CONST_01  S07  C03  C02  C01  180.00   0.0  0
 1EK  CONST_02  C04  C03  C02  C01    0.00   0.0  0
 1EK  CONST_03  C04  C05  C06  C01    0.00   0.0  0
 1EK  CONST_04  C08  S07  C03  C02  180.00   0.0  0
 1EK  CONST_05  C09  C04  C03  C02  180.00   0.0  0
 1EK  CONST_06  C05  C04  C03  C02    0.00   0.0  0
 1EK  CONST_07  C05  C06  C01  C02    0.00   0.0  0
 1EK  CONST_08  C10  C08  S07  C03  180.00   0.0  0
 1EK  CONST_09  C09  C08  S07  C03    0.00   0.0  0
 1EK  CONST_10  C08  C09  C04  C03    0.00   0.0  0
 1EK  CONST_11  C06  C05  C04  C03    0.00   0.0  0
 1EK  CONST_12  C06  C01  C02  C03    0.00   0.0  0
 1EK  CONST_13  C10  C08  C09  C04  180.00   0.0  0
 1EK  CONST_14  S07  C08  C09  C04    0.00   0.0  0
 1EK  CONST_15  C08  S07  C03  C04    0.00   0.0  0
 1EK  CONST_16  C08  C09  C04  C05  180.00   0.0  0
 1EK  CONST_17  S07  C03  C04  C05  180.00   0.0  0
 1EK  CONST_18  C09  C04  C05  C06  180.00   0.0  0
 1EK  CONST_21  C09  C04  C03  S07    0.00   0.0  0
 1EK  CONST_22  C20  N11  C10  C08    0.00   0.0  0
 1EK  CONST_23  C12  N11  C10  C08  180.00   0.0  0
 1EK  CONST_24  N13  N14  C10  C08  180.00   0.0  0
 1EK  CONST_29  N13  C12  N11  C10    0.00   0.0  0
 1EK  CONST_30  C12  N13  N14  C10    0.00   0.0  0
 1EK  CONST_31  C24  C25  C20  N11  180.00   0.0  0
 1EK  CONST_32  C22  C21  C20  N11  180.00   0.0  0
 1EK  CONST_33  N14  N13  C12  N11    0.00   0.0  0
 1EK  CONST_34  N13  N14  C10  N11    0.00   0.0  0
 1EK  CONST_37  N14  C10  N11  C12    0.00   0.0  0
 1EK  CONST_38  C20  N11  C12  N13  180.00   0.0  0
 1EK  CONST_39  C20  N11  C10  N14  180.00   0.0  0
 1EK  CONST_40  C23  C24  C25  C20    0.00   0.0  0
 1EK  CONST_41  C23  C22  C21  C20    0.00   0.0  0
 1EK  CONST_42  C24  C23  C22  C21    0.00   0.0  0
 1EK  CONST_43  C24  C25  C20  C21    0.00   0.0  0
 1EK  CONST_44  C25  C24  C23  C22    0.00   0.0  0
 1EK  CONST_45  C25  C20  C21  C22    0.00   0.0  0
 1EK  CONST_46  CL2  C09  C04  C03  180.00   0.0  0
 1EK  CONST_47  CL2  C09  C04  C05    0.00   0.0  0
 1EK  CONST_48  CL2  C09  C08  S07  180.00   0.0  0
 1EK  CONST_49  S15  C12  N11  C10  180.00   0.0  0
 1EK  CONST_50  CL2  C09  C08  C10    0.00   0.0  0
 1EK  CONST_51  S15  C12  N13  N14  180.00   0.0  0
 1EK  CONST_52  C20  N11  C12  S15    0.00   0.0  0
 1EK  CONST_53  H3   C05  C06  C01  180.00   0.0  0
 1EK  CONST_54  H4   C06  C01  C02  180.00   0.0  0
 1EK  CONST_55  H1   C01  C02  C03  180.00   0.0  0
 1EK  CONST_56  H2   C02  C03  C04  180.00   0.0  0
 1EK  CONST_57  H12  C25  C20  N11    0.00   0.0  0
 1EK  CONST_58  H8   C21  C20  N11    0.00   0.0  0
 1EK  CONST_59  H11  C24  C25  C20  180.00   0.0  0
 1EK  CONST_60  H9   C22  C21  C20  180.00   0.0  0
 1EK  CONST_61  H10  C23  C22  C21  180.00   0.0  0
 1EK  Var_01    C17  C16  S15  C12  179.98  30.0  3
 1EK  Var_02    O19  C17  C16  S15    0.97  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
 1EK  plan-1  C08  0.020
 1EK  plan-1  C10  0.020
 1EK  plan-1  N11  0.020
 1EK  plan-1  C12  0.020
 1EK  plan-1  N13  0.020
 1EK  plan-1  N14  0.020
 1EK  plan-1  S15  0.020
 1EK  plan-1  C20  0.020
 1EK  plan-2  N11  0.020
 1EK  plan-2  C20  0.020
 1EK  plan-2  C21  0.020
 1EK  plan-2  C22  0.020
 1EK  plan-2  C23  0.020
 1EK  plan-2  C24  0.020
 1EK  plan-2  C25  0.020
 1EK  plan-2  H8   0.020
 1EK  plan-2  H9   0.020
 1EK  plan-2  H10  0.020
 1EK  plan-2  H11  0.020
 1EK  plan-2  H12  0.020
 1EK  plan-3  C01  0.020
 1EK  plan-3  C02  0.020
 1EK  plan-3  C03  0.020
 1EK  plan-3  C04  0.020
 1EK  plan-3  C05  0.020
 1EK  plan-3  C06  0.020
 1EK  plan-3  S07  0.020
 1EK  plan-3  C08  0.020
 1EK  plan-3  C09  0.020
 1EK  plan-3  C10  0.020
 1EK  plan-3  CL2  0.020
 1EK  plan-3  H1   0.020
 1EK  plan-3  H2   0.020
 1EK  plan-3  H3   0.020
 1EK  plan-3  H4   0.020
 1EK  plan-4  C16  0.020
 1EK  plan-4  C17  0.020
 1EK  plan-4  O18  0.020
 1EK  plan-4  O19  0.020

