# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Aug  2 21:50:12 2022
#   Inital geometry file: a 119 line input string
#   Ligand name: 2-(2-chlorophenyl)sulfanyl-~{N}-[(4-cyanophenyl)methyl]-~{N}-(1~{H}-imidazol-4-ylmethyl)ethanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Clc1ccccc1SCC(=O)N(Cc2ccc(cc2)C#N)Cc3c[nH]cn3
#
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
 VFT  VFT  "2-(2-chlorophenyl)sulfanyl-~{N}-[(4-cyanophenyl)methyl]-~{N}-(1~{H}-imidazol-4-ylmethyl)ethanamide"
  ligand  44  27  .  2022-08-11  2022-08-11
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_VFT
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
 VFT  C5   C   CR16  0  -0.238  -105.9055  33.0750  -52.2197
 VFT  C4   C   CR16  0  -0.279  -104.8266  32.2081  -52.3101
 VFT  C22  C   CR16  0  -0.226  -112.5436  33.3617  -49.7831
 VFT  C24  C   CR16  0  -0.227  -110.5113  32.6692  -50.8958
 VFT  C21  C   CR16  0  -0.296  -111.7939  34.1666  -48.9438
 VFT  C25  C   CR16  0  -0.269  -109.7772  33.4730  -50.0448
 VFT  C6   C   CR16  0  -0.289  -105.8762  34.1521  -51.3470
 VFT  C3   C   CR16  0  -0.199  -103.7075  32.4272  -51.5217
 VFT  C15  C   CR15  0  -0.108  -110.7968  36.7787  -51.3886
 VFT  C17  C   CR15  0   0.108  -109.4120  35.9689  -52.8762
 VFT  C23  C   CR6   0  -0.012  -111.9002  32.6134  -50.7670
 VFT  C20  C   CR6   0   0.132  -110.4097  34.2362  -49.0654
 VFT  C7   C   CR6   0  -0.037  -104.7654  34.3797  -50.5362
 VFT  C2   C   CR6   0  -0.066  -103.6866  33.5010  -50.6479
 VFT  C14  C   CR5   0   0.184  -109.5320  36.7118  -50.8786
 VFT  C10  C   C     0   0.590  -107.3039  35.5076  -48.6920
 VFT  C19  C   CH2   0  -0.384  -109.6225  35.1066  -48.1158
 VFT  C13  C   CH2   0  -0.436  -109.0649  37.0637  -49.5059
 VFT  C9   C   CH2   0  -0.784  -106.2805  36.4075  -49.3829
 VFT  N27  N   NS    0  -0.252  -113.2894  31.1144  -52.3399
 VFT  N18  N   N     0  -0.462  -108.6779  36.2083  -51.8198
 VFT  N16  N   NR15  0  -0.565  -110.6993  36.3010  -52.6619
 VFT  N12  N   NT    0  -0.441  -108.5958  35.9072  -48.7526
 VFT  O11  O   O     0  -0.467  -106.9582  34.4991  -48.1030
 VFT  S8   S   S2    0   0.107  -104.6241  35.7143  -49.3979
 VFT  CL1  CL  CL    0  -0.119  -102.2771  33.7606  -49.6726
 VFT  H1   H   HCR6  0   0.261  -106.7824  32.9211  -52.8349
 VFT  H2   H   HCR6  0   0.265  -104.8476  31.3675  -52.9902
 VFT  H3   H   HCR6  0   0.278  -113.6199  33.3200  -49.6828
 VFT  H4   H   HCR6  0   0.277  -110.0120  32.0848  -51.6572
 VFT  H5   H   HCR6  0   0.267  -112.2974  34.7592  -48.1900
 VFT  H6   H   HCR6  0   0.272  -108.7016  33.5031  -50.1544
 VFT  H7   H   HCR6  0   0.298  -106.7301  34.8179  -51.3288
 VFT  H8   H   HCR6  0   0.280  -102.8531  31.7665  -51.5809
 VFT  H9   H   HCR5  0   0.288  -111.7294  37.1027  -50.9582
 VFT  H10  H   HCR5  0   0.281  -109.0635  35.5660  -53.8146
 VFT  H11  H   HCH2  0   0.275  -110.3066  35.7794  -47.5951
 VFT  H12  H   HCH2  0   0.290  -109.1570  34.4800  -47.3555
 VFT  H13  H   HCH2  0   0.285  -108.2785  37.8168  -49.5476
 VFT  H14  H   HCH2  0   0.283  -109.8830  37.5185  -48.9448
 VFT  H15  H   HCH2  0   0.344  -106.1804  37.3412  -48.8212
 VFT  H16  H   HCH2  0   0.317  -106.5887  36.6898  -50.3889
 VFT  H18  H   HNR5  0   0.421  -111.4539  36.2144  -53.3247
 VFT  C26  C   CSP   0   0.051  -112.6659  31.7840  -51.6390

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
 VFT  C17  N18  aromatic  1.309  0.020  1.309
 VFT  C17  N16  aromatic  1.347  0.020  1.347
 VFT  N27  C26  triple    1.153  0.020  1.153
 VFT  N18  C14  aromatic  1.367  0.020  1.367
 VFT  N16  C15  aromatic  1.364  0.020  1.364
 VFT  C4   C5   aromatic  1.387  0.020  1.387
 VFT  C4   C3   aromatic  1.386  0.020  1.386
 VFT  C5   C6   aromatic  1.387  0.020  1.387
 VFT  C26  C23  single    1.426  0.020  1.426
 VFT  C24  C23  aromatic  1.396  0.020  1.396
 VFT  C24  C25  aromatic  1.382  0.020  1.382
 VFT  C3   C2   aromatic  1.385  0.020  1.385
 VFT  C6   C7   aromatic  1.394  0.020  1.394
 VFT  C14  C15  aromatic  1.365  0.020  1.365
 VFT  C14  C13  single    1.492  0.020  1.492
 VFT  C23  C22  aromatic  1.393  0.020  1.393
 VFT  C25  C20  aromatic  1.393  0.020  1.393
 VFT  C2   C7   aromatic  1.396  0.020  1.396
 VFT  C2   CL1  single    1.734  0.020  1.734
 VFT  C7   S8   single    1.760  0.020  1.760
 VFT  C13  N12  single    1.458  0.020  1.458
 VFT  C22  C21  aromatic  1.384  0.020  1.384
 VFT  C9   S8   single    1.796  0.020  1.796
 VFT  C9   C10  single    1.528  0.020  1.528
 VFT  C20  C21  aromatic  1.391  0.020  1.391
 VFT  C20  C19  single    1.510  0.020  1.510
 VFT  N12  C10  single    1.354  0.020  1.354
 VFT  N12  C19  single    1.449  0.020  1.449
 VFT  C10  O11  double    1.218  0.020  1.218
 VFT  C5   H1   single    0.930  0.020  1.080
 VFT  C4   H2   single    0.930  0.020  1.080
 VFT  C22  H3   single    0.930  0.020  1.080
 VFT  C24  H4   single    0.930  0.020  1.080
 VFT  C21  H5   single    0.930  0.020  1.080
 VFT  C25  H6   single    0.930  0.020  1.080
 VFT  C6   H7   single    0.930  0.020  1.080
 VFT  C3   H8   single    0.930  0.020  1.080
 VFT  C15  H9   single    0.930  0.020  1.080
 VFT  C17  H10  single    0.930  0.020  1.080
 VFT  C19  H11  single    0.970  0.020  1.090
 VFT  C19  H12  single    0.970  0.020  1.090
 VFT  C13  H13  single    0.970  0.020  1.090
 VFT  C13  H14  single    0.970  0.020  1.090
 VFT  C9   H15  single    0.970  0.020  1.090
 VFT  C9   H16  single    0.970  0.020  1.090
 VFT  N16  H18  single    0.860  0.020  1.020

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
 VFT  H1   C5   C6   119.04  3.000
 VFT  H1   C5   C4   120.29  3.000
 VFT  C6   C5   C4   120.67  3.000
 VFT  H2   C4   C3   119.75  3.000
 VFT  H2   C4   C5   120.78  3.000
 VFT  C3   C4   C5   119.47  3.000
 VFT  H3   C22  C23  120.27  3.000
 VFT  H3   C22  C21  120.35  3.000
 VFT  C23  C22  C21  119.38  3.000
 VFT  H4   C24  C23  120.16  3.000
 VFT  H4   C24  C25  120.17  3.000
 VFT  C23  C24  C25  119.67  3.000
 VFT  H5   C21  C20  119.73  3.000
 VFT  H5   C21  C22  119.25  3.000
 VFT  C20  C21  C22  121.01  3.000
 VFT  H6   C25  C20  120.49  3.000
 VFT  H6   C25  C24  118.82  3.000
 VFT  C20  C25  C24  120.69  3.000
 VFT  H7   C6   C7   121.21  3.000
 VFT  H7   C6   C5   118.13  3.000
 VFT  C7   C6   C5   120.65  3.000
 VFT  H8   C3   C2   119.75  3.000
 VFT  H8   C3   C4   120.66  3.000
 VFT  C2   C3   C4   119.58  3.000
 VFT  H9   C15  N16  122.72  3.000
 VFT  H9   C15  C14  131.89  3.000
 VFT  N16  C15  C14  105.39  3.000
 VFT  H10  C17  N16  122.63  3.000
 VFT  H10  C17  N18  126.10  3.000
 VFT  N16  C17  N18  111.27  3.000
 VFT  C24  C23  C22  120.20  3.000
 VFT  C22  C23  C26  119.74  3.000
 VFT  C24  C23  C26  120.06  3.000
 VFT  C19  C20  C25  121.42  3.000
 VFT  C19  C20  C21  119.51  3.000
 VFT  C25  C20  C21  119.05  3.000
 VFT  S8   C7   C2   117.85  3.000
 VFT  S8   C7   C6   124.33  3.000
 VFT  C2   C7   C6   117.81  3.000
 VFT  CL1  C2   C7   119.28  3.000
 VFT  CL1  C2   C3   118.91  3.000
 VFT  C7   C2   C3   121.80  3.000
 VFT  N18  C14  C13  121.65  3.000
 VFT  C13  C14  C15  128.46  3.000
 VFT  N18  C14  C15  109.86  3.000
 VFT  O11  C10  N12  122.48  3.000
 VFT  O11  C10  C9   121.08  3.000
 VFT  N12  C10  C9   116.43  3.000
 VFT  H12  C19  H11  106.82  3.000
 VFT  H12  C19  N12  108.76  3.000
 VFT  H11  C19  N12  108.24  3.000
 VFT  H12  C19  C20  109.28  3.000
 VFT  H11  C19  C20  109.19  3.000
 VFT  N12  C19  C20  114.30  3.000
 VFT  H14  C13  H13  105.83  3.000
 VFT  H14  C13  N12  107.83  3.000
 VFT  H13  C13  N12  109.62  3.000
 VFT  H14  C13  C14  109.67  3.000
 VFT  H13  C13  C14  110.72  3.000
 VFT  N12  C13  C14  112.90  3.000
 VFT  H16  C9   H15  106.19  3.000
 VFT  H16  C9   S8   110.69  3.000
 VFT  H15  C9   S8   104.43  3.000
 VFT  H16  C9   C10  112.38  3.000
 VFT  H15  C9   C10  109.37  3.000
 VFT  S8   C9   C10  113.22  3.000
 VFT  C14  N18  C17  105.82  3.000
 VFT  H18  N16  C17  126.14  3.000
 VFT  H18  N16  C15  126.20  3.000
 VFT  C17  N16  C15  107.66  3.000
 VFT  C13  N12  C19  115.93  3.000
 VFT  C19  N12  C10  119.56  3.000
 VFT  C13  N12  C10  124.37  3.000
 VFT  C9   S8   C7   102.95  3.000
 VFT  N27  C26  C23  180.00  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
 VFT  CONST_01  C2   C3   C4   C5      0.00   0.0  0
 VFT  CONST_02  C2   C7   C6   C5      0.00   0.0  0
 VFT  CONST_03  C7   C6   C5   C4      0.00   0.0  0
 VFT  CONST_04  C7   C2   C3   C4      0.00   0.0  0
 VFT  CONST_05  C25  C24  C23  C22     0.00   0.0  0
 VFT  CONST_06  C25  C20  C21  C22     0.00   0.0  0
 VFT  CONST_07  C21  C22  C23  C24     0.00   0.0  0
 VFT  CONST_08  C21  C20  C25  C24     0.00   0.0  0
 VFT  CONST_09  C3   C4   C5   C6      0.00   0.0  0
 VFT  CONST_10  C3   C2   C7   C6      0.00   0.0  0
 VFT  CONST_11  N18  C17  N16  C15     0.00   0.0  0
 VFT  CONST_12  C17  N18  C14  C15     0.00   0.0  0
 VFT  CONST_13  C14  C15  N16  C17     0.00   0.0  0
 VFT  CONST_14  C20  C25  C24  C23     0.00   0.0  0
 VFT  CONST_15  C20  C21  C22  C23     0.00   0.0  0
 VFT  CONST_16  N16  C17  N18  C14     0.00   0.0  0
 VFT  CONST_17  N16  C15  C14  N18     0.00   0.0  0
 VFT  CONST_18  C25  C24  C23  C26   180.00   0.0  0
 VFT  CONST_19  C21  C22  C23  C26   180.00   0.0  0
 VFT  CONST_20  S8   C7   C6   C5    180.00   0.0  0
 VFT  CONST_21  CL1  C2   C3   C4    180.00   0.0  0
 VFT  CONST_22  C19  C20  C21  C22   180.00   0.0  0
 VFT  CONST_23  C19  C20  C25  C24   180.00   0.0  0
 VFT  CONST_24  CL1  C2   C7   C6    180.00   0.0  0
 VFT  CONST_25  S8   C7   C2   C3    180.00   0.0  0
 VFT  CONST_26  C13  C14  N18  C17   180.00   0.0  0
 VFT  CONST_27  N16  C15  C14  C13   180.00   0.0  0
 VFT  CONST_28  H8   C3   C4   C5    180.00   0.0  0
 VFT  CONST_29  H7   C6   C5   C4    180.00   0.0  0
 VFT  CONST_30  H4   C24  C23  C22   180.00   0.0  0
 VFT  CONST_31  H3   C22  C23  C24   180.00   0.0  0
 VFT  CONST_32  H6   C25  C20  C21   180.00   0.0  0
 VFT  CONST_33  H5   C21  C20  C25   180.00   0.0  0
 VFT  CONST_34  H2   C4   C5   C6    180.00   0.0  0
 VFT  CONST_35  H1   C5   C4   C3    180.00   0.0  0
 VFT  CONST_36  H10  C17  N16  C15   180.00   0.0  0
 VFT  CONST_37  H9   C15  N16  C17   180.00   0.0  0
 VFT  CONST_38  H6   C25  C24  C23   180.00   0.0  0
 VFT  CONST_39  H5   C21  C22  C23   180.00   0.0  0
 VFT  CONST_40  H4   C24  C25  C20   180.00   0.0  0
 VFT  CONST_41  H3   C22  C21  C20   180.00   0.0  0
 VFT  CONST_42  H1   C5   C6   C7    180.00   0.0  0
 VFT  CONST_43  H8   C3   C2   C7    180.00   0.0  0
 VFT  CONST_44  H2   C4   C3   C2    180.00   0.0  0
 VFT  CONST_45  H7   C6   C7   C2    180.00   0.0  0
 VFT  CONST_46  H10  C17  N18  C14   180.00   0.0  0
 VFT  CONST_47  H18  N16  C15  C14   180.00   0.0  0
 VFT  CONST_48  H18  N16  C17  N18   180.00   0.0  0
 VFT  CONST_49  H9   C15  C14  N18   180.00   0.0  0
 VFT  CONST_50  C9   C10  N12  C19   180.00   0.0  0
 VFT  CONST_51  O11  C10  N12  C19     0.00   0.0  0
 VFT  CONST_52  C9   C10  N12  C13     0.00   0.0  0
 VFT  CONST_53  O11  C10  N12  C13   180.00   0.0  0
 VFT  Var_01    N12  C19  C20  C21  -135.75  30.0  2
 VFT  Var_02    N12  C19  C20  C25    45.79  30.0  2
 VFT  Var_03    C9   S8   C7   C6      9.55  30.0  2
 VFT  Var_04    N12  C13  C14  C15   113.53  30.0  2
 VFT  Var_05    C9   S8   C7   C2   -171.36  30.0  2
 VFT  Var_06    N12  C13  C14  N18   -64.17  30.0  2
 VFT  Var_07    H11  C19  C20  C21   -14.37  30.0  2
 VFT  Var_08    H12  C19  C20  C21   102.13  30.0  2
 VFT  Var_09    H11  C19  C20  C25   167.17  30.0  2
 VFT  Var_10    H12  C19  C20  C25   -76.32  30.0  2
 VFT  Var_11    H13  C13  C14  C15  -123.14  30.0  2
 VFT  Var_12    H14  C13  C14  C15    -6.73  30.0  2
 VFT  Var_13    H13  C13  C14  N18    59.15  30.0  2
 VFT  Var_14    H14  C13  C14  N18   175.57  30.0  2
 VFT  Var_15    C13  N12  C19  C20    74.76  30.0  1
 VFT  Var_16    C10  N12  C19  C20  -101.10  30.0  1
 VFT  Var_17    C10  C9   S8   C7     70.68  30.0  1
 VFT  Var_18    C10  N12  C13  C14    93.82  30.0  3
 VFT  Var_19    C19  N12  C13  C14   -81.81  30.0  3
 VFT  Var_20    H15  C9   S8   C7   -170.43  30.0  1
 VFT  Var_21    H16  C9   S8   C7    -56.54  30.0  1
 VFT  Var_22    S8   C9   C10  N12  -174.02  30.0  2
 VFT  Var_23    S8   C9   C10  O11     7.15  30.0  2
 VFT  Var_24    H13  C13  N12  C10   -30.11  30.0  2
 VFT  Var_25    H14  C13  N12  C10  -144.87  30.0  2
 VFT  Var_26    H11  C19  N12  C10   137.00  30.0  3
 VFT  Var_27    H12  C19  N12  C10    21.31  30.0  3
 VFT  Var_28    H13  C13  N12  C19   154.26  30.0  2
 VFT  Var_29    H14  C13  N12  C19    39.50  30.0  2
 VFT  Var_30    H11  C19  N12  C13   -47.14  30.0  3
 VFT  Var_31    H12  C19  N12  C13  -162.84  30.0  3
 VFT  Var_32    H15  C9   C10  N12    69.98  30.0  2
 VFT  Var_33    H16  C9   C10  N12   -47.70  30.0  2
 VFT  Var_34    H15  C9   C10  O11  -108.85  30.0  2
 VFT  Var_35    H16  C9   C10  O11   133.47  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
 VFT  plan-1  C15  0.020
 VFT  plan-1  C17  0.020
 VFT  plan-1  C14  0.020
 VFT  plan-1  C13  0.020
 VFT  plan-1  N18  0.020
 VFT  plan-1  N16  0.020
 VFT  plan-1  H9   0.020
 VFT  plan-1  H10  0.020
 VFT  plan-1  H18  0.020
 VFT  plan-2  C5   0.020
 VFT  plan-2  C4   0.020
 VFT  plan-2  C6   0.020
 VFT  plan-2  C3   0.020
 VFT  plan-2  C7   0.020
 VFT  plan-2  C2   0.020
 VFT  plan-2  S8   0.020
 VFT  plan-2  CL1  0.020
 VFT  plan-2  H1   0.020
 VFT  plan-2  H2   0.020
 VFT  plan-2  H7   0.020
 VFT  plan-2  H8   0.020
 VFT  plan-3  C22  0.020
 VFT  plan-3  C24  0.020
 VFT  plan-3  C21  0.020
 VFT  plan-3  C25  0.020
 VFT  plan-3  C23  0.020
 VFT  plan-3  C20  0.020
 VFT  plan-3  C19  0.020
 VFT  plan-3  N27  0.020
 VFT  plan-3  H3   0.020
 VFT  plan-3  H4   0.020
 VFT  plan-3  H5   0.020
 VFT  plan-3  H6   0.020
 VFT  plan-3  C26  0.020
 VFT  plan-4  C10  0.020
 VFT  plan-4  C19  0.020
 VFT  plan-4  C13  0.020
 VFT  plan-4  C9   0.020
 VFT  plan-4  N12  0.020
 VFT  plan-4  O11  0.020

