# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr  4 22:10:13 2020
#   Inital geometry file: a 117 line input string
#   Ligand name: N-{[3'-(hydroxymethyl)biphenyl-4-yl]methyl}benzenesulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OCc1cccc(c1)c2ccc(CN[S](=O)(=O)c3ccccc3)cc2
#
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
 4VK  4VK  N-{[3'-(hydroxymethyl)biphenyl-4-yl]methyl}benzenesulfonamide  ligand  44  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 PERFECT
;

data_comp_4VK
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
 4VK  C1   C  CR16  0  -0.243  -6.0912   1.8879  -0.4662
 4VK  C2   C  CR16  0  -0.235  -5.2972   0.8381  -0.8993
 4VK  C3   C  CR6   0  -0.197  -4.8320  -0.0833   0.0323
 4VK  C7   C  CR6   0   0.085  -0.1621  -0.0284   0.3886
 4VK  C8   C  CR16  0  -0.289   0.3989   1.2339   0.5304
 4VK  C9   C  CR16  0  -0.296   1.7554   1.4373   0.3193
 4VK  C10  C  CR6   0   0.079   2.5882   0.3818  -0.0472
 4VK  C11  C  CR16  0  -0.300   2.0173  -0.8860  -0.1915
 4VK  C12  C  CR16  0  -0.258   0.6651  -1.0874   0.0219
 4VK  C13  C  CR6   0   0.111   4.0307   0.5977  -0.2783
 4VK  C14  C  CR16  0  -0.323   4.4925   1.7782  -0.8614
 4VK  C15  C  CR16  0  -0.228   5.8484   1.9744  -1.0770
 4VK  C16  C  CR16  0  -0.299   6.7627   0.9961  -0.7154
 4VK  S    S  S     0   1.372  -3.7691  -1.3933  -0.5139
 4VK  O    O  OS    0  -0.654  -4.1326  -1.7412  -1.8770
 4VK  C4   C  CR16  0  -0.232  -5.1475   0.0273   1.3799
 4VK  C5   C  CR16  0  -0.243  -5.9432   1.0841   1.7995
 4VK  C    C  CR16  0  -0.235  -6.4127   2.0118   0.8802
 4VK  N    N  NC1   0  -0.720  -2.2477  -0.7656  -0.5935
 4VK  C6   C  CH2   0  -0.357  -1.6297  -0.2508   0.6266
 4VK  C18  C  CR16  0  -0.361   4.9654  -0.3746   0.0804
 4VK  C17  C  CR6   0   0.112   6.3255  -0.1917  -0.1365
 4VK  O2   O  OH1   0  -0.667   7.7772  -0.8813   1.5937
 4VK  H1   H  HCR6  0   0.274  -6.4618   2.6088  -1.1824
 4VK  H2   H  HCR6  0   0.286  -5.0529   0.7431  -1.9491
 4VK  H3   H  HCR6  0   0.257  -0.2247   2.0728   0.8155
 4VK  H4   H  HCR6  0   0.256   2.1664   2.4297   0.4577
 4VK  H5   H  HCR6  0   0.256   2.6323  -1.7256  -0.4915
 4VK  H6   H  HCR6  0   0.256   0.2477  -2.0790  -0.1057
 4VK  H7   H  HCR6  0   0.255   3.7887   2.5416  -1.1690
 4VK  H8   H  HCR6  0   0.258   6.1912   2.8916  -1.5380
 4VK  H9   H  HCR6  0   0.254   7.8201   1.1540  -0.8910
 4VK  H10  H  HCH2  0   0.209   6.8343  -2.2182   0.3050
 4VK  H11  H  HCH2  0   0.210   8.1387  -1.2786  -0.4166
 4VK  H12  H  HCR6  0   0.286  -4.7892  -0.6979   2.0975
 4VK  H13  H  HCR6  0   0.274  -6.1980   1.1776   2.8465
 4VK  H14  H  HCR6  0   0.273  -7.0327   2.8341   1.2120
 4VK  H15  H  HNC1  0   0.414  -2.1320  -0.1548  -1.3963
 4VK  H16  H  HCH2  0   0.280  -1.7652  -0.9907   1.4163
 4VK  H17  H  HCH2  0   0.260  -2.1002   0.6794   0.9603
 4VK  H18  H  HCR6  0   0.251   4.6294  -1.2911   0.5521
 4VK  H19  H  HOH1  0   0.456   8.4387  -1.5303   1.8532
 4VK  C19  C  CH2   0  -0.231   7.3144  -1.2322   0.3047
 4VK  O1   O  OS    0  -0.653  -3.7536  -2.4159   0.5183

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
 4VK  C5   C4   aromatic  1.388  0.020  1.388
 4VK  C5   C    aromatic  1.388  0.020  1.388
 4VK  C4   C3   aromatic  1.388  0.020  1.388
 4VK  O1   S    double    1.453  0.020  1.453
 4VK  C    C1   aromatic  1.390  0.020  1.390
 4VK  C3   S    single    1.773  0.020  1.773
 4VK  C3   C2   aromatic  1.390  0.020  1.390
 4VK  S    O    double    1.453  0.020  1.453
 4VK  S    N    single    1.648  0.020  1.648
 4VK  C1   C2   aromatic  1.386  0.020  1.386
 4VK  N    C6   single    1.461  0.020  1.461
 4VK  C6   C7   single    1.503  0.020  1.503
 4VK  C7   C8   aromatic  1.389  0.020  1.389
 4VK  C7   C12  aromatic  1.393  0.020  1.393
 4VK  C8   C9   aromatic  1.388  0.020  1.388
 4VK  C12  C11  aromatic  1.384  0.020  1.384
 4VK  C9   C10  aromatic  1.394  0.020  1.394
 4VK  C11  C10  aromatic  1.398  0.020  1.398
 4VK  C10  C13  single    1.477  0.020  1.477
 4VK  C14  C13  aromatic  1.395  0.020  1.395
 4VK  C14  C15  aromatic  1.387  0.020  1.387
 4VK  C13  C18  aromatic  1.396  0.020  1.396
 4VK  C15  C16  aromatic  1.387  0.020  1.387
 4VK  C18  C17  aromatic  1.389  0.020  1.389
 4VK  C16  C17  aromatic  1.392  0.020  1.392
 4VK  C17  C19  single    1.502  0.020  1.502
 4VK  O2   C19  single    1.414  0.020  1.414
 4VK  C1   H1   single    0.930  0.020  1.080
 4VK  C2   H2   single    0.930  0.020  1.080
 4VK  C8   H3   single    0.930  0.020  1.080
 4VK  C9   H4   single    0.930  0.020  1.080
 4VK  C11  H5   single    0.930  0.020  1.080
 4VK  C12  H6   single    0.930  0.020  1.080
 4VK  C14  H7   single    0.930  0.020  1.080
 4VK  C15  H8   single    0.930  0.020  1.080
 4VK  C16  H9   single    0.930  0.020  1.080
 4VK  C19  H10  single    0.970  0.020  1.090
 4VK  C19  H11  single    0.970  0.020  1.090
 4VK  C4   H12  single    0.930  0.020  1.080
 4VK  C5   H13  single    0.930  0.020  1.080
 4VK  C    H14  single    0.930  0.020  1.080
 4VK  N    H15  single    0.890  0.020  1.040
 4VK  C6   H16  single    0.970  0.020  1.090
 4VK  C6   H17  single    0.970  0.020  1.090
 4VK  C18  H18  single    0.930  0.020  1.080
 4VK  O2   H19  single    0.850  0.020  0.980

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
 4VK  H1   C1   C    120.19  3.000
 4VK  H1   C1   C2   119.63  3.000
 4VK  C    C1   C2   120.19  3.000
 4VK  H2   C2   C3   121.09  3.000
 4VK  H2   C2   C1   119.94  3.000
 4VK  C3   C2   C1   118.97  3.000
 4VK  C4   C3   S    119.61  3.000
 4VK  S    C3   C2   118.93  3.000
 4VK  C4   C3   C2   121.43  3.000
 4VK  C6   C7   C12  120.59  3.000
 4VK  C12  C7   C8   118.56  3.000
 4VK  C6   C7   C8   120.85  3.000
 4VK  H3   C8   C9   119.29  3.000
 4VK  H3   C8   C7   119.88  3.000
 4VK  C9   C8   C7   120.83  3.000
 4VK  H4   C9   C10  120.06  3.000
 4VK  H4   C9   C8   119.06  3.000
 4VK  C10  C9   C8   120.87  3.000
 4VK  C13  C10  C11  121.03  3.000
 4VK  C13  C10  C9   120.94  3.000
 4VK  C11  C10  C9   118.03  3.000
 4VK  H5   C11  C12  118.99  3.000
 4VK  H5   C11  C10  119.98  3.000
 4VK  C12  C11  C10  121.01  3.000
 4VK  H6   C12  C11  119.44  3.000
 4VK  H6   C12  C7   119.87  3.000
 4VK  C11  C12  C7   120.68  3.000
 4VK  C18  C13  C14  118.37  3.000
 4VK  C18  C13  C10  120.81  3.000
 4VK  C14  C13  C10  120.83  3.000
 4VK  H7   C14  C15  119.44  3.000
 4VK  H7   C14  C13  120.00  3.000
 4VK  C15  C14  C13  120.55  3.000
 4VK  H8   C15  C16  120.00  3.000
 4VK  H8   C15  C14  119.72  3.000
 4VK  C16  C15  C14  120.27  3.000
 4VK  H9   C16  C17  119.90  3.000
 4VK  H9   C16  C15  119.88  3.000
 4VK  C17  C16  C15  120.22  3.000
 4VK  N    S    O    106.07  3.000
 4VK  N    S    O1   107.01  3.000
 4VK  O    S    O1   120.04  3.000
 4VK  N    S    C3   106.67  3.000
 4VK  O    S    C3   108.42  3.000
 4VK  O1   S    C3   107.91  3.000
 4VK  H12  C4   C5   120.00  3.000
 4VK  H12  C4   C3   121.02  3.000
 4VK  C5   C4   C3   118.97  3.000
 4VK  H13  C5   C    120.25  3.000
 4VK  H13  C5   C4   119.57  3.000
 4VK  C    C5   C4   120.18  3.000
 4VK  H14  C    C5   119.91  3.000
 4VK  H14  C    C1   119.83  3.000
 4VK  C5   C    C1   120.26  3.000
 4VK  H15  N    C6   113.58  3.000
 4VK  H15  N    S    111.88  3.000
 4VK  C6   N    S    118.97  3.000
 4VK  H17  C6   H16  107.60  3.000
 4VK  H17  C6   N    111.84  3.000
 4VK  H16  C6   N    108.24  3.000
 4VK  H17  C6   C7   110.01  3.000
 4VK  H16  C6   C7   109.65  3.000
 4VK  N    C6   C7   109.44  3.000
 4VK  H18  C18  C17  118.86  3.000
 4VK  H18  C18  C13  119.55  3.000
 4VK  C17  C18  C13  121.59  3.000
 4VK  C18  C17  C19  120.50  3.000
 4VK  C19  C17  C16  120.44  3.000
 4VK  C18  C17  C16  119.00  3.000
 4VK  H19  O2   C19  107.67  3.000
 4VK  H11  C19  H10  106.93  3.000
 4VK  H11  C19  O2   111.36  3.000
 4VK  H10  C19  O2   111.48  3.000
 4VK  H11  C19  C17  109.34  3.000
 4VK  H10  C19  C17  109.56  3.000
 4VK  O2   C19  C17  108.15  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
 4VK  CONST_01  C4   C5   C    C1      0.00   0.0  0
 4VK  CONST_02  C4   C3   C2   C1      0.00   0.0  0
 4VK  CONST_03  C5   C4   C3   C2      0.00   0.0  0
 4VK  CONST_04  C5   C    C1   C2      0.00   0.0  0
 4VK  CONST_05  C    C5   C4   C3      0.00   0.0  0
 4VK  CONST_06  C    C1   C2   C3      0.00   0.0  0
 4VK  CONST_07  C10  C9   C8   C7      0.00   0.0  0
 4VK  CONST_08  C10  C11  C12  C7      0.00   0.0  0
 4VK  CONST_09  C11  C12  C7   C8      0.00   0.0  0
 4VK  CONST_10  C11  C10  C9   C8      0.00   0.0  0
 4VK  CONST_11  C13  C10  C9   C8    180.00   0.0  0
 4VK  CONST_12  C12  C7   C8   C9      0.00   0.0  0
 4VK  CONST_13  C12  C11  C10  C9      0.00   0.0  0
 4VK  CONST_16  C15  C14  C13  C10   180.00   0.0  0
 4VK  CONST_17  C17  C18  C13  C10   180.00   0.0  0
 4VK  CONST_20  C13  C10  C11  C12   180.00   0.0  0
 4VK  CONST_21  C16  C15  C14  C13     0.00   0.0  0
 4VK  CONST_22  C16  C17  C18  C13     0.00   0.0  0
 4VK  CONST_23  C17  C18  C13  C14     0.00   0.0  0
 4VK  CONST_24  C17  C16  C15  C14     0.00   0.0  0
 4VK  CONST_25  C18  C13  C14  C15     0.00   0.0  0
 4VK  CONST_26  C18  C17  C16  C15     0.00   0.0  0
 4VK  CONST_27  S    C3   C2   C1    180.00   0.0  0
 4VK  CONST_28  C6   C7   C8   C9    180.00   0.0  0
 4VK  CONST_29  C6   C7   C12  C11   180.00   0.0  0
 4VK  CONST_30  C19  C17  C18  C13   180.00   0.0  0
 4VK  CONST_31  C19  C17  C16  C15   180.00   0.0  0
 4VK  CONST_32  C5   C4   C3   S     180.00   0.0  0
 4VK  CONST_33  H13  C5   C    C1    180.00   0.0  0
 4VK  CONST_34  H12  C4   C3   C2    180.00   0.0  0
 4VK  CONST_35  H14  C    C1   C2    180.00   0.0  0
 4VK  CONST_36  H1   C1   C2   C3    180.00   0.0  0
 4VK  CONST_37  H4   C9   C8   C7    180.00   0.0  0
 4VK  CONST_38  H5   C11  C12  C7    180.00   0.0  0
 4VK  CONST_39  H6   C12  C7   C8    180.00   0.0  0
 4VK  CONST_40  H3   C8   C9   C10   180.00   0.0  0
 4VK  CONST_41  H7   C14  C13  C10     0.00   0.0  0
 4VK  CONST_42  H18  C18  C13  C10     0.00   0.0  0
 4VK  CONST_43  H8   C15  C14  C13   180.00   0.0  0
 4VK  CONST_44  H9   C16  C15  C14   180.00   0.0  0
 4VK  CONST_45  H2   C2   C3   C4    180.00   0.0  0
 4VK  Var_01    O1   S    C3   C2   -163.16  30.0  2
 4VK  Var_02    N    C6   C7   C8    120.07  30.0  2
 4VK  Var_03    O2   C19  C17  C16    83.47  30.0  2
 4VK  Var_04    C6   N    S    C3     61.27  30.0  3
 4VK  Var_05    S    N    C6   C7    167.11  30.0  1

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
 4VK  plan-1  C7   0.020
 4VK  plan-1  C8   0.020
 4VK  plan-1  C9   0.020
 4VK  plan-1  C10  0.020
 4VK  plan-1  C11  0.020
 4VK  plan-1  C12  0.020
 4VK  plan-1  C13  0.020
 4VK  plan-1  C6   0.020
 4VK  plan-1  H3   0.020
 4VK  plan-1  H4   0.020
 4VK  plan-1  H5   0.020
 4VK  plan-1  H6   0.020
 4VK  plan-2  C10  0.020
 4VK  plan-2  C13  0.020
 4VK  plan-2  C14  0.020
 4VK  plan-2  C15  0.020
 4VK  plan-2  C16  0.020
 4VK  plan-2  C18  0.020
 4VK  plan-2  C17  0.020
 4VK  plan-2  H7   0.020
 4VK  plan-2  H8   0.020
 4VK  plan-2  H9   0.020
 4VK  plan-2  H18  0.020
 4VK  plan-2  C19  0.020
 4VK  plan-3  C1   0.020
 4VK  plan-3  C2   0.020
 4VK  plan-3  C3   0.020
 4VK  plan-3  S    0.020
 4VK  plan-3  C4   0.020
 4VK  plan-3  C5   0.020
 4VK  plan-3  C    0.020
 4VK  plan-3  H1   0.020
 4VK  plan-3  H2   0.020
 4VK  plan-3  H12  0.020
 4VK  plan-3  H13  0.020
 4VK  plan-3  H14  0.020

