# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Aug  1 06:46:09 2021
#   Inital geometry file: a 150 line input string
#   Ligand name: [(2~{R},3~{S},4~{R},5~{S})-3,4-bis(oxidanyl)-5-[2-(5-phenyl-1,2,3,4-tetrazol-2-yl)ethyl]oxolan-2-yl]methyl ~{N}-[(2~{S})-2-azanyl-4-methyl-pentanoyl]sulfamate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)C[C@H](N)C(=O)N[S](=O)(=O)OC[C@H]1O[C@@H](CCn2nnc(n2)c3ccccc3)[C@H](O)[C@@H]1O
#
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
 OVK  OVK  '[(2~{R},3~{S},4~{R},5~{S})-3,4-bis(oxidanyl)-5-[2-(5-phenyl-1,2,3,4-tetrazol-2-yl)ethyl]oxolan-2-yl]methyl ~{N}-[(2~{S})-2-azanyl-4-methyl-pentanoyl]sulfamate'  ligand  64  34  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_OVK
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
 OVK  N    N  NH2   0  -0.798   0.1243  -0.6316  -28.6887
 OVK  CA   C  CH1   0  -0.202  -1.2297  -0.1846  -28.5101
 OVK  C    C  C     0   0.573  -2.2284  -1.1772  -27.9121
 OVK  O    O  O     0  -0.425  -3.3146  -0.8455  -27.4978
 OVK  CB   C  CH2   0  -0.428  -1.8136   0.3164  -29.8377
 OVK  CG   C  CH1   0  -0.221  -1.0088   1.4359  -30.4999
 OVK  CD1  C  CH3   0  -0.652  -1.6647   1.8187  -31.8233
 OVK  CD2  C  CH3   0  -0.667  -0.8676   2.6524  -29.5919
 OVK  C1   C  CH1   0   0.046  -7.2996  -3.4906  -29.0599
 OVK  C11  C  CR5   0   0.366  -7.7695  -5.9885  -23.7691
 OVK  C13  C  CR6   0   0.040  -7.5107  -6.6431  -22.4902
 OVK  C14  C  CR16  0  -0.284  -6.2031  -6.8864  -22.0715
 OVK  C15  C  CR16  0  -0.240  -5.9655  -7.5010  -20.8521
 OVK  C16  C  CR16  0  -0.254  -7.0274  -7.8795  -20.0402
 OVK  C17  C  CR16  0  -0.239  -8.3311  -7.6396  -20.4544
 OVK  C18  C  CR16  0  -0.282  -8.5739  -7.0250  -21.6732
 OVK  C2   C  CH1   0  -0.036  -6.5703  -2.1600  -28.8783
 OVK  C3   C  CH1   0  -0.032  -5.6184  -2.1677  -30.0820
 OVK  C4   C  CH1   0  -0.007  -5.2672  -3.6506  -30.2065
 OVK  C5   C  CH2   0  -0.219  -3.9529  -4.0550  -29.5783
 OVK  C6   C  CH2   0  -0.509  -7.9252  -4.0946  -27.8140
 OVK  C7   C  CH2   0  -0.243  -6.9045  -4.4795  -26.7563
 OVK  N10  N  N     0  -0.337  -8.9930  -5.6918  -24.2374
 OVK  N12  N  N     0  -0.270  -6.8329  -5.6039  -24.6170
 OVK  N3S  N  NC1   0  -0.830  -1.8172  -2.4920  -27.9110
 OVK  N8   N  NR5   0  -0.105  -7.5339  -5.0777  -25.5866
 OVK  N9   N  N     0  -0.065  -8.8156  -5.1169  -25.3824
 OVK  O1S  O  OS    0  -0.631  -1.9419  -4.9303  -27.5481
 OVK  O2   O  OH1   0  -0.660  -7.4945  -1.1049  -28.8931
 OVK  O2S  O  OS    0  -0.605  -3.1741  -3.4280  -25.9636
 OVK  O3   O  OH1   0  -0.669  -6.2943  -1.7826  -31.2525
 OVK  O4   O  O2    0  -0.504  -6.3316  -4.3714  -29.6043
 OVK  O5   O  OC2   0  -0.571  -4.0186  -3.7162  -28.1791
 OVK  S    S  S     0   1.640  -2.7156  -3.7429  -27.2868
 OVK  H1   H  HNH2  0   0.369   0.5594  -0.9794  -27.8465
 OVK  H2   H  HNH2  0   0.356   0.2463  -1.2946  -29.4419
 OVK  H4   H  HCH1  0   0.283  -1.2243   0.6451  -27.7964
 OVK  H5   H  HCH2  0   0.242  -2.8351   0.6660  -29.6636
 OVK  H6   H  HCH2  0   0.234  -1.8872  -0.5277  -30.5341
 OVK  H7   H  HCH1  0   0.224  -0.0068   1.0546  -30.7163
 OVK  H8   H  HCH3  0   0.227  -1.0867   2.5875  -32.3385
 OVK  H9   H  HCH3  0   0.225  -1.7438   0.9599  -32.4922
 OVK  H10  H  HCH3  0   0.214  -2.6727   2.2107  -31.6664
 OVK  H11  H  HCH3  0   0.231  -0.3024   2.4229  -28.6878
 OVK  H12  H  HCH3  0   0.230  -0.3425   3.4600  -30.1041
 OVK  H13  H  HCH3  0   0.214  -1.8461   3.0326  -29.2875
 OVK  H14  H  HCH1  0   0.239  -8.1099  -3.3324  -29.7852
 OVK  H15  H  HCR6  0   0.261  -5.3697  -6.5945  -22.6973
 OVK  H16  H  HCR6  0   0.263  -4.9476  -7.6833  -20.5339
 OVK  H17  H  HCR6  0   0.263  -6.8382  -8.3598  -19.0891
 OVK  H18  H  HCR6  0   0.262  -9.1633  -7.9312  -19.8272
 OVK  H19  H  HCR6  0   0.261  -9.5922  -6.8422  -21.9897
 OVK  H20  H  HCH1  0   0.247  -5.9813  -2.1537  -27.9563
 OVK  H21  H  HCH1  0   0.233  -4.7327  -1.5406  -29.9144
 OVK  H22  H  HCH1  0   0.270  -5.1817  -3.9162  -31.2668
 OVK  H23  H  HCH2  0   0.286  -3.7880  -5.1278  -29.6845
 OVK  H24  H  HCH2  0   0.257  -3.1337  -3.5211  -30.0674
 OVK  H25  H  HCH2  0   0.262  -8.6366  -3.3690  -27.4155
 OVK  H26  H  HCH2  0   0.267  -8.5045  -4.9743  -28.1020
 OVK  H27  H  HCH2  0   0.281  -6.1975  -5.2104  -27.1409
 OVK  H28  H  HCH2  0   0.276  -6.3406  -3.6172  -26.4009
 OVK  H29  H  HNC1  0   0.434  -0.8903  -2.7316  -28.2426
 OVK  H30  H  HOH1  0   0.465  -7.1048  -0.3439  -28.4521
 OVK  H31  H  HOH1  0   0.447  -6.8451  -1.0211  -31.0332

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
 OVK  CD1  CG   single    1.526  0.020  1.526
 OVK  O3   C3   single    1.405  0.020  1.405
 OVK  CG   CB   single    1.530  0.020  1.530
 OVK  CG   CD2  single    1.525  0.020  1.525
 OVK  C4   C3   single    1.529  0.020  1.529
 OVK  C4   O4   single    1.420  0.020  1.420
 OVK  C4   C5   single    1.512  0.020  1.512
 OVK  C3   C2   single    1.535  0.020  1.535
 OVK  CB   CA   single    1.534  0.020  1.534
 OVK  O4   C1   single    1.417  0.020  1.417
 OVK  C5   O5   single    1.441  0.020  1.441
 OVK  C1   C2   single    1.528  0.020  1.528
 OVK  C1   C6   single    1.519  0.020  1.519
 OVK  O2   C2   single    1.403  0.020  1.403
 OVK  N    CA   single    1.437  0.020  1.437
 OVK  CA   C    single    1.530  0.020  1.530
 OVK  C6   C7   single    1.519  0.020  1.519
 OVK  O5   S    single    1.580  0.020  1.580
 OVK  C    N3S  single    1.378  0.020  1.378
 OVK  C    O    double    1.209  0.020  1.209
 OVK  N3S  S    single    1.662  0.020  1.662
 OVK  C7   N8   single    1.457  0.020  1.457
 OVK  O1S  S    double    1.441  0.020  1.441
 OVK  S    O2S  double    1.435  0.020  1.435
 OVK  N8   N9   aromatic  1.298  0.020  1.298
 OVK  N8   N12  aromatic  1.307  0.020  1.307
 OVK  N9   N10  aromatic  1.293  0.020  1.293
 OVK  N12  C11  aromatic  1.321  0.020  1.321
 OVK  N10  C11  aromatic  1.343  0.020  1.343
 OVK  C11  C13  single    1.460  0.020  1.460
 OVK  C13  C14  aromatic  1.394  0.020  1.394
 OVK  C13  C18  aromatic  1.394  0.020  1.394
 OVK  C14  C15  aromatic  1.386  0.020  1.386
 OVK  C18  C17  aromatic  1.386  0.020  1.386
 OVK  C15  C16  aromatic  1.389  0.020  1.389
 OVK  C17  C16  aromatic  1.389  0.020  1.389
 OVK  N    H1   single    0.890  0.020  1.040
 OVK  N    H2   single    0.890  0.020  1.040
 OVK  CA   H4   single    0.970  0.020  1.090
 OVK  CB   H5   single    0.970  0.020  1.090
 OVK  CB   H6   single    0.970  0.020  1.090
 OVK  CG   H7   single    0.970  0.020  1.090
 OVK  CD1  H8   single    0.970  0.020  1.090
 OVK  CD1  H9   single    0.970  0.020  1.090
 OVK  CD1  H10  single    0.970  0.020  1.090
 OVK  CD2  H11  single    0.970  0.020  1.090
 OVK  CD2  H12  single    0.970  0.020  1.090
 OVK  CD2  H13  single    0.970  0.020  1.090
 OVK  C1   H14  single    0.970  0.020  1.090
 OVK  C14  H15  single    0.930  0.020  1.080
 OVK  C15  H16  single    0.930  0.020  1.080
 OVK  C16  H17  single    0.930  0.020  1.080
 OVK  C17  H18  single    0.930  0.020  1.080
 OVK  C18  H19  single    0.930  0.020  1.080
 OVK  C2   H20  single    0.970  0.020  1.090
 OVK  C3   H21  single    0.970  0.020  1.090
 OVK  C4   H22  single    0.970  0.020  1.090
 OVK  C5   H23  single    0.970  0.020  1.090
 OVK  C5   H24  single    0.970  0.020  1.090
 OVK  C6   H25  single    0.970  0.020  1.090
 OVK  C6   H26  single    0.970  0.020  1.090
 OVK  C7   H27  single    0.970  0.020  1.090
 OVK  C7   H28  single    0.970  0.020  1.090
 OVK  N3S  H29  single    0.860  0.020  1.020
 OVK  O2   H30  single    0.850  0.020  0.980
 OVK  O3   H31  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
 OVK  H2   N    H1   110.10  3.000
 OVK  H2   N    CA   114.23  3.000
 OVK  H1   N    CA   114.17  3.000
 OVK  H4   CA   CB   108.57  3.000
 OVK  H4   CA   C    103.90  3.000
 OVK  CB   CA   C    107.56  3.000
 OVK  H4   CA   N    108.19  3.000
 OVK  C    CA   N    117.51  3.000
 OVK  CB   CA   N    110.64  3.000
 OVK  N3S  C    O    121.99  3.000
 OVK  O    C    CA   122.86  3.000
 OVK  N3S  C    CA   115.13  3.000
 OVK  H6   CB   H5   106.52  3.000
 OVK  H6   CB   CG   108.89  3.000
 OVK  H5   CB   CG   109.05  3.000
 OVK  H6   CB   CA   108.88  3.000
 OVK  H5   CB   CA   108.79  3.000
 OVK  CG   CB   CA   114.42  3.000
 OVK  H7   CG   CD2  108.13  3.000
 OVK  H7   CG   CD1  108.04  3.000
 OVK  CD2  CG   CD1  110.87  3.000
 OVK  H7   CG   CB   108.21  3.000
 OVK  CD2  CG   CB   112.02  3.000
 OVK  CD1  CG   CB   109.45  3.000
 OVK  H10  CD1  H9   107.66  3.000
 OVK  H10  CD1  H8   107.68  3.000
 OVK  H9   CD1  H8   107.66  3.000
 OVK  H10  CD1  CG   111.22  3.000
 OVK  H9   CD1  CG   111.43  3.000
 OVK  H8   CD1  CG   111.01  3.000
 OVK  H13  CD2  H12  107.71  3.000
 OVK  H13  CD2  H11  107.83  3.000
 OVK  H12  CD2  H11  107.19  3.000
 OVK  H13  CD2  CG   111.13  3.000
 OVK  H12  CD2  CG   110.83  3.000
 OVK  H11  CD2  CG   111.96  3.000
 OVK  H14  C1   O4   109.85  3.000
 OVK  H14  C1   C6   107.15  3.000
 OVK  O4   C1   C6   110.44  3.000
 OVK  H14  C1   C2   107.75  3.000
 OVK  C6   C1   C2   116.44  3.000
 OVK  O4   C1   C2   105.12  3.000
 OVK  N12  C11  N10  110.97  3.000
 OVK  N10  C11  C13  124.47  3.000
 OVK  N12  C11  C13  124.56  3.000
 OVK  C18  C13  C14  119.43  3.000
 OVK  C18  C13  C11  120.07  3.000
 OVK  C14  C13  C11  120.50  3.000
 OVK  H15  C14  C15  119.75  3.000
 OVK  H15  C14  C13  120.09  3.000
 OVK  C15  C14  C13  120.15  3.000
 OVK  H16  C15  C16  120.09  3.000
 OVK  H16  C15  C14  119.65  3.000
 OVK  C16  C15  C14  120.26  3.000
 OVK  H17  C16  C17  120.19  3.000
 OVK  H17  C16  C15  120.06  3.000
 OVK  C17  C16  C15  119.75  3.000
 OVK  H18  C17  C18  119.63  3.000
 OVK  H18  C17  C16  120.17  3.000
 OVK  C18  C17  C16  120.21  3.000
 OVK  H19  C18  C17  119.79  3.000
 OVK  H19  C18  C13  120.00  3.000
 OVK  C17  C18  C13  120.21  3.000
 OVK  H20  C2   O2   111.05  3.000
 OVK  H20  C2   C3   109.09  3.000
 OVK  O2   C2   C3   113.84  3.000
 OVK  H20  C2   C1   111.23  3.000
 OVK  O2   C2   C1   109.83  3.000
 OVK  C3   C2   C1   101.45  3.000
 OVK  H21  C3   O3   111.01  3.000
 OVK  H21  C3   C4   112.39  3.000
 OVK  O3   C3   C4   107.96  3.000
 OVK  H21  C3   C2   112.20  3.000
 OVK  C4   C3   C2   102.19  3.000
 OVK  O3   C3   C2   110.71  3.000
 OVK  H22  C4   O4   110.22  3.000
 OVK  H22  C4   C5   105.62  3.000
 OVK  O4   C4   C5   109.86  3.000
 OVK  H22  C4   C3   109.37  3.000
 OVK  C5   C4   C3   115.17  3.000
 OVK  O4   C4   C3   106.60  3.000
 OVK  H24  C5   H23  108.88  3.000
 OVK  H24  C5   O5   110.72  3.000
 OVK  H23  C5   O5   109.43  3.000
 OVK  H24  C5   C4   109.57  3.000
 OVK  H23  C5   C4   110.74  3.000
 OVK  O5   C5   C4   107.51  3.000
 OVK  H26  C6   H25  106.62  3.000
 OVK  H26  C6   C7   109.63  3.000
 OVK  H25  C6   C7   110.62  3.000
 OVK  H26  C6   C1   108.81  3.000
 OVK  H25  C6   C1   107.67  3.000
 OVK  C7   C6   C1   113.26  3.000
 OVK  H28  C7   H27  108.10  3.000
 OVK  H28  C7   N8   106.66  3.000
 OVK  H27  C7   N8   106.80  3.000
 OVK  H28  C7   C6   111.97  3.000
 OVK  H27  C7   C6   111.15  3.000
 OVK  N8   C7   C6   111.89  3.000
 OVK  N9   N10  C11  106.37  3.000
 OVK  N8   N12  C11  102.31  3.000
 OVK  H29  N3S  S    116.08  3.000
 OVK  H29  N3S  C    119.90  3.000
 OVK  S    N3S  C    123.87  3.000
 OVK  N9   N8   N12  113.62  3.000
 OVK  N12  N8   C7   121.95  3.000
 OVK  N9   N8   C7   124.41  3.000
 OVK  N8   N9   N10  106.74  3.000
 OVK  H30  O2   C2   108.86  3.000
 OVK  H31  O3   C3   107.54  3.000
 OVK  C4   O4   C1   111.07  3.000
 OVK  S    O5   C5   120.46  3.000
 OVK  O5   S    O2S  104.69  3.000
 OVK  O2S  S    O1S  121.30  3.000
 OVK  O5   S    O1S  110.76  3.000
 OVK  O2S  S    N3S  110.72  3.000
 OVK  O1S  S    N3S  105.18  3.000
 OVK  O5   S    N3S  102.77  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
 OVK  CONST_01  N9   N8   N12  C11     0.00   0.0  0
 OVK  CONST_02  N8   N9   N10  C11     0.00   0.0  0
 OVK  CONST_03  C15  C14  C13  C11   180.00   0.0  0
 OVK  CONST_04  C17  C18  C13  C11   180.00   0.0  0
 OVK  CONST_05  N8   N12  C11  C13   180.00   0.0  0
 OVK  CONST_06  N9   N10  C11  C13   180.00   0.0  0
 OVK  CONST_07  C16  C15  C14  C13     0.00   0.0  0
 OVK  CONST_08  C16  C17  C18  C13     0.00   0.0  0
 OVK  CONST_09  N12  C11  C13  C14     0.00   0.0  0
 OVK  CONST_10  N10  C11  C13  C14   180.00   0.0  0
 OVK  CONST_11  C17  C18  C13  C14     0.00   0.0  0
 OVK  CONST_12  C17  C16  C15  C14     0.00   0.0  0
 OVK  CONST_13  C18  C13  C14  C15     0.00   0.0  0
 OVK  CONST_14  C18  C17  C16  C15     0.00   0.0  0
 OVK  CONST_15  N12  C11  C13  C18   180.00   0.0  0
 OVK  CONST_16  N10  C11  C13  C18     0.00   0.0  0
 OVK  CONST_17  N12  N8   N9   N10     0.00   0.0  0
 OVK  CONST_18  N8   N12  C11  N10     0.00   0.0  0
 OVK  CONST_19  N9   N10  C11  N12     0.00   0.0  0
 OVK  CONST_20  C7   N8   N12  C11   180.00   0.0  0
 OVK  CONST_21  N10  N9   N8   C7    180.00   0.0  0
 OVK  CONST_22  H15  C14  C13  C11     0.00   0.0  0
 OVK  CONST_23  H19  C18  C13  C11     0.00   0.0  0
 OVK  CONST_24  H16  C15  C14  C13   180.00   0.0  0
 OVK  CONST_25  H18  C17  C18  C13   180.00   0.0  0
 OVK  CONST_26  H17  C16  C15  C14   180.00   0.0  0
 OVK  CONST_27  S    N3S  C    CA    180.00   0.0  0
 OVK  CONST_28  S    N3S  C    O       0.00   0.0  0
 OVK  CONST_29  H29  N3S  C    CA      0.00   0.0  0
 OVK  Var_01    N8   C7   C6   C1   -178.93  30.0  3
 OVK  Var_02    N9   N8   C7   C6     -8.76  30.0  2
 OVK  Var_03    CD1  CG   CB   CA    178.43  30.0  1
 OVK  Var_04    O5   S    N3S  C      61.53  30.0  3
 OVK  Var_05    N3S  S    O5   C5     67.29  30.0  3
 OVK  Var_06    H8   CD1  CG   CB   -177.59  30.0  3
 OVK  Var_07    H11  CD2  CG   CB     63.74  30.0  3
 OVK  Var_08    H23  C5   O5   S      71.72  30.0  2

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
 OVK  chir_01  CA  CB  N   C   positiv
 OVK  chir_02  C1  O4  C2  C6  positiv
 OVK  chir_03  C2  O2  C1  C3  negativ
 OVK  chir_04  C3  O3  C4  C2  positiv
 OVK  chir_05  C4  O4  C3  C5  negativ

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
 OVK  plan-1  C11  0.020
 OVK  plan-1  C13  0.020
 OVK  plan-1  C7   0.020
 OVK  plan-1  N10  0.020
 OVK  plan-1  N12  0.020
 OVK  plan-1  N8   0.020
 OVK  plan-1  N9   0.020
 OVK  plan-2  C11  0.020
 OVK  plan-2  C13  0.020
 OVK  plan-2  C14  0.020
 OVK  plan-2  C15  0.020
 OVK  plan-2  C16  0.020
 OVK  plan-2  C17  0.020
 OVK  plan-2  C18  0.020
 OVK  plan-2  H15  0.020
 OVK  plan-2  H16  0.020
 OVK  plan-2  H17  0.020
 OVK  plan-2  H18  0.020
 OVK  plan-2  H19  0.020
 OVK  plan-3  CA   0.020
 OVK  plan-3  C    0.020
 OVK  plan-3  O    0.020
 OVK  plan-3  N3S  0.020
 OVK  plan-3  S    0.020
 OVK  plan-3  H29  0.020

