# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 23 02:40:51 2021
#   Inital geometry file: a 88 line input string
#   Ligand name: prop-2-en-1-yl 2-(acetylamino)-2-deoxy-beta-D-glucopyranoside
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1OCC=C
#
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
 TVS  TVS  'prop-2-en-1-yl 2-(acetylamino)-2-deoxy-beta-D-glucopyranoside'  D-saccharide  37  18  .  2023-02-15  2023-02-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_TVS
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
 TVS  C8   C  CH3   0  -0.784  -0.0779  36.6360  14.6678
 TVS  C7   C  C     0   0.528  -0.0472  35.6379  15.7986
 TVS  O7   O  O     0  -0.498   0.7505  35.7285  16.7191
 TVS  N2   N  NH1   0  -0.629  -0.9702  34.6596  15.7084
 TVS  C2   C  CH1   0  -0.161  -1.2524  33.7051  16.7474
 TVS  C3   C  CH1   0   0.040  -1.3719  32.2955  16.1794
 TVS  O3   O  OH1   0  -0.663  -0.1211  31.9244  15.6649
 TVS  C1   C  CH1   0   0.337  -2.5494  34.0975  17.4653
 TVS  O1   O  O2    0  -0.484  -2.3516  35.2988  18.1067
 TVS  CAK  C  CH2   0  -0.254  -3.4662  36.1817  18.1313
 TVS  CAB  C  C1    0  -0.176  -3.5470  36.9929  16.8759
 TVS  CAA  C  C2    0  -0.519  -3.4541  38.3161  16.8443
 TVS  O5   O  O2    0  -0.492  -2.9012  33.1430  18.4296
 TVS  C5   C  CH1   0  -0.020  -3.1580  31.8709  17.8651
 TVS  C6   C  CH2   0  -0.192  -3.7650  30.9759  18.9222
 TVS  O6   O  OH1   0  -0.670  -2.8114  30.6964  19.9179
 TVS  C4   C  CH1   0   0.008  -1.8581  31.3335  17.2584
 TVS  O4   O  OH1   0  -0.676  -2.0501  30.0781  16.6460
 TVS  H81  H  HCH3  0   0.263   0.9366  36.8874  14.3642
 TVS  H82  H  HCH3  0   0.248  -0.6290  36.2870  13.7959
 TVS  H83  H  HCH3  0   0.267  -0.5544  37.5526  15.0198
 TVS  HN2  H  HNH1  0   0.396  -1.5990  34.6806  14.9207
 TVS  H2   H  HCH1  0   0.274  -0.4338  33.7312  17.4713
 TVS  H3   H  HCH1  0   0.205  -2.1334  32.3057  15.3794
 TVS  HO3  H  HOH1  0   0.450  -0.2015  31.0303  15.3157
 TVS  H1   H  HCH1  0   0.185  -3.3593  34.1685  16.7137
 TVS  HAK  H  HCH2  0   0.247  -3.3323  36.8346  18.9956
 TVS  H64  H  HCH2  0   0.231  -4.3966  35.6230  18.2864
 TVS  HAC  H  H     0   0.246  -3.6996  36.4470  15.9489
 TVS  HAA  H  H     0   0.243  -3.5320  38.8682  15.9170
 TVS  HAB  H  H     0   0.239  -3.3030  38.8981  17.7460
 TVS  H5   H  HCH1  0   0.227  -3.9090  31.9622  17.0628
 TVS  H61  H  HCH2  0   0.221  -4.6522  31.4775  19.3301
 TVS  H62  H  HCH2  0   0.208  -4.1214  30.0652  18.4266
 TVS  HO6  H  HOH1  0   0.460  -3.2058  30.0860  20.5467
 TVS  H4   H  HCH1  0   0.232  -1.0936  31.2775  18.0437
 TVS  HO4  H  HOH1  0   0.461  -1.8843  29.3874  17.2938

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
 TVS  C8   C7   single  1.509  0.020  1.509
 TVS  O3   C3   single  1.403  0.020  1.403
 TVS  N2   C7   single  1.348  0.020  1.348
 TVS  N2   C2   single  1.439  0.020  1.439
 TVS  C7   O7   double  1.221  0.020  1.221
 TVS  C3   C2   single  1.524  0.020  1.524
 TVS  C3   C4   single  1.525  0.020  1.525
 TVS  O4   C4   single  1.410  0.020  1.410
 TVS  C2   C1   single  1.533  0.020  1.533
 TVS  CAA  CAB  double  1.327  0.020  1.327
 TVS  CAB  CAK  single  1.497  0.020  1.497
 TVS  C4   C5   single  1.532  0.020  1.532
 TVS  C1   O1   single  1.376  0.020  1.376
 TVS  C1   O5   single  1.402  0.020  1.402
 TVS  O1   CAK  single  1.422  0.020  1.422
 TVS  C5   O5   single  1.415  0.020  1.415
 TVS  C5   C6   single  1.512  0.020  1.512
 TVS  C6   O6   single  1.407  0.020  1.407
 TVS  C8   H81  single  0.970  0.020  1.090
 TVS  C8   H82  single  0.970  0.020  1.090
 TVS  C8   H83  single  0.970  0.020  1.090
 TVS  N2   HN2  single  0.860  0.020  1.020
 TVS  C2   H2   single  0.970  0.020  1.090
 TVS  C3   H3   single  0.970  0.020  1.090
 TVS  O3   HO3  single  0.850  0.020  0.980
 TVS  C1   H1   single  0.970  0.020  1.090
 TVS  CAK  HAK  single  0.970  0.020  1.090
 TVS  CAK  H64  single  0.970  0.020  1.090
 TVS  CAB  HAC  single  0.930  0.020  1.080
 TVS  CAA  HAA  single  0.930  0.020  1.080
 TVS  CAA  HAB  single  0.930  0.020  1.080
 TVS  C5   H5   single  0.970  0.020  1.090
 TVS  C6   H61  single  0.970  0.020  1.090
 TVS  C6   H62  single  0.970  0.020  1.090
 TVS  O6   HO6  single  0.850  0.020  0.980
 TVS  C4   H4   single  0.970  0.020  1.090
 TVS  O4   HO4  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
 TVS  H83  C8   H82  107.85  3.000
 TVS  H83  C8   H81  107.64  3.000
 TVS  H82  C8   H81  108.81  3.000
 TVS  H83  C8   C7   108.83  3.000
 TVS  H82  C8   C7   113.48  3.000
 TVS  H81  C8   C7   110.06  3.000
 TVS  N2   C7   O7   123.46  3.000
 TVS  O7   C7   C8   121.95  3.000
 TVS  N2   C7   C8   114.59  3.000
 TVS  HN2  N2   C2   117.11  3.000
 TVS  HN2  N2   C7   117.66  3.000
 TVS  C2   N2   C7   124.57  3.000
 TVS  H2   C2   C1   108.50  3.000
 TVS  H2   C2   C3   109.12  3.000
 TVS  C1   C2   C3   110.16  3.000
 TVS  H2   C2   N2   108.39  3.000
 TVS  C1   C2   N2   109.52  3.000
 TVS  C3   C2   N2   111.08  3.000
 TVS  H3   C3   C4   107.37  3.000
 TVS  H3   C3   O3   110.59  3.000
 TVS  C4   C3   O3   112.14  3.000
 TVS  H3   C3   C2   108.39  3.000
 TVS  C4   C3   C2   110.16  3.000
 TVS  O3   C3   C2   108.15  3.000
 TVS  HO3  O3   C3   107.71  3.000
 TVS  H1   C1   O5   109.09  3.000
 TVS  H1   C1   O1   111.44  3.000
 TVS  O5   C1   O1   108.05  3.000
 TVS  H1   C1   C2   108.50  3.000
 TVS  O5   C1   C2   111.11  3.000
 TVS  O1   C1   C2   108.66  3.000
 TVS  CAK  O1   C1   115.94  3.000
 TVS  H64  CAK  HAK  107.28  3.000
 TVS  H64  CAK  CAB  110.43  3.000
 TVS  HAK  CAK  CAB  110.28  3.000
 TVS  H64  CAK  O1   110.56  3.000
 TVS  HAK  CAK  O1   106.79  3.000
 TVS  CAB  CAK  O1   111.36  3.000
 TVS  HAC  CAB  CAA  119.38  3.000
 TVS  HAC  CAB  CAK  116.80  3.000
 TVS  CAA  CAB  CAK  123.82  3.000
 TVS  HAB  CAA  HAA  116.68  3.000
 TVS  HAB  CAA  CAB  121.70  3.000
 TVS  HAA  CAA  CAB  121.62  3.000
 TVS  C5   O5   C1   112.53  3.000
 TVS  H5   C5   C4   108.59  3.000
 TVS  H5   C5   C6   106.51  3.000
 TVS  C4   C5   C6   114.19  3.000
 TVS  H5   C5   O5   109.84  3.000
 TVS  C6   C5   O5   109.03  3.000
 TVS  C4   C5   O5   108.62  3.000
 TVS  H62  C6   H61  106.55  3.000
 TVS  H62  C6   O6   112.04  3.000
 TVS  H61  C6   O6   112.06  3.000
 TVS  H62  C6   C5   107.83  3.000
 TVS  H61  C6   C5   108.28  3.000
 TVS  O6   C6   C5   109.89  3.000
 TVS  HO6  O6   C6   108.13  3.000
 TVS  H4   C4   O4   111.11  3.000
 TVS  H4   C4   C5   109.01  3.000
 TVS  O4   C4   C5   111.65  3.000
 TVS  H4   C4   C3   108.44  3.000
 TVS  C5   C4   C3   109.23  3.000
 TVS  O4   C4   C3   107.32  3.000
 TVS  HO4  O4   C4   108.88  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
 TVS  CONST_01  C2   N2   C7   C8    180.00   0.0  0
 TVS  CONST_02  C2   N2   C7   O7      0.00   0.0  0
 TVS  CONST_03  HN2  N2   C7   C8      0.00   0.0  0
 TVS  Var_01    CAB  CAK  O1   C1    -84.18  30.0  3
 TVS  Var_02    CAA  CAB  CAK  O1   -117.83  30.0  1
 TVS  Var_03    HAA  CAA  CAB  CAK  -179.09   0.0  2
 TVS  Var_04    H81  C8   C7   O7     41.49  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
 TVS  chir_01  C2  N2  C3  C1  positiv
 TVS  chir_02  C3  O3  C2  C4  positiv
 TVS  chir_03  C1  O5  O1  C2  negativ
 TVS  chir_04  C5  O5  C4  C6  negativ
 TVS  chir_05  C4  O4  C5  C3  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
 TVS  plan-1  C8   0.020
 TVS  plan-1  C7   0.020
 TVS  plan-1  O7   0.020
 TVS  plan-1  N2   0.020
 TVS  plan-1  C2   0.020
 TVS  plan-1  HN2  0.020
 TVS  plan-2  CAK  0.020
 TVS  plan-2  CAB  0.020
 TVS  plan-2  CAA  0.020
 TVS  plan-2  HAC  0.020
 TVS  plan-2  HAA  0.020
 TVS  plan-2  HAB  0.020

