# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 18 12:29:12 2022
#   Inital geometry file: a 69 line input string
#   Ligand name: 3-(1-sulfo-1H-imidazol-3-ium-4-yl)-L-alanine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[C@@H](Cc1cn(c[nH+]1)[S](O)(=O)=O)C(O)=O
#
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
 HS8  HS8  3-(1-sulfo-1H-imidazol-3-ium-4-yl)-L-alanine  L-peptide  23  15  .  2012-08-28  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND (side chain)
;

data_comp_HS8
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
 HS8  N    N  NH2    0  -0.806  -20.7116  33.2488   6.5420
 HS8  CA   C  CH1    0  -0.226  -19.4589  33.9793   6.7411
 HS8  CB   C  CH2    0  -0.517  -18.8294  33.5651   8.0793
 HS8  CG   C  CR5    0   0.318  -19.7205  33.8191   9.2439
 HS8  ND1  N  NR15   1  -0.601  -21.0746  33.6194   9.1571
 HS8  CE1  C  CR15   0   0.242  -21.6504  33.9070  10.3092
 HS8  NE2  N  NR5    0  -0.586  -20.7011  34.2836  11.1547
 HS8  CD2  C  CR15   0  -0.150  -19.4852  34.2416  10.5134
 HS8  C    C  C      0   0.400  -18.4146  33.8295   5.5991
 HS8  O    O  O      0  -0.588  -18.7224  33.1034   4.6375
 HS8  O3   O  OS     0  -0.678  -20.1115  33.8333  13.5767
 HS8  S    S  S      0   1.547  -20.9434  34.7876  12.8675
 HS8  O1   O  OS     0  -0.678  -20.4503  36.1519  12.8425
 HS8  O2   O  OS    -1  -0.675  -22.3800  34.6191  13.0002
 HS8  OXT  O  OC    -1  -0.604  -17.3554  34.4645   5.7656
 HS8  H    H  HNH2   0   0.363  -21.2196  33.6584   5.7679
 HS8  H2   H  HNH2   0   0.351  -20.4944  32.3037   6.2448
 HS8  HA   H  HCH1   0   0.244  -19.7151  35.0420   6.8118
 HS8  HB2  H  HCH2   0   0.260  -18.5794  32.4987   8.0430
 HS8  HB3  H  HCH2   0   0.271  -17.8936  34.1001   8.2281
 HS8  HD2  H  HCR5   0   0.322  -18.5641  34.5121  11.0008
 HS8  HD1  H  HNR5   0   0.446  -21.4663  33.3588   8.2288
 HS8  HE1  H  HCR5   0   0.345  -22.7041  33.8475  10.5218

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
 HS8  N    CA   single    1.458  0.019  1.458
 HS8  N    H    single    0.860  0.020  0.860
 HS8  N    H2   single    0.890  0.020  1.040
 HS8  CA   CB   single    1.530  0.020  1.530
 HS8  CA   HA   single    0.970  0.020  0.970
 HS8  CB   CG   single    1.488  0.020  1.488
 HS8  CB   HB2  single    0.970  0.020  1.090
 HS8  CB   HB3  single    0.970  0.020  1.090
 HS8  CG   CD2  aromatic  1.358  0.020  1.358
 HS8  ND1  CG   aromatic  1.371  0.020  1.371
 HS8  ND1  CE1  aromatic  1.320  0.020  1.320
 HS8  CE1  NE2  aromatic  1.326  0.020  1.326
 HS8  NE2  S    single    1.802  0.020  1.802
 HS8  CD2  NE2  aromatic  1.375  0.020  1.375
 HS8  CD2  HD2  single    0.930  0.020  1.080
 HS8  C    CA   single    1.525  0.021  1.525
 HS8  C    OXT  deloc     1.246  0.020  1.246
 HS8  O    C    deloc     1.231  0.020  1.231
 HS8  S    O3   deloc     1.451  0.020  1.451
 HS8  S    O2   deloc     1.453  0.020  1.453
 HS8  O1   S    deloc     1.451  0.020  1.451
 HS8  ND1  HD1  single    0.860  0.020  1.020
 HS8  CE1  HE1  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
 HS8  H2   N    H    105.09  3.000
 HS8  H2   N    CA   108.76  3.000
 HS8  H    N    CA   114.00  3.000
 HS8  HA   CA   C    109.00  3.000
 HS8  C    CA   CB   110.10  1.900
 HS8  HA   CA   CB   109.00  3.000
 HS8  C    CA   N    111.00  2.800
 HS8  HA   CA   N    110.00  3.000
 HS8  CB   CA   N    110.50  1.700
 HS8  HB3  CB   HB2  106.66  3.000
 HS8  HB3  CB   CG   108.91  3.000
 HS8  HB2  CB   CG   109.18  3.000
 HS8  HB3  CB   CA   109.83  3.000
 HS8  HB2  CB   CA   109.09  3.000
 HS8  CG   CB   CA   112.98  3.000
 HS8  CD2  CG   ND1  105.99  3.000
 HS8  ND1  CG   CB   121.12  3.000
 HS8  CD2  CG   CB   132.89  3.000
 HS8  HD1  ND1  CE1  131.99  3.000
 HS8  HD1  ND1  CG   117.68  3.000
 HS8  CE1  ND1  CG   110.11  3.000
 HS8  HE1  CE1  NE2  126.19  3.000
 HS8  HE1  CE1  ND1  125.98  3.000
 HS8  NE2  CE1  ND1  107.83  3.000
 HS8  S    NE2  CD2  124.80  3.000
 HS8  CD2  NE2  CE1  109.09  3.000
 HS8  S    NE2  CE1  126.11  3.000
 HS8  HD2  CD2  NE2  122.52  3.000
 HS8  HD2  CD2  CG   130.50  3.000
 HS8  NE2  CD2  CG   106.98  3.000
 HS8  OXT  C    O    127.68  3.000
 HS8  O    C    CA   120.80  1.700
 HS8  OXT  C    CA   115.07  3.000
 HS8  O2   S    O1   116.54  3.000
 HS8  O1   S    O3   115.59  3.000
 HS8  O2   S    O3   116.49  3.000
 HS8  O1   S    NE2  101.59  3.000
 HS8  O2   S    NE2  100.80  3.000
 HS8  O3   S    NE2  101.74  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
 HS8  CONST_01  CE1  NE2  CD2  CG      0.00   0.0  0
 HS8  CONST_02  NE2  CE1  ND1  CG      0.00   0.0  0
 HS8  CONST_03  NE2  CD2  CG   ND1     0.00   0.0  0
 HS8  CONST_04  CD2  NE2  CE1  ND1     0.00   0.0  0
 HS8  CONST_05  CD2  CG   ND1  CE1     0.00   0.0  0
 HS8  CONST_06  NE2  CD2  CG   CB    180.00   0.0  0
 HS8  CONST_07  CE1  ND1  CG   CB    180.00   0.0  0
 HS8  CONST_08  S    NE2  CD2  CG    180.00   0.0  0
 HS8  CONST_09  S    NE2  CE1  ND1   180.00   0.0  0
 HS8  CONST_10  HE1  CE1  ND1  CG    180.00   0.0  0
 HS8  CONST_11  HD2  CD2  CG   ND1   180.00   0.0  0
 HS8  CONST_12  HD1  ND1  CE1  NE2   180.00   0.0  0
 HS8  Var_01    CD2  CG   CB   CA   -142.58  30.0  2
 HS8  Var_02    O3   S    NE2  CE1   121.68  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
 HS8  chir_01  CA  N  CB  C  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
 HS8  plan-1  CB   0.020
 HS8  plan-1  CG   0.020
 HS8  plan-1  ND1  0.020
 HS8  plan-1  CE1  0.020
 HS8  plan-1  NE2  0.020
 HS8  plan-1  CD2  0.020
 HS8  plan-1  S    0.020
 HS8  plan-1  HD2  0.020
 HS8  plan-1  HD1  0.020
 HS8  plan-1  HE1  0.020
 HS8  plan-2  CA   0.020
 HS8  plan-2  C    0.020
 HS8  plan-2  O    0.020
 HS8  plan-2  OXT  0.020

