# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 18 10:59:58 2022
#   Inital geometry file: a 56 line input string
#   Ligand name: 3-hydroxy-L-histidine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[C@@H](Cc1cncn1O)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
 HSK  HSK  '3-hydroxy-L-histidine    '  L-peptide  20  12  .  2016-04-22  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_HSK
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
 HSK  C    C  C      0   0.428  6.6688  -38.8933  59.8309
 HSK  OXT  O  OC     0  -0.592  7.7180  -38.2543  59.6464
 HSK  CA   C  CH1    0  -0.213  6.7652  -40.4260  59.6014
 HSK  N    N  NH2    0  -0.859  5.4396  -41.0527  59.7087
 HSK  CB   C  CH2    0  -0.510  7.4129  -40.7486  58.2477
 HSK  CG   C  CR5    0   0.276  6.6567  -40.2060  57.0854
 HSK  CD2  C  CR15   0  -0.276  6.9159  -39.2078  56.1793
 HSK  NE2  N  N      0  -0.452  5.8849  -39.0647  55.3000
 HSK  CE1  C  CR15   0   0.054  4.9875  -39.9530  55.6644
 HSK  ND1  N  NR5    0  -0.154  5.4186  -40.6563  56.7251
 HSK  OM   O  O      0  -0.601  4.7464  -41.6625  57.3194
 HSK  O    O  O     -1  -0.592  5.5619  -38.4507  60.1964
 HSK  H2   H  HCH1   0   0.248  7.4267  -40.8250  60.3794
 HSK  H3   H  HNH2   0   0.378  5.4733  -41.8802  60.2913
 HSK  H4   H  HNH2   0   0.376  4.8299  -40.3777  60.1634
 HSK  H6   H  HCH2   0   0.248  7.5262  -41.8336  58.1515
 HSK  H7   H  HCH2   0   0.255  8.4189  -40.3332  58.2261
 HSK  H8   H  HCR5   0   0.240  7.8015  -38.5914  56.1317
 HSK  H10  H  HCR5   0   0.271  4.0303  -40.1351  55.1994
 HSK  H11  H  H      0   0.475  4.9037  -41.4711  58.3392

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
 HSK  NE2  CE1  aromatic  1.314  0.020  1.314
 HSK  NE2  CD2  aromatic  1.363  0.020  1.363
 HSK  CE1  ND1  aromatic  1.344  0.020  1.344
 HSK  CD2  CG   aromatic  1.373  0.020  1.373
 HSK  ND1  OM   single    1.348  0.020  1.348
 HSK  ND1  CG   aromatic  1.366  0.020  1.366
 HSK  CG   CB   single    1.489  0.020  1.489
 HSK  CB   CA   single    1.530  0.020  1.530
 HSK  CA   N    single    1.458  0.019  1.458
 HSK  CA   C    single    1.525  0.021  1.525
 HSK  O    C    deloc     1.231  0.020  1.231
 HSK  C    OXT  deloc     1.242  0.020  1.242
 HSK  CA   H2   single    0.970  0.020  1.090
 HSK  N    H3   single    0.890  0.020  1.040
 HSK  N    H4   single    0.890  0.020  1.040
 HSK  CB   H6   single    0.970  0.020  1.090
 HSK  CB   H7   single    0.970  0.020  1.090
 HSK  CD2  H8   single    0.930  0.020  1.080
 HSK  CE1  H10  single    0.930  0.020  1.080
 HSK  OM   H11  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
 HSK  O    C    CA   120.80  1.700
 HSK  O    C    OXT  127.64  3.000
 HSK  CA   C    OXT  115.68  3.000
 HSK  H2   CA   CB   107.14  3.000
 HSK  H2   CA   N    109.70  3.000
 HSK  CB   CA   N    110.50  1.700
 HSK  H2   CA   C    106.97  3.000
 HSK  N    CA   C    111.00  2.800
 HSK  CB   CA   C    110.10  1.900
 HSK  H4   N    H3   107.77  3.000
 HSK  H4   N    CA   106.87  3.000
 HSK  H3   N    CA   111.12  3.000
 HSK  H7   CB   H6   106.30  3.000
 HSK  H7   CB   CG   108.35  3.000
 HSK  H6   CB   CG   110.18  3.000
 HSK  H7   CB   CA   109.10  3.000
 HSK  H6   CB   CA   109.23  3.000
 HSK  CG   CB   CA   113.42  3.000
 HSK  ND1  CG   CD2  103.70  3.000
 HSK  ND1  CG   CB   123.11  3.000
 HSK  CD2  CG   CB   133.17  3.000
 HSK  H8   CD2  NE2  122.14  3.000
 HSK  H8   CD2  CG   126.79  3.000
 HSK  NE2  CD2  CG   111.06  3.000
 HSK  CE1  NE2  CD2  105.47  3.000
 HSK  H10  CE1  ND1  122.42  3.000
 HSK  H10  CE1  NE2  126.87  3.000
 HSK  ND1  CE1  NE2  110.70  3.000
 HSK  OM   ND1  CE1  125.35  3.000
 HSK  OM   ND1  CG   125.58  3.000
 HSK  CE1  ND1  CG   109.06  3.000
 HSK  H11  OM   ND1  102.57  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
 HSK  CONST_01  CE1  NE2  CD2  CG     0.00   0.0  0
 HSK  CONST_02  NE2  CE1  ND1  CG     0.00   0.0  0
 HSK  CONST_03  ND1  CE1  NE2  CD2    0.00   0.0  0
 HSK  CONST_04  CE1  ND1  CG   CD2    0.00   0.0  0
 HSK  CONST_05  ND1  CG   CD2  NE2    0.00   0.0  0
 HSK  CONST_06  NE2  CD2  CG   CB   180.00   0.0  0
 HSK  CONST_07  CE1  ND1  CG   CB   180.00   0.0  0
 HSK  CONST_08  OM   ND1  CG   CD2  180.00   0.0  0
 HSK  CONST_09  OM   ND1  CE1  NE2  180.00   0.0  0
 HSK  CONST_10  H10  CE1  ND1  CG   180.00   0.0  0
 HSK  CONST_11  H8   CD2  NE2  CE1  180.00   0.0  0
 HSK  Var_01    CD2  CG   CB   CA   110.74  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
 HSK  chir_01  CA  CB  N  C  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
 HSK  plan-1  CB   0.020
 HSK  plan-1  CG   0.020
 HSK  plan-1  CD2  0.020
 HSK  plan-1  NE2  0.020
 HSK  plan-1  CE1  0.020
 HSK  plan-1  ND1  0.020
 HSK  plan-1  OM   0.020
 HSK  plan-1  H8   0.020
 HSK  plan-1  H10  0.020
 HSK  plan-2  C    0.020
 HSK  plan-2  OXT  0.020
 HSK  plan-2  CA   0.020
 HSK  plan-2  O    0.020

