# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 12 05:21:51 2022
#   Inital geometry file: a 60 line input string
#   Ligand name: 1-methyl-L-histidine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cn1cnc(C[C@H](N)C(O)=O)c1
#
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
 HIC  HIC  '1-methyl-L-histidine     '  L-peptide  22  12  .  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_HIC
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
 HIC  N    N  NH2    0  -0.797  22.3481  -2.0798  77.0037
 HIC  CA   C  CH1    0  -0.200  23.5387  -2.2425  76.1899
 HIC  C    C  C      0   0.399  23.1930  -2.7640  74.7741
 HIC  O    O  O      0  -0.613  24.0832  -2.6190  73.9121
 HIC  CB   C  CH2    0  -0.526  24.5999  -3.1823  76.8072
 HIC  CG   C  CR5    0   0.134  25.0748  -2.7254  78.1431
 HIC  ND1  N  N      0  -0.464  25.8882  -1.6331  78.2928
 HIC  CD2  C  CR15   0  -0.134  24.7726  -3.2386  79.3759
 HIC  CE1  C  CR15   0   0.079  26.0708  -1.5020  79.5825
 HIC  NE2  N  NR5    0  -0.393  25.4194  -2.4481  80.2860
 HIC  CZ   C  CH3    0  -0.517  25.4099  -2.6016  81.7220
 HIC  OXT  O  OC    -1  -0.598  22.0867  -3.3181  74.6206
 HIC  H    H  HNH2   0   0.330  22.6044  -2.0015  77.9814
 HIC  H2   H  HNH2   0   0.322  21.7834  -2.9158  76.9174
 HIC  HA   H  HCH1   0   0.201  24.0122  -1.2607  76.0760
 HIC  HB2  H  HCH2   0   0.226  24.1779  -4.1882  76.8972
 HIC  HB3  H  HCH2   0   0.227  25.4485  -3.2519  76.1230
 HIC  HD2  H  HCR5   0   0.277  24.1722  -4.0836  79.6720
 HIC  HE1  H  HCR5   0   0.272  26.6689  -0.7431  80.0663
 HIC  HZ1  H  HCH3   0   0.261  26.0201  -1.8200  82.1676
 HIC  HZ2  H  HCH3   0   0.256  24.3968  -2.5171  82.1113
 HIC  HZ3  H  HCH3   0   0.257  25.8193  -3.5687  82.0088

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
 HIC  N    CA   single    1.458  0.019  1.458
 HIC  N    H    single    0.860  0.020  0.860
 HIC  N    H2   single    0.890  0.020  1.040
 HIC  CA   C    single    1.525  0.021  1.525
 HIC  CA   CB   single    1.530  0.020  1.530
 HIC  CA   HA   single    0.970  0.020  0.970
 HIC  C    O    deloc     1.231  0.020  1.231
 HIC  C    OXT  deloc     1.247  0.020  1.247
 HIC  CB   CG   single    1.490  0.020  1.490
 HIC  CB   HB2  single    0.970  0.020  1.090
 HIC  CB   HB3  single    0.970  0.020  1.090
 HIC  CG   ND1  aromatic  1.370  0.020  1.370
 HIC  CG   CD2  aromatic  1.369  0.020  1.369
 HIC  ND1  CE1  aromatic  1.309  0.020  1.309
 HIC  CD2  NE2  aromatic  1.368  0.020  1.368
 HIC  CD2  HD2  single    0.930  0.020  1.080
 HIC  CE1  NE2  aromatic  1.347  0.020  1.347
 HIC  CE1  HE1  single    0.930  0.020  1.080
 HIC  NE2  CZ   single    1.444  0.020  1.444
 HIC  CZ   HZ1  single    0.970  0.020  1.090
 HIC  CZ   HZ2  single    0.970  0.020  1.090
 HIC  CZ   HZ3  single    0.970  0.020  1.090

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
 HIC  H2   N    H    106.68  3.000
 HIC  H2   N    CA   108.49  3.000
 HIC  H    N    CA   114.00  3.000
 HIC  HA   CA   CB   109.00  3.000
 HIC  HA   CA   C    109.00  3.000
 HIC  CB   CA   C    110.10  1.900
 HIC  HA   CA   N    110.00  3.000
 HIC  CB   CA   N    110.50  1.700
 HIC  C    CA   N    111.00  2.800
 HIC  OXT  C    O    126.85  3.000
 HIC  OXT  C    CA   117.42  3.000
 HIC  O    C    CA   120.80  1.700
 HIC  HB3  CB   HB2  107.01  3.000
 HIC  HB3  CB   CG   109.49  3.000
 HIC  HB2  CB   CG   109.34  3.000
 HIC  HB3  CB   CA   108.78  3.000
 HIC  HB2  CB   CA   109.08  3.000
 HIC  CG   CB   CA   112.98  3.000
 HIC  CD2  CG   ND1  109.36  3.000
 HIC  CD2  CG   CB   128.47  3.000
 HIC  ND1  CG   CB   122.13  3.000
 HIC  CE1  ND1  CG   105.68  3.000
 HIC  HD2  CD2  NE2  122.24  3.000
 HIC  HD2  CD2  CG   131.62  3.000
 HIC  NE2  CD2  CG   106.14  3.000
 HIC  HE1  CE1  NE2  121.81  3.000
 HIC  HE1  CE1  ND1  126.06  3.000
 HIC  NE2  CE1  ND1  112.13  3.000
 HIC  CZ   NE2  CE1  126.66  3.000
 HIC  CZ   NE2  CD2  126.65  3.000
 HIC  CE1  NE2  CD2  106.68  3.000
 HIC  HZ3  CZ   HZ2  108.95  3.000
 HIC  HZ3  CZ   HZ1  108.64  3.000
 HIC  HZ2  CZ   HZ1  108.66  3.000
 HIC  HZ3  CZ   NE2  110.72  3.000
 HIC  HZ2  CZ   NE2  110.70  3.000
 HIC  HZ1  CZ   NE2  109.12  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
 HIC  CONST_01  NE2  CE1  ND1  CG     0.00   0.0  0
 HIC  CONST_02  CE1  NE2  CD2  CG     0.00   0.0  0
 HIC  CONST_03  NE2  CD2  CG   ND1    0.00   0.0  0
 HIC  CONST_04  CD2  NE2  CE1  ND1    0.00   0.0  0
 HIC  CONST_05  CE1  ND1  CG   CD2    0.00   0.0  0
 HIC  CONST_06  CE1  ND1  CG   CB   180.00   0.0  0
 HIC  CONST_07  NE2  CD2  CG   CB   180.00   0.0  0
 HIC  CONST_08  CZ   NE2  CD2  CG   180.00   0.0  0
 HIC  CONST_09  CZ   NE2  CE1  ND1  180.00   0.0  0
 HIC  CONST_10  HE1  CE1  ND1  CG   180.00   0.0  0
 HIC  CONST_11  HD2  CD2  CG   ND1  180.00   0.0  0
 HIC  Var_01    ND1  CG   CB   CA   -71.99  30.0  2
 HIC  Var_02    HZ1  CZ   NE2  CD2  179.85  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
 HIC  chir_01  CA  N  C  CB  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
 HIC  plan-1  CB   0.020
 HIC  plan-1  CG   0.020
 HIC  plan-1  ND1  0.020
 HIC  plan-1  CD2  0.020
 HIC  plan-1  CE1  0.020
 HIC  plan-1  NE2  0.020
 HIC  plan-1  CZ   0.020
 HIC  plan-1  HD2  0.020
 HIC  plan-1  HE1  0.020
 HIC  plan-2  CA   0.020
 HIC  plan-2  C    0.020
 HIC  plan-2  O    0.020
 HIC  plan-2  OXT  0.020

