# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 19 16:23:45 2022
#   Inital geometry file: a 66 line input string
#   Ligand name: 1-ethyl-L-histidine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCn1cnc(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
 OYL  OYL  '1-ethyl-L-histidine      '  L-peptide  25  13  .  2016-04-26  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_OYL
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
 OYL  C    C  C      0   0.385  -16.3731  37.4430   3.7473
 OYL  O    O  O      0  -0.619  -15.2270  37.8662   4.0091
 OYL  CA   C  CH1    0  -0.217  -16.5144  36.6826   2.4039
 OYL  N    N  NH2    0  -0.787  -17.7523  35.9433   2.2142
 OYL  CB   C  CH2    0  -0.498  -16.3125  37.6511   1.2240
 OYL  CG   C  CR5    0   0.116  -17.3764  38.6922   1.1144
 OYL  CD2  C  CR15   0  -0.132  -18.5558  38.6232   0.4216
 OYL  NE2  N  NR5    0  -0.390  -19.2145  39.7953   0.6726
 OYL  CE1  C  CR15   0   0.079  -18.4183  40.5209   1.4818
 OYL  ND1  N  N      0  -0.463  -17.3069  39.8917   1.7712
 OYL  CZ   C  CH2    0  -0.308  -20.4820  40.2142   0.1061
 OYL  CT   C  CH3    0  -0.657  -20.3485  40.6939  -1.3287
 OYL  OXT  O  OC    -1  -0.605  -17.3981  37.5797   4.4437
 OYL  H1   H  HCH1   0   0.213  -15.6923  35.9598   2.3496
 OYL  H2   H  HNH2   0   0.331  -17.8333  35.2542   2.9524
 OYL  H3   H  HNH2   0   0.327  -18.5247  36.5785   2.3809
 OYL  H5   H  HCH2   0   0.226  -16.2852  37.0657   0.3021
 OYL  H6   H  HCH2   0   0.228  -15.3399  38.1352   1.3233
 OYL  H7   H  HCR5   0   0.277  -18.9710  37.8552  -0.2106
 OYL  H8   H  HCR5   0   0.270  -18.7016  41.5042   1.8293
 OYL  H9   H  HCH2   0   0.260  -20.8775  41.0076   0.7397
 OYL  H10  H  HCH2   0   0.258  -21.1776  39.3771   0.1692
 OYL  H11  H  HCH3   0   0.239  -21.3225  40.9996  -1.7100
 OYL  H12  H  HCH3   0   0.234  -19.6757  41.5489  -1.3933
 OYL  H13  H  HCH3   0   0.235  -19.9667  39.9055  -1.9772

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
 OYL  CT   CZ   single    1.519  0.020  1.519
 OYL  CZ   NE2  single    1.450  0.020  1.450
 OYL  CD2  NE2  aromatic  1.368  0.020  1.368
 OYL  CD2  CG   aromatic  1.370  0.020  1.370
 OYL  NE2  CE1  aromatic  1.347  0.020  1.347
 OYL  CG   CB   single    1.493  0.020  1.493
 OYL  CG   ND1  aromatic  1.369  0.020  1.369
 OYL  CB   CA   single    1.530  0.020  1.530
 OYL  CE1  ND1  aromatic  1.310  0.020  1.310
 OYL  N    CA   single    1.458  0.019  1.458
 OYL  CA   C    single    1.525  0.021  1.525
 OYL  C    O    deloc     1.231  0.020  1.231
 OYL  C    OXT  deloc     1.247  0.020  1.247
 OYL  CA   H1   single    0.970  0.020  1.090
 OYL  N    H2   single    0.890  0.020  1.040
 OYL  N    H3   single    0.890  0.020  1.040
 OYL  CB   H5   single    0.970  0.020  1.090
 OYL  CB   H6   single    0.970  0.020  1.090
 OYL  CD2  H7   single    0.930  0.020  1.080
 OYL  CE1  H8   single    0.930  0.020  1.080
 OYL  CZ   H9   single    0.970  0.020  1.090
 OYL  CZ   H10  single    0.970  0.020  1.090
 OYL  CT   H11  single    0.970  0.020  1.090
 OYL  CT   H12  single    0.970  0.020  1.090
 OYL  CT   H13  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
 OYL  OXT  C    CA   117.58  3.000
 OYL  OXT  C    O    126.86  3.000
 OYL  CA   C    O    120.80  1.700
 OYL  H1   CA   CB   106.17  3.000
 OYL  H1   CA   N    107.26  3.000
 OYL  CB   CA   N    110.50  1.700
 OYL  H1   CA   C    107.34  3.000
 OYL  N    CA   C    111.00  2.800
 OYL  CB   CA   C    110.10  1.900
 OYL  H3   N    H2   104.21  3.000
 OYL  H3   N    CA   107.97  3.000
 OYL  H2   N    CA   108.59  3.000
 OYL  H6   CB   H5   106.99  3.000
 OYL  H6   CB   CG   109.43  3.000
 OYL  H5   CB   CG   109.24  3.000
 OYL  H6   CB   CA   109.04  3.000
 OYL  H5   CB   CA   108.24  3.000
 OYL  CG   CB   CA   113.68  3.000
 OYL  ND1  CG   CD2  109.29  3.000
 OYL  ND1  CG   CB   122.66  3.000
 OYL  CD2  CG   CB   128.01  3.000
 OYL  H7   CD2  NE2  122.19  3.000
 OYL  H7   CD2  CG   131.62  3.000
 OYL  NE2  CD2  CG   106.18  3.000
 OYL  CZ   NE2  CE1  126.56  3.000
 OYL  CE1  NE2  CD2  106.69  3.000
 OYL  CZ   NE2  CD2  126.64  3.000
 OYL  H8   CE1  ND1  126.06  3.000
 OYL  H8   CE1  NE2  121.88  3.000
 OYL  ND1  CE1  NE2  112.06  3.000
 OYL  CE1  ND1  CG   105.77  3.000
 OYL  H10  CZ   H9   107.09  3.000
 OYL  H10  CZ   CT   110.69  3.000
 OYL  H9   CZ   CT   110.56  3.000
 OYL  H10  CZ   NE2  108.26  3.000
 OYL  H9   CZ   NE2  107.48  3.000
 OYL  CT   CZ   NE2  112.55  3.000
 OYL  H13  CT   H12  108.42  3.000
 OYL  H13  CT   H11  107.93  3.000
 OYL  H12  CT   H11  108.12  3.000
 OYL  H13  CT   CZ   111.37  3.000
 OYL  H12  CT   CZ   110.98  3.000
 OYL  H11  CT   CZ   109.91  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
 OYL  CONST_01  CE1  NE2  CD2  CG      0.00   0.0  0
 OYL  CONST_02  NE2  CE1  ND1  CG      0.00   0.0  0
 OYL  CONST_03  ND1  CE1  NE2  CD2     0.00   0.0  0
 OYL  CONST_04  CE1  ND1  CG   CD2     0.00   0.0  0
 OYL  CONST_05  ND1  CG   CD2  NE2     0.00   0.0  0
 OYL  CONST_06  NE2  CD2  CG   CB    180.00   0.0  0
 OYL  CONST_07  CE1  ND1  CG   CB    180.00   0.0  0
 OYL  CONST_08  CZ   NE2  CD2  CG    180.00   0.0  0
 OYL  CONST_09  CZ   NE2  CE1  ND1   180.00   0.0  0
 OYL  CONST_10  H8   CE1  ND1  CG    180.00   0.0  0
 OYL  CONST_11  H7   CD2  NE2  CE1   180.00   0.0  0
 OYL  Var_01    CD2  CG   CB   CA    -89.66  30.0  2
 OYL  Var_02    CT   CZ   NE2  CD2   -76.43  30.0  2
 OYL  Var_03    H11  CT   CZ   NE2  -179.86  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
 OYL  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
 OYL  plan-1  CB   0.020
 OYL  plan-1  CG   0.020
 OYL  plan-1  CD2  0.020
 OYL  plan-1  NE2  0.020
 OYL  plan-1  CE1  0.020
 OYL  plan-1  ND1  0.020
 OYL  plan-1  CZ   0.020
 OYL  plan-1  H7   0.020
 OYL  plan-1  H8   0.020
 OYL  plan-2  C    0.020
 OYL  plan-2  O    0.020
 OYL  plan-2  CA   0.020
 OYL  plan-2  OXT  0.020

