# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar 23 02:45:26 2022
#   Inital geometry file: a 70 line input string
#   Ligand name: 3-amino-6-hydroxy-L-tyrosine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[C@@H](Cc1cc(N)c(O)cc1O)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
 TYQ  TYQ  3-amino-6-hydroxy-L-tyrosine  L-peptide  26  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_TYQ
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
 TYQ  N     N  NH2    0  -0.797  66.5492  76.5805  -3.1805
 TYQ  CA    C  CH1    0  -0.193  65.8407  75.4017  -2.7168
 TYQ  C     C  C      0   0.398  64.5345  75.7877  -1.9809
 TYQ  O     O  O      0  -0.600  64.4911  76.9177  -1.4546
 TYQ  CB    C  CH2    0  -0.507  66.6608  74.4977  -1.7640
 TYQ  CG    C  CR6    0   0.009  67.9745  74.0535  -2.3384
 TYQ  CD1   C  CR6    0   0.331  68.0656  72.9916  -3.2463
 TYQ  CD2   C  CR16   0  -0.332  69.1551  74.7137  -2.0199
 TYQ  CE1   C  CR16   0  -0.482  69.2897  72.6232  -3.7920
 TYQ  CE2   C  CR6    0   0.099  70.3973  74.3743  -2.5440
 TYQ  CZ    C  CR6    0   0.343  70.4502  73.3082  -3.4484
 TYQ  OZ    O  OH1    0  -0.630  66.9266  72.3393  -3.5643
 TYQ  N5    N  NH2    0  -0.874  71.5507  75.1107  -2.1481
 TYQ  OH    O  OH1    0  -0.624  71.6038  72.9002  -4.0131
 TYQ  OXT   O  OC    -1  -0.612  63.6535  74.9064  -1.9391
 TYQ  H     H  HNH2   0   0.333  67.4983  76.3382  -3.4400
 TYQ  H2    H  HNH2   0   0.322  66.6146  77.2371  -2.4122
 TYQ  HA    H  HCH1   0   0.204  65.5697  74.7996  -3.5901
 TYQ  HB2   H  HCH2   0   0.228  66.8558  75.0563  -0.8430
 TYQ  HB3   H  HCH2   0   0.227  66.0505  73.6369  -1.4826
 TYQ  HD2   H  HCR6   0   0.243  69.1177  75.5360  -1.3140
 TYQ  HE1   H  HCR6   0   0.265  69.3511  71.7970  -4.4931
 TYQ  HZ    H  HOH1   0   0.471  67.1080  71.6247  -4.1852
 TYQ  HN51  H  HNH2   0   0.360  72.0015  75.5888  -2.9178
 TYQ  HN52  H  HNH2   0   0.360  72.2438  74.5420  -1.6781
 TYQ  HH    H  HOH1   0   0.456  72.3313  73.4518  -3.6995

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
 TYQ  N    CA    single    1.458  0.019  1.458
 TYQ  N    H     single    0.860  0.020  0.860
 TYQ  N    H2    single    0.890  0.020  1.040
 TYQ  CA   C     single    1.525  0.021  1.525
 TYQ  CA   CB    single    1.530  0.020  1.530
 TYQ  CA   HA    single    0.970  0.020  0.970
 TYQ  C    O     deloc     1.231  0.020  1.231
 TYQ  C    OXT   deloc     1.247  0.020  1.247
 TYQ  CB   CG    single    1.501  0.020  1.501
 TYQ  CB   HB2   single    0.970  0.020  1.090
 TYQ  CB   HB3   single    0.970  0.020  1.090
 TYQ  CG   CD1   aromatic  1.400  0.020  1.400
 TYQ  CG   CD2   aromatic  1.390  0.020  1.390
 TYQ  CD1  CE1   aromatic  1.390  0.020  1.390
 TYQ  CD1  OZ    single    1.351  0.020  1.351
 TYQ  CD2  CE2   aromatic  1.390  0.020  1.390
 TYQ  CD2  HD2   single    0.930  0.020  1.080
 TYQ  CE1  CZ    aromatic  1.391  0.020  1.391
 TYQ  CE1  HE1   single    0.930  0.020  1.080
 TYQ  CE2  CZ    aromatic  1.399  0.020  1.399
 TYQ  CE2  N5    single    1.425  0.020  1.425
 TYQ  CZ   OH    single    1.348  0.020  1.348
 TYQ  OZ   HZ    single    0.850  0.020  0.980
 TYQ  N5   HN51  single    0.890  0.020  1.040
 TYQ  N5   HN52  single    0.890  0.020  1.040
 TYQ  OH   HH    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
 TYQ  H2    N    H     106.79  3.000
 TYQ  H2    N    CA    108.40  3.000
 TYQ  H     N    CA    114.00  3.000
 TYQ  HA    CA   CB    109.00  3.000
 TYQ  HA    CA   C     109.00  3.000
 TYQ  CB    CA   C     110.10  1.900
 TYQ  HA    CA   N     110.00  3.000
 TYQ  CB    CA   N     110.50  1.700
 TYQ  C     CA   N     111.00  2.800
 TYQ  OXT   C    O     126.98  3.000
 TYQ  OXT   C    CA    115.85  3.000
 TYQ  O     C    CA    120.80  1.700
 TYQ  HB3   CB   HB2   106.56  3.000
 TYQ  HB3   CB   CG    110.76  3.000
 TYQ  HB2   CB   CG    108.49  3.000
 TYQ  HB3   CB   CA    108.83  3.000
 TYQ  HB2   CB   CA    108.31  3.000
 TYQ  CG    CB   CA    113.63  3.000
 TYQ  CD2   CG   CD1   116.98  3.000
 TYQ  CD2   CG   CB    121.01  3.000
 TYQ  CD1   CG   CB    121.98  3.000
 TYQ  OZ    CD1  CE1   121.49  3.000
 TYQ  OZ    CD1  CG    117.65  3.000
 TYQ  CE1   CD1  CG    120.86  3.000
 TYQ  HD2   CD2  CE2   117.48  3.000
 TYQ  HD2   CD2  CG    118.69  3.000
 TYQ  CE2   CD2  CG    123.82  3.000
 TYQ  HE1   CE1  CZ    119.16  3.000
 TYQ  HE1   CE1  CD1   120.35  3.000
 TYQ  CZ    CE1  CD1   120.49  3.000
 TYQ  N5    CE2  CZ    122.88  3.000
 TYQ  N5    CE2  CD2   119.50  3.000
 TYQ  CZ    CE2  CD2   117.62  3.000
 TYQ  OH    CZ   CE2   122.27  3.000
 TYQ  OH    CZ   CE1   117.50  3.000
 TYQ  CE2   CZ   CE1   120.23  3.000
 TYQ  HZ    OZ   CD1   110.54  3.000
 TYQ  HN52  N5   HN51  108.27  3.000
 TYQ  HN52  N5   CE2   113.14  3.000
 TYQ  HN51  N5   CE2   113.17  3.000
 TYQ  HH    OH   CZ    109.63  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
 TYQ  CONST_01  CZ   CE1  CD1  CG     0.00   0.0  0
 TYQ  CONST_02  CZ   CE2  CD2  CG     0.00   0.0  0
 TYQ  CONST_03  CE2  CD2  CG   CD1    0.00   0.0  0
 TYQ  CONST_04  CE2  CZ   CE1  CD1    0.00   0.0  0
 TYQ  CONST_05  CE1  CD1  CG   CD2    0.00   0.0  0
 TYQ  CONST_06  CE1  CZ   CE2  CD2    0.00   0.0  0
 TYQ  CONST_07  CE1  CD1  CG   CB   180.00   0.0  0
 TYQ  CONST_08  CE2  CD2  CG   CB   180.00   0.0  0
 TYQ  CONST_09  N5   CE2  CD2  CG   180.00   0.0  0
 TYQ  CONST_10  OH   CZ   CE1  CD1  180.00   0.0  0
 TYQ  CONST_11  OZ   CD1  CG   CD2  180.00   0.0  0
 TYQ  CONST_12  OH   CZ   CE2  CD2  180.00   0.0  0
 TYQ  CONST_13  N5   CE2  CZ   CE1  180.00   0.0  0
 TYQ  CONST_14  OZ   CD1  CE1  CZ   180.00   0.0  0
 TYQ  CONST_15  HE1  CE1  CD1  CG   180.00   0.0  0
 TYQ  CONST_16  HD2  CD2  CG   CD1  180.00   0.0  0
 TYQ  Var_01    CD1  CG   CB   CA   -80.07  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
 TYQ  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
 TYQ  plan-1  CB    0.020
 TYQ  plan-1  CG    0.020
 TYQ  plan-1  CD1   0.020
 TYQ  plan-1  CD2   0.020
 TYQ  plan-1  CE1   0.020
 TYQ  plan-1  CE2   0.020
 TYQ  plan-1  CZ    0.020
 TYQ  plan-1  OZ    0.020
 TYQ  plan-1  N5    0.020
 TYQ  plan-1  OH    0.020
 TYQ  plan-1  HD2   0.020
 TYQ  plan-1  HE1   0.020
 TYQ  plan-2  CE2   0.020
 TYQ  plan-2  N5    0.020
 TYQ  plan-2  HN51  0.020
 TYQ  plan-2  HN52  0.020
 TYQ  plan-3  CA    0.020
 TYQ  plan-3  C     0.020
 TYQ  plan-3  O     0.020
 TYQ  plan-3  OXT   0.020

