# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar 23 02:03:09 2022
#   Inital geometry file: a 92 line input string
#   Ligand name: 6-[(carboxymethyl)amino]-7-hydroxy-L-tryptophan
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[C@@H](Cc1c[nH]c2c(O)c(NCC(O)=O)ccc12)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
 TNQ  TNQ  6-[(carboxymethyl)amino]-7-hydroxy-L-tryptophan  L-peptide  34  21  .  2019-03-22  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_TNQ
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
 TNQ  N    N  NH2    0  -0.779  21.5714  -162.4803  249.8005
 TNQ  CA   C  CH1    0  -0.201  22.5798  -163.3900  250.3191
 TNQ  C    C  C      0   0.377  23.1382  -163.0430  251.7293
 TNQ  O    O  O      0  -0.616  23.9858  -163.8384  252.1883
 TNQ  CB   C  CH2    0  -0.545  23.7306  -163.5364  249.3130
 TNQ  CG   C  CR5    0   0.053  23.3525  -164.1339  247.9958
 TNQ  CD1  C  CR15   0  -0.111  23.3914  -165.4608  247.6807
 TNQ  CD2  C  CR56   0  -0.015  22.8924  -163.4605  246.8116
 TNQ  NE1  N  NR15   0  -0.696  22.9753  -165.6572  246.3849
 TNQ  CE2  C  CR56   0   0.315  22.6744  -164.4490  245.8282
 TNQ  CE3  C  CR16   0  -0.386  22.6587  -162.1270  246.4682
 TNQ  CZ2  C  CR6    0   0.167  22.2227  -164.1470  244.5455
 TNQ  CZ3  C  CR16   0  -0.366  22.2245  -161.8157  245.1949
 TNQ  CH2  C  CR6    0   0.269  21.9888  -162.8105  244.2146
 TNQ  C1   C  C      0   0.402  20.1423  -161.3238  241.3098
 TNQ  C2   C  CH2    0  -0.426  20.9169  -161.2442  242.6455
 TNQ  N1   N  NH1    0  -0.674  21.5763  -162.4869  242.9425
 TNQ  O2   O  O      0  -0.596  20.0270  -162.4501  240.7880
 TNQ  O3   O  OC    -1  -0.606  19.6853  -160.2440  240.8945
 TNQ  O7   O  OH1    0  -0.659  22.0422  -165.1184  243.5935
 TNQ  H    H  HNH2   0   0.329  20.8669  -162.3421  250.5149
 TNQ  H2   H  HNH2   0   0.321  21.9945  -161.5652  249.6890
 TNQ  H4   H  HCH1   0   0.208  22.1126  -164.3794  250.4097
 TNQ  H6   H  HCH2   0   0.235  24.4999  -164.1550  249.7749
 TNQ  H7   H  HCH2   0   0.218  24.1864  -162.5513  249.1545
 TNQ  H8   H  HCR5   0   0.265  23.6957  -166.2998  248.2879
 TNQ  H9   H  HNR5   0   0.397  22.9644  -166.5451  245.9133
 TNQ  H10  H  HCR6   0   0.228  22.8170  -161.3341  247.1888
 TNQ  H11  H  HCR6   0   0.248  22.0533  -160.7784  244.9381
 TNQ  H12  H  HCH2   0   0.216  21.6324  -160.4171  242.5824
 TNQ  H13  H  HCH2   0   0.211  20.1985  -160.9594  243.4297
 TNQ  H14  H  HNH1   0   0.353  21.1987  -163.2458  242.3937
 TNQ  H16  H  HOH1   0   0.465  21.4057  -165.7720  243.9058
 TNQ  OXT  O  OC    -1  -0.599  22.6908  -162.0257  252.2937

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
 TNQ  O2   C1   deloc     1.247  0.020  1.247
 TNQ  O3   C1   deloc     1.244  0.020  1.244
 TNQ  C1   C2   single    1.546  0.020  1.546
 TNQ  N1   C2   single    1.438  0.020  1.438
 TNQ  N1   CH2  single    1.376  0.020  1.376
 TNQ  O7   CZ2  single    1.372  0.020  1.372
 TNQ  CH2  CZ2  aromatic  1.396  0.020  1.396
 TNQ  CH2  CZ3  aromatic  1.416  0.020  1.416
 TNQ  CZ2  CE2  aromatic  1.393  0.020  1.393
 TNQ  CZ3  CE3  aromatic  1.381  0.020  1.381
 TNQ  CE2  NE1  aromatic  1.364  0.020  1.364
 TNQ  CE2  CD2  aromatic  1.411  0.020  1.411
 TNQ  CE3  CD2  aromatic  1.397  0.020  1.397
 TNQ  NE1  CD1  aromatic  1.375  0.020  1.375
 TNQ  CD2  CG   aromatic  1.438  0.020  1.438
 TNQ  CD1  CG   aromatic  1.364  0.020  1.364
 TNQ  CG   CB   single    1.495  0.020  1.495
 TNQ  CB   CA   single    1.530  0.020  1.530
 TNQ  N    CA   single    1.458  0.019  1.458
 TNQ  CA   C    single    1.525  0.021  1.525
 TNQ  C    O    deloc     1.231  0.020  1.231
 TNQ  N    H    single    0.860  0.020  0.860
 TNQ  N    H2   single    0.890  0.020  1.040
 TNQ  CA   H4   single    0.970  0.020  1.090
 TNQ  CB   H6   single    0.970  0.020  1.090
 TNQ  CB   H7   single    0.970  0.020  1.090
 TNQ  CD1  H8   single    0.930  0.020  1.080
 TNQ  NE1  H9   single    0.860  0.020  1.020
 TNQ  CE3  H10  single    0.930  0.020  1.080
 TNQ  CZ3  H11  single    0.930  0.020  1.080
 TNQ  C2   H12  single    0.970  0.020  1.090
 TNQ  C2   H13  single    0.970  0.020  1.090
 TNQ  N1   H14  single    0.890  0.020  1.040
 TNQ  O7   H16  single    0.850  0.020  0.980
 TNQ  C    OXT  deloc     1.246  0.020  1.246

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
 TNQ  H2   N    H    104.16  3.000
 TNQ  H2   N    CA   108.33  3.000
 TNQ  H    N    CA   114.00  3.000
 TNQ  H4   CA   CB   106.69  3.000
 TNQ  H4   CA   C    106.20  3.000
 TNQ  CB   CA   C    110.10  1.900
 TNQ  H4   CA   N    107.35  3.000
 TNQ  C    CA   N    111.00  2.800
 TNQ  CB   CA   N    110.50  1.700
 TNQ  OXT  C    O    126.63  3.000
 TNQ  OXT  C    CA   117.62  3.000
 TNQ  O    C    CA   120.80  1.700
 TNQ  H7   CB   H6   106.13  3.000
 TNQ  H7   CB   CG   109.67  3.000
 TNQ  H6   CB   CG   108.96  3.000
 TNQ  H7   CB   CA   108.69  3.000
 TNQ  H6   CB   CA   107.79  3.000
 TNQ  CG   CB   CA   115.20  3.000
 TNQ  CD2  CG   CD1  105.93  3.000
 TNQ  CD1  CG   CB   125.80  3.000
 TNQ  CD2  CG   CB   128.27  3.000
 TNQ  H8   CD1  NE1  120.29  3.000
 TNQ  H8   CD1  CG   129.35  3.000
 TNQ  NE1  CD1  CG   110.36  3.000
 TNQ  CE3  CD2  CE2  118.13  3.000
 TNQ  CE3  CD2  CG   134.68  3.000
 TNQ  CE2  CD2  CG   107.18  3.000
 TNQ  H9   NE1  CE2  126.05  3.000
 TNQ  H9   NE1  CD1  124.85  3.000
 TNQ  CE2  NE1  CD1  108.96  3.000
 TNQ  CZ2  CE2  NE1  129.75  3.000
 TNQ  NE1  CE2  CD2  107.57  3.000
 TNQ  CZ2  CE2  CD2  122.68  3.000
 TNQ  H10  CE3  CZ3  119.64  3.000
 TNQ  H10  CE3  CD2  120.72  3.000
 TNQ  CZ3  CE3  CD2  119.64  3.000
 TNQ  O7   CZ2  CH2  119.42  3.000
 TNQ  CH2  CZ2  CE2  118.68  3.000
 TNQ  O7   CZ2  CE2  121.87  3.000
 TNQ  H11  CZ3  CH2  118.85  3.000
 TNQ  H11  CZ3  CE3  118.99  3.000
 TNQ  CH2  CZ3  CE3  122.16  3.000
 TNQ  N1   CH2  CZ3  121.64  3.000
 TNQ  CZ3  CH2  CZ2  118.70  3.000
 TNQ  N1   CH2  CZ2  119.63  3.000
 TNQ  O3   C1   O2   127.63  3.000
 TNQ  O3   C1   C2   115.33  3.000
 TNQ  O2   C1   C2   117.03  3.000
 TNQ  H13  C2   H12  105.78  3.000
 TNQ  H13  C2   N1   112.06  3.000
 TNQ  H12  C2   N1   111.40  3.000
 TNQ  H13  C2   C1   107.56  3.000
 TNQ  H12  C2   C1   108.44  3.000
 TNQ  N1   C2   C1   111.33  3.000
 TNQ  H14  N1   C2   111.46  3.000
 TNQ  H14  N1   CH2  115.96  3.000
 TNQ  C2   N1   CH2  122.13  3.000
 TNQ  H16  O7   CZ2  110.00  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
 TNQ  CONST_01  CZ2  CE2  CD2  CG    180.00   0.0  0
 TNQ  CONST_02  NE1  CE2  CD2  CG      0.00   0.0  0
 TNQ  CONST_03  CZ3  CE3  CD2  CG    180.00   0.0  0
 TNQ  CONST_04  CE2  NE1  CD1  CG      0.00   0.0  0
 TNQ  CONST_05  CZ2  CE2  NE1  CD1   180.00   0.0  0
 TNQ  CONST_06  CD2  CE2  NE1  CD1     0.00   0.0  0
 TNQ  CONST_07  CE2  CD2  CG   CD1     0.00   0.0  0
 TNQ  CONST_08  CE3  CD2  CG   CD1   180.00   0.0  0
 TNQ  CONST_09  CH2  CZ2  CE2  CD2     0.00   0.0  0
 TNQ  CONST_10  CH2  CZ3  CE3  CD2     0.00   0.0  0
 TNQ  CONST_11  NE1  CD1  CG   CD2     0.00   0.0  0
 TNQ  CONST_12  CH2  CZ2  CE2  NE1   180.00   0.0  0
 TNQ  CONST_13  CE3  CD2  CE2  NE1   180.00   0.0  0
 TNQ  CONST_14  CZ3  CH2  CZ2  CE2     0.00   0.0  0
 TNQ  CONST_15  CZ3  CE3  CD2  CE2     0.00   0.0  0
 TNQ  CONST_16  CZ2  CH2  CZ3  CE3     0.00   0.0  0
 TNQ  CONST_17  CZ2  CE2  CD2  CE3     0.00   0.0  0
 TNQ  CONST_18  CE2  CD2  CG   CB    180.00   0.0  0
 TNQ  CONST_19  CE3  CD2  CG   CB      0.00   0.0  0
 TNQ  CONST_20  NE1  CD1  CG   CB    180.00   0.0  0
 TNQ  CONST_21  O7   CZ2  CE2  CD2   180.00   0.0  0
 TNQ  CONST_22  O7   CZ2  CE2  NE1     0.00   0.0  0
 TNQ  CONST_23  N1   CH2  CZ2  CE2   180.00   0.0  0
 TNQ  CONST_24  N1   CH2  CZ3  CE3   180.00   0.0  0
 TNQ  CONST_25  O7   CZ2  CH2  CZ3   180.00   0.0  0
 TNQ  CONST_26  H10  CE3  CD2  CG      0.00   0.0  0
 TNQ  CONST_27  H9   NE1  CD1  CG    180.00   0.0  0
 TNQ  CONST_28  H11  CZ3  CE3  CD2   180.00   0.0  0
 TNQ  CONST_29  H8   CD1  CG   CD2   180.00   0.0  0
 TNQ  Var_01    CD2  CG   CB   CA     89.30  30.0  3
 TNQ  Var_02    C1   C2   N1   CH2  -160.45  30.0  3
 TNQ  Var_03    O2   C1   C2   N1      9.95  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
 TNQ  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
 TNQ  plan-1  CB   0.020
 TNQ  plan-1  CG   0.020
 TNQ  plan-1  CD1  0.020
 TNQ  plan-1  CD2  0.020
 TNQ  plan-1  NE1  0.020
 TNQ  plan-1  CE2  0.020
 TNQ  plan-1  CE3  0.020
 TNQ  plan-1  CZ2  0.020
 TNQ  plan-1  CZ3  0.020
 TNQ  plan-1  CH2  0.020
 TNQ  plan-1  N1   0.020
 TNQ  plan-1  O7   0.020
 TNQ  plan-1  H8   0.020
 TNQ  plan-1  H9   0.020
 TNQ  plan-1  H10  0.020
 TNQ  plan-1  H11  0.020
 TNQ  plan-2  CH2  0.020
 TNQ  plan-2  C2   0.020
 TNQ  plan-2  N1   0.020
 TNQ  plan-2  H14  0.020
 TNQ  plan-3  CA   0.020
 TNQ  plan-3  C    0.020
 TNQ  plan-3  O    0.020
 TNQ  plan-3  OXT  0.020
 TNQ  plan-4  C1   0.020
 TNQ  plan-4  C2   0.020
 TNQ  plan-4  O2   0.020
 TNQ  plan-4  O3   0.020

