# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 17:19:14 2020
#   Inital geometry file: a 94 line input string
#   Ligand name: 6-{[(S)-carboxy(hydroxy)methyl]amino}-7-hydroxy-L-tryptophan
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[C@@H](Cc1c[nH]c2c(O)c(N[C@@H](O)C(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
 TGH  TGH  6-{[(S)-carboxy(hydroxy)methyl]amino}-7-hydroxy-L-tryptophan  L-peptide  35  22  .  2022-07-22  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_TGH
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
 TGH  N     N  NH2    0  -0.779   3.1996   1.6777   0.6169
 TGH  CA    C  CH1    0  -0.171   4.1309   0.5914   0.3787
 TGH  C     C  C      0   0.424   5.4704   1.1160  -0.1847
 TGH  O     O  O      0  -0.632   5.4767   2.2552  -0.6921
 TGH  CB    C  CH2    0  -0.488   3.6035  -0.5092  -0.5708
 TGH  CG    C  CR5    0  -0.086   2.3154  -1.1160  -0.1185
 TGH  CD1   C  CR15   0  -0.088   2.1642  -2.1671   0.7449
 TGH  CD2   C  CR56   0   0.035   0.9879  -0.6829  -0.4507
 TGH  NE1   N  NR15   0  -0.672   0.8385  -2.4083   0.9736
 TGH  CE2   C  CR56   0   0.329   0.0969  -1.5214   0.2493
 TGH  CE3   C  CR16   0  -0.422   0.4800   0.3289  -1.2822
 TGH  CZ2   C  CR6    0   0.181  -1.2859  -1.3807   0.1317
 TGH  CZ3   C  CR16   0  -0.296  -0.8871   0.4783  -1.3828
 TGH  CH2   C  CR6    0   0.226  -1.7697  -0.3680  -0.6880
 TGH  C1    C  C      0   0.383  -5.2829   0.0599   0.4223
 TGH  C2    C  CH1    0   0.097  -3.8376   0.5749   0.2035
 TGH  N1    N  NH1    0  -0.774  -3.1811  -0.2905  -0.7516
 TGH  O1    O  OH1    0  -0.602  -3.8534   1.9232  -0.1678
 TGH  O7    O  OH1    0  -0.671  -2.1215  -2.2029   0.7935
 TGH  H1    H  HNH2   0   0.340   3.1795   2.2735  -0.2010
 TGH  H2    H  HNH2   0   0.351   2.2628   1.3130   0.7413
 TGH  HA    H  HCH1   0   0.230   4.3386   0.1031   1.3384
 TGH  HB2   H  HCH2   0   0.211   3.4788  -0.0813  -1.5721
 TGH  HB3   H  HCH2   0   0.270   4.3664  -1.2856  -0.6587
 TGH  HD1   H  HCR5   0   0.282   2.9188  -2.7741   1.2211
 TGH  HNE1  H  HNR5   0   0.412   0.4781  -3.1693   1.5236
 TGH  H5    H  HCR6   0   0.221   1.1491   0.9834  -1.8264
 TGH  HZ3   H  HCR6   0   0.283  -1.3066   1.2552  -2.0107
 TGH  H21   H  HCH1   0   0.246  -3.2880   0.4647   1.1471
 TGH  HN1   H  HNH1   0   0.361  -3.5305  -0.1517  -1.6913
 TGH  HO1   H  HOH1   0   0.447  -4.8023   2.1081  -0.2870
 TGH  HO7   H  HOH1   0   0.468  -3.0239  -1.9416   0.5225
 TGH  OXT   O  OC    -1  -0.763   6.4335   0.3263  -0.1237
 TGH  O2    O  O      0  -0.664  -5.4015  -1.1056   0.8300
 TGH  O3    O  OC    -1  -0.689  -6.1876   0.8828   0.1639

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
 TGH  O2   C1    deloc     1.240  0.020  1.240
 TGH  O3   C1    deloc     1.250  0.020  1.250
 TGH  C1   C2    single    1.550  0.020  1.550
 TGH  O1   C2    single    1.399  0.020  1.399
 TGH  C2   N1    single    1.446  0.020  1.446
 TGH  N1   CH2   single    1.415  0.020  1.415
 TGH  O7   CZ2   single    1.346  0.020  1.346
 TGH  CH2  CZ2   aromatic  1.390  0.020  1.390
 TGH  CH2  CZ3   aromatic  1.406  0.020  1.406
 TGH  CZ2  CE2   aromatic  1.395  0.020  1.395
 TGH  CZ3  CE3   aromatic  1.379  0.020  1.379
 TGH  CE2  CD2   aromatic  1.410  0.020  1.410
 TGH  CE2  NE1   aromatic  1.364  0.020  1.364
 TGH  CE3  CD2   aromatic  1.405  0.020  1.405
 TGH  CD2  CG    aromatic  1.435  0.020  1.435
 TGH  NE1  CD1   aromatic  1.367  0.020  1.367
 TGH  CD1  CG    aromatic  1.369  0.020  1.369
 TGH  CG   CB    single    1.494  0.020  1.494
 TGH  CB   CA    single    1.530  0.020  1.530
 TGH  N    CA    single    1.458  0.019  1.458
 TGH  CA   C     single    1.525  0.021  1.525
 TGH  C    O     deloc     1.231  0.020  1.231
 TGH  N    H1    single    0.890  0.020  1.040
 TGH  N    H2    single    0.890  0.020  1.040
 TGH  CA   HA    single    0.970  0.020  0.970
 TGH  CB   HB2   single    0.970  0.020  1.090
 TGH  CB   HB3   single    0.970  0.020  1.090
 TGH  CD1  HD1   single    0.930  0.020  1.080
 TGH  NE1  HNE1  single    0.860  0.020  1.020
 TGH  CE3  H5    single    0.930  0.020  1.080
 TGH  CZ3  HZ3   single    0.930  0.020  1.080
 TGH  C2   H21   single    0.970  0.020  1.090
 TGH  N1   HN1   single    0.890  0.020  1.040
 TGH  O1   HO1   single    0.850  0.020  0.980
 TGH  O7   HO7   single    0.850  0.020  0.980
 TGH  C    OXT   deloc     1.247  0.020  1.247

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
 TGH  H2    N    H1   107.03  3.000
 TGH  H2    N    CA   110.14  3.000
 TGH  H1    N    CA   108.71  3.000
 TGH  HA    CA   CB   109.00  3.000
 TGH  HA    CA   C    109.00  3.000
 TGH  CB    CA   C    110.10  1.900
 TGH  HA    CA   N    110.00  3.000
 TGH  C     CA   N    111.00  2.800
 TGH  CB    CA   N    110.50  1.700
 TGH  OXT   C    O    126.48  3.000
 TGH  OXT   C    CA   115.90  3.000
 TGH  O     C    CA   120.80  1.700
 TGH  HB3   CB   HB2  106.48  3.000
 TGH  HB3   CB   CG   109.75  3.000
 TGH  HB2   CB   CG   109.69  3.000
 TGH  HB3   CB   CA   108.50  3.000
 TGH  HB2   CB   CA   108.78  3.000
 TGH  CG    CB   CA   113.41  3.000
 TGH  CD2   CG   CD1  106.00  3.000
 TGH  CD1   CG   CB   126.73  3.000
 TGH  CD2   CG   CB   127.22  3.000
 TGH  HD1   CD1  NE1  120.34  3.000
 TGH  HD1   CD1  CG   129.28  3.000
 TGH  NE1   CD1  CG   110.38  3.000
 TGH  CE3   CD2  CE2  119.60  3.000
 TGH  CE3   CD2  CG   133.53  3.000
 TGH  CE2   CD2  CG   106.87  3.000
 TGH  HNE1  NE1  CE2  125.98  3.000
 TGH  HNE1  NE1  CD1  124.93  3.000
 TGH  CE2   NE1  CD1  108.88  3.000
 TGH  CZ2   CE2  NE1  130.48  3.000
 TGH  NE1   CE2  CD2  107.86  3.000
 TGH  CZ2   CE2  CD2  121.65  3.000
 TGH  H5    CE3  CZ3  120.70  3.000
 TGH  H5    CE3  CD2  120.63  3.000
 TGH  CZ3   CE3  CD2  118.66  3.000
 TGH  O7    CZ2  CH2  121.26  3.000
 TGH  CH2   CZ2  CE2  117.92  3.000
 TGH  O7    CZ2  CE2  120.82  3.000
 TGH  HZ3   CZ3  CH2  118.35  3.000
 TGH  HZ3   CZ3  CE3  120.25  3.000
 TGH  CH2   CZ3  CE3  121.40  3.000
 TGH  N1    CH2  CZ3  124.81  3.000
 TGH  CZ3   CH2  CZ2  120.76  3.000
 TGH  N1    CH2  CZ2  114.43  3.000
 TGH  O3    C1   O2   128.12  3.000
 TGH  O3    C1   C2   115.27  3.000
 TGH  O2    C1   C2   116.60  3.000
 TGH  H21   C2   O1   109.31  3.000
 TGH  H21   C2   N1   106.28  3.000
 TGH  O1    C2   N1   114.00  3.000
 TGH  H21   C2   C1   108.19  3.000
 TGH  N1    C2   C1   108.52  3.000
 TGH  O1    C2   C1   110.32  3.000
 TGH  HN1   N1   C2   111.99  3.000
 TGH  HN1   N1   CH2  113.17  3.000
 TGH  C2    N1   CH2  117.12  3.000
 TGH  HO1   O1   C2   103.10  3.000
 TGH  HO7   O7   CZ2  105.86  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
 TGH  CONST_01  CZ2   CE2  CD2  CG   180.00   0.0  0
 TGH  CONST_02  NE1   CE2  CD2  CG     0.00   0.0  0
 TGH  CONST_03  CZ3   CE3  CD2  CG   180.00   0.0  0
 TGH  CONST_04  CE2   NE1  CD1  CG     0.00   0.0  0
 TGH  CONST_05  CZ2   CE2  NE1  CD1  180.00   0.0  0
 TGH  CONST_06  CD2   CE2  NE1  CD1    0.00   0.0  0
 TGH  CONST_07  CE2   CD2  CG   CD1    0.00   0.0  0
 TGH  CONST_08  CE3   CD2  CG   CD1  180.00   0.0  0
 TGH  CONST_09  CH2   CZ2  CE2  CD2    0.00   0.0  0
 TGH  CONST_10  CH2   CZ3  CE3  CD2    0.00   0.0  0
 TGH  CONST_11  NE1   CD1  CG   CD2    0.00   0.0  0
 TGH  CONST_12  CH2   CZ2  CE2  NE1  180.00   0.0  0
 TGH  CONST_13  CE3   CD2  CE2  NE1  180.00   0.0  0
 TGH  CONST_14  CZ3   CH2  CZ2  CE2    0.00   0.0  0
 TGH  CONST_15  CZ3   CE3  CD2  CE2    0.00   0.0  0
 TGH  CONST_16  CZ2   CH2  CZ3  CE3    0.00   0.0  0
 TGH  CONST_17  CZ2   CE2  CD2  CE3    0.00   0.0  0
 TGH  CONST_18  CE2   CD2  CG   CB   180.00   0.0  0
 TGH  CONST_19  CE3   CD2  CG   CB     0.00   0.0  0
 TGH  CONST_20  NE1   CD1  CG   CB   180.00   0.0  0
 TGH  CONST_21  O7    CZ2  CE2  CD2  180.00   0.0  0
 TGH  CONST_22  O7    CZ2  CE2  NE1    0.00   0.0  0
 TGH  CONST_23  N1    CH2  CZ2  CE2  180.00   0.0  0
 TGH  CONST_24  N1    CH2  CZ3  CE3  180.00   0.0  0
 TGH  CONST_25  O7    CZ2  CH2  CZ3  180.00   0.0  0
 TGH  CONST_26  H5    CE3  CD2  CG     0.00   0.0  0
 TGH  CONST_27  HNE1  NE1  CD1  CG   180.00   0.0  0
 TGH  CONST_28  HZ3   CZ3  CE3  CD2  180.00   0.0  0
 TGH  CONST_29  HD1   CD1  CG   CD2  180.00   0.0  0
 TGH  Var_01    CD2   CG   CB   CA    90.19  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
 TGH  chir_01  CA  CB  N   C   positiv
 TGH  chir_02  C2  C1  O1  N1  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
 TGH  plan-1  CB    0.020
 TGH  plan-1  CG    0.020
 TGH  plan-1  CD1   0.020
 TGH  plan-1  CD2   0.020
 TGH  plan-1  NE1   0.020
 TGH  plan-1  CE2   0.020
 TGH  plan-1  CE3   0.020
 TGH  plan-1  CZ2   0.020
 TGH  plan-1  CZ3   0.020
 TGH  plan-1  CH2   0.020
 TGH  plan-1  N1    0.020
 TGH  plan-1  O7    0.020
 TGH  plan-1  HD1   0.020
 TGH  plan-1  HNE1  0.020
 TGH  plan-1  H5    0.020
 TGH  plan-1  HZ3   0.020
 TGH  plan-2  CH2   0.020
 TGH  plan-2  C2    0.020
 TGH  plan-2  N1    0.020
 TGH  plan-2  HN1   0.020
 TGH  plan-3  CA    0.020
 TGH  plan-3  C     0.020
 TGH  plan-3  O     0.020
 TGH  plan-3  OXT   0.020
 TGH  plan-4  C1    0.020
 TGH  plan-4  C2    0.020
 TGH  plan-4  O2    0.020
 TGH  plan-4  O3    0.020

