# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 02:55:42 2020
#   Inital geometry file: a 93 line input string
#   Ligand name: 3-{[(2S)-2-amino-2-carboxyethyl]sulfanyl}-5-hydroxy-L-tyrosine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[C@H](CSc1cc(C[C@H](N)C(O)=O)cc(O)c1O)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
 HKS  HKS  3-{[(2S)-2-amino-2-carboxyethyl]sulfanyl}-5-hydroxy-L-tyrosine  ligand  37  21  .  2022-07-25  2023-02-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_HKS
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
 HKS  C02  C  C     0   0.516  -4.2219  -2.4939   0.0851
 HKS  C04  C  CH1   0  -0.197  -3.2383  -1.3963   0.4736
 HKS  C06  C  CH2   0  -0.543  -2.5752  -0.8467  -0.8042
 HKS  C07  C  CR6   0   0.169  -1.7467   0.3767  -0.5371
 HKS  C08  C  CR16  0  -0.339  -0.3910   0.2750  -0.2567
 HKS  C09  C  CR6   0  -0.206   0.3713   1.4122   0.0060
 HKS  C11  C  CH2   0  -0.581   2.5700  -0.2893  -0.0308
 HKS  C12  C  CH1   0  -0.210   4.0971  -0.3377  -0.1074
 HKS  C13  C  C     0   0.530   4.5367  -1.7713  -0.3976
 HKS  C17  C  CR6   0   0.284  -0.2386   2.6651   0.0064
 HKS  C19  C  CR6   0   0.286  -1.6024   2.7686  -0.2704
 HKS  C21  C  CR16  0  -0.447  -2.3470   1.6315  -0.5425
 HKS  N05  N  NH2   0  -0.767  -2.2419  -1.8180   1.4222
 HKS  N16  N  NH2   0  -0.771   4.6765   0.2221   1.0842
 HKS  O01  O  OH1   0  -0.594  -5.2963  -2.0064  -0.5249
 HKS  O03  O  O     0  -0.438  -4.0525  -3.6695   0.2910
 HKS  O14  O  OH1   0  -0.590   4.0937  -2.1983  -1.5725
 HKS  O15  O  O     0  -0.431   5.2091  -2.4380   0.3459
 HKS  O18  O  OH1   0  -0.627   0.5265   3.7463   0.2745
 HKS  O20  O  OH1   0  -0.647  -2.1151   4.0210  -0.2609
 HKS  S10  S  S2    0   0.075   2.0931   1.4071   0.3957
 HKS  H1   H  HCH1  0   0.278  -3.8205  -0.5854   0.9236
 HKS  H2   H  HCH2  0   0.259  -1.9561  -1.6331  -1.2454
 HKS  H3   H  HCH2  0   0.268  -3.3461  -0.6112  -1.5397
 HKS  H4   H  HCR6  0   0.252   0.0630  -0.7058  -0.2383
 HKS  H5   H  HCH2  0   0.295   2.1311  -0.5578  -0.9907
 HKS  H6   H  HCH2  0   0.282   2.2003  -0.9850   0.7264
 HKS  H7   H  HCH1  0   0.291   4.4105   0.2731  -0.9603
 HKS  H8   H  HCR6  0   0.265  -3.4057   1.7263  -0.7614
 HKS  H9   H  HNH2  0   0.355  -2.6784  -2.1167   2.2847
 HKS  H10  H  HNH2  0   0.344  -1.7304  -2.6169   1.0677
 HKS  H12  H  HNH2  0   0.351   4.4798  -0.3643   1.8862
 HKS  H13  H  HNH2  0   0.363   5.6833   0.2731   1.0021
 HKS  H15  H  HOH1  0   0.481  -5.8888  -2.7271  -0.7871
 HKS  H16  H  HOH1  0   0.485   4.3779  -3.1121  -1.7280
 HKS  H17  H  HOH1  0   0.476  -0.0010   4.5531   0.2418
 HKS  H18  H  HOH1  0   0.482  -3.0618   4.0040  -0.4393

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
 HKS  O20  C19  single    1.353  0.020  1.353
 HKS  O18  C17  single    1.351  0.020  1.351
 HKS  C19  C17  aromatic  1.395  0.020  1.395
 HKS  C19  C21  aromatic  1.386  0.020  1.386
 HKS  C17  C09  aromatic  1.394  0.020  1.394
 HKS  C21  C07  aromatic  1.391  0.020  1.391
 HKS  C09  C08  aromatic  1.394  0.020  1.394
 HKS  C09  S10  single    1.765  0.020  1.765
 HKS  C07  C08  aromatic  1.388  0.020  1.388
 HKS  C07  C06  single    1.501  0.020  1.501
 HKS  O15  C13  double    1.204  0.020  1.204
 HKS  C06  C04  single    1.541  0.020  1.541
 HKS  S10  C11  single    1.813  0.020  1.813
 HKS  O14  C13  single    1.326  0.020  1.326
 HKS  C13  C12  single    1.527  0.020  1.527
 HKS  C04  N05  single    1.439  0.020  1.439
 HKS  C04  C02  single    1.524  0.020  1.524
 HKS  O03  C02  double    1.205  0.020  1.205
 HKS  C11  C12  single    1.530  0.020  1.530
 HKS  C12  N16  single    1.438  0.020  1.438
 HKS  C02  O01  single    1.328  0.020  1.328
 HKS  C04  H1   single    0.970  0.020  1.090
 HKS  C06  H2   single    0.970  0.020  1.090
 HKS  C06  H3   single    0.970  0.020  1.090
 HKS  C08  H4   single    0.930  0.020  1.080
 HKS  C11  H5   single    0.970  0.020  1.090
 HKS  C11  H6   single    0.970  0.020  1.090
 HKS  C12  H7   single    0.970  0.020  1.090
 HKS  C21  H8   single    0.930  0.020  1.080
 HKS  N05  H9   single    0.890  0.020  1.040
 HKS  N05  H10  single    0.890  0.020  1.040
 HKS  N16  H12  single    0.890  0.020  1.040
 HKS  N16  H13  single    0.890  0.020  1.040
 HKS  O01  H15  single    0.850  0.020  0.980
 HKS  O14  H16  single    0.850  0.020  0.980
 HKS  O18  H17  single    0.850  0.020  0.980
 HKS  O20  H18  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
 HKS  O03  C02  O01  123.37  3.000
 HKS  O01  C02  C04  112.01  3.000
 HKS  O03  C02  C04  124.62  3.000
 HKS  H1   C04  N05  108.32  3.000
 HKS  H1   C04  C06  107.78  3.000
 HKS  N05  C04  C06  110.68  3.000
 HKS  H1   C04  C02  107.16  3.000
 HKS  N05  C04  C02  113.82  3.000
 HKS  C06  C04  C02  108.85  3.000
 HKS  H3   C06  H2   106.45  3.000
 HKS  H3   C06  C07  109.51  3.000
 HKS  H2   C06  C07  110.20  3.000
 HKS  H3   C06  C04  109.38  3.000
 HKS  H2   C06  C04  108.76  3.000
 HKS  C07  C06  C04  112.37  3.000
 HKS  C21  C07  C08  119.23  3.000
 HKS  C08  C07  C06  121.01  3.000
 HKS  C21  C07  C06  119.75  3.000
 HKS  H4   C08  C09  120.48  3.000
 HKS  H4   C08  C07  118.69  3.000
 HKS  C09  C08  C07  120.82  3.000
 HKS  S10  C09  C17  115.43  3.000
 HKS  S10  C09  C08  124.93  3.000
 HKS  C17  C09  C08  119.61  3.000
 HKS  H6   C11  H5   108.51  3.000
 HKS  H6   C11  S10  110.11  3.000
 HKS  H5   C11  S10  109.39  3.000
 HKS  H6   C11  C12  110.63  3.000
 HKS  H5   C11  C12  110.51  3.000
 HKS  S10  C11  C12  107.69  3.000
 HKS  H7   C12  N16  108.24  3.000
 HKS  H7   C12  C13  107.05  3.000
 HKS  N16  C12  C13  114.00  3.000
 HKS  H7   C12  C11  107.88  3.000
 HKS  N16  C12  C11  110.38  3.000
 HKS  C13  C12  C11  109.06  3.000
 HKS  O15  C13  O14  123.74  3.000
 HKS  O14  C13  C12  111.99  3.000
 HKS  O15  C13  C12  124.27  3.000
 HKS  O18  C17  C19  122.23  3.000
 HKS  C19  C17  C09  119.63  3.000
 HKS  O18  C17  C09  118.14  3.000
 HKS  O20  C19  C21  123.84  3.000
 HKS  C21  C19  C17  120.20  3.000
 HKS  O20  C19  C17  115.95  3.000
 HKS  H8   C21  C19  119.47  3.000
 HKS  H8   C21  C07  120.04  3.000
 HKS  C19  C21  C07  120.49  3.000
 HKS  H10  N05  H9   106.46  3.000
 HKS  H10  N05  C04  110.50  3.000
 HKS  H9   N05  C04  110.47  3.000
 HKS  H13  N16  H12  106.67  3.000
 HKS  H13  N16  C12  110.69  3.000
 HKS  H12  N16  C12  110.64  3.000
 HKS  H15  O01  C02  110.24  3.000
 HKS  H16  O14  C13  110.34  3.000
 HKS  H17  O18  C17  110.66  3.000
 HKS  H18  O20  C19  110.77  3.000
 HKS  C11  S10  C09  101.96  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
 HKS  CONST_01  C17  C19  C21  C07     0.00   0.0  0
 HKS  CONST_02  C17  C09  C08  C07     0.00   0.0  0
 HKS  CONST_03  C19  C17  C09  C08     0.00   0.0  0
 HKS  CONST_04  C19  C21  C07  C08     0.00   0.0  0
 HKS  CONST_05  C21  C19  C17  C09     0.00   0.0  0
 HKS  CONST_06  C21  C07  C08  C09     0.00   0.0  0
 HKS  CONST_07  C19  C21  C07  C06   180.00   0.0  0
 HKS  CONST_08  C09  C08  C07  C06   180.00   0.0  0
 HKS  CONST_09  O20  C19  C21  C07   180.00   0.0  0
 HKS  CONST_10  S10  C09  C08  C07   180.00   0.0  0
 HKS  CONST_11  O18  C17  C09  C08   180.00   0.0  0
 HKS  CONST_12  O20  C19  C17  C09   180.00   0.0  0
 HKS  CONST_13  S10  C09  C17  C19   180.00   0.0  0
 HKS  CONST_14  O18  C17  C19  C21   180.00   0.0  0
 HKS  CONST_15  H8   C21  C07  C08   180.00   0.0  0
 HKS  CONST_16  H4   C08  C09  C17   180.00   0.0  0
 HKS  CONST_17  H15  O01  C02  C04   180.00   0.0  0
 HKS  CONST_18  H16  O14  C13  C12   180.00   0.0  0
 HKS  Var_01    C21  C07  C06  C04   -86.46  30.0  2
 HKS  Var_02    C17  C09  S10  C11  -169.07  30.0  2
 HKS  Var_03    C12  C11  S10  C09   164.86  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
 HKS  chir_01  C04  C06  N05  C02  positiv
 HKS  chir_02  C12  C13  C11  N16  negativ

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
 HKS  plan-1  C06  0.020
 HKS  plan-1  C07  0.020
 HKS  plan-1  C08  0.020
 HKS  plan-1  C09  0.020
 HKS  plan-1  C17  0.020
 HKS  plan-1  C19  0.020
 HKS  plan-1  C21  0.020
 HKS  plan-1  O18  0.020
 HKS  plan-1  O20  0.020
 HKS  plan-1  S10  0.020
 HKS  plan-1  H4   0.020
 HKS  plan-1  H8   0.020
 HKS  plan-2  C02  0.020
 HKS  plan-2  C04  0.020
 HKS  plan-2  O01  0.020
 HKS  plan-2  O03  0.020
 HKS  plan-2  H15  0.020
 HKS  plan-3  C12  0.020
 HKS  plan-3  C13  0.020
 HKS  plan-3  O14  0.020
 HKS  plan-3  O15  0.020
 HKS  plan-3  H16  0.020

