# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May 19 13:44:34 2020
#   Inital geometry file: a 119 line input string
#   Ligand name: (2R,4S)-2-[(1R)-2-hydroxy-1-{[(2-hydroxynaphthalen-1-yl)carbonyl]amino}ethyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC1(C)S[C@@H](N[C@H]1C(O)=O)[C@@H](CO)NC(=O)c2c(O)ccc3ccccc23
#
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
 NXU  NXU  '(2R,4S)-2-[(1R)-2-hydroxy-1-{[(2-hydroxynaphthalen-1-yl)carbonyl]amino}ethyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid'  ligand  49  27  .  2021-08-15  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_NXU
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
 NXU  O2   O  O     0  -0.541   0.3411   0.7374   1.8473
 NXU  C11  C  C     0   0.556   1.0133   0.2685   0.9152
 NXU  N1   N  NH1   0  -0.623   0.5283  -0.6763   0.1051
 NXU  C12  C  CH1   0  -0.160  -0.7392  -1.3591   0.2945
 NXU  C13  C  CH1   0  -0.158  -1.8338  -0.7122  -0.5603
 NXU  S1   S  S2    0  -0.023  -3.4665  -1.5586  -0.3081
 NXU  C15  C  CT    0  -0.210  -4.2976  -0.0283   0.2566
 NXU  C19  C  CH3   0  -0.619  -4.2542   0.0645   1.7803
 NXU  C20  C  CH3   0  -0.648  -5.7433  -0.0249  -0.2229
 NXU  C16  C  CH1   0  -0.213  -3.3944   1.0906  -0.3428
 NXU  C21  C  C     0   0.567  -3.7368   1.4068  -1.7853
 NXU  O5   O  OH1   0  -0.590  -4.6562   2.3587  -1.8722
 NXU  O4   O  O     0  -0.423  -3.2410   0.8706  -2.7429
 NXU  N2   N  NH1   0  -0.573  -2.0152   0.6823  -0.2327
 NXU  C14  C  CH2   0  -0.167  -0.5316  -2.8343  -0.0118
 NXU  O3   O  OH1   0  -0.668  -0.1101  -2.9559  -1.3503
 NXU  C1   C  CR6   0  -0.229   2.3591   0.8109   0.6128
 NXU  C2   C  CR6   0   0.355   2.5443   2.1676   0.8607
 NXU  C3   C  CR16  0  -0.341   3.7145   2.8263   0.4117
 NXU  O1   O  OH1   0  -0.624   1.6469   2.9271   1.4854
 NXU  C9   C  CR66  0   0.158   3.4308   0.0463   0.0465
 NXU  C8   C  CR16  0  -0.376   3.4310  -1.3677  -0.0435
 NXU  C7   C  CR16  0  -0.240   4.4892  -2.0473  -0.5909
 NXU  C6   C  CR16  0  -0.269   5.6143  -1.3628  -1.0797
 NXU  C5   C  CR16  0  -0.298   5.6664   0.0003  -0.9671
 NXU  C10  C  CR66  0   0.070   4.5993   0.7227  -0.3929
 NXU  C4   C  CR16  0  -0.288   4.6944   2.1254  -0.2163
 NXU  H1   H  HNH1  0   0.413   1.0471  -0.9236  -0.7245
 NXU  H2   H  HCH1  0   0.277  -1.0216  -1.2805   1.3467
 NXU  H3   H  HCH1  0   0.278  -1.5933  -0.8257  -1.6168
 NXU  H4   H  HCH3  0   0.229  -3.2317   0.0869   2.1582
 NXU  H5   H  HCH3  0   0.237  -4.7611   0.9709   2.1197
 NXU  H6   H  HCH3  0   0.247  -4.7534  -0.7921   2.2323
 NXU  H7   H  HCH3  0   0.250  -6.3006  -0.8291   0.2580
 NXU  H8   H  HCH3  0   0.245  -6.2293   0.9143   0.0445
 NXU  H9   H  HCH3  0   0.243  -5.8318  -0.1670  -1.2997
 NXU  H10  H  HCH1  0   0.304  -3.5332   2.0014   0.2452
 NXU  H11  H  HOH1  0   0.482  -4.8865   2.5182  -2.8005
 NXU  H12  H  HNH1  0   0.376  -1.6893   0.8738   0.7062
 NXU  H14  H  HCH2  0   0.234   0.2189  -3.2214   0.6868
 NXU  H15  H  HCH2  0   0.223  -1.4622  -3.3805   0.1813
 NXU  H16  H  HOH1  0   0.466   0.2437  -3.8398  -1.4817
 NXU  H17  H  HCR6  0   0.275   3.8090   3.8916   0.5782
 NXU  H18  H  HOH1  0   0.477   0.9525   2.3312   1.8458
 NXU  H19  H  HCR6  0   0.268   2.6109  -1.9409   0.3644
 NXU  H20  H  HCR6  0   0.262   4.4586  -3.1283  -0.6333
 NXU  H21  H  HCR6  0   0.259   6.4380  -1.9104  -1.5171
 NXU  H22  H  HCR6  0   0.260   6.5376   0.5460  -1.3086
 NXU  H23  H  HCR6  0   0.268   5.5818   2.6369  -0.5688

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
 NXU  O1   C2   single    1.331  0.020  1.331
 NXU  O3   C14  single    1.409  0.020  1.409
 NXU  C14  C12  single    1.521  0.020  1.521
 NXU  C2   C3   aromatic  1.416  0.020  1.416
 NXU  C2   C1   aromatic  1.391  0.020  1.391
 NXU  C12  N1   single    1.452  0.020  1.452
 NXU  C12  C13  single    1.532  0.020  1.532
 NXU  C3   C4   aromatic  1.359  0.020  1.359
 NXU  N1   C11  single    1.336  0.020  1.336
 NXU  C11  O2   double    1.241  0.020  1.241
 NXU  C11  C1   single    1.482  0.020  1.482
 NXU  N2   C13  single    1.444  0.020  1.444
 NXU  N2   C16  single    1.443  0.020  1.443
 NXU  C1   C9   aromatic  1.433  0.020  1.433
 NXU  C13  S1   single    1.856  0.020  1.856
 NXU  C4   C10  aromatic  1.417  0.020  1.417
 NXU  O4   C21  double    1.204  0.020  1.204
 NXU  C21  C16  single    1.516  0.020  1.516
 NXU  C21  O5   single    1.326  0.020  1.326
 NXU  C16  C15  single    1.558  0.020  1.558
 NXU  C9   C10  aromatic  1.420  0.020  1.420
 NXU  C9   C8   aromatic  1.417  0.020  1.417
 NXU  C10  C5   aromatic  1.411  0.020  1.411
 NXU  S1   C15  single    1.831  0.020  1.831
 NXU  C15  C20  single    1.523  0.020  1.523
 NXU  C15  C19  single    1.527  0.020  1.527
 NXU  C8   C7   aromatic  1.372  0.020  1.372
 NXU  C5   C6   aromatic  1.369  0.020  1.369
 NXU  C7   C6   aromatic  1.405  0.020  1.405
 NXU  N1   H1   single    0.860  0.020  1.020
 NXU  C12  H2   single    0.970  0.020  1.090
 NXU  C13  H3   single    0.970  0.020  1.090
 NXU  C19  H4   single    0.970  0.020  1.090
 NXU  C19  H5   single    0.970  0.020  1.090
 NXU  C19  H6   single    0.970  0.020  1.090
 NXU  C20  H7   single    0.970  0.020  1.090
 NXU  C20  H8   single    0.970  0.020  1.090
 NXU  C20  H9   single    0.970  0.020  1.090
 NXU  C16  H10  single    0.970  0.020  1.090
 NXU  O5   H11  single    0.850  0.020  0.980
 NXU  N2   H12  single    0.890  0.020  1.040
 NXU  C14  H14  single    0.970  0.020  1.090
 NXU  C14  H15  single    0.970  0.020  1.090
 NXU  O3   H16  single    0.850  0.020  0.980
 NXU  C3   H17  single    0.930  0.020  1.080
 NXU  O1   H18  single    0.850  0.020  0.980
 NXU  C8   H19  single    0.930  0.020  1.080
 NXU  C7   H20  single    0.930  0.020  1.080
 NXU  C6   H21  single    0.930  0.020  1.080
 NXU  C5   H22  single    0.930  0.020  1.080
 NXU  C4   H23  single    0.930  0.020  1.080

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
 NXU  C1   C11  N1   117.70  3.000
 NXU  C1   C11  O2   120.45  3.000
 NXU  N1   C11  O2   121.73  3.000
 NXU  H1   N1   C12  116.14  3.000
 NXU  H1   N1   C11  119.03  3.000
 NXU  C12  N1   C11  124.78  3.000
 NXU  H2   C12  C14  107.40  3.000
 NXU  H2   C12  C13  108.80  3.000
 NXU  C14  C12  C13  113.25  3.000
 NXU  H2   C12  N1   108.51  3.000
 NXU  C13  C12  N1   110.63  3.000
 NXU  C14  C12  N1   108.10  3.000
 NXU  H3   C13  N2   110.38  3.000
 NXU  H3   C13  S1   106.17  3.000
 NXU  N2   C13  S1   107.40  3.000
 NXU  H3   C13  C12  109.84  3.000
 NXU  S1   C13  C12  111.11  3.000
 NXU  N2   C13  C12  111.77  3.000
 NXU  C15  S1   C13   93.44  3.000
 NXU  C16  C15  C20  115.31  3.000
 NXU  C20  C15  C19  109.94  3.000
 NXU  C16  C15  C19  108.89  3.000
 NXU  C19  C15  S1   110.22  3.000
 NXU  C20  C15  S1   109.61  3.000
 NXU  C16  C15  S1   102.62  3.000
 NXU  H6   C19  H5   108.11  3.000
 NXU  H6   C19  H4   107.58  3.000
 NXU  H5   C19  H4   108.09  3.000
 NXU  H6   C19  C15  110.67  3.000
 NXU  H5   C19  C15  110.31  3.000
 NXU  H4   C19  C15  111.94  3.000
 NXU  H9   C20  H8   108.56  3.000
 NXU  H9   C20  H7   107.35  3.000
 NXU  H8   C20  H7   107.41  3.000
 NXU  H9   C20  C15  112.82  3.000
 NXU  H8   C20  C15  110.34  3.000
 NXU  H7   C20  C15  110.16  3.000
 NXU  H10  C16  N2   108.43  3.000
 NXU  H10  C16  C21  108.03  3.000
 NXU  N2   C16  C21  110.34  3.000
 NXU  H10  C16  C15  108.53  3.000
 NXU  C21  C16  C15  112.64  3.000
 NXU  N2   C16  C15  108.76  3.000
 NXU  O4   C21  O5   123.57  3.000
 NXU  O5   C21  C16  111.63  3.000
 NXU  O4   C21  C16  124.81  3.000
 NXU  H11  O5   C21  110.20  3.000
 NXU  H12  N2   C16  108.97  3.000
 NXU  H12  N2   C13  110.65  3.000
 NXU  C16  N2   C13  112.09  3.000
 NXU  H15  C14  H14  107.05  3.000
 NXU  H15  C14  O3   112.23  3.000
 NXU  H14  C14  O3   111.74  3.000
 NXU  H15  C14  C12  109.39  3.000
 NXU  H14  C14  C12  107.92  3.000
 NXU  O3   C14  C12  108.41  3.000
 NXU  H16  O3   C14  108.63  3.000
 NXU  C9   C1   C2   119.41  3.000
 NXU  C9   C1   C11  124.36  3.000
 NXU  C2   C1   C11  116.19  3.000
 NXU  O1   C2   C3   116.13  3.000
 NXU  C3   C2   C1   120.47  3.000
 NXU  O1   C2   C1   123.37  3.000
 NXU  H17  C3   C4   121.06  3.000
 NXU  H17  C3   C2   118.77  3.000
 NXU  C4   C3   C2   120.17  3.000
 NXU  H18  O1   C2   107.59  3.000
 NXU  C10  C9   C8   117.11  3.000
 NXU  C8   C9   C1   123.89  3.000
 NXU  C10  C9   C1   118.91  3.000
 NXU  H19  C8   C7   118.26  3.000
 NXU  H19  C8   C9   120.35  3.000
 NXU  C7   C8   C9   121.33  3.000
 NXU  H20  C7   C6   119.73  3.000
 NXU  H20  C7   C8   119.25  3.000
 NXU  C6   C7   C8   121.02  3.000
 NXU  H21  C6   C5   120.57  3.000
 NXU  H21  C6   C7   120.26  3.000
 NXU  C5   C6   C7   119.16  3.000
 NXU  H22  C5   C10  118.60  3.000
 NXU  H22  C5   C6   120.42  3.000
 NXU  C10  C5   C6   120.97  3.000
 NXU  C4   C10  C5   120.45  3.000
 NXU  C5   C10  C9   120.29  3.000
 NXU  C4   C10  C9   119.23  3.000
 NXU  H23  C4   C10  118.81  3.000
 NXU  H23  C4   C3   119.84  3.000
 NXU  C10  C4   C3   121.32  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
 NXU  CONST_01  C4   C3   C2   C1     0.00   0.0  0
 NXU  CONST_02  C4   C10  C9   C1     0.00   0.0  0
 NXU  CONST_03  C5   C10  C9   C1   180.00   0.0  0
 NXU  CONST_04  C7   C8   C9   C1   180.00   0.0  0
 NXU  CONST_05  C10  C4   C3   C2     0.00   0.0  0
 NXU  CONST_06  C10  C9   C1   C2     0.00   0.0  0
 NXU  CONST_07  C8   C9   C1   C2   180.00   0.0  0
 NXU  CONST_08  C9   C1   C2   C3     0.00   0.0  0
 NXU  CONST_09  C9   C10  C4   C3     0.00   0.0  0
 NXU  CONST_10  C5   C10  C4   C3   180.00   0.0  0
 NXU  CONST_11  C6   C5   C10  C9     0.00   0.0  0
 NXU  CONST_12  C6   C7   C8   C9     0.00   0.0  0
 NXU  CONST_13  C4   C10  C9   C8   180.00   0.0  0
 NXU  CONST_14  C5   C10  C9   C8     0.00   0.0  0
 NXU  CONST_15  C5   C6   C7   C8     0.00   0.0  0
 NXU  CONST_16  C10  C9   C8   C7     0.00   0.0  0
 NXU  CONST_17  C10  C5   C6   C7     0.00   0.0  0
 NXU  CONST_18  C4   C10  C5   C6   180.00   0.0  0
 NXU  CONST_19  C3   C2   C1   C11  180.00   0.0  0
 NXU  CONST_20  C10  C9   C1   C11  180.00   0.0  0
 NXU  CONST_21  C8   C9   C1   C11    0.00   0.0  0
 NXU  CONST_22  C4   C3   C2   O1   180.00   0.0  0
 NXU  CONST_23  C9   C1   C2   O1   180.00   0.0  0
 NXU  CONST_24  H17  C3   C2   C1   180.00   0.0  0
 NXU  CONST_25  H19  C8   C9   C1     0.00   0.0  0
 NXU  CONST_26  H23  C4   C3   C2   180.00   0.0  0
 NXU  CONST_27  H22  C5   C10  C9   180.00   0.0  0
 NXU  CONST_28  H20  C7   C8   C9   180.00   0.0  0
 NXU  CONST_29  H21  C6   C7   C8   180.00   0.0  0
 NXU  CONST_30  C1   C11  N1   C12  180.00   0.0  0
 NXU  CONST_31  H1   N1   C11  C1     0.00   0.0  0
 NXU  CONST_32  H11  O5   C21  C16  180.00   0.0  0
 NXU  CONST_33  C12  N1   C11  O2     0.00   0.0  0
 NXU  Var_01    C16  C15  S1   C13   22.05  30.0  1
 NXU  Var_02    C2   C1   C11  O2   -32.34  30.0  2
 NXU  Var_03    H7   C20  C15  S1    65.68  30.0  3
 NXU  Var_04    H4   C19  C15  S1    60.32  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
 NXU  chir_01  C12  C14  N1   C13  negativ
 NXU  chir_02  C13  S1   N2   C12  negativ
 NXU  chir_03  C16  N2   C15  C21  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
 NXU  plan-1  C11  0.020
 NXU  plan-1  C1   0.020
 NXU  plan-1  C2   0.020
 NXU  plan-1  C3   0.020
 NXU  plan-1  O1   0.020
 NXU  plan-1  C9   0.020
 NXU  plan-1  C8   0.020
 NXU  plan-1  C7   0.020
 NXU  plan-1  C6   0.020
 NXU  plan-1  C5   0.020
 NXU  plan-1  C10  0.020
 NXU  plan-1  C4   0.020
 NXU  plan-1  H17  0.020
 NXU  plan-1  H19  0.020
 NXU  plan-1  H20  0.020
 NXU  plan-1  H21  0.020
 NXU  plan-1  H22  0.020
 NXU  plan-1  H23  0.020
 NXU  plan-2  O2   0.020
 NXU  plan-2  C11  0.020
 NXU  plan-2  N1   0.020
 NXU  plan-2  C12  0.020
 NXU  plan-2  C1   0.020
 NXU  plan-2  H1   0.020
 NXU  plan-3  C16  0.020
 NXU  plan-3  C21  0.020
 NXU  plan-3  O5   0.020
 NXU  plan-3  O4   0.020
 NXU  plan-3  H11  0.020

