# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 18 15:22:25 2020
#   Inital geometry file: a 85 line input string
#   Ligand name: N-{5-[(1R)-1-hydroxyethyl]-1,3-thiazol-2-yl}-alpha-D-mannopyranosylamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)c1sc(N[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]2O)nc1
#
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
 BWG  BWG  N-{5-[(1R)-1-hydroxyethyl]-1,3-thiazol-2-yl}-alpha-D-mannopyranosylamine  D-saccharide  36  20  .  2023-02-15  2023-02-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_BWG
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
 BWG  C1    C  CH1   0   0.120   1.0725  -0.7307  -0.8914
 BWG  N1    N  NH1   0  -0.693   0.0227  -0.8191   0.0953
 BWG  C2    C  CH1   0  -0.014   2.1918  -1.7279  -0.5568
 BWG  O2    O  OH1   0  -0.661   3.0723  -1.8441  -1.6407
 BWG  C3    C  CH1   0  -0.006   2.9825  -1.2219   0.6495
 BWG  O3    O  OH1   0  -0.668   4.1111  -2.0130   0.9223
 BWG  C4    C  CH1   0   0.037   3.4582   0.2096   0.4254
 BWG  O4    O  OH1   0  -0.674   4.0516   0.7307   1.5899
 BWG  C5    C  CH1   0  -0.013   2.2587   1.0929   0.0757
 BWG  O5    O  O2    0  -0.475   1.5727   0.5657  -1.0441
 BWG  C6    C  CH2   0  -0.159   2.6840   2.5026  -0.2780
 BWG  O6    O  OH1   0  -0.668   1.5347   3.2868  -0.4913
 BWG  C13   C  CR5   0   0.355  -1.2239  -0.3923  -0.1569
 BWG  S14   S  S2    0   0.205  -2.4734  -0.5109   1.0442
 BWG  C15   C  CR15  0   0.053  -2.9181   0.4291  -1.2656
 BWG  C16   C  CR5   0  -0.371  -3.5915   0.1784  -0.1035
 BWG  N17   N  N     0  -0.438  -1.6060   0.1186  -1.2996
 BWG  C18   C  C     0   0.353  -5.0043   0.4213   0.1636
 BWG  O19   O  O     0  -0.414  -5.7160   0.9219  -0.6882
 BWG  C20   C  CH3   0  -0.802  -5.5257   0.0189   1.5150
 BWG  H1    H  HCH1  0   0.274   0.6405  -0.9882  -1.8609
 BWG  HN1   H  HNH1  0   0.418   0.2257  -1.1840   1.0121
 BWG  H2    H  HCH1  0   0.245   1.7326  -2.6955  -0.3093
 BWG  HO2   H  HOH1  0   0.459   2.6291  -2.3265  -2.3457
 BWG  H3    H  HCH1  0   0.224   2.3092  -1.2091   1.5206
 BWG  HO3   H  HOH1  0   0.459   3.8300  -2.8127   1.3776
 BWG  H4    H  HCH1  0   0.217   4.1644   0.2262  -0.4181
 BWG  HO4   H  HOH1  0   0.453   4.7763   0.1478   1.8401
 BWG  H5    H  HCH1  0   0.222   1.5896   1.1359   0.9494
 BWG  H6    H  HCH2  0   0.212   3.2935   2.8956   0.5422
 BWG  H6A   H  HCH2  0   0.195   3.3260   2.4671  -1.1697
 BWG  HO6   H  HOH1  0   0.455   1.8202   4.1942  -0.6299
 BWG  H15   H  HCR5  0   0.285  -3.3822   0.8577  -2.1434
 BWG  H20   H  HCH3  0   0.268  -4.9643   0.5105   2.3120
 BWG  H20A  H  HCH3  0   0.273  -6.5778   0.2744   1.6173
 BWG  H20B  H  HCH3  0   0.272  -5.4125  -1.0579   1.6596

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
 BWG  C1   N1    single    1.444  0.020  1.444
 BWG  C1   C2    single    1.536  0.020  1.536
 BWG  C1   O5    single    1.398  0.020  1.398
 BWG  N1   C13   single    1.342  0.020  1.342
 BWG  C2   O2    single    1.401  0.020  1.401
 BWG  C2   C3    single    1.529  0.020  1.529
 BWG  C3   O3    single    1.405  0.020  1.405
 BWG  C3   C4    single    1.525  0.020  1.525
 BWG  C4   O4    single    1.407  0.020  1.407
 BWG  C4   C5    single    1.530  0.020  1.530
 BWG  C5   O5    single    1.415  0.020  1.415
 BWG  C5   C6    single    1.514  0.020  1.514
 BWG  C6   O6    single    1.408  0.020  1.408
 BWG  C13  S14   aromatic  1.737  0.020  1.737
 BWG  C13  N17   aromatic  1.309  0.020  1.309
 BWG  S14  C16   aromatic  1.744  0.020  1.744
 BWG  C15  C16   aromatic  1.366  0.020  1.366
 BWG  C15  N17   aromatic  1.349  0.020  1.349
 BWG  C16  C18   single    1.458  0.020  1.458
 BWG  C18  O19   double    1.218  0.020  1.218
 BWG  C18  C20   single    1.503  0.020  1.503
 BWG  C1   H1    single    0.970  0.020  1.090
 BWG  N1   HN1   single    0.860  0.020  1.020
 BWG  C2   H2    single    0.970  0.020  1.090
 BWG  O2   HO2   single    0.850  0.020  0.980
 BWG  C3   H3    single    0.970  0.020  1.090
 BWG  O3   HO3   single    0.850  0.020  0.980
 BWG  C4   H4    single    0.970  0.020  1.090
 BWG  O4   HO4   single    0.850  0.020  0.980
 BWG  C5   H5    single    0.970  0.020  1.090
 BWG  C6   H6    single    0.970  0.020  1.090
 BWG  C6   H6A   single    0.970  0.020  1.090
 BWG  O6   HO6   single    0.850  0.020  0.980
 BWG  C15  H15   single    0.930  0.020  1.080
 BWG  C20  H20   single    0.970  0.020  1.090
 BWG  C20  H20A  single    0.970  0.020  1.090
 BWG  C20  H20B  single    0.970  0.020  1.090

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
 BWG  H1    C1   O5    105.26  3.000
 BWG  H1    C1   C2    109.18  3.000
 BWG  O5    C1   C2    111.42  3.000
 BWG  H1    C1   N1    107.74  3.000
 BWG  O5    C1   N1    113.06  3.000
 BWG  C2    C1   N1    109.96  3.000
 BWG  HN1   N1   C13   118.27  3.000
 BWG  HN1   N1   C1    119.85  3.000
 BWG  C13   N1   C1    121.86  3.000
 BWG  H2    C2   C3    109.26  3.000
 BWG  H2    C2   O2    111.32  3.000
 BWG  C3    C2   O2    108.23  3.000
 BWG  H2    C2   C1    108.43  3.000
 BWG  C3    C2   C1    109.51  3.000
 BWG  O2    C2   C1    110.07  3.000
 BWG  HO2   O2   C2    108.60  3.000
 BWG  H3    C3   C4    107.23  3.000
 BWG  H3    C3   O3    110.13  3.000
 BWG  C4    C3   O3    107.85  3.000
 BWG  H3    C3   C2    108.17  3.000
 BWG  C4    C3   C2    110.86  3.000
 BWG  O3    C3   C2    112.48  3.000
 BWG  HO3   O3   C3    108.98  3.000
 BWG  H4    C4   C5    108.62  3.000
 BWG  H4    C4   O4    110.99  3.000
 BWG  C5    C4   O4    107.82  3.000
 BWG  H4    C4   C3    109.09  3.000
 BWG  C5    C4   C3    109.32  3.000
 BWG  O4    C4   C3    110.95  3.000
 BWG  HO4   O4   C4    107.95  3.000
 BWG  H5    C5   C6    108.63  3.000
 BWG  H5    C5   O5    110.36  3.000
 BWG  C6    C5   O5    107.35  3.000
 BWG  H5    C5   C4    108.51  3.000
 BWG  C6    C5   C4    111.75  3.000
 BWG  O5    C5   C4    110.23  3.000
 BWG  C5    O5   C1    115.63  3.000
 BWG  H6A   C6   H6    107.11  3.000
 BWG  H6A   C6   O6    111.83  3.000
 BWG  H6    C6   O6    111.60  3.000
 BWG  H6A   C6   C5    108.87  3.000
 BWG  H6    C6   C5    108.39  3.000
 BWG  O6    C6   C5    108.94  3.000
 BWG  HO6   O6   C6    107.77  3.000
 BWG  N17   C13  S14   114.85  3.000
 BWG  N17   C13  N1    124.04  3.000
 BWG  S14   C13  N1    121.11  3.000
 BWG  C16   S14  C13    88.81  3.000
 BWG  H15   C15  N17   119.23  3.000
 BWG  H15   C15  C16   123.47  3.000
 BWG  N17   C15  C16   117.30  3.000
 BWG  C18   C16  C15   127.07  3.000
 BWG  C18   C16  S14   124.50  3.000
 BWG  C15   C16  S14   108.43  3.000
 BWG  C15   N17  C13   110.61  3.000
 BWG  C20   C18  O19   122.42  3.000
 BWG  C20   C18  C16   117.14  3.000
 BWG  O19   C18  C16   120.44  3.000
 BWG  H20B  C20  H20A  108.63  3.000
 BWG  H20B  C20  H20   107.09  3.000
 BWG  H20A  C20  H20   108.84  3.000
 BWG  H20B  C20  C18   110.30  3.000
 BWG  H20A  C20  C18   110.93  3.000
 BWG  H20   C20  C18   110.93  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
 BWG  CONST_01  C15  C16  S14  C13    0.00   0.0  0
 BWG  CONST_02  C16  C15  N17  C13    0.00   0.0  0
 BWG  CONST_03  C15  N17  C13  S14    0.00   0.0  0
 BWG  CONST_04  N17  C15  C16  S14    0.00   0.0  0
 BWG  CONST_05  N17  C13  S14  C16    0.00   0.0  0
 BWG  CONST_06  C16  S14  C13  N1   180.00   0.0  0
 BWG  CONST_07  C15  N17  C13  N1   180.00   0.0  0
 BWG  CONST_08  C18  C16  S14  C13  180.00   0.0  0
 BWG  CONST_09  C18  C16  C15  N17  180.00   0.0  0
 BWG  CONST_10  S14  C13  N1   C1   180.00   0.0  0
 BWG  CONST_11  N17  C13  N1   C1     0.00   0.0  0
 BWG  CONST_12  H15  C15  N17  C13  180.00   0.0  0
 BWG  CONST_13  HN1  N1   C13  S14    0.00   0.0  0
 BWG  Var_01    O19  C18  C16  S14  179.13  30.0  2
 BWG  Var_02    H20  C20  C18  C16   57.02  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
 BWG  chir_01  C1  N1  C2  O5  positiv
 BWG  chir_02  C2  O2  C1  C3  positiv
 BWG  chir_03  C3  O3  C2  C4  positiv
 BWG  chir_04  C4  O4  C5  C3  positiv
 BWG  chir_05  C5  O5  C4  C6  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
 BWG  plan-1  N1   0.020
 BWG  plan-1  C13  0.020
 BWG  plan-1  S14  0.020
 BWG  plan-1  C15  0.020
 BWG  plan-1  C16  0.020
 BWG  plan-1  N17  0.020
 BWG  plan-1  C18  0.020
 BWG  plan-1  H15  0.020
 BWG  plan-2  C1   0.020
 BWG  plan-2  N1   0.020
 BWG  plan-2  C13  0.020
 BWG  plan-2  HN1  0.020
 BWG  plan-3  C16  0.020
 BWG  plan-3  C18  0.020
 BWG  plan-3  O19  0.020
 BWG  plan-3  C20  0.020

