# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 15:11:21 2020
#   Inital geometry file: a 103 line input string
#   Ligand name: N-{[(4-hydroxyphenyl)carbonyl]carbamoyl}-beta-D-glucopyranosylamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC[C@H]1O[C@@H](NC(=O)NC(=O)c2ccc(O)cc2)[C@H](O)[C@@H](O)[C@@H]1O
#
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
 HBZ  HBZ  N-{[(4-hydroxyphenyl)carbonyl]carbamoyl}-beta-D-glucopyranosylamine  D-saccharide  42  24  .  2023-02-15  2023-02-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_HBZ
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
 HBZ  O5    O  O2    0  -0.488   2.6197   0.8712  -0.3422
 HBZ  C1    C  CH1   0   0.210   2.0283  -0.2616   0.2490
 HBZ  C2    C  CH1   0  -0.029   2.6767  -1.5374  -0.2953
 HBZ  O2    O  OH1   0  -0.663   2.1817  -2.6811   0.3519
 HBZ  C3    C  CH1   0  -0.006   4.1772  -1.4790  -0.0461
 HBZ  O3    O  OH1   0  -0.671   4.8551  -2.5483  -0.6609
 HBZ  C4    C  CH1   0   0.035   4.7649  -0.1861  -0.5995
 HBZ  O4    O  OH1   0  -0.672   6.1163  -0.0455  -0.2396
 HBZ  C5    C  CH1   0  -0.015   3.9929   1.0101  -0.0405
 HBZ  C6    C  CH2   0  -0.157   4.4682   2.3184  -0.6357
 HBZ  O6    O  OH1   0  -0.670   3.7843   3.3761  -0.0078
 HBZ  N1    N  NH1   0  -0.738   0.6345  -0.2584  -0.0425
 HBZ  C7    C  C     0   0.765  -0.2884   0.2900   0.7952
 HBZ  O7    O  O     0  -0.473  -0.0224   0.7722   1.8730
 HBZ  N2    N  NH1   0  -0.768  -1.5789   0.1903   0.2845
 HBZ  C8    C  C     0   0.553  -2.7178   0.7351   0.8397
 HBZ  O8    O  O     0  -0.427  -2.6943   1.5388   1.7458
 HBZ  C9    C  CR6   0  -0.083  -3.9928   0.2805   0.2285
 HBZ  C10   C  CR16  0  -0.243  -5.1311   1.0603   0.4338
 HBZ  C11   C  CR16  0  -0.371  -6.3566   0.6869  -0.0817
 HBZ  C12   C  CR6   0   0.367  -6.4748  -0.4987  -0.8079
 HBZ  C13   C  CR16  0  -0.323  -5.3479  -1.2955  -1.0102
 HBZ  C14   C  CR16  0  -0.274  -4.1260  -0.9048  -0.4981
 HBZ  O12   O  OH1   0  -0.617  -7.6367  -0.9190  -1.3236
 HBZ  H1    H  HCH1  0   0.236   2.1545  -0.2345   1.3383
 HBZ  H2    H  HCH1  0   0.227   2.5026  -1.5822  -1.3820
 HBZ  HO2   H  HOH1  0   0.456   1.2769  -2.8373   0.0638
 HBZ  H3    H  HCH1  0   0.219   4.3424  -1.4874   1.0433
 HBZ  HO3   H  HOH1  0   0.458   4.6451  -3.3591  -0.1873
 HBZ  H4    H  HCH1  0   0.213   4.6448  -0.1911  -1.6950
 HBZ  HO4   H  HOH1  0   0.455   6.5988  -0.8034  -0.5863
 HBZ  H5    H  HCH1  0   0.224   4.1375   1.0419   1.0521
 HBZ  H6    H  HCH2  0   0.214   5.5505   2.3914  -0.4886
 HBZ  H6A   H  HCH2  0   0.197   4.2903   2.3019  -1.7202
 HBZ  HO6   H  HOH1  0   0.457   4.1400   4.2023  -0.3466
 HBZ  HN1   H  HNH1  0   0.409   0.3618  -0.5075  -0.9823
 HBZ  HN2   H  HNH1  0   0.425  -1.6907  -0.3264  -0.5742
 HBZ  H10   H  HCR6  0   0.268  -5.0600   1.9795   0.9999
 HBZ  H11   H  HCR6  0   0.281  -7.2243   1.3153   0.0832
 HBZ  H13   H  HCR6  0   0.276  -5.4360  -2.2231  -1.5611
 HBZ  H14   H  HCR6  0   0.261  -3.2840  -1.5672  -0.6565
 HBZ  HO12  H  HOH1  0   0.481  -8.3475  -0.3016  -1.1151

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
 HBZ  O5   C1    single    1.408  0.020  1.408
 HBZ  O5   C5    single    1.413  0.020  1.413
 HBZ  C1   C2    single    1.531  0.020  1.531
 HBZ  C1   N1    single    1.424  0.020  1.424
 HBZ  C2   O2    single    1.404  0.020  1.404
 HBZ  C2   C3    single    1.522  0.020  1.522
 HBZ  C3   O3    single    1.407  0.020  1.407
 HBZ  C3   C4    single    1.524  0.020  1.524
 HBZ  C4   O4    single    1.406  0.020  1.406
 HBZ  C4   C5    single    1.529  0.020  1.529
 HBZ  C5   C6    single    1.514  0.020  1.514
 HBZ  C6   O6    single    1.407  0.020  1.407
 HBZ  N1   C7    single    1.362  0.020  1.362
 HBZ  C7   O7    double    1.210  0.020  1.210
 HBZ  C7   N2    single    1.391  0.020  1.391
 HBZ  N2   C8    single    1.379  0.020  1.379
 HBZ  C8   O8    double    1.211  0.020  1.211
 HBZ  C8   C9    single    1.485  0.020  1.485
 HBZ  C9   C10   aromatic  1.395  0.020  1.395
 HBZ  C9   C14   aromatic  1.397  0.020  1.397
 HBZ  C10  C11   aromatic  1.381  0.020  1.381
 HBZ  C11  C12   aromatic  1.395  0.020  1.395
 HBZ  C12  C13   aromatic  1.395  0.020  1.395
 HBZ  C12  O12   single    1.339  0.020  1.339
 HBZ  C13  C14   aromatic  1.381  0.020  1.381
 HBZ  C1   H1    single    0.970  0.020  1.090
 HBZ  C2   H2    single    0.970  0.020  1.090
 HBZ  O2   HO2   single    0.850  0.020  0.980
 HBZ  C3   H3    single    0.970  0.020  1.090
 HBZ  O3   HO3   single    0.850  0.020  0.980
 HBZ  C4   H4    single    0.970  0.020  1.090
 HBZ  O4   HO4   single    0.850  0.020  0.980
 HBZ  C5   H5    single    0.970  0.020  1.090
 HBZ  C6   H6    single    0.970  0.020  1.090
 HBZ  C6   H6A   single    0.970  0.020  1.090
 HBZ  O6   HO6   single    0.850  0.020  0.980
 HBZ  N1   HN1   single    0.860  0.020  1.020
 HBZ  N2   HN2   single    0.860  0.020  1.020
 HBZ  C10  H10   single    0.930  0.020  1.080
 HBZ  C11  H11   single    0.930  0.020  1.080
 HBZ  C13  H13   single    0.930  0.020  1.080
 HBZ  C14  H14   single    0.930  0.020  1.080
 HBZ  O12  HO12  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
 HBZ  C5    O5   C1   113.44  3.000
 HBZ  H1    C1   N1   108.41  3.000
 HBZ  H1    C1   C2   108.95  3.000
 HBZ  N1    C1   C2   110.10  3.000
 HBZ  H1    C1   O5   110.41  3.000
 HBZ  N1    C1   O5   108.87  3.000
 HBZ  C2    C1   O5   110.07  3.000
 HBZ  H2    C2   C3   108.59  3.000
 HBZ  H2    C2   O2   111.46  3.000
 HBZ  C3    C2   O2   107.65  3.000
 HBZ  H2    C2   C1   108.52  3.000
 HBZ  C3    C2   C1   109.11  3.000
 HBZ  O2    C2   C1   111.44  3.000
 HBZ  HO2   O2   C2   109.01  3.000
 HBZ  H3    C3   C4   107.91  3.000
 HBZ  H3    C3   O3   110.72  3.000
 HBZ  C4    C3   O3   107.47  3.000
 HBZ  H3    C3   C2   108.02  3.000
 HBZ  C4    C3   C2   110.68  3.000
 HBZ  O3    C3   C2   111.98  3.000
 HBZ  HO3   O3   C3   108.67  3.000
 HBZ  H4    C4   C5   108.17  3.000
 HBZ  H4    C4   O4   111.08  3.000
 HBZ  C5    C4   O4   108.27  3.000
 HBZ  H4    C4   C3   108.36  3.000
 HBZ  C5    C4   C3   109.64  3.000
 HBZ  O4    C4   C3   111.26  3.000
 HBZ  HO4   O4   C4   108.11  3.000
 HBZ  H5    C5   C6   108.87  3.000
 HBZ  H5    C5   C4   108.57  3.000
 HBZ  C6    C5   C4   111.95  3.000
 HBZ  H5    C5   O5   110.00  3.000
 HBZ  C6    C5   O5   107.83  3.000
 HBZ  C4    C5   O5   109.61  3.000
 HBZ  H6A   C6   H6   107.08  3.000
 HBZ  H6A   C6   O6   111.89  3.000
 HBZ  H6    C6   O6   111.73  3.000
 HBZ  H6A   C6   C5   108.91  3.000
 HBZ  H6    C6   C5   108.37  3.000
 HBZ  O6    C6   C5   108.76  3.000
 HBZ  HO6   O6   C6   108.00  3.000
 HBZ  HN1   N1   C7   119.26  3.000
 HBZ  HN1   N1   C1   117.02  3.000
 HBZ  C7    N1   C1   122.57  3.000
 HBZ  N2    C7   O7   124.00  3.000
 HBZ  N2    C7   N1   111.96  3.000
 HBZ  O7    C7   N1   124.01  3.000
 HBZ  HN2   N2   C8   116.98  3.000
 HBZ  HN2   N2   C7   116.88  3.000
 HBZ  C8    N2   C7   126.15  3.000
 HBZ  C9    C8   O8   121.84  3.000
 HBZ  C9    C8   N2   114.98  3.000
 HBZ  O8    C8   N2   123.17  3.000
 HBZ  C14   C9   C10  118.24  3.000
 HBZ  C14   C9   C8   123.76  3.000
 HBZ  C10   C9   C8   117.96  3.000
 HBZ  H10   C10  C11  118.91  3.000
 HBZ  H10   C10  C9   119.89  3.000
 HBZ  C11   C10  C9   121.20  3.000
 HBZ  H11   C11  C12  120.26  3.000
 HBZ  H11   C11  C10  119.79  3.000
 HBZ  C12   C11  C10  119.95  3.000
 HBZ  O12   C12  C13  117.77  3.000
 HBZ  O12   C12  C11  122.73  3.000
 HBZ  C13   C12  C11  119.50  3.000
 HBZ  H13   C13  C14  120.20  3.000
 HBZ  H13   C13  C12  119.84  3.000
 HBZ  C14   C13  C12  119.95  3.000
 HBZ  H14   C14  C13  117.42  3.000
 HBZ  H14   C14  C9   121.40  3.000
 HBZ  C13   C14  C9   121.15  3.000
 HBZ  HO12  O12  C12  110.82  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
 HBZ  CONST_01  C12  C11  C10  C9      0.00   0.0  0
 HBZ  CONST_02  C12  C13  C14  C9      0.00   0.0  0
 HBZ  CONST_03  C13  C14  C9   C10     0.00   0.0  0
 HBZ  CONST_04  C13  C12  C11  C10     0.00   0.0  0
 HBZ  CONST_05  C14  C9   C10  C11     0.00   0.0  0
 HBZ  CONST_06  C14  C13  C12  C11     0.00   0.0  0
 HBZ  CONST_07  C11  C10  C9   C8    180.00   0.0  0
 HBZ  CONST_08  C13  C14  C9   C8    180.00   0.0  0
 HBZ  CONST_09  O12  C12  C11  C10   180.00   0.0  0
 HBZ  CONST_10  O12  C12  C13  C14   180.00   0.0  0
 HBZ  CONST_11  H11  C11  C10  C9    180.00   0.0  0
 HBZ  CONST_12  H13  C13  C14  C9    180.00   0.0  0
 HBZ  CONST_13  H14  C14  C9   C10   180.00   0.0  0
 HBZ  CONST_14  H10  C10  C11  C12   180.00   0.0  0
 HBZ  CONST_15  O7   C7   N1   C1      0.00   0.0  0
 HBZ  CONST_16  C9   C8   N2   C7    180.00   0.0  0
 HBZ  CONST_17  N2   C7   N1   C1    180.00   0.0  0
 HBZ  CONST_18  HN2  N2   C8   C9      0.00   0.0  0
 HBZ  CONST_19  O8   C8   N2   C7      0.00   0.0  0
 HBZ  CONST_20  C8   N2   C7   O7      0.00   0.0  0
 HBZ  CONST_21  C8   N2   C7   N1    180.00   0.0  0
 HBZ  CONST_22  HN1  N1   C7   O7    180.00   0.0  0
 HBZ  Var_01    C10  C9   C8   N2   -160.76  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
 HBZ  chir_01  C1  O5  C2  N1  positiv
 HBZ  chir_02  C2  O2  C1  C3  negativ
 HBZ  chir_03  C3  O3  C2  C4  positiv
 HBZ  chir_04  C4  O4  C5  C3  positiv
 HBZ  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
 HBZ  plan-1  C8   0.020
 HBZ  plan-1  C9   0.020
 HBZ  plan-1  C10  0.020
 HBZ  plan-1  C11  0.020
 HBZ  plan-1  C12  0.020
 HBZ  plan-1  C13  0.020
 HBZ  plan-1  C14  0.020
 HBZ  plan-1  O12  0.020
 HBZ  plan-1  H10  0.020
 HBZ  plan-1  H11  0.020
 HBZ  plan-1  H13  0.020
 HBZ  plan-1  H14  0.020
 HBZ  plan-2  C1   0.020
 HBZ  plan-2  N1   0.020
 HBZ  plan-2  C7   0.020
 HBZ  plan-2  O7   0.020
 HBZ  plan-2  N2   0.020
 HBZ  plan-2  C8   0.020
 HBZ  plan-2  O8   0.020
 HBZ  plan-2  C9   0.020
 HBZ  plan-2  HN1  0.020
 HBZ  plan-2  HN2  0.020

