# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  8 06:07:10 2020
#   Inital geometry file: a 128 line input string
#   Ligand name: N-[(2E)-3-(biphenyl-4-yl)prop-2-enoyl]-beta-D-glucopyranosylamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC[C@H]1O[C@@H](NC(=O)\C=C\c2ccc(cc2)c3ccccc3)[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
 26Q  26Q  N-[(2E)-3-(biphenyl-4-yl)prop-2-enoyl]-beta-D-glucopyranosylamine  saccharide  51  28  .  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_26Q
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
 26Q  C17  C  CR16  0  -0.311   -7.2852   1.1772   0.9085
 26Q  C16  C  CR16  0  -0.239   -8.6388   1.2865   1.1906
 26Q  C15  C  CR16  0  -0.265   -9.5148   0.2746   0.8200
 26Q  C14  C  CR16  0  -0.239   -9.0252  -0.8478   0.1649
 26Q  C13  C  CR16  0  -0.310   -7.6718  -0.9568  -0.1171
 26Q  C12  C  CR6   0   0.094   -6.7806   0.0543   0.2490
 26Q  C9   C  CR6   0   0.081   -5.3418  -0.0612  -0.0560
 26Q  C8   C  CR16  0  -0.298   -4.9015  -0.6785  -1.2269
 26Q  C7   C  CR16  0  -0.290   -3.5503  -0.7848  -1.5071
 26Q  C10  C  CR16  0  -0.286   -4.3769   0.4441   0.8223
 26Q  C11  C  CR16  0  -0.299   -3.0288   0.3412   0.5414
 26Q  C6   C  CR6   0   0.137   -2.5872  -0.2744  -0.6341
 26Q  C5   C  C1    0  -0.222   -1.1807  -0.4071  -0.9915
 26Q  C4   C  C1    0  -0.435   -0.1308   0.0878  -0.3274
 26Q  C2   C  C     0   0.588    1.2437  -0.1315  -0.8264
 26Q  O3   O  O     0  -0.483    1.4939  -0.7641  -1.8409
 26Q  N1   N  NH1   0  -0.719    2.2063   0.4508  -0.0650
 26Q  C1'  C  CH1   0   0.211    3.6016   0.3071  -0.3133
 26Q  O5'  O  O2    0  -0.489    4.0993  -0.7264   0.5047
 26Q  C5'  C  CH1   0  -0.014    5.4574  -1.0283   0.2604
 26Q  C6'  C  CH2   0  -0.157    5.8265  -2.2265   1.1093
 26Q  O6'  O  OH1   0  -0.670    5.0590  -3.3304   0.6927
 26Q  C4'  C  CH1   0   0.035    6.3209   0.1915   0.5854
 26Q  O4'  O  OH1   0  -0.672    7.6564  -0.1221   0.2786
 26Q  C3'  C  CH1   0  -0.004    5.8353   1.3905  -0.2210
 26Q  O3'  O  OH1   0  -0.672    6.5942   2.5056   0.1783
 26Q  C2'  C  CH1   0  -0.029    4.3437   1.6120  -0.0147
 26Q  O2'  O  OH1   0  -0.663    3.9440   2.6414  -0.8828
 26Q  H1   H  HCR6  0   0.256   -6.6214   1.9862   1.1867
 26Q  H2   H  HCR6  0   0.259   -9.0105   2.1691   1.6945
 26Q  H3   H  HCR6  0   0.259  -10.5708   0.3601   1.0403
 26Q  H4   H  HCR6  0   0.259   -9.6978  -1.6456  -0.1224
 26Q  H5   H  HCR6  0   0.256   -7.3036  -1.8491  -0.6079
 26Q  H6   H  HCR6  0   0.259   -5.6185  -1.0644  -1.9406
 26Q  H7   H  HCR6  0   0.262   -3.2351  -1.2627  -2.4270
 26Q  H8   H  HCR6  0   0.260   -4.6837   0.9049   1.7525
 26Q  H9   H  HCR6  0   0.258   -2.3172   0.7345   1.2559
 26Q  H10  H  H     0   0.264   -0.9845  -0.9648  -1.9022
 26Q  H11  H  H     0   0.274   -0.2532   0.6649   0.5821
 26Q  H12  H  HNH1  0   0.407    1.9281   0.8886   0.8014
 26Q  H13  H  HCH1  0   0.232    3.7344   0.0536  -1.3731
 26Q  H14  H  HCH1  0   0.223    5.6006  -1.2838  -0.8029
 26Q  H15  H  HCH2  0   0.212    6.8996  -2.4125   0.9971
 26Q  H16  H  HCH2  0   0.197    5.6492  -1.9829   2.1662
 26Q  H17  H  HOH1  0   0.457    5.3131  -4.0862   1.2294
 26Q  H18  H  HCH1  0   0.213    6.2030   0.4213   1.6566
 26Q  H19  H  HOH1  0   0.455    8.2027   0.6385   0.5019
 26Q  H20  H  HCH1  0   0.217    6.0005   1.1672  -1.2874
 26Q  H21  H  HOH1  0   0.457    6.4190   3.2298  -0.4307
 26Q  H22  H  HCH1  0   0.227    4.1691   1.8814   1.0389
 26Q  H23  H  HOH1  0   0.456    3.0556   2.9241  -0.6447

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
 26Q  O3'  C3'  single    1.407  0.020  1.407
 26Q  O4'  C4'  single    1.406  0.020  1.406
 26Q  C3'  C4'  single    1.524  0.020  1.524
 26Q  C3'  C2'  single    1.522  0.020  1.522
 26Q  C4'  C5'  single    1.529  0.020  1.529
 26Q  O2'  C2'  single    1.405  0.020  1.405
 26Q  C2'  C1'  single    1.531  0.020  1.531
 26Q  O6'  C6'  single    1.408  0.020  1.408
 26Q  C5'  C6'  single    1.514  0.020  1.514
 26Q  C5'  O5'  single    1.413  0.020  1.413
 26Q  C1'  O5'  single    1.409  0.020  1.409
 26Q  C1'  N1   single    1.424  0.020  1.424
 26Q  N1   C2   single    1.358  0.020  1.358
 26Q  C2   O3   double    1.222  0.020  1.222
 26Q  C2   C4   single    1.479  0.020  1.479
 26Q  C4   C5   double    1.337  0.020  1.337
 26Q  C5   C6   single    1.457  0.020  1.457
 26Q  C7   C6   aromatic  1.396  0.020  1.396
 26Q  C7   C8   aromatic  1.384  0.020  1.384
 26Q  C6   C11  aromatic  1.398  0.020  1.398
 26Q  C8   C9   aromatic  1.395  0.020  1.395
 26Q  C11  C10  aromatic  1.381  0.020  1.381
 26Q  C9   C10  aromatic  1.399  0.020  1.399
 26Q  C9   C12  single    1.475  0.020  1.475
 26Q  C12  C13  aromatic  1.397  0.020  1.397
 26Q  C12  C17  aromatic  1.397  0.020  1.397
 26Q  C13  C14  aromatic  1.387  0.020  1.387
 26Q  C17  C16  aromatic  1.387  0.020  1.387
 26Q  C14  C15  aromatic  1.389  0.020  1.389
 26Q  C16  C15  aromatic  1.389  0.020  1.389
 26Q  C17  H1   single    0.930  0.020  1.080
 26Q  C16  H2   single    0.930  0.020  1.080
 26Q  C15  H3   single    0.930  0.020  1.080
 26Q  C14  H4   single    0.930  0.020  1.080
 26Q  C13  H5   single    0.930  0.020  1.080
 26Q  C8   H6   single    0.930  0.020  1.080
 26Q  C7   H7   single    0.930  0.020  1.080
 26Q  C10  H8   single    0.930  0.020  1.080
 26Q  C11  H9   single    0.930  0.020  1.080
 26Q  C5   H10  single    0.930  0.020  1.080
 26Q  C4   H11  single    0.930  0.020  1.080
 26Q  N1   H12  single    0.860  0.020  1.020
 26Q  C1'  H13  single    0.970  0.020  1.090
 26Q  C5'  H14  single    0.970  0.020  1.090
 26Q  C6'  H15  single    0.970  0.020  1.090
 26Q  C6'  H16  single    0.970  0.020  1.090
 26Q  O6'  H17  single    0.850  0.020  0.980
 26Q  C4'  H18  single    0.970  0.020  1.090
 26Q  O4'  H19  single    0.850  0.020  0.980
 26Q  C3'  H20  single    0.970  0.020  1.090
 26Q  O3'  H21  single    0.850  0.020  0.980
 26Q  C2'  H22  single    0.970  0.020  1.090
 26Q  O2'  H23  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
 26Q  H1   C17  C12  120.03  3.000
 26Q  H1   C17  C16  119.16  3.000
 26Q  C12  C17  C16  120.80  3.000
 26Q  H2   C16  C15  120.12  3.000
 26Q  H2   C16  C17  119.62  3.000
 26Q  C15  C16  C17  120.26  3.000
 26Q  H3   C15  C14  120.25  3.000
 26Q  H3   C15  C16  120.25  3.000
 26Q  C14  C15  C16  119.50  3.000
 26Q  H4   C14  C13  119.64  3.000
 26Q  H4   C14  C15  120.13  3.000
 26Q  C13  C14  C15  120.23  3.000
 26Q  H5   C13  C12  119.90  3.000
 26Q  H5   C13  C14  119.26  3.000
 26Q  C12  C13  C14  120.83  3.000
 26Q  C9   C12  C13  120.76  3.000
 26Q  C13  C12  C17  118.38  3.000
 26Q  C9   C12  C17  120.86  3.000
 26Q  C10  C9   C8   117.97  3.000
 26Q  C10  C9   C12  120.96  3.000
 26Q  C8   C9   C12  121.06  3.000
 26Q  H6   C8   C7   119.06  3.000
 26Q  H6   C8   C9   120.13  3.000
 26Q  C7   C8   C9   120.80  3.000
 26Q  H7   C7   C6   119.43  3.000
 26Q  H7   C7   C8   119.32  3.000
 26Q  C6   C7   C8   121.24  3.000
 26Q  H8   C10  C11  118.90  3.000
 26Q  H8   C10  C9   119.85  3.000
 26Q  C11  C10  C9   121.24  3.000
 26Q  H9   C11  C6   120.48  3.000
 26Q  H9   C11  C10  118.71  3.000
 26Q  C6   C11  C10  120.80  3.000
 26Q  C5   C6   C11  123.44  3.000
 26Q  C11  C6   C7   117.94  3.000
 26Q  C5   C6   C7   118.62  3.000
 26Q  H10  C5   C4   117.70  3.000
 26Q  H10  C5   C6   115.27  3.000
 26Q  C4   C5   C6   127.03  3.000
 26Q  H11  C4   C2   117.84  3.000
 26Q  H11  C4   C5   121.67  3.000
 26Q  C2   C4   C5   120.48  3.000
 26Q  N1   C2   O3   122.84  3.000
 26Q  O3   C2   C4   123.20  3.000
 26Q  N1   C2   C4   113.95  3.000
 26Q  H12  N1   C1'  117.59  3.000
 26Q  H12  N1   C2   118.13  3.000
 26Q  C1'  N1   C2   123.59  3.000
 26Q  H13  C1'  C2'  109.06  3.000
 26Q  H13  C1'  O5'  110.38  3.000
 26Q  C2'  C1'  O5'  109.93  3.000
 26Q  H13  C1'  N1   108.07  3.000
 26Q  O5'  C1'  N1   108.59  3.000
 26Q  C2'  C1'  N1   110.79  3.000
 26Q  C5'  O5'  C1'  113.33  3.000
 26Q  H14  C5'  C4'  108.44  3.000
 26Q  H14  C5'  C6'  109.00  3.000
 26Q  C4'  C5'  C6'  111.99  3.000
 26Q  H14  C5'  O5'  109.94  3.000
 26Q  C6'  C5'  O5'  107.85  3.000
 26Q  C4'  C5'  O5'  109.61  3.000
 26Q  H16  C6'  H15  107.12  3.000
 26Q  H16  C6'  O6'  111.75  3.000
 26Q  H15  C6'  O6'  111.76  3.000
 26Q  H16  C6'  C5'  108.94  3.000
 26Q  H15  C6'  C5'  108.41  3.000
 26Q  O6'  C6'  C5'  108.77  3.000
 26Q  H17  O6'  C6'  107.90  3.000
 26Q  H18  C4'  C3'  108.43  3.000
 26Q  H18  C4'  O4'  111.12  3.000
 26Q  C3'  C4'  O4'  111.26  3.000
 26Q  H18  C4'  C5'  108.21  3.000
 26Q  C3'  C4'  C5'  109.58  3.000
 26Q  O4'  C4'  C5'  108.19  3.000
 26Q  H19  O4'  C4'  108.20  3.000
 26Q  H20  C3'  C2'  107.91  3.000
 26Q  H20  C3'  O3'  110.76  3.000
 26Q  C2'  C3'  O3'  112.02  3.000
 26Q  H20  C3'  C4'  107.75  3.000
 26Q  C2'  C3'  C4'  110.79  3.000
 26Q  O3'  C3'  C4'  107.55  3.000
 26Q  H21  O3'  C3'  108.58  3.000
 26Q  H22  C2'  O2'  111.52  3.000
 26Q  H22  C2'  C3'  108.69  3.000
 26Q  O2'  C2'  C3'  107.56  3.000
 26Q  H22  C2'  C1'  108.56  3.000
 26Q  O2'  C2'  C1'  111.49  3.000
 26Q  C3'  C2'  C1'  108.95  3.000
 26Q  H23  O2'  C2'  108.97  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
 26Q  CONST_03  C14  C13  C12  C17     0.00   0.0  0
 26Q  CONST_04  C14  C15  C16  C17     0.00   0.0  0
 26Q  CONST_05  C9   C12  C17  C16   180.00   0.0  0
 26Q  CONST_06  C13  C12  C17  C16     0.00   0.0  0
 26Q  CONST_07  C13  C14  C15  C16     0.00   0.0  0
 26Q  CONST_08  C12  C13  C14  C15     0.00   0.0  0
 26Q  CONST_09  C12  C17  C16  C15     0.00   0.0  0
 26Q  CONST_10  C9   C12  C13  C14   180.00   0.0  0
 26Q  CONST_13  C7   C8   C9   C12   180.00   0.0  0
 26Q  CONST_14  C11  C10  C9   C12   180.00   0.0  0
 26Q  CONST_15  C6   C7   C8   C9      0.00   0.0  0
 26Q  CONST_16  C6   C11  C10  C9      0.00   0.0  0
 26Q  CONST_17  C11  C6   C7   C8      0.00   0.0  0
 26Q  CONST_18  C11  C10  C9   C8      0.00   0.0  0
 26Q  CONST_19  C10  C11  C6   C7      0.00   0.0  0
 26Q  CONST_20  C10  C9   C8   C7      0.00   0.0  0
 26Q  CONST_21  C5   C6   C7   C8    180.00   0.0  0
 26Q  CONST_22  C5   C6   C11  C10   180.00   0.0  0
 26Q  CONST_23  H5   C13  C12  C17   180.00   0.0  0
 26Q  CONST_24  H3   C15  C16  C17   180.00   0.0  0
 26Q  CONST_25  H4   C14  C15  C16   180.00   0.0  0
 26Q  CONST_26  H1   C17  C16  C15   180.00   0.0  0
 26Q  CONST_27  H2   C16  C15  C14   180.00   0.0  0
 26Q  CONST_28  H6   C8   C9   C12     0.00   0.0  0
 26Q  CONST_29  H8   C10  C9   C12     0.00   0.0  0
 26Q  CONST_30  H7   C7   C8   C9    180.00   0.0  0
 26Q  CONST_31  H9   C11  C10  C9    180.00   0.0  0
 26Q  CONST_32  C1'  N1   C2   C4    180.00   0.0  0
 26Q  CONST_33  C1'  N1   C2   O3      0.00   0.0  0
 26Q  CONST_34  H12  N1   C2   C4      0.00   0.0  0
 26Q  Var_01    C4   C5   C6   C7    175.60  30.0  2
 26Q  Var_02    C2   C4   C5   C6   -179.78   0.0  2
 26Q  Var_03    N1   C2   C4   C5    178.76  30.0  1

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
 26Q  chir_01  C1'  C2'  O5'  N1   negativ
 26Q  chir_02  C5'  O5'  C6'  C4'  positiv
 26Q  chir_03  C4'  O4'  C5'  C3'  positiv
 26Q  chir_04  C3'  O3'  C4'  C2'  negativ
 26Q  chir_05  C2'  O2'  C3'  C1'  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
 26Q  plan-1  C17  0.020
 26Q  plan-1  C16  0.020
 26Q  plan-1  C15  0.020
 26Q  plan-1  C14  0.020
 26Q  plan-1  C13  0.020
 26Q  plan-1  C12  0.020
 26Q  plan-1  C9   0.020
 26Q  plan-1  H1   0.020
 26Q  plan-1  H2   0.020
 26Q  plan-1  H3   0.020
 26Q  plan-1  H4   0.020
 26Q  plan-1  H5   0.020
 26Q  plan-2  C12  0.020
 26Q  plan-2  C9   0.020
 26Q  plan-2  C8   0.020
 26Q  plan-2  C7   0.020
 26Q  plan-2  C10  0.020
 26Q  plan-2  C11  0.020
 26Q  plan-2  C6   0.020
 26Q  plan-2  C5   0.020
 26Q  plan-2  H6   0.020
 26Q  plan-2  H7   0.020
 26Q  plan-2  H8   0.020
 26Q  plan-2  H9   0.020
 26Q  plan-3  C4   0.020
 26Q  plan-3  C2   0.020
 26Q  plan-3  O3   0.020
 26Q  plan-3  N1   0.020
 26Q  plan-3  C1'  0.020
 26Q  plan-3  H12  0.020
 26Q  plan-4  C6   0.020
 26Q  plan-4  C5   0.020
 26Q  plan-4  C4   0.020
 26Q  plan-4  C2   0.020
 26Q  plan-4  H10  0.020
 26Q  plan-4  H11  0.020

