# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 05:32:00 2020
#   Inital geometry file: a 125 line input string
#   Ligand name: N-[(4-tert-butylbenzoyl)carbamoyl]-beta-D-glucopyranosylamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)(C)c1ccc(cc1)C(=O)NC(=O)N[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O
#
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
 F85  F85  N-[(4-tert-butylbenzoyl)carbamoyl]-beta-D-glucopyranosylamine  ligand  53  27  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_F85
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
 F85  C1    C  CH1   0   0.205   2.9489   0.2767  -0.3160
 F85  N1    N  NH1   0  -0.737   1.5298   0.2995  -0.1971
 F85  C2    C  CH1   0  -0.025   3.5497   1.5708   0.2389
 F85  N2    N  NH1   0  -0.767  -0.6313  -0.1890  -0.7456
 F85  O2    O  OH1   0  -0.663   3.1547   2.6856  -0.5175
 F85  C3    C  CH1   0  -0.008   5.0674   1.4799   0.1697
 F85  O3    O  OH1   0  -0.671   5.6928   2.5728   0.7986
 F85  C4    C  CH1   0   0.036   5.5624   0.2127   0.8572
 F85  O4    O  OH1   0  -0.672   6.9438   0.0364   0.6665
 F85  C5    C  CH1   0  -0.015   4.8395  -1.0042   0.2776
 F85  O5    O  O2    0  -0.488   3.4422  -0.8307   0.4002
 F85  C6    C  CH2   0  -0.156   5.2111  -2.2786   1.0054
 F85  O6    O  OH1   0  -0.670   4.5791  -3.3642   0.3709
 F85  C7    C  C     0   0.766   0.7039  -0.2377  -1.1367
 F85  O7    O  O     0  -0.471   1.0819  -0.6787  -2.1983
 F85  C8    C  C     0   0.553  -1.7133  -0.6268  -1.4760
 F85  O8    O  O     0  -0.423  -1.6171  -1.2105  -2.5321
 F85  C9    C  CR6   0  -0.075  -3.0399  -0.3435  -0.8568
 F85  C10   C  CR16  0  -0.246  -4.1321  -1.1045  -1.2743
 F85  C11   C  CR16  0  -0.297  -5.3869  -0.8844  -0.7406
 F85  C12   C  CR6   0   0.201  -5.6129   0.1080   0.2188
 F85  C13   C  CR16  0  -0.322  -4.5200   0.8752   0.6124
 F85  C14   C  CR16  0  -0.268  -3.2545   0.6560   0.0861
 F85  C15   C  CT    0  -0.176  -7.0158   0.3194   0.7732
 F85  C16   C  CH3   0  -0.634  -7.5302  -0.9971   1.3696
 F85  C17   C  CH3   0  -0.666  -7.0527   1.3877   1.8654
 F85  C18   C  CH3   0  -0.631  -7.9406   0.7580  -0.3708
 F85  H1    H  HCH1  0   0.238   3.2084   0.1923  -1.3786
 F85  HN1   H  HNH1  0   0.409   1.1523   0.5512   0.7054
 F85  H2    H  HCH1  0   0.226   3.2497   1.6716   1.2941
 F85  HN2   H  HNH1  0   0.427  -0.8266   0.1890   0.1688
 F85  HO2   H  HOH1  0   0.456   2.2194   2.8513  -0.3622
 F85  H3    H  HCH1  0   0.219   5.3573   1.4227  -0.8919
 F85  HO3   H  HOH1  0   0.458   5.5545   3.3579   0.2598
 F85  H4    H  HCH1  0   0.213   5.3157   0.2815   1.9291
 F85  HO4   H  HOH1  0   0.455   7.3940   0.8149   1.0110
 F85  H5    H  HCH1  0   0.225   5.1143  -1.1039  -0.7855
 F85  H6    H  HCH2  0   0.213   6.3012  -2.3792   0.9918
 F85  H6A   H  HCH2  0   0.197   4.9086  -2.1858   2.0578
 F85  HO6   H  HOH1  0   0.457   4.8546  -4.1695   0.8178
 F85  H10   H  HCR6  0   0.261  -3.9979  -1.8807  -2.0156
 F85  H11   H  HCR6  0   0.255  -6.2071  -1.5031  -1.0829
 F85  H13   H  HCR6  0   0.263  -4.6339   1.6653   1.3408
 F85  H14   H  HCR6  0   0.259  -2.4529   1.3066   0.4136
 F85  H16   H  HCH3  0   0.232  -6.8991  -1.3297   2.1958
 F85  H16A  H  HCH3  0   0.231  -8.5422  -0.8634   1.7568
 F85  H16B  H  HCH3  0   0.231  -7.5685  -1.7989   0.6316
 F85  H17   H  HCH3  0   0.232  -6.7317   2.3645   1.4997
 F85  H17A  H  HCH3  0   0.240  -8.0729   1.4975   2.2352
 F85  H17B  H  HCH3  0   0.232  -6.4249   1.1205   2.7176
 F85  H18   H  HCH3  0   0.230  -7.9911   0.0137  -1.1669
 F85  H18A  H  HCH3  0   0.231  -8.9553   0.9099   0.0031
 F85  H18B  H  HCH3  0   0.231  -7.6033   1.6977  -0.8123

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
 F85  C1   N1    single    1.424  0.020  1.424
 F85  C1   C2    single    1.531  0.020  1.531
 F85  C1   O5    single    1.408  0.020  1.408
 F85  N1   C7    single    1.361  0.020  1.361
 F85  C2   O2    single    1.404  0.020  1.404
 F85  C2   C3    single    1.522  0.020  1.522
 F85  N2   C7    single    1.392  0.020  1.392
 F85  N2   C8    single    1.377  0.020  1.377
 F85  C3   O3    single    1.407  0.020  1.407
 F85  C3   C4    single    1.524  0.020  1.524
 F85  C4   O4    single    1.406  0.020  1.406
 F85  C4   C5    single    1.529  0.020  1.529
 F85  C5   O5    single    1.413  0.020  1.413
 F85  C5   C6    single    1.514  0.020  1.514
 F85  C6   O6    single    1.407  0.020  1.407
 F85  C7   O7    double    1.210  0.020  1.210
 F85  C8   O8    double    1.210  0.020  1.210
 F85  C8   C9    single    1.491  0.020  1.491
 F85  C9   C10   aromatic  1.395  0.020  1.395
 F85  C9   C14   aromatic  1.391  0.020  1.391
 F85  C10  C11   aromatic  1.381  0.020  1.381
 F85  C11  C12   aromatic  1.399  0.020  1.399
 F85  C12  C13   aromatic  1.392  0.020  1.392
 F85  C12  C15   single    1.523  0.020  1.523
 F85  C13  C14   aromatic  1.388  0.020  1.388
 F85  C15  C16   single    1.534  0.020  1.534
 F85  C15  C17   single    1.528  0.020  1.528
 F85  C15  C18   single    1.535  0.020  1.535
 F85  C1   H1    single    0.970  0.020  1.090
 F85  N1   HN1   single    0.860  0.020  1.020
 F85  C2   H2    single    0.970  0.020  1.090
 F85  N2   HN2   single    0.860  0.020  1.020
 F85  O2   HO2   single    0.850  0.020  0.980
 F85  C3   H3    single    0.970  0.020  1.090
 F85  O3   HO3   single    0.850  0.020  0.980
 F85  C4   H4    single    0.970  0.020  1.090
 F85  O4   HO4   single    0.850  0.020  0.980
 F85  C5   H5    single    0.970  0.020  1.090
 F85  C6   H6    single    0.970  0.020  1.090
 F85  C6   H6A   single    0.970  0.020  1.090
 F85  O6   HO6   single    0.850  0.020  0.980
 F85  C10  H10   single    0.930  0.020  1.080
 F85  C11  H11   single    0.930  0.020  1.080
 F85  C13  H13   single    0.930  0.020  1.080
 F85  C14  H14   single    0.930  0.020  1.080
 F85  C16  H16   single    0.970  0.020  1.090
 F85  C16  H16A  single    0.970  0.020  1.090
 F85  C16  H16B  single    0.970  0.020  1.090
 F85  C17  H17   single    0.970  0.020  1.090
 F85  C17  H17A  single    0.970  0.020  1.090
 F85  C17  H17B  single    0.970  0.020  1.090
 F85  C18  H18   single    0.970  0.020  1.090
 F85  C18  H18A  single    0.970  0.020  1.090
 F85  C18  H18B  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
 F85  H1    C1   O5    110.45  3.000
 F85  H1    C1   C2    108.86  3.000
 F85  O5    C1   C2    110.06  3.000
 F85  H1    C1   N1    108.53  3.000
 F85  O5    C1   N1    108.62  3.000
 F85  C2    C1   N1    110.31  3.000
 F85  HN1   N1   C7    119.22  3.000
 F85  HN1   N1   C1    116.81  3.000
 F85  C7    N1   C1    122.72  3.000
 F85  H2    C2   C3    108.70  3.000
 F85  H2    C2   O2    111.52  3.000
 F85  C3    C2   O2    107.67  3.000
 F85  H2    C2   C1    108.52  3.000
 F85  C3    C2   C1    108.93  3.000
 F85  O2    C2   C1    111.44  3.000
 F85  HN2   N2   C8    116.61  3.000
 F85  HN2   N2   C7    116.97  3.000
 F85  C8    N2   C7    126.41  3.000
 F85  HO2   O2   C2    108.86  3.000
 F85  H3    C3   C4    107.81  3.000
 F85  H3    C3   O3    110.73  3.000
 F85  C4    C3   O3    107.44  3.000
 F85  H3    C3   C2    108.01  3.000
 F85  C4    C3   C2    110.67  3.000
 F85  O3    C3   C2    112.11  3.000
 F85  HO3   O3   C3    108.64  3.000
 F85  H4    C4   C5    108.21  3.000
 F85  H4    C4   O4    111.09  3.000
 F85  C5    C4   O4    108.26  3.000
 F85  H4    C4   C3    108.31  3.000
 F85  C5    C4   C3    109.70  3.000
 F85  O4    C4   C3    111.23  3.000
 F85  HO4   O4   C4    108.03  3.000
 F85  H5    C5   C6    109.04  3.000
 F85  H5    C5   O5    109.95  3.000
 F85  C6    C5   O5    107.72  3.000
 F85  H5    C5   C4    108.64  3.000
 F85  C6    C5   C4    111.81  3.000
 F85  O5    C5   C4    109.67  3.000
 F85  C5    O5   C1    113.50  3.000
 F85  H6A   C6   H6    107.08  3.000
 F85  H6A   C6   O6    111.92  3.000
 F85  H6    C6   O6    111.75  3.000
 F85  H6A   C6   C5    108.77  3.000
 F85  H6    C6   C5    108.41  3.000
 F85  O6    C6   C5    108.81  3.000
 F85  HO6   O6   C6    107.94  3.000
 F85  O7    C7   N2    123.97  3.000
 F85  O7    C7   N1    124.04  3.000
 F85  N2    C7   N1    111.97  3.000
 F85  C9    C8   O8    121.64  3.000
 F85  C9    C8   N2    114.74  3.000
 F85  O8    C8   N2    123.62  3.000
 F85  C14   C9   C10   118.30  3.000
 F85  C14   C9   C8    123.73  3.000
 F85  C10   C9   C8    117.95  3.000
 F85  H10   C10  C11   119.46  3.000
 F85  H10   C10  C9    119.96  3.000
 F85  C11   C10  C9    120.58  3.000
 F85  H11   C11  C12   119.99  3.000
 F85  H11   C11  C10   118.35  3.000
 F85  C12   C11  C10   121.66  3.000
 F85  C15   C12  C13   122.94  3.000
 F85  C15   C12  C11   119.79  3.000
 F85  C13   C12  C11   117.27  3.000
 F85  H13   C13  C14   117.85  3.000
 F85  H13   C13  C12   120.72  3.000
 F85  C14   C13  C12   121.44  3.000
 F85  H14   C14  C13   117.73  3.000
 F85  H14   C14  C9    121.50  3.000
 F85  C13   C14  C9    120.75  3.000
 F85  C18   C15  C17   108.56  3.000
 F85  C18   C15  C16   109.45  3.000
 F85  C17   C15  C16   108.30  3.000
 F85  C18   C15  C12   108.86  3.000
 F85  C17   C15  C12   112.29  3.000
 F85  C16   C15  C12   109.34  3.000
 F85  H16B  C16  H16A  107.31  3.000
 F85  H16B  C16  H16   107.97  3.000
 F85  H16A  C16  H16   107.75  3.000
 F85  H16B  C16  C15   112.31  3.000
 F85  H16A  C16  C15   110.10  3.000
 F85  H16   C16  C15   111.22  3.000
 F85  H17B  C17  H17A  107.33  3.000
 F85  H17B  C17  H17   108.15  3.000
 F85  H17A  C17  H17   107.37  3.000
 F85  H17B  C17  C15   111.90  3.000
 F85  H17A  C17  C15   109.59  3.000
 F85  H17   C17  C15   112.28  3.000
 F85  H18B  C18  H18A  107.82  3.000
 F85  H18B  C18  H18   107.84  3.000
 F85  H18A  C18  H18   107.56  3.000
 F85  H18B  C18  C15   111.17  3.000
 F85  H18A  C18  C15   110.15  3.000
 F85  H18   C18  C15   112.13  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
 F85  CONST_01  C12  C11  C10  C9      0.00   0.0  0
 F85  CONST_02  C12  C13  C14  C9      0.00   0.0  0
 F85  CONST_03  C13  C14  C9   C10     0.00   0.0  0
 F85  CONST_04  C13  C12  C11  C10     0.00   0.0  0
 F85  CONST_05  C14  C9   C10  C11     0.00   0.0  0
 F85  CONST_06  C14  C13  C12  C11     0.00   0.0  0
 F85  CONST_07  C11  C10  C9   C8    180.00   0.0  0
 F85  CONST_08  C13  C14  C9   C8    180.00   0.0  0
 F85  CONST_09  C15  C12  C11  C10   180.00   0.0  0
 F85  CONST_10  C15  C12  C13  C14   180.00   0.0  0
 F85  CONST_11  H11  C11  C10  C9    180.00   0.0  0
 F85  CONST_12  H13  C13  C14  C9    180.00   0.0  0
 F85  CONST_13  H14  C14  C9   C10   180.00   0.0  0
 F85  CONST_14  H10  C10  C11  C12   180.00   0.0  0
 F85  CONST_15  O7   C7   N1   C1      0.00   0.0  0
 F85  CONST_16  C9   C8   N2   C7    180.00   0.0  0
 F85  CONST_17  N2   C7   N1   C1    180.00   0.0  0
 F85  CONST_18  HN2  N2   C8   C9      0.00   0.0  0
 F85  CONST_19  O8   C8   N2   C7      0.00   0.0  0
 F85  CONST_20  C8   N2   C7   O7      0.00   0.0  0
 F85  CONST_21  C8   N2   C7   N1    180.00   0.0  0
 F85  CONST_22  HN1  N1   C7   O7    180.00   0.0  0
 F85  Var_01    C10  C9   C8   N2   -159.45  30.0  2
 F85  Var_02    C16  C15  C12  C11    56.44  30.0  2
 F85  Var_03    H16  C16  C15  C12    61.54  30.0  3
 F85  Var_04    H17  C17  C15  C12    61.20  30.0  3
 F85  Var_05    H18  C18  C15  C12    59.91  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
 F85  chir_01  C1  N1  C2  O5  negativ
 F85  chir_02  C2  O2  C1  C3  negativ
 F85  chir_03  C3  O3  C2  C4  positiv
 F85  chir_04  C4  O4  C5  C3  positiv
 F85  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
 F85  plan-1  C8   0.020
 F85  plan-1  C9   0.020
 F85  plan-1  C10  0.020
 F85  plan-1  C11  0.020
 F85  plan-1  C12  0.020
 F85  plan-1  C13  0.020
 F85  plan-1  C14  0.020
 F85  plan-1  C15  0.020
 F85  plan-1  H10  0.020
 F85  plan-1  H11  0.020
 F85  plan-1  H13  0.020
 F85  plan-1  H14  0.020
 F85  plan-2  C1   0.020
 F85  plan-2  N1   0.020
 F85  plan-2  N2   0.020
 F85  plan-2  C7   0.020
 F85  plan-2  O7   0.020
 F85  plan-2  C8   0.020
 F85  plan-2  O8   0.020
 F85  plan-2  C9   0.020
 F85  plan-2  HN1  0.020
 F85  plan-2  HN2  0.020

