# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 11 20:55:56 2022
#   Inital geometry file: a 119 line input string
#   Ligand name: 4-[[(3~{R},4~{R},5~{S})-4-(hydroxymethyl)-5-(3-methoxy-4-oxidanyl-phenyl)oxolan-3-yl]methyl]-2-methoxy-phenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc(C[C@H]2CO[C@@H]([C@H]2CO)c3ccc(O)c(OC)c3)ccc1O
#
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
 GFU  GFU  4-[[(3~{R},4~{R},5~{S})-4-(hydroxymethyl)-5-(3-methoxy-4-oxidanyl-phenyl)oxolan-3-yl]methyl]-2-methoxy-phenol  ligand  50  26  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_GFU
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
 GFU  CAY  C  CH3   0  -0.435  -23.5989  57.1235  94.1265
 GFU  OAC  O  O2    0  -0.466  -22.8302  55.9885  93.7906
 GFU  CAS  C  CR6   0   0.340  -23.4411  54.9721  93.1492
 GFU  CAO  C  CR16  0  -0.460  -24.7913  54.9290  92.8292
 GFU  CAU  C  CR6   0   0.257  -22.6142  53.8973  92.7848
 GFU  OAE  O  OH1   0  -0.623  -21.3092  53.9864  93.1157
 GFU  CAT  C  CR16  0  -0.361  -23.1645  52.8178  92.1113
 GFU  CAP  C  CR16  0  -0.318  -24.5175  52.7851  91.7964
 GFU  CAM  C  CR6   0   0.121  -25.3430  53.8384  92.1569
 GFU  CAI  C  CH1   0  -0.002  -26.8137  53.8141  91.8536
 GFU  CAG  C  CH1   0  -0.309  -27.6230  52.7382  92.6390
 GFU  CAL  C  CH2   0  -0.155  -28.4810  53.4464  93.6733
 GFU  OAB  O  OH1   0  -0.657  -29.0329  52.5165  94.5719
 GFU  OAA  O  O2    0  -0.489  -27.0194  53.5556  90.4790
 GFU  CAJ  C  CH2   0  -0.160  -28.2895  52.9598  90.3642
 GFU  CAH  C  CH1   0  -0.281  -28.3610  51.9671  91.5187
 GFU  CAK  C  CH2   0  -0.491  -29.7849  51.4782  91.7498
 GFU  CAN  C  CR6   0   0.139  -29.9578  50.1974  92.5268
 GFU  CAQ  C  CR16  0  -0.429  -31.2472  49.6621  92.6279
 GFU  CAR  C  CR16  0  -0.329  -28.9189  49.5164  93.1381
 GFU  CAW  C  CR16  0  -0.332  -29.1516  48.3359  93.8416
 GFU  CAX  C  CR6   0   0.260  -30.4266  47.8157  93.9478
 GFU  OAF  O  OH1   0  -0.634  -30.6277  46.6740  94.6427
 GFU  CAV  C  CR6   0   0.310  -31.4894  48.4915  93.3248
 GFU  OAD  O  O2    0  -0.489  -32.6981  47.9025  93.4730
 GFU  CAZ  C  CH3   0  -0.429  -33.8234  48.5096  92.8741
 GFU  H1   H  HCH3  0   0.258  -22.9205  57.8257  94.6054
 GFU  H2   H  HCH3  0   0.226  -24.0329  57.6013  93.2439
 GFU  H3   H  HCH3  0   0.226  -24.4042  56.8836  94.8267
 GFU  H4   H  HCR6  0   0.276  -25.4401  55.7540  93.0964
 GFU  H5   H  HOH1  0   0.472  -20.8400  53.1989  92.8178
 GFU  H6   H  HCR6  0   0.267  -22.5257  51.9884  91.8268
 GFU  H7   H  HCR6  0   0.247  -24.9157  51.9252  91.2723
 GFU  H8   H  HCH1  0   0.225  -27.2311  54.8046  92.0971
 GFU  H9   H  HCH1  0   0.255  -26.9363  52.0724  93.1671
 GFU  H10  H  HCH2  0   0.208  -27.8406  54.1692  94.2004
 GFU  H11  H  HCH2  0   0.194  -29.2565  54.0381  93.1644
 GFU  H12  H  HOH1  0   0.449  -29.5942  52.9942  95.1897
 GFU  H13  H  HCH2  0   0.197  -29.0916  53.7093  90.4484
 GFU  H14  H  HCH2  0   0.240  -28.3714  52.4864  89.3843
 GFU  H15  H  HCH1  0   0.245  -27.7399  51.1101  91.2368
 GFU  H16  H  HCH2  0   0.247  -30.3827  52.2664  92.2163
 GFU  H17  H  HCH2  0   0.245  -30.2420  51.3297  90.7646
 GFU  H18  H  HCR6  0   0.269  -32.0648  50.1858  92.1466
 GFU  H19  H  HCR6  0   0.240  -27.9056  49.8913  93.0855
 GFU  H20  H  HCR6  0   0.255  -28.3293  47.8155  94.3176
 GFU  H21  H  HOH1  0   0.467  -31.5636  46.4408  94.6294
 GFU  H22  H  HCH3  0   0.260  -34.6780  47.8796  93.1077
 GFU  H23  H  HCH3  0   0.228  -34.0045  49.5118  93.2714
 GFU  H24  H  HCH3  0   0.228  -33.7191  48.5754  91.7880

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
 GFU  CAY  OAC  single    1.411  0.020  1.411
 GFU  OAC  CAS  single    1.348  0.020  1.348
 GFU  CAS  CAO  aromatic  1.388  0.020  1.388
 GFU  CAS  CAU  aromatic  1.404  0.020  1.404
 GFU  CAO  CAM  aromatic  1.395  0.020  1.395
 GFU  CAU  OAE  single    1.349  0.020  1.349
 GFU  CAU  CAT  aromatic  1.386  0.020  1.386
 GFU  CAT  CAP  aromatic  1.390  0.020  1.390
 GFU  CAP  CAM  aromatic  1.386  0.020  1.386
 GFU  CAM  CAI  single    1.502  0.020  1.502
 GFU  CAI  CAG  single    1.559  0.020  1.559
 GFU  CAI  OAA  single    1.414  0.020  1.414
 GFU  CAG  CAL  single    1.519  0.020  1.519
 GFU  CAG  CAH  single    1.547  0.020  1.547
 GFU  CAL  OAB  single    1.406  0.020  1.406
 GFU  OAA  CAJ  single    1.408  0.020  1.408
 GFU  CAJ  CAH  single    1.524  0.020  1.524
 GFU  CAH  CAK  single    1.523  0.020  1.523
 GFU  CAK  CAN  single    1.508  0.020  1.508
 GFU  CAN  CAQ  aromatic  1.400  0.020  1.400
 GFU  CAN  CAR  aromatic  1.385  0.020  1.385
 GFU  CAQ  CAV  aromatic  1.384  0.020  1.384
 GFU  CAR  CAW  aromatic  1.394  0.020  1.394
 GFU  CAW  CAX  aromatic  1.381  0.020  1.381
 GFU  CAX  OAF  single    1.352  0.020  1.352
 GFU  CAX  CAV  aromatic  1.405  0.020  1.405
 GFU  CAV  OAD  single    1.353  0.020  1.353
 GFU  OAD  CAZ  single    1.412  0.020  1.412
 GFU  CAY  H1   single    0.970  0.020  1.090
 GFU  CAY  H2   single    0.970  0.020  1.090
 GFU  CAY  H3   single    0.970  0.020  1.090
 GFU  CAO  H4   single    0.930  0.020  1.080
 GFU  OAE  H5   single    0.850  0.020  0.980
 GFU  CAT  H6   single    0.930  0.020  1.080
 GFU  CAP  H7   single    0.930  0.020  1.080
 GFU  CAI  H8   single    0.970  0.020  1.090
 GFU  CAG  H9   single    0.970  0.020  1.090
 GFU  CAL  H10  single    0.970  0.020  1.090
 GFU  CAL  H11  single    0.970  0.020  1.090
 GFU  OAB  H12  single    0.850  0.020  0.980
 GFU  CAJ  H13  single    0.970  0.020  1.090
 GFU  CAJ  H14  single    0.970  0.020  1.090
 GFU  CAH  H15  single    0.970  0.020  1.090
 GFU  CAK  H16  single    0.970  0.020  1.090
 GFU  CAK  H17  single    0.970  0.020  1.090
 GFU  CAQ  H18  single    0.930  0.020  1.080
 GFU  CAR  H19  single    0.930  0.020  1.080
 GFU  CAW  H20  single    0.930  0.020  1.080
 GFU  OAF  H21  single    0.850  0.020  0.980
 GFU  CAZ  H22  single    0.970  0.020  1.090
 GFU  CAZ  H23  single    0.970  0.020  1.090
 GFU  CAZ  H24  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
 GFU  H3   CAY  H2   108.69  3.000
 GFU  H3   CAY  H1   108.61  3.000
 GFU  H2   CAY  H1   108.71  3.000
 GFU  H3   CAY  OAC  112.15  3.000
 GFU  H2   CAY  OAC  112.05  3.000
 GFU  H1   CAY  OAC  106.51  3.000
 GFU  CAS  OAC  CAY  118.21  3.000
 GFU  CAU  CAS  CAO  119.28  3.000
 GFU  CAU  CAS  OAC  115.70  3.000
 GFU  CAO  CAS  OAC  125.01  3.000
 GFU  H4   CAO  CAM  118.53  3.000
 GFU  H4   CAO  CAS  120.14  3.000
 GFU  CAM  CAO  CAS  121.34  3.000
 GFU  CAT  CAU  OAE  123.68  3.000
 GFU  CAT  CAU  CAS  119.23  3.000
 GFU  OAE  CAU  CAS  117.09  3.000
 GFU  H5   OAE  CAU  109.95  3.000
 GFU  H6   CAT  CAP  119.73  3.000
 GFU  H6   CAT  CAU  119.27  3.000
 GFU  CAP  CAT  CAU  120.99  3.000
 GFU  H7   CAP  CAM  120.69  3.000
 GFU  H7   CAP  CAT  119.10  3.000
 GFU  CAM  CAP  CAT  120.21  3.000
 GFU  CAI  CAM  CAP  121.23  3.000
 GFU  CAI  CAM  CAO  119.82  3.000
 GFU  CAP  CAM  CAO  118.95  3.000
 GFU  H8   CAI  OAA  108.91  3.000
 GFU  H8   CAI  CAG  108.21  3.000
 GFU  OAA  CAI  CAG  106.75  3.000
 GFU  H8   CAI  CAM  108.16  3.000
 GFU  OAA  CAI  CAM  109.99  3.000
 GFU  CAG  CAI  CAM  114.70  3.000
 GFU  H9   CAG  CAH  110.24  3.000
 GFU  H9   CAG  CAL  108.06  3.000
 GFU  CAH  CAG  CAL  117.12  3.000
 GFU  H9   CAG  CAI  109.75  3.000
 GFU  CAH  CAG  CAI  103.11  3.000
 GFU  CAL  CAG  CAI  108.33  3.000
 GFU  H11  CAL  H10  106.18  3.000
 GFU  H11  CAL  OAB  112.00  3.000
 GFU  H10  CAL  OAB  110.90  3.000
 GFU  H11  CAL  CAG  109.51  3.000
 GFU  H10  CAL  CAG  107.68  3.000
 GFU  OAB  CAL  CAG  110.40  3.000
 GFU  H12  OAB  CAL  108.12  3.000
 GFU  CAJ  OAA  CAI  106.74  3.000
 GFU  H14  CAJ  H13  108.01  3.000
 GFU  H14  CAJ  CAH  113.21  3.000
 GFU  H13  CAJ  CAH  110.56  3.000
 GFU  H14  CAJ  OAA  108.94  3.000
 GFU  H13  CAJ  OAA  111.28  3.000
 GFU  CAH  CAJ  OAA  104.85  3.000
 GFU  H15  CAH  CAK  108.54  3.000
 GFU  H15  CAH  CAJ  106.74  3.000
 GFU  CAK  CAH  CAJ  111.58  3.000
 GFU  H15  CAH  CAG  107.81  3.000
 GFU  CAK  CAH  CAG  119.74  3.000
 GFU  CAJ  CAH  CAG  101.62  3.000
 GFU  H17  CAK  H16  104.65  3.000
 GFU  H17  CAK  CAN  107.47  3.000
 GFU  H16  CAK  CAN  109.24  3.000
 GFU  H17  CAK  CAH  107.28  3.000
 GFU  H16  CAK  CAH  110.14  3.000
 GFU  CAN  CAK  CAH  117.26  3.000
 GFU  CAR  CAN  CAQ  118.12  3.000
 GFU  CAR  CAN  CAK  124.00  3.000
 GFU  CAQ  CAN  CAK  117.88  3.000
 GFU  H18  CAQ  CAV  120.03  3.000
 GFU  H18  CAQ  CAN  118.56  3.000
 GFU  CAV  CAQ  CAN  121.41  3.000
 GFU  H19  CAR  CAW  118.33  3.000
 GFU  H19  CAR  CAN  120.73  3.000
 GFU  CAW  CAR  CAN  120.94  3.000
 GFU  H20  CAW  CAX  119.08  3.000
 GFU  H20  CAW  CAR  120.13  3.000
 GFU  CAX  CAW  CAR  120.80  3.000
 GFU  CAV  CAX  OAF  121.44  3.000
 GFU  CAV  CAX  CAW  118.88  3.000
 GFU  OAF  CAX  CAW  119.68  3.000
 GFU  H21  OAF  CAX  109.97  3.000
 GFU  OAD  CAV  CAX  114.70  3.000
 GFU  OAD  CAV  CAQ  125.45  3.000
 GFU  CAX  CAV  CAQ  119.85  3.000
 GFU  CAZ  OAD  CAV  118.58  3.000
 GFU  H24  CAZ  H23  108.77  3.000
 GFU  H24  CAZ  H22  108.87  3.000
 GFU  H23  CAZ  H22  108.84  3.000
 GFU  H24  CAZ  OAD  111.79  3.000
 GFU  H23  CAZ  OAD  111.84  3.000
 GFU  H22  CAZ  OAD  106.63  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
 GFU  CONST_01  CAP  CAM  CAO  CAS     0.00   0.0  0
 GFU  CONST_02  CAP  CAT  CAU  CAS     0.00   0.0  0
 GFU  CONST_03  CAT  CAU  CAS  CAO     0.00   0.0  0
 GFU  CONST_04  CAT  CAP  CAM  CAO     0.00   0.0  0
 GFU  CONST_05  CAM  CAO  CAS  CAU     0.00   0.0  0
 GFU  CONST_06  CAM  CAP  CAT  CAU     0.00   0.0  0
 GFU  CONST_07  CAX  CAV  CAQ  CAN     0.00   0.0  0
 GFU  CONST_08  CAX  CAW  CAR  CAN     0.00   0.0  0
 GFU  CONST_09  CAW  CAR  CAN  CAQ     0.00   0.0  0
 GFU  CONST_10  CAW  CAX  CAV  CAQ     0.00   0.0  0
 GFU  CONST_11  CAV  CAQ  CAN  CAR     0.00   0.0  0
 GFU  CONST_12  CAV  CAX  CAW  CAR     0.00   0.0  0
 GFU  CONST_13  CAI  CAM  CAO  CAS   180.00   0.0  0
 GFU  CONST_14  CAI  CAM  CAP  CAT   180.00   0.0  0
 GFU  CONST_15  CAM  CAO  CAS  OAC   180.00   0.0  0
 GFU  CONST_16  CAT  CAU  CAS  OAC   180.00   0.0  0
 GFU  CONST_17  OAE  CAU  CAS  CAO   180.00   0.0  0
 GFU  CONST_18  CAP  CAT  CAU  OAE   180.00   0.0  0
 GFU  CONST_19  CAV  CAQ  CAN  CAK   180.00   0.0  0
 GFU  CONST_20  CAW  CAR  CAN  CAK   180.00   0.0  0
 GFU  CONST_21  OAD  CAV  CAQ  CAN   180.00   0.0  0
 GFU  CONST_22  OAF  CAX  CAV  CAQ   180.00   0.0  0
 GFU  CONST_23  OAF  CAX  CAW  CAR   180.00   0.0  0
 GFU  CONST_24  OAD  CAV  CAX  CAW   180.00   0.0  0
 GFU  CONST_25  H6   CAT  CAU  CAS   180.00   0.0  0
 GFU  CONST_26  H7   CAP  CAM  CAO   180.00   0.0  0
 GFU  CONST_27  H4   CAO  CAS  CAU   180.00   0.0  0
 GFU  CONST_28  H20  CAW  CAR  CAN   180.00   0.0  0
 GFU  CONST_29  H19  CAR  CAN  CAQ   180.00   0.0  0
 GFU  CONST_30  H18  CAQ  CAN  CAR   180.00   0.0  0
 GFU  Var_01    CAH  CAJ  OAA  CAI   -42.33  30.0  1
 GFU  Var_02    CAQ  CAN  CAK  CAH  -173.48  30.0  2
 GFU  Var_03    CAO  CAS  OAC  CAY    -2.40  30.0  2
 GFU  Var_04    H1   CAY  OAC  CAS  -178.48  30.0  3
 GFU  Var_05    H22  CAZ  OAD  CAV   179.66  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
 GFU  chir_01  CAI  CAM  CAG  OAA  positiv
 GFU  chir_02  CAG  CAH  CAL  CAI  positiv
 GFU  chir_03  CAH  CAG  CAJ  CAK  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
 GFU  plan-1  OAC  0.020
 GFU  plan-1  CAS  0.020
 GFU  plan-1  CAO  0.020
 GFU  plan-1  CAU  0.020
 GFU  plan-1  OAE  0.020
 GFU  plan-1  CAT  0.020
 GFU  plan-1  CAP  0.020
 GFU  plan-1  CAM  0.020
 GFU  plan-1  CAI  0.020
 GFU  plan-1  H4   0.020
 GFU  plan-1  H6   0.020
 GFU  plan-1  H7   0.020
 GFU  plan-2  CAK  0.020
 GFU  plan-2  CAN  0.020
 GFU  plan-2  CAQ  0.020
 GFU  plan-2  CAR  0.020
 GFU  plan-2  CAW  0.020
 GFU  plan-2  CAX  0.020
 GFU  plan-2  OAF  0.020
 GFU  plan-2  CAV  0.020
 GFU  plan-2  OAD  0.020
 GFU  plan-2  H18  0.020
 GFU  plan-2  H19  0.020
 GFU  plan-2  H20  0.020

