# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Mar 23 04:57:37 2020
#   Inital geometry file: a 103 line input string
#   Ligand name: 4-[2-(but-3-en-1-yl)-7-(trifluoromethyl)-2H-indazol-3-yl]benzene-1,3-diol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(c(O)c1)c2n(CCC=C)nc3c2cccc3C(F)(F)F
#
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
 1GU  1GU  4-[2-(but-3-en-1-yl)-7-(trifluoromethyl)-2H-indazol-3-yl]benzene-1,3-diol  ligand  40  25  .  2022-07-22  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_1GU
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
 1GU  C01  C  C2    0  -0.528   1.3681   5.5013   0.2967
 1GU  C02  C  C1    0  -0.163   1.8107   4.2516   0.3608
 1GU  C03  C  CH2   0  -0.510   0.9507   3.0599   0.6399
 1GU  C04  C  CH2   0  -0.300   0.9351   2.1128  -0.5586
 1GU  N05  N  NR5   0  -0.316   0.1755   0.9068  -0.2871
 1GU  N06  N  N     0  -0.310  -1.1478   0.9920  -0.2525
 1GU  C07  C  CR56  0   0.289  -1.5602  -0.2445   0.0171
 1GU  C08  C  CR6   0  -0.250  -2.8844  -0.7294   0.1638
 1GU  C09  C  CT    0   1.066  -4.0329   0.2066   0.0010
 1GU  F10  F  F     0  -0.315  -3.9910   1.2054   0.8947
 1GU  F11  F  F     0  -0.315  -4.0371   0.7802  -1.2114
 1GU  F12  F  F     0  -0.303  -5.2155  -0.3982   0.1490
 1GU  C13  C  CR16  0  -0.320  -3.0502  -2.0559   0.4552
 1GU  C14  C  CR16  0  -0.265  -1.9445  -2.9327   0.6099
 1GU  C15  C  CR16  0  -0.318  -0.6587  -2.4900   0.4689
 1GU  C16  C  CR56  0  -0.179  -0.4619  -1.1285   0.1652
 1GU  C17  C  CR5   0   0.384   0.6633  -0.3227  -0.0382
 1GU  C18  C  CR6   0  -0.135   2.0837  -0.6723  -0.0078
 1GU  C19  C  CR16  0  -0.255   2.9424  -0.1634   0.9655
 1GU  C20  C  CR16  0  -0.400   4.2786  -0.5080   1.0144
 1GU  C21  C  CR6   0   0.374   4.7831  -1.4007   0.0673
 1GU  O22  O  OH1   0  -0.625   6.0689  -1.7867   0.0561
 1GU  C23  C  CR16  0  -0.424   3.9499  -1.9262  -0.9128
 1GU  C24  C  CR6   0   0.337   2.6093  -1.5649  -0.9542
 1GU  O25  O  OH1   0  -0.612   1.8650  -2.1042  -1.9345
 1GU  H1   H  H     0   0.238   0.3239   5.7441   0.4559
 1GU  H2   H  H     0   0.242   2.0345   6.3282   0.0889
 1GU  H4   H  H     0   0.250   2.8663   4.0530   0.1952
 1GU  H6   H  HCH2  0   0.253   1.3385   2.5232   1.5111
 1GU  H7   H  HCH2  0   0.259  -0.0687   3.3694   0.8774
 1GU  H8   H  HCH2  0   0.286   0.4833   2.5987  -1.4226
 1GU  H9   H  HCH2  0   0.274   1.9455   1.8151  -0.8347
 1GU  H10  H  HCR6  0   0.276  -4.0422  -2.4684   0.5795
 1GU  H11  H  HCR6  0   0.268  -2.1396  -3.9700   0.8440
 1GU  H12  H  HCR6  0   0.264   0.1807  -3.1620   0.5943
 1GU  H13  H  HCR6  0   0.270   2.5481   0.5096   1.7168
 1GU  H14  H  HCR6  0   0.276   4.9187  -0.0955   1.7846
 1GU  H15  H  HOH1  0   0.478   6.5543  -1.3650   0.7742
 1GU  H16  H  HCR6  0   0.276   4.3452  -2.6126  -1.6519
 1GU  H17  H  HOH1  0   0.480   0.9683  -1.7465  -1.9324

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
 1GU  O22  C21  single    1.343  0.020  1.343
 1GU  C21  C23  aromatic  1.390  0.020  1.390
 1GU  C21  C20  aromatic  1.396  0.020  1.396
 1GU  C23  C24  aromatic  1.389  0.020  1.389
 1GU  C20  C19  aromatic  1.381  0.020  1.381
 1GU  C24  O25  single    1.344  0.020  1.344
 1GU  C24  C18  aromatic  1.403  0.020  1.403
 1GU  C19  C18  aromatic  1.394  0.020  1.394
 1GU  C18  C17  single    1.463  0.020  1.463
 1GU  C17  N05  aromatic  1.346  0.020  1.346
 1GU  C17  C16  aromatic  1.399  0.020  1.399
 1GU  C04  C03  single    1.528  0.020  1.528
 1GU  C04  N05  single    1.451  0.020  1.451
 1GU  C03  C02  single    1.496  0.020  1.496
 1GU  C02  C01  double    1.327  0.020  1.327
 1GU  N05  N06  aromatic  1.326  0.020  1.326
 1GU  C15  C16  aromatic  1.409  0.020  1.409
 1GU  C15  C14  aromatic  1.367  0.020  1.367
 1GU  C16  C07  aromatic  1.418  0.020  1.418
 1GU  C14  C13  aromatic  1.420  0.020  1.420
 1GU  N06  C07  aromatic  1.331  0.020  1.331
 1GU  C07  C08  aromatic  1.418  0.020  1.418
 1GU  C13  C08  aromatic  1.368  0.020  1.368
 1GU  C08  C09  single    1.491  0.020  1.491
 1GU  F10  C09  single    1.341  0.020  1.341
 1GU  C09  F12  single    1.336  0.020  1.336
 1GU  C09  F11  single    1.341  0.020  1.341
 1GU  C01  H1   single    0.930  0.020  1.080
 1GU  C01  H2   single    0.930  0.020  1.080
 1GU  C02  H4   single    0.930  0.020  1.080
 1GU  C03  H6   single    0.970  0.020  1.090
 1GU  C03  H7   single    0.970  0.020  1.090
 1GU  C04  H8   single    0.970  0.020  1.090
 1GU  C04  H9   single    0.970  0.020  1.090
 1GU  C13  H10  single    0.930  0.020  1.080
 1GU  C14  H11  single    0.930  0.020  1.080
 1GU  C15  H12  single    0.930  0.020  1.080
 1GU  C19  H13  single    0.930  0.020  1.080
 1GU  C20  H14  single    0.930  0.020  1.080
 1GU  O22  H15  single    0.850  0.020  0.980
 1GU  C23  H16  single    0.930  0.020  1.080
 1GU  O25  H17  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
 1GU  H2   C01  H1   116.77  3.000
 1GU  H2   C01  C02  121.56  3.000
 1GU  H1   C01  C02  121.67  3.000
 1GU  H4   C02  C03  116.19  3.000
 1GU  H4   C02  C01  119.24  3.000
 1GU  C03  C02  C01  124.56  3.000
 1GU  H7   C03  H6   107.27  3.000
 1GU  H7   C03  C04  109.69  3.000
 1GU  H6   C03  C04  108.91  3.000
 1GU  H7   C03  C02  110.59  3.000
 1GU  H6   C03  C02  109.60  3.000
 1GU  C04  C03  C02  110.69  3.000
 1GU  H9   C04  H8   107.80  3.000
 1GU  H9   C04  N05  107.81  3.000
 1GU  H8   C04  N05  107.58  3.000
 1GU  H9   C04  C03  111.04  3.000
 1GU  H8   C04  C03  110.48  3.000
 1GU  N05  C04  C03  111.95  3.000
 1GU  C17  N05  N06  114.55  3.000
 1GU  N06  N05  C04  118.28  3.000
 1GU  C17  N05  C04  127.17  3.000
 1GU  C07  N06  N05  104.76  3.000
 1GU  C16  C07  C08  119.97  3.000
 1GU  C08  C07  N06  128.91  3.000
 1GU  C16  C07  N06  111.12  3.000
 1GU  C13  C08  C09  122.60  3.000
 1GU  C09  C08  C07  119.58  3.000
 1GU  C13  C08  C07  117.83  3.000
 1GU  F12  C09  F11  106.91  3.000
 1GU  F11  C09  F10  106.50  3.000
 1GU  F12  C09  F10  106.91  3.000
 1GU  F11  C09  C08  111.70  3.000
 1GU  F12  C09  C08  112.67  3.000
 1GU  F10  C09  C08  111.77  3.000
 1GU  H10  C13  C14  117.80  3.000
 1GU  H10  C13  C08  120.36  3.000
 1GU  C14  C13  C08  121.84  3.000
 1GU  H11  C14  C15  120.18  3.000
 1GU  H11  C14  C13  118.40  3.000
 1GU  C15  C14  C13  121.42  3.000
 1GU  H12  C15  C16  121.10  3.000
 1GU  H12  C15  C14  121.08  3.000
 1GU  C16  C15  C14  117.81  3.000
 1GU  C17  C16  C15  134.47  3.000
 1GU  C15  C16  C07  121.13  3.000
 1GU  C17  C16  C07  104.40  3.000
 1GU  C18  C17  C16  129.80  3.000
 1GU  C16  C17  N05  105.17  3.000
 1GU  C18  C17  N05  125.03  3.000
 1GU  C24  C18  C19  118.19  3.000
 1GU  C19  C18  C17  121.68  3.000
 1GU  C24  C18  C17  120.11  3.000
 1GU  H13  C19  C20  118.87  3.000
 1GU  H13  C19  C18  119.14  3.000
 1GU  C20  C19  C18  121.98  3.000
 1GU  H14  C20  C21  120.82  3.000
 1GU  H14  C20  C19  120.14  3.000
 1GU  C21  C20  C19  119.04  3.000
 1GU  C23  C21  O22  117.37  3.000
 1GU  C23  C21  C20  120.24  3.000
 1GU  O22  C21  C20  122.39  3.000
 1GU  H15  O22  C21  110.50  3.000
 1GU  H16  C23  C24  119.78  3.000
 1GU  H16  C23  C21  120.13  3.000
 1GU  C24  C23  C21  120.09  3.000
 1GU  O25  C24  C23  116.87  3.000
 1GU  O25  C24  C18  122.67  3.000
 1GU  C23  C24  C18  120.46  3.000
 1GU  H17  O25  C24  111.36  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
 1GU  CONST_03  C15  C16  C17  N05   180.00   0.0  0
 1GU  CONST_04  C07  C16  C17  N05     0.00   0.0  0
 1GU  CONST_05  C16  C07  N06  N05     0.00   0.0  0
 1GU  CONST_06  C08  C07  N06  N05   180.00   0.0  0
 1GU  CONST_07  C18  C17  N05  N06   180.00   0.0  0
 1GU  CONST_08  C16  C17  N05  N06     0.00   0.0  0
 1GU  CONST_09  C17  C16  C07  N06     0.00   0.0  0
 1GU  CONST_10  C15  C16  C07  N06   180.00   0.0  0
 1GU  CONST_11  C13  C08  C07  N06   180.00   0.0  0
 1GU  CONST_12  C18  C17  C16  C07   180.00   0.0  0
 1GU  CONST_13  C14  C15  C16  C07     0.00   0.0  0
 1GU  CONST_14  C17  N05  N06  C07     0.00   0.0  0
 1GU  CONST_15  C14  C13  C08  C07     0.00   0.0  0
 1GU  CONST_16  C17  C16  C07  C08   180.00   0.0  0
 1GU  CONST_17  C15  C16  C07  C08     0.00   0.0  0
 1GU  CONST_18  C15  C14  C13  C08     0.00   0.0  0
 1GU  CONST_19  C16  C15  C14  C13     0.00   0.0  0
 1GU  CONST_20  C16  C07  C08  C13     0.00   0.0  0
 1GU  CONST_21  C17  C16  C15  C14   180.00   0.0  0
 1GU  CONST_22  C18  C17  C16  C15     0.00   0.0  0
 1GU  CONST_25  C23  C24  C18  C17   180.00   0.0  0
 1GU  CONST_26  C20  C19  C18  C17   180.00   0.0  0
 1GU  CONST_27  C21  C23  C24  C18     0.00   0.0  0
 1GU  CONST_28  C21  C20  C19  C18     0.00   0.0  0
 1GU  CONST_29  C23  C21  C20  C19     0.00   0.0  0
 1GU  CONST_30  C23  C24  C18  C19     0.00   0.0  0
 1GU  CONST_31  C24  C23  C21  C20     0.00   0.0  0
 1GU  CONST_32  C24  C18  C19  C20     0.00   0.0  0
 1GU  CONST_33  C18  C17  N05  C04     0.00   0.0  0
 1GU  CONST_34  C16  C17  N05  C04   180.00   0.0  0
 1GU  CONST_35  C07  N06  N05  C04   180.00   0.0  0
 1GU  CONST_36  C09  C08  C07  N06     0.00   0.0  0
 1GU  CONST_37  C16  C07  C08  C09   180.00   0.0  0
 1GU  CONST_38  C14  C13  C08  C09   180.00   0.0  0
 1GU  CONST_39  O25  C24  C18  C17     0.00   0.0  0
 1GU  CONST_40  O22  C21  C20  C19   180.00   0.0  0
 1GU  CONST_41  O25  C24  C18  C19   180.00   0.0  0
 1GU  CONST_42  O25  C24  C23  C21   180.00   0.0  0
 1GU  CONST_43  C24  C23  C21  O22   180.00   0.0  0
 1GU  CONST_44  H12  C15  C16  C07   180.00   0.0  0
 1GU  CONST_45  H10  C13  C08  C07   180.00   0.0  0
 1GU  CONST_46  H11  C14  C13  C08   180.00   0.0  0
 1GU  CONST_47  H13  C19  C18  C17     0.00   0.0  0
 1GU  CONST_48  H16  C23  C24  C18   180.00   0.0  0
 1GU  CONST_49  H14  C20  C19  C18   180.00   0.0  0
 1GU  Var_01    C17  N05  C04  C03  -105.03  30.0  2
 1GU  Var_02    F10  C09  C08  C07   -60.48  30.0  2
 1GU  Var_03    N05  C04  C03  C02   176.44  30.0  1
 1GU  Var_04    C04  C03  C02  C01   116.35  30.0  1
 1GU  Var_05    H1   C01  C02  C03     0.53   0.0  2

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
 1GU  plan-1  C17  0.020
 1GU  plan-1  C18  0.020
 1GU  plan-1  C19  0.020
 1GU  plan-1  C20  0.020
 1GU  plan-1  C21  0.020
 1GU  plan-1  O22  0.020
 1GU  plan-1  C23  0.020
 1GU  plan-1  C24  0.020
 1GU  plan-1  O25  0.020
 1GU  plan-1  H13  0.020
 1GU  plan-1  H14  0.020
 1GU  plan-1  H16  0.020
 1GU  plan-2  C04  0.020
 1GU  plan-2  N05  0.020
 1GU  plan-2  N06  0.020
 1GU  plan-2  C07  0.020
 1GU  plan-2  C08  0.020
 1GU  plan-2  C09  0.020
 1GU  plan-2  C13  0.020
 1GU  plan-2  C14  0.020
 1GU  plan-2  C15  0.020
 1GU  plan-2  C16  0.020
 1GU  plan-2  C17  0.020
 1GU  plan-2  C18  0.020
 1GU  plan-2  H10  0.020
 1GU  plan-2  H11  0.020
 1GU  plan-2  H12  0.020
 1GU  plan-3  C01  0.020
 1GU  plan-3  C02  0.020
 1GU  plan-3  C03  0.020
 1GU  plan-3  H1   0.020
 1GU  plan-3  H2   0.020
 1GU  plan-3  H4   0.020

