# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 13 23:52:15 2020
#   Inital geometry file: a 94 line input string
#   Ligand name: 6-(2-ethyl-4-hydroxyphenyl)-1H-indazole-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCc1cc(O)ccc1c2ccc3c([nH]nc3C(N)=O)c2
#
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
 7GY  7GY  6-(2-ethyl-4-hydroxyphenyl)-1H-indazole-3-carboxamide  ligand  36  21  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_7GY
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
 7GY  C4   C  CR16  0  -0.440  -4.1960  -0.7452   0.0359
 7GY  C7   C  CR16  0  -0.268  -2.6228   1.3407  -0.8139
 7GY  C6   C  CR16  0  -0.345  -3.9995   1.4696  -0.8729
 7GY  C9   C  CR6   0   0.034  -0.5252   0.1291  -0.2965
 7GY  C13  C  CR56  0   0.441   1.5612   0.9656   0.4664
 7GY  C8   C  CR6   0   0.002  -2.0064   0.1829  -0.3410
 7GY  C1   C  CH3   0  -0.657  -1.7813  -1.8854   2.1580
 7GY  C3   C  CR6   0   0.114  -2.8121  -0.8780   0.0968
 7GY  C5   C  CR6   0   0.368  -4.7976   0.4139  -0.4448
 7GY  C10  C  CR16  0  -0.299   0.1807  -0.8305  -1.0653
 7GY  C11  C  CR16  0  -0.317   1.5525  -0.9080  -1.0631
 7GY  C12  C  CR56  0  -0.068   2.2677   0.0058  -0.2752
 7GY  C14  C  CR16  0  -0.332   0.1664   1.0443   0.4714
 7GY  N15  N  NR15  0  -0.539   2.5000   1.7033   1.1115
 7GY  N16  N  N     0  -0.237   3.7292   1.2983   0.8482
 7GY  C17  C  CR5   0   0.066   3.6326   0.2815   0.0201
 7GY  O19  O  O     0  -0.480   4.7025  -1.3949  -1.2285
 7GY  N20  N  NH2   0  -0.810   6.0051   0.0391  -0.0577
 7GY  O21  O  OH1   0  -0.633  -6.1354   0.5618  -0.5127
 7GY  H1   H  HCR6  0   0.262  -4.8163  -1.5662   0.3829
 7GY  H2   H  HCR6  0   0.251  -2.0079   2.1634  -1.1585
 7GY  H3   H  HCR6  0   0.262  -4.4510   2.3776  -1.2522
 7GY  H4   H  HCH3  0   0.233  -1.4108  -2.8093   2.6032
 7GY  H5   H  HCH3  0   0.229  -0.9781  -1.1489   2.2046
 7GY  H6   H  HCH3  0   0.226  -2.6049  -1.5230   2.7745
 7GY  H7   H  HCH2  0   0.246  -1.4003  -2.5045   0.1338
 7GY  H8   H  HCH2  0   0.246  -2.9974  -2.9080   0.7086
 7GY  H9   H  HCR6  0   0.257  -0.3849  -1.5128  -1.6872
 7GY  H10  H  HCR6  0   0.256   2.0650  -1.6490  -1.6594
 7GY  H11  H  HCR6  0   0.269  -0.3532   1.7855   1.0655
 7GY  H12  H  HNR5  0   0.425   2.3544   2.4820   1.7347
 7GY  H13  H  HNH2  0   0.410   6.0664   0.8425   0.5446
 7GY  H14  H  HNH2  0   0.406   6.8619  -0.4029  -0.3463
 7GY  H15  H  HOH1  0   0.474  -6.5772  -0.2258  -0.1763
 7GY  C18  C  C     0   0.473   4.8257  -0.4332  -0.4805
 7GY  C2   C  CH2   0  -0.524  -2.2376  -2.1242   0.7197

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
 7GY  N20  C18  single    1.339  0.020  1.339
 7GY  O19  C18  double    1.225  0.020  1.225
 7GY  C18  C17  single    1.478  0.020  1.478
 7GY  C17  N16  aromatic  1.315  0.020  1.315
 7GY  C17  C12  aromatic  1.423  0.020  1.423
 7GY  N16  N15  aromatic  1.321  0.020  1.321
 7GY  C12  C11  aromatic  1.403  0.020  1.403
 7GY  C12  C13  aromatic  1.404  0.020  1.404
 7GY  C11  C10  aromatic  1.374  0.020  1.374
 7GY  N15  C13  aromatic  1.357  0.020  1.357
 7GY  C13  C14  aromatic  1.397  0.020  1.397
 7GY  C10  C9   aromatic  1.418  0.020  1.418
 7GY  C14  C9   aromatic  1.380  0.020  1.380
 7GY  C9   C8   single    1.483  0.020  1.483
 7GY  C7   C8   aromatic  1.394  0.020  1.394
 7GY  C7   C6   aromatic  1.384  0.020  1.384
 7GY  C8   C3   aromatic  1.402  0.020  1.402
 7GY  C6   C5   aromatic  1.391  0.020  1.391
 7GY  C3   C2   single    1.507  0.020  1.507
 7GY  C3   C4   aromatic  1.392  0.020  1.392
 7GY  C2   C1   single    1.528  0.020  1.528
 7GY  C5   C4   aromatic  1.392  0.020  1.392
 7GY  C5   O21  single    1.348  0.020  1.348
 7GY  C4   H1   single    0.930  0.020  1.080
 7GY  C7   H2   single    0.930  0.020  1.080
 7GY  C6   H3   single    0.930  0.020  1.080
 7GY  C1   H4   single    0.970  0.020  1.090
 7GY  C1   H5   single    0.970  0.020  1.090
 7GY  C1   H6   single    0.970  0.020  1.090
 7GY  C2   H7   single    0.970  0.020  1.090
 7GY  C2   H8   single    0.970  0.020  1.090
 7GY  C10  H9   single    0.930  0.020  1.080
 7GY  C11  H10  single    0.930  0.020  1.080
 7GY  C14  H11  single    0.930  0.020  1.080
 7GY  N15  H12  single    0.860  0.020  1.020
 7GY  N20  H13  single    0.860  0.020  1.020
 7GY  N20  H14  single    0.860  0.020  1.020
 7GY  O21  H15  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
 7GY  H1   C4   C5   119.55  3.000
 7GY  H1   C4   C3   118.81  3.000
 7GY  C5   C4   C3   121.64  3.000
 7GY  H2   C7   C8   119.17  3.000
 7GY  H2   C7   C6   118.71  3.000
 7GY  C8   C7   C6   122.11  3.000
 7GY  H3   C6   C5   120.34  3.000
 7GY  H3   C6   C7   120.52  3.000
 7GY  C5   C6   C7   119.14  3.000
 7GY  C14  C9   C10  120.06  3.000
 7GY  C14  C9   C8   119.54  3.000
 7GY  C10  C9   C8   120.37  3.000
 7GY  N15  C13  C14  131.17  3.000
 7GY  C14  C13  C12  122.89  3.000
 7GY  N15  C13  C12  105.94  3.000
 7GY  C3   C8   C9   122.49  3.000
 7GY  C3   C8   C7   118.69  3.000
 7GY  C9   C8   C7   118.81  3.000
 7GY  H6   C1   H5   107.91  3.000
 7GY  H6   C1   H4   107.90  3.000
 7GY  H5   C1   H4   107.73  3.000
 7GY  H6   C1   C2   111.01  3.000
 7GY  H5   C1   C2   111.45  3.000
 7GY  H4   C1   C2   110.70  3.000
 7GY  C2   C3   C8   122.39  3.000
 7GY  C2   C3   C4   118.43  3.000
 7GY  C8   C3   C4   119.05  3.000
 7GY  O21  C5   C6   118.08  3.000
 7GY  O21  C5   C4   122.54  3.000
 7GY  C6   C5   C4   119.37  3.000
 7GY  H9   C10  C11  119.14  3.000
 7GY  H9   C10  C9   118.55  3.000
 7GY  C11  C10  C9   122.30  3.000
 7GY  H10  C11  C12  121.00  3.000
 7GY  H10  C11  C10  120.76  3.000
 7GY  C12  C11  C10  118.24  3.000
 7GY  C17  C12  C11  137.03  3.000
 7GY  C11  C12  C13  119.05  3.000
 7GY  C17  C12  C13  103.92  3.000
 7GY  H11  C14  C13  121.31  3.000
 7GY  H11  C14  C9   121.24  3.000
 7GY  C13  C14  C9   117.44  3.000
 7GY  H12  N15  N16  119.65  3.000
 7GY  H12  N15  C13  127.87  3.000
 7GY  N16  N15  C13  112.48  3.000
 7GY  C17  N16  N15  107.12  3.000
 7GY  N16  C17  C12  110.54  3.000
 7GY  C12  C17  C18  127.59  3.000
 7GY  N16  C17  C18  121.86  3.000
 7GY  H14  N20  H13  118.07  3.000
 7GY  H14  N20  C18  120.29  3.000
 7GY  H13  N20  C18  121.63  3.000
 7GY  H15  O21  C5   110.35  3.000
 7GY  N20  C18  O19  123.95  3.000
 7GY  O19  C18  C17  120.36  3.000
 7GY  N20  C18  C17  115.69  3.000
 7GY  H8   C2   H7   106.18  3.000
 7GY  H8   C2   C3   108.92  3.000
 7GY  H7   C2   C3   111.04  3.000
 7GY  H8   C2   C1   109.25  3.000
 7GY  H7   C2   C1   109.33  3.000
 7GY  C3   C2   C1   111.95  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
 7GY  CONST_01  C9   C8   C3   C4    180.00   0.0  0
 7GY  CONST_02  C7   C8   C3   C4      0.00   0.0  0
 7GY  CONST_03  C7   C6   C5   C4      0.00   0.0  0
 7GY  CONST_06  C9   C8   C7   C6    180.00   0.0  0
 7GY  CONST_07  C3   C8   C7   C6      0.00   0.0  0
 7GY  CONST_08  C3   C4   C5   C6      0.00   0.0  0
 7GY  CONST_09  C12  C11  C10  C9      0.00   0.0  0
 7GY  CONST_10  C12  C13  C14  C9      0.00   0.0  0
 7GY  CONST_11  N15  C13  C14  C9    180.00   0.0  0
 7GY  CONST_12  N16  C17  C12  C13     0.00   0.0  0
 7GY  CONST_13  C10  C11  C12  C13     0.00   0.0  0
 7GY  CONST_14  C17  N16  N15  C13     0.00   0.0  0
 7GY  CONST_15  C10  C9   C14  C13     0.00   0.0  0
 7GY  CONST_16  C8   C9   C14  C13   180.00   0.0  0
 7GY  CONST_17  C11  C10  C9   C8    180.00   0.0  0
 7GY  CONST_18  C5   C6   C7   C8      0.00   0.0  0
 7GY  CONST_19  C5   C4   C3   C8      0.00   0.0  0
 7GY  CONST_22  C17  C12  C11  C10   180.00   0.0  0
 7GY  CONST_23  N16  C17  C12  C11   180.00   0.0  0
 7GY  CONST_24  N15  C13  C12  C11   180.00   0.0  0
 7GY  CONST_25  C14  C13  C12  C11     0.00   0.0  0
 7GY  CONST_26  C14  C9   C10  C11     0.00   0.0  0
 7GY  CONST_27  N15  N16  C17  C12     0.00   0.0  0
 7GY  CONST_28  N16  N15  C13  C12     0.00   0.0  0
 7GY  CONST_29  C17  C12  C13  C14   180.00   0.0  0
 7GY  CONST_30  N16  N15  C13  C14   180.00   0.0  0
 7GY  CONST_31  C17  C12  C13  N15     0.00   0.0  0
 7GY  CONST_32  C2   C3   C8   C7    180.00   0.0  0
 7GY  CONST_33  O21  C5   C6   C7    180.00   0.0  0
 7GY  CONST_34  C2   C3   C8   C9      0.00   0.0  0
 7GY  CONST_35  C18  C17  C12  C13   180.00   0.0  0
 7GY  CONST_36  N15  N16  C17  C18   180.00   0.0  0
 7GY  CONST_37  C11  C12  C17  C18     0.00   0.0  0
 7GY  CONST_38  C5   C4   C3   C2    180.00   0.0  0
 7GY  CONST_39  O21  C5   C4   C3    180.00   0.0  0
 7GY  CONST_40  H3   C6   C5   C4    180.00   0.0  0
 7GY  CONST_41  H1   C4   C5   C6    180.00   0.0  0
 7GY  CONST_42  H10  C11  C10  C9    180.00   0.0  0
 7GY  CONST_43  H2   C7   C8   C9      0.00   0.0  0
 7GY  CONST_44  H9   C10  C9   C8      0.00   0.0  0
 7GY  CONST_45  H11  C14  C9   C8      0.00   0.0  0
 7GY  CONST_46  H12  N15  C13  C12   180.00   0.0  0
 7GY  CONST_47  H13  N20  C18  C17     0.00   0.0  0
 7GY  CONST_48  H14  N20  C18  C17   180.00   0.0  0
 7GY  Var_01    C1   C2   C3   C4   -100.27  30.0  2
 7GY  Var_02    N20  C18  C17  C12   179.32  30.0  1
 7GY  Var_03    H4   C1   C2   C3    177.48  30.0  3

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
 7GY  plan-1  C4   0.020
 7GY  plan-1  C7   0.020
 7GY  plan-1  C6   0.020
 7GY  plan-1  C9   0.020
 7GY  plan-1  C8   0.020
 7GY  plan-1  C3   0.020
 7GY  plan-1  C5   0.020
 7GY  plan-1  O21  0.020
 7GY  plan-1  H1   0.020
 7GY  plan-1  H2   0.020
 7GY  plan-1  H3   0.020
 7GY  plan-1  C2   0.020
 7GY  plan-2  C9   0.020
 7GY  plan-2  C13  0.020
 7GY  plan-2  C8   0.020
 7GY  plan-2  C10  0.020
 7GY  plan-2  C11  0.020
 7GY  plan-2  C12  0.020
 7GY  plan-2  C14  0.020
 7GY  plan-2  N15  0.020
 7GY  plan-2  N16  0.020
 7GY  plan-2  C17  0.020
 7GY  plan-2  H9   0.020
 7GY  plan-2  H10  0.020
 7GY  plan-2  H11  0.020
 7GY  plan-2  H12  0.020
 7GY  plan-2  C18  0.020
 7GY  plan-3  C17  0.020
 7GY  plan-3  O19  0.020
 7GY  plan-3  N20  0.020
 7GY  plan-3  H13  0.020
 7GY  plan-3  H14  0.020
 7GY  plan-3  C18  0.020

