# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 31 21:25:37 2020
#   Inital geometry file: a 84 line input string
#   Ligand name: 4-(trifluoromethyl)-3-[3-(trifluoromethyl)phenyl]-1,7-dihydro-6H-pyrazolo[3,4-b]pyridin-6-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: FC(F)(F)c1cccc(c1)c2n[nH]c3NC(=O)C=C(c23)C(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
 3NE  3NE  4-(trifluoromethyl)-3-[3-(trifluoromethyl)phenyl]-1,7-dihydro-6H-pyrazolo[3,4-b]pyridin-6-one  ligand  31  24  .  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_3NE
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
 3NE  C4    C  CR16  0  -0.321  -1.5787   0.3940  -0.0015
 3NE  C5    C  CR16  0  -0.528   3.4787  -0.4947  -1.1477
 3NE  C6    C  CR6   0   0.049  -0.6752   0.3758   1.0557
 3NE  C7    C  CR6   0  -0.181  -2.8340  -0.1759   0.1508
 3NE  C8    C  CR6   0  -0.126   2.2207  -0.4945  -0.6480
 3NE  C10   C  CR56  0  -0.151   1.7924   0.5863   0.1752
 3NE  C13   C  CT    0   1.054  -3.8089  -0.1974  -0.9843
 3NE  C1    C  CR16  0  -0.233  -2.2974  -0.7785   2.4107
 3NE  C2    C  CR16  0  -0.270  -1.0424  -0.2064   2.2631
 3NE  C3    C  CR16  0  -0.272  -3.1948  -0.7700   1.3561
 3NE  C9    C  CR6   0   0.549   4.4403   0.5671  -0.8806
 3NE  C11   C  CR5   0   0.209   0.6501   1.0058   0.9171
 3NE  C12   C  CR56  0   0.711   2.7320   1.5746   0.4410
 3NE  N15   N  NR15  0  -0.512   2.1667   2.4589   1.2607
 3NE  N16   N  NR16  0  -0.742   3.9862   1.5779  -0.0568
 3NE  N17   N  N     0  -0.252   0.9014   2.1225   1.5569
 3NE  O18   O  O     0  -0.469   5.5747   0.5870  -1.3293
 3NE  F19   F  F     0  -0.311  -5.0417   0.1473  -0.5903
 3NE  F20   F  F     0  -0.303  -3.4670   0.6329  -1.9738
 3NE  F21   F  F     0  -0.315  -3.9093  -1.4231  -1.5217
 3NE  F22   F  F     0  -0.306   0.3014  -1.2219  -1.7704
 3NE  F23   F  F     0  -0.294   1.8989  -2.6431  -1.5705
 3NE  F24   F  F     0  -0.301   0.7255  -2.1102   0.1479
 3NE  H4    H  HCR6  0   0.273  -1.2953   0.8739  -0.9282
 3NE  H5    H  HCR6  0   0.295   3.8422  -1.2978  -1.7719
 3NE  H1    H  HCR6  0   0.273  -2.5773  -1.2342   3.3507
 3NE  H2    H  HCR6  0   0.267  -0.3422  -0.2180   3.0880
 3NE  H3    H  HCR6  0   0.278  -4.1702  -1.2215   1.4844
 3NE  HN16  H  HNR6  0   0.433   4.6309   2.3230   0.1752
 3NE  HN15  H  HNR5  0   0.435   2.5680   3.3003   1.6445
 3NE  C14   C  CT    0   1.060   1.2871  -1.6278  -0.9631

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
 3NE  C6   C4    aromatic  1.391  0.020  1.391
 3NE  C4   C7    aromatic  1.387  0.020  1.387
 3NE  C4   H4    single    0.930  0.020  1.080
 3NE  C9   C5    single    1.457  0.020  1.457
 3NE  C5   C8    double    1.354  0.020  1.354
 3NE  C5   H5    single    0.930  0.020  1.080
 3NE  C11  C6    single    1.474  0.020  1.474
 3NE  C6   C2    aromatic  1.390  0.020  1.390
 3NE  C7   C3    aromatic  1.391  0.020  1.391
 3NE  C7   C13   single    1.496  0.020  1.496
 3NE  C10  C8    single    1.425  0.020  1.425
 3NE  C8   C14   single    1.502  0.020  1.502
 3NE  C12  C10   aromatic  1.389  0.020  1.389
 3NE  C10  C11   aromatic  1.425  0.020  1.425
 3NE  C13  F21   single    1.342  0.020  1.342
 3NE  C13  F20   single    1.336  0.020  1.336
 3NE  C13  F19   single    1.339  0.020  1.339
 3NE  C2   C1    aromatic  1.387  0.020  1.387
 3NE  C1   C3    aromatic  1.385  0.020  1.385
 3NE  C1   H1    single    0.930  0.020  1.080
 3NE  C2   H2    single    0.930  0.020  1.080
 3NE  C3   H3    single    0.930  0.020  1.080
 3NE  N16  C9    single    1.381  0.020  1.381
 3NE  O18  C9    double    1.220  0.020  1.220
 3NE  N17  C11   aromatic  1.311  0.020  1.311
 3NE  N16  C12   single    1.349  0.020  1.349
 3NE  N15  C12   aromatic  1.332  0.020  1.332
 3NE  C14  F23   single    1.332  0.020  1.332
 3NE  C14  F22   single    1.337  0.020  1.337
 3NE  C14  F24   single    1.335  0.020  1.335
 3NE  N15  N17   aromatic  1.342  0.020  1.342
 3NE  N16  HN16  single    0.860  0.020  1.020
 3NE  N15  HN15  single    0.860  0.020  1.020

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
 3NE  H4    C4   C7   120.90  3.000
 3NE  H4    C4   C6   119.14  3.000
 3NE  C7    C4   C6   119.94  3.000
 3NE  H5    C5   C9   115.19  3.000
 3NE  H5    C5   C8   121.75  3.000
 3NE  C9    C5   C8   123.06  3.000
 3NE  C11   C6   C2   119.89  3.000
 3NE  C2    C6   C4   119.62  3.000
 3NE  C11   C6   C4   120.47  3.000
 3NE  C3    C7   C13  118.82  3.000
 3NE  C13   C7   C4   120.81  3.000
 3NE  C3    C7   C4   120.35  3.000
 3NE  C14   C8   C10  120.46  3.000
 3NE  C14   C8   C5   120.01  3.000
 3NE  C10   C8   C5   119.53  3.000
 3NE  C12   C10  C11  103.48  3.000
 3NE  C11   C10  C8   139.92  3.000
 3NE  C12   C10  C8   116.54  3.000
 3NE  F21   C13  F20  106.87  3.000
 3NE  F20   C13  F19  107.06  3.000
 3NE  F21   C13  F19  106.50  3.000
 3NE  F19   C13  C7   111.88  3.000
 3NE  F20   C13  C7   112.71  3.000
 3NE  F21   C13  C7   111.44  3.000
 3NE  H1    C1   C3   119.79  3.000
 3NE  H1    C1   C2   120.03  3.000
 3NE  C3    C1   C2   120.18  3.000
 3NE  H2    C2   C1   119.99  3.000
 3NE  H2    C2   C6   119.72  3.000
 3NE  C1    C2   C6   120.29  3.000
 3NE  H3    C3   C1   119.42  3.000
 3NE  H3    C3   C7   120.95  3.000
 3NE  C1    C3   C7   119.63  3.000
 3NE  O18   C9   N16  120.89  3.000
 3NE  O18   C9   C5   123.92  3.000
 3NE  N16   C9   C5   115.20  3.000
 3NE  N17   C11  C10  110.55  3.000
 3NE  N17   C11  C6   119.37  3.000
 3NE  C10   C11  C6   130.07  3.000
 3NE  N16   C12  N15  128.32  3.000
 3NE  N15   C12  C10  107.64  3.000
 3NE  N16   C12  C10  124.03  3.000
 3NE  HN15  N15  N17  120.02  3.000
 3NE  HN15  N15  C12  128.28  3.000
 3NE  N17   N15  C12  111.69  3.000
 3NE  HN16  N16  C12  120.61  3.000
 3NE  HN16  N16  C9   117.78  3.000
 3NE  C12   N16  C9   121.61  3.000
 3NE  N15   N17  C11  106.64  3.000
 3NE  F24   C14  F23  107.30  3.000
 3NE  F24   C14  F22  107.57  3.000
 3NE  F23   C14  F22  107.14  3.000
 3NE  F24   C14  C8   111.07  3.000
 3NE  F22   C14  C8   110.85  3.000
 3NE  F23   C14  C8   112.67  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
 3NE  CONST_03  C1    C2   C6   C4     0.00   0.0  0
 3NE  CONST_04  C1    C3   C7   C4     0.00   0.0  0
 3NE  CONST_05  C3    C7   C4   C6     0.00   0.0  0
 3NE  CONST_06  C12   C10  C11  C6   180.00   0.0  0
 3NE  CONST_07  N15   N17  C11  C6   180.00   0.0  0
 3NE  CONST_08  C3    C1   C2   C6     0.00   0.0  0
 3NE  CONST_09  C11   C6   C4   C7   180.00   0.0  0
 3NE  CONST_10  C2    C6   C4   C7     0.00   0.0  0
 3NE  CONST_11  C2    C1   C3   C7     0.00   0.0  0
 3NE  CONST_12  N17   N15  C12  C10    0.00   0.0  0
 3NE  CONST_14  N15   N17  C11  C10    0.00   0.0  0
 3NE  CONST_15  C11   C6   C2   C1   180.00   0.0  0
 3NE  CONST_17  N15   C12  C10  C11    0.00   0.0  0
 3NE  CONST_18  C12   N15  N17  C11    0.00   0.0  0
 3NE  CONST_19  N17   C11  C10  C12    0.00   0.0  0
 3NE  CONST_20  C8    C10  C11  C6     0.00   0.0  0
 3NE  CONST_21  C12   N16  C9   C5     0.00   0.0  0
 3NE  CONST_22  C13   C7   C4   C6   180.00   0.0  0
 3NE  CONST_23  C1    C3   C7   C13  180.00   0.0  0
 3NE  CONST_24  O18   C9   N16  C12  180.00   0.0  0
 3NE  CONST_25  H2    C2   C6   C4   180.00   0.0  0
 3NE  CONST_26  H3    C3   C7   C4   180.00   0.0  0
 3NE  CONST_27  H1    C1   C2   C6   180.00   0.0  0
 3NE  CONST_28  HN15  N15  C12  C10  180.00   0.0  0
 3NE  CONST_29  H4    C4   C6   C2   180.00   0.0  0
 3NE  CONST_30  HN16  N16  C9   C5   180.00   0.0  0
 3NE  Var_01    F21   C13  C7   C4   105.36  30.0  2
 3NE  Var_02    F23   C14  C8   C5     9.48  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
 3NE  plan-1  C4    0.020
 3NE  plan-1  C6    0.020
 3NE  plan-1  C7    0.020
 3NE  plan-1  C13   0.020
 3NE  plan-1  C1    0.020
 3NE  plan-1  C2    0.020
 3NE  plan-1  C3    0.020
 3NE  plan-1  C11   0.020
 3NE  plan-1  H4    0.020
 3NE  plan-1  H1    0.020
 3NE  plan-1  H2    0.020
 3NE  plan-1  H3    0.020
 3NE  plan-2  C5    0.020
 3NE  plan-2  C6    0.020
 3NE  plan-2  C8    0.020
 3NE  plan-2  C10   0.020
 3NE  plan-2  C9    0.020
 3NE  plan-2  C11   0.020
 3NE  plan-2  C12   0.020
 3NE  plan-2  N15   0.020
 3NE  plan-2  N16   0.020
 3NE  plan-2  N17   0.020
 3NE  plan-2  O18   0.020
 3NE  plan-2  H5    0.020
 3NE  plan-2  HN16  0.020
 3NE  plan-2  HN15  0.020
 3NE  plan-2  C14   0.020

