# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr  5 14:16:08 2020
#   Inital geometry file: a 116 line input string
#   Ligand name: 4-{1-[2-chloro-6-(trifluoromethyl)benzoyl]-1H-pyrazolo[4,3-b]pyridin-3-yl}-5-fluoro-2-hydroxybenzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cc(F)c(cc1O)c2nn(C(=O)c3c(Cl)cccc3C(F)(F)F)c4cccnc24
#
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
 4Y7  4Y7  '4-{1-[2-chloro-6-(trifluoromethyl)benzoyl]-1H-pyrazolo[4,3-b]pyridin-3-yl}-5-fluoro-2-hydroxybenzoic acid'  ligand  42  33  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_4Y7
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
 4Y7  C10  C   CR16   0  -0.248   3.4303   3.2801   1.1063
 4Y7  C11  C   CR16   0  -0.274   3.5238   2.8604  -0.2116
 4Y7  C13  C   CT     0   1.071   3.3882   1.0876  -1.9658
 4Y7  C14  C   CR6    0  -0.138  -2.0375  -0.2489   0.2013
 4Y7  C17  C   CR6    0  -0.263  -4.4833   1.1156   0.2677
 4Y7  C15  C   CR6    0   0.514  -3.1006  -0.7116   0.9676
 4Y7  C16  C   CR16   0  -0.443  -4.3046  -0.0496   1.0048
 4Y7  C20  C   C      0   0.497  -5.8076   1.8403   0.2945
 4Y7  O3   O   O      0  -0.624  -5.8673   2.8882  -0.4193
 4Y7  O2   O   OC    -1  -0.544  -6.7228   1.3871   0.9842
 4Y7  C18  C   CR6    0   0.370  -3.4169   1.6153  -0.5034
 4Y7  O1   O   OH1    0  -0.657  -3.5509   2.7304  -1.2169
 4Y7  C19  C   CR16   0  -0.375  -2.2048   0.9248  -0.5248
 4Y7  C5   C   CR5    0   0.254  -0.7600  -0.9609   0.1605
 4Y7  C4   C   CR5    0   0.010  -0.5203  -2.3680  -0.0456
 4Y7  N    N   N      0  -0.393  -1.3749  -3.3673  -0.2302
 4Y7  C    C   C1     0  -0.096  -0.8293  -4.5532  -0.4201
 4Y7  N1   N   N      0  -0.224   0.3669  -0.3227   0.2446
 4Y7  N2   N   NR5    0  -0.444   1.3636  -1.2299   0.1156
 4Y7  C3   C   CR5    0   0.399   0.8692  -2.5021  -0.0666
 4Y7  C2   C   C1     0  -0.191   1.4491  -3.7513  -0.2622
 4Y7  C1   C   C1     0  -0.310   0.5550  -4.7879  -0.4362
 4Y7  C6   C   C      0   0.456   2.6788  -0.8256   0.1665
 4Y7  O    O   O      0  -0.371   3.5885  -1.5981   0.0121
 4Y7  C7   C   CR6    0   0.075   2.8881   0.6319   0.4525
 4Y7  C12  C   CR6    0  -0.229   3.2565   1.5393  -0.5396
 4Y7  F2   F   F      0  -0.313   2.4270   0.2145  -2.2988
 4Y7  F1   F   F      0  -0.294   3.3096   2.1030  -2.8246
 4Y7  F    F   F      0  -0.308   4.5586   0.4770  -2.1825
 4Y7  C9   C   CR16   0  -0.193   3.0698   2.3904   2.1028
 4Y7  C8   C   CR6    0  -0.050   2.8019   1.0745   1.7644
 4Y7  CL   CL  CL     0  -0.091   2.3514  -0.0429   3.0021
 4Y7  H1   H   HCR6   0   0.289   3.6401   4.3100   1.3585
 4Y7  H2   H   HCR6   0   0.287   3.8034   3.5744  -0.9730
 4Y7  H3   H   HCR6   0   0.275  -5.1137  -0.4312   1.6141
 4Y7  H5   H   HOH1   0   0.462  -4.5169   3.0146  -1.0347
 4Y7  H6   H   HCR6   0   0.265  -1.3896   1.2980  -1.1319
 4Y7  H7   H   H      0   0.272  -1.5098  -5.3820  -0.5746
 4Y7  H8   H   H      0   0.298   2.5156  -3.9127  -0.2841
 4Y7  H9   H   H      0   0.288   0.9151  -5.7944  -0.5966
 4Y7  H10  H   HCR6   0   0.299   2.9962   2.7132   3.1321
 4Y7  F3   F   F      0  -0.308  -2.9306  -1.8134   1.7201

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
 4Y7  C1   C2   aromatic  1.380  0.020  1.380
 4Y7  C1   C    aromatic  1.404  0.020  1.404
 4Y7  C2   C3   aromatic  1.391  0.020  1.391
 4Y7  C    N    aromatic  1.319  0.020  1.319
 4Y7  O    C6   double    1.203  0.020  1.203
 4Y7  C3   N2   aromatic  1.377  0.020  1.377
 4Y7  C3   C4   aromatic  1.396  0.020  1.396
 4Y7  CL   C8   single    1.727  0.020  1.727
 4Y7  N    C4   aromatic  1.328  0.020  1.328
 4Y7  C6   N2   single    1.377  0.020  1.377
 4Y7  C6   C7   single    1.500  0.020  1.500
 4Y7  N2   N1   aromatic  1.354  0.020  1.354
 4Y7  C4   C5   aromatic  1.442  0.020  1.442
 4Y7  C8   C7   aromatic  1.387  0.020  1.387
 4Y7  C8   C9   aromatic  1.385  0.020  1.385
 4Y7  C7   C12  aromatic  1.394  0.020  1.394
 4Y7  F    C13  single    1.338  0.020  1.338
 4Y7  N1   C5   aromatic  1.298  0.020  1.298
 4Y7  C5   C14  single    1.463  0.020  1.463
 4Y7  C9   C10  aromatic  1.384  0.020  1.384
 4Y7  C12  C13  single    1.502  0.020  1.502
 4Y7  C12  C11  aromatic  1.387  0.020  1.387
 4Y7  C13  F2   single    1.341  0.020  1.341
 4Y7  C13  F1   single    1.332  0.020  1.332
 4Y7  C14  C19  aromatic  1.390  0.020  1.390
 4Y7  C14  C15  aromatic  1.390  0.020  1.390
 4Y7  C10  C11  aromatic  1.386  0.020  1.386
 4Y7  F3   C15  single    1.345  0.020  1.345
 4Y7  C19  C18  aromatic  1.395  0.020  1.395
 4Y7  C15  C16  aromatic  1.375  0.020  1.375
 4Y7  C18  O1   single    1.331  0.020  1.331
 4Y7  C18  C17  aromatic  1.408  0.020  1.408
 4Y7  C16  C17  aromatic  1.390  0.020  1.390
 4Y7  C17  C20  single    1.510  0.020  1.510
 4Y7  C20  O3   deloc     1.269  0.020  1.269
 4Y7  C20  O2   deloc     1.232  0.020  1.232
 4Y7  C10  H1   single    0.930  0.020  1.080
 4Y7  C11  H2   single    0.930  0.020  1.080
 4Y7  C16  H3   single    0.930  0.020  1.080
 4Y7  O1   H5   single    0.850  0.020  0.980
 4Y7  C19  H6   single    0.930  0.020  1.080
 4Y7  C    H7   single    0.930  0.020  1.080
 4Y7  C2   H8   single    0.930  0.020  1.080
 4Y7  C1   H9   single    0.930  0.020  1.080
 4Y7  C9   H10  single    0.930  0.020  1.080

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
 4Y7  H1   C10  C9   119.69  3.000
 4Y7  H1   C10  C11  119.81  3.000
 4Y7  C9   C10  C11  120.50  3.000
 4Y7  H2   C11  C12  120.83  3.000
 4Y7  H2   C11  C10  119.16  3.000
 4Y7  C12  C11  C10  120.01  3.000
 4Y7  F    C13  F1   107.17  3.000
 4Y7  F1   C13  F2   107.10  3.000
 4Y7  F    C13  F2   106.84  3.000
 4Y7  F1   C13  C12  112.20  3.000
 4Y7  F2   C13  C12  111.65  3.000
 4Y7  F    C13  C12  111.58  3.000
 4Y7  C5   C14  C19  120.09  3.000
 4Y7  C19  C14  C15  118.48  3.000
 4Y7  C5   C14  C15  121.42  3.000
 4Y7  C18  C17  C20  120.25  3.000
 4Y7  C20  C17  C16  120.37  3.000
 4Y7  C18  C17  C16  119.38  3.000
 4Y7  C16  C15  F3   119.35  3.000
 4Y7  C16  C15  C14  121.64  3.000
 4Y7  F3   C15  C14  118.98  3.000
 4Y7  H3   C16  C15  120.01  3.000
 4Y7  H3   C16  C17  119.86  3.000
 4Y7  C15  C16  C17  120.12  3.000
 4Y7  O2   C20  O3   125.69  3.000
 4Y7  O2   C20  C17  119.00  3.000
 4Y7  O3   C20  C17  115.31  3.000
 4Y7  C19  C18  O1   119.61  3.000
 4Y7  O1   C18  C17  120.99  3.000
 4Y7  C19  C18  C17  119.40  3.000
 4Y7  H5   O1   C18  103.44  3.000
 4Y7  H6   C19  C18  119.48  3.000
 4Y7  H6   C19  C14  119.55  3.000
 4Y7  C18  C19  C14  120.96  3.000
 4Y7  N1   C5   C4   110.17  3.000
 4Y7  N1   C5   C14  121.13  3.000
 4Y7  C4   C5   C14  128.60  3.000
 4Y7  C3   C4   N    124.48  3.000
 4Y7  N    C4   C5   130.33  3.000
 4Y7  C3   C4   C5   105.15  3.000
 4Y7  C    N    C4   115.50  3.000
 4Y7  H7   C    C1   119.32  3.000
 4Y7  H7   C    N    116.64  3.000
 4Y7  C1   C    N    124.03  3.000
 4Y7  N2   N1   C5   107.66  3.000
 4Y7  C6   N2   C3   128.26  3.000
 4Y7  C6   N2   N1   120.19  3.000
 4Y7  C3   N2   N1   111.56  3.000
 4Y7  C2   C3   N2   134.32  3.000
 4Y7  N2   C3   C4   105.46  3.000
 4Y7  C2   C3   C4   120.22  3.000
 4Y7  H8   C2   C1   121.71  3.000
 4Y7  H8   C2   C3   123.32  3.000
 4Y7  C1   C2   C3   114.98  3.000
 4Y7  H9   C1   C2   120.15  3.000
 4Y7  H9   C1   C    119.06  3.000
 4Y7  C2   C1   C    120.78  3.000
 4Y7  C7   C6   O    122.87  3.000
 4Y7  C7   C6   N2   115.20  3.000
 4Y7  O    C6   N2   121.92  3.000
 4Y7  C8   C7   C12  118.80  3.000
 4Y7  C12  C7   C6   122.25  3.000
 4Y7  C8   C7   C6   118.80  3.000
 4Y7  C7   C12  C13  120.22  3.000
 4Y7  C13  C12  C11  119.61  3.000
 4Y7  C7   C12  C11  120.17  3.000
 4Y7  H10  C9   C8   120.20  3.000
 4Y7  H10  C9   C10  120.75  3.000
 4Y7  C8   C9   C10  119.04  3.000
 4Y7  CL   C8   C9   119.35  3.000
 4Y7  C9   C8   C7   121.48  3.000
 4Y7  CL   C8   C7   119.17  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
 4Y7  CONST_01  C7   C8   C9   C10     0.00   0.0  0
 4Y7  CONST_02  C7   C12  C11  C10     0.00   0.0  0
 4Y7  CONST_03  C8   C7   C12  C11     0.00   0.0  0
 4Y7  CONST_04  C8   C9   C10  C11     0.00   0.0  0
 4Y7  CONST_05  C3   C4   C5   C14   180.00   0.0  0
 4Y7  CONST_06  N    C4   C5   C14     0.00   0.0  0
 4Y7  CONST_07  N2   N1   C5   C14   180.00   0.0  0
 4Y7  CONST_08  C17  C18  C19  C14     0.00   0.0  0
 4Y7  CONST_09  C17  C16  C15  C14     0.00   0.0  0
 4Y7  CONST_12  C18  C19  C14  C15     0.00   0.0  0
 4Y7  CONST_13  C18  C17  C16  C15     0.00   0.0  0
 4Y7  CONST_14  C5   C14  C15  C16   180.00   0.0  0
 4Y7  CONST_15  C19  C14  C15  C16     0.00   0.0  0
 4Y7  CONST_16  C19  C18  C17  C16     0.00   0.0  0
 4Y7  CONST_17  C5   C14  C19  C18   180.00   0.0  0
 4Y7  CONST_20  C2   C3   C4   C5    180.00   0.0  0
 4Y7  CONST_21  N2   C3   C4   C5      0.00   0.0  0
 4Y7  CONST_22  C    N    C4   C5    180.00   0.0  0
 4Y7  CONST_23  C3   N2   N1   C5      0.00   0.0  0
 4Y7  CONST_24  C1   C2   C3   C4      0.00   0.0  0
 4Y7  CONST_25  N1   N2   C3   C4      0.00   0.0  0
 4Y7  CONST_26  C1   C    N    C4      0.00   0.0  0
 4Y7  CONST_27  N2   N1   C5   C4      0.00   0.0  0
 4Y7  CONST_28  C2   C1   C    N       0.00   0.0  0
 4Y7  CONST_29  C2   C3   C4   N       0.00   0.0  0
 4Y7  CONST_30  N2   C3   C4   N     180.00   0.0  0
 4Y7  CONST_31  N1   C5   C4   N     180.00   0.0  0
 4Y7  CONST_32  C3   C2   C1   C       0.00   0.0  0
 4Y7  CONST_33  C3   C4   N    C       0.00   0.0  0
 4Y7  CONST_34  C2   C3   N2   N1    180.00   0.0  0
 4Y7  CONST_35  C3   C4   C5   N1      0.00   0.0  0
 4Y7  CONST_36  C1   C2   C3   N2    180.00   0.0  0
 4Y7  CONST_37  C9   C8   C7   C12     0.00   0.0  0
 4Y7  CONST_38  C9   C10  C11  C12     0.00   0.0  0
 4Y7  CONST_39  CL   C8   C9   C10   180.00   0.0  0
 4Y7  CONST_40  C13  C12  C11  C10   180.00   0.0  0
 4Y7  CONST_41  C6   C7   C12  C11   180.00   0.0  0
 4Y7  CONST_42  C8   C7   C12  C13   180.00   0.0  0
 4Y7  CONST_43  O1   C18  C19  C14   180.00   0.0  0
 4Y7  CONST_44  F3   C15  C16  C17   180.00   0.0  0
 4Y7  CONST_45  C5   C14  C15  F3      0.00   0.0  0
 4Y7  CONST_46  C19  C14  C15  F3    180.00   0.0  0
 4Y7  CONST_47  C20  C17  C16  C15   180.00   0.0  0
 4Y7  CONST_48  O1   C18  C17  C16   180.00   0.0  0
 4Y7  CONST_49  C19  C18  C17  C20   180.00   0.0  0
 4Y7  CONST_50  C6   N2   N1   C5    180.00   0.0  0
 4Y7  CONST_51  C6   N2   C3   C4    180.00   0.0  0
 4Y7  CONST_52  C6   N2   C3   C2      0.00   0.0  0
 4Y7  CONST_53  C9   C8   C7   C6    180.00   0.0  0
 4Y7  CONST_54  CL   C8   C7   C12   180.00   0.0  0
 4Y7  CONST_55  C7   C6   N2   N1      0.00   0.0  0
 4Y7  CONST_56  C7   C6   N2   C3    180.00   0.0  0
 4Y7  CONST_57  H10  C9   C10  C11   180.00   0.0  0
 4Y7  CONST_58  H3   C16  C15  C14   180.00   0.0  0
 4Y7  CONST_59  H6   C19  C18  C17   180.00   0.0  0
 4Y7  CONST_60  H8   C2   C3   C4    180.00   0.0  0
 4Y7  CONST_61  H7   C    N    C4    180.00   0.0  0
 4Y7  CONST_62  H9   C1   C    N     180.00   0.0  0
 4Y7  CONST_63  H2   C11  C12  C7    180.00   0.0  0
 4Y7  CONST_64  H1   C10  C11  C12   180.00   0.0  0
 4Y7  CONST_65  O    C6   N2   N1    180.00   0.0  0
 4Y7  CONST_66  O    C6   N2   C3      0.00   0.0  0
 4Y7  Var_01    C8   C7   C6   N2     80.14  30.0  2
 4Y7  Var_02    F    C13  C12  C11    98.73  30.0  2
 4Y7  Var_03    O3   C20  C17  C16  -179.59  30.0  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
 4Y7  plan-1  C14  0.020
 4Y7  plan-1  C17  0.020
 4Y7  plan-1  C15  0.020
 4Y7  plan-1  C16  0.020
 4Y7  plan-1  C20  0.020
 4Y7  plan-1  C18  0.020
 4Y7  plan-1  O1   0.020
 4Y7  plan-1  C19  0.020
 4Y7  plan-1  C5   0.020
 4Y7  plan-1  H3   0.020
 4Y7  plan-1  H6   0.020
 4Y7  plan-1  F3   0.020
 4Y7  plan-2  C10  0.020
 4Y7  plan-2  C11  0.020
 4Y7  plan-2  C13  0.020
 4Y7  plan-2  C6   0.020
 4Y7  plan-2  C7   0.020
 4Y7  plan-2  C12  0.020
 4Y7  plan-2  C9   0.020
 4Y7  plan-2  C8   0.020
 4Y7  plan-2  CL   0.020
 4Y7  plan-2  H1   0.020
 4Y7  plan-2  H2   0.020
 4Y7  plan-2  H10  0.020
 4Y7  plan-3  C14  0.020
 4Y7  plan-3  C5   0.020
 4Y7  plan-3  C4   0.020
 4Y7  plan-3  N    0.020
 4Y7  plan-3  C    0.020
 4Y7  plan-3  N1   0.020
 4Y7  plan-3  N2   0.020
 4Y7  plan-3  C3   0.020
 4Y7  plan-3  C2   0.020
 4Y7  plan-3  C1   0.020
 4Y7  plan-3  C6   0.020
 4Y7  plan-3  O    0.020
 4Y7  plan-3  C7   0.020
 4Y7  plan-3  H7   0.020
 4Y7  plan-3  H8   0.020
 4Y7  plan-3  H9   0.020
 4Y7  plan-4  C17  0.020
 4Y7  plan-4  C20  0.020
 4Y7  plan-4  O3   0.020
 4Y7  plan-4  O2   0.020

