# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 21:19:12 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  43  33  .  2021-08-05  2021-08-05  
;
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   3.2287   3.5104   0.3567
 4Y7  C11  C   CR16  0  -0.273   3.4538   2.8788  -0.8566
 4Y7  C13  C   CT    0   1.073   3.4995   0.8394  -2.2952
 4Y7  C14  C   CR6   0  -0.129  -2.0968  -0.3040   0.1230
 4Y7  C17  C   CR6   0  -0.218  -4.5649   0.9952   0.3108
 4Y7  C15  C   CR6   0   0.538  -3.1768  -0.6953  -0.6647
 4Y7  C16  C   CR16  0  -0.417  -4.3916  -0.0684  -0.5804
 4Y7  C20  C   C     0   0.604  -5.8583   1.6867   0.4319
 4Y7  O3   O   O     0  -0.475  -6.0388   2.6247   1.1894
 4Y7  O2   O   OH1   0  -0.577  -6.8022   1.2064  -0.3481
 4Y7  C18  C   CR6   0   0.386  -3.4845   1.4208   1.1044
 4Y7  O1   O   OH1   0  -0.620  -3.5619   2.4275   1.9722
 4Y7  C19  C   CR16  0  -0.356  -2.2615   0.7582   0.9959
 4Y7  C5   C   CR5   0   0.258  -0.8016  -0.9797   0.0406
 4Y7  C4   C   CR56  0   0.014  -0.5139  -2.3902   0.0708
 4Y7  N    N   N     0  -0.394  -1.3314  -3.4340   0.1435
 4Y7  C    C   CR16  0  -0.093  -0.7423  -4.6133   0.1816
 4Y7  N1   N   N     0  -0.220   0.3003  -0.2952   0.0145
 4Y7  N2   N   NR5   0  -0.445   1.3272  -1.1728   0.0209
 4Y7  C3   C   CR56  0   0.400   0.8797  -2.4750   0.0567
 4Y7  C2   C   CR16  0  -0.189   1.5052  -3.7172   0.0931
 4Y7  C1   C   CR16  0  -0.309   0.6499  -4.7982   0.1531
 4Y7  C6   C   C     0   0.461   2.6284  -0.7153   0.0501
 4Y7  O    O   O     0  -0.367   3.5635  -1.4715   0.0467
 4Y7  C7   C   CR6   0   0.070   2.7825   0.7751   0.1129
 4Y7  C12  C   CR6   0  -0.231   3.2348   1.5147  -0.9796
 4Y7  F2   F   F     0  -0.295   3.4698   1.6983  -3.3134
 4Y7  F1   F   F     0  -0.307   4.6980   0.2473  -2.3141
 4Y7  F    F   F     0  -0.314   2.5888  -0.1096  -2.5545
 4Y7  C9   C   CR16  0  -0.192   2.7805   2.7906   1.4501
 4Y7  C8   C   CR6   0  -0.045   2.5610   1.4299   1.3167
 4Y7  CL   CL  CL    0  -0.089   1.9999   0.5311   2.6800
 4Y7  H1   H   HCR6  0   0.290   3.4000   4.5735   0.4502
 4Y7  H2   H   HCR6  0   0.287   3.7961   3.4621  -1.6995
 4Y7  H3   H   HCR6  0   0.299  -5.2021  -0.3994  -1.2152
 4Y7  H4   H   HOH1  0   0.497  -7.6273   1.7007  -0.2264
 4Y7  H5   H   HOH1  0   0.481  -4.4703   2.7919   1.9448
 4Y7  H6   H   HCR6  0   0.280  -1.4353   1.0706   1.6220
 4Y7  H7   H   HCR6  0   0.274  -1.3914  -5.4786   0.2415
 4Y7  H8   H   HCR6  0   0.300   2.5766  -3.8424   0.0790
 4Y7  H9   H   HCR6  0   0.289   1.0465  -5.8032   0.1846
 4Y7  H10  H   HCR6  0   0.300   2.6003   3.2799   2.3972
 4Y7  F3   F   F     0  -0.298  -3.0081  -1.6847  -1.5515

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  1.405  0.020  1.405
 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    1.380  0.020  1.380
 4Y7  C6   C7   single    1.500  0.020  1.500
 4Y7  N2   N1   aromatic  1.351  0.020  1.351
 4Y7  C4   C5   aromatic  1.440  0.020  1.440
 4Y7  C8   C7   aromatic  1.388  0.020  1.388
 4Y7  C8   C9   aromatic  1.385  0.020  1.385
 4Y7  C7   C12  aromatic  1.395  0.020  1.395
 4Y7  F    C13  single    1.341  0.020  1.341
 4Y7  N1   C5   aromatic  1.297  0.020  1.297
 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    1.332  0.020  1.332
 4Y7  C13  F1   single    1.337  0.020  1.337
 4Y7  C14  C19  aromatic  1.385  0.020  1.385
 4Y7  C14  C15  aromatic  1.393  0.020  1.393
 4Y7  C10  C11  aromatic  1.386  0.020  1.386
 4Y7  F3   C15  single    1.339  0.020  1.339
 4Y7  C19  C18  aromatic  1.395  0.020  1.395
 4Y7  C15  C16  aromatic  1.370  0.020  1.370
 4Y7  C18  O1   single    1.331  0.020  1.331
 4Y7  C18  C17  aromatic  1.407  0.020  1.407
 4Y7  C16  C17  aromatic  1.398  0.020  1.398
 4Y7  C17  C20  single    1.472  0.020  1.472
 4Y7  C20  O3   double    1.219  0.020  1.219
 4Y7  C20  O2   single    1.315  0.020  1.315
 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  O2   H4   single    0.850  0.020  0.980
 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   119.65  3.000
 4Y7  H1   C10  C11  119.87  3.000
 4Y7  C9   C10  C11  120.48  3.000
 4Y7  H2   C11  C12  120.78  3.000
 4Y7  H2   C11  C10  119.22  3.000
 4Y7  C12  C11  C10  120.00  3.000
 4Y7  F    C13  F1   107.02  3.000
 4Y7  F1   C13  F2   107.14  3.000
 4Y7  F    C13  F2   107.06  3.000
 4Y7  F1   C13  C12  111.68  3.000
 4Y7  F2   C13  C12  112.06  3.000
 4Y7  F    C13  C12  111.59  3.000
 4Y7  C5   C14  C19  119.67  3.000
 4Y7  C19  C14  C15  118.67  3.000
 4Y7  C5   C14  C15  121.65  3.000
 4Y7  C18  C17  C20  119.11  3.000
 4Y7  C20  C17  C16  121.25  3.000
 4Y7  C18  C17  C16  119.64  3.000
 4Y7  C16  C15  F3   119.38  3.000
 4Y7  C16  C15  C14  121.62  3.000
 4Y7  F3   C15  C14  118.97  3.000
 4Y7  H3   C16  C15  119.24  3.000
 4Y7  H3   C16  C17  120.93  3.000
 4Y7  C15  C16  C17  119.82  3.000
 4Y7  O2   C20  O3   122.90  3.000
 4Y7  O2   C20  C17  114.22  3.000
 4Y7  O3   C20  C17  122.87  3.000
 4Y7  H4   O2   C20  110.49  3.000
 4Y7  C19  C18  O1   117.44  3.000
 4Y7  O1   C18  C17  123.50  3.000
 4Y7  C19  C18  C17  119.06  3.000
 4Y7  H5   O1   C18  108.49  3.000
 4Y7  H6   C19  C18  119.14  3.000
 4Y7  H6   C19  C14  119.68  3.000
 4Y7  C18  C19  C14  121.17  3.000
 4Y7  N1   C5   C4   110.34  3.000
 4Y7  N1   C5   C14  120.61  3.000
 4Y7  C4   C5   C14  128.91  3.000
 4Y7  C3   C4   N    124.57  3.000
 4Y7  N    C4   C5   130.40  3.000
 4Y7  C3   C4   C5   104.99  3.000
 4Y7  C    N    C4   115.43  3.000
 4Y7  H7   C    C1   119.33  3.000
 4Y7  H7   C    N    116.63  3.000
 4Y7  C1   C    N    124.05  3.000
 4Y7  N2   N1   C5   107.62  3.000
 4Y7  C6   N2   C3   128.28  3.000
 4Y7  C6   N2   N1   120.11  3.000
 4Y7  C3   N2   N1   111.55  3.000
 4Y7  C2   C3   N2   134.33  3.000
 4Y7  N2   C3   C4   105.50  3.000
 4Y7  C2   C3   C4   120.17  3.000
 4Y7  H8   C2   C1   121.69  3.000
 4Y7  H8   C2   C3   123.35  3.000
 4Y7  C1   C2   C3   114.96  3.000
 4Y7  H9   C1   C2   120.15  3.000
 4Y7  H9   C1   C    119.04  3.000
 4Y7  C2   C1   C    120.81  3.000
 4Y7  C7   C6   O    123.04  3.000
 4Y7  C7   C6   N2   115.30  3.000
 4Y7  O    C6   N2   121.65  3.000
 4Y7  C8   C7   C12  118.74  3.000
 4Y7  C12  C7   C6   121.84  3.000
 4Y7  C8   C7   C6   119.26  3.000
 4Y7  C7   C12  C13  120.31  3.000
 4Y7  C13  C12  C11  119.46  3.000
 4Y7  C7   C12  C11  120.22  3.000
 4Y7  H10  C9   C8   120.18  3.000
 4Y7  H10  C9   C10  120.72  3.000
 4Y7  C8   C9   C10  119.10  3.000
 4Y7  CL   C8   C9   119.14  3.000
 4Y7  C9   C8   C7   121.45  3.000
 4Y7  CL   C8   C7   119.40  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  CONST_67  H4   O2   C20  C17   180.00   0.0  0
 4Y7  Var_01    C8   C7   C6   N2     76.47  30.0  2
 4Y7  Var_02    F    C13  C12  C11  -142.20  30.0  2
 4Y7  Var_03    O3   C20  C17  C16  -179.29  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
 4Y7  plan-4  H4   0.020

