# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Mon Jun  1 17:19:36 2020
#   Inital geometry file: a 121 line input string
#   Ligand name: (2S)-[6-bromo-4-(4-chlorophenyl)-2-methylquinolin-3-yl](tert-butoxy)ethanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1nc2ccc(Br)cc2c(c3ccc(Cl)cc3)c1[C@H](OC(C)(C)C)C(O)=O
#
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
 LF2  LF2  '(2S)-[6-bromo-4-(4-chlorophenyl)-2-methylquinolin-3-yl](tert-butoxy)ethanoic acid'  ligand  48  28  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_LF2
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
 LF2  C1   C   CR6    0  -0.115   3.4115   0.9055  -0.7021
 LF2  C2   C   CR16   0  -0.312   2.2317   0.2841  -0.3935
 LF2  C3   C   CR66   0   0.072   1.0634   1.0551  -0.1992
 LF2  C4   C   CR66   0   0.191   1.1491   2.4602  -0.2901
 LF2  C5   C   CR16   0  -0.293   2.3833   3.0614  -0.6177
 LF2  C6   C   CR16   0  -0.243   3.5024   2.3036  -0.8277
 LF2  C13  C   CR6    0   0.158  -0.2120   0.4891   0.1030
 LF2  C14  C   CR6    0   0.060  -1.2834   1.3229   0.3231
 LF2  C15  C   CR6    0   0.211  -1.0630   2.7394   0.2671
 LF2  N16  N   N      0  -0.467   0.0909   3.2640  -0.0484
 LF2  BR1  BR  BR     0  -0.043   4.9704  -0.1289  -0.9606
 LF2  C18  C   CH1    0  -0.210  -2.6764   0.7991   0.5932
 LF2  C19  C   C      0   0.413  -3.1205   1.1100   2.0488
 LF2  O20  O   O2     0  -0.490  -3.5637   1.3051  -0.3708
 LF2  C21  C   CT     0   0.197  -4.2937   0.3922  -1.1838
 LF2  C22  C   CH3    0  -0.666  -5.1803  -0.5296  -0.3469
 LF2  C23  C   CH3    0  -0.659  -5.1697   1.2840  -2.0567
 LF2  C24  C   CH3    0  -0.672  -3.3553  -0.4287  -2.0681
 LF2  O25  O   O      0  -0.578  -4.3113   1.3877   2.2428
 LF2  O26  O   OC    -1  -0.596  -2.2141   1.0044   2.9014
 LF2  C27  C   CR6    0  -0.053  -0.3303  -0.9871   0.1772
 LF2  C28  C   CR16   0  -0.281  -0.6219  -1.6167   1.3848
 LF2  C29  C   CR16   0  -0.201  -0.7206  -2.9978   1.4605
 LF2  C30  C   CR6    0  -0.045  -0.5280  -3.7532   0.3148
 LF2  C31  C   CR16   0  -0.199  -0.2362  -3.1518  -0.8992
 LF2  C32  C   CR16   0  -0.286  -0.1354  -1.7706  -0.9585
 LF2  C33  C   CH3    0  -0.755  -2.1421   3.7186   0.6220
 LF2  CL1  CL  CL     0  -0.128  -0.6543  -5.4794   0.4005
 LF2  H1   H   HCR6   0   0.283   2.1897  -0.7911  -0.2899
 LF2  H2   H   HCR6   0   0.270   2.4300   4.1402  -0.6914
 LF2  H3   H   HCR6   0   0.281   4.4421   2.7772  -1.0773
 LF2  H4   H   HCH1   0   0.239  -2.6381  -0.2941   0.5363
 LF2  H5   H   HCH3   0   0.236  -5.8353   0.0485   0.3037
 LF2  H6   H   HCH3   0   0.223  -5.7973  -1.1454  -1.0028
 LF2  H7   H   HCH3   0   0.220  -4.6029  -1.2106   0.2813
 LF2  H8   H   HCH3   0   0.229  -5.8358   1.8955  -1.4456
 LF2  H9   H   HCH3   0   0.227  -4.5620   1.9500  -2.6719
 LF2  H10  H   HCH3   0   0.219  -5.7854   0.6798  -2.7237
 LF2  H11  H   HCH3   0   0.229  -3.9273  -1.0555  -2.7543
 LF2  H12  H   HCH3   0   0.228  -2.7082   0.2203  -2.6604
 LF2  H13  H   HCH3   0   0.234  -2.7161  -1.0931  -1.4852
 LF2  H15  H   HCR6   0   0.275  -0.7919  -1.0181   2.2706
 LF2  H16  H   HCR6   0   0.281  -0.9486  -3.4758   2.4035
 LF2  H17  H   HCR6   0   0.283  -0.0904  -3.7471  -1.7901
 LF2  H18  H   HCR6   0   0.272   0.0905  -1.3029  -1.9088
 LF2  H19  H   HCH3   0   0.253  -2.2968   3.7263   1.7032
 LF2  H20  H   HCH3   0   0.249  -1.8370   4.7196   0.3252
 LF2  H21  H   HCH3   0   0.263  -3.0954   3.4800   0.1599

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
 LF2  C24  C21  single    1.529  0.020  1.529
 LF2  C23  C21  single    1.525  0.020  1.525
 LF2  C21  C22  single    1.528  0.020  1.528
 LF2  C21  O20  single    1.424  0.020  1.424
 LF2  C6   C5   aromatic  1.368  0.020  1.368
 LF2  C6   C1   aromatic  1.407  0.020  1.407
 LF2  C5   C4   aromatic  1.411  0.020  1.411
 LF2  BR1  C1   single    1.889  0.020  1.889
 LF2  C1   C2   aromatic  1.369  0.020  1.369
 LF2  C4   N16  aromatic  1.351  0.020  1.351
 LF2  C4   C3   aromatic  1.411  0.020  1.411
 LF2  C32  C31  aromatic  1.386  0.020  1.386
 LF2  C32  C27  aromatic  1.393  0.020  1.393
 LF2  N16  C15  aromatic  1.306  0.020  1.306
 LF2  O20  C18  single    1.404  0.020  1.404
 LF2  C2   C3   aromatic  1.413  0.020  1.413
 LF2  C31  C30  aromatic  1.386  0.020  1.386
 LF2  C3   C13  aromatic  1.428  0.020  1.428
 LF2  C33  C15  single    1.500  0.020  1.500
 LF2  C15  C14  aromatic  1.435  0.020  1.435
 LF2  C13  C14  aromatic  1.375  0.020  1.375
 LF2  C13  C27  single    1.483  0.020  1.483
 LF2  C14  C18  single    1.513  0.020  1.513
 LF2  C27  C28  aromatic  1.393  0.020  1.393
 LF2  C18  C19  single    1.553  0.020  1.553
 LF2  C30  CL1  single    1.733  0.020  1.733
 LF2  C30  C29  aromatic  1.386  0.020  1.386
 LF2  C28  C29  aromatic  1.387  0.020  1.387
 LF2  C19  O25  deloc     1.238  0.020  1.238
 LF2  C19  O26  deloc     1.249  0.020  1.249
 LF2  C2   H1   single    0.930  0.020  1.080
 LF2  C5   H2   single    0.930  0.020  1.080
 LF2  C6   H3   single    0.930  0.020  1.080
 LF2  C18  H4   single    0.970  0.020  1.090
 LF2  C22  H5   single    0.970  0.020  1.090
 LF2  C22  H6   single    0.970  0.020  1.090
 LF2  C22  H7   single    0.970  0.020  1.090
 LF2  C23  H8   single    0.970  0.020  1.090
 LF2  C23  H9   single    0.970  0.020  1.090
 LF2  C23  H10  single    0.970  0.020  1.090
 LF2  C24  H11  single    0.970  0.020  1.090
 LF2  C24  H12  single    0.970  0.020  1.090
 LF2  C24  H13  single    0.970  0.020  1.090
 LF2  C28  H15  single    0.930  0.020  1.080
 LF2  C29  H16  single    0.930  0.020  1.080
 LF2  C31  H17  single    0.930  0.020  1.080
 LF2  C32  H18  single    0.930  0.020  1.080
 LF2  C33  H19  single    0.970  0.020  1.090
 LF2  C33  H20  single    0.970  0.020  1.090
 LF2  C33  H21  single    0.970  0.020  1.090

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
 LF2  BR1  C1   C6   118.60  3.000
 LF2  BR1  C1   C2   119.58  3.000
 LF2  C6   C1   C2   121.81  3.000
 LF2  H1   C2   C3   119.82  3.000
 LF2  H1   C2   C1   120.44  3.000
 LF2  C3   C2   C1   119.73  3.000
 LF2  C13  C3   C4   117.57  3.000
 LF2  C13  C3   C2   123.46  3.000
 LF2  C4   C3   C2   118.97  3.000
 LF2  N16  C4   C5   118.24  3.000
 LF2  N16  C4   C3   122.25  3.000
 LF2  C5   C4   C3   119.50  3.000
 LF2  H2   C5   C6   120.43  3.000
 LF2  H2   C5   C4   118.56  3.000
 LF2  C6   C5   C4   121.00  3.000
 LF2  H3   C6   C5   120.25  3.000
 LF2  H3   C6   C1   120.80  3.000
 LF2  C5   C6   C1   118.95  3.000
 LF2  C27  C13  C14  122.24  3.000
 LF2  C27  C13  C3   118.46  3.000
 LF2  C14  C13  C3   119.30  3.000
 LF2  C18  C14  C15  119.36  3.000
 LF2  C18  C14  C13  122.41  3.000
 LF2  C15  C14  C13  118.21  3.000
 LF2  C33  C15  N16  115.51  3.000
 LF2  C33  C15  C14  121.66  3.000
 LF2  N16  C15  C14  122.80  3.000
 LF2  C15  N16  C4   119.76  3.000
 LF2  H4   C18  O20  110.24  3.000
 LF2  H4   C18  C19  104.98  3.000
 LF2  O20  C18  C19  112.98  3.000
 LF2  H4   C18  C14  107.70  3.000
 LF2  C19  C18  C14  111.19  3.000
 LF2  O20  C18  C14  109.54  3.000
 LF2  O26  C19  O25  127.59  3.000
 LF2  O26  C19  C18  114.54  3.000
 LF2  O25  C19  C18  117.83  3.000
 LF2  C21  O20  C18  119.01  3.000
 LF2  C24  C21  C23  109.61  3.000
 LF2  C23  C21  C22  109.45  3.000
 LF2  C24  C21  C22  110.42  3.000
 LF2  C22  C21  O20  111.81  3.000
 LF2  C23  C21  O20  104.27  3.000
 LF2  C24  C21  O20  111.09  3.000
 LF2  H7   C22  H6   107.03  3.000
 LF2  H7   C22  H5   107.78  3.000
 LF2  H6   C22  H5   108.58  3.000
 LF2  H7   C22  C21  112.61  3.000
 LF2  H6   C22  C21  109.84  3.000
 LF2  H5   C22  C21  110.84  3.000
 LF2  H10  C23  H9   107.92  3.000
 LF2  H10  C23  H8   107.96  3.000
 LF2  H9   C23  H8   108.27  3.000
 LF2  H10  C23  C21  110.52  3.000
 LF2  H9   C23  C21  111.08  3.000
 LF2  H8   C23  C21  110.97  3.000
 LF2  H13  C24  H12  107.75  3.000
 LF2  H13  C24  H11  107.05  3.000
 LF2  H12  C24  H11  108.12  3.000
 LF2  H13  C24  C21  112.20  3.000
 LF2  H12  C24  C21  111.02  3.000
 LF2  H11  C24  C21  110.52  3.000
 LF2  C32  C27  C28  118.80  3.000
 LF2  C28  C27  C13  120.67  3.000
 LF2  C32  C27  C13  120.52  3.000
 LF2  H15  C28  C29  119.66  3.000
 LF2  H15  C28  C27  119.50  3.000
 LF2  C29  C28  C27  120.83  3.000
 LF2  H16  C29  C30  120.61  3.000
 LF2  H16  C29  C28  120.19  3.000
 LF2  C30  C29  C28  119.20  3.000
 LF2  CL1  C30  C31  119.40  3.000
 LF2  CL1  C30  C29  119.47  3.000
 LF2  C31  C30  C29  121.13  3.000
 LF2  H17  C31  C32  120.23  3.000
 LF2  H17  C31  C30  120.75  3.000
 LF2  C32  C31  C30  119.02  3.000
 LF2  H18  C32  C31  118.88  3.000
 LF2  H18  C32  C27  120.10  3.000
 LF2  C31  C32  C27  121.02  3.000
 LF2  H21  C33  H20  109.41  3.000
 LF2  H21  C33  H19  107.37  3.000
 LF2  H20  C33  H19  107.65  3.000
 LF2  H21  C33  C15  112.80  3.000
 LF2  H20  C33  C15  109.54  3.000
 LF2  H19  C33  C15  109.93  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
 LF2  CONST_01  C4   C5   C6   C1      0.00   0.0  0
 LF2  CONST_02  C4   C3   C2   C1      0.00   0.0  0
 LF2  CONST_03  C13  C3   C2   C1    180.00   0.0  0
 LF2  CONST_04  C5   C6   C1   C2      0.00   0.0  0
 LF2  CONST_05  C5   C4   C3   C2      0.00   0.0  0
 LF2  CONST_06  N16  C4   C3   C2    180.00   0.0  0
 LF2  CONST_07  C14  C13  C3   C2    180.00   0.0  0
 LF2  CONST_08  C27  C13  C3   C2      0.00   0.0  0
 LF2  CONST_09  C6   C5   C4   C3      0.00   0.0  0
 LF2  CONST_10  C15  N16  C4   C3      0.00   0.0  0
 LF2  CONST_11  C6   C1   C2   C3      0.00   0.0  0
 LF2  CONST_12  C15  C14  C13  C3      0.00   0.0  0
 LF2  CONST_15  C14  C15  N16  C4      0.00   0.0  0
 LF2  CONST_16  C14  C13  C3   C4      0.00   0.0  0
 LF2  CONST_17  C27  C13  C3   C4    180.00   0.0  0
 LF2  CONST_18  C15  N16  C4   C5    180.00   0.0  0
 LF2  CONST_19  C13  C3   C4   C5    180.00   0.0  0
 LF2  CONST_20  N16  C4   C5   C6    180.00   0.0  0
 LF2  CONST_21  N16  C4   C3   C13     0.00   0.0  0
 LF2  CONST_22  N16  C15  C14  C13     0.00   0.0  0
 LF2  CONST_23  C31  C32  C27  C13   180.00   0.0  0
 LF2  CONST_24  C29  C28  C27  C13   180.00   0.0  0
 LF2  CONST_27  C27  C13  C14  C15   180.00   0.0  0
 LF2  CONST_28  C30  C31  C32  C27     0.00   0.0  0
 LF2  CONST_29  C30  C29  C28  C27     0.00   0.0  0
 LF2  CONST_30  C31  C32  C27  C28     0.00   0.0  0
 LF2  CONST_31  C31  C30  C29  C28     0.00   0.0  0
 LF2  CONST_32  C32  C31  C30  C29     0.00   0.0  0
 LF2  CONST_33  C32  C27  C28  C29     0.00   0.0  0
 LF2  CONST_34  BR1  C1   C2   C3    180.00   0.0  0
 LF2  CONST_35  C18  C14  C13  C3    180.00   0.0  0
 LF2  CONST_36  C33  C15  N16  C4    180.00   0.0  0
 LF2  CONST_37  BR1  C1   C6   C5    180.00   0.0  0
 LF2  CONST_38  C33  C15  C14  C13   180.00   0.0  0
 LF2  CONST_39  C18  C14  C15  N16   180.00   0.0  0
 LF2  CONST_40  C27  C13  C14  C18     0.00   0.0  0
 LF2  CONST_41  CL1  C30  C29  C28   180.00   0.0  0
 LF2  CONST_42  CL1  C30  C31  C32   180.00   0.0  0
 LF2  CONST_43  H2   C5   C6   C1    180.00   0.0  0
 LF2  CONST_44  H3   C6   C1   C2    180.00   0.0  0
 LF2  CONST_45  H1   C2   C3   C4    180.00   0.0  0
 LF2  CONST_46  H18  C32  C27  C13     0.00   0.0  0
 LF2  CONST_47  H15  C28  C27  C13     0.00   0.0  0
 LF2  CONST_48  H17  C31  C32  C27   180.00   0.0  0
 LF2  CONST_49  H16  C29  C28  C27   180.00   0.0  0
 LF2  Var_01    H19  C33  C15  C14    73.13  30.0  2
 LF2  Var_02    C24  C21  O20  C18   -63.92  30.0  3
 LF2  Var_03    H11  C24  C21  O20  -174.58  30.0  3
 LF2  Var_04    H8   C23  C21  O20   -59.87  30.0  3
 LF2  Var_05    H5   C22  C21  O20    54.40  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 LF2  chir_01  C18  O20  C14  C19  negativ

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
 LF2  plan-1  C13  0.020
 LF2  plan-1  C27  0.020
 LF2  plan-1  C28  0.020
 LF2  plan-1  C29  0.020
 LF2  plan-1  C30  0.020
 LF2  plan-1  C31  0.020
 LF2  plan-1  C32  0.020
 LF2  plan-1  CL1  0.020
 LF2  plan-1  H15  0.020
 LF2  plan-1  H16  0.020
 LF2  plan-1  H17  0.020
 LF2  plan-1  H18  0.020
 LF2  plan-2  C1   0.020
 LF2  plan-2  C2   0.020
 LF2  plan-2  C3   0.020
 LF2  plan-2  C4   0.020
 LF2  plan-2  C5   0.020
 LF2  plan-2  C6   0.020
 LF2  plan-2  C13  0.020
 LF2  plan-2  C14  0.020
 LF2  plan-2  C15  0.020
 LF2  plan-2  N16  0.020
 LF2  plan-2  BR1  0.020
 LF2  plan-2  C18  0.020
 LF2  plan-2  C27  0.020
 LF2  plan-2  C33  0.020
 LF2  plan-2  H1   0.020
 LF2  plan-2  H2   0.020
 LF2  plan-2  H3   0.020
 LF2  plan-3  C18  0.020
 LF2  plan-3  C19  0.020
 LF2  plan-3  O25  0.020
 LF2  plan-3  O26  0.020

