# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  9 11:24:11 2020
#   Inital geometry file: a 148 line input string
#   Ligand name: (1S,2R)-2-{[(1S)-1-[(1-oxo-1,3-dihydro-2H-isoindol-2-yl)methyl]-3,4-dihydroisoquinolin-2(1H)-yl]carbonyl}cyclohexanecarboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)[C@H]1CCCC[C@H]1C(=O)N2CCc3ccccc3[C@H]2CN4Cc5ccccc5C4=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
 2FS  2FS  '(1S,2R)-2-{[(1S)-1-[(1-oxo-1,3-dihydro-2H-isoindol-2-yl)methyl]-3,4-dihydroisoquinolin-2(1H)-yl]carbonyl}cyclohexanecarboxylic acid'  ligand  59  32  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_2FS
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
 2FS  C2   C  C      0   0.442   3.9060  -2.9624   0.5171
 2FS  C4   C  CH1    0  -0.376   3.9730  -1.5116   1.0374
 2FS  C6   C  CH2    0  -0.408   4.8864  -0.6097   0.2063
 2FS  C7   C  CH2    0  -0.429   4.8981   0.8290   0.7119
 2FS  C8   C  CH2    0  -0.426   3.4911   1.3975   0.8448
 2FS  C9   C  CH2    0  -0.439   2.6481   0.5231   1.7622
 2FS  C16  C  CH2    0  -0.534  -1.7199  -0.8672   1.6147
 2FS  C18  C  CR6    0   0.113  -1.8509  -1.8158  -0.6627
 2FS  C19  C  CR16   0  -0.290  -2.5116  -2.5252  -1.6601
 2FS  C20  C  CR16   0  -0.258  -3.8006  -2.9915  -1.4606
 2FS  C21  C  CR16   0  -0.257  -4.4398  -2.7551  -0.2494
 2FS  C22  C  CR16   0  -0.317  -3.7786  -2.0628   0.7530
 2FS  C27  C  CH2    0  -0.308  -0.5972   2.0736  -0.1827
 2FS  C28  C  CR56   0   0.093  -1.6928   2.9733   0.2914
 2FS  C29  C  CR16   0  -0.321  -1.6557   4.0520   1.1582
 2FS  C30  C  CR16   0  -0.243  -2.8469   4.7194   1.4192
 2FS  C31  C  CR16   0  -0.260  -4.0454   4.3191   0.8271
 2FS  C32  C  CR16   0  -0.304  -4.0763   3.2369  -0.0408
 2FS  O1   O  OC    -1  -0.613   4.9393  -3.4266  -0.0065
 2FS  O3   O  O      0  -0.604   2.8340  -3.5785   0.6949
 2FS  C10  C  CH1    0  -0.391   2.5745  -0.9394   1.2889
 2FS  N14  N  NT     0  -0.498   0.3341  -1.0831   0.2524
 2FS  C15  C  CH2    0  -0.307  -0.2584  -1.2747   1.5729
 2FS  C17  C  CR6    0   0.088  -2.4867  -1.5876   0.5525
 2FS  C23  C  CH1    0  -0.131  -0.4885  -1.2417  -0.9489
 2FS  C25  C  CH2    0  -0.303  -0.6227   0.0785  -1.7345
 2FS  N26  N  NR5    0  -0.496  -1.3029   1.1280  -1.0242
 2FS  C33  C  CR56   0  -0.066  -2.8843   2.5768  -0.2920
 2FS  C34  C  CR5    0   0.555  -2.6254   1.4102  -1.1637
 2FS  O35  O  O      0  -0.469  -3.4206   0.8272  -1.8780
 2FS  H1   H  HCH1   0   0.226   4.4322  -1.5765   2.0366
 2FS  H2   H  HCH2   0   0.209   5.8997  -1.0137   0.2315
 2FS  H3   H  HCH2   0   0.211   4.5751  -0.6227  -0.8383
 2FS  H4   H  HCH2   0   0.199   5.3895   0.8687   1.6912
 2FS  H5   H  HCH2   0   0.220   5.4981   1.4537   0.0445
 2FS  H6   H  HCH2   0   0.225   3.5302   2.4145   1.2430
 2FS  H7   H  HCH2   0   0.212   3.0220   1.4710  -0.1417
 2FS  H8   H  HCH2   0   0.231   3.0893   0.5287   2.7641
 2FS  H9   H  HCH2   0   0.230   1.6453   0.9465   1.8774
 2FS  H12  H  HCR6   0   0.244  -2.0137  -2.7131  -2.6050
 2FS  H13  H  HCR6   0   0.250  -4.3030  -3.5448  -2.2435
 2FS  H14  H  HCR6   0   0.250  -5.4445  -3.1213  -0.0820
 2FS  H15  H  HCR6   0   0.245  -4.2656  -1.8921   1.7062
 2FS  H16  H  HCH2   0   0.282   0.1599   2.6184  -0.7562
 2FS  H17  H  HCH2   0   0.266  -0.0836   1.5811   0.6457
 2FS  H18  H  HCR6   0   0.261  -0.7317   4.3720   1.6229
 2FS  H19  H  HCR6   0   0.265  -2.8457   5.5655   2.0938
 2FS  H20  H  HCR6   0   0.263  -4.9561   4.8597   1.0489
 2FS  H21  H  HCR6   0   0.259  -5.0012   2.9188  -0.5051
 2FS  H23  H  HCH1   0   0.263   2.1391  -1.5312   2.0940
 2FS  H24  H  HCH2   0   0.267   0.2808  -0.6788   2.3052
 2FS  H25  H  HCH2   0   0.246  -0.1720  -2.3228   1.8782
 2FS  H26  H  HCH1   0   0.264   0.0269  -1.9290  -1.6255
 2FS  H27  H  HCH2   0   0.268   0.3691   0.4335  -2.0140
 2FS  H28  H  HCH2   0   0.262  -1.1631  -0.1304  -2.6588
 2FS  C12  C  C      0   0.620   1.6848  -1.0507   0.0640
 2FS  H10  H  HCH2   0   0.267  -2.1113  -1.1059   2.6049
 2FS  O13  O  O      0  -0.502   2.1490  -1.0415  -1.0696
 2FS  H11  H  HCH2   0   0.252  -1.8173   0.2163   1.5002

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
 2FS  C31  C32  aromatic  1.388  0.020  1.388
 2FS  C31  C30  aromatic  1.395  0.020  1.395
 2FS  C32  C33  aromatic  1.386  0.020  1.386
 2FS  C30  C29  aromatic  1.390  0.020  1.390
 2FS  O35  C34  double    1.218  0.020  1.218
 2FS  C33  C34  single    1.479  0.020  1.479
 2FS  C33  C28  aromatic  1.385  0.020  1.385
 2FS  C34  N26  single    1.360  0.020  1.360
 2FS  C29  C28  aromatic  1.384  0.020  1.384
 2FS  C28  C27  single    1.495  0.020  1.495
 2FS  N26  C27  single    1.449  0.020  1.449
 2FS  N26  C25  single    1.438  0.020  1.438
 2FS  C25  C23  single    1.542  0.020  1.542
 2FS  C19  C20  aromatic  1.385  0.020  1.385
 2FS  C19  C18  aromatic  1.391  0.020  1.391
 2FS  C23  C18  single    1.506  0.020  1.506
 2FS  C23  N14  single    1.465  0.020  1.465
 2FS  C20  C21  aromatic  1.390  0.020  1.390
 2FS  C18  C17  aromatic  1.390  0.020  1.390
 2FS  C15  N14  single    1.460  0.020  1.460
 2FS  C15  C16  single    1.518  0.020  1.518
 2FS  N14  C12  single    1.364  0.020  1.364
 2FS  C21  C22  aromatic  1.386  0.020  1.386
 2FS  C17  C22  aromatic  1.391  0.020  1.391
 2FS  C17  C16  single    1.495  0.020  1.495
 2FS  C9   C8   single    1.522  0.020  1.522
 2FS  C9   C10  single    1.539  0.020  1.539
 2FS  C8   C7   single    1.523  0.020  1.523
 2FS  C12  O13  double    1.225  0.020  1.225
 2FS  C12  C10  single    1.518  0.020  1.518
 2FS  C10  C4   single    1.532  0.020  1.532
 2FS  C7   C6   single    1.525  0.020  1.525
 2FS  C4   C6   single    1.529  0.020  1.529
 2FS  C4   C2   single    1.543  0.020  1.543
 2FS  C2   O3   deloc     1.249  0.020  1.249
 2FS  C2   O1   deloc     1.248  0.020  1.248
 2FS  C4   H1   single    0.970  0.020  1.090
 2FS  C6   H2   single    0.970  0.020  1.090
 2FS  C6   H3   single    0.970  0.020  1.090
 2FS  C7   H4   single    0.970  0.020  1.090
 2FS  C7   H5   single    0.970  0.020  1.090
 2FS  C8   H6   single    0.970  0.020  1.090
 2FS  C8   H7   single    0.970  0.020  1.090
 2FS  C9   H8   single    0.970  0.020  1.090
 2FS  C9   H9   single    0.970  0.020  1.090
 2FS  C16  H10  single    0.970  0.020  1.090
 2FS  C16  H11  single    0.970  0.020  1.090
 2FS  C19  H12  single    0.930  0.020  1.080
 2FS  C20  H13  single    0.930  0.020  1.080
 2FS  C21  H14  single    0.930  0.020  1.080
 2FS  C22  H15  single    0.930  0.020  1.080
 2FS  C27  H16  single    0.970  0.020  1.090
 2FS  C27  H17  single    0.970  0.020  1.090
 2FS  C29  H18  single    0.930  0.020  1.080
 2FS  C30  H19  single    0.930  0.020  1.080
 2FS  C31  H20  single    0.930  0.020  1.080
 2FS  C32  H21  single    0.930  0.020  1.080
 2FS  C10  H23  single    0.970  0.020  1.090
 2FS  C15  H24  single    0.970  0.020  1.090
 2FS  C15  H25  single    0.970  0.020  1.090
 2FS  C23  H26  single    0.970  0.020  1.090
 2FS  C25  H27  single    0.970  0.020  1.090
 2FS  C25  H28  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
 2FS  O3   C2   O1   125.93  3.000
 2FS  O1   C2   C4   117.09  3.000
 2FS  O3   C2   C4   116.94  3.000
 2FS  H1   C4   C10  104.69  3.000
 2FS  H1   C4   C6   106.19  3.000
 2FS  C10  C4   C6   114.47  3.000
 2FS  H1   C4   C2   105.58  3.000
 2FS  C6   C4   C2   113.41  3.000
 2FS  C10  C4   C2   111.53  3.000
 2FS  H3   C6   H2   106.44  3.000
 2FS  H3   C6   C7   109.33  3.000
 2FS  H2   C6   C7   109.54  3.000
 2FS  H3   C6   C4   110.08  3.000
 2FS  H2   C6   C4   108.89  3.000
 2FS  C7   C6   C4   112.39  3.000
 2FS  H5   C7   H4   106.18  3.000
 2FS  H5   C7   C8   110.30  3.000
 2FS  H4   C7   C8   108.81  3.000
 2FS  H5   C7   C6   109.93  3.000
 2FS  H4   C7   C6   109.49  3.000
 2FS  C8   C7   C6   111.95  3.000
 2FS  H7   C8   H6   106.33  3.000
 2FS  H7   C8   C9   110.15  3.000
 2FS  H6   C8   C9   109.56  3.000
 2FS  H7   C8   C7   110.01  3.000
 2FS  H6   C8   C7   110.24  3.000
 2FS  C9   C8   C7   110.47  3.000
 2FS  H9   C9   H8   105.72  3.000
 2FS  H9   C9   C10  110.86  3.000
 2FS  H8   C9   C10  107.79  3.000
 2FS  H9   C9   C8   110.40  3.000
 2FS  H8   C9   C8   109.00  3.000
 2FS  C10  C9   C8   112.77  3.000
 2FS  H11  C16  H10  106.25  3.000
 2FS  H11  C16  C17  110.93  3.000
 2FS  H10  C16  C17  110.81  3.000
 2FS  H11  C16  C15  110.41  3.000
 2FS  H10  C16  C15  108.16  3.000
 2FS  C17  C16  C15  110.17  3.000
 2FS  C23  C18  C17  121.15  3.000
 2FS  C17  C18  C19  119.55  3.000
 2FS  C23  C18  C19  119.21  3.000
 2FS  H12  C19  C20  119.63  3.000
 2FS  H12  C19  C18  119.67  3.000
 2FS  C20  C19  C18  120.69  3.000
 2FS  H13  C20  C21  120.26  3.000
 2FS  H13  C20  C19  119.99  3.000
 2FS  C21  C20  C19  119.75  3.000
 2FS  H14  C21  C22  119.99  3.000
 2FS  H14  C21  C20  120.27  3.000
 2FS  C22  C21  C20  119.73  3.000
 2FS  H15  C22  C17  119.36  3.000
 2FS  H15  C22  C21  120.02  3.000
 2FS  C17  C22  C21  120.62  3.000
 2FS  H17  C27  H16  107.25  3.000
 2FS  H17  C27  N26  112.03  3.000
 2FS  H16  C27  N26  110.93  3.000
 2FS  H17  C27  C28  112.06  3.000
 2FS  H16  C27  C28  111.93  3.000
 2FS  N26  C27  C28  102.70  3.000
 2FS  C33  C28  C29  120.67  3.000
 2FS  C29  C28  C27  130.38  3.000
 2FS  C33  C28  C27  108.95  3.000
 2FS  H18  C29  C30  120.58  3.000
 2FS  H18  C29  C28  121.47  3.000
 2FS  C30  C29  C28  117.95  3.000
 2FS  H19  C30  C31  119.32  3.000
 2FS  H19  C30  C29  119.44  3.000
 2FS  C31  C30  C29  121.24  3.000
 2FS  H20  C31  C32  119.94  3.000
 2FS  H20  C31  C30  119.51  3.000
 2FS  C32  C31  C30  120.54  3.000
 2FS  H21  C32  C33  121.14  3.000
 2FS  H21  C32  C31  121.09  3.000
 2FS  C33  C32  C31  117.77  3.000
 2FS  H23  C10  C12  108.79  3.000
 2FS  H23  C10  C9   107.93  3.000
 2FS  C12  C10  C9   110.24  3.000
 2FS  H23  C10  C4   106.45  3.000
 2FS  C12  C10  C4   112.04  3.000
 2FS  C9   C10  C4   111.21  3.000
 2FS  C23  N14  C15  119.98  3.000
 2FS  C15  N14  C12  122.00  3.000
 2FS  C23  N14  C12  116.45  3.000
 2FS  H25  C15  H24  107.32  3.000
 2FS  H25  C15  N14  110.22  3.000
 2FS  H24  C15  N14  109.63  3.000
 2FS  H25  C15  C16  108.98  3.000
 2FS  H24  C15  C16  108.17  3.000
 2FS  N14  C15  C16  112.36  3.000
 2FS  C22  C17  C18  119.65  3.000
 2FS  C22  C17  C16  122.58  3.000
 2FS  C18  C17  C16  117.74  3.000
 2FS  H26  C23  C25  105.30  3.000
 2FS  H26  C23  N14  108.11  3.000
 2FS  C25  C23  N14  111.97  3.000
 2FS  H26  C23  C18  107.72  3.000
 2FS  N14  C23  C18  113.17  3.000
 2FS  C25  C23  C18  110.15  3.000
 2FS  H28  C25  H27  107.21  3.000
 2FS  H28  C25  N26  108.90  3.000
 2FS  H27  C25  N26  108.62  3.000
 2FS  H28  C25  C23  108.11  3.000
 2FS  H27  C25  C23  109.29  3.000
 2FS  N26  C25  C23  114.47  3.000
 2FS  C34  N26  C25  124.12  3.000
 2FS  C25  N26  C27  122.18  3.000
 2FS  C34  N26  C27  113.44  3.000
 2FS  C34  C33  C32  129.29  3.000
 2FS  C34  C33  C28  108.88  3.000
 2FS  C32  C33  C28  121.84  3.000
 2FS  O35  C34  C33  127.53  3.000
 2FS  C33  C34  N26  105.87  3.000
 2FS  O35  C34  N26  126.59  3.000
 2FS  N14  C12  C10  118.07  3.000
 2FS  C10  C12  O13  121.61  3.000
 2FS  N14  C12  O13  120.21  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
 2FS  CONST_01  C21  C20  C19  C18    0.00   0.0  0
 2FS  CONST_02  C21  C22  C17  C18    0.00   0.0  0
 2FS  CONST_03  C22  C21  C20  C19    0.00   0.0  0
 2FS  CONST_04  C22  C17  C18  C19    0.00   0.0  0
 2FS  CONST_05  C17  C18  C19  C20    0.00   0.0  0
 2FS  CONST_06  C17  C22  C21  C20    0.00   0.0  0
 2FS  CONST_07  C31  C32  C33  C28    0.00   0.0  0
 2FS  CONST_08  C31  C30  C29  C28    0.00   0.0  0
 2FS  CONST_09  C32  C31  C30  C29    0.00   0.0  0
 2FS  CONST_10  C32  C33  C28  C29    0.00   0.0  0
 2FS  CONST_11  C33  C32  C31  C30    0.00   0.0  0
 2FS  CONST_12  C33  C28  C29  C30    0.00   0.0  0
 2FS  CONST_13  C33  C34  N26  C27    0.00   0.0  0
 2FS  CONST_14  C23  N14  C12  C10  180.00   0.0  0
 2FS  CONST_15  C15  N14  C12  C10    0.00   0.0  0
 2FS  CONST_16  O35  C34  N26  C27  180.00   0.0  0
 2FS  CONST_17  C33  C34  N26  C25  180.00   0.0  0
 2FS  CONST_18  H15  C22  C17  C16    0.00   0.0  0
 2FS  CONST_19  H13  C20  C19  C18  180.00   0.0  0
 2FS  CONST_20  H14  C21  C20  C19  180.00   0.0  0
 2FS  CONST_21  H12  C19  C20  C21  180.00   0.0  0
 2FS  CONST_22  H18  C29  C28  C27    0.00   0.0  0
 2FS  CONST_23  H21  C32  C33  C28  180.00   0.0  0
 2FS  CONST_24  H19  C30  C29  C28  180.00   0.0  0
 2FS  CONST_25  H20  C31  C30  C29  180.00   0.0  0
 2FS  CONST_26  C23  N14  C12  O13    0.00   0.0  0
 2FS  CONST_27  C15  N14  C12  O13  180.00   0.0  0
 2FS  CONST_28  O35  C34  N26  C25    0.00   0.0  0
 2FS  Var_01    C8   C7   C6   C4   -52.56  30.0  1
 2FS  Var_02    C9   C8   C7   C6    56.69  30.0  1
 2FS  Var_03    C10  C9   C8   C7   -56.83  30.0  1
 2FS  Var_04    C23  N14  C15  C16  -32.00  30.0  1
 2FS  Var_05    C15  C16  C17  C18  -36.36  30.0  1
 2FS  Var_06    C17  C16  C15  N14   54.63  30.0  1
 2FS  Var_07    C23  C25  N26  C27   89.99  30.0  3
 2FS  Var_08    H16  C27  C28  C29  -63.05  30.0  1

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
 2FS  chir_01  C4   C10  C6   C2   positiv
 2FS  chir_02  C10  C4   C12  C9   positiv
 2FS  chir_03  C23  N14  C25  C18  positiv

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
 2FS  plan-1  C16  0.020
 2FS  plan-1  C18  0.020
 2FS  plan-1  C19  0.020
 2FS  plan-1  C20  0.020
 2FS  plan-1  C21  0.020
 2FS  plan-1  C22  0.020
 2FS  plan-1  C17  0.020
 2FS  plan-1  C23  0.020
 2FS  plan-1  H12  0.020
 2FS  plan-1  H13  0.020
 2FS  plan-1  H14  0.020
 2FS  plan-1  H15  0.020
 2FS  plan-2  C10  0.020
 2FS  plan-2  N14  0.020
 2FS  plan-2  C15  0.020
 2FS  plan-2  C23  0.020
 2FS  plan-2  C12  0.020
 2FS  plan-2  O13  0.020
 2FS  plan-3  C27  0.020
 2FS  plan-3  C28  0.020
 2FS  plan-3  C29  0.020
 2FS  plan-3  C30  0.020
 2FS  plan-3  C31  0.020
 2FS  plan-3  C32  0.020
 2FS  plan-3  C25  0.020
 2FS  plan-3  N26  0.020
 2FS  plan-3  C33  0.020
 2FS  plan-3  C34  0.020
 2FS  plan-3  O35  0.020
 2FS  plan-3  H18  0.020
 2FS  plan-3  H19  0.020
 2FS  plan-3  H20  0.020
 2FS  plan-3  H21  0.020
 2FS  plan-4  C2   0.020
 2FS  plan-4  C4   0.020
 2FS  plan-4  O1   0.020
 2FS  plan-4  O3   0.020

