# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 16:19:46 2020
#   Inital geometry file: a 103 line input string
#   Ligand name: N-[(8R)-4-(4-chloro-3-fluorophenyl)-5,6,7,8-tetrahydroisoquinolin-8-yl]propanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCC(=O)N[C@@H]1CCCc2c1cncc2c3ccc(Cl)c(F)c3
#
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
 QHC  QHC  N-[(8R)-4-(4-chloro-3-fluorophenyl)-5,6,7,8-tetrahydroisoquinolin-8-yl]propanamide  ligand  41  23  .  2021-08-20  2021-08-20  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_QHC
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
 QHC  C1   C   CR6   0   0.634   3.9482  -0.5614   0.8407
 QHC  C2   C   CR6   0  -0.244   4.7938   0.1156  -0.0235
 QHC  C3   C   CR16  0  -0.190   4.2625   1.0523  -0.8944
 QHC  C4   C   CR16  0  -0.315   2.8980   1.2981  -0.8925
 QHC  C5   C   CR6   0   0.051   2.0488   0.6122  -0.0266
 QHC  C6   C   CR16  0  -0.453   2.5907  -0.3245   0.8508
 QHC  C8   C   CR6   0  -0.048   0.5997   0.9073  -0.0170
 QHC  C9   C   CR16  0  -0.095   0.1876   2.2105   0.2305
 QHC  C11  C   CR16  0  -0.083  -1.9984   1.6592   0.0450
 QHC  C12  C   CR6   0   0.173  -0.3732  -0.0712  -0.2657
 QHC  C13  C   CR6   0  -0.035  -1.7117   0.3232  -0.2210
 QHC  C14  C   CH1   0  -0.123  -2.8489  -0.6390  -0.5065
 QHC  C15  C   CH2   0  -0.441  -2.3989  -2.0946  -0.4522
 QHC  C16  C   CH2   0  -0.455  -1.1168  -2.2707  -1.2464
 QHC  C17  C   CH2   0  -0.520   0.0135  -1.4888  -0.5935
 QHC  C19  C   CH2   0  -0.583  -6.2564  -0.2193   1.1012
 QHC  C21  C   CH3   0  -0.658  -7.6012   0.3398   0.6711
 QHC  CL7  CL  CL    0  -0.089   6.4820  -0.2202   0.0055
 QHC  N10  N   N     0  -0.405  -1.0822   2.5895   0.2618
 QHC  O20  O   O     0  -0.497  -5.5749  -0.2895  -1.2037
 QHC  F22  F   F     0  -0.294   4.4654  -1.4567   1.6844
 QHC  N23  N   NH1   0  -0.643  -3.9647  -0.3941   0.3797
 QHC  H1   H   HCR6  0   0.293   4.9133   1.5838  -1.5750
 QHC  H2   H   HCR6  0   0.271   2.4906   2.0246  -1.5829
 QHC  H3   H   HCR6  0   0.289   1.9646  -0.8618   1.5519
 QHC  H4   H   HCR6  0   0.262   0.9299   2.9795   0.4201
 QHC  H5   H   HCR6  0   0.260  -3.0319   1.9877   0.0818
 QHC  H6   H   HCH1  0   0.275  -3.2051  -0.4342  -1.5193
 QHC  H7   H   HCH2  0   0.230  -2.2351  -2.3914   0.5892
 QHC  H8   H   HCH2  0   0.250  -3.1987  -2.7261  -0.8435
 QHC  H9   H   HCH2  0   0.250  -0.8419  -3.3244  -1.3071
 QHC  H10  H   HCH2  0   0.233  -1.2669  -1.9250  -2.2738
 QHC  H11  H   HCH2  0   0.262   0.8992  -1.4864  -1.2324
 QHC  H12  H   HCH2  0   0.259   0.3118  -1.9972   0.3289
 QHC  H13  H   HCH2  0   0.271  -6.3813  -1.2334   1.4949
 QHC  H14  H   HCH2  0   0.256  -5.8429   0.3673   1.9251
 QHC  H15  H   HCH3  0   0.228  -7.5122   1.3625   0.3050
 QHC  H16  H   HCH3  0   0.229  -8.0522  -0.2610  -0.1169
 QHC  H17  H   HCH3  0   0.234  -8.2886   0.3487   1.5159
 QHC  H18  H   HNH1  0   0.398  -3.7852  -0.4565   1.3708
 QHC  C18  C   C     0   0.562  -5.2475  -0.2974  -0.0264

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
 QHC  F22  C1   single    1.334  0.020  1.334
 QHC  C1   C6   aromatic  1.378  0.020  1.378
 QHC  C1   C2   aromatic  1.386  0.020  1.386
 QHC  C16  C17  single    1.521  0.020  1.521
 QHC  C16  C15  single    1.518  0.020  1.518
 QHC  C6   C5   aromatic  1.393  0.020  1.393
 QHC  C17  C12  single    1.506  0.020  1.506
 QHC  CL7  C2   single    1.721  0.020  1.721
 QHC  C15  C14  single    1.524  0.020  1.524
 QHC  C2   C3   aromatic  1.385  0.020  1.385
 QHC  C14  C13  single    1.517  0.020  1.517
 QHC  C14  N23  single    1.446  0.020  1.446
 QHC  C12  C13  aromatic  1.396  0.020  1.396
 QHC  C12  C8   aromatic  1.402  0.020  1.402
 QHC  C5   C8   single    1.479  0.020  1.479
 QHC  C5   C4   aromatic  1.393  0.020  1.393
 QHC  C13  C11  aromatic  1.392  0.020  1.392
 QHC  N23  C18  single    1.349  0.020  1.349
 QHC  C8   C9   aromatic  1.389  0.020  1.389
 QHC  C3   C4   aromatic  1.386  0.020  1.386
 QHC  C11  N10  aromatic  1.324  0.020  1.324
 QHC  C9   N10  aromatic  1.325  0.020  1.325
 QHC  C18  C19  single    1.515  0.020  1.515
 QHC  C18  O20  double    1.222  0.020  1.222
 QHC  C19  C21  single    1.519  0.020  1.519
 QHC  C3   H1   single    0.930  0.020  1.080
 QHC  C4   H2   single    0.930  0.020  1.080
 QHC  C6   H3   single    0.930  0.020  1.080
 QHC  C9   H4   single    0.930  0.020  1.080
 QHC  C11  H5   single    0.930  0.020  1.080
 QHC  C14  H6   single    0.970  0.020  1.090
 QHC  C15  H7   single    0.970  0.020  1.090
 QHC  C15  H8   single    0.970  0.020  1.090
 QHC  C16  H9   single    0.970  0.020  1.090
 QHC  C16  H10  single    0.970  0.020  1.090
 QHC  C17  H11  single    0.970  0.020  1.090
 QHC  C17  H12  single    0.970  0.020  1.090
 QHC  C19  H13  single    0.970  0.020  1.090
 QHC  C19  H14  single    0.970  0.020  1.090
 QHC  C21  H15  single    0.970  0.020  1.090
 QHC  C21  H16  single    0.970  0.020  1.090
 QHC  C21  H17  single    0.970  0.020  1.090
 QHC  N23  H18  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
 QHC  F22  C1   C6   119.50  3.000
 QHC  C6   C1   C2   121.45  3.000
 QHC  F22  C1   C2   119.05  3.000
 QHC  CL7  C2   C3   121.25  3.000
 QHC  C3   C2   C1   119.24  3.000
 QHC  CL7  C2   C1   119.51  3.000
 QHC  H1   C3   C4   120.40  3.000
 QHC  H1   C3   C2   119.83  3.000
 QHC  C4   C3   C2   119.77  3.000
 QHC  H2   C4   C5   119.85  3.000
 QHC  H2   C4   C3   119.26  3.000
 QHC  C5   C4   C3   120.89  3.000
 QHC  C8   C5   C6   120.75  3.000
 QHC  C8   C5   C4   120.20  3.000
 QHC  C6   C5   C4   119.03  3.000
 QHC  H3   C6   C5   121.10  3.000
 QHC  H3   C6   C1   119.28  3.000
 QHC  C5   C6   C1   119.62  3.000
 QHC  C12  C8   C9   118.72  3.000
 QHC  C9   C8   C5   118.62  3.000
 QHC  C12  C8   C5   122.65  3.000
 QHC  H4   C9   N10  116.65  3.000
 QHC  H4   C9   C8   119.53  3.000
 QHC  N10  C9   C8   123.82  3.000
 QHC  H5   C11  N10  116.16  3.000
 QHC  H5   C11  C13  119.55  3.000
 QHC  N10  C11  C13  124.28  3.000
 QHC  C17  C12  C13  121.28  3.000
 QHC  C13  C12  C8   117.55  3.000
 QHC  C17  C12  C8   121.17  3.000
 QHC  C14  C13  C12  122.25  3.000
 QHC  C12  C13  C11  118.34  3.000
 QHC  C14  C13  C11  119.37  3.000
 QHC  H6   C14  N23  106.54  3.000
 QHC  H6   C14  C15  107.94  3.000
 QHC  N23  C14  C15  111.58  3.000
 QHC  H6   C14  C13  107.45  3.000
 QHC  N23  C14  C13  110.84  3.000
 QHC  C15  C14  C13  112.19  3.000
 QHC  H8   C15  H7   107.08  3.000
 QHC  H8   C15  C16  111.35  3.000
 QHC  H7   C15  C16  109.85  3.000
 QHC  H8   C15  C14  108.86  3.000
 QHC  H7   C15  C14  109.68  3.000
 QHC  C16  C15  C14  109.96  3.000
 QHC  H10  C16  H9   106.71  3.000
 QHC  H10  C16  C17  110.03  3.000
 QHC  H9   C16  C17  109.46  3.000
 QHC  H10  C16  C15  109.79  3.000
 QHC  H9   C16  C15  110.73  3.000
 QHC  C17  C16  C15  110.07  3.000
 QHC  H12  C17  H11  105.84  3.000
 QHC  H12  C17  C16  108.99  3.000
 QHC  H11  C17  C16  110.65  3.000
 QHC  H12  C17  C12  108.89  3.000
 QHC  H11  C17  C12  109.48  3.000
 QHC  C16  C17  C12  112.74  3.000
 QHC  H14  C19  H13  105.62  3.000
 QHC  H14  C19  C21  110.55  3.000
 QHC  H13  C19  C21  109.99  3.000
 QHC  H14  C19  C18  109.69  3.000
 QHC  H13  C19  C18  107.21  3.000
 QHC  C21  C19  C18  113.45  3.000
 QHC  H17  C21  H16  107.73  3.000
 QHC  H17  C21  H15  107.73  3.000
 QHC  H16  C21  H15  107.97  3.000
 QHC  H17  C21  C19  110.01  3.000
 QHC  H16  C21  C19  111.63  3.000
 QHC  H15  C21  C19  111.61  3.000
 QHC  C11  N10  C9   117.28  3.000
 QHC  H18  N23  C18  117.98  3.000
 QHC  H18  N23  C14  117.01  3.000
 QHC  C18  N23  C14  124.16  3.000
 QHC  N23  C18  O20  123.04  3.000
 QHC  O20  C18  C19  122.57  3.000
 QHC  N23  C18  C19  114.39  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
 QHC  CONST_01  C8   C5   C6   C1    180.00   0.0  0
 QHC  CONST_02  C4   C5   C6   C1      0.00   0.0  0
 QHC  CONST_03  C4   C3   C2   C1      0.00   0.0  0
 QHC  CONST_04  C5   C6   C1   C2      0.00   0.0  0
 QHC  CONST_05  C5   C4   C3   C2      0.00   0.0  0
 QHC  CONST_06  C6   C1   C2   C3      0.00   0.0  0
 QHC  CONST_07  C6   C5   C4   C3      0.00   0.0  0
 QHC  CONST_08  C8   C5   C4   C3    180.00   0.0  0
 QHC  CONST_11  C13  C12  C8   C5    180.00   0.0  0
 QHC  CONST_12  N10  C9   C8   C5    180.00   0.0  0
 QHC  CONST_15  C11  C13  C12  C8      0.00   0.0  0
 QHC  CONST_16  C11  N10  C9   C8      0.00   0.0  0
 QHC  CONST_17  C13  C12  C8   C9      0.00   0.0  0
 QHC  CONST_18  C13  C11  N10  C9      0.00   0.0  0
 QHC  CONST_19  N10  C11  C13  C12     0.00   0.0  0
 QHC  CONST_20  N10  C9   C8   C12     0.00   0.0  0
 QHC  CONST_21  C17  C12  C8   C5      0.00   0.0  0
 QHC  CONST_22  F22  C1   C2   C3    180.00   0.0  0
 QHC  CONST_23  CL7  C2   C3   C4    180.00   0.0  0
 QHC  CONST_24  F22  C1   C6   C5    180.00   0.0  0
 QHC  CONST_25  CL7  C2   C1   C6    180.00   0.0  0
 QHC  CONST_26  H1   C3   C2   C1    180.00   0.0  0
 QHC  CONST_27  H3   C6   C1   C2    180.00   0.0  0
 QHC  CONST_28  H2   C4   C3   C2    180.00   0.0  0
 QHC  CONST_29  H4   C9   C8   C5      0.00   0.0  0
 QHC  CONST_30  H5   C11  N10  C9    180.00   0.0  0
 QHC  CONST_31  C19  C18  N23  C14   180.00   0.0  0
 QHC  CONST_32  O20  C18  N23  C14     0.00   0.0  0
 QHC  CONST_33  H18  N23  C18  C19     0.00   0.0  0
 QHC  Var_01    C16  C17  C12  C8   -161.91  30.0  1
 QHC  Var_02    C15  C16  C17  C12   -48.62  30.0  1
 QHC  Var_03    C17  C16  C15  C14    64.99  30.0  1
 QHC  Var_04    N23  C18  C19  C21   160.87  30.0  1
 QHC  Var_05    H15  C21  C19  C18   -61.83  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
 QHC  chir_01  C14  C15  C13  N23  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
 QHC  plan-1  C1   0.020
 QHC  plan-1  C2   0.020
 QHC  plan-1  C3   0.020
 QHC  plan-1  C4   0.020
 QHC  plan-1  C5   0.020
 QHC  plan-1  C6   0.020
 QHC  plan-1  C8   0.020
 QHC  plan-1  CL7  0.020
 QHC  plan-1  F22  0.020
 QHC  plan-1  H1   0.020
 QHC  plan-1  H2   0.020
 QHC  plan-1  H3   0.020
 QHC  plan-2  C5   0.020
 QHC  plan-2  C8   0.020
 QHC  plan-2  C9   0.020
 QHC  plan-2  C11  0.020
 QHC  plan-2  C12  0.020
 QHC  plan-2  C13  0.020
 QHC  plan-2  C14  0.020
 QHC  plan-2  C17  0.020
 QHC  plan-2  N10  0.020
 QHC  plan-2  H4   0.020
 QHC  plan-2  H5   0.020
 QHC  plan-3  C14  0.020
 QHC  plan-3  C19  0.020
 QHC  plan-3  O20  0.020
 QHC  plan-3  N23  0.020
 QHC  plan-3  H18  0.020
 QHC  plan-3  C18  0.020

