# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Jul 20 22:58:08 2021
#   Inital geometry file: a 97 line input string
#   Ligand name: (4R)-4-(2-methoxyphenyl)-4,6,7,8-tetrahydroquinoline-2,5(1H,3H)-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccccc1[C@H]2CC(=O)NC3=C2C(=O)CCC3
#
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
 95R  95R  (4R)-4-(2-methoxyphenyl)-4,6,7,8-tetrahydroquinoline-2,5(1H,3H)-dione  ligand  37  20  .  2022-03-11  2022-07-24
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_95R
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
 95R  N1   N  NH1   0  -0.704   1.0642   -8.6197  -18.3047
 95R  C2   C  CH2   0  -0.566   3.7524   -9.5414  -15.1812
 95R  C4   C  C     0  -0.119   1.4987   -9.8193  -16.3081
 95R  C6   C  CH2   0  -0.529   3.1973   -8.2052  -17.2158
 95R  C7   C  CH1   0  -0.361   0.1396  -10.4541  -16.3928
 95R  C9   C  C     0   0.522  -0.0556   -9.3316  -18.6537
 95R  C10  C  CR6   0   0.055  -0.9181   -9.7040  -15.6034
 95R  C1   C  CH2   0  -0.460   3.7627   -8.1562  -15.8071
 95R  C3   C  C     0   0.371   2.3766  -10.1632  -15.1986
 95R  C5   C  C     0   0.386   1.8882   -8.9267  -17.2479
 95R  O1   O  O     0  -0.435   2.0239  -10.9478  -14.3314
 95R  C8   C  CH2   0  -0.575  -0.2560  -10.5947  -17.8675
 95R  O2   O  O     0  -0.441  -0.7692   -8.9693  -19.5654
 95R  C11  C  CR16  0  -0.296  -0.7914   -8.3628  -15.2734
 95R  C12  C  CR16  0  -0.268  -1.7825   -7.6814  -14.5742
 95R  C13  C  CR16  0  -0.255  -2.9252   -8.3581  -14.1887
 95R  C14  C  CR16  0  -0.382  -3.0829   -9.7038  -14.5008
 95R  C15  C  CR6   0   0.364  -2.0894  -10.3745  -15.2079
 95R  O3   O  O2    0  -0.471  -2.1717  -11.6744  -15.5547
 95R  C16  C  CH3   0  -0.435  -3.3211  -12.4102  -15.1884
 95R  H1   H  HNH1  0   0.414   1.3043   -7.8278  -18.8855
 95R  H2   H  HCH2  0   0.265   4.4201  -10.2050  -15.7439
 95R  H3   H  HCH2  0   0.265   4.1202   -9.5188  -14.1547
 95R  H5   H  HCH2  0   0.278   3.8916   -8.7195  -17.8900
 95R  H6   H  HCH2  0   0.275   3.0707   -7.1969  -17.6173
 95R  H7   H  HCH1  0   0.277   0.2163  -11.4634  -15.9875
 95R  H8   H  HCH2  0   0.256   4.7772   -7.7582  -15.8286
 95R  H9   H  HCH2  0   0.242   3.1642   -7.4724  -15.1997
 95R  H11  H  HCH2  0   0.283  -1.2862  -10.9254  -17.9852
 95R  H12  H  HCH2  0   0.295   0.3811  -11.3557  -18.3331
 95R  H13  H  HCR6  0   0.248   0.1078   -7.8306  -15.5579
 95R  H14  H  HCR6  0   0.249  -1.6520   -6.6353  -14.3313
 95R  H15  H  HCR6  0   0.257  -3.7059   -7.8485  -13.6390
 95R  H16  H  HCR6  0   0.278  -3.9822  -10.2136  -14.1823
 95R  H17  H  HCH3  0   0.260  -3.1712  -13.4206  -15.5605
 95R  H18  H  HCH3  0   0.228  -3.4521  -12.4511  -14.1042
 95R  H19  H  HCH3  0   0.228  -4.2291  -12.0006  -15.6382

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
 95R  O2   C9   double    1.213  0.020  1.213
 95R  C9   N1   single    1.372  0.020  1.372
 95R  C9   C8   single    1.501  0.020  1.501
 95R  N1   C5   single    1.375  0.020  1.375
 95R  C8   C7   single    1.533  0.020  1.533
 95R  C5   C6   single    1.495  0.020  1.495
 95R  C5   C4   double    1.353  0.020  1.353
 95R  C6   C1   single    1.519  0.020  1.519
 95R  C7   C4   single    1.502  0.020  1.502
 95R  C7   C10  single    1.518  0.020  1.518
 95R  C4   C3   single    1.456  0.020  1.456
 95R  C1   C2   single    1.520  0.020  1.520
 95R  C10  C11  aromatic  1.387  0.020  1.387
 95R  C10  C15  aromatic  1.406  0.020  1.406
 95R  O3   C15  single    1.348  0.020  1.348
 95R  O3   C16  single    1.413  0.020  1.413
 95R  C11  C12  aromatic  1.391  0.020  1.391
 95R  C3   C2   single    1.510  0.020  1.510
 95R  C3   O1   double    1.221  0.020  1.221
 95R  C15  C14  aromatic  1.392  0.020  1.392
 95R  C12  C13  aromatic  1.383  0.020  1.383
 95R  C14  C13  aromatic  1.390  0.020  1.390
 95R  N1   H1   single    0.860  0.020  1.020
 95R  C2   H2   single    0.970  0.020  1.090
 95R  C2   H3   single    0.970  0.020  1.090
 95R  C6   H5   single    0.970  0.020  1.090
 95R  C6   H6   single    0.970  0.020  1.090
 95R  C7   H7   single    0.970  0.020  1.090
 95R  C1   H8   single    0.970  0.020  1.090
 95R  C1   H9   single    0.970  0.020  1.090
 95R  C8   H11  single    0.970  0.020  1.090
 95R  C8   H12  single    0.970  0.020  1.090
 95R  C11  H13  single    0.930  0.020  1.080
 95R  C12  H14  single    0.930  0.020  1.080
 95R  C13  H15  single    0.930  0.020  1.080
 95R  C14  H16  single    0.930  0.020  1.080
 95R  C16  H17  single    0.970  0.020  1.090
 95R  C16  H18  single    0.970  0.020  1.090
 95R  C16  H19  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
 95R  H1   N1   C5   118.30  3.000
 95R  H1   N1   C9   117.01  3.000
 95R  C5   N1   C9   124.67  3.000
 95R  H3   C2   H2   106.87  3.000
 95R  H3   C2   C3   109.07  3.000
 95R  H2   C2   C3   107.44  3.000
 95R  H3   C2   C1   111.49  3.000
 95R  H2   C2   C1   109.63  3.000
 95R  C3   C2   C1   112.13  3.000
 95R  C5   C4   C3   120.75  3.000
 95R  C3   C4   C7   119.25  3.000
 95R  C5   C4   C7   119.99  3.000
 95R  H6   C6   H5   106.28  3.000
 95R  H6   C6   C5   109.64  3.000
 95R  H5   C6   C5   108.37  3.000
 95R  H6   C6   C1   110.74  3.000
 95R  H5   C6   C1   110.48  3.000
 95R  C5   C6   C1   111.19  3.000
 95R  H7   C7   C8   106.90  3.000
 95R  H7   C7   C10  108.25  3.000
 95R  C8   C7   C10  111.45  3.000
 95R  H7   C7   C4   107.85  3.000
 95R  C10  C7   C4   113.09  3.000
 95R  C8   C7   C4   109.05  3.000
 95R  O2   C9   C8   124.49  3.000
 95R  C8   C9   N1   114.35  3.000
 95R  O2   C9   N1   121.08  3.000
 95R  C15  C10  C11  118.04  3.000
 95R  C15  C10  C7   119.40  3.000
 95R  C11  C10  C7   122.54  3.000
 95R  H9   C1   H8   106.99  3.000
 95R  H9   C1   C6   109.37  3.000
 95R  H8   C1   C6   109.88  3.000
 95R  H9   C1   C2   109.73  3.000
 95R  H8   C1   C2   110.32  3.000
 95R  C6   C1   C2   110.49  3.000
 95R  O1   C3   C4   121.24  3.000
 95R  O1   C3   C2   121.29  3.000
 95R  C4   C3   C2   117.45  3.000
 95R  C6   C5   C4   123.74  3.000
 95R  C4   C5   N1   120.57  3.000
 95R  C6   C5   N1   115.69  3.000
 95R  H12  C8   H11  107.06  3.000
 95R  H12  C8   C9   106.50  3.000
 95R  H11  C8   C9   108.99  3.000
 95R  H12  C8   C7   108.79  3.000
 95R  H11  C8   C7   112.09  3.000
 95R  C9   C8   C7   113.08  3.000
 95R  H13  C11  C12  118.87  3.000
 95R  H13  C11  C10  119.25  3.000
 95R  C12  C11  C10  121.88  3.000
 95R  H14  C12  C13  120.68  3.000
 95R  H14  C12  C11  120.04  3.000
 95R  C13  C12  C11  119.28  3.000
 95R  H15  C13  C14  119.20  3.000
 95R  H15  C13  C12  120.48  3.000
 95R  C14  C13  C12  120.32  3.000
 95R  H16  C14  C15  121.06  3.000
 95R  H16  C14  C13  118.97  3.000
 95R  C15  C14  C13  119.96  3.000
 95R  O3   C15  C14  123.50  3.000
 95R  C14  C15  C10  120.51  3.000
 95R  O3   C15  C10  115.99  3.000
 95R  C16  O3   C15  119.02  3.000
 95R  H19  C16  H18  108.83  3.000
 95R  H19  C16  H17  108.78  3.000
 95R  H18  C16  H17  108.74  3.000
 95R  H19  C16  O3   111.96  3.000
 95R  H18  C16  O3   111.97  3.000
 95R  H17  C16  O3   106.44  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
 95R  CONST_01  C13  C12  C11  C10     0.00   0.0  0
 95R  CONST_02  C13  C14  C15  C10     0.00   0.0  0
 95R  CONST_03  C14  C15  C10  C11     0.00   0.0  0
 95R  CONST_04  C14  C13  C12  C11     0.00   0.0  0
 95R  CONST_05  C15  C10  C11  C12     0.00   0.0  0
 95R  CONST_06  C15  C14  C13  C12     0.00   0.0  0
 95R  CONST_07  C12  C11  C10  C7    180.00   0.0  0
 95R  CONST_08  C14  C15  C10  C7    180.00   0.0  0
 95R  CONST_09  C8   C9   N1   C5      0.00   0.0  0
 95R  CONST_10  O3   C15  C10  C7      0.00   0.0  0
 95R  CONST_11  O3   C15  C10  C11   180.00   0.0  0
 95R  CONST_12  O3   C15  C14  C13   180.00   0.0  0
 95R  CONST_13  O2   C9   N1   C5    180.00   0.0  0
 95R  CONST_14  H13  C11  C10  C7      0.00   0.0  0
 95R  CONST_15  H14  C12  C11  C10   180.00   0.0  0
 95R  CONST_16  H16  C14  C15  C10   180.00   0.0  0
 95R  CONST_17  H15  C13  C12  C11   180.00   0.0  0
 95R  CONST_18  H1   N1   C9   C8    180.00   0.0  0
 95R  Var_01    C7   C8   C9   N1     37.56  30.0  1
 95R  Var_02    C1   C6   C5   N1    156.80  30.0  1
 95R  Var_03    C7   C4   C5   N1     -1.77  30.0  1
 95R  Var_04    C5   C6   C1   C2     49.83  30.0  1
 95R  Var_05    C5   C4   C3   C2     -3.03  30.0  1
 95R  Var_06    C9   N1   C5   C4    -13.09  30.0  1
 95R  Var_07    C1   C2   C3   C4     31.81  30.0  1
 95R  Var_08    C3   C2   C1   C6    -55.21  30.0  1
 95R  Var_09    H17  C16  O3   C15  -179.69  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
 95R  chir_01  C7  C8  C4  C10  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
 95R  plan-1  C7   0.020
 95R  plan-1  C10  0.020
 95R  plan-1  C11  0.020
 95R  plan-1  C12  0.020
 95R  plan-1  C13  0.020
 95R  plan-1  C14  0.020
 95R  plan-1  C15  0.020
 95R  plan-1  O3   0.020
 95R  plan-1  H13  0.020
 95R  plan-1  H14  0.020
 95R  plan-1  H15  0.020
 95R  plan-1  H16  0.020
 95R  plan-2  C2   0.020
 95R  plan-2  C4   0.020
 95R  plan-2  C3   0.020
 95R  plan-2  O1   0.020
 95R  plan-3  N1   0.020
 95R  plan-3  C9   0.020
 95R  plan-3  C5   0.020
 95R  plan-3  C8   0.020
 95R  plan-3  O2   0.020
 95R  plan-3  H1   0.020

