# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 21:02:17 2020
#   Inital geometry file: a 117 line input string
#   Ligand name: 2-cyclopentyl-4-(7-methoxyquinolin-4-yl)benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc2c(c1)nccc2c3ccc(C(O)=O)c(c3)C4CCCC4
#
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
 8R7  8R7  '2-cyclopentyl-4-(7-methoxyquinolin-4-yl)benzoic acid'  ligand  47  26  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_8R7
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
 8R7  C4   C  CR16  0  -0.307  -0.2810   1.2815   1.3422
 8R7  C14  C  CR16  0  -0.398   1.0602  -2.0064   1.4701
 8R7  C5   C  CR6   0   0.224  -2.5139   0.1414   0.0625
 8R7  C6   C  CH1   0  -0.355  -3.6703  -0.5680  -0.5952
 8R7  C11  C  CR16  0  -0.358  -1.3008  -0.5400   0.1665
 8R7  C7   C  CH2   0  -0.442  -3.4192  -0.9326  -2.0847
 8R7  C8   C  CH2   0  -0.444  -3.8877  -2.3893  -2.2519
 8R7  C9   C  CH2   0  -0.451  -4.7600  -2.6647  -1.0277
 8R7  C10  C  CH2   0  -0.423  -4.0461  -1.8997   0.0802
 8R7  C12  C  CR6   0   0.060  -0.1841   0.0094   0.7803
 8R7  C13  C  CR6   0   0.189   1.0663  -0.7717   0.8730
 8R7  N1   N  N     0  -0.444   3.4198  -2.2958   1.1547
 8R7  C3   C  CR16  0  -0.229  -1.4745   1.9700   1.2706
 8R7  O1   O  OH1   0  -0.586  -4.0454   2.9646   1.5954
 8R7  C2   C  CR6   0  -0.130  -2.5844   1.4254   0.6179
 8R7  C15  C  CR16  0  -0.071   2.2656  -2.7243   1.5862
 8R7  C16  C  CR66  0   0.227   3.4589  -1.0882   0.5371
 8R7  C17  C  CR16  0  -0.407   4.6997  -0.6398   0.0512
 8R7  C18  C  CR6   0   0.394   4.8058   0.5633  -0.6095
 8R7  O2   O  O2    0  -0.468   6.0276   0.9175  -1.0375
 8R7  C19  C  CH3   0  -0.440   6.1877   2.1387  -1.7360
 8R7  C20  C  CR16  0  -0.367   3.6503   1.3536  -0.8131
 8R7  C21  C  CR16  0  -0.324   2.4377   0.9337  -0.3370
 8R7  C22  C  CR66  0   0.030   2.2998  -0.2834   0.3628
 8R7  O3   O  O     0  -0.431  -4.4564   2.3893  -0.5181
 8R7  H3   H  HCR6  0   0.270   0.5669   1.7249   1.8477
 8R7  H14  H  HCR6  0   0.268   0.1500  -2.4246   1.8787
 8R7  H4   H  HCH1  0   0.262  -4.5555   0.0616  -0.5559
 8R7  H13  H  HCR6  0   0.257  -1.2165  -1.5341  -0.2581
 8R7  H6   H  HCH2  0   0.240  -3.9805  -0.2550  -2.7292
 8R7  H5   H  HCH2  0   0.236  -2.3696  -0.8194  -2.3594
 8R7  H8   H  HCH2  0   0.233  -4.4112  -2.5559  -3.1941
 8R7  H7   H  HCH2  0   0.223  -3.0261  -3.0613  -2.2417
 8R7  H10  H  HCH2  0   0.220  -5.7645  -2.2582  -1.1772
 8R7  H9   H  HCH2  0   0.233  -4.8682  -3.7282  -0.8097
 8R7  H12  H  HCH2  0   0.224  -3.1557  -2.4518   0.3940
 8R7  H11  H  HCH2  0   0.242  -4.6580  -1.7443   0.9702
 8R7  H2   H  HCR6  0   0.270  -1.5336   2.9556   1.7120
 8R7  H1   H  HOH1  0   0.487  -4.7971   3.5606   1.4553
 8R7  H15  H  HCR6  0   0.265   2.2560  -3.6940   2.0733
 8R7  H16  H  HCR6  0   0.265   5.5728  -1.2630   0.2002
 8R7  H19  H  HCH3  0   0.263   7.2439   2.2144  -1.9808
 8R7  H17  H  HCH3  0   0.232   5.6103   2.1570  -2.6634
 8R7  H18  H  HCH3  0   0.233   5.9065   2.9992  -1.1243
 8R7  H20  H  HCR6  0   0.289   3.7020   2.2918  -1.3485
 8R7  H21  H  HCR6  0   0.272   1.5688   1.5518  -0.5181
 8R7  C1   C  C     0   0.469  -3.7932   2.2841   0.4847

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
 8R7  C15  N1   aromatic  1.305  0.020  1.305
 8R7  C15  C14  aromatic  1.408  0.020  1.408
 8R7  N1   C16  aromatic  1.357  0.020  1.357
 8R7  C14  C13  aromatic  1.372  0.020  1.372
 8R7  C16  C17  aromatic  1.406  0.020  1.406
 8R7  C16  C22  aromatic  1.422  0.020  1.422
 8R7  C17  C18  aromatic  1.377  0.020  1.377
 8R7  C13  C22  aromatic  1.421  0.020  1.421
 8R7  C13  C12  single    1.477  0.020  1.477
 8R7  C19  O2   single    1.416  0.020  1.416
 8R7  C22  C21  aromatic  1.411  0.020  1.411
 8R7  C18  O2   single    1.342  0.020  1.342
 8R7  C18  C20  aromatic  1.415  0.020  1.415
 8R7  C12  C4   aromatic  1.394  0.020  1.394
 8R7  C12  C11  aromatic  1.388  0.020  1.388
 8R7  C4   C3   aromatic  1.380  0.020  1.380
 8R7  C21  C20  aromatic  1.369  0.020  1.369
 8R7  C11  C5   aromatic  1.395  0.020  1.395
 8R7  C3   C2   aromatic  1.398  0.020  1.398
 8R7  C10  C9   single    1.524  0.020  1.524
 8R7  C10  C6   single    1.540  0.020  1.540
 8R7  C5   C2   aromatic  1.401  0.020  1.401
 8R7  C5   C6   single    1.508  0.020  1.508
 8R7  C2   C1   single    1.489  0.020  1.489
 8R7  C9   C8   single    1.528  0.020  1.528
 8R7  O3   C1   double    1.207  0.020  1.207
 8R7  C6   C7   single    1.554  0.020  1.554
 8R7  C1   O1   single    1.327  0.020  1.327
 8R7  C8   C7   single    1.539  0.020  1.539
 8R7  C4   H3   single    0.930  0.020  1.080
 8R7  C14  H14  single    0.930  0.020  1.080
 8R7  C6   H4   single    0.970  0.020  1.090
 8R7  C11  H13  single    0.930  0.020  1.080
 8R7  C7   H6   single    0.970  0.020  1.090
 8R7  C7   H5   single    0.970  0.020  1.090
 8R7  C8   H8   single    0.970  0.020  1.090
 8R7  C8   H7   single    0.970  0.020  1.090
 8R7  C9   H10  single    0.970  0.020  1.090
 8R7  C9   H9   single    0.970  0.020  1.090
 8R7  C10  H12  single    0.970  0.020  1.090
 8R7  C10  H11  single    0.970  0.020  1.090
 8R7  C3   H2   single    0.930  0.020  1.080
 8R7  O1   H1   single    0.850  0.020  0.980
 8R7  C15  H15  single    0.930  0.020  1.080
 8R7  C17  H16  single    0.930  0.020  1.080
 8R7  C19  H19  single    0.970  0.020  1.090
 8R7  C19  H17  single    0.970  0.020  1.090
 8R7  C19  H18  single    0.970  0.020  1.090
 8R7  C20  H20  single    0.930  0.020  1.080
 8R7  C21  H21  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
 8R7  H3   C4   C3   119.84  3.000
 8R7  H3   C4   C12  120.51  3.000
 8R7  C3   C4   C12  119.64  3.000
 8R7  H14  C14  C15  119.48  3.000
 8R7  H14  C14  C13  121.08  3.000
 8R7  C15  C14  C13  119.42  3.000
 8R7  C2   C5   C11  117.51  3.000
 8R7  C2   C5   C6   124.45  3.000
 8R7  C11  C5   C6   118.01  3.000
 8R7  H4   C6   C10  106.64  3.000
 8R7  H4   C6   C7   107.59  3.000
 8R7  C10  C6   C7   104.89  3.000
 8R7  H4   C6   C5   109.65  3.000
 8R7  C7   C6   C5   113.87  3.000
 8R7  C10  C6   C5   113.76  3.000
 8R7  H13  C11  C12  118.27  3.000
 8R7  H13  C11  C5   119.09  3.000
 8R7  C12  C11  C5   122.63  3.000
 8R7  H5   C7   H6   106.37  3.000
 8R7  H5   C7   C8   111.33  3.000
 8R7  H6   C7   C8   111.54  3.000
 8R7  H5   C7   C6   111.87  3.000
 8R7  H6   C7   C6   109.73  3.000
 8R7  C8   C7   C6   106.08  3.000
 8R7  H7   C8   H8   107.02  3.000
 8R7  H7   C8   C9   109.37  3.000
 8R7  H8   C8   C9   112.99  3.000
 8R7  H7   C8   C7   109.94  3.000
 8R7  H8   C8   C7   112.61  3.000
 8R7  C9   C8   C7   104.91  3.000
 8R7  H9   C9   H10  107.36  3.000
 8R7  H9   C9   C10  112.99  3.000
 8R7  H10  C9   C10  110.06  3.000
 8R7  H9   C9   C8   113.10  3.000
 8R7  H10  C9   C8   110.35  3.000
 8R7  C10  C9   C8   102.98  3.000
 8R7  H11  C10  H12  107.12  3.000
 8R7  H11  C10  C9   113.69  3.000
 8R7  H12  C10  C9   109.67  3.000
 8R7  H11  C10  C6   111.81  3.000
 8R7  H12  C10  C6   111.33  3.000
 8R7  C9   C10  C6   103.27  3.000
 8R7  C13  C12  C11  119.98  3.000
 8R7  C11  C12  C4   118.92  3.000
 8R7  C13  C12  C4   121.07  3.000
 8R7  C22  C13  C12  122.04  3.000
 8R7  C12  C13  C14  119.97  3.000
 8R7  C22  C13  C14  117.99  3.000
 8R7  C16  N1   C15  117.93  3.000
 8R7  H2   C3   C2   120.14  3.000
 8R7  H2   C3   C4   118.74  3.000
 8R7  C2   C3   C4   121.10  3.000
 8R7  H1   O1   C1   109.98  3.000
 8R7  C1   C2   C3   117.50  3.000
 8R7  C1   C2   C5   122.28  3.000
 8R7  C3   C2   C5   120.15  3.000
 8R7  H15  C15  N1   116.73  3.000
 8R7  H15  C15  C14  119.02  3.000
 8R7  N1   C15  C14  124.24  3.000
 8R7  C22  C16  C17  119.77  3.000
 8R7  C22  C16  N1   122.42  3.000
 8R7  C17  C16  N1   117.81  3.000
 8R7  H16  C17  C18  120.45  3.000
 8R7  H16  C17  C16  118.71  3.000
 8R7  C18  C17  C16  120.84  3.000
 8R7  C20  C18  O2   123.38  3.000
 8R7  C20  C18  C17  119.63  3.000
 8R7  O2   C18  C17  116.99  3.000
 8R7  C19  O2   C18  119.20  3.000
 8R7  H18  C19  H17  109.03  3.000
 8R7  H18  C19  H19  108.74  3.000
 8R7  H17  C19  H19  108.73  3.000
 8R7  H18  C19  O2   111.96  3.000
 8R7  H17  C19  O2   111.93  3.000
 8R7  H19  C19  O2   106.32  3.000
 8R7  H20  C20  C21  118.73  3.000
 8R7  H20  C20  C18  121.12  3.000
 8R7  C21  C20  C18  120.15  3.000
 8R7  H21  C21  C22  119.84  3.000
 8R7  H21  C21  C20  118.57  3.000
 8R7  C22  C21  C20  121.59  3.000
 8R7  C21  C22  C16  118.00  3.000
 8R7  C21  C22  C13  124.00  3.000
 8R7  C16  C22  C13  117.97  3.000
 8R7  O3   C1   C2   124.81  3.000
 8R7  O3   C1   O1   123.12  3.000
 8R7  C2   C1   O1   112.04  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
 8R7  CONST_03  C5   C11  C12  C4      0.00   0.0  0
 8R7  CONST_04  C5   C2   C3   C4      0.00   0.0  0
 8R7  CONST_05  C16  N1   C15  C14     0.00   0.0  0
 8R7  CONST_06  C16  C22  C13  C14     0.00   0.0  0
 8R7  CONST_07  C21  C22  C13  C14   180.00   0.0  0
 8R7  CONST_09  C13  C12  C11  C5    180.00   0.0  0
 8R7  CONST_11  C3   C4   C12  C11     0.00   0.0  0
 8R7  CONST_12  C3   C2   C5   C11     0.00   0.0  0
 8R7  CONST_13  C15  C14  C13  C12   180.00   0.0  0
 8R7  CONST_14  C16  C22  C13  C12   180.00   0.0  0
 8R7  CONST_15  C21  C22  C13  C12     0.00   0.0  0
 8R7  CONST_16  C2   C3   C4   C12     0.00   0.0  0
 8R7  CONST_17  C2   C5   C11  C12     0.00   0.0  0
 8R7  CONST_18  N1   C15  C14  C13     0.00   0.0  0
 8R7  CONST_19  N1   C16  C22  C13     0.00   0.0  0
 8R7  CONST_20  C17  C16  C22  C13   180.00   0.0  0
 8R7  CONST_21  C20  C21  C22  C13   180.00   0.0  0
 8R7  CONST_22  C3   C4   C12  C13   180.00   0.0  0
 8R7  CONST_23  C18  C17  C16  N1    180.00   0.0  0
 8R7  CONST_24  C21  C22  C16  N1    180.00   0.0  0
 8R7  CONST_25  C17  C16  N1   C15   180.00   0.0  0
 8R7  CONST_26  C22  C16  N1   C15     0.00   0.0  0
 8R7  CONST_27  C22  C13  C14  C15     0.00   0.0  0
 8R7  CONST_28  C20  C18  C17  C16     0.00   0.0  0
 8R7  CONST_29  C20  C21  C22  C16     0.00   0.0  0
 8R7  CONST_30  C21  C22  C16  C17     0.00   0.0  0
 8R7  CONST_31  C21  C20  C18  C17     0.00   0.0  0
 8R7  CONST_32  C22  C16  C17  C18     0.00   0.0  0
 8R7  CONST_33  C22  C21  C20  C18     0.00   0.0  0
 8R7  CONST_34  C12  C11  C5   C6    180.00   0.0  0
 8R7  CONST_35  C3   C2   C5   C6    180.00   0.0  0
 8R7  CONST_36  C1   C2   C3   C4    180.00   0.0  0
 8R7  CONST_37  C1   C2   C5   C6      0.00   0.0  0
 8R7  CONST_38  C1   C2   C5   C11   180.00   0.0  0
 8R7  CONST_39  O2   C18  C17  C16   180.00   0.0  0
 8R7  CONST_40  C21  C20  C18  O2    180.00   0.0  0
 8R7  CONST_41  H13  C11  C12  C4    180.00   0.0  0
 8R7  CONST_42  H2   C3   C2   C5    180.00   0.0  0
 8R7  CONST_43  H3   C4   C12  C11   180.00   0.0  0
 8R7  CONST_44  H14  C14  C13  C12     0.00   0.0  0
 8R7  CONST_45  H15  C15  C14  C13   180.00   0.0  0
 8R7  CONST_46  H21  C21  C22  C13     0.00   0.0  0
 8R7  CONST_47  H16  C17  C16  N1      0.00   0.0  0
 8R7  CONST_48  H20  C20  C18  C17   180.00   0.0  0
 8R7  CONST_49  H1   O1   C1   C2    180.00   0.0  0
 8R7  Var_01    C8   C9   C10  C6     42.60  30.0  1
 8R7  Var_02    C9   C8   C7   C6     16.76  30.0  1
 8R7  Var_03    C10  C9   C8   C7    -36.77  30.0  1
 8R7  Var_04    O3   C1   C2   C5    -40.62  30.0  2
 8R7  Var_05    C20  C18  O2   C19    -0.29  30.0  2
 8R7  Var_06    H19  C19  O2   C18  -179.96  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
 8R7  chir_01  C6  C10  C5  C7  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
 8R7  plan-1  C4   0.020
 8R7  plan-1  C5   0.020
 8R7  plan-1  C6   0.020
 8R7  plan-1  C11  0.020
 8R7  plan-1  C12  0.020
 8R7  plan-1  C13  0.020
 8R7  plan-1  C3   0.020
 8R7  plan-1  C2   0.020
 8R7  plan-1  H3   0.020
 8R7  plan-1  H13  0.020
 8R7  plan-1  H2   0.020
 8R7  plan-1  C1   0.020
 8R7  plan-2  C14  0.020
 8R7  plan-2  C12  0.020
 8R7  plan-2  C13  0.020
 8R7  plan-2  N1   0.020
 8R7  plan-2  C15  0.020
 8R7  plan-2  C16  0.020
 8R7  plan-2  C17  0.020
 8R7  plan-2  C18  0.020
 8R7  plan-2  O2   0.020
 8R7  plan-2  C20  0.020
 8R7  plan-2  C21  0.020
 8R7  plan-2  C22  0.020
 8R7  plan-2  H14  0.020
 8R7  plan-2  H15  0.020
 8R7  plan-2  H16  0.020
 8R7  plan-2  H20  0.020
 8R7  plan-2  H21  0.020
 8R7  plan-3  O1   0.020
 8R7  plan-3  C2   0.020
 8R7  plan-3  O3   0.020
 8R7  plan-3  H1   0.020
 8R7  plan-3  C1   0.020

