# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 18 00:05:48 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  46  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  C1     0  -0.313  -0.2603   1.2661   1.3207
 8R7  C14  C  CR16   0  -0.404   1.1381  -2.0137   1.4612
 8R7  C5   C  C      0   0.191  -2.4629   0.0897   0.0418
 8R7  C6   C  CR15   0  -0.348  -3.6072  -0.6322  -0.6242
 8R7  C11  C  C1     0  -0.367  -1.2456  -0.5819   0.1651
 8R7  C7   C  CH2    0  -0.438  -3.3355  -1.0528  -2.0866
 8R7  C8   C  CH2    0  -0.446  -4.0861  -2.3862  -2.2964
 8R7  C9   C  CH2    0  -0.451  -4.8586  -2.6377  -0.9947
 8R7  C10  C  CH2    0  -0.417  -4.0189  -1.9388   0.0678
 8R7  C12  C  C      0   0.048  -0.1358  -0.0111   0.7749
 8R7  C13  C  CR6    0   0.191   1.1256  -0.7719   0.8761
 8R7  N1   N  N      0  -0.447   3.5045  -2.2665   1.1599
 8R7  C3   C  C1     0  -0.266  -1.4710   1.9281   1.2415
 8R7  O1   O  OC    -1  -0.595  -4.1833   2.8100   1.5268
 8R7  C2   C  C      0  -0.129  -2.5729   1.3773   0.5823
 8R7  C15  C  CR16   0  -0.073   2.3523  -2.7148   1.5784
 8R7  C16  C  CR66   0   0.226   3.5281  -1.0529   0.5532
 8R7  C17  C  CR16   0  -0.409   4.7649  -0.5825   0.0767
 8R7  C18  C  CR6    0   0.393   4.8568   0.6254  -0.5770
 8R7  O2   O  O2     0  -0.469   6.0759   0.9994  -0.9982
 8R7  C19  C  CH3    0  -0.439   6.2198   2.2235  -1.6946
 8R7  C20  C  CR16   0  -0.368   3.6910   1.3996  -0.7821
 8R7  C21  C  CR16   0  -0.325   2.4827   0.9588  -0.3137
 8R7  C22  C  CR66   0   0.024   2.3580  -0.2642   0.3787
 8R7  O3   O  O      0  -0.590  -4.3532   2.3336  -0.6451
 8R7  H3   H  H      0   0.255   0.5781   1.7281   1.8274
 8R7  H14  H  HCR6   0   0.263   0.2320  -2.4498   1.8597
 8R7  H4   H  HCR5   0   0.253  -4.4781   0.0200  -0.6280
 8R7  H13  H  H      0   0.240  -1.1493  -1.5817  -0.2453
 8R7  H6   H  HCH2   0   0.234  -3.6690  -0.2730  -2.7730
 8R7  H5   H  HCH2   0   0.228  -2.2665  -1.1850  -2.2628
 8R7  H8   H  HCH2   0   0.228  -4.7436  -2.3642  -3.1663
 8R7  H7   H  HCH2   0   0.223  -3.3706  -3.1940  -2.4633
 8R7  H10  H  HCH2   0   0.218  -5.8481  -2.1752  -1.0450
 8R7  H9   H  HCH2   0   0.229  -5.0112  -3.6989  -0.7917
 8R7  H12  H  HCH2   0   0.215  -3.1417  -2.5452   0.3154
 8R7  H11  H  HCH2   0   0.233  -4.5577  -1.7591   1.0002
 8R7  H2   H  H      0   0.246  -1.5627   2.9083   1.6920
 8R7  H15  H  HCR6   0   0.262   2.3535  -3.6892   2.0567
 8R7  H16  H  HCR6   0   0.263   5.6465  -1.1938   0.2258
 8R7  H19  H  HCH3   0   0.262   7.2751   2.3140  -1.9387
 8R7  H17  H  HCH3   0   0.232   5.6429   2.2356  -2.6225
 8R7  H18  H  HCH3   0   0.232   5.9266   3.0795  -1.0821
 8R7  H20  H  HCR6   0   0.287   3.7314   2.3407  -1.3133
 8R7  H21  H  HCR6   0   0.272   1.6045   1.5633  -0.4949
 8R7  C1   C  C      0   0.346  -3.8244   2.2408   0.4789

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  1.407  0.020  1.407
 8R7  N1   C16  aromatic  1.357  0.020  1.357
 8R7  C14  C13  aromatic  1.373  0.020  1.373
 8R7  C16  C17  aromatic  1.406  0.020  1.406
 8R7  C16  C22  aromatic  1.422  0.020  1.422
 8R7  C17  C18  aromatic  1.376  0.020  1.376
 8R7  C13  C22  aromatic  1.423  0.020  1.423
 8R7  C13  C12  single    1.476  0.020  1.476
 8R7  C19  O2   single    1.416  0.020  1.416
 8R7  C22  C21  aromatic  1.411  0.020  1.411
 8R7  C18  O2   single    1.343  0.020  1.343
 8R7  C18  C20  aromatic  1.414  0.020  1.414
 8R7  C12  C4   aromatic  1.395  0.020  1.395
 8R7  C12  C11  aromatic  1.389  0.020  1.389
 8R7  C4   C3   aromatic  1.382  0.020  1.382
 8R7  C21  C20  aromatic  1.369  0.020  1.369
 8R7  C11  C5   aromatic  1.396  0.020  1.396
 8R7  C3   C2   aromatic  1.397  0.020  1.397
 8R7  C10  C9   single    1.524  0.020  1.524
 8R7  C10  C6   single    1.535  0.020  1.535
 8R7  C5   C2   aromatic  1.401  0.020  1.401
 8R7  C5   C6   single    1.508  0.020  1.508
 8R7  C2   C1   single    1.524  0.020  1.524
 8R7  C9   C8   single    1.534  0.020  1.534
 8R7  O3   C1   deloc     1.246  0.020  1.246
 8R7  C6   C7   single    1.546  0.020  1.546
 8R7  C1   O1   deloc     1.245  0.020  1.245
 8R7  C8   C7   single    1.545  0.020  1.545
 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  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   120.03  3.000
 8R7  H3   C4   C12  120.31  3.000
 8R7  C3   C4   C12  119.63  3.000
 8R7  H14  C14  C15  119.43  3.000
 8R7  H14  C14  C13  120.93  3.000
 8R7  C15  C14  C13  119.62  3.000
 8R7  C2   C5   C11  118.48  3.000
 8R7  C2   C5   C6   123.42  3.000
 8R7  C11  C5   C6   118.06  3.000
 8R7  H4   C6   C10  107.29  3.000
 8R7  H4   C6   C7   107.49  3.000
 8R7  C10  C6   C7   104.01  3.000
 8R7  H4   C6   C5   108.78  3.000
 8R7  C7   C6   C5   114.50  3.000
 8R7  C10  C6   C5   114.33  3.000
 8R7  H13  C11  C12  118.28  3.000
 8R7  H13  C11  C5   119.17  3.000
 8R7  C12  C11  C5   122.54  3.000
 8R7  H5   C7   H6   106.52  3.000
 8R7  H5   C7   C8   110.46  3.000
 8R7  H6   C7   C8   112.52  3.000
 8R7  H5   C7   C6   110.97  3.000
 8R7  H6   C7   C6   110.31  3.000
 8R7  C8   C7   C6   106.14  3.000
 8R7  H7   C8   H8   106.74  3.000
 8R7  H7   C8   C9   109.78  3.000
 8R7  H8   C8   C9   112.11  3.000
 8R7  H7   C8   C7   109.94  3.000
 8R7  H8   C8   C7   112.57  3.000
 8R7  C9   C8   C7   105.72  3.000
 8R7  H9   C9   H10  107.06  3.000
 8R7  H9   C9   C10  113.16  3.000
 8R7  H10  C9   C10  109.68  3.000
 8R7  H9   C9   C8   112.81  3.000
 8R7  H10  C9   C8   110.32  3.000
 8R7  C10  C9   C8   103.82  3.000
 8R7  H11  C10  H12  107.07  3.000
 8R7  H11  C10  C9   113.52  3.000
 8R7  H12  C10  C9   110.19  3.000
 8R7  H11  C10  C6   112.17  3.000
 8R7  H12  C10  C6   111.01  3.000
 8R7  C9   C10  C6   102.94  3.000
 8R7  C13  C12  C11  120.06  3.000
 8R7  C11  C12  C4   118.48  3.000
 8R7  C13  C12  C4   121.42  3.000
 8R7  C22  C13  C12  122.15  3.000
 8R7  C12  C13  C14  120.21  3.000
 8R7  C22  C13  C14  117.64  3.000
 8R7  C16  N1   C15  117.77  3.000
 8R7  H2   C3   C2   119.11  3.000
 8R7  H2   C3   C4   118.95  3.000
 8R7  C2   C3   C4   121.94  3.000
 8R7  C1   C2   C3   117.15  3.000
 8R7  C1   C2   C5   124.00  3.000
 8R7  C3   C2   C5   118.85  3.000
 8R7  H15  C15  N1   116.66  3.000
 8R7  H15  C15  C14  119.01  3.000
 8R7  N1   C15  C14  124.33  3.000
 8R7  C22  C16  C17  119.77  3.000
 8R7  C22  C16  N1   122.46  3.000
 8R7  C17  C16  N1   117.77  3.000
 8R7  H16  C17  C18  120.43  3.000
 8R7  H16  C17  C16  118.70  3.000
 8R7  C18  C17  C16  120.87  3.000
 8R7  C20  C18  O2   123.39  3.000
 8R7  C20  C18  C17  119.62  3.000
 8R7  O2   C18  C17  116.99  3.000
 8R7  C19  O2   C18  119.17  3.000
 8R7  H18  C19  H17  109.01  3.000
 8R7  H18  C19  H19  108.73  3.000
 8R7  H17  C19  H19  108.72  3.000
 8R7  H18  C19  O2   111.98  3.000
 8R7  H17  C19  O2   111.94  3.000
 8R7  H19  C19  O2   106.33  3.000
 8R7  H20  C20  C21  118.77  3.000
 8R7  H20  C20  C18  121.12  3.000
 8R7  C21  C20  C18  120.11  3.000
 8R7  H21  C21  C22  119.67  3.000
 8R7  H21  C21  C20  118.66  3.000
 8R7  C22  C21  C20  121.67  3.000
 8R7  C21  C22  C16  117.93  3.000
 8R7  C21  C22  C13  123.88  3.000
 8R7  C16  C22  C13  118.16  3.000
 8R7  O3   C1   C2   116.88  3.000
 8R7  O3   C1   O1   127.08  3.000
 8R7  C2   C1   O1   116.01  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  Var_01    C8   C9   C10  C6     41.34  30.0  1
 8R7  Var_02    C9   C8   C7   C6      4.49  30.0  1
 8R7  Var_03    C10  C9   C8   C7    -28.28  30.0  1
 8R7  Var_04    O3   C1   C2   C5    -47.55  30.0  2
 8R7  Var_05    C20  C18  O2   C19    -0.53  30.0  1
 8R7  Var_06    H19  C19  O2   C18  -179.65  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  C1   0.020

