# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 06:51:57 2020
#   Inital geometry file: a 119 line input string
#   Ligand name: 6-chloro-2-(propan-2-yl)-4-[3-(propan-2-yl)phenyl]quinoline-3-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)c1cccc(c1)c2c3cc(Cl)ccc3nc(C(C)C)c2C(O)=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
 65Y  65Y  '6-chloro-2-(propan-2-yl)-4-[3-(propan-2-yl)phenyl]quinoline-3-carboxylic acid'  ligand  48  26  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_65Y
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
 65Y  C10  C   CR16  0  -0.297   0.4235  -2.1443  -0.2894
 65Y  C11  C   CR16  0  -0.298  -2.1361  -3.0701   0.3597
 65Y  C13  C   CR66  0   0.038  -0.6176  -1.2142  -0.0764
 65Y  C15  C   CR6   0   0.277  -2.7929   0.4428   0.3194
 65Y  C17  C   CH1   0  -0.325  -4.0161   1.3081   0.5236
 65Y  C22  C   CH3   0  -0.645  -4.8612   1.3054  -0.7526
 65Y  C23  C   CH3   0  -0.643  -4.8378   0.8499   1.7248
 65Y  C25  C   CH3   0  -0.645   5.5029   0.4159   0.6406
 65Y  C26  C   CH3   0  -0.644   4.6770   2.5697   1.6518
 65Y  C1   C   CR16  0  -0.303   1.1111   1.3675  -1.7395
 65Y  C2   C   CR16  0  -0.223   2.3586   1.9075  -2.0244
 65Y  C3   C   CR16  0  -0.316   3.3797   1.8439  -1.0900
 65Y  C4   C   CR6   0   0.195   3.1795   1.2343   0.1491
 65Y  C5   C   CR16  0  -0.357   1.9286   0.6951   0.4216
 65Y  C6   C   CR6   0  -0.009   0.8930   0.7594  -0.5087
 65Y  C7   C   CR6   0   0.264  -0.4336   0.1889  -0.1839
 65Y  C8   C   CR16  0  -0.217  -1.1182  -3.9593   0.1618
 65Y  C9   C   CR6   0  -0.039   0.1644  -3.4799  -0.1680
 65Y  C12  C   CR66  0   0.199  -1.9149  -1.6793   0.2409
 65Y  C14  C   CR6   0  -0.145  -1.5227   1.0027   0.0042
 65Y  N16  N   N     0  -0.455  -2.9581  -0.8464   0.4332
 65Y  CL1  CL  CL    0  -0.117   1.4330  -4.6280  -0.4300
 65Y  H1   H   HCR6  0   0.286   1.4132  -1.7997  -0.5549
 65Y  H2   H   HCR6  0   0.276  -3.1303  -3.4166   0.6090
 65Y  H3   H   HCH1  0   0.246  -3.7026   2.3366   0.7188
 65Y  H4   H   HCH3  0   0.226  -5.2088   0.2967  -0.9805
 65Y  H5   H   HCH3  0   0.236  -5.7359   1.9449  -0.6276
 65Y  H6   H   HCH3  0   0.236  -4.2987   1.6726  -1.6108
 65Y  H7   H   HCH3  0   0.232  -5.6766   1.5295   1.8778
 65Y  H8   H   HCH3  0   0.227  -5.2367  -0.1521   1.5730
 65Y  H9   H   HCH3  0   0.232  -4.2430   0.8413   2.6389
 65Y  H10  H   HCH1  0   0.242   3.9023   0.6177   2.0389
 65Y  H11  H   HCH3  0   0.232   6.2749   0.3395   1.4079
 65Y  H12  H   HCH3  0   0.232   5.2403  -0.5954   0.3286
 65Y  H13  H   HCH3  0   0.220   5.9424   0.9282  -0.2175
 65Y  H14  H   HCH3  0   0.221   5.0942   3.1636   0.8361
 65Y  H15  H   HCH3  0   0.232   3.8183   3.1089   2.0529
 65Y  H16  H   HCH3  0   0.232   5.4323   2.5099   2.4366
 65Y  H17  H   HCR6  0   0.260   0.3202   1.4068  -2.4775
 65Y  H18  H   HCR6  0   0.258   2.5337   2.3787  -2.9829
 65Y  H19  H   HCR6  0   0.251   4.3443   2.2737  -1.3335
 65Y  H20  H   HCR6  0   0.254   1.7508   0.2233   1.3818
 65Y  H21  H   HCR6  0   0.287  -1.2923  -5.0227   0.2523
 65Y  H22  H   HOH1  0   0.491  -1.7198   3.9760  -1.1504
 65Y  C19  C   C     0   0.409  -1.3334   2.4848  -0.0472
 65Y  C24  C   CH1   0  -0.333   4.2863   1.1704   1.1757
 65Y  O20  O   OH1   0  -0.576  -1.8372   3.0123  -1.1506
 65Y  O21  O   O     0  -0.406  -0.7844   3.1127   0.8197

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
 65Y  CL1  C9   single    1.731  0.020  1.731
 65Y  C8   C9   aromatic  1.408  0.020  1.408
 65Y  C8   C11  aromatic  1.366  0.020  1.366
 65Y  C9   C10  aromatic  1.366  0.020  1.366
 65Y  C11  C12  aromatic  1.413  0.020  1.413
 65Y  C10  C13  aromatic  1.412  0.020  1.412
 65Y  C12  C13  aromatic  1.414  0.020  1.414
 65Y  C12  N16  aromatic  1.349  0.020  1.349
 65Y  C13  C7   aromatic  1.419  0.020  1.419
 65Y  N16  C15  aromatic  1.305  0.020  1.305
 65Y  C7   C6   single    1.480  0.020  1.480
 65Y  C7   C14  aromatic  1.373  0.020  1.373
 65Y  C1   C6   aromatic  1.390  0.020  1.390
 65Y  C1   C2   aromatic  1.389  0.020  1.389
 65Y  C6   C5   aromatic  1.394  0.020  1.394
 65Y  C2   C3   aromatic  1.386  0.020  1.386
 65Y  C15  C14  aromatic  1.423  0.020  1.423
 65Y  C15  C17  single    1.512  0.020  1.512
 65Y  C5   C4   aromatic  1.389  0.020  1.389
 65Y  C3   C4   aromatic  1.395  0.020  1.395
 65Y  C14  C19  single    1.495  0.020  1.495
 65Y  C4   C24  single    1.511  0.020  1.511
 65Y  C25  C24  single    1.528  0.020  1.528
 65Y  C24  C26  single    1.529  0.020  1.529
 65Y  C23  C17  single    1.526  0.020  1.526
 65Y  C17  C22  single    1.531  0.020  1.531
 65Y  C19  O21  double    1.203  0.020  1.203
 65Y  C19  O20  single    1.323  0.020  1.323
 65Y  C10  H1   single    0.930  0.020  1.080
 65Y  C11  H2   single    0.930  0.020  1.080
 65Y  C17  H3   single    0.970  0.020  1.090
 65Y  C22  H4   single    0.970  0.020  1.090
 65Y  C22  H5   single    0.970  0.020  1.090
 65Y  C22  H6   single    0.970  0.020  1.090
 65Y  C23  H7   single    0.970  0.020  1.090
 65Y  C23  H8   single    0.970  0.020  1.090
 65Y  C23  H9   single    0.970  0.020  1.090
 65Y  C24  H10  single    0.970  0.020  1.090
 65Y  C25  H11  single    0.970  0.020  1.090
 65Y  C25  H12  single    0.970  0.020  1.090
 65Y  C25  H13  single    0.970  0.020  1.090
 65Y  C26  H14  single    0.970  0.020  1.090
 65Y  C26  H15  single    0.970  0.020  1.090
 65Y  C26  H16  single    0.970  0.020  1.090
 65Y  C1   H17  single    0.930  0.020  1.080
 65Y  C2   H18  single    0.930  0.020  1.080
 65Y  C3   H19  single    0.930  0.020  1.080
 65Y  C5   H20  single    0.930  0.020  1.080
 65Y  C8   H21  single    0.930  0.020  1.080
 65Y  O20  H22  single    0.850  0.020  0.980

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
 65Y  H1   C10  C9   120.47  3.000
 65Y  H1   C10  C13  120.13  3.000
 65Y  C9   C10  C13  119.39  3.000
 65Y  H2   C11  C12  118.57  3.000
 65Y  H2   C11  C8   120.64  3.000
 65Y  C12  C11  C8   120.78  3.000
 65Y  C12  C13  C7   117.45  3.000
 65Y  C7   C13  C10  122.96  3.000
 65Y  C12  C13  C10  119.57  3.000
 65Y  N16  C15  C14  121.40  3.000
 65Y  C14  C15  C17  121.78  3.000
 65Y  N16  C15  C17  116.82  3.000
 65Y  H3   C17  C23  107.25  3.000
 65Y  H3   C17  C22  108.00  3.000
 65Y  C23  C17  C22  111.01  3.000
 65Y  H3   C17  C15  109.30  3.000
 65Y  C22  C17  C15  109.45  3.000
 65Y  C23  C17  C15  111.72  3.000
 65Y  H6   C22  H5   107.85  3.000
 65Y  H6   C22  H4   108.15  3.000
 65Y  H5   C22  H4   108.09  3.000
 65Y  H6   C22  C17  111.78  3.000
 65Y  H5   C22  C17  110.26  3.000
 65Y  H4   C22  C17  110.59  3.000
 65Y  H9   C23  H8   108.02  3.000
 65Y  H9   C23  H7   107.87  3.000
 65Y  H8   C23  H7   108.14  3.000
 65Y  H9   C23  C17  111.62  3.000
 65Y  H8   C23  C17  111.33  3.000
 65Y  H7   C23  C17  109.73  3.000
 65Y  H13  C25  H12  107.90  3.000
 65Y  H13  C25  H11  107.50  3.000
 65Y  H12  C25  H11  107.86  3.000
 65Y  H13  C25  C24  111.35  3.000
 65Y  H12  C25  C24  111.49  3.000
 65Y  H11  C25  C24  110.58  3.000
 65Y  H16  C26  H15  107.92  3.000
 65Y  H16  C26  H14  107.63  3.000
 65Y  H15  C26  H14  107.86  3.000
 65Y  H16  C26  C24  110.54  3.000
 65Y  H15  C26  C24  111.46  3.000
 65Y  H14  C26  C24  111.27  3.000
 65Y  H17  C1   C6   120.33  3.000
 65Y  H17  C1   C2   120.15  3.000
 65Y  C6   C1   C2   119.51  3.000
 65Y  H18  C2   C3   119.87  3.000
 65Y  H18  C2   C1   119.75  3.000
 65Y  C3   C2   C1   120.38  3.000
 65Y  H19  C3   C4   120.03  3.000
 65Y  H19  C3   C2   119.09  3.000
 65Y  C4   C3   C2   120.88  3.000
 65Y  C5   C4   C3   118.22  3.000
 65Y  C3   C4   C24  121.11  3.000
 65Y  C5   C4   C24  120.66  3.000
 65Y  H20  C5   C6   119.30  3.000
 65Y  H20  C5   C4   119.35  3.000
 65Y  C6   C5   C4   121.35  3.000
 65Y  C7   C6   C5   120.11  3.000
 65Y  C5   C6   C1   119.65  3.000
 65Y  C7   C6   C1   120.24  3.000
 65Y  C14  C7   C6   120.84  3.000
 65Y  C14  C7   C13  118.23  3.000
 65Y  C6   C7   C13  120.92  3.000
 65Y  H21  C8   C9   120.06  3.000
 65Y  H21  C8   C11  120.53  3.000
 65Y  C9   C8   C11  119.41  3.000
 65Y  CL1  C9   C8   118.49  3.000
 65Y  C8   C9   C10  121.76  3.000
 65Y  CL1  C9   C10  119.75  3.000
 65Y  N16  C12  C13  122.58  3.000
 65Y  N16  C12  C11  118.34  3.000
 65Y  C13  C12  C11  119.08  3.000
 65Y  C7   C14  C19  118.86  3.000
 65Y  C19  C14  C15  120.70  3.000
 65Y  C7   C14  C15  120.34  3.000
 65Y  C12  N16  C15  119.99  3.000
 65Y  O21  C19  O20  124.53  3.000
 65Y  O20  C19  C14  112.07  3.000
 65Y  O21  C19  C14  123.40  3.000
 65Y  H10  C24  C4   107.47  3.000
 65Y  H10  C24  C26  107.83  3.000
 65Y  C4   C24  C26  111.10  3.000
 65Y  H10  C24  C25  107.82  3.000
 65Y  C26  C24  C25  110.94  3.000
 65Y  C4   C24  C25  111.47  3.000
 65Y  H22  O20  C19  110.46  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
 65Y  CONST_01  C11  C8   C9   C10     0.00   0.0  0
 65Y  CONST_02  C11  C12  C13  C10     0.00   0.0  0
 65Y  CONST_03  N16  C12  C13  C10   180.00   0.0  0
 65Y  CONST_04  C6   C7   C13  C10     0.00   0.0  0
 65Y  CONST_05  C14  C7   C13  C10   180.00   0.0  0
 65Y  CONST_06  C7   C13  C12  C11   180.00   0.0  0
 65Y  CONST_07  C15  N16  C12  C11   180.00   0.0  0
 65Y  CONST_08  C8   C9   C10  C13     0.00   0.0  0
 65Y  CONST_09  C8   C11  C12  C13     0.00   0.0  0
 65Y  CONST_10  C15  N16  C12  C13     0.00   0.0  0
 65Y  CONST_13  C15  C14  C7   C13     0.00   0.0  0
 65Y  CONST_14  C6   C7   C14  C15   180.00   0.0  0
 65Y  CONST_16  C4   C5   C6   C1      0.00   0.0  0
 65Y  CONST_17  C4   C3   C2   C1      0.00   0.0  0
 65Y  CONST_18  C7   C6   C1   C2    180.00   0.0  0
 65Y  CONST_19  C5   C6   C1   C2      0.00   0.0  0
 65Y  CONST_20  C5   C4   C3   C2      0.00   0.0  0
 65Y  CONST_21  C6   C1   C2   C3      0.00   0.0  0
 65Y  CONST_22  C6   C5   C4   C3      0.00   0.0  0
 65Y  CONST_23  C7   C6   C5   C4    180.00   0.0  0
 65Y  CONST_25  C12  C13  C7   C6    180.00   0.0  0
 65Y  CONST_26  C9   C10  C13  C7    180.00   0.0  0
 65Y  CONST_27  N16  C12  C13  C7      0.00   0.0  0
 65Y  CONST_28  N16  C15  C14  C7      0.00   0.0  0
 65Y  CONST_29  N16  C12  C11  C8    180.00   0.0  0
 65Y  CONST_30  C12  C11  C8   C9      0.00   0.0  0
 65Y  CONST_31  C12  C13  C10  C9      0.00   0.0  0
 65Y  CONST_32  C14  C7   C13  C12     0.00   0.0  0
 65Y  CONST_33  C14  C15  N16  C12     0.00   0.0  0
 65Y  CONST_34  CL1  C9   C8   C11   180.00   0.0  0
 65Y  CONST_35  CL1  C9   C10  C13   180.00   0.0  0
 65Y  CONST_36  C19  C14  C7   C13   180.00   0.0  0
 65Y  CONST_37  C12  N16  C15  C17   180.00   0.0  0
 65Y  CONST_38  C7   C14  C15  C17   180.00   0.0  0
 65Y  CONST_39  C6   C7   C14  C19     0.00   0.0  0
 65Y  CONST_40  N16  C15  C14  C19   180.00   0.0  0
 65Y  CONST_41  C6   C5   C4   C24   180.00   0.0  0
 65Y  CONST_42  C2   C3   C4   C24   180.00   0.0  0
 65Y  CONST_43  H21  C8   C9   C10   180.00   0.0  0
 65Y  CONST_44  H2   C11  C12  C13   180.00   0.0  0
 65Y  CONST_45  H20  C5   C6   C1    180.00   0.0  0
 65Y  CONST_46  H19  C3   C2   C1    180.00   0.0  0
 65Y  CONST_47  H17  C1   C2   C3    180.00   0.0  0
 65Y  CONST_48  H18  C2   C3   C4    180.00   0.0  0
 65Y  CONST_49  H1   C10  C13  C7      0.00   0.0  0
 65Y  CONST_50  H22  O20  C19  C14   180.00   0.0  0
 65Y  Var_01    O21  C19  C14  C15   103.86  30.0  2
 65Y  Var_02    N16  C15  C17  C22   -79.78  30.0  2
 65Y  Var_03    C5   C4   C24  C25   120.58  30.0  2
 65Y  Var_04    H7   C23  C17  C15   176.64  30.0  3
 65Y  Var_05    H4   C22  C17  C15    61.84  30.0  3
 65Y  Var_06    H11  C25  C24  C4   -177.46  30.0  3
 65Y  Var_07    H14  C26  C24  C4    -63.98  30.0  3

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
 65Y  plan-1  C1   0.020
 65Y  plan-1  C2   0.020
 65Y  plan-1  C3   0.020
 65Y  plan-1  C4   0.020
 65Y  plan-1  C5   0.020
 65Y  plan-1  C6   0.020
 65Y  plan-1  C7   0.020
 65Y  plan-1  H17  0.020
 65Y  plan-1  H18  0.020
 65Y  plan-1  H19  0.020
 65Y  plan-1  H20  0.020
 65Y  plan-1  C24  0.020
 65Y  plan-2  C10  0.020
 65Y  plan-2  C11  0.020
 65Y  plan-2  C13  0.020
 65Y  plan-2  C15  0.020
 65Y  plan-2  C17  0.020
 65Y  plan-2  C6   0.020
 65Y  plan-2  C7   0.020
 65Y  plan-2  C8   0.020
 65Y  plan-2  C9   0.020
 65Y  plan-2  C12  0.020
 65Y  plan-2  C14  0.020
 65Y  plan-2  N16  0.020
 65Y  plan-2  CL1  0.020
 65Y  plan-2  H1   0.020
 65Y  plan-2  H2   0.020
 65Y  plan-2  H21  0.020
 65Y  plan-2  C19  0.020
 65Y  plan-3  C14  0.020
 65Y  plan-3  H22  0.020
 65Y  plan-3  C19  0.020
 65Y  plan-3  O20  0.020
 65Y  plan-3  O21  0.020

