# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May  3 16:27:10 2020
#   Inital geometry file: a 130 line input string
#   Ligand name: 4-[2-(4,4-dimethyl-1-propan-2-yl-2,3-dihydroquinolin-6-yl)ethynyl]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)N1CCC(C)(C)c2cc(ccc12)C#Cc3ccc(cc3)C(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
 G9Q  G9Q  '4-[2-(4,4-dimethyl-1-propan-2-yl-2,3-dihydroquinolin-6-yl)ethynyl]benzoic acid'  ligand  50  26  .  2021-08-10  2021-08-10  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_G9Q
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
 G9Q  C4   C  C      0   0.363  -3.4288  -0.4956   0.0808
 G9Q  C14  C  C1     0  -0.272   5.4646   1.1361  -0.2135
 G9Q  C5   C  C      0   0.111  -2.7453   0.7511   0.0736
 G9Q  C6   C  C1     0  -0.360  -2.6377  -1.6647   0.0986
 G9Q  C11  C  CSP    0   0.094   2.0389  -0.2667   0.0903
 G9Q  C7   C  C1     0  -0.303  -1.2609  -1.6208   0.1127
 G9Q  C8   C  C      0  -0.110  -0.5862  -0.4001   0.0978
 G9Q  C9   C  C1     0  -0.372  -1.3625   0.7625   0.0786
 G9Q  C10  C  CSP    0   0.133   0.8307  -0.3317   0.0941
 G9Q  C12  C  C      0  -0.115   3.4575  -0.1724   0.0800
 G9Q  C13  C  C1     0  -0.293   4.0839   1.0468  -0.2038
 G9Q  N1   N  NT     0  -0.515  -4.8012  -0.5675   0.0902
 G9Q  C3   C  CH2    0  -0.300  -5.5700   0.6398  -0.1385
 G9Q  C1   C  CT     0  -0.158  -3.5024   2.0686   0.0166
 G9Q  C2   C  CH2    0  -0.442  -4.9195   1.8278   0.5293
 G9Q  C15  C  C      0  -0.106   6.2629   0.0257   0.0528
 G9Q  C16  C  C1     0  -0.289   5.6355  -1.1868   0.3335
 G9Q  C17  C  C1     0  -0.297   4.2548  -1.2906   0.3505
 G9Q  C18  C  C      0   0.396   7.7817   0.1368   0.0362
 G9Q  O1   O  O      0  -0.592   8.2547   1.2675  -0.1871
 G9Q  O2   O  OC    -1  -0.591   8.4190  -0.9124   0.2464
 G9Q  C19  C  CH1    0  -0.113  -5.4716  -1.8398  -0.1779
 G9Q  C20  C  CH3    0  -0.676  -6.8930  -1.8837   0.3697
 G9Q  C21  C  CH3    0  -0.638  -5.4409  -2.1919  -1.6642
 G9Q  C22  C  CH3    0  -0.612  -3.5361   2.5678  -1.4340
 G9Q  C23  C  CH3    0  -0.634  -2.8572   3.1425   0.8963
 G9Q  H2   H  H      0   0.264  -3.0930  -2.6434   0.1012
 G9Q  H3   H  H      0   0.252  -0.7034  -2.5485   0.1269
 G9Q  H4   H  H      0   0.238  -0.8443   1.7126   0.0599
 G9Q  H5   H  H      0   0.249   3.4805   1.9198  -0.4177
 G9Q  H6   H  HCH2   0   0.221  -5.7140   0.8287  -1.2106
 G9Q  H7   H  HCH2   0   0.261  -6.5648   0.5085   0.2830
 G9Q  H8   H  HCH2   0   0.244  -5.5340   2.7151   0.3592
 G9Q  H9   H  HCH2   0   0.250  -4.8965   1.6572   1.6099
 G9Q  H10  H  H      0   0.262   6.2372  -2.0615   0.5441
 G9Q  H11  H  H      0   0.254   3.7837  -2.2386   0.5768
 G9Q  H13  H  HCH1   0   0.247  -4.9337  -2.6117   0.3723
 G9Q  H14  H  HCH3   0   0.241  -7.2455  -2.9143   0.3357
 G9Q  H15  H  HCH3   0   0.240  -6.9320  -1.5562   1.4091
 G9Q  H16  H  HCH3   0   0.226  -7.5969  -1.2845  -0.2079
 G9Q  H17  H  HCH3   0   0.233  -4.4207  -2.2153  -2.0488
 G9Q  H18  H  HCH3   0   0.221  -5.8813  -3.1740  -1.8386
 G9Q  H19  H  HCH3   0   0.218  -6.0059  -1.4668  -2.2524
 G9Q  H20  H  HCH3   0   0.224  -3.9674   1.8307  -2.1121
 G9Q  H21  H  HCH3   0   0.217  -4.1286   3.4823  -1.5135
 G9Q  H22  H  HCH3   0   0.223  -2.5297   2.7878  -1.7941
 G9Q  H23  H  HCH3   0   0.221  -1.8877   3.4694   0.5195
 G9Q  H24  H  HCH3   0   0.225  -3.4980   4.0255   0.9336
 G9Q  H25  H  HCH3   0   0.227  -2.7197   2.7878   1.9187
 G9Q  H1   H  H      0   0.237   5.9357   2.0840  -0.4365

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
 G9Q  O1   C18  deloc     1.246  0.020  1.246
 G9Q  O2   C18  deloc     1.245  0.020  1.245
 G9Q  C18  C15  single    1.523  0.020  1.523
 G9Q  C15  C14  aromatic  1.393  0.020  1.393
 G9Q  C15  C16  aromatic  1.394  0.020  1.394
 G9Q  C14  C13  aromatic  1.384  0.020  1.384
 G9Q  C16  C17  aromatic  1.385  0.020  1.385
 G9Q  C13  C12  aromatic  1.400  0.020  1.400
 G9Q  C17  C12  aromatic  1.400  0.020  1.400
 G9Q  C12  C11  single    1.422  0.020  1.422
 G9Q  C11  C10  triple    1.210  0.020  1.210
 G9Q  C10  C8   single    1.418  0.020  1.418
 G9Q  C8   C7   aromatic  1.395  0.020  1.395
 G9Q  C8   C9   aromatic  1.398  0.020  1.398
 G9Q  C7   C6   aromatic  1.378  0.020  1.378
 G9Q  C9   C5   aromatic  1.383  0.020  1.383
 G9Q  C6   C4   aromatic  1.412  0.020  1.412
 G9Q  C22  C1   single    1.534  0.020  1.534
 G9Q  C5   C4   aromatic  1.422  0.020  1.422
 G9Q  C5   C1   single    1.521  0.020  1.521
 G9Q  C4   N1   single    1.374  0.020  1.374
 G9Q  C1   C23  single    1.531  0.020  1.531
 G9Q  C1   C2   single    1.526  0.020  1.526
 G9Q  C21  C19  single    1.528  0.020  1.528
 G9Q  N1   C19  single    1.463  0.020  1.463
 G9Q  N1   C3   single    1.450  0.020  1.450
 G9Q  C19  C20  single    1.524  0.020  1.524
 G9Q  C3   C2   single    1.510  0.020  1.510
 G9Q  C14  H1   single    0.930  0.020  1.080
 G9Q  C6   H2   single    0.930  0.020  1.080
 G9Q  C7   H3   single    0.930  0.020  1.080
 G9Q  C9   H4   single    0.930  0.020  1.080
 G9Q  C13  H5   single    0.930  0.020  1.080
 G9Q  C3   H6   single    0.970  0.020  1.090
 G9Q  C3   H7   single    0.970  0.020  1.090
 G9Q  C2   H8   single    0.970  0.020  1.090
 G9Q  C2   H9   single    0.970  0.020  1.090
 G9Q  C16  H10  single    0.930  0.020  1.080
 G9Q  C17  H11  single    0.930  0.020  1.080
 G9Q  C19  H13  single    0.970  0.020  1.090
 G9Q  C20  H14  single    0.970  0.020  1.090
 G9Q  C20  H15  single    0.970  0.020  1.090
 G9Q  C20  H16  single    0.970  0.020  1.090
 G9Q  C21  H17  single    0.970  0.020  1.090
 G9Q  C21  H18  single    0.970  0.020  1.090
 G9Q  C21  H19  single    0.970  0.020  1.090
 G9Q  C22  H20  single    0.970  0.020  1.090
 G9Q  C22  H21  single    0.970  0.020  1.090
 G9Q  C22  H22  single    0.970  0.020  1.090
 G9Q  C23  H23  single    0.970  0.020  1.090
 G9Q  C23  H24  single    0.970  0.020  1.090
 G9Q  C23  H25  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
 G9Q  N1   C4   C6   121.08  3.000
 G9Q  N1   C4   C5   121.73  3.000
 G9Q  C6   C4   C5   117.18  3.000
 G9Q  H1   C14  C15  119.23  3.000
 G9Q  H1   C14  C13  119.51  3.000
 G9Q  C15  C14  C13  121.26  3.000
 G9Q  C1   C5   C9   119.40  3.000
 G9Q  C1   C5   C4   121.37  3.000
 G9Q  C9   C5   C4   119.20  3.000
 G9Q  H2   C6   C7   116.77  3.000
 G9Q  H2   C6   C4   120.96  3.000
 G9Q  C7   C6   C4   122.26  3.000
 G9Q  C12  C11  C10  180.00  3.000
 G9Q  H3   C7   C8   120.07  3.000
 G9Q  H3   C7   C6   119.18  3.000
 G9Q  C8   C7   C6   120.75  3.000
 G9Q  C10  C8   C9   120.96  3.000
 G9Q  C9   C8   C7   117.34  3.000
 G9Q  C10  C8   C7   121.70  3.000
 G9Q  H4   C9   C8   117.66  3.000
 G9Q  H4   C9   C5   119.07  3.000
 G9Q  C8   C9   C5   123.27  3.000
 G9Q  C8   C10  C11  180.00  3.000
 G9Q  C17  C12  C13  118.69  3.000
 G9Q  C17  C12  C11  120.93  3.000
 G9Q  C13  C12  C11  120.38  3.000
 G9Q  H5   C13  C12  119.54  3.000
 G9Q  H5   C13  C14  120.19  3.000
 G9Q  C12  C13  C14  120.27  3.000
 G9Q  C19  N1   C3   116.90  3.000
 G9Q  C3   N1   C4   119.01  3.000
 G9Q  C19  N1   C4   120.13  3.000
 G9Q  H7   C3   H6   106.21  3.000
 G9Q  H7   C3   C2   108.51  3.000
 G9Q  H6   C3   C2   110.66  3.000
 G9Q  H7   C3   N1   108.85  3.000
 G9Q  H6   C3   N1   111.52  3.000
 G9Q  C2   C3   N1   110.92  3.000
 G9Q  C23  C1   C22  108.92  3.000
 G9Q  C23  C1   C2   108.00  3.000
 G9Q  C22  C1   C2   110.40  3.000
 G9Q  C2   C1   C5   108.24  3.000
 G9Q  C23  C1   C5   112.11  3.000
 G9Q  C22  C1   C5   109.16  3.000
 G9Q  H9   C2   H8   106.99  3.000
 G9Q  H9   C2   C1   109.69  3.000
 G9Q  H8   C2   C1   109.99  3.000
 G9Q  H9   C2   C3   108.85  3.000
 G9Q  H8   C2   C3   109.13  3.000
 G9Q  C1   C2   C3   112.06  3.000
 G9Q  C18  C15  C16  120.97  3.000
 G9Q  C16  C15  C14  118.29  3.000
 G9Q  C18  C15  C14  120.74  3.000
 G9Q  H10  C16  C17  119.43  3.000
 G9Q  H10  C16  C15  119.47  3.000
 G9Q  C17  C16  C15  121.10  3.000
 G9Q  H11  C17  C16  120.13  3.000
 G9Q  H11  C17  C12  119.48  3.000
 G9Q  C16  C17  C12  120.38  3.000
 G9Q  O2   C18  O1   126.91  3.000
 G9Q  O2   C18  C15  116.55  3.000
 G9Q  O1   C18  C15  116.54  3.000
 G9Q  H13  C19  C21  108.54  3.000
 G9Q  H13  C19  C20  104.98  3.000
 G9Q  C21  C19  C20  111.21  3.000
 G9Q  H13  C19  N1   107.29  3.000
 G9Q  C20  C19  N1   112.74  3.000
 G9Q  C21  C19  N1   111.69  3.000
 G9Q  H16  C20  H15  108.47  3.000
 G9Q  H16  C20  H14  107.12  3.000
 G9Q  H15  C20  H14  107.59  3.000
 G9Q  H16  C20  C19  113.33  3.000
 G9Q  H15  C20  C19  111.55  3.000
 G9Q  H14  C20  C19  108.53  3.000
 G9Q  H19  C21  H18  107.65  3.000
 G9Q  H19  C21  H17  107.97  3.000
 G9Q  H18  C21  H17  107.59  3.000
 G9Q  H19  C21  C19  111.15  3.000
 G9Q  H18  C21  C19  110.80  3.000
 G9Q  H17  C21  C19  111.52  3.000
 G9Q  H22  C22  H21  107.90  3.000
 G9Q  H22  C22  H20  107.21  3.000
 G9Q  H21  C22  H20  107.82  3.000
 G9Q  H22  C22  C1   110.93  3.000
 G9Q  H21  C22  C1   110.67  3.000
 G9Q  H20  C22  C1   112.12  3.000
 G9Q  H25  C23  H24  107.76  3.000
 G9Q  H25  C23  H23  108.02  3.000
 G9Q  H24  C23  H23  106.93  3.000
 G9Q  H25  C23  C1   111.32  3.000
 G9Q  H24  C23  C1   109.85  3.000
 G9Q  H23  C23  C1   112.74  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
 G9Q  CONST_01  C8   C7   C6   C4      0.00   0.0  0
 G9Q  CONST_02  C8   C9   C5   C4      0.00   0.0  0
 G9Q  CONST_03  C17  C16  C15  C14     0.00   0.0  0
 G9Q  CONST_04  C17  C12  C13  C14     0.00   0.0  0
 G9Q  CONST_05  C7   C8   C9   C5      0.00   0.0  0
 G9Q  CONST_06  C7   C6   C4   C5      0.00   0.0  0
 G9Q  CONST_07  C9   C8   C7   C6      0.00   0.0  0
 G9Q  CONST_08  C9   C5   C4   C6      0.00   0.0  0
 G9Q  CONST_09  C15  C14  C13  C12     0.00   0.0  0
 G9Q  CONST_10  C15  C16  C17  C12     0.00   0.0  0
 G9Q  CONST_11  C16  C15  C14  C13     0.00   0.0  0
 G9Q  CONST_12  C16  C17  C12  C13     0.00   0.0  0
 G9Q  CONST_13  C11  C12  C13  C14   180.00   0.0  0
 G9Q  CONST_14  C10  C8   C9   C5    180.00   0.0  0
 G9Q  CONST_15  C10  C8   C7   C6    180.00   0.0  0
 G9Q  CONST_16  C16  C17  C12  C11   180.00   0.0  0
 G9Q  CONST_17  C18  C15  C14  C13   180.00   0.0  0
 G9Q  CONST_18  C18  C15  C16  C17   180.00   0.0  0
 G9Q  CONST_19  H3   C7   C6   C4    180.00   0.0  0
 G9Q  CONST_20  H4   C9   C5   C4    180.00   0.0  0
 G9Q  CONST_21  H10  C16  C15  C14   180.00   0.0  0
 G9Q  CONST_22  H2   C6   C4   C5    180.00   0.0  0
 G9Q  CONST_23  H1   C14  C13  C12   180.00   0.0  0
 G9Q  CONST_24  H11  C17  C12  C13   180.00   0.0  0
 G9Q  CONST_25  H5   C13  C14  C15   180.00   0.0  0
 G9Q  Var_01    C2   C1   C5   C4     22.47  30.0  1
 G9Q  Var_02    C2   C3   N1   C4    -38.26  30.0  1
 G9Q  Var_03    C3   N1   C4   C5     10.52  30.0  1
 G9Q  Var_04    C3   C2   C1   C5    -49.81  30.0  1
 G9Q  Var_05    C1   C2   C3   N1     59.29  30.0  1
 G9Q  Var_06    C21  C19  N1   C4    -75.58  30.0  3
 G9Q  Var_07    O1   C18  C15  C14     1.99  30.0  3
 G9Q  Var_08    H20  C22  C1   C5     56.02  30.0  3
 G9Q  Var_09    H23  C23  C1   C5     68.34  30.0  3
 G9Q  Var_10    H17  C21  C19  N1     56.19  30.0  3
 G9Q  Var_11    H14  C20  C19  N1   -167.47  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
 G9Q  plan-1  C14  0.020
 G9Q  plan-1  C11  0.020
 G9Q  plan-1  C10  0.020
 G9Q  plan-1  C12  0.020
 G9Q  plan-1  C13  0.020
 G9Q  plan-1  C15  0.020
 G9Q  plan-1  C16  0.020
 G9Q  plan-1  C17  0.020
 G9Q  plan-1  C18  0.020
 G9Q  plan-1  H5   0.020
 G9Q  plan-1  H10  0.020
 G9Q  plan-1  H11  0.020
 G9Q  plan-1  H1   0.020
 G9Q  plan-2  C4   0.020
 G9Q  plan-2  C5   0.020
 G9Q  plan-2  C6   0.020
 G9Q  plan-2  C11  0.020
 G9Q  plan-2  C7   0.020
 G9Q  plan-2  C8   0.020
 G9Q  plan-2  C9   0.020
 G9Q  plan-2  C10  0.020
 G9Q  plan-2  N1   0.020
 G9Q  plan-2  C1   0.020
 G9Q  plan-2  H2   0.020
 G9Q  plan-2  H3   0.020
 G9Q  plan-2  H4   0.020
 G9Q  plan-3  C15  0.020
 G9Q  plan-3  C18  0.020
 G9Q  plan-3  O1   0.020
 G9Q  plan-3  O2   0.020

