# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 16 22:59:59 2020
#   Inital geometry file: a 121 line input string
#   Ligand name: 3-[(2-amino-4-methylquinolin-7-yl)methoxy]-5-[2-(methylamino)ethyl]benzonitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CNCCc1cc(OCc2ccc3c(C)cc(N)nc3c2)cc(c1)C#N
#
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
 8F1  8F1  3-[(2-amino-4-methylquinolin-7-yl)methoxy]-5-[2-(methylamino)ethyl]benzonitrile  ligand  48  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_8F1
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
 8F1  N28  N  NS    0  -0.251   4.7184  -4.1055  -2.0931
 8F1  C27  C  CSP   0   0.051   4.3016  -3.2104  -1.4992
 8F1  C23  C  CR6   0   0.055   3.7871  -2.0977  -0.7656
 8F1  C24  C  CR16  0  -0.337   4.6732  -1.2071  -0.1729
 8F1  C25  C  CR6   0   0.153   4.1722  -0.1247   0.5455
 8F1  C31  C  CH2   0  -0.533   5.0991   0.8811   1.1647
 8F1  C32  C  CH2   0  -0.250   5.3281   2.0733   0.2376
 8F1  N33  N  NH1   0  -0.593   6.1935   3.0520   0.8611
 8F1  C34  C  CH3   0  -0.518   6.4500   4.1908   0.0029
 8F1  C22  C  CR16  0  -0.400   2.4031  -1.9417  -0.6663
 8F1  C21  C  CR6   0   0.428   1.9099  -0.8578   0.0490
 8F1  C26  C  CR16  0  -0.382   2.7991   0.0382   0.6469
 8F1  O13  O  O2    0  -0.466   0.6043  -0.5919   0.2166
 8F1  C12  C  CH2   0  -0.278  -0.3546  -1.4788  -0.3478
 8F1  C08  C  CR6   0   0.097  -1.7111  -0.9538   0.0092
 8F1  C09  C  CR16  0  -0.368  -2.5363  -0.4392  -0.9590
 8F1  C07  C  CR16  0  -0.285  -2.1389  -0.9749   1.3521
 8F1  C06  C  CR16  0  -0.324  -3.3744  -0.4866   1.6884
 8F1  C05  C  CR66  0   0.013  -4.2374   0.0444   0.7090
 8F1  C04  C  CR6   0   0.212  -5.5361   0.5647   1.0059
 8F1  C11  C  CH3   0  -0.749  -6.0599   0.5686   2.4071
 8F1  C03  C  CR16  0  -0.447  -6.2784   1.0547  -0.0235
 8F1  C02  C  CR6   0   0.449  -5.7610   1.0374  -1.3548
 8F1  N02  N  NH2   0  -0.838  -6.5054   1.5728  -2.3539
 8F1  N01  N  N     0  -0.514  -4.5756   0.5583  -1.6485
 8F1  C10  C  CR66  0   0.231  -3.8155   0.0690  -0.6412
 8F1  H1   H  HCR6  0   0.272   5.7408  -1.3584  -0.2661
 8F1  H2   H  HCH2  0   0.251   4.6750   1.2341   2.1089
 8F1  H3   H  HCH2  0   0.252   6.0598   0.4181   1.3987
 8F1  H4   H  HCH2  0   0.226   5.8057   1.7263  -0.6842
 8F1  H5   H  HCH2  0   0.199   4.3541   2.4944  -0.0618
 8F1  H6   H  HNH1  0   0.343   5.7527   3.3770   1.7131
 8F1  H8   H  HCH3  0   0.222   7.0310   3.8777  -0.8667
 8F1  H9   H  HCH3  0   0.193   5.5419   4.6842  -0.3717
 8F1  H10  H  HCH3  0   0.232   7.0381   4.9348   0.5401
 8F1  H11  H  HCR6  0   0.305   1.7534  -2.6621  -1.1427
 8F1  H12  H  HCR6  0   0.270   2.3963   0.8769   1.2033
 8F1  H13  H  HCH2  0   0.252  -0.2366  -1.5306  -1.4348
 8F1  H14  H  HCH2  0   0.248  -0.2148  -2.4885   0.0541
 8F1  H15  H  HCR6  0   0.251  -2.2202  -0.4139  -1.9955
 8F1  H16  H  HCR6  0   0.252  -1.4924  -1.3834   2.1190
 8F1  H17  H  HCR6  0   0.258  -3.6894  -0.5112   2.7239
 8F1  H18  H  HCH3  0   0.256  -6.1455  -0.4466   2.7987
 8F1  H19  H  HCH3  0   0.255  -5.3951   1.1151   3.0779
 8F1  H20  H  HCH3  0   0.260  -7.0437   1.0310   2.4567
 8F1  H21  H  HCR6  0   0.266  -7.2649   1.4646   0.1575
 8F1  H22  H  HNH2  0   0.396  -7.4950   1.6857  -2.2160
 8F1  H23  H  HNH2  0   0.386  -6.2224   1.3775  -3.2997

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
 8F1  C11  C04  single    1.496  0.020  1.496
 8F1  C04  C03  aromatic  1.360  0.020  1.360
 8F1  C04  C05  aromatic  1.430  0.020  1.430
 8F1  C03  C02  aromatic  1.428  0.020  1.428
 8F1  C06  C05  aromatic  1.409  0.020  1.409
 8F1  C06  C07  aromatic  1.371  0.020  1.371
 8F1  C05  C10  aromatic  1.415  0.020  1.415
 8F1  C02  N02  single    1.356  0.020  1.356
 8F1  C02  N01  aromatic  1.312  0.020  1.312
 8F1  N28  C27  triple    1.152  0.020  1.152
 8F1  C07  C08  aromatic  1.410  0.020  1.410
 8F1  C10  N01  aromatic  1.353  0.020  1.353
 8F1  C10  C09  aromatic  1.413  0.020  1.413
 8F1  C27  C23  single    1.429  0.020  1.429
 8F1  C22  C23  aromatic  1.396  0.020  1.396
 8F1  C22  C21  aromatic  1.389  0.020  1.389
 8F1  C08  C09  aromatic  1.372  0.020  1.372
 8F1  C08  C12  single    1.498  0.020  1.498
 8F1  O13  C21  single    1.343  0.020  1.343
 8F1  O13  C12  single    1.423  0.020  1.423
 8F1  C23  C24  aromatic  1.389  0.020  1.389
 8F1  C21  C26  aromatic  1.397  0.020  1.397
 8F1  C24  C25  aromatic  1.392  0.020  1.392
 8F1  C26  C25  aromatic  1.386  0.020  1.386
 8F1  C25  C31  single    1.501  0.020  1.501
 8F1  C32  C31  single    1.528  0.020  1.528
 8F1  C32  N33  single    1.448  0.020  1.448
 8F1  N33  C34  single    1.449  0.020  1.449
 8F1  C24  H1   single    0.930  0.020  1.080
 8F1  C31  H2   single    0.970  0.020  1.090
 8F1  C31  H3   single    0.970  0.020  1.090
 8F1  C32  H4   single    0.970  0.020  1.090
 8F1  C32  H5   single    0.970  0.020  1.090
 8F1  N33  H6   single    0.890  0.020  1.040
 8F1  C34  H8   single    0.970  0.020  1.090
 8F1  C34  H9   single    0.970  0.020  1.090
 8F1  C34  H10  single    0.970  0.020  1.090
 8F1  C22  H11  single    0.930  0.020  1.080
 8F1  C26  H12  single    0.930  0.020  1.080
 8F1  C12  H13  single    0.970  0.020  1.090
 8F1  C12  H14  single    0.970  0.020  1.090
 8F1  C09  H15  single    0.930  0.020  1.080
 8F1  C07  H16  single    0.930  0.020  1.080
 8F1  C06  H17  single    0.930  0.020  1.080
 8F1  C11  H18  single    0.970  0.020  1.090
 8F1  C11  H19  single    0.970  0.020  1.090
 8F1  C11  H20  single    0.970  0.020  1.090
 8F1  C03  H21  single    0.930  0.020  1.080
 8F1  N02  H22  single    0.890  0.020  1.040
 8F1  N02  H23  single    0.890  0.020  1.040

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
 8F1  C23  C27  N28  180.00  3.000
 8F1  C22  C23  C24  122.03  3.000
 8F1  C24  C23  C27  119.25  3.000
 8F1  C22  C23  C27  118.72  3.000
 8F1  H1   C24  C25  120.54  3.000
 8F1  H1   C24  C23  120.19  3.000
 8F1  C25  C24  C23  119.27  3.000
 8F1  C26  C25  C31  120.17  3.000
 8F1  C31  C25  C24  120.76  3.000
 8F1  C26  C25  C24  119.04  3.000
 8F1  H3   C31  H2   107.04  3.000
 8F1  H3   C31  C32  109.22  3.000
 8F1  H2   C31  C32  109.28  3.000
 8F1  H3   C31  C25  110.33  3.000
 8F1  H2   C31  C25  109.45  3.000
 8F1  C32  C31  C25  111.41  3.000
 8F1  H5   C32  H4   106.13  3.000
 8F1  H5   C32  N33  112.76  3.000
 8F1  H4   C32  N33  108.43  3.000
 8F1  H5   C32  C31  109.30  3.000
 8F1  H4   C32  C31  109.22  3.000
 8F1  N33  C32  C31  110.84  3.000
 8F1  H6   N33  C34  108.85  3.000
 8F1  H6   N33  C32  108.61  3.000
 8F1  C34  N33  C32  112.47  3.000
 8F1  H10  C34  H9   107.89  3.000
 8F1  H10  C34  H8   107.53  3.000
 8F1  H9   C34  H8   107.28  3.000
 8F1  H10  C34  N33  109.89  3.000
 8F1  H9   C34  N33  114.10  3.000
 8F1  H8   C34  N33  109.91  3.000
 8F1  H11  C22  C21  122.25  3.000
 8F1  H11  C22  C23  119.34  3.000
 8F1  C21  C22  C23  118.41  3.000
 8F1  O13  C21  C26  116.01  3.000
 8F1  C26  C21  C22  119.66  3.000
 8F1  O13  C21  C22  124.33  3.000
 8F1  H12  C26  C21  118.65  3.000
 8F1  H12  C26  C25  119.76  3.000
 8F1  C21  C26  C25  121.59  3.000
 8F1  C12  O13  C21  118.83  3.000
 8F1  H14  C12  H13  107.87  3.000
 8F1  H14  C12  C08  110.56  3.000
 8F1  H13  C12  C08  110.55  3.000
 8F1  H14  C12  O13  110.06  3.000
 8F1  H13  C12  O13  110.53  3.000
 8F1  C08  C12  O13  107.29  3.000
 8F1  C07  C08  C09  119.69  3.000
 8F1  C09  C08  C12  120.52  3.000
 8F1  C07  C08  C12  119.78  3.000
 8F1  H15  C09  C10  118.09  3.000
 8F1  H15  C09  C08  120.53  3.000
 8F1  C10  C09  C08  121.38  3.000
 8F1  H16  C07  C06  119.92  3.000
 8F1  H16  C07  C08  119.94  3.000
 8F1  C06  C07  C08  120.14  3.000
 8F1  H17  C06  C05  119.68  3.000
 8F1  H17  C06  C07  119.27  3.000
 8F1  C05  C06  C07  121.05  3.000
 8F1  C10  C05  C04  117.55  3.000
 8F1  C10  C05  C06  119.16  3.000
 8F1  C04  C05  C06  123.29  3.000
 8F1  C03  C04  C11  121.11  3.000
 8F1  C03  C04  C05  118.00  3.000
 8F1  C11  C04  C05  120.88  3.000
 8F1  H20  C11  H19  108.06  3.000
 8F1  H20  C11  H18  107.94  3.000
 8F1  H19  C11  H18  107.04  3.000
 8F1  H20  C11  C04  111.12  3.000
 8F1  H19  C11  C04  111.33  3.000
 8F1  H18  C11  C04  111.16  3.000
 8F1  H21  C03  C02  119.35  3.000
 8F1  H21  C03  C04  120.45  3.000
 8F1  C02  C03  C04  120.21  3.000
 8F1  N01  C02  N02  118.37  3.000
 8F1  N01  C02  C03  122.71  3.000
 8F1  N02  C02  C03  118.88  3.000
 8F1  H23  N02  H22  115.30  3.000
 8F1  H23  N02  C02  117.48  3.000
 8F1  H22  N02  C02  118.92  3.000
 8F1  C10  N01  C02  118.22  3.000
 8F1  N01  C10  C05  123.30  3.000
 8F1  N01  C10  C09  118.11  3.000
 8F1  C05  C10  C09  118.59  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
 8F1  CONST_01  C26  C21  C22  C23    0.00   0.0  0
 8F1  CONST_02  C26  C25  C24  C23    0.00   0.0  0
 8F1  CONST_03  C21  C22  C23  C24    0.00   0.0  0
 8F1  CONST_04  C21  C26  C25  C24    0.00   0.0  0
 8F1  CONST_05  C22  C23  C24  C25    0.00   0.0  0
 8F1  CONST_06  C22  C21  C26  C25    0.00   0.0  0
 8F1  CONST_07  C05  C06  C07  C08    0.00   0.0  0
 8F1  CONST_08  C05  C10  C09  C08    0.00   0.0  0
 8F1  CONST_09  N01  C10  C09  C08  180.00   0.0  0
 8F1  CONST_10  C04  C05  C10  C09  180.00   0.0  0
 8F1  CONST_11  C06  C05  C10  C09    0.00   0.0  0
 8F1  CONST_12  C02  N01  C10  C09  180.00   0.0  0
 8F1  CONST_13  C06  C07  C08  C09    0.00   0.0  0
 8F1  CONST_14  C04  C05  C06  C07  180.00   0.0  0
 8F1  CONST_15  C10  C05  C06  C07    0.00   0.0  0
 8F1  CONST_16  C10  C09  C08  C07    0.00   0.0  0
 8F1  CONST_17  C03  C04  C05  C06  180.00   0.0  0
 8F1  CONST_18  N01  C10  C05  C06  180.00   0.0  0
 8F1  CONST_19  C02  C03  C04  C05    0.00   0.0  0
 8F1  CONST_20  C02  N01  C10  C05    0.00   0.0  0
 8F1  CONST_21  N01  C02  C03  C04    0.00   0.0  0
 8F1  CONST_22  N01  C10  C05  C04    0.00   0.0  0
 8F1  CONST_23  C10  C05  C04  C03    0.00   0.0  0
 8F1  CONST_24  C10  N01  C02  C03    0.00   0.0  0
 8F1  CONST_25  C21  C22  C23  C27  180.00   0.0  0
 8F1  CONST_26  C25  C24  C23  C27  180.00   0.0  0
 8F1  CONST_27  O13  C21  C22  C23  180.00   0.0  0
 8F1  CONST_28  C31  C25  C24  C23  180.00   0.0  0
 8F1  CONST_29  O13  C21  C26  C25  180.00   0.0  0
 8F1  CONST_30  C21  C26  C25  C31  180.00   0.0  0
 8F1  CONST_31  C06  C07  C08  C12  180.00   0.0  0
 8F1  CONST_32  C10  C09  C08  C12  180.00   0.0  0
 8F1  CONST_33  C11  C04  C05  C06    0.00   0.0  0
 8F1  CONST_34  N02  C02  C03  C04  180.00   0.0  0
 8F1  CONST_35  C02  C03  C04  C11  180.00   0.0  0
 8F1  CONST_36  C10  C05  C04  C11  180.00   0.0  0
 8F1  CONST_37  C10  N01  C02  N02  180.00   0.0  0
 8F1  CONST_38  H11  C22  C23  C24  180.00   0.0  0
 8F1  CONST_39  H12  C26  C25  C24  180.00   0.0  0
 8F1  CONST_40  H1   C24  C23  C22  180.00   0.0  0
 8F1  CONST_41  H17  C06  C07  C08  180.00   0.0  0
 8F1  CONST_42  H16  C07  C08  C09  180.00   0.0  0
 8F1  CONST_43  H15  C09  C08  C07  180.00   0.0  0
 8F1  CONST_44  H21  C03  C04  C05  180.00   0.0  0
 8F1  CONST_46  H23  N02  C02  C03  180.00   0.0  0
 8F1  Var_01    C32  C31  C25  C24   93.79  30.0  2
 8F1  Var_02    C08  C12  O13  C21  179.16  30.0  3
 8F1  Var_03    C07  C08  C12  O13  -67.91  30.0  2
 8F1  Var_04    H18  C11  C04  C05  -61.81  30.0  2
 8F1  Var_05    N33  C32  C31  C25  178.43  30.0  2
 8F1  Var_06    C34  N33  C32  C31  179.17  30.0  3
 8F1  Var_07    H8   C34  N33  C32  -66.32  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
 8F1  plan-1  N28  0.020
 8F1  plan-1  C27  0.020
 8F1  plan-1  C23  0.020
 8F1  plan-1  C24  0.020
 8F1  plan-1  C25  0.020
 8F1  plan-1  C31  0.020
 8F1  plan-1  C22  0.020
 8F1  plan-1  C21  0.020
 8F1  plan-1  C26  0.020
 8F1  plan-1  O13  0.020
 8F1  plan-1  H1   0.020
 8F1  plan-1  H11  0.020
 8F1  plan-1  H12  0.020
 8F1  plan-2  C12  0.020
 8F1  plan-2  C08  0.020
 8F1  plan-2  C09  0.020
 8F1  plan-2  C07  0.020
 8F1  plan-2  C06  0.020
 8F1  plan-2  C05  0.020
 8F1  plan-2  C04  0.020
 8F1  plan-2  C11  0.020
 8F1  plan-2  C03  0.020
 8F1  plan-2  C02  0.020
 8F1  plan-2  N02  0.020
 8F1  plan-2  N01  0.020
 8F1  plan-2  C10  0.020
 8F1  plan-2  H15  0.020
 8F1  plan-2  H16  0.020
 8F1  plan-2  H17  0.020
 8F1  plan-2  H21  0.020
 8F1  plan-3  C02  0.020
 8F1  plan-3  N02  0.020
 8F1  plan-3  H22  0.020
 8F1  plan-3  H23  0.020

