# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 14:30:08 2021
#   Inital geometry file: a 100 line input string
#   Ligand name: 7-[4-(2-aminoethyl)phenyl]-4-methylquinolin-2-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cc(N)nc2cc(ccc12)c3ccc(CCN)cc3
#
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
 M16  M16  7-[4-(2-aminoethyl)phenyl]-4-methylquinolin-2-amine  ligand  40  21  .  2022-03-22  2022-03-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_M16
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
 M16  N29  N  NH2   0  -0.788  123.4252  247.8028  353.5868
 M16  C28  C  CH2   0  -0.274  123.5931  249.1828  354.0063
 M16  C27  C  CH2   0  -0.534  123.7524  249.2882  355.5224
 M16  C24  C  CR6   0   0.147  122.5570  248.7842  356.2766
 M16  C23  C  CR16  0  -0.290  122.4936  247.4768  356.7506
 M16  C22  C  CR16  0  -0.301  121.3781  247.0123  357.4293
 M16  C25  C  CR16  0  -0.293  121.4593  249.6109  356.5042
 M16  C26  C  CR16  0  -0.299  120.3401  249.1512  357.1807
 M16  C21  C  CR6   0   0.073  120.2770  247.8400  357.6549
 M16  C08  C  CR6   0   0.090  119.0857  247.3470  358.3738
 M16  C09  C  CR16  0  -0.390  118.6619  246.0427  358.2318
 M16  C07  C  CR16  0  -0.316  118.3547  248.2091  359.2214
 M16  C06  C  CR16  0  -0.322  117.2463  247.7578  359.8896
 M16  C05  C  CR66  0   0.007  116.8027  246.4293  359.7516
 M16  C04  C  CR6   0   0.213  115.6515  245.9093  360.4214
 M16  C11  C  CH3   0  -0.750  114.8378  246.7750  361.3306
 M16  C03  C  CR16  0  -0.452  115.3196  244.6081  360.2031
 M16  C02  C  CR6   0   0.450  116.1147  243.8016  359.3312
 M16  N02  N  NH2   0  -0.840  115.7392  242.5190  359.1014
 M16  N01  N  N     0  -0.517  117.1767  244.2584  358.7122
 M16  C10  C  CR66  0   0.239  117.5266  245.5524  358.9088
 M16  H1   H  HNH2  0   0.347  123.3155  247.7679  352.5814
 M16  H2   H  HNH2  0   0.336  124.2720  247.2854  353.7881
 M16  H4   H  HCH2  0   0.202  124.4526  249.6853  353.5412
 M16  H5   H  HCH2  0   0.218  122.7062  249.7465  353.7032
 M16  H6   H  HCH2  0   0.241  124.6466  248.7363  355.8274
 M16  H7   H  HCH2  0   0.245  123.9350  250.3360  355.7730
 M16  H8   H  HCR6  0   0.242  123.3364  246.8125  356.6033
 M16  H9   H  HCR6  0   0.249  121.3743  245.9963  357.8049
 M16  H10  H  HCR6  0   0.246  121.4761  250.6341  356.1463
 M16  H11  H  HCR6  0   0.249  119.5013  249.8212  357.3252
 M16  H12  H  HCR6  0   0.247  119.1834  245.3611  357.5706
 M16  H13  H  HCR6  0   0.251  118.6821  249.2307  359.3648
 M16  H14  H  HCR6  0   0.257  116.7115  248.4377  360.5402
 M16  H15  H  HCH3  0   0.254  114.4624  247.6548  360.8056
 M16  H16  H  HCH3  0   0.260  113.9844  246.2313  361.7306
 M16  H17  H  HCH3  0   0.255  115.4340  247.1357  362.1708
 M16  H18  H  HCR6  0   0.265  114.4531  244.1720  360.6857
 M16  H19  H  HNH2  0   0.386  116.4094  241.9086  358.6648
 M16  H20  H  HNH2  0   0.396  115.0992  242.0755  359.7371

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
 M16  N29  C28  single    1.452  0.020  1.452
 M16  C28  C27  single    1.528  0.020  1.528
 M16  C27  C24  single    1.501  0.020  1.501
 M16  C25  C24  aromatic  1.393  0.020  1.393
 M16  C25  C26  aromatic  1.386  0.020  1.386
 M16  C24  C23  aromatic  1.392  0.020  1.392
 M16  C26  C21  aromatic  1.396  0.020  1.396
 M16  C23  C22  aromatic  1.386  0.020  1.386
 M16  C21  C22  aromatic  1.396  0.020  1.396
 M16  C21  C08  single    1.476  0.020  1.476
 M16  C09  C08  aromatic  1.379  0.020  1.379
 M16  C09  C10  aromatic  1.410  0.020  1.410
 M16  C08  C07  aromatic  1.413  0.020  1.413
 M16  N01  C10  aromatic  1.355  0.020  1.355
 M16  N01  C02  aromatic  1.311  0.020  1.311
 M16  C10  C05  aromatic  1.415  0.020  1.415
 M16  N02  C02  single    1.356  0.020  1.356
 M16  C02  C03  aromatic  1.429  0.020  1.429
 M16  C07  C06  aromatic  1.371  0.020  1.371
 M16  C05  C06  aromatic  1.407  0.020  1.407
 M16  C05  C04  aromatic  1.430  0.020  1.430
 M16  C03  C04  aromatic  1.361  0.020  1.361
 M16  C04  C11  single    1.496  0.020  1.496
 M16  N29  H1   single    0.890  0.020  1.040
 M16  N29  H2   single    0.890  0.020  1.040
 M16  C28  H4   single    0.970  0.020  1.090
 M16  C28  H5   single    0.970  0.020  1.090
 M16  C27  H6   single    0.970  0.020  1.090
 M16  C27  H7   single    0.970  0.020  1.090
 M16  C23  H8   single    0.930  0.020  1.080
 M16  C22  H9   single    0.930  0.020  1.080
 M16  C25  H10  single    0.930  0.020  1.080
 M16  C26  H11  single    0.930  0.020  1.080
 M16  C09  H12  single    0.930  0.020  1.080
 M16  C07  H13  single    0.930  0.020  1.080
 M16  C06  H14  single    0.930  0.020  1.080
 M16  C11  H15  single    0.970  0.020  1.090
 M16  C11  H16  single    0.970  0.020  1.090
 M16  C11  H17  single    0.970  0.020  1.090
 M16  C03  H18  single    0.930  0.020  1.080
 M16  N02  H19  single    0.890  0.020  1.040
 M16  N02  H20  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
 M16  H2   N29  H1   105.69  3.000
 M16  H2   N29  C28  109.36  3.000
 M16  H1   N29  C28  109.40  3.000
 M16  H5   C28  H4   106.34  3.000
 M16  H5   C28  C27  108.91  3.000
 M16  H4   C28  C27  107.87  3.000
 M16  H5   C28  N29  108.42  3.000
 M16  H4   C28  N29  113.75  3.000
 M16  C27  C28  N29  111.36  3.000
 M16  H7   C27  H6   106.45  3.000
 M16  H7   C27  C24  109.87  3.000
 M16  H6   C27  C24  109.97  3.000
 M16  H7   C27  C28  108.12  3.000
 M16  H6   C27  C28  109.09  3.000
 M16  C24  C27  C28  113.10  3.000
 M16  C25  C24  C23  117.77  3.000
 M16  C23  C24  C27  121.52  3.000
 M16  C25  C24  C27  120.70  3.000
 M16  H8   C23  C22  119.16  3.000
 M16  H8   C23  C24  119.62  3.000
 M16  C22  C23  C24  121.21  3.000
 M16  H9   C22  C21  119.83  3.000
 M16  H9   C22  C23  119.14  3.000
 M16  C21  C22  C23  121.02  3.000
 M16  H10  C25  C26  119.12  3.000
 M16  H10  C25  C24  119.60  3.000
 M16  C26  C25  C24  121.28  3.000
 M16  H11  C26  C21  120.05  3.000
 M16  H11  C26  C25  119.02  3.000
 M16  C21  C26  C25  120.92  3.000
 M16  C08  C21  C26  121.04  3.000
 M16  C08  C21  C22  121.15  3.000
 M16  C26  C21  C22  117.81  3.000
 M16  C07  C08  C09  118.69  3.000
 M16  C07  C08  C21  120.39  3.000
 M16  C09  C08  C21  120.92  3.000
 M16  H12  C09  C10  117.51  3.000
 M16  H12  C09  C08  120.67  3.000
 M16  C10  C09  C08  121.80  3.000
 M16  H13  C07  C06  119.39  3.000
 M16  H13  C07  C08  119.93  3.000
 M16  C06  C07  C08  120.66  3.000
 M16  H14  C06  C05  119.75  3.000
 M16  H14  C06  C07  119.06  3.000
 M16  C05  C06  C07  121.19  3.000
 M16  C10  C05  C04  117.74  3.000
 M16  C04  C05  C06  123.44  3.000
 M16  C10  C05  C06  118.82  3.000
 M16  C03  C04  C11  121.22  3.000
 M16  C11  C04  C05  120.81  3.000
 M16  C03  C04  C05  117.97  3.000
 M16  H17  C11  H16  108.09  3.000
 M16  H17  C11  H15  106.97  3.000
 M16  H16  C11  H15  108.06  3.000
 M16  H17  C11  C04  111.22  3.000
 M16  H16  C11  C04  111.15  3.000
 M16  H15  C11  C04  111.17  3.000
 M16  H18  C03  C02  119.31  3.000
 M16  H18  C03  C04  120.57  3.000
 M16  C02  C03  C04  120.12  3.000
 M16  N01  C02  N02  118.28  3.000
 M16  N02  C02  C03  118.88  3.000
 M16  N01  C02  C03  122.81  3.000
 M16  H20  N02  H19  115.52  3.000
 M16  H20  N02  C02  119.11  3.000
 M16  H19  N02  C02  117.57  3.000
 M16  C10  N01  C02  118.25  3.000
 M16  N01  C10  C05  123.10  3.000
 M16  C05  C10  C09  118.84  3.000
 M16  N01  C10  C09  118.06  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
 M16  CONST_01  C21  C26  C25  C24    0.00   0.0  0
 M16  CONST_02  C21  C22  C23  C24    0.00   0.0  0
 M16  CONST_03  C26  C25  C24  C23    0.00   0.0  0
 M16  CONST_04  C26  C21  C22  C23    0.00   0.0  0
 M16  CONST_05  C08  C21  C22  C23  180.00   0.0  0
 M16  CONST_06  C25  C24  C23  C22    0.00   0.0  0
 M16  CONST_07  C25  C26  C21  C22    0.00   0.0  0
 M16  CONST_10  C08  C21  C26  C25  180.00   0.0  0
 M16  CONST_13  C10  C09  C08  C21  180.00   0.0  0
 M16  CONST_14  C06  C07  C08  C21  180.00   0.0  0
 M16  CONST_15  N01  C10  C09  C08  180.00   0.0  0
 M16  CONST_16  C05  C10  C09  C08    0.00   0.0  0
 M16  CONST_17  C05  C06  C07  C08    0.00   0.0  0
 M16  CONST_18  C06  C07  C08  C09    0.00   0.0  0
 M16  CONST_19  C02  N01  C10  C09  180.00   0.0  0
 M16  CONST_20  C06  C05  C10  C09    0.00   0.0  0
 M16  CONST_21  C04  C05  C10  C09  180.00   0.0  0
 M16  CONST_22  C10  C09  C08  C07    0.00   0.0  0
 M16  CONST_23  C10  C05  C06  C07    0.00   0.0  0
 M16  CONST_24  C04  C05  C06  C07  180.00   0.0  0
 M16  CONST_25  N01  C10  C05  C06  180.00   0.0  0
 M16  CONST_26  C03  C04  C05  C06  180.00   0.0  0
 M16  CONST_27  C02  N01  C10  C05    0.00   0.0  0
 M16  CONST_28  C02  C03  C04  C05    0.00   0.0  0
 M16  CONST_29  N01  C10  C05  C04    0.00   0.0  0
 M16  CONST_30  N01  C02  C03  C04    0.00   0.0  0
 M16  CONST_31  C10  N01  C02  C03    0.00   0.0  0
 M16  CONST_32  C10  C05  C04  C03    0.00   0.0  0
 M16  CONST_33  C26  C25  C24  C27  180.00   0.0  0
 M16  CONST_34  C22  C23  C24  C27  180.00   0.0  0
 M16  CONST_35  C11  C04  C05  C06    0.00   0.0  0
 M16  CONST_36  N02  C02  C03  C04  180.00   0.0  0
 M16  CONST_37  C10  C05  C04  C11  180.00   0.0  0
 M16  CONST_38  C02  C03  C04  C11  180.00   0.0  0
 M16  CONST_39  C10  N01  C02  N02  180.00   0.0  0
 M16  CONST_40  H11  C26  C25  C24  180.00   0.0  0
 M16  CONST_41  H9   C22  C23  C24  180.00   0.0  0
 M16  CONST_42  H10  C25  C24  C23  180.00   0.0  0
 M16  CONST_43  H8   C23  C24  C25  180.00   0.0  0
 M16  CONST_44  H12  C09  C08  C21    0.00   0.0  0
 M16  CONST_45  H13  C07  C08  C21    0.00   0.0  0
 M16  CONST_46  H14  C06  C07  C08  180.00   0.0  0
 M16  CONST_47  H18  C03  C04  C05  180.00   0.0  0
 M16  CONST_48  H19  N02  C02  C03  180.00   0.0  0
 M16  Var_01    C25  C24  C27  C28  -84.23  30.0  2
 M16  Var_02    H15  C11  C04  C05   57.81  30.0  2
 M16  Var_03    C24  C27  C28  N29  -61.48  30.0  3
 M16  Var_04    H1   N29  C28  C27  179.57  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
 M16  plan-1  C27  0.020
 M16  plan-1  C24  0.020
 M16  plan-1  C23  0.020
 M16  plan-1  C22  0.020
 M16  plan-1  C25  0.020
 M16  plan-1  C26  0.020
 M16  plan-1  C21  0.020
 M16  plan-1  C08  0.020
 M16  plan-1  H8   0.020
 M16  plan-1  H9   0.020
 M16  plan-1  H10  0.020
 M16  plan-1  H11  0.020
 M16  plan-2  C21  0.020
 M16  plan-2  C08  0.020
 M16  plan-2  C09  0.020
 M16  plan-2  C07  0.020
 M16  plan-2  C06  0.020
 M16  plan-2  C05  0.020
 M16  plan-2  C04  0.020
 M16  plan-2  C11  0.020
 M16  plan-2  C03  0.020
 M16  plan-2  C02  0.020
 M16  plan-2  N02  0.020
 M16  plan-2  N01  0.020
 M16  plan-2  C10  0.020
 M16  plan-2  H12  0.020
 M16  plan-2  H13  0.020
 M16  plan-2  H14  0.020
 M16  plan-2  H18  0.020
 M16  plan-3  C02  0.020
 M16  plan-3  N02  0.020
 M16  plan-3  H19  0.020
 M16  plan-3  H20  0.020

