# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 16 21:46:53 2020
#   Inital geometry file: a 109 line input string
#   Ligand name: 3-[(2-aminoquinolin-7-yl)methoxy]-5-[(methylamino)methyl]benzonitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CNCc1cc(OCc2ccc3ccc(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
 8EV  8EV  3-[(2-aminoquinolin-7-yl)methoxy]-5-[(methylamino)methyl]benzonitrile  ligand  42  24  .  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_8EV
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
 8EV  C10  C  CR66  0   0.236  -4.0265   0.1146   0.3379
 8EV  C22  C  CR16  0  -0.398   2.4159   1.2462   0.5726
 8EV  C23  C  CR6   0   0.058   3.8021   1.2567   0.7429
 8EV  N28  N  NS    0  -0.252   4.8866   3.2750   1.9313
 8EV  C27  C  CSP   0   0.050   4.4023   2.3740   1.4008
 8EV  C24  C  CR16  0  -0.323   4.6094   0.2185   0.2989
 8EV  C25  C  CR6   0   0.106   4.0205  -0.8714  -0.3379
 8EV  C29  C  CH2   0  -0.304   4.8645  -2.0034  -0.8637
 8EV  N30  N  NH1   0  -0.592   6.0283  -2.2421  -0.0401
 8EV  C31  C  CH3   0  -0.517   6.8982  -3.2615  -0.5907
 8EV  C21  C  CR6   0   0.428   1.8376   0.1552  -0.0629
 8EV  C26  C  CR16  0  -0.388   2.6460  -0.8942  -0.5079
 8EV  O12  O  O2    0  -0.466   0.5191   0.0188  -0.2811
 8EV  C11  C  CH2   0  -0.276  -0.3514   1.0614   0.1394
 8EV  C08  C  CR6   0   0.099  -1.7445   0.6821  -0.2599
 8EV  C09  C  CR16  0  -0.368  -2.7018   0.4517   0.6963
 8EV  C07  C  CR16  0  -0.296  -2.0730   0.5734  -1.6285
 8EV  C06  C  CR16  0  -0.306  -3.3487   0.2462  -2.0040
 8EV  C05  C  CR66  0   0.048  -4.3450   0.0138  -1.0358
 8EV  C04  C  CR16  0  -0.179  -5.6850  -0.3194  -1.3618
 8EV  C03  C  CR16  0  -0.375  -6.5891  -0.5307  -0.3734
 8EV  C02  C  CR6   0   0.441  -6.1643  -0.4097   0.9879
 8EV  N02  N  NH2   0  -0.835  -7.0528  -0.6643   1.9782
 8EV  N01  N  N     0  -0.507  -4.9328  -0.0964   1.3199
 8EV  H1   H  HCR6  0   0.305   1.8316   2.0764   0.9432
 8EV  H2   H  HCR6  0   0.270   5.6791   0.2487   0.4514
 8EV  H3   H  HCH2  0   0.220   4.2311  -2.8942  -0.9916
 8EV  H4   H  HCH2  0   0.250   5.2113  -1.7368  -1.8681
 8EV  H5   H  HNH1  0   0.349   5.7267  -2.5260   0.8838
 8EV  H7   H  HCH3  0   0.197   6.4014  -4.2231  -0.7781
 8EV  H8   H  HCH3  0   0.225   7.3160  -2.9193  -1.5396
 8EV  H9   H  HCH3  0   0.236   7.7298  -3.4410   0.0900
 8EV  H10  H  HCR6  0   0.271   2.1762  -1.7442  -0.9899
 8EV  H11  H  HCH2  0   0.252  -0.2884   1.2015   1.2231
 8EV  H12  H  HCH2  0   0.248  -0.0640   2.0048  -0.3384
 8EV  H13  H  HCR6  0   0.252  -2.4583   0.5286   1.7496
 8EV  H14  H  HCR6  0   0.253  -1.3168   0.7570  -2.3815
 8EV  H15  H  HCR6  0   0.258  -3.6057   0.1663  -3.0537
 8EV  H16  H  HCR6  0   0.270  -5.9783  -0.4059  -2.4010
 8EV  H17  H  HCR6  0   0.275  -7.6157  -0.7903  -0.5979
 8EV  H18  H  HNH2  0   0.398  -8.0364  -0.6435   1.7717
 8EV  H19  H  HNH2  0   0.388  -6.7997  -0.3985   2.9151

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
 8EV  C04  C03  aromatic  1.356  0.020  1.356
 8EV  C04  C05  aromatic  1.419  0.020  1.419
 8EV  C03  C02  aromatic  1.431  0.020  1.431
 8EV  C06  C05  aromatic  1.409  0.020  1.409
 8EV  C06  C07  aromatic  1.369  0.020  1.369
 8EV  C05  C10  aromatic  1.414  0.020  1.414
 8EV  C02  N02  single    1.355  0.020  1.355
 8EV  C02  N01  aromatic  1.313  0.020  1.313
 8EV  N28  C27  triple    1.152  0.020  1.152
 8EV  C07  C08  aromatic  1.412  0.020  1.412
 8EV  C10  N01  aromatic  1.353  0.020  1.353
 8EV  C10  C09  aromatic  1.413  0.020  1.413
 8EV  C27  C23  single    1.429  0.020  1.429
 8EV  C22  C23  aromatic  1.397  0.020  1.397
 8EV  C22  C21  aromatic  1.389  0.020  1.389
 8EV  C08  C09  aromatic  1.373  0.020  1.373
 8EV  C08  C11  single    1.498  0.020  1.498
 8EV  O12  C21  single    1.343  0.020  1.343
 8EV  O12  C11  single    1.422  0.020  1.422
 8EV  C23  C24  aromatic  1.388  0.020  1.388
 8EV  C21  C26  aromatic  1.397  0.020  1.397
 8EV  C24  C25  aromatic  1.393  0.020  1.393
 8EV  C26  C25  aromatic  1.385  0.020  1.385
 8EV  C25  C29  single    1.507  0.020  1.507
 8EV  C31  N30  single    1.449  0.020  1.449
 8EV  C29  N30  single    1.446  0.020  1.446
 8EV  C22  H1   single    0.930  0.020  1.080
 8EV  C24  H2   single    0.930  0.020  1.080
 8EV  C29  H3   single    0.970  0.020  1.090
 8EV  C29  H4   single    0.970  0.020  1.090
 8EV  N30  H5   single    0.890  0.020  1.040
 8EV  C31  H7   single    0.970  0.020  1.090
 8EV  C31  H8   single    0.970  0.020  1.090
 8EV  C31  H9   single    0.970  0.020  1.090
 8EV  C26  H10  single    0.930  0.020  1.080
 8EV  C11  H11  single    0.970  0.020  1.090
 8EV  C11  H12  single    0.970  0.020  1.090
 8EV  C09  H13  single    0.930  0.020  1.080
 8EV  C07  H14  single    0.930  0.020  1.080
 8EV  C06  H15  single    0.930  0.020  1.080
 8EV  C04  H16  single    0.930  0.020  1.080
 8EV  C03  H17  single    0.930  0.020  1.080
 8EV  N02  H18  single    0.890  0.020  1.040
 8EV  N02  H19  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
 8EV  N01  C10  C05  122.90  3.000
 8EV  N01  C10  C09  118.76  3.000
 8EV  C05  C10  C09  118.34  3.000
 8EV  H1   C22  C21  122.37  3.000
 8EV  H1   C22  C23  119.27  3.000
 8EV  C21  C22  C23  118.36  3.000
 8EV  C24  C23  C27  119.19  3.000
 8EV  C24  C23  C22  122.18  3.000
 8EV  C27  C23  C22  118.62  3.000
 8EV  N28  C27  C23  180.00  3.000
 8EV  H2   C24  C25  120.31  3.000
 8EV  H2   C24  C23  120.63  3.000
 8EV  C25  C24  C23  119.05  3.000
 8EV  C26  C25  C29  120.04  3.000
 8EV  C29  C25  C24  120.71  3.000
 8EV  C26  C25  C24  119.24  3.000
 8EV  H4   C29  H3   105.82  3.000
 8EV  H4   C29  N30  107.92  3.000
 8EV  H3   C29  N30  113.32  3.000
 8EV  H4   C29  C25  108.33  3.000
 8EV  H3   C29  C25  109.05  3.000
 8EV  N30  C29  C25  112.10  3.000
 8EV  H5   N30  C31  109.16  3.000
 8EV  H5   N30  C29  109.05  3.000
 8EV  C31  N30  C29  112.52  3.000
 8EV  H9   C31  H8   107.61  3.000
 8EV  H9   C31  H7   107.91  3.000
 8EV  H8   C31  H7   107.41  3.000
 8EV  H9   C31  N30  109.68  3.000
 8EV  H8   C31  N30  109.85  3.000
 8EV  H7   C31  N30  114.16  3.000
 8EV  O12  C21  C26  116.09  3.000
 8EV  C26  C21  C22  119.66  3.000
 8EV  O12  C21  C22  124.25  3.000
 8EV  H10  C26  C21  118.66  3.000
 8EV  H10  C26  C25  119.83  3.000
 8EV  C21  C26  C25  121.50  3.000
 8EV  C11  O12  C21  118.58  3.000
 8EV  H12  C11  H11  107.84  3.000
 8EV  H12  C11  C08  110.22  3.000
 8EV  H11  C11  C08  110.48  3.000
 8EV  H12  C11  O12  109.99  3.000
 8EV  H11  C11  O12  110.57  3.000
 8EV  C08  C11  O12  107.75  3.000
 8EV  C07  C08  C09  120.01  3.000
 8EV  C09  C08  C11  120.36  3.000
 8EV  C07  C08  C11  119.63  3.000
 8EV  H13  C09  C08  120.56  3.000
 8EV  H13  C09  C10  118.29  3.000
 8EV  C08  C09  C10  121.15  3.000
 8EV  H14  C07  C06  120.02  3.000
 8EV  H14  C07  C08  119.91  3.000
 8EV  C06  C07  C08  120.07  3.000
 8EV  H15  C06  C05  119.07  3.000
 8EV  H15  C06  C07  120.28  3.000
 8EV  C05  C06  C07  120.65  3.000
 8EV  C04  C05  C06  123.29  3.000
 8EV  C06  C05  C10  119.79  3.000
 8EV  C04  C05  C10  116.93  3.000
 8EV  H16  C04  C03  120.41  3.000
 8EV  H16  C04  C05  119.66  3.000
 8EV  C03  C04  C05  119.92  3.000
 8EV  H17  C03  C02  119.94  3.000
 8EV  H17  C03  C04  121.24  3.000
 8EV  C02  C03  C04  118.82  3.000
 8EV  N01  C02  N02  118.36  3.000
 8EV  N01  C02  C03  122.62  3.000
 8EV  N02  C02  C03  119.00  3.000
 8EV  H19  N02  H18  115.59  3.000
 8EV  H19  N02  C02  117.78  3.000
 8EV  H18  N02  C02  119.19  3.000
 8EV  C02  N01  C10  118.81  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
 8EV  CONST_01  C03  C04  C05  C10     0.00   0.0  0
 8EV  CONST_02  C07  C06  C05  C10     0.00   0.0  0
 8EV  CONST_03  C03  C02  N01  C10     0.00   0.0  0
 8EV  CONST_04  C07  C08  C09  C10     0.00   0.0  0
 8EV  CONST_05  C25  C24  C23  C22     0.00   0.0  0
 8EV  CONST_06  C25  C26  C21  C22     0.00   0.0  0
 8EV  CONST_07  C26  C21  C22  C23     0.00   0.0  0
 8EV  CONST_08  C26  C25  C24  C23     0.00   0.0  0
 8EV  CONST_09  C21  C22  C23  C24     0.00   0.0  0
 8EV  CONST_10  C21  C26  C25  C24     0.00   0.0  0
 8EV  CONST_11  C05  C06  C07  C08     0.00   0.0  0
 8EV  CONST_12  C05  C10  C09  C08     0.00   0.0  0
 8EV  CONST_13  N01  C10  C09  C08   180.00   0.0  0
 8EV  CONST_14  C04  C05  C10  C09   180.00   0.0  0
 8EV  CONST_15  C06  C05  C10  C09     0.00   0.0  0
 8EV  CONST_16  C02  N01  C10  C09   180.00   0.0  0
 8EV  CONST_17  C06  C07  C08  C09     0.00   0.0  0
 8EV  CONST_18  C04  C05  C06  C07   180.00   0.0  0
 8EV  CONST_19  C03  C04  C05  C06   180.00   0.0  0
 8EV  CONST_20  N01  C10  C05  C06   180.00   0.0  0
 8EV  CONST_21  C02  C03  C04  C05     0.00   0.0  0
 8EV  CONST_22  C02  N01  C10  C05     0.00   0.0  0
 8EV  CONST_23  N01  C02  C03  C04     0.00   0.0  0
 8EV  CONST_24  N01  C10  C05  C04     0.00   0.0  0
 8EV  CONST_25  N02  C02  N01  C10   180.00   0.0  0
 8EV  CONST_26  C11  C08  C09  C10   180.00   0.0  0
 8EV  CONST_27  O12  C21  C22  C23   180.00   0.0  0
 8EV  CONST_28  C29  C25  C24  C23   180.00   0.0  0
 8EV  CONST_29  C21  C22  C23  C27   180.00   0.0  0
 8EV  CONST_30  C25  C24  C23  C27   180.00   0.0  0
 8EV  CONST_31  O12  C21  C26  C25   180.00   0.0  0
 8EV  CONST_32  C21  C26  C25  C29   180.00   0.0  0
 8EV  CONST_33  C06  C07  C08  C11   180.00   0.0  0
 8EV  CONST_34  N02  C02  C03  C04   180.00   0.0  0
 8EV  CONST_35  H16  C04  C05  C10   180.00   0.0  0
 8EV  CONST_36  H15  C06  C05  C10   180.00   0.0  0
 8EV  CONST_37  H2   C24  C23  C22   180.00   0.0  0
 8EV  CONST_38  H10  C26  C21  C22   180.00   0.0  0
 8EV  CONST_39  H1   C22  C23  C24   180.00   0.0  0
 8EV  CONST_40  H14  C07  C08  C09   180.00   0.0  0
 8EV  CONST_41  H13  C09  C08  C07   180.00   0.0  0
 8EV  CONST_42  H17  C03  C04  C05   180.00   0.0  0
 8EV  CONST_44  H19  N02  C02  C03   180.00   0.0  0
 8EV  Var_01    N30  C29  C25  C24    33.58  30.0  2
 8EV  Var_02    C08  C11  O12  C21   178.15  30.0  3
 8EV  Var_03    C07  C08  C11  O12   -64.88  30.0  3
 8EV  Var_04    C31  N30  C29  C25  -175.71  30.0  3
 8EV  Var_05    H7   C31  N30  C29   -55.82  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
 8EV  plan-1  C22  0.020
 8EV  plan-1  C23  0.020
 8EV  plan-1  N28  0.020
 8EV  plan-1  C27  0.020
 8EV  plan-1  C24  0.020
 8EV  plan-1  C25  0.020
 8EV  plan-1  C29  0.020
 8EV  plan-1  C21  0.020
 8EV  plan-1  C26  0.020
 8EV  plan-1  O12  0.020
 8EV  plan-1  H1   0.020
 8EV  plan-1  H2   0.020
 8EV  plan-1  H10  0.020
 8EV  plan-2  C10  0.020
 8EV  plan-2  C11  0.020
 8EV  plan-2  C08  0.020
 8EV  plan-2  C09  0.020
 8EV  plan-2  C07  0.020
 8EV  plan-2  C06  0.020
 8EV  plan-2  C05  0.020
 8EV  plan-2  C04  0.020
 8EV  plan-2  C03  0.020
 8EV  plan-2  C02  0.020
 8EV  plan-2  N02  0.020
 8EV  plan-2  N01  0.020
 8EV  plan-2  H13  0.020
 8EV  plan-2  H14  0.020
 8EV  plan-2  H15  0.020
 8EV  plan-2  H16  0.020
 8EV  plan-2  H17  0.020
 8EV  plan-3  C02  0.020
 8EV  plan-3  N02  0.020
 8EV  plan-3  H18  0.020
 8EV  plan-3  H19  0.020

