# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 03:14:29 2020
#   Inital geometry file: a 108 line input string
#   Ligand name: 4-methyl-7-({3-[(methylamino)methyl]phenoxy}methyl)quinolin-2-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CNCc1cccc(OCc2ccc3c(C)cc(N)nc3c2)c1
#
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
 8J1  8J1  4-methyl-7-({3-[(methylamino)methyl]phenoxy}methyl)quinolin-2-amine  ligand  44  23  .  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_8J1
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
 8J1  N02  N  NH2   0  -0.839   6.1909  -1.7946   1.7112
 8J1  C02  C  CR6   0   0.450   5.2948  -1.1340   0.9372
 8J1  N01  N  N     0  -0.514   4.1111  -0.8731   1.4388
 8J1  C10  C  CR66  0   0.230   3.2355  -0.1720   0.6814
 8J1  C03  C  CR16  0  -0.448   5.6887  -0.7156  -0.3705
 8J1  C04  C  CR6   0   0.211   4.8246  -0.0156  -1.1544
 8J1  C11  C  CH3   0  -0.750   5.2151   0.4309  -2.5282
 8J1  C05  C  CR66  0   0.013   3.5303   0.2836  -0.6250
 8J1  C06  C  CR16  0  -0.324   2.5509   1.0057  -1.3363
 8J1  C07  C  CR16  0  -0.288   1.3270   1.2726  -0.7808
 8J1  C08  C  CR6   0   0.097   1.0253   0.8222   0.5211
 8J1  C09  C  CR16  0  -0.372   1.9633   0.1117   1.2267
 8J1  C12  C  CH2   0  -0.265  -0.3100   1.1330   1.1262
 8J1  O13  O  O2    0  -0.473  -1.3031   0.5043   0.3325
 8J1  C21  C  CR6   0   0.405  -2.6020   0.7187   0.6342
 8J1  C26  C  CR16  0  -0.386  -3.5326   0.1425  -0.2283
 8J1  C22  C  CR16  0  -0.395  -3.0408   1.4595   1.7307
 8J1  C23  C  CR16  0  -0.226  -4.4052   1.6146   1.9399
 8J1  C24  C  CR16  0  -0.338  -5.3309   1.0462   1.0786
 8J1  C25  C  CR6   0   0.107  -4.8950   0.3062  -0.0181
 8J1  C27  C  CH2   0  -0.328  -5.8794  -0.3176  -0.9711
 8J1  N28  N  NH1   0  -0.583  -5.6902  -1.7524  -1.0623
 8J1  C29  C  CH3   0  -0.521  -6.6123  -2.3713  -1.9929
 8J1  H1   H  HNH2  0   0.386   5.8447  -2.2579   2.5346
 8J1  H2   H  HNH2  0   0.397   6.9873  -2.2262   1.2754
 8J1  H3   H  HCR6  0   0.265   6.6811  -0.9612  -0.7290
 8J1  H4   H  HCH3  0   0.256   4.5545   0.0040  -3.2847
 8J1  H5   H  HCH3  0   0.255   5.1510   1.5161  -2.6245
 8J1  H6   H  HCH3  0   0.260   6.2347   0.1319  -2.7623
 8J1  H7   H  HCR6  0   0.257   2.7686   1.3619  -2.3350
 8J1  H8   H  HCR6  0   0.252   0.5934   1.8399  -1.3398
 8J1  H9   H  HCR6  0   0.251   1.7456  -0.2502   2.2248
 8J1  H10  H  HCH2  0   0.244  -0.3531   0.7747   2.1602
 8J1  H11  H  HCH2  0   0.240  -0.4718   2.2173   1.1444
 8J1  H12  H  HCR6  0   0.251  -3.1817  -0.4349  -1.0758
 8J1  H13  H  HCR6  0   0.278  -2.3476   1.9146   2.4250
 8J1  H14  H  HCR6  0   0.257  -4.7434   2.1855   2.7952
 8J1  H15  H  HCR6  0   0.246  -6.3911   1.1737   1.2590
 8J1  H16  H  HCH2  0   0.212  -6.9012  -0.0367  -0.6724
 8J1  H17  H  HCH2  0   0.235  -5.7296   0.1031  -1.9711
 8J1  H18  H  HNH1  0   0.344  -5.8255  -2.1570  -0.1443
 8J1  H20  H  HCH3  0   0.223  -6.3959  -2.0333  -3.0082
 8J1  H21  H  HCH3  0   0.234  -6.4851  -3.4534  -1.9720
 8J1  H22  H  HCH3  0   0.194  -7.6704  -2.1516  -1.7937

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
 8J1  C11  C04  single    1.496  0.020  1.496
 8J1  C04  C03  aromatic  1.361  0.020  1.361
 8J1  C04  C05  aromatic  1.430  0.020  1.430
 8J1  C03  C02  aromatic  1.428  0.020  1.428
 8J1  C06  C05  aromatic  1.409  0.020  1.409
 8J1  C06  C07  aromatic  1.370  0.020  1.370
 8J1  C05  C10  aromatic  1.415  0.020  1.415
 8J1  C02  N02  single    1.356  0.020  1.356
 8J1  C02  N01  aromatic  1.312  0.020  1.312
 8J1  C07  C08  aromatic  1.410  0.020  1.410
 8J1  C10  N01  aromatic  1.353  0.020  1.353
 8J1  C10  C09  aromatic  1.413  0.020  1.413
 8J1  C22  C23  aromatic  1.389  0.020  1.389
 8J1  C22  C21  aromatic  1.394  0.020  1.394
 8J1  C23  C24  aromatic  1.386  0.020  1.386
 8J1  C08  C09  aromatic  1.372  0.020  1.372
 8J1  C08  C12  single    1.499  0.020  1.499
 8J1  O13  C21  single    1.351  0.020  1.351
 8J1  O13  C12  single    1.418  0.020  1.418
 8J1  C21  C26  aromatic  1.394  0.020  1.394
 8J1  C24  C25  aromatic  1.393  0.020  1.393
 8J1  C26  C25  aromatic  1.388  0.020  1.388
 8J1  C25  C27  single    1.505  0.020  1.505
 8J1  C29  N28  single    1.449  0.020  1.449
 8J1  C27  N28  single    1.450  0.020  1.450
 8J1  N02  H1   single    0.890  0.020  1.040
 8J1  N02  H2   single    0.890  0.020  1.040
 8J1  C03  H3   single    0.930  0.020  1.080
 8J1  C11  H4   single    0.970  0.020  1.090
 8J1  C11  H5   single    0.970  0.020  1.090
 8J1  C11  H6   single    0.970  0.020  1.090
 8J1  C06  H7   single    0.930  0.020  1.080
 8J1  C07  H8   single    0.930  0.020  1.080
 8J1  C09  H9   single    0.930  0.020  1.080
 8J1  C12  H10  single    0.970  0.020  1.090
 8J1  C12  H11  single    0.970  0.020  1.090
 8J1  C26  H12  single    0.930  0.020  1.080
 8J1  C22  H13  single    0.930  0.020  1.080
 8J1  C23  H14  single    0.930  0.020  1.080
 8J1  C24  H15  single    0.930  0.020  1.080
 8J1  C27  H16  single    0.970  0.020  1.090
 8J1  C27  H17  single    0.970  0.020  1.090
 8J1  N28  H18  single    0.890  0.020  1.040
 8J1  C29  H20  single    0.970  0.020  1.090
 8J1  C29  H21  single    0.970  0.020  1.090
 8J1  C29  H22  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
 8J1  H2   N02  H1   115.45  3.000
 8J1  H2   N02  C02  119.04  3.000
 8J1  H1   N02  C02  117.64  3.000
 8J1  C03  C02  N01  122.73  3.000
 8J1  N01  C02  N02  118.36  3.000
 8J1  C03  C02  N02  118.89  3.000
 8J1  C10  N01  C02  118.22  3.000
 8J1  C09  C10  C05  118.65  3.000
 8J1  C09  C10  N01  118.07  3.000
 8J1  C05  C10  N01  123.28  3.000
 8J1  H3   C03  C04  120.52  3.000
 8J1  H3   C03  C02  119.28  3.000
 8J1  C04  C03  C02  120.20  3.000
 8J1  C05  C04  C11  120.90  3.000
 8J1  C05  C04  C03  117.99  3.000
 8J1  C11  C04  C03  121.11  3.000
 8J1  H6   C11  H5   108.01  3.000
 8J1  H6   C11  H4   108.09  3.000
 8J1  H5   C11  H4   106.99  3.000
 8J1  H6   C11  C04  111.11  3.000
 8J1  H5   C11  C04  111.25  3.000
 8J1  H4   C11  C04  111.21  3.000
 8J1  C06  C05  C04  123.32  3.000
 8J1  C06  C05  C10  119.09  3.000
 8J1  C04  C05  C10  117.58  3.000
 8J1  H7   C06  C07  119.31  3.000
 8J1  H7   C06  C05  119.63  3.000
 8J1  C07  C06  C05  121.05  3.000
 8J1  H8   C07  C08  119.94  3.000
 8J1  H8   C07  C06  119.86  3.000
 8J1  C08  C07  C06  120.21  3.000
 8J1  C12  C08  C09  120.59  3.000
 8J1  C12  C08  C07  119.81  3.000
 8J1  C09  C08  C07  119.60  3.000
 8J1  H9   C09  C08  120.61  3.000
 8J1  H9   C09  C10  117.99  3.000
 8J1  C08  C09  C10  121.40  3.000
 8J1  H11  C12  H10  107.58  3.000
 8J1  H11  C12  O13  110.14  3.000
 8J1  H10  C12  O13  110.84  3.000
 8J1  H11  C12  C08  110.08  3.000
 8J1  H10  C12  C08  110.39  3.000
 8J1  O13  C12  C08  107.82  3.000
 8J1  C21  O13  C12  118.56  3.000
 8J1  C22  C21  C26  119.75  3.000
 8J1  C26  C21  O13  116.00  3.000
 8J1  C22  C21  O13  124.25  3.000
 8J1  H12  C26  C25  119.93  3.000
 8J1  H12  C26  C21  119.21  3.000
 8J1  C25  C26  C21  120.86  3.000
 8J1  H13  C22  C23  119.07  3.000
 8J1  H13  C22  C21  121.79  3.000
 8J1  C23  C22  C21  119.14  3.000
 8J1  H14  C23  C24  119.90  3.000
 8J1  H14  C23  C22  118.99  3.000
 8J1  C24  C23  C22  121.10  3.000
 8J1  H15  C24  C25  120.00  3.000
 8J1  H15  C24  C23  120.13  3.000
 8J1  C25  C24  C23  119.87  3.000
 8J1  C27  C25  C24  120.93  3.000
 8J1  C27  C25  C26  119.80  3.000
 8J1  C24  C25  C26  119.27  3.000
 8J1  H17  C27  H16  106.05  3.000
 8J1  H17  C27  N28  107.75  3.000
 8J1  H16  C27  N28  112.99  3.000
 8J1  H17  C27  C25  109.23  3.000
 8J1  H16  C27  C25  109.23  3.000
 8J1  N28  C27  C25  111.38  3.000
 8J1  H18  N28  C29  109.07  3.000
 8J1  H18  N28  C27  108.72  3.000
 8J1  C29  N28  C27  112.33  3.000
 8J1  H22  C29  H21  107.90  3.000
 8J1  H22  C29  H20  107.31  3.000
 8J1  H21  C29  H20  107.58  3.000
 8J1  H22  C29  N28  114.27  3.000
 8J1  H21  C29  N28  109.73  3.000
 8J1  H20  C29  N28  109.81  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
 8J1  CONST_01  C05  C04  C03  C02     0.00   0.0  0
 8J1  CONST_02  C05  C10  N01  C02     0.00   0.0  0
 8J1  CONST_03  C09  C10  N01  C02   180.00   0.0  0
 8J1  CONST_04  C04  C03  C02  N01     0.00   0.0  0
 8J1  CONST_05  C04  C05  C10  N01     0.00   0.0  0
 8J1  CONST_06  C06  C05  C10  N01   180.00   0.0  0
 8J1  CONST_07  C08  C09  C10  N01   180.00   0.0  0
 8J1  CONST_08  C03  C04  C05  C10     0.00   0.0  0
 8J1  CONST_09  C07  C06  C05  C10     0.00   0.0  0
 8J1  CONST_10  C03  C02  N01  C10     0.00   0.0  0
 8J1  CONST_11  C07  C08  C09  C10     0.00   0.0  0
 8J1  CONST_12  C06  C05  C04  C03   180.00   0.0  0
 8J1  CONST_13  C07  C06  C05  C04   180.00   0.0  0
 8J1  CONST_14  C09  C10  C05  C04   180.00   0.0  0
 8J1  CONST_15  C08  C07  C06  C05     0.00   0.0  0
 8J1  CONST_16  C08  C09  C10  C05     0.00   0.0  0
 8J1  CONST_17  C09  C10  C05  C06     0.00   0.0  0
 8J1  CONST_18  C09  C08  C07  C06     0.00   0.0  0
 8J1  CONST_19  C24  C23  C22  C21     0.00   0.0  0
 8J1  CONST_20  C24  C25  C26  C21     0.00   0.0  0
 8J1  CONST_21  C23  C22  C21  C26     0.00   0.0  0
 8J1  CONST_22  C23  C24  C25  C26     0.00   0.0  0
 8J1  CONST_23  C25  C24  C23  C22     0.00   0.0  0
 8J1  CONST_24  C25  C26  C21  C22     0.00   0.0  0
 8J1  CONST_25  C04  C03  C02  N02   180.00   0.0  0
 8J1  CONST_26  C10  N01  C02  N02   180.00   0.0  0
 8J1  CONST_27  C11  C04  C03  C02   180.00   0.0  0
 8J1  CONST_28  C11  C04  C05  C10   180.00   0.0  0
 8J1  CONST_29  C12  C08  C09  C10   180.00   0.0  0
 8J1  CONST_30  C06  C05  C04  C11     0.00   0.0  0
 8J1  CONST_31  C12  C08  C07  C06   180.00   0.0  0
 8J1  CONST_32  C23  C22  C21  O13   180.00   0.0  0
 8J1  CONST_33  C25  C26  C21  O13   180.00   0.0  0
 8J1  CONST_34  C27  C25  C26  C21   180.00   0.0  0
 8J1  CONST_35  C27  C25  C24  C23   180.00   0.0  0
 8J1  CONST_36  H3   C03  C02  N01   180.00   0.0  0
 8J1  CONST_37  H9   C09  C10  N01     0.00   0.0  0
 8J1  CONST_38  H7   C06  C05  C10   180.00   0.0  0
 8J1  CONST_39  H8   C07  C06  C05   180.00   0.0  0
 8J1  CONST_40  H14  C23  C22  C21   180.00   0.0  0
 8J1  CONST_41  H13  C22  C21  C26   180.00   0.0  0
 8J1  CONST_42  H15  C24  C25  C26   180.00   0.0  0
 8J1  CONST_43  H12  C26  C21  C22   180.00   0.0  0
 8J1  Var_01    O13  C12  C08  C07    62.81  30.0  2
 8J1  Var_02    C22  C21  O13  C12    -3.98  30.0  2
 8J1  Var_03    N28  C27  C25  C26    57.39  30.0  2
 8J1  Var_04    H4   C11  C04  C03   119.71  30.0  2
 8J1  Var_05    C29  N28  C27  C25  -178.98  30.0  3
 8J1  Var_06    H20  C29  N28  C27    66.23  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
 8J1  plan-1  O13  0.020
 8J1  plan-1  C21  0.020
 8J1  plan-1  C26  0.020
 8J1  plan-1  C22  0.020
 8J1  plan-1  C23  0.020
 8J1  plan-1  C24  0.020
 8J1  plan-1  C25  0.020
 8J1  plan-1  C27  0.020
 8J1  plan-1  H12  0.020
 8J1  plan-1  H13  0.020
 8J1  plan-1  H14  0.020
 8J1  plan-1  H15  0.020
 8J1  plan-2  N02  0.020
 8J1  plan-2  C02  0.020
 8J1  plan-2  N01  0.020
 8J1  plan-2  C10  0.020
 8J1  plan-2  C03  0.020
 8J1  plan-2  C04  0.020
 8J1  plan-2  C11  0.020
 8J1  plan-2  C05  0.020
 8J1  plan-2  C06  0.020
 8J1  plan-2  C07  0.020
 8J1  plan-2  C08  0.020
 8J1  plan-2  C09  0.020
 8J1  plan-2  C12  0.020
 8J1  plan-2  H3   0.020
 8J1  plan-2  H7   0.020
 8J1  plan-2  H8   0.020
 8J1  plan-2  H9   0.020
 8J1  plan-3  N02  0.020
 8J1  plan-3  C02  0.020
 8J1  plan-3  H1   0.020
 8J1  plan-3  H2   0.020

