# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 03:29:14 2021
#   Inital geometry file: a 114 line input string
#   Ligand name: 7-{3-(aminomethyl)-4-[(propan-2-yl)oxy]phenyl}-4-methylquinolin-2-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)Oc1ccc(cc1CN)c2ccc3c(C)cc(N)nc3c2
#
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
 OSD  OSD  7-{3-(aminomethyl)-4-[(propan-2-yl)oxy]phenyl}-4-methylquinolin-2-amine  ligand  47  24  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_OSD
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
 OSD  C02  C  CR6   0   0.447  14.3439   0.3242  23.6317
 OSD  C03  C  CR16  0  -0.452  14.8052   1.1315  22.5468
 OSD  C04  C  CR6   0   0.214  14.0885   2.2193  22.1538
 OSD  C05  C  CR66  0   0.004  12.8811   2.5177  22.8583
 OSD  C06  C  CR16  0  -0.320  12.0554   3.6150  22.5507
 OSD  C07  C  CR16  0  -0.320  10.9055   3.8567  23.2560
 OSD  C08  C  CR6   0   0.096  10.5170   3.0095  24.3183
 OSD  C09  C  CR16  0  -0.395  11.3204   1.9322  24.6302
 OSD  C10  C  CR66  0   0.241  12.5051   1.6571  23.9172
 OSD  C11  C  CH3   0  -0.750  14.5495   3.0829  21.0227
 OSD  C21  C  CR6   0   0.090   9.2745   3.2798  25.0661
 OSD  C22  C  CR16  0  -0.319   8.4978   2.2496  25.5860
 OSD  C23  C  CR16  0  -0.360   7.3260   2.5063  26.2831
 OSD  C24  C  CR6   0   0.366   6.8983   3.8178  26.4754
 OSD  C25  C  CR6   0   0.037   7.6630   4.8790  25.9644
 OSD  C26  C  CR16  0  -0.362   8.8279   4.5878  25.2755
 OSD  C27  C  CH2   0  -0.367   7.2330   6.3062  26.1811
 OSD  C30  C  CH1   0   0.000   4.9367   3.1922  27.7436
 OSD  C31  C  CH3   0  -0.663   3.5818   3.8445  27.9337
 OSD  C32  C  CH3   0  -0.680   5.5354   2.7373  29.0641
 OSD  N01  N  N     0  -0.516  13.2368   0.5779  24.2868
 OSD  N02  N  NH2   0  -0.839  15.0997  -0.7296  24.0323
 OSD  N28  N  NH2   0  -0.797   7.4645   6.7296  27.5597
 OSD  O29  O  O2    0  -0.479   5.7682   4.1706  27.1144
 OSD  H1   H  HCR6  0   0.264  15.7297   0.8692  22.0462
 OSD  H2   H  HCR6  0   0.255  12.3237   4.2794  21.7390
 OSD  H3   H  HCR6  0   0.250  10.2795   4.6941  22.9761
 OSD  H4   H  HCR6  0   0.244  11.0685   1.2730  25.4523
 OSD  H5   H  HCH3  0   0.254  13.8059   3.1236  20.2252
 OSD  H6   H  HCH3  0   0.255  14.7182   4.1087  21.3542
 OSD  H7   H  HCH3  0   0.259  15.4797   2.7114  20.5968
 OSD  H8   H  HCR6  0   0.254   8.7887   1.2181  25.4329
 OSD  H9   H  HCR6  0   0.277   6.7578   1.6657  26.6570
 OSD  H10  H  HCR6  0   0.247   9.4146   5.4191  24.9006
 OSD  H11  H  HCH2  0   0.237   7.8317   6.9456  25.5300
 OSD  H12  H  HCH2  0   0.211   6.1923   6.4280  25.8538
 OSD  H13  H  HCH1  0   0.230   4.8165   2.3343  27.0735
 OSD  H14  H  HCH3  0   0.234   2.8938   3.1323  28.3888
 OSD  H15  H  HCH3  0   0.229   3.6502   4.7132  28.5908
 OSD  H16  H  HCH3  0   0.240   3.1549   4.1618  26.9822
 OSD  H17  H  HCH3  0   0.242   6.5232   2.2921  28.9449
 OSD  H18  H  HCH3  0   0.232   5.6201   3.5752  29.7582
 OSD  H19  H  HCH3  0   0.238   4.8888   1.9872  29.5196
 OSD  H20  H  HNH2  0   0.385  14.6649  -1.4036  24.6404
 OSD  H21  H  HNH2  0   0.395  15.7832  -1.1057  23.3977
 OSD  H22  H  HNH2  0   0.349   7.2366   7.7132  27.6384
 OSD  H23  H  HNH2  0   0.341   6.8092   6.2540  28.1674

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
 OSD  C11  C04  single    1.496  0.020  1.496
 OSD  C04  C03  aromatic  1.361  0.020  1.361
 OSD  C04  C05  aromatic  1.429  0.020  1.429
 OSD  C03  C02  aromatic  1.429  0.020  1.429
 OSD  C06  C05  aromatic  1.407  0.020  1.407
 OSD  C06  C07  aromatic  1.370  0.020  1.370
 OSD  C05  C10  aromatic  1.415  0.020  1.415
 OSD  C07  C08  aromatic  1.413  0.020  1.413
 OSD  C02  N02  single    1.357  0.020  1.357
 OSD  C02  N01  aromatic  1.311  0.020  1.311
 OSD  C10  N01  aromatic  1.355  0.020  1.355
 OSD  C10  C09  aromatic  1.410  0.020  1.410
 OSD  C08  C09  aromatic  1.380  0.020  1.380
 OSD  C08  C21  single    1.475  0.020  1.475
 OSD  C21  C26  aromatic  1.398  0.020  1.398
 OSD  C21  C22  aromatic  1.391  0.020  1.391
 OSD  C26  C25  aromatic  1.384  0.020  1.384
 OSD  C22  C23  aromatic  1.387  0.020  1.387
 OSD  C25  C27  single    1.506  0.020  1.506
 OSD  C25  C24  aromatic  1.404  0.020  1.404
 OSD  C27  N28  single    1.461  0.020  1.461
 OSD  C23  C24  aromatic  1.393  0.020  1.393
 OSD  C24  O29  single    1.345  0.020  1.345
 OSD  C31  C30  single    1.516  0.020  1.516
 OSD  O29  C30  single    1.430  0.020  1.430
 OSD  C30  C32  single    1.520  0.020  1.520
 OSD  C03  H1   single    0.930  0.020  1.080
 OSD  C06  H2   single    0.930  0.020  1.080
 OSD  C07  H3   single    0.930  0.020  1.080
 OSD  C09  H4   single    0.930  0.020  1.080
 OSD  C11  H5   single    0.970  0.020  1.090
 OSD  C11  H6   single    0.970  0.020  1.090
 OSD  C11  H7   single    0.970  0.020  1.090
 OSD  C22  H8   single    0.930  0.020  1.080
 OSD  C23  H9   single    0.930  0.020  1.080
 OSD  C26  H10  single    0.930  0.020  1.080
 OSD  C27  H11  single    0.970  0.020  1.090
 OSD  C27  H12  single    0.970  0.020  1.090
 OSD  C30  H13  single    0.970  0.020  1.090
 OSD  C31  H14  single    0.970  0.020  1.090
 OSD  C31  H15  single    0.970  0.020  1.090
 OSD  C31  H16  single    0.970  0.020  1.090
 OSD  C32  H17  single    0.970  0.020  1.090
 OSD  C32  H18  single    0.970  0.020  1.090
 OSD  C32  H19  single    0.970  0.020  1.090
 OSD  N02  H20  single    0.890  0.020  1.040
 OSD  N02  H21  single    0.890  0.020  1.040
 OSD  N28  H22  single    0.890  0.020  1.040
 OSD  N28  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
 OSD  N02  C02  N01  118.23  3.000
 OSD  N01  C02  C03  122.86  3.000
 OSD  N02  C02  C03  118.88  3.000
 OSD  H1   C03  C04  120.63  3.000
 OSD  H1   C03  C02  119.31  3.000
 OSD  C04  C03  C02  120.06  3.000
 OSD  C11  C04  C05  120.83  3.000
 OSD  C05  C04  C03  118.00  3.000
 OSD  C11  C04  C03  121.17  3.000
 OSD  C10  C05  C06  118.80  3.000
 OSD  C10  C05  C04  117.79  3.000
 OSD  C06  C05  C04  123.41  3.000
 OSD  H2   C06  C07  119.05  3.000
 OSD  H2   C06  C05  119.80  3.000
 OSD  C07  C06  C05  121.15  3.000
 OSD  H3   C07  C08  119.94  3.000
 OSD  H3   C07  C06  119.25  3.000
 OSD  C08  C07  C06  120.79  3.000
 OSD  C21  C08  C09  121.26  3.000
 OSD  C21  C08  C07  120.19  3.000
 OSD  C09  C08  C07  118.55  3.000
 OSD  H4   C09  C10  117.41  3.000
 OSD  H4   C09  C08  120.75  3.000
 OSD  C10  C09  C08  121.83  3.000
 OSD  N01  C10  C09  118.11  3.000
 OSD  C09  C10  C05  118.88  3.000
 OSD  N01  C10  C05  123.01  3.000
 OSD  H7   C11  H6   107.92  3.000
 OSD  H7   C11  H5   108.01  3.000
 OSD  H6   C11  H5   107.00  3.000
 OSD  H7   C11  C04  111.23  3.000
 OSD  H6   C11  C04  111.14  3.000
 OSD  H5   C11  C04  111.35  3.000
 OSD  C26  C21  C22  117.30  3.000
 OSD  C22  C21  C08  121.61  3.000
 OSD  C26  C21  C08  121.10  3.000
 OSD  H8   C22  C23  118.31  3.000
 OSD  H8   C22  C21  120.18  3.000
 OSD  C23  C22  C21  121.49  3.000
 OSD  H9   C23  C24  121.53  3.000
 OSD  H9   C23  C22  118.28  3.000
 OSD  C24  C23  C22  120.19  3.000
 OSD  O29  C24  C25  115.60  3.000
 OSD  O29  C24  C23  124.78  3.000
 OSD  C25  C24  C23  119.61  3.000
 OSD  C27  C25  C26  120.74  3.000
 OSD  C27  C25  C24  120.55  3.000
 OSD  C26  C25  C24  118.71  3.000
 OSD  H10  C26  C25  117.78  3.000
 OSD  H10  C26  C21  119.51  3.000
 OSD  C25  C26  C21  122.70  3.000
 OSD  H12  C27  H11  106.10  3.000
 OSD  H12  C27  N28  113.55  3.000
 OSD  H11  C27  N28  107.84  3.000
 OSD  H12  C27  C25  109.44  3.000
 OSD  H11  C27  C25  108.22  3.000
 OSD  N28  C27  C25  111.42  3.000
 OSD  H13  C30  O29  109.30  3.000
 OSD  H13  C30  C32  109.91  3.000
 OSD  O29  C30  C32  110.98  3.000
 OSD  H13  C30  C31  108.41  3.000
 OSD  C32  C30  C31  111.85  3.000
 OSD  O29  C30  C31  106.29  3.000
 OSD  H16  C31  H15  108.57  3.000
 OSD  H16  C31  H14  107.91  3.000
 OSD  H15  C31  H14  107.95  3.000
 OSD  H16  C31  C30  111.47  3.000
 OSD  H15  C31  C30  111.23  3.000
 OSD  H14  C31  C30  109.60  3.000
 OSD  H19  C32  H18  107.97  3.000
 OSD  H19  C32  H17  107.59  3.000
 OSD  H18  C32  H17  108.23  3.000
 OSD  H19  C32  C30  109.60  3.000
 OSD  H18  C32  C30  110.70  3.000
 OSD  H17  C32  C30  112.60  3.000
 OSD  C10  N01  C02  118.28  3.000
 OSD  H21  N02  H20  115.11  3.000
 OSD  H21  N02  C02  118.86  3.000
 OSD  H20  N02  C02  117.23  3.000
 OSD  H23  N28  H22  105.31  3.000
 OSD  H23  N28  C27  109.13  3.000
 OSD  H22  N28  C27  108.61  3.000
 OSD  C30  O29  C24  121.20  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
 OSD  CONST_01  C05  C04  C03  C02     0.00   0.0  0
 OSD  CONST_02  C05  C10  N01  C02     0.00   0.0  0
 OSD  CONST_03  C09  C10  N01  C02   180.00   0.0  0
 OSD  CONST_04  C06  C05  C04  C03   180.00   0.0  0
 OSD  CONST_05  C10  C05  C04  C03     0.00   0.0  0
 OSD  CONST_06  C10  N01  C02  C03     0.00   0.0  0
 OSD  CONST_07  N01  C02  C03  C04     0.00   0.0  0
 OSD  CONST_08  C07  C06  C05  C04   180.00   0.0  0
 OSD  CONST_09  N01  C10  C05  C04     0.00   0.0  0
 OSD  CONST_10  C09  C10  C05  C04   180.00   0.0  0
 OSD  CONST_11  C08  C07  C06  C05     0.00   0.0  0
 OSD  CONST_12  C08  C09  C10  C05     0.00   0.0  0
 OSD  CONST_13  N01  C10  C05  C06   180.00   0.0  0
 OSD  CONST_14  C09  C10  C05  C06     0.00   0.0  0
 OSD  CONST_15  C09  C08  C07  C06     0.00   0.0  0
 OSD  CONST_16  C21  C08  C07  C06   180.00   0.0  0
 OSD  CONST_17  C10  C05  C06  C07     0.00   0.0  0
 OSD  CONST_18  C10  C09  C08  C07     0.00   0.0  0
 OSD  CONST_21  N01  C10  C09  C08   180.00   0.0  0
 OSD  CONST_22  C25  C26  C21  C08   180.00   0.0  0
 OSD  CONST_23  C23  C22  C21  C08   180.00   0.0  0
 OSD  CONST_26  C21  C08  C09  C10   180.00   0.0  0
 OSD  CONST_27  C24  C25  C26  C21     0.00   0.0  0
 OSD  CONST_28  C24  C23  C22  C21     0.00   0.0  0
 OSD  CONST_29  C25  C26  C21  C22     0.00   0.0  0
 OSD  CONST_30  C25  C24  C23  C22     0.00   0.0  0
 OSD  CONST_31  C26  C21  C22  C23     0.00   0.0  0
 OSD  CONST_32  C26  C25  C24  C23     0.00   0.0  0
 OSD  CONST_33  C11  C04  C03  C02   180.00   0.0  0
 OSD  CONST_34  N02  C02  C03  C04   180.00   0.0  0
 OSD  CONST_35  C11  C04  C05  C06     0.00   0.0  0
 OSD  CONST_36  C11  C04  C05  C10   180.00   0.0  0
 OSD  CONST_37  N02  C02  N01  C10   180.00   0.0  0
 OSD  CONST_38  C27  C25  C26  C21   180.00   0.0  0
 OSD  CONST_39  O29  C24  C23  C22   180.00   0.0  0
 OSD  CONST_40  C27  C25  C24  C23   180.00   0.0  0
 OSD  CONST_41  O29  C24  C25  C26   180.00   0.0  0
 OSD  CONST_42  H2   C06  C05  C04     0.00   0.0  0
 OSD  CONST_43  H1   C03  C04  C05   180.00   0.0  0
 OSD  CONST_44  H3   C07  C06  C05   180.00   0.0  0
 OSD  CONST_45  H4   C09  C10  C05   180.00   0.0  0
 OSD  CONST_46  H10  C26  C21  C08     0.00   0.0  0
 OSD  CONST_47  H8   C22  C21  C08     0.00   0.0  0
 OSD  CONST_48  H9   C23  C22  C21   180.00   0.0  0
 OSD  CONST_49  H20  N02  C02  C03   180.00   0.0  0
 OSD  Var_01    N28  C27  C25  C24    73.80  30.0  2
 OSD  Var_02    H5   C11  C04  C03   121.08  30.0  2
 OSD  Var_03    C31  C30  O29  C24  -161.37  30.0  3
 OSD  Var_04    H22  N28  C27  C25   175.19  30.0  3
 OSD  Var_05    H17  C32  C30  C31  -178.34  30.0  3
 OSD  Var_06    H14  C31  C30  C32   -60.20  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
 OSD  plan-1  C08  0.020
 OSD  plan-1  C21  0.020
 OSD  plan-1  C22  0.020
 OSD  plan-1  C23  0.020
 OSD  plan-1  C24  0.020
 OSD  plan-1  C25  0.020
 OSD  plan-1  C26  0.020
 OSD  plan-1  C27  0.020
 OSD  plan-1  O29  0.020
 OSD  plan-1  H8   0.020
 OSD  plan-1  H9   0.020
 OSD  plan-1  H10  0.020
 OSD  plan-2  C02  0.020
 OSD  plan-2  C03  0.020
 OSD  plan-2  C04  0.020
 OSD  plan-2  C05  0.020
 OSD  plan-2  C06  0.020
 OSD  plan-2  C07  0.020
 OSD  plan-2  C08  0.020
 OSD  plan-2  C09  0.020
 OSD  plan-2  C10  0.020
 OSD  plan-2  C11  0.020
 OSD  plan-2  C21  0.020
 OSD  plan-2  N01  0.020
 OSD  plan-2  N02  0.020
 OSD  plan-2  H1   0.020
 OSD  plan-2  H2   0.020
 OSD  plan-2  H3   0.020
 OSD  plan-2  H4   0.020
 OSD  plan-3  C02  0.020
 OSD  plan-3  N02  0.020
 OSD  plan-3  H20  0.020
 OSD  plan-3  H21  0.020

