# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 01:59:52 2021
#   Inital geometry file: a 114 line input string
#   Ligand name: 7-[3-(aminomethyl)-4-propoxyphenyl]-4-methylquinolin-2-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCOc1ccc(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
 OSG  OSG  7-[3-(aminomethyl)-4-propoxyphenyl]-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 OK
;

data_comp_OSG
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
 OSG  C10  C  CR66  0   0.240  12.4116   1.7059  23.8703
 OSG  C22  C  CR16  0  -0.321   9.2941   2.9781  26.6678
 OSG  C23  C  CR16  0  -0.313   8.1702   3.2275  27.4385
 OSG  C24  C  CR6   0   0.321   7.0827   3.9059  26.9005
 OSG  C26  C  CR16  0  -0.370   8.2566   4.0876  24.8230
 OSG  C02  C  CR6   0   0.447  14.1331   0.2887  23.3536
 OSG  C03  C  CR16  0  -0.450  14.6042   1.1751  22.3365
 OSG  C04  C  CR6   0   0.214  13.9524   2.3447  22.0955
 OSG  C05  C  CR66  0   0.006  12.8022   2.6476  22.8888
 OSG  C06  C  CR16  0  -0.321  12.0499   3.8281  22.7427
 OSG  C07  C  CR16  0  -0.317  10.9530   4.0713  23.5277
 OSG  C08  C  CR6   0   0.091  10.5446   3.1366  24.5056
 OSG  C09  C  CR16  0  -0.390  11.2751   1.9772  24.6592
 OSG  C11  C  CH3   0  -0.750  14.4230   3.2891  21.0352
 OSG  C21  C  CR6   0   0.100   9.3564   3.4018  25.3407
 OSG  C25  C  CR6   0   0.048   7.1156   4.3416  25.5734
 OSG  C27  C  CH2   0  -0.359   5.9365   5.0321  24.9431
 OSG  C30  C  CH2   0  -0.154   5.0875   3.0980  27.8538
 OSG  C31  C  CH2   0  -0.464   3.8561   3.6115  28.5681
 OSG  C32  C  CH3   0  -0.661   3.0921   4.6686  27.7818
 OSG  N01  N  N     0  -0.516  13.0748   0.5438  24.0846
 OSG  N02  N  NH2   0  -0.838  14.8309  -0.8475  23.6058
 OSG  N28  N  NH2   0  -0.776   4.9224   4.0594  24.5556
 OSG  H1   H  HCR6  0   0.254  10.1378   2.4704  27.1176
 OSG  H2   H  HCR6  0   0.262   8.1452   2.9127  28.4748
 OSG  H3   H  HCR6  0   0.249   8.2720   4.4171  23.7898
 OSG  H4   H  HCR6  0   0.264  15.4846   0.9063  21.7649
 OSG  H5   H  HCR6  0   0.256  12.3447   4.5654  22.0068
 OSG  H6   H  HCR6  0   0.252  10.4106   5.0004  23.4101
 OSG  H7   H  HCR6  0   0.246  10.9791   1.2270  25.3827
 OSG  H8   H  HCH3  0   0.255  13.6562   3.4415  20.2738
 OSG  H9   H  HCH3  0   0.255  14.6559   4.2693  21.4540
 OSG  H10  H  HCH3  0   0.260  15.3172   2.9125  20.5424
 OSG  H11  H  HCH2  0   0.213   6.3011   5.6382  24.1033
 OSG  H12  H  HCH2  0   0.239   5.4851   5.7236  25.6551
 OSG  H13  H  HCH2  0   0.215   4.8133   2.6897  26.8763
 OSG  H14  H  HCH2  0   0.218   5.5626   2.3021  28.4396
 OSG  H15  H  HCH2  0   0.224   4.1335   3.9961  29.5536
 OSG  H16  H  HCH2  0   0.228   3.2107   2.7481  28.7499
 OSG  H17  H  HCH3  0   0.226   2.1696   4.9446  28.2929
 OSG  H18  H  HCH3  0   0.224   3.6808   5.5759  27.6494
 OSG  H19  H  HCH3  0   0.220   2.8301   4.3018  26.7884
 OSG  H20  H  HNH2  0   0.386  14.3799  -1.5517  24.1659
 OSG  H21  H  HNH2  0   0.396  15.4568  -1.1971  22.9007
 OSG  H22  H  HNH2  0   0.350   4.0996   4.5499  24.2287
 OSG  H23  H  HNH2  0   0.340   5.2583   3.5228  23.7650
 OSG  O29  O  O2    0  -0.497   6.0009   4.1815  27.6747

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
 OSG  C11  C04  single    1.496  0.020  1.496
 OSG  C04  C03  aromatic  1.360  0.020  1.360
 OSG  C04  C05  aromatic  1.430  0.020  1.430
 OSG  C03  C02  aromatic  1.429  0.020  1.429
 OSG  C06  C05  aromatic  1.407  0.020  1.407
 OSG  C06  C07  aromatic  1.371  0.020  1.371
 OSG  C05  C10  aromatic  1.415  0.020  1.415
 OSG  C02  N02  single    1.357  0.020  1.357
 OSG  C02  N01  aromatic  1.311  0.020  1.311
 OSG  C07  C08  aromatic  1.413  0.020  1.413
 OSG  C10  N01  aromatic  1.355  0.020  1.355
 OSG  C10  C09  aromatic  1.410  0.020  1.410
 OSG  C08  C09  aromatic  1.379  0.020  1.379
 OSG  C08  C21  single    1.476  0.020  1.476
 OSG  N28  C27  single    1.458  0.020  1.458
 OSG  C26  C21  aromatic  1.396  0.020  1.396
 OSG  C26  C25  aromatic  1.389  0.020  1.389
 OSG  C27  C25  single    1.505  0.020  1.505
 OSG  C21  C22  aromatic  1.395  0.020  1.395
 OSG  C25  C24  aromatic  1.397  0.020  1.397
 OSG  C22  C23  aromatic  1.385  0.020  1.385
 OSG  C24  C23  aromatic  1.390  0.020  1.390
 OSG  C24  O29  single    1.359  0.020  1.359
 OSG  O29  C30  single    1.428  0.020  1.428
 OSG  C32  C31  single    1.523  0.020  1.523
 OSG  C30  C31  single    1.513  0.020  1.513
 OSG  C22  H1   single    0.930  0.020  1.080
 OSG  C23  H2   single    0.930  0.020  1.080
 OSG  C26  H3   single    0.930  0.020  1.080
 OSG  C03  H4   single    0.930  0.020  1.080
 OSG  C06  H5   single    0.930  0.020  1.080
 OSG  C07  H6   single    0.930  0.020  1.080
 OSG  C09  H7   single    0.930  0.020  1.080
 OSG  C11  H8   single    0.970  0.020  1.090
 OSG  C11  H9   single    0.970  0.020  1.090
 OSG  C11  H10  single    0.970  0.020  1.090
 OSG  C27  H11  single    0.970  0.020  1.090
 OSG  C27  H12  single    0.970  0.020  1.090
 OSG  C30  H13  single    0.970  0.020  1.090
 OSG  C30  H14  single    0.970  0.020  1.090
 OSG  C31  H15  single    0.970  0.020  1.090
 OSG  C31  H16  single    0.970  0.020  1.090
 OSG  C32  H17  single    0.970  0.020  1.090
 OSG  C32  H18  single    0.970  0.020  1.090
 OSG  C32  H19  single    0.970  0.020  1.090
 OSG  N02  H20  single    0.890  0.020  1.040
 OSG  N02  H21  single    0.890  0.020  1.040
 OSG  N28  H22  single    0.890  0.020  1.040
 OSG  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
 OSG  N01  C10  C09  118.10  3.000
 OSG  C09  C10  C05  118.85  3.000
 OSG  N01  C10  C05  123.05  3.000
 OSG  H1   C22  C21  120.20  3.000
 OSG  H1   C22  C23  119.05  3.000
 OSG  C21  C22  C23  120.73  3.000
 OSG  H2   C23  C24  119.60  3.000
 OSG  H2   C23  C22  119.90  3.000
 OSG  C24  C23  C22  120.48  3.000
 OSG  O29  C24  C25  119.79  3.000
 OSG  O29  C24  C23  120.10  3.000
 OSG  C25  C24  C23  120.09  3.000
 OSG  H3   C26  C25  118.08  3.000
 OSG  H3   C26  C21  119.44  3.000
 OSG  C25  C26  C21  122.46  3.000
 OSG  N02  C02  N01  118.31  3.000
 OSG  N01  C02  C03  122.83  3.000
 OSG  N02  C02  C03  118.82  3.000
 OSG  H4   C03  C04  120.60  3.000
 OSG  H4   C03  C02  119.30  3.000
 OSG  C04  C03  C02  120.09  3.000
 OSG  C11  C04  C05  120.84  3.000
 OSG  C05  C04  C03  117.99  3.000
 OSG  C11  C04  C03  121.17  3.000
 OSG  C06  C05  C04  123.38  3.000
 OSG  C06  C05  C10  118.86  3.000
 OSG  C04  C05  C10  117.77  3.000
 OSG  H5   C06  C07  119.11  3.000
 OSG  H5   C06  C05  119.75  3.000
 OSG  C07  C06  C05  121.14  3.000
 OSG  H6   C07  C08  119.88  3.000
 OSG  H6   C07  C06  119.42  3.000
 OSG  C08  C07  C06  120.69  3.000
 OSG  C21  C08  C09  120.96  3.000
 OSG  C21  C08  C07  120.35  3.000
 OSG  C09  C08  C07  118.69  3.000
 OSG  H7   C09  C08  120.79  3.000
 OSG  H7   C09  C10  117.43  3.000
 OSG  C08  C09  C10  121.77  3.000
 OSG  H10  C11  H9   108.01  3.000
 OSG  H10  C11  H8   108.04  3.000
 OSG  H9   C11  H8   106.99  3.000
 OSG  H10  C11  C04  111.17  3.000
 OSG  H9   C11  C04  111.24  3.000
 OSG  H8   C11  C04  111.21  3.000
 OSG  C08  C21  C26  120.84  3.000
 OSG  C26  C21  C22  117.85  3.000
 OSG  C08  C21  C22  121.31  3.000
 OSG  C27  C25  C26  120.08  3.000
 OSG  C27  C25  C24  121.50  3.000
 OSG  C26  C25  C24  118.39  3.000
 OSG  H12  C27  H11  106.67  3.000
 OSG  H12  C27  N28  107.98  3.000
 OSG  H11  C27  N28  113.33  3.000
 OSG  H12  C27  C25  109.99  3.000
 OSG  H11  C27  C25  108.27  3.000
 OSG  N28  C27  C25  110.50  3.000
 OSG  H14  C30  H13  108.36  3.000
 OSG  H14  C30  O29  109.91  3.000
 OSG  H13  C30  O29  109.34  3.000
 OSG  H14  C30  C31  110.28  3.000
 OSG  H13  C30  C31  110.14  3.000
 OSG  O29  C30  C31  108.79  3.000
 OSG  H16  C31  H15  106.12  3.000
 OSG  H16  C31  C32  109.75  3.000
 OSG  H15  C31  C32  110.39  3.000
 OSG  H16  C31  C30  106.91  3.000
 OSG  H15  C31  C30  109.77  3.000
 OSG  C32  C31  C30  113.58  3.000
 OSG  H19  C32  H18  107.41  3.000
 OSG  H19  C32  H17  107.99  3.000
 OSG  H18  C32  H17  107.66  3.000
 OSG  H19  C32  C31  110.93  3.000
 OSG  H18  C32  C31  111.69  3.000
 OSG  H17  C32  C31  110.99  3.000
 OSG  C02  N01  C10  118.27  3.000
 OSG  H21  N02  H20  115.20  3.000
 OSG  H21  N02  C02  118.74  3.000
 OSG  H20  N02  C02  117.31  3.000
 OSG  H23  N28  H22  105.92  3.000
 OSG  H23  N28  C27  109.29  3.000
 OSG  H22  N28  C27  109.15  3.000
 OSG  C30  O29  C24  115.27  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
 OSG  CONST_01  C03  C04  C05  C10     0.00   0.0  0
 OSG  CONST_02  C07  C06  C05  C10     0.00   0.0  0
 OSG  CONST_03  C03  C02  N01  C10     0.00   0.0  0
 OSG  CONST_04  C07  C08  C09  C10     0.00   0.0  0
 OSG  CONST_05  C21  C08  C09  C10   180.00   0.0  0
 OSG  CONST_08  C25  C26  C21  C22     0.00   0.0  0
 OSG  CONST_09  C25  C24  C23  C22     0.00   0.0  0
 OSG  CONST_10  C08  C21  C22  C23   180.00   0.0  0
 OSG  CONST_11  C26  C21  C22  C23     0.00   0.0  0
 OSG  CONST_12  C26  C25  C24  C23     0.00   0.0  0
 OSG  CONST_13  C21  C26  C25  C24     0.00   0.0  0
 OSG  CONST_14  C21  C22  C23  C24     0.00   0.0  0
 OSG  CONST_17  C05  C04  C03  C02     0.00   0.0  0
 OSG  CONST_18  C05  C10  N01  C02     0.00   0.0  0
 OSG  CONST_19  C09  C10  N01  C02   180.00   0.0  0
 OSG  CONST_20  C06  C05  C04  C03   180.00   0.0  0
 OSG  CONST_21  N01  C02  C03  C04     0.00   0.0  0
 OSG  CONST_22  C07  C06  C05  C04   180.00   0.0  0
 OSG  CONST_23  N01  C10  C05  C04     0.00   0.0  0
 OSG  CONST_24  C09  C10  C05  C04   180.00   0.0  0
 OSG  CONST_25  C08  C07  C06  C05     0.00   0.0  0
 OSG  CONST_26  C08  C09  C10  C05     0.00   0.0  0
 OSG  CONST_27  N01  C10  C05  C06   180.00   0.0  0
 OSG  CONST_28  C09  C10  C05  C06     0.00   0.0  0
 OSG  CONST_29  C09  C08  C07  C06     0.00   0.0  0
 OSG  CONST_30  C21  C08  C07  C06   180.00   0.0  0
 OSG  CONST_31  N01  C10  C09  C08   180.00   0.0  0
 OSG  CONST_32  C25  C26  C21  C08   180.00   0.0  0
 OSG  CONST_33  C11  C04  C05  C10   180.00   0.0  0
 OSG  CONST_34  N02  C02  N01  C10   180.00   0.0  0
 OSG  CONST_35  O29  C24  C23  C22   180.00   0.0  0
 OSG  CONST_36  C27  C25  C24  C23   180.00   0.0  0
 OSG  CONST_37  O29  C24  C25  C26   180.00   0.0  0
 OSG  CONST_38  C11  C04  C03  C02   180.00   0.0  0
 OSG  CONST_39  N02  C02  C03  C04   180.00   0.0  0
 OSG  CONST_40  C11  C04  C05  C06     0.00   0.0  0
 OSG  CONST_41  C27  C25  C26  C21   180.00   0.0  0
 OSG  CONST_42  H5   C06  C05  C10   180.00   0.0  0
 OSG  CONST_43  H3   C26  C21  C22   180.00   0.0  0
 OSG  CONST_44  H1   C22  C23  C24   180.00   0.0  0
 OSG  CONST_45  H4   C03  C04  C05   180.00   0.0  0
 OSG  CONST_46  H6   C07  C06  C05   180.00   0.0  0
 OSG  CONST_47  H7   C09  C10  C05   180.00   0.0  0
 OSG  CONST_48  H2   C23  C22  C21   180.00   0.0  0
 OSG  CONST_49  H20  N02  C02  C03   180.00   0.0  0
 OSG  Var_01    N28  C27  C25  C24   -78.81  30.0  1
 OSG  Var_02    H8   C11  C04  C03   119.52  30.0  2
 OSG  Var_03    C31  C30  O29  C24  -172.22  30.0  3
 OSG  Var_04    H22  N28  C27  C25   173.85  30.0  3
 OSG  Var_05    O29  C30  C31  C32    62.60  30.0  2
 OSG  Var_06    H17  C32  C31  C30   175.03  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
 OSG  plan-1  C22  0.020
 OSG  plan-1  C23  0.020
 OSG  plan-1  C24  0.020
 OSG  plan-1  C26  0.020
 OSG  plan-1  C08  0.020
 OSG  plan-1  C21  0.020
 OSG  plan-1  C25  0.020
 OSG  plan-1  C27  0.020
 OSG  plan-1  H1   0.020
 OSG  plan-1  H2   0.020
 OSG  plan-1  H3   0.020
 OSG  plan-1  O29  0.020
 OSG  plan-2  C10  0.020
 OSG  plan-2  C02  0.020
 OSG  plan-2  C03  0.020
 OSG  plan-2  C04  0.020
 OSG  plan-2  C05  0.020
 OSG  plan-2  C06  0.020
 OSG  plan-2  C07  0.020
 OSG  plan-2  C08  0.020
 OSG  plan-2  C09  0.020
 OSG  plan-2  C11  0.020
 OSG  plan-2  C21  0.020
 OSG  plan-2  N01  0.020
 OSG  plan-2  N02  0.020
 OSG  plan-2  H4   0.020
 OSG  plan-2  H5   0.020
 OSG  plan-2  H6   0.020
 OSG  plan-2  H7   0.020
 OSG  plan-3  C02  0.020
 OSG  plan-3  N02  0.020
 OSG  plan-3  H20  0.020
 OSG  plan-3  H21  0.020

