# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 02:48:46 2021
#   Inital geometry file: a 116 line input string
#   Ligand name: 7-[3-(aminomethyl)-4-(cyclopropylmethoxy)phenyl]-4-methylquinolin-2-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cc(N)nc2cc(ccc12)c3ccc(OCC4CC4)c(CN)c3
#
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
 OU1  OU1  7-[3-(aminomethyl)-4-(cyclopropylmethoxy)phenyl]-4-methylquinolin-2-amine  ligand  48  25  .  2022-07-22  2023-02-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_OU1
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
 OU1  C02  C  CR6   0   0.450  14.2801   0.4525  23.3862
 OU1  C03  C  CR16  0  -0.452  14.8553   1.2719  22.3665
 OU1  C04  C  CR6   0   0.213  14.2383   2.4238  21.9880
 OU1  C05  C  CR66  0   0.004  13.0165   2.7763  22.6408
 OU1  C06  C  CR16  0  -0.320  12.2850   3.9411  22.3419
 OU1  C07  C  CR16  0  -0.320  11.1175   4.2338  22.9967
 OU1  C08  C  CR6   0   0.098  10.6151   3.3725  23.9984
 OU1  C09  C  CR16  0  -0.398  11.3245   2.2280  24.2998
 OU1  C10  C  CR66  0   0.242  12.5244   1.8992  23.6369
 OU1  C11  C  CH3   0  -0.750  14.8211   3.3014  20.9257
 OU1  C21  C  CR6   0   0.092   9.3600   3.7027  24.7003
 OU1  C22  C  CR16  0  -0.316   8.9901   5.0233  24.9337
 OU1  C23  C  CR16  0  -0.366   7.8102   5.3388  25.5926
 OU1  C24  C  CR6   0   0.355   6.9662   4.3254  26.0372
 OU1  C25  C  CR6   0   0.038   7.3152   2.9822  25.8240
 OU1  C26  C  CR16  0  -0.360   8.4963   2.7030  25.1588
 OU1  C27  C  CH2   0  -0.365   6.4057   1.8719  26.2795
 OU1  C30  C  CH2   0  -0.185   5.3578   5.8744  26.8816
 OU1  C31  C  CH1   0  -0.278   4.0328   5.8185  27.5710
 OU1  C32  C  CH2   0  -0.494   3.6519   6.9468  28.4801
 OU1  C33  C  CH2   0  -0.480   3.9827   5.6027  29.0516
 OU1  N01  N  N     0  -0.517  13.1579   0.7556  23.9935
 OU1  N02  N  NH2   0  -0.840  14.9383  -0.6671  23.7747
 OU1  O29  O  O2    0  -0.466   5.8033   4.5405  26.6782
 OU1  N28  N  NH2   0  -0.796   5.2683   1.7123  25.3763
 OU1  H1   H  HCR6  0   0.264  15.7865   0.9686  21.9030
 OU1  H2   H  HCR6  0   0.255  12.6445   4.6171  21.5766
 OU1  H3   H  HCR6  0   0.250  10.5673   5.1251  22.7241
 OU1  H4   H  HCR6  0   0.244  10.9817   1.5547  25.0761
 OU1  H5   H  HCH3  0   0.255  14.1368   3.4122  20.0830
 OU1  H6   H  HCH3  0   0.255  15.0211   4.3035  21.3081
 OU1  H7   H  HCH3  0   0.260  15.7570   2.8937  20.5487
 OU1  H8   H  HCR6  0   0.255   9.6336   5.8353  24.6184
 OU1  H9   H  HCR6  0   0.280   7.5720   6.3808  25.7553
 OU1  H10  H  HCR6  0   0.247   8.7415   1.6629  24.9767
 OU1  H11  H  HCH2  0   0.212   6.1141   2.0436  27.3233
 OU1  H12  H  HCH2  0   0.236   6.9734   0.9396  26.2708
 OU1  H13  H  HCH2  0   0.222   6.0799   6.4297  27.4923
 OU1  H14  H  HCH2  0   0.234   5.2718   6.3920  25.9193
 OU1  H15  H  HCH1  0   0.264   3.2319   5.3788  26.9857
 OU1  H16  H  HCH2  0   0.249   4.3650   7.7501  28.6214
 OU1  H17  H  HCH2  0   0.256   2.6186   7.2676  28.4803
 OU1  H18  H  HCH2  0   0.253   3.1749   5.0024  29.4494
 OU1  H19  H  HCH2  0   0.247   4.9212   5.4904  29.5811
 OU1  H20  H  HNH2  0   0.386  14.4397  -1.3287  24.3457
 OU1  H21  H  HNH2  0   0.396  15.6427  -1.0575  23.1730
 OU1  H22  H  HNH2  0   0.349   4.7034   0.9391  25.7063
 OU1  H23  H  HNH2  0   0.342   4.6715   2.5272  25.4478

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
 OU1  C11  C04  single    1.496  0.020  1.496
 OU1  C04  C03  aromatic  1.361  0.020  1.361
 OU1  C04  C05  aromatic  1.429  0.020  1.429
 OU1  C03  C02  aromatic  1.429  0.020  1.429
 OU1  C06  C05  aromatic  1.408  0.020  1.408
 OU1  C06  C07  aromatic  1.370  0.020  1.370
 OU1  C05  C10  aromatic  1.416  0.020  1.416
 OU1  C07  C08  aromatic  1.413  0.020  1.413
 OU1  C02  N02  single    1.356  0.020  1.356
 OU1  C02  N01  aromatic  1.311  0.020  1.311
 OU1  C10  N01  aromatic  1.355  0.020  1.355
 OU1  C10  C09  aromatic  1.410  0.020  1.410
 OU1  C08  C09  aromatic  1.380  0.020  1.380
 OU1  C08  C21  single    1.476  0.020  1.476
 OU1  C21  C26  aromatic  1.398  0.020  1.398
 OU1  C21  C22  aromatic  1.391  0.020  1.391
 OU1  N28  C27  single    1.461  0.020  1.461
 OU1  C26  C25  aromatic  1.384  0.020  1.384
 OU1  C22  C23  aromatic  1.388  0.020  1.388
 OU1  C25  C27  single    1.506  0.020  1.506
 OU1  C25  C24  aromatic  1.404  0.020  1.404
 OU1  C23  C24  aromatic  1.392  0.020  1.392
 OU1  C24  O29  single    1.345  0.020  1.345
 OU1  O29  C30  single    1.421  0.020  1.421
 OU1  C31  C30  single    1.495  0.020  1.495
 OU1  C31  C32  single    1.498  0.020  1.498
 OU1  C31  C33  single    1.497  0.020  1.497
 OU1  C32  C33  single    1.498  0.020  1.498
 OU1  C03  H1   single    0.930  0.020  1.080
 OU1  C06  H2   single    0.930  0.020  1.080
 OU1  C07  H3   single    0.930  0.020  1.080
 OU1  C09  H4   single    0.930  0.020  1.080
 OU1  C11  H5   single    0.970  0.020  1.090
 OU1  C11  H6   single    0.970  0.020  1.090
 OU1  C11  H7   single    0.970  0.020  1.090
 OU1  C22  H8   single    0.930  0.020  1.080
 OU1  C23  H9   single    0.930  0.020  1.080
 OU1  C26  H10  single    0.930  0.020  1.080
 OU1  C27  H11  single    0.970  0.020  1.090
 OU1  C27  H12  single    0.970  0.020  1.090
 OU1  C30  H13  single    0.970  0.020  1.090
 OU1  C30  H14  single    0.970  0.020  1.090
 OU1  C31  H15  single    0.970  0.020  1.090
 OU1  C32  H16  single    0.970  0.020  1.090
 OU1  C32  H17  single    0.970  0.020  1.090
 OU1  C33  H18  single    0.970  0.020  1.090
 OU1  C33  H19  single    0.970  0.020  1.090
 OU1  N02  H20  single    0.890  0.020  1.040
 OU1  N02  H21  single    0.890  0.020  1.040
 OU1  N28  H22  single    0.890  0.020  1.040
 OU1  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
 OU1  N02  C02  N01  118.27  3.000
 OU1  N01  C02  C03  122.84  3.000
 OU1  N02  C02  C03  118.86  3.000
 OU1  H1   C03  C04  120.52  3.000
 OU1  H1   C03  C02  119.39  3.000
 OU1  C04  C03  C02  120.10  3.000
 OU1  C11  C04  C05  120.84  3.000
 OU1  C05  C04  C03  117.99  3.000
 OU1  C11  C04  C03  121.17  3.000
 OU1  C10  C05  C06  118.79  3.000
 OU1  C10  C05  C04  117.76  3.000
 OU1  C06  C05  C04  123.45  3.000
 OU1  H2   C06  C07  119.17  3.000
 OU1  H2   C06  C05  119.63  3.000
 OU1  C07  C06  C05  121.20  3.000
 OU1  H3   C07  C08  119.98  3.000
 OU1  H3   C07  C06  119.25  3.000
 OU1  C08  C07  C06  120.75  3.000
 OU1  C21  C08  C09  121.27  3.000
 OU1  C21  C08  C07  120.21  3.000
 OU1  C09  C08  C07  118.53  3.000
 OU1  H4   C09  C10  117.47  3.000
 OU1  H4   C09  C08  120.62  3.000
 OU1  C10  C09  C08  121.89  3.000
 OU1  N01  C10  C09  118.10  3.000
 OU1  C09  C10  C05  118.83  3.000
 OU1  N01  C10  C05  123.06  3.000
 OU1  H7   C11  H6   107.93  3.000
 OU1  H7   C11  H5   108.05  3.000
 OU1  H6   C11  H5   107.00  3.000
 OU1  H7   C11  C04  111.17  3.000
 OU1  H6   C11  C04  111.18  3.000
 OU1  H5   C11  C04  111.32  3.000
 OU1  C26  C21  C22  117.35  3.000
 OU1  C22  C21  C08  121.23  3.000
 OU1  C26  C21  C08  121.42  3.000
 OU1  H8   C22  C23  118.23  3.000
 OU1  H8   C22  C21  120.33  3.000
 OU1  C23  C22  C21  121.43  3.000
 OU1  H9   C23  C24  121.33  3.000
 OU1  H9   C23  C22  118.55  3.000
 OU1  C24  C23  C22  120.12  3.000
 OU1  O29  C24  C25  116.12  3.000
 OU1  O29  C24  C23  124.06  3.000
 OU1  C25  C24  C23  119.82  3.000
 OU1  C27  C25  C26  120.80  3.000
 OU1  C27  C25  C24  120.62  3.000
 OU1  C26  C25  C24  118.56  3.000
 OU1  H10  C26  C25  117.87  3.000
 OU1  H10  C26  C21  119.41  3.000
 OU1  C25  C26  C21  122.71  3.000
 OU1  H12  C27  H11  106.23  3.000
 OU1  H12  C27  N28  107.85  3.000
 OU1  H11  C27  N28  113.47  3.000
 OU1  H12  C27  C25  108.25  3.000
 OU1  H11  C27  C25  109.44  3.000
 OU1  N28  C27  C25  111.33  3.000
 OU1  H14  C30  H13  107.54  3.000
 OU1  H14  C30  O29  110.02  3.000
 OU1  H13  C30  O29  110.40  3.000
 OU1  H14  C30  C31  110.67  3.000
 OU1  H13  C30  C31  110.23  3.000
 OU1  O29  C30  C31  107.99  3.000
 OU1  H15  C31  C33  116.77  3.000
 OU1  H15  C31  C32  116.42  3.000
 OU1  C33  C31  C32   59.99  3.000
 OU1  H15  C31  C30  114.88  3.000
 OU1  C33  C31  C30  119.42  3.000
 OU1  C32  C31  C30  118.49  3.000
 OU1  H17  C32  H16  114.12  3.000
 OU1  H17  C32  C33  118.49  3.000
 OU1  H16  C32  C33  118.06  3.000
 OU1  H17  C32  C31  117.79  3.000
 OU1  H16  C32  C31  118.05  3.000
 OU1  C33  C32  C31   59.97  3.000
 OU1  H19  C33  H18  114.17  3.000
 OU1  H19  C33  C32  118.09  3.000
 OU1  H18  C33  C32  118.25  3.000
 OU1  H19  C33  C31  117.99  3.000
 OU1  H18  C33  C31  117.93  3.000
 OU1  C32  C33  C31   60.04  3.000
 OU1  C10  N01  C02  118.25  3.000
 OU1  H21  N02  H20  115.57  3.000
 OU1  H21  N02  C02  119.30  3.000
 OU1  H20  N02  C02  117.71  3.000
 OU1  C30  O29  C24  119.30  3.000
 OU1  H23  N28  H22  105.22  3.000
 OU1  H23  N28  C27  109.10  3.000
 OU1  H22  N28  C27  108.43  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
 OU1  CONST_01  C05  C04  C03  C02     0.00   0.0  0
 OU1  CONST_02  C05  C10  N01  C02     0.00   0.0  0
 OU1  CONST_03  C09  C10  N01  C02   180.00   0.0  0
 OU1  CONST_04  C06  C05  C04  C03   180.00   0.0  0
 OU1  CONST_05  C10  C05  C04  C03     0.00   0.0  0
 OU1  CONST_06  C10  N01  C02  C03     0.00   0.0  0
 OU1  CONST_07  N01  C02  C03  C04     0.00   0.0  0
 OU1  CONST_08  C07  C06  C05  C04   180.00   0.0  0
 OU1  CONST_09  N01  C10  C05  C04     0.00   0.0  0
 OU1  CONST_10  C09  C10  C05  C04   180.00   0.0  0
 OU1  CONST_11  C08  C07  C06  C05     0.00   0.0  0
 OU1  CONST_12  C08  C09  C10  C05     0.00   0.0  0
 OU1  CONST_13  N01  C10  C05  C06   180.00   0.0  0
 OU1  CONST_14  C09  C10  C05  C06     0.00   0.0  0
 OU1  CONST_15  C09  C08  C07  C06     0.00   0.0  0
 OU1  CONST_16  C21  C08  C07  C06   180.00   0.0  0
 OU1  CONST_17  C10  C05  C06  C07     0.00   0.0  0
 OU1  CONST_18  C10  C09  C08  C07     0.00   0.0  0
 OU1  CONST_21  N01  C10  C09  C08   180.00   0.0  0
 OU1  CONST_22  C25  C26  C21  C08   180.00   0.0  0
 OU1  CONST_23  C23  C22  C21  C08   180.00   0.0  0
 OU1  CONST_26  C21  C08  C09  C10   180.00   0.0  0
 OU1  CONST_27  C24  C25  C26  C21     0.00   0.0  0
 OU1  CONST_28  C24  C23  C22  C21     0.00   0.0  0
 OU1  CONST_29  C25  C26  C21  C22     0.00   0.0  0
 OU1  CONST_30  C25  C24  C23  C22     0.00   0.0  0
 OU1  CONST_31  C26  C21  C22  C23     0.00   0.0  0
 OU1  CONST_32  C26  C25  C24  C23     0.00   0.0  0
 OU1  CONST_33  C11  C04  C03  C02   180.00   0.0  0
 OU1  CONST_34  N02  C02  C03  C04   180.00   0.0  0
 OU1  CONST_35  C11  C04  C05  C06     0.00   0.0  0
 OU1  CONST_36  C11  C04  C05  C10   180.00   0.0  0
 OU1  CONST_37  N02  C02  N01  C10   180.00   0.0  0
 OU1  CONST_38  C27  C25  C26  C21   180.00   0.0  0
 OU1  CONST_39  O29  C24  C23  C22   180.00   0.0  0
 OU1  CONST_40  C27  C25  C24  C23   180.00   0.0  0
 OU1  CONST_41  O29  C24  C25  C26   180.00   0.0  0
 OU1  CONST_42  H2   C06  C05  C04     0.00   0.0  0
 OU1  CONST_43  H1   C03  C04  C05   180.00   0.0  0
 OU1  CONST_44  H3   C07  C06  C05   180.00   0.0  0
 OU1  CONST_45  H4   C09  C10  C05   180.00   0.0  0
 OU1  CONST_46  H10  C26  C21  C08     0.00   0.0  0
 OU1  CONST_47  H8   C22  C21  C08     0.00   0.0  0
 OU1  CONST_48  H9   C23  C22  C21   180.00   0.0  0
 OU1  CONST_49  H20  N02  C02  C03   180.00   0.0  0
 OU1  Var_01    C33  C32  C31  C30  -109.38  30.0  1
 OU1  Var_02    H18  C33  C32  C31  -107.70  30.0  1
 OU1  Var_03    N28  C27  C25  C24    77.00  30.0  2
 OU1  Var_04    C31  C30  O29  C24   178.20  30.0  3
 OU1  Var_05    O29  C30  C31  C32   150.31  30.0  3
 OU1  Var_06    H5   C11  C04  C03   119.88  30.0  2
 OU1  Var_07    H22  N28  C27  C25   178.27  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 OU1  chir_01  C31  C30  C32  C33  both

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
 OU1  plan-1  C08  0.020
 OU1  plan-1  C21  0.020
 OU1  plan-1  C22  0.020
 OU1  plan-1  C23  0.020
 OU1  plan-1  C24  0.020
 OU1  plan-1  C25  0.020
 OU1  plan-1  C26  0.020
 OU1  plan-1  C27  0.020
 OU1  plan-1  O29  0.020
 OU1  plan-1  H8   0.020
 OU1  plan-1  H9   0.020
 OU1  plan-1  H10  0.020
 OU1  plan-2  C02  0.020
 OU1  plan-2  C03  0.020
 OU1  plan-2  C04  0.020
 OU1  plan-2  C05  0.020
 OU1  plan-2  C06  0.020
 OU1  plan-2  C07  0.020
 OU1  plan-2  C08  0.020
 OU1  plan-2  C09  0.020
 OU1  plan-2  C10  0.020
 OU1  plan-2  C11  0.020
 OU1  plan-2  C21  0.020
 OU1  plan-2  N01  0.020
 OU1  plan-2  N02  0.020
 OU1  plan-2  H1   0.020
 OU1  plan-2  H2   0.020
 OU1  plan-2  H3   0.020
 OU1  plan-2  H4   0.020
 OU1  plan-3  C02  0.020
 OU1  plan-3  N02  0.020
 OU1  plan-3  H20  0.020
 OU1  plan-3  H21  0.020

