# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 12:47:58 2021
#   Inital geometry file: a 108 line input string
#   Ligand name: 7-[3-(aminomethyl)-4-ethoxyphenyl]-4-methylquinolin-2-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOc1ccc(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
 OSJ  OSJ  7-[3-(aminomethyl)-4-ethoxyphenyl]-4-methylquinolin-2-amine  ligand  44  23  .  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_OSJ
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
 OSJ  N28  N  NH2   0  -0.762  123.5451  255.5461  360.5803
 OSJ  C27  C  CH2   0  -0.341  122.3166  255.8057  359.8411
 OSJ  C25  C  CR6   0   0.027  121.7496  254.5247  359.2953
 OSJ  C24  C  CR6   0   0.372  122.3000  253.9147  358.1566
 OSJ  O29  O  O2    0  -0.466  123.3244  254.5607  357.5748
 OSJ  C30  C  CH2   0  -0.193  123.8413  254.1098  356.3315
 OSJ  C31  C  CH3   0  -0.670  122.9493  254.4652  355.1584
 OSJ  C23  C  CR16  0  -0.346  121.7693  252.7102  357.7021
 OSJ  C22  C  CR16  0  -0.295  120.7183  252.1080  358.3774
 OSJ  C21  C  CR6   0   0.091  120.1606  252.6847  359.5123
 OSJ  C26  C  CR16  0  -0.330  120.7002  253.8984  359.9449
 OSJ  C08  C  CR6   0   0.100  119.0424  252.0478  360.2305
 OSJ  C09  C  CR16  0  -0.372  118.9629  250.6776  360.3545
 OSJ  C10  C  CR66  0   0.251  117.8951  250.0549  361.0301
 OSJ  C05  C  CR66  0   0.019  116.8836  250.8613  361.6040
 OSJ  C06  C  CR16  0  -0.295  116.9776  252.2601  361.4749
 OSJ  C07  C  CR16  0  -0.304  118.0229  252.8391  360.8066
 OSJ  N01  N  N     0  -0.504  117.8951  248.7029  361.1132
 OSJ  C02  C  CR6   0   0.464  116.9030  248.1207  361.7334
 OSJ  N02  N  NH2   0  -0.825  116.8781  246.7575  361.7625
 OSJ  C03  C  CR16  0  -0.428  115.8347  248.8436  362.3409
 OSJ  C04  C  CR6   0   0.228  115.8176  250.2033  362.2872
 OSJ  C11  C  CH3   0  -0.735  114.7137  250.9894  362.9205
 OSJ  H1   H  HNH2  0   0.333  123.9277  256.4255  360.9030
 OSJ  H2   H  HNH2  0   0.325  123.3196  255.0243  361.4177
 OSJ  H4   H  HCH2  0   0.231  122.5503  256.4899  359.0242
 OSJ  H5   H  HCH2  0   0.201  121.5412  256.2999  360.4410
 OSJ  H6   H  HCH2  0   0.213  124.0507  253.0363  356.3594
 OSJ  H7   H  HCH2  0   0.244  124.8031  254.6117  356.2309
 OSJ  H8   H  HCH3  0   0.232  123.3662  254.0424  354.2449
 OSJ  H9   H  HCH3  0   0.231  121.9377  254.0748  355.2692
 OSJ  H10  H  HCH3  0   0.232  122.8837  255.5449  355.0295
 OSJ  H11  H  HCR6  0   0.254  122.1489  252.2218  356.8156
 OSJ  H12  H  HCR6  0   0.235  120.3176  251.1823  357.9841
 OSJ  H13  H  HCR6  0   0.219  120.3022  254.3720  360.8357
 OSJ  H14  H  HCR6  0   0.231  119.7391  250.0403  359.9493
 OSJ  H15  H  HCR6  0   0.227  116.2109  252.8949  361.8994
 OSJ  H16  H  HCR6  0   0.230  118.0536  253.9156  360.6993
 OSJ  H17  H  HNH2  0   0.362  117.7200  246.2884  361.4771
 OSJ  H18  H  HNH2  0   0.360  116.3560  246.2989  362.4867
 OSJ  H19  H  HCR6  0   0.221  115.0355  248.3041  362.8350
 OSJ  H20  H  HCH3  0   0.246  114.1912  251.6031  362.1853
 OSJ  H21  H  HCH3  0   0.242  113.9801  250.3372  363.3906
 OSJ  H22  H  HCH3  0   0.245  115.0993  251.6646  363.6857

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
 OSJ  C31  C30  single    1.516  0.020  1.516
 OSJ  C30  O29  single    1.420  0.020  1.420
 OSJ  O29  C24  single    1.344  0.020  1.344
 OSJ  C23  C24  aromatic  1.393  0.020  1.393
 OSJ  C23  C22  aromatic  1.387  0.020  1.387
 OSJ  C24  C25  aromatic  1.404  0.020  1.404
 OSJ  C22  C21  aromatic  1.390  0.020  1.390
 OSJ  C25  C27  single    1.503  0.020  1.503
 OSJ  C25  C26  aromatic  1.384  0.020  1.384
 OSJ  C21  C26  aromatic  1.397  0.020  1.397
 OSJ  C21  C08  single    1.474  0.020  1.474
 OSJ  C27  N28  single    1.457  0.020  1.457
 OSJ  C09  C08  aromatic  1.378  0.020  1.378
 OSJ  C09  C10  aromatic  1.409  0.020  1.409
 OSJ  C08  C07  aromatic  1.413  0.020  1.413
 OSJ  N01  C10  aromatic  1.355  0.020  1.355
 OSJ  N01  C02  aromatic  1.307  0.020  1.307
 OSJ  C10  C05  aromatic  1.415  0.020  1.415
 OSJ  N02  C02  single    1.364  0.020  1.364
 OSJ  C07  C06  aromatic  1.369  0.020  1.369
 OSJ  C02  C03  aromatic  1.426  0.020  1.426
 OSJ  C05  C06  aromatic  1.408  0.020  1.408
 OSJ  C05  C04  aromatic  1.427  0.020  1.427
 OSJ  C03  C04  aromatic  1.361  0.020  1.361
 OSJ  C04  C11  single    1.496  0.020  1.496
 OSJ  N28  H1   single    0.890  0.020  1.040
 OSJ  N28  H2   single    0.890  0.020  1.040
 OSJ  C27  H4   single    0.970  0.020  1.090
 OSJ  C27  H5   single    0.970  0.020  1.090
 OSJ  C30  H6   single    0.970  0.020  1.090
 OSJ  C30  H7   single    0.970  0.020  1.090
 OSJ  C31  H8   single    0.970  0.020  1.090
 OSJ  C31  H9   single    0.970  0.020  1.090
 OSJ  C31  H10  single    0.970  0.020  1.090
 OSJ  C23  H11  single    0.930  0.020  1.080
 OSJ  C22  H12  single    0.930  0.020  1.080
 OSJ  C26  H13  single    0.930  0.020  1.080
 OSJ  C09  H14  single    0.930  0.020  1.080
 OSJ  C06  H15  single    0.930  0.020  1.080
 OSJ  C07  H16  single    0.930  0.020  1.080
 OSJ  N02  H17  single    0.890  0.020  1.040
 OSJ  N02  H18  single    0.890  0.020  1.040
 OSJ  C03  H19  single    0.930  0.020  1.080
 OSJ  C11  H20  single    0.970  0.020  1.090
 OSJ  C11  H21  single    0.970  0.020  1.090
 OSJ  C11  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
 OSJ  H2   N28  H1   105.57  3.000
 OSJ  H2   N28  C27  108.89  3.000
 OSJ  H1   N28  C27  109.01  3.000
 OSJ  H5   C27  H4   106.15  3.000
 OSJ  H5   C27  C25  108.40  3.000
 OSJ  H4   C27  C25  110.08  3.000
 OSJ  H5   C27  N28  113.48  3.000
 OSJ  H4   C27  N28  108.12  3.000
 OSJ  C25  C27  N28  110.51  3.000
 OSJ  C26  C25  C24  118.76  3.000
 OSJ  C26  C25  C27  120.08  3.000
 OSJ  C24  C25  C27  121.11  3.000
 OSJ  C23  C24  O29  124.41  3.000
 OSJ  C23  C24  C25  119.41  3.000
 OSJ  O29  C24  C25  116.17  3.000
 OSJ  C30  O29  C24  120.27  3.000
 OSJ  H7   C30  H6   106.59  3.000
 OSJ  H7   C30  C31  109.88  3.000
 OSJ  H6   C30  C31  111.24  3.000
 OSJ  H7   C30  O29  104.83  3.000
 OSJ  H6   C30  O29  111.03  3.000
 OSJ  C31  C30  O29  112.89  3.000
 OSJ  H10  C31  H9   108.12  3.000
 OSJ  H10  C31  H8   107.96  3.000
 OSJ  H9   C31  H8   107.55  3.000
 OSJ  H10  C31  C30  111.06  3.000
 OSJ  H9   C31  C30  112.55  3.000
 OSJ  H8   C31  C30  109.43  3.000
 OSJ  H11  C23  C22  117.99  3.000
 OSJ  H11  C23  C24  121.64  3.000
 OSJ  C22  C23  C24  120.36  3.000
 OSJ  H12  C22  C21  120.19  3.000
 OSJ  H12  C22  C23  118.35  3.000
 OSJ  C21  C22  C23  121.44  3.000
 OSJ  C08  C21  C26  121.17  3.000
 OSJ  C08  C21  C22  121.54  3.000
 OSJ  C26  C21  C22  117.29  3.000
 OSJ  H13  C26  C21  119.47  3.000
 OSJ  H13  C26  C25  117.78  3.000
 OSJ  C21  C26  C25  122.73  3.000
 OSJ  C07  C08  C09  118.58  3.000
 OSJ  C07  C08  C21  120.27  3.000
 OSJ  C09  C08  C21  121.15  3.000
 OSJ  H14  C09  C10  117.56  3.000
 OSJ  H14  C09  C08  120.67  3.000
 OSJ  C10  C09  C08  121.76  3.000
 OSJ  N01  C10  C05  122.95  3.000
 OSJ  C05  C10  C09  118.98  3.000
 OSJ  N01  C10  C09  118.07  3.000
 OSJ  C04  C05  C06  123.50  3.000
 OSJ  C04  C05  C10  117.73  3.000
 OSJ  C06  C05  C10  118.76  3.000
 OSJ  H15  C06  C07  118.96  3.000
 OSJ  H15  C06  C05  119.97  3.000
 OSJ  C07  C06  C05  121.06  3.000
 OSJ  H16  C07  C06  119.38  3.000
 OSJ  H16  C07  C08  119.74  3.000
 OSJ  C06  C07  C08  120.86  3.000
 OSJ  C02  N01  C10  118.28  3.000
 OSJ  C03  C02  N02  118.94  3.000
 OSJ  C03  C02  N01  123.04  3.000
 OSJ  N02  C02  N01  117.99  3.000
 OSJ  H18  N02  H17  115.30  3.000
 OSJ  H18  N02  C02  118.80  3.000
 OSJ  H17  N02  C02  116.43  3.000
 OSJ  H19  C03  C04  120.42  3.000
 OSJ  H19  C03  C02  119.64  3.000
 OSJ  C04  C03  C02  119.94  3.000
 OSJ  C11  C04  C03  121.17  3.000
 OSJ  C11  C04  C05  120.77  3.000
 OSJ  C03  C04  C05  118.06  3.000
 OSJ  H22  C11  H21  107.83  3.000
 OSJ  H22  C11  H20  107.09  3.000
 OSJ  H21  C11  H20  107.79  3.000
 OSJ  H22  C11  C04  111.18  3.000
 OSJ  H21  C11  C04  111.43  3.000
 OSJ  H20  C11  C04  111.33  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
 OSJ  CONST_01  C22  C23  C24  C25     0.00   0.0  0
 OSJ  CONST_02  C22  C21  C26  C25     0.00   0.0  0
 OSJ  CONST_03  C08  C21  C26  C25   180.00   0.0  0
 OSJ  CONST_04  C21  C22  C23  C24     0.00   0.0  0
 OSJ  CONST_05  C21  C26  C25  C24     0.00   0.0  0
 OSJ  CONST_06  C26  C25  C24  C23     0.00   0.0  0
 OSJ  CONST_07  C26  C21  C22  C23     0.00   0.0  0
 OSJ  CONST_08  C08  C21  C22  C23   180.00   0.0  0
 OSJ  CONST_11  C10  C09  C08  C21   180.00   0.0  0
 OSJ  CONST_12  C06  C07  C08  C21   180.00   0.0  0
 OSJ  CONST_15  N01  C10  C09  C08   180.00   0.0  0
 OSJ  CONST_16  C05  C10  C09  C08     0.00   0.0  0
 OSJ  CONST_17  C05  C06  C07  C08     0.00   0.0  0
 OSJ  CONST_18  C06  C07  C08  C09     0.00   0.0  0
 OSJ  CONST_19  C02  N01  C10  C09   180.00   0.0  0
 OSJ  CONST_20  C06  C05  C10  C09     0.00   0.0  0
 OSJ  CONST_21  C04  C05  C10  C09   180.00   0.0  0
 OSJ  CONST_22  C07  C08  C09  C10     0.00   0.0  0
 OSJ  CONST_23  C03  C02  N01  C10     0.00   0.0  0
 OSJ  CONST_24  C07  C06  C05  C10     0.00   0.0  0
 OSJ  CONST_25  C03  C04  C05  C10     0.00   0.0  0
 OSJ  CONST_26  C02  N01  C10  C05     0.00   0.0  0
 OSJ  CONST_27  C02  C03  C04  C05     0.00   0.0  0
 OSJ  CONST_28  N01  C10  C05  C06   180.00   0.0  0
 OSJ  CONST_29  C03  C04  C05  C06   180.00   0.0  0
 OSJ  CONST_30  C04  C05  C06  C07   180.00   0.0  0
 OSJ  CONST_31  C04  C05  C10  N01     0.00   0.0  0
 OSJ  CONST_32  C04  C03  C02  N01     0.00   0.0  0
 OSJ  CONST_33  C23  C24  C25  C27   180.00   0.0  0
 OSJ  CONST_34  C21  C26  C25  C27   180.00   0.0  0
 OSJ  CONST_35  C22  C23  C24  O29   180.00   0.0  0
 OSJ  CONST_36  C26  C25  C24  O29   180.00   0.0  0
 OSJ  CONST_37  N02  C02  N01  C10   180.00   0.0  0
 OSJ  CONST_38  C11  C04  C05  C10   180.00   0.0  0
 OSJ  CONST_39  C11  C04  C05  C06     0.00   0.0  0
 OSJ  CONST_40  C11  C04  C03  C02   180.00   0.0  0
 OSJ  CONST_41  C04  C03  C02  N02   180.00   0.0  0
 OSJ  CONST_42  H11  C23  C24  C25   180.00   0.0  0
 OSJ  CONST_43  H12  C22  C23  C24   180.00   0.0  0
 OSJ  CONST_44  H13  C26  C25  C24   180.00   0.0  0
 OSJ  CONST_45  H14  C09  C08  C21     0.00   0.0  0
 OSJ  CONST_46  H16  C07  C08  C21     0.00   0.0  0
 OSJ  CONST_47  H15  C06  C07  C08   180.00   0.0  0
 OSJ  CONST_48  H19  C03  C04  C05   180.00   0.0  0
 OSJ  CONST_49  H17  N02  C02  N01     0.00   0.0  0
 OSJ  Var_01    C24  C25  C27  N28   -77.21  30.0  2
 OSJ  Var_02    C23  C24  O29  C30     7.42  30.0  2
 OSJ  Var_03    H20  C11  C04  C05    59.14  30.0  2
 OSJ  Var_04    C31  C30  O29  C24    75.68  30.0  2
 OSJ  Var_05    H1   N28  C27  C25   177.60  30.0  3
 OSJ  Var_06    H8   C31  C30  O29  -176.60  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
 OSJ  plan-1  C27  0.020
 OSJ  plan-1  C25  0.020
 OSJ  plan-1  C24  0.020
 OSJ  plan-1  O29  0.020
 OSJ  plan-1  C23  0.020
 OSJ  plan-1  C22  0.020
 OSJ  plan-1  C21  0.020
 OSJ  plan-1  C26  0.020
 OSJ  plan-1  C08  0.020
 OSJ  plan-1  H11  0.020
 OSJ  plan-1  H12  0.020
 OSJ  plan-1  H13  0.020
 OSJ  plan-2  C21  0.020
 OSJ  plan-2  C08  0.020
 OSJ  plan-2  C09  0.020
 OSJ  plan-2  C10  0.020
 OSJ  plan-2  C05  0.020
 OSJ  plan-2  C06  0.020
 OSJ  plan-2  C07  0.020
 OSJ  plan-2  N01  0.020
 OSJ  plan-2  C02  0.020
 OSJ  plan-2  N02  0.020
 OSJ  plan-2  C03  0.020
 OSJ  plan-2  C04  0.020
 OSJ  plan-2  C11  0.020
 OSJ  plan-2  H14  0.020
 OSJ  plan-2  H15  0.020
 OSJ  plan-2  H16  0.020
 OSJ  plan-2  H19  0.020
 OSJ  plan-3  C02  0.020
 OSJ  plan-3  N02  0.020
 OSJ  plan-3  H17  0.020
 OSJ  plan-3  H18  0.020

