# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 22 17:49:54 2020
#   Inital geometry file: a 112 line input string
#   Ligand name: 7-(2-{[3-(3-fluorophenyl)propyl]amino}ethyl)quinolin-2-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1ccc2ccc(CCNCCCc3cccc(F)c3)cc2n1
#
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
 M46  M46  7-(2-{[3-(3-fluorophenyl)propyl]amino}ethyl)quinolin-2-amine  ligand  46  24  .  2021-08-14  2021-08-14  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_M46
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
 M46  F23   F  F     0  -0.319  -8.3964  -1.3869  -0.3994
 M46  C23   C  CR6   0   0.540  -7.6236  -0.3031  -0.2081
 M46  C22   C  CR16  0  -0.466  -6.3689  -0.4749   0.3417
 M46  C24   C  CR16  0  -0.428  -8.1161   0.9371  -0.5665
 M46  C25   C  CR16  0  -0.224  -7.3038   2.0424  -0.3545
 M46  C26   C  CR16  0  -0.328  -6.0381   1.8961   0.1970
 M46  C21   C  CR6   0   0.151  -5.5560   0.6380   0.5502
 M46  C16   C  CH2   0  -0.509  -4.1700   0.4681   1.1044
 M46  C15   C  CH2   0  -0.436  -3.1718   0.0363   0.0302
 M46  C14   C  CH2   0  -0.253  -1.7579  -0.0887   0.5763
 M46  N13   N  NH1   0  -0.602  -0.8297  -0.4833  -0.4653
 M46  C12   C  CH2   0  -0.247   0.5454  -0.5480  -0.0141
 M46  C11   C  CH2   0  -0.528   1.4839  -0.8674  -1.1766
 M46  C08   C  CR6   0   0.119   2.9179  -0.9043  -0.7312
 M46  C07   C  CR16  0  -0.313   3.4684  -2.0991  -0.2177
 M46  C06   C  CR16  0  -0.304   4.7622  -2.1349   0.2337
 M46  C09   C  CR16  0  -0.372   3.6952   0.2297  -0.7723
 M46  C10   C  CR66  0   0.234   5.0301   0.2264  -0.3144
 M46  N01   N  N     0  -0.507   5.7453   1.3751  -0.3768
 M46  C05   C  CR66  0   0.041   5.5657  -0.9800   0.1953
 M46  C04   C  CR16  0  -0.180   6.9102  -0.9489   0.6455
 M46  C03   C  CR16  0  -0.379   7.6218   0.2040   0.5753
 M46  C02   C  CR6   0   0.434   6.9874   1.3721   0.0461
 M46  N02   N  NH2   0  -0.835   7.7067   2.5190  -0.0622
 M46  H22   H  HCR6  0   0.269  -6.0267  -1.4679   0.6088
 M46  H24   H  HCR6  0   0.276  -9.1043   1.0377  -0.9957
 M46  H25   H  HCR6  0   0.266  -7.6664   3.0264  -0.6204
 M46  H26   H  HCR6  0   0.251  -5.4189   2.7701   0.3574
 M46  H161  H  HCH2  0   0.243  -3.8387   1.4101   1.5490
 M46  H162  H  HCH2  0   0.244  -4.1813  -0.2719   1.9096
 M46  H151  H  HCH2  0   0.226  -3.4890  -0.9226  -0.3929
 M46  H152  H  HCH2  0   0.229  -3.1765   0.7578  -0.7914
 M46  H141  H  HCH2  0   0.217  -1.4370   0.8824   0.9668
 M46  H142  H  HCH2  0   0.189  -1.7556  -0.7799   1.4352
 M46  H13   H  HNH1  0   0.338  -1.1017  -1.3950  -0.8156
 M46  H121  H  HCH2  0   0.223   0.8173   0.4276   0.4000
 M46  H122  H  HCH2  0   0.197   0.7015  -1.2805   0.7944
 M46  H111  H  HCH2  0   0.241   1.2057  -1.8321  -1.6114
 M46  H112  H  HCH2  0   0.243   1.3480  -0.1135  -1.9549
 M46  H07   H  HCR6  0   0.246   2.8589  -2.9944  -0.1891
 M46  H09   H  HCR6  0   0.241   3.2919   1.1575  -1.1626
 M46  H06   H  HCR6  0   0.254   5.1813  -3.0559   0.6218
 M46  H04   H  HCR6  0   0.267   7.3614  -1.8497   1.0440
 M46  H03   H  HCR6  0   0.272   8.6496   0.2523   0.9116
 M46  H021  H  HNH2  0   0.385   7.1922   3.3699  -0.2176
 M46  H022  H  HNH2  0   0.395   8.5358   2.6197   0.4975

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
 M46  F23  C23   single    1.345  0.020  1.345
 M46  C23  C22   aromatic  1.381  0.020  1.381
 M46  C23  C24   aromatic  1.382  0.020  1.382
 M46  C22  C21   aromatic  1.394  0.020  1.394
 M46  C24  C25   aromatic  1.388  0.020  1.388
 M46  C25  C26   aromatic  1.388  0.020  1.388
 M46  C26  C21   aromatic  1.393  0.020  1.393
 M46  C21  C16   single    1.502  0.020  1.502
 M46  C16  C15   single    1.529  0.020  1.529
 M46  C15  C14   single    1.521  0.020  1.521
 M46  C14  N13   single    1.450  0.020  1.450
 M46  N13  C12   single    1.449  0.020  1.449
 M46  C12  C11   single    1.528  0.020  1.528
 M46  C11  C08   single    1.502  0.020  1.502
 M46  C08  C07   aromatic  1.412  0.020  1.412
 M46  C08  C09   aromatic  1.375  0.020  1.375
 M46  C07  C06   aromatic  1.371  0.020  1.371
 M46  C06  C05   aromatic  1.407  0.020  1.407
 M46  C09  C10   aromatic  1.411  0.020  1.411
 M46  C10  N01   aromatic  1.355  0.020  1.355
 M46  C10  C05   aromatic  1.415  0.020  1.415
 M46  N01  C02   aromatic  1.312  0.020  1.312
 M46  C05  C04   aromatic  1.418  0.020  1.418
 M46  C04  C03   aromatic  1.357  0.020  1.357
 M46  C03  C02   aromatic  1.431  0.020  1.431
 M46  C02  N02   single    1.358  0.020  1.358
 M46  C22  H22   single    0.930  0.020  1.080
 M46  C24  H24   single    0.930  0.020  1.080
 M46  C25  H25   single    0.930  0.020  1.080
 M46  C26  H26   single    0.930  0.020  1.080
 M46  C16  H161  single    0.970  0.020  1.090
 M46  C16  H162  single    0.970  0.020  1.090
 M46  C15  H151  single    0.970  0.020  1.090
 M46  C15  H152  single    0.970  0.020  1.090
 M46  C14  H141  single    0.970  0.020  1.090
 M46  C14  H142  single    0.970  0.020  1.090
 M46  N13  H13   single    0.890  0.020  1.040
 M46  C12  H121  single    0.970  0.020  1.090
 M46  C12  H122  single    0.970  0.020  1.090
 M46  C11  H111  single    0.970  0.020  1.090
 M46  C11  H112  single    0.970  0.020  1.090
 M46  C07  H07   single    0.930  0.020  1.080
 M46  C09  H09   single    0.930  0.020  1.080
 M46  C06  H06   single    0.930  0.020  1.080
 M46  C04  H04   single    0.930  0.020  1.080
 M46  C03  H03   single    0.930  0.020  1.080
 M46  N02  H021  single    0.890  0.020  1.040
 M46  N02  H022  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
 M46  C24   C23  C22   122.61  3.000
 M46  C24   C23  F23   118.79  3.000
 M46  C22   C23  F23   118.60  3.000
 M46  H22   C22  C21   120.70  3.000
 M46  H22   C22  C23   119.95  3.000
 M46  C21   C22  C23   119.36  3.000
 M46  H24   C24  C25   121.40  3.000
 M46  H24   C24  C23   120.79  3.000
 M46  C25   C24  C23   117.81  3.000
 M46  H25   C25  C26   119.94  3.000
 M46  H25   C25  C24   119.38  3.000
 M46  C26   C25  C24   120.68  3.000
 M46  H26   C26  C21   119.57  3.000
 M46  H26   C26  C25   119.67  3.000
 M46  C21   C26  C25   120.76  3.000
 M46  C16   C21  C26   121.00  3.000
 M46  C16   C21  C22   120.19  3.000
 M46  C26   C21  C22   118.78  3.000
 M46  H162  C16  H161  106.67  3.000
 M46  H162  C16  C15   109.45  3.000
 M46  H161  C16  C15   109.35  3.000
 M46  H162  C16  C21   109.79  3.000
 M46  H161  C16  C21   109.40  3.000
 M46  C15   C16  C21   112.03  3.000
 M46  H152  C15  H151  106.63  3.000
 M46  H152  C15  C14   109.15  3.000
 M46  H151  C15  C14   109.64  3.000
 M46  H152  C15  C16   109.80  3.000
 M46  H151  C15  C16   109.25  3.000
 M46  C14   C15  C16   112.21  3.000
 M46  H142  C14  H141  106.12  3.000
 M46  H142  C14  N13   112.81  3.000
 M46  H141  C14  N13   108.06  3.000
 M46  H142  C14  C15   109.46  3.000
 M46  H141  C14  C15   109.13  3.000
 M46  N13   C14  C15   111.08  3.000
 M46  H13   N13  C12   108.79  3.000
 M46  H13   N13  C14   108.73  3.000
 M46  C12   N13  C14   113.33  3.000
 M46  H122  C12  H121  106.25  3.000
 M46  H122  C12  C11   109.41  3.000
 M46  H121  C12  C11   108.77  3.000
 M46  H122  C12  N13   113.11  3.000
 M46  H121  C12  N13   108.29  3.000
 M46  C11   C12  N13   110.82  3.000
 M46  H112  C11  H111  107.09  3.000
 M46  H112  C11  C08   110.31  3.000
 M46  H111  C11  C08   109.81  3.000
 M46  H112  C11  C12   108.76  3.000
 M46  H111  C11  C12   109.30  3.000
 M46  C08   C11  C12   111.46  3.000
 M46  C09   C08  C07   119.21  3.000
 M46  C09   C08  C11   120.69  3.000
 M46  C07   C08  C11   120.05  3.000
 M46  H07   C07  C06   120.05  3.000
 M46  H07   C07  C08   119.30  3.000
 M46  C06   C07  C08   120.65  3.000
 M46  H06   C06  C05   119.10  3.000
 M46  H06   C06  C07   120.34  3.000
 M46  C05   C06  C07   120.56  3.000
 M46  H09   C09  C10   118.07  3.000
 M46  H09   C09  C08   120.40  3.000
 M46  C10   C09  C08   121.53  3.000
 M46  C05   C10  N01   122.66  3.000
 M46  C05   C10  C09   118.49  3.000
 M46  N01   C10  C09   118.85  3.000
 M46  C02   N01  C10   118.89  3.000
 M46  C04   C05  C10   117.04  3.000
 M46  C04   C05  C06   123.40  3.000
 M46  C10   C05  C06   119.56  3.000
 M46  H04   C04  C03   120.47  3.000
 M46  H04   C04  C05   119.56  3.000
 M46  C03   C04  C05   119.97  3.000
 M46  H03   C03  C02   119.97  3.000
 M46  H03   C03  C04   121.32  3.000
 M46  C02   C03  C04   118.70  3.000
 M46  N02   C02  C03   118.95  3.000
 M46  N02   C02  N01   118.28  3.000
 M46  C03   C02  N01   122.74  3.000
 M46  H022  N02  H021  115.02  3.000
 M46  H022  N02  C02   118.49  3.000
 M46  H021  N02  C02   117.10  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
 M46  CONST_01  C26  C21  C22  C23     0.00   0.0  0
 M46  CONST_02  C26  C25  C24  C23     0.00   0.0  0
 M46  CONST_03  C25  C24  C23  C22     0.00   0.0  0
 M46  CONST_04  C25  C26  C21  C22     0.00   0.0  0
 M46  CONST_05  C21  C22  C23  C24     0.00   0.0  0
 M46  CONST_06  C21  C26  C25  C24     0.00   0.0  0
 M46  CONST_07  C05  C06  C07  C08     0.00   0.0  0
 M46  CONST_08  N01  C10  C09  C08   180.00   0.0  0
 M46  CONST_09  C05  C10  C09  C08     0.00   0.0  0
 M46  CONST_10  C10  C09  C08  C07     0.00   0.0  0
 M46  CONST_11  C10  C05  C06  C07     0.00   0.0  0
 M46  CONST_12  C04  C05  C06  C07   180.00   0.0  0
 M46  CONST_13  C09  C08  C07  C06     0.00   0.0  0
 M46  CONST_14  C09  C10  C05  C06     0.00   0.0  0
 M46  CONST_15  N01  C10  C05  C06   180.00   0.0  0
 M46  CONST_16  C03  C04  C05  C06   180.00   0.0  0
 M46  CONST_17  C02  N01  C10  C09   180.00   0.0  0
 M46  CONST_18  C04  C05  C10  C09   180.00   0.0  0
 M46  CONST_19  C03  C02  N01  C10     0.00   0.0  0
 M46  CONST_20  C03  C04  C05  C10     0.00   0.0  0
 M46  CONST_21  C04  C05  C10  N01     0.00   0.0  0
 M46  CONST_22  C04  C03  C02  N01     0.00   0.0  0
 M46  CONST_23  C02  N01  C10  C05     0.00   0.0  0
 M46  CONST_24  C02  C03  C04  C05     0.00   0.0  0
 M46  CONST_25  C21  C22  C23  F23   180.00   0.0  0
 M46  CONST_26  C25  C24  C23  F23   180.00   0.0  0
 M46  CONST_27  C16  C21  C22  C23   180.00   0.0  0
 M46  CONST_28  C16  C21  C26  C25   180.00   0.0  0
 M46  CONST_29  C06  C07  C08  C11   180.00   0.0  0
 M46  CONST_30  C10  C09  C08  C11   180.00   0.0  0
 M46  CONST_31  N02  C02  N01  C10   180.00   0.0  0
 M46  CONST_32  N02  C02  C03  C04   180.00   0.0  0
 M46  CONST_33  H25  C25  C24  C23   180.00   0.0  0
 M46  CONST_34  H24  C24  C23  C22   180.00   0.0  0
 M46  CONST_35  H26  C26  C21  C22   180.00   0.0  0
 M46  CONST_36  H22  C22  C23  C24   180.00   0.0  0
 M46  CONST_37  H06  C06  C07  C08   180.00   0.0  0
 M46  CONST_38  H09  C09  C08  C07   180.00   0.0  0
 M46  CONST_39  H04  C04  C05  C06     0.00   0.0  0
 M46  CONST_40  H07  C07  C08  C09   180.00   0.0  0
 M46  CONST_41  H03  C03  C02  N01   180.00   0.0  0
 M46  Var_01    C15  C16  C21  C22    80.05  30.0  2
 M46  Var_02    C07  C08  C11  C12    86.90  30.0  2
 M46  Var_03    C14  C15  C16  C21   177.95  30.0  3
 M46  Var_04    C08  C11  C12  N13   178.59  30.0  3
 M46  Var_05    N13  C14  C15  C16  -179.31  30.0  3
 M46  Var_06    C12  N13  C14  C15   176.90  30.0  3
 M46  Var_07    C11  C12  N13  C14  -175.84  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
 M46  plan-1  F23   0.020
 M46  plan-1  C23   0.020
 M46  plan-1  C22   0.020
 M46  plan-1  C24   0.020
 M46  plan-1  C25   0.020
 M46  plan-1  C26   0.020
 M46  plan-1  C21   0.020
 M46  plan-1  C16   0.020
 M46  plan-1  H22   0.020
 M46  plan-1  H24   0.020
 M46  plan-1  H25   0.020
 M46  plan-1  H26   0.020
 M46  plan-2  C11   0.020
 M46  plan-2  C08   0.020
 M46  plan-2  C07   0.020
 M46  plan-2  C06   0.020
 M46  plan-2  C09   0.020
 M46  plan-2  C10   0.020
 M46  plan-2  N01   0.020
 M46  plan-2  C05   0.020
 M46  plan-2  C04   0.020
 M46  plan-2  C03   0.020
 M46  plan-2  C02   0.020
 M46  plan-2  N02   0.020
 M46  plan-2  H07   0.020
 M46  plan-2  H09   0.020
 M46  plan-2  H06   0.020
 M46  plan-2  H04   0.020
 M46  plan-2  H03   0.020
 M46  plan-3  C02   0.020
 M46  plan-3  N02   0.020
 M46  plan-3  H021  0.020
 M46  plan-3  H022  0.020

