# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 12 11:58:07 2020
#   Inital geometry file: a 111 line input string
#   Ligand name: 7-({[3-(4-methoxypyridin-3-yl)propyl]amino}methyl)quinolin-2-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccncc1CCCNCc2ccc3ccc(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
 9OS  9OS  7-({[3-(4-methoxypyridin-3-yl)propyl]amino}methyl)quinolin-2-amine  ligand  46  24  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_9OS
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
 9OS  C10  C  CR66  0   0.232   4.3962   0.1957   0.1228
 9OS  C11  C  CH2   0  -0.335   1.1389  -0.8479   1.8008
 9OS  N02  N  NH2   0  -0.835   6.9342   2.4621  -0.8265
 9OS  C02  C  CR6   0   0.437   6.2313   1.3098  -0.6938
 9OS  N01  N  N     0  -0.508   5.1303   1.3301   0.0197
 9OS  C03  C  CR16  0  -0.377   6.6953   0.1349  -1.3671
 9OS  C04  C  CR16  0  -0.179   5.9696  -1.0059  -1.2637
 9OS  C05  C  CR66  0   0.043   4.7718  -1.0173  -0.5030
 9OS  C06  C  CR16  0  -0.305   3.9662  -2.1602  -0.3468
 9OS  C07  C  CR16  0  -0.310   2.8207  -2.1065   0.4058
 9OS  C08  C  CR6   0   0.094   2.4305  -0.9044   1.0322
 9OS  C09  C  CR16  0  -0.357   3.2087   0.2197   0.8833
 9OS  N12  N  NH1   0  -0.591   0.0587  -0.3972   0.9378
 9OS  C13  C  CH2   0  -0.256  -1.2243  -0.3785   1.6149
 9OS  C14  C  CH2   0  -0.439  -2.3307   0.0859   0.6812
 9OS  C15  C  CH2   0  -0.502  -3.6892   0.1255   1.3834
 9OS  C23  C  CR6   0  -0.044  -4.7949   0.6018   0.4876
 9OS  C22  C  CR16  0  -0.118  -5.2658   1.9017   0.5676
 9OS  C24  C  CR6   0   0.441  -5.3815  -0.2249  -0.4826
 9OS  O27  O  O2    0  -0.455  -4.9332  -1.4810  -0.5548
 9OS  C28  C  CH3   0  -0.440  -5.4954  -2.3552  -1.5185
 9OS  C25  C  CR16  0  -0.440  -6.3813   0.3018  -1.2961
 9OS  C26  C  CR16  0  -0.074  -6.7544   1.6245  -1.1107
 9OS  N21  N  N     0  -0.417  -6.2192   2.4243  -0.2008
 9OS  H1   H  HCH2  0   0.209   0.9365  -1.8318   2.2520
 9OS  H2   H  HCH2  0   0.236   1.2301  -0.1399   2.6289
 9OS  H3   H  HNH2  0   0.396   7.8902   2.4150  -1.1342
 9OS  H4   H  HNH2  0   0.386   6.7220   3.2130  -0.1908
 9OS  H5   H  HCR6  0   0.273   7.6097   0.1703  -1.9455
 9OS  H6   H  HCR6  0   0.268   6.2971  -1.9109  -1.7611
 9OS  H7   H  HCR6  0   0.255   4.2634  -3.0850  -0.8272
 9OS  H8   H  HCR6  0   0.247   2.2082  -2.9924   0.5245
 9OS  H9   H  HCR6  0   0.242   2.9202   1.1519   1.3560
 9OS  H10  H  HNH1  0   0.340  -0.0006  -1.0232   0.1418
 9OS  H12  H  HCH2  0   0.190  -1.4931  -1.3591   2.0412
 9OS  H13  H  HCH2  0   0.217  -1.1521   0.3122   2.4616
 9OS  H14  H  HCH2  0   0.227  -2.0858   1.0803   0.2986
 9OS  H15  H  HCH2  0   0.229  -2.3813  -0.5828  -0.1831
 9OS  H16  H  HCH2  0   0.242  -3.9245  -0.8645   1.7831
 9OS  H17  H  HCH2  0   0.243  -3.6266   0.7987   2.2426
 9OS  H18  H  HCR6  0   0.254  -4.8332   2.5632   1.3131
 9OS  H19  H  HCH3  0   0.264  -4.9915  -3.3103  -1.3965
 9OS  H20  H  HCH3  0   0.235  -6.5669  -2.4969  -1.3601
 9OS  H21  H  HCH3  0   0.235  -5.3304  -1.9943  -2.5366
 9OS  H22  H  HCR6  0   0.288  -6.8736  -0.2840  -2.0594
 9OS  H23  H  HCR6  0   0.261  -7.5315   2.0481  -1.7377

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
 9OS  C28  O27  single    1.417  0.020  1.417
 9OS  O27  C24  single    1.336  0.020  1.336
 9OS  C25  C24  aromatic  1.392  0.020  1.392
 9OS  C25  C26  aromatic  1.387  0.020  1.387
 9OS  C24  C23  aromatic  1.403  0.020  1.403
 9OS  C26  N21  aromatic  1.324  0.020  1.324
 9OS  C23  C15  single    1.501  0.020  1.501
 9OS  C23  C22  aromatic  1.385  0.020  1.385
 9OS  C15  C14  single    1.530  0.020  1.530
 9OS  N21  C22  aromatic  1.331  0.020  1.331
 9OS  C14  C13  single    1.520  0.020  1.520
 9OS  C13  N12  single    1.451  0.020  1.451
 9OS  N12  C11  single    1.454  0.020  1.454
 9OS  C11  C08  single    1.504  0.020  1.504
 9OS  C08  C09  aromatic  1.375  0.020  1.375
 9OS  C08  C07  aromatic  1.411  0.020  1.411
 9OS  C09  C10  aromatic  1.410  0.020  1.410
 9OS  C07  C06  aromatic  1.372  0.020  1.372
 9OS  N01  C10  aromatic  1.355  0.020  1.355
 9OS  N01  C02  aromatic  1.312  0.020  1.312
 9OS  C10  C05  aromatic  1.416  0.020  1.416
 9OS  N02  C02  single    1.356  0.020  1.356
 9OS  C02  C03  aromatic  1.432  0.020  1.432
 9OS  C06  C05  aromatic  1.407  0.020  1.407
 9OS  C05  C04  aromatic  1.419  0.020  1.419
 9OS  C03  C04  aromatic  1.356  0.020  1.356
 9OS  C11  H1   single    0.970  0.020  1.090
 9OS  C11  H2   single    0.970  0.020  1.090
 9OS  N02  H3   single    0.890  0.020  1.040
 9OS  N02  H4   single    0.890  0.020  1.040
 9OS  C03  H5   single    0.930  0.020  1.080
 9OS  C04  H6   single    0.930  0.020  1.080
 9OS  C06  H7   single    0.930  0.020  1.080
 9OS  C07  H8   single    0.930  0.020  1.080
 9OS  C09  H9   single    0.930  0.020  1.080
 9OS  N12  H10  single    0.890  0.020  1.040
 9OS  C13  H12  single    0.970  0.020  1.090
 9OS  C13  H13  single    0.970  0.020  1.090
 9OS  C14  H14  single    0.970  0.020  1.090
 9OS  C14  H15  single    0.970  0.020  1.090
 9OS  C15  H16  single    0.970  0.020  1.090
 9OS  C15  H17  single    0.970  0.020  1.090
 9OS  C22  H18  single    0.930  0.020  1.080
 9OS  C28  H19  single    0.970  0.020  1.090
 9OS  C28  H20  single    0.970  0.020  1.090
 9OS  C28  H21  single    0.970  0.020  1.090
 9OS  C25  H22  single    0.930  0.020  1.080
 9OS  C26  H23  single    0.930  0.020  1.080

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
 9OS  C09  C10  C05  118.44  3.000
 9OS  C05  C10  N01  122.68  3.000
 9OS  C09  C10  N01  118.87  3.000
 9OS  H2   C11  H1   106.47  3.000
 9OS  H2   C11  N12  108.10  3.000
 9OS  H1   C11  N12  112.55  3.000
 9OS  H2   C11  C08  109.86  3.000
 9OS  H1   C11  C08  109.50  3.000
 9OS  N12  C11  C08  110.26  3.000
 9OS  H4   N02  H3   115.38  3.000
 9OS  H4   N02  C02  117.57  3.000
 9OS  H3   N02  C02  118.88  3.000
 9OS  C03  C02  N01  122.72  3.000
 9OS  C03  C02  N02  118.90  3.000
 9OS  N01  C02  N02  118.36  3.000
 9OS  C02  N01  C10  118.88  3.000
 9OS  H5   C03  C04  121.36  3.000
 9OS  H5   C03  C02  119.89  3.000
 9OS  C04  C03  C02  118.76  3.000
 9OS  H6   C04  C05  119.64  3.000
 9OS  H6   C04  C03  120.40  3.000
 9OS  C05  C04  C03  119.96  3.000
 9OS  C06  C05  C04  123.32  3.000
 9OS  C04  C05  C10  117.00  3.000
 9OS  C06  C05  C10  119.68  3.000
 9OS  H7   C06  C07  120.37  3.000
 9OS  H7   C06  C05  119.15  3.000
 9OS  C07  C06  C05  120.48  3.000
 9OS  H8   C07  C08  119.46  3.000
 9OS  H8   C07  C06  120.01  3.000
 9OS  C08  C07  C06  120.53  3.000
 9OS  C09  C08  C07  119.47  3.000
 9OS  C07  C08  C11  119.77  3.000
 9OS  C09  C08  C11  120.70  3.000
 9OS  H9   C09  C08  120.33  3.000
 9OS  H9   C09  C10  118.28  3.000
 9OS  C08  C09  C10  121.39  3.000
 9OS  H10  N12  C13  108.81  3.000
 9OS  H10  N12  C11  108.53  3.000
 9OS  C13  N12  C11  112.57  3.000
 9OS  H13  C13  H12  106.15  3.000
 9OS  H13  C13  C14  109.28  3.000
 9OS  H12  C13  C14  109.37  3.000
 9OS  H13  C13  N12  108.11  3.000
 9OS  H12  C13  N12  112.62  3.000
 9OS  C14  C13  N12  111.15  3.000
 9OS  H15  C14  H14  106.85  3.000
 9OS  H15  C14  C15  109.72  3.000
 9OS  H14  C14  C15  109.63  3.000
 9OS  H15  C14  C13  109.40  3.000
 9OS  H14  C14  C13  109.25  3.000
 9OS  C15  C14  C13  111.85  3.000
 9OS  H17  C15  H16  106.42  3.000
 9OS  H17  C15  C23  108.42  3.000
 9OS  H16  C15  C23  110.31  3.000
 9OS  H17  C15  C14  109.02  3.000
 9OS  H16  C15  C14  109.60  3.000
 9OS  C23  C15  C14  112.86  3.000
 9OS  C24  C23  C22  116.79  3.000
 9OS  C22  C23  C15  120.93  3.000
 9OS  C24  C23  C15  122.27  3.000
 9OS  H18  C22  N21  116.23  3.000
 9OS  H18  C22  C23  118.41  3.000
 9OS  N21  C22  C23  125.36  3.000
 9OS  C25  C24  O27  124.42  3.000
 9OS  C25  C24  C23  118.77  3.000
 9OS  O27  C24  C23  116.81  3.000
 9OS  C28  O27  C24  118.92  3.000
 9OS  H21  C28  H20  109.03  3.000
 9OS  H21  C28  H19  108.96  3.000
 9OS  H20  C28  H19  108.94  3.000
 9OS  H21  C28  O27  111.71  3.000
 9OS  H20  C28  O27  111.74  3.000
 9OS  H19  C28  O27  106.36  3.000
 9OS  H22  C25  C26  119.27  3.000
 9OS  H22  C25  C24  122.32  3.000
 9OS  C26  C25  C24  118.42  3.000
 9OS  H23  C26  N21  116.79  3.000
 9OS  H23  C26  C25  119.21  3.000
 9OS  N21  C26  C25  124.00  3.000
 9OS  C26  N21  C22  116.66  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
 9OS  CONST_01  C07  C08  C09  C10     0.00   0.0  0
 9OS  CONST_02  C03  C02  N01  C10     0.00   0.0  0
 9OS  CONST_03  C07  C06  C05  C10     0.00   0.0  0
 9OS  CONST_04  C03  C04  C05  C10     0.00   0.0  0
 9OS  CONST_05  C09  C10  N01  C02   180.00   0.0  0
 9OS  CONST_06  C05  C10  N01  C02     0.00   0.0  0
 9OS  CONST_07  C05  C04  C03  C02     0.00   0.0  0
 9OS  CONST_08  C08  C09  C10  N01   180.00   0.0  0
 9OS  CONST_09  C06  C05  C10  N01   180.00   0.0  0
 9OS  CONST_10  C04  C05  C10  N01     0.00   0.0  0
 9OS  CONST_11  C04  C03  C02  N01     0.00   0.0  0
 9OS  CONST_12  C06  C05  C04  C03   180.00   0.0  0
 9OS  CONST_13  C09  C10  C05  C04   180.00   0.0  0
 9OS  CONST_14  C07  C06  C05  C04   180.00   0.0  0
 9OS  CONST_15  C08  C09  C10  C05     0.00   0.0  0
 9OS  CONST_16  C08  C07  C06  C05     0.00   0.0  0
 9OS  CONST_17  C09  C08  C07  C06     0.00   0.0  0
 9OS  CONST_18  C09  C10  C05  C06     0.00   0.0  0
 9OS  CONST_19  C26  C25  C24  C23     0.00   0.0  0
 9OS  CONST_20  C26  N21  C22  C23     0.00   0.0  0
 9OS  CONST_21  C25  C24  C23  C22     0.00   0.0  0
 9OS  CONST_22  C25  C26  N21  C22     0.00   0.0  0
 9OS  CONST_23  N21  C26  C25  C24     0.00   0.0  0
 9OS  CONST_24  N21  C22  C23  C24     0.00   0.0  0
 9OS  CONST_25  C11  C08  C09  C10   180.00   0.0  0
 9OS  CONST_26  N02  C02  N01  C10   180.00   0.0  0
 9OS  CONST_27  C06  C07  C08  C11   180.00   0.0  0
 9OS  CONST_28  C04  C03  C02  N02   180.00   0.0  0
 9OS  CONST_29  C25  C24  C23  C15   180.00   0.0  0
 9OS  CONST_30  N21  C22  C23  C15   180.00   0.0  0
 9OS  CONST_31  O27  C24  C23  C22   180.00   0.0  0
 9OS  CONST_32  C26  C25  C24  O27   180.00   0.0  0
 9OS  CONST_33  H7   C06  C05  C10   180.00   0.0  0
 9OS  CONST_34  H6   C04  C05  C10   180.00   0.0  0
 9OS  CONST_35  H9   C09  C10  N01     0.00   0.0  0
 9OS  CONST_36  H5   C03  C02  N01   180.00   0.0  0
 9OS  CONST_37  H8   C07  C06  C05   180.00   0.0  0
 9OS  CONST_38  H22  C25  C24  C23   180.00   0.0  0
 9OS  CONST_39  H23  C26  N21  C22   180.00   0.0  0
 9OS  CONST_40  H18  C22  C23  C24   180.00   0.0  0
 9OS  Var_01    N12  C11  C08  C07   -92.41  30.0  2
 9OS  Var_02    C24  C23  C15  C14    77.49  30.0  3
 9OS  Var_03    C25  C24  O27  C28     0.15  30.0  2
 9OS  Var_04    C13  N12  C11  C08   177.55  30.0  1
 9OS  Var_05    C23  C15  C14  C13   179.10  30.0  1
 9OS  Var_06    H19  C28  O27  C24  -179.76  30.0  3
 9OS  Var_07    C14  C13  N12  C11  -179.52  30.0  1
 9OS  Var_08    C15  C14  C13  N12  -179.41  30.0  1

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
 9OS  plan-1  C15  0.020
 9OS  plan-1  C23  0.020
 9OS  plan-1  C22  0.020
 9OS  plan-1  C24  0.020
 9OS  plan-1  O27  0.020
 9OS  plan-1  C25  0.020
 9OS  plan-1  C26  0.020
 9OS  plan-1  N21  0.020
 9OS  plan-1  H18  0.020
 9OS  plan-1  H22  0.020
 9OS  plan-1  H23  0.020
 9OS  plan-2  C10  0.020
 9OS  plan-2  C11  0.020
 9OS  plan-2  N02  0.020
 9OS  plan-2  C02  0.020
 9OS  plan-2  N01  0.020
 9OS  plan-2  C03  0.020
 9OS  plan-2  C04  0.020
 9OS  plan-2  C05  0.020
 9OS  plan-2  C06  0.020
 9OS  plan-2  C07  0.020
 9OS  plan-2  C08  0.020
 9OS  plan-2  C09  0.020
 9OS  plan-2  H5   0.020
 9OS  plan-2  H6   0.020
 9OS  plan-2  H7   0.020
 9OS  plan-2  H8   0.020
 9OS  plan-2  H9   0.020
 9OS  plan-3  N02  0.020
 9OS  plan-3  C02  0.020
 9OS  plan-3  H3   0.020
 9OS  plan-3  H4   0.020

