# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 22 20:33:43 2020
#   Inital geometry file: a 106 line input string
#   Ligand name: 7-(2-{[2-(3-chlorophenyl)ethyl]amino}ethyl)quinolin-2-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1ccc2ccc(CCNCCc3cccc(Cl)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
 M68  M68  7-(2-{[2-(3-chlorophenyl)ethyl]amino}ethyl)quinolin-2-amine  ligand  43  23  .  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_M68
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
 M68  CL    CL  CL    0  -0.135   7.1321  -1.4081  -1.5567
 M68  C23   C   CR6   0  -0.020   6.3049  -0.1102  -0.7524
 M68  C24   C   CR16  0  -0.234   6.7378   1.1923  -0.9458
 M68  C25   C   CR16  0  -0.245   6.0642   2.2150  -0.2935
 M68  C26   C   CR16  0  -0.302   4.9838   1.9357   0.5314
 M68  C22   C   CR16  0  -0.267   5.2296  -0.4042   0.0701
 M68  C21   C   CR6   0   0.122   4.5556   0.6249   0.7239
 M68  C15   C   CH2   0  -0.532   3.3598   0.3223   1.5802
 M68  C14   C   CH2   0  -0.246   2.0941   0.1647   0.7404
 M68  N13   N   NH1   0  -0.602   0.9440  -0.0785   1.5869
 M68  C12   C   CH2   0  -0.249  -0.2861  -0.2453   0.8389
 M68  C11   C   CH2   0  -0.530  -1.4745  -0.4163   1.7822
 M68  C08   C   CR6   0   0.122  -2.7560  -0.6350   1.0301
 M68  C07   C   CR16  0  -0.311  -3.0460  -1.9112   0.4971
 M68  C06   C   CR16  0  -0.304  -4.1951  -2.1249  -0.2178
 M68  C09   C   CR16  0  -0.377  -3.6400   0.3971   0.8208
 M68  C10   C   CR66  0   0.234  -4.8334   0.2093   0.0895
 M68  N01   N   N     0  -0.508  -5.6671   1.2630  -0.0827
 M68  C05   C   CR66  0   0.040  -5.1085  -1.0756  -0.4345
 M68  C04   C   CR16  0  -0.179  -6.3160  -1.2303  -1.1615
 M68  C03   C   CR16  0  -0.379  -7.1492  -0.1720  -1.3249
 M68  C02   C   CR6   0   0.435  -6.7798   1.0878  -0.7566
 M68  N02   N   NH2   0  -0.835  -7.6279   2.1400  -0.8826
 M68  H24   H   HCR6  0   0.277   7.5833   1.4055  -1.5854
 M68  H22   H   HCR6  0   0.271   4.9157  -1.4316   0.2082
 M68  H25   H   HCR6  0   0.266   6.3909   3.2373  -0.4304
 M68  H26   H   HCR6  0   0.255   4.4703   2.7449   1.0363
 M68  H151  H   HCH2  0   0.247   3.5299  -0.5967   2.1488
 M68  H152  H   HCH2  0   0.249   3.2087   1.1236   2.3063
 M68  H141  H   HCH2  0   0.225   1.9195   1.0863   0.1767
 M68  H142  H   HCH2  0   0.198   2.2525  -0.6287  -0.0082
 M68  H13   H   HNH1  0   0.341   1.1100  -0.9200   2.1284
 M68  H121  H   HCH2  0   0.225  -0.4426   0.6478   0.2259
 M68  H122  H   HCH2  0   0.200  -0.2459  -1.0948   0.1386
 M68  H111  H   HCH2  0   0.242  -1.2881  -1.2693   2.4425
 M68  H112  H   HCH2  0   0.245  -1.5544   0.4667   2.4197
 M68  H07   H   HCR6  0   0.246  -2.3517  -2.7265   0.6629
 M68  H09   H   HCR6  0   0.241  -3.4341   1.3837   1.2207
 M68  H06   H   HCR6  0   0.254  -4.4150  -3.1071  -0.6200
 M68  H04   H   HCR6  0   0.267  -6.5677  -2.1961  -1.5832
 M68  H03   H   HCR6  0   0.272  -8.0764  -0.2662  -1.8752
 M68  H021  H   HNH2  0   0.385  -7.2618   3.0557  -0.6813
 M68  H022  H   HNH2  0   0.395  -8.3326   2.1096  -1.5991

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
 M68  CL   C23   single    1.737  0.020  1.737
 M68  C23  C24   aromatic  1.386  0.020  1.386
 M68  C23  C22   aromatic  1.385  0.020  1.385
 M68  C24  C25   aromatic  1.388  0.020  1.388
 M68  C25  C26   aromatic  1.388  0.020  1.388
 M68  C26  C21   aromatic  1.392  0.020  1.392
 M68  C22  C21   aromatic  1.393  0.020  1.393
 M68  C21  C15   single    1.502  0.020  1.502
 M68  C15  C14   single    1.527  0.020  1.527
 M68  C14  N13   single    1.449  0.020  1.449
 M68  N13  C12   single    1.449  0.020  1.449
 M68  C12  C11   single    1.527  0.020  1.527
 M68  C11  C08   single    1.502  0.020  1.502
 M68  C08  C07   aromatic  1.413  0.020  1.413
 M68  C08  C09   aromatic  1.375  0.020  1.375
 M68  C07  C06   aromatic  1.370  0.020  1.370
 M68  C06  C05   aromatic  1.408  0.020  1.408
 M68  C09  C10   aromatic  1.412  0.020  1.412
 M68  C10  N01   aromatic  1.355  0.020  1.355
 M68  C10  C05   aromatic  1.415  0.020  1.415
 M68  N01  C02   aromatic  1.313  0.020  1.313
 M68  C05  C04   aromatic  1.418  0.020  1.418
 M68  C04  C03   aromatic  1.357  0.020  1.357
 M68  C03  C02   aromatic  1.431  0.020  1.431
 M68  C02  N02   single    1.357  0.020  1.357
 M68  C24  H24   single    0.930  0.020  1.080
 M68  C22  H22   single    0.930  0.020  1.080
 M68  C25  H25   single    0.930  0.020  1.080
 M68  C26  H26   single    0.930  0.020  1.080
 M68  C15  H151  single    0.970  0.020  1.090
 M68  C15  H152  single    0.970  0.020  1.090
 M68  C14  H141  single    0.970  0.020  1.090
 M68  C14  H142  single    0.970  0.020  1.090
 M68  N13  H13   single    0.890  0.020  1.040
 M68  C12  H121  single    0.970  0.020  1.090
 M68  C12  H122  single    0.970  0.020  1.090
 M68  C11  H111  single    0.970  0.020  1.090
 M68  C11  H112  single    0.970  0.020  1.090
 M68  C07  H07   single    0.930  0.020  1.080
 M68  C09  H09   single    0.930  0.020  1.080
 M68  C06  H06   single    0.930  0.020  1.080
 M68  C04  H04   single    0.930  0.020  1.080
 M68  C03  H03   single    0.930  0.020  1.080
 M68  N02  H021  single    0.890  0.020  1.040
 M68  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
 M68  C22   C23  C24   121.65  3.000
 M68  C22   C23  CL    119.09  3.000
 M68  C24   C23  CL    119.26  3.000
 M68  H24   C24  C25   120.82  3.000
 M68  H24   C24  C23   120.80  3.000
 M68  C25   C24  C23   118.38  3.000
 M68  H25   C25  C26   120.04  3.000
 M68  H25   C25  C24   119.36  3.000
 M68  C26   C25  C24   120.60  3.000
 M68  H26   C26  C21   119.54  3.000
 M68  H26   C26  C25   119.72  3.000
 M68  C21   C26  C25   120.74  3.000
 M68  H22   C22  C21   120.04  3.000
 M68  H22   C22  C23   120.13  3.000
 M68  C21   C22  C23   119.83  3.000
 M68  C15   C21  C22   120.27  3.000
 M68  C15   C21  C26   120.89  3.000
 M68  C22   C21  C26   118.80  3.000
 M68  H152  C15  H151  107.00  3.000
 M68  H152  C15  C14   109.07  3.000
 M68  H151  C15  C14   109.14  3.000
 M68  H152  C15  C21   109.97  3.000
 M68  H151  C15  C21   109.99  3.000
 M68  C14   C15  C21   111.54  3.000
 M68  H142  C14  H141  106.21  3.000
 M68  H142  C14  N13   112.96  3.000
 M68  H141  C14  N13   108.41  3.000
 M68  H142  C14  C15   109.19  3.000
 M68  H141  C14  C15   109.18  3.000
 M68  N13   C14  C15   110.73  3.000
 M68  H13   N13  C12   108.60  3.000
 M68  H13   N13  C14   108.74  3.000
 M68  C12   N13  C14   113.05  3.000
 M68  H122  C12  H121  106.16  3.000
 M68  H122  C12  C11   109.56  3.000
 M68  H121  C12  C11   109.04  3.000
 M68  H122  C12  N13   112.69  3.000
 M68  H121  C12  N13   108.45  3.000
 M68  C11   C12  N13   110.77  3.000
 M68  H112  C11  H111  106.89  3.000
 M68  H112  C11  C08   110.34  3.000
 M68  H111  C11  C08   109.50  3.000
 M68  H112  C11  C12   109.09  3.000
 M68  H111  C11  C12   109.11  3.000
 M68  C08   C11  C12   111.78  3.000
 M68  C09   C08  C07   119.25  3.000
 M68  C09   C08  C11   121.03  3.000
 M68  C07   C08  C11   119.70  3.000
 M68  H07   C07  C06   119.99  3.000
 M68  H07   C07  C08   119.36  3.000
 M68  C06   C07  C08   120.65  3.000
 M68  H06   C06  C05   119.12  3.000
 M68  H06   C06  C07   120.34  3.000
 M68  C05   C06  C07   120.54  3.000
 M68  H09   C09  C10   118.20  3.000
 M68  H09   C09  C08   120.31  3.000
 M68  C10   C09  C08   121.49  3.000
 M68  C05   C10  N01   122.66  3.000
 M68  C05   C10  C09   118.49  3.000
 M68  N01   C10  C09   118.85  3.000
 M68  C02   N01  C10   118.90  3.000
 M68  C04   C05  C10   117.04  3.000
 M68  C04   C05  C06   123.37  3.000
 M68  C10   C05  C06   119.59  3.000
 M68  H04   C04  C03   120.38  3.000
 M68  H04   C04  C05   119.64  3.000
 M68  C03   C04  C05   119.98  3.000
 M68  H03   C03  C02   119.99  3.000
 M68  H03   C03  C04   121.30  3.000
 M68  C02   C03  C04   118.72  3.000
 M68  N02   C02  C03   118.98  3.000
 M68  N02   C02  N01   118.29  3.000
 M68  C03   C02  N01   122.71  3.000
 M68  H022  N02  H021  115.15  3.000
 M68  H022  N02  C02   118.72  3.000
 M68  H021  N02  C02   117.35  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
 M68  CONST_01  C26  C25  C24  C23     0.00   0.0  0
 M68  CONST_02  C26  C21  C22  C23     0.00   0.0  0
 M68  CONST_03  C21  C22  C23  C24     0.00   0.0  0
 M68  CONST_04  C21  C26  C25  C24     0.00   0.0  0
 M68  CONST_05  C22  C23  C24  C25     0.00   0.0  0
 M68  CONST_06  C22  C21  C26  C25     0.00   0.0  0
 M68  CONST_07  C05  C06  C07  C08     0.00   0.0  0
 M68  CONST_08  N01  C10  C09  C08   180.00   0.0  0
 M68  CONST_09  C05  C10  C09  C08     0.00   0.0  0
 M68  CONST_10  C10  C09  C08  C07     0.00   0.0  0
 M68  CONST_11  C10  C05  C06  C07     0.00   0.0  0
 M68  CONST_12  C04  C05  C06  C07   180.00   0.0  0
 M68  CONST_13  C09  C08  C07  C06     0.00   0.0  0
 M68  CONST_14  C09  C10  C05  C06     0.00   0.0  0
 M68  CONST_15  N01  C10  C05  C06   180.00   0.0  0
 M68  CONST_16  C03  C04  C05  C06   180.00   0.0  0
 M68  CONST_17  C02  N01  C10  C09   180.00   0.0  0
 M68  CONST_18  C04  C05  C10  C09   180.00   0.0  0
 M68  CONST_19  C03  C02  N01  C10     0.00   0.0  0
 M68  CONST_20  C03  C04  C05  C10     0.00   0.0  0
 M68  CONST_21  C04  C05  C10  N01     0.00   0.0  0
 M68  CONST_22  C04  C03  C02  N01     0.00   0.0  0
 M68  CONST_23  C02  N01  C10  C05     0.00   0.0  0
 M68  CONST_24  C02  C03  C04  C05     0.00   0.0  0
 M68  CONST_25  C25  C24  C23  CL    180.00   0.0  0
 M68  CONST_26  C21  C22  C23  CL    180.00   0.0  0
 M68  CONST_27  C15  C21  C22  C23   180.00   0.0  0
 M68  CONST_28  C15  C21  C26  C25   180.00   0.0  0
 M68  CONST_29  C06  C07  C08  C11   180.00   0.0  0
 M68  CONST_30  C10  C09  C08  C11   180.00   0.0  0
 M68  CONST_31  N02  C02  N01  C10   180.00   0.0  0
 M68  CONST_32  N02  C02  C03  C04   180.00   0.0  0
 M68  CONST_33  H25  C25  C24  C23   180.00   0.0  0
 M68  CONST_34  H22  C22  C23  C24   180.00   0.0  0
 M68  CONST_35  H26  C26  C25  C24   180.00   0.0  0
 M68  CONST_36  H24  C24  C25  C26   180.00   0.0  0
 M68  CONST_37  H06  C06  C07  C08   180.00   0.0  0
 M68  CONST_38  H09  C09  C08  C07   180.00   0.0  0
 M68  CONST_39  H04  C04  C05  C06     0.00   0.0  0
 M68  CONST_40  H07  C07  C08  C09   180.00   0.0  0
 M68  CONST_41  H03  C03  C02  N01   180.00   0.0  0
 M68  Var_01    C14  C15  C21  C26    96.30  30.0  2
 M68  Var_02    C07  C08  C11  C12    78.85  30.0  2
 M68  Var_03    N13  C14  C15  C21  -177.93  30.0  3
 M68  Var_04    C08  C11  C12  N13  -178.18  30.0  3
 M68  Var_05    C12  N13  C14  C15  -179.61  30.0  3
 M68  Var_06    C11  C12  N13  C14  -176.67  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
 M68  plan-1  CL    0.020
 M68  plan-1  C23   0.020
 M68  plan-1  C24   0.020
 M68  plan-1  C25   0.020
 M68  plan-1  C26   0.020
 M68  plan-1  C22   0.020
 M68  plan-1  C21   0.020
 M68  plan-1  C15   0.020
 M68  plan-1  H24   0.020
 M68  plan-1  H22   0.020
 M68  plan-1  H25   0.020
 M68  plan-1  H26   0.020
 M68  plan-2  C11   0.020
 M68  plan-2  C08   0.020
 M68  plan-2  C07   0.020
 M68  plan-2  C06   0.020
 M68  plan-2  C09   0.020
 M68  plan-2  C10   0.020
 M68  plan-2  N01   0.020
 M68  plan-2  C05   0.020
 M68  plan-2  C04   0.020
 M68  plan-2  C03   0.020
 M68  plan-2  C02   0.020
 M68  plan-2  N02   0.020
 M68  plan-2  H07   0.020
 M68  plan-2  H09   0.020
 M68  plan-2  H06   0.020
 M68  plan-2  H04   0.020
 M68  plan-2  H03   0.020
 M68  plan-3  C02   0.020
 M68  plan-3  N02   0.020
 M68  plan-3  H021  0.020
 M68  plan-3  H022  0.020

