# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 23 14:30:46 2020
#   Inital geometry file: a 106 line input string
#   Ligand name: 7-({[3-(3-fluorophenyl)propyl]amino}methyl)quinolin-2-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1ccc2ccc(CNCCCc3cccc(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
 ML6  ML6  7-({[3-(3-fluorophenyl)propyl]amino}methyl)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_ML6
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
 ML6  N01   N  N     0  -0.508   4.2332   1.3877   0.4862
 ML6  C02   C  CR6   0   0.435   5.4368   1.7065   0.9012
 ML6  N02   N  NH2   0  -0.836   5.6611   2.9843   1.3006
 ML6  C03   C  CR16  0  -0.380   6.5027   0.7561   0.9861
 ML6  C04   C  CR16  0  -0.180   6.2612  -0.5282   0.6211
 ML6  C05   C  CR66  0   0.042   4.9702  -0.9055   0.1717
 ML6  C06   C  CR16  0  -0.305   4.6380  -2.2161  -0.2205
 ML6  C07   C  CR16  0  -0.311   3.3689  -2.5169  -0.6399
 ML6  C08   C  CR6   0   0.061   2.3720  -1.5177  -0.6921
 ML6  C09   C  CR16  0  -0.369   2.6839  -0.2337  -0.3126
 ML6  C10   C  CR66  0   0.241   3.9820   0.1059   0.1266
 ML6  C11   C  CH2   0  -0.295   0.9970  -1.8820  -1.1916
 ML6  N12   N  NH1   0  -0.601  -0.0337  -1.0096  -0.6763
 ML6  C13   C  CH2   0  -0.248  -1.3390  -1.2629  -1.2551
 ML6  C14   C  CH2   0  -0.440  -2.3879  -0.3425  -0.6514
 ML6  C15   C  CH2   0  -0.509  -3.7646  -0.5365  -1.2884
 ML6  C21   C  CR6   0   0.150  -4.8028   0.3385  -0.6451
 ML6  C22   C  CR16  0  -0.324  -5.0715   1.6141  -1.1370
 ML6  C23   C  CR16  0  -0.224  -5.9968   2.4357  -0.5077
 ML6  C24   C  CR16  0  -0.428  -6.6742   2.0033   0.6247
 ML6  C25   C  CR6   0   0.539  -6.3953   0.7359   1.0983
 ML6  F25   F  F     0  -0.319  -7.0426   0.2950   2.1916
 ML6  C26   C  CR16  0  -0.467  -5.4792  -0.0999   0.4911
 ML6  HN02  H  HNH2  0   0.386   4.9860   3.6790   1.0272
 ML6  HN0A  H  HNH2  0   0.395   6.6094   3.3118   1.3669
 ML6  H03   H  HCR6  0   0.272   7.4787   1.0690   1.3336
 ML6  H04   H  HCR6  0   0.267   7.0489  -1.2703   0.6701
 ML6  H06   H  HCR6  0   0.254   5.3977  -2.9877  -0.1795
 ML6  H07   H  HCR6  0   0.246   3.1214  -3.5312  -0.9292
 ML6  H09   H  HCR6  0   0.240   1.9291   0.5418  -0.3407
 ML6  H11   H  HCH2  0   0.244   0.9929  -1.8001  -2.2846
 ML6  H11A  H  HCH2  0   0.213   0.8106  -2.9461  -0.9771
 ML6  HN12  H  HNH1  0   0.342  -0.0895  -1.1266   0.3292
 ML6  H13   H  HCH2  0   0.219  -1.2753  -1.0847  -2.3336
 ML6  H13A  H  HCH2  0   0.189  -1.6618  -2.3100  -1.1346
 ML6  H14   H  HCH2  0   0.228  -2.4586  -0.5255   0.4258
 ML6  H14A  H  HCH2  0   0.230  -2.0705   0.6967  -0.7737
 ML6  H15   H  HCH2  0   0.245  -3.7021  -0.3099  -2.3558
 ML6  H15A  H  HCH2  0   0.243  -4.0624  -1.5853  -1.2057
 ML6  H22   H  HCR6  0   0.251  -4.5545   1.9646  -2.0219
 ML6  H23   H  HCR6  0   0.265  -6.1978   3.4235  -0.9010
 ML6  H24   H  HCR6  0   0.276  -7.4008   2.6322   1.1219
 ML6  H26   H  HCR6  0   0.268  -5.2951  -1.0877   0.8966

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
 ML6  N01  C10   aromatic  1.355  0.020  1.355
 ML6  N01  C02   aromatic  1.312  0.020  1.312
 ML6  N02  C02   single    1.357  0.020  1.357
 ML6  C02  C03   aromatic  1.431  0.020  1.431
 ML6  N02  HN02  single    0.890  0.020  1.040
 ML6  N02  HN0A  single    0.890  0.020  1.040
 ML6  C03  C04   aromatic  1.357  0.020  1.357
 ML6  C03  H03   single    0.930  0.020  1.080
 ML6  C05  C04   aromatic  1.418  0.020  1.418
 ML6  C04  H04   single    0.930  0.020  1.080
 ML6  C10  C05   aromatic  1.415  0.020  1.415
 ML6  C05  C06   aromatic  1.408  0.020  1.408
 ML6  C07  C06   aromatic  1.370  0.020  1.370
 ML6  C06  H06   single    0.930  0.020  1.080
 ML6  C08  C07   aromatic  1.412  0.020  1.412
 ML6  C07  H07   single    0.930  0.020  1.080
 ML6  C11  C08   single    1.508  0.020  1.508
 ML6  C09  C08   aromatic  1.375  0.020  1.375
 ML6  C09  C10   aromatic  1.412  0.020  1.412
 ML6  C09  H09   single    0.930  0.020  1.080
 ML6  N12  C11   single    1.445  0.020  1.445
 ML6  C11  H11   single    0.970  0.020  1.090
 ML6  C11  H11A  single    0.970  0.020  1.090
 ML6  C13  N12   single    1.450  0.020  1.450
 ML6  N12  HN12  single    0.890  0.020  1.040
 ML6  C14  C13   single    1.520  0.020  1.520
 ML6  C13  H13   single    0.970  0.020  1.090
 ML6  C13  H13A  single    0.970  0.020  1.090
 ML6  C15  C14   single    1.529  0.020  1.529
 ML6  C14  H14   single    0.970  0.020  1.090
 ML6  C14  H14A  single    0.970  0.020  1.090
 ML6  C21  C15   single    1.502  0.020  1.502
 ML6  C15  H15   single    0.970  0.020  1.090
 ML6  C15  H15A  single    0.970  0.020  1.090
 ML6  C22  C21   aromatic  1.393  0.020  1.393
 ML6  C26  C21   aromatic  1.393  0.020  1.393
 ML6  C23  C22   aromatic  1.388  0.020  1.388
 ML6  C22  H22   single    0.930  0.020  1.080
 ML6  C24  C23   aromatic  1.389  0.020  1.389
 ML6  C23  H23   single    0.930  0.020  1.080
 ML6  C24  C25   aromatic  1.381  0.020  1.381
 ML6  C24  H24   single    0.930  0.020  1.080
 ML6  F25  C25   single    1.345  0.020  1.345
 ML6  C25  C26   aromatic  1.381  0.020  1.381
 ML6  C26  H26   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
 ML6  C10   N01  C02   118.93  3.000
 ML6  C03   C02  N02   119.00  3.000
 ML6  C03   C02  N01   122.73  3.000
 ML6  N02   C02  N01   118.24  3.000
 ML6  HN0A  N02  HN02  115.19  3.000
 ML6  HN0A  N02  C02   118.81  3.000
 ML6  HN02  N02  C02   117.32  3.000
 ML6  H03   C03  C04   121.37  3.000
 ML6  H03   C03  C02   119.93  3.000
 ML6  C04   C03  C02   118.70  3.000
 ML6  H04   C04  C05   119.60  3.000
 ML6  H04   C04  C03   120.45  3.000
 ML6  C05   C04  C03   119.95  3.000
 ML6  C10   C05  C06   119.46  3.000
 ML6  C06   C05  C04   123.43  3.000
 ML6  C10   C05  C04   117.12  3.000
 ML6  H06   C06  C07   120.31  3.000
 ML6  H06   C06  C05   119.14  3.000
 ML6  C07   C06  C05   120.55  3.000
 ML6  H07   C07  C08   119.42  3.000
 ML6  H07   C07  C06   119.93  3.000
 ML6  C08   C07  C06   120.65  3.000
 ML6  C11   C08  C09   121.61  3.000
 ML6  C09   C08  C07   119.37  3.000
 ML6  C11   C08  C07   119.02  3.000
 ML6  H09   C09  C10   118.48  3.000
 ML6  H09   C09  C08   120.25  3.000
 ML6  C10   C09  C08   121.27  3.000
 ML6  C09   C10  C05   118.70  3.000
 ML6  C09   C10  N01   118.72  3.000
 ML6  C05   C10  N01   122.58  3.000
 ML6  H11A  C11  H11   105.41  3.000
 ML6  H11A  C11  N12   113.15  3.000
 ML6  H11   C11  N12   107.92  3.000
 ML6  H11A  C11  C08   108.86  3.000
 ML6  H11   C11  C08   108.40  3.000
 ML6  N12   C11  C08   112.73  3.000
 ML6  HN12  N12  C13   109.03  3.000
 ML6  HN12  N12  C11   108.86  3.000
 ML6  C13   N12  C11   113.21  3.000
 ML6  H13A  C13  H13   106.22  3.000
 ML6  H13A  C13  C14   109.24  3.000
 ML6  H13   C13  C14   109.43  3.000
 ML6  H13A  C13  N12   112.70  3.000
 ML6  H13   C13  N12   108.20  3.000
 ML6  C14   C13  N12   110.90  3.000
 ML6  H14A  C14  H14   106.71  3.000
 ML6  H14A  C14  C15   109.59  3.000
 ML6  H14   C14  C15   109.30  3.000
 ML6  H14A  C14  C13   109.31  3.000
 ML6  H14   C14  C13   109.51  3.000
 ML6  C15   C14  C13   112.27  3.000
 ML6  H15A  C15  H15   106.75  3.000
 ML6  H15A  C15  C21   109.76  3.000
 ML6  H15   C15  C21   109.69  3.000
 ML6  H15A  C15  C14   109.59  3.000
 ML6  H15   C15  C14   109.21  3.000
 ML6  C21   C15  C14   111.71  3.000
 ML6  C26   C21  C22   118.84  3.000
 ML6  C26   C21  C15   120.10  3.000
 ML6  C22   C21  C15   121.02  3.000
 ML6  H22   C22  C23   119.80  3.000
 ML6  H22   C22  C21   119.51  3.000
 ML6  C23   C22  C21   120.69  3.000
 ML6  H23   C23  C24   119.35  3.000
 ML6  H23   C23  C22   119.95  3.000
 ML6  C24   C23  C22   120.70  3.000
 ML6  H24   C24  C25   120.75  3.000
 ML6  H24   C24  C23   121.43  3.000
 ML6  C25   C24  C23   117.83  3.000
 ML6  C26   C25  F25   118.58  3.000
 ML6  C26   C25  C24   122.58  3.000
 ML6  F25   C25  C24   118.84  3.000
 ML6  H26   C26  C25   120.00  3.000
 ML6  H26   C26  C21   120.64  3.000
 ML6  C25   C26  C21   119.36  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
 ML6  CONST_01  C04  C05  C10  N01    0.00   0.0  0
 ML6  CONST_02  C06  C05  C10  N01  180.00   0.0  0
 ML6  CONST_03  C08  C09  C10  N01  180.00   0.0  0
 ML6  CONST_04  C04  C03  C02  N01    0.00   0.0  0
 ML6  CONST_05  C05  C10  N01  C02    0.00   0.0  0
 ML6  CONST_06  C09  C10  N01  C02  180.00   0.0  0
 ML6  CONST_07  C05  C04  C03  C02    0.00   0.0  0
 ML6  CONST_08  C10  N01  C02  C03    0.00   0.0  0
 ML6  CONST_09  C10  C05  C04  C03    0.00   0.0  0
 ML6  CONST_10  C06  C05  C04  C03  180.00   0.0  0
 ML6  CONST_11  C09  C10  C05  C04  180.00   0.0  0
 ML6  CONST_12  C07  C06  C05  C04  180.00   0.0  0
 ML6  CONST_13  C08  C09  C10  C05    0.00   0.0  0
 ML6  CONST_14  C08  C07  C06  C05    0.00   0.0  0
 ML6  CONST_15  C09  C10  C05  C06    0.00   0.0  0
 ML6  CONST_16  C09  C08  C07  C06    0.00   0.0  0
 ML6  CONST_17  C10  C05  C06  C07    0.00   0.0  0
 ML6  CONST_18  C10  C09  C08  C07    0.00   0.0  0
 ML6  CONST_19  C24  C23  C22  C21    0.00   0.0  0
 ML6  CONST_20  C24  C25  C26  C21    0.00   0.0  0
 ML6  CONST_21  C25  C26  C21  C22    0.00   0.0  0
 ML6  CONST_22  C25  C24  C23  C22    0.00   0.0  0
 ML6  CONST_23  C26  C21  C22  C23    0.00   0.0  0
 ML6  CONST_24  C26  C25  C24  C23    0.00   0.0  0
 ML6  CONST_25  C10  N01  C02  N02  180.00   0.0  0
 ML6  CONST_26  C04  C03  C02  N02  180.00   0.0  0
 ML6  CONST_27  C11  C08  C07  C06  180.00   0.0  0
 ML6  CONST_28  C11  C08  C09  C10  180.00   0.0  0
 ML6  CONST_29  C23  C22  C21  C15  180.00   0.0  0
 ML6  CONST_30  C25  C26  C21  C15  180.00   0.0  0
 ML6  CONST_31  F25  C25  C26  C21  180.00   0.0  0
 ML6  CONST_32  F25  C25  C24  C23  180.00   0.0  0
 ML6  CONST_33  H09  C09  C10  N01    0.00   0.0  0
 ML6  CONST_34  H03  C03  C02  N01  180.00   0.0  0
 ML6  CONST_35  H04  C04  C03  C02  180.00   0.0  0
 ML6  CONST_36  H06  C06  C05  C04    0.00   0.0  0
 ML6  CONST_37  H07  C07  C06  C05  180.00   0.0  0
 ML6  CONST_38  H23  C23  C22  C21  180.00   0.0  0
 ML6  CONST_39  H26  C26  C21  C22  180.00   0.0  0
 ML6  CONST_40  H24  C24  C23  C22  180.00   0.0  0
 ML6  CONST_41  H22  C22  C23  C24  180.00   0.0  0
 ML6  Var_01    N12  C11  C08  C07  154.79  30.0  3
 ML6  Var_02    C22  C21  C15  C14   91.00  30.0  2
 ML6  Var_03    C13  N12  C11  C08  174.04  30.0  1
 ML6  Var_04    C21  C15  C14  C13  177.69  30.0  1
 ML6  Var_05    C14  C13  N12  C11  178.54  30.0  1
 ML6  Var_06    C15  C14  C13  N12  177.23  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
 ML6  plan-1  C15   0.020
 ML6  plan-1  C21   0.020
 ML6  plan-1  C22   0.020
 ML6  plan-1  C23   0.020
 ML6  plan-1  C24   0.020
 ML6  plan-1  C25   0.020
 ML6  plan-1  F25   0.020
 ML6  plan-1  C26   0.020
 ML6  plan-1  H22   0.020
 ML6  plan-1  H23   0.020
 ML6  plan-1  H24   0.020
 ML6  plan-1  H26   0.020
 ML6  plan-2  N01   0.020
 ML6  plan-2  C02   0.020
 ML6  plan-2  N02   0.020
 ML6  plan-2  C03   0.020
 ML6  plan-2  C04   0.020
 ML6  plan-2  C05   0.020
 ML6  plan-2  C06   0.020
 ML6  plan-2  C07   0.020
 ML6  plan-2  C08   0.020
 ML6  plan-2  C09   0.020
 ML6  plan-2  C10   0.020
 ML6  plan-2  C11   0.020
 ML6  plan-2  H03   0.020
 ML6  plan-2  H04   0.020
 ML6  plan-2  H06   0.020
 ML6  plan-2  H07   0.020
 ML6  plan-2  H09   0.020
 ML6  plan-3  C02   0.020
 ML6  plan-3  N02   0.020
 ML6  plan-3  HN02  0.020
 ML6  plan-3  HN0A  0.020

