# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 18:20:17 2021
#   Inital geometry file: a 106 line input string
#   Ligand name: 4-[(3-methoxyphenyl)amino]-2-methylquinoline-6-carboximidamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cccc(Nc2cc(C)nc3ccc(cc23)C(N)=N)c1
#
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
 MQC  MQC  4-[(3-methoxyphenyl)amino]-2-methylquinoline-6-carboximidamide  ligand  41  23  .  2022-03-22  2022-07-25
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_MQC
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
 MQC  N1   N  N     0  -0.649   1.6236  -15.4451  -11.3310
 MQC  C1   C  C     0   0.338   1.0044  -14.3442  -11.1399
 MQC  N4   N  NH2   0  -0.824   0.9421  -13.6484   -9.9649
 MQC  C2   C  CR6   0   0.056   0.2209  -13.7697  -12.2668
 MQC  C18  C  CR16  0  -0.378  -0.8441  -12.9252  -12.0541
 MQC  C17  C  CR66  0   0.034  -1.5897  -12.3972  -13.1273
 MQC  C3   C  CR16  0  -0.277   0.5590  -14.1252  -13.5899
 MQC  C4   C  CR16  0  -0.293  -0.1580  -13.6412  -14.6463
 MQC  C5   C  CR66  0   0.176  -1.2564  -12.7729  -14.4499
 MQC  N2   N  N     0  -0.481  -1.9381  -12.3552  -15.5416
 MQC  C6   C  CR6   0   0.220  -2.9611  -11.5559  -15.3554
 MQC  C7   C  CH3   0  -0.738  -3.7086  -11.0800  -16.5638
 MQC  C8   C  CR16  0  -0.412  -3.3742  -11.1061  -14.0870
 MQC  C9   C  CR6   0   0.445  -2.6983  -11.5027  -12.9537
 MQC  N3   N  NH1   0  -0.802  -3.0118  -11.0758  -11.6927
 MQC  C10  C  CR6   0   0.370  -4.1560  -10.3880  -11.2847
 MQC  C16  C  CR16  0  -0.416  -5.4158  -10.7166  -11.7688
 MQC  C11  C  CR16  0  -0.360  -4.0246   -9.3913  -10.3137
 MQC  C12  C  CR16  0  -0.231  -5.1533   -8.7361   -9.8587
 MQC  C13  C  CR16  0  -0.401  -6.4182   -9.0335  -10.3529
 MQC  C14  C  CR6   0   0.396  -6.5443  -10.0334  -11.3147
 MQC  O1   O  O2    0  -0.473  -7.7144  -10.4230  -11.8534
 MQC  C15  C  CH3   0  -0.436  -8.9055   -9.8185  -11.3899
 MQC  H11  H  H     0   0.326   2.1474  -15.7208  -10.5048
 MQC  H10  H  HNH2  0   0.392   1.5640  -13.9419   -9.2278
 MQC  H9   H  HNH2  0   0.394   0.8277  -12.6490  -10.0119
 MQC  H1   H  HCR6  0   0.255  -1.1361  -12.7002  -11.0361
 MQC  H2   H  HCR6  0   0.259   1.3961  -14.7890  -13.7574
 MQC  H3   H  HCR6  0   0.259   0.0997  -13.9143  -15.6616
 MQC  H15  H  HCH3  0   0.250  -3.3168  -11.5388  -17.4687
 MQC  H17  H  HCH3  0   0.251  -4.7711  -11.3140  -16.4837
 MQC  H16  H  HCH3  0   0.254  -3.6294   -9.9958  -16.6636
 MQC  H4   H  HCR6  0   0.281  -4.2066  -10.4191  -14.0285
 MQC  H14  H  HNH1  0   0.410  -2.2583  -11.0656  -11.0252
 MQC  H5   H  HCR6  0   0.283  -5.5437  -11.5170  -12.4861
 MQC  H8   H  HCR6  0   0.264  -3.0462   -9.1356   -9.9267
 MQC  H7   H  HCR6  0   0.263  -5.0528   -7.9638   -9.1075
 MQC  H6   H  HCR6  0   0.279  -7.2740   -8.4870   -9.9818
 MQC  H18  H  HCH3  0   0.260  -9.7214  -10.2866  -11.9348
 MQC  H20  H  HCH3  0   0.229  -9.0557   -9.9823  -10.3200
 MQC  H19  H  HCH3  0   0.229  -8.9228   -8.7438  -11.5875

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
 MQC  C7   C6   single    1.499  0.020  1.499
 MQC  N2   C6   aromatic  1.311  0.020  1.311
 MQC  N2   C5   aromatic  1.353  0.020  1.353
 MQC  C6   C8   aromatic  1.408  0.020  1.408
 MQC  C4   C5   aromatic  1.414  0.020  1.414
 MQC  C4   C3   aromatic  1.365  0.020  1.365
 MQC  C5   C17  aromatic  1.415  0.020  1.415
 MQC  C8   C9   aromatic  1.378  0.020  1.378
 MQC  C3   C2   aromatic  1.411  0.020  1.411
 MQC  C17  C9   aromatic  1.435  0.020  1.435
 MQC  C17  C18  aromatic  1.409  0.020  1.409
 MQC  C9   N3   single    1.368  0.020  1.368
 MQC  C2   C18  aromatic  1.376  0.020  1.376
 MQC  C2   C1   single    1.488  0.020  1.488
 MQC  N3   C10  single    1.396  0.020  1.396
 MQC  C15  O1   single    1.414  0.020  1.414
 MQC  C16  C10  aromatic  1.389  0.020  1.389
 MQC  C16  C14  aromatic  1.395  0.020  1.395
 MQC  O1   C14  single    1.346  0.020  1.346
 MQC  N1   C1   double    1.277  0.020  1.277
 MQC  C10  C11  aromatic  1.398  0.020  1.398
 MQC  C1   N4   single    1.367  0.020  1.367
 MQC  C14  C13  aromatic  1.393  0.020  1.393
 MQC  C11  C12  aromatic  1.382  0.020  1.382
 MQC  C13  C12  aromatic  1.390  0.020  1.390
 MQC  N1   H11  single    0.890  0.020  1.040
 MQC  N4   H10  single    0.890  0.020  1.040
 MQC  N4   H9   single    0.890  0.020  1.040
 MQC  C18  H1   single    0.930  0.020  1.080
 MQC  C3   H2   single    0.930  0.020  1.080
 MQC  C4   H3   single    0.930  0.020  1.080
 MQC  C7   H15  single    0.970  0.020  1.090
 MQC  C7   H17  single    0.970  0.020  1.090
 MQC  C7   H16  single    0.970  0.020  1.090
 MQC  C8   H4   single    0.930  0.020  1.080
 MQC  N3   H14  single    0.860  0.020  1.020
 MQC  C16  H5   single    0.930  0.020  1.080
 MQC  C11  H8   single    0.930  0.020  1.080
 MQC  C12  H7   single    0.930  0.020  1.080
 MQC  C13  H6   single    0.930  0.020  1.080
 MQC  C15  H18  single    0.970  0.020  1.090
 MQC  C15  H20  single    0.970  0.020  1.090
 MQC  C15  H19  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
 MQC  H11  N1   C1   111.22  3.000
 MQC  C2   C1   N4   115.50  3.000
 MQC  N4   C1   N1   126.11  3.000
 MQC  C2   C1   N1   118.34  3.000
 MQC  H9   N4   H10  113.15  3.000
 MQC  H9   N4   C1   118.05  3.000
 MQC  H10  N4   C1   116.89  3.000
 MQC  C3   C2   C18  119.02  3.000
 MQC  C18  C2   C1   121.84  3.000
 MQC  C3   C2   C1   119.12  3.000
 MQC  H1   C18  C17  119.70  3.000
 MQC  H1   C18  C2   118.80  3.000
 MQC  C17  C18  C2   121.45  3.000
 MQC  C9   C17  C5   117.43  3.000
 MQC  C9   C17  C18  123.37  3.000
 MQC  C5   C17  C18  119.19  3.000
 MQC  H2   C3   C4   120.28  3.000
 MQC  H2   C3   C2   119.03  3.000
 MQC  C4   C3   C2   120.68  3.000
 MQC  H3   C4   C5   118.04  3.000
 MQC  H3   C4   C3   120.75  3.000
 MQC  C5   C4   C3   121.21  3.000
 MQC  N2   C5   C4   117.96  3.000
 MQC  C4   C5   C17  118.42  3.000
 MQC  N2   C5   C17  123.61  3.000
 MQC  C6   N2   C5   117.81  3.000
 MQC  C8   C6   C7   118.60  3.000
 MQC  C8   C6   N2   123.47  3.000
 MQC  C7   C6   N2   117.92  3.000
 MQC  H16  C7   H17  106.89  3.000
 MQC  H16  C7   H15  108.46  3.000
 MQC  H17  C7   H15  108.75  3.000
 MQC  H16  C7   C6   110.67  3.000
 MQC  H17  C7   C6   111.01  3.000
 MQC  H15  C7   C6   110.93  3.000
 MQC  H4   C8   C9   121.08  3.000
 MQC  H4   C8   C6   118.55  3.000
 MQC  C9   C8   C6   120.34  3.000
 MQC  N3   C9   C8   123.78  3.000
 MQC  N3   C9   C17  118.90  3.000
 MQC  C8   C9   C17  117.31  3.000
 MQC  H14  N3   C10  114.50  3.000
 MQC  H14  N3   C9   116.28  3.000
 MQC  C10  N3   C9   127.68  3.000
 MQC  C11  C10  C16  119.74  3.000
 MQC  C11  C10  N3   118.52  3.000
 MQC  C16  C10  N3   121.67  3.000
 MQC  H5   C16  C14  118.83  3.000
 MQC  H5   C16  C10  120.87  3.000
 MQC  C14  C16  C10  120.29  3.000
 MQC  H8   C11  C12  120.55  3.000
 MQC  H8   C11  C10  120.11  3.000
 MQC  C12  C11  C10  119.34  3.000
 MQC  H7   C12  C13  118.94  3.000
 MQC  H7   C12  C11  119.41  3.000
 MQC  C13  C12  C11  121.64  3.000
 MQC  H6   C13  C14  121.88  3.000
 MQC  H6   C13  C12  119.35  3.000
 MQC  C14  C13  C12  118.77  3.000
 MQC  O1   C14  C13  124.25  3.000
 MQC  C13  C14  C16  120.20  3.000
 MQC  O1   C14  C16  115.55  3.000
 MQC  C15  O1   C14  118.52  3.000
 MQC  H19  C15  H20  108.80  3.000
 MQC  H19  C15  H18  108.72  3.000
 MQC  H20  C15  H18  108.85  3.000
 MQC  H19  C15  O1   112.00  3.000
 MQC  H20  C15  O1   111.88  3.000
 MQC  H18  C15  O1   106.49  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
 MQC  CONST_01  C5   C4   C3   C2      0.00   0.0  0
 MQC  CONST_02  C5   C17  C18  C2      0.00   0.0  0
 MQC  CONST_03  C9   C17  C18  C2    180.00   0.0  0
 MQC  CONST_04  N2   C5   C17  C18   180.00   0.0  0
 MQC  CONST_05  C4   C5   C17  C18     0.00   0.0  0
 MQC  CONST_06  C8   C9   C17  C18   180.00   0.0  0
 MQC  CONST_07  C4   C3   C2   C18     0.00   0.0  0
 MQC  CONST_08  C6   N2   C5   C17     0.00   0.0  0
 MQC  CONST_09  C3   C4   C5   C17     0.00   0.0  0
 MQC  CONST_10  C6   C8   C9   C17     0.00   0.0  0
 MQC  CONST_11  C3   C2   C18  C17     0.00   0.0  0
 MQC  CONST_12  N2   C5   C4   C3    180.00   0.0  0
 MQC  CONST_13  C6   N2   C5   C4    180.00   0.0  0
 MQC  CONST_14  C9   C17  C5   C4    180.00   0.0  0
 MQC  CONST_15  C8   C6   N2   C5      0.00   0.0  0
 MQC  CONST_16  C8   C9   C17  C5      0.00   0.0  0
 MQC  CONST_17  C9   C8   C6   N2      0.00   0.0  0
 MQC  CONST_18  C9   C17  C5   N2      0.00   0.0  0
 MQC  CONST_19  C13  C14  C16  C10     0.00   0.0  0
 MQC  CONST_20  C13  C12  C11  C10     0.00   0.0  0
 MQC  CONST_21  C12  C11  C10  C16     0.00   0.0  0
 MQC  CONST_22  C12  C13  C14  C16     0.00   0.0  0
 MQC  CONST_23  C14  C16  C10  C11     0.00   0.0  0
 MQC  CONST_24  C14  C13  C12  C11     0.00   0.0  0
 MQC  CONST_25  C4   C3   C2   C1    180.00   0.0  0
 MQC  CONST_26  C17  C18  C2   C1    180.00   0.0  0
 MQC  CONST_27  N3   C9   C17  C18     0.00   0.0  0
 MQC  CONST_28  C7   C6   N2   C5    180.00   0.0  0
 MQC  CONST_29  N3   C9   C17  C5    180.00   0.0  0
 MQC  CONST_30  N3   C9   C8   C6    180.00   0.0  0
 MQC  CONST_31  C9   C8   C6   C7    180.00   0.0  0
 MQC  CONST_32  C14  C16  C10  N3    180.00   0.0  0
 MQC  CONST_33  C12  C11  C10  N3    180.00   0.0  0
 MQC  CONST_34  O1   C14  C16  C10   180.00   0.0  0
 MQC  CONST_35  O1   C14  C13  C12   180.00   0.0  0
 MQC  CONST_36  H3   C4   C3   C2    180.00   0.0  0
 MQC  CONST_37  H2   C3   C2   C18   180.00   0.0  0
 MQC  CONST_38  H4   C8   C9   C17   180.00   0.0  0
 MQC  CONST_39  H1   C18  C2   C3    180.00   0.0  0
 MQC  CONST_40  H7   C12  C11  C10   180.00   0.0  0
 MQC  CONST_41  H8   C11  C10  C16   180.00   0.0  0
 MQC  CONST_42  H6   C13  C14  C16   180.00   0.0  0
 MQC  CONST_43  H5   C16  C10  C11   180.00   0.0  0
 MQC  CONST_44  H11  N1   C1   C2    180.00   0.0  0
 MQC  CONST_45  H10  N4   C1   C2    180.00   0.0  0
 MQC  Var_01    C10  N3   C9   C17  -169.06  30.0  2
 MQC  Var_02    C16  C10  N3   C9     41.04  30.0  2
 MQC  Var_03    C3   C2   C1   N1    -23.61  30.0  2
 MQC  Var_04    H15  C7   C6   N2      3.83  30.0  2
 MQC  Var_05    H18  C15  O1   C14  -178.87  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
 MQC  plan-1  N3   0.020
 MQC  plan-1  C10  0.020
 MQC  plan-1  C16  0.020
 MQC  plan-1  C11  0.020
 MQC  plan-1  C12  0.020
 MQC  plan-1  C13  0.020
 MQC  plan-1  C14  0.020
 MQC  plan-1  O1   0.020
 MQC  plan-1  H5   0.020
 MQC  plan-1  H8   0.020
 MQC  plan-1  H7   0.020
 MQC  plan-1  H6   0.020
 MQC  plan-2  C1   0.020
 MQC  plan-2  C2   0.020
 MQC  plan-2  C18  0.020
 MQC  plan-2  C17  0.020
 MQC  plan-2  C3   0.020
 MQC  plan-2  C4   0.020
 MQC  plan-2  C5   0.020
 MQC  plan-2  N2   0.020
 MQC  plan-2  C6   0.020
 MQC  plan-2  C7   0.020
 MQC  plan-2  C8   0.020
 MQC  plan-2  C9   0.020
 MQC  plan-2  N3   0.020
 MQC  plan-2  H1   0.020
 MQC  plan-2  H2   0.020
 MQC  plan-2  H3   0.020
 MQC  plan-2  H4   0.020
 MQC  plan-3  N1   0.020
 MQC  plan-3  C1   0.020
 MQC  plan-3  N4   0.020
 MQC  plan-3  C2   0.020
 MQC  plan-3  H11  0.020
 MQC  plan-3  H10  0.020
 MQC  plan-3  H9   0.020

