# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 21 14:10:16 2020
#   Inital geometry file: a 110 line input string
#   Ligand name: N,N-dimethyl-6-(naphthalen-2-yl)-5-(pyridin-4-yl)pyridazin-3-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(C)c1cc(c2ccncc2)c(nn1)c3ccc4ccccc4c3
#
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
 LM4  LM4  N,N-dimethyl-6-(naphthalen-2-yl)-5-(pyridin-4-yl)pyridazin-3-amine  ligand  43  25  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_LM4
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
 LM4  C3   C  CH3   0  -0.544   5.6232  -0.4312  -0.1331
 LM4  N2   N  NT    0  -0.487   4.6110  -1.4566  -0.0128
 LM4  C1   C  CH3   0  -0.514   4.9867  -2.8555   0.0037
 LM4  C4   C  CR6   0   0.520   3.3051  -1.1209   0.0013
 LM4  N9   N  N     0  -0.335   2.4212  -2.1180   0.1104
 LM4  N8   N  N     0  -0.267   1.1426  -1.8627   0.1872
 LM4  C7   C  CR6   0   0.163   0.6577  -0.6359   0.1290
 LM4  C6   C  CR6   0   0.110   1.5204   0.4679  -0.0642
 LM4  C10  C  CR6   0   0.073   1.0340   1.8465  -0.2670
 LM4  C21  C  CR16  0  -0.345   0.0696   2.1414  -1.2258
 LM4  C20  C  CR16  0  -0.053  -0.3252   3.4586  -1.3919
 LM4  N19  N  N     0  -0.405   0.1599   4.4681  -0.6769
 LM4  C18  C  CR16  0  -0.057   1.0802   4.1841   0.2356
 LM4  C17  C  CR16  0  -0.355   1.5525   2.9022   0.4746
 LM4  C5   C  CR16  0  -0.346   2.8657   0.2157  -0.1147
 LM4  C11  C  CR6   0   0.033  -0.8070  -0.5198   0.2803
 LM4  C16  C  CR16  0  -0.362  -1.6366  -1.4180  -0.3445
 LM4  C15  C  CR66  0   0.140  -3.0389  -1.3533  -0.1905
 LM4  C25  C  CR16  0  -0.314  -3.9022  -2.2726  -0.8331
 LM4  C24  C  CR16  0  -0.258  -5.2576  -2.1886  -0.6667
 LM4  C23  C  CR16  0  -0.258  -5.8141  -1.1801   0.1487
 LM4  C22  C  CR16  0  -0.310  -5.0034  -0.2772   0.7819
 LM4  C14  C  CR66  0   0.102  -3.5990  -0.3411   0.6307
 LM4  C13  C  CR16  0  -0.296  -2.7273   0.5656   1.2780
 LM4  C12  C  CR16  0  -0.280  -1.3751   0.4796   1.1098
 LM4  H1   H  HCH3  0   0.266   6.6024  -0.8816  -0.0030
 LM4  H2   H  HCH3  0   0.242   5.6092   0.0595  -1.1105
 LM4  H3   H  HCH3  0   0.247   5.5092   0.3359   0.6353
 LM4  H4   H  HCH3  0   0.240   4.6150  -3.3627   0.8950
 LM4  H5   H  HCH3  0   0.237   4.6069  -3.3919  -0.8681
 LM4  H6   H  HCH3  0   0.245   6.0708  -2.9245  -0.0005
 LM4  H7   H  HCR6  0   0.274  -0.3660   1.3674  -1.8432
 LM4  H8   H  HCR6  0   0.268  -1.0701   3.7068  -2.1397
 LM4  H9   H  HCR6  0   0.269   1.4645   5.0162   0.8149
 LM4  H10  H  HCR6  0   0.276   2.2987   2.7367   1.2405
 LM4  H11  H  HCR6  0   0.291   3.5615   1.0246  -0.2872
 LM4  H12  H  HCR6  0   0.250  -1.2160  -2.1896  -0.9780
 LM4  H13  H  HCR6  0   0.255  -3.4733  -3.0475  -1.4573
 LM4  H14  H  HCR6  0   0.259  -5.9094  -2.8977  -1.1599
 LM4  H15  H  HCR6  0   0.259  -6.8878  -1.1248   0.2727
 LM4  H16  H  HCR6  0   0.256  -5.4309   0.4971   1.4075
 LM4  H17  H  HCR6  0   0.256  -3.1455   1.3304   1.9212
 LM4  H18  H  HCR6  0   0.256  -0.7303   1.1713   1.6354

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
 LM4  C24  C23  aromatic  1.411  0.020  1.411
 LM4  C24  C25  aromatic  1.368  0.020  1.368
 LM4  C23  C22  aromatic  1.369  0.020  1.369
 LM4  C25  C15  aromatic  1.415  0.020  1.415
 LM4  C22  C14  aromatic  1.414  0.020  1.414
 LM4  C15  C14  aromatic  1.419  0.020  1.419
 LM4  C15  C16  aromatic  1.412  0.020  1.412
 LM4  C14  C13  aromatic  1.415  0.020  1.415
 LM4  C16  C11  aromatic  1.373  0.020  1.373
 LM4  C13  C12  aromatic  1.365  0.020  1.365
 LM4  C11  C12  aromatic  1.418  0.020  1.418
 LM4  C11  C7   single    1.477  0.020  1.477
 LM4  N8   C7   aromatic  1.320  0.020  1.320
 LM4  N8   N9   aromatic  1.306  0.020  1.306
 LM4  C7   C6   aromatic  1.414  0.020  1.414
 LM4  C21  C20  aromatic  1.385  0.020  1.385
 LM4  C21  C10  aromatic  1.392  0.020  1.392
 LM4  N9   C4   aromatic  1.337  0.020  1.337
 LM4  C20  N19  aromatic  1.329  0.020  1.329
 LM4  C6   C10  single    1.476  0.020  1.476
 LM4  C6   C5   aromatic  1.370  0.020  1.370
 LM4  C10  C17  aromatic  1.390  0.020  1.390
 LM4  C4   C5   aromatic  1.412  0.020  1.412
 LM4  C4   N2   single    1.348  0.020  1.348
 LM4  N19  C18  aromatic  1.327  0.020  1.327
 LM4  C3   N2   single    1.446  0.020  1.446
 LM4  N2   C1   single    1.448  0.020  1.448
 LM4  C17  C18  aromatic  1.387  0.020  1.387
 LM4  C3   H1   single    0.970  0.020  1.090
 LM4  C3   H2   single    0.970  0.020  1.090
 LM4  C3   H3   single    0.970  0.020  1.090
 LM4  C1   H4   single    0.970  0.020  1.090
 LM4  C1   H5   single    0.970  0.020  1.090
 LM4  C1   H6   single    0.970  0.020  1.090
 LM4  C21  H7   single    0.930  0.020  1.080
 LM4  C20  H8   single    0.930  0.020  1.080
 LM4  C18  H9   single    0.930  0.020  1.080
 LM4  C17  H10  single    0.930  0.020  1.080
 LM4  C5   H11  single    0.930  0.020  1.080
 LM4  C16  H12  single    0.930  0.020  1.080
 LM4  C25  H13  single    0.930  0.020  1.080
 LM4  C24  H14  single    0.930  0.020  1.080
 LM4  C23  H15  single    0.930  0.020  1.080
 LM4  C22  H16  single    0.930  0.020  1.080
 LM4  C13  H17  single    0.930  0.020  1.080
 LM4  C12  H18  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
 LM4  H3   C3   H2   108.20  3.000
 LM4  H3   C3   H1   107.54  3.000
 LM4  H2   C3   H1   107.74  3.000
 LM4  H3   C3   N2   111.52  3.000
 LM4  H2   C3   N2   112.55  3.000
 LM4  H1   C3   N2   109.10  3.000
 LM4  C4   N2   C1   119.44  3.000
 LM4  C1   N2   C3   120.28  3.000
 LM4  C4   N2   C3   120.15  3.000
 LM4  H6   C1   H5   108.23  3.000
 LM4  H6   C1   H4   108.28  3.000
 LM4  H5   C1   H4   107.79  3.000
 LM4  H6   C1   N2   108.67  3.000
 LM4  H5   C1   N2   112.03  3.000
 LM4  H4   C1   N2   111.72  3.000
 LM4  C5   C4   N9   120.46  3.000
 LM4  C5   C4   N2   122.43  3.000
 LM4  N9   C4   N2   117.10  3.000
 LM4  N8   N9   C4   120.42  3.000
 LM4  C7   N8   N9   122.58  3.000
 LM4  C11  C7   C6   123.89  3.000
 LM4  C6   C7   N8   120.48  3.000
 LM4  C11  C7   N8   115.63  3.000
 LM4  C5   C6   C10  119.38  3.000
 LM4  C5   C6   C7   117.42  3.000
 LM4  C10  C6   C7   123.15  3.000
 LM4  C17  C10  C21  117.71  3.000
 LM4  C17  C10  C6   120.87  3.000
 LM4  C21  C10  C6   121.40  3.000
 LM4  H7   C21  C20  119.82  3.000
 LM4  H7   C21  C10  121.38  3.000
 LM4  C20  C21  C10  118.80  3.000
 LM4  H8   C20  N19  116.61  3.000
 LM4  H8   C20  C21  119.75  3.000
 LM4  N19  C20  C21  123.64  3.000
 LM4  C18  N19  C20  117.43  3.000
 LM4  H9   C18  C17  119.77  3.000
 LM4  H9   C18  N19  116.68  3.000
 LM4  C17  C18  N19  123.54  3.000
 LM4  H10  C17  C18  119.88  3.000
 LM4  H10  C17  C10  121.23  3.000
 LM4  C18  C17  C10  118.88  3.000
 LM4  H11  C5   C6   120.03  3.000
 LM4  H11  C5   C4   121.41  3.000
 LM4  C6   C5   C4   118.49  3.000
 LM4  C12  C11  C16  119.03  3.000
 LM4  C12  C11  C7   120.85  3.000
 LM4  C16  C11  C7   120.07  3.000
 LM4  H12  C16  C15  118.81  3.000
 LM4  H12  C16  C11  119.83  3.000
 LM4  C15  C16  C11  121.35  3.000
 LM4  C14  C15  C25  119.04  3.000
 LM4  C14  C15  C16  119.21  3.000
 LM4  C25  C15  C16  121.76  3.000
 LM4  H13  C25  C24  120.40  3.000
 LM4  H13  C25  C15  118.99  3.000
 LM4  C24  C25  C15  120.61  3.000
 LM4  H14  C24  C23  119.61  3.000
 LM4  H14  C24  C25  120.07  3.000
 LM4  C23  C24  C25  120.32  3.000
 LM4  H15  C23  C22  120.06  3.000
 LM4  H15  C23  C24  119.60  3.000
 LM4  C22  C23  C24  120.34  3.000
 LM4  H16  C22  C14  119.08  3.000
 LM4  H16  C22  C23  120.33  3.000
 LM4  C14  C22  C23  120.60  3.000
 LM4  C13  C14  C22  122.28  3.000
 LM4  C13  C14  C15  118.61  3.000
 LM4  C22  C14  C15  119.10  3.000
 LM4  H17  C13  C12  120.00  3.000
 LM4  H17  C13  C14  119.10  3.000
 LM4  C12  C13  C14  120.90  3.000
 LM4  H18  C12  C13  119.35  3.000
 LM4  H18  C12  C11  119.75  3.000
 LM4  C13  C12  C11  120.89  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
 LM4  CONST_01  C7   N8   N9   C4     0.00   0.0  0
 LM4  CONST_02  C7   C6   C5   C4     0.00   0.0  0
 LM4  CONST_03  C10  C6   C5   C4   180.00   0.0  0
 LM4  CONST_04  C11  C7   N8   N9   180.00   0.0  0
 LM4  CONST_05  C6   C7   N8   N9     0.00   0.0  0
 LM4  CONST_06  C6   C5   C4   N9     0.00   0.0  0
 LM4  CONST_09  C10  C6   C7   N8   180.00   0.0  0
 LM4  CONST_10  C5   C6   C7   N8     0.00   0.0  0
 LM4  CONST_11  C5   C4   N9   N8     0.00   0.0  0
 LM4  CONST_12  C15  C16  C11  C7   180.00   0.0  0
 LM4  CONST_13  C13  C12  C11  C7   180.00   0.0  0
 LM4  CONST_18  C20  C21  C10  C6   180.00   0.0  0
 LM4  CONST_19  C18  C17  C10  C6   180.00   0.0  0
 LM4  CONST_20  N19  C20  C21  C10    0.00   0.0  0
 LM4  CONST_21  C11  C7   C6   C10    0.00   0.0  0
 LM4  CONST_22  N19  C18  C17  C10    0.00   0.0  0
 LM4  CONST_23  C18  N19  C20  C21    0.00   0.0  0
 LM4  CONST_25  C18  C17  C10  C21    0.00   0.0  0
 LM4  CONST_26  C17  C10  C21  C20    0.00   0.0  0
 LM4  CONST_27  C17  C18  N19  C20    0.00   0.0  0
 LM4  CONST_29  C11  C7   C6   C5   180.00   0.0  0
 LM4  CONST_30  C25  C15  C16  C11  180.00   0.0  0
 LM4  CONST_31  C14  C15  C16  C11    0.00   0.0  0
 LM4  CONST_32  C14  C13  C12  C11    0.00   0.0  0
 LM4  CONST_33  C24  C25  C15  C16  180.00   0.0  0
 LM4  CONST_34  C22  C14  C15  C16  180.00   0.0  0
 LM4  CONST_35  C13  C14  C15  C16    0.00   0.0  0
 LM4  CONST_36  C13  C12  C11  C16    0.00   0.0  0
 LM4  CONST_37  C23  C24  C25  C15    0.00   0.0  0
 LM4  CONST_38  C23  C22  C14  C15    0.00   0.0  0
 LM4  CONST_39  C12  C13  C14  C15    0.00   0.0  0
 LM4  CONST_40  C12  C11  C16  C15    0.00   0.0  0
 LM4  CONST_41  C22  C23  C24  C25    0.00   0.0  0
 LM4  CONST_42  C22  C14  C15  C25    0.00   0.0  0
 LM4  CONST_43  C13  C14  C15  C25  180.00   0.0  0
 LM4  CONST_44  C14  C22  C23  C24    0.00   0.0  0
 LM4  CONST_45  C14  C15  C25  C24    0.00   0.0  0
 LM4  CONST_46  C13  C14  C22  C23  180.00   0.0  0
 LM4  CONST_47  C12  C13  C14  C22  180.00   0.0  0
 LM4  CONST_48  N8   N9   C4   N2   180.00   0.0  0
 LM4  CONST_49  C6   C5   C4   N2   180.00   0.0  0
 LM4  CONST_50  H11  C5   C4   N9   180.00   0.0  0
 LM4  CONST_51  H12  C16  C11  C7     0.00   0.0  0
 LM4  CONST_52  H18  C12  C11  C7     0.00   0.0  0
 LM4  CONST_53  H7   C21  C10  C6     0.00   0.0  0
 LM4  CONST_54  H10  C17  C10  C6     0.00   0.0  0
 LM4  CONST_55  H8   C20  C21  C10  180.00   0.0  0
 LM4  CONST_56  H9   C18  C17  C10  180.00   0.0  0
 LM4  CONST_57  H17  C13  C12  C11  180.00   0.0  0
 LM4  CONST_58  H13  C25  C15  C16    0.00   0.0  0
 LM4  CONST_59  H14  C24  C25  C15  180.00   0.0  0
 LM4  CONST_60  H16  C22  C14  C15  180.00   0.0  0
 LM4  CONST_61  H15  C23  C24  C25  180.00   0.0  0
 LM4  CONST_62  N9   C4   N2   C3   180.00   0.0  0
 LM4  CONST_63  C5   C4   N2   C3     0.00   0.0  0
 LM4  CONST_64  N9   C4   N2   C1     0.00   0.0  0
 LM4  CONST_65  C5   C4   N2   C1   180.00   0.0  0
 LM4  Var_01    H1   C3   N2   C4   173.10  30.0  3
 LM4  Var_02    H4   C1   N2   C4   -59.99  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
 LM4  plan-1  N2   0.020
 LM4  plan-1  C4   0.020
 LM4  plan-1  N9   0.020
 LM4  plan-1  N8   0.020
 LM4  plan-1  C7   0.020
 LM4  plan-1  C6   0.020
 LM4  plan-1  C10  0.020
 LM4  plan-1  C5   0.020
 LM4  plan-1  C11  0.020
 LM4  plan-1  H11  0.020
 LM4  plan-2  C6   0.020
 LM4  plan-2  C10  0.020
 LM4  plan-2  C21  0.020
 LM4  plan-2  C20  0.020
 LM4  plan-2  N19  0.020
 LM4  plan-2  C18  0.020
 LM4  plan-2  C17  0.020
 LM4  plan-2  H7   0.020
 LM4  plan-2  H8   0.020
 LM4  plan-2  H9   0.020
 LM4  plan-2  H10  0.020
 LM4  plan-3  C7   0.020
 LM4  plan-3  C11  0.020
 LM4  plan-3  C16  0.020
 LM4  plan-3  C15  0.020
 LM4  plan-3  C25  0.020
 LM4  plan-3  C24  0.020
 LM4  plan-3  C23  0.020
 LM4  plan-3  C22  0.020
 LM4  plan-3  C14  0.020
 LM4  plan-3  C13  0.020
 LM4  plan-3  C12  0.020
 LM4  plan-3  H12  0.020
 LM4  plan-3  H13  0.020
 LM4  plan-3  H14  0.020
 LM4  plan-3  H15  0.020
 LM4  plan-3  H16  0.020
 LM4  plan-3  H17  0.020
 LM4  plan-3  H18  0.020
 LM4  plan-4  C3   0.020
 LM4  plan-4  N2   0.020
 LM4  plan-4  C1   0.020
 LM4  plan-4  C4   0.020

