# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 21 14:22:48 2020
#   Inital geometry file: a 110 line input string
#   Ligand name: N,N-dimethyl-6-(naphthalen-1-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)c3cccc4ccccc34
#
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
 LM3  LM3  N,N-dimethyl-6-(naphthalen-1-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_LM3
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
 LM3  C3   C  CH3   0  -0.542   5.2726  -0.3711  -0.3529
 LM3  N2   N  NT    0  -0.488   4.3064  -1.3366   0.1205
 LM3  C1   C  CH3   0  -0.514   4.7086  -2.7024   0.3882
 LM3  C4   C  CR6   0   0.521   3.0033  -1.0006   0.2120
 LM3  N9   N  N     0  -0.343   2.1604  -1.9516   0.6284
 LM3  N8   N  N     0  -0.250   0.8878  -1.6913   0.7778
 LM3  C7   C  CR6   0   0.109   0.3774  -0.5063   0.5069
 LM3  C6   C  CR6   0   0.103   1.1883   0.5386   0.0138
 LM3  C10  C  CR6   0   0.110   0.6397   1.8533  -0.3695
 LM3  C21  C  CR16  0  -0.364   1.2258   3.0290   0.0858
 LM3  C20  C  CR16  0  -0.057   0.6923   4.2442  -0.3174
 LM3  N19  N  N     0  -0.405  -0.3536   4.3532  -1.1267
 LM3  C18  C  CR16  0  -0.057  -0.9070   3.2277  -1.5657
 LM3  C17  C  CR16  0  -0.353  -0.4568   1.9650  -1.2190
 LM3  C5   C  CR16  0  -0.349   2.5276   0.2853  -0.1266
 LM3  C11  C  CR6   0   0.027  -1.0643  -0.3253   0.7971
 LM3  C16  C  CR66  0   0.107  -2.0588  -1.0560   0.0869
 LM3  C25  C  CR16  0  -0.330  -1.7479  -1.9481  -0.9685
 LM3  C24  C  CR16  0  -0.254  -2.7371  -2.6169  -1.6375
 LM3  C23  C  CR16  0  -0.258  -4.0901  -2.4358  -1.2860
 LM3  C22  C  CR16  0  -0.313  -4.4240  -1.5732  -0.2792
 LM3  C15  C  CR66  0   0.116  -3.4256  -0.8578   0.4236
 LM3  C14  C  CR16  0  -0.326  -3.7667   0.0576   1.4457
 LM3  C13  C  CR16  0  -0.241  -2.7942   0.7565   2.1038
 LM3  C12  C  CR16  0  -0.296  -1.4401   0.5621   1.7740
 LM3  H1   H  HCH3  0   0.241   5.1146  -0.0996  -1.4004
 LM3  H2   H  HCH3  0   0.246   5.2527   0.5434   0.2436
 LM3  H3   H  HCH3  0   0.266   6.2692  -0.7930  -0.2651
 LM3  H4   H  HCH3  0   0.240   4.4648  -3.0027   1.4078
 LM3  H5   H  HCH3  0   0.237   4.2304  -3.4109  -0.2909
 LM3  H6   H  HCH3  0   0.245   5.7842  -2.7804   0.2586
 LM3  H7   H  HCR6  0   0.274   2.0727   3.0070   0.7588
 LM3  H8   H  HCR6  0   0.268   1.1334   5.1696   0.0352
 LM3  H9   H  HCR6  0   0.268  -1.7570   3.3307  -2.2307
 LM3  H10  H  HCR6  0   0.270  -0.9509   1.0909  -1.6213
 LM3  H11  H  HCR6  0   0.290   3.1849   1.0468  -0.5231
 LM3  H12  H  HCR6  0   0.254  -0.7168  -2.1025  -1.2549
 LM3  H13  H  HCR6  0   0.260  -2.4810  -3.2896  -2.4457
 LM3  H14  H  HCR6  0   0.259  -4.8602  -2.9771  -1.8194
 LM3  H15  H  HCR6  0   0.257  -5.4620  -1.4224  -0.0077
 LM3  H16  H  HCR6  0   0.257  -4.8107   0.1979   1.6982
 LM3  H17  H  HCR6  0   0.260  -3.0561   1.4574   2.8854
 LM3  H18  H  HCR6  0   0.256  -0.6837   1.1216   2.3110

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
 LM3  C23  C24  aromatic  1.410  0.020  1.410
 LM3  C23  C22  aromatic  1.367  0.020  1.367
 LM3  C24  C25  aromatic  1.369  0.020  1.369
 LM3  C22  C15  aromatic  1.415  0.020  1.415
 LM3  C25  C16  aromatic  1.416  0.020  1.416
 LM3  C15  C16  aromatic  1.422  0.020  1.422
 LM3  C15  C14  aromatic  1.414  0.020  1.414
 LM3  C16  C11  aromatic  1.424  0.020  1.424
 LM3  C14  C13  aromatic  1.366  0.020  1.366
 LM3  C11  C12  aromatic  1.372  0.020  1.372
 LM3  C11  C7   single    1.482  0.020  1.482
 LM3  C13  C12  aromatic  1.407  0.020  1.407
 LM3  N8   C7   aromatic  1.318  0.020  1.318
 LM3  N8   N9   aromatic  1.308  0.020  1.308
 LM3  C7   C6   aromatic  1.412  0.020  1.412
 LM3  N9   C4   aromatic  1.337  0.020  1.337
 LM3  C17  C18  aromatic  1.385  0.020  1.385
 LM3  C17  C10  aromatic  1.392  0.020  1.392
 LM3  C18  N19  aromatic  1.329  0.020  1.329
 LM3  C6   C10  single    1.475  0.020  1.475
 LM3  C6   C5   aromatic  1.370  0.020  1.370
 LM3  C3   N2   single    1.446  0.020  1.446
 LM3  C4   C5   aromatic  1.412  0.020  1.412
 LM3  C4   N2   single    1.349  0.020  1.349
 LM3  C10  C21  aromatic  1.390  0.020  1.390
 LM3  N2   C1   single    1.449  0.020  1.449
 LM3  N19  C20  aromatic  1.327  0.020  1.327
 LM3  C21  C20  aromatic  1.387  0.020  1.387
 LM3  C3   H1   single    0.970  0.020  1.090
 LM3  C3   H2   single    0.970  0.020  1.090
 LM3  C3   H3   single    0.970  0.020  1.090
 LM3  C1   H4   single    0.970  0.020  1.090
 LM3  C1   H5   single    0.970  0.020  1.090
 LM3  C1   H6   single    0.970  0.020  1.090
 LM3  C21  H7   single    0.930  0.020  1.080
 LM3  C20  H8   single    0.930  0.020  1.080
 LM3  C18  H9   single    0.930  0.020  1.080
 LM3  C17  H10  single    0.930  0.020  1.080
 LM3  C5   H11  single    0.930  0.020  1.080
 LM3  C25  H12  single    0.930  0.020  1.080
 LM3  C24  H13  single    0.930  0.020  1.080
 LM3  C23  H14  single    0.930  0.020  1.080
 LM3  C22  H15  single    0.930  0.020  1.080
 LM3  C14  H16  single    0.930  0.020  1.080
 LM3  C13  H17  single    0.930  0.020  1.080
 LM3  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
 LM3  H3   C3   H2   107.33  3.000
 LM3  H3   C3   H1   107.85  3.000
 LM3  H2   C3   H1   108.22  3.000
 LM3  H3   C3   N2   109.12  3.000
 LM3  H2   C3   N2   111.60  3.000
 LM3  H1   C3   N2   112.51  3.000
 LM3  C4   N2   C1   119.38  3.000
 LM3  C1   N2   C3   120.30  3.000
 LM3  C4   N2   C3   120.10  3.000
 LM3  H6   C1   H5   108.24  3.000
 LM3  H6   C1   H4   108.24  3.000
 LM3  H5   C1   H4   107.76  3.000
 LM3  H6   C1   N2   108.69  3.000
 LM3  H5   C1   N2   112.04  3.000
 LM3  H4   C1   N2   111.73  3.000
 LM3  C5   C4   N9   120.65  3.000
 LM3  C5   C4   N2   122.41  3.000
 LM3  N9   C4   N2   116.93  3.000
 LM3  N8   N9   C4   120.50  3.000
 LM3  C7   N8   N9   122.16  3.000
 LM3  C11  C7   C6   122.48  3.000
 LM3  C6   C7   N8   120.98  3.000
 LM3  C11  C7   N8   116.50  3.000
 LM3  C5   C6   C10  120.10  3.000
 LM3  C5   C6   C7   117.42  3.000
 LM3  C10  C6   C7   122.47  3.000
 LM3  C17  C10  C21  117.66  3.000
 LM3  C21  C10  C6   120.78  3.000
 LM3  C17  C10  C6   121.54  3.000
 LM3  H7   C21  C20  119.98  3.000
 LM3  H7   C21  C10  121.09  3.000
 LM3  C20  C21  C10  118.92  3.000
 LM3  H8   C20  N19  116.68  3.000
 LM3  H8   C20  C21  119.79  3.000
 LM3  N19  C20  C21  123.53  3.000
 LM3  C18  N19  C20  117.41  3.000
 LM3  H9   C18  C17  119.68  3.000
 LM3  H9   C18  N19  116.67  3.000
 LM3  C17  C18  N19  123.65  3.000
 LM3  H10  C17  C18  119.69  3.000
 LM3  H10  C17  C10  121.47  3.000
 LM3  C18  C17  C10  118.84  3.000
 LM3  H11  C5   C6   120.10  3.000
 LM3  H11  C5   C4   121.62  3.000
 LM3  C6   C5   C4   118.23  3.000
 LM3  C12  C11  C16  119.72  3.000
 LM3  C12  C11  C7   119.00  3.000
 LM3  C16  C11  C7   121.28  3.000
 LM3  C15  C16  C25  118.38  3.000
 LM3  C15  C16  C11  118.81  3.000
 LM3  C25  C16  C11  122.79  3.000
 LM3  H12  C25  C24  119.34  3.000
 LM3  H12  C25  C16  119.77  3.000
 LM3  C24  C25  C16  120.89  3.000
 LM3  H13  C24  C23  119.55  3.000
 LM3  H13  C24  C25  119.85  3.000
 LM3  C23  C24  C25  120.60  3.000
 LM3  H14  C23  C22  120.32  3.000
 LM3  H14  C23  C24  119.74  3.000
 LM3  C22  C23  C24  119.94  3.000
 LM3  H15  C22  C15  118.76  3.000
 LM3  H15  C22  C23  120.42  3.000
 LM3  C15  C22  C23  120.82  3.000
 LM3  C14  C15  C22  121.07  3.000
 LM3  C14  C15  C16  119.56  3.000
 LM3  C22  C15  C16  119.36  3.000
 LM3  H16  C14  C13  120.49  3.000
 LM3  H16  C14  C15  119.00  3.000
 LM3  C13  C14  C15  120.51  3.000
 LM3  H17  C13  C12  119.45  3.000
 LM3  H17  C13  C14  120.46  3.000
 LM3  C12  C13  C14  120.08  3.000
 LM3  H18  C12  C13  118.97  3.000
 LM3  H18  C12  C11  119.71  3.000
 LM3  C13  C12  C11  121.31  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
 LM3  CONST_01  C7   N8   N9   C4     0.00   0.0  0
 LM3  CONST_02  C7   C6   C5   C4     0.00   0.0  0
 LM3  CONST_03  C10  C6   C5   C4   180.00   0.0  0
 LM3  CONST_04  C11  C7   N8   N9   180.00   0.0  0
 LM3  CONST_05  C6   C7   N8   N9     0.00   0.0  0
 LM3  CONST_06  C6   C5   C4   N9     0.00   0.0  0
 LM3  CONST_09  C10  C6   C7   N8   180.00   0.0  0
 LM3  CONST_10  C5   C6   C7   N8     0.00   0.0  0
 LM3  CONST_11  C5   C4   N9   N8     0.00   0.0  0
 LM3  CONST_12  C25  C16  C11  C7     0.00   0.0  0
 LM3  CONST_13  C15  C16  C11  C7   180.00   0.0  0
 LM3  CONST_14  C13  C12  C11  C7   180.00   0.0  0
 LM3  CONST_19  C18  C17  C10  C6   180.00   0.0  0
 LM3  CONST_20  C20  C21  C10  C6   180.00   0.0  0
 LM3  CONST_21  N19  C18  C17  C10    0.00   0.0  0
 LM3  CONST_22  C11  C7   C6   C10    0.00   0.0  0
 LM3  CONST_23  N19  C20  C21  C10    0.00   0.0  0
 LM3  CONST_24  C18  C17  C10  C21    0.00   0.0  0
 LM3  CONST_26  C18  N19  C20  C21    0.00   0.0  0
 LM3  CONST_27  C17  C18  N19  C20    0.00   0.0  0
 LM3  CONST_28  C17  C10  C21  C20    0.00   0.0  0
 LM3  CONST_30  C11  C7   C6   C5   180.00   0.0  0
 LM3  CONST_31  C24  C25  C16  C11  180.00   0.0  0
 LM3  CONST_32  C22  C15  C16  C11  180.00   0.0  0
 LM3  CONST_33  C14  C15  C16  C11    0.00   0.0  0
 LM3  CONST_34  C14  C13  C12  C11    0.00   0.0  0
 LM3  CONST_35  C23  C24  C25  C16    0.00   0.0  0
 LM3  CONST_36  C23  C22  C15  C16    0.00   0.0  0
 LM3  CONST_37  C13  C14  C15  C16    0.00   0.0  0
 LM3  CONST_38  C13  C12  C11  C16    0.00   0.0  0
 LM3  CONST_39  C22  C23  C24  C25    0.00   0.0  0
 LM3  CONST_40  C22  C15  C16  C25    0.00   0.0  0
 LM3  CONST_41  C14  C15  C16  C25  180.00   0.0  0
 LM3  CONST_42  C12  C11  C16  C25  180.00   0.0  0
 LM3  CONST_43  C15  C22  C23  C24    0.00   0.0  0
 LM3  CONST_44  C15  C16  C25  C24    0.00   0.0  0
 LM3  CONST_45  C14  C15  C22  C23  180.00   0.0  0
 LM3  CONST_46  C13  C14  C15  C22  180.00   0.0  0
 LM3  CONST_47  C12  C11  C16  C15    0.00   0.0  0
 LM3  CONST_48  C12  C13  C14  C15    0.00   0.0  0
 LM3  CONST_49  N8   N9   C4   N2   180.00   0.0  0
 LM3  CONST_50  C6   C5   C4   N2   180.00   0.0  0
 LM3  CONST_51  H11  C5   C4   N9   180.00   0.0  0
 LM3  CONST_52  H18  C12  C11  C7     0.00   0.0  0
 LM3  CONST_53  H10  C17  C10  C6     0.00   0.0  0
 LM3  CONST_54  H7   C21  C10  C6     0.00   0.0  0
 LM3  CONST_55  H9   C18  C17  C10  180.00   0.0  0
 LM3  CONST_56  H8   C20  C21  C10  180.00   0.0  0
 LM3  CONST_57  H12  C25  C16  C11    0.00   0.0  0
 LM3  CONST_58  H17  C13  C12  C11  180.00   0.0  0
 LM3  CONST_59  H13  C24  C25  C16  180.00   0.0  0
 LM3  CONST_60  H15  C22  C15  C16  180.00   0.0  0
 LM3  CONST_61  H16  C14  C15  C16  180.00   0.0  0
 LM3  CONST_62  H14  C23  C24  C25  180.00   0.0  0
 LM3  CONST_63  N9   C4   N2   C3   180.00   0.0  0
 LM3  CONST_64  C5   C4   N2   C3     0.00   0.0  0
 LM3  CONST_65  N9   C4   N2   C1     0.00   0.0  0
 LM3  CONST_66  C5   C4   N2   C1   180.00   0.0  0
 LM3  Var_01    H1   C3   N2   C4   -65.72  30.0  3
 LM3  Var_02    H4   C1   N2   C4   -61.00  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
 LM3  plan-1  N2   0.020
 LM3  plan-1  C4   0.020
 LM3  plan-1  N9   0.020
 LM3  plan-1  N8   0.020
 LM3  plan-1  C7   0.020
 LM3  plan-1  C6   0.020
 LM3  plan-1  C10  0.020
 LM3  plan-1  C5   0.020
 LM3  plan-1  C11  0.020
 LM3  plan-1  H11  0.020
 LM3  plan-2  C6   0.020
 LM3  plan-2  C10  0.020
 LM3  plan-2  C21  0.020
 LM3  plan-2  C20  0.020
 LM3  plan-2  N19  0.020
 LM3  plan-2  C18  0.020
 LM3  plan-2  C17  0.020
 LM3  plan-2  H7   0.020
 LM3  plan-2  H8   0.020
 LM3  plan-2  H9   0.020
 LM3  plan-2  H10  0.020
 LM3  plan-3  C7   0.020
 LM3  plan-3  C11  0.020
 LM3  plan-3  C16  0.020
 LM3  plan-3  C25  0.020
 LM3  plan-3  C24  0.020
 LM3  plan-3  C23  0.020
 LM3  plan-3  C22  0.020
 LM3  plan-3  C15  0.020
 LM3  plan-3  C14  0.020
 LM3  plan-3  C13  0.020
 LM3  plan-3  C12  0.020
 LM3  plan-3  H12  0.020
 LM3  plan-3  H13  0.020
 LM3  plan-3  H14  0.020
 LM3  plan-3  H15  0.020
 LM3  plan-3  H16  0.020
 LM3  plan-3  H17  0.020
 LM3  plan-3  H18  0.020
 LM3  plan-4  C3   0.020
 LM3  plan-4  N2   0.020
 LM3  plan-4  C1   0.020
 LM3  plan-4  C4   0.020

