# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May 11 23:04:35 2020
#   Inital geometry file: a 76 line input string
#   Ligand name: ~{N},~{N}-dimethyl-4-pyrazolo[1,5-b]pyridazin-3-yl-pyrimidin-2-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(C)c1nccc(n1)c2cnn3ncccc23
#
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
 KQK  KQK  ~{N},~{N}-dimethyl-4-pyrazolo[1,5-b]pyridazin-3-yl-pyrimidin-2-amine  ligand  30  18  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_KQK
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
 KQK  C1   C  CH3   0  -0.514   4.6631  -1.2360  -0.0223
 KQK  N1   N  N     0  -0.475   3.2983   1.0866  -0.0002
 KQK  C2   C  CR6   0   0.631   2.5627  -0.0326  -0.0513
 KQK  N2   N  N     0  -0.269  -3.0584   1.6542   0.0898
 KQK  C3   C  CR16  0  -0.025   2.6244   2.2239   0.0562
 KQK  N3   N  N     0  -0.246  -2.9781   0.3315   0.0462
 KQK  C4   C  CR16  0  -0.414   1.2453   2.2966   0.0740
 KQK  N4   N  N     0  -0.207  -4.0779  -0.3980   0.0329
 KQK  C5   C  CR6   0   0.274   0.5681   1.0763   0.0283
 KQK  N5   N  N     0  -0.521   1.2260  -0.0761  -0.0306
 KQK  C6   C  CR5   0  -0.242  -0.8815   1.0095   0.0461
 KQK  C7   C  CR15  0  -0.078  -1.8026   2.0656   0.0886
 KQK  C8   C  CR56  0   0.614  -1.6852  -0.1331   0.0184
 KQK  C9   C  CR16  0  -0.323  -1.5091  -1.5299  -0.0257
 KQK  C10  C  CR16  0  -0.256  -2.6258  -2.3076  -0.0427
 KQK  C11  C  CR16  0  -0.084  -3.8976  -1.6843  -0.0106
 KQK  N    N  NT    0  -0.487   3.2205  -1.2098  -0.1386
 KQK  C    C  CH3   0  -0.519   2.4864  -2.4505  -0.0128
 KQK  H4   H  HCH3  0   0.246   5.1214  -0.4952  -0.6730
 KQK  H5   H  HCH3  0   0.229   5.0066  -1.0470   0.9989
 KQK  H3   H  HCH3  0   0.242   5.0202  -2.2175  -0.3241
 KQK  H6   H  HCR6  0   0.267   3.2178   3.1315   0.0958
 KQK  H7   H  HCR6  0   0.260   0.7373   3.2478   0.1267
 KQK  H8   H  HCR5  0   0.279  -1.5968   3.1250   0.1177
 KQK  H9   H  HCR6  0   0.303  -0.5107  -1.9375  -0.0484
 KQK  H10  H  HCR6  0   0.292  -2.5635  -3.3853  -0.0763
 KQK  H11  H  HCR6  0   0.302  -4.8025  -2.2763  -0.0220
 KQK  H2   H  HCH3  0   0.230   2.0673  -2.5909   0.9875
 KQK  H1   H  HCH3  0   0.244   1.6694  -2.5024  -0.7305
 KQK  H    H  HCH3  0   0.247   3.1619  -3.2778  -0.2153

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
 KQK  C11  C10  aromatic  1.417  0.020  1.417
 KQK  C11  N4   aromatic  1.300  0.020  1.300
 KQK  C10  C9   aromatic  1.361  0.020  1.361
 KQK  N4   N3   aromatic  1.320  0.020  1.320
 KQK  C9   C8   aromatic  1.409  0.020  1.409
 KQK  N3   C8   aromatic  1.374  0.020  1.374
 KQK  N3   N2   aromatic  1.326  0.020  1.326
 KQK  C8   C6   aromatic  1.397  0.020  1.397
 KQK  N2   C7   aromatic  1.322  0.020  1.322
 KQK  C1   N    single    1.447  0.020  1.447
 KQK  C6   C7   aromatic  1.402  0.020  1.402
 KQK  C6   C5   single    1.451  0.020  1.451
 KQK  N5   C5   aromatic  1.328  0.020  1.328
 KQK  N5   C2   aromatic  1.338  0.020  1.338
 KQK  C5   C4   aromatic  1.396  0.020  1.396
 KQK  N    C2   single    1.351  0.020  1.351
 KQK  N    C    single    1.447  0.020  1.447
 KQK  C2   N1   aromatic  1.340  0.020  1.340
 KQK  C4   C3   aromatic  1.381  0.020  1.381
 KQK  N1   C3   aromatic  1.323  0.020  1.323
 KQK  C1   H4   single    0.970  0.020  1.090
 KQK  C1   H5   single    0.970  0.020  1.090
 KQK  C1   H3   single    0.970  0.020  1.090
 KQK  C3   H6   single    0.930  0.020  1.080
 KQK  C4   H7   single    0.930  0.020  1.080
 KQK  C7   H8   single    0.930  0.020  1.080
 KQK  C9   H9   single    0.930  0.020  1.080
 KQK  C10  H10  single    0.930  0.020  1.080
 KQK  C11  H11  single    0.930  0.020  1.080
 KQK  C    H2   single    0.970  0.020  1.090
 KQK  C    H1   single    0.970  0.020  1.090
 KQK  C    H    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
 KQK  H3   C1   H5   108.17  3.000
 KQK  H3   C1   H4   108.09  3.000
 KQK  H5   C1   H4   107.97  3.000
 KQK  H3   C1   N    108.75  3.000
 KQK  H5   C1   N    112.64  3.000
 KQK  H4   C1   N    111.08  3.000
 KQK  C3   N1   C2   116.09  3.000
 KQK  N    C2   N5   117.33  3.000
 KQK  N    C2   N1   117.56  3.000
 KQK  N5   C2   N1   125.11  3.000
 KQK  C7   N2   N3   104.65  3.000
 KQK  H6   C3   C4   120.10  3.000
 KQK  H6   C3   N1   116.23  3.000
 KQK  C4   C3   N1   123.67  3.000
 KQK  C8   N3   N4   126.65  3.000
 KQK  C8   N3   N2   113.27  3.000
 KQK  N4   N3   N2   120.08  3.000
 KQK  H7   C4   C5   122.91  3.000
 KQK  H7   C4   C3   121.12  3.000
 KQK  C5   C4   C3   115.97  3.000
 KQK  C11  N4   N3   115.58  3.000
 KQK  C6   C5   N5   117.09  3.000
 KQK  N5   C5   C4   121.29  3.000
 KQK  C6   C5   C4   121.62  3.000
 KQK  C5   N5   C2   117.87  3.000
 KQK  C8   C6   C7   103.81  3.000
 KQK  C7   C6   C5   128.46  3.000
 KQK  C8   C6   C5   127.73  3.000
 KQK  H8   C7   C6   127.94  3.000
 KQK  H8   C7   N2   119.12  3.000
 KQK  C6   C7   N2   112.94  3.000
 KQK  C9   C8   C6   137.70  3.000
 KQK  C6   C8   N3   105.33  3.000
 KQK  C9   C8   N3   116.97  3.000
 KQK  H9   C9   C10  122.91  3.000
 KQK  H9   C9   C8   119.41  3.000
 KQK  C10  C9   C8   117.68  3.000
 KQK  H10  C10  C11  119.44  3.000
 KQK  H10  C10  C9   121.56  3.000
 KQK  C11  C10  C9   119.01  3.000
 KQK  H11  C11  C10  120.67  3.000
 KQK  H11  C11  N4   115.22  3.000
 KQK  C10  C11  N4   124.11  3.000
 KQK  C    N    C2   119.63  3.000
 KQK  C    N    C1   118.89  3.000
 KQK  C2   N    C1   119.71  3.000
 KQK  H    C    H1   107.89  3.000
 KQK  H    C    H2   108.11  3.000
 KQK  H1   C    H2   108.01  3.000
 KQK  H    C    N    108.73  3.000
 KQK  H1   C    N    111.36  3.000
 KQK  H2   C    N    112.58  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
 KQK  CONST_01  C5   N5   C2   N1    0.00   0.0  0
 KQK  CONST_02  C5   C4   C3   N1    0.00   0.0  0
 KQK  CONST_03  C6   C5   N5   C2  180.00   0.0  0
 KQK  CONST_04  C4   C5   N5   C2    0.00   0.0  0
 KQK  CONST_05  C4   C3   N1   C2    0.00   0.0  0
 KQK  CONST_06  C11  N4   N3   N2  180.00   0.0  0
 KQK  CONST_07  C9   C8   N3   N2  180.00   0.0  0
 KQK  CONST_08  C6   C8   N3   N2    0.00   0.0  0
 KQK  CONST_09  C8   C6   C7   N2    0.00   0.0  0
 KQK  CONST_10  C5   C6   C7   N2  180.00   0.0  0
 KQK  CONST_11  C6   C5   C4   C3  180.00   0.0  0
 KQK  CONST_12  N5   C5   C4   C3    0.00   0.0  0
 KQK  CONST_13  N5   C2   N1   C3    0.00   0.0  0
 KQK  CONST_14  C10  C11  N4   N3    0.00   0.0  0
 KQK  CONST_15  C10  C9   C8   N3    0.00   0.0  0
 KQK  CONST_16  C7   C6   C8   N3    0.00   0.0  0
 KQK  CONST_17  C5   C6   C8   N3  180.00   0.0  0
 KQK  CONST_18  C6   C7   N2   N3    0.00   0.0  0
 KQK  CONST_19  C8   C6   C5   C4  180.00   0.0  0
 KQK  CONST_20  C7   C6   C5   C4    0.00   0.0  0
 KQK  CONST_21  C9   C10  C11  N4    0.00   0.0  0
 KQK  CONST_22  C9   C8   N3   N4    0.00   0.0  0
 KQK  CONST_23  C6   C8   N3   N4  180.00   0.0  0
 KQK  CONST_24  C7   N2   N3   N4  180.00   0.0  0
 KQK  CONST_25  C9   C8   C6   C5    0.00   0.0  0
 KQK  CONST_26  C8   C6   C5   N5    0.00   0.0  0
 KQK  CONST_27  C7   C6   C5   N5  180.00   0.0  0
 KQK  CONST_28  C10  C9   C8   C6  180.00   0.0  0
 KQK  CONST_29  C8   N3   N2   C7    0.00   0.0  0
 KQK  CONST_30  C9   C8   C6   C7  180.00   0.0  0
 KQK  CONST_31  C11  C10  C9   C8    0.00   0.0  0
 KQK  CONST_32  C11  N4   N3   C8    0.00   0.0  0
 KQK  CONST_33  N    C2   N1   C3  180.00   0.0  0
 KQK  CONST_34  N    C2   N5   C5  180.00   0.0  0
 KQK  CONST_35  H7   C4   C3   N1  180.00   0.0  0
 KQK  CONST_36  H6   C3   N1   C2  180.00   0.0  0
 KQK  CONST_37  H11  C11  N4   N3  180.00   0.0  0
 KQK  CONST_38  H9   C9   C8   N3  180.00   0.0  0
 KQK  CONST_39  H8   C7   N2   N3  180.00   0.0  0
 KQK  CONST_40  H10  C10  C11  N4  180.00   0.0  0
 KQK  CONST_41  N5   C2   N    C1  180.00   0.0  0
 KQK  CONST_42  N1   C2   N    C1    0.00   0.0  0
 KQK  CONST_43  C    N    C2   N1  180.00   0.0  0
 KQK  CONST_44  C    N    C2   N5    0.00   0.0  0
 KQK  Var_01    H4   C1   N    C2  -49.34  30.0  3
 KQK  Var_02    H2   C    N    C2  -66.22  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
 KQK  plan-1  N1   0.020
 KQK  plan-1  C2   0.020
 KQK  plan-1  C3   0.020
 KQK  plan-1  C4   0.020
 KQK  plan-1  C5   0.020
 KQK  plan-1  N5   0.020
 KQK  plan-1  C6   0.020
 KQK  plan-1  N    0.020
 KQK  plan-1  H6   0.020
 KQK  plan-1  H7   0.020
 KQK  plan-2  N2   0.020
 KQK  plan-2  N3   0.020
 KQK  plan-2  N4   0.020
 KQK  plan-2  C5   0.020
 KQK  plan-2  C6   0.020
 KQK  plan-2  C7   0.020
 KQK  plan-2  C8   0.020
 KQK  plan-2  C9   0.020
 KQK  plan-2  C10  0.020
 KQK  plan-2  C11  0.020
 KQK  plan-2  H8   0.020
 KQK  plan-2  H9   0.020
 KQK  plan-2  H10  0.020
 KQK  plan-2  H11  0.020
 KQK  plan-3  C1   0.020
 KQK  plan-3  C2   0.020
 KQK  plan-3  N    0.020
 KQK  plan-3  C    0.020

