# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May 12 00:07:46 2020
#   Inital geometry file: a 96 line input string
#   Ligand name: ~{N}-methyl-~{N}-phenyl-4-pyrazolo[1,5-b]pyridazin-3-yl-pyrimidin-2-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(c1ccccc1)c2nccc(n2)c3cnn4ncccc34
#
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
 KR8  KR8  ~{N}-methyl-~{N}-phenyl-4-pyrazolo[1,5-b]pyridazin-3-yl-pyrimidin-2-amine  ligand  37  23  .  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_KR8
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
 KR8  C10  C  CR5   0  -0.242   2.3427   1.0005   0.0006
 KR8  C12  C  CR56  0   0.615   2.9819  -0.2405  -0.0607
 KR8  C13  C  CR16  0  -0.323   2.6159  -1.6001  -0.0971
 KR8  C15  C  CR16  0  -0.084   4.9600  -2.0775  -0.1718
 KR8  C    C  CR16  0  -0.259  -6.2092  -0.4033  -0.0311
 KR8  C1   C  CR16  0  -0.257  -5.5391  -1.0823   0.9766
 KR8  C11  C  CR15  0  -0.077   3.3996   1.9219   0.0110
 KR8  C14  C  CR16  0  -0.255   3.6152  -2.5221  -0.1527
 KR8  C16  C  CH3   0  -0.537  -1.4241  -1.9802  -0.0763
 KR8  C2   C  CR16  0  -0.280  -4.1515  -1.1423   0.9757
 KR8  C3   C  CR6   0   0.305  -3.4248  -0.5354  -0.0430
 KR8  C4   C  CR16  0  -0.265  -4.0979   0.1369  -1.0593
 KR8  C5   C  CR16  0  -0.262  -5.4825   0.2070  -1.0469
 KR8  C6   C  CR6   0   0.606  -1.2084   0.4404   0.0123
 KR8  C7   C  CR16  0  -0.025  -0.9633   2.6733   0.2006
 KR8  C8   C  CR16  0  -0.409   0.4133   2.5595   0.1583
 KR8  C9   C  CR6   0   0.280   0.9180   1.2642   0.0435
 KR8  N1   N  N     0  -0.459  -1.7858   1.6392   0.1331
 KR8  N2   N  N     0  -0.268   4.5866   1.3441  -0.0393
 KR8  N3   N  N     0  -0.246   4.3258   0.0443  -0.0814
 KR8  N4   N  N     0  -0.206   5.3149  -0.8277  -0.1364
 KR8  N5   N  N     0  -0.520   0.1045   0.2138  -0.0288
 KR8  H1   H  HCR6  0   0.304   1.5713  -1.8690  -0.0790
 KR8  H2   H  HCR6  0   0.303   5.7748  -2.7866  -0.2173
 KR8  H4   H  HCR6  0   0.258  -6.0936  -1.5600   1.7738
 KR8  H5   H  HCR5  0   0.279   3.3392   2.9991   0.0508
 KR8  H6   H  HCR6  0   0.292   3.4066  -3.5814  -0.1819
 KR8  H7   H  HCH3  0   0.240  -0.8873  -2.2028   0.8475
 KR8  H8   H  HCH3  0   0.258  -2.2172  -2.7123  -0.1984
 KR8  H9   H  HCH3  0   0.250  -0.7316  -2.0917  -0.9106
 KR8  H10  H  HCR6  0   0.265  -3.6312  -1.6602   1.7720
 KR8  H11  H  HCR6  0   0.259  -3.5389   0.5997  -1.8617
 KR8  H12  H  HCR6  0   0.258  -5.9968   0.7300  -1.8427
 KR8  H13  H  HCR6  0   0.269  -1.4258   3.6496   0.3001
 KR8  H14  H  HCR6  0   0.263   1.0481   3.4306   0.2206
 KR8  N    N  NT    0  -0.585  -2.0144  -0.6530  -0.0606
 KR8  H3   H  HCR6  0   0.257  -7.2902  -0.3517  -0.0285

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
 KR8  C    C1   aromatic  1.388  0.020  1.388
 KR8  C    C5   aromatic  1.390  0.020  1.390
 KR8  C1   C2   aromatic  1.389  0.020  1.389
 KR8  C5   C4   aromatic  1.386  0.020  1.386
 KR8  C14  C15  aromatic  1.417  0.020  1.417
 KR8  C14  C13  aromatic  1.361  0.020  1.361
 KR8  C15  N4   aromatic  1.300  0.020  1.300
 KR8  C2   C3   aromatic  1.391  0.020  1.391
 KR8  C13  C12  aromatic  1.409  0.020  1.409
 KR8  C4   C3   aromatic  1.392  0.020  1.392
 KR8  N4   N3   aromatic  1.320  0.020  1.320
 KR8  C3   N    single    1.415  0.020  1.415
 KR8  C12  N3   aromatic  1.374  0.020  1.374
 KR8  C12  C10  aromatic  1.397  0.020  1.397
 KR8  N3   N2   aromatic  1.326  0.020  1.326
 KR8  N    C16  single    1.453  0.020  1.453
 KR8  N    C6   single    1.360  0.020  1.360
 KR8  N5   C6   aromatic  1.333  0.020  1.333
 KR8  N5   C9   aromatic  1.331  0.020  1.331
 KR8  C10  C9   single    1.450  0.020  1.450
 KR8  C10  C11  aromatic  1.402  0.020  1.402
 KR8  N2   C11  aromatic  1.321  0.020  1.321
 KR8  C6   N1   aromatic  1.336  0.020  1.336
 KR8  C9   C8   aromatic  1.395  0.020  1.395
 KR8  N1   C7   aromatic  1.323  0.020  1.323
 KR8  C8   C7   aromatic  1.382  0.020  1.382
 KR8  C13  H1   single    0.930  0.020  1.080
 KR8  C15  H2   single    0.930  0.020  1.080
 KR8  C    H3   single    0.930  0.020  1.080
 KR8  C1   H4   single    0.930  0.020  1.080
 KR8  C11  H5   single    0.930  0.020  1.080
 KR8  C14  H6   single    0.930  0.020  1.080
 KR8  C16  H7   single    0.970  0.020  1.090
 KR8  C16  H8   single    0.970  0.020  1.090
 KR8  C16  H9   single    0.970  0.020  1.090
 KR8  C2   H10  single    0.930  0.020  1.080
 KR8  C4   H11  single    0.930  0.020  1.080
 KR8  C5   H12  single    0.930  0.020  1.080
 KR8  C7   H13  single    0.930  0.020  1.080
 KR8  C8   H14  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
 KR8  C9   C10  C11  128.39  3.000
 KR8  C11  C10  C12  103.84  3.000
 KR8  C9   C10  C12  127.77  3.000
 KR8  N3   C12  C13  116.99  3.000
 KR8  N3   C12  C10  105.31  3.000
 KR8  C13  C12  C10  137.70  3.000
 KR8  H1   C13  C14  122.88  3.000
 KR8  H1   C13  C12  119.46  3.000
 KR8  C14  C13  C12  117.66  3.000
 KR8  H2   C15  N4   115.22  3.000
 KR8  H2   C15  C14  120.68  3.000
 KR8  N4   C15  C14  124.10  3.000
 KR8  H3   C    C5   120.20  3.000
 KR8  H3   C    C1   120.26  3.000
 KR8  C5   C    C1   119.54  3.000
 KR8  H4   C1   C2   119.56  3.000
 KR8  H4   C1   C    120.23  3.000
 KR8  C2   C1   C    120.21  3.000
 KR8  H5   C11  N2   119.22  3.000
 KR8  H5   C11  C10  127.86  3.000
 KR8  N2   C11  C10  112.92  3.000
 KR8  H6   C14  C15  119.40  3.000
 KR8  H6   C14  C13  121.59  3.000
 KR8  C15  C14  C13  119.02  3.000
 KR8  H9   C16  H8   107.99  3.000
 KR8  H9   C16  H7   108.33  3.000
 KR8  H8   C16  H7   108.47  3.000
 KR8  H9   C16  N    111.10  3.000
 KR8  H8   C16  N    108.68  3.000
 KR8  H7   C16  N    112.15  3.000
 KR8  H10  C2   C3   119.75  3.000
 KR8  H10  C2   C1   120.01  3.000
 KR8  C3   C2   C1   120.25  3.000
 KR8  C4   C3   C2   119.52  3.000
 KR8  C4   C3   N    120.86  3.000
 KR8  C2   C3   N    119.57  3.000
 KR8  H11  C4   C5   120.07  3.000
 KR8  H11  C4   C3   119.88  3.000
 KR8  C5   C4   C3   120.05  3.000
 KR8  H12  C5   C4   119.50  3.000
 KR8  H12  C5   C    120.07  3.000
 KR8  C4   C5   C    120.43  3.000
 KR8  N5   C6   N1   125.52  3.000
 KR8  N1   C6   N    118.03  3.000
 KR8  N5   C6   N    116.44  3.000
 KR8  H13  C7   N1   116.29  3.000
 KR8  H13  C7   C8   120.11  3.000
 KR8  N1   C7   C8   123.60  3.000
 KR8  H14  C8   C9   122.77  3.000
 KR8  H14  C8   C7   121.17  3.000
 KR8  C9   C8   C7   116.06  3.000
 KR8  N5   C9   C8   121.09  3.000
 KR8  C8   C9   C10  121.80  3.000
 KR8  N5   C9   C10  117.11  3.000
 KR8  C7   N1   C6   115.93  3.000
 KR8  N3   N2   C11  104.66  3.000
 KR8  N4   N3   N2   120.09  3.000
 KR8  N2   N3   C12  113.27  3.000
 KR8  N4   N3   C12  126.64  3.000
 KR8  N3   N4   C15  115.58  3.000
 KR8  C9   N5   C6   117.79  3.000
 KR8  C6   N    C3   121.53  3.000
 KR8  C6   N    C16  119.61  3.000
 KR8  C3   N    C16  118.75  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
 KR8  CONST_01  C14  C13  C12  C10   180.00   0.0  0
 KR8  CONST_02  N4   N3   C12  C10   180.00   0.0  0
 KR8  CONST_03  N2   N3   C12  C10     0.00   0.0  0
 KR8  CONST_04  C6   N5   C9   C10   180.00   0.0  0
 KR8  CONST_05  C7   C8   C9   C10   180.00   0.0  0
 KR8  CONST_06  N3   N2   C11  C10     0.00   0.0  0
 KR8  CONST_07  C15  C14  C13  C12     0.00   0.0  0
 KR8  CONST_08  C15  N4   N3   C12     0.00   0.0  0
 KR8  CONST_09  C11  N2   N3   C12     0.00   0.0  0
 KR8  CONST_10  N5   C9   C10  C12     0.00   0.0  0
 KR8  CONST_11  C8   C9   C10  C12   180.00   0.0  0
 KR8  CONST_12  N2   C11  C10  C12     0.00   0.0  0
 KR8  CONST_13  N4   C15  C14  C13     0.00   0.0  0
 KR8  CONST_14  N4   N3   C12  C13     0.00   0.0  0
 KR8  CONST_15  N2   N3   C12  C13   180.00   0.0  0
 KR8  CONST_16  C9   C10  C12  C13     0.00   0.0  0
 KR8  CONST_17  C11  C10  C12  C13   180.00   0.0  0
 KR8  CONST_18  N2   N3   N4   C15   180.00   0.0  0
 KR8  CONST_19  C3   C2   C1   C       0.00   0.0  0
 KR8  CONST_20  C3   C4   C5   C       0.00   0.0  0
 KR8  CONST_21  C4   C5   C    C1      0.00   0.0  0
 KR8  CONST_22  C4   C3   C2   C1      0.00   0.0  0
 KR8  CONST_23  N3   C12  C10  C11     0.00   0.0  0
 KR8  CONST_24  N5   C9   C10  C11   180.00   0.0  0
 KR8  CONST_25  C8   C9   C10  C11     0.00   0.0  0
 KR8  CONST_26  N4   N3   N2   C11   180.00   0.0  0
 KR8  CONST_27  N3   N4   C15  C14     0.00   0.0  0
 KR8  CONST_28  N3   C12  C13  C14     0.00   0.0  0
 KR8  CONST_29  C5   C    C1   C2      0.00   0.0  0
 KR8  CONST_30  C5   C4   C3   C2      0.00   0.0  0
 KR8  CONST_31  C8   C9   N5   C6      0.00   0.0  0
 KR8  CONST_32  C8   C7   N1   C6      0.00   0.0  0
 KR8  CONST_33  N5   C6   N1   C7      0.00   0.0  0
 KR8  CONST_34  N5   C9   C8   C7      0.00   0.0  0
 KR8  CONST_35  N1   C6   N5   C9      0.00   0.0  0
 KR8  CONST_36  N3   C12  C10  C9    180.00   0.0  0
 KR8  CONST_37  N2   C11  C10  C9    180.00   0.0  0
 KR8  CONST_38  N1   C7   C8   C9      0.00   0.0  0
 KR8  CONST_39  C1   C2   C3   N     180.00   0.0  0
 KR8  CONST_40  C5   C4   C3   N     180.00   0.0  0
 KR8  CONST_41  C9   N5   C6   N     180.00   0.0  0
 KR8  CONST_42  C7   N1   C6   N     180.00   0.0  0
 KR8  CONST_43  H1   C13  C12  C10     0.00   0.0  0
 KR8  CONST_44  H14  C8   C9   C10     0.00   0.0  0
 KR8  CONST_45  H6   C14  C13  C12   180.00   0.0  0
 KR8  CONST_46  H5   C11  C10  C12   180.00   0.0  0
 KR8  CONST_47  H2   C15  C14  C13   180.00   0.0  0
 KR8  CONST_48  H10  C2   C1   C     180.00   0.0  0
 KR8  CONST_49  H11  C4   C5   C     180.00   0.0  0
 KR8  CONST_50  H12  C5   C    C1    180.00   0.0  0
 KR8  CONST_51  H3   C    C1   C2    180.00   0.0  0
 KR8  CONST_52  H4   C1   C2   C3    180.00   0.0  0
 KR8  CONST_53  H13  C7   N1   C6    180.00   0.0  0
 KR8  Var_01    C6   N    C3   C2   -119.32  30.0  2
 KR8  Var_02    N5   C6   N    C3   -179.21  30.0  2
 KR8  Var_03    H7   C16  N    C3   -112.84  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
 KR8  plan-1  C    0.020
 KR8  plan-1  C1   0.020
 KR8  plan-1  C2   0.020
 KR8  plan-1  C3   0.020
 KR8  plan-1  C4   0.020
 KR8  plan-1  C5   0.020
 KR8  plan-1  H4   0.020
 KR8  plan-1  H10  0.020
 KR8  plan-1  H11  0.020
 KR8  plan-1  H12  0.020
 KR8  plan-1  N    0.020
 KR8  plan-1  H3   0.020
 KR8  plan-2  C10  0.020
 KR8  plan-2  C6   0.020
 KR8  plan-2  C7   0.020
 KR8  plan-2  C8   0.020
 KR8  plan-2  C9   0.020
 KR8  plan-2  N1   0.020
 KR8  plan-2  N5   0.020
 KR8  plan-2  H13  0.020
 KR8  plan-2  H14  0.020
 KR8  plan-2  N    0.020
 KR8  plan-3  C10  0.020
 KR8  plan-3  C12  0.020
 KR8  plan-3  C13  0.020
 KR8  plan-3  C15  0.020
 KR8  plan-3  C11  0.020
 KR8  plan-3  C14  0.020
 KR8  plan-3  C9   0.020
 KR8  plan-3  N2   0.020
 KR8  plan-3  N3   0.020
 KR8  plan-3  N4   0.020
 KR8  plan-3  H1   0.020
 KR8  plan-3  H2   0.020
 KR8  plan-3  H5   0.020
 KR8  plan-3  H6   0.020

