# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May 12 00:03:28 2020
#   Inital geometry file: a 70 line input string
#   Ligand name: ~{N}-methyl-4-pyrazolo[1,5-b]pyridazin-3-yl-pyrimidin-2-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CNc1nccc(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
 KRQ  KRQ  ~{N}-methyl-4-pyrazolo[1,5-b]pyridazin-3-yl-pyrimidin-2-amine  ligand  27  17  .  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_KRQ
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
 KRQ  C1   C  CR6   0   0.589   2.7163   0.3860  -0.0231
 KRQ  C2   C  CR16  0  -0.021   2.9323  -1.8583  -0.0045
 KRQ  C3   C  CR16  0  -0.408   1.5628  -2.0242   0.0047
 KRQ  C4   C  CR6   0   0.270   0.8004  -0.8507  -0.0025
 KRQ  C5   C  CR5   0  -0.243  -0.6501  -0.8852   0.0038
 KRQ  C6   C  CR15  0  -0.077  -1.4952  -2.0036   0.0120
 KRQ  C7   C  CR56  0   0.614  -1.5313   0.1995   0.0022
 KRQ  N1   N  N     0  -0.470   3.5301  -0.6748  -0.0190
 KRQ  N2   N  N     0  -0.269  -2.7766  -1.6810   0.0153
 KRQ  N3   N  N     0  -0.245  -2.7889  -0.3552   0.0094
 KRQ  N4   N  N     0  -0.207  -3.9371   0.2952   0.0105
 KRQ  C8   C  CR16  0  -0.319  -1.4541   1.6062  -0.0042
 KRQ  N    N  NH1   0  -0.652   3.2773   1.6053  -0.0357
 KRQ  C    C  CH3   0  -0.508   4.6977   1.8380  -0.0416
 KRQ  C10  C  CR16  0  -0.084  -3.8481   1.5919   0.0038
 KRQ  C9   C  CR16  0  -0.254  -2.6232   2.3032  -0.0035
 KRQ  N5   N  N     0  -0.515   1.3773   0.3434  -0.0159
 KRQ  H4   H  HCR6  0   0.267   3.5857  -2.7244   0.0001
 KRQ  H5   H  HCR6  0   0.259   1.1221  -3.0097   0.0171
 KRQ  H6   H  HCR5  0   0.279  -1.2167  -3.0463   0.0153
 KRQ  H7   H  HCR6  0   0.293  -0.4874   2.0855  -0.0097
 KRQ  H3   H  HNH1  0   0.396   2.6530   2.3929  -0.0360
 KRQ  H    H  HCH3  0   0.249   4.8631   2.9119  -0.0542
 KRQ  H1   H  HCH3  0   0.231   5.1858   1.4289   0.8449
 KRQ  H2   H  HCH3  0   0.232   5.1811   1.4082  -0.9206
 KRQ  H9   H  HCR6  0   0.302  -4.7926   2.1186   0.0043
 KRQ  H8   H  HCR6  0   0.293  -2.6363   3.3830  -0.0081

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
 KRQ  C10  C9  aromatic  1.416  0.020  1.416
 KRQ  C10  N4  aromatic  1.300  0.020  1.300
 KRQ  C9   C8  aromatic  1.361  0.020  1.361
 KRQ  N4   N3  aromatic  1.320  0.020  1.320
 KRQ  C8   C7  aromatic  1.409  0.020  1.409
 KRQ  N3   C7  aromatic  1.375  0.020  1.375
 KRQ  N3   N2  aromatic  1.326  0.020  1.326
 KRQ  C7   C5  aromatic  1.398  0.020  1.398
 KRQ  N2   C6  aromatic  1.321  0.020  1.321
 KRQ  C5   C6  aromatic  1.402  0.020  1.402
 KRQ  C5   C4  single    1.451  0.020  1.451
 KRQ  C    N   single    1.439  0.020  1.439
 KRQ  N5   C4  aromatic  1.326  0.020  1.326
 KRQ  N5   C1  aromatic  1.340  0.020  1.340
 KRQ  C4   C3  aromatic  1.399  0.020  1.399
 KRQ  N    C1  single    1.342  0.020  1.342
 KRQ  C1   N1  aromatic  1.337  0.020  1.337
 KRQ  C3   C2  aromatic  1.380  0.020  1.380
 KRQ  N1   C2  aromatic  1.326  0.020  1.326
 KRQ  C2   H4  single    0.930  0.020  1.080
 KRQ  C3   H5  single    0.930  0.020  1.080
 KRQ  C6   H6  single    0.930  0.020  1.080
 KRQ  C8   H7  single    0.930  0.020  1.080
 KRQ  N    H3  single    0.860  0.020  1.020
 KRQ  C    H   single    0.970  0.020  1.090
 KRQ  C    H1  single    0.970  0.020  1.090
 KRQ  C    H2  single    0.970  0.020  1.090
 KRQ  C10  H9  single    0.930  0.020  1.080
 KRQ  C9   H8  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
 KRQ  N5   C1   N    116.53  3.000
 KRQ  N    C1   N1   117.80  3.000
 KRQ  N5   C1   N1   125.67  3.000
 KRQ  H4   C2   N1   116.17  3.000
 KRQ  H4   C2   C3   120.12  3.000
 KRQ  N1   C2   C3   123.70  3.000
 KRQ  H5   C3   C4   122.90  3.000
 KRQ  H5   C3   C2   121.00  3.000
 KRQ  C4   C3   C2   116.11  3.000
 KRQ  N5   C4   C5   117.15  3.000
 KRQ  N5   C4   C3   121.20  3.000
 KRQ  C5   C4   C3   121.65  3.000
 KRQ  C7   C5   C6   103.83  3.000
 KRQ  C6   C5   C4   128.44  3.000
 KRQ  C7   C5   C4   127.73  3.000
 KRQ  H6   C6   N2   119.08  3.000
 KRQ  H6   C6   C5   127.97  3.000
 KRQ  N2   C6   C5   112.95  3.000
 KRQ  C8   C7   N3   116.95  3.000
 KRQ  N3   C7   C5   105.29  3.000
 KRQ  C8   C7   C5   137.77  3.000
 KRQ  C2   N1   C1   115.71  3.000
 KRQ  N3   N2   C6   104.66  3.000
 KRQ  N4   N3   N2   120.06  3.000
 KRQ  N2   N3   C7   113.27  3.000
 KRQ  N4   N3   C7   126.67  3.000
 KRQ  C10  N4   N3   115.60  3.000
 KRQ  H7   C8   C9   122.83  3.000
 KRQ  H7   C8   C7   119.52  3.000
 KRQ  C9   C8   C7   117.65  3.000
 KRQ  H3   N    C    119.09  3.000
 KRQ  H3   N    C1   116.89  3.000
 KRQ  C    N    C1   124.01  3.000
 KRQ  H2   C    H1   107.97  3.000
 KRQ  H2   C    H    108.21  3.000
 KRQ  H1   C    H    108.17  3.000
 KRQ  H2   C    N    112.13  3.000
 KRQ  H1   C    N    112.17  3.000
 KRQ  H    C    N    108.06  3.000
 KRQ  H9   C10  C9   120.71  3.000
 KRQ  H9   C10  N4   115.22  3.000
 KRQ  C9   C10  N4   124.07  3.000
 KRQ  H8   C9   C10  119.45  3.000
 KRQ  H8   C9   C8   121.49  3.000
 KRQ  C10  C9   C8   119.06  3.000
 KRQ  C4   N5   C1   117.61  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
 KRQ  CONST_01  C5   C4   N5   C1  180.00   0.0  0
 KRQ  CONST_02  C3   C4   N5   C1    0.00   0.0  0
 KRQ  CONST_03  C3   C2   N1   C1    0.00   0.0  0
 KRQ  CONST_04  C5   C4   C3   C2  180.00   0.0  0
 KRQ  CONST_05  N5   C4   C3   C2    0.00   0.0  0
 KRQ  CONST_06  N5   C1   N1   C2    0.00   0.0  0
 KRQ  CONST_07  C7   C5   C4   C3  180.00   0.0  0
 KRQ  CONST_08  C6   C5   C4   C3    0.00   0.0  0
 KRQ  CONST_09  C8   C7   C5   C4    0.00   0.0  0
 KRQ  CONST_10  N3   C7   C5   C4  180.00   0.0  0
 KRQ  CONST_11  N2   C6   C5   C4  180.00   0.0  0
 KRQ  CONST_12  N1   C1   N5   C4    0.00   0.0  0
 KRQ  CONST_13  N1   C2   C3   C4    0.00   0.0  0
 KRQ  CONST_14  C9   C8   C7   C5  180.00   0.0  0
 KRQ  CONST_15  N4   N3   C7   C5  180.00   0.0  0
 KRQ  CONST_16  N2   N3   C7   C5    0.00   0.0  0
 KRQ  CONST_17  N3   N2   C6   C5    0.00   0.0  0
 KRQ  CONST_18  N4   N3   N2   C6  180.00   0.0  0
 KRQ  CONST_19  C7   N3   N2   C6    0.00   0.0  0
 KRQ  CONST_20  C8   C7   C5   C6  180.00   0.0  0
 KRQ  CONST_21  N3   C7   C5   C6    0.00   0.0  0
 KRQ  CONST_22  N5   C4   C5   C6  180.00   0.0  0
 KRQ  CONST_23  C10  C9   C8   C7    0.00   0.0  0
 KRQ  CONST_24  C10  N4   N3   C7    0.00   0.0  0
 KRQ  CONST_25  N2   C6   C5   C7    0.00   0.0  0
 KRQ  CONST_26  N5   C4   C5   C7    0.00   0.0  0
 KRQ  CONST_27  C10  N4   N3   N2  180.00   0.0  0
 KRQ  CONST_28  C8   C7   N3   N2  180.00   0.0  0
 KRQ  CONST_29  C9   C10  N4   N3    0.00   0.0  0
 KRQ  CONST_30  C9   C8   C7   N3    0.00   0.0  0
 KRQ  CONST_31  C8   C9   C10  N4    0.00   0.0  0
 KRQ  CONST_32  C8   C7   N3   N4    0.00   0.0  0
 KRQ  CONST_33  N    C1   N1   C2  180.00   0.0  0
 KRQ  CONST_34  N    C1   N5   C4  180.00   0.0  0
 KRQ  CONST_35  H4   C2   N1   C1  180.00   0.0  0
 KRQ  CONST_36  H6   C6   C5   C4    0.00   0.0  0
 KRQ  CONST_37  H7   C8   C7   C5    0.00   0.0  0
 KRQ  CONST_38  H5   C3   C4   C5    0.00   0.0  0
 KRQ  CONST_39  H8   C9   C8   C7  180.00   0.0  0
 KRQ  CONST_40  H9   C10  N4   N3  180.00   0.0  0
 KRQ  CONST_41  C    N    C1   N1    0.00   0.0  0
 KRQ  CONST_42  N5   C1   N    C   180.00   0.0  0
 KRQ  CONST_43  H3   N    C1   N1  180.00   0.0  0
 KRQ  Var_01    H    C    N    C1  179.87  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
 KRQ  plan-1  C1   0.020
 KRQ  plan-1  C2   0.020
 KRQ  plan-1  C3   0.020
 KRQ  plan-1  C4   0.020
 KRQ  plan-1  C5   0.020
 KRQ  plan-1  N1   0.020
 KRQ  plan-1  N    0.020
 KRQ  plan-1  N5   0.020
 KRQ  plan-1  H4   0.020
 KRQ  plan-1  H5   0.020
 KRQ  plan-2  C4   0.020
 KRQ  plan-2  C5   0.020
 KRQ  plan-2  C6   0.020
 KRQ  plan-2  C7   0.020
 KRQ  plan-2  N2   0.020
 KRQ  plan-2  N3   0.020
 KRQ  plan-2  N4   0.020
 KRQ  plan-2  C8   0.020
 KRQ  plan-2  C10  0.020
 KRQ  plan-2  C9   0.020
 KRQ  plan-2  H6   0.020
 KRQ  plan-2  H7   0.020
 KRQ  plan-2  H9   0.020
 KRQ  plan-2  H8   0.020
 KRQ  plan-3  C1   0.020
 KRQ  plan-3  N    0.020
 KRQ  plan-3  C    0.020
 KRQ  plan-3  H3   0.020

