# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 15:31:46 2021
#   Inital geometry file: a 124 line input string
#   Ligand name: ~{tert}-butyl 4-[3-azanyl-6-(2-hydroxyphenyl)pyridazin-4-yl]piperazine-1-carboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)(C)OC(=O)N1CCN(CC1)c2cc(nnc2N)c3ccccc3O
#
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
 QP8  QP8  '~{tert}-butyl 4-[3-azanyl-6-(2-hydroxyphenyl)pyridazin-4-yl]piperazine-1-carboxylate'  ligand  52  27  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_QP8
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
 QP8  C4   C  CR16  0  -0.339  20.7592   -6.1131  21.5625
 QP8  C5   C  CR16  0  -0.267  19.5846   -5.5330  21.1226
 QP8  C6   C  CR6   0   0.394  23.1681   -6.0231  22.2265
 QP8  N1   N  N     0  -0.282  25.4095   -5.7384  22.7053
 QP8  C7   C  CR6   0   0.371  25.5372   -7.0038  23.0423
 QP8  C8   C  CR6   0   0.348  24.4236   -7.9003  23.0317
 QP8  N2   N  NT    0  -0.520  24.6173   -9.2240  23.3993
 QP8  C9   C  CR16  0  -0.402  23.2363   -7.3827  22.5881
 QP8  C10  C  CH2   0  -0.323  23.6468  -10.1912  22.9173
 QP8  C11  C  CH2   0  -0.295  24.2002  -11.5948  23.0817
 QP8  C12  C  CH2   0  -0.301  25.4786  -10.8548  25.0114
 QP8  N3   N  NT    0  -0.500  24.5672  -11.8401  24.4613
 QP8  C13  C  CH2   0  -0.333  24.9282   -9.4560  24.8108
 QP8  C14  C  C     0   0.776  24.2490  -13.0195  25.0512
 QP8  C15  C  CT    0   0.195  24.5674  -14.2608  27.1340
 QP8  N4   N  NH2   0  -0.824  26.7716   -7.4406  23.4146
 QP8  O    O  O     0  -0.525  23.5776  -13.8790  24.5131
 QP8  O1   O  O2    0  -0.500  24.7503  -13.1013  26.2790
 QP8  C18  C  CH3   0  -0.673  23.0947  -14.4857  27.4532
 QP8  C17  C  CH3   0  -0.657  25.3146  -13.8675  28.4031
 QP8  C16  C  CH3   0  -0.674  25.2058  -15.4998  26.5184
 QP8  N    N  N     0  -0.439  24.2437   -5.2627  22.3245
 QP8  C3   C  CR6   0  -0.107  21.9318   -5.3736  21.7504
 QP8  C2   C  CR6   0   0.353  21.8917   -3.9889  21.4657
 QP8  O2   O  OH1   0  -0.640  22.9526   -3.1902  21.5991
 QP8  C1   C  CR16  0  -0.346  20.6999   -3.4075  21.0251
 QP8  C    C  CR16  0  -0.251  19.5595   -4.1681  20.8558
 QP8  H1   H  HCR6  0   0.256  20.7552   -7.1764  21.7600
 QP8  H2   H  HCR6  0   0.255  18.6992   -6.1392  20.9878
 QP8  H3   H  HCR6  0   0.290  22.3594   -8.0110  22.5422
 QP8  H4   H  HCH2  0   0.270  23.4577  -10.0135  21.8575
 QP8  H5   H  HCH2  0   0.232  22.6885  -10.1110  23.4503
 QP8  H6   H  HCH2  0   0.272  23.4493  -12.3125  22.7635
 QP8  H7   H  HCH2  0   0.240  25.0757  -11.7151  22.4342
 QP8  H8   H  HCH2  0   0.278  25.6249  -11.0183  26.0742
 QP8  H9   H  HCH2  0   0.239  26.4566  -10.9400  24.5235
 QP8  H10  H  HCH2  0   0.275  25.6674   -8.7366  25.1600
 QP8  H11  H  HCH2  0   0.244  24.0250   -9.3264  25.4215
 QP8  H12  H  HNH2  0   0.393  27.5343   -6.8309  23.1621
 QP8  H13  H  HNH2  0   0.393  26.9603   -8.4155  23.2372
 QP8  H14  H  HCH3  0   0.234  23.0110  -15.2434  28.2335
 QP8  H15  H  HCH3  0   0.235  22.6301  -13.5728  27.8296
 QP8  H16  H  HCH3  0   0.246  22.5317  -14.8349  26.5908
 QP8  H17  H  HCH3  0   0.230  25.2520  -14.6741  29.1330
 QP8  H18  H  HCH3  0   0.237  26.3700  -13.6784  28.2023
 QP8  H19  H  HCH3  0   0.237  24.8854  -12.9722  28.8560
 QP8  H20  H  HCH3  0   0.235  25.2070  -16.3038  27.2553
 QP8  H21  H  HCH3  0   0.247  24.6637  -15.8506  25.6437
 QP8  H22  H  HCH3  0   0.235  26.2425  -15.3093  26.2362
 QP8  H23  H  HOH1  0   0.472  23.7150   -3.7615  21.8931
 QP8  H24  H  HCR6  0   0.261  20.6886   -2.3447  20.8168
 QP8  H25  H  HCR6  0   0.259  18.6485   -3.6957  20.5119

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
 QP8  C5   C    aromatic  1.391  0.020  1.391
 QP8  C5   C4   aromatic  1.382  0.020  1.382
 QP8  C    C1   aromatic  1.381  0.020  1.381
 QP8  C4   C3   aromatic  1.399  0.020  1.399
 QP8  C1   C2   aromatic  1.397  0.020  1.397
 QP8  C3   C2   aromatic  1.414  0.020  1.414
 QP8  C3   C6   single    1.475  0.020  1.475
 QP8  C2   O2   single    1.335  0.020  1.335
 QP8  C6   N    aromatic  1.321  0.020  1.321
 QP8  C6   C9   aromatic  1.409  0.020  1.409
 QP8  N    N1   aromatic  1.315  0.020  1.315
 QP8  C9   C8   aromatic  1.369  0.020  1.369
 QP8  N1   C7   aromatic  1.316  0.020  1.316
 QP8  C8   C7   aromatic  1.430  0.020  1.430
 QP8  C8   N2   single    1.387  0.020  1.387
 QP8  C10  C11  single    1.518  0.020  1.518
 QP8  C10  N2   single    1.453  0.020  1.453
 QP8  C7   N4   single    1.361  0.020  1.361
 QP8  C11  N3   single    1.448  0.020  1.448
 QP8  N2   C13  single    1.464  0.020  1.464
 QP8  N3   C12  single    1.451  0.020  1.451
 QP8  N3   C14  single    1.357  0.020  1.357
 QP8  O    C14  double    1.216  0.020  1.216
 QP8  C13  C12  single    1.517  0.020  1.517
 QP8  C14  O1   single    1.329  0.020  1.329
 QP8  O1   C15  single    1.452  0.020  1.452
 QP8  C16  C15  single    1.524  0.020  1.524
 QP8  C15  C18  single    1.524  0.020  1.524
 QP8  C15  C17  single    1.524  0.020  1.524
 QP8  C4   H1   single    0.930  0.020  1.080
 QP8  C5   H2   single    0.930  0.020  1.080
 QP8  C9   H3   single    0.930  0.020  1.080
 QP8  C10  H4   single    0.970  0.020  1.090
 QP8  C10  H5   single    0.970  0.020  1.090
 QP8  C11  H6   single    0.970  0.020  1.090
 QP8  C11  H7   single    0.970  0.020  1.090
 QP8  C12  H8   single    0.970  0.020  1.090
 QP8  C12  H9   single    0.970  0.020  1.090
 QP8  C13  H10  single    0.970  0.020  1.090
 QP8  C13  H11  single    0.970  0.020  1.090
 QP8  N4   H12  single    0.890  0.020  1.040
 QP8  N4   H13  single    0.890  0.020  1.040
 QP8  C18  H14  single    0.970  0.020  1.090
 QP8  C18  H15  single    0.970  0.020  1.090
 QP8  C18  H16  single    0.970  0.020  1.090
 QP8  C17  H17  single    0.970  0.020  1.090
 QP8  C17  H18  single    0.970  0.020  1.090
 QP8  C17  H19  single    0.970  0.020  1.090
 QP8  C16  H20  single    0.970  0.020  1.090
 QP8  C16  H21  single    0.970  0.020  1.090
 QP8  C16  H22  single    0.970  0.020  1.090
 QP8  O2   H23  single    0.850  0.020  0.980
 QP8  C1   H24  single    0.930  0.020  1.080
 QP8  C    H25  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
 QP8  H1   C4   C3   119.88  3.000
 QP8  H1   C4   C5   117.89  3.000
 QP8  C3   C4   C5   122.23  3.000
 QP8  H2   C5   C    120.76  3.000
 QP8  H2   C5   C4   120.02  3.000
 QP8  C    C5   C4   119.23  3.000
 QP8  C3   C6   N    116.93  3.000
 QP8  N    C6   C9   119.81  3.000
 QP8  C3   C6   C9   123.25  3.000
 QP8  N    N1   C7   120.53  3.000
 QP8  N4   C7   C8   120.47  3.000
 QP8  N4   C7   N1   117.82  3.000
 QP8  C8   C7   N1   121.71  3.000
 QP8  C9   C8   N2   124.59  3.000
 QP8  N2   C8   C7   119.18  3.000
 QP8  C9   C8   C7   116.15  3.000
 QP8  C13  N2   C10  110.88  3.000
 QP8  C13  N2   C8   115.87  3.000
 QP8  C10  N2   C8   117.01  3.000
 QP8  H3   C9   C8   119.87  3.000
 QP8  H3   C9   C6   120.76  3.000
 QP8  C8   C9   C6   119.35  3.000
 QP8  H5   C10  H4   107.94  3.000
 QP8  H5   C10  C11  109.44  3.000
 QP8  H4   C10  C11  108.61  3.000
 QP8  H5   C10  N2   111.89  3.000
 QP8  H4   C10  N2   109.25  3.000
 QP8  C11  C10  N2   109.65  3.000
 QP8  H7   C11  H6   107.86  3.000
 QP8  H7   C11  N3   109.99  3.000
 QP8  H6   C11  N3   110.01  3.000
 QP8  H7   C11  C10  109.21  3.000
 QP8  H6   C11  C10  109.10  3.000
 QP8  N3   C11  C10  110.62  3.000
 QP8  H9   C12  H8   107.69  3.000
 QP8  H9   C12  C13  109.67  3.000
 QP8  H8   C12  C13  108.51  3.000
 QP8  H9   C12  N3   109.82  3.000
 QP8  H8   C12  N3   110.71  3.000
 QP8  C13  C12  N3   110.38  3.000
 QP8  C14  N3   C12  124.96  3.000
 QP8  C14  N3   C11  120.13  3.000
 QP8  C12  N3   C11  113.91  3.000
 QP8  H11  C13  H10  107.58  3.000
 QP8  H11  C13  C12  109.50  3.000
 QP8  H10  C13  C12  108.69  3.000
 QP8  H11  C13  N2   110.06  3.000
 QP8  H10  C13  N2   110.41  3.000
 QP8  C12  C13  N2   110.54  3.000
 QP8  O1   C14  O    125.00  3.000
 QP8  O1   C14  N3   111.52  3.000
 QP8  O    C14  N3   123.48  3.000
 QP8  C16  C15  C17  109.93  3.000
 QP8  C17  C15  C18  109.72  3.000
 QP8  C16  C15  C18  111.69  3.000
 QP8  C17  C15  O1   102.85  3.000
 QP8  C18  C15  O1   111.28  3.000
 QP8  C16  C15  O1   111.01  3.000
 QP8  H13  N4   H12  113.50  3.000
 QP8  H13  N4   C7   115.57  3.000
 QP8  H12  N4   C7   115.04  3.000
 QP8  C15  O1   C14  123.08  3.000
 QP8  H16  C18  H15  108.77  3.000
 QP8  H16  C18  H14  107.72  3.000
 QP8  H15  C18  H14  107.56  3.000
 QP8  H16  C18  C15  112.44  3.000
 QP8  H15  C18  C15  111.12  3.000
 QP8  H14  C18  C15  109.06  3.000
 QP8  H19  C17  H18  108.34  3.000
 QP8  H19  C17  H17  107.86  3.000
 QP8  H18  C17  H17  107.89  3.000
 QP8  H19  C17  C15  111.37  3.000
 QP8  H18  C17  C15  111.45  3.000
 QP8  H17  C17  C15  109.79  3.000
 QP8  H22  C16  H21  108.78  3.000
 QP8  H22  C16  H20  107.60  3.000
 QP8  H21  C16  H20  107.83  3.000
 QP8  H22  C16  C15  111.14  3.000
 QP8  H21  C16  C15  112.25  3.000
 QP8  H20  C16  C15  109.08  3.000
 QP8  N1   N    C6   122.34  3.000
 QP8  C2   C3   C6   121.31  3.000
 QP8  C6   C3   C4   120.87  3.000
 QP8  C2   C3   C4   117.82  3.000
 QP8  C1   C2   O2   117.42  3.000
 QP8  O2   C2   C3   122.91  3.000
 QP8  C1   C2   C3   119.67  3.000
 QP8  H23  O2   C2   107.12  3.000
 QP8  H24  C1   C    120.54  3.000
 QP8  H24  C1   C2   118.55  3.000
 QP8  C    C1   C2   120.91  3.000
 QP8  H25  C    C1   119.57  3.000
 QP8  H25  C    C5   120.29  3.000
 QP8  C1   C    C5   120.13  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
 QP8  CONST_01  C1   C    C5   C4      0.00   0.0  0
 QP8  CONST_02  C1   C2   C3   C4      0.00   0.0  0
 QP8  CONST_03  N    C6   C3   C4    180.00   0.0  0
 QP8  CONST_04  C9   C6   C3   C4      0.00   0.0  0
 QP8  CONST_05  C2   C1   C    C5      0.00   0.0  0
 QP8  CONST_06  C2   C3   C4   C5      0.00   0.0  0
 QP8  CONST_07  C6   C3   C4   C5    180.00   0.0  0
 QP8  CONST_08  C1   C2   C3   C6    180.00   0.0  0
 QP8  CONST_09  C7   N1   N    C6      0.00   0.0  0
 QP8  CONST_10  C7   C8   C9   C6      0.00   0.0  0
 QP8  CONST_11  C3   C6   N    N1    180.00   0.0  0
 QP8  CONST_12  C9   C6   N    N1      0.00   0.0  0
 QP8  CONST_13  C9   C8   C7   N1      0.00   0.0  0
 QP8  CONST_14  C3   C6   C9   C8    180.00   0.0  0
 QP8  CONST_15  N    C6   C9   C8      0.00   0.0  0
 QP8  CONST_16  N    N1   C7   C8      0.00   0.0  0
 QP8  CONST_17  C2   C3   C6   C9    180.00   0.0  0
 QP8  CONST_18  C2   C3   C6   N       0.00   0.0  0
 QP8  CONST_19  C    C5   C4   C3      0.00   0.0  0
 QP8  CONST_20  C    C1   C2   C3      0.00   0.0  0
 QP8  CONST_21  N2   C8   C9   C6    180.00   0.0  0
 QP8  CONST_22  N2   C8   C7   N1    180.00   0.0  0
 QP8  CONST_23  O2   C2   C3   C4    180.00   0.0  0
 QP8  CONST_24  O2   C2   C3   C6      0.00   0.0  0
 QP8  CONST_25  N4   C7   C8   N2      0.00   0.0  0
 QP8  CONST_26  N4   C7   C8   C9    180.00   0.0  0
 QP8  CONST_27  N    N1   C7   N4    180.00   0.0  0
 QP8  CONST_28  C    C1   C2   O2    180.00   0.0  0
 QP8  CONST_29  H25  C    C5   C4    180.00   0.0  0
 QP8  CONST_30  H24  C1   C    C5    180.00   0.0  0
 QP8  CONST_31  H1   C4   C3   C6      0.00   0.0  0
 QP8  CONST_32  H3   C9   C8   C7    180.00   0.0  0
 QP8  CONST_33  H2   C5   C4   C3    180.00   0.0  0
 QP8  Var_01    C10  N2   C8   C7   -157.58  30.0  2
 QP8  Var_02    C11  C10  N2   C8    164.69  30.0  1
 QP8  Var_03    C12  C13  N2   C8   -164.69  30.0  1
 QP8  Var_04    N3   C11  C10  N2     56.15  30.0  1
 QP8  Var_05    N3   C12  C13  N2    -54.19  30.0  1
 QP8  Var_06    C12  N3   C11  C10   -54.18  30.0  1
 QP8  Var_07    C13  C12  N3   C11    53.03  30.0  1
 QP8  Var_08    O    C14  N3   C11    -5.23  30.0  2
 QP8  Var_09    C16  C15  O1   C14    62.52  30.0  3
 QP8  Var_10    H20  C16  C15  O1    170.10  30.0  3
 QP8  Var_11    H14  C18  C15  O1   -169.82  30.0  3
 QP8  Var_12    H17  C17  C15  O1   -179.75  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
 QP8  plan-1  C4   0.020
 QP8  plan-1  C5   0.020
 QP8  plan-1  C6   0.020
 QP8  plan-1  C3   0.020
 QP8  plan-1  C2   0.020
 QP8  plan-1  O2   0.020
 QP8  plan-1  C1   0.020
 QP8  plan-1  C    0.020
 QP8  plan-1  H1   0.020
 QP8  plan-1  H2   0.020
 QP8  plan-1  H24  0.020
 QP8  plan-1  H25  0.020
 QP8  plan-2  C6   0.020
 QP8  plan-2  N1   0.020
 QP8  plan-2  C7   0.020
 QP8  plan-2  C8   0.020
 QP8  plan-2  N2   0.020
 QP8  plan-2  C9   0.020
 QP8  plan-2  N4   0.020
 QP8  plan-2  N    0.020
 QP8  plan-2  C3   0.020
 QP8  plan-2  H3   0.020
 QP8  plan-3  C7   0.020
 QP8  plan-3  N4   0.020
 QP8  plan-3  H12  0.020
 QP8  plan-3  H13  0.020
 QP8  plan-4  N3   0.020
 QP8  plan-4  C14  0.020
 QP8  plan-4  O    0.020
 QP8  plan-4  O1   0.020

