# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 18:06:08 2021
#   Inital geometry file: a 95 line input string
#   Ligand name: 1-[3-azanyl-6-(2-hydroxyphenyl)pyridazin-4-yl]piperidin-4-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1nnc(cc1N2CCC(O)CC2)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
 QMW  QMW  1-[3-azanyl-6-(2-hydroxyphenyl)pyridazin-4-yl]piperidin-4-ol  ligand  39  21  .  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_QMW
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
 QMW  C1   C  CR6   0   0.181  19.7996  -0.5487  14.5403
 QMW  C2   C  CR6   0  -0.050  20.1362   0.7059  13.8336
 QMW  N3   N  NT    0  -0.506  17.9391  -3.7165  14.0744
 QMW  C4   C  CR16  0  -0.273  20.9949   1.7881  11.8361
 QMW  C5   C  CR16  0  -0.248  20.8062   3.0273  12.4310
 QMW  C6   C  CR16  0  -0.381  20.2812   3.1159  13.7109
 QMW  C7   C  CR6   0   0.331  19.9417   1.9642  14.4180
 QMW  C9   C  CR6   0   0.312  18.7108  -2.6817  14.5832
 QMW  C10  C  CH2   0  -0.327  17.7354  -3.7368  12.6350
 QMW  C12  C  CH1   0   0.067  15.9783  -5.4954  12.9177
 QMW  C13  C  CH2   0  -0.478  16.2020  -5.4051  14.4220
 QMW  C14  C  CH2   0  -0.337  16.7066  -4.0241  14.8041
 QMW  C    C  CR6   0   0.371  19.3453  -2.8247  15.8525
 QMW  O    O  OH1   0  -0.617  19.4022   2.0204  15.6491
 QMW  C11  C  CH2   0  -0.456  17.2547  -5.1096  12.1908
 QMW  C3   C  CR16  0  -0.275  20.6549   0.6440  12.5422
 QMW  C8   C  CR16  0  -0.359  18.9814  -1.5080  13.9237
 QMW  N1   N  N     0  -0.320  20.0903  -1.8692  16.3767
 QMW  N2   N  N     0  -0.281  20.3097  -0.7363  15.7383
 QMW  O1   O  OH1   0  -0.672  15.6048  -6.7905  12.5013
 QMW  H1   H  HCR6  0   0.254  21.4064   1.7105  10.8390
 QMW  H2   H  HCR6  0   0.261  21.0633   3.9349  11.9005
 QMW  H3   H  HCR6  0   0.271  20.1239   4.0889  14.1625
 QMW  H4   H  HCH2  0   0.261  18.6792  -3.5038  12.1408
 QMW  H5   H  HCH2  0   0.220  17.0089  -2.9720  12.3214
 QMW  H6   H  HCH1  0   0.191  15.1993  -4.7643  12.6476
 QMW  H7   H  HCH2  0   0.244  15.2725  -5.6085  14.9611
 QMW  H8   H  HCH2  0   0.229  16.9328  -6.1592  14.7304
 QMW  H9   H  HCH2  0   0.270  16.8872  -3.9749  15.8763
 QMW  H10  H  HCH2  0   0.232  15.9413  -3.2673  14.5771
 QMW  H11  H  HNH2  0   0.387  19.8471  -4.0806  17.3375
 QMW  H12  H  HNH2  0   0.390  19.0521  -4.8125  16.0449
 QMW  H13  H  HOH1  0   0.475  19.2922   2.9388  15.9206
 QMW  H14  H  HCH2  0   0.246  17.0899  -5.0934  11.1109
 QMW  H15  H  HCH2  0   0.230  18.0335  -5.8505  12.3956
 QMW  H16  H  HCR6  0   0.257  20.8108  -0.3277  12.0889
 QMW  H17  H  HCR6  0   0.284  18.5566  -1.2977  12.9515
 QMW  H18  H  HOH1  0   0.448  14.7818  -7.0233  12.9426
 QMW  N    N  NH2   0  -0.828  19.1895  -3.9690  16.5811

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
 QMW  C4   C3   aromatic  1.387  0.020  1.387
 QMW  C4   C5   aromatic  1.387  0.020  1.387
 QMW  C11  C10  single    1.521  0.020  1.521
 QMW  C11  C12  single    1.519  0.020  1.519
 QMW  C3   C2   aromatic  1.393  0.020  1.393
 QMW  C5   C6   aromatic  1.386  0.020  1.386
 QMW  O1   C12  single    1.411  0.020  1.411
 QMW  C10  N3   single    1.454  0.020  1.454
 QMW  C12  C13  single    1.524  0.020  1.524
 QMW  C2   C1   single    1.479  0.020  1.479
 QMW  C2   C7   aromatic  1.401  0.020  1.401
 QMW  C8   C1   aromatic  1.404  0.020  1.404
 QMW  C8   C9   aromatic  1.373  0.020  1.373
 QMW  C6   C7   aromatic  1.393  0.020  1.393
 QMW  N3   C9   single    1.387  0.020  1.387
 QMW  N3   C14  single    1.465  0.020  1.465
 QMW  C13  C14  single    1.519  0.020  1.519
 QMW  C1   N2   aromatic  1.316  0.020  1.316
 QMW  C7   O    single    1.345  0.020  1.345
 QMW  C9   C    aromatic  1.426  0.020  1.426
 QMW  N2   N1   aromatic  1.319  0.020  1.319
 QMW  C    N1   aromatic  1.320  0.020  1.320
 QMW  C    N    single    1.365  0.020  1.365
 QMW  C4   H1   single    0.930  0.020  1.080
 QMW  C5   H2   single    0.930  0.020  1.080
 QMW  C6   H3   single    0.930  0.020  1.080
 QMW  C10  H4   single    0.970  0.020  1.090
 QMW  C10  H5   single    0.970  0.020  1.090
 QMW  C12  H6   single    0.970  0.020  1.090
 QMW  C13  H7   single    0.970  0.020  1.090
 QMW  C13  H8   single    0.970  0.020  1.090
 QMW  C14  H9   single    0.970  0.020  1.090
 QMW  C14  H10  single    0.970  0.020  1.090
 QMW  N    H11  single    0.890  0.020  1.040
 QMW  N    H12  single    0.890  0.020  1.040
 QMW  O    H13  single    0.850  0.020  0.980
 QMW  C11  H14  single    0.970  0.020  1.090
 QMW  C11  H15  single    0.970  0.020  1.090
 QMW  C3   H16  single    0.930  0.020  1.080
 QMW  C8   H17  single    0.930  0.020  1.080
 QMW  O1   H18  single    0.850  0.020  0.980

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
 QMW  N2   C1   C8   121.91  3.000
 QMW  N2   C1   C2   117.90  3.000
 QMW  C8   C1   C2   120.18  3.000
 QMW  C3   C2   C7   118.57  3.000
 QMW  C7   C2   C1   122.08  3.000
 QMW  C3   C2   C1   119.34  3.000
 QMW  C14  N3   C10  111.86  3.000
 QMW  C14  N3   C9   116.22  3.000
 QMW  C10  N3   C9   116.83  3.000
 QMW  H1   C4   C3   120.23  3.000
 QMW  H1   C4   C5   120.74  3.000
 QMW  C3   C4   C5   119.03  3.000
 QMW  H2   C5   C6   119.28  3.000
 QMW  H2   C5   C4   120.43  3.000
 QMW  C6   C5   C4   120.29  3.000
 QMW  H3   C6   C7   119.67  3.000
 QMW  H3   C6   C5   119.79  3.000
 QMW  C7   C6   C5   120.53  3.000
 QMW  O    C7   C6   121.84  3.000
 QMW  O    C7   C2   118.36  3.000
 QMW  C6   C7   C2   119.79  3.000
 QMW  C8   C9   C    115.18  3.000
 QMW  C    C9   N3   119.93  3.000
 QMW  C8   C9   N3   124.82  3.000
 QMW  H5   C10  H4   107.08  3.000
 QMW  H5   C10  C11  109.59  3.000
 QMW  H4   C10  C11  109.51  3.000
 QMW  H5   C10  N3   111.41  3.000
 QMW  H4   C10  N3   108.94  3.000
 QMW  C11  C10  N3   110.25  3.000
 QMW  H6   C12  O1   110.46  3.000
 QMW  H6   C12  C11  107.96  3.000
 QMW  O1   C12  C11  108.33  3.000
 QMW  H6   C12  C13  107.85  3.000
 QMW  O1   C12  C13  112.63  3.000
 QMW  C11  C12  C13  109.52  3.000
 QMW  H8   C13  H7   107.49  3.000
 QMW  H8   C13  C14  109.49  3.000
 QMW  H7   C13  C14  109.11  3.000
 QMW  H8   C13  C12  109.60  3.000
 QMW  H7   C13  C12  110.54  3.000
 QMW  C14  C13  C12  110.55  3.000
 QMW  H10  C14  H9   106.72  3.000
 QMW  H10  C14  C13  110.02  3.000
 QMW  H9   C14  C13  110.12  3.000
 QMW  H10  C14  N3   109.76  3.000
 QMW  H9   C14  N3   109.98  3.000
 QMW  C13  C14  N3   110.19  3.000
 QMW  N1   C    N    117.33  3.000
 QMW  N    C    C9   120.54  3.000
 QMW  N1   C    C9   122.13  3.000
 QMW  H13  O    C7   110.08  3.000
 QMW  H15  C11  H14  107.60  3.000
 QMW  H15  C11  C12  109.67  3.000
 QMW  H14  C11  C12  110.49  3.000
 QMW  H15  C11  C10  109.36  3.000
 QMW  H14  C11  C10  108.85  3.000
 QMW  C12  C11  C10  110.80  3.000
 QMW  H16  C3   C4   119.45  3.000
 QMW  H16  C3   C2   118.76  3.000
 QMW  C4   C3   C2   121.78  3.000
 QMW  H17  C8   C9   121.37  3.000
 QMW  H17  C8   C1   119.40  3.000
 QMW  C9   C8   C1   119.22  3.000
 QMW  N2   N1   C    121.56  3.000
 QMW  N1   N2   C1   119.92  3.000
 QMW  H18  O1   C12  108.25  3.000
 QMW  H12  N    H11  113.26  3.000
 QMW  H12  N    C    115.64  3.000
 QMW  H11  N    C    114.74  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
 QMW  CONST_01  C4   C3   C2   C1    180.00   0.0  0
 QMW  CONST_02  C6   C7   C2   C1    180.00   0.0  0
 QMW  CONST_03  C    C9   C8   C1      0.00   0.0  0
 QMW  CONST_04  C    N1   N2   C1      0.00   0.0  0
 QMW  CONST_05  C5   C4   C3   C2      0.00   0.0  0
 QMW  CONST_06  C9   C8   C1   C2    180.00   0.0  0
 QMW  CONST_07  N1   N2   C1   C2    180.00   0.0  0
 QMW  CONST_08  C5   C6   C7   C2      0.00   0.0  0
 QMW  CONST_09  C7   C2   C3   C4      0.00   0.0  0
 QMW  CONST_10  C7   C6   C5   C4      0.00   0.0  0
 QMW  CONST_11  C3   C4   C5   C6      0.00   0.0  0
 QMW  CONST_12  C3   C2   C7   C6      0.00   0.0  0
 QMW  CONST_15  N2   C1   C8   C9      0.00   0.0  0
 QMW  CONST_16  N2   N1   C    C9      0.00   0.0  0
 QMW  CONST_19  N1   N2   C1   C8      0.00   0.0  0
 QMW  CONST_20  N1   C    C9   C8      0.00   0.0  0
 QMW  CONST_21  N3   C9   C8   C1    180.00   0.0  0
 QMW  CONST_22  N1   C    C9   N3    180.00   0.0  0
 QMW  CONST_23  O    C7   C2   C1      0.00   0.0  0
 QMW  CONST_24  N    C    C9   N3      0.00   0.0  0
 QMW  CONST_25  O    C7   C6   C5    180.00   0.0  0
 QMW  CONST_26  C8   C9   C    N     180.00   0.0  0
 QMW  CONST_27  N2   N1   C    N     180.00   0.0  0
 QMW  CONST_28  C3   C2   C7   O     180.00   0.0  0
 QMW  CONST_29  H16  C3   C2   C1      0.00   0.0  0
 QMW  CONST_30  H1   C4   C3   C2    180.00   0.0  0
 QMW  CONST_31  H17  C8   C1   C2      0.00   0.0  0
 QMW  CONST_32  H3   C6   C7   C2    180.00   0.0  0
 QMW  CONST_33  H2   C5   C6   C7    180.00   0.0  0
 QMW  CONST_34  H11  N    C    C9    180.00   0.0  0
 QMW  Var_01    C12  C11  C10  N3     57.17  30.0  1
 QMW  Var_02    C12  C13  C14  N3    -57.13  30.0  1
 QMW  Var_03    C11  C10  N3   C9    162.83  30.0  1
 QMW  Var_04    C13  C14  N3   C9   -162.38  30.0  1
 QMW  Var_05    C8   C9   N3   C10    18.77  30.0  2

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 QMW  chir_01  C12  C11  O1  C13  negativ

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
 QMW  plan-1  C1   0.020
 QMW  plan-1  C2   0.020
 QMW  plan-1  C4   0.020
 QMW  plan-1  C5   0.020
 QMW  plan-1  C6   0.020
 QMW  plan-1  C7   0.020
 QMW  plan-1  O    0.020
 QMW  plan-1  C3   0.020
 QMW  plan-1  H1   0.020
 QMW  plan-1  H2   0.020
 QMW  plan-1  H3   0.020
 QMW  plan-1  H16  0.020
 QMW  plan-2  C1   0.020
 QMW  plan-2  C2   0.020
 QMW  plan-2  N3   0.020
 QMW  plan-2  C9   0.020
 QMW  plan-2  C    0.020
 QMW  plan-2  C8   0.020
 QMW  plan-2  N1   0.020
 QMW  plan-2  N2   0.020
 QMW  plan-2  H17  0.020
 QMW  plan-2  N    0.020
 QMW  plan-3  C    0.020
 QMW  plan-3  H11  0.020
 QMW  plan-3  H12  0.020
 QMW  plan-3  N    0.020

