# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 16:18:54 2021
#   Inital geometry file: a 121 line input string
#   Ligand name: 2-[6-azanyl-5-[(3~{R})-3-phenoxypiperidin-1-yl]pyridazin-3-yl]phenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1nnc(cc1N2CCC[C@H](C2)Oc3ccccc3)c4ccccc4O
#
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
 QMT  QMT  2-[6-azanyl-5-[(3~{R})-3-phenoxypiperidin-1-yl]pyridazin-3-yl]phenol  ligand  49  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_QMT
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
 QMT  C1   C  CR6   0   0.305   8.1853  21.5666  -11.4834
 QMT  N2   N  N     0  -0.281   7.5794  19.8931   -9.3652
 QMT  C3   C  CH2   0  -0.433   9.2158  24.5264  -13.4559
 QMT  C4   C  CH2   0  -0.480   8.9762  24.0146  -14.8712
 QMT  C5   C  CH1   0  -0.017   9.1166  22.4985  -14.9389
 QMT  C6   C  CR6   0   0.399  11.4189  22.2220  -15.5920
 QMT  C7   C  CR16  0  -0.352  12.7119  21.8995  -15.1739
 QMT  N    N  NH2   0  -0.833   9.7592  19.8398  -12.1296
 QMT  C    C  CR6   0   0.377   8.8082  20.3015  -11.2703
 QMT  O    O  O2    0  -0.491  10.4493  22.0787  -14.6656
 QMT  C10  C  CR16  0  -0.244  12.2883  22.7324  -17.7777
 QMT  C11  C  CR16  0  -0.373  11.2097  22.6423  -16.9040
 QMT  C12  C  CH2   0  -0.335   8.2439  21.8471  -13.8824
 QMT  C13  C  CR16  0  -0.355   7.2620  21.9351  -10.5384
 QMT  C14  C  CR6   0   0.178   6.9807  21.0596   -9.4772
 QMT  C15  C  CR6   0  -0.046   6.0083  21.4450   -8.4324
 QMT  C16  C  CR6   0   0.331   4.9603  20.5999   -8.0431
 QMT  C17  C  CR16  0  -0.382   4.0698  21.0103   -7.0529
 QMT  C18  C  CR16  0  -0.248   4.2066  22.2524   -6.4533
 QMT  C19  C  CR16  0  -0.274   5.2321  23.1048   -6.8370
 QMT  C2   C  CH2   0  -0.316   8.3513  23.7889  -12.4442
 QMT  C20  C  CR16  0  -0.277   6.1172  22.6927   -7.8216
 QMT  C8   C  CR16  0  -0.242  13.7745  21.9939  -16.0557
 QMT  C9   C  CR16  0  -0.283  13.5725  22.4129  -17.3666
 QMT  N1   N  NT    0  -0.509   8.5752  22.3563  -12.5553
 QMT  N3   N  N     0  -0.322   8.4875  19.5280  -10.2485
 QMT  O1   O  OH1   0  -0.617   4.8274  19.4142   -8.6642
 QMT  H1   H  HCH2  0   0.233  10.2673  24.4133  -13.1823
 QMT  H2   H  HCH2  0   0.245   8.9896  25.5927  -13.4024
 QMT  H3   H  HCH2  0   0.257   9.6460  24.5068  -15.5791
 QMT  H4   H  HCH2  0   0.241   7.9589  24.2631  -15.1887
 QMT  H5   H  HCH1  0   0.261   8.7915  22.1230  -15.9155
 QMT  H6   H  HCR6  0   0.261  12.8743  21.5748  -14.1532
 QMT  H7   H  HNH2  0   0.387  10.3259  19.0837  -11.7789
 QMT  H8   H  HNH2  0   0.388  10.2740  20.5344  -12.6484
 QMT  H9   H  HCR6  0   0.258  12.1093  23.0603  -18.7938
 QMT  H10  H  HCR6  0   0.279  10.2246  22.9015  -17.2663
 QMT  H11  H  HCH2  0   0.248   7.1931  22.0583  -14.1261
 QMT  H12  H  HCH2  0   0.277   8.3639  20.7645  -13.9157
 QMT  H13  H  HCR6  0   0.283   6.7340  22.8765  -10.6108
 QMT  H14  H  HCR6  0   0.271   3.2600  20.3537   -6.7540
 QMT  H15  H  HCR6  0   0.261   3.5039  22.5514   -5.6862
 QMT  H16  H  HCR6  0   0.254   5.3454  24.0762   -6.3755
 QMT  H17  H  HCH2  0   0.258   8.6129  24.1073  -11.4339
 QMT  H18  H  HCH2  0   0.219   7.2926  24.0451  -12.6044
 QMT  H19  H  HCR6  0   0.256   6.9245  23.3510   -8.1200
 QMT  H20  H  HCR6  0   0.257  14.7695  21.7406  -15.7129
 QMT  H21  H  HCR6  0   0.252  14.4043  22.4892  -18.0536
 QMT  H22  H  HOH1  0   0.475   4.0474  18.9546   -8.3333

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
 QMT  C10  C9   aromatic  1.386  0.020  1.386
 QMT  C10  C11  aromatic  1.391  0.020  1.391
 QMT  C9   C8   aromatic  1.391  0.020  1.391
 QMT  C11  C6   aromatic  1.393  0.020  1.393
 QMT  C8   C7   aromatic  1.384  0.020  1.384
 QMT  C6   C7   aromatic  1.397  0.020  1.397
 QMT  C6   O    single    1.349  0.020  1.349
 QMT  C5   C4   single    1.524  0.020  1.524
 QMT  C5   O    single    1.424  0.020  1.424
 QMT  C5   C12  single    1.517  0.020  1.517
 QMT  C4   C3   single    1.524  0.020  1.524
 QMT  C12  N1   single    1.460  0.020  1.460
 QMT  C3   C2   single    1.521  0.020  1.521
 QMT  N1   C2   single    1.454  0.020  1.454
 QMT  N1   C1   single    1.387  0.020  1.387
 QMT  N    C    single    1.362  0.020  1.362
 QMT  C    C1   aromatic  1.426  0.020  1.426
 QMT  C    N3   aromatic  1.321  0.020  1.321
 QMT  C1   C13  aromatic  1.372  0.020  1.372
 QMT  N3   N2   aromatic  1.318  0.020  1.318
 QMT  C13  C14  aromatic  1.404  0.020  1.404
 QMT  N2   C14  aromatic  1.316  0.020  1.316
 QMT  C14  C15  single    1.478  0.020  1.478
 QMT  C15  C20  aromatic  1.394  0.020  1.394
 QMT  C15  C16  aromatic  1.401  0.020  1.401
 QMT  C20  C19  aromatic  1.387  0.020  1.387
 QMT  O1   C16  single    1.345  0.020  1.345
 QMT  C16  C17  aromatic  1.393  0.020  1.393
 QMT  C19  C18  aromatic  1.388  0.020  1.388
 QMT  C17  C18  aromatic  1.386  0.020  1.386
 QMT  C3   H1   single    0.970  0.020  1.090
 QMT  C3   H2   single    0.970  0.020  1.090
 QMT  C4   H3   single    0.970  0.020  1.090
 QMT  C4   H4   single    0.970  0.020  1.090
 QMT  C5   H5   single    0.970  0.020  1.090
 QMT  C7   H6   single    0.930  0.020  1.080
 QMT  N    H7   single    0.890  0.020  1.040
 QMT  N    H8   single    0.890  0.020  1.040
 QMT  C10  H9   single    0.930  0.020  1.080
 QMT  C11  H10  single    0.930  0.020  1.080
 QMT  C12  H11  single    0.970  0.020  1.090
 QMT  C12  H12  single    0.970  0.020  1.090
 QMT  C13  H13  single    0.930  0.020  1.080
 QMT  C17  H14  single    0.930  0.020  1.080
 QMT  C18  H15  single    0.930  0.020  1.080
 QMT  C19  H16  single    0.930  0.020  1.080
 QMT  C2   H17  single    0.970  0.020  1.090
 QMT  C2   H18  single    0.970  0.020  1.090
 QMT  C20  H19  single    0.930  0.020  1.080
 QMT  C8   H20  single    0.930  0.020  1.080
 QMT  C9   H21  single    0.930  0.020  1.080
 QMT  O1   H22  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
 QMT  N1   C1   C13  124.65  3.000
 QMT  C13  C1   C    115.43  3.000
 QMT  N1   C1   C    119.85  3.000
 QMT  N3   N2   C14  120.12  3.000
 QMT  H2   C3   H1   106.76  3.000
 QMT  H2   C3   C2   108.86  3.000
 QMT  H1   C3   C2   109.28  3.000
 QMT  H2   C3   C4   109.95  3.000
 QMT  H1   C3   C4   110.43  3.000
 QMT  C2   C3   C4   111.44  3.000
 QMT  H4   C4   H3   106.24  3.000
 QMT  H4   C4   C5   107.37  3.000
 QMT  H3   C4   C5   111.29  3.000
 QMT  H4   C4   C3   109.84  3.000
 QMT  H3   C4   C3   110.76  3.000
 QMT  C5   C4   C3   111.15  3.000
 QMT  H5   C5   C12  107.63  3.000
 QMT  H5   C5   O    110.35  3.000
 QMT  C12  C5   O    106.15  3.000
 QMT  H5   C5   C4   110.69  3.000
 QMT  C12  C5   C4   110.07  3.000
 QMT  O    C5   C4   111.78  3.000
 QMT  C11  C6   O    124.81  3.000
 QMT  O    C6   C7   115.81  3.000
 QMT  C11  C6   C7   119.37  3.000
 QMT  H6   C7   C8   120.37  3.000
 QMT  H6   C7   C6   119.35  3.000
 QMT  C8   C7   C6   120.28  3.000
 QMT  H8   N    H7   114.12  3.000
 QMT  H8   N    C    116.59  3.000
 QMT  H7   N    C    115.30  3.000
 QMT  N3   C    N    117.32  3.000
 QMT  N3   C    C1   121.94  3.000
 QMT  N    C    C1   120.75  3.000
 QMT  C6   O    C5   120.65  3.000
 QMT  H9   C10  C9   120.10  3.000
 QMT  H9   C10  C11  118.75  3.000
 QMT  C9   C10  C11  121.15  3.000
 QMT  H10  C11  C10  118.72  3.000
 QMT  H10  C11  C6   121.64  3.000
 QMT  C10  C11  C6   119.64  3.000
 QMT  H12  C12  H11  106.82  3.000
 QMT  H12  C12  N1   110.45  3.000
 QMT  H11  C12  N1   110.58  3.000
 QMT  H12  C12  C5   110.00  3.000
 QMT  H11  C12  C5   108.24  3.000
 QMT  N1   C12  C5   110.66  3.000
 QMT  H13  C13  C14  119.70  3.000
 QMT  H13  C13  C1   121.08  3.000
 QMT  C14  C13  C1   119.20  3.000
 QMT  C15  C14  C13  120.21  3.000
 QMT  C15  C14  N2   118.05  3.000
 QMT  C13  C14  N2   121.73  3.000
 QMT  C20  C15  C16  118.46  3.000
 QMT  C16  C15  C14  122.08  3.000
 QMT  C20  C15  C14  119.46  3.000
 QMT  O1   C16  C17  121.64  3.000
 QMT  C17  C16  C15  119.85  3.000
 QMT  O1   C16  C15  118.49  3.000
 QMT  H14  C17  C18  119.80  3.000
 QMT  H14  C17  C16  119.65  3.000
 QMT  C18  C17  C16  120.55  3.000
 QMT  H15  C18  C19  120.40  3.000
 QMT  H15  C18  C17  119.35  3.000
 QMT  C19  C18  C17  120.25  3.000
 QMT  H16  C19  C20  120.20  3.000
 QMT  H16  C19  C18  120.74  3.000
 QMT  C20  C19  C18  119.05  3.000
 QMT  H18  C2   H17  107.30  3.000
 QMT  H18  C2   N1   111.48  3.000
 QMT  H17  C2   N1   108.74  3.000
 QMT  H18  C2   C3   109.69  3.000
 QMT  H17  C2   C3   109.76  3.000
 QMT  N1   C2   C3   109.83  3.000
 QMT  H19  C20  C19  119.38  3.000
 QMT  H19  C20  C15  118.78  3.000
 QMT  C19  C20  C15  121.83  3.000
 QMT  H20  C8   C9   120.16  3.000
 QMT  H20  C8   C7   119.21  3.000
 QMT  C9   C8   C7   120.63  3.000
 QMT  H21  C9   C8   120.55  3.000
 QMT  H21  C9   C10  120.53  3.000
 QMT  C8   C9   C10  118.92  3.000
 QMT  C2   N1   C12  112.22  3.000
 QMT  C2   N1   C1   117.29  3.000
 QMT  C12  N1   C1   116.12  3.000
 QMT  C    N3   N2   121.55  3.000
 QMT  H22  O1   C16  109.98  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
 QMT  CONST_01  N2   N3   C    C1      0.00   0.0  0
 QMT  CONST_02  N2   C14  C13  C1      0.00   0.0  0
 QMT  CONST_03  C15  C14  C13  C1    180.00   0.0  0
 QMT  CONST_06  C9   C10  C11  C6      0.00   0.0  0
 QMT  CONST_07  C9   C8   C7   C6      0.00   0.0  0
 QMT  CONST_08  C10  C9   C8   C7      0.00   0.0  0
 QMT  CONST_09  C10  C11  C6   C7      0.00   0.0  0
 QMT  CONST_10  C14  C13  C1   C       0.00   0.0  0
 QMT  CONST_11  C14  N2   N3   C       0.00   0.0  0
 QMT  CONST_12  C8   C9   C10  C11     0.00   0.0  0
 QMT  CONST_13  C8   C7   C6   C11     0.00   0.0  0
 QMT  CONST_14  N3   C    C1   C13     0.00   0.0  0
 QMT  CONST_15  N3   N2   C14  C13     0.00   0.0  0
 QMT  CONST_18  C19  C20  C15  C14   180.00   0.0  0
 QMT  CONST_19  C17  C16  C15  C14   180.00   0.0  0
 QMT  CONST_20  N3   N2   C14  C15   180.00   0.0  0
 QMT  CONST_21  C18  C19  C20  C15     0.00   0.0  0
 QMT  CONST_22  C18  C17  C16  C15     0.00   0.0  0
 QMT  CONST_23  C19  C20  C15  C16     0.00   0.0  0
 QMT  CONST_24  C19  C18  C17  C16     0.00   0.0  0
 QMT  CONST_25  C20  C15  C16  C17     0.00   0.0  0
 QMT  CONST_26  C20  C19  C18  C17     0.00   0.0  0
 QMT  CONST_27  N1   C1   C13  C14   180.00   0.0  0
 QMT  CONST_28  N3   C    C1   N1    180.00   0.0  0
 QMT  CONST_29  N    C    N3   N2    180.00   0.0  0
 QMT  CONST_30  N1   C1   C    N       0.00   0.0  0
 QMT  CONST_31  C13  C1   C    N     180.00   0.0  0
 QMT  CONST_32  C10  C11  C6   O     180.00   0.0  0
 QMT  CONST_33  C8   C7   C6   O     180.00   0.0  0
 QMT  CONST_34  O1   C16  C15  C14     0.00   0.0  0
 QMT  CONST_35  O1   C16  C17  C18   180.00   0.0  0
 QMT  CONST_36  O1   C16  C15  C20   180.00   0.0  0
 QMT  CONST_37  H13  C13  C14  N2    180.00   0.0  0
 QMT  CONST_38  H9   C10  C11  C6    180.00   0.0  0
 QMT  CONST_39  H20  C8   C7   C6    180.00   0.0  0
 QMT  CONST_40  H21  C9   C8   C7    180.00   0.0  0
 QMT  CONST_41  H10  C11  C6   C7    180.00   0.0  0
 QMT  CONST_42  H6   C7   C6   C11   180.00   0.0  0
 QMT  CONST_43  H19  C20  C15  C14     0.00   0.0  0
 QMT  CONST_44  H16  C19  C20  C15   180.00   0.0  0
 QMT  CONST_45  H14  C17  C16  C15   180.00   0.0  0
 QMT  CONST_46  H15  C18  C17  C16   180.00   0.0  0
 QMT  Var_01    C5   C12  N1   C1   -159.85  30.0  1
 QMT  Var_02    C3   C2   N1   C1    161.73  30.0  1
 QMT  Var_03    N1   C2   C3   C4     55.05  30.0  1
 QMT  Var_04    C2   C3   C4   C5    -52.19  30.0  1
 QMT  Var_05    C11  C6   O    C5     -6.91  30.0  3

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
 QMT  chir_01  C5  C4  O  C12  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
 QMT  plan-1  C1   0.020
 QMT  plan-1  N2   0.020
 QMT  plan-1  N    0.020
 QMT  plan-1  C    0.020
 QMT  plan-1  C13  0.020
 QMT  plan-1  C14  0.020
 QMT  plan-1  C15  0.020
 QMT  plan-1  N1   0.020
 QMT  plan-1  N3   0.020
 QMT  plan-1  H13  0.020
 QMT  plan-2  C6   0.020
 QMT  plan-2  C7   0.020
 QMT  plan-2  O    0.020
 QMT  plan-2  C10  0.020
 QMT  plan-2  C11  0.020
 QMT  plan-2  C8   0.020
 QMT  plan-2  C9   0.020
 QMT  plan-2  H6   0.020
 QMT  plan-2  H9   0.020
 QMT  plan-2  H10  0.020
 QMT  plan-2  H20  0.020
 QMT  plan-2  H21  0.020
 QMT  plan-3  C14  0.020
 QMT  plan-3  C15  0.020
 QMT  plan-3  C16  0.020
 QMT  plan-3  C17  0.020
 QMT  plan-3  C18  0.020
 QMT  plan-3  C19  0.020
 QMT  plan-3  C20  0.020
 QMT  plan-3  O1   0.020
 QMT  plan-3  H14  0.020
 QMT  plan-3  H15  0.020
 QMT  plan-3  H16  0.020
 QMT  plan-3  H19  0.020
 QMT  plan-4  N    0.020
 QMT  plan-4  C    0.020
 QMT  plan-4  H7   0.020
 QMT  plan-4  H8   0.020

