# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 18 09:38:22 2022
#   Inital geometry file: a 128 line input string
#   Ligand name: ethyl 4-{2-[1-(6-methylpyridazin-3-yl)piperidin-4-yl]ethoxy}benzoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC(=O)c1ccc(OCCC2CCN(CC2)c3ccc(C)nn3)cc1
#
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
 J77  J77  'ethyl 4-{2-[1-(6-methylpyridazin-3-yl)piperidin-4-yl]ethoxy}benzoate'  ligand  54  27  .  2022-09-15  2022-09-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_J77
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
 J77  C1    C  CH3   0  -0.725   1.2238   0.3784   -9.8161
 J77  C2    C  CR6   0   0.198   0.9129   0.2972   -8.3553
 J77  C3    C  CR16  0  -0.255   1.6885   0.9760   -7.3994
 J77  C4    C  CR16  0  -0.294   1.3567   0.8651   -6.0832
 J77  C5    C  CR6   0   0.490   0.2438   0.0550   -5.7527
 J77  N4    N  N     0  -0.352  -0.4399  -0.5617   -6.7095
 J77  N3    N  N     0  -0.274  -0.1165  -0.4293   -7.9812
 J77  N6    N  NT    0  -0.500  -0.1974  -0.0925   -4.4629
 J77  C7    C  CH2   0  -0.293  -1.3371  -0.9613   -4.2108
 J77  C8    C  CH2   0  -0.424  -2.0376  -0.5832   -2.9156
 J77  C9    C  CH1   0  -0.258  -1.0853  -0.5659   -1.7254
 J77  C10   C  CH2   0  -0.430   0.0804   0.3598   -2.0563
 J77  C11   C  CH2   0  -0.297   0.7528  -0.0387   -3.3606
 J77  C12   C  CH2   0  -0.447  -1.8259  -0.1744   -0.4491
 J77  C13   C  CH2   0  -0.180  -0.9621  -0.2743    0.7911
 J77  O14   O  O2    0  -0.467  -1.7806   0.0281    1.9155
 J77  C15   C  CR6   0   0.401  -1.2355   0.0498    3.1367
 J77  C16   C  CR16  0  -0.336  -2.0926   0.3851    4.1911
 J77  C17   C  CR16  0  -0.240  -1.6160   0.4360    5.4822
 J77  C18   C  CR6   0  -0.115  -0.2763   0.1552    5.7655
 J77  C19   C  CR16  0  -0.252   0.5695  -0.1805    4.7119
 J77  C20   C  CR16  0  -0.370   0.1032  -0.2360    3.4081
 J77  C21   C  C     0   0.598   0.1829   0.2296    7.1684
 J77  O22   O  O     0  -0.460  -0.5328   0.5340    8.0955
 J77  O23   O  O2    0  -0.461   1.4644  -0.0723    7.3051
 J77  C24   C  CH2   0  -0.178   2.0373  -0.0232    8.6204
 J77  C25   C  CH3   0  -0.688   3.4928  -0.4038    8.5017
 J77  H11   H  HCH3  0   0.249   1.1816   1.4096  -10.1708
 J77  H12   H  HCH3  0   0.249   2.2287   0.0086  -10.0256
 J77  H13   H  HCH3  0   0.249   0.5146  -0.2114  -10.3935
 J77  H3    H  HCR6  0   0.273   2.5298   1.5832   -7.7074
 J77  H4    H  HCR6  0   0.284   1.9239   1.3996   -5.3358
 J77  H71   H  HCH2  0   0.215  -1.0146  -2.0113   -4.1649
 J77  H72   H  HCH2  0   0.260  -2.0335  -0.8832   -5.0409
 J77  H81   H  HCH2  0   0.238  -2.8473  -1.2964   -2.7438
 J77  H82   H  HCH2  0   0.220  -2.4993   0.4037   -3.0270
 J77  H9    H  HCH1  0   0.222  -0.6873  -1.5823   -1.5978
 J77  H101  H  HCH2  0   0.224  -0.2798   1.3913   -2.1303
 J77  H102  H  HCH2  0   0.244   0.8420   0.3427   -1.2738
 J77  H111  H  HCH2  0   0.225   1.2351  -1.0187   -3.2366
 J77  H112  H  HCH2  0   0.260   1.5427   0.6757   -3.5756
 J77  H121  H  HCH2  0   0.240  -2.6910  -0.8335   -0.3306
 J77  H122  H  HCH2  0   0.230  -2.2113   0.8456   -0.5478
 J77  H131  H  HCH2  0   0.230  -0.1216   0.4255    0.7486
 J77  H132  H  HCH2  0   0.228  -0.5493  -1.2850    0.8861
 J77  H16   H  HCR6  0   0.269  -3.1319   0.6047    3.9821
 J77  H17   H  HCR6  0   0.262  -2.2941   0.6973    6.2837
 J77  H19   H  HCR6  0   0.266   1.6121  -0.4040    4.8909
 J77  H20   H  HCR6  0   0.286   0.7949  -0.5017    2.6206
 J77  H241  H  HCH2  0   0.236   1.5062  -0.7122    9.2803
 J77  H242  H  HCH2  0   0.235   1.9300   0.9835    9.0291
 J77  H251  H  HCH3  0   0.239   3.9529  -0.3642    9.4886
 J77  H252  H  HCH3  0   0.236   3.6138  -1.4168    8.1180
 J77  H253  H  HCH3  0   0.236   4.0350   0.2828    7.8517

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
 J77  C1   C2    single    1.496  0.020  1.496
 J77  C1   H11   single    0.970  0.020  1.090
 J77  C1   H12   single    0.970  0.020  1.090
 J77  C1   H13   single    0.970  0.020  1.090
 J77  C2   C3    aromatic  1.406  0.020  1.406
 J77  C2   N3    aromatic  1.314  0.020  1.314
 J77  C3   C4    aromatic  1.362  0.020  1.362
 J77  C3   H3    single    0.930  0.020  1.080
 J77  C4   C5    aromatic  1.416  0.020  1.416
 J77  C4   H4    single    0.930  0.020  1.080
 J77  C5   N4    aromatic  1.328  0.020  1.328
 J77  C5   N6    single    1.371  0.020  1.371
 J77  N4   N3    aromatic  1.319  0.020  1.319
 J77  N6   C7    single    1.455  0.020  1.455
 J77  N6   C11   single    1.456  0.020  1.456
 J77  C7   C8    single    1.520  0.020  1.520
 J77  C7   H71   single    0.970  0.020  1.090
 J77  C7   H72   single    0.970  0.020  1.090
 J77  C8   C9    single    1.524  0.020  1.524
 J77  C8   H81   single    0.970  0.020  1.090
 J77  C8   H82   single    0.970  0.020  1.090
 J77  C9   C10   single    1.525  0.020  1.525
 J77  C9   C12   single    1.527  0.020  1.527
 J77  C9   H9    single    0.970  0.020  1.090
 J77  C10  C11   single    1.521  0.020  1.521
 J77  C10  H101  single    0.970  0.020  1.090
 J77  C10  H102  single    0.970  0.020  1.090
 J77  C11  H111  single    0.970  0.020  1.090
 J77  C11  H112  single    0.970  0.020  1.090
 J77  C12  C13   single    1.515  0.020  1.515
 J77  C12  H121  single    0.970  0.020  1.090
 J77  C12  H122  single    0.970  0.020  1.090
 J77  C13  O14   single    1.423  0.020  1.423
 J77  C13  H131  single    0.970  0.020  1.090
 J77  C13  H132  single    0.970  0.020  1.090
 J77  O14  C15   single    1.337  0.020  1.337
 J77  C15  C16   aromatic  1.400  0.020  1.400
 J77  C15  C20   aromatic  1.396  0.020  1.396
 J77  C16  C17   aromatic  1.377  0.020  1.377
 J77  C16  H16   single    0.930  0.020  1.080
 J77  C17  C18   aromatic  1.398  0.020  1.398
 J77  C17  H17   single    0.930  0.020  1.080
 J77  C18  C19   aromatic  1.392  0.020  1.392
 J77  C18  C21   single    1.478  0.020  1.478
 J77  C19  C20   aromatic  1.386  0.020  1.386
 J77  C19  H19   single    0.930  0.020  1.080
 J77  C20  H20   single    0.930  0.020  1.080
 J77  C21  O22   double    1.210  0.020  1.210
 J77  C21  O23   single    1.324  0.020  1.324
 J77  O23  C24   single    1.435  0.020  1.435
 J77  C24  C25   single    1.509  0.020  1.509
 J77  C24  H241  single    0.970  0.020  1.090
 J77  C24  H242  single    0.970  0.020  1.090
 J77  C25  H251  single    0.970  0.020  1.090
 J77  C25  H252  single    0.970  0.020  1.090
 J77  C25  H253  single    0.970  0.020  1.090

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
 J77  H13   C1   H12   108.34  3.000
 J77  H13   C1   H11   108.33  3.000
 J77  H12   C1   H11   107.07  3.000
 J77  H13   C1   C2    110.69  3.000
 J77  H12   C1   C2    111.14  3.000
 J77  H11   C1   C2    111.14  3.000
 J77  N3    C2   C3    120.36  3.000
 J77  N3    C2   C1    118.08  3.000
 J77  C3    C2   C1    121.55  3.000
 J77  H3    C3   C4    120.67  3.000
 J77  H3    C3   C2    120.41  3.000
 J77  C4    C3   C2    118.92  3.000
 J77  H4    C4   C5    122.31  3.000
 J77  H4    C4   C3    120.05  3.000
 J77  C5    C4   C3    117.63  3.000
 J77  N6    C5   N4    117.52  3.000
 J77  N6    C5   C4    122.29  3.000
 J77  N4    C5   C4    120.16  3.000
 J77  N3    N4   C5    121.46  3.000
 J77  N4    N3   C2    121.47  3.000
 J77  C11   N6   C7    113.70  3.000
 J77  C11   N6   C5    119.88  3.000
 J77  C7    N6   C5    118.64  3.000
 J77  H72   C7   H71   106.78  3.000
 J77  H72   C7   C8    109.74  3.000
 J77  H71   C7   C8    109.70  3.000
 J77  H72   C7   N6    109.07  3.000
 J77  H71   C7   N6    110.35  3.000
 J77  C8    C7   N6    111.10  3.000
 J77  H82   C8   H81   106.96  3.000
 J77  H82   C8   C9    109.42  3.000
 J77  H81   C8   C9    110.34  3.000
 J77  H82   C8   C7    109.38  3.000
 J77  H81   C8   C7    108.24  3.000
 J77  C9    C8   C7    112.34  3.000
 J77  H9    C9   C12   108.41  3.000
 J77  H9    C9   C10   108.05  3.000
 J77  C12   C9   C10   113.36  3.000
 J77  H9    C9   C8    107.85  3.000
 J77  C12   C9   C8    110.64  3.000
 J77  C10   C9   C8    108.36  3.000
 J77  H102  C10  H101  107.01  3.000
 J77  H102  C10  C11   107.59  3.000
 J77  H101  C10  C11   109.53  3.000
 J77  H102  C10  C9    111.60  3.000
 J77  H101  C10  C9    109.57  3.000
 J77  C11   C10  C9    111.42  3.000
 J77  H112  C11  H111  106.83  3.000
 J77  H112  C11  C10   108.60  3.000
 J77  H111  C11  C10   109.32  3.000
 J77  H112  C11  N6    110.42  3.000
 J77  H111  C11  N6    109.80  3.000
 J77  C10   C11  N6    111.74  3.000
 J77  H122  C12  H121  107.02  3.000
 J77  H122  C12  C13   109.64  3.000
 J77  H121  C12  C13   108.81  3.000
 J77  H122  C12  C9    109.53  3.000
 J77  H121  C12  C9    108.64  3.000
 J77  C13   C12  C9    113.01  3.000
 J77  H132  C13  H131  107.68  3.000
 J77  H132  C13  O14   110.13  3.000
 J77  H131  C13  O14   109.66  3.000
 J77  H132  C13  C12   110.28  3.000
 J77  H131  C13  C12   111.35  3.000
 J77  O14   C13  C12   107.75  3.000
 J77  C15   O14  C13   119.37  3.000
 J77  C20   C15  C16   119.34  3.000
 J77  C20   C15  O14   124.41  3.000
 J77  C16   C15  O14   116.24  3.000
 J77  H16   C16  C17   120.38  3.000
 J77  H16   C16  C15   119.41  3.000
 J77  C17   C16  C15   120.21  3.000
 J77  H17   C17  C18   119.94  3.000
 J77  H17   C17  C16   119.11  3.000
 J77  C18   C17  C16   120.95  3.000
 J77  C21   C18  C19   122.80  3.000
 J77  C21   C18  C17   118.69  3.000
 J77  C19   C18  C17   118.51  3.000
 J77  H19   C19  C20   118.16  3.000
 J77  H19   C19  C18   120.69  3.000
 J77  C20   C19  C18   121.15  3.000
 J77  H20   C20  C19   118.68  3.000
 J77  H20   C20  C15   121.49  3.000
 J77  C19   C20  C15   119.83  3.000
 J77  O23   C21  O22   123.42  3.000
 J77  O23   C21  C18   112.79  3.000
 J77  O22   C21  C18   123.79  3.000
 J77  C24   O23  C21   118.24  3.000
 J77  H242  C24  H241  107.93  3.000
 J77  H242  C24  C25   110.90  3.000
 J77  H241  C24  C25   110.95  3.000
 J77  H242  C24  O23   109.59  3.000
 J77  H241  C24  O23   109.76  3.000
 J77  C25   C24  O23   107.71  3.000
 J77  H253  C25  H252  108.69  3.000
 J77  H253  C25  H251  107.89  3.000
 J77  H252  C25  H251  107.81  3.000
 J77  H253  C25  C24   111.58  3.000
 J77  H252  C25  C24   111.66  3.000
 J77  H251  C25  C24   109.07  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
 J77  CONST_01  C5    C4   C3   C2      0.00   0.0  0
 J77  CONST_02  C5    N4   N3   C2      0.00   0.0  0
 J77  CONST_03  N4    N3   C2   C3      0.00   0.0  0
 J77  CONST_04  N4    C5   C4   C3      0.00   0.0  0
 J77  CONST_05  N3    C2   C3   C4      0.00   0.0  0
 J77  CONST_06  N3    N4   C5   C4      0.00   0.0  0
 J77  CONST_07  C18   C17  C16  C15     0.00   0.0  0
 J77  CONST_08  C18   C19  C20  C15     0.00   0.0  0
 J77  CONST_09  C19   C20  C15  C16     0.00   0.0  0
 J77  CONST_10  C19   C18  C17  C16     0.00   0.0  0
 J77  CONST_11  C20   C15  C16  C17     0.00   0.0  0
 J77  CONST_12  C20   C19  C18  C17     0.00   0.0  0
 J77  CONST_13  N6    C5   C4   C3    180.00   0.0  0
 J77  CONST_14  N6    C5   N4   N3    180.00   0.0  0
 J77  CONST_15  C4    C3   C2   C1    180.00   0.0  0
 J77  CONST_16  N4    N3   C2   C1    180.00   0.0  0
 J77  CONST_17  C17   C16  C15  O14   180.00   0.0  0
 J77  CONST_18  C19   C20  C15  O14   180.00   0.0  0
 J77  CONST_19  C21   C18  C17  C16   180.00   0.0  0
 J77  CONST_20  C21   C18  C19  C20   180.00   0.0  0
 J77  CONST_21  H4    C4   C3   C2    180.00   0.0  0
 J77  CONST_22  H3    C3   C4   C5    180.00   0.0  0
 J77  CONST_23  H17   C17  C16  C15   180.00   0.0  0
 J77  CONST_24  H19   C19  C20  C15   180.00   0.0  0
 J77  CONST_25  H20   C20  C15  C16   180.00   0.0  0
 J77  CONST_26  H16   C16  C17  C18   180.00   0.0  0
 J77  Var_01    C7    N6   C5   C4   -179.07  30.0  2
 J77  Var_02    C8    C7   N6   C5   -156.41  30.0  1
 J77  Var_03    C10   C11  N6   C5    156.12  30.0  1
 J77  Var_04    C9    C8   C7   N6    -54.78  30.0  1
 J77  Var_05    C9    C10  C11  N6     55.31  30.0  1
 J77  Var_06    C16   C15  O14  C13   178.55  30.0  2
 J77  Var_07    O22   C21  C18  C17    -0.74  30.0  2
 J77  Var_08    H11   C1   C2   C3    -59.56  30.0  2
 J77  Var_09    O14   C13  C12  C9   -176.27  30.0  3
 J77  Var_10    C25   C24  O23  C21  -179.91  30.0  3
 J77  Var_11    H251  C25  C24  O23   179.44  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
 J77  chir_01  C9  C8  C10  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
 J77  plan-1  C1   0.020
 J77  plan-1  C2   0.020
 J77  plan-1  C3   0.020
 J77  plan-1  C4   0.020
 J77  plan-1  C5   0.020
 J77  plan-1  N4   0.020
 J77  plan-1  N3   0.020
 J77  plan-1  N6   0.020
 J77  plan-1  H3   0.020
 J77  plan-1  H4   0.020
 J77  plan-2  C18  0.020
 J77  plan-2  C21  0.020
 J77  plan-2  O22  0.020
 J77  plan-2  O23  0.020
 J77  plan-3  O14  0.020
 J77  plan-3  C15  0.020
 J77  plan-3  C16  0.020
 J77  plan-3  C17  0.020
 J77  plan-3  C18  0.020
 J77  plan-3  C19  0.020
 J77  plan-3  C20  0.020
 J77  plan-3  C21  0.020
 J77  plan-3  H16  0.020
 J77  plan-3  H17  0.020
 J77  plan-3  H19  0.020
 J77  plan-3  H20  0.020

