# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  8 11:33:26 2020
#   Inital geometry file: a 134 line input string
#   Ligand name: ethyl 4-{3-[1-(6-methylpyridazin-3-yl)piperidin-4-yl]propoxy}benzoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC(=O)c1ccc(OCCCC2CCN(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
 J78  J78  'ethyl 4-{3-[1-(6-methylpyridazin-3-yl)piperidin-4-yl]propoxy}benzoate'  ligand  57  28  .  2022-07-25  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_J78
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
 J78  C1    C  CH3   0  -0.726   0.3077  -0.9550  -10.6054
 J78  C2    C  CR6   0   0.196   0.1504  -0.6742   -9.1447
 J78  C3    C  CR16  0  -0.255  -0.7732  -1.3796   -8.3535
 J78  C4    C  CR16  0  -0.299  -0.8693  -1.0808   -7.0285
 J78  C5    C  CR6   0   0.497  -0.0251  -0.0624   -6.5207
 J78  N4    N  N     0  -0.356   0.8161   0.5707   -7.3322
 J78  N3    N  N     0  -0.274   0.9056   0.2589   -8.6101
 J78  N6    N  NT    0  -0.501  -0.0013   0.2782   -5.1968
 J78  C7    C  CH2   0  -0.297   0.8852   1.3360   -4.7390
 J78  C8    C  CH2   0  -0.420   1.3283   1.0858   -3.3059
 J78  C9    C  CH1   0  -0.243   0.1491   0.9097   -2.3550
 J78  C10   C  CH2   0  -0.425  -0.7549  -0.1896   -2.9031
 J78  C11   C  CH2   0  -0.297  -1.1628   0.0835   -4.3429
 J78  C12   C  CH2   0  -0.417   0.6325   0.6268   -0.9356
 J78  C13   C  CH2   0  -0.466  -0.4757   0.6164    0.1109
 J78  C14   C  CH2   0  -0.174   0.0924   0.4093    1.4988
 J78  O15   O  O2    0  -0.467  -0.9842   0.4351    2.4287
 J78  C16   C  CR6   0   0.401  -0.7344   0.2585    3.7304
 J78  C17   C  CR16  0  -0.336  -1.8424   0.3002    4.5845
 J78  C18   C  CR16  0  -0.241  -1.6783   0.1244    5.9405
 J78  C19   C  CR6   0  -0.114  -0.4119  -0.0981    6.4883
 J78  C20   C  CR16  0  -0.252   0.6856  -0.1361    5.6327
 J78  C21   C  CR16  0  -0.370   0.5354   0.0408    4.2665
 J78  C22   C  C     0   0.597  -0.2954  -0.2840    7.9498
 J78  O23   O  O     0  -0.460  -1.2358  -0.2424    8.7103
 J78  O24   O  O2    0  -0.461   0.9500  -0.5022    8.3427
 J78  C25   C  CH2   0  -0.179   1.1932  -0.6983    9.7440
 J78  C26   C  CH3   0  -0.688   2.6738  -0.9253    9.9262
 J78  H11   H  HCH3  0   0.249   0.5596  -2.0021  -10.7807
 J78  H12   H  HCH3  0   0.249  -0.6170  -0.7524  -11.1486
 J78  H13   H  HCH3  0   0.249   1.0958  -0.3372  -11.0316
 J78  H3    H  HCR6  0   0.273  -1.3894  -2.1549   -8.7909
 J78  H4    H  HCR6  0   0.283  -1.5573  -1.6256   -6.3999
 J78  H71   H  HCH2  0   0.216   0.3789   2.3094   -4.8062
 J78  H72   H  HCH2  0   0.262   1.7504   1.3835   -5.3932
 J78  H81   H  HCH2  0   0.234   1.9531   1.9234   -2.9859
 J78  H82   H  HCH2  0   0.217   1.9569   0.1894   -3.2742
 J78  H9    H  HCH1  0   0.215  -0.4229   1.8484   -2.3442
 J78  H101  H  HCH2  0   0.220  -0.2320  -1.1508   -2.8543
 J78  H102  H  HCH2  0   0.242  -1.6633  -0.2873   -2.3048
 J78  H111  H  HCH2  0   0.226  -1.8008   0.9772   -4.3806
 J78  H112  H  HCH2  0   0.258  -1.7647  -0.7467   -4.7007
 J78  H121  H  HCH2  0   0.226   1.3723   1.3872   -0.6638
 J78  H122  H  HCH2  0   0.217   1.1649  -0.3314   -0.9245
 J78  H131  H  HCH2  0   0.238  -1.1980  -0.1761   -0.1000
 J78  H132  H  HCH2  0   0.232  -1.0199   1.5651    0.0770
 J78  H141  H  HCH2  0   0.227   0.8161   1.1974    1.7364
 J78  H142  H  HCH2  0   0.227   0.6173  -0.5513    1.5541
 J78  H17   H  HCR6  0   0.268  -2.8276   0.4718    4.1701
 J78  H18   H  HCR6  0   0.263  -2.5460   0.1592    6.5855
 J78  H20   H  HCR6  0   0.266   1.6811  -0.3052    6.0195
 J78  H21   H  HCR6  0   0.287   1.4137   0.0054    3.6373
 J78  H251  H  HCH2  0   0.235   0.6196  -1.5569   10.0992
 J78  H252  H  HCH2  0   0.235   0.8607   0.1802   10.3006
 J78  H261  H  HCH3  0   0.240   2.8821  -1.0881   10.9832
 J78  H262  H  HCH3  0   0.236   3.0149  -1.8038    9.3786
 J78  H263  H  HCH3  0   0.236   3.2556  -0.0635    9.5994

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
 J78  C1   C2    single    1.496  0.020  1.496
 J78  C1   H11   single    0.970  0.020  1.090
 J78  C1   H12   single    0.970  0.020  1.090
 J78  C1   H13   single    0.970  0.020  1.090
 J78  C2   C3    aromatic  1.406  0.020  1.406
 J78  C2   N3    aromatic  1.314  0.020  1.314
 J78  C3   C4    aromatic  1.362  0.020  1.362
 J78  C3   H3    single    0.930  0.020  1.080
 J78  C4   C5    aromatic  1.417  0.020  1.417
 J78  C4   H4    single    0.930  0.020  1.080
 J78  C5   N4    aromatic  1.329  0.020  1.329
 J78  C5   N6    single    1.367  0.020  1.367
 J78  N4   N3    aromatic  1.318  0.020  1.318
 J78  N6   C7    single    1.454  0.020  1.454
 J78  N6   C11   single    1.455  0.020  1.455
 J78  C7   C8    single    1.521  0.020  1.521
 J78  C7   H71   single    0.970  0.020  1.090
 J78  C7   H72   single    0.970  0.020  1.090
 J78  C8   C9    single    1.525  0.020  1.525
 J78  C8   H81   single    0.970  0.020  1.090
 J78  C8   H82   single    0.970  0.020  1.090
 J78  C9   C10   single    1.525  0.020  1.525
 J78  C9   C12   single    1.526  0.020  1.526
 J78  C9   H9    single    0.970  0.020  1.090
 J78  C10  C11   single    1.521  0.020  1.521
 J78  C10  H101  single    0.970  0.020  1.090
 J78  C10  H102  single    0.970  0.020  1.090
 J78  C11  H111  single    0.970  0.020  1.090
 J78  C11  H112  single    0.970  0.020  1.090
 J78  C12  C13   single    1.524  0.020  1.524
 J78  C12  H121  single    0.970  0.020  1.090
 J78  C12  H122  single    0.970  0.020  1.090
 J78  C13  C14   single    1.514  0.020  1.514
 J78  C13  H131  single    0.970  0.020  1.090
 J78  C13  H132  single    0.970  0.020  1.090
 J78  C14  O15   single    1.423  0.020  1.423
 J78  C14  H141  single    0.970  0.020  1.090
 J78  C14  H142  single    0.970  0.020  1.090
 J78  O15  C16   single    1.337  0.020  1.337
 J78  C16  C17   aromatic  1.400  0.020  1.400
 J78  C16  C21   aromatic  1.395  0.020  1.395
 J78  C17  C18   aromatic  1.377  0.020  1.377
 J78  C17  H17   single    0.930  0.020  1.080
 J78  C18  C19   aromatic  1.398  0.020  1.398
 J78  C18  H18   single    0.930  0.020  1.080
 J78  C19  C20   aromatic  1.392  0.020  1.392
 J78  C19  C22   single    1.478  0.020  1.478
 J78  C20  C21   aromatic  1.386  0.020  1.386
 J78  C20  H20   single    0.930  0.020  1.080
 J78  C21  H21   single    0.930  0.020  1.080
 J78  C22  O23   double    1.210  0.020  1.210
 J78  C22  O24   single    1.324  0.020  1.324
 J78  O24  C25   single    1.436  0.020  1.436
 J78  C25  C26   single    1.509  0.020  1.509
 J78  C25  H251  single    0.970  0.020  1.090
 J78  C25  H252  single    0.970  0.020  1.090
 J78  C26  H261  single    0.970  0.020  1.090
 J78  C26  H262  single    0.970  0.020  1.090
 J78  C26  H263  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
 J78  H13   C1   H12   108.26  3.000
 J78  H13   C1   H11   108.34  3.000
 J78  H12   C1   H11   107.09  3.000
 J78  H13   C1   C2    110.61  3.000
 J78  H12   C1   C2    111.23  3.000
 J78  H11   C1   C2    111.18  3.000
 J78  N3    C2   C3    120.32  3.000
 J78  N3    C2   C1    118.05  3.000
 J78  C3    C2   C1    121.63  3.000
 J78  H3    C3   C4    120.68  3.000
 J78  H3    C3   C2    120.38  3.000
 J78  C4    C3   C2    118.94  3.000
 J78  H4    C4   C5    122.26  3.000
 J78  H4    C4   C3    120.06  3.000
 J78  C5    C4   C3    117.67  3.000
 J78  N6    C5   N4    117.48  3.000
 J78  N6    C5   C4    122.45  3.000
 J78  N4    C5   C4    120.04  3.000
 J78  N3    N4   C5    121.47  3.000
 J78  N4    N3   C2    121.55  3.000
 J78  C11   N6   C7    113.53  3.000
 J78  C11   N6   C5    121.41  3.000
 J78  C7    N6   C5    119.79  3.000
 J78  H72   C7   H71   106.94  3.000
 J78  H72   C7   C8    110.05  3.000
 J78  H71   C7   C8    109.73  3.000
 J78  H72   C7   N6    109.15  3.000
 J78  H71   C7   N6    110.13  3.000
 J78  C8    C7   N6    110.77  3.000
 J78  H82   C8   H81   106.90  3.000
 J78  H82   C8   C9    109.35  3.000
 J78  H81   C8   C9    110.36  3.000
 J78  H82   C8   C7    109.21  3.000
 J78  H81   C8   C7    108.44  3.000
 J78  C9    C8   C7    112.41  3.000
 J78  H9    C9   C12   108.30  3.000
 J78  H9    C9   C10   108.10  3.000
 J78  C12   C9   C10   112.85  3.000
 J78  H9    C9   C8    108.05  3.000
 J78  C12   C9   C8    110.88  3.000
 J78  C10   C9   C8    108.51  3.000
 J78  H102  C10  H101  107.11  3.000
 J78  H102  C10  C11   108.15  3.000
 J78  H101  C10  C11   109.13  3.000
 J78  H102  C10  C9    111.14  3.000
 J78  H101  C10  C9    109.49  3.000
 J78  C11   C10  C9    111.70  3.000
 J78  H112  C11  H111  106.78  3.000
 J78  H112  C11  C10   108.85  3.000
 J78  H111  C11  C10   109.53  3.000
 J78  H112  C11  N6    110.57  3.000
 J78  H111  C11  N6    109.55  3.000
 J78  C10   C11  N6    111.44  3.000
 J78  H122  C12  H121  106.04  3.000
 J78  H122  C12  C13   109.89  3.000
 J78  H121  C12  C13   109.00  3.000
 J78  H122  C12  C9    108.99  3.000
 J78  H121  C12  C9    108.42  3.000
 J78  C13   C12  C9    114.18  3.000
 J78  H132  C13  H131  107.10  3.000
 J78  H132  C13  C14   109.49  3.000
 J78  H131  C13  C14   109.01  3.000
 J78  H132  C13  C12   109.54  3.000
 J78  H131  C13  C12   110.67  3.000
 J78  C14   C13  C12   110.95  3.000
 J78  H142  C14  H141  107.64  3.000
 J78  H142  C14  O15   110.20  3.000
 J78  H141  C14  O15   110.17  3.000
 J78  H142  C14  C13   110.23  3.000
 J78  H141  C14  C13   110.37  3.000
 J78  O15   C14  C13   108.23  3.000
 J78  C16   O15  C14   119.51  3.000
 J78  C21   C16  C17   119.38  3.000
 J78  C21   C16  O15   124.37  3.000
 J78  C17   C16  O15   116.25  3.000
 J78  H17   C17  C18   120.37  3.000
 J78  H17   C17  C16   119.45  3.000
 J78  C18   C17  C16   120.18  3.000
 J78  H18   C18  C19   119.88  3.000
 J78  H18   C18  C17   119.18  3.000
 J78  C19   C18  C17   120.95  3.000
 J78  C22   C19  C20   122.83  3.000
 J78  C22   C19  C18   118.63  3.000
 J78  C20   C19  C18   118.54  3.000
 J78  H20   C20  C21   118.20  3.000
 J78  H20   C20  C19   120.67  3.000
 J78  C21   C20  C19   121.13  3.000
 J78  H21   C21  C20   118.78  3.000
 J78  H21   C21  C16   121.39  3.000
 J78  C20   C21  C16   119.82  3.000
 J78  O24   C22  O23   123.38  3.000
 J78  O24   C22  C19   112.85  3.000
 J78  O23   C22  C19   123.77  3.000
 J78  C25   O24  C22   118.13  3.000
 J78  H252  C25  H251  107.87  3.000
 J78  H252  C25  C26   110.99  3.000
 J78  H251  C25  C26   110.97  3.000
 J78  H252  C25  O24   109.64  3.000
 J78  H251  C25  O24   109.63  3.000
 J78  C26   C25  O24   107.73  3.000
 J78  H263  C26  H262  108.64  3.000
 J78  H263  C26  H261  107.88  3.000
 J78  H262  C26  H261  107.89  3.000
 J78  H263  C26  C25   111.63  3.000
 J78  H262  C26  C25   111.57  3.000
 J78  H261  C26  C25   109.10  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
 J78  CONST_01  C5    C4   C3   C2      0.00   0.0  0
 J78  CONST_02  C5    N4   N3   C2      0.00   0.0  0
 J78  CONST_03  N4    N3   C2   C3      0.00   0.0  0
 J78  CONST_04  N4    C5   C4   C3      0.00   0.0  0
 J78  CONST_05  N3    C2   C3   C4      0.00   0.0  0
 J78  CONST_06  N3    N4   C5   C4      0.00   0.0  0
 J78  CONST_07  C19   C18  C17  C16     0.00   0.0  0
 J78  CONST_08  C19   C20  C21  C16     0.00   0.0  0
 J78  CONST_09  C20   C21  C16  C17     0.00   0.0  0
 J78  CONST_10  C20   C19  C18  C17     0.00   0.0  0
 J78  CONST_11  C21   C16  C17  C18     0.00   0.0  0
 J78  CONST_12  C21   C20  C19  C18     0.00   0.0  0
 J78  CONST_13  N6    C5   C4   C3    180.00   0.0  0
 J78  CONST_14  N6    C5   N4   N3    180.00   0.0  0
 J78  CONST_15  C4    C3   C2   C1    180.00   0.0  0
 J78  CONST_16  N4    N3   C2   C1    180.00   0.0  0
 J78  CONST_17  C18   C17  C16  O15   180.00   0.0  0
 J78  CONST_18  C20   C21  C16  O15   180.00   0.0  0
 J78  CONST_19  C22   C19  C18  C17   180.00   0.0  0
 J78  CONST_20  C22   C19  C20  C21   180.00   0.0  0
 J78  CONST_21  H4    C4   C3   C2    180.00   0.0  0
 J78  CONST_22  H3    C3   C4   C5    180.00   0.0  0
 J78  CONST_23  H18   C18  C17  C16   180.00   0.0  0
 J78  CONST_24  H20   C20  C21  C16   180.00   0.0  0
 J78  CONST_25  H21   C21  C16  C17   180.00   0.0  0
 J78  CONST_26  H17   C17  C18  C19   180.00   0.0  0
 J78  Var_01    C7    N6   C5   C4   -179.81  30.0  2
 J78  Var_02    C8    C7   N6   C5   -149.67  30.0  1
 J78  Var_03    C10   C11  N6   C5    149.71  30.0  1
 J78  Var_04    C9    C8   C7   N6    -55.12  30.0  1
 J78  Var_05    C9    C10  C11  N6     55.18  30.0  1
 J78  Var_06    C17   C16  O15  C14   179.84  30.0  2
 J78  Var_07    O23   C22  C19  C18    -0.74  30.0  2
 J78  Var_08    H11   C1   C2   C3    -57.30  30.0  2
 J78  Var_09    C14   C13  C12  C9   -176.72  30.0  3
 J78  Var_10    H141  C14  O15  C16   -59.93  30.0  1
 J78  Var_11    O15   C14  C13  C12   178.90  30.0  3
 J78  Var_12    C26   C25  O24  C22   179.98  30.0  3
 J78  Var_13    H261  C26  C25  O24  -179.37  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
 J78  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
 J78  plan-1  C1   0.020
 J78  plan-1  C2   0.020
 J78  plan-1  C3   0.020
 J78  plan-1  C4   0.020
 J78  plan-1  C5   0.020
 J78  plan-1  N4   0.020
 J78  plan-1  N3   0.020
 J78  plan-1  N6   0.020
 J78  plan-1  H3   0.020
 J78  plan-1  H4   0.020
 J78  plan-2  C19  0.020
 J78  plan-2  C22  0.020
 J78  plan-2  O23  0.020
 J78  plan-2  O24  0.020
 J78  plan-3  O15  0.020
 J78  plan-3  C16  0.020
 J78  plan-3  C17  0.020
 J78  plan-3  C18  0.020
 J78  plan-3  C19  0.020
 J78  plan-3  C20  0.020
 J78  plan-3  C21  0.020
 J78  plan-3  C22  0.020
 J78  plan-3  H17  0.020
 J78  plan-3  H18  0.020
 J78  plan-3  H20  0.020
 J78  plan-3  H21  0.020

