# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 18 09:41:44 2022
#   Inital geometry file: a 140 line input string
#   Ligand name: ethyl 4-{4-[1-(6-methylpyridazin-3-yl)piperidin-4-yl]butoxy}benzoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC(=O)c1ccc(OCCCCC2CCN(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
 J80  J80  'ethyl 4-{4-[1-(6-methylpyridazin-3-yl)piperidin-4-yl]butoxy}benzoate'  ligand  60  29  .  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_J80
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
 J80  C1    C  CH3   0  -0.725   1.3204   0.3698  -11.0577
 J80  C2    C  CR6   0   0.197   1.0009   0.2981   -9.5983
 J80  C3    C  CR16  0  -0.255   1.7959   0.9463   -8.6377
 J80  C4    C  CR16  0  -0.295   1.4557   0.8443   -7.3228
 J80  C5    C  CR6   0   0.492   0.3128   0.0744   -6.9977
 J80  N4    N  N     0  -0.353  -0.3874  -0.5167   -7.9597
 J80  N3    N  N     0  -0.274  -0.0543  -0.3936   -9.2293
 J80  N6    N  NT    0  -0.499  -0.1394  -0.0635   -5.7110
 J80  C7    C  CH2   0  -0.292  -1.2847  -0.9286   -5.4663
 J80  C8    C  CH2   0  -0.425  -1.9873  -0.5616   -4.1691
 J80  C9    C  CH1   0  -0.242  -1.0380  -0.5568   -2.9769
 J80  C10   C  CH2   0  -0.427   0.1207   0.3787   -3.2978
 J80  C11   C  CH2   0  -0.297   0.8033  -0.0022   -4.6022
 J80  C12   C  CH2   0  -0.401  -1.7696  -0.1922   -1.6884
 J80  C13   C  CH2   0  -0.436  -0.9151  -0.2874   -0.4300
 J80  C14   C  CH2   0  -0.454  -1.7197  -0.0208    0.8371
 J80  C15   C  CH2   0  -0.176  -0.8479  -0.1097    2.0710
 J80  O16   O  O2    0  -0.467  -1.6569   0.1628    3.2096
 J80  C17   C  CR6   0   0.401  -1.1039   0.1509    4.4270
 J80  C18   C  CR16  0  -0.336  -1.9571   0.4439    5.4972
 J80  C19   C  CR16  0  -0.240  -1.4731   0.4550    6.7864
 J80  C20   C  CR6   0  -0.115  -0.1299   0.1740    7.0524
 J80  C21   C  CR16  0  -0.252   0.7126  -0.1168    5.9829
 J80  C22   C  CR16  0  -0.370   0.2394  -0.1300    4.6805
 J80  C23   C  C     0   0.597   0.3358   0.1995    8.4547
 J80  O24   O  O     0  -0.460  -0.3735   0.4780    9.3948
 J80  O25   O  O2    0  -0.461   1.6159  -0.1169    8.5760
 J80  C26   C  CH2   0  -0.178   2.1936  -0.1186    9.8898
 J80  C27   C  CH3   0  -0.688   3.6398  -0.5284    9.7540
 J80  H11   H  HCH3  0   0.249   1.3418   1.4035  -11.4063
 J80  H12   H  HCH3  0   0.249   2.3018  -0.0589  -11.2676
 J80  H13   H  HCH3  0   0.249   0.5787  -0.1728  -11.6407
 J80  H3    H  HCR6  0   0.273   2.6608   1.5222   -8.9404
 J80  H4    H  HCR6  0   0.284   2.0423   1.3538   -6.5731
 J80  H71   H  HCH2  0   0.214  -0.9660  -1.9803   -5.4288
 J80  H72   H  HCH2  0   0.258  -1.9778  -0.8414   -6.2981
 J80  H81   H  HCH2  0   0.235  -2.7983  -1.2762   -4.0076
 J80  H82   H  HCH2  0   0.217  -2.4488   0.4266   -4.2714
 J80  H9    H  HCH1  0   0.211  -0.6323  -1.5723   -2.8649
 J80  H101  H  HCH2  0   0.218  -0.2478   1.4082   -3.3650
 J80  H102  H  HCH2  0   0.242   0.8771   0.3616   -2.5106
 J80  H111  H  HCH2  0   0.222   1.3023  -0.9744   -4.4820
 J80  H112  H  HCH2  0   0.258   1.5814   0.7277   -4.8088
 J80  H121  H  HCH2  0   0.220  -2.6314  -0.8601   -1.5824
 J80  H122  H  HCH2  0   0.210  -2.1787   0.8211   -1.7774
 J80  H131  H  HCH2  0   0.224  -0.0846   0.4228   -0.4821
 J80  H132  H  HCH2  0   0.218  -0.4634  -1.2838   -0.3756
 J80  H141  H  HCH2  0   0.231  -2.5372  -0.7435    0.9137
 J80  H142  H  HCH2  0   0.231  -2.1737   0.9732    0.7828
 J80  H151  H  HCH2  0   0.226  -0.0272   0.6139    2.0117
 J80  H152  H  HCH2  0   0.226  -0.4049  -1.1086    2.1525
 J80  H18   H  HCR6  0   0.269  -2.9996   0.6605    5.3017
 J80  H19   H  HCR6  0   0.262  -2.1483   0.6827    7.6005
 J80  H21   H  HCR6  0   0.266   1.7583  -0.3365    6.1483
 J80  H22   H  HCR6  0   0.286   0.9293  -0.3591    3.8801
 J80  H261  H  HCH2  0   0.235   1.6497  -0.8145   10.5319
 J80  H262  H  HCH2  0   0.235   2.1106   0.8779   10.3283
 J80  H271  H  HCH3  0   0.239   4.1041  -0.5305   10.7397
 J80  H272  H  HCH3  0   0.236   3.7359  -1.5317    9.3389
 J80  H273  H  HCH3  0   0.236   4.1959   0.1651    9.1234

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
 J80  C1   C2    single    1.496  0.020  1.496
 J80  C1   H11   single    0.970  0.020  1.090
 J80  C1   H12   single    0.970  0.020  1.090
 J80  C1   H13   single    0.970  0.020  1.090
 J80  C2   C3    aromatic  1.405  0.020  1.405
 J80  C2   N3    aromatic  1.315  0.020  1.315
 J80  C3   C4    aromatic  1.362  0.020  1.362
 J80  C3   H3    single    0.930  0.020  1.080
 J80  C4   C5    aromatic  1.416  0.020  1.416
 J80  C4   H4    single    0.930  0.020  1.080
 J80  C5   N4    aromatic  1.329  0.020  1.329
 J80  C5   N6    single    1.371  0.020  1.371
 J80  N4   N3    aromatic  1.318  0.020  1.318
 J80  N6   C7    single    1.456  0.020  1.456
 J80  N6   C11   single    1.457  0.020  1.457
 J80  C7   C8    single    1.520  0.020  1.520
 J80  C7   H71   single    0.970  0.020  1.090
 J80  C7   H72   single    0.970  0.020  1.090
 J80  C8   C9    single    1.524  0.020  1.524
 J80  C8   H81   single    0.970  0.020  1.090
 J80  C8   H82   single    0.970  0.020  1.090
 J80  C9   C10   single    1.523  0.020  1.523
 J80  C9   C12   single    1.526  0.020  1.526
 J80  C9   H9    single    0.970  0.020  1.090
 J80  C10  C11   single    1.521  0.020  1.521
 J80  C10  H101  single    0.970  0.020  1.090
 J80  C10  H102  single    0.970  0.020  1.090
 J80  C11  H111  single    0.970  0.020  1.090
 J80  C11  H112  single    0.970  0.020  1.090
 J80  C12  C13   single    1.524  0.020  1.524
 J80  C12  H121  single    0.970  0.020  1.090
 J80  C12  H122  single    0.970  0.020  1.090
 J80  C13  C14   single    1.524  0.020  1.524
 J80  C13  H131  single    0.970  0.020  1.090
 J80  C13  H132  single    0.970  0.020  1.090
 J80  C14  C15   single    1.513  0.020  1.513
 J80  C14  H141  single    0.970  0.020  1.090
 J80  C14  H142  single    0.970  0.020  1.090
 J80  C15  O16   single    1.423  0.020  1.423
 J80  C15  H151  single    0.970  0.020  1.090
 J80  C15  H152  single    0.970  0.020  1.090
 J80  O16  C17   single    1.337  0.020  1.337
 J80  C17  C18   aromatic  1.400  0.020  1.400
 J80  C17  C22   aromatic  1.396  0.020  1.396
 J80  C18  C19   aromatic  1.377  0.020  1.377
 J80  C18  H18   single    0.930  0.020  1.080
 J80  C19  C20   aromatic  1.398  0.020  1.398
 J80  C19  H19   single    0.930  0.020  1.080
 J80  C20  C21   aromatic  1.392  0.020  1.392
 J80  C20  C23   single    1.478  0.020  1.478
 J80  C21  C22   aromatic  1.386  0.020  1.386
 J80  C21  H21   single    0.930  0.020  1.080
 J80  C22  H22   single    0.930  0.020  1.080
 J80  C23  O24   double    1.210  0.020  1.210
 J80  C23  O25   single    1.324  0.020  1.324
 J80  O25  C26   single    1.435  0.020  1.435
 J80  C26  C27   single    1.509  0.020  1.509
 J80  C26  H261  single    0.970  0.020  1.090
 J80  C26  H262  single    0.970  0.020  1.090
 J80  C27  H271  single    0.970  0.020  1.090
 J80  C27  H272  single    0.970  0.020  1.090
 J80  C27  H273  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
 J80  H13   C1   H12   108.30  3.000
 J80  H13   C1   H11   108.33  3.000
 J80  H12   C1   H11   107.04  3.000
 J80  H13   C1   C2    110.69  3.000
 J80  H12   C1   C2    111.16  3.000
 J80  H11   C1   C2    111.19  3.000
 J80  N3    C2   C3    120.32  3.000
 J80  N3    C2   C1    118.07  3.000
 J80  C3    C2   C1    121.60  3.000
 J80  H3    C3   C4    120.63  3.000
 J80  H3    C3   C2    120.42  3.000
 J80  C4    C3   C2    118.95  3.000
 J80  H4    C4   C5    122.39  3.000
 J80  H4    C4   C3    119.96  3.000
 J80  C5    C4   C3    117.64  3.000
 J80  N6    C5   N4    117.45  3.000
 J80  N6    C5   C4    122.45  3.000
 J80  N4    C5   C4    120.07  3.000
 J80  N3    N4   C5    121.51  3.000
 J80  N4    N3   C2    121.48  3.000
 J80  C11   N6   C7    113.96  3.000
 J80  C11   N6   C5    119.79  3.000
 J80  C7    N6   C5    118.49  3.000
 J80  H72   C7   H71   106.73  3.000
 J80  H72   C7   C8    109.82  3.000
 J80  H71   C7   C8    109.62  3.000
 J80  H72   C7   N6    109.00  3.000
 J80  H71   C7   N6    110.25  3.000
 J80  C8    C7   N6    111.32  3.000
 J80  H82   C8   H81   106.91  3.000
 J80  H82   C8   C9    109.43  3.000
 J80  H81   C8   C9    110.41  3.000
 J80  H82   C8   C7    109.44  3.000
 J80  H81   C8   C7    108.14  3.000
 J80  C9    C8   C7    112.36  3.000
 J80  H9    C9   C12   108.16  3.000
 J80  H9    C9   C10   107.94  3.000
 J80  C12   C9   C10   113.32  3.000
 J80  H9    C9   C8    107.86  3.000
 J80  C12   C9   C8    111.27  3.000
 J80  C10   C9   C8    108.12  3.000
 J80  H102  C10  H101  106.97  3.000
 J80  H102  C10  C11   107.67  3.000
 J80  H101  C10  C11   109.50  3.000
 J80  H102  C10  C9    111.43  3.000
 J80  H101  C10  C9    109.52  3.000
 J80  C11   C10  C9    111.61  3.000
 J80  H112  C11  H111  106.85  3.000
 J80  H112  C11  C10   108.44  3.000
 J80  H111  C11  C10   109.36  3.000
 J80  H112  C11  N6    110.30  3.000
 J80  H111  C11  N6    109.86  3.000
 J80  C10   C11  N6    111.90  3.000
 J80  H122  C12  H121  106.13  3.000
 J80  H122  C12  C13   109.51  3.000
 J80  H121  C12  C13   108.84  3.000
 J80  H122  C12  C9    109.34  3.000
 J80  H121  C12  C9    108.26  3.000
 J80  C13   C12  C9    114.42  3.000
 J80  H132  C13  H131  106.25  3.000
 J80  H132  C13  C14   109.60  3.000
 J80  H131  C13  C14   109.07  3.000
 J80  H132  C13  C12   109.21  3.000
 J80  H131  C13  C12   110.22  3.000
 J80  C14   C13  C12   112.30  3.000
 J80  H142  C14  H141  107.07  3.000
 J80  H142  C14  C15   109.44  3.000
 J80  H141  C14  C15   109.55  3.000
 J80  H142  C14  C13   109.68  3.000
 J80  H141  C14  C13   109.70  3.000
 J80  C15   C14  C13   111.31  3.000
 J80  H152  C15  H151  107.64  3.000
 J80  H152  C15  O16   110.17  3.000
 J80  H151  C15  O16   110.04  3.000
 J80  H152  C15  C14   110.31  3.000
 J80  H151  C15  C14   110.40  3.000
 J80  O16   C15  C14   108.28  3.000
 J80  C17   O16  C15   119.45  3.000
 J80  C22   C17  C18   119.34  3.000
 J80  C22   C17  O16   124.42  3.000
 J80  C18   C17  O16   116.24  3.000
 J80  H18   C18  C19   120.39  3.000
 J80  H18   C18  C17   119.39  3.000
 J80  C19   C18  C17   120.21  3.000
 J80  H19   C19  C20   119.92  3.000
 J80  H19   C19  C18   119.13  3.000
 J80  C20   C19  C18   120.95  3.000
 J80  C23   C20  C21   122.81  3.000
 J80  C23   C20  C19   118.68  3.000
 J80  C21   C20  C19   118.51  3.000
 J80  H21   C21  C22   118.17  3.000
 J80  H21   C21  C20   120.68  3.000
 J80  C22   C21  C20   121.15  3.000
 J80  H22   C22  C21   118.67  3.000
 J80  H22   C22  C17   121.49  3.000
 J80  C21   C22  C17   119.84  3.000
 J80  O25   C23  O24   123.40  3.000
 J80  O25   C23  C20   112.79  3.000
 J80  O24   C23  C20   123.80  3.000
 J80  C26   O25  C23   118.25  3.000
 J80  H262  C26  H261  107.92  3.000
 J80  H262  C26  C27   110.90  3.000
 J80  H261  C26  C27   110.93  3.000
 J80  H262  C26  O25   109.63  3.000
 J80  H261  C26  O25   109.79  3.000
 J80  C27   C26  O25   107.68  3.000
 J80  H273  C27  H272  108.68  3.000
 J80  H273  C27  H271  107.89  3.000
 J80  H272  C27  H271  107.77  3.000
 J80  H273  C27  C26   111.61  3.000
 J80  H272  C27  C26   111.63  3.000
 J80  H271  C27  C26   109.11  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
 J80  CONST_01  C5    C4   C3   C2      0.00   0.0  0
 J80  CONST_02  C5    N4   N3   C2      0.00   0.0  0
 J80  CONST_03  N4    N3   C2   C3      0.00   0.0  0
 J80  CONST_04  N4    C5   C4   C3      0.00   0.0  0
 J80  CONST_05  N3    C2   C3   C4      0.00   0.0  0
 J80  CONST_06  N3    N4   C5   C4      0.00   0.0  0
 J80  CONST_07  C20   C19  C18  C17     0.00   0.0  0
 J80  CONST_08  C20   C21  C22  C17     0.00   0.0  0
 J80  CONST_09  C21   C22  C17  C18     0.00   0.0  0
 J80  CONST_10  C21   C20  C19  C18     0.00   0.0  0
 J80  CONST_11  C22   C17  C18  C19     0.00   0.0  0
 J80  CONST_12  C22   C21  C20  C19     0.00   0.0  0
 J80  CONST_13  N6    C5   C4   C3    180.00   0.0  0
 J80  CONST_14  N6    C5   N4   N3    180.00   0.0  0
 J80  CONST_15  C4    C3   C2   C1    180.00   0.0  0
 J80  CONST_16  N4    N3   C2   C1    180.00   0.0  0
 J80  CONST_17  C19   C18  C17  O16   180.00   0.0  0
 J80  CONST_18  C21   C22  C17  O16   180.00   0.0  0
 J80  CONST_19  C23   C20  C19  C18   180.00   0.0  0
 J80  CONST_20  C23   C20  C21  C22   180.00   0.0  0
 J80  CONST_21  H4    C4   C3   C2    180.00   0.0  0
 J80  CONST_22  H3    C3   C4   C5    180.00   0.0  0
 J80  CONST_23  H19   C19  C18  C17   180.00   0.0  0
 J80  CONST_24  H21   C21  C22  C17   180.00   0.0  0
 J80  CONST_25  H22   C22  C17  C18   180.00   0.0  0
 J80  CONST_26  H18   C18  C19  C20   180.00   0.0  0
 J80  Var_01    C7    N6   C5   C4   -177.03  30.0  2
 J80  Var_02    C8    C7   N6   C5   -157.37  30.0  1
 J80  Var_03    C10   C11  N6   C5    157.27  30.0  1
 J80  Var_04    C9    C8   C7   N6    -54.64  30.0  1
 J80  Var_05    C9    C10  C11  N6     54.97  30.0  1
 J80  Var_06    C18   C17  O16  C15   179.24  30.0  2
 J80  Var_07    O24   C23  C20  C19    -1.58  30.0  2
 J80  Var_08    H11   C1   C2   C3    -58.15  30.0  2
 J80  Var_09    C14   C13  C12  C9   -175.48  30.0  3
 J80  Var_10    H151  C15  O16  C17   -58.86  30.0  1
 J80  Var_11    C15   C14  C13  C12  -179.53  30.0  3
 J80  Var_12    O16   C15  C14  C13   179.39  30.0  3
 J80  Var_13    C27   C26  O25  C23   179.17  30.0  3
 J80  Var_14    H271  C27  C26  O25   179.59  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
 J80  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
 J80  plan-1  C1   0.020
 J80  plan-1  C2   0.020
 J80  plan-1  C3   0.020
 J80  plan-1  C4   0.020
 J80  plan-1  C5   0.020
 J80  plan-1  N4   0.020
 J80  plan-1  N3   0.020
 J80  plan-1  N6   0.020
 J80  plan-1  H3   0.020
 J80  plan-1  H4   0.020
 J80  plan-2  C20  0.020
 J80  plan-2  C23  0.020
 J80  plan-2  O24  0.020
 J80  plan-2  O25  0.020
 J80  plan-3  O16  0.020
 J80  plan-3  C17  0.020
 J80  plan-3  C18  0.020
 J80  plan-3  C19  0.020
 J80  plan-3  C20  0.020
 J80  plan-3  C21  0.020
 J80  plan-3  C22  0.020
 J80  plan-3  C23  0.020
 J80  plan-3  H18  0.020
 J80  plan-3  H19  0.020
 J80  plan-3  H21  0.020
 J80  plan-3  H22  0.020

