# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May 10 20:18:46 2020
#   Inital geometry file: a 148 line input string
#   Ligand name: N-{3-[2-(2-hydroxyethoxy)-6-(morpholin-4-yl)pyridin-4-yl]-4-methylphenyl}-2-(trifluoromethyl)pyridine-4-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1ccc(NC(=O)c2ccnc(c2)C(F)(F)F)cc1c3cc(OCCO)nc(c3)N4CCOCC4
#
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
 K81  K81  N-{3-[2-(2-hydroxyethoxy)-6-(morpholin-4-yl)pyridin-4-yl]-4-methylphenyl}-2-(trifluoromethyl)pyridine-4-carboxamide  ligand  61  36  .  2022-03-22  2022-03-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_K81
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
 K81  C1   C  CR6   0   0.570   4.1803   0.7317   0.0248
 K81  C3   C  CR6   0   0.547   4.5106  -1.5117  -0.2952
 K81  C11  C  CR16  0  -0.299  -1.2815  -1.5206   2.6156
 K81  C12  C  CR16  0  -0.286  -0.1440  -2.1171   3.1372
 K81  C13  C  CR6   0   0.057   1.1231  -1.9371   2.5913
 K81  C14  C  CH3   0  -0.741   2.3079  -2.6070   3.2265
 K81  C16  C  CH2   0  -0.314   6.0681   2.1946  -0.4823
 K81  C17  C  CH2   0  -0.193   6.2792   3.4845  -1.2480
 K81  C19  C  CH2   0  -0.183   4.3281   4.4001  -0.4183
 K81  C20  C  CH2   0  -0.318   4.0066   3.1502   0.3826
 K81  C21  C  C     0   0.540  -3.5507  -0.3210   0.9799
 K81  C22  C  CR6   0   0.066  -4.4516   0.6092   0.2232
 K81  C24  C  CR16  0  -0.352  -4.1738   1.9528   0.0305
 K81  C25  C  CR16  0  -0.054  -5.0994   2.7340  -0.6529
 K81  C27  C  CR6   0  -0.002  -6.4905   0.9682  -0.9405
 K81  C28  C  CR16  0  -0.333  -5.6534   0.1031  -0.2651
 K81  C29  C  CT    0   1.056  -7.8046   0.5166  -1.5195
 K81  N2   N  N     0  -0.527   4.9315  -0.2755  -0.4314
 K81  C4   C  CR16  0  -0.491   3.3057  -1.8643   0.3117
 K81  C5   C  CR6   0   0.157   2.5323  -0.8291   0.8140
 K81  C6   C  CR16  0  -0.496   2.9659   0.4860   0.6813
 K81  N7   N  NT    0  -0.516   4.6545   1.9953  -0.2072
 K81  C8   C  CR6   0   0.060   1.2321  -1.1016   1.4714
 K81  C9   C  CR16  0  -0.390   0.0982  -0.4921   0.9478
 K81  C10  C  CR6   0   0.392  -1.1631  -0.6968   1.5001
 K81  N15  N  NH1   0  -0.760  -2.2364  -0.0189   0.9047
 K81  O18  O  O2    0  -0.483   5.7133   4.5887  -0.5784
 K81  O23  O  O     0  -0.447  -4.0160  -1.2654   1.5901
 K81  N26  N  N     0  -0.408  -6.2314   2.2540  -1.1346
 K81  F30  F  F     0  -0.298  -8.0154  -0.7888  -1.3396
 K81  O31  O  O2    0  -0.479   5.2676  -2.5079  -0.7639
 K81  C32  C  CH2   0  -0.188   6.4922  -2.1862  -1.4136
 K81  F33  F  F     0  -0.309  -8.8271   1.1689  -0.9580
 K81  C34  C  CH2   0  -0.184   7.1351  -3.4706  -1.8658
 K81  O35  O  OH1   0  -0.670   6.3296  -4.0790  -2.8475
 K81  F36  F  F     0  -0.308  -7.8612   0.7548  -2.8328
 K81  H1   H  HCR6  0   0.277  -2.2331  -1.6921   3.0920
 K81  H2   H  HCR6  0   0.255  -0.2508  -2.7414   4.0161
 K81  H3   H  HCH3  0   0.249   2.6105  -3.5002   2.6781
 K81  H4   H  HCH3  0   0.246   3.1763  -1.9504   3.2712
 K81  H5   H  HCH3  0   0.251   2.0700  -2.9200   4.2425
 K81  H6   H  HCH2  0   0.272   6.4467   1.3640  -1.0724
 K81  H7   H  HCH2  0   0.225   6.6414   2.2207   0.4547
 K81  H8   H  HCH2  0   0.243   7.3482   3.6741  -1.3529
 K81  H9   H  HCH2  0   0.206   5.8507   3.3872  -2.2554
 K81  H10  H  HCH2  0   0.207   3.8347   4.3354  -1.3984
 K81  H11  H  HCH2  0   0.245   3.9304   5.2731   0.1007
 K81  H12  H  HCH2  0   0.232   4.3092   3.2808   1.4305
 K81  H13  H  HCH2  0   0.259   2.9244   3.0300   0.3644
 K81  H14  H  HCR6  0   0.292  -3.2761   2.4197   0.4134
 K81  H15  H  HCR6  0   0.288  -4.9090   3.7885  -0.8086
 K81  H16  H  HCR6  0   0.292  -5.9063  -0.9372  -0.1190
 K81  H17  H  HCR6  0   0.256   2.9987  -2.8986   0.3785
 K81  H18  H  HCR6  0   0.265   2.3750   1.2823   1.1077
 K81  H19  H  HCR6  0   0.270   0.1998   0.1482   0.0786
 K81  H20  H  HNH1  0   0.428  -1.9698   0.7005   0.2493
 K81  H21  H  HCH2  0   0.228   6.3149  -1.5217  -2.2640
 K81  H22  H  HCH2  0   0.230   7.1702  -1.6690  -0.7297
 K81  H23  H  HCH2  0   0.208   8.1286  -3.2108  -2.2525
 K81  H24  H  HCH2  0   0.205   7.2937  -4.1273  -1.0005
 K81  H25  H  HOH1  0   0.457   6.7546  -4.8975  -3.1182

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
 K81  F30  C29  single    1.334  0.020  1.334
 K81  F36  C29  single    1.336  0.020  1.336
 K81  C29  F33  single    1.337  0.020  1.337
 K81  C29  C27  single    1.505  0.020  1.505
 K81  N26  C27  aromatic  1.326  0.020  1.326
 K81  N26  C25  aromatic  1.321  0.020  1.321
 K81  C27  C28  aromatic  1.380  0.020  1.380
 K81  C25  C24  aromatic  1.391  0.020  1.391
 K81  C28  C22  aromatic  1.392  0.020  1.392
 K81  C24  C22  aromatic  1.386  0.020  1.386
 K81  C22  C21  single    1.500  0.020  1.500
 K81  O23  C21  double    1.217  0.020  1.217
 K81  C21  N15  single    1.351  0.020  1.351
 K81  N15  C10  single    1.402  0.020  1.402
 K81  C10  C9   aromatic  1.392  0.020  1.392
 K81  C10  C11  aromatic  1.392  0.020  1.392
 K81  C9   C8   aromatic  1.390  0.020  1.390
 K81  C11  C12  aromatic  1.386  0.020  1.386
 K81  O35  C34  single    1.408  0.020  1.408
 K81  C8   C5   single    1.482  0.020  1.482
 K81  C8   C13  aromatic  1.401  0.020  1.401
 K81  C5   C4   aromatic  1.386  0.020  1.386
 K81  C5   C6   aromatic  1.391  0.020  1.391
 K81  C4   C3   aromatic  1.394  0.020  1.394
 K81  C6   C1   aromatic  1.402  0.020  1.402
 K81  C17  C16  single    1.515  0.020  1.515
 K81  C17  O18  single    1.410  0.020  1.410
 K81  C3   O31  single    1.336  0.020  1.336
 K81  C3   N2   aromatic  1.313  0.020  1.313
 K81  O31  C32  single    1.423  0.020  1.423
 K81  C16  N7   single    1.454  0.020  1.454
 K81  C1   N2   aromatic  1.337  0.020  1.337
 K81  C1   N7   single    1.370  0.020  1.370
 K81  C12  C13  aromatic  1.391  0.020  1.391
 K81  N7   C20  single    1.450  0.020  1.450
 K81  C13  C14  single    1.502  0.020  1.502
 K81  C32  C34  single    1.506  0.020  1.506
 K81  C19  O18  single    1.407  0.020  1.407
 K81  C19  C20  single    1.519  0.020  1.519
 K81  C11  H1   single    0.930  0.020  1.080
 K81  C12  H2   single    0.930  0.020  1.080
 K81  C14  H3   single    0.970  0.020  1.090
 K81  C14  H4   single    0.970  0.020  1.090
 K81  C14  H5   single    0.970  0.020  1.090
 K81  C16  H6   single    0.970  0.020  1.090
 K81  C16  H7   single    0.970  0.020  1.090
 K81  C17  H8   single    0.970  0.020  1.090
 K81  C17  H9   single    0.970  0.020  1.090
 K81  C19  H10  single    0.970  0.020  1.090
 K81  C19  H11  single    0.970  0.020  1.090
 K81  C20  H12  single    0.970  0.020  1.090
 K81  C20  H13  single    0.970  0.020  1.090
 K81  C24  H14  single    0.930  0.020  1.080
 K81  C25  H15  single    0.930  0.020  1.080
 K81  C28  H16  single    0.930  0.020  1.080
 K81  C4   H17  single    0.930  0.020  1.080
 K81  C6   H18  single    0.930  0.020  1.080
 K81  C9   H19  single    0.930  0.020  1.080
 K81  N15  H20  single    0.860  0.020  1.020
 K81  C32  H21  single    0.970  0.020  1.090
 K81  C32  H22  single    0.970  0.020  1.090
 K81  C34  H23  single    0.970  0.020  1.090
 K81  C34  H24  single    0.970  0.020  1.090
 K81  O35  H25  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
 K81  N7   C1   C6   122.74  3.000
 K81  N7   C1   N2   116.29  3.000
 K81  C6   C1   N2   120.96  3.000
 K81  O31  C3   C4   116.98  3.000
 K81  O31  C3   N2   118.95  3.000
 K81  C4   C3   N2   124.07  3.000
 K81  H1   C11  C10  121.57  3.000
 K81  H1   C11  C12  119.32  3.000
 K81  C10  C11  C12  119.11  3.000
 K81  H2   C12  C13  118.86  3.000
 K81  H2   C12  C11  118.18  3.000
 K81  C13  C12  C11  122.95  3.000
 K81  C8   C13  C14  122.85  3.000
 K81  C14  C13  C12  119.65  3.000
 K81  C8   C13  C12  117.48  3.000
 K81  H5   C14  H4   108.00  3.000
 K81  H5   C14  H3   107.11  3.000
 K81  H4   C14  H3   107.04  3.000
 K81  H5   C14  C13  110.50  3.000
 K81  H4   C14  C13  112.16  3.000
 K81  H3   C14  C13  111.80  3.000
 K81  H7   C16  H6   107.42  3.000
 K81  H7   C16  N7   110.44  3.000
 K81  H6   C16  N7   109.67  3.000
 K81  H7   C16  C17  109.76  3.000
 K81  H6   C16  C17  109.13  3.000
 K81  N7   C16  C17  110.35  3.000
 K81  H9   C17  H8   108.02  3.000
 K81  H9   C17  O18  110.37  3.000
 K81  H8   C17  O18  107.63  3.000
 K81  H9   C17  C16  109.49  3.000
 K81  H8   C17  C16  109.46  3.000
 K81  O18  C17  C16  111.77  3.000
 K81  H11  C19  H10  107.92  3.000
 K81  H11  C19  O18  107.81  3.000
 K81  H10  C19  O18  110.39  3.000
 K81  H11  C19  C20  109.30  3.000
 K81  H10  C19  C20  109.07  3.000
 K81  O18  C19  C20  112.25  3.000
 K81  H13  C20  H12  107.63  3.000
 K81  H13  C20  N7   110.45  3.000
 K81  H12  C20  N7   111.08  3.000
 K81  H13  C20  C19  107.00  3.000
 K81  H12  C20  C19  110.30  3.000
 K81  N7   C20  C19  110.27  3.000
 K81  O23  C21  N15  125.00  3.000
 K81  N15  C21  C22  114.69  3.000
 K81  O23  C21  C22  120.31  3.000
 K81  C28  C22  C24  118.47  3.000
 K81  C24  C22  C21  123.45  3.000
 K81  C28  C22  C21  118.03  3.000
 K81  H14  C24  C25  118.93  3.000
 K81  H14  C24  C22  122.39  3.000
 K81  C25  C24  C22  118.66  3.000
 K81  H15  C25  N26  116.89  3.000
 K81  H15  C25  C24  120.05  3.000
 K81  N26  C25  C24  123.07  3.000
 K81  N26  C27  C29  113.91  3.000
 K81  N26  C27  C28  124.11  3.000
 K81  C29  C27  C28  121.98  3.000
 K81  H16  C28  C27  121.84  3.000
 K81  H16  C28  C22  120.31  3.000
 K81  C27  C28  C22  117.85  3.000
 K81  F36  C29  F33  107.07  3.000
 K81  F33  C29  F30  107.45  3.000
 K81  F36  C29  F30  107.47  3.000
 K81  F33  C29  C27  111.09  3.000
 K81  F36  C29  C27  111.20  3.000
 K81  F30  C29  C27  112.31  3.000
 K81  C3   N2   C1   119.60  3.000
 K81  H17  C4   C5   122.25  3.000
 K81  H17  C4   C3   120.95  3.000
 K81  C5   C4   C3   116.80  3.000
 K81  C8   C5   C6   119.31  3.000
 K81  C6   C5   C4   119.83  3.000
 K81  C8   C5   C4   120.85  3.000
 K81  H18  C6   C5   119.28  3.000
 K81  H18  C6   C1   122.00  3.000
 K81  C5   C6   C1   118.70  3.000
 K81  C20  N7   C16  113.73  3.000
 K81  C20  N7   C1   120.76  3.000
 K81  C16  N7   C1   119.68  3.000
 K81  C9   C8   C5   117.90  3.000
 K81  C5   C8   C13  122.15  3.000
 K81  C9   C8   C13  119.94  3.000
 K81  H19  C9   C10  119.32  3.000
 K81  H19  C9   C8   118.98  3.000
 K81  C10  C9   C8   121.69  3.000
 K81  N15  C10  C9   117.00  3.000
 K81  C9   C10  C11  118.82  3.000
 K81  N15  C10  C11  124.15  3.000
 K81  H20  N15  C10  114.72  3.000
 K81  H20  N15  C21  116.92  3.000
 K81  C10  N15  C21  127.81  3.000
 K81  C19  O18  C17  110.13  3.000
 K81  C27  N26  C25  117.81  3.000
 K81  C32  O31  C3   118.63  3.000
 K81  H22  C32  H21  107.43  3.000
 K81  H22  C32  C34  109.07  3.000
 K81  H21  C32  C34  110.74  3.000
 K81  H22  C32  O31  110.79  3.000
 K81  H21  C32  O31  110.66  3.000
 K81  C34  C32  O31  108.16  3.000
 K81  H24  C34  H23  106.78  3.000
 K81  H24  C34  O35  111.95  3.000
 K81  H23  C34  O35  112.00  3.000
 K81  H24  C34  C32  109.59  3.000
 K81  H23  C34  C32  106.88  3.000
 K81  O35  C34  C32  109.49  3.000
 K81  H25  O35  C34  108.14  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
 K81  CONST_01  C8   C5   C6   C1    180.00   0.0  0
 K81  CONST_02  C4   C5   C6   C1      0.00   0.0  0
 K81  CONST_03  C4   C3   N2   C1      0.00   0.0  0
 K81  CONST_04  C8   C5   C4   C3    180.00   0.0  0
 K81  CONST_05  C6   C5   C4   C3      0.00   0.0  0
 K81  CONST_06  C6   C1   N2   C3      0.00   0.0  0
 K81  CONST_07  C8   C9   C10  C11     0.00   0.0  0
 K81  CONST_08  C8   C13  C12  C11     0.00   0.0  0
 K81  CONST_09  C9   C10  C11  C12     0.00   0.0  0
 K81  CONST_10  C9   C8   C13  C12     0.00   0.0  0
 K81  CONST_11  C5   C8   C13  C12   180.00   0.0  0
 K81  CONST_12  C10  C9   C8   C13     0.00   0.0  0
 K81  CONST_15  C10  C11  C12  C13     0.00   0.0  0
 K81  CONST_16  N26  C27  C28  C22     0.00   0.0  0
 K81  CONST_17  N26  C25  C24  C22     0.00   0.0  0
 K81  CONST_18  C27  N26  C25  C24     0.00   0.0  0
 K81  CONST_19  C27  C28  C22  C24     0.00   0.0  0
 K81  CONST_20  C28  C27  N26  C25     0.00   0.0  0
 K81  CONST_21  C28  C22  C24  C25     0.00   0.0  0
 K81  CONST_22  C5   C4   C3   N2      0.00   0.0  0
 K81  CONST_23  C5   C6   C1   N2      0.00   0.0  0
 K81  CONST_25  C10  C9   C8   C5    180.00   0.0  0
 K81  CONST_27  N7   C1   N2   C3    180.00   0.0  0
 K81  CONST_28  N7   C1   C6   C5    180.00   0.0  0
 K81  CONST_29  O31  C3   N2   C1    180.00   0.0  0
 K81  CONST_30  C14  C13  C12  C11   180.00   0.0  0
 K81  CONST_31  N15  C10  C11  C12   180.00   0.0  0
 K81  CONST_32  C9   C8   C13  C14   180.00   0.0  0
 K81  CONST_33  C5   C8   C13  C14     0.00   0.0  0
 K81  CONST_34  C27  C28  C22  C21   180.00   0.0  0
 K81  CONST_35  C25  C24  C22  C21   180.00   0.0  0
 K81  CONST_36  C29  C27  C28  C22   180.00   0.0  0
 K81  CONST_37  C29  C27  N26  C25   180.00   0.0  0
 K81  CONST_38  O31  C3   C4   C5    180.00   0.0  0
 K81  CONST_39  N15  C10  C9   C8    180.00   0.0  0
 K81  CONST_40  H19  C9   C10  C11   180.00   0.0  0
 K81  CONST_41  H1   C11  C12  C13   180.00   0.0  0
 K81  CONST_42  H15  C25  C24  C22   180.00   0.0  0
 K81  CONST_43  H16  C28  C22  C24   180.00   0.0  0
 K81  CONST_44  H14  C24  C22  C28   180.00   0.0  0
 K81  CONST_45  H17  C4   C3   N2    180.00   0.0  0
 K81  CONST_46  H18  C6   C1   N2    180.00   0.0  0
 K81  CONST_47  H2   C12  C13  C8    180.00   0.0  0
 K81  CONST_48  C10  N15  C21  C22   180.00   0.0  0
 K81  CONST_51  H20  N15  C10  C11   180.00   0.0  0
 K81  CONST_52  O23  C21  N15  C10     0.00   0.0  0
 K81  Var_01    C17  C16  N7   C1    156.57  30.0  1
 K81  Var_02    C19  C20  N7   C1   -157.50  30.0  1
 K81  Var_03    C6   C1   N7   C16   160.05  30.0  2
 K81  Var_04    C20  C19  O18  C17    59.63  30.0  1
 K81  Var_05    O18  C17  C16  N7     54.81  30.0  1
 K81  Var_06    O18  C19  C20  N7    -53.97  30.0  1
 K81  Var_07    H8   C17  O18  C19   179.81  30.0  1
 K81  Var_08    O23  C21  C22  C24   149.54  30.0  2
 K81  Var_09    F30  C29  C27  C28    -2.20  30.0  3
 K81  Var_10    H3   C14  C13  C12   101.45  30.0  2
 K81  Var_11    C34  C32  O31  C3   -178.96  30.0  3
 K81  Var_12    O35  C34  C32  O31    65.21  30.0  3

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
 K81  plan-1  C1   0.020
 K81  plan-1  C3   0.020
 K81  plan-1  N2   0.020
 K81  plan-1  C4   0.020
 K81  plan-1  C5   0.020
 K81  plan-1  C6   0.020
 K81  plan-1  N7   0.020
 K81  plan-1  C8   0.020
 K81  plan-1  O31  0.020
 K81  plan-1  H17  0.020
 K81  plan-1  H18  0.020
 K81  plan-2  C11  0.020
 K81  plan-2  C12  0.020
 K81  plan-2  C13  0.020
 K81  plan-2  C14  0.020
 K81  plan-2  C5   0.020
 K81  plan-2  C8   0.020
 K81  plan-2  C9   0.020
 K81  plan-2  C10  0.020
 K81  plan-2  N15  0.020
 K81  plan-2  H1   0.020
 K81  plan-2  H2   0.020
 K81  plan-2  H19  0.020
 K81  plan-3  C21  0.020
 K81  plan-3  C22  0.020
 K81  plan-3  C24  0.020
 K81  plan-3  C25  0.020
 K81  plan-3  C27  0.020
 K81  plan-3  C28  0.020
 K81  plan-3  C29  0.020
 K81  plan-3  N26  0.020
 K81  plan-3  H14  0.020
 K81  plan-3  H15  0.020
 K81  plan-3  H16  0.020
 K81  plan-4  C21  0.020
 K81  plan-4  C22  0.020
 K81  plan-4  C10  0.020
 K81  plan-4  N15  0.020
 K81  plan-4  O23  0.020
 K81  plan-4  H20  0.020

