# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 19 21:26:49 2020
#   Inital geometry file: a 138 line input string
#   Ligand name: (4R)-4-[(1S)-1-fluoroethyl]-3-[2-({(1S)-1-[4-methyl-2'-(trifluoromethyl)[3,4'-bipyridin]-6-yl]ethyl}amino)pyrimidin-4-yl]-1,3-oxazolidin-2-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H](F)[C@H]1COC(=O)N1c2ccnc(N[C@@H](C)c3cc(C)c(cn3)c4ccnc(c4)C(F)(F)F)n2
#
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
 C81  C81  (4R)-4-[(1S)-1-fluoroethyl]-3-[2-({(1S)-1-[4-methyl-2'-(trifluoromethyl)[3,4'-bipyridin]-6-yl]ethyl}amino)pyrimidin-4-yl]-1,3-oxazolidin-2-one  ligand  57  35  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_C81
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
 C81  C2   C  CR6   0   0.608   2.7615  -1.3026   0.5525
 C81  C12  C  CR5   0   0.707   5.0673   2.1297   0.0459
 C81  C14  C  CH1   0   0.183   7.4028   0.4006  -1.4253
 C81  C15  C  CH1   0  -0.125   0.4885  -2.1906   0.9008
 C81  C16  C  CR6   0   0.282  -0.8801  -1.7649   0.4227
 C81  C18  C  CR16  0  -0.084  -2.3836  -0.0851   0.1300
 C81  C19  C  CR6   0  -0.055  -3.3707  -0.9469  -0.3374
 C81  C20  C  CR6   0   0.204  -3.0726  -2.3137  -0.4133
 C81  C21  C  CR16  0  -0.380  -1.7996  -2.7052  -0.0184
 C81  C22  C  CR6   0   0.139  -4.6748  -0.3804  -0.7312
 C81  C23  C  CR16  0  -0.363  -5.3913   0.4228   0.1564
 C81  C24  C  CR6   0  -0.006  -6.5896   0.9643  -0.2696
 C81  C26  C  CR16  0  -0.057  -6.4260   0.0134  -2.3168
 C81  C27  C  CR16  0  -0.353  -5.2153  -0.5834  -1.9946
 C81  C28  C  CH3   0  -0.654   0.4349  -2.5325   2.3926
 C81  C30  C  CH3   0  -0.720   8.8968   0.2875  -1.5991
 C81  C10  C  CH2   0  -0.191   7.3194   2.2704   0.3212
 C81  C31  C  CH3   0  -0.754  -4.0582  -3.3390  -0.8825
 C81  C32  C  CT    0   1.054  -7.4205   1.8510   0.6185
 C81  C4   C  CR6   0   0.560   4.7881  -0.3132   0.3008
 C81  C5   C  CR16  0  -0.451   5.4159  -1.5637   0.3935
 C81  C6   C  CR16  0  -0.013   4.5700  -2.6391   0.5680
 C81  C9   C  CR15  0  -0.205   6.9948   0.8165  -0.0157
 C81  F29  F  F     0  -0.376   6.8898   1.3541  -2.3095
 C81  F33  F  F     0  -0.300  -6.9558   1.8975   1.8692
 C81  F34  F  F     0  -0.311  -7.4457   3.1065   0.1560
 C81  F35  F  F     0  -0.308  -8.6867   1.4304   0.6767
 C81  N1   N  N     0  -0.479   3.2516  -2.5419   0.6497
 C81  N17  N  N     0  -0.444  -1.1729  -0.4732   0.4970
 C81  N25  N  N     0  -0.418  -7.1058   0.7744  -1.4745
 C81  N3   N  N     0  -0.484   3.4817  -0.1874   0.3817
 C81  N7   N  NR5   0  -0.605   5.5474   0.8354   0.1402
 C81  N8   N  NH1   0  -0.663   1.4305  -1.1362   0.6148
 C81  O11  O  O     0  -0.455   6.1031   2.9713   0.0777
 C81  H1   H  HCH1  0   0.246   6.9276  -0.5498  -1.6807
 C81  H2   H  HCH1  0   0.265   0.7885  -3.0840   0.3493
 C81  H3   H  HCR6  0   0.270  -2.5864   0.9795   0.1911
 C81  H4   H  HCR6  0   0.267  -1.5225  -3.7520  -0.0504
 C81  H5   H  HCR6  0   0.289  -5.0140   0.5996   1.1542
 C81  H6   H  HCR6  0   0.281  -6.8560  -0.1288  -3.3010
 C81  H7   H  HCR6  0   0.280  -4.7015  -1.1792  -2.7362
 C81  H8   H  HCH3  0   0.237  -0.2699  -3.3429   2.5799
 C81  H9   H  HCH3  0   0.244   1.4169  -2.8486   2.7432
 C81  H10  H  HCH3  0   0.230   0.1189  -1.6648   2.9729
 C81  H11  H  HCH3  0   0.245   9.4169   1.2125  -1.3487
 C81  H12  H  HCH3  0   0.248   9.2822  -0.5012  -0.9529
 C81  H13  H  HCH3  0   0.262   9.1418   0.0233  -2.6267
 C81  H14  H  HCH2  0   0.274   7.5943   2.3832   1.3700
 C81  H15  H  HCH2  0   0.271   8.1039   2.7023  -0.2959
 C81  H16  H  HCH3  0   0.264  -4.0811  -3.3897  -1.9721
 C81  H17  H  HCH3  0   0.265  -3.7848  -4.3280  -0.5195
 C81  H18  H  HCH3  0   0.258  -5.0706  -3.1188  -0.5467
 C81  H19  H  HCR6  0   0.278   6.4826  -1.7129   0.3504
 C81  H20  H  HCR6  0   0.272   4.9853  -3.6379   0.6489
 C81  H21  H  HCR5  0   0.313   7.4595   0.1469   0.7093
 C81  H22  H  HNH1  0   0.392   1.0800  -0.1900   0.6251
 C81  O13  O  O     0  -0.434   3.9391   2.5167  -0.0534

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
 C81  C28  C15  single    1.531  0.020  1.531
 C81  N8   C15  single    1.443  0.020  1.443
 C81  N8   C2   single    1.343  0.020  1.343
 C81  C15  C16  single    1.511  0.020  1.511
 C81  C2   N1   aromatic  1.336  0.020  1.336
 C81  C2   N3   aromatic  1.339  0.020  1.339
 C81  N1   C6   aromatic  1.325  0.020  1.325
 C81  N3   C4   aromatic  1.315  0.020  1.315
 C81  C6   C5   aromatic  1.379  0.020  1.379
 C81  C16  N17  aromatic  1.327  0.020  1.327
 C81  C16  C21  aromatic  1.387  0.020  1.387
 C81  C4   C5   aromatic  1.402  0.020  1.402
 C81  C4   N7   single    1.386  0.020  1.386
 C81  C9   N7   single    1.456  0.020  1.456
 C81  C9   C10  single    1.527  0.020  1.527
 C81  C9   C14  single    1.525  0.020  1.525
 C81  N17  C18  aromatic  1.323  0.020  1.323
 C81  C30  C14  single    1.508  0.020  1.508
 C81  N7   C12  single    1.384  0.020  1.384
 C81  C10  O11  single    1.425  0.020  1.425
 C81  C21  C20  aromatic  1.389  0.020  1.389
 C81  C14  F29  single    1.398  0.020  1.398
 C81  C12  O11  single    1.335  0.020  1.335
 C81  C12  O13  double    1.197  0.020  1.197
 C81  C18  C19  aromatic  1.391  0.020  1.391
 C81  C20  C19  aromatic  1.401  0.020  1.401
 C81  C20  C31  single    1.498  0.020  1.498
 C81  C19  C22  single    1.475  0.020  1.475
 C81  C22  C27  aromatic  1.389  0.020  1.389
 C81  C22  C23  aromatic  1.395  0.020  1.395
 C81  C27  C26  aromatic  1.388  0.020  1.388
 C81  C23  C24  aromatic  1.382  0.020  1.382
 C81  C26  N25  aromatic  1.323  0.020  1.323
 C81  C24  N25  aromatic  1.324  0.020  1.324
 C81  C24  C32  single    1.505  0.020  1.505
 C81  F35  C32  single    1.335  0.020  1.335
 C81  C32  F34  single    1.338  0.020  1.338
 C81  C32  F33  single    1.335  0.020  1.335
 C81  C14  H1   single    0.970  0.020  1.090
 C81  C15  H2   single    0.970  0.020  1.090
 C81  C18  H3   single    0.930  0.020  1.080
 C81  C21  H4   single    0.930  0.020  1.080
 C81  C23  H5   single    0.930  0.020  1.080
 C81  C26  H6   single    0.930  0.020  1.080
 C81  C27  H7   single    0.930  0.020  1.080
 C81  C28  H8   single    0.970  0.020  1.090
 C81  C28  H9   single    0.970  0.020  1.090
 C81  C28  H10  single    0.970  0.020  1.090
 C81  C30  H11  single    0.970  0.020  1.090
 C81  C30  H12  single    0.970  0.020  1.090
 C81  C30  H13  single    0.970  0.020  1.090
 C81  C10  H14  single    0.970  0.020  1.090
 C81  C10  H15  single    0.970  0.020  1.090
 C81  C31  H16  single    0.970  0.020  1.090
 C81  C31  H17  single    0.970  0.020  1.090
 C81  C31  H18  single    0.970  0.020  1.090
 C81  C5   H19  single    0.930  0.020  1.080
 C81  C6   H20  single    0.930  0.020  1.080
 C81  C9   H21  single    0.970  0.020  1.090
 C81  N8   H22  single    0.860  0.020  1.020

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
 C81  N8   C2   N3   115.85  3.000
 C81  N3   C2   N1   125.78  3.000
 C81  N8   C2   N1   118.37  3.000
 C81  O13  C12  O11  121.97  3.000
 C81  O13  C12  N7   129.43  3.000
 C81  O11  C12  N7   108.59  3.000
 C81  H1   C14  F29  106.61  3.000
 C81  H1   C14  C9   109.68  3.000
 C81  F29  C14  C9   107.48  3.000
 C81  H1   C14  C30  109.79  3.000
 C81  F29  C14  C30  109.99  3.000
 C81  C9   C14  C30  113.07  3.000
 C81  H2   C15  N8   108.57  3.000
 C81  H2   C15  C28  108.60  3.000
 C81  N8   C15  C28  112.29  3.000
 C81  H2   C15  C16  108.64  3.000
 C81  N8   C15  C16  108.83  3.000
 C81  C28  C15  C16  109.84  3.000
 C81  N17  C16  C21  122.11  3.000
 C81  C21  C16  C15  120.67  3.000
 C81  N17  C16  C15  117.17  3.000
 C81  H3   C18  N17  116.29  3.000
 C81  H3   C18  C19  119.60  3.000
 C81  N17  C18  C19  124.10  3.000
 C81  C22  C19  C20  123.24  3.000
 C81  C22  C19  C18  118.62  3.000
 C81  C20  C19  C18  118.14  3.000
 C81  C31  C20  C21  119.95  3.000
 C81  C31  C20  C19  123.02  3.000
 C81  C21  C20  C19  117.03  3.000
 C81  H4   C21  C20  119.88  3.000
 C81  H4   C21  C16  119.66  3.000
 C81  C20  C21  C16  120.46  3.000
 C81  C27  C22  C23  117.58  3.000
 C81  C23  C22  C19  120.34  3.000
 C81  C27  C22  C19  122.05  3.000
 C81  H5   C23  C24  121.53  3.000
 C81  H5   C23  C22  120.13  3.000
 C81  C24  C23  C22  118.34  3.000
 C81  N25  C24  C32  113.96  3.000
 C81  C32  C24  C23  121.84  3.000
 C81  N25  C24  C23  124.20  3.000
 C81  H6   C26  N25  116.74  3.000
 C81  H6   C26  C27  120.05  3.000
 C81  N25  C26  C27  123.21  3.000
 C81  H7   C27  C26  119.49  3.000
 C81  H7   C27  C22  121.30  3.000
 C81  C26  C27  C22  119.20  3.000
 C81  H10  C28  H9   108.71  3.000
 C81  H10  C28  H8   108.22  3.000
 C81  H9   C28  H8   108.16  3.000
 C81  H10  C28  C15  110.54  3.000
 C81  H9   C28  C15  110.29  3.000
 C81  H8   C28  C15  110.85  3.000
 C81  H13  C30  H12  107.72  3.000
 C81  H13  C30  H11  108.38  3.000
 C81  H12  C30  H11  108.01  3.000
 C81  H13  C30  C14  110.47  3.000
 C81  H12  C30  C14  109.64  3.000
 C81  H11  C30  C14  112.48  3.000
 C81  H15  C10  H14  108.84  3.000
 C81  H15  C10  O11  108.88  3.000
 C81  H14  C10  O11  109.20  3.000
 C81  H15  C10  C9   113.97  3.000
 C81  H14  C10  C9   111.36  3.000
 C81  O11  C10  C9   104.42  3.000
 C81  H18  C31  H17  108.33  3.000
 C81  H18  C31  H16  107.33  3.000
 C81  H17  C31  H16  107.22  3.000
 C81  H18  C31  C20  112.13  3.000
 C81  H17  C31  C20  110.62  3.000
 C81  H16  C31  C20  111.01  3.000
 C81  F35  C32  F34  107.02  3.000
 C81  F34  C32  F33  107.32  3.000
 C81  F35  C32  F33  107.47  3.000
 C81  F33  C32  C24  112.40  3.000
 C81  F34  C32  C24  111.05  3.000
 C81  F35  C32  C24  111.32  3.000
 C81  N7   C4   N3   118.17  3.000
 C81  N7   C4   C5   120.09  3.000
 C81  N3   C4   C5   121.74  3.000
 C81  H19  C5   C6   120.27  3.000
 C81  H19  C5   C4   124.32  3.000
 C81  C6   C5   C4   115.41  3.000
 C81  H20  C6   N1   116.36  3.000
 C81  H20  C6   C5   119.51  3.000
 C81  N1   C6   C5   124.13  3.000
 C81  H21  C9   N7   111.12  3.000
 C81  H21  C9   C10  110.31  3.000
 C81  N7   C9   C10  100.10  3.000
 C81  H21  C9   C14  109.45  3.000
 C81  C10  C9   C14  113.99  3.000
 C81  N7   C9   C14  111.62  3.000
 C81  C6   N1   C2   115.38  3.000
 C81  C18  N17  C16  118.17  3.000
 C81  C26  N25  C24  117.47  3.000
 C81  C4   N3   C2   117.56  3.000
 C81  C9   N7   C4   123.11  3.000
 C81  C9   N7   C12  110.47  3.000
 C81  C4   N7   C12  126.36  3.000
 C81  H22  N8   C15  117.16  3.000
 C81  H22  N8   C2   117.45  3.000
 C81  C15  N8   C2   124.46  3.000
 C81  C10  O11  C12  110.88  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
 C81  CONST_01  C5   C6   N1   C2      0.00   0.0  0
 C81  CONST_02  C5   C4   N3   C2      0.00   0.0  0
 C81  CONST_03  C19  C18  N17  C16     0.00   0.0  0
 C81  CONST_04  C19  C20  C21  C16     0.00   0.0  0
 C81  CONST_05  C21  C16  N17  C18     0.00   0.0  0
 C81  CONST_06  C21  C20  C19  C18     0.00   0.0  0
 C81  CONST_09  C26  C27  C22  C19   180.00   0.0  0
 C81  CONST_10  C24  C23  C22  C19   180.00   0.0  0
 C81  CONST_11  N17  C16  C21  C20     0.00   0.0  0
 C81  CONST_12  N17  C18  C19  C20     0.00   0.0  0
 C81  CONST_15  C22  C19  C20  C21   180.00   0.0  0
 C81  CONST_16  N17  C18  C19  C22   180.00   0.0  0
 C81  CONST_17  N25  C26  C27  C22     0.00   0.0  0
 C81  CONST_18  N25  C24  C23  C22     0.00   0.0  0
 C81  CONST_19  C26  C27  C22  C23     0.00   0.0  0
 C81  CONST_20  C26  N25  C24  C23     0.00   0.0  0
 C81  CONST_21  C27  C22  C23  C24     0.00   0.0  0
 C81  CONST_22  C27  C26  N25  C24     0.00   0.0  0
 C81  CONST_23  N1   C2   N3   C4      0.00   0.0  0
 C81  CONST_24  N1   C6   C5   C4      0.00   0.0  0
 C81  CONST_25  N3   C2   N1   C6      0.00   0.0  0
 C81  CONST_26  N3   C4   C5   C6      0.00   0.0  0
 C81  CONST_27  N7   C4   N3   C2    180.00   0.0  0
 C81  CONST_28  N7   C4   C5   C6    180.00   0.0  0
 C81  CONST_29  C18  N17  C16  C15   180.00   0.0  0
 C81  CONST_30  C20  C21  C16  C15   180.00   0.0  0
 C81  CONST_31  C31  C20  C21  C16   180.00   0.0  0
 C81  CONST_32  C31  C20  C19  C18   180.00   0.0  0
 C81  CONST_33  C31  C20  C19  C22     0.00   0.0  0
 C81  CONST_34  C32  C24  C23  C22   180.00   0.0  0
 C81  CONST_35  C32  C24  N25  C26   180.00   0.0  0
 C81  CONST_36  N8   C2   N3   C4    180.00   0.0  0
 C81  CONST_37  N8   C2   N1   C6    180.00   0.0  0
 C81  CONST_38  H20  C6   N1   C2    180.00   0.0  0
 C81  CONST_39  H3   C18  N17  C16   180.00   0.0  0
 C81  CONST_40  H4   C21  C20  C19   180.00   0.0  0
 C81  CONST_41  H7   C27  C22  C19     0.00   0.0  0
 C81  CONST_42  H5   C23  C22  C19     0.00   0.0  0
 C81  CONST_43  H6   C26  C27  C22   180.00   0.0  0
 C81  CONST_44  H19  C5   C6   N1    180.00   0.0  0
 C81  CONST_45  N1   C2   N8   C15     0.00   0.0  0
 C81  CONST_46  N3   C2   N8   C15   180.00   0.0  0
 C81  CONST_47  H22  N8   C2   N1    180.00   0.0  0
 C81  Var_01    N3   C4   N7   C12    -0.41  30.0  2
 C81  Var_02    C9   C10  O11  C12    18.31  30.0  1
 C81  Var_03    N7   C12  O11  C10    -5.42  30.0  1
 C81  Var_04    O11  C12  N7   C4    171.85  30.0  1
 C81  Var_05    F35  C32  C24  C23  -128.56  30.0  2
 C81  Var_06    H16  C31  C20  C19    82.64  30.0  2

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
 C81  chir_01  C14  C9   C30  F29  positiv
 C81  chir_02  C15  C28  N8   C16  positiv
 C81  chir_03  C9   N7   C10  C14  positiv

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
 C81  plan-1  C2   0.020
 C81  plan-1  C4   0.020
 C81  plan-1  C5   0.020
 C81  plan-1  C6   0.020
 C81  plan-1  N1   0.020
 C81  plan-1  N3   0.020
 C81  plan-1  N7   0.020
 C81  plan-1  N8   0.020
 C81  plan-1  H19  0.020
 C81  plan-1  H20  0.020
 C81  plan-2  C15  0.020
 C81  plan-2  C16  0.020
 C81  plan-2  C18  0.020
 C81  plan-2  C19  0.020
 C81  plan-2  C20  0.020
 C81  plan-2  C21  0.020
 C81  plan-2  C22  0.020
 C81  plan-2  C31  0.020
 C81  plan-2  N17  0.020
 C81  plan-2  H3   0.020
 C81  plan-2  H4   0.020
 C81  plan-3  C19  0.020
 C81  plan-3  C22  0.020
 C81  plan-3  C23  0.020
 C81  plan-3  C24  0.020
 C81  plan-3  C26  0.020
 C81  plan-3  C27  0.020
 C81  plan-3  C32  0.020
 C81  plan-3  N25  0.020
 C81  plan-3  H5   0.020
 C81  plan-3  H6   0.020
 C81  plan-3  H7   0.020
 C81  plan-4  C2   0.020
 C81  plan-4  C15  0.020
 C81  plan-4  N8   0.020
 C81  plan-4  H22  0.020
 C81  plan-5  C12  0.020
 C81  plan-5  C4   0.020
 C81  plan-5  C9   0.020
 C81  plan-5  N7   0.020
 C81  plan-6  C12  0.020
 C81  plan-6  N7   0.020
 C81  plan-6  O11  0.020
 C81  plan-6  O13  0.020

