# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  8 07:13:50 2020
#   Inital geometry file: a 124 line input string
#   Ligand name: (4~{S})-4-[4-[bis(fluoranyl)methoxy]-3-methyl-phenyl]-4-[3-(5-chloranylpyridin-3-yl)phenyl]-5~{H}-1,3-oxazol-2-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cc(ccc1OC(F)F)[C@]2(COC(=N2)N)c3cccc(c3)c4cncc(Cl)c4
#
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
 5T6  5T6  (4~{S})-4-[4-[bis(fluoranyl)methoxy]-3-methyl-phenyl]-4-[3-(5-chloranylpyridin-3-yl)phenyl]-5~{H}-1,3-oxazol-2-amine  ligand  48  30  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_5T6
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
 5T6  C4   C   CR6   0   0.184  -2.0184  -0.6913   0.1489
 5T6  C5   C   CR6   0   0.197   0.3065  -1.0994   0.8250
 5T6  C7   C   CH2   0  -0.172  -1.3000  -3.0850   0.7222
 5T6  C8   C   CR6   0   0.281  -3.9893   1.2642   0.2473
 5T6  C10  C   CR16  0  -0.388   1.4104  -0.6693   0.1025
 5T6  C13  C   CR6   0   0.120   2.5010  -0.0671   0.7325
 5T6  C15  C   CR6   0  -0.010   3.6548   0.3932  -0.0606
 5T6  C17  C   CR16  0  -0.312  -2.0813   0.2923  -0.8306
 5T6  C24  C   CR16  0  -0.091   3.4840   0.9700  -1.3199
 5T6  C26  C   CR16  0  -0.040   5.7218   1.2911  -1.6201
 5T6  C28  C   CR16  0  -0.325   2.4799   0.0947   2.1157
 5T6  F22  F   F     0  -0.334  -5.6882   2.3701  -1.7697
 5T6  C14  C   CH1   0   0.669  -6.0238   2.2181  -0.4642
 5T6  F21  F   F     0  -0.334  -6.6341   1.0114  -0.3915
 5T6  O11  O   O2    0  -0.504  -4.9373   2.2721   0.3391
 5T6  C12  C   CR6   0   0.055  -3.9527   0.3020   1.2524
 5T6  C30  C   CH3   0  -0.718  -4.9338   0.3068   2.3868
 5T6  C9   C   CR16  0  -0.387  -2.9507  -0.6625   1.1795
 5T6  C19  C   CR16  0  -0.283  -3.0614   1.2704  -0.7820
 5T6  C1   C   CR5   0  -0.144  -0.8992  -1.7180   0.1116
 5T6  N2   N   N     0  -0.474  -0.5656  -2.0665  -1.2585
 5T6  C3   C   CR5   0   0.672  -0.4360  -3.3357  -1.2926
 5T6  N20  N   NH2   0  -0.838   0.0084  -4.0725  -2.3249
 5T6  O6   O   O     0  -0.469  -0.7138  -4.0278  -0.1749
 5T6  C27  C   CR16  0  -0.310   0.3011  -0.9216   2.2068
 5T6  C29  C   CR16  0  -0.223   1.3822  -0.3349   2.8458
 5T6  C18  C   CR16  0  -0.147   4.9580   0.2824   0.4161
 5T6  N16  N   N     0  -0.391   4.4830   1.4013  -2.0746
 5T6  C23  C   CR6   0  -0.102   5.9938   0.7413  -0.3758
 5T6  CL   CL  CL    0  -0.109   7.6274   0.6226   0.1687
 5T6  H1   H   HCH2  0   0.256  -0.9156  -3.2692   1.7236
 5T6  H2   H   HCH2  0   0.247  -2.3831  -3.2292   0.7246
 5T6  H3   H   HCR6  0   0.255   1.4256  -0.8281  -0.9677
 5T6  H4   H   HCR6  0   0.257  -1.3637   0.2999  -1.6394
 5T6  H5   H   HCR6  0   0.268   2.4864   1.1019  -1.7242
 5T6  H6   H   HCR6  0   0.287   6.5243   1.6484  -2.2553
 5T6  H7   H   HCR6  0   0.259   3.3070   0.5740   2.6242
 5T6  H8   H   HCH1  0   0.215  -6.7157   3.0048  -0.1729
 5T6  H9   H   HCH3  0   0.249  -5.9583   0.1745   2.0393
 5T6  H10  H   HCH3  0   0.248  -4.7167  -0.4999   3.0850
 5T6  H11  H   HCH3  0   0.251  -4.8998   1.2439   2.9440
 5T6  H12  H   HCR6  0   0.257  -2.9198  -1.4108   1.9632
 5T6  H13  H   HCR6  0   0.270  -3.0838   2.0456  -1.5355
 5T6  H14  H   HNH2  0   0.404   0.0919  -3.6038  -3.2112
 5T6  H15  H   HNH2  0   0.404  -0.2583  -5.0420  -2.3749
 5T6  H16  H   HCR6  0   0.249  -0.5480  -1.2366   2.8016
 5T6  H17  H   HCR6  0   0.261   1.3657  -0.2036   3.9197
 5T6  H18  H   HCR6  0   0.293   5.1644  -0.1677   1.3785

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
 5T6  CL   C23  single    1.726  0.020  1.726
 5T6  C23  C26  aromatic  1.387  0.020  1.387
 5T6  C23  C18  aromatic  1.382  0.020  1.382
 5T6  C26  N16  aromatic  1.324  0.020  1.324
 5T6  C18  C15  aromatic  1.392  0.020  1.392
 5T6  N16  C24  aromatic  1.324  0.020  1.324
 5T6  N20  C3   single    1.344  0.020  1.344
 5T6  C15  C24  aromatic  1.396  0.020  1.396
 5T6  C15  C13  single    1.474  0.020  1.474
 5T6  C3   N2   double    1.276  0.020  1.276
 5T6  C3   O6   single    1.344  0.020  1.344
 5T6  C13  C10  aromatic  1.396  0.020  1.396
 5T6  C13  C28  aromatic  1.393  0.020  1.393
 5T6  N2   C1   single    1.453  0.020  1.453
 5T6  C10  C5   aromatic  1.388  0.020  1.388
 5T6  C28  C29  aromatic  1.387  0.020  1.387
 5T6  O6   C7   single    1.427  0.020  1.427
 5T6  C5   C1   single    1.531  0.020  1.531
 5T6  C5   C27  aromatic  1.393  0.020  1.393
 5T6  C1   C7   single    1.550  0.020  1.550
 5T6  C1   C4   single    1.519  0.020  1.519
 5T6  C17  C4   aromatic  1.389  0.020  1.389
 5T6  C17  C19  aromatic  1.386  0.020  1.386
 5T6  C29  C27  aromatic  1.386  0.020  1.386
 5T6  C4   C9   aromatic  1.390  0.020  1.390
 5T6  C19  C8   aromatic  1.386  0.020  1.386
 5T6  C9   C12  aromatic  1.393  0.020  1.393
 5T6  C8   C12  aromatic  1.392  0.020  1.392
 5T6  C8   O11  single    1.387  0.020  1.387
 5T6  C12  C30  single    1.500  0.020  1.500
 5T6  O11  C14  single    1.352  0.020  1.352
 5T6  F21  C14  single    1.354  0.020  1.354
 5T6  F22  C14  single    1.357  0.020  1.357
 5T6  C7   H1   single    0.970  0.020  1.090
 5T6  C7   H2   single    0.970  0.020  1.090
 5T6  C10  H3   single    0.930  0.020  1.080
 5T6  C17  H4   single    0.930  0.020  1.080
 5T6  C24  H5   single    0.930  0.020  1.080
 5T6  C26  H6   single    0.930  0.020  1.080
 5T6  C28  H7   single    0.930  0.020  1.080
 5T6  C14  H8   single    0.970  0.020  1.090
 5T6  C30  H9   single    0.970  0.020  1.090
 5T6  C30  H10  single    0.970  0.020  1.090
 5T6  C30  H11  single    0.970  0.020  1.090
 5T6  C9   H12  single    0.930  0.020  1.080
 5T6  C19  H13  single    0.930  0.020  1.080
 5T6  N20  H14  single    0.890  0.020  1.040
 5T6  N20  H15  single    0.890  0.020  1.040
 5T6  C27  H16  single    0.930  0.020  1.080
 5T6  C29  H17  single    0.930  0.020  1.080
 5T6  C18  H18  single    0.930  0.020  1.080

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
 5T6  C1   C4   C9   121.75  3.000
 5T6  C9   C4   C17  118.53  3.000
 5T6  C1   C4   C17  119.63  3.000
 5T6  C27  C5   C1   120.70  3.000
 5T6  C27  C5   C10  118.68  3.000
 5T6  C1   C5   C10  120.59  3.000
 5T6  H2   C7   H1   109.01  3.000
 5T6  H2   C7   O6   108.74  3.000
 5T6  H1   C7   O6   108.75  3.000
 5T6  H2   C7   C1   111.94  3.000
 5T6  H1   C7   C1   114.86  3.000
 5T6  O6   C7   C1   103.23  3.000
 5T6  C19  C8   C12  121.45  3.000
 5T6  C12  C8   O11  118.21  3.000
 5T6  C19  C8   O11  120.24  3.000
 5T6  H3   C10  C13  119.91  3.000
 5T6  H3   C10  C5   118.73  3.000
 5T6  C13  C10  C5   121.34  3.000
 5T6  C28  C13  C15  120.66  3.000
 5T6  C28  C13  C10  119.11  3.000
 5T6  C15  C13  C10  120.23  3.000
 5T6  C18  C15  C24  117.16  3.000
 5T6  C24  C15  C13  121.26  3.000
 5T6  C18  C15  C13  121.58  3.000
 5T6  H4   C17  C19  119.39  3.000
 5T6  H4   C17  C4   120.14  3.000
 5T6  C19  C17  C4   120.47  3.000
 5T6  H5   C24  N16  116.22  3.000
 5T6  H5   C24  C15  119.95  3.000
 5T6  N16  C24  C15  123.82  3.000
 5T6  H6   C26  C23  120.73  3.000
 5T6  H6   C26  N16  117.64  3.000
 5T6  C23  C26  N16  121.62  3.000
 5T6  H7   C28  C29  119.64  3.000
 5T6  H7   C28  C13  120.42  3.000
 5T6  C29  C28  C13  119.93  3.000
 5T6  H8   C14  O11  108.86  3.000
 5T6  H8   C14  F21  110.10  3.000
 5T6  O11  C14  F21  111.46  3.000
 5T6  H8   C14  F22  109.52  3.000
 5T6  F21  C14  F22  105.25  3.000
 5T6  O11  C14  F22  111.62  3.000
 5T6  C14  O11  C8   118.75  3.000
 5T6  C9   C12  C30  120.83  3.000
 5T6  C30  C12  C8   121.79  3.000
 5T6  C9   C12  C8   117.38  3.000
 5T6  H11  C30  H10  107.63  3.000
 5T6  H11  C30  H9   107.24  3.000
 5T6  H10  C30  H9   107.57  3.000
 5T6  H11  C30  C12  111.64  3.000
 5T6  H10  C30  C12  110.62  3.000
 5T6  H9   C30  C12  111.92  3.000
 5T6  H12  C9   C12  117.43  3.000
 5T6  H12  C9   C4   120.17  3.000
 5T6  C12  C9   C4   122.39  3.000
 5T6  H13  C19  C17  119.76  3.000
 5T6  H13  C19  C8   120.46  3.000
 5T6  C17  C19  C8   119.77  3.000
 5T6  N2   C1   C7   102.67  3.000
 5T6  C7   C1   C5   112.11  3.000
 5T6  N2   C1   C5   110.82  3.000
 5T6  C7   C1   C4   113.32  3.000
 5T6  C5   C1   C4   107.19  3.000
 5T6  N2   C1   C4   110.76  3.000
 5T6  C3   N2   C1   106.68  3.000
 5T6  O6   C3   N20  115.15  3.000
 5T6  O6   C3   N2   117.97  3.000
 5T6  N20  C3   N2   126.82  3.000
 5T6  H15  N20  H14  115.26  3.000
 5T6  H15  N20  C3   118.59  3.000
 5T6  H14  N20  C3   116.66  3.000
 5T6  C3   O6   C7   105.52  3.000
 5T6  H16  C27  C29  118.77  3.000
 5T6  H16  C27  C5   120.69  3.000
 5T6  C29  C27  C5   120.55  3.000
 5T6  H17  C29  C27  119.80  3.000
 5T6  H17  C29  C28  119.81  3.000
 5T6  C27  C29  C28  120.39  3.000
 5T6  H18  C18  C23  120.31  3.000
 5T6  H18  C18  C15  121.07  3.000
 5T6  C23  C18  C15  118.61  3.000
 5T6  C26  N16  C24  118.88  3.000
 5T6  CL   C23  C18  120.38  3.000
 5T6  C18  C23  C26  119.90  3.000
 5T6  CL   C23  C26  119.72  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
 5T6  CONST_01  C8   C19  C17  C4      0.00   0.0  0
 5T6  CONST_02  C8   C12  C9   C4      0.00   0.0  0
 5T6  CONST_03  C15  C13  C10  C5    180.00   0.0  0
 5T6  CONST_04  C28  C13  C10  C5      0.00   0.0  0
 5T6  CONST_05  C28  C29  C27  C5      0.00   0.0  0
 5T6  CONST_08  C29  C28  C13  C10     0.00   0.0  0
 5T6  CONST_09  C29  C27  C5   C10     0.00   0.0  0
 5T6  CONST_10  C23  C18  C15  C13   180.00   0.0  0
 5T6  CONST_11  N16  C24  C15  C13   180.00   0.0  0
 5T6  CONST_12  C27  C5   C10  C13     0.00   0.0  0
 5T6  CONST_13  C27  C29  C28  C13     0.00   0.0  0
 5T6  CONST_14  C26  C23  C18  C15     0.00   0.0  0
 5T6  CONST_15  C26  N16  C24  C15     0.00   0.0  0
 5T6  CONST_16  C29  C28  C13  C15   180.00   0.0  0
 5T6  CONST_17  C12  C9   C4   C17     0.00   0.0  0
 5T6  CONST_18  C12  C8   C19  C17     0.00   0.0  0
 5T6  CONST_19  C23  C26  N16  C24     0.00   0.0  0
 5T6  CONST_20  C23  C18  C15  C24     0.00   0.0  0
 5T6  CONST_23  C19  C17  C4   C9      0.00   0.0  0
 5T6  CONST_24  C19  C8   C12  C9      0.00   0.0  0
 5T6  CONST_25  N16  C26  C23  C18     0.00   0.0  0
 5T6  CONST_26  N16  C24  C15  C18     0.00   0.0  0
 5T6  CONST_27  C1   C5   C10  C13   180.00   0.0  0
 5T6  CONST_28  C1   C4   C9   C12   180.00   0.0  0
 5T6  CONST_29  C1   C4   C17  C19   180.00   0.0  0
 5T6  CONST_30  C29  C27  C5   C1    180.00   0.0  0
 5T6  CONST_31  O6   C3   N2   C1      0.00   0.0  0
 5T6  CONST_32  C30  C12  C9   C4    180.00   0.0  0
 5T6  CONST_33  CL   C23  C18  C15   180.00   0.0  0
 5T6  CONST_34  O11  C8   C19  C17   180.00   0.0  0
 5T6  CONST_35  C9   C12  C8   O11   180.00   0.0  0
 5T6  CONST_36  C19  C8   C12  C30   180.00   0.0  0
 5T6  CONST_37  CL   C23  C26  N16   180.00   0.0  0
 5T6  CONST_38  N20  C3   N2   C1    180.00   0.0  0
 5T6  CONST_39  H13  C19  C17  C4    180.00   0.0  0
 5T6  CONST_40  H17  C29  C27  C5    180.00   0.0  0
 5T6  CONST_41  H4   C17  C19  C8    180.00   0.0  0
 5T6  CONST_42  H12  C9   C12  C8    180.00   0.0  0
 5T6  CONST_43  H7   C28  C13  C10   180.00   0.0  0
 5T6  CONST_44  H16  C27  C5   C10   180.00   0.0  0
 5T6  CONST_45  H18  C18  C15  C13     0.00   0.0  0
 5T6  CONST_46  H5   C24  C15  C13     0.00   0.0  0
 5T6  CONST_47  H3   C10  C13  C15     0.00   0.0  0
 5T6  CONST_48  H6   C26  N16  C24   180.00   0.0  0
 5T6  CONST_49  H14  N20  C3   N2      0.00   0.0  0
 5T6  Var_01    N2   C3   O6   C7      8.86  30.0  1
 5T6  Var_02    H1   C7   O6   C3   -139.47  30.0  1
 5T6  Var_03    C19  C8   O11  C14    78.95  30.0  2
 5T6  Var_04    H9   C30  C12  C8     62.21  30.0  2
 5T6  Var_05    F21  C14  O11  C8     51.14  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
 5T6  chir_01  C1  C5  C7  C4  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
 5T6  plan-1  C5   0.020
 5T6  plan-1  C10  0.020
 5T6  plan-1  C13  0.020
 5T6  plan-1  C15  0.020
 5T6  plan-1  C28  0.020
 5T6  plan-1  C1   0.020
 5T6  plan-1  C27  0.020
 5T6  plan-1  C29  0.020
 5T6  plan-1  H3   0.020
 5T6  plan-1  H7   0.020
 5T6  plan-1  H16  0.020
 5T6  plan-1  H17  0.020
 5T6  plan-2  C1   0.020
 5T6  plan-2  N2   0.020
 5T6  plan-2  C3   0.020
 5T6  plan-2  N20  0.020
 5T6  plan-2  O6   0.020
 5T6  plan-2  H14  0.020
 5T6  plan-2  H15  0.020
 5T6  plan-3  C4   0.020
 5T6  plan-3  C8   0.020
 5T6  plan-3  C17  0.020
 5T6  plan-3  O11  0.020
 5T6  plan-3  C12  0.020
 5T6  plan-3  C30  0.020
 5T6  plan-3  C9   0.020
 5T6  plan-3  C19  0.020
 5T6  plan-3  C1   0.020
 5T6  plan-3  H4   0.020
 5T6  plan-3  H12  0.020
 5T6  plan-3  H13  0.020
 5T6  plan-4  C13  0.020
 5T6  plan-4  C15  0.020
 5T6  plan-4  C24  0.020
 5T6  plan-4  C26  0.020
 5T6  plan-4  C18  0.020
 5T6  plan-4  N16  0.020
 5T6  plan-4  C23  0.020
 5T6  plan-4  CL   0.020
 5T6  plan-4  H5   0.020
 5T6  plan-4  H6   0.020
 5T6  plan-4  H18  0.020

