# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 16 23:14:52 2020
#   Inital geometry file: a 111 line input string
#   Ligand name: (2~{S})-~{N}-(5-methyl-6-oxidanylidene-benzo[b][1,4]benzothiazepin-2-yl)oxolane-2-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1C(=O)c2ccccc2Sc3cc(NC(=O)[C@@H]4CCCO4)ccc13
#
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
 8FK  8FK  (2~{S})-~{N}-(5-methyl-6-oxidanylidene-benzo[b][1,4]benzothiazepin-2-yl)oxolane-2-carboxamide  ligand  43  25  .  2022-07-23  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_8FK
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
 8FK  O2   O  O     0  -0.464  -4.9242   1.6910  -0.2223
 8FK  C    C  C     0   0.501  -3.8247   1.1706  -0.1215
 8FK  C13  C  CR6   0   0.007  -3.7412  -0.2969   0.1537
 8FK  C16  C  CR16  0  -0.274  -4.6177  -0.8177   1.1032
 8FK  C17  C  CR16  0  -0.246  -4.6944  -2.1839   1.3203
 8FK  C18  C  CR16  0  -0.245  -3.9154  -3.0507   0.5654
 8FK  C15  C  CR16  0  -0.234  -3.0352  -2.5462  -0.3800
 8FK  C14  C  CR6   0  -0.158  -2.9401  -1.1743  -0.5781
 8FK  S    S  S2    0   0.082  -1.7761  -0.5464  -1.7601
 8FK  C2   C  CR6   0  -0.160  -0.8081   0.3725  -0.5984
 8FK  C3   C  CR16  0  -0.312   0.5010  -0.0184  -0.3481
 8FK  C6   C  CR6   0   0.392   1.2704   0.6878   0.5746
 8FK  C5   C  CR16  0  -0.349   0.6858   1.7595   1.2538
 8FK  C4   C  CR16  0  -0.261  -0.6224   2.1252   1.0094
 8FK  C1   C  CR6   0   0.354  -1.3894   1.4474   0.0661
 8FK  N    N  NT    0  -0.547  -2.6891   1.9055  -0.2406
 8FK  C12  C  CH3   0  -0.548  -2.8442   3.3285  -0.5268
 8FK  N1   N  NH1   0  -0.745   2.5908   0.3740   0.8952
 8FK  C7   C  C     0   0.491   3.4393  -0.4888   0.2773
 8FK  O1   O  O     0  -0.447   3.1391  -1.1985  -0.6595
 8FK  C8   C  CR15  0  -0.050   4.8434  -0.4438   0.8593
 8FK  C10  C  CH2   0  -0.511   5.6602   0.7434   0.2802
 8FK  C11  C  CH2   0  -0.469   6.8586   0.0597  -0.3852
 8FK  C9   C  CH2   0  -0.181   6.8750  -1.3078   0.2790
 8FK  O    O  O     0  -0.489   5.5125  -1.6208   0.5041
 8FK  H15  H  HCR6  0   0.268  -5.2430  -0.1464   1.6766
 8FK  H16  H  HCR6  0   0.269  -5.3723  -2.5730   2.0683
 8FK  H17  H  HCR6  0   0.271  -3.9809  -4.1192   0.7220
 8FK  H14  H  HCR6  0   0.275  -2.4114  -3.2149  -0.9581
 8FK  H    H  HCR6  0   0.294   0.8982  -0.8727  -0.8710
 8FK  H2   H  HCR6  0   0.283   1.2602   2.3094   1.9893
 8FK  H1   H  HCR6  0   0.283  -1.0473   2.9572   1.5559
 8FK  H11  H  HCH3  0   0.265  -3.5461   3.4727  -1.3448
 8FK  H12  H  HCH3  0   0.251  -3.2035   3.8835   0.3406
 8FK  H13  H  HCH3  0   0.259  -1.8819   3.7322  -0.8275
 8FK  H3   H  HNH1  0   0.420   2.9761   0.9031   1.6640
 8FK  H4   H  HCR5  0   0.257   4.7808  -0.3488   1.9525
 8FK  H7   H  HCH2  0   0.263   5.0854   1.3361  -0.4319
 8FK  H8   H  HCH2  0   0.260   5.9666   1.4125   1.0827
 8FK  H9   H  HCH2  0   0.244   6.7029  -0.0368  -1.4604
 8FK  H10  H  HCH2  0   0.251   7.7895   0.6026  -0.2279
 8FK  H5   H  HCH2  0   0.240   7.3086  -2.0932  -0.3407
 8FK  H6   H  HCH2  0   0.209   7.4317  -1.2749   1.2244

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
 8FK  O2   C    double    1.221  0.020  1.221
 8FK  C12  N    single    1.460  0.020  1.460
 8FK  C    N    single    1.358  0.020  1.358
 8FK  C    C13  single    1.495  0.020  1.495
 8FK  N    C1   single    1.412  0.020  1.412
 8FK  C16  C13  aromatic  1.393  0.020  1.393
 8FK  C16  C17  aromatic  1.385  0.020  1.385
 8FK  C13  C14  aromatic  1.395  0.020  1.395
 8FK  C1   C4   aromatic  1.392  0.020  1.392
 8FK  C1   C2   aromatic  1.391  0.020  1.391
 8FK  C4   C5   aromatic  1.380  0.020  1.380
 8FK  C17  C18  aromatic  1.388  0.020  1.388
 8FK  C14  S    single    1.774  0.020  1.774
 8FK  C14  C15  aromatic  1.389  0.020  1.389
 8FK  S    C2   single    1.769  0.020  1.769
 8FK  C2   C3   aromatic  1.389  0.020  1.389
 8FK  C18  C15  aromatic  1.387  0.020  1.387
 8FK  C5   C6   aromatic  1.397  0.020  1.397
 8FK  C3   C6   aromatic  1.394  0.020  1.394
 8FK  C6   N1   single    1.395  0.020  1.395
 8FK  N1   C7   single    1.359  0.020  1.359
 8FK  C7   O1   double    1.213  0.020  1.213
 8FK  C7   C8   single    1.521  0.020  1.521
 8FK  C8   C10  single    1.553  0.020  1.553
 8FK  C8   O    single    1.400  0.020  1.400
 8FK  C10  C11  single    1.532  0.020  1.532
 8FK  O    C9   single    1.416  0.020  1.416
 8FK  C11  C9   single    1.520  0.020  1.520
 8FK  C16  H15  single    0.930  0.020  1.080
 8FK  C17  H16  single    0.930  0.020  1.080
 8FK  C18  H17  single    0.930  0.020  1.080
 8FK  C15  H14  single    0.930  0.020  1.080
 8FK  C3   H    single    0.930  0.020  1.080
 8FK  C5   H2   single    0.930  0.020  1.080
 8FK  C4   H1   single    0.930  0.020  1.080
 8FK  C12  H11  single    0.970  0.020  1.090
 8FK  C12  H12  single    0.970  0.020  1.090
 8FK  C12  H13  single    0.970  0.020  1.090
 8FK  N1   H3   single    0.860  0.020  1.020
 8FK  C8   H4   single    0.970  0.020  1.090
 8FK  C10  H7   single    0.970  0.020  1.090
 8FK  C10  H8   single    0.970  0.020  1.090
 8FK  C11  H9   single    0.970  0.020  1.090
 8FK  C11  H10  single    0.970  0.020  1.090
 8FK  C9   H5   single    0.970  0.020  1.090
 8FK  C9   H6   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
 8FK  N    C    C13  120.03  3.000
 8FK  C13  C    O2   118.94  3.000
 8FK  N    C    O2   121.02  3.000
 8FK  C14  C13  C16  118.92  3.000
 8FK  C14  C13  C    123.54  3.000
 8FK  C16  C13  C    117.20  3.000
 8FK  H15  C16  C17  119.79  3.000
 8FK  H15  C16  C13  119.53  3.000
 8FK  C17  C16  C13  120.68  3.000
 8FK  H16  C17  C18  120.20  3.000
 8FK  H16  C17  C16  119.84  3.000
 8FK  C18  C17  C16  119.95  3.000
 8FK  H17  C18  C15  119.76  3.000
 8FK  H17  C18  C17  120.25  3.000
 8FK  C15  C18  C17  119.98  3.000
 8FK  H14  C15  C14  119.65  3.000
 8FK  H14  C15  C18  120.36  3.000
 8FK  C14  C15  C18  119.99  3.000
 8FK  S    C14  C15  119.30  3.000
 8FK  C15  C14  C13  120.45  3.000
 8FK  S    C14  C13  120.24  3.000
 8FK  C2   S    C14   96.05  3.000
 8FK  C1   C2   C3   121.68  3.000
 8FK  C3   C2   S    119.19  3.000
 8FK  C1   C2   S    119.10  3.000
 8FK  H    C3   C6   121.30  3.000
 8FK  H    C3   C2   118.89  3.000
 8FK  C6   C3   C2   119.80  3.000
 8FK  N1   C6   C5   117.20  3.000
 8FK  N1   C6   C3   124.12  3.000
 8FK  C5   C6   C3   118.66  3.000
 8FK  H2   C5   C4   119.23  3.000
 8FK  H2   C5   C6   119.84  3.000
 8FK  C4   C5   C6   120.92  3.000
 8FK  H1   C4   C1   120.01  3.000
 8FK  H1   C4   C5   119.11  3.000
 8FK  C1   C4   C5   120.88  3.000
 8FK  N    C1   C4   119.77  3.000
 8FK  C4   C1   C2   118.02  3.000
 8FK  N    C1   C2   122.12  3.000
 8FK  C12  N    C1   117.18  3.000
 8FK  C1   N    C    125.12  3.000
 8FK  C12  N    C    117.12  3.000
 8FK  H13  C12  H12  108.84  3.000
 8FK  H13  C12  H11  108.33  3.000
 8FK  H12  C12  H11  108.55  3.000
 8FK  H13  C12  N    108.82  3.000
 8FK  H12  C12  N    112.03  3.000
 8FK  H11  C12  N    110.20  3.000
 8FK  H3   N1   C7   116.15  3.000
 8FK  H3   N1   C6   114.74  3.000
 8FK  C7   N1   C6   129.02  3.000
 8FK  C8   C7   O1   122.78  3.000
 8FK  C8   C7   N1   112.57  3.000
 8FK  O1   C7   N1   124.62  3.000
 8FK  H4   C8   O    110.63  3.000
 8FK  H4   C8   C10  109.56  3.000
 8FK  O    C8   C10  107.27  3.000
 8FK  H4   C8   C7   109.31  3.000
 8FK  O    C8   C7   108.63  3.000
 8FK  C10  C8   C7   111.44  3.000
 8FK  H8   C10  H7   107.20  3.000
 8FK  H8   C10  C11  111.98  3.000
 8FK  H7   C10  C11  111.81  3.000
 8FK  H8   C10  C8   110.06  3.000
 8FK  H7   C10  C8   112.45  3.000
 8FK  C11  C10  C8   103.43  3.000
 8FK  H10  C11  H9   107.97  3.000
 8FK  H10  C11  C9   112.09  3.000
 8FK  H9   C11  C9   110.65  3.000
 8FK  H10  C11  C10  112.55  3.000
 8FK  H9   C11  C10  110.85  3.000
 8FK  C9   C11  C10  102.72  3.000
 8FK  H6   C9   H5   108.02  3.000
 8FK  H6   C9   O    110.96  3.000
 8FK  H5   C9   O    108.29  3.000
 8FK  H6   C9   C11  110.78  3.000
 8FK  H5   C9   C11  113.82  3.000
 8FK  O    C9   C11  104.94  3.000
 8FK  C9   O    C8   108.33  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
 8FK  CONST_01  C18  C17  C16  C13    0.00   0.0  0
 8FK  CONST_02  C15  C18  C17  C16    0.00   0.0  0
 8FK  CONST_03  C14  C15  C18  C17    0.00   0.0  0
 8FK  CONST_04  C5   C6   C3   C2     0.00   0.0  0
 8FK  CONST_05  C4   C5   C6   C3     0.00   0.0  0
 8FK  CONST_06  C1   C4   C5   C6     0.00   0.0  0
 8FK  CONST_07  N1   C6   C3   C2   180.00   0.0  0
 8FK  CONST_08  N1   C6   C5   C4   180.00   0.0  0
 8FK  CONST_09  H16  C17  C16  C13  180.00   0.0  0
 8FK  CONST_10  H17  C18  C17  C16  180.00   0.0  0
 8FK  CONST_11  H14  C15  C18  C17  180.00   0.0  0
 8FK  CONST_12  H15  C16  C17  C18  180.00   0.0  0
 8FK  CONST_13  H2   C5   C6   C3   180.00   0.0  0
 8FK  CONST_14  H1   C4   C5   C6   180.00   0.0  0
 8FK  CONST_15  H    C3   C6   C5   180.00   0.0  0
 8FK  CONST_16  C8   C7   N1   C6   180.00   0.0  0
 8FK  CONST_17  C7   N1   C6   C3     0.00   0.0  0
 8FK  CONST_18  C7   N1   C6   C5   180.00   0.0  0
 8FK  CONST_19  H3   N1   C6   C3   180.00   0.0  0
 8FK  CONST_20  O1   C7   N1   C6     0.00   0.0  0
 8FK  Var_01    C9   C11  C10  C8   -19.21  30.0  1
 8FK  Var_02    C11  C9   O    C8   -37.07  30.0  1
 8FK  Var_03    O    C9   C11  C10   34.14  30.0  1

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
 8FK  chir_01  C8  C7  C10  O  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
 8FK  plan-1  O2   0.020
 8FK  plan-1  C    0.020
 8FK  plan-1  C13  0.020
 8FK  plan-1  C1   0.020
 8FK  plan-1  N    0.020
 8FK  plan-1  C12  0.020
 8FK  plan-2  C    0.020
 8FK  plan-2  C13  0.020
 8FK  plan-2  C16  0.020
 8FK  plan-2  C17  0.020
 8FK  plan-2  C18  0.020
 8FK  plan-2  C15  0.020
 8FK  plan-2  C14  0.020
 8FK  plan-2  S    0.020
 8FK  plan-2  H15  0.020
 8FK  plan-2  H16  0.020
 8FK  plan-2  H17  0.020
 8FK  plan-2  H14  0.020
 8FK  plan-3  S    0.020
 8FK  plan-3  C2   0.020
 8FK  plan-3  C3   0.020
 8FK  plan-3  C6   0.020
 8FK  plan-3  C5   0.020
 8FK  plan-3  C4   0.020
 8FK  plan-3  C1   0.020
 8FK  plan-3  N    0.020
 8FK  plan-3  N1   0.020
 8FK  plan-3  H    0.020
 8FK  plan-3  H2   0.020
 8FK  plan-3  H1   0.020
 8FK  plan-4  C6   0.020
 8FK  plan-4  N1   0.020
 8FK  plan-4  C7   0.020
 8FK  plan-4  O1   0.020
 8FK  plan-4  C8   0.020
 8FK  plan-4  H3   0.020

