# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 24 04:02:06 2020
#   Inital geometry file: a 99 line input string
#   Ligand name: [(2S)-4-oxo-2-phenyl-3,4-dihydro-1,5-benzothiazepin-5(2H)-yl]acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)CN1C(=O)C[C@H](Sc2ccccc12)c3ccccc3
#
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
 DOY  DOY  '[(2S)-4-oxo-2-phenyl-3,4-dihydro-1,5-benzothiazepin-5(2H)-yl]acetic acid'  ligand  36  22  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_DOY
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
 DOY  C1    C  CR16   0  -0.250   2.7864  -3.3684  -0.0542
 DOY  C2    C  CR16   0  -0.267   1.4476  -3.1591  -0.3460
 DOY  C3    C  CR6    0  -0.165   0.9198  -1.8711  -0.3676
 DOY  S4    S  S2     0   0.045  -0.7517  -1.6341  -0.8775
 DOY  C5    C  CH1    0  -0.447  -1.5217  -0.9654   0.6483
 DOY  C6    C  CR6    0   0.156  -2.7950  -0.2530   0.2660
 DOY  C7    C  CR16   0  -0.277  -2.8513   0.6822  -0.7659
 DOY  C8    C  CR16   0  -0.241  -4.0384   1.3404  -1.0552
 DOY  C9    C  CR16   0  -0.266  -5.1864   1.0760  -0.3193
 DOY  C10   C  CR16   0  -0.240  -5.1409   0.1427   0.7069
 DOY  C11   C  CR16   0  -0.313  -3.9533  -0.5172   0.9929
 DOY  C12   C  CH2    0  -0.568  -0.5412  -0.0958   1.4472
 DOY  C13   C  C      0   0.523   0.1679   0.9482   0.6146
 DOY  O14   O  O      0  -0.478  -0.2123   2.1074   0.5852
 DOY  N15   N  NT     0  -0.511   1.2416   0.5388  -0.1099
 DOY  C16   C  CH2    0  -0.475   1.9840   1.5483  -0.8437
 DOY  C17   C  C      0   0.419   2.8157   2.5050   0.0366
 DOY  O18   O  OC    -1  -0.616   3.2608   3.5029  -0.5616
 DOY  O19   O  O      0  -0.594   2.9967   2.1873   1.2238
 DOY  C20   C  CR6    0   0.341   1.7398  -0.7768  -0.0635
 DOY  C21   C  CR16   0  -0.274   3.0768  -0.9996   0.2546
 DOY  C22   C  CR16   0  -0.258   3.5989  -2.2836   0.2463
 DOY  H1    H  HCR6   0   0.262   3.1881  -4.3729  -0.0524
 DOY  H2    H  HCR6   0   0.268   0.8022  -3.9980  -0.5715
 DOY  H5    H  HCH1   0   0.309  -1.7860  -1.8115   1.2851
 DOY  H7    H  HCR6   0   0.250  -1.9725   0.8923  -1.3614
 DOY  H8    H  HCR6   0   0.257  -4.0651   2.0633  -1.8602
 DOY  H9    H  HCR6   0   0.257  -6.1105   1.5913  -0.5473
 DOY  H10   H  HCR6   0   0.257  -6.0300  -0.0771   1.2839
 DOY  H11   H  HCR6   0   0.256  -3.9280  -1.2482   1.7925
 DOY  H12   H  HCH2   0   0.292  -1.1048   0.4160   2.2283
 DOY  H12A  H  HCH2   0   0.287   0.1765  -0.7453   1.9510
 DOY  H16   H  HCH2   0   0.262   2.6543   1.0327  -1.5343
 DOY  H16A  H  HCH2   0   0.261   1.2926   2.1234  -1.4621
 DOY  H21   H  HCR6   0   0.272   3.7021  -0.1586   0.5225
 DOY  H22   H  HCR6   0   0.264   4.6419  -2.4366   0.4906

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
 DOY  C1   C2    aromatic  1.386  0.020  1.386
 DOY  C1   C22   aromatic  1.388  0.020  1.388
 DOY  C2   C3    aromatic  1.392  0.020  1.392
 DOY  C3   S4    single    1.764  0.020  1.764
 DOY  C3   C20   aromatic  1.401  0.020  1.401
 DOY  S4   C5    single    1.835  0.020  1.835
 DOY  C5   C6    single    1.508  0.020  1.508
 DOY  C5   C12   single    1.535  0.020  1.535
 DOY  C6   C7    aromatic  1.394  0.020  1.394
 DOY  C6   C11   aromatic  1.393  0.020  1.393
 DOY  C7   C8    aromatic  1.388  0.020  1.388
 DOY  C8   C9    aromatic  1.389  0.020  1.389
 DOY  C9   C10   aromatic  1.388  0.020  1.388
 DOY  C10  C11   aromatic  1.388  0.020  1.388
 DOY  C12  C13   single    1.512  0.020  1.512
 DOY  C13  O14   double    1.220  0.020  1.220
 DOY  C13  N15   single    1.358  0.020  1.358
 DOY  N15  C16   single    1.452  0.020  1.452
 DOY  N15  C20   single    1.408  0.020  1.408
 DOY  C16  C17   single    1.543  0.020  1.543
 DOY  C17  O18   deloc     1.246  0.020  1.246
 DOY  C17  O19   deloc     1.242  0.020  1.242
 DOY  C20  C21   aromatic  1.392  0.020  1.392
 DOY  C21  C22   aromatic  1.386  0.020  1.386
 DOY  C1   H1    single    0.930  0.020  1.080
 DOY  C2   H2    single    0.930  0.020  1.080
 DOY  C5   H5    single    0.970  0.020  1.090
 DOY  C7   H7    single    0.930  0.020  1.080
 DOY  C8   H8    single    0.930  0.020  1.080
 DOY  C9   H9    single    0.930  0.020  1.080
 DOY  C10  H10   single    0.930  0.020  1.080
 DOY  C11  H11   single    0.930  0.020  1.080
 DOY  C12  H12   single    0.970  0.020  1.090
 DOY  C12  H12A  single    0.970  0.020  1.090
 DOY  C16  H16   single    0.970  0.020  1.090
 DOY  C16  H16A  single    0.970  0.020  1.090
 DOY  C21  H21   single    0.930  0.020  1.080
 DOY  C22  H22   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
 DOY  H1    C1   C22  120.52  3.000
 DOY  H1    C1   C2   119.95  3.000
 DOY  C22   C1   C2   119.53  3.000
 DOY  H2    C2   C3   119.20  3.000
 DOY  H2    C2   C1   120.19  3.000
 DOY  C3    C2   C1   120.61  3.000
 DOY  C20   C3   S4   120.84  3.000
 DOY  C20   C3   C2   119.83  3.000
 DOY  S4    C3   C2   119.22  3.000
 DOY  C5    S4   C3   101.90  3.000
 DOY  H5    C5   C12  106.87  3.000
 DOY  H5    C5   C6   108.03  3.000
 DOY  C12   C5   C6   113.80  3.000
 DOY  H5    C5   S4   107.71  3.000
 DOY  C12   C5   S4   111.79  3.000
 DOY  C6    C5   S4   108.40  3.000
 DOY  C11   C6   C7   118.69  3.000
 DOY  C11   C6   C5   118.70  3.000
 DOY  C7    C6   C5   122.59  3.000
 DOY  H7    C7   C8   119.20  3.000
 DOY  H7    C7   C6   120.32  3.000
 DOY  C8    C7   C6   120.47  3.000
 DOY  H8    C8   C9   120.06  3.000
 DOY  H8    C8   C7   119.53  3.000
 DOY  C9    C8   C7   120.41  3.000
 DOY  H9    C9   C10  120.25  3.000
 DOY  H9    C9   C8   120.23  3.000
 DOY  C10   C9   C8   119.52  3.000
 DOY  H10   C10  C11  119.76  3.000
 DOY  H10   C10  C9   120.25  3.000
 DOY  C11   C10  C9   119.99  3.000
 DOY  H11   C11  C10  119.51  3.000
 DOY  H11   C11  C6   119.58  3.000
 DOY  C10   C11  C6   120.92  3.000
 DOY  H12A  C12  H12  106.77  3.000
 DOY  H12A  C12  C13  110.90  3.000
 DOY  H12   C12  C13  108.22  3.000
 DOY  H12A  C12  C5   108.86  3.000
 DOY  H12   C12  C5   107.97  3.000
 DOY  C13   C12  C5   113.84  3.000
 DOY  N15   C13  O14  121.31  3.000
 DOY  N15   C13  C12  117.15  3.000
 DOY  O14   C13  C12  121.54  3.000
 DOY  C20   N15  C16  119.05  3.000
 DOY  C20   N15  C13  122.94  3.000
 DOY  C16   N15  C13  117.65  3.000
 DOY  H16A  C16  H16  106.22  3.000
 DOY  H16A  C16  C17  109.75  3.000
 DOY  H16   C16  C17  108.83  3.000
 DOY  H16A  C16  N15  109.19  3.000
 DOY  H16   C16  N15  107.77  3.000
 DOY  C17   C16  N15  114.72  3.000
 DOY  O19   C17  O18  127.72  3.000
 DOY  O19   C17  C16  117.71  3.000
 DOY  O18   C17  C16  114.53  3.000
 DOY  C21   C20  N15  119.80  3.000
 DOY  C21   C20  C3   119.13  3.000
 DOY  N15   C20  C3   121.05  3.000
 DOY  H21   C21  C22  120.26  3.000
 DOY  H21   C21  C20  119.16  3.000
 DOY  C22   C21  C20  120.57  3.000
 DOY  H22   C22  C21  119.52  3.000
 DOY  H22   C22  C1   120.17  3.000
 DOY  C21   C22  C1   120.31  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
 DOY  CONST_01  C20  C3   C2   C1      0.00   0.0  0
 DOY  CONST_02  C20  C21  C22  C1      0.00   0.0  0
 DOY  CONST_03  C21  C22  C1   C2      0.00   0.0  0
 DOY  CONST_04  C21  C20  C3   C2      0.00   0.0  0
 DOY  CONST_05  C22  C1   C2   C3      0.00   0.0  0
 DOY  CONST_06  C22  C21  C20  C3      0.00   0.0  0
 DOY  CONST_07  C9   C8   C7   C6      0.00   0.0  0
 DOY  CONST_08  C9   C10  C11  C6      0.00   0.0  0
 DOY  CONST_09  C10  C11  C6   C7      0.00   0.0  0
 DOY  CONST_10  C10  C9   C8   C7      0.00   0.0  0
 DOY  CONST_11  C11  C6   C7   C8      0.00   0.0  0
 DOY  CONST_12  C11  C10  C9   C8      0.00   0.0  0
 DOY  CONST_13  C8   C7   C6   C5    180.00   0.0  0
 DOY  CONST_14  C10  C11  C6   C5    180.00   0.0  0
 DOY  CONST_15  C20  N15  C13  C12     0.00   0.0  0
 DOY  CONST_16  C16  N15  C13  C12   180.00   0.0  0
 DOY  CONST_17  C20  N15  C13  O14   180.00   0.0  0
 DOY  CONST_18  H21  C21  C22  C1    180.00   0.0  0
 DOY  CONST_19  H22  C22  C1   C2    180.00   0.0  0
 DOY  CONST_20  H1   C1   C2   C3    180.00   0.0  0
 DOY  CONST_21  H2   C2   C3   S4      0.00   0.0  0
 DOY  CONST_22  H7   C7   C6   C5      0.00   0.0  0
 DOY  CONST_23  H11  C11  C6   C5      0.00   0.0  0
 DOY  CONST_24  H8   C8   C7   C6    180.00   0.0  0
 DOY  CONST_25  H10  C10  C11  C6    180.00   0.0  0
 DOY  CONST_26  H9   C9   C8   C7    180.00   0.0  0
 DOY  CONST_27  C16  N15  C13  O14     0.00   0.0  0
 DOY  Var_01    C13  N15  C20  C3     56.96  30.0  1
 DOY  Var_02    C20  C3   S4   C5    -67.22  30.0  1
 DOY  Var_03    N15  C13  C12  C5    -80.96  30.0  1
 DOY  Var_04    C17  C16  N15  C13    71.21  30.0  3
 DOY  Var_05    O18  C17  C16  N15  -168.10  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
 DOY  chir_01  C5  S4  C6  C12  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
 DOY  plan-1  C5   0.020
 DOY  plan-1  C6   0.020
 DOY  plan-1  C7   0.020
 DOY  plan-1  C8   0.020
 DOY  plan-1  C9   0.020
 DOY  plan-1  C10  0.020
 DOY  plan-1  C11  0.020
 DOY  plan-1  H7   0.020
 DOY  plan-1  H8   0.020
 DOY  plan-1  H9   0.020
 DOY  plan-1  H10  0.020
 DOY  plan-1  H11  0.020
 DOY  plan-2  C1   0.020
 DOY  plan-2  C2   0.020
 DOY  plan-2  C3   0.020
 DOY  plan-2  S4   0.020
 DOY  plan-2  N15  0.020
 DOY  plan-2  C20  0.020
 DOY  plan-2  C21  0.020
 DOY  plan-2  C22  0.020
 DOY  plan-2  H1   0.020
 DOY  plan-2  H2   0.020
 DOY  plan-2  H21  0.020
 DOY  plan-2  H22  0.020
 DOY  plan-3  C12  0.020
 DOY  plan-3  C13  0.020
 DOY  plan-3  O14  0.020
 DOY  plan-3  N15  0.020
 DOY  plan-3  C16  0.020
 DOY  plan-3  C20  0.020
 DOY  plan-4  C16  0.020
 DOY  plan-4  C17  0.020
 DOY  plan-4  O18  0.020
 DOY  plan-4  O19  0.020

