# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 09:58:58 2020
#   Inital geometry file: a 118 line input string
#   Ligand name: (2S)-N-[(3S)-1-(2-amino-2-oxoethyl)-2-oxo-1,2,3,4-tetrahydroquinolin-3-yl]-2-chloro-2H-thieno[2,3-b]pyrrole-5-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC(=O)CN1C(=O)[C@H](Cc2ccccc12)NC(=O)C3=CC4=C[C@H](Cl)SC4=N3
#
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
 FRY  FRY  (2S)-N-[(3S)-1-(2-amino-2-oxoethyl)-2-oxo-1,2,3,4-tetrahydroquinolin-3-yl]-2-chloro-2H-thieno[2,3-b]pyrrole-5-carboxamide  ligand  42  27  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_FRY
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
 FRY  C1    C   CR15  0  -0.462   0.0918  -12.9689   4.9677
 FRY  C7    C   CR5   0   0.103  -0.8342   -8.8410   3.8370
 FRY  C6    C   CR15  0  -0.322  -1.4497   -9.4851   4.8583
 FRY  C5    C   CR15  0  -0.216  -0.8616  -11.9593   5.5198
 FRY  C4    C   CR55  0   0.173  -0.8369  -10.7891   4.8781
 FRY  C3    C   CR55  0   0.082   0.1347  -10.7358   3.7851
 FRY  C10   C   C     0   0.516  -1.1037   -7.4498   3.4056
 FRY  C12   C   CH1   0  -0.201  -0.4717   -5.7250   1.8105
 FRY  C16   C   CR6   0   0.379   0.0416   -3.3394   0.4829
 FRY  C14   C   CH2   0  -0.489   0.3476   -4.6736   2.5503
 FRY  C15   C   CR6   0   0.067   0.1328   -3.3553   1.8776
 FRY  C18   C   C     0   0.560  -0.0580   -5.7636   0.3489
 FRY  O19   O   O     0  -0.452   0.0494   -6.8068  -0.2642
 FRY  O22   O   O     0  -0.469  -1.8941   -4.6490  -1.9686
 FRY  C21   C   C     0   0.511  -0.8041   -4.3998  -2.4528
 FRY  N23   N   NH2   0  -0.800  -0.6085   -4.0285  -3.7228
 FRY  N17   N   NT    0  -0.576   0.1995   -4.5506  -0.2194
 FRY  C24   C   CR16  0  -0.314  -0.1632   -2.1337  -0.1822
 FRY  C25   C   CR16  0  -0.264  -0.2703   -0.9524   0.5393
 FRY  C26   C   CR16  0  -0.255  -0.1858   -0.9614   1.9224
 FRY  C27   C   CR16  0  -0.337   0.0090   -2.1678   2.5815
 FRY  N11   N   NH1   0  -0.659  -0.3565   -7.0405   2.3704
 FRY  O13   O   O     0  -0.480  -1.9428   -6.7592   3.9666
 FRY  N8    N   N     0  -0.475   0.1439   -9.6137   3.1671
 FRY  S2    S   S2    0   0.208   1.0230  -12.2064   3.5894
 FRY  CL    CL  CL    0  -0.071   1.2052  -13.5233   6.2512
 FRY  H1    H   HCR5  0   0.376  -0.4286  -13.8517   4.5951
 FRY  H6    H   HCR5  0   0.277  -2.2214   -9.1088   5.5090
 FRY  H5    H   HCR5  0   0.325  -1.4929  -12.2295   6.3555
 FRY  H12   H   HCH1  0   0.305  -1.5256   -5.4216   1.8386
 FRY  H141  H   HCH2  0   0.270   1.4066   -4.9523   2.5303
 FRY  H142  H   HCH2  0   0.280   0.0427   -4.6279   3.5954
 FRY  H201  H   HCH2  0   0.302   1.1700   -3.7035  -1.8505
 FRY  H202  H   HCH2  0   0.325   0.9833   -5.4387  -1.9201
 FRY  H231  H   HNH2  0   0.406  -1.3829   -3.9671  -4.3635
 FRY  H232  H   HNH2  0   0.412   0.3075   -3.8242  -4.0848
 FRY  H24   H   HCR6  0   0.270  -0.2401   -2.0859  -1.2595
 FRY  H25   H   HCR6  0   0.262  -0.4304   -0.0239   0.0074
 FRY  H26   H   HCR6  0   0.258  -0.2757   -0.0418   2.4849
 FRY  H27   H   HCR6  0   0.256   0.0702   -2.1917   3.6628
 FRY  HN11  H   HNH1  0   0.410   0.3033   -7.6908   1.9675
 FRY  C20   C   CH2   0  -0.489   0.4770   -4.5170  -1.6327

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
 FRY  C1   CL    single    1.787  0.020  1.787
 FRY  C1   C5    single    1.494  0.020  1.494
 FRY  C1   S2    single    1.830  0.020  1.830
 FRY  C1   H1    single    0.970  0.020  1.090
 FRY  C7   C6    double    1.355  0.020  1.355
 FRY  C7   N8    single    1.415  0.020  1.415
 FRY  C7   C10   single    1.481  0.020  1.481
 FRY  C6   C4    single    1.441  0.020  1.441
 FRY  C6   H6    single    0.930  0.020  1.080
 FRY  C5   C4    double    1.335  0.020  1.335
 FRY  C5   H5    single    0.930  0.020  1.080
 FRY  C4   C3    single    1.463  0.020  1.463
 FRY  C3   S2    single    1.729  0.020  1.729
 FRY  C3   N8    double    1.281  0.020  1.281
 FRY  C10  N11   single    1.341  0.020  1.341
 FRY  C10  O13   double    1.223  0.020  1.223
 FRY  C12  N11   single    1.434  0.020  1.434
 FRY  C12  C18   single    1.519  0.020  1.519
 FRY  C12  C14   single    1.524  0.020  1.524
 FRY  C12  H12   single    0.970  0.020  1.090
 FRY  C16  N17   single    1.409  0.020  1.409
 FRY  C16  C15   aromatic  1.398  0.020  1.398
 FRY  C16  C24   aromatic  1.392  0.020  1.392
 FRY  C14  C15   single    1.496  0.020  1.496
 FRY  C14  H141  single    0.970  0.020  1.090
 FRY  C14  H142  single    0.970  0.020  1.090
 FRY  C15  C27   aromatic  1.386  0.020  1.386
 FRY  C18  O19   double    1.215  0.020  1.215
 FRY  C18  N17   single    1.364  0.020  1.364
 FRY  C20  C21   single    1.526  0.020  1.526
 FRY  C20  N17   single    1.441  0.020  1.441
 FRY  C20  H201  single    0.970  0.020  1.090
 FRY  C20  H202  single    0.970  0.020  1.090
 FRY  O22  C21   double    1.218  0.020  1.218
 FRY  C21  N23   single    1.338  0.020  1.338
 FRY  N23  H231  single    0.860  0.020  1.020
 FRY  N23  H232  single    0.860  0.020  1.020
 FRY  C24  C25   aromatic  1.388  0.020  1.388
 FRY  C24  H24   single    0.930  0.020  1.080
 FRY  C25  C26   aromatic  1.386  0.020  1.386
 FRY  C25  H25   single    0.930  0.020  1.080
 FRY  C26  C27   aromatic  1.388  0.020  1.388
 FRY  C26  H26   single    0.930  0.020  1.080
 FRY  C27  H27   single    0.930  0.020  1.080
 FRY  N11  HN11  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
 FRY  H1    C1   CL    106.95  3.000
 FRY  H1    C1   S2    108.84  3.000
 FRY  CL    C1   S2    110.68  3.000
 FRY  H1    C1   C5    111.64  3.000
 FRY  S2    C1   C5    108.75  3.000
 FRY  CL    C1   C5    109.98  3.000
 FRY  N8    C7   C10   120.04  3.000
 FRY  C10   C7   C6    125.68  3.000
 FRY  N8    C7   C6    114.28  3.000
 FRY  H6    C6   C4    127.76  3.000
 FRY  H6    C6   C7    127.92  3.000
 FRY  C4    C6   C7    104.32  3.000
 FRY  H5    C5   C4    126.96  3.000
 FRY  H5    C5   C1    119.28  3.000
 FRY  C4    C5   C1    113.76  3.000
 FRY  C3    C4   C5    113.78  3.000
 FRY  C3    C4   C6    103.83  3.000
 FRY  C5    C4   C6    142.38  3.000
 FRY  S2    C3   N8    133.37  3.000
 FRY  N8    C3   C4    113.39  3.000
 FRY  S2    C3   C4    113.24  3.000
 FRY  O13   C10  N11   124.34  3.000
 FRY  O13   C10  C7    121.44  3.000
 FRY  N11   C10  C7    114.22  3.000
 FRY  H12   C12  N11   108.70  3.000
 FRY  H12   C12  C18   107.05  3.000
 FRY  N11   C12  C18   109.29  3.000
 FRY  H12   C12  C14   108.25  3.000
 FRY  C18   C12  C14   109.76  3.000
 FRY  N11   C12  C14   113.57  3.000
 FRY  C24   C16  N17   121.53  3.000
 FRY  C24   C16  C15   119.74  3.000
 FRY  N17   C16  C15   118.71  3.000
 FRY  H142  C14  H141  107.38  3.000
 FRY  H142  C14  C15   110.75  3.000
 FRY  H141  C14  C15   110.79  3.000
 FRY  H142  C14  C12   110.13  3.000
 FRY  H141  C14  C12   109.59  3.000
 FRY  C15   C14  C12   108.21  3.000
 FRY  C27   C15  C14   122.66  3.000
 FRY  C27   C15  C16   119.42  3.000
 FRY  C14   C15  C16   117.92  3.000
 FRY  N17   C18  O19   122.45  3.000
 FRY  N17   C18  C12   115.44  3.000
 FRY  O19   C18  C12   122.10  3.000
 FRY  N23   C21  O22   124.39  3.000
 FRY  N23   C21  C20   114.14  3.000
 FRY  O22   C21  C20   121.46  3.000
 FRY  H232  N23  H231  117.32  3.000
 FRY  H232  N23  C21   122.09  3.000
 FRY  H231  N23  C21   120.57  3.000
 FRY  C20   N17  C18   117.77  3.000
 FRY  C20   N17  C16   119.37  3.000
 FRY  C18   N17  C16   122.38  3.000
 FRY  H24   C24  C25   118.34  3.000
 FRY  H24   C24  C16   121.66  3.000
 FRY  C25   C24  C16   120.00  3.000
 FRY  H25   C25  C26   120.35  3.000
 FRY  H25   C25  C24   119.09  3.000
 FRY  C26   C25  C24   120.56  3.000
 FRY  H26   C26  C27   120.23  3.000
 FRY  H26   C26  C25   120.56  3.000
 FRY  C27   C26  C25   119.21  3.000
 FRY  H27   C27  C26   120.06  3.000
 FRY  H27   C27  C15   118.88  3.000
 FRY  C26   C27  C15   121.06  3.000
 FRY  HN11  N11  C12   119.16  3.000
 FRY  HN11  N11  C10   118.38  3.000
 FRY  C12   N11  C10   122.46  3.000
 FRY  C3    N8   C7    104.18  3.000
 FRY  C3    S2   C1     90.44  3.000
 FRY  H202  C20  H201  106.43  3.000
 FRY  H202  C20  N17   109.17  3.000
 FRY  H201  C20  N17   109.62  3.000
 FRY  H202  C20  C21   108.25  3.000
 FRY  H201  C20  C21   111.65  3.000
 FRY  N17   C20  C21   111.55  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
 FRY  CONST_01  C26   C27  C15  C16    0.00   0.0  0
 FRY  CONST_02  C26   C25  C24  C16    0.00   0.0  0
 FRY  CONST_03  C25   C24  C16  C15    0.00   0.0  0
 FRY  CONST_04  C25   C26  C27  C15    0.00   0.0  0
 FRY  CONST_05  C27   C15  C16  C24    0.00   0.0  0
 FRY  CONST_06  C27   C26  C25  C24    0.00   0.0  0
 FRY  CONST_07  C16   N17  C18  C12    0.00   0.0  0
 FRY  CONST_08  C20   N17  C18  C12  180.00   0.0  0
 FRY  CONST_09  O19   C18  N17  C16  180.00   0.0  0
 FRY  CONST_10  H27   C27  C15  C16  180.00   0.0  0
 FRY  CONST_11  H25   C25  C24  C16  180.00   0.0  0
 FRY  CONST_12  H24   C24  C16  C15  180.00   0.0  0
 FRY  CONST_13  H26   C26  C27  C15  180.00   0.0  0
 FRY  CONST_14  C12   N11  C10  C7   180.00   0.0  0
 FRY  CONST_15  C20   N17  C18  O19    0.00   0.0  0
 FRY  CONST_16  O13   C10  N11  C12    0.00   0.0  0
 FRY  CONST_17  HN11  N11  C10  C7     0.00   0.0  0
 FRY  CONST_18  H231  N23  C21  C20  180.00   0.0  0
 FRY  CONST_19  H232  N23  C21  C20    0.00   0.0  0
 FRY  Var_01    C6    C4   C5   C1   178.74  30.0  1
 FRY  Var_02    C4    C3   S2   C1     0.91  30.0  1
 FRY  Var_03    C16   C15  C14  C12  -38.40  30.0  1
 FRY  Var_04    C18   N17  C16  C15   25.10  30.0  1
 FRY  Var_05    N11   C10  C7   C6   179.73  30.0  2
 FRY  Var_06    C21   C20  N17  C16  -84.88  30.0  2
 FRY  Var_07    N17   C20  C21  O22  -17.02  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
 FRY  chir_01  C1   CL   C5   S2   negativ
 FRY  chir_02  C12  N11  C18  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
 FRY  plan-1  C7    0.020
 FRY  plan-1  C6    0.020
 FRY  plan-1  C5    0.020
 FRY  plan-1  C4    0.020
 FRY  plan-1  C3    0.020
 FRY  plan-1  C10   0.020
 FRY  plan-1  N8    0.020
 FRY  plan-1  S2    0.020
 FRY  plan-1  H6    0.020
 FRY  plan-2  C16   0.020
 FRY  plan-2  C14   0.020
 FRY  plan-2  C15   0.020
 FRY  plan-2  N17   0.020
 FRY  plan-2  C24   0.020
 FRY  plan-2  C25   0.020
 FRY  plan-2  C26   0.020
 FRY  plan-2  C27   0.020
 FRY  plan-2  H24   0.020
 FRY  plan-2  H25   0.020
 FRY  plan-2  H26   0.020
 FRY  plan-2  H27   0.020
 FRY  plan-3  C7    0.020
 FRY  plan-3  C10   0.020
 FRY  plan-3  C12   0.020
 FRY  plan-3  N11   0.020
 FRY  plan-3  O13   0.020
 FRY  plan-3  HN11  0.020
 FRY  plan-4  O22   0.020
 FRY  plan-4  C21   0.020
 FRY  plan-4  N23   0.020
 FRY  plan-4  H231  0.020
 FRY  plan-4  H232  0.020
 FRY  plan-4  C20   0.020
 FRY  plan-5  C12   0.020
 FRY  plan-5  C16   0.020
 FRY  plan-5  C18   0.020
 FRY  plan-5  O19   0.020
 FRY  plan-5  N17   0.020
 FRY  plan-5  C20   0.020

