# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  1 04:48:59 2020
#   Inital geometry file: a 94 line input string
#   Ligand name: 2-chloro-N-[(3R)-2-oxo-1,2,3,4-tetrahydroquinolin-3-yl]-6H-thieno[2,3-b]pyrrole-5-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Clc1sc2[nH]c(cc2c1)C(=O)N[C@@H]3Cc4ccccc4NC3=O
#
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
 3TH  3TH  2-chloro-N-[(3R)-2-oxo-1,2,3,4-tetrahydroquinolin-3-yl]-6H-thieno[2,3-b]pyrrole-5-carboxamide  ligand  35  23  .  2022-07-22  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_3TH
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
 3TH  CL    CL  CL    0  -0.077  -6.3521   1.2415  -0.3927
 3TH  C2    C   CR5   0  -0.258  -4.7838   0.5916  -0.2001
 3TH  C3    C   CR15  0  -0.186  -4.4467  -0.7146  -0.1122
 3TH  C4    C   CR55  0   0.116  -3.0328  -0.8629   0.0447
 3TH  C5    C   CR15  0  -0.410  -2.0278  -1.8448   0.1929
 3TH  C6    C   CR5   0   0.195  -0.8257  -1.1788   0.2955
 3TH  N7    N   NR15  0  -0.716  -1.0605   0.1806   0.2146
 3TH  C9    C   CR55  0   0.081  -2.3839   0.3633   0.0645
 3TH  S10   S   S2    0   0.278  -3.4364   1.7100  -0.1011
 3TH  C11   C   C     0   0.556   0.4875  -1.8191   0.4641
 3TH  O12   O   O     0  -0.477   0.5701  -3.0371   0.5225
 3TH  N13   N   NH1   0  -0.661   1.5658  -1.0098   0.5592
 3TH  C14   C   CH1   0  -0.259   2.9122  -1.5116   0.7411
 3TH  C15   C   CH2   0  -0.477   3.7452  -0.5125   1.5290
 3TH  C16   C   CR6   0   0.029   3.9487   0.7407   0.7306
 3TH  C17   C   CR16  0  -0.322   3.9900   2.0084   1.2933
 3TH  C18   C   CR16  0  -0.257   4.2295   3.1300   0.5102
 3TH  C19   C   CR16  0  -0.263   4.4229   2.9813  -0.8566
 3TH  C20   C   CR16  0  -0.318   4.3648   1.7248  -1.4405
 3TH  C21   C   CR6   0   0.366   4.1242   0.6081  -0.6479
 3TH  N22   N   NH1   0  -0.730   4.0692  -0.6644  -1.2198
 3TH  C23   C   C     0   0.533   3.5367  -1.7650  -0.6305
 3TH  O24   O   O     0  -0.449   3.5266  -2.8523  -1.1728
 3TH  H3    H   HCR5  0   0.288  -5.1626  -1.5218  -0.1565
 3TH  H5    H   HCR5  0   0.265  -2.1528  -2.9150   0.2223
 3TH  HN7   H   HNR5  0   0.426  -0.3840   0.9243   0.2586
 3TH  HN13  H   HNH1  0   0.398   1.4634  -0.0092   0.5019
 3TH  H14   H   HCH1  0   0.303   2.8635  -2.4634   1.2673
 3TH  H151  H   HCH2  0   0.282   3.2668  -0.3018   2.4864
 3TH  H152  H   HCH2  0   0.286   4.7137  -0.9727   1.7508
 3TH  H17   H   HCR6  0   0.257   3.8425   2.1142   2.3614
 3TH  H18   H   HCR6  0   0.257   4.2640   4.1116   0.9637
 3TH  H19   H   HCR6  0   0.262   4.6113   3.8473  -1.4775
 3TH  H20   H   HCR6  0   0.272   4.4995   1.6116  -2.5093
 3TH  HN22  H   HNH1  0   0.410   4.3922  -0.7687  -2.1725

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
 3TH  CL   C2    single    1.708  0.020  1.708
 3TH  C2   C3    aromatic  1.352  0.020  1.352
 3TH  C2   S10   aromatic  1.754  0.020  1.754
 3TH  C3   C4    aromatic  1.430  0.020  1.430
 3TH  C3   H3    single    0.930  0.020  1.080
 3TH  C4   C5    aromatic  1.413  0.020  1.413
 3TH  C4   C9    aromatic  1.387  0.020  1.387
 3TH  C5   C6    aromatic  1.378  0.020  1.378
 3TH  C5   H5    single    0.930  0.020  1.080
 3TH  C6   N7    aromatic  1.382  0.020  1.382
 3TH  C6   C11   single    1.471  0.020  1.471
 3TH  N7   C9    aromatic  1.344  0.020  1.344
 3TH  N7   HN7   single    0.860  0.020  1.020
 3TH  C9   S10   aromatic  1.717  0.020  1.717
 3TH  C11  O12   double    1.222  0.020  1.222
 3TH  C11  N13   single    1.352  0.020  1.352
 3TH  N13  C14   single    1.448  0.020  1.448
 3TH  N13  HN13  single    0.860  0.020  1.020
 3TH  C14  C15   single    1.521  0.020  1.521
 3TH  C14  C23   single    1.528  0.020  1.528
 3TH  C14  H14   single    0.970  0.020  1.090
 3TH  C15  C16   single    1.500  0.020  1.500
 3TH  C15  H151  single    0.970  0.020  1.090
 3TH  C15  H152  single    0.970  0.020  1.090
 3TH  C16  C17   aromatic  1.388  0.020  1.388
 3TH  C16  C21   aromatic  1.396  0.020  1.396
 3TH  C17  C18   aromatic  1.389  0.020  1.389
 3TH  C17  H17   single    0.930  0.020  1.080
 3TH  C18  C19   aromatic  1.388  0.020  1.388
 3TH  C18  H18   single    0.930  0.020  1.080
 3TH  C19  C20   aromatic  1.387  0.020  1.387
 3TH  C19  H19   single    0.930  0.020  1.080
 3TH  C20  C21   aromatic  1.390  0.020  1.390
 3TH  C20  H20   single    0.930  0.020  1.080
 3TH  C21  N22   single    1.396  0.020  1.396
 3TH  N22  C23   single    1.357  0.020  1.357
 3TH  N22  HN22  single    0.860  0.020  1.020
 3TH  C23  O24   double    1.215  0.020  1.215

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
 3TH  S10   C2   C3    114.89  3.000
 3TH  S10   C2   CL    117.97  3.000
 3TH  C3    C2   CL    127.14  3.000
 3TH  H3    C3   C4    125.62  3.000
 3TH  H3    C3   C2    123.66  3.000
 3TH  C4    C3   C2    110.72  3.000
 3TH  C9    C4   C5    106.25  3.000
 3TH  C9    C4   C3    111.86  3.000
 3TH  C5    C4   C3    141.89  3.000
 3TH  H5    C5   C6    125.38  3.000
 3TH  H5    C5   C4    127.61  3.000
 3TH  C6    C5   C4    107.01  3.000
 3TH  C11   C6   N7    125.93  3.000
 3TH  C11   C6   C5    125.24  3.000
 3TH  N7    C6   C5    108.83  3.000
 3TH  HN7   N7   C9    124.49  3.000
 3TH  HN7   N7   C6    127.60  3.000
 3TH  C9    N7   C6    107.91  3.000
 3TH  S10   C9   N7    136.11  3.000
 3TH  S10   C9   C4    113.89  3.000
 3TH  N7    C9   C4    110.00  3.000
 3TH  C9    S10  C2     88.64  3.000
 3TH  N13   C11  O12   122.64  3.000
 3TH  N13   C11  C6    117.38  3.000
 3TH  O12   C11  C6    119.98  3.000
 3TH  HN13  N13  C14   116.47  3.000
 3TH  HN13  N13  C11   120.63  3.000
 3TH  C14   N13  C11   122.90  3.000
 3TH  H14   C14  C23   107.89  3.000
 3TH  H14   C14  C15   110.39  3.000
 3TH  C23   C14  C15   110.49  3.000
 3TH  H14   C14  N13   108.79  3.000
 3TH  C23   C14  N13   108.94  3.000
 3TH  C15   C14  N13   110.28  3.000
 3TH  H152  C15  H151  106.93  3.000
 3TH  H152  C15  C16   109.82  3.000
 3TH  H151  C15  C16   111.43  3.000
 3TH  H152  C15  C14   108.26  3.000
 3TH  H151  C15  C14   109.96  3.000
 3TH  C16   C15  C14   110.33  3.000
 3TH  C21   C16  C17   118.92  3.000
 3TH  C21   C16  C15   117.61  3.000
 3TH  C17   C16  C15   123.47  3.000
 3TH  H17   C17  C18   120.03  3.000
 3TH  H17   C17  C16   119.01  3.000
 3TH  C18   C17  C16   120.95  3.000
 3TH  H18   C18  C19   120.36  3.000
 3TH  H18   C18  C17   120.13  3.000
 3TH  C19   C18  C17   119.51  3.000
 3TH  H19   C19  C20   119.39  3.000
 3TH  H19   C19  C18   120.23  3.000
 3TH  C20   C19  C18   120.38  3.000
 3TH  H20   C20  C21   120.01  3.000
 3TH  H20   C20  C19   120.33  3.000
 3TH  C21   C20  C19   119.67  3.000
 3TH  N22   C21  C20   120.35  3.000
 3TH  N22   C21  C16   119.08  3.000
 3TH  C20   C21  C16   120.56  3.000
 3TH  HN22  N22  C23   116.79  3.000
 3TH  HN22  N22  C21   117.86  3.000
 3TH  C23   N22  C21   125.22  3.000
 3TH  O24   C23  N22   122.35  3.000
 3TH  O24   C23  C14   123.07  3.000
 3TH  N22   C23  C14   114.55  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
 3TH  CONST_01  C5    C4   C3   C2   180.00   0.0  0
 3TH  CONST_02  C9    C4   C3   C2     0.00   0.0  0
 3TH  CONST_03  C4    C9   S10  C2     0.00   0.0  0
 3TH  CONST_04  N7    C9   S10  C2   180.00   0.0  0
 3TH  CONST_05  C9    S10  C2   C3     0.00   0.0  0
 3TH  CONST_06  C6    C5   C4   C3   180.00   0.0  0
 3TH  CONST_07  N7    C9   C4   C3   180.00   0.0  0
 3TH  CONST_08  S10   C9   C4   C3     0.00   0.0  0
 3TH  CONST_09  S10   C2   C3   C4     0.00   0.0  0
 3TH  CONST_10  N7    C6   C5   C4     0.00   0.0  0
 3TH  CONST_11  C6    N7   C9   C4     0.00   0.0  0
 3TH  CONST_12  N7    C9   C4   C5     0.00   0.0  0
 3TH  CONST_13  S10   C9   C4   C5   180.00   0.0  0
 3TH  CONST_14  C9    N7   C6   C5     0.00   0.0  0
 3TH  CONST_15  C9    C4   C5   C6     0.00   0.0  0
 3TH  CONST_16  S10   C9   N7   C6   180.00   0.0  0
 3TH  CONST_17  C19   C18  C17  C16    0.00   0.0  0
 3TH  CONST_18  C19   C20  C21  C16    0.00   0.0  0
 3TH  CONST_19  C20   C21  C16  C17    0.00   0.0  0
 3TH  CONST_20  C20   C19  C18  C17    0.00   0.0  0
 3TH  CONST_21  C21   C16  C17  C18    0.00   0.0  0
 3TH  CONST_22  C21   C20  C19  C18    0.00   0.0  0
 3TH  CONST_23  C21   N22  C23  C14    0.00   0.0  0
 3TH  CONST_24  C4    C3   C2   CL   180.00   0.0  0
 3TH  CONST_25  C9    S10  C2   CL   180.00   0.0  0
 3TH  CONST_26  C11   C6   C5   C4   180.00   0.0  0
 3TH  CONST_27  C11   C6   N7   C9   180.00   0.0  0
 3TH  CONST_28  O24   C23  N22  C21  180.00   0.0  0
 3TH  CONST_29  H5    C5   C4   C3     0.00   0.0  0
 3TH  CONST_30  HN7   N7   C9   C4   180.00   0.0  0
 3TH  CONST_31  H3    C3   C4   C5     0.00   0.0  0
 3TH  CONST_32  H17   C17  C16  C15    0.00   0.0  0
 3TH  CONST_33  H18   C18  C17  C16  180.00   0.0  0
 3TH  CONST_34  H20   C20  C21  C16  180.00   0.0  0
 3TH  CONST_35  H19   C19  C18  C17  180.00   0.0  0
 3TH  CONST_36  HN22  N22  C23  C14  180.00   0.0  0
 3TH  CONST_37  C14   N13  C11  C6   180.00   0.0  0
 3TH  CONST_38  C14   N13  C11  O12    0.00   0.0  0
 3TH  CONST_39  HN13  N13  C11  C6     0.00   0.0  0
 3TH  Var_01    C17   C16  C15  C14  144.27  30.0  1
 3TH  Var_02    C23   N22  C21  C16   17.37  30.0  1
 3TH  Var_03    O12   C11  C6   C5     0.05  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
 3TH  chir_01  C14  N13  C15  C23  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
 3TH  plan-1  CL    0.020
 3TH  plan-1  C2    0.020
 3TH  plan-1  C3    0.020
 3TH  plan-1  C4    0.020
 3TH  plan-1  C5    0.020
 3TH  plan-1  C6    0.020
 3TH  plan-1  N7    0.020
 3TH  plan-1  C9    0.020
 3TH  plan-1  S10   0.020
 3TH  plan-1  C11   0.020
 3TH  plan-1  H3    0.020
 3TH  plan-1  H5    0.020
 3TH  plan-1  HN7   0.020
 3TH  plan-2  C15   0.020
 3TH  plan-2  C16   0.020
 3TH  plan-2  C17   0.020
 3TH  plan-2  C18   0.020
 3TH  plan-2  C19   0.020
 3TH  plan-2  C20   0.020
 3TH  plan-2  C21   0.020
 3TH  plan-2  N22   0.020
 3TH  plan-2  H17   0.020
 3TH  plan-2  H18   0.020
 3TH  plan-2  H19   0.020
 3TH  plan-2  H20   0.020
 3TH  plan-3  C6    0.020
 3TH  plan-3  C11   0.020
 3TH  plan-3  O12   0.020
 3TH  plan-3  N13   0.020
 3TH  plan-3  C14   0.020
 3TH  plan-3  HN13  0.020
 3TH  plan-4  C14   0.020
 3TH  plan-4  C21   0.020
 3TH  plan-4  N22   0.020
 3TH  plan-4  C23   0.020
 3TH  plan-4  O24   0.020
 3TH  plan-4  HN22  0.020

