# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 03:04:51 2020
#   Inital geometry file: a 141 line input string
#   Ligand name: 4-(2-{[(1R)-2-(1H-indol-3-yl)-2-oxo-1-phenylethyl]amino}ethyl)benzene-1-sulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[S](=O)(=O)c1ccc(CCN[C@@H](C(=O)c2c[nH]c3ccccc23)c4ccccc4)cc1
#
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
 QRY  QRY  4-(2-{[(1R)-2-(1H-indol-3-yl)-2-oxo-1-phenylethyl]amino}ethyl)benzene-1-sulfonamide  ligand  54  31  .  2021-08-20  2021-08-20  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_QRY
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
 QRY  C4   C  CR6   0   0.134  -3.1286   0.4791   1.1021
 QRY  C14  C  CR16  0  -0.257   7.6324   1.2191   1.0573
 QRY  C5   C  CH2   0  -0.533  -1.7478   0.5996   1.6763
 QRY  C6   C  CH2   0  -0.250  -0.6919   0.2859   0.6178
 QRY  C11  C  CR56  0   0.350   6.1215   1.1214  -1.2267
 QRY  C7   C  CH1   0  -0.245   1.6735   0.0778   0.2238
 QRY  C8   C  C     0   0.315   3.0432   0.5394   0.7295
 QRY  C9   C  CR5   0  -0.143   4.0899   0.7511  -0.2502
 QRY  C10  C  CR15  0  -0.017   3.9539   0.8094  -1.6234
 QRY  C12  C  CR16  0  -0.296   7.4899   1.3339  -1.3600
 QRY  C13  C  CR16  0  -0.280   8.2364   1.3802  -0.1983
 QRY  N2   N  NH1   0  -0.602   0.6406   0.4546   1.1608
 QRY  C3   C  CR16  0  -0.294  -3.8059  -0.7379   1.1272
 QRY  N3   N  NR15  0  -0.678   5.1511   1.0280  -2.1934
 QRY  S1   S  S     0   1.362  -7.2486   0.0812  -0.7912
 QRY  O1   O  OS    0  -0.658  -7.4926  -1.3241  -1.0710
 QRY  O2   O  OS    0  -0.659  -7.3466   1.0647  -1.8570
 QRY  C1   C  CR6   0  -0.224  -5.6384   0.2277  -0.0674
 QRY  C2   C  CR16  0  -0.217  -5.0577  -0.8728   0.5481
 QRY  C15  C  CR16  0  -0.366   6.2717   1.0087   1.1812
 QRY  C16  C  CR56  0   0.079   5.4909   0.9579   0.0216
 QRY  C17  C  CR6   0   0.139   1.7433  -1.4307   0.0727
 QRY  C18  C  CR16  0  -0.278   1.7417  -2.2413   1.2055
 QRY  C19  C  CR16  0  -0.242   1.8347  -3.6197   1.0817
 QRY  C20  C  CR16  0  -0.267   1.9287  -4.2058  -0.1753
 QRY  C21  C  CR16  0  -0.242   1.9245  -3.4040  -1.3078
 QRY  C22  C  CR16  0  -0.314   1.8311  -2.0235  -1.1815
 QRY  C23  C  CR16  0  -0.292  -3.7351   1.5680   0.4786
 QRY  C24  C  CR16  0  -0.217  -4.9839   1.4523  -0.1082
 QRY  H1   H  HCR6  0   0.252   8.2478   1.2630   1.9465
 QRY  H2   H  HCH2  0   0.251  -1.5917   1.6126   2.0572
 QRY  H3   H  HCH2  0   0.253  -1.6251  -0.0868   2.5163
 QRY  H4   H  HCH2  0   0.234  -0.8124  -0.7517   0.2959
 QRY  H5   H  HCH2  0   0.209  -0.8698   0.9102  -0.2718
 QRY  H6   H  HCH1  0   0.250   1.4996   0.5105  -0.7739
 QRY  H7   H  HCR5  0   0.300   3.0736   0.7303  -2.2400
 QRY  H8   H  HCR6  0   0.267   7.9496   1.4571  -2.3321
 QRY  H9   H  HCR6  0   0.256   9.3047   1.5413  -0.2584
 QRY  H10  H  HNC2  0   0.416  -8.3931  -0.1041   1.1417
 QRY  H11  H  HNC2  0   0.416  -8.2696   1.4882   0.6448
 QRY  H12  H  HNH1  0   0.352   0.7661   1.4220   1.4348
 QRY  H14  H  HCR6  0   0.264  -3.3478  -1.5962   1.6034
 QRY  H15  H  HNR5  0   0.423   5.3015   1.1131  -3.1859
 QRY  H16  H  HCR6  0   0.282  -5.5630  -1.8287   0.5747
 QRY  H17  H  HCR6  0   0.248   5.8241   0.8876   2.1569
 QRY  H18  H  HCR6  0   0.251   1.6576  -1.7888   2.1852
 QRY  H19  H  HCR6  0   0.255   1.8329  -4.2410   1.9680
 QRY  H20  H  HCR6  0   0.256   1.9989  -5.2817  -0.2703
 QRY  H21  H  HCR6  0   0.256   1.9875  -3.8510  -2.2917
 QRY  H22  H  HCR6  0   0.246   1.8153  -1.4063  -2.0725
 QRY  H23  H  HCR6  0   0.263  -3.2240   2.5227   0.4498
 QRY  H24  H  HCR6  0   0.283  -5.4318   2.3098  -0.5920
 QRY  O3   O  O     0  -0.412   3.2447   0.6767   1.9223
 QRY  N1   N  NC2   0  -0.879  -8.3506   0.5228   0.3462

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
 QRY  C5   C4   single    1.500  0.020  1.500
 QRY  C5   C6   single    1.528  0.020  1.528
 QRY  C23  C4   aromatic  1.394  0.020  1.394
 QRY  C23  C24  aromatic  1.385  0.020  1.385
 QRY  C4   C3   aromatic  1.393  0.020  1.393
 QRY  C24  C1   aromatic  1.389  0.020  1.389
 QRY  O1   S1   double    1.453  0.020  1.453
 QRY  C6   N2   single    1.449  0.020  1.449
 QRY  C3   C2   aromatic  1.386  0.020  1.386
 QRY  C1   C2   aromatic  1.388  0.020  1.388
 QRY  C1   S1   single    1.771  0.020  1.771
 QRY  S1   N1   single    1.644  0.020  1.644
 QRY  S1   O2   double    1.454  0.020  1.454
 QRY  N2   C7   single    1.445  0.020  1.445
 QRY  C7   C17  single    1.518  0.020  1.518
 QRY  C7   C8   single    1.531  0.020  1.531
 QRY  C18  C17  aromatic  1.393  0.020  1.393
 QRY  C18  C19  aromatic  1.387  0.020  1.387
 QRY  C17  C22  aromatic  1.390  0.020  1.390
 QRY  C19  C20  aromatic  1.390  0.020  1.390
 QRY  C22  C21  aromatic  1.389  0.020  1.389
 QRY  C20  C21  aromatic  1.388  0.020  1.388
 QRY  O3   C8   double    1.218  0.020  1.218
 QRY  C8   C9   single    1.449  0.020  1.449
 QRY  C9   C10  aromatic  1.381  0.020  1.381
 QRY  C9   C16  aromatic  1.442  0.020  1.442
 QRY  C10  N3   aromatic  1.344  0.020  1.344
 QRY  C16  C15  aromatic  1.399  0.020  1.399
 QRY  C16  C11  aromatic  1.408  0.020  1.408
 QRY  C15  C14  aromatic  1.382  0.020  1.382
 QRY  N3   C11  aromatic  1.373  0.020  1.373
 QRY  C11  C12  aromatic  1.391  0.020  1.391
 QRY  C14  C13  aromatic  1.403  0.020  1.403
 QRY  C12  C13  aromatic  1.382  0.020  1.382
 QRY  C14  H1   single    0.930  0.020  1.080
 QRY  C5   H2   single    0.970  0.020  1.090
 QRY  C5   H3   single    0.970  0.020  1.090
 QRY  C6   H4   single    0.970  0.020  1.090
 QRY  C6   H5   single    0.970  0.020  1.090
 QRY  C7   H6   single    0.970  0.020  1.090
 QRY  C10  H7   single    0.930  0.020  1.080
 QRY  C12  H8   single    0.930  0.020  1.080
 QRY  C13  H9   single    0.930  0.020  1.080
 QRY  N1   H10  single    0.890  0.020  1.040
 QRY  N1   H11  single    0.890  0.020  1.040
 QRY  N2   H12  single    0.890  0.020  1.040
 QRY  C3   H14  single    0.930  0.020  1.080
 QRY  N3   H15  single    0.860  0.020  1.020
 QRY  C2   H16  single    0.930  0.020  1.080
 QRY  C15  H17  single    0.930  0.020  1.080
 QRY  C18  H18  single    0.930  0.020  1.080
 QRY  C19  H19  single    0.930  0.020  1.080
 QRY  C20  H20  single    0.930  0.020  1.080
 QRY  C21  H21  single    0.930  0.020  1.080
 QRY  C22  H22  single    0.930  0.020  1.080
 QRY  C23  H23  single    0.930  0.020  1.080
 QRY  C24  H24  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
 QRY  C23  C4   C3   118.63  3.000
 QRY  C3   C4   C5   120.72  3.000
 QRY  C23  C4   C5   120.59  3.000
 QRY  H1   C14  C15  119.49  3.000
 QRY  H1   C14  C13  119.08  3.000
 QRY  C15  C14  C13  121.44  3.000
 QRY  H3   C5   H2   107.36  3.000
 QRY  H3   C5   C6   109.05  3.000
 QRY  H2   C5   C6   109.45  3.000
 QRY  H3   C5   C4   110.33  3.000
 QRY  H2   C5   C4   109.82  3.000
 QRY  C6   C5   C4   110.76  3.000
 QRY  H5   C6   H4   106.41  3.000
 QRY  H5   C6   N2   112.66  3.000
 QRY  H4   C6   N2   108.80  3.000
 QRY  H5   C6   C5   109.37  3.000
 QRY  H4   C6   C5   108.84  3.000
 QRY  N2   C6   C5   110.61  3.000
 QRY  C16  C11  N3   107.44  3.000
 QRY  N3   C11  C12  129.65  3.000
 QRY  C16  C11  C12  122.90  3.000
 QRY  H6   C7   C17  107.91  3.000
 QRY  H6   C7   N2   111.86  3.000
 QRY  C17  C7   N2   110.90  3.000
 QRY  H6   C7   C8   108.78  3.000
 QRY  C17  C7   C8   106.94  3.000
 QRY  N2   C7   C8   110.29  3.000
 QRY  O3   C8   C9   121.76  3.000
 QRY  C9   C8   C7   117.83  3.000
 QRY  O3   C8   C7   120.37  3.000
 QRY  C16  C9   C10  106.08  3.000
 QRY  C16  C9   C8   126.53  3.000
 QRY  C10  C9   C8   127.38  3.000
 QRY  H7   C10  N3   119.80  3.000
 QRY  H7   C10  C9   130.26  3.000
 QRY  N3   C10  C9   109.93  3.000
 QRY  H8   C12  C13  121.46  3.000
 QRY  H8   C12  C11  121.41  3.000
 QRY  C13  C12  C11  117.13  3.000
 QRY  H9   C13  C12  119.46  3.000
 QRY  H9   C13  C14  119.47  3.000
 QRY  C12  C13  C14  121.07  3.000
 QRY  H12  N2   C7   109.62  3.000
 QRY  H12  N2   C6   109.06  3.000
 QRY  C7   N2   C6   112.59  3.000
 QRY  H14  C3   C2   119.25  3.000
 QRY  H14  C3   C4   119.64  3.000
 QRY  C2   C3   C4   121.11  3.000
 QRY  H15  N3   C10  124.37  3.000
 QRY  H15  N3   C11  125.62  3.000
 QRY  C10  N3   C11  110.00  3.000
 QRY  C1   S1   O2   107.75  3.000
 QRY  O2   S1   O1   120.11  3.000
 QRY  C1   S1   O1   108.13  3.000
 QRY  O2   S1   N1   106.28  3.000
 QRY  C1   S1   N1   107.72  3.000
 QRY  O1   S1   N1   106.28  3.000
 QRY  C24  C1   C2   120.98  3.000
 QRY  C2   C1   S1   119.72  3.000
 QRY  C24  C1   S1   119.29  3.000
 QRY  H16  C2   C1   121.07  3.000
 QRY  H16  C2   C3   119.85  3.000
 QRY  C1   C2   C3   119.08  3.000
 QRY  H17  C15  C16  120.89  3.000
 QRY  H17  C15  C14  120.38  3.000
 QRY  C16  C15  C14  118.73  3.000
 QRY  C15  C16  C9   134.73  3.000
 QRY  C15  C16  C11  118.73  3.000
 QRY  C9   C16  C11  106.54  3.000
 QRY  C22  C17  C18  119.06  3.000
 QRY  C22  C17  C7   121.11  3.000
 QRY  C18  C17  C7   119.83  3.000
 QRY  H18  C18  C19  120.09  3.000
 QRY  H18  C18  C17  119.53  3.000
 QRY  C19  C18  C17  120.37  3.000
 QRY  H19  C19  C20  119.90  3.000
 QRY  H19  C19  C18  119.82  3.000
 QRY  C20  C19  C18  120.28  3.000
 QRY  H20  C20  C21  120.20  3.000
 QRY  H20  C20  C19  120.19  3.000
 QRY  C21  C20  C19  119.61  3.000
 QRY  H21  C21  C22  119.79  3.000
 QRY  H21  C21  C20  120.20  3.000
 QRY  C22  C21  C20  120.01  3.000
 QRY  H22  C22  C21  119.47  3.000
 QRY  H22  C22  C17  119.86  3.000
 QRY  C21  C22  C17  120.67  3.000
 QRY  H23  C23  C24  119.20  3.000
 QRY  H23  C23  C4   119.68  3.000
 QRY  C24  C23  C4   121.11  3.000
 QRY  H24  C24  C23  119.78  3.000
 QRY  H24  C24  C1   121.12  3.000
 QRY  C23  C24  C1   119.09  3.000
 QRY  H11  N1   H10  111.17  3.000
 QRY  H11  N1   S1   113.95  3.000
 QRY  H10  N1   S1   113.88  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
 QRY  CONST_01  C1   C24  C23  C4     0.00   0.0  0
 QRY  CONST_02  C1   C2   C3   C4     0.00   0.0  0
 QRY  CONST_03  C9   C16  C15  C14  180.00   0.0  0
 QRY  CONST_04  C11  C16  C15  C14    0.00   0.0  0
 QRY  CONST_05  C11  C12  C13  C14    0.00   0.0  0
 QRY  CONST_06  C10  C9   C16  C11    0.00   0.0  0
 QRY  CONST_07  C9   C10  N3   C11    0.00   0.0  0
 QRY  CONST_08  N3   C11  C16  C9     0.00   0.0  0
 QRY  CONST_09  C12  C11  C16  C9   180.00   0.0  0
 QRY  CONST_10  C15  C16  C9   C10  180.00   0.0  0
 QRY  CONST_11  C16  C11  N3   C10    0.00   0.0  0
 QRY  CONST_12  C12  C11  N3   C10  180.00   0.0  0
 QRY  CONST_13  C15  C16  C11  C12    0.00   0.0  0
 QRY  CONST_14  C15  C14  C13  C12    0.00   0.0  0
 QRY  CONST_15  C16  C15  C14  C13    0.00   0.0  0
 QRY  CONST_16  C16  C11  C12  C13    0.00   0.0  0
 QRY  CONST_17  N3   C11  C12  C13  180.00   0.0  0
 QRY  CONST_18  C24  C23  C4   C3     0.00   0.0  0
 QRY  CONST_19  C24  C1   C2   C3     0.00   0.0  0
 QRY  CONST_20  C16  C9   C10  N3     0.00   0.0  0
 QRY  CONST_21  C15  C16  C11  N3   180.00   0.0  0
 QRY  CONST_22  C23  C4   C3   C2     0.00   0.0  0
 QRY  CONST_23  C23  C24  C1   C2     0.00   0.0  0
 QRY  CONST_24  C20  C19  C18  C17    0.00   0.0  0
 QRY  CONST_25  C20  C21  C22  C17    0.00   0.0  0
 QRY  CONST_26  C21  C22  C17  C18    0.00   0.0  0
 QRY  CONST_27  C21  C20  C19  C18    0.00   0.0  0
 QRY  CONST_28  C22  C17  C18  C19    0.00   0.0  0
 QRY  CONST_29  C22  C21  C20  C19    0.00   0.0  0
 QRY  CONST_30  C24  C23  C4   C5   180.00   0.0  0
 QRY  CONST_31  C2   C3   C4   C5   180.00   0.0  0
 QRY  CONST_32  C8   C9   C16  C11  180.00   0.0  0
 QRY  CONST_33  C19  C18  C17  C7   180.00   0.0  0
 QRY  CONST_34  C21  C22  C17  C7   180.00   0.0  0
 QRY  CONST_35  N3   C10  C9   C8   180.00   0.0  0
 QRY  CONST_36  C15  C16  C9   C8     0.00   0.0  0
 QRY  CONST_37  S1   C1   C2   C3   180.00   0.0  0
 QRY  CONST_38  C23  C24  C1   S1   180.00   0.0  0
 QRY  CONST_39  H24  C24  C23  C4   180.00   0.0  0
 QRY  CONST_40  H16  C2   C3   C4   180.00   0.0  0
 QRY  CONST_41  H8   C12  C13  C14  180.00   0.0  0
 QRY  CONST_42  H17  C15  C16  C11  180.00   0.0  0
 QRY  CONST_43  H7   C10  N3   C11  180.00   0.0  0
 QRY  CONST_44  H9   C13  C12  C11  180.00   0.0  0
 QRY  CONST_45  H15  N3   C10  C9   180.00   0.0  0
 QRY  CONST_46  H1   C14  C13  C12  180.00   0.0  0
 QRY  CONST_47  H23  C23  C4   C3   180.00   0.0  0
 QRY  CONST_48  H14  C3   C2   C1   180.00   0.0  0
 QRY  CONST_49  H19  C19  C18  C17  180.00   0.0  0
 QRY  CONST_50  H21  C21  C22  C17  180.00   0.0  0
 QRY  CONST_51  H22  C22  C17  C18  180.00   0.0  0
 QRY  CONST_52  H20  C20  C19  C18  180.00   0.0  0
 QRY  CONST_53  H18  C18  C19  C20  180.00   0.0  0
 QRY  Var_01    C23  C4   C5   C6   -87.93  30.0  2
 QRY  Var_02    C10  C9   C8   C7    12.08  30.0  2
 QRY  Var_03    C24  C1   S1   N1   -86.58  30.0  2
 QRY  Var_04    N2   C6   C5   C4   177.74  30.0  3
 QRY  Var_05    H10  N1   S1   C1   -65.98  30.0  3
 QRY  Var_06    C7   N2   C6   C5   175.91  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
 QRY  chir_01  C7  N2  C17  C8  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
 QRY  plan-1  C7   0.020
 QRY  plan-1  C17  0.020
 QRY  plan-1  C18  0.020
 QRY  plan-1  C19  0.020
 QRY  plan-1  C20  0.020
 QRY  plan-1  C21  0.020
 QRY  plan-1  C22  0.020
 QRY  plan-1  H18  0.020
 QRY  plan-1  H19  0.020
 QRY  plan-1  H20  0.020
 QRY  plan-1  H21  0.020
 QRY  plan-1  H22  0.020
 QRY  plan-2  C4   0.020
 QRY  plan-2  C5   0.020
 QRY  plan-2  C3   0.020
 QRY  plan-2  S1   0.020
 QRY  plan-2  C1   0.020
 QRY  plan-2  C2   0.020
 QRY  plan-2  C23  0.020
 QRY  plan-2  C24  0.020
 QRY  plan-2  H14  0.020
 QRY  plan-2  H16  0.020
 QRY  plan-2  H23  0.020
 QRY  plan-2  H24  0.020
 QRY  plan-3  C14  0.020
 QRY  plan-3  C11  0.020
 QRY  plan-3  C8   0.020
 QRY  plan-3  C9   0.020
 QRY  plan-3  C10  0.020
 QRY  plan-3  C12  0.020
 QRY  plan-3  C13  0.020
 QRY  plan-3  N3   0.020
 QRY  plan-3  C15  0.020
 QRY  plan-3  C16  0.020
 QRY  plan-3  H1   0.020
 QRY  plan-3  H7   0.020
 QRY  plan-3  H8   0.020
 QRY  plan-3  H9   0.020
 QRY  plan-3  H15  0.020
 QRY  plan-3  H17  0.020
 QRY  plan-4  C7   0.020
 QRY  plan-4  C8   0.020
 QRY  plan-4  C9   0.020
 QRY  plan-4  O3   0.020

