# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 14:47:39 2020
#   Inital geometry file: a 144 line input string
#   Ligand name: 8-hydroxy-5-[(1R)-1-hydroxy-2-({2-[3-methoxy-4-(3-sulfanylpropoxy)phenyl]ethyl}amino)ethyl]quinolin-2(1H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc(CCNC[C@H](O)c2ccc(O)c3NC(=O)C=Cc23)ccc1OCCCS
#
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
 ERC  ERC  8-hydroxy-5-[(1R)-1-hydroxy-2-({2-[3-methoxy-4-(3-sulfanylpropoxy)phenyl]ethyl}amino)ethyl]quinolin-2(1H)-one  ligand  59  31  .  2022-07-24  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_ERC
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
 ERC  C1    C  CR6   0   0.523  -7.2590   2.6711   0.4794
 ERC  N1    N  NR16  0  -0.744  -7.3217   1.8556  -0.6169
 ERC  O1    O  O     0  -0.497  -7.9710   3.6641   0.5772
 ERC  S1    S  S2    0  -0.250  10.3310   2.1169  -1.4638
 ERC  C2    C  CR16  0  -0.455  -6.2964   2.2482   1.4797
 ERC  N2    N  NH1   0  -0.626  -1.4495  -1.0773   1.4899
 ERC  O2    O  OH1   0  -0.633  -7.6724   0.4362  -2.8651
 ERC  C3    C  CR16  0  -0.154  -5.5380   1.1472   1.3136
 ERC  O3    O  OH1   0  -0.678  -3.5332  -2.6310   0.7926
 ERC  C4    C  CR66  0   0.010  -5.6332   0.3226   0.1413
 ERC  O4    O  O2    0  -0.465   4.6960  -2.3304  -1.1752
 ERC  C5    C  CR66  0   0.328  -6.5688   0.7256  -0.8208
 ERC  O5    O  O2    0  -0.470   6.0593  -0.3652  -0.2339
 ERC  C6    C  CR6   0   0.297  -6.7470  -0.0201  -1.9984
 ERC  C7    C  CR16  0  -0.369  -5.9819  -1.1481  -2.1925
 ERC  C8    C  CR16  0  -0.329  -5.0437  -1.5485  -1.2378
 ERC  C9    C  CR6   0   0.020  -4.8541  -0.8366  -0.0730
 ERC  C10   C  CH1   0  -0.018  -3.8005  -1.2600   0.9199
 ERC  C11   C  CH2   0  -0.295  -2.5010  -0.4748   0.6935
 ERC  C12   C  CH2   0  -0.240  -0.1060  -0.7233   1.0705
 ERC  C13   C  CH2   0  -0.530   0.9411  -1.4616   1.8997
 ERC  C14   C  CR6   0   0.119   2.3302  -1.1715   1.4054
 ERC  C15   C  CR16  0  -0.329   3.0838  -0.1340   1.9219
 ERC  C16   C  CR16  0  -0.369   4.3446   0.1620   1.4018
 ERC  C17   C  CR6   0   0.301   4.8643  -0.5777   0.3541
 ERC  C18   C  CR6   0   0.314   4.1124  -1.6494  -0.1703
 ERC  C19   C  CR16  0  -0.435   2.8627  -1.9276   0.3552
 ERC  C20   C  CH3   0  -0.437   4.0078  -3.4376  -1.7185
 ERC  C21   C  CH2   0  -0.165   6.8386   0.7340   0.1977
 ERC  C22   C  CH2   0  -0.456   8.0451   0.8339  -0.7156
 ERC  C23   C  CH2   0  -0.559   8.9379   1.9913  -0.2947
 ERC  HN1   H  HNR6  0   0.414  -7.9839   2.1202  -1.3343
 ERC  HS1   H  HSH1  0   0.225  10.9742   3.1250  -0.8653
 ERC  H2    H  HCR6  0   0.279  -6.2126   2.8525   2.3725
 ERC  HN2   H  HNH1  0   0.356  -1.5759  -0.8252   2.4641
 ERC  HO2   H  HOH1  0   0.485  -7.7318  -0.1385  -3.6366
 ERC  H3    H  HCR6  0   0.268  -4.8416   0.8806   2.0973
 ERC  HO3   H  HOH1  0   0.440  -2.6121  -2.7207   1.0921
 ERC  H7    H  HCR6  0   0.279  -6.1050  -1.7343  -3.0960
 ERC  H8    H  HCR6  0   0.259  -4.4637  -2.4400  -1.4289
 ERC  H10   H  HCH1  0   0.215  -4.1580  -1.0479   1.9396
 ERC  H11   H  HCH2  0   0.223  -2.6566   0.5926   0.8968
 ERC  H11A  H  HCH2  0   0.240  -2.2232  -0.5601  -0.3610
 ERC  H12   H  HCH2  0   0.230   0.0050  -1.0012   0.0188
 ERC  H12A  H  HCH2  0   0.204   0.0830   0.3584   1.1290
 ERC  H13   H  HCH2  0   0.244   0.8472  -1.1666   2.9486
 ERC  H13A  H  HCH2  0   0.241   0.7363  -2.5341   1.8519
 ERC  H15   H  HCR6  0   0.245   2.6981   0.4633   2.7393
 ERC  H16   H  HCR6  0   0.279   4.9090   0.9780   1.8329
 ERC  H19   H  HCR6  0   0.273   2.2727  -2.7436  -0.0438
 ERC  H20   H  HCH3  0   0.227   3.0603  -3.1467  -2.1806
 ERC  H20A  H  HCH3  0   0.260   4.6549  -3.8588  -2.4839
 ERC  H20B  H  HCH3  0   0.227   3.8081  -4.2042  -0.9645
 ERC  H21   H  HCH2  0   0.223   6.2556   1.6612   0.1505
 ERC  H21A  H  HCH2  0   0.224   7.1553   0.5964   1.2387
 ERC  H22   H  HCH2  0   0.248   8.6116  -0.1000  -0.6845
 ERC  H22A  H  HCH2  0   0.247   7.7068   0.9794  -1.7445
 ERC  H23   H  HCH2  0   0.270   9.3266   1.8295   0.7108
 ERC  H23A  H  HCH2  0   0.268   8.3794   2.9276  -0.2960

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
 ERC  C1   N1    single    1.368  0.020  1.368
 ERC  C1   O1    double    1.226  0.020  1.226
 ERC  C1   C2    single    1.451  0.020  1.451
 ERC  N1   C5    single    1.373  0.020  1.373
 ERC  S1   C23   single    1.823  0.020  1.823
 ERC  C2   C3    double    1.347  0.020  1.347
 ERC  N2   C11   single    1.450  0.020  1.450
 ERC  N2   C12   single    1.451  0.020  1.451
 ERC  O2   C6    single    1.348  0.020  1.348
 ERC  C3   C4    single    1.436  0.020  1.436
 ERC  O3   C10   single    1.403  0.020  1.403
 ERC  C4   C5    aromatic  1.401  0.020  1.401
 ERC  C4   C9    aromatic  1.413  0.020  1.413
 ERC  O4   C18   single    1.347  0.020  1.347
 ERC  O4   C20   single    1.412  0.020  1.412
 ERC  C5   C6    aromatic  1.405  0.020  1.405
 ERC  O5   C17   single    1.349  0.020  1.349
 ERC  O5   C21   single    1.415  0.020  1.415
 ERC  C6   C7    aromatic  1.377  0.020  1.377
 ERC  C7   C8    aromatic  1.397  0.020  1.397
 ERC  C8   C9    aromatic  1.378  0.020  1.378
 ERC  C9   C10   single    1.508  0.020  1.508
 ERC  C10  C11   single    1.535  0.020  1.535
 ERC  C12  C13   single    1.526  0.020  1.526
 ERC  C13  C14   single    1.503  0.020  1.503
 ERC  C14  C15   aromatic  1.382  0.020  1.382
 ERC  C14  C19   aromatic  1.399  0.020  1.399
 ERC  C15  C16   aromatic  1.396  0.020  1.396
 ERC  C16  C17   aromatic  1.384  0.020  1.384
 ERC  C17  C18   aromatic  1.410  0.020  1.410
 ERC  C18  C19   aromatic  1.384  0.020  1.384
 ERC  C21  C22   single    1.517  0.020  1.517
 ERC  C22  C23   single    1.521  0.020  1.521
 ERC  N1   HN1   single    0.860  0.020  1.020
 ERC  S1   HS1   single    1.200  0.020  1.300
 ERC  C2   H2    single    0.930  0.020  1.080
 ERC  N2   HN2   single    0.890  0.020  1.040
 ERC  O2   HO2   single    0.850  0.020  0.980
 ERC  C3   H3    single    0.930  0.020  1.080
 ERC  O3   HO3   single    0.850  0.020  0.980
 ERC  C7   H7    single    0.930  0.020  1.080
 ERC  C8   H8    single    0.930  0.020  1.080
 ERC  C10  H10   single    0.970  0.020  1.090
 ERC  C11  H11   single    0.970  0.020  1.090
 ERC  C11  H11A  single    0.970  0.020  1.090
 ERC  C12  H12   single    0.970  0.020  1.090
 ERC  C12  H12A  single    0.970  0.020  1.090
 ERC  C13  H13   single    0.970  0.020  1.090
 ERC  C13  H13A  single    0.970  0.020  1.090
 ERC  C15  H15   single    0.930  0.020  1.080
 ERC  C16  H16   single    0.930  0.020  1.080
 ERC  C19  H19   single    0.930  0.020  1.080
 ERC  C20  H20   single    0.970  0.020  1.090
 ERC  C20  H20A  single    0.970  0.020  1.090
 ERC  C20  H20B  single    0.970  0.020  1.090
 ERC  C21  H21   single    0.970  0.020  1.090
 ERC  C21  H21A  single    0.970  0.020  1.090
 ERC  C22  H22   single    0.970  0.020  1.090
 ERC  C22  H22A  single    0.970  0.020  1.090
 ERC  C23  H23   single    0.970  0.020  1.090
 ERC  C23  H23A  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
 ERC  C2    C1   O1    124.49  3.000
 ERC  C2    C1   N1    114.15  3.000
 ERC  O1    C1   N1    121.35  3.000
 ERC  HN1   N1   C5    117.97  3.000
 ERC  HN1   N1   C1    116.27  3.000
 ERC  C5    N1   C1    125.77  3.000
 ERC  HS1   S1   C23    97.62  3.000
 ERC  H2    C2   C3    120.99  3.000
 ERC  H2    C2   C1    117.24  3.000
 ERC  C3    C2   C1    121.77  3.000
 ERC  HN2   N2   C12   109.41  3.000
 ERC  HN2   N2   C11   109.51  3.000
 ERC  C12   N2   C11   114.28  3.000
 ERC  HO2   O2   C6    110.81  3.000
 ERC  H3    C3   C4    119.50  3.000
 ERC  H3    C3   C2    118.33  3.000
 ERC  C4    C3   C2    122.17  3.000
 ERC  HO3   O3   C10   104.05  3.000
 ERC  C9    C4   C5    120.00  3.000
 ERC  C9    C4   C3    123.93  3.000
 ERC  C5    C4   C3    116.07  3.000
 ERC  C20   O4   C18   118.18  3.000
 ERC  C6    C5   C4    120.49  3.000
 ERC  C6    C5   N1    119.45  3.000
 ERC  C4    C5   N1    120.06  3.000
 ERC  C21   O5   C17   118.52  3.000
 ERC  C7    C6   C5    118.85  3.000
 ERC  C7    C6   O2    124.64  3.000
 ERC  C5    C6   O2    116.51  3.000
 ERC  H7    C7   C8    119.39  3.000
 ERC  H7    C7   C6    119.83  3.000
 ERC  C8    C7   C6    120.78  3.000
 ERC  H8    C8   C9    120.12  3.000
 ERC  H8    C8   C7    118.43  3.000
 ERC  C9    C8   C7    121.45  3.000
 ERC  C10   C9   C8    120.49  3.000
 ERC  C10   C9   C4    121.04  3.000
 ERC  C8    C9   C4    118.43  3.000
 ERC  H10   C10  C11   108.23  3.000
 ERC  H10   C10  C9    109.19  3.000
 ERC  C11   C10  C9    110.52  3.000
 ERC  H10   C10  O3    109.53  3.000
 ERC  C11   C10  O3    108.98  3.000
 ERC  C9    C10  O3    110.35  3.000
 ERC  H11A  C11  H11   106.88  3.000
 ERC  H11A  C11  C10   108.50  3.000
 ERC  H11   C11  C10   110.49  3.000
 ERC  H11A  C11  N2    108.24  3.000
 ERC  H11   C11  N2    113.89  3.000
 ERC  C10   C11  N2    108.68  3.000
 ERC  H12A  C12  H12   106.49  3.000
 ERC  H12A  C12  C13   109.21  3.000
 ERC  H12   C12  C13   109.27  3.000
 ERC  H12A  C12  N2    112.56  3.000
 ERC  H12   C12  N2    108.06  3.000
 ERC  C13   C12  N2    111.11  3.000
 ERC  H13A  C13  H13   106.89  3.000
 ERC  H13A  C13  C14   110.38  3.000
 ERC  H13   C13  C14   110.04  3.000
 ERC  H13A  C13  C12   108.81  3.000
 ERC  H13   C13  C12   109.38  3.000
 ERC  C14   C13  C12   111.23  3.000
 ERC  C19   C14  C15   118.58  3.000
 ERC  C19   C14  C13   119.63  3.000
 ERC  C15   C14  C13   121.73  3.000
 ERC  H15   C15  C16   119.07  3.000
 ERC  H15   C15  C14   120.10  3.000
 ERC  C16   C15  C14   120.83  3.000
 ERC  H16   C16  C17   120.59  3.000
 ERC  H16   C16  C15   118.87  3.000
 ERC  C17   C16  C15   120.54  3.000
 ERC  C18   C17  C16   119.17  3.000
 ERC  C18   C17  O5    115.47  3.000
 ERC  C16   C17  O5    125.36  3.000
 ERC  C19   C18  C17   119.54  3.000
 ERC  C19   C18  O4    124.95  3.000
 ERC  C17   C18  O4    115.51  3.000
 ERC  H19   C19  C18   120.23  3.000
 ERC  H19   C19  C14   118.44  3.000
 ERC  C18   C19  C14   121.33  3.000
 ERC  H20B  C20  H20A  108.82  3.000
 ERC  H20B  C20  H20   108.64  3.000
 ERC  H20A  C20  H20   108.74  3.000
 ERC  H20B  C20  O4    111.92  3.000
 ERC  H20A  C20  O4    106.52  3.000
 ERC  H20   C20  O4    112.09  3.000
 ERC  H21A  C21  H21   107.49  3.000
 ERC  H21A  C21  C22   110.49  3.000
 ERC  H21   C21  C22   109.96  3.000
 ERC  H21A  C21  O5    110.56  3.000
 ERC  H21   C21  O5    110.55  3.000
 ERC  C22   C21  O5    107.80  3.000
 ERC  H22A  C22  H22   107.53  3.000
 ERC  H22A  C22  C23   109.93  3.000
 ERC  H22   C22  C23   109.76  3.000
 ERC  H22A  C22  C21   109.24  3.000
 ERC  H22   C22  C21   109.82  3.000
 ERC  C23   C22  C21   110.51  3.000
 ERC  H23A  C23  H23   108.13  3.000
 ERC  H23A  C23  C22   110.64  3.000
 ERC  H23   C23  C22   110.59  3.000
 ERC  H23A  C23  S1    109.36  3.000
 ERC  H23   C23  S1    109.22  3.000
 ERC  C22   C23  S1    108.88  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
 ERC  CONST_01  C7   C6   C5   C4      0.00   0.0  0
 ERC  CONST_02  C7   C8   C9   C4      0.00   0.0  0
 ERC  CONST_03  C8   C9   C4   C5      0.00   0.0  0
 ERC  CONST_04  C8   C7   C6   C5      0.00   0.0  0
 ERC  CONST_05  C9   C4   C5   C6      0.00   0.0  0
 ERC  CONST_06  C9   C8   C7   C6      0.00   0.0  0
 ERC  CONST_07  C17  C16  C15  C14     0.00   0.0  0
 ERC  CONST_08  C17  C18  C19  C14     0.00   0.0  0
 ERC  CONST_09  C18  C19  C14  C15     0.00   0.0  0
 ERC  CONST_10  C18  C17  C16  C15     0.00   0.0  0
 ERC  CONST_11  C19  C14  C15  C16     0.00   0.0  0
 ERC  CONST_12  C19  C18  C17  C16     0.00   0.0  0
 ERC  CONST_13  C5   N1   C1   C2      0.00   0.0  0
 ERC  CONST_14  O2   C6   C5   N1      0.00   0.0  0
 ERC  CONST_15  C4   C5   C6   O2    180.00   0.0  0
 ERC  CONST_16  C8   C7   C6   O2    180.00   0.0  0
 ERC  CONST_17  C10  C9   C4   C3      0.00   0.0  0
 ERC  CONST_18  C16  C17  C18  O4    180.00   0.0  0
 ERC  CONST_19  C14  C19  C18  O4    180.00   0.0  0
 ERC  CONST_20  C10  C9   C4   C5    180.00   0.0  0
 ERC  CONST_21  C15  C16  C17  O5    180.00   0.0  0
 ERC  CONST_22  C19  C18  C17  O5    180.00   0.0  0
 ERC  CONST_23  C10  C9   C8   C7    180.00   0.0  0
 ERC  CONST_24  C16  C15  C14  C13   180.00   0.0  0
 ERC  CONST_25  C18  C19  C14  C13   180.00   0.0  0
 ERC  CONST_26  C5   N1   C1   O1    180.00   0.0  0
 ERC  CONST_27  H8   C8   C9   C4    180.00   0.0  0
 ERC  CONST_28  H7   C7   C6   C5    180.00   0.0  0
 ERC  CONST_29  H16  C16  C15  C14   180.00   0.0  0
 ERC  CONST_30  H19  C19  C14  C15   180.00   0.0  0
 ERC  CONST_31  H15  C15  C16  C17   180.00   0.0  0
 ERC  CONST_32  HN1  N1   C1   C2    180.00   0.0  0
 ERC  Var_01    C15  C14  C13  C12    91.70  30.0  2
 ERC  Var_02    C14  C13  C12  N2    176.03  30.0  3
 ERC  Var_03    C22  C21  O5   C17  -173.95  30.0  3
 ERC  Var_04    H20  C20  O4   C18    62.88  30.0  3
 ERC  Var_05    C21  C22  C23  S1   -177.49  30.0  1
 ERC  Var_06    C23  C22  C21  O5   -179.34  30.0  3
 ERC  Var_07    C12  N2   C11  C10   161.59  30.0  1
 ERC  Var_08    C13  C12  N2   C11  -176.51  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
 ERC  chir_01  C10  O3  C9  C11  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
 ERC  plan-1  O4   0.020
 ERC  plan-1  O5   0.020
 ERC  plan-1  C13  0.020
 ERC  plan-1  C14  0.020
 ERC  plan-1  C15  0.020
 ERC  plan-1  C16  0.020
 ERC  plan-1  C17  0.020
 ERC  plan-1  C18  0.020
 ERC  plan-1  C19  0.020
 ERC  plan-1  H15  0.020
 ERC  plan-1  H16  0.020
 ERC  plan-1  H19  0.020
 ERC  plan-2  C1   0.020
 ERC  plan-2  N1   0.020
 ERC  plan-2  O1   0.020
 ERC  plan-2  C2   0.020
 ERC  plan-2  O2   0.020
 ERC  plan-2  C3   0.020
 ERC  plan-2  C4   0.020
 ERC  plan-2  C5   0.020
 ERC  plan-2  C6   0.020
 ERC  plan-2  C7   0.020
 ERC  plan-2  C8   0.020
 ERC  plan-2  C9   0.020
 ERC  plan-2  C10  0.020
 ERC  plan-2  HN1  0.020
 ERC  plan-2  H2   0.020
 ERC  plan-2  H3   0.020
 ERC  plan-2  H7   0.020
 ERC  plan-2  H8   0.020

