# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  8 12:15:33 2020
#   Inital geometry file: a 128 line input string
#   Ligand name: 8-hydroxy-5-[(1R)-1-hydroxy-2-[[(2R)-1-(4-methoxyphenyl)propan-2-yl]amino]ethyl]-1H-quinolin-2-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(C[C@@H](C)NC[C@H](O)c2ccc(O)c3NC(=O)C=Cc23)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
 WHJ  WHJ  8-hydroxy-5-[(1R)-1-hydroxy-2-[[(2R)-1-(4-methoxyphenyl)propan-2-yl]amino]ethyl]-1H-quinolin-2-one  ligand  51  27  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_WHJ
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
 WHJ  O1    O  O     0  -0.497   4.2804  -3.9143  -1.2958
 WHJ  C9    C  CR6   0   0.523   3.8213  -2.8551  -0.8835
 WHJ  N1    N  NR16  0  -0.744   4.6083  -1.7447  -0.7442
 WHJ  C7    C  CR66  0   0.328   4.1900  -0.5140  -0.3020
 WHJ  C6    C  CR6   0   0.297   5.1150   0.5409  -0.2152
 WHJ  O2    O  OH1   0  -0.633   6.3817   0.2588  -0.5775
 WHJ  C5    C  CR16  0  -0.369   4.6807   1.7709   0.2243
 WHJ  C4    C  CR16  0  -0.332   3.3443   1.9722   0.5802
 WHJ  C8    C  CR16  0  -0.456   2.4365  -2.6524  -0.5009
 WHJ  C1    C  CR16  0  -0.156   1.9902  -1.4604  -0.0593
 WHJ  C2    C  CR66  0   0.013   2.8513  -0.3169   0.0595
 WHJ  C3    C  CR6   0   0.022   2.4204   0.9522   0.5085
 WHJ  C10   C  CH1   0  -0.022   0.9735   1.1973   0.8558
 WHJ  O4    O  OH1   0  -0.677   0.8549   2.3111   1.7015
 WHJ  C11   C  CH2   0  -0.305   0.1420   1.4426  -0.4094
 WHJ  N2    N  NH1   0  -0.629  -1.1925   1.8407  -0.0036
 WHJ  C12   C  CH1   0  -0.051  -2.0348   2.3902  -1.0598
 WHJ  C13   C  CH3   0  -0.666  -1.5586   3.7732  -1.4796
 WHJ  C14   C  CH2   0  -0.501  -3.4826   2.4701  -0.5601
 WHJ  C15   C  CR6   0   0.073  -4.0510   1.1418  -0.1415
 WHJ  C20   C  CR16  0  -0.294  -4.2112   0.8103   1.2042
 WHJ  C19   C  CR16  0  -0.330  -4.7055  -0.4226   1.5930
 WHJ  C18   C  CR6   0   0.366  -5.0569  -1.3722   0.6337
 WHJ  O3    O  O2    0  -0.472  -5.5308  -2.5460   1.0974
 WHJ  C21   C  CH3   0  -0.435  -5.9086  -3.5359   0.1626
 WHJ  C17   C  CR16  0  -0.368  -4.9061  -1.0605  -0.7162
 WHJ  C16   C  CR16  0  -0.284  -4.4088   0.1838  -1.0841
 WHJ  H1    H  HNR6  0   0.414   5.5824  -1.8537  -0.9941
 WHJ  H8    H  HCR6  0   0.280   1.7692  -3.4992  -0.5806
 WHJ  H2    H  HOH1  0   0.485   6.9467   1.0343  -0.4859
 WHJ  H5    H  HCR6  0   0.279   5.3824   2.5938   0.2959
 WHJ  H4    H  HCR6  0   0.259   3.0421   2.9530   0.9179
 WHJ  HA    H  HCR6  0   0.269   0.9479  -1.3726   0.2161
 WHJ  H10   H  HCH1  0   0.214   0.5713   0.3059   1.3632
 WHJ  HB    H  HOH1  0   0.440  -0.0452   2.6385   1.5370
 WHJ  H111  H  HCH2  0   0.243   0.6097   2.2538  -0.9711
 WHJ  H112  H  HCH2  0   0.223   0.1568   0.5573  -1.0589
 WHJ  HC    H  HNH1  0   0.361  -1.6565   1.0280   0.3895
 WHJ  H12   H  HCH1  0   0.204  -2.0223   1.7360  -1.9470
 WHJ  H131  H  HCH3  0   0.231  -2.2158   4.1789  -2.2494
 WHJ  H132  H  HCH3  0   0.222  -1.5674   4.4552  -0.6278
 WHJ  H133  H  HCH3  0   0.236  -0.5500   3.7593  -1.8928
 WHJ  H141  H  HCH2  0   0.240  -3.5267   3.1716   0.2781
 WHJ  H142  H  HCH2  0   0.248  -4.0902   2.8987  -1.3614
 WHJ  H20   H  HCR6  0   0.252  -3.9502   1.5334   1.9685
 WHJ  H16   H  HCR6  0   0.250  -4.3053   0.4072  -2.1399
 WHJ  H19   H  HCR6  0   0.260  -4.8233  -0.6571   2.6439
 WHJ  H17   H  HCR6  0   0.276  -5.1720  -1.7668  -1.4915
 WHJ  H211  H  HCH3  0   0.227  -6.7147  -3.1946  -0.4926
 WHJ  H212  H  HCH3  0   0.227  -5.0656  -3.8572  -0.4552
 WHJ  H213  H  HCH3  0   0.259  -6.2635  -4.3868   0.7390

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
 WHJ  O1   C9    double    1.226  0.020  1.226
 WHJ  C9   N1    single    1.368  0.020  1.368
 WHJ  C9   C8    single    1.451  0.020  1.451
 WHJ  N1   C7    single    1.373  0.020  1.373
 WHJ  C7   C6    aromatic  1.406  0.020  1.406
 WHJ  C7   C2    aromatic  1.401  0.020  1.401
 WHJ  C6   O2    single    1.347  0.020  1.347
 WHJ  C6   C5    aromatic  1.376  0.020  1.376
 WHJ  C5   C4    aromatic  1.398  0.020  1.398
 WHJ  C4   C3    aromatic  1.378  0.020  1.378
 WHJ  C8   C1    double    1.347  0.020  1.347
 WHJ  C1   C2    single    1.436  0.020  1.436
 WHJ  C2   C3    aromatic  1.413  0.020  1.413
 WHJ  C3   C10   single    1.508  0.020  1.508
 WHJ  C10  O4    single    1.403  0.020  1.403
 WHJ  C10  C11   single    1.534  0.020  1.534
 WHJ  C11  N2    single    1.450  0.020  1.450
 WHJ  N2   C12   single    1.458  0.020  1.458
 WHJ  C12  C13   single    1.522  0.020  1.522
 WHJ  C12  C14   single    1.534  0.020  1.534
 WHJ  C14  C15   single    1.504  0.020  1.504
 WHJ  C15  C20   aromatic  1.395  0.020  1.395
 WHJ  C15  C16   aromatic  1.391  0.020  1.391
 WHJ  C20  C19   aromatic  1.384  0.020  1.384
 WHJ  C19  C18   aromatic  1.395  0.020  1.395
 WHJ  C18  O3    single    1.348  0.020  1.348
 WHJ  C18  C17   aromatic  1.394  0.020  1.394
 WHJ  O3   C21   single    1.413  0.020  1.413
 WHJ  C17  C16   aromatic  1.390  0.020  1.390
 WHJ  N1   H1    single    0.860  0.020  1.020
 WHJ  C8   H8    single    0.930  0.020  1.080
 WHJ  O2   H2    single    0.850  0.020  0.980
 WHJ  C5   H5    single    0.930  0.020  1.080
 WHJ  C4   H4    single    0.930  0.020  1.080
 WHJ  C1   HA    single    0.930  0.020  1.080
 WHJ  C10  H10   single    0.970  0.020  1.090
 WHJ  O4   HB    single    0.850  0.020  0.980
 WHJ  C11  H111  single    0.970  0.020  1.090
 WHJ  C11  H112  single    0.970  0.020  1.090
 WHJ  N2   HC    single    0.890  0.020  1.040
 WHJ  C12  H12   single    0.970  0.020  1.090
 WHJ  C13  H131  single    0.970  0.020  1.090
 WHJ  C13  H132  single    0.970  0.020  1.090
 WHJ  C13  H133  single    0.970  0.020  1.090
 WHJ  C14  H141  single    0.970  0.020  1.090
 WHJ  C14  H142  single    0.970  0.020  1.090
 WHJ  C20  H20   single    0.930  0.020  1.080
 WHJ  C16  H16   single    0.930  0.020  1.080
 WHJ  C19  H19   single    0.930  0.020  1.080
 WHJ  C17  H17   single    0.930  0.020  1.080
 WHJ  C21  H211  single    0.970  0.020  1.090
 WHJ  C21  H212  single    0.970  0.020  1.090
 WHJ  C21  H213  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
 WHJ  C8    C9   N1    114.13  3.000
 WHJ  C8    C9   O1    124.53  3.000
 WHJ  N1    C9   O1    121.33  3.000
 WHJ  H1    N1   C7    118.01  3.000
 WHJ  H1    N1   C9    116.19  3.000
 WHJ  C7    N1   C9    125.80  3.000
 WHJ  C2    C7   C6    120.49  3.000
 WHJ  C2    C7   N1    120.03  3.000
 WHJ  C6    C7   N1    119.48  3.000
 WHJ  C5    C6   O2    124.72  3.000
 WHJ  C5    C6   C7    118.86  3.000
 WHJ  O2    C6   C7    116.42  3.000
 WHJ  H2    O2   C6    110.93  3.000
 WHJ  H5    C5   C4    119.53  3.000
 WHJ  H5    C5   C6    119.69  3.000
 WHJ  C4    C5   C6    120.78  3.000
 WHJ  H4    C4   C3    120.04  3.000
 WHJ  H4    C4   C5    118.54  3.000
 WHJ  C3    C4   C5    121.42  3.000
 WHJ  H8    C8   C1    120.85  3.000
 WHJ  H8    C8   C9    117.40  3.000
 WHJ  C1    C8   C9    121.75  3.000
 WHJ  HA    C1   C2    119.47  3.000
 WHJ  HA    C1   C8    118.33  3.000
 WHJ  C2    C1   C8    122.21  3.000
 WHJ  C3    C2   C1    123.94  3.000
 WHJ  C3    C2   C7    119.98  3.000
 WHJ  C1    C2   C7    116.08  3.000
 WHJ  C10   C3   C2    120.76  3.000
 WHJ  C10   C3   C4    120.73  3.000
 WHJ  C2    C3   C4    118.47  3.000
 WHJ  H10   C10  C11   108.14  3.000
 WHJ  H10   C10  O4    109.50  3.000
 WHJ  C11   C10  O4    108.92  3.000
 WHJ  H10   C10  C3    108.96  3.000
 WHJ  C11   C10  C3    110.87  3.000
 WHJ  O4    C10  C3    110.41  3.000
 WHJ  HB    O4   C10   104.10  3.000
 WHJ  H112  C11  H111  106.79  3.000
 WHJ  H112  C11  N2    113.53  3.000
 WHJ  H111  C11  N2    109.52  3.000
 WHJ  H112  C11  C10   110.59  3.000
 WHJ  H111  C11  C10   108.11  3.000
 WHJ  N2    C11  C10   108.17  3.000
 WHJ  HC    N2   C12   108.55  3.000
 WHJ  HC    N2   C11   108.01  3.000
 WHJ  C12   N2   C11   115.60  3.000
 WHJ  H12   C12  C14   107.69  3.000
 WHJ  H12   C12  C13   108.29  3.000
 WHJ  C14   C12  C13   109.75  3.000
 WHJ  H12   C12  N2    110.65  3.000
 WHJ  C14   C12  N2    109.20  3.000
 WHJ  C13   C12  N2    111.19  3.000
 WHJ  H133  C13  H132  108.14  3.000
 WHJ  H133  C13  H131  107.15  3.000
 WHJ  H132  C13  H131  108.28  3.000
 WHJ  H133  C13  C12   112.49  3.000
 WHJ  H132  C13  C12   110.50  3.000
 WHJ  H131  C13  C12   110.14  3.000
 WHJ  H142  C14  H141  106.72  3.000
 WHJ  H142  C14  C15   109.89  3.000
 WHJ  H141  C14  C15   109.74  3.000
 WHJ  H142  C14  C12   107.84  3.000
 WHJ  H141  C14  C12   108.73  3.000
 WHJ  C15   C14  C12   113.66  3.000
 WHJ  C16   C15  C20   117.42  3.000
 WHJ  C16   C15  C14   121.12  3.000
 WHJ  C20   C15  C14   121.44  3.000
 WHJ  H20   C20  C19   118.82  3.000
 WHJ  H20   C20  C15   119.60  3.000
 WHJ  C19   C20  C15   121.58  3.000
 WHJ  H19   C19  C18   119.50  3.000
 WHJ  H19   C19  C20   120.29  3.000
 WHJ  C18   C19  C20   120.21  3.000
 WHJ  C17   C18  O3    124.47  3.000
 WHJ  C17   C18  C19   119.12  3.000
 WHJ  O3    C18  C19   116.41  3.000
 WHJ  C21   O3   C18   118.45  3.000
 WHJ  H213  C21  H212  108.73  3.000
 WHJ  H213  C21  H211  108.73  3.000
 WHJ  H212  C21  H211  108.76  3.000
 WHJ  H213  C21  O3    106.55  3.000
 WHJ  H212  C21  O3    111.94  3.000
 WHJ  H211  C21  O3    112.02  3.000
 WHJ  H17   C17  C16   118.87  3.000
 WHJ  H17   C17  C18   121.43  3.000
 WHJ  C16   C17  C18   119.70  3.000
 WHJ  H16   C16  C17   118.46  3.000
 WHJ  H16   C16  C15   119.57  3.000
 WHJ  C17   C16  C15   121.97  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
 WHJ  CONST_01  C4    C5   C6   C7     0.00   0.0  0
 WHJ  CONST_02  C4    C3   C2   C7     0.00   0.0  0
 WHJ  CONST_03  C3    C2   C7   C6     0.00   0.0  0
 WHJ  CONST_04  C3    C4   C5   C6     0.00   0.0  0
 WHJ  CONST_05  C2    C7   C6   C5     0.00   0.0  0
 WHJ  CONST_06  C2    C3   C4   C5     0.00   0.0  0
 WHJ  CONST_07  C18   C19  C20  C15    0.00   0.0  0
 WHJ  CONST_08  C18   C17  C16  C15    0.00   0.0  0
 WHJ  CONST_09  C17   C16  C15  C20    0.00   0.0  0
 WHJ  CONST_10  C17   C18  C19  C20    0.00   0.0  0
 WHJ  CONST_11  C16   C15  C20  C19    0.00   0.0  0
 WHJ  CONST_12  C16   C17  C18  C19    0.00   0.0  0
 WHJ  CONST_13  C8    C9   N1   C7     0.00   0.0  0
 WHJ  CONST_14  O2    C6   C7   N1     0.00   0.0  0
 WHJ  CONST_15  C10   C3   C2   C7   180.00   0.0  0
 WHJ  CONST_16  C2    C7   C6   O2   180.00   0.0  0
 WHJ  CONST_17  C4    C5   C6   O2   180.00   0.0  0
 WHJ  CONST_18  C10   C3   C4   C5   180.00   0.0  0
 WHJ  CONST_19  C10   C3   C2   C1     0.00   0.0  0
 WHJ  CONST_20  C19   C20  C15  C14  180.00   0.0  0
 WHJ  CONST_21  C17   C16  C15  C14  180.00   0.0  0
 WHJ  CONST_22  O3    C18  C19  C20  180.00   0.0  0
 WHJ  CONST_23  C16   C17  C18  O3   180.00   0.0  0
 WHJ  CONST_24  C7    N1   C9   O1   180.00   0.0  0
 WHJ  CONST_25  H5    C5   C6   C7   180.00   0.0  0
 WHJ  CONST_26  H4    C4   C5   C6   180.00   0.0  0
 WHJ  CONST_27  H19   C19  C20  C15  180.00   0.0  0
 WHJ  CONST_28  H17   C17  C16  C15  180.00   0.0  0
 WHJ  CONST_29  H16   C16  C15  C20  180.00   0.0  0
 WHJ  CONST_30  H20   C20  C19  C18  180.00   0.0  0
 WHJ  CONST_31  H1    N1   C9   C8   180.00   0.0  0
 WHJ  Var_01    C20   C15  C14  C12  104.90  30.0  2
 WHJ  Var_02    C17   C18  O3   C21   -0.22  30.0  2
 WHJ  Var_03    H211  C21  O3   C18  -60.83  30.0  3
 WHJ  Var_04    C12   N2   C11  C10  167.35  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
 WHJ  chir_01  C10  C3  O4   C11  negativ
 WHJ  chir_02  C12  N2  C14  C13  negativ

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
 WHJ  plan-1  C14  0.020
 WHJ  plan-1  C15  0.020
 WHJ  plan-1  C20  0.020
 WHJ  plan-1  C19  0.020
 WHJ  plan-1  C18  0.020
 WHJ  plan-1  O3   0.020
 WHJ  plan-1  C17  0.020
 WHJ  plan-1  C16  0.020
 WHJ  plan-1  H20  0.020
 WHJ  plan-1  H16  0.020
 WHJ  plan-1  H19  0.020
 WHJ  plan-1  H17  0.020
 WHJ  plan-2  O1   0.020
 WHJ  plan-2  C9   0.020
 WHJ  plan-2  N1   0.020
 WHJ  plan-2  C7   0.020
 WHJ  plan-2  C6   0.020
 WHJ  plan-2  O2   0.020
 WHJ  plan-2  C5   0.020
 WHJ  plan-2  C4   0.020
 WHJ  plan-2  C8   0.020
 WHJ  plan-2  C1   0.020
 WHJ  plan-2  C2   0.020
 WHJ  plan-2  C3   0.020
 WHJ  plan-2  C10  0.020
 WHJ  plan-2  H1   0.020
 WHJ  plan-2  H8   0.020
 WHJ  plan-2  H5   0.020
 WHJ  plan-2  H4   0.020
 WHJ  plan-2  HA   0.020

