# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 22 04:10:21 2022
#   Inital geometry file: a 141 line input string
#   Ligand name: ~{N}-[3-(7,8-dihydro-5~{H}-[1,3]dioxolo[4,5-g]isoquinolin-6-ylmethyl)phenyl]-2-ethyl-2-methanoyl-butanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCC(CC)(C=O)C(=O)Nc1cccc(CN2CCc3cc4OCOc4cc3C2)c1
#
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
 QXQ  QXQ  ~{N}-[3-(7,8-dihydro-5~{H}-[1,3]dioxolo[4,5-g]isoquinolin-6-ylmethyl)phenyl]-2-ethyl-2-methanoyl-butanamide  ligand  58  30  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_QXQ
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
 QXQ  C1   C  CT    0  -0.377  34.7286  -31.1166  -42.9919
 QXQ  C2   C  CH2   0  -0.421  33.8727  -31.7970  -44.0901
 QXQ  C3   C  CH3   0  -0.679  32.9625  -32.9220  -43.6115
 QXQ  C4   C  CH2   0  -0.454  33.8616  -30.6696  -41.7970
 QXQ  C5   C  CH3   0  -0.664  32.7938  -29.6446  -42.1491
 QXQ  C6   C  C     0   0.605  35.5145  -29.9498  -43.6162
 QXQ  N7   N  NH1   0  -0.749  36.2152  -29.2078  -42.7224
 QXQ  C8   C  CR6   0   0.394  37.0689  -28.1183  -42.9353
 QXQ  C9   C  CR16  0  -0.383  37.3623  -27.5701  -44.1848
 QXQ  C10  C  CR6   0   0.099  38.2400  -26.4946  -44.2939
 QXQ  C11  C  CR16  0  -0.310  38.8188  -25.9504  -43.1534
 QXQ  C12  C  CR16  0  -0.224  38.5165  -26.4858  -41.9097
 QXQ  C13  C  CR16  0  -0.368  37.6541  -27.5608  -41.7958
 QXQ  C14  C  CH2   0  -0.308  38.5994  -25.9732  -45.6647
 QXQ  N15  N  NT    0  -0.433  38.9073  -24.5613  -45.6641
 QXQ  C16  C  CH2   0  -0.299  39.6403  -24.1669  -46.8464
 QXQ  C17  C  CR6   0   0.021  39.9471  -22.6912  -46.8555
 QXQ  C18  C  CR6   0   0.052  39.2421  -21.8097  -46.0445
 QXQ  C19  C  CH2   0  -0.493  38.1691  -22.3205  -45.1216
 QXQ  C20  C  CH2   0  -0.301  37.7344  -23.7264  -45.4891
 QXQ  C21  C  C1    0   0.210  35.7174  -32.1586  -42.5079
 QXQ  O22  O  O     0  -0.443  35.5084  -29.7294  -44.8114
 QXQ  O23  O  O     0  -0.355  36.8756  -32.2050  -42.8324
 QXQ  C7   C  CR16  0  -0.381  40.9549  -22.2266  -47.7188
 QXQ  C15  C  CR56  0   0.299  41.2223  -20.8843  -47.7190
 QXQ  C22  C  CR56  0   0.299  40.5269  -20.0041  -46.9038
 QXQ  C23  C  CR16  0  -0.386  39.5366  -20.4340  -46.0628
 QXQ  O24  O  O     0  -0.486  42.1237  -20.1907  -48.4607
 QXQ  O25  O  O     0  -0.485  40.9790  -18.7416  -47.1196
 QXQ  C26  C  CH2   0   0.065  42.1535  -18.8847  -47.9044
 QXQ  H1   H  HCH2  0   0.251  34.5371  -32.1812  -44.8662
 QXQ  H2   H  HCH2  0   0.254  33.2629  -31.0323  -44.5738
 QXQ  H3   H  HCH3  0   0.244  32.4482  -33.3546  -44.4696
 QXQ  H4   H  HCH3  0   0.229  33.5052  -33.7317  -43.1230
 QXQ  H5   H  HCH3  0   0.232  32.1951  -32.5710  -42.9219
 QXQ  H6   H  HCH2  0   0.259  33.3877  -31.5558  -41.3696
 QXQ  H7   H  HCH2  0   0.250  34.4869  -30.2767  -40.9907
 QXQ  H8   H  HCH3  0   0.244  32.2260  -29.3764  -41.2587
 QXQ  H9   H  HCH3  0   0.229  33.2249  -28.7259  -42.5494
 QXQ  H10  H  HCH3  0   0.234  32.0869  -30.0300  -42.8837
 QXQ  H11  H  HNH1  0   0.415  36.1485  -29.4839  -41.7547
 QXQ  H12  H  HCR6  0   0.272  36.9144  -27.9729  -45.0797
 QXQ  H13  H  HCR6  0   0.243  39.4931  -25.1090  -43.2411
 QXQ  H14  H  HCR6  0   0.254  38.9591  -26.0647  -41.0162
 QXQ  H15  H  HCR6  0   0.265  37.4305  -27.9703  -40.8174
 QXQ  H16  H  HCH2  0   0.216  37.7997  -26.2276  -46.3800
 QXQ  H17  H  HCH2  0   0.256  39.4890  -26.5106  -46.0092
 QXQ  H19  H  HCH2  0   0.210  39.0920  -24.4223  -47.7715
 QXQ  H20  H  HCH2  0   0.250  40.5761  -24.7318  -46.8832
 QXQ  H21  H  HCH2  0   0.243  38.5410  -22.3205  -44.0923
 QXQ  H22  H  HCH2  0   0.243  37.3077  -21.6486  -45.1393
 QXQ  H23  H  HCH2  0   0.246  37.1157  -24.1377  -44.6904
 QXQ  H24  H  HCH2  0   0.206  37.1139  -23.7127  -46.4011
 QXQ  H25  H  H     0   0.214  35.2861  -32.9198  -41.8336
 QXQ  H26  H  HCR6  0   0.262  41.5013  -22.9131  -48.3540
 QXQ  H27  H  HCR6  0   0.261  38.9890  -19.7442  -45.4323
 QXQ  H28  H  HCH2  0   0.227  43.0408  -18.7708  -47.2700
 QXQ  H18  H  HCH2  0   0.243  42.1581  -18.1430  -48.7027

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
 QXQ  C26  O24  single    1.420  0.020  1.420
 QXQ  C26  O25  single    1.420  0.020  1.420
 QXQ  O24  C15  single    1.358  0.020  1.358
 QXQ  O25  C22  single    1.358  0.020  1.358
 QXQ  C15  C22  aromatic  1.387  0.020  1.387
 QXQ  C15  C7   aromatic  1.369  0.020  1.369
 QXQ  C22  C23  aromatic  1.369  0.020  1.369
 QXQ  C7   C17  aromatic  1.406  0.020  1.406
 QXQ  C23  C18  aromatic  1.407  0.020  1.407
 QXQ  C17  C18  aromatic  1.390  0.020  1.390
 QXQ  C17  C16  single    1.507  0.020  1.507
 QXQ  C18  C19  single    1.505  0.020  1.505
 QXQ  C16  N15  single    1.446  0.020  1.446
 QXQ  C19  C20  single    1.517  0.020  1.517
 QXQ  C20  N15  single    1.450  0.020  1.450
 QXQ  N15  C14  single    1.445  0.020  1.445
 QXQ  C3   C2   single    1.524  0.020  1.524
 QXQ  C14  C10  single    1.510  0.020  1.510
 QXQ  C2   C1   single    1.550  0.020  1.550
 QXQ  O22  C6   double    1.215  0.020  1.215
 QXQ  O23  C21  double    1.204  0.020  1.204
 QXQ  C9   C10  aromatic  1.392  0.020  1.392
 QXQ  C9   C8   aromatic  1.396  0.020  1.396
 QXQ  C6   C1   single    1.539  0.020  1.539
 QXQ  C6   N7   single    1.357  0.020  1.357
 QXQ  C10  C11  aromatic  1.390  0.020  1.390
 QXQ  C1   C21  single    1.516  0.020  1.516
 QXQ  C1   C4   single    1.543  0.020  1.543
 QXQ  N7   C8   single    1.400  0.020  1.400
 QXQ  C8   C13  aromatic  1.397  0.020  1.397
 QXQ  C11  C12  aromatic  1.387  0.020  1.387
 QXQ  C4   C5   single    1.521  0.020  1.521
 QXQ  C13  C12  aromatic  1.383  0.020  1.383
 QXQ  C2   H1   single    0.970  0.020  1.090
 QXQ  C2   H2   single    0.970  0.020  1.090
 QXQ  C3   H3   single    0.970  0.020  1.090
 QXQ  C3   H4   single    0.970  0.020  1.090
 QXQ  C3   H5   single    0.970  0.020  1.090
 QXQ  C4   H6   single    0.970  0.020  1.090
 QXQ  C4   H7   single    0.970  0.020  1.090
 QXQ  C5   H8   single    0.970  0.020  1.090
 QXQ  C5   H9   single    0.970  0.020  1.090
 QXQ  C5   H10  single    0.970  0.020  1.090
 QXQ  N7   H11  single    0.860  0.020  1.020
 QXQ  C9   H12  single    0.930  0.020  1.080
 QXQ  C11  H13  single    0.930  0.020  1.080
 QXQ  C12  H14  single    0.930  0.020  1.080
 QXQ  C13  H15  single    0.930  0.020  1.080
 QXQ  C14  H16  single    0.970  0.020  1.090
 QXQ  C14  H17  single    0.970  0.020  1.090
 QXQ  C16  H19  single    0.970  0.020  1.090
 QXQ  C16  H20  single    0.970  0.020  1.090
 QXQ  C19  H21  single    0.970  0.020  1.090
 QXQ  C19  H22  single    0.970  0.020  1.090
 QXQ  C20  H23  single    0.970  0.020  1.090
 QXQ  C20  H24  single    0.970  0.020  1.090
 QXQ  C21  H25  single    0.930  0.020  1.080
 QXQ  C7   H26  single    0.930  0.020  1.080
 QXQ  C23  H27  single    0.930  0.020  1.080
 QXQ  C26  H28  single    0.970  0.020  1.090
 QXQ  C26  H18  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
 QXQ  C21  C1   C6   108.52  3.000
 QXQ  C21  C1   C4   108.58  3.000
 QXQ  C6   C1   C4   112.43  3.000
 QXQ  C4   C1   C2   111.45  3.000
 QXQ  C21  C1   C2   106.54  3.000
 QXQ  C6   C1   C2   109.11  3.000
 QXQ  H2   C2   H1   105.77  3.000
 QXQ  H2   C2   C3   108.83  3.000
 QXQ  H1   C2   C3   109.09  3.000
 QXQ  H2   C2   C1   108.37  3.000
 QXQ  H1   C2   C1   108.79  3.000
 QXQ  C3   C2   C1   115.55  3.000
 QXQ  H5   C3   H4   107.83  3.000
 QXQ  H5   C3   H3   107.08  3.000
 QXQ  H4   C3   H3   107.04  3.000
 QXQ  H5   C3   C2   112.42  3.000
 QXQ  H4   C3   C2   113.05  3.000
 QXQ  H3   C3   C2   109.12  3.000
 QXQ  H7   C4   H6   104.54  3.000
 QXQ  H7   C4   C5   109.27  3.000
 QXQ  H6   C4   C5   109.43  3.000
 QXQ  H7   C4   C1   110.72  3.000
 QXQ  H6   C4   C1   108.18  3.000
 QXQ  C5   C4   C1   114.23  3.000
 QXQ  H10  C5   H9   107.87  3.000
 QXQ  H10  C5   H8   107.45  3.000
 QXQ  H9   C5   H8   107.37  3.000
 QXQ  H10  C5   C4   111.89  3.000
 QXQ  H9   C5   C4   112.02  3.000
 QXQ  H8   C5   C4   110.02  3.000
 QXQ  O22  C6   N7   123.46  3.000
 QXQ  N7   C6   C1   114.28  3.000
 QXQ  O22  C6   C1   122.26  3.000
 QXQ  H11  N7   C8   113.52  3.000
 QXQ  H11  N7   C6   116.64  3.000
 QXQ  C8   N7   C6   129.81  3.000
 QXQ  C13  C8   C9   119.04  3.000
 QXQ  C13  C8   N7   116.22  3.000
 QXQ  C9   C8   N7   124.74  3.000
 QXQ  H12  C9   C10  119.02  3.000
 QXQ  H12  C9   C8   120.58  3.000
 QXQ  C10  C9   C8   120.40  3.000
 QXQ  C14  C10  C11  120.70  3.000
 QXQ  C11  C10  C9   120.04  3.000
 QXQ  C14  C10  C9   119.20  3.000
 QXQ  H13  C11  C12  120.58  3.000
 QXQ  H13  C11  C10  119.84  3.000
 QXQ  C12  C11  C10  119.59  3.000
 QXQ  H14  C12  C13  119.30  3.000
 QXQ  H14  C12  C11  120.05  3.000
 QXQ  C13  C12  C11  120.65  3.000
 QXQ  H15  C13  C12  119.78  3.000
 QXQ  H15  C13  C8   119.93  3.000
 QXQ  C12  C13  C8   120.29  3.000
 QXQ  H17  C14  H16  105.77  3.000
 QXQ  H17  C14  N15  107.85  3.000
 QXQ  H16  C14  N15  112.35  3.000
 QXQ  H17  C14  C10  108.03  3.000
 QXQ  H16  C14  C10  109.67  3.000
 QXQ  N15  C14  C10  112.81  3.000
 QXQ  C20  N15  C16  110.59  3.000
 QXQ  C20  N15  C14  112.97  3.000
 QXQ  C16  N15  C14  111.97  3.000
 QXQ  H20  C16  H19  106.08  3.000
 QXQ  H20  C16  C17  109.35  3.000
 QXQ  H19  C16  C17  108.79  3.000
 QXQ  H20  C16  N15  108.68  3.000
 QXQ  H19  C16  N15  111.70  3.000
 QXQ  C17  C16  N15  112.03  3.000
 QXQ  C7   C17  C18  120.81  3.000
 QXQ  C18  C17  C16  120.95  3.000
 QXQ  C7   C17  C16  118.23  3.000
 QXQ  C23  C18  C19  119.28  3.000
 QXQ  C19  C18  C17  120.28  3.000
 QXQ  C23  C18  C17  120.43  3.000
 QXQ  H22  C19  H21  106.44  3.000
 QXQ  H22  C19  C20  109.88  3.000
 QXQ  H21  C19  C20  108.98  3.000
 QXQ  H22  C19  C18  110.09  3.000
 QXQ  H21  C19  C18  109.55  3.000
 QXQ  C20  C19  C18  111.74  3.000
 QXQ  H24  C20  H23  106.92  3.000
 QXQ  H24  C20  C19  110.49  3.000
 QXQ  H23  C20  C19  109.55  3.000
 QXQ  H24  C20  N15  111.24  3.000
 QXQ  H23  C20  N15  109.27  3.000
 QXQ  C19  C20  N15  109.33  3.000
 QXQ  H25  C21  O23  120.91  3.000
 QXQ  H25  C21  C1   114.45  3.000
 QXQ  O23  C21  C1   124.62  3.000
 QXQ  H26  C7   C15  121.53  3.000
 QXQ  H26  C7   C17  120.81  3.000
 QXQ  C15  C7   C17  117.66  3.000
 QXQ  O24  C15  C22  109.25  3.000
 QXQ  C22  C15  C7   121.63  3.000
 QXQ  O24  C15  C7   129.11  3.000
 QXQ  O25  C22  C23  129.09  3.000
 QXQ  C23  C22  C15  121.65  3.000
 QXQ  O25  C22  C15  109.25  3.000
 QXQ  H27  C23  C22  121.56  3.000
 QXQ  H27  C23  C18  120.62  3.000
 QXQ  C22  C23  C18  117.82  3.000
 QXQ  C26  O24  C15  105.65  3.000
 QXQ  C26  O25  C22  105.63  3.000
 QXQ  H18  C26  H28  110.47  3.000
 QXQ  H18  C26  O25  109.86  3.000
 QXQ  H28  C26  O25  109.82  3.000
 QXQ  H18  C26  O24  109.83  3.000
 QXQ  H28  C26  O24  109.83  3.000
 QXQ  O25  C26  O24  106.97  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
 QXQ  CONST_01  C11  C10  C9   C8      0.00   0.0  0
 QXQ  CONST_02  C11  C12  C13  C8      0.00   0.0  0
 QXQ  CONST_03  C12  C11  C10  C9      0.00   0.0  0
 QXQ  CONST_04  C12  C13  C8   C9      0.00   0.0  0
 QXQ  CONST_05  C13  C8   C9   C10     0.00   0.0  0
 QXQ  CONST_06  C13  C12  C11  C10     0.00   0.0  0
 QXQ  CONST_07  C22  C15  C7   C17     0.00   0.0  0
 QXQ  CONST_08  C22  C23  C18  C17     0.00   0.0  0
 QXQ  CONST_09  C15  C22  C23  C18     0.00   0.0  0
 QXQ  CONST_10  C15  C7   C17  C18     0.00   0.0  0
 QXQ  CONST_11  C23  C22  C15  C7      0.00   0.0  0
 QXQ  CONST_12  C23  C18  C17  C7      0.00   0.0  0
 QXQ  CONST_13  C10  C9   C8   N7    180.00   0.0  0
 QXQ  CONST_14  C12  C13  C8   N7    180.00   0.0  0
 QXQ  CONST_15  C14  C10  C9   C8    180.00   0.0  0
 QXQ  CONST_16  C14  C10  C11  C12   180.00   0.0  0
 QXQ  CONST_17  H14  C12  C13  C8    180.00   0.0  0
 QXQ  CONST_18  H13  C11  C10  C9    180.00   0.0  0
 QXQ  CONST_19  H15  C13  C8   C9    180.00   0.0  0
 QXQ  CONST_20  H12  C9   C10  C11   180.00   0.0  0
 QXQ  CONST_21  H26  C7   C17  C16     0.00   0.0  0
 QXQ  CONST_22  H27  C23  C18  C17   180.00   0.0  0
 QXQ  CONST_23  C9   C8   N7   C6      0.00   0.0  0
 QXQ  CONST_24  C13  C8   N7   C6    180.00   0.0  0
 QXQ  CONST_25  H11  N7   C8   C9    180.00   0.0  0
 QXQ  CONST_26  C8   N7   C6   C1    180.00   0.0  0
 QXQ  CONST_27  O22  C6   N7   C8      0.00   0.0  0
 QXQ  Var_01    C7   C17  C16  N15   162.32  30.0  1
 QXQ  Var_02    C18  C19  C20  N15    48.75  30.0  1
 QXQ  Var_03    C19  C20  N15  C16   -69.01  30.0  1
 QXQ  Var_04    C20  C19  C18  C17   -16.09  30.0  1
 QXQ  Var_05    C20  N15  C16  C17    52.34  30.0  1
 QXQ  Var_06    O25  C26  O24  C15   -17.50  30.0  1
 QXQ  Var_07    O24  C26  O25  C22    17.51  30.0  1
 QXQ  Var_08    N15  C14  C10  C9    150.42  30.0  3
 QXQ  Var_09    C16  N15  C14  C10   161.80  30.0  1
 QXQ  Var_10    O22  C6   C1   C2     -5.86  30.0  2
 QXQ  Var_11    O23  C21  C1   C2    101.83  30.0  3
 QXQ  Var_12    C5   C4   C1   C2    -61.42  30.0  3
 QXQ  Var_13    C6   C1   C2   C3   -176.24  30.0  3
 QXQ  Var_14    H3   C3   C2   C1   -177.35  30.0  3
 QXQ  Var_15    H8   C5   C4   C1   -179.85  30.0  3

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
 QXQ  plan-1  N7   0.020
 QXQ  plan-1  C8   0.020
 QXQ  plan-1  C9   0.020
 QXQ  plan-1  C10  0.020
 QXQ  plan-1  C11  0.020
 QXQ  plan-1  C12  0.020
 QXQ  plan-1  C13  0.020
 QXQ  plan-1  C14  0.020
 QXQ  plan-1  H12  0.020
 QXQ  plan-1  H13  0.020
 QXQ  plan-1  H14  0.020
 QXQ  plan-1  H15  0.020
 QXQ  plan-2  C16  0.020
 QXQ  plan-2  C17  0.020
 QXQ  plan-2  C18  0.020
 QXQ  plan-2  C19  0.020
 QXQ  plan-2  C7   0.020
 QXQ  plan-2  C15  0.020
 QXQ  plan-2  C22  0.020
 QXQ  plan-2  C23  0.020
 QXQ  plan-2  O24  0.020
 QXQ  plan-2  O25  0.020
 QXQ  plan-2  H26  0.020
 QXQ  plan-2  H27  0.020
 QXQ  plan-3  C1   0.020
 QXQ  plan-3  C6   0.020
 QXQ  plan-3  N7   0.020
 QXQ  plan-3  C8   0.020
 QXQ  plan-3  O22  0.020
 QXQ  plan-3  H11  0.020
 QXQ  plan-4  C1   0.020
 QXQ  plan-4  C21  0.020
 QXQ  plan-4  O23  0.020
 QXQ  plan-4  H25  0.020

