# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 02:51:06 2020
#   Inital geometry file: a 109 line input string
#   Ligand name: 2-[3-(morpholin-4-yl)propyl]-1H-benzo[de]isoquinoline-1,3(2H)-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C1N(CCCN2CCOCC2)C(=O)c3cccc4cccc1c34
#
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
 BBO  BBO  2-[3-(morpholin-4-yl)propyl]-1H-benzo[de]isoquinoline-1,3(2H)-dione  ligand  44  24  .  2021-08-06  2023-02-02
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_BBO
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
 BBO  C10  C  CR16  0  -0.291  -3.2872   2.3448   0.5764
 BBO  C13  C  CH2   0  -0.307   0.7186   0.3691  -1.4512
 BBO  C15  C  CH2   0  -0.259   3.1745   0.3441  -0.9746
 BBO  C17  C  CH2   0  -0.186   5.5036  -0.9918   1.6415
 BBO  C01  C  CR16  0  -0.249  -4.5899   2.2235   1.0857
 BBO  C02  C  CR16  0  -0.301  -5.2098   1.0014   1.1176
 BBO  C03  C  CR66  0   0.117  -4.5513  -0.1516   0.6371
 BBO  C04  C  CR16  0  -0.300  -5.1545  -1.4282   0.6505
 BBO  C05  C  CR16  0  -0.249  -4.4808  -2.5235   0.1761
 BBO  C06  C  CR16  0  -0.292  -3.1781  -2.3911  -0.3297
 BBO  C07  C  CR66  0  -0.143  -2.5635  -1.1605  -0.3585
 BBO  C08  C  C     0   0.297  -3.2401  -0.0233   0.1232
 BBO  C09  C  CR66  0  -0.143  -2.6183   1.2400   0.1020
 BBO  C11  C  CR6   0   0.563  -1.2516   1.3802  -0.4291
 BBO  C12  C  CR6   0   0.563  -1.1976  -1.0342  -0.8944
 BBO  C14  C  CH2   0  -0.459   1.7822   0.2006  -0.3742
 BBO  C16  C  CH2   0  -0.311   4.3998  -1.0134   0.6017
 BBO  C18  C  CH2   0  -0.189   6.5679   0.7484   0.5366
 BBO  C19  C  CH2   0  -0.304   5.4926   0.7596  -0.5319
 BBO  N01  N  NR6   0  -0.614  -0.6402   0.2363  -0.9225
 BBO  N02  N  NT    0  -0.426   4.2289   0.3071   0.0209
 BBO  O01  O  O     0  -0.433  -0.6719   2.4466  -0.4457
 BBO  O02  O  O     0  -0.433  -0.5728  -1.9923  -1.3015
 BBO  O03  O  O2    0  -0.485   6.7234  -0.5343   1.1025
 BBO  H1   H  HCR6  0   0.275  -2.8108   3.3156   0.5568
 BBO  H2   H  HCH2  0   0.265   0.8014   1.3462  -1.9221
 BBO  H3   H  HCH2  0   0.266   0.8470  -0.3755  -2.2330
 BBO  H4   H  HCH2  0   0.195   3.3261  -0.4279  -1.7492
 BBO  H5   H  HCH2  0   0.234   3.2345   1.3091  -1.4874
 BBO  H7   H  HCH2  0   0.236   5.6728  -1.9985   2.0267
 BBO  H8   H  HCR6  0   0.275  -5.1011   3.1039   1.4498
 BBO  H9   H  HCR6  0   0.275  -6.2135   0.9071   1.5135
 BBO  H10  H  HCR6  0   0.275  -6.1587  -1.5327   1.0422
 BBO  H11  H  HCR6  0   0.275  -4.9481  -3.4984   0.1916
 BBO  H12  H  HCR6  0   0.275  -2.6582  -3.2650  -0.6979
 BBO  H13  H  HCH2  0   0.236   1.6505   0.9546   0.4049
 BBO  H14  H  HCH2  0   0.240   1.6618  -0.7782   0.0953
 BBO  H15  H  HCH2  0   0.196   4.6277  -1.7677  -0.1724
 BBO  H16  H  HCH2  0   0.244   3.4781  -1.3308   1.0931
 BBO  H17  H  HCH2  0   0.236   7.5284   1.0348   0.1056
 BBO  H18  H  HCH2  0   0.199   6.3147   1.4822   1.3151
 BBO  H19  H  HCH2  0   0.241   5.3796   1.7800  -0.9070
 BBO  H20  H  HCH2  0   0.195   5.8156   0.1361  -1.3843
 BBO  H6   H  HCH2  0   0.199   5.1932  -0.3561   2.4835

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
 BBO  C01  C10  aromatic  1.404  0.020  1.404
 BBO  C01  C02  aromatic  1.371  0.020  1.371
 BBO  C10  C09  aromatic  1.376  0.020  1.376
 BBO  O01  C11  double    1.214  0.020  1.214
 BBO  C02  C03  aromatic  1.412  0.020  1.412
 BBO  C09  C11  single    1.473  0.020  1.473
 BBO  C09  C08  aromatic  1.408  0.020  1.408
 BBO  C11  N01  single    1.388  0.020  1.388
 BBO  C03  C08  aromatic  1.414  0.020  1.414
 BBO  C03  C04  aromatic  1.412  0.020  1.412
 BBO  C08  C07  aromatic  1.408  0.020  1.408
 BBO  N01  C13  single    1.464  0.020  1.464
 BBO  N01  C12  single    1.388  0.020  1.388
 BBO  C13  C14  single    1.523  0.020  1.523
 BBO  C04  C05  aromatic  1.371  0.020  1.371
 BBO  C07  C12  single    1.473  0.020  1.473
 BBO  C07  C06  aromatic  1.376  0.020  1.376
 BBO  C12  O02  double    1.214  0.020  1.214
 BBO  N02  C19  single    1.452  0.020  1.452
 BBO  N02  C16  single    1.453  0.020  1.453
 BBO  N02  C15  single    1.451  0.020  1.451
 BBO  C19  C18  single    1.516  0.020  1.516
 BBO  C14  C15  single    1.523  0.020  1.523
 BBO  C17  C16  single    1.517  0.020  1.517
 BBO  C17  O03  single    1.410  0.020  1.410
 BBO  C05  C06  aromatic  1.404  0.020  1.404
 BBO  O03  C18  single    1.411  0.020  1.411
 BBO  C10  H1   single    0.930  0.020  1.080
 BBO  C13  H2   single    0.970  0.020  1.090
 BBO  C13  H3   single    0.970  0.020  1.090
 BBO  C15  H4   single    0.970  0.020  1.090
 BBO  C15  H5   single    0.970  0.020  1.090
 BBO  C17  H6   single    0.970  0.020  1.090
 BBO  C17  H7   single    0.970  0.020  1.090
 BBO  C01  H8   single    0.930  0.020  1.080
 BBO  C02  H9   single    0.930  0.020  1.080
 BBO  C04  H10  single    0.930  0.020  1.080
 BBO  C05  H11  single    0.930  0.020  1.080
 BBO  C06  H12  single    0.930  0.020  1.080
 BBO  C14  H13  single    0.970  0.020  1.090
 BBO  C14  H14  single    0.970  0.020  1.090
 BBO  C16  H15  single    0.970  0.020  1.090
 BBO  C16  H16  single    0.970  0.020  1.090
 BBO  C18  H17  single    0.970  0.020  1.090
 BBO  C18  H18  single    0.970  0.020  1.090
 BBO  C19  H19  single    0.970  0.020  1.090
 BBO  C19  H20  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
 BBO  H1   C10  C09  120.03  3.000
 BBO  H1   C10  C01  119.52  3.000
 BBO  C09  C10  C01  120.45  3.000
 BBO  H3   C13  H2   107.15  3.000
 BBO  H3   C13  N01  107.89  3.000
 BBO  H2   C13  N01  107.96  3.000
 BBO  H3   C13  C14  110.50  3.000
 BBO  H2   C13  C14  110.63  3.000
 BBO  N01  C13  C14  112.51  3.000
 BBO  H5   C15  H4   106.28  3.000
 BBO  H5   C15  N02  107.71  3.000
 BBO  H4   C15  N02  111.34  3.000
 BBO  H5   C15  C14  108.54  3.000
 BBO  H4   C15  C14  109.65  3.000
 BBO  N02  C15  C14  113.05  3.000
 BBO  H7   C17  H6   107.87  3.000
 BBO  H7   C17  O03  107.47  3.000
 BBO  H6   C17  O03  110.44  3.000
 BBO  H7   C17  C16  109.99  3.000
 BBO  H6   C17  C16  109.13  3.000
 BBO  O03  C17  C16  111.85  3.000
 BBO  H8   C01  C02  120.28  3.000
 BBO  H8   C01  C10  119.37  3.000
 BBO  C02  C01  C10  120.34  3.000
 BBO  H9   C02  C03  119.04  3.000
 BBO  H9   C02  C01  120.35  3.000
 BBO  C03  C02  C01  120.61  3.000
 BBO  C08  C03  C04  118.79  3.000
 BBO  C04  C03  C02  122.39  3.000
 BBO  C08  C03  C02  118.82  3.000
 BBO  H10  C04  C05  120.26  3.000
 BBO  H10  C04  C03  119.14  3.000
 BBO  C05  C04  C03  120.61  3.000
 BBO  H11  C05  C06  119.43  3.000
 BBO  H11  C05  C04  120.20  3.000
 BBO  C06  C05  C04  120.37  3.000
 BBO  H12  C06  C07  120.06  3.000
 BBO  H12  C06  C05  119.51  3.000
 BBO  C07  C06  C05  120.43  3.000
 BBO  C12  C07  C08  120.06  3.000
 BBO  C12  C07  C06  119.91  3.000
 BBO  C08  C07  C06  120.03  3.000
 BBO  C09  C08  C07  120.47  3.000
 BBO  C07  C08  C03  119.77  3.000
 BBO  C09  C08  C03  119.75  3.000
 BBO  C11  C09  C08  120.03  3.000
 BBO  C08  C09  C10  120.03  3.000
 BBO  C11  C09  C10  119.94  3.000
 BBO  O01  C11  N01  120.59  3.000
 BBO  N01  C11  C09  117.30  3.000
 BBO  O01  C11  C09  122.11  3.000
 BBO  O02  C12  N01  120.60  3.000
 BBO  O02  C12  C07  122.12  3.000
 BBO  N01  C12  C07  117.28  3.000
 BBO  H14  C14  H13  107.39  3.000
 BBO  H14  C14  C15  110.77  3.000
 BBO  H13  C14  C15  109.05  3.000
 BBO  H14  C14  C13  109.03  3.000
 BBO  H13  C14  C13  110.11  3.000
 BBO  C15  C14  C13  110.44  3.000
 BBO  H16  C16  H15  106.93  3.000
 BBO  H16  C16  N02  110.18  3.000
 BBO  H15  C16  N02  111.40  3.000
 BBO  H16  C16  C17  108.06  3.000
 BBO  H15  C16  C17  109.87  3.000
 BBO  N02  C16  C17  110.29  3.000
 BBO  H18  C18  H17  107.90  3.000
 BBO  H18  C18  O03  110.39  3.000
 BBO  H17  C18  O03  107.46  3.000
 BBO  H18  C18  C19  109.32  3.000
 BBO  H17  C18  C19  110.12  3.000
 BBO  O03  C18  C19  111.57  3.000
 BBO  H20  C19  H19  107.01  3.000
 BBO  H20  C19  N02  111.87  3.000
 BBO  H19  C19  N02  109.37  3.000
 BBO  H20  C19  C18  109.42  3.000
 BBO  H19  C19  C18  108.79  3.000
 BBO  N02  C19  C18  110.29  3.000
 BBO  C12  N01  C11  124.79  3.000
 BBO  C12  N01  C13  117.59  3.000
 BBO  C11  N01  C13  117.55  3.000
 BBO  C19  N02  C16  109.46  3.000
 BBO  C16  N02  C15  112.53  3.000
 BBO  C19  N02  C15  111.31  3.000
 BBO  C18  O03  C17  110.68  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
 BBO  CONST_01  C03  C02  C01  C10    0.00   0.0  0
 BBO  CONST_02  C03  C08  C09  C10    0.00   0.0  0
 BBO  CONST_03  C07  C08  C09  C10  180.00   0.0  0
 BBO  CONST_04  C08  C09  C10  C01    0.00   0.0  0
 BBO  CONST_05  C08  C03  C02  C01    0.00   0.0  0
 BBO  CONST_06  C04  C03  C02  C01  180.00   0.0  0
 BBO  CONST_07  C09  C10  C01  C02    0.00   0.0  0
 BBO  CONST_08  C09  C08  C03  C02    0.00   0.0  0
 BBO  CONST_09  C07  C08  C03  C02  180.00   0.0  0
 BBO  CONST_10  C05  C04  C03  C02  180.00   0.0  0
 BBO  CONST_11  C06  C07  C08  C03    0.00   0.0  0
 BBO  CONST_12  C06  C05  C04  C03    0.00   0.0  0
 BBO  CONST_13  C09  C08  C03  C04  180.00   0.0  0
 BBO  CONST_14  C07  C08  C03  C04    0.00   0.0  0
 BBO  CONST_15  C07  C06  C05  C04    0.00   0.0  0
 BBO  CONST_16  C08  C03  C04  C05    0.00   0.0  0
 BBO  CONST_17  C08  C07  C06  C05    0.00   0.0  0
 BBO  CONST_18  C09  C08  C07  C06  180.00   0.0  0
 BBO  CONST_19  C12  N01  C11  C09    0.00   0.0  0
 BBO  CONST_20  C09  C11  N01  C13  180.00   0.0  0
 BBO  CONST_21  O01  C11  N01  C12  180.00   0.0  0
 BBO  CONST_22  H9   C02  C01  C10  180.00   0.0  0
 BBO  CONST_23  H1   C10  C01  C02  180.00   0.0  0
 BBO  CONST_24  H10  C04  C03  C02    0.00   0.0  0
 BBO  CONST_25  H8   C01  C02  C03  180.00   0.0  0
 BBO  CONST_26  H11  C05  C04  C03  180.00   0.0  0
 BBO  CONST_27  H12  C06  C05  C04  180.00   0.0  0
 BBO  CONST_28  O01  C11  N01  C13    0.00   0.0  0
 BBO  Var_01    C19  N02  C16  C17   56.16  30.0  1
 BBO  Var_02    C19  C18  O03  C17  -57.18  30.0  1
 BBO  Var_03    C18  C19  N02  C16  -56.55  30.0  1
 BBO  Var_04    O03  C18  C19  N02   57.57  30.0  1
 BBO  Var_05    O03  C17  C16  N02  -56.92  30.0  1
 BBO  Var_06    H6   C17  O03  C18  -64.82  30.0  1
 BBO  Var_07    C14  C13  N01  C11   87.93  30.0  3
 BBO  Var_08    N02  C15  C14  C13  175.06  30.0  3
 BBO  Var_09    N01  C13  C14  C15  179.87  30.0  1

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
 BBO  plan-1  C10  0.020
 BBO  plan-1  C13  0.020
 BBO  plan-1  C01  0.020
 BBO  plan-1  C02  0.020
 BBO  plan-1  C03  0.020
 BBO  plan-1  C04  0.020
 BBO  plan-1  C05  0.020
 BBO  plan-1  C06  0.020
 BBO  plan-1  C07  0.020
 BBO  plan-1  C08  0.020
 BBO  plan-1  C09  0.020
 BBO  plan-1  C11  0.020
 BBO  plan-1  C12  0.020
 BBO  plan-1  N01  0.020
 BBO  plan-1  O01  0.020
 BBO  plan-1  O02  0.020
 BBO  plan-1  H1   0.020
 BBO  plan-1  H8   0.020
 BBO  plan-1  H9   0.020
 BBO  plan-1  H10  0.020
 BBO  plan-1  H11  0.020
 BBO  plan-1  H12  0.020

