# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  9 16:33:19 2020
#   Inital geometry file: a 106 line input string
#   Ligand name: 1-[9-(6-aminopyridin-3-yl)-6,7-dichloro-1,3,4,5-tetrahydro-2H-pyrido[4,3-b]indol-2-yl]-2-hydroxyethan-1-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1ccc(cn1)c2cc(Cl)c(Cl)c3[nH]c4CCN(Cc4c23)C(=O)CO
#
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
 JUJ  JUJ  1-[9-(6-aminopyridin-3-yl)-6,7-dichloro-1,3,4,5-tetrahydro-2H-pyrido[4,3-b]indol-2-yl]-2-hydroxyethan-1-one  ligand  42  26  .  2022-07-25  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_JUJ
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
 JUJ  C13  C   CH2   0  -0.356   2.6332   2.5431   1.2784
 JUJ  C20  C   CR6   0  -0.091  -0.1886  -2.2225   0.0538
 JUJ  C21  C   CR16  0  -0.105   0.5582  -2.4456   1.2022
 JUJ  C26  C   CR16  0  -0.182  -0.0653  -3.1797  -0.9596
 JUJ  O01  O   OH1   0  -0.657   5.6005   2.5116  -1.7388
 JUJ  C02  C   CH2   0  -0.278   4.7239   2.6725  -0.6639
 JUJ  O04  O   O     0  -0.489   4.0211   0.4917  -1.3363
 JUJ  N05  N   NT    0  -0.465   2.9228   1.4167   0.4095
 JUJ  C06  C   CH2   0  -0.358   1.9707   0.3231   0.5230
 JUJ  C07  C   CR5   0  -0.113   0.5796   0.8779   0.4396
 JUJ  C08  C   CR56  0   0.089  -0.6790   0.2474   0.1697
 JUJ  C09  C   CR56  0   0.466  -1.6296   1.2935   0.1032
 JUJ  N10  N   NR15  0  -0.746  -0.9914   2.4671   0.3489
 JUJ  C11  C   CR5   0   0.336   0.3366   2.2178   0.5495
 JUJ  C12  C   CH2   0  -0.508   1.3602   3.2571   0.8304
 JUJ  C14  C   CR6   0  -0.112  -2.9645   1.0678  -0.2114
 JUJ  CL2  CL  CL    0  -0.093  -4.0573   2.3934  -0.2909
 JUJ  C16  C   CR6   0  -0.043  -3.3513  -0.2344  -0.4634
 JUJ  CL1  CL  CL    0  -0.109  -4.9935  -0.5840  -0.8629
 JUJ  C18  C   CR16  0  -0.314  -2.4344  -1.2867  -0.3827
 JUJ  C19  C   CR6   0   0.008  -1.1032  -1.0740  -0.0576
 JUJ  N22  N   N     0  -0.451   1.3803  -3.4709   1.3794
 JUJ  C23  C   CR6   0   0.454   1.5105  -4.3618   0.3977
 JUJ  N24  N   NH2   0  -0.832   2.4057  -5.3684   0.5840
 JUJ  C25  C   CR16  0  -0.378   0.7822  -4.2498  -0.8008
 JUJ  H1   H   HCH2  0   0.274   2.4998   2.1580   2.2923
 JUJ  H2   H   HCH2  0   0.283   3.4688   3.2353   1.3233
 JUJ  H3   H   HCR6  0   0.260   0.4673  -1.7634   2.0423
 JUJ  H4   H   HCR6  0   0.263  -0.6288  -3.0742  -1.8789
 JUJ  H5   H   HOH1  0   0.461   6.1365   3.3082  -1.7928
 JUJ  H6   H   HCH2  0   0.240   5.2566   2.8073   0.2876
 JUJ  H7   H   HCH2  0   0.232   4.0781   3.5528  -0.7878
 JUJ  H8   H   HCH2  0   0.272   2.1578  -0.3952  -0.2720
 JUJ  H9   H   HCH2  0   0.257   2.1430  -0.1965   1.4717
 JUJ  H10  H   HNR5  0   0.411  -1.4203   3.3786   0.3518
 JUJ  H11  H   HCH2  0   0.272   1.0257   3.9424   1.6126
 JUJ  H12  H   HCH2  0   0.267   1.5477   3.8642  -0.0609
 JUJ  H13  H   HCR6  0   0.272  -2.7875  -2.2951  -0.5540
 JUJ  H14  H   HNH2  0   0.385   2.7167  -5.5302   1.5277
 JUJ  H15  H   HNH2  0   0.392   2.3118  -6.1992   0.0246
 JUJ  H16  H   HCR6  0   0.270   0.8963  -4.9891  -1.5826
 JUJ  C03  C   C     0   0.517   3.8551   1.4249  -0.5694

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
 JUJ  O04  C03  double    1.219  0.020  1.219
 JUJ  C25  C26  aromatic  1.374  0.020  1.374
 JUJ  C25  C23  aromatic  1.407  0.020  1.407
 JUJ  C26  C20  aromatic  1.399  0.020  1.399
 JUJ  C03  C02  single    1.523  0.020  1.523
 JUJ  C03  N05  single    1.352  0.020  1.352
 JUJ  C02  O01  single    1.396  0.020  1.396
 JUJ  C06  N05  single    1.454  0.020  1.454
 JUJ  C06  C07  single    1.500  0.020  1.500
 JUJ  C23  N24  single    1.360  0.020  1.360
 JUJ  C23  N22  aromatic  1.332  0.020  1.332
 JUJ  N05  C13  single    1.452  0.020  1.452
 JUJ  C20  C19  single    1.472  0.020  1.472
 JUJ  C20  C21  aromatic  1.388  0.020  1.388
 JUJ  C07  C11  aromatic  1.366  0.020  1.366
 JUJ  C07  C08  aromatic  1.433  0.020  1.433
 JUJ  C12  C11  single    1.486  0.020  1.486
 JUJ  C12  C13  single    1.527  0.020  1.527
 JUJ  C19  C08  aromatic  1.406  0.020  1.406
 JUJ  C19  C18  aromatic  1.387  0.020  1.387
 JUJ  C11  N10  aromatic  1.366  0.020  1.366
 JUJ  C08  C09  aromatic  1.415  0.020  1.415
 JUJ  C18  C16  aromatic  1.398  0.020  1.398
 JUJ  C09  N10  aromatic  1.358  0.020  1.358
 JUJ  C09  C14  aromatic  1.390  0.020  1.390
 JUJ  C16  C14  aromatic  1.382  0.020  1.382
 JUJ  C16  CL1  single    1.726  0.020  1.726
 JUJ  C14  CL2  single    1.720  0.020  1.720
 JUJ  N22  C21  aromatic  1.326  0.020  1.326
 JUJ  C13  H1   single    0.970  0.020  1.090
 JUJ  C13  H2   single    0.970  0.020  1.090
 JUJ  C21  H3   single    0.930  0.020  1.080
 JUJ  C26  H4   single    0.930  0.020  1.080
 JUJ  O01  H5   single    0.850  0.020  0.980
 JUJ  C02  H6   single    0.970  0.020  1.090
 JUJ  C02  H7   single    0.970  0.020  1.090
 JUJ  C06  H8   single    0.970  0.020  1.090
 JUJ  C06  H9   single    0.970  0.020  1.090
 JUJ  N10  H10  single    0.860  0.020  1.020
 JUJ  C12  H11  single    0.970  0.020  1.090
 JUJ  C12  H12  single    0.970  0.020  1.090
 JUJ  C18  H13  single    0.930  0.020  1.080
 JUJ  N24  H14  single    0.890  0.020  1.040
 JUJ  N24  H15  single    0.890  0.020  1.040
 JUJ  C25  H16  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
 JUJ  H2   C13  H1   106.28  3.000
 JUJ  H2   C13  C12  110.83  3.000
 JUJ  H1   C13  C12  109.59  3.000
 JUJ  H2   C13  N05  111.46  3.000
 JUJ  H1   C13  N05  107.83  3.000
 JUJ  C12  C13  N05  110.70  3.000
 JUJ  C19  C20  C26  122.24  3.000
 JUJ  C19  C20  C21  121.49  3.000
 JUJ  C26  C20  C21  116.22  3.000
 JUJ  H3   C21  N22  115.74  3.000
 JUJ  H3   C21  C20  119.60  3.000
 JUJ  N22  C21  C20  124.64  3.000
 JUJ  H4   C26  C25  119.64  3.000
 JUJ  H4   C26  C20  120.13  3.000
 JUJ  C25  C26  C20  120.22  3.000
 JUJ  H5   O01  C02  107.32  3.000
 JUJ  H7   C02  H6   106.52  3.000
 JUJ  H7   C02  C03  109.15  3.000
 JUJ  H6   C02  C03  108.86  3.000
 JUJ  H7   C02  O01  111.99  3.000
 JUJ  H6   C02  O01  112.10  3.000
 JUJ  C03  C02  O01  108.15  3.000
 JUJ  C06  N05  C03  120.84  3.000
 JUJ  C06  N05  C13  113.96  3.000
 JUJ  C03  N05  C13  124.49  3.000
 JUJ  H9   C06  H8   107.02  3.000
 JUJ  H9   C06  C07  111.69  3.000
 JUJ  H8   C06  C07  111.29  3.000
 JUJ  H9   C06  N05  108.74  3.000
 JUJ  H8   C06  N05  109.08  3.000
 JUJ  C07  C06  N05  108.95  3.000
 JUJ  C11  C07  C08  106.88  3.000
 JUJ  C08  C07  C06  131.47  3.000
 JUJ  C11  C07  C06  121.55  3.000
 JUJ  C19  C08  C09  118.97  3.000
 JUJ  C09  C08  C07  105.88  3.000
 JUJ  C19  C08  C07  135.12  3.000
 JUJ  C14  C09  N10  129.24  3.000
 JUJ  C14  C09  C08  122.40  3.000
 JUJ  N10  C09  C08  108.33  3.000
 JUJ  H10  N10  C11  125.35  3.000
 JUJ  H10  N10  C09  125.61  3.000
 JUJ  C11  N10  C09  109.01  3.000
 JUJ  C12  C11  N10  124.75  3.000
 JUJ  N10  C11  C07  109.88  3.000
 JUJ  C12  C11  C07  125.37  3.000
 JUJ  H12  C12  H11  106.71  3.000
 JUJ  H12  C12  C11  110.62  3.000
 JUJ  H11  C12  C11  111.31  3.000
 JUJ  H12  C12  C13  110.82  3.000
 JUJ  H11  C12  C13  109.78  3.000
 JUJ  C11  C12  C13  107.63  3.000
 JUJ  C16  C14  CL2  122.70  3.000
 JUJ  CL2  C14  C09  119.71  3.000
 JUJ  C16  C14  C09  117.59  3.000
 JUJ  C18  C16  CL1  119.01  3.000
 JUJ  CL1  C16  C14  119.97  3.000
 JUJ  C18  C16  C14  121.02  3.000
 JUJ  H13  C18  C19  119.56  3.000
 JUJ  H13  C18  C16  118.58  3.000
 JUJ  C19  C18  C16  121.84  3.000
 JUJ  C18  C19  C08  118.14  3.000
 JUJ  C18  C19  C20  119.63  3.000
 JUJ  C08  C19  C20  122.23  3.000
 JUJ  C23  N22  C21  118.64  3.000
 JUJ  C25  C23  N24  121.09  3.000
 JUJ  N24  C23  N22  117.29  3.000
 JUJ  C25  C23  N22  121.60  3.000
 JUJ  H15  N24  H14  114.67  3.000
 JUJ  H15  N24  C23  118.27  3.000
 JUJ  H14  N24  C23  116.79  3.000
 JUJ  H16  C25  C23  120.43  3.000
 JUJ  H16  C25  C26  120.91  3.000
 JUJ  C23  C25  C26  118.66  3.000
 JUJ  N05  C03  O04  123.01  3.000
 JUJ  N05  C03  C02  116.31  3.000
 JUJ  O04  C03  C02  120.68  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
 JUJ  CONST_01  C23  C25  C26  C20     0.00   0.0  0
 JUJ  CONST_02  C07  C08  C19  C20     0.00   0.0  0
 JUJ  CONST_03  C09  C08  C19  C20   180.00   0.0  0
 JUJ  CONST_04  C16  C18  C19  C20   180.00   0.0  0
 JUJ  CONST_05  C23  N22  C21  C20     0.00   0.0  0
 JUJ  CONST_06  C25  C26  C20  C21     0.00   0.0  0
 JUJ  CONST_09  C25  C23  N22  C21     0.00   0.0  0
 JUJ  CONST_10  N22  C23  C25  C26     0.00   0.0  0
 JUJ  CONST_13  N22  C21  C20  C26     0.00   0.0  0
 JUJ  CONST_14  C09  N10  C11  C07     0.00   0.0  0
 JUJ  CONST_15  C18  C19  C08  C07   180.00   0.0  0
 JUJ  CONST_16  N10  C09  C08  C07     0.00   0.0  0
 JUJ  CONST_17  C14  C09  C08  C07   180.00   0.0  0
 JUJ  CONST_18  N10  C11  C07  C08     0.00   0.0  0
 JUJ  CONST_19  C16  C18  C19  C08     0.00   0.0  0
 JUJ  CONST_20  C11  N10  C09  C08     0.00   0.0  0
 JUJ  CONST_21  C16  C14  C09  C08     0.00   0.0  0
 JUJ  CONST_22  C11  C07  C08  C09     0.00   0.0  0
 JUJ  CONST_23  C18  C19  C08  C09     0.00   0.0  0
 JUJ  CONST_24  C18  C16  C14  C09     0.00   0.0  0
 JUJ  CONST_25  C19  C08  C09  N10   180.00   0.0  0
 JUJ  CONST_26  C16  C14  C09  N10   180.00   0.0  0
 JUJ  CONST_27  C19  C08  C07  C11   180.00   0.0  0
 JUJ  CONST_28  C14  C09  N10  C11   180.00   0.0  0
 JUJ  CONST_29  C19  C08  C09  C14     0.00   0.0  0
 JUJ  CONST_30  C19  C18  C16  C14     0.00   0.0  0
 JUJ  CONST_31  C25  C26  C20  C19   180.00   0.0  0
 JUJ  CONST_32  N22  C21  C20  C19   180.00   0.0  0
 JUJ  CONST_33  N24  C23  N22  C21   180.00   0.0  0
 JUJ  CONST_34  N24  C23  C25  C26   180.00   0.0  0
 JUJ  CONST_35  CL2  C14  C09  C08   180.00   0.0  0
 JUJ  CONST_36  CL1  C16  C14  C09   180.00   0.0  0
 JUJ  CONST_37  CL2  C14  C09  N10     0.00   0.0  0
 JUJ  CONST_38  C18  C16  C14  CL2   180.00   0.0  0
 JUJ  CONST_39  C19  C18  C16  CL1   180.00   0.0  0
 JUJ  CONST_40  H16  C25  C26  C20   180.00   0.0  0
 JUJ  CONST_41  H13  C18  C19  C20     0.00   0.0  0
 JUJ  CONST_42  H4   C26  C20  C21   180.00   0.0  0
 JUJ  CONST_43  H3   C21  C20  C26   180.00   0.0  0
 JUJ  CONST_44  H10  N10  C11  C07   180.00   0.0  0
 JUJ  CONST_45  O04  C03  N05  C13   180.00   0.0  0
 JUJ  CONST_46  C02  C03  N05  C13     0.00   0.0  0
 JUJ  CONST_47  C06  N05  C03  C02   180.00   0.0  0
 JUJ  CONST_48  C06  N05  C03  O04     0.00   0.0  0
 JUJ  Var_01    C07  C06  N05  C13    48.69  30.0  1
 JUJ  Var_02    C07  C11  C12  C13   -12.54  30.0  1
 JUJ  Var_03    C11  C07  C06  N05   -13.24  30.0  1
 JUJ  Var_04    C11  C12  C13  N05    45.43  30.0  1
 JUJ  Var_05    C12  C13  N05  C06   -68.38  30.0  1
 JUJ  Var_06    N05  C03  C02  O01  -178.83  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
 JUJ  plan-1  C20  0.020
 JUJ  plan-1  C21  0.020
 JUJ  plan-1  C26  0.020
 JUJ  plan-1  C19  0.020
 JUJ  plan-1  N22  0.020
 JUJ  plan-1  C23  0.020
 JUJ  plan-1  N24  0.020
 JUJ  plan-1  C25  0.020
 JUJ  plan-1  H3   0.020
 JUJ  plan-1  H4   0.020
 JUJ  plan-1  H16  0.020
 JUJ  plan-2  C20  0.020
 JUJ  plan-2  C06  0.020
 JUJ  plan-2  C07  0.020
 JUJ  plan-2  C08  0.020
 JUJ  plan-2  C09  0.020
 JUJ  plan-2  N10  0.020
 JUJ  plan-2  C11  0.020
 JUJ  plan-2  C12  0.020
 JUJ  plan-2  C14  0.020
 JUJ  plan-2  CL2  0.020
 JUJ  plan-2  C16  0.020
 JUJ  plan-2  CL1  0.020
 JUJ  plan-2  C18  0.020
 JUJ  plan-2  C19  0.020
 JUJ  plan-2  H10  0.020
 JUJ  plan-2  H13  0.020
 JUJ  plan-3  C13  0.020
 JUJ  plan-3  C02  0.020
 JUJ  plan-3  O04  0.020
 JUJ  plan-3  N05  0.020
 JUJ  plan-3  C06  0.020
 JUJ  plan-3  C03  0.020
 JUJ  plan-4  C23  0.020
 JUJ  plan-4  N24  0.020
 JUJ  plan-4  H14  0.020
 JUJ  plan-4  H15  0.020

