# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  9 01:04:50 2020
#   Inital geometry file: a 111 line input string
#   Ligand name: 1-[(3,4-dichlorophenyl)methyl]-5-[2-(dimethylamino)ethyl]pyrrolo[3,2-c]pyridin-4-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(C)CCN1C=Cc2n(Cc3ccc(Cl)c(Cl)c3)ccc2C1=O
#
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
 JJ2  JJ2  1-[(3,4-dichlorophenyl)methyl]-5-[2-(dimethylamino)ethyl]pyrrolo[3,2-c]pyridin-4-one  ligand  43  24  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_JJ2
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
 JJ2  O19  O   O     0  -0.508  -3.7867   2.0491  -1.0255
 JJ2  C15  C   CR6   0   0.511  -2.8682   1.6823  -0.2968
 JJ2  N16  N   NR6   0  -0.530  -3.0110   0.5816   0.5435
 JJ2  C20  C   CH2   0  -0.338  -4.2721  -0.1517   0.5204
 JJ2  C21  C   CH2   0  -0.266  -4.2681  -1.2257  -0.5621
 JJ2  N22  N   NT    0  -0.409  -5.5167  -1.9584  -0.6043
 JJ2  C24  C   CH3   0  -0.520  -5.6497  -2.6928  -1.8453
 JJ2  C23  C   CH3   0  -0.529  -5.6774  -2.8446   0.5303
 JJ2  C17  C   CR16  0   0.028  -2.0094   0.1079   1.3491
 JJ2  C18  C   CR16  0  -0.424  -0.7850   0.6766   1.4315
 JJ2  C11  C   CR56  0   0.490  -0.5836   1.8177   0.6196
 JJ2  C12  C   CR56  0  -0.196  -1.5832   2.3097  -0.2137
 JJ2  C13  C   CR15  0  -0.396  -1.0591   3.4506  -0.8817
 JJ2  C14  C   CR15  0  -0.041   0.2189   3.6051  -0.4304
 JJ2  N10  N   NR5   0  -0.513   0.5032   2.6164   0.4835
 JJ2  C9   C   CH2   0  -0.404   1.7754   2.4127   1.1376
 JJ2  C1   C   CR6   0   0.119   2.5126   1.2115   0.6009
 JJ2  C6   C   CR16  0  -0.280   2.7136   1.0493  -0.7668
 JJ2  C5   C   CR16  0  -0.199   3.4035  -0.0468  -1.2509
 JJ2  C4   C   CR6   0  -0.017   3.9047  -0.9980  -0.3722
 JJ2  CL7  CL  CL    0  -0.094   4.7597  -2.3582  -0.9904
 JJ2  C3   C   CR6   0   0.022   3.7071  -0.8434   0.9934
 JJ2  CL8  CL  CL    0  -0.094   4.3092  -2.0109   2.1067
 JJ2  C2   C   CR16  0  -0.275   3.0110   0.2572   1.4741
 JJ2  H1   H   HCH2  0   0.261  -4.4139  -0.5820   1.5110
 JJ2  H2   H   HCH2  0   0.267  -5.0889   0.5462   0.3504
 JJ2  H3   H   HCH2  0   0.245  -4.1262  -0.7355  -1.5277
 JJ2  H4   H   HCH2  0   0.200  -3.4001  -1.8930  -0.4153
 JJ2  H6   H   HCH3  0   0.193  -4.8759  -3.4652  -1.9786
 JJ2  H7   H   HCH3  0   0.233  -6.6203  -3.1896  -1.8799
 JJ2  H8   H   HCH3  0   0.235  -5.5926  -2.0121  -2.6955
 JJ2  H9   H   HCH3  0   0.235  -5.6800  -2.2911   1.4693
 JJ2  H10  H   HCH3  0   0.238  -6.6354  -3.3614   0.4624
 JJ2  H11  H   HCH3  0   0.195  -4.8871  -3.6094   0.5930
 JJ2  H12  H   HCR6  0   0.299  -2.2623  -0.7644   1.9343
 JJ2  H13  H   HCR6  0   0.278  -0.0353   0.2596   2.0866
 JJ2  H14  H   HCR5  0   0.252  -1.5625   4.0786  -1.5985
 JJ2  H15  H   HCR5  0   0.290   0.9635   4.3449  -0.6778
 JJ2  H16  H   HCH2  0   0.301   2.3704   3.3144   0.9893
 JJ2  H17  H   HCH2  0   0.290   1.6214   2.3146   2.2133
 JJ2  H18  H   HCR6  0   0.271   2.3318   1.7802  -1.4687
 JJ2  H19  H   HCR6  0   0.292   3.5588  -0.1675  -2.3143
 JJ2  H20  H   HCR6  0   0.289   2.8570   0.3620   2.5408

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
 JJ2  O19  C15  double    1.228  0.020  1.228
 JJ2  C13  C14  aromatic  1.364  0.020  1.364
 JJ2  C13  C12  aromatic  1.422  0.020  1.422
 JJ2  C23  N22  single    1.449  0.020  1.449
 JJ2  C15  C12  single    1.432  0.020  1.432
 JJ2  C15  N16  single    1.392  0.020  1.392
 JJ2  C14  N10  aromatic  1.376  0.020  1.376
 JJ2  C12  C11  aromatic  1.391  0.020  1.391
 JJ2  C20  N16  single    1.459  0.020  1.459
 JJ2  C20  C21  single    1.525  0.020  1.525
 JJ2  N16  C17  single    1.370  0.020  1.370
 JJ2  N22  C21  single    1.448  0.020  1.448
 JJ2  N22  C24  single    1.448  0.020  1.448
 JJ2  N10  C11  aromatic  1.356  0.020  1.356
 JJ2  N10  C9   single    1.445  0.020  1.445
 JJ2  C11  C18  single    1.415  0.020  1.415
 JJ2  C17  C18  double    1.353  0.020  1.353
 JJ2  C9   C1   single    1.508  0.020  1.508
 JJ2  C2   C1   aromatic  1.386  0.020  1.386
 JJ2  C2   C3   aromatic  1.388  0.020  1.388
 JJ2  CL8  C3   single    1.722  0.020  1.722
 JJ2  C1   C6   aromatic  1.392  0.020  1.392
 JJ2  C3   C4   aromatic  1.388  0.020  1.388
 JJ2  C6   C5   aromatic  1.383  0.020  1.383
 JJ2  C4   C5   aromatic  1.389  0.020  1.389
 JJ2  C4   CL7  single    1.721  0.020  1.721
 JJ2  C20  H1   single    0.970  0.020  1.090
 JJ2  C20  H2   single    0.970  0.020  1.090
 JJ2  C21  H3   single    0.970  0.020  1.090
 JJ2  C21  H4   single    0.970  0.020  1.090
 JJ2  C24  H6   single    0.970  0.020  1.090
 JJ2  C24  H7   single    0.970  0.020  1.090
 JJ2  C24  H8   single    0.970  0.020  1.090
 JJ2  C23  H9   single    0.970  0.020  1.090
 JJ2  C23  H10  single    0.970  0.020  1.090
 JJ2  C23  H11  single    0.970  0.020  1.090
 JJ2  C17  H12  single    0.930  0.020  1.080
 JJ2  C18  H13  single    0.930  0.020  1.080
 JJ2  C13  H14  single    0.930  0.020  1.080
 JJ2  C14  H15  single    0.930  0.020  1.080
 JJ2  C9   H16  single    0.970  0.020  1.090
 JJ2  C9   H17  single    0.970  0.020  1.090
 JJ2  C6   H18  single    0.930  0.020  1.080
 JJ2  C5   H19  single    0.930  0.020  1.080
 JJ2  C2   H20  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
 JJ2  C12  C15  N16  113.79  3.000
 JJ2  N16  C15  O19  121.16  3.000
 JJ2  C12  C15  O19  125.05  3.000
 JJ2  C17  N16  C20  117.87  3.000
 JJ2  C17  N16  C15  123.60  3.000
 JJ2  C20  N16  C15  118.46  3.000
 JJ2  H2   C20  H1   107.33  3.000
 JJ2  H2   C20  C21  110.05  3.000
 JJ2  H1   C20  C21  111.58  3.000
 JJ2  H2   C20  N16  109.21  3.000
 JJ2  H1   C20  N16  107.26  3.000
 JJ2  C21  C20  N16  111.28  3.000
 JJ2  H4   C21  H3   106.66  3.000
 JJ2  H4   C21  N22  112.07  3.000
 JJ2  H3   C21  N22  108.26  3.000
 JJ2  H4   C21  C20  109.46  3.000
 JJ2  H3   C21  C20  108.17  3.000
 JJ2  N22  C21  C20  112.00  3.000
 JJ2  C23  N22  C24  110.54  3.000
 JJ2  C24  N22  C21  111.14  3.000
 JJ2  C23  N22  C21  112.48  3.000
 JJ2  H8   C24  H7   107.82  3.000
 JJ2  H8   C24  H6   107.85  3.000
 JJ2  H7   C24  H6   107.57  3.000
 JJ2  H8   C24  N22  110.29  3.000
 JJ2  H7   C24  N22  109.87  3.000
 JJ2  H6   C24  N22  113.26  3.000
 JJ2  H11  C23  H10  107.74  3.000
 JJ2  H11  C23  H9   107.77  3.000
 JJ2  H10  C23  H9   106.99  3.000
 JJ2  H11  C23  N22  112.94  3.000
 JJ2  H10  C23  N22  109.79  3.000
 JJ2  H9   C23  N22  111.37  3.000
 JJ2  H12  C17  C18  121.22  3.000
 JJ2  H12  C17  N16  115.25  3.000
 JJ2  C18  C17  N16  123.53  3.000
 JJ2  H13  C18  C11  124.12  3.000
 JJ2  H13  C18  C17  120.22  3.000
 JJ2  C11  C18  C17  115.66  3.000
 JJ2  N10  C11  C12  107.91  3.000
 JJ2  N10  C11  C18  130.31  3.000
 JJ2  C12  C11  C18  121.78  3.000
 JJ2  C13  C12  C11  107.47  3.000
 JJ2  C11  C12  C15  121.62  3.000
 JJ2  C13  C12  C15  130.90  3.000
 JJ2  H14  C13  C14  126.27  3.000
 JJ2  H14  C13  C12  127.42  3.000
 JJ2  C14  C13  C12  106.30  3.000
 JJ2  H15  C14  N10  120.18  3.000
 JJ2  H15  C14  C13  130.44  3.000
 JJ2  N10  C14  C13  109.38  3.000
 JJ2  C9   N10  C14  125.72  3.000
 JJ2  C9   N10  C11  125.27  3.000
 JJ2  C14  N10  C11  108.93  3.000
 JJ2  H17  C9   H16  106.59  3.000
 JJ2  H17  C9   C1   110.38  3.000
 JJ2  H16  C9   C1   110.09  3.000
 JJ2  H17  C9   N10  109.55  3.000
 JJ2  H16  C9   N10  107.59  3.000
 JJ2  C1   C9   N10  112.43  3.000
 JJ2  C2   C1   C6   119.13  3.000
 JJ2  C6   C1   C9   120.87  3.000
 JJ2  C2   C1   C9   119.99  3.000
 JJ2  H18  C6   C5   118.95  3.000
 JJ2  H18  C6   C1   120.49  3.000
 JJ2  C5   C6   C1   120.56  3.000
 JJ2  H19  C5   C4   119.61  3.000
 JJ2  H19  C5   C6   120.29  3.000
 JJ2  C4   C5   C6   120.10  3.000
 JJ2  C3   C4   CL7  120.79  3.000
 JJ2  CL7  C4   C5   119.55  3.000
 JJ2  C3   C4   C5   119.65  3.000
 JJ2  C2   C3   CL8  119.28  3.000
 JJ2  CL8  C3   C4   120.70  3.000
 JJ2  C2   C3   C4   120.02  3.000
 JJ2  H20  C2   C3   119.29  3.000
 JJ2  H20  C2   C1   120.18  3.000
 JJ2  C3   C2   C1   120.53  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
 JJ2  CONST_01  C14  C13  C12  C11     0.00   0.0  0
 JJ2  CONST_02  C13  C14  N10  C11     0.00   0.0  0
 JJ2  CONST_03  N10  C14  C13  C12     0.00   0.0  0
 JJ2  CONST_04  C14  N10  C11  C12     0.00   0.0  0
 JJ2  CONST_05  N10  C11  C12  C13     0.00   0.0  0
 JJ2  CONST_06  C4   C3   C2   C1      0.00   0.0  0
 JJ2  CONST_07  C4   C5   C6   C1      0.00   0.0  0
 JJ2  CONST_08  C3   C2   C1   C6      0.00   0.0  0
 JJ2  CONST_09  C3   C4   C5   C6      0.00   0.0  0
 JJ2  CONST_10  C2   C1   C6   C5      0.00   0.0  0
 JJ2  CONST_11  C2   C3   C4   C5      0.00   0.0  0
 JJ2  CONST_12  C12  C15  N16  C17     0.00   0.0  0
 JJ2  CONST_13  C9   N10  C11  C18     0.00   0.0  0
 JJ2  CONST_14  C9   N10  C11  C12   180.00   0.0  0
 JJ2  CONST_15  C9   N10  C14  C13   180.00   0.0  0
 JJ2  CONST_16  C3   C2   C1   C9    180.00   0.0  0
 JJ2  CONST_17  C5   C6   C1   C9    180.00   0.0  0
 JJ2  CONST_18  CL8  C3   C2   C1    180.00   0.0  0
 JJ2  CONST_19  CL7  C4   C5   C6    180.00   0.0  0
 JJ2  CONST_20  CL8  C3   C4   C5    180.00   0.0  0
 JJ2  CONST_21  C2   C3   C4   CL7   180.00   0.0  0
 JJ2  CONST_22  C17  N16  C15  O19   180.00   0.0  0
 JJ2  CONST_23  C12  C15  N16  C20   180.00   0.0  0
 JJ2  CONST_24  H14  C13  C12  C15     0.00   0.0  0
 JJ2  CONST_25  H15  C14  N10  C11   180.00   0.0  0
 JJ2  CONST_26  H19  C5   C6   C1    180.00   0.0  0
 JJ2  CONST_27  H20  C2   C1   C6    180.00   0.0  0
 JJ2  CONST_28  H18  C6   C5   C4    180.00   0.0  0
 JJ2  CONST_29  C20  N16  C15  O19     0.00   0.0  0
 JJ2  Var_01    C1   C9   N10  C11    69.69  30.0  2
 JJ2  Var_02    C2   C1   C9   N10  -129.39  30.0  2
 JJ2  Var_03    C21  C20  N16  C15    86.86  30.0  2
 JJ2  Var_04    N22  C21  C20  N16  -179.64  30.0  3
 JJ2  Var_05    C23  N22  C21  C20   -71.72  30.0  1
 JJ2  Var_06    H9   C23  N22  C21    60.85  30.0  3
 JJ2  Var_07    H6   C24  N22  C21    62.94  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
 JJ2  plan-1  C9   0.020
 JJ2  plan-1  C1   0.020
 JJ2  plan-1  C6   0.020
 JJ2  plan-1  C5   0.020
 JJ2  plan-1  C4   0.020
 JJ2  plan-1  CL7  0.020
 JJ2  plan-1  C3   0.020
 JJ2  plan-1  CL8  0.020
 JJ2  plan-1  C2   0.020
 JJ2  plan-1  H18  0.020
 JJ2  plan-1  H19  0.020
 JJ2  plan-1  H20  0.020
 JJ2  plan-2  O19  0.020
 JJ2  plan-2  C15  0.020
 JJ2  plan-2  N16  0.020
 JJ2  plan-2  C20  0.020
 JJ2  plan-2  C17  0.020
 JJ2  plan-2  C18  0.020
 JJ2  plan-2  C11  0.020
 JJ2  plan-2  C12  0.020
 JJ2  plan-2  C13  0.020
 JJ2  plan-2  C14  0.020
 JJ2  plan-2  N10  0.020
 JJ2  plan-2  C9   0.020
 JJ2  plan-2  H12  0.020
 JJ2  plan-2  H13  0.020
 JJ2  plan-2  H14  0.020
 JJ2  plan-2  H15  0.020

