# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 21 22:46:56 2020
#   Inital geometry file: a 112 line input string
#   Ligand name: 2-[[[2-[2-(dimethylamino)ethyl-ethyl-amino]-2-oxidanylidene-ethyl]amino]methyl]pyridine-4-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCN(CCN(C)C)C(=O)CNCc1cc(ccn1)C(N)=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
 LQT  LQT  2-[[[2-[2-(dimethylamino)ethyl-ethyl-amino]-2-oxidanylidene-ethyl]amino]methyl]pyridine-4-carboxamide  ligand  47  22  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_LQT
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
 LQT  N01   N  NH2   0  -0.808   7.0851   0.4000   1.3844
 LQT  C02   C  C     0   0.495   6.2306  -0.4376   0.7855
 LQT  C03   C  CR6   0   0.067   5.1030   0.2029   0.0292
 LQT  C04   C  CR16  0  -0.358   5.1673   1.4877  -0.4908
 LQT  C05   C  CR16  0  -0.069   4.0775   1.9636  -1.2075
 LQT  N06   N  N     0  -0.402   2.9742   1.2633  -1.4162
 LQT  C07   C  CR6   0   0.234   2.9053   0.0295  -0.9192
 LQT  C08   C  CH2   0  -0.318   1.6345  -0.7367  -1.1612
 LQT  N09   N  NH1   0  -0.589   0.5206  -0.1071  -0.4790
 LQT  C10   C  CH2   0  -0.398  -0.7105  -0.8227  -0.7039
 LQT  C11   C  C     0   0.536  -1.8540  -0.2071   0.0890
 LQT  N12   N  NT    0  -0.447  -3.0597  -0.8022  -0.0203
 LQT  C13   C  CH2   0  -0.340  -3.3225  -1.9732  -0.8438
 LQT  C14   C  CH3   0  -0.653  -3.2283  -3.2805  -0.0715
 LQT  C15   C  CH2   0  -0.328  -4.1864  -0.2813   0.7349
 LQT  C16   C  CH2   0  -0.261  -4.9199   0.8123  -0.0369
 LQT  N17   N  NT    0  -0.410  -6.0885   1.3006   0.6684
 LQT  C18   C  CH3   0  -0.519  -6.5307   2.5707   0.1332
 LQT  C19   C  CH3   0  -0.528  -7.1742   0.3422   0.6714
 LQT  O20   O  O     0  -0.500  -1.6699   0.7717   0.7997
 LQT  C21   C  CR16  0  -0.362   3.9495  -0.5372  -0.2010
 LQT  O22   O  O     0  -0.471   6.3365  -1.6540   0.8260
 LQT  HN01  H  HNH2  0   0.417   6.9222   1.3900   1.4460
 LQT  HN0A  H  HNH2  0   0.410   7.8574   0.0308   1.9157
 LQT  H04   H  HCR6  0   0.275   6.0396   2.1176  -0.3795
 LQT  H05   H  HCR6  0   0.270   4.1102   2.9589  -1.6366
 LQT  H08   H  HCH2  0   0.245   1.4251  -0.7398  -2.2352
 LQT  H08A  H  HCH2  0   0.219   1.7818  -1.7868  -0.8690
 LQT  HN09  H  HNH1  0   0.346   0.7133  -0.0690   0.5143
 LQT  H10   H  HCH2  0   0.265  -0.9480  -0.7778  -1.7723
 LQT  H10A  H  HCH2  0   0.235  -0.6388  -1.8953  -0.4598
 LQT  H13   H  HCH2  0   0.259  -4.3244  -1.8617  -1.2634
 LQT  H13A  H  HCH2  0   0.263  -2.6499  -1.9912  -1.6998
 LQT  H14   H  HCH3  0   0.236  -3.4692  -4.1190  -0.7253
 LQT  H14A  H  HCH3  0   0.230  -2.2235  -3.4390   0.3213
 LQT  H14B  H  HCH3  0   0.231  -3.9260  -3.3019   0.7669
 LQT  H15   H  HCH2  0   0.248  -4.8479  -1.1218   0.9498
 LQT  H15A  H  HCH2  0   0.253  -3.8492   0.1082   1.6945
 LQT  H16   H  HCH2  0   0.238  -4.2283   1.6468  -0.1711
 LQT  H16A  H  HCH2  0   0.194  -5.1719   0.4460  -1.0484
 LQT  H18   H  HCH3  0   0.192  -6.8509   2.5137  -0.9190
 LQT  H18A  H  HCH3  0   0.232  -7.3747   2.9449   0.7145
 LQT  H18B  H  HCH3  0   0.234  -5.7283   3.3068   0.1980
 LQT  H19   H  HCH3  0   0.235  -6.8840  -0.5823   1.1705
 LQT  H19A  H  HCH3  0   0.236  -8.0249   0.7486   1.2197
 LQT  H19B  H  HCH3  0   0.192  -7.5212   0.0811  -0.3410
 LQT  H21   H  HCR6  0   0.274   3.8555  -1.5453   0.1799

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
 LQT  N01  C02   single    1.338  0.020  1.338
 LQT  C02  C03   single    1.501  0.020  1.501
 LQT  C02  O22   double    1.222  0.020  1.222
 LQT  C03  C04   aromatic  1.387  0.020  1.387
 LQT  C03  C21   aromatic  1.390  0.020  1.390
 LQT  C04  C05   aromatic  1.388  0.020  1.388
 LQT  C05  N06   aromatic  1.323  0.020  1.323
 LQT  N06  C07   aromatic  1.332  0.020  1.332
 LQT  C07  C08   single    1.504  0.020  1.504
 LQT  C07  C21   aromatic  1.388  0.020  1.388
 LQT  C08  N09   single    1.450  0.020  1.450
 LQT  N09  C10   single    1.442  0.020  1.442
 LQT  C10  C11   single    1.522  0.020  1.522
 LQT  C11  N12   single    1.349  0.020  1.349
 LQT  C11  O20   double    1.224  0.020  1.224
 LQT  N12  C13   single    1.456  0.020  1.456
 LQT  N12  C15   single    1.453  0.020  1.453
 LQT  C13  C14   single    1.521  0.020  1.521
 LQT  C15  C16   single    1.526  0.020  1.526
 LQT  C16  N17   single    1.450  0.020  1.450
 LQT  N17  C18   single    1.448  0.020  1.448
 LQT  N17  C19   single    1.448  0.020  1.448
 LQT  N01  HN01  single    0.860  0.020  1.020
 LQT  N01  HN0A  single    0.860  0.020  1.020
 LQT  C04  H04   single    0.930  0.020  1.080
 LQT  C05  H05   single    0.930  0.020  1.080
 LQT  C08  H08   single    0.970  0.020  1.090
 LQT  C08  H08A  single    0.970  0.020  1.090
 LQT  N09  HN09  single    0.890  0.020  1.040
 LQT  C10  H10   single    0.970  0.020  1.090
 LQT  C10  H10A  single    0.970  0.020  1.090
 LQT  C13  H13   single    0.970  0.020  1.090
 LQT  C13  H13A  single    0.970  0.020  1.090
 LQT  C14  H14   single    0.970  0.020  1.090
 LQT  C14  H14A  single    0.970  0.020  1.090
 LQT  C14  H14B  single    0.970  0.020  1.090
 LQT  C15  H15   single    0.970  0.020  1.090
 LQT  C15  H15A  single    0.970  0.020  1.090
 LQT  C16  H16   single    0.970  0.020  1.090
 LQT  C16  H16A  single    0.970  0.020  1.090
 LQT  C18  H18   single    0.970  0.020  1.090
 LQT  C18  H18A  single    0.970  0.020  1.090
 LQT  C18  H18B  single    0.970  0.020  1.090
 LQT  C19  H19   single    0.970  0.020  1.090
 LQT  C19  H19A  single    0.970  0.020  1.090
 LQT  C19  H19B  single    0.970  0.020  1.090
 LQT  C21  H21   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
 LQT  HN0A  N01  HN01  116.93  3.000
 LQT  HN0A  N01  C02   119.75  3.000
 LQT  HN01  N01  C02   122.71  3.000
 LQT  O22   C02  C03   120.44  3.000
 LQT  O22   C02  N01   123.58  3.000
 LQT  C03   C02  N01   115.98  3.000
 LQT  C21   C03  C04   118.00  3.000
 LQT  C21   C03  C02   118.66  3.000
 LQT  C04   C03  C02   123.30  3.000
 LQT  H04   C04  C05   119.11  3.000
 LQT  H04   C04  C03   122.55  3.000
 LQT  C05   C04  C03   118.33  3.000
 LQT  H05   C05  N06   116.65  3.000
 LQT  H05   C05  C04   119.69  3.000
 LQT  N06   C05  C04   123.67  3.000
 LQT  C07   N06  C05   118.33  3.000
 LQT  C21   C07  C08   120.73  3.000
 LQT  C21   C07  N06   122.16  3.000
 LQT  C08   C07  N06   117.11  3.000
 LQT  H08A  C08  H08   106.48  3.000
 LQT  H08A  C08  N09   113.10  3.000
 LQT  H08   C08  N09   108.42  3.000
 LQT  H08A  C08  C07   109.30  3.000
 LQT  H08   C08  C07   108.73  3.000
 LQT  N09   C08  C07   110.63  3.000
 LQT  HN09  N09  C10   109.53  3.000
 LQT  HN09  N09  C08   109.37  3.000
 LQT  C10   N09  C08   111.54  3.000
 LQT  H10A  C10  H10   105.66  3.000
 LQT  H10A  C10  C11   109.10  3.000
 LQT  H10   C10  C11   109.19  3.000
 LQT  H10A  C10  N09   113.13  3.000
 LQT  H10   C10  N09   108.48  3.000
 LQT  C11   C10  N09   111.08  3.000
 LQT  O20   C11  N12   122.31  3.000
 LQT  O20   C11  C10   120.88  3.000
 LQT  N12   C11  C10   116.81  3.000
 LQT  C15   N12  C13   116.26  3.000
 LQT  C15   N12  C11   119.53  3.000
 LQT  C13   N12  C11   124.20  3.000
 LQT  H13A  C13  H13   105.45  3.000
 LQT  H13A  C13  C14   110.28  3.000
 LQT  H13   C13  C14   109.86  3.000
 LQT  H13A  C13  N12   110.27  3.000
 LQT  H13   C13  N12   107.51  3.000
 LQT  C14   C13  N12   113.14  3.000
 LQT  H14B  C14  H14A  108.03  3.000
 LQT  H14B  C14  H14   107.72  3.000
 LQT  H14A  C14  H14   107.93  3.000
 LQT  H14B  C14  C13   111.56  3.000
 LQT  H14A  C14  C13   111.40  3.000
 LQT  H14   C14  C13   110.05  3.000
 LQT  H15A  C15  H15   106.84  3.000
 LQT  H15A  C15  C16   109.76  3.000
 LQT  H15   C15  C16   111.11  3.000
 LQT  H15A  C15  N12   110.25  3.000
 LQT  H15   C15  N12   107.24  3.000
 LQT  C16   C15  N12   111.51  3.000
 LQT  H16A  C16  H16   106.58  3.000
 LQT  H16A  C16  N17   111.92  3.000
 LQT  H16   C16  N17   108.23  3.000
 LQT  H16A  C16  C15   109.57  3.000
 LQT  H16   C16  C15   107.78  3.000
 LQT  N17   C16  C15   112.50  3.000
 LQT  C19   N17  C18   110.64  3.000
 LQT  C19   N17  C16   112.48  3.000
 LQT  C18   N17  C16   111.22  3.000
 LQT  H18B  C18  H18A  107.82  3.000
 LQT  H18B  C18  H18   107.79  3.000
 LQT  H18A  C18  H18   107.57  3.000
 LQT  H18B  C18  N17   110.21  3.000
 LQT  H18A  C18  N17   109.90  3.000
 LQT  H18   C18  N17   113.37  3.000
 LQT  H19B  C19  H19A  107.73  3.000
 LQT  H19B  C19  H19   107.68  3.000
 LQT  H19A  C19  H19   107.07  3.000
 LQT  H19B  C19  N17   113.02  3.000
 LQT  H19A  C19  N17   109.83  3.000
 LQT  H19   C19  N17   111.26  3.000
 LQT  H21   C21  C07   119.81  3.000
 LQT  H21   C21  C03   120.67  3.000
 LQT  C07   C21  C03   119.51  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
 LQT  CONST_01  N06   C05  C04  C03     0.00   0.0  0
 LQT  CONST_02  N06   C07  C21  C03     0.00   0.0  0
 LQT  CONST_03  C07   C21  C03  C04     0.00   0.0  0
 LQT  CONST_04  C07   N06  C05  C04     0.00   0.0  0
 LQT  CONST_05  C21   C03  C04  C05     0.00   0.0  0
 LQT  CONST_06  C21   C07  N06  C05     0.00   0.0  0
 LQT  CONST_07  C05   C04  C03  C02   180.00   0.0  0
 LQT  CONST_08  C07   C21  C03  C02   180.00   0.0  0
 LQT  CONST_09  C08   C07  C21  C03   180.00   0.0  0
 LQT  CONST_10  C08   C07  N06  C05   180.00   0.0  0
 LQT  CONST_11  H05   C05  C04  C03   180.00   0.0  0
 LQT  CONST_12  H21   C21  C03  C04   180.00   0.0  0
 LQT  CONST_13  H04   C04  C05  N06   180.00   0.0  0
 LQT  CONST_14  HN01  N01  C02  C03     0.00   0.0  0
 LQT  CONST_15  HN0A  N01  C02  C03   180.00   0.0  0
 LQT  CONST_16  C13   N12  C11  C10     0.00   0.0  0
 LQT  CONST_17  C15   N12  C11  C10   180.00   0.0  0
 LQT  CONST_18  O20   C11  N12  C13   180.00   0.0  0
 LQT  CONST_19  O20   C11  N12  C15     0.00   0.0  0
 LQT  Var_01    C04   C03  C02  N01    24.80  30.0  2
 LQT  Var_02    N09   C08  C07  N06   -65.35  30.0  2
 LQT  Var_03    C10   N09  C08  C07   179.70  30.0  3
 LQT  Var_04    C11   C10  N09  C08   176.28  30.0  3
 LQT  Var_05    N12   C11  C10  N09  -178.96  30.0  3
 LQT  Var_06    C14   C13  N12  C11    94.65  30.0  3
 LQT  Var_07    C16   C15  N12  C11    88.14  30.0  3
 LQT  Var_08    N17   C16  C15  N12   177.09  30.0  3
 LQT  Var_09    C18   N17  C16  C15   163.08  30.0  3
 LQT  Var_10    H14   C14  C13  N12   177.93  30.0  3
 LQT  Var_11    H18   C18  N17  C16    62.78  30.0  3
 LQT  Var_12    H19   C19  N17  C16    61.10  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
 LQT  plan-1  C02   0.020
 LQT  plan-1  C03   0.020
 LQT  plan-1  C04   0.020
 LQT  plan-1  C05   0.020
 LQT  plan-1  N06   0.020
 LQT  plan-1  C07   0.020
 LQT  plan-1  C08   0.020
 LQT  plan-1  C21   0.020
 LQT  plan-1  H04   0.020
 LQT  plan-1  H05   0.020
 LQT  plan-1  H21   0.020
 LQT  plan-2  N01   0.020
 LQT  plan-2  C02   0.020
 LQT  plan-2  C03   0.020
 LQT  plan-2  O22   0.020
 LQT  plan-2  HN01  0.020
 LQT  plan-2  HN0A  0.020
 LQT  plan-3  C10   0.020
 LQT  plan-3  C11   0.020
 LQT  plan-3  N12   0.020
 LQT  plan-3  C13   0.020
 LQT  plan-3  C15   0.020
 LQT  plan-3  O20   0.020

