# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 31 12:43:32 2020
#   Inital geometry file: a 123 line input string
#   Ligand name: 2-[6-(4-chlorophenoxy)hexyl]-1-cyano-3-pyridin-4-ylguanidine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Clc1ccc(OCCCCCCN=C(NC#N)Nc2ccncc2)cc1
#
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
 2QG  2QG  2-[6-(4-chlorophenoxy)hexyl]-1-cyano-3-pyridin-4-ylguanidine  ligand  48  26  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_2QG
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
 2QG  C1   C   CR16  0  -0.350   6.7902   1.1710  -0.6903
 2QG  C2   C   CR16  0  -0.198   8.0283   0.8630  -0.1592
 2QG  C3   C   CR6   0  -0.067   8.1258  -0.0939   0.8424
 2QG  C4   C   CR16  0  -0.197   6.9953  -0.7388   1.3080
 2QG  C5   C   CR16  0  -0.385   5.7494  -0.4301   0.7748
 2QG  C6   C   CR6   0   0.395   5.6380   0.5298  -0.2288
 2QG  C8   C   CH2   0  -0.173   3.2673   0.3279  -0.3321
 2QG  C9   C   CH2   0  -0.457   2.1183   0.9592  -1.0885
 2QG  C10  C   CH2   0  -0.426   0.7755   0.4158  -0.6151
 2QG  C11  C   CH2   0  -0.420  -0.4038   1.0524  -1.3389
 2QG  C12  C   CH2   0  -0.429  -1.7442   0.5173  -0.8549
 2QG  C13  C   CH2   0  -0.337  -2.9248   1.1561  -1.5816
 2QG  C15  C   C     0   0.701  -4.7971   0.9588  -0.1491
 2QG  C17  C   CSP   0   0.282  -4.8087   2.2946   1.8606
 2QG  C20  C   CR6   0   0.469  -6.3256  -0.9731   0.1164
 2QG  C21  C   CR16  0  -0.373  -5.6167  -1.9327  -0.6087
 2QG  O7   O   O2    0  -0.474   4.4801   0.8978  -0.8030
 2QG  N14  N   N     0  -0.427  -4.1795   0.5692  -1.1742
 2QG  N16  N   NH1   0  -0.715  -4.4535   2.0996   0.6035
 2QG  N18  N   NS    0  -0.299  -5.1233   2.4716   2.9585
 2QG  N19  N   NH1   0  -0.786  -5.9047   0.3195   0.3564
 2QG  C22  C   CR16  0  -0.072  -6.1593  -3.2025  -0.7218
 2QG  N23  N   N     0  -0.422  -7.3174  -3.5854  -0.1979
 2QG  C24  C   CR16  0  -0.065  -7.9864  -2.6626   0.4883
 2QG  C25  C   CR16  0  -0.423  -7.5466  -1.3678   0.6736
 2QG  CL1  CL  CL    0  -0.141   9.6800  -0.4818   1.5120
 2QG  H1   H   HCR6  0   0.272   6.7103   1.9175  -1.4702
 2QG  H2   H   HCR6  0   0.280   8.9108   1.3709  -0.5240
 2QG  H3   H   HCR6  0   0.282   7.0692  -1.4849   2.0875
 2QG  H4   H   HCR6  0   0.289   4.8845  -0.9537   1.1582
 2QG  H5   H   HCH2  0   0.222   3.1568   0.5108   0.7432
 2QG  H6   H   HCH2  0   0.223   3.2731  -0.7579  -0.4831
 2QG  H7   H   HCH2  0   0.230   2.1443   2.0439  -0.9480
 2QG  H8   H   HCH2  0   0.231   2.2349   0.7720  -2.1598
 2QG  H9   H   HCH2  0   0.220   0.7454  -0.6694  -0.7574
 2QG  H10  H   HCH2  0   0.219   0.6724   0.5849   0.4619
 2QG  H11  H   HCH2  0   0.218  -0.3702   2.1382  -1.1999
 2QG  H12  H   HCH2  0   0.218  -0.3083   0.8794  -2.4159
 2QG  H13  H   HCH2  0   0.228  -1.7869  -0.5663  -0.9987
 2QG  H14  H   HCH2  0   0.221  -1.8410   0.6905   0.2215
 2QG  H15  H   HCH2  0   0.207  -2.8821   2.2474  -1.4576
 2QG  H16  H   HCH2  0   0.245  -2.8162   0.9860  -2.6546
 2QG  H17  H   HCR6  0   0.291  -4.6764  -1.7050  -1.0820
 2QG  H18  H   HNH1  0   0.459  -3.8303   2.7797   0.1904
 2QG  H19  H   HNH1  0   0.424  -6.5497   0.8779   0.8958
 2QG  H20  H   HCR6  0   0.262  -5.6117  -3.9531  -1.2818
 2QG  H21  H   HCR6  0   0.265  -8.9328  -2.9678   0.9209
 2QG  H22  H   HCR6  0   0.282  -8.1432  -0.6748   1.2539

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
 2QG  C2   C1   aromatic  1.382  0.020  1.382
 2QG  C2   C3   aromatic  1.389  0.020  1.389
 2QG  C1   C6   aromatic  1.397  0.020  1.397
 2QG  CL1  C3   single    1.736  0.020  1.736
 2QG  C3   C4   aromatic  1.382  0.020  1.382
 2QG  C6   O7   single    1.344  0.020  1.344
 2QG  C6   C5   aromatic  1.393  0.020  1.393
 2QG  C8   O7   single    1.420  0.020  1.420
 2QG  C8   C9   single    1.514  0.020  1.514
 2QG  C9   C10  single    1.524  0.020  1.524
 2QG  C4   C5   aromatic  1.390  0.020  1.390
 2QG  C10  C11  single    1.523  0.020  1.523
 2QG  C11  C12  single    1.522  0.020  1.522
 2QG  N18  C17  triple    1.156  0.020  1.156
 2QG  C12  C13  single    1.526  0.020  1.526
 2QG  C13  N14  single    1.444  0.020  1.444
 2QG  C17  N16  single    1.321  0.020  1.321
 2QG  N14  C15  double    1.259  0.020  1.259
 2QG  N16  C15  single    1.409  0.020  1.409
 2QG  C15  N19  single    1.375  0.020  1.375
 2QG  N19  C20  single    1.380  0.020  1.380
 2QG  C21  C20  aromatic  1.396  0.020  1.396
 2QG  C21  C22  aromatic  1.386  0.020  1.386
 2QG  C20  C25  aromatic  1.399  0.020  1.399
 2QG  C22  N23  aromatic  1.327  0.020  1.327
 2QG  C25  C24  aromatic  1.380  0.020  1.380
 2QG  N23  C24  aromatic  1.330  0.020  1.330
 2QG  C1   H1   single    0.930  0.020  1.080
 2QG  C2   H2   single    0.930  0.020  1.080
 2QG  C4   H3   single    0.930  0.020  1.080
 2QG  C5   H4   single    0.930  0.020  1.080
 2QG  C8   H5   single    0.970  0.020  1.090
 2QG  C8   H6   single    0.970  0.020  1.090
 2QG  C9   H7   single    0.970  0.020  1.090
 2QG  C9   H8   single    0.970  0.020  1.090
 2QG  C10  H9   single    0.970  0.020  1.090
 2QG  C10  H10  single    0.970  0.020  1.090
 2QG  C11  H11  single    0.970  0.020  1.090
 2QG  C11  H12  single    0.970  0.020  1.090
 2QG  C12  H13  single    0.970  0.020  1.090
 2QG  C12  H14  single    0.970  0.020  1.090
 2QG  C13  H15  single    0.970  0.020  1.090
 2QG  C13  H16  single    0.970  0.020  1.090
 2QG  C21  H17  single    0.930  0.020  1.080
 2QG  N16  H18  single    0.860  0.020  1.020
 2QG  N19  H19  single    0.860  0.020  1.020
 2QG  C22  H20  single    0.930  0.020  1.080
 2QG  C24  H21  single    0.930  0.020  1.080
 2QG  C25  H22  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
 2QG  H1   C1   C6   119.58  3.000
 2QG  H1   C1   C2   119.78  3.000
 2QG  C6   C1   C2   120.64  3.000
 2QG  H2   C2   C3   120.64  3.000
 2QG  H2   C2   C1   119.78  3.000
 2QG  C3   C2   C1   119.59  3.000
 2QG  CL1  C3   C4   119.87  3.000
 2QG  C4   C3   C2   120.46  3.000
 2QG  CL1  C3   C2   119.67  3.000
 2QG  H3   C4   C5   119.41  3.000
 2QG  H3   C4   C3   120.57  3.000
 2QG  C5   C4   C3   120.02  3.000
 2QG  H4   C5   C6   121.67  3.000
 2QG  H4   C5   C4   118.26  3.000
 2QG  C6   C5   C4   120.07  3.000
 2QG  O7   C6   C5   124.43  3.000
 2QG  C5   C6   C1   119.22  3.000
 2QG  O7   C6   C1   116.35  3.000
 2QG  H6   C8   H5   107.51  3.000
 2QG  H6   C8   O7   110.32  3.000
 2QG  H5   C8   O7   110.14  3.000
 2QG  H6   C8   C9   110.38  3.000
 2QG  H5   C8   C9   110.13  3.000
 2QG  O7   C8   C9   108.37  3.000
 2QG  H8   C9   H7   107.03  3.000
 2QG  H8   C9   C10  109.70  3.000
 2QG  H7   C9   C10  109.55  3.000
 2QG  H8   C9   C8   109.71  3.000
 2QG  H7   C9   C8   109.35  3.000
 2QG  C10  C9   C8   111.40  3.000
 2QG  H10  C10  H9   106.16  3.000
 2QG  H10  C10  C11  109.27  3.000
 2QG  H9   C10  C11  109.33  3.000
 2QG  H10  C10  C9   109.48  3.000
 2QG  H9   C10  C9   109.71  3.000
 2QG  C11  C10  C9   112.68  3.000
 2QG  H12  C11  H11  106.18  3.000
 2QG  H12  C11  C12  109.51  3.000
 2QG  H11  C11  C12  109.58  3.000
 2QG  H12  C11  C10  109.50  3.000
 2QG  H11  C11  C10  109.28  3.000
 2QG  C12  C11  C10  112.57  3.000
 2QG  H14  C12  H13  106.41  3.000
 2QG  H14  C12  C13  109.49  3.000
 2QG  H13  C12  C13  108.77  3.000
 2QG  H14  C12  C11  109.57  3.000
 2QG  H13  C12  C11  109.92  3.000
 2QG  C13  C12  C11  112.49  3.000
 2QG  H16  C13  H15  105.17  3.000
 2QG  H16  C13  N14  107.48  3.000
 2QG  H15  C13  N14  113.92  3.000
 2QG  H16  C13  C12  109.01  3.000
 2QG  H15  C13  C12  109.38  3.000
 2QG  N14  C13  C12  111.57  3.000
 2QG  N19  C15  N16  112.11  3.000
 2QG  N19  C15  N14  123.41  3.000
 2QG  N16  C15  N14  124.47  3.000
 2QG  N18  C17  N16  180.00  3.000
 2QG  C25  C20  N19  117.46  3.000
 2QG  C25  C20  C21  117.14  3.000
 2QG  N19  C20  C21  125.39  3.000
 2QG  H17  C21  C22  119.99  3.000
 2QG  H17  C21  C20  121.75  3.000
 2QG  C22  C21  C20  118.26  3.000
 2QG  C8   O7   C6   118.96  3.000
 2QG  C15  N14  C13  122.03  3.000
 2QG  H18  N16  C17  117.09  3.000
 2QG  H18  N16  C15  118.48  3.000
 2QG  C17  N16  C15  124.21  3.000
 2QG  H19  N19  C20  114.59  3.000
 2QG  H19  N19  C15  117.00  3.000
 2QG  C20  N19  C15  128.10  3.000
 2QG  H20  C22  N23  116.39  3.000
 2QG  H20  C22  C21  118.59  3.000
 2QG  N23  C22  C21  125.01  3.000
 2QG  C24  N23  C22  116.25  3.000
 2QG  H21  C24  C25  119.25  3.000
 2QG  H21  C24  N23  116.71  3.000
 2QG  C25  C24  N23  124.04  3.000
 2QG  H22  C25  C24  119.79  3.000
 2QG  H22  C25  C20  120.91  3.000
 2QG  C24  C25  C20  119.30  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
 2QG  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 2QG  CONST_02  C4   C5   C6   C1      0.00   0.0  0
 2QG  CONST_03  C5   C6   C1   C2      0.00   0.0  0
 2QG  CONST_04  C5   C4   C3   C2      0.00   0.0  0
 2QG  CONST_05  C6   C1   C2   C3      0.00   0.0  0
 2QG  CONST_06  C6   C5   C4   C3      0.00   0.0  0
 2QG  CONST_07  N23  C22  C21  C20     0.00   0.0  0
 2QG  CONST_08  N23  C24  C25  C20     0.00   0.0  0
 2QG  CONST_09  C24  C25  C20  C21     0.00   0.0  0
 2QG  CONST_10  C24  N23  C22  C21     0.00   0.0  0
 2QG  CONST_11  C25  C20  C21  C22     0.00   0.0  0
 2QG  CONST_12  C25  C24  N23  C22     0.00   0.0  0
 2QG  CONST_13  CL1  C3   C2   C1    180.00   0.0  0
 2QG  CONST_14  O7   C6   C1   C2    180.00   0.0  0
 2QG  CONST_15  O7   C6   C5   C4    180.00   0.0  0
 2QG  CONST_16  CL1  C3   C4   C5    180.00   0.0  0
 2QG  CONST_17  C22  C21  C20  N19   180.00   0.0  0
 2QG  CONST_18  C24  C25  C20  N19   180.00   0.0  0
 2QG  CONST_19  H4   C5   C6   C1    180.00   0.0  0
 2QG  CONST_20  H3   C4   C3   C2    180.00   0.0  0
 2QG  CONST_21  H1   C1   C2   C3    180.00   0.0  0
 2QG  CONST_22  H2   C2   C3   C4    180.00   0.0  0
 2QG  CONST_23  H20  C22  C21  C20   180.00   0.0  0
 2QG  CONST_24  H21  C24  C25  C20   180.00   0.0  0
 2QG  CONST_25  H22  C25  C20  C21   180.00   0.0  0
 2QG  CONST_26  H17  C21  C22  N23   180.00   0.0  0
 2QG  CONST_27  C21  C20  N19  C15     0.00   0.0  0
 2QG  CONST_28  C25  C20  N19  C15   180.00   0.0  0
 2QG  CONST_29  H19  N19  C20  C21   180.00   0.0  0
 2QG  CONST_32  N16  C15  N14  C13     0.00   0.0  0
 2QG  CONST_33  N19  C15  N14  C13   180.00   0.0  0
 2QG  Var_01    C9   C8   O7   C6    177.04  30.0  1
 2QG  Var_02    C11  C10  C9   C8    178.87  30.0  3
 2QG  Var_03    C12  C11  C10  C9   -179.46  30.0  3
 2QG  Var_04    O7   C8   C9   C10  -178.82  30.0  1
 2QG  Var_05    C13  C12  C11  C10  -179.98  30.0  3
 2QG  Var_06    N14  C13  C12  C11   176.00  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
 2QG  plan-1  C1   0.020
 2QG  plan-1  C2   0.020
 2QG  plan-1  C3   0.020
 2QG  plan-1  C4   0.020
 2QG  plan-1  C5   0.020
 2QG  plan-1  C6   0.020
 2QG  plan-1  O7   0.020
 2QG  plan-1  CL1  0.020
 2QG  plan-1  H1   0.020
 2QG  plan-1  H2   0.020
 2QG  plan-1  H3   0.020
 2QG  plan-1  H4   0.020
 2QG  plan-2  C20  0.020
 2QG  plan-2  C21  0.020
 2QG  plan-2  N19  0.020
 2QG  plan-2  C22  0.020
 2QG  plan-2  N23  0.020
 2QG  plan-2  C24  0.020
 2QG  plan-2  C25  0.020
 2QG  plan-2  H17  0.020
 2QG  plan-2  H20  0.020
 2QG  plan-2  H21  0.020
 2QG  plan-2  H22  0.020
 2QG  plan-3  C13  0.020
 2QG  plan-3  C15  0.020
 2QG  plan-3  C17  0.020
 2QG  plan-3  C20  0.020
 2QG  plan-3  N14  0.020
 2QG  plan-3  N16  0.020
 2QG  plan-3  N19  0.020
 2QG  plan-3  H18  0.020
 2QG  plan-3  H19  0.020

