# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 22 13:50:06 2022
#   Inital geometry file: a 102 line input string
#   Ligand name: 2-(dimethylamino)ethyl 4-(butylamino)benzoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCNc1ccc(cc1)C(=O)OCCN(C)C
#
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
 TE4  TE4  '2-(dimethylamino)ethyl 4-(butylamino)benzoate'  ligand  43  19  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_TE4
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
 TE4  O2   O  O     0  -0.472   2.1522   2.6932  -0.0506
 TE4  C7   C  C     0   0.589   1.9214   1.5143   0.1156
 TE4  O1   O  O2    0  -0.457   2.8728   0.6170   0.3437
 TE4  C8   C  CH2   0  -0.196   4.2273   1.0661   0.3900
 TE4  C9   C  CH2   0  -0.300   5.1001  -0.1178   0.7393
 TE4  N1   N  NT    0  -0.396   5.0419  -1.2033  -0.2164
 TE4  C14  C  CH3   0  -0.528   5.6152  -0.8531  -1.4974
 TE4  C15  C  CH3   0  -0.519   5.6608  -2.3953   0.3207
 TE4  C4   C  CR6   0  -0.133   0.5778   0.9212   0.0924
 TE4  C5   C  CR16  0  -0.257   0.3497  -0.4556   0.2192
 TE4  C6   C  CR16  0  -0.341  -0.9250  -0.9692   0.1989
 TE4  C1   C  CR6   0   0.409  -2.0473  -0.1255   0.0559
 TE4  C2   C  CR16  0  -0.353  -1.8166   1.2577  -0.0746
 TE4  C3   C  CR16  0  -0.246  -0.5306   1.7560  -0.0569
 TE4  N2   N  NH1   0  -0.693  -3.2901  -0.6501   0.0520
 TE4  C10  C  CH2   0  -0.245  -4.5055   0.1087  -0.1211
 TE4  C11  C  CH2   0  -0.462  -5.7165  -0.8100  -0.0880
 TE4  C12  C  CH2   0  -0.422  -7.0263  -0.0467  -0.2337
 TE4  C13  C  CH3   0  -0.662  -8.2374  -0.9686  -0.2056
 TE4  H1   H  HCH2  0   0.235   4.5075   1.5127  -0.5667
 TE4  H2   H  HCH2  0   0.245   4.3498   1.8342   1.1572
 TE4  H3   H  HCH2  0   0.203   6.1261   0.2687   0.8721
 TE4  H4   H  HCH2  0   0.241   4.7901  -0.5007   1.7154
 TE4  H6   H  HCH3  0   0.191   6.6763  -0.5627  -1.4351
 TE4  H7   H  HCH3  0   0.236   5.5427  -1.7031  -2.1763
 TE4  H8   H  HCH3  0   0.235   5.0728  -0.0276  -1.9592
 TE4  H9   H  HCH3  0   0.233   5.1606  -2.6941   1.2430
 TE4  H10  H  HCH3  0   0.232   5.5662  -3.2170  -0.3907
 TE4  H11  H  HCH3  0   0.190   6.7322  -2.2712   0.5460
 TE4  H12  H  HCR6  0   0.256   1.1795  -1.1407   0.3299
 TE4  H13  H  HCR6  0   0.261  -1.0733  -2.0382   0.2966
 TE4  H14  H  HCR6  0   0.269  -2.6444   1.9448  -0.1867
 TE4  H15  H  HCR6  0   0.255  -0.3867   2.8239  -0.1593
 TE4  H16  H  HNH1  0   0.392  -3.3721  -1.6521   0.1049
 TE4  H17  H  HCH2  0   0.225  -4.5991   0.8600   0.6710
 TE4  H18  H  HCH2  0   0.224  -4.4874   0.6553  -1.0717
 TE4  H19  H  HCH2  0   0.229  -5.6324  -1.5502  -0.8906
 TE4  H20  H  HCH2  0   0.229  -5.7213  -1.3674   0.8547
 TE4  H21  H  HCH2  0   0.219  -7.1080   0.6910   0.5699
 TE4  H22  H  HCH2  0   0.219  -7.0165   0.5205  -1.1693
 TE4  H23  H  HCH3  0   0.219  -8.1957  -1.6972  -1.0172
 TE4  H24  H  HCH3  0   0.219  -8.2872  -1.5228   0.7334
 TE4  H25  H  HCH3  0   0.229  -9.1681  -0.4098  -0.3091

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
 TE4  C15  N1   single    1.447  0.020  1.447
 TE4  C14  N1   single    1.446  0.020  1.446
 TE4  N1   C9   single    1.447  0.020  1.447
 TE4  C9   C8   single    1.512  0.020  1.512
 TE4  C8   O1   single    1.428  0.020  1.428
 TE4  C13  C12  single    1.522  0.020  1.522
 TE4  O1   C7   single    1.327  0.020  1.327
 TE4  C11  C12  single    1.523  0.020  1.523
 TE4  C11  C10  single    1.520  0.020  1.520
 TE4  C5   C6   aromatic  1.375  0.020  1.375
 TE4  C5   C4   aromatic  1.401  0.020  1.401
 TE4  C7   C4   single    1.469  0.020  1.469
 TE4  C7   O2   double    1.213  0.020  1.213
 TE4  C6   C1   aromatic  1.411  0.020  1.411
 TE4  C4   C3   aromatic  1.396  0.020  1.396
 TE4  C1   N2   single    1.349  0.020  1.349
 TE4  C1   C2   aromatic  1.408  0.020  1.408
 TE4  C10  N2   single    1.443  0.020  1.443
 TE4  C3   C2   aromatic  1.379  0.020  1.379
 TE4  C8   H1   single    0.970  0.020  1.090
 TE4  C8   H2   single    0.970  0.020  1.090
 TE4  C9   H3   single    0.970  0.020  1.090
 TE4  C9   H4   single    0.970  0.020  1.090
 TE4  C14  H6   single    0.970  0.020  1.090
 TE4  C14  H7   single    0.970  0.020  1.090
 TE4  C14  H8   single    0.970  0.020  1.090
 TE4  C15  H9   single    0.970  0.020  1.090
 TE4  C15  H10  single    0.970  0.020  1.090
 TE4  C15  H11  single    0.970  0.020  1.090
 TE4  C5   H12  single    0.930  0.020  1.080
 TE4  C6   H13  single    0.930  0.020  1.080
 TE4  C2   H14  single    0.930  0.020  1.080
 TE4  C3   H15  single    0.930  0.020  1.080
 TE4  N2   H16  single    0.860  0.020  1.020
 TE4  C10  H17  single    0.970  0.020  1.090
 TE4  C10  H18  single    0.970  0.020  1.090
 TE4  C11  H19  single    0.970  0.020  1.090
 TE4  C11  H20  single    0.970  0.020  1.090
 TE4  C12  H21  single    0.970  0.020  1.090
 TE4  C12  H22  single    0.970  0.020  1.090
 TE4  C13  H23  single    0.970  0.020  1.090
 TE4  C13  H24  single    0.970  0.020  1.090
 TE4  C13  H25  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
 TE4  C4   C7   O1   112.67  3.000
 TE4  C4   C7   O2   124.36  3.000
 TE4  O1   C7   O2   122.97  3.000
 TE4  C8   O1   C7   118.22  3.000
 TE4  H2   C8   H1   107.39  3.000
 TE4  H2   C8   C9   108.88  3.000
 TE4  H1   C8   C9   111.99  3.000
 TE4  H2   C8   O1   110.50  3.000
 TE4  H1   C8   O1   110.09  3.000
 TE4  C9   C8   O1   107.99  3.000
 TE4  H4   C9   H3   106.18  3.000
 TE4  H4   C9   N1   108.39  3.000
 TE4  H3   C9   N1   112.28  3.000
 TE4  H4   C9   C8   108.47  3.000
 TE4  H3   C9   C8   106.86  3.000
 TE4  N1   C9   C8   114.30  3.000
 TE4  C15  N1   C14  111.03  3.000
 TE4  C14  N1   C9   112.79  3.000
 TE4  C15  N1   C9   110.83  3.000
 TE4  H8   C14  H7   107.07  3.000
 TE4  H8   C14  H6   107.67  3.000
 TE4  H7   C14  H6   107.74  3.000
 TE4  H8   C14  N1   111.18  3.000
 TE4  H7   C14  N1   109.65  3.000
 TE4  H6   C14  N1   113.29  3.000
 TE4  H11  C15  H10  107.60  3.000
 TE4  H11  C15  H9   107.69  3.000
 TE4  H10  C15  H9   107.77  3.000
 TE4  H11  C15  N1   113.52  3.000
 TE4  H10  C15  N1   109.97  3.000
 TE4  H9   C15  N1   110.09  3.000
 TE4  C3   C4   C5   117.91  3.000
 TE4  C3   C4   C7   119.12  3.000
 TE4  C5   C4   C7   122.97  3.000
 TE4  H12  C5   C6   118.44  3.000
 TE4  H12  C5   C4   120.44  3.000
 TE4  C6   C5   C4   121.12  3.000
 TE4  H13  C6   C1   119.34  3.000
 TE4  H13  C6   C5   119.62  3.000
 TE4  C1   C6   C5   121.04  3.000
 TE4  N2   C1   C2   122.18  3.000
 TE4  C2   C1   C6   117.79  3.000
 TE4  N2   C1   C6   120.03  3.000
 TE4  H14  C2   C3   119.04  3.000
 TE4  H14  C2   C1   120.55  3.000
 TE4  C3   C2   C1   120.42  3.000
 TE4  H15  C3   C2   118.63  3.000
 TE4  H15  C3   C4   119.65  3.000
 TE4  C2   C3   C4   121.72  3.000
 TE4  H16  N2   C10  117.45  3.000
 TE4  H16  N2   C1   117.51  3.000
 TE4  C10  N2   C1   124.87  3.000
 TE4  H18  C10  H17  106.63  3.000
 TE4  H18  C10  C11  109.46  3.000
 TE4  H17  C10  C11  109.30  3.000
 TE4  H18  C10  N2   110.62  3.000
 TE4  H17  C10  N2   110.22  3.000
 TE4  C11  C10  N2   110.51  3.000
 TE4  H20  C11  H19  106.70  3.000
 TE4  H20  C11  C12  109.49  3.000
 TE4  H19  C11  C12  109.55  3.000
 TE4  H20  C11  C10  109.26  3.000
 TE4  H19  C11  C10  109.35  3.000
 TE4  C12  C11  C10  112.34  3.000
 TE4  H22  C12  H21  106.22  3.000
 TE4  H22  C12  C13  109.68  3.000
 TE4  H21  C12  C13  109.60  3.000
 TE4  H22  C12  C11  109.51  3.000
 TE4  H21  C12  C11  109.39  3.000
 TE4  C13  C12  C11  112.26  3.000
 TE4  H25  C13  H24  107.63  3.000
 TE4  H25  C13  H23  107.71  3.000
 TE4  H24  C13  H23  107.60  3.000
 TE4  H25  C13  C12  111.53  3.000
 TE4  H24  C13  C12  111.08  3.000
 TE4  H23  C13  C12  111.11  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
 TE4  CONST_01  C1   C6   C5   C4      0.00   0.0  0
 TE4  CONST_02  C1   C2   C3   C4      0.00   0.0  0
 TE4  CONST_03  C2   C1   C6   C5      0.00   0.0  0
 TE4  CONST_04  C2   C3   C4   C5      0.00   0.0  0
 TE4  CONST_05  C3   C4   C5   C6      0.00   0.0  0
 TE4  CONST_06  C3   C2   C1   C6      0.00   0.0  0
 TE4  CONST_07  C6   C5   C4   C7    180.00   0.0  0
 TE4  CONST_08  C2   C3   C4   C7    180.00   0.0  0
 TE4  CONST_09  N2   C1   C6   C5    180.00   0.0  0
 TE4  CONST_10  N2   C1   C2   C3    180.00   0.0  0
 TE4  CONST_11  H13  C6   C5   C4    180.00   0.0  0
 TE4  CONST_12  H14  C2   C3   C4    180.00   0.0  0
 TE4  CONST_13  H15  C3   C4   C5    180.00   0.0  0
 TE4  CONST_14  H12  C5   C6   C1    180.00   0.0  0
 TE4  CONST_15  C10  N2   C1   C6    180.00   0.0  0
 TE4  CONST_16  C10  N2   C1   C2      0.00   0.0  0
 TE4  CONST_17  H16  N2   C1   C6      0.00   0.0  0
 TE4  Var_01    C5   C4   C7   O2    176.59  30.0  2
 TE4  Var_02    C4   C7   O1   C8    179.96  30.0  3
 TE4  Var_03    C11  C10  N2   C1    179.31  30.0  1
 TE4  Var_04    C9   C8   O1   C7    176.79  30.0  2
 TE4  Var_05    N1   C9   C8   O1     60.83  30.0  1
 TE4  Var_06    C15  N1   C9   C8   -167.56  30.0  2
 TE4  Var_07    C12  C11  C10  N2    178.62  30.0  2
 TE4  Var_08    C13  C12  C11  C10   179.78  30.0  3
 TE4  Var_09    H9   C15  N1   C9     58.66  30.0  3
 TE4  Var_10    H6   C14  N1   C9     59.74  30.0  3
 TE4  Var_11    H23  C13  C12  C11   -59.92  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
 TE4  plan-1  C7   0.020
 TE4  plan-1  C4   0.020
 TE4  plan-1  C5   0.020
 TE4  plan-1  C6   0.020
 TE4  plan-1  C1   0.020
 TE4  plan-1  C2   0.020
 TE4  plan-1  C3   0.020
 TE4  plan-1  N2   0.020
 TE4  plan-1  H12  0.020
 TE4  plan-1  H13  0.020
 TE4  plan-1  H14  0.020
 TE4  plan-1  H15  0.020
 TE4  plan-2  C1   0.020
 TE4  plan-2  N2   0.020
 TE4  plan-2  C10  0.020
 TE4  plan-2  H16  0.020
 TE4  plan-3  O2   0.020
 TE4  plan-3  C7   0.020
 TE4  plan-3  O1   0.020
 TE4  plan-3  C4   0.020

