# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  9 20:33:54 2020
#   Inital geometry file: a 99 line input string
#   Ligand name: 2-(octanoylamino)benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCCCC(=O)Nc1ccccc1C(O)=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
 JWH  JWH  '2-(octanoylamino)benzoic acid'  ligand  40  19  .  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_JWH
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
 JWH  C4   C  CR16  0  -0.319   2.9552  -1.9600   0.2439
 JWH  C14  C  CH2   0  -0.418  -7.3449  -0.0100  -0.5352
 JWH  C5   C  CR6   0   0.381   2.5917  -0.6125   0.1364
 JWH  C6   C  CR6   0  -0.185   3.6020   0.3379  -0.1547
 JWH  C11  C  CH2   0  -0.415  -3.5646   0.2488   0.4209
 JWH  C7   C  C     0   0.584   3.2990   1.7811  -0.2856
 JWH  C8   C  C     0   0.564   0.1461  -0.8957   0.5369
 JWH  C9   C  CH2   0  -0.592  -1.0761  -0.0306   0.7541
 JWH  C10  C  CH2   0  -0.414  -2.3425  -0.6168   0.1431
 JWH  C12  C  CH2   0  -0.412  -4.8401  -0.3117  -0.1953
 JWH  C13  C  CH2   0  -0.406  -6.0691   0.5424   0.0884
 JWH  N1   N  NH1   0  -0.775   1.2844  -0.1794   0.3112
 JWH  C3   C  CR16  0  -0.232   4.2699  -2.3526   0.0724
 JWH  C1   C  CR16  0  -0.263   4.9212  -0.0948  -0.3225
 JWH  C15  C  CH3   0  -0.662  -8.5659   0.8540  -0.2513
 JWH  C2   C  CR16  0  -0.256   5.2642  -1.4267  -0.2112
 JWH  O1   O  OH1   0  -0.585   4.3498   2.5124  -0.6134
 JWH  O2   O  O     0  -0.466   2.2029   2.2805  -0.1152
 JWH  O3   O  O     0  -0.463   0.0946  -2.1106   0.5866
 JWH  H4   H  HCR6  0   0.292   2.2074  -2.7030   0.4606
 JWH  H17  H  HCH2  0   0.210  -7.2076  -0.1036  -1.6169
 JWH  H18  H  HCH2  0   0.210  -7.5188  -1.0246  -0.1636
 JWH  H11  H  HCH2  0   0.212  -3.6982   0.3495   1.5034
 JWH  H12  H  HCH2  0   0.212  -3.3922   1.2613   0.0401
 JWH  H7   H  HCH2  0   0.275  -1.2035   0.0723   1.8377
 JWH  H8   H  HCH2  0   0.253  -0.9129   0.9809   0.3741
 JWH  H9   H  HCH2  0   0.226  -2.5120  -1.6225   0.5344
 JWH  H10  H  HCH2  0   0.225  -2.2084  -0.7213  -0.9378
 JWH  H13  H  HCH2  0   0.208  -4.7070  -0.4063  -1.2784
 JWH  H14  H  HCH2  0   0.208  -5.0085  -1.3274   0.1793
 JWH  H15  H  HCH2  0   0.206  -5.8982   1.5603  -0.2797
 JWH  H16  H  HCH2  0   0.206  -6.2061   0.6320   1.1718
 JWH  H6   H  HNH1  0   0.431   1.1809   0.8277   0.2517
 JWH  H3   H  HCR6  0   0.270   4.5155  -3.4027   0.1646
 JWH  H1   H  HCR6  0   0.275   5.6965   0.6249  -0.5419
 JWH  H21  H  HCH3  0   0.226  -9.4606   0.4557  -0.7310
 JWH  H20  H  HCH3  0   0.216  -8.7657   0.9166   0.8200
 JWH  H19  H  HCH3  0   0.215  -8.4218   1.8727  -0.6172
 JWH  H2   H  HCR6  0   0.265   6.2913  -1.7373  -0.3430
 JWH  H5   H  HOH1  0   0.492   4.0929   3.4445  -0.6787

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
 JWH  O2   C7   double    1.216  0.020  1.216
 JWH  C1   C2   aromatic  1.380  0.020  1.380
 JWH  C1   C6   aromatic  1.398  0.020  1.398
 JWH  C7   C6   single    1.480  0.020  1.480
 JWH  C7   O1   single    1.322  0.020  1.322
 JWH  C2   C3   aromatic  1.388  0.020  1.388
 JWH  C6   C5   aromatic  1.417  0.020  1.417
 JWH  C3   C4   aromatic  1.383  0.020  1.383
 JWH  C5   N1   single    1.388  0.020  1.388
 JWH  C5   C4   aromatic  1.400  0.020  1.400
 JWH  N1   C8   single    1.364  0.020  1.364
 JWH  C8   O3   double    1.217  0.020  1.217
 JWH  C8   C9   single    1.513  0.020  1.513
 JWH  C9   C10  single    1.523  0.020  1.523
 JWH  C10  C11  single    1.523  0.020  1.523
 JWH  C11  C12  single    1.523  0.020  1.523
 JWH  C13  C12  single    1.523  0.020  1.523
 JWH  C13  C14  single    1.524  0.020  1.524
 JWH  C14  C15  single    1.522  0.020  1.522
 JWH  C4   H4   single    0.930  0.020  1.080
 JWH  C14  H17  single    0.970  0.020  1.090
 JWH  C14  H18  single    0.970  0.020  1.090
 JWH  C11  H11  single    0.970  0.020  1.090
 JWH  C11  H12  single    0.970  0.020  1.090
 JWH  C9   H7   single    0.970  0.020  1.090
 JWH  C9   H8   single    0.970  0.020  1.090
 JWH  C10  H9   single    0.970  0.020  1.090
 JWH  C10  H10  single    0.970  0.020  1.090
 JWH  C12  H13  single    0.970  0.020  1.090
 JWH  C12  H14  single    0.970  0.020  1.090
 JWH  C13  H15  single    0.970  0.020  1.090
 JWH  C13  H16  single    0.970  0.020  1.090
 JWH  N1   H6   single    0.860  0.020  1.020
 JWH  C3   H3   single    0.930  0.020  1.080
 JWH  C1   H1   single    0.930  0.020  1.080
 JWH  C15  H21  single    0.970  0.020  1.090
 JWH  C15  H20  single    0.970  0.020  1.090
 JWH  C15  H19  single    0.970  0.020  1.090
 JWH  C2   H2   single    0.930  0.020  1.080
 JWH  O1   H5   single    0.850  0.020  0.980

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
 JWH  H4   C4   C3   119.32  3.000
 JWH  H4   C4   C5   119.97  3.000
 JWH  C3   C4   C5   120.71  3.000
 JWH  H18  C14  H17  106.04  3.000
 JWH  H18  C14  C15  109.60  3.000
 JWH  H17  C14  C15  109.48  3.000
 JWH  H18  C14  C13  109.28  3.000
 JWH  H17  C14  C13  109.30  3.000
 JWH  C15  C14  C13  112.92  3.000
 JWH  N1   C5   C6   119.20  3.000
 JWH  N1   C5   C4   122.36  3.000
 JWH  C6   C5   C4   118.44  3.000
 JWH  C1   C6   C7   118.95  3.000
 JWH  C7   C6   C5   121.73  3.000
 JWH  C1   C6   C5   119.31  3.000
 JWH  H12  C11  H11  106.13  3.000
 JWH  H12  C11  C12  109.34  3.000
 JWH  H11  C11  C12  109.36  3.000
 JWH  H12  C11  C10  109.61  3.000
 JWH  H11  C11  C10  109.29  3.000
 JWH  C12  C11  C10  112.89  3.000
 JWH  O2   C7   O1   121.60  3.000
 JWH  O1   C7   C6   113.49  3.000
 JWH  O2   C7   C6   124.91  3.000
 JWH  O3   C8   N1   124.50  3.000
 JWH  O3   C8   C9   122.06  3.000
 JWH  N1   C8   C9   113.43  3.000
 JWH  H8   C9   H7   105.92  3.000
 JWH  H8   C9   C10  109.93  3.000
 JWH  H7   C9   C10  109.64  3.000
 JWH  H8   C9   C8   111.02  3.000
 JWH  H7   C9   C8   106.83  3.000
 JWH  C10  C9   C8   113.20  3.000
 JWH  H10  C10  H9   106.55  3.000
 JWH  H10  C10  C9   109.34  3.000
 JWH  H9   C10  C9   109.85  3.000
 JWH  H10  C10  C11  109.44  3.000
 JWH  H9   C10  C11  109.48  3.000
 JWH  C9   C10  C11  112.04  3.000
 JWH  H14  C12  H13  106.06  3.000
 JWH  H14  C12  C13  109.40  3.000
 JWH  H13  C12  C13  109.31  3.000
 JWH  H14  C12  C11  109.36  3.000
 JWH  H13  C12  C11  109.27  3.000
 JWH  C13  C12  C11  113.20  3.000
 JWH  H16  C13  H15  106.01  3.000
 JWH  H16  C13  C12  109.32  3.000
 JWH  H15  C13  C12  109.42  3.000
 JWH  H16  C13  C14  109.24  3.000
 JWH  H15  C13  C14  109.26  3.000
 JWH  C12  C13  C14  113.33  3.000
 JWH  H6   N1   C8   116.49  3.000
 JWH  H6   N1   C5   113.49  3.000
 JWH  C8   N1   C5   130.02  3.000
 JWH  H3   C3   C2   120.14  3.000
 JWH  H3   C3   C4   118.73  3.000
 JWH  C2   C3   C4   121.13  3.000
 JWH  H1   C1   C2   118.75  3.000
 JWH  H1   C1   C6   119.68  3.000
 JWH  C2   C1   C6   121.56  3.000
 JWH  H19  C15  H20  107.43  3.000
 JWH  H19  C15  H21  107.55  3.000
 JWH  H20  C15  H21  107.61  3.000
 JWH  H19  C15  C14  111.17  3.000
 JWH  H20  C15  C14  111.24  3.000
 JWH  H21  C15  C14  111.63  3.000
 JWH  H2   C2   C1   120.24  3.000
 JWH  H2   C2   C3   120.92  3.000
 JWH  C1   C2   C3   118.84  3.000
 JWH  H5   O1   C7   109.76  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
 JWH  CONST_01  C1   C2   C3   C4      0.00   0.0  0
 JWH  CONST_02  C1   C6   C5   C4      0.00   0.0  0
 JWH  CONST_03  C2   C1   C6   C5      0.00   0.0  0
 JWH  CONST_04  C2   C3   C4   C5      0.00   0.0  0
 JWH  CONST_05  C3   C2   C1   C6      0.00   0.0  0
 JWH  CONST_06  C3   C4   C5   C6      0.00   0.0  0
 JWH  CONST_07  C7   C6   C5   C4    180.00   0.0  0
 JWH  CONST_08  C2   C1   C6   C7    180.00   0.0  0
 JWH  CONST_09  C1   C6   C5   N1    180.00   0.0  0
 JWH  CONST_10  C3   C4   C5   N1    180.00   0.0  0
 JWH  CONST_11  H2   C2   C3   C4    180.00   0.0  0
 JWH  CONST_12  H1   C1   C6   C5    180.00   0.0  0
 JWH  CONST_13  H3   C3   C4   C5    180.00   0.0  0
 JWH  CONST_14  H4   C4   C5   C6    180.00   0.0  0
 JWH  CONST_15  C8   N1   C5   C4      0.00   0.0  0
 JWH  CONST_16  C8   N1   C5   C6    180.00   0.0  0
 JWH  CONST_17  H6   N1   C5   C4    180.00   0.0  0
 JWH  CONST_18  O3   C8   N1   C5      0.00   0.0  0
 JWH  CONST_19  C9   C8   N1   C5    180.00   0.0  0
 JWH  CONST_20  H5   O1   C7   C6    180.00   0.0  0
 JWH  Var_01    O2   C7   C6   C5      2.68  30.0  2
 JWH  Var_02    C11  C12  C13  C14   179.57  30.0  3
 JWH  Var_03    C8   C9   C10  C11   177.91  30.0  1
 JWH  Var_04    C12  C11  C10  C9    179.35  30.0  3
 JWH  Var_05    N1   C8   C9   C10   142.94  30.0  1
 JWH  Var_06    C13  C12  C11  C10   179.50  30.0  3
 JWH  Var_07    C15  C14  C13  C12  -179.73  30.0  3
 JWH  Var_08    H21  C15  C14  C13   178.33  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
 JWH  plan-1  C4  0.020
 JWH  plan-1  C5  0.020
 JWH  plan-1  C6  0.020
 JWH  plan-1  C7  0.020
 JWH  plan-1  N1  0.020
 JWH  plan-1  C3  0.020
 JWH  plan-1  C1  0.020
 JWH  plan-1  C2  0.020
 JWH  plan-1  H4  0.020
 JWH  plan-1  H3  0.020
 JWH  plan-1  H1  0.020
 JWH  plan-1  H2  0.020
 JWH  plan-2  C5  0.020
 JWH  plan-2  C8  0.020
 JWH  plan-2  C9  0.020
 JWH  plan-2  N1  0.020
 JWH  plan-2  O3  0.020
 JWH  plan-2  H6  0.020
 JWH  plan-3  C6  0.020
 JWH  plan-3  C7  0.020
 JWH  plan-3  O1  0.020
 JWH  plan-3  O2  0.020
 JWH  plan-3  H5  0.020

