# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 08:49:04 2020
#   Inital geometry file: a 101 line input string
#   Ligand name: (2~{S})-2-[(3-chlorophenyl)methylcarbamoylamino]-4-methyl-~{N}-oxidanyl-pentanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)C[C@H](NC(=O)NCc1cccc(Cl)c1)C(=O)NO
#
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
 8L0  8L0  (2~{S})-2-[(3-chlorophenyl)methylcarbamoylamino]-4-methyl-~{N}-oxidanyl-pentanamide  ligand  41  21  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_8L0
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
 8L0  CL1  CL  CL    0  -0.131   6.8729   0.8357  -0.8099
 8L0  CD1  C   CR6   0  -0.020   5.2539   1.0497  -0.2230
 8L0  CG1  C   CR16  0  -0.270   4.1922   0.6130  -1.0002
 8L0  CB   C   CR6   0   0.086   2.8898   0.7767  -0.5423
 8L0  CA   C   CH2   0  -0.322   1.7373   0.3404  -1.4123
 8L0  N    N   NH1   0  -0.684   0.6717  -0.2558  -0.6526
 8L0  C5   C   C     0   0.756  -0.6355   0.0603  -0.8345
 8L0  O    O   O     0  -0.537  -1.0255   0.9025  -1.6359
 8L0  N2   N   NH1   0  -0.684  -1.5063  -0.6496  -0.0618
 8L0  C6   C   CH1   0  -0.201  -2.9051  -0.3183  -0.0865
 8L0  C7   C   CH2   0  -0.443  -3.6890  -1.2598   0.8293
 8L0  C8   C   CH1   0  -0.234  -3.5430  -2.7479   0.5039
 8L0  C9   C   CH3   0  -0.652  -4.3918  -3.5634   1.4746
 8L0  C10  C   CH3   0  -0.663  -3.9232  -3.0643  -0.9383
 8L0  C11  C   C     0   0.528  -3.1305   1.1221   0.3735
 8L0  O2   O   O     0  -0.470  -2.5232   1.6165   1.3032
 8L0  N3   N   NH1   0  -0.373  -4.1264   1.7349  -0.2925
 8L0  O3   O   OH1   0  -0.544  -4.3899   3.0513  -0.0550
 8L0  CG2  C   CR16  0  -0.281   2.6761   1.3704   0.6987
 8L0  C13  C   CR16  0  -0.245   3.7493   1.7984   1.4654
 8L0  C14  C   CR16  0  -0.231   5.0525   1.6425   1.0123
 8L0  H1   H   HCR6  0   0.275   4.3776   0.1428  -1.9580
 8L0  H2   H   HCH2  0   0.273   1.3328   1.2071  -1.9360
 8L0  H3   H   HCH2  0   0.255   2.1038  -0.3428  -2.1845
 8L0  H4   H   HNH1  0   0.396   0.9025  -1.0611  -0.0921
 8L0  H5   H   HNH1  0   0.394  -1.1551  -1.0977   0.7704
 8L0  H6   H   HCH1  0   0.268  -3.2785  -0.4362  -1.1079
 8L0  H7   H   HCH2  0   0.244  -3.3843  -1.0842   1.8662
 8L0  H8   H   HCH2  0   0.245  -4.7464  -0.9835   0.7660
 8L0  H9   H   HCH1  0   0.222  -2.4977  -3.0392   0.6532
 8L0  H10  H   HCH3  0   0.216  -5.4544  -3.3448   1.3445
 8L0  H11  H   HCH3  0   0.229  -4.2522  -4.6336   1.3139
 8L0  H12  H   HCH3  0   0.227  -4.1334  -3.3478   2.5127
 8L0  H13  H   HCH3  0   0.217  -4.9445  -2.7403  -1.1521
 8L0  H14  H   HCH3  0   0.231  -3.2609  -2.5793  -1.6567
 8L0  H15  H   HCH3  0   0.232  -3.8710  -4.1381  -1.1242
 8L0  H16  H   HNH1  0   0.413  -4.4397   1.4035  -1.1934
 8L0  H17  H   HOH1  0   0.478  -5.1689   3.0679   0.5155
 8L0  H18  H   HCR6  0   0.255   1.6671   1.4955   1.0702
 8L0  H19  H   HCR6  0   0.268   3.5736   2.2603   2.4280
 8L0  H20  H   HCR6  0   0.279   5.8904   1.9719   1.6115

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
 8L0  O3   N3   single    1.363  0.020  1.363
 8L0  O2   C11  double    1.216  0.020  1.216
 8L0  N3   C11  single    1.346  0.020  1.346
 8L0  C11  C6   single    1.529  0.020  1.529
 8L0  O    C5   double    1.226  0.020  1.226
 8L0  C5   N2   single    1.364  0.020  1.364
 8L0  C5   N    single    1.357  0.020  1.357
 8L0  CA   N    single    1.438  0.020  1.438
 8L0  CA   CB   single    1.508  0.020  1.508
 8L0  N2   C6   single    1.438  0.020  1.438
 8L0  C6   C7   single    1.530  0.020  1.530
 8L0  CB   CG1  aromatic  1.390  0.020  1.390
 8L0  CB   CG2  aromatic  1.392  0.020  1.392
 8L0  CG1  CD1  aromatic  1.386  0.020  1.386
 8L0  C10  C8   single    1.525  0.020  1.525
 8L0  C7   C8   single    1.530  0.020  1.530
 8L0  C8   C9   single    1.526  0.020  1.526
 8L0  CG2  C13  aromatic  1.387  0.020  1.387
 8L0  CD1  CL1  single    1.735  0.020  1.735
 8L0  CD1  C14  aromatic  1.385  0.020  1.385
 8L0  C13  C14  aromatic  1.389  0.020  1.389
 8L0  CG1  H1   single    0.930  0.020  1.080
 8L0  CA   H2   single    0.970  0.020  1.090
 8L0  CA   H3   single    0.970  0.020  1.090
 8L0  N    H4   single    0.860  0.020  1.020
 8L0  N2   H5   single    0.890  0.020  1.040
 8L0  C6   H6   single    0.970  0.020  1.090
 8L0  C7   H7   single    0.970  0.020  1.090
 8L0  C7   H8   single    0.970  0.020  1.090
 8L0  C8   H9   single    0.970  0.020  1.090
 8L0  C9   H10  single    0.970  0.020  1.090
 8L0  C9   H11  single    0.970  0.020  1.090
 8L0  C9   H12  single    0.970  0.020  1.090
 8L0  C10  H13  single    0.970  0.020  1.090
 8L0  C10  H14  single    0.970  0.020  1.090
 8L0  C10  H15  single    0.970  0.020  1.090
 8L0  N3   H16  single    0.890  0.020  1.040
 8L0  O3   H17  single    0.850  0.020  0.980
 8L0  CG2  H18  single    0.930  0.020  1.080
 8L0  C13  H19  single    0.930  0.020  1.080
 8L0  C14  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
 8L0  C14  CD1  CG1  121.56  3.000
 8L0  C14  CD1  CL1  119.35  3.000
 8L0  CG1  CD1  CL1  119.09  3.000
 8L0  H1   CG1  CB   120.19  3.000
 8L0  H1   CG1  CD1  120.09  3.000
 8L0  CB   CG1  CD1  119.72  3.000
 8L0  CG2  CB   CA   121.35  3.000
 8L0  CG2  CB   CG1  119.18  3.000
 8L0  CA   CB   CG1  119.45  3.000
 8L0  H3   CA   H2   106.35  3.000
 8L0  H3   CA   N    111.23  3.000
 8L0  H2   CA   N    107.96  3.000
 8L0  H3   CA   CB   109.37  3.000
 8L0  H2   CA   CB   109.30  3.000
 8L0  N    CA   CB   112.42  3.000
 8L0  H4   N    C5   118.77  3.000
 8L0  H4   N    CA   117.08  3.000
 8L0  C5   N    CA   123.11  3.000
 8L0  N2   C5   O    121.66  3.000
 8L0  N2   C5   N    114.70  3.000
 8L0  O    C5   N    123.64  3.000
 8L0  H5   N2   C6   117.10  3.000
 8L0  H5   N2   C5   118.46  3.000
 8L0  C6   N2   C5   119.45  3.000
 8L0  H6   C6   C11  109.40  3.000
 8L0  H6   C6   C7   108.53  3.000
 8L0  C11  C6   C7   108.92  3.000
 8L0  H6   C6   N2   108.87  3.000
 8L0  C7   C6   N2   110.27  3.000
 8L0  C11  C6   N2   110.82  3.000
 8L0  H8   C7   H7   106.44  3.000
 8L0  H8   C7   C8   108.98  3.000
 8L0  H7   C7   C8   109.31  3.000
 8L0  H8   C7   C6   107.77  3.000
 8L0  H7   C7   C6   109.01  3.000
 8L0  C8   C7   C6   114.98  3.000
 8L0  H9   C8   C10  108.16  3.000
 8L0  H9   C8   C9   107.58  3.000
 8L0  C10  C8   C9   110.62  3.000
 8L0  H9   C8   C7   108.71  3.000
 8L0  C9   C8   C7   109.36  3.000
 8L0  C10  C8   C7   112.28  3.000
 8L0  H12  C9   H11  107.67  3.000
 8L0  H12  C9   H10  107.70  3.000
 8L0  H11  C9   H10  107.65  3.000
 8L0  H12  C9   C8   111.58  3.000
 8L0  H11  C9   C8   111.07  3.000
 8L0  H10  C9   C8   111.00  3.000
 8L0  H15  C10  H14  107.25  3.000
 8L0  H15  C10  H13  107.66  3.000
 8L0  H14  C10  H13  107.86  3.000
 8L0  H15  C10  C8   110.70  3.000
 8L0  H14  C10  C8   112.29  3.000
 8L0  H13  C10  C8   110.89  3.000
 8L0  N3   C11  O2   124.26  3.000
 8L0  N3   C11  C6   112.91  3.000
 8L0  O2   C11  C6   122.66  3.000
 8L0  H16  N3   O3   114.36  3.000
 8L0  H16  N3   C11  121.44  3.000
 8L0  O3   N3   C11  119.77  3.000
 8L0  H17  O3   N3   105.98  3.000
 8L0  H18  CG2  C13  119.74  3.000
 8L0  H18  CG2  CB   119.88  3.000
 8L0  C13  CG2  CB   120.38  3.000
 8L0  H19  C13  C14  119.38  3.000
 8L0  H19  C13  CG2  119.87  3.000
 8L0  C14  C13  CG2  120.75  3.000
 8L0  H20  C14  C13  120.81  3.000
 8L0  H20  C14  CD1  120.79  3.000
 8L0  C13  C14  CD1  118.40  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
 8L0  CONST_01  CG2  CB   CG1  CD1    0.00   0.0  0
 8L0  CONST_02  CG2  C13  C14  CD1    0.00   0.0  0
 8L0  CONST_03  C13  CG2  CB   CG1    0.00   0.0  0
 8L0  CONST_04  C13  C14  CD1  CG1    0.00   0.0  0
 8L0  CONST_05  C14  CD1  CG1  CB     0.00   0.0  0
 8L0  CONST_06  C14  C13  CG2  CB     0.00   0.0  0
 8L0  CONST_07  CB   CG1  CD1  CL1  180.00   0.0  0
 8L0  CONST_08  C13  C14  CD1  CL1  180.00   0.0  0
 8L0  CONST_09  CA   CB   CG1  CD1  180.00   0.0  0
 8L0  CONST_10  C13  CG2  CB   CA   180.00   0.0  0
 8L0  CONST_11  H19  C13  C14  CD1  180.00   0.0  0
 8L0  CONST_12  H18  CG2  CB   CG1  180.00   0.0  0
 8L0  CONST_13  H20  C14  CD1  CG1  180.00   0.0  0
 8L0  CONST_14  H1   CG1  CB   CG2  180.00   0.0  0
 8L0  CONST_15  O    C5   N    CA     0.00   0.0  0
 8L0  CONST_16  C6   N2   C5   O      0.00   0.0  0
 8L0  CONST_17  O3   N3   C11  C6   180.00   0.0  0
 8L0  CONST_18  O3   N3   C11  O2     0.00   0.0  0
 8L0  CONST_19  N2   C5   N    CA   180.00   0.0  0
 8L0  CONST_20  C6   N2   C5   N    180.00   0.0  0
 8L0  CONST_22  H4   N    C5   O    180.00   0.0  0
 8L0  Var_01    N    CA   CB   CG1  141.72  30.0  2
 8L0  Var_02    C5   N    CA   CB   133.96  30.0  3
 8L0  Var_03    C10  C8   C7   C6   -55.84  30.0  3
 8L0  Var_04    H13  C10  C8   C7   -56.97  30.0  3
 8L0  Var_05    H10  C9   C8   C7    64.38  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 8L0  chir_01  C6  C11  N2  C7  negativ

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
 8L0  plan-1  CL1  0.020
 8L0  plan-1  CD1  0.020
 8L0  plan-1  CG1  0.020
 8L0  plan-1  CB   0.020
 8L0  plan-1  CA   0.020
 8L0  plan-1  CG2  0.020
 8L0  plan-1  C13  0.020
 8L0  plan-1  C14  0.020
 8L0  plan-1  H1   0.020
 8L0  plan-1  H18  0.020
 8L0  plan-1  H19  0.020
 8L0  plan-1  H20  0.020
 8L0  plan-2  CA   0.020
 8L0  plan-2  N    0.020
 8L0  plan-2  C5   0.020
 8L0  plan-2  O    0.020
 8L0  plan-2  N2   0.020
 8L0  plan-2  C6   0.020
 8L0  plan-2  H4   0.020
 8L0  plan-2  H5   0.020
 8L0  plan-3  C6   0.020
 8L0  plan-3  C11  0.020
 8L0  plan-3  O2   0.020
 8L0  plan-3  N3   0.020
 8L0  plan-3  O3   0.020
 8L0  plan-3  H16  0.020

