# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 02:40:40 2020
#   Inital geometry file: a 108 line input string
#   Ligand name: N~2~-acetyl-N-[(1S)-1-benzyl-4-chloro-2-oxobutyl]-L-alaninamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H](NC(C)=O)C(=O)N[C@@H](Cc1ccccc1)C(=O)CCCl
#
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
 HIN  HIN  N~2~-acetyl-N-[(1S)-1-benzyl-4-chloro-2-oxobutyl]-L-alaninamide  ligand  43  22  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_HIN
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
 HIN  C1    C   CH2   0  -0.450   4.2590  -4.1789   1.6183
 HIN  C2    C   CH2   0  -0.563   3.1067  -3.7773   0.7247
 HIN  C3    C   C     0   0.414   2.4305  -2.5118   1.1803
 HIN  C4    C   CH1   0  -0.184   1.3200  -1.9885   0.2794
 HIN  N5    N   NH1   0  -0.632   0.4540  -1.1049   1.0081
 HIN  C6    C   C     0   0.581  -0.8874  -1.1849   0.9801
 HIN  C7    C   CH1   0  -0.231  -1.6073  -0.0923   1.7698
 HIN  N8    N   NH1   0  -0.608  -2.7071   0.4175   0.9892
 HIN  C9    C   C     0   0.531  -2.6842   1.5933   0.3308
 HIN  C10   C   CH3   0  -0.778  -3.8800   1.8443  -0.5521
 HIN  C11   C   CH3   0  -0.652  -2.0965  -0.6584   3.0984
 HIN  C12   C   CH2   0  -0.540   1.9383  -1.2744  -0.9449
 HIN  C1'   C   CR6   0   0.151   0.8738  -0.7627  -1.8723
 HIN  C2'   C   CR16  0  -0.299   0.3637  -1.5780  -2.8794
 HIN  C3'   C   CR16  0  -0.243  -0.6497  -1.1274  -3.7132
 HIN  C4'   C   CR16  0  -0.271  -1.1723   0.1493  -3.5468
 HIN  C5'   C   CR16  0  -0.236  -0.6725   0.9687  -2.5444
 HIN  C6'   C   CR16  0  -0.297   0.3441   0.5147  -1.7147
 HIN  O3    O   O     0  -0.383   2.7467  -1.9311   2.1903
 HIN  O6    O   O     0  -0.481  -1.5084  -2.0688   0.4150
 HIN  O9    O   O     0  -0.500  -1.7639   2.3935   0.4203
 HIN  CL    CL  CL    0  -0.167   5.0058  -5.6945   0.9997
 HIN  H11   H   HCH2  0   0.292   3.9354  -4.3796   2.6362
 HIN  H12   H   HCH2  0   0.292   5.0421  -3.4254   1.6372
 HIN  H21   H   HCH2  0   0.299   2.3494  -4.5667   0.6931
 HIN  H22   H   HCH2  0   0.293   3.4475  -3.6532  -0.3072
 HIN  H4    H   HCH1  0   0.296   0.7259  -2.8337  -0.0738
 HIN  HN5   H   HNH1  0   0.402   0.8803  -0.3158   1.4690
 HIN  H7    H   HCH1  0   0.272  -0.9299   0.7400   1.9605
 HIN  HN8   H   HNH1  0   0.398  -3.4788  -0.2101   0.8264
 HIN  H101  H   HCH3  0   0.262  -4.1120   2.9069  -0.5755
 HIN  H102  H   HCH3  0   0.266  -3.6373   1.5343  -1.5704
 HIN  H103  H   HCH3  0   0.252  -4.7663   1.2950  -0.2389
 HIN  H111  H   HCH3  0   0.236  -2.8199  -1.4589   2.9414
 HIN  H112  H   HCH3  0   0.243  -1.2652  -1.0608   3.6771
 HIN  H113  H   HCH3  0   0.252  -2.5717   0.1255   3.6866
 HIN  H121  H   HCH2  0   0.269   2.5637  -0.4497  -0.5932
 HIN  H122  H   HCH2  0   0.272   2.5936  -1.9675  -1.4759
 HIN  H2'   H   HCR6  0   0.245   0.7644  -2.5761  -3.0157
 HIN  H3'   H   HCR6  0   0.252  -1.0323  -1.7727  -4.4937
 HIN  H4'   H   HCR6  0   0.252  -1.9618   0.5043  -4.1969
 HIN  H5'   H   HCR6  0   0.250  -1.0716   1.9647  -2.4045
 HIN  H6'   H   HCR6  0   0.242   0.7280   1.1639  -0.9374

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
 HIN  C1   C2    single    1.512  0.020  1.512
 HIN  C1   CL    single    1.799  0.020  1.799
 HIN  C1   H11   single    0.970  0.020  1.090
 HIN  C1   H12   single    0.970  0.020  1.090
 HIN  C2   C3    single    1.505  0.020  1.505
 HIN  C2   H21   single    0.970  0.020  1.090
 HIN  C2   H22   single    0.970  0.020  1.090
 HIN  C3   C4    single    1.523  0.020  1.523
 HIN  C3   O3    double    1.207  0.020  1.207
 HIN  C4   N5    single    1.436  0.020  1.436
 HIN  C4   C12   single    1.546  0.020  1.546
 HIN  C4   H4    single    0.970  0.020  1.090
 HIN  N5   C6    single    1.344  0.020  1.344
 HIN  N5   HN5   single    0.860  0.020  1.020
 HIN  C6   C7    single    1.528  0.020  1.528
 HIN  C6   O6    double    1.219  0.020  1.219
 HIN  C7   N8    single    1.442  0.020  1.442
 HIN  C7   C11   single    1.525  0.020  1.525
 HIN  C7   H7    single    0.970  0.020  1.090
 HIN  N8   C9    single    1.348  0.020  1.348
 HIN  N8   HN8   single    0.860  0.020  1.020
 HIN  C9   C10   single    1.508  0.020  1.508
 HIN  C9   O9    double    1.223  0.020  1.223
 HIN  C10  H101  single    0.970  0.020  1.090
 HIN  C10  H102  single    0.970  0.020  1.090
 HIN  C10  H103  single    0.970  0.020  1.090
 HIN  C11  H111  single    0.970  0.020  1.090
 HIN  C11  H112  single    0.970  0.020  1.090
 HIN  C11  H113  single    0.970  0.020  1.090
 HIN  C12  C1'   single    1.502  0.020  1.502
 HIN  C12  H121  single    0.970  0.020  1.090
 HIN  C12  H122  single    0.970  0.020  1.090
 HIN  C1'  C2'   aromatic  1.393  0.020  1.393
 HIN  C1'  C6'   aromatic  1.392  0.020  1.392
 HIN  C2'  C3'   aromatic  1.388  0.020  1.388
 HIN  C2'  H2'   single    0.930  0.020  1.080
 HIN  C3'  C4'   aromatic  1.390  0.020  1.390
 HIN  C3'  H3'   single    0.930  0.020  1.080
 HIN  C4'  C5'   aromatic  1.388  0.020  1.388
 HIN  C4'  H4'   single    0.930  0.020  1.080
 HIN  C5'  C6'   aromatic  1.388  0.020  1.388
 HIN  C5'  H5'   single    0.930  0.020  1.080
 HIN  C6'  H6'   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
 HIN  H12   C1   H11   109.05  3.000
 HIN  H12   C1   CL    106.91  3.000
 HIN  H11   C1   CL    106.86  3.000
 HIN  H12   C1   C2    112.03  3.000
 HIN  H11   C1   C2    112.06  3.000
 HIN  CL    C1   C2    109.68  3.000
 HIN  H22   C2   H21   105.68  3.000
 HIN  H22   C2   C3    109.27  3.000
 HIN  H21   C2   C3    107.71  3.000
 HIN  H22   C2   C1    110.50  3.000
 HIN  H21   C2   C1    110.66  3.000
 HIN  C3    C2   C1    112.74  3.000
 HIN  O3    C3   C4    121.38  3.000
 HIN  O3    C3   C2    122.68  3.000
 HIN  C4    C3   C2    115.94  3.000
 HIN  H4    C4   C12   108.60  3.000
 HIN  H4    C4   N5    108.21  3.000
 HIN  C12   C4   N5    111.02  3.000
 HIN  H4    C4   C3    108.79  3.000
 HIN  C12   C4   C3    109.60  3.000
 HIN  N5    C4   C3    110.55  3.000
 HIN  HN5   N5   C6    118.56  3.000
 HIN  HN5   N5   C4    117.30  3.000
 HIN  C6    N5   C4    123.69  3.000
 HIN  O6    C6   C7    121.19  3.000
 HIN  O6    C6   N5    124.14  3.000
 HIN  C7    C6   N5    114.63  3.000
 HIN  H7    C7   C11   109.29  3.000
 HIN  H7    C7   N8    107.39  3.000
 HIN  C11   C7   N8    111.00  3.000
 HIN  H7    C7   C6    110.10  3.000
 HIN  C11   C7   C6    109.63  3.000
 HIN  N8    C7   C6    109.41  3.000
 HIN  HN8   N8   C9    118.51  3.000
 HIN  HN8   N8   C7    116.83  3.000
 HIN  C9    N8   C7    124.05  3.000
 HIN  O9    C9   C10   122.06  3.000
 HIN  O9    C9   N8    123.23  3.000
 HIN  C10   C9   N8    114.70  3.000
 HIN  H103  C10  H102  107.81  3.000
 HIN  H103  C10  H101  108.99  3.000
 HIN  H102  C10  H101  107.74  3.000
 HIN  H103  C10  C9    113.16  3.000
 HIN  H102  C10  C9    108.82  3.000
 HIN  H101  C10  C9    110.15  3.000
 HIN  H113  C11  H112  108.17  3.000
 HIN  H113  C11  H111  108.47  3.000
 HIN  H112  C11  H111  108.15  3.000
 HIN  H113  C11  C7    110.08  3.000
 HIN  H112  C11  C7    110.79  3.000
 HIN  H111  C11  C7    111.10  3.000
 HIN  H122  C12  H121  106.98  3.000
 HIN  H122  C12  C1'   109.96  3.000
 HIN  H121  C12  C1'   110.32  3.000
 HIN  H122  C12  C4    109.38  3.000
 HIN  H121  C12  C4    108.81  3.000
 HIN  C1'   C12  C4    111.28  3.000
 HIN  C6'   C1'  C2'   118.67  3.000
 HIN  C6'   C1'  C12   120.84  3.000
 HIN  C2'   C1'  C12   120.45  3.000
 HIN  H2'   C2'  C3'   119.56  3.000
 HIN  H2'   C2'  C1'   119.64  3.000
 HIN  C3'   C2'  C1'   120.80  3.000
 HIN  H3'   C3'  C4'   120.07  3.000
 HIN  H3'   C3'  C2'   119.85  3.000
 HIN  C4'   C3'  C2'   120.08  3.000
 HIN  H4'   C4'  C5'   120.18  3.000
 HIN  H4'   C4'  C3'   120.24  3.000
 HIN  C5'   C4'  C3'   119.57  3.000
 HIN  H5'   C5'  C6'   119.59  3.000
 HIN  H5'   C5'  C4'   120.26  3.000
 HIN  C6'   C5'  C4'   120.15  3.000
 HIN  H6'   C6'  C5'   119.50  3.000
 HIN  H6'   C6'  C1'   119.76  3.000
 HIN  C5'   C6'  C1'   120.74  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
 HIN  CONST_01  C4'   C3'  C2'  C1'     0.00   0.0  0
 HIN  CONST_02  C4'   C5'  C6'  C1'     0.00   0.0  0
 HIN  CONST_03  C5'   C6'  C1'  C2'     0.00   0.0  0
 HIN  CONST_04  C5'   C4'  C3'  C2'     0.00   0.0  0
 HIN  CONST_05  C6'   C1'  C2'  C3'     0.00   0.0  0
 HIN  CONST_06  C6'   C5'  C4'  C3'     0.00   0.0  0
 HIN  CONST_07  C3'   C2'  C1'  C12   180.00   0.0  0
 HIN  CONST_08  C5'   C6'  C1'  C12   180.00   0.0  0
 HIN  CONST_09  H3'   C3'  C2'  C1'   180.00   0.0  0
 HIN  CONST_10  H5'   C5'  C6'  C1'   180.00   0.0  0
 HIN  CONST_11  H6'   C6'  C1'  C2'   180.00   0.0  0
 HIN  CONST_12  H4'   C4'  C3'  C2'   180.00   0.0  0
 HIN  CONST_13  H2'   C2'  C3'  C4'   180.00   0.0  0
 HIN  CONST_14  C7    C6   N5   C4    180.00   0.0  0
 HIN  CONST_15  O6    C6   N5   C4      0.00   0.0  0
 HIN  CONST_16  C10   C9   N8   C7    180.00   0.0  0
 HIN  CONST_17  O9    C9   N8   C7      0.00   0.0  0
 HIN  CONST_18  HN5   N5   C6   C7      0.00   0.0  0
 HIN  CONST_19  HN8   N8   C9   C10     0.00   0.0  0
 HIN  Var_01    C2'   C1'  C12  C4    -87.99  30.0  2
 HIN  Var_02    C4    C3   C2   C1    175.99  30.0  3
 HIN  Var_03    CL    C1   C2   C3   -179.94  30.0  3
 HIN  Var_04    H101  C10  C9   N8    146.97  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
 HIN  chir_01  C4  C3  N5  C12  negativ
 HIN  chir_02  C7  N8  C6  C11  positiv

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
 HIN  plan-1  C12  0.020
 HIN  plan-1  C1'  0.020
 HIN  plan-1  C2'  0.020
 HIN  plan-1  C3'  0.020
 HIN  plan-1  C4'  0.020
 HIN  plan-1  C5'  0.020
 HIN  plan-1  C6'  0.020
 HIN  plan-1  H2'  0.020
 HIN  plan-1  H3'  0.020
 HIN  plan-1  H4'  0.020
 HIN  plan-1  H5'  0.020
 HIN  plan-1  H6'  0.020
 HIN  plan-2  C4   0.020
 HIN  plan-2  N5   0.020
 HIN  plan-2  C6   0.020
 HIN  plan-2  C7   0.020
 HIN  plan-2  O6   0.020
 HIN  plan-2  HN5  0.020
 HIN  plan-3  C7   0.020
 HIN  plan-3  N8   0.020
 HIN  plan-3  C9   0.020
 HIN  plan-3  C10  0.020
 HIN  plan-3  O9   0.020
 HIN  plan-3  HN8  0.020
 HIN  plan-4  C2   0.020
 HIN  plan-4  C3   0.020
 HIN  plan-4  C4   0.020
 HIN  plan-4  O3   0.020

