# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Mar 22 01:19:40 2020
#   Inital geometry file: a 115 line input string
#   Ligand name: N-(3-chlorobenzyl)-1-(4-methylpentanoyl)-L-prolinamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)CCC(=O)N1CCC[C@H]1C(=O)NCc2cccc(Cl)c2
#
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
 16U  16U  N-(3-chlorobenzyl)-1-(4-methylpentanoyl)-L-prolinamide  peptide  48  23  .  2022-03-10  2022-03-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_16U
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
 16U  C15   C   CH2   0  -0.607  -4.1967   0.2777   0.1454
 16U  C10   C   CH2   0  -0.391  -5.0460  -0.9841   0.1232
 16U  C11   C   CH1   0  -0.234  -6.3370  -0.8566   0.9345
 16U  C12   C   CH3   0  -0.659  -7.2946   0.1741   0.3432
 16U  C18   C   CH3   0  -0.651  -7.0245  -2.2144   1.0419
 16U  C14   C   C     0   0.584  -2.8946   0.1474  -0.6122
 16U  O32   O   O     0  -0.507  -2.6455  -0.8052  -1.3423
 16U  N1    N   NT    0  -0.482  -2.0114   1.1509  -0.4619
 16U  C1    C   CH1   0  -0.171  -0.7425   1.1167  -1.1576
 16U  C7    C   C     0   0.563   0.0708  -0.1114  -0.7782
 16U  O22   O   O     0  -0.482   0.0461  -0.5880   0.3435
 16U  C2    C   CH2   0  -0.480  -0.0319   2.3983  -0.6900
 16U  C3    C   CH2   0  -0.470  -1.1775   3.3141  -0.2711
 16U  C4    C   CH2   0  -0.272  -2.1856   2.3531   0.3414
 16U  N23   N   NH1   0  -0.643   0.8768  -0.5688  -1.7495
 16U  C24   C   CH2   0  -0.338   1.8105  -1.6415  -1.5221
 16U  C25   C   CR6   0   0.098   2.9561  -1.2709  -0.6097
 16U  C26   C   CR16  0  -0.297   3.5094  -2.2272   0.2345
 16U  C27   C   CR16  0  -0.248   4.5889  -1.9111   1.0468
 16U  C28   C   CR16  0  -0.230   5.1311  -0.6341   1.0360
 16U  C29   C   CR6   0  -0.023   4.5695   0.3123   0.1934
 16U  C30   C   CR16  0  -0.248   3.4960   0.0106  -0.6285
 16U  CL21  CL  CL    0  -0.133   5.2253   1.9197   0.1652
 16U  H15   H   HCH2  0   0.270  -4.7476   1.1187  -0.2881
 16U  H15A  H   HCH2  0   0.260  -3.9897   0.5681   1.1806
 16U  H10   H   HCH2  0   0.225  -4.4615  -1.8167   0.5244
 16U  H10A  H   HCH2  0   0.216  -5.2970  -1.2518  -0.9076
 16U  H11   H   HCH1  0   0.212  -6.0695  -0.5339   1.9481
 16U  H12   H   HCH3  0   0.227  -8.2084   0.2423   0.9359
 16U  H12A  H   HCH3  0   0.228  -6.8615   1.1744   0.3026
 16U  H12B  H   HCH3  0   0.213  -7.5805  -0.1050  -0.6744
 16U  H18   H   HCH3  0   0.223  -6.3701  -2.9586   1.4997
 16U  H18A  H   HCH3  0   0.224  -7.9312  -2.1532   1.6465
 16U  H18B  H   HCH3  0   0.212  -7.3116  -2.5864   0.0553
 16U  H1    H   HCH1  0   0.275  -0.9025   1.1424  -2.2408
 16U  H2    H   HCH2  0   0.265   0.5889   2.8239  -1.4767
 16U  H2A   H   HCH2  0   0.250   0.6133   2.1891   0.1663
 16U  H3    H   HCH2  0   0.244  -1.6119   3.8027  -1.1455
 16U  H3A   H   HCH2  0   0.257  -0.8658   4.0905   0.4262
 16U  H4    H   HCH2  0   0.258  -3.2063   2.7278   0.2792
 16U  H4A   H   HCH2  0   0.242  -1.9600   2.1571   1.3943
 16U  HN23  H   HNH1  0   0.408   0.8379  -0.1502  -2.6640
 16U  H24   H   HCH2  0   0.261   1.2935  -2.5135  -1.1165
 16U  H24A  H   HCH2  0   0.282   2.2035  -1.9375  -2.4955
 16U  H26   H   HCR6  0   0.257   3.0912  -3.2260   0.2619
 16U  H27   H   HCR6  0   0.268   5.0100  -2.6607   1.7036
 16U  H28   H   HCR6  0   0.278   5.9688  -0.3837   1.6722
 16U  H30   H   HCR6  0   0.266   3.0797   0.7710  -1.2768

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
 16U  C10   C11   single    1.530  0.020  1.530
 16U  C10   C15   single    1.521  0.020  1.521
 16U  C11   C12   single    1.526  0.020  1.526
 16U  C11   C18   single    1.526  0.020  1.526
 16U  CL21  C29   single    1.736  0.020  1.736
 16U  C15   C14   single    1.512  0.020  1.512
 16U  C14   O32   double    1.226  0.020  1.226
 16U  C14   N1    single    1.345  0.020  1.345
 16U  N1    C4    single    1.456  0.020  1.456
 16U  N1    C1    single    1.448  0.020  1.448
 16U  C4    C3    single    1.521  0.020  1.521
 16U  C3    C2    single    1.525  0.020  1.525
 16U  C2    C1    single    1.538  0.020  1.538
 16U  C1    C7    single    1.521  0.020  1.521
 16U  C7    N23   single    1.343  0.020  1.343
 16U  C7    O22   double    1.219  0.020  1.219
 16U  N23   C24   single    1.440  0.020  1.440
 16U  C24   C25   single    1.511  0.020  1.511
 16U  C25   C30   aromatic  1.391  0.020  1.391
 16U  C25   C26   aromatic  1.390  0.020  1.390
 16U  C30   C29   aromatic  1.385  0.020  1.385
 16U  C29   C28   aromatic  1.386  0.020  1.386
 16U  C28   C27   aromatic  1.387  0.020  1.387
 16U  C27   C26   aromatic  1.387  0.020  1.387
 16U  C10   H10   single    0.970  0.020  1.090
 16U  C10   H10A  single    0.970  0.020  1.090
 16U  C11   H11   single    0.970  0.020  1.090
 16U  C12   H12   single    0.970  0.020  1.090
 16U  C12   H12A  single    0.970  0.020  1.090
 16U  C12   H12B  single    0.970  0.020  1.090
 16U  C18   H18   single    0.970  0.020  1.090
 16U  C18   H18A  single    0.970  0.020  1.090
 16U  C18   H18B  single    0.970  0.020  1.090
 16U  C15   H15   single    0.970  0.020  1.090
 16U  C15   H15A  single    0.970  0.020  1.090
 16U  C4    H4    single    0.970  0.020  1.090
 16U  C4    H4A   single    0.970  0.020  1.090
 16U  C3    H3    single    0.970  0.020  1.090
 16U  C3    H3A   single    0.970  0.020  1.090
 16U  C2    H2    single    0.970  0.020  1.090
 16U  C2    H2A   single    0.970  0.020  1.090
 16U  C1    H1    single    0.970  0.020  1.090
 16U  N23   HN23  single    0.860  0.020  1.020
 16U  C24   H24   single    0.970  0.020  1.090
 16U  C24   H24A  single    0.970  0.020  1.090
 16U  C30   H30   single    0.930  0.020  1.080
 16U  C28   H28   single    0.930  0.020  1.080
 16U  C27   H27   single    0.930  0.020  1.080
 16U  C26   H26   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
 16U  H15A  C15  H15   105.41  3.000
 16U  H15A  C15  C14   109.50  3.000
 16U  H15   C15  C14   107.52  3.000
 16U  H15A  C15  C10   109.84  3.000
 16U  H15   C15  C10   110.51  3.000
 16U  C14   C15  C10   113.70  3.000
 16U  H10A  C10  H10   106.38  3.000
 16U  H10A  C10  C11   109.05  3.000
 16U  H10   C10  C11   108.66  3.000
 16U  H10A  C10  C15   110.16  3.000
 16U  H10   C10  C15   109.13  3.000
 16U  C11   C10  C15   113.22  3.000
 16U  H11   C11  C18   107.86  3.000
 16U  H11   C11  C12   108.21  3.000
 16U  C18   C11  C12   110.22  3.000
 16U  H11   C11  C10   107.98  3.000
 16U  C18   C11  C10   110.08  3.000
 16U  C12   C11  C10   112.35  3.000
 16U  H12B  C12  H12A  107.66  3.000
 16U  H12B  C12  H12   107.61  3.000
 16U  H12A  C12  H12   107.18  3.000
 16U  H12B  C12  C11   110.63  3.000
 16U  H12A  C12  C11   112.62  3.000
 16U  H12   C12  C11   110.93  3.000
 16U  H18B  C18  H18A  107.51  3.000
 16U  H18B  C18  H18   107.70  3.000
 16U  H18A  C18  H18   107.69  3.000
 16U  H18B  C18  C11   110.96  3.000
 16U  H18A  C18  C11   111.31  3.000
 16U  H18   C18  C11   111.48  3.000
 16U  N1    C14  O32   120.85  3.000
 16U  N1    C14  C15   116.43  3.000
 16U  O32   C14  C15   122.71  3.000
 16U  C4    N1   C1    112.92  3.000
 16U  C1    N1   C14   120.28  3.000
 16U  C4    N1   C14   126.79  3.000
 16U  H1    C1   C2    110.40  3.000
 16U  H1    C1   C7    110.11  3.000
 16U  C2    C1   C7    110.48  3.000
 16U  H1    C1   N1    110.28  3.000
 16U  C7    C1   N1    111.58  3.000
 16U  C2    C1   N1    103.84  3.000
 16U  N23   C7   O22   123.00  3.000
 16U  O22   C7   C1    122.30  3.000
 16U  N23   C7   C1    114.56  3.000
 16U  H2A   C2   H2    107.72  3.000
 16U  H2A   C2   C3    110.08  3.000
 16U  H2    C2   C3    113.08  3.000
 16U  H2A   C2   C1    110.59  3.000
 16U  H2    C2   C1    111.68  3.000
 16U  C3    C2   C1    103.70  3.000
 16U  H3A   C3   H3    107.91  3.000
 16U  H3A   C3   C4    112.47  3.000
 16U  H3    C3   C4    109.97  3.000
 16U  H3A   C3   C2    112.88  3.000
 16U  H3    C3   C2    110.34  3.000
 16U  C4    C3   C2    103.24  3.000
 16U  H4A   C4   H4    108.04  3.000
 16U  H4A   C4   C3    111.34  3.000
 16U  H4    C4   C3    112.38  3.000
 16U  H4A   C4   N1    110.99  3.000
 16U  H4    C4   N1    111.38  3.000
 16U  C3    C4   N1    102.72  3.000
 16U  HN23  N23  C24   118.58  3.000
 16U  HN23  N23  C7    119.50  3.000
 16U  C24   N23  C7    121.92  3.000
 16U  H24A  C24  H24   106.58  3.000
 16U  H24A  C24  C25   109.41  3.000
 16U  H24   C24  C25   109.31  3.000
 16U  H24A  C24  N23   107.14  3.000
 16U  H24   C24  N23   110.28  3.000
 16U  C25   C24  N23   113.85  3.000
 16U  C30   C25  C26   119.17  3.000
 16U  C26   C25  C24   119.99  3.000
 16U  C30   C25  C24   120.82  3.000
 16U  H26   C26  C27   119.71  3.000
 16U  H26   C26  C25   119.73  3.000
 16U  C27   C26  C25   120.56  3.000
 16U  H27   C27  C28   119.36  3.000
 16U  H27   C27  C26   120.03  3.000
 16U  C28   C27  C26   120.61  3.000
 16U  H28   C28  C29   120.90  3.000
 16U  H28   C28  C27   120.75  3.000
 16U  C29   C28  C27   118.35  3.000
 16U  CL21  C29  C30   119.00  3.000
 16U  C30   C29  C28   121.73  3.000
 16U  CL21  C29  C28   119.27  3.000
 16U  H30   C30  C29   120.02  3.000
 16U  H30   C30  C25   120.41  3.000
 16U  C29   C30  C25   119.58  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
 16U  CONST_01  C28   C29  C30  C25     0.00   0.0  0
 16U  CONST_02  C28   C27  C26  C25     0.00   0.0  0
 16U  CONST_03  C29   C30  C25  C26     0.00   0.0  0
 16U  CONST_04  C29   C28  C27  C26     0.00   0.0  0
 16U  CONST_05  C30   C29  C28  C27     0.00   0.0  0
 16U  CONST_06  C30   C25  C26  C27     0.00   0.0  0
 16U  CONST_07  C29   C30  C25  C24   180.00   0.0  0
 16U  CONST_08  C27   C26  C25  C24   180.00   0.0  0
 16U  CONST_09  CL21  C29  C30  C25   180.00   0.0  0
 16U  CONST_10  CL21  C29  C28  C27   180.00   0.0  0
 16U  CONST_11  H27   C27  C26  C25   180.00   0.0  0
 16U  CONST_12  H30   C30  C25  C26   180.00   0.0  0
 16U  CONST_13  H28   C28  C27  C26   180.00   0.0  0
 16U  CONST_14  H26   C26  C27  C28   180.00   0.0  0
 16U  CONST_15  C4    N1   C14  C15     0.00   0.0  0
 16U  CONST_16  C1    N1   C14  C15   180.00   0.0  0
 16U  CONST_17  C4    N1   C14  O32   180.00   0.0  0
 16U  CONST_18  C1    N1   C14  O32     0.00   0.0  0
 16U  CONST_19  C24   N23  C7   C1    180.00   0.0  0
 16U  CONST_20  HN23  N23  C7   C1      0.00   0.0  0
 16U  CONST_21  C24   N23  C7   O22     0.00   0.0  0
 16U  Var_01    C2    C3   C4   N1    -33.99  30.0  1
 16U  Var_02    C3    C4   N1   C1     19.85  30.0  1
 16U  Var_03    C4    C3   C2   C1     36.10  30.0  1
 16U  Var_04    C30   C25  C24  N23   -34.94  30.0  2
 16U  Var_05    N1    C14  C15  C10  -170.23  30.0  3
 16U  Var_06    C25   C24  N23  C7    -68.93  30.0  3
 16U  Var_07    C12   C11  C10  C15    65.38  30.0  3
 16U  Var_08    C14   C15  C10  C11   177.94  30.0  3
 16U  Var_09    H12   C12  C11  C10   179.70  30.0  3
 16U  Var_10    H18   C18  C11  C10    57.78  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
 16U  chir_01  C1  N1  C2  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
 16U  plan-1  C24   0.020
 16U  plan-1  C25   0.020
 16U  plan-1  C26   0.020
 16U  plan-1  C27   0.020
 16U  plan-1  C28   0.020
 16U  plan-1  C29   0.020
 16U  plan-1  C30   0.020
 16U  plan-1  CL21  0.020
 16U  plan-1  H26   0.020
 16U  plan-1  H27   0.020
 16U  plan-1  H28   0.020
 16U  plan-1  H30   0.020
 16U  plan-2  C1    0.020
 16U  plan-2  C7    0.020
 16U  plan-2  O22   0.020
 16U  plan-2  N23   0.020
 16U  plan-2  C24   0.020
 16U  plan-2  HN23  0.020
 16U  plan-3  C15   0.020
 16U  plan-3  C14   0.020
 16U  plan-3  O32   0.020
 16U  plan-3  N1    0.020
 16U  plan-3  C1    0.020
 16U  plan-3  C4    0.020

